TREA

Thermal transfer sheet

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Information

  • Patent Grant
  • 5714614
  • Patent Number
    5,714,614
  • Date Filed
    Tuesday, September 10, 1996
    27 years ago
  • Date Issued
    Tuesday, February 3, 1998
    26 years ago
Information
Abstract
The present invention provides a pyridine derivative represented by the following formula A or B, a dye produced by coupling the pyridine derivative A or B with an arbitray coupler and a thermal transfer sheet wherein use is made of the dye. In a thermal transfer process wherein use is made of a sublimable dye, the dye and the thermal transfer sheet according to the present invention can form a clear image having a sufficient density and an excellent light fastness. ##STR1##
Description

BACKGROUND OF THE INVENTION
1. Field of the Art
The present invention relates to a dye intermediate, a dye and a thermal transfer sheet. More particularly, it is concerned with an intermediate capable of providing a dye excellent in the coloring density, sharpness, light fastness, safety, etc., a dye and a thermal transfer sheet excellent in the above-described properties.
2. Background Art
Various thermal transfer processes are known in the art. Among them, a sublimation transfer process has been practiced which comprises supporting a sublimable dye as a recording agent on a substrate sheet, such as paper, to form a thermal transfer sheet, putting the thermal transfer sheet on a transfer material dyeable with a sublimable dye, for example, a polyester woven fabric, and applying a thermal energy in a pattern form from the back surface of the thermal transfer sheet to transfer the sublimable dye to the transfer material.
In recent years, a proposal has been made on a process wherein various full color images are formed on paper or a plastic film through the use of the above-described sublimation type or thermal transfer system. In this case, a thermal head of a printer is used as heating means, and a number of color dots of three or four colors are transferred to the transfer material, thereby reproducing a full color image of an original by means of the multicolor dots.
Since the color material used is a dye, the image thus formed is very clear and highly transparent, so that the resultant image is excellent in the reproducibility and gradation and the quality of the image is the same as that of an image formed by the conventional offset printing and gravure printing. In this method, it is possible to form an image having a high quality comparable to a full color photographic image.
The most important problem in the thermal transfer process resides in the color density, sharpness and light fastness of the formed image, and no dye which could have sufficiently solved these problems are known in the art.
SUMMARY OF THE INVENTION
Accordingly, an object of the present invention is to provide a thermal transfer sheet which, in a thermal transfer process wherein use is made of a sublimable dye, can provide a clear image having a sufficient density, the formed image being excellent in the light fastness.
The above-described object can be attained by the present invention. Specifically, the present invention provides a pyridine derivative represented by the following formula A or B, a dye produced by coupling the pyridine derivative A or B with any coupler and a thermal transfer sheet using the dye: ##STR2## wherein Z stands for an atom or atom group having a coupling capability selected from a hydrogen atom, an amino group, a halogen atom, a nitro group and a nitroso group, R.sub.1 and R.sub.2 each independently stand for a hydrogen atom or a substituted or unsubstituted alkyl group, vinyl group, allyl group, aryl group, alkoxyalkyl group, aralkyl group, alkoxycarbonylalkyl group, carboxyalkyl group, alkoxycarboxyalkyl group, substituted or unsubstituted cycloalkyl group, substituted or unsubstituted acylamino group, substituted or unsubstituted alkylsulfonylamino group, substituted or unsubstituted oxycarbonyl group, substituted or unsubstituted ureido group, substituted or unsubstituted carbamoyl group, substituted or unsubstituted sulfamoyl group, substituted or unsubstituted heterocyclic group, substituted or unsubstituted acyl, substituted or unsubstituted amino group or substituted or unsubstituted sulfonyl group, provided that R.sub.1 and R.sub.2 may combine with each other to form a ring or R.sub.1 or R.sub.2 may combine with X or Y to form a ring; R.sub.3 stands for a hydroxyl group, a halogen atom, a cyano group or a substituted or unsubstituted alkyl group, alkylformylamino group, alkylsulfonylamino group, formylamino group, allylformylamino group, sulfonylamino group, allylsulfonylamino group, carbamoyl group, sulfamoyl group, amino group, carboxyl group, alkoxy group or ureido group; and n is an integer of 0 to 3.





BRIEF DESCRIPTION OF THE DRAWINGS
FIG. 1 is a diagram showing the results of H-NMR of the pyridine derivative of the present invention;
FIG. 2 is a diagram showing the results of H-NMR of the pyridine derivative of the present invention;
FIG. 3 is a diagram showing a visible absorption spectrum of the dye of the present invention; and
FIG. 4 is a diagram showing a visible absorption spectrum of the dye of the present invention.





DETAILED DESCRIPTION OF THE INVENTION
A heat transfer sheet capable of providing a record image excellent in the coloring density, sharpness and light fastness is provided through the use of a dye having a particular structure.
The present invention will now be described in more detail with reference to the following preferred embodiments.
The pyridine derivative of the present invention is represented by the general formula A or B. For example, 50 g of 2-chloro--5-nitropyridine and 150 ml of diethylamine were placed in a sealed tube and heated at 120.degree. C. for 7 hr. Pure water was added to the precipitated crystal, and the crystal was collected by filtration and recrystallized from 300 ml of methanol to give 53 g of 2-diethylamino-5-nitropyridine (yield: 86%, melting point: 75.degree. to 76.degree. C.).
40 g of the 2-diethylamino-5-nitropyridine was subjected to catalytic reduction in one liter of methanol through the use of 2 g of 10% Pd-C. The catalyst was removed by filtration, and the filtrate was concentrated to give 32 g of 5-amino-2-diethylaminopyridine (yield: 95% oleaginous form).
The dye of the present invention can be produced by coupling the above-described pyridine derivative A or B with any known coupler and represented by the following general formula A' or B'. ##STR3## wherein R.sub.1 to R.sub.3, X, Y and n are as defined above and A stands for a residue of any coupler.
Several processes for producing the above-described dye will now be exemplified.
<SYNTHESIS EXAMPLE 1>
7 g of 2-acetylamino-4,6-dichloro-5-methylphenol and 5 g of 5-amino-2-diethylaminopyridine were dissolved in 240 ml of ethanol. 80 ml of an aqueous solution of 15.8 g of sodium carbonate and 60 ml of an aqueous solution of 11.9 g of red prussiate were successively added to the resultant solution with stirring, and the mixture was stirred at room temperature for 2 hr. Thereafter, 300 ml of water was added thereto, and the mixture was stirred for 30 min and extracted with 400 ml of ethyl acetate. The resultant organic layer was separated, washed with water, dried and removed by distillation. The residue was purified by silica gel column chromatography and recrystallized twice from ethanol to give 0.5 g of a dye represented by the following structural formula. The ultraviolet and visible absorption spectrum is shown in FIG. 3. ##STR4##
<SYNTHETIC EXAMPLE 2>
5 g of 2-propylamide-1-naphthol and 7.0 g of 5-amino-2-diethylaminopyridine were dissolved in 250 ml of ethanol. 80 ml of an aqueous solution of 15.8 g of sodium carbonate and 60 ml of an aqueous solution of 11.9 g of red prussiate were successively added to the resultant solution with stirring, and the mixture was stirred at room temperature for 2 hr. Thereafter, 300 ml of water was added thereto, and the mixture was stirred for 30 min and extracted with 400 ml of ethyl acetate. The resultant organic layer was separated, washed with water, dried and removed by distillation. The residue was purified by silica gel column chromatography and recrystallized twice from ethanol to give 3.7 g of a dye represented by the following structural formula. The ultraviolet and visible absorption spectrum is shown in FIG. 4. ##STR5##
The .lambda.max and molar extinction coefficient (.epsilon.) and melting point (mp) of dyes produced in the same manner as that described above are exemplified in Tables 1 to 3.
(1) Dyes having the following structure:
TABLE 1__________________________________________________________________________ ##STR6##No R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.6 R.sub.7 lmax e mp__________________________________________________________________________1-1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 3CH.sub.3 NHCOCH.sub.3 CH.sub.3 Cl 610.0 24600 1661-2 C.sub.2 H.sub.5 C.sub.2 H.sub.5 5CH.sub.3 NHCOCH.sub.3 CH.sub.3 Cl 609.6 20200 1971-3 C.sub.2 H.sub.5 C.sub.2 H.sub.5 3,5-diCH.sub.3 NHCOCH.sub.3 CH.sub.3 Cl 654.0 8580 1971-4 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H NHCOCH.sub.3 CH.sub.3 Cl 586.0 22700 178__________________________________________________________________________
(2) Dyes having the following structure:
TABLE 2__________________________________________________________________________ ##STR7##No R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.6 R.sub.7 .gamma.max .epsilon. mp__________________________________________________________________________2-1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H NHCOPh CH.sub.3 Cl 572.0 29600 168__________________________________________________________________________
(3) Dyes having the following structure:
TABLE 3__________________________________________________________________________ ##STR8##No R.sub.1 R.sub.2 R.sub.3 R.sub.4 .gamma.max .epsilon. mp__________________________________________________________________________3-1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H CONHC.sub.3 H.sub.7 608.4 22500 1243-2 C.sub.2 H.sub.5 C.sub.2 H.sub.5 3-CH.sub.3 CONHC.sub.3 H.sub.7 631.4 24200 1033-3 C.sub.2 H.sub.5 C.sub.2 H.sub.5 5-CH.sub.3 CONHC.sub.3 H.sub.7 623.6 20800 1053-4 C.sub.2 H.sub.5 C.sub.2 H.sub.5 3-CH.sub.3 CONHPh 649.6 27200 1963-5 C.sub.2 H.sub.5 C.sub.2 H.sub.5 3,5-diCH.sub.3 CONHC.sub.3 H.sub.7 667.6 9500 1833-6 C.sub.2 H.sub.5 C.sub.2 H.sub.5 3,5-diCH.sub.3 CONHPh 684.8 11300 2243-7 C.sub.2 H.sub.5 C.sub.2 H.sub.5 5-CH.sub.3 CONHPh 642.4 23200 1903-8 C.sub.2 H.sub.5 C.sub.2 H.sub.5 3-CH.sub.3 CONH-allyl 632.7 24600 1473-9 C.sub.2 H.sub.5 C.sub.2 H.sub.5 3-CH.sub.3 CONH-2-toluyl 651.0 27700 2003-10 C.sub.2 H.sub.5 C.sub.2 H.sub.5 3-CH.sub.3 CONH-4-(n-butylphenyl) 648.4 27600 1533-11 C.sub.2 H.sub.5 C.sub.2 H.sub.5 3-CH.sub.3 CONH-2-ethylphenyl 649.6 27800 1553-12 C.sub.2 H.sub.5 C.sub.2 H.sub.5 3-CH.sub.3 CONH-3,4-xylyl 648.4 27600 1743-13 C.sub.4 H.sub.9 C.sub.4 H.sub.9 3-CH.sub.3 CONHPh 654.8 29000 1443-14 C.sub.4 H.sub.9 C.sub.4 H.sub.9 3-CH.sub.3 CONH-2,4-xylyl 654.0 29100 1513-15 C.sub.4 H.sub.9 C.sub.4 H.sub.8 OH 3-CH.sub.3 CONHC.sub.3 H.sub.7 636.8 25100 853-16 C.sub.2 H.sub.5 C.sub.2 H.sub.5 3-CH.sub.3 CONH-cyclohexyl 631.2 25400 1493-17 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH 3-CH.sub.3 CONHC.sub.3 H.sub.7 626.4 22500 1563-18 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH 3-CH.sub.3 CONH-3-toluyl 645.6 25300 1763-19 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.4 OCOCH.sub.3 3-CH.sub.3 CONHC.sub.3 H.sub.7 605.6 18700 1013-20 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.4 OCOCH.sub.3 3-CH.sub.3 CONH-cyclohexyl 608.4 18900 1243-21 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.4 OCOCH.sub.3 3-CH.sub.3 CONH-3-toluyl 624.8 20700 1353-22 C.sub.2 H.sub.5 C.sub.2 H.sub.5 3-CH.sub.3 CONHC.sub.3 H.sub.6 OH 631.6 23600 1203-23 C.sub.2 H.sub.5 C.sub.2 H.sub.5 3-CH.sub.3 CONHC.sub.3 H.sub.6 OCOCH.sub.3 631.6 24000 1113-24 C.sub.2 H.sub.5 C.sub.2 H.sub.5 3-CH.sub.3 CONHC.sub.3 H.sub.6 OCOOPh 632.8 24300 1113-25 C.sub.2 H.sub.5 C.sub.4 H.sub.8 OH 3-CH.sub.3 CONHC.sub.3 H.sub.7 634.0 24800 923-26 C.sub.2 H.sub.5 C.sub.4 H.sub.8 OH 3-CH.sub.3 CONH-cyclohexyl 635.2 23800 1233-27 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H CONH-3-ethylphenyl 623.6 25800 141__________________________________________________________________________
(4) Dyes having the following structure: ##STR9## wherein K stands for --N.dbd.N--, R.sub.4 to R.sub.8 stand for a hydrogen atom, a halogen atom, a nitro group, a cyano group or a substituted or unsubstituted alkyl group, alkoxycarbonyl group, alkoxyalkyl group, alkoxycarbonylalkyl group, alkoxy group, cycloalkyl group or alkoxycarboxyalkyl group.
(4-a) Dyes having the following structure: ##STR10## wherein R.sub.1 to R.sub.8, X and n are as defined above.
Specific examples of the dye 4-a and the performance thereof in the case of use in a thermal transfer sheet are given in the following Table 4-a.
TABLE 4-a__________________________________________________________________________No. R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5__________________________________________________________________________1 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --H --CN --H2 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OH 2,5-diCH.sub.3 --CN --H3 --C.sub.2 H.sub.5 --CH.dbd.CH.sub.2 --H --Cl --H4 --C.sub.2 H.sub.5 --Ph 2-Cl --Br --H5 --C.sub.2 H.sub.5 --CH.dbd.CHOCOCH.sub.3 2-NHCOCH.sub.3 --CN --H6 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 COOC.sub.3 H.sub.7 2-OH --CN --H7 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 2-NHSO.sub.2 CH.sub.3 --Cl --CH.sub.38 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh 2-NHCOCH.sub.3 --CN --CH.sub.39 --CH.sub.2 Ph --H 4-NHCOCH.sub.3 --CN --Cl10 --C.sub.2 H.sub.5 combining of R.sub.2 4-OC.sub.2 H.sub.5 --CN --H with --C.sub.3 H.sub.6 --X to form ring11 --C.sub.2 H.sub.4 OCOCH.sub.3 --C.sub.2 H.sub.4 OCOCH.sub.3 2-CONHCH.sub.3 --NO.sub.2 --OCH.sub.312 --C.sub.2 H.sub.5 --H 2-SO.sub.2 NHC.sub.3 H.sub.7 --CN --H__________________________________________________________________________ coloring lightNo. R.sub.6 R.sub.7 R.sub.8 hue density fastness__________________________________________________________________________1 --C.sub.4 H.sub.9 --H --CN orange 1.53 .largecircle.2 --OC.sub.2 H.sub.4 OCH.sub.3 --H --CN orange 1.61 .largecircle.3 --NO.sub.2 --H --Cl purple 1.60 .DELTA.4 --OC.sub.3 H.sub.7 --H --CN orange 1.52 .DELTA.5 --COOC.sub.4 H.sub.9 --H --CN orange 1.55 .largecircle.6 --C.sub.2 H.sub.4 OC.sub.3 H.sub.7 --H --CN orange 1.48 .largecircle.7 --C.sub.2 H.sub.4 COOPh --CH.sub.3 --Cl orange 1.30 .largecircle.8 --H --H --CN orange 1.74 .largecircle.9 --OC.sub.4 H.sub.9 --Cl --CN orange 1.55 .DELTA.10cyclohexyl --H --CN orange 1.57 .largecircle.11 --CN --H --NO.sub.2 purple 1.70 .DELTA.12 --NO.sub.2 --H --CN purple 1.62 .DELTA.__________________________________________________________________________
(4-b) Dyes having the following structure: ##STR11## wherein R.sub.1 to R.sub.8, X, Y and n are as defined above.
Specific exampls of the dye 4-b and the performance thereof in the case of use in a thermal transfer sheet are given in the following Table 4-b.
TABLE 4-b__________________________________________________________________________No. R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5__________________________________________________________________________13 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --H --CN14 --C.sub.2 H.sub.4 OCOCH.sub.3 --C.sub.2 H.sub.4 OCOCH.sub.3 3-NHCOCH.sub.3 --CN --H15 -- -- -- -- --16 --C.sub.2 H.sub.5 --CH.dbd.CHOCOCH.sub.3 3-NHCOCH.sub.3 --Br --H17 --C.sub.2 H.sub.4 Ph --H 3-OC.sub.2 H.sub.5 --CN --H18 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh 3-OH --NO.sub.2 --OCH.sub.319 --C.sub.2 H.sub.4 - --H 3-Cl --CN --H cyclohexyl20 combining of combining of --NHSO.sub.2 CH.sub.3 --CN --CH.sub.3 R.sub.1 with --C.sub.3 H.sub.6 --X R.sub.2 with --C.sub.3 H.sub.6 --X to form ring to form ring21 combining of R.sub.1 with R.sub.2 to 3-CONHCH.sub.3 --CN --OCH.sub.3 form ring (--C.sub.5 H.sub.10 --)22 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 COOCH.sub.3 3,6-diCH.sub.3 --CN --H23 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OH 3--CH.sub.3 --CN --Cl24 --C.sub.2 H.sub.5 --CH.dbd.CHCH.sub.3 6-CH.sub.3 --CN --H__________________________________________________________________________ coloring lightNo. R.sub.6 R.sub.7 R.sub.8 hue density fastness__________________________________________________________________________13isoC.sub.3 H.sub.7 --H --CN red 1.95 .DELTA.14 --CH.sub.3 --H --CN red 1.90 .largecircle.15 -- -- -- -- -- --16 --OC.sub.3 H.sub.7 --H --CN red 1.92 .largecircle.17 --C.sub.2 H.sub.4 OC.sub.3 H.sub.7 --H --CN red 1.85 .DELTA.18 --CN --H --NO.sub.2 blue 1.98 .DELTA.19cyclohexyl --H --CN red 1.82 .largecircle.20 --C.sub.2 H.sub.4 COOPh --CH.sub.3 --CN red 1.78 .largecircle.21 --H --OCH.sub.3 --CN red 2.07 .largecircle.22 --C.sub.2 H.sub.4 - --H --CN red 1.93 .largecircle. cyclohexyl23 --CH.sub.3 --Cl --CN red 2.05 .largecircle.24 --NO.sub.2 --H --CN blue 2.10 .DELTA.__________________________________________________________________________
(5) Dyes having the following structure: ##STR12## wherein R.sub.4 stands for a hydrogen atom, a halogen atom or a substituted or unsubstituted alkyl group, alkoxy group, amino group, ureido group, carbamoyl group, sulfamoyl group, --NHCOR.sub.8, --NHCSR.sub.8, --NHCON(R.sub.8)(R.sub.9), --NHCSN(R.sub.8)(R.sub.9), --NHCOOR.sub.8, --NHCSOR.sub.8, --NHCONHR.sub.8, --NHCSNHR.sub.8, --NHSO.sub.2 R.sub.8 or --NHSO.sub.2 N(R.sub.8)(R.sub.9) wherein R.sub.8 and R.sub.9 stand for a hydrogen atom, a halogen atom or a substituted or unsubstituted alkyl group, aryl group, vinyl group, allyl group, cycloalkyl group or aromatic heterocyclic group, provided that R.sub.8 and R.sub.9 may combine with each other to form a ring; and R.sub.5 and R.sub.7 stand for a hydrogen atom, a halogen atom or a substituted or unsubstituted alkyl group, alkoxy group, amino group, formylamino group, alkylformylamino group, sulfonylamino group, alkylsulfonylamino group, ureido group, carbamoyl group, sulfamoyl group or carboxyl group.
Specific examples of the dyes represented by the general formula 5 and the performance thereof in the case of use in a thermal transfer sheet which will be described later are given in the following Table 5.
TABLE 5__________________________________________________________________________ ##STR13## ##STR14## ##STR15##No. R.sub.1 R.sub.2 R.sub.3 R.sub.4__________________________________________________________________________5 common to a to c1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H NHCOCH.sub.32 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCOC.sub.2 H.sub.53 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 NHCOPh4 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOC.sub.2 H.sub.5 NHCO-cyclohexyl5 C.sub.2 H.sub.4 CN C.sub.2 H.sub.5 OH NHCOCH.sub.36 C.sub.2 H.sub.4 OH C.sub.2 H.sub.5 CH.sub.3 NHCOCH.sub.37 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 NHCOCH.sub.38 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 NHCOCH.sub.39 C.sub.2 H.sub.4 OCOOPh C.sub.2 H.sub.5 CH.sub.3 NHCOCH.sub.310 C.sub.2 H.sub.4 OPh C.sub.2 H.sub.5 CH.sub.3 NHCOCH.sub.311 C.sub.2 H.sub.4 OCH.sub.2 Ph C.sub.2 H.sub.5 CH.sub.3 NHCOCH.sub.312 C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 NHCOCH.sub.313 C.sub.2 H.sub.4 COOCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 NHCOCH.sub.314 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H NHCOCH.sub.315 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCOC.sub.2 H.sub.516 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCOCNHCH.sub.317 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHSO.sub.2 CH.sub.318 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CONHCH.sub.319 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 SO.sub.2 NHCH.sub.320 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCOCH.sub.321 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCOCH.sub.322 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCOCH.sub.323 C.sub.2 H.sub.5 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOC.sub.6 H.sub.1324 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 NHCOCH.sub.325 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 OC.sub.2 H.sub.5 NHCOCH.sub.326 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.4 OCOCH.sub.3 CH.sub.3 NHCOPh27 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.4 OCOCH.sub.3 NHCOCH.sub.3 NHCOPh28 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHC.sub.2 H.sub.529 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCONHCH.sub.3 N(C.sub.2 H.sub.5).sub.230 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 Cl31 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 OH32 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 COOCH.sub.3 H33 C.sub.2 H.sub.5 H CH.sub.3 NHCOCH.sub.334 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CONHCH.sub.335 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CONHCH.sub.336 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CONHCH.sub.337 C.sub.2 H.sub.5 C.sub.2 H.sub.5 OH CONHCH.sub.338 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCONHC.sub.2 H.sub.5 NHCOCH.sub.339 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 CONHCH.sub.340 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 CONHCH.sub.341 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 CONHCH.sub.342 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CONHCH.sub.343 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CONHCH.sub.344 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CONHCH.sub.345 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CONHCH.sub.346 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CONHCH.sub.347 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CONHCH.sub.348 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 SO.sub.2 NHCH.sub.349 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 SO.sub.2 NHCH.sub.350 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 SO.sub.2 NHCH.sub.351 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 SO.sub.2 NHCH.sub.352 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.4 OCH.sub.3 NHCOCH.sub.3 SO.sub.2 NHCH.sub.353 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCOCH.sub.2 Ph54 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOPh NHCOCH.sub.2 Ph55 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCOOC.sub.2 H.sub.556 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCOOCH.sub.2 Ph57 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCOCOC.sub.2 H.sub.558 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCSOC.sub.2 H.sub.559 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCO-thienyl (2)60 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCO-thienyl (3)61 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCOCH2-thienyl (3)62 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCOCH2-thienyl (2)63 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCO-furyl (2)64 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCOPhCH.sub.3 (4)65 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCOPh-cyclohexyl (4)66 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCO-pyrrolyl (1)67 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCO-morpholyl (1)68 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCO-pyrrolidonyl (1)69 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCO-cyclopropane70 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCOCH.sub.371 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCOCH.sub.372 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCOCH.sub.373 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHSO.sub.2 CH.sub.374 Combining of R.sub.1 with R.sub.2 CH.sub.3 NHCOPh to form ring (C.sub.5 H.sub.10)75 Combining of R.sub.1 with R.sub.2 CH.sub.3 NHCOPh to form ring (C.sub.2 H.sub.4OC.sub.2 H.sub.4)76 Combining of R.sub.1 with R.sub.2 CH.sub.3 NHCOCH.sub.3 to form ring (C.sub.4 H.sub.8)5-a,b77 Combining of X with R.sub.1 C.sub.2 H.sub.5 H NHCOCH.sub.3 to form ring (C.sub.3 H.sub.6)78 Combining of X with R.sub.1 C.sub.2 H.sub.5 CH.sub.3 NHCOCH.sub.3 to form ring (C.sub.3 H.sub.6)79 Combining of X with R.sub.1 C.sub.2 H.sub.5 CH.sub.3 NHCOCH.sub.3 to form ring (C.sub.3 H.sub.6)80 Combining of X with R.sub.1 H CH.sub.3 NHCOCH.sub.3 to form ring (C.sub.3 H.sub.6)81 Combining of X with R.sub.1 C.sub.2 H.sub.4 OCOCH.sub.3 CH.sub.3 NHCOPh to form ring (C.sub.3 H.sub.6)82 Combining of X with R.sub.1 C.sub.2 H.sub.4 OCH.sub.3 CH.sub.3 NHCOPh to form ring (C.sub.3 H.sub.6)83 Combining of X with R.sub.1 C.sub.2 H.sub.4 OCH.sub.3 CH.sub.3 NHSO.sub.2 CH.sub.3 to form ring (C.sub.3 H.sub.6)84 Combining of X with R.sub.1 C.sub.2 H.sub.4 OH OH NHCOCH.sub.3 to form ring (C.sub.3 H.sub.6)85 Combining of X with R.sub.1 C.sub.2 H.sub.4 CN NHCOCH.sub.3 NHCOCH.sub.3 to form ring (C.sub.3 H.sub.6)86 Combining of X with R.sub.1 CH.sub.3 C.sub.2 H.sub.5 NHCOOCH.sub.3 to form ring (C.sub.3 H.sub.6)87 Combining of X with R.sub.1 C.sub.2 H.sub.5 CH.sub.3 CONHCH.sub.3 to form ring (C.sub.3 H.sub.6)88 Combining of X with R.sub.1 and CH.sub.3 NHCOCH.sub.3 Y with R.sub.2 to form C.sub.3 H.sub.689 Combining of X with R.sub.1 and NHCOCH.sub.3 NHCOPh Y with R.sub.2 to form C.sub.3 H.sub.690 Combining of X with R.sub.1 and CH.sub.3 NHCOPh Y with R.sub.2 to form C.sub.3 H.sub.691 Combining of X with R.sub.1 and C.sub.2 H.sub.5 NHCOPh Y with R.sub.2 to form C.sub.3 H.sub.65-a,b,c92 CHCH.sub.2 C.sub.2 H.sub.5 CH.sub.3 NHCOPh93 CH.sub.2 CHCH.sub.2 C.sub.2 H.sub.5 CH.sub.3 NHCOPh94 Ph C.sub.2 H.sub.5 CH.sub.3 NHCOPh95 cyclohexyl C.sub.2 H.sub.5 CH.sub.3 NHCOPh96 cyclopentyl C.sub.2 H.sub.5 CH.sub.3 NHCOPh97 N(C.sub.2 H.sub.5)COCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 NHCOPh98 N(C.sub.2 H.sub.5) COPh C.sub.2 H.sub.5 CH.sub.3 NHCOPh99 N(C.sub.2 H.sub.5) SO.sub.2 CH.sub.3 C.sub.2 H.sub.5 CH.sub.3 NHCOPh100 N(C.sub.2 H.sub.5)SO.sub.2 Ph C.sub.2 H.sub.5 CH.sub.3 NHCOPh101 NHCONHCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 NHCOPh102 N(CH.sub.3)CONHCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 NHCOPh103 N(C.sub.2 H.sub.5)CONHPh C.sub.2 H.sub.5 CH.sub.3 NHCOPh104 CONHCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 NHCOPh105 CONHC.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCOPh106 CON(C.sub.2 H.sub.5).sub.2 C.sub.2 H.sub.5 CH.sub.3 NHCOPh107 CON(C.sub.4 H.sub.9 -n).sub.2 C.sub.2 H.sub.5 CH.sub.3 NHCOPh108 SO.sub.2 NHC.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCOPh109 SO.sub.2 N (C.sub.4 H.sub.9 -n).sub.2 C.sub.2 H.sub.5 CH.sub.3 NHCOPh110 2-pyridyl C.sub.2 H.sub.5 CH.sub.3 NHCOPh111 4-pyridyl C.sub.2 H.sub.5 CH.sub.3 NHCOPh112 4-methyl-2-pyridyl C.sub.2 H.sub.5 CH.sub.3 NHCOPh113 2-thienyl C.sub.2 H.sub.5 CH.sub.3 NHCOPh114 3-thienyl C.sub.2 H.sub.5 CH.sub.3 NHCOPh115 2-furyl C.sub.2 H.sub.5 CH.sub.3 NHCOPh116 3-furyl C.sub.2 H.sub.5 CH.sub.3 NHCOPh117 2-pyrrolyl C.sub.2 H.sub.5 CH.sub.3 NHCOPh118 2-imidazolyl C.sub.2 H.sub.5 CH.sub.3 NHCOPh119 2-indolyl C.sub.2 H.sub.5 CH.sub.3 NHCOPh120 2-pyrrolidinyl C.sub.2 H.sub.5 CH.sub.3 NHCOPh121 2-imidazolidinyl C.sub.2 H.sub.5 CH.sub.3 NHCOPh122 2-pyrazolidinyl C.sub.2 H.sub.5 CH.sub.3 NHCOPh123 2-piperidyl C.sub.2 H.sub.5 CH.sub.3 NHCOPh124 4-piperidyl C.sub.2 H.sub.5 CH.sub.3 NHCOPh125 morpholino C.sub.2 H.sub.5 CH.sub.3 NHCOPh126 COC.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCOPh127 COPh C.sub.2 H.sub.5 CH.sub.3 NHCOPh128 N(C.sub.2 H.sub.5).sub.2 C.sub.2 H.sub.5 CH.sub.3 NHCOPh129 SO.sub.2 C.sub.4 H.sub.9 -n C.sub.2 H.sub.5 CH.sub.3 NHCOPh130 SO.sub.2 Ph C.sub.2 H.sub.5 CH.sub.3 NHCOPh131 2-acetylaminocyclohexyl C.sub.2 H.sub.5 CH.sub.3 NHCOC.sub.3 H.sub.7132 2-tolyl C.sub.2 H.sub.5 CH.sub.3 NHCOC.sub.3 H.sub.7133 4-tolyl C.sub.2 H.sub.5 H NHCOPh134 4-methyl-2-pyridyl C.sub.2 H.sub.5 CH.sub.3 NHCOPh135 2-methyl-4-pyridyl C.sub.2 H.sub.5 CH.sub.3 NHCOPh136 CON(C.sub.4 H.sub.9 -n).sub.2 C.sub.2 H.sub.5 CH.sub.3 NHCOC.sub.3 H.sub.7137 NHCOOC.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCOC.sub.3 H.sub.7138 COOPh C.sub.2 H.sub.5 CH.sub.3 NHCOC.sub.3 H.sub.7139 COOCH.sub.2 Ph C.sub.2 H.sub.5 CH.sub.3 NHCOC.sub.3 H.sub.7140 NHCOO-pyridyl (2) C.sub.2 H.sub.5 CH.sub.3 NHCOPh141 COCH.sub.2 Ph C.sub.2 H.sub.5 CH.sub.3 NHCOC.sub.3 H.sub.7142 3-nicotinoyl C.sub.2 H.sub.5 CH.sub.3 NHCOPh143 2-nicotinoyl C.sub.2 H.sub.5 CH.sub.3 NHCOPh144 4-nicotinoyl C.sub.2 H.sub.5 CH.sub.3 NHCOPh145 2-thenoyl C.sub.2 H.sub.5 CH.sub.3 NHCOPh146 4-toluoyl C.sub.2 H.sub.5 CH.sub.3 NHCOPh__________________________________________________________________________No. R.sub.6 R.sub.7 hue coloring density light fastness__________________________________________________________________________(5-a)1 H H blue 1.85 .DELTA.2 CH.sub.3 H blue 1.82 .DELTA.3 H Cl blue 1.76 .DELTA.4 C.sub.2 H.sub.5 Cl blue 1.68 .largecircle.5 CH.sub.3 Cl blue 1.69 .largecircle.6 CH.sub.3 Cl blue 1.83 .largecircle.7 CH.sub.3 Cl blue 1.77 .largecircle.8 CH.sub.3 Cl blue 1.72 .largecircle.9 CH.sub.3 Cl blue 1.62 .largecircle.10 CH.sub.3 Cl blue 1.63 .largecircle.11 CH.sub.3 Cl blue 1.60 .largecircle.12 CH.sub.3 Cl blue 1.73 .largecircle.13 CH.sub.3 Cl blue 1.84 .largecircle.14 CH.sub.3 Cl blue 1.69 .largecircle.15 CH.sub.3 Cl blue 1.88 .largecircle.16 CH.sub.3 Cl blue 1.80 .largecircle.17 CH.sub.3 Cl blue 1.78 .largecircle.18 CH.sub.3 Cl blue 1.63 .largecircle.19 CH.sub.3 Cl blue 1.66 .largecircle.20 N(CH.sub.3).sub.2 Cl blue 1.74 .largecircle.21 N(C.sub.2 H.sub.5).sub.2 Cl blue 1.80 .largecircle.22 NHCOCH.sub.3 Cl blue 1.82 .largecircle.23 CH.sub.3 Cl blue 1.77 .largecircle.24 C.sub.2 H.sub.5 Cl blue 1.71 .largecircle.25 C.sub.2 H.sub.5 Cl blue 1.83 .largecircle.26 CH.sub.3 Cl blue 1.66 .largecircle.27 CH.sub.3 Cl blue 1.68 .largecircle.28 C.sub.2 H.sub.5 Cl blue 1.92 .largecircle.29 C.sub.2 H.sub.5 Cl blue 1.81 .largecircle.30 H CH.sub.3 blue 2.00 .DELTA.31 OH H blue 1.94 .DELTA.32 H H blue 1.96 .DELTA.33 CH.sub.3 Cl blue 1.94 .largecircle.34 H H blue 1.88 .DELTA.35 CH.sub.3 H blue 1.92 .largecircle.36 CH.sub.3 Cl blue 1.83 .largecircle.37 CH.sub.3 Cl blue 1.84 .largecircle.38 CH.sub.3 Cl blue 1.69 .largecircle.39 CH.sub.3 Cl blue 1.68 .largecircle.40 CH.sub.3 Cl blue 1.74 .largecircle.41 NHCH.sub.3 Cl blue 1.77 .largecircle.42 N(CH.sub.3)2 Cl blue 1.68 .largecircle.43 NHCOCH.sub.3 Cl blue 1.64 .largecircle.44 NHPh Cl blue 1.63 .largecircle.45 NHPh H blue 1.69 .largecircle.46 N(C.sub.2 H.sub.5).sub.2 H blue 1.74 .largecircle.47 CONHCH.sub.3 Cl blue 1.71 .largecircle.48 CH.sub.3 Cl blue 1.82 .largecircle.49 C.sub.2 H.sub.5 Cl blue 1.80 .largecircle.50 H CH.sub.3 blue 1.70 .DELTA.51 C.sub.2 H.sub.5 H blue 1.73 .largecircle.52 CH.sub.3 Cl blue 1.66 .largecircle.53 CH.sub.3 Cl blue 1.78 .largecircle.54 CH.sub.3 Cl blue 1.71 .largecircle.55 CH.sub.3 Cl blue 1.77 .largecircle.56 CH.sub.3 Cl blue 1.70 .largecircle.57 C.sub.2 H.sub.5 CH.sub.3 blue 1.74 .DELTA.58 CH.sub.3 Cl blue 1.78 .largecircle.59 CH.sub.3 Cl blue 1.77 .largecircle.60 CH.sub.3 Cl blue 1.77 .largecircle.61 CH.sub.3 Cl blue 1.79 .largecircle.62 CH.sub.3 Cl blue 1.78 .largecircle.63 CH.sub.3 Cl blue 1.74 .largecircle.64 CH.sub.3 Cl blue 1.72 .largecircle.65 CH.sub.3 Cl blue 1.74 .largecircle.66 CH.sub.3 Cl blue 1.77 .largecircle.67 CH.sub.3 Cl blue 1.68 .largecircle.68 CH.sub.3 Cl blue 1.71 .largecircle.69 CH.sub.3 Cl blue 1.88 .largecircle.70 Cl Cl blue 1.74 .largecircle.71 Cl CH.sub.3 blue 1.83 .largecircle.72 CH.sub.3 NHCOCH.sub.3 blue 1.78 .DELTA.73 CH.sub.3 NHCOCH.sub.3 blue 1.72 .DELTA.74 CH.sub.3 Cl blue 1.78 .largecircle.75 CH.sub.3 Cl blue 1.74 .largecircle.76 CH.sub.3 Cl blue 1.76 .largecircle.77 CH.sub.3 Cl blue 1.84 .largecircle.78 H H blue 1.96 .DELTA.79 CH.sub.3 H blue 1.90 .DELTA.80 CH.sub.3 Cl blue 1.88 .largecircle.81 CH.sub.3 Cl blue 1.72 .largecircle.82 CH.sub.3 Cl blue 1.84 .largecircle.83 C.sub.2 H.sub.5 Cl blue 1.79 .largecircle.84 CH.sub.3 Cl blue 1.84 .largecircle.85 CH.sub.3 Cl blue 1.72 .largecircle.86 N(C.sub.2 H.sub.5).sub.2 Cl blue 1.75 .largecircle.87 CH.sub.3 Cl blue 1.80 .largecircle.92 CH.sub.3 Cl blue 1.66 .largecircle.93 CH.sub.3 Cl blue 1.73 .largecircle.94 CH.sub.3 Cl blue 1.81 .largecircle.95 CH.sub.3 Cl blue 1.76 .largecircle.96 CH.sub.3 Cl blue 1.53 .largecircle.97 CH.sub.3 Cl blue 1.63 .largecircle.98 CH.sub.3 Cl blue 1.64 .largecircle.99 CH.sub.3 Cl blue 1.57 .largecircle.100 CH.sub.3 Cl blue 1.82 .largecircle.101 CH.sub.3 Cl blue 1.79 .largecircle.102 CH.sub.3 Cl blue 1.68 .largecircle.103 CH.sub.3 Cl blue 1.65 .largecircle.104 CH.sub.3 Cl blue 1.55 .largecircle.105 CH.sub.3 Cl blue 1.71 .largecircle.106 CH.sub.3 Cl blue 1.74 .largecircle.107 CH.sub.3 Cl blue 1.74 .largecircle.108 CH.sub.3 Cl blue 1.68 .largecircle.109 CH.sub.3 Cl blue 1.76 .largecircle.110 CH.sub.3 Cl blue 1.88 .largecircle.111 CH.sub.3 Cl blue 1.84 .largecircle.112 CH.sub.3 Cl blue 1.83 .largecircle.113 CH.sub.3 Cl blue 1.85 .largecircle.114 CH.sub.3 Cl blue 1.77 .largecircle.115 CH.sub.3 Cl blue 1.64 .largecircle.116 CH.sub.3 Cl blue 1.58 .largecircle.117 CH.sub.3 Cl blue 1.78 .largecircle.118 CH.sub.3 Cl blue 1.55 .largecircle.119 CH.sub.3 Cl blue 1.61 .largecircle.120 CH.sub.3 Cl blue 1.72 .largecircle.121 CH.sub.3 Cl blue 1.71 .largecircle.122 CH.sub.3 Cl blue 1.63 .largecircle.123 CH.sub.3 Cl blue 1.69 .largecircle.124 CH.sub.3 Cl blue 1.52 .largecircle.125 CH.sub.3 Cl blue 1.84 .largecircle.126 CH.sub.3 Cl blue 1.77 .largecircle.127 CH.sub.3 Cl blue 1.68 .largecircle.128 CH.sub.3 Cl blue 1.75 .largecircle.129 CH.sub.3 Cl blue 1.64 .largecircle.130 CH.sub.3 Cl blue 1.63 .largecircle.131 CH.sub.3 Cl blue 1.66 .largecircle.132 CH.sub.3 Cl blue 1.69 .largecircle.133 CH.sub.3 Cl blue 1.74 .largecircle.134 CH.sub.3 Cl blue 1.77 .largecircle.135 CH.sub.3 Cl blue 1.83 .largecircle.136 CH.sub.3 Cl blue 1.82 .largecircle.137 CH.sub.3 Cl blue 1.84 .largecircle.138 CH.sub.3 Cl blue 1.86 .largecircle.139 CH.sub.3 Cl blue 1.73 .largecircle.140 CH.sub.3 Cl blue 1.71 .largecircle.141 CH.sub.3 Cl blue 1.68 .largecircle.142 CH.sub.3 Cl blue 1.73 .largecircle.143 CH.sub.3 Cl blue 1.77 .largecircle.144 CH.sub.3 Cl blue 1.65 .largecircle.(5-b)1 H H blue 1.84 .DELTA.2 CH.sub.3 H blue 1.83 .DELTA.3 H Cl blue 1.78 .DELTA.4 C.sub.2 H.sub.5 Cl blue 1.70 .largecircle.5 CH.sub.3 Cl blue 1.66 .largecircle.6 CH.sub.3 Cl blue 1.81 .largecircle.7 CH.sub.3 Cl blue 1.75 .largecircle.8 CH.sub.3 Cl blue 1.76 .largecircle.9 CH.sub.3 Cl blue 1.64 .largecircle.10 CH.sub.3 Cl blue 1.60 .largecircle.11 CH.sub.3 Cl blue 1.62 .largecircle.12 CH.sub.3 Cl blue 1.75 .largecircle.13 CH.sub.3 Cl blue 1.82 .largecircle.14 CH.sub.3 Cl blue 1.70 .largecircle.15 CH.sub.3 Cl blue 1.88 .largecircle.16 CH.sub.3 Cl blue 1.82 .largecircle.17 CH.sub.3 Cl blue 1.81 .largecircle.18 CH.sub.3 Cl blue 1.66 .largecircle.19 CH.sub.3 Cl blue 1.67 .largecircle.20 N(CH.sub.3).sub.2 Cl blue 1.76 .largecircle.21 N(C.sub.2 H.sub.5).sub.2 Cl blue 1.77 .largecircle.22 NHCOCH.sub.3 Cl blue 1.79 .largecircle.23 CH.sub.3 Cl blue 1.80 .largecircle.24 C.sub.2 H.sub.5 Cl blue 1.70 .largecircle.25 C.sub.2 H.sub.5 Cl blue 1.81 .largecircle.26 CH.sub.3 Cl blue 1.72 .largecircle.27 CH.sub.3 Cl blue 1.71 .largecircle.28 C.sub.2 H.sub.5 Cl blue 1.84 .largecircle.29 C.sub.2 H.sub.5 Cl blue 1.80 .largecircle.30 H CH.sub.3 blue 1.90 .DELTA.31 OH H blue 1.91 .DELTA.32 H H blue 1.94 .DELTA.33 CH.sub.3 Cl blue 1.90 .largecircle.34 H H blue 1.90 .DELTA.35 CH.sub.3 H blue 1.88 .largecircle.36 CH.sub.3 Cl blue 1.80 .largecircle.37 CH.sub.3 Cl blue 1.83 .largecircle.38 CH.sub.3 Cl blue 1.67 .largecircle.39 CH.sub.3 Cl blue 1.69 .largecircle.41 NHCH.sub.3 Cl blue 1.75 .largecircle.42 N(CH.sub.3).sub.2 Cl blue 1.70 .largecircle.43 NHCOCH.sub.3 Cl blue 1.66 .largecircle.44 NHPh Cl blue 1.65 .largecircle.45 NHPh H blue 1.72 .largecircle.46 N(C.sub.2 H.sub.5).sub.2 H blue 1.76 .largecircle.47 CONHCH.sub.3 Cl blue 1.73 .largecircle.48 CH.sub.3 Cl blue 1.80 .largecircle.49 C.sub.2 H.sub.5 Cl blue 1.78 .largecircle.50 H CH.sub.3 blue 1.66 .DELTA.51 C.sub.2 H.sub.5 H blue 1.74 .largecircle.52 CH.sub.3 Cl blue 1.70 .largecircle.53 CH.sub.3 Cl blue 1.72 .largecircle.54 CH.sub.3 Cl blue 1.74 .largecircle.55 CH.sub.3 Cl blue 1.73 .largecircle.56 CH.sub.3 Cl blue 1.74 .largecircle.57 C.sub.2 H.sub.5 CH.sub.3 blue 1.76 .DELTA.58 CH.sub.3 Cl blue 1.81 .largecircle.59 CH.sub.3 Cl blue 1.82 .largecircle.60 CH.sub.3 Cl blue 1.80 .largecircle.61 CH.sub.3 Cl blue 1.74 .largecircle.62 CH.sub.3 Cl blue 1.79 .largecircle.63 CH.sub.3 Cl blue 1.73 .largecircle.64 CH.sub.3 Cl blue 1.77 .largecircle.65 CH.sub.3 Cl blue 1.72 .largecircle.66 CH.sub.3 Cl blue 1.80 .largecircle.67 CH.sub.3 Cl blue 1.71 .largecircle.68 CH.sub.3 Cl blue 1.69 .largecircle.69 CH.sub.3 Cl blue 1.87 .largecircle.70 Cl Cl blue 1.78 .largecircle.71 Cl CH.sub.3 blue 1.80 .largecircle.72 CH.sub.3 NHCOCH.sub.3 blue 1.76 .DELTA.73 CH.sub.3 NHCOCH.sub.3 blue 1.77 .DELTA.74 CH.sub.3 Cl blue 1.72 .largecircle.75 CH.sub.3 Cl blue 1.75 .largecircle.76 CH.sub.3 Cl blue 1.76 .largecircle.77 CH.sub.3 Cl blue 1.83 .largecircle.78 H H blue 2.00 .DELTA.79 CH.sub.3 H blue 1.93 .DELTA.80 CH.sub.3 Cl blue 1.90 .largecircle.81 CH.sub.3 Cl blue 1.78 .largecircle.82 CH.sub.3 Cl blue 1.83 .largecircle.83 C.sub.2 H.sub.5 Cl blue 1.80 .largecircle.84 CH.sub.3 Cl blue 1.79 .largecircle.85 CH.sub.3 Cl blue 1.74 .largecircle.86 N(C.sub.2 H.sub.5).sub.2 Cl blue 1.77 .largecircle.87 CH.sub.3 Cl blue 1.83 .largecircle.92 CH.sub.3 Cl blue 1.81 .largecircle.93 CH.sub.3 Cl blue 1.88 .largecircle.94 CH.sub.3 Cl blue 1.73 .largecircle.95 CH.sub.3 Cl blue 1.70 .largecircle.96 CH.sub.3 Cl blue 1.84 .largecircle.97 CH.sub.3 Cl blue 1.74 .largecircle.98 CH.sub.3 Cl blue 1.49 .largecircle.99 CH.sub.3 Cl blue 1.81 .largecircle.100 CH.sub.3 Cl blue 1.76 .largecircle.101 CH.sub.3 Cl blue 1.82 .largecircle.102 CH.sub.3 Cl blue 1.77 .largecircle.103 CH.sub.3 Cl blue 1.75 .largecircle.104 CH.sub.3 Cl blue 1.82 .largecircle.105 CH.sub.3 Cl blue 1.66 .largecircle.106 CH.sub.3 Cl blue 1.60 .largecircle.107 CH.sub.3 Cl blue 1.70 .largecircle.108 CH.sub.3 Cl blue 1.63 .largecircle.109 CH.sub.3 Cl blue 1.71 .largecircle.110 CH.sub.3 Cl blue 1.80 .largecircle.111 CH.sub.3 Cl blue 1.59 .largecircle.112 CH.sub.3 Cl blue 1.60 .largecircle.113 CH.sub.3 Cl blue 1.63 .largecircle.114 CH.sub.3 Cl blue 1.72 .largecircle.115 CH.sub.3 Cl blue 1.78 .largecircle.116 CH.sub.3 Cl blue 1.75 .largecircle.117 CH.sub.3 Cl blue 1.75 .largecircle.118 CH.sub.3 Cl blue 1.62 .largecircle.119 CH.sub.3 Cl blue 1.66 .largecircle.120 CH.sub.3 Cl blue 1.69 .largecircle.121 CH.sub.3 Cl blue 1.81 .largecircle.122 CH.sub.3 Cl blue 1.56 .largecircle.123 CH.sub.3 Cl blue 1.53 .largecircle.124 CH.sub.3 Cl blue 1.73 .largecircle.125 CH.sub.3 Cl blue 1.70 .largecircle.126 CH.sub.3 Cl blue 1.65 .largecircle.127 CH.sub.3 Cl blue 1.58 .largecircle.128 CH.sub.3 Cl blue 1.59 .largecircle.129 CH.sub.3 Cl blue 1.81 .largecircle.130 CH.sub.3 Cl blue 1.77 .largecircle.131 CH.sub.3 Cl blue 1.74 .largecircle.132 CH.sub.3 Cl blue 1.69 .largecircle.133 CH.sub.3 Cl blue 1.58 .largecircle.134 CH.sub.3 Cl blue 1.80 .largecircle.135 CH.sub.3 Cl blue 1.66 .largecircle.136 CH.sub.3 Cl blue 1.74 .largecircle.137 CH.sub.3 Cl blue 1.78 .largecircle.138 CH.sub.3 Cl blue 1.77 .largecircle.139 CH.sub.3 Cl blue 1.74 .largecircle.140 CH.sub.3 Cl blue 1.70 .largecircle.141 CH.sub.3 Cl blue 1.65 .largecircle.142 CH.sub.3 Cl blue 1.66 .largecircle.143 CH.sub.3 Cl blue 1.70 .largecircle.144 CH.sub.3 Cl blue 1.75 .largecircle.(5-c)1 H H blue 1.82 .DELTA.2 CH.sub.3 H blue 1.78 .DELTA.3 H Cl blue 1.80 .DELTA.4 C.sub.2 H.sub.5 Cl blue 1.70 .largecircle.5 CH.sub.3 Cl blue 1.72 .largecircle.6 CH.sub.3 Cl blue 1.77 .largecircle.7 CH.sub.3 Cl blue 1.72 .largecircle.8 CH.sub.3 Cl blue 1.68 .largecircle.9 CH.sub.3 Cl blue 1.58 .largecircle.10 CH.sub.3 Cl blue 1.57 .largecircle.11 CH.sub.3 Cl blue 1.62 .largecircle.12 CH.sub.3 Cl blue 1.64 .largecircle.13 CH.sub.3 Cl blue 1.79 .largecircle.14 CH.sub.3 Cl blue 1.67 .largecircle.15 CH.sub.3 Cl blue 1.82 .largecircle.16 CH.sub.3 Cl blue 1.77 .largecircle.17 CH.sub.3 Cl blue 1.72 .largecircle.18 CH.sub.3 Cl blue 1.61 .largecircle.19 CH.sub.3 Cl blue 1.59 .largecircle.20 N(CH.sub.3).sub.2 Cl blue 1.70 .largecircle.21 N(C.sub.2 H.sub.5).sub.2 Cl blue 1.73 .largecircle.22 NHCOCH.sub.3 Cl blue 1.79 .largecircle.23 CH.sub.3 Cl blue 1.73 .largecircle.24 C.sub.2 H.sub.5 Cl blue 1.68 .largecircle.25 C.sub.2 H.sub.5 Cl blue 1.79 .largecircle.26 CH.sub.3 Cl blue 1.62 .largecircle.27 CH.sub.3 Cl blue 1.60 .largecircle.28 C.sub.2 H.sub.5 Cl blue 1.83 .largecircle.29 C.sub.2 H.sub.5 Cl blue 1.84 .largecircle.30 H CH.sub.3 blue 1.86 .DELTA.31 OH H blue 1.83 .DELTA.32 H H blue 1.79 .DELTA.33 CH.sub.3 Cl blue 1.78 .largecircle.34 H H blue 1.75 .DELTA.35 CH.sub.3 H blue 1.77 .largecircle.36 CH.sub.3 Cl blue 1.76 .largecircle.37 CH.sub.3 Cl blue 1.72 .largecircle.38 CH.sub.3 Cl blue 1.57 .largecircle.39 CH.sub.3 Cl blue 1.55 .largecircle.40 CH.sub.3 Cl blue 1.61 .largecircle.41 NHCH.sub.3 Cl blue 1.72 .largecircle.42 N(CH.sub.3).sub.2 Cl blue 1.60 .largecircle.43 NHCOCH.sub.3 Cl blue 1.62 .largecircle.44 NHPh Cl blue 1.55 .largecircle.45 NHPh H blue 1.58 .largecircle.46 N(C.sub.2 H.sub.5).sub.2 H blue 1.61 .largecircle.47 CONHCH.sub.3 Cl blue 1.68 .largecircle.48 CH.sub.3 Cl blue 1.77 .largecircle.49 C.sub.2 H.sub.5 Cl blue 1.72 .largecircle.59 H CH.sub.3 blue 1.61 .largecircle.51 C.sub.2 H.sub.5 H blue 1.62 .largecircle.52 CH.sub.3 Cl blue 1.58 .largecircle.53 CH.sub.3 Cl blue 1.71 .largecircle.54 CH.sub.3 Cl blue 1.62 .largecircle.55 CH.sub.3 Cl blue 1.60 .largecircle.56 CH.sub.3 Cl blue 1.63 .largecircle.57 C.sub.2 H.sub.5 CH.sub.3 blue 1.66 .DELTA.58 CH.sub.3 Cl blue 1.69 .largecircle.59 CH.sub.3 Cl blue 1.70 .largecircle.60 CH.sub.3 Cl blue 1.68 .largecircle.61 CH.sub.3 Cl blue 1.72 .largecircle.62 CH.sub.3 Cl blue 1.69 .largecircle.63 CH.sub.3 Cl blue 1.62 .largecircle.64 CH.sub.3 Cl blue 1.58 .largecircle.65 CH.sub.3 Cl blue 1.57 .largecircle.66 CH.sub.3 Cl blue 1.55 .largecircle.67 CH.sub.3 Cl blue 1.51 .largecircle.68 CH.sub.3 Cl blue 1.63 .largecircle.69 CH.sub.3 Cl blue 1.71 .largecircle.70 Cl Cl blue 1.73 .largecircle.71 Cl CH.sub.3 blue 1.72 .largecircle.72 CH.sub.3 NHCOCH.sub.3 blue 1.68 .DELTA.73 CH.sub.3 NHCOCH.sub.3 blue 1.61 .DELTA.74 CH.sub.3 Cl blue 1.69 .largecircle.75 CH.sub.3 Cl blue 1.63 .largecircle.76 CH.sub.3 Cl blue 1.60 .largecircle.77 -- -- -- -- --78 -- -- -- -- --15 -- -- -- -- --79 -- -- -- -- --80 -- -- -- -- --81 -- -- -- -- --20 -- -- -- -- --84 -- -- -- -- --85 -- -- -- -- --86 -- -- -- -- --88 CH.sub.3 Cl blue 1.75 .largecircle.89 C.sub.2 H.sub.5 Cl blue 1.63 .largecircle.90 Cl Cl blue 1.66 .DELTA.91 CH.sub.3 Cl blue 1.70 .largecircle.92 CH.sub.3 Cl blue 1.72 .largecircle.93 CH.sub.3 Cl blue 1.66 .largecircle.94 CH.sub.3 Cl blue 1.79 .largecircle.95 CH.sub.3 Cl blue 1.69 .largecircle.96 CH.sub.3 Cl blue 1.71 .largecircle.97 CH.sub.3 Cl blue 1.73 .largecircle.98 CH.sub.3 Cl blue 1.73 .largecircle.99 CH.sub.3 Cl blue 1.76 .largecircle.100 CH.sub.3 Cl blue 1.68 .largecircle.101 CH.sub.3 Cl blue 1.63 .largecircle.102 CH.sub.3 Cl blue 1.57 .largecircle.103 CH.sub.3 Cl blue 1.64 .largecircle.104 CH.sub.3 Cl blue 1.63 .largecircle.105 CH.sub.3 Cl blue 1.81 .largecircle.106 CH.sub.3 Cl blue 1.78 .largecircle.107 CH.sub.3 Cl blue 1.68 .largecircle.108 CH.sub.3 Cl blue 1.64 .largecircle.109 CH.sub.3 Cl blue 1.71 .largecircle.11O CH.sub.3 Cl blue 1.84 .largecircle.111 CH.sub.3 Cl blue 1.83 .largecircle.112 CH.sub.3 Cl blue 1.80 .largecircle.113 CH.sub.3 Cl blue 1.73 .largecircle.114 CH.sub.3 Cl blue 1.58 .largecircle.115 CH.sub.3 Cl blue 1.66 .largecircle.116 CH.sub.3 Cl blue 1.53 .largecircle.117 CH.sub.3 Cl blue 1.71 .largecircle.118 CH.sub.3 Cl blue 1.82 .largecircle.119 CH.sub.3 Cl blue 1.73 .largecircle.120 CH.sub.3 Cl blue 1.66 .largecircle.121 CH.sub.3 Cl blue 1.81 .largecircle.122 CH.sub.3 Cl blue 1.77 .largecircle.123 CH.sub.3 Cl blue 1.76 .largecircle.124 CH.sub.3 Cl blue 1.73 .largecircle.125 CH.sub.3 Cl blue 1.78 .largecircle.126 CH.sub.3 Cl blue 1.61 .largecircle.127 CH.sub.3 Cl blue 1.79 .largecircle.128 CH.sub.3 Cl blue 1.78 .largecircle.i29 CH.sub.3 Cl blue 1.84 .largecircle.130 CH.sub.3 Cl blue 1.75 .largecircle.131 CH.sub.3 Cl blue 1.73 .largecircle.132 CH.sub.3 Cl blue 1.55 .largecircle.133 CH.sub.3 Cl blue 1.51 .largecircle.134 CH.sub.3 Cl blue 1.59 .largecircle.135 CH.sub.3 Cl blue 1.88 .largecircle.136 CH.sub.3 Cl blue 1.86 .largecircle.137 CH.sub.3 Cl blue 1.74 .largecircle.138 CH.sub.3 Cl blue 1.70 .largecircle.139 CH.sub.3 Cl blue 1.80 .largecircle.140 CH.sub.3 Cl blue 1.69 .largecircle.141 CH.sub.3 Cl blue 1.57 .largecircle.142 CH.sub.3 Cl blue 1.74 .largecircle.143 CH.sub.3 Cl blue 1.59 .largecircle.144 CH.sub.3 Cl blue 1.70 .largecircle.__________________________________________________________________________
(6) Dyes having the following structure: ##STR16## wherein R.sub.4 to R.sub.9 stand for a hydrogen atom, a halogen atom or a substituted or unsubstituted alkyl group, alkoxy group, amino group, ureido group, --CON(R.sub.10)(R.sub.11), --CSN(R.sub.10)(R.sub.11), --SO.sub.2 N(R.sub.11)(R.sub.11), --COOR.sub.10 or --CSOR.sub.10 wherein R.sub.10 and R.sub.11 stand for a hydrogen atom, a halogen atom or a substituted or unsubstituted alkyl group, cycloalkyl group, aryl group, vinyl group, ally group, cycloalkyl group or aromatic heterocyclic group, provided that R.sub.10 and R.sub.11 may combine with each other to form a ring.
Specific examples of the dyes represented by the general formula 6 and the performance thereof in the case of use in a thermal transfer sheet which will be described later are given in the following Table 6.
TABLE 6__________________________________________________________________________ ##STR17## ##STR18## ##STR19##No. R.sub.1 R.sub.2 R.sub.3 R.sub.4__________________________________________________________________________6 common to a to c1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H2 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 H3 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CH.sub.34 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H NHCOC.sub.3 H.sub.75 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CONHCH.sub.36 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHSO.sub.2 CH.sub.37 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 SO.sub.2 NHCH.sub.38 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CONH-2-toluyl9 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H CONH-2-toluyl10 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H CONH-3-(2-ethylpyridyl)11 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 SO.sub.2 NHCH.sub.312 C.sub.2 H.sub.4 OH C.sub.2 H.sub.5 CH.sub.3 CONHCH.sub.313 C.sub.2 H.sub.4 CN C.sub.2 H.sub.5 CH.sub.3 CONHCH.sub.314 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 CONHCH.sub.315 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 CONHCH.sub.316 C.sub.2 H.sub.4 OCOPh C.sub.2 H.sub.5 CH.sub.3 CONHCH.sub.317 C.sub.2 H.sub.4 OCOOCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 CONHCH.sub.318 C.sub.2 H.sub.4 OCOOPh C.sub.2 H.sub.5 CH.sub.3 CONHCH.sub.319 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.4 OCOCH.sub.3 CH.sub.3 CONHCH.sub.320 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.4 OCOCH.sub.3 CH.sub.3 CONHPh21 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CONHC.sub.3 H6OH22 C.sub.4 H.sub.9 C.sub.4 H.sub.9 CH.sub.3 CONHCH.sub.323 C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 CONHCH.sub.324 C.sub.4 H.sub.8 OH C.sub.2 H.sub.5 CH.sub.3 CONHCH.sub.325 C.sub.2 H.sub.4 OCH.sub.2 Ph C.sub.2 H.sub.5 NHCOCH.sub.3 CONHCH.sub.326 C.sub.2 H.sub.4 O-cyclohexyl C.sub.2 H.sub.5 CH.sub.3 CONHCH.sub.327 C.sub.2 H.sub.4 OPh C.sub.2 H.sub.5 CH.sub.3 CONHCH.sub.328 C.sub.2 H.sub.4 OPh C.sub.2 H.sub.5 NHCOCH.sub.3 CONHCH.sub.329 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 Cl30 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H Cl31 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 Cl32 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 Cl33 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOC.sub.2 H.sub.5 CONHCH.sub.334 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 NHCOC.sub.2 H.sub.5 CONHCH.sub.335 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.5 NHCOC.sub.2 H.sub.5 CONHCH.sub.336 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCON(C.sub.2 H.sub.5).sub.2 CONHCH.sub.337 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCONHCH.sub.3 CONHCH.sub.338 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCOC.sub.2 H.sub.5 CONHCH.sub.339 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOOCH.sub.3 CONHCH.sub.340 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.2 Ph CONHCH.sub.341 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOPh CONHCH.sub.342 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHSO.sub.2 C.sub.2 H.sub.5 CONHCH.sub.343 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHSO.sub.2 NHCH.sub.3 CONHCH.sub.344 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CONHCOCH.sub.3 CONHCH.sub.345 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 CONHCH.sub.3 X = CN (a,b) Y = CN (c)46 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 CONHCH.sub.3 X = NHCOCH.sub.3 (a,b) Y = NHCOCH.sub.3 (c)47 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CONHCH.sub.3 X = CN (a,b) Y = CN (c)48 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CONHCH.sub.3 X = NHCOCH.sub.3 (a,b) Y = NHCOCH.sub.3 (c)49 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCH.sub.350 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 N(CH.sub.3).sub.251 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 N(C.sub.2 H.sub.5).sub.252 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 N(C.sub.2 H.sub.5).sub.253 C.sub.2 H.sub.5 C.sub.2 H.sub.5 OH OH54 C.sub.2 H.sub.5 C.sub.2 H.sub.5 OH NHCOCH.sub.355 C.sub.2 H.sub.5 C.sub.2 H.sub.5 OH CONHCH.sub.356 C.sub.2 H.sub.5 C.sub.2 H.sub.5 OH NHCOPh57 C.sub.2 H.sub.5 C.sub.2 H.sub.5 OH CONHPh58 C.sub.2 H.sub.5 C.sub.2 H.sub.5 OH CONH-cyclohexyl59 C.sub.2 H.sub.5 C.sub.2 H.sub.5 OH CONHCH.sub.2 Ph60 C.sub.2 H.sub.5 C.sub.2 H.sub.5 OH CONHC.sub.2 H.sub.561 C.sub.2 H.sub.5 C.sub.2 H.sub.5 OCH.sub.3 CONHCH.sub.362 C.sub.2 H.sub.5 C.sub.2 H.sub.5 OCH.sub.3 NHCOPh63 C.sub.2 H.sub.5 C.sub.2 H.sub.5 OCH.sub.3 CONHPh64 C.sub.2 H.sub.5 C.sub.2 H.sub.5 OCH.sub.3 NHCOCH.sub.3 X = CN (a,b) Y = CN (c)65 C.sub.2 H.sub.5 C.sub.2 H.sub.5 Cl Cl66 C.sub.2 H.sub.5 C.sub.2 H.sub.5 Cl CONHCH.sub.367 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CONHCH.sub.3 R.sub.9 = CH.sub.368 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CONHCH.sub.3 R.sub.9 = NH.sub.269 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CONHCH.sub.3 R.sub.9 = NHCH.sub.370 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CONHCH.sub.3 R.sub.9 = CH71 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CONH-thienyl(3)72 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CONH-thienyl(2)73 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CONH-furyl(2)74 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 COOCH.sub.375 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CONHCH.sub.2 -thienyl(2)76 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CONHCH.sub.2 -thieny1(3)77 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCO-thieny1(3)78 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCO-thieny1(2)79 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCOCH.sub.2 -thienyl(2)80 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 CONH-thienyl(2)81 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.4 OCH.sub.3 CH.sub.3 CONH-thienyl(2)82 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 CONH-thienyl(2)83 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.4 OCOCH.sub.3 CH.sub.3 CONH-thieny1(2)84 C.sub.2 H.sub.4 CN C.sub.2 H.sub.5 CH.sub.3 CONH-thienyl(2)85 C.sub.2 H.sub.4 OH C.sub.2 H.sub.5 CH.sub.3 CONH-thienyl(2)86 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 NHCOCH.sub.3 CONH-thienyl(2)87 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.4 OCH.sub.3 NHCOCH.sub.3 CONH-thieny1(2)88 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.5 NHCOCH.sub.3 CONH-thienyl(2) X = CN (a,b) Y = CN (c)89 C.sub.2 H.sub.4 COOCH.sub.3 C.sub.2 H.sub.5 NHCOCH.sub.3 CONHCH.sub.390 C.sub.2 H.sub.4 COOCH.sub.3 C.sub.2 H.sub.4 COOCH.sub.3 CH.sub.3 CONHCH.sub.391 C.sub.2 H.sub.4 COOCH.sub.3 C.sub.2 H.sub.4 COOCH.sub.3 NHCOCH.sub.3 CONHCH.sub.392 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CONHNHCH.sub.393 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CONH-piperidyl(1)94 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CONH-morpholyl(1)95 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CONH-bicyclo�2,2,1!-hepto-2-yl96 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 NHCO-bicyclo�2,2,1!-hepto-2-yl97 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 CONH-piperidyl(1)98 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOC.sub.2 H.sub.5 CONH-morpholyl(1)99 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 CONH-pyrrolidolyl(1)100 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 CO-pyrrolidolyl(1)101 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CO-pyrrolidolyl(1)102 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CONHCH.sub.3 CONHCH.sub.3103 C.sub.2 H.sub.5 C.sub.2 H.sub.5 SO.sub.2 NHCH.sub.3 CONHCH.sub.3104 combining of R.sub.1 C.sub.2 H.sub.5 CCH.sub.3 CONHCH.sub.3 with X to form (C.sub.3 H.sub.6) in the case of (c), a ring is formed also through combining of Y with R.sub.2105 combining of R.sub.1 C.sub.2 H.sub.4 OCH.sub.3 CH.sub.3 CONHCH.sub.3 with X to form (C.sub.3 H.sub.6)106 combining of R.sub.1 C.sub.2 H.sub.4 OCOCH.sub.3 CH.sub.3 CONHCH.sub.3 with X to form (C.sub.3 H.sub.6)107 combining of R.sub.1 C.sub.2 H.sub.5 NHCOCH.sub.3 CONHCH.sub.3 with X to form (C.sub.3 H.sub.6)108 combining of R.sub.1 C.sub.2 H.sub.5 CH.sub.3 CONHPh with X to form (C.sub.3 H.sub.6)109 combining of R.sub.1 H CH.sub.3 CONHPh with X to form (C.sub.3 H.sub.6)110 combining of R.sub.1 C.sub.2 H.sub.5 CC.sub.2 H.sub.5 CONHPh with X to form (C.sub.3 H.sub.6)111 combining of R.sub.1 C.sub.2 H.sub.5 OC.sub.2 H.sub.5 NHCOPh with X to form (C.sub.3 H.sub.6)112 combining of R.sub.1 with R.sub.2 to form (C.sub.5 H.sub.10) CH.sub.3 CONHCH.sub.3113 combining of R.sub.1 with R.sub.2 to form CH.sub.3 CONHCH.sub.3 (C.sub.2 H.sub.4 OC.sub.2 H.sub.4 )114 combining of R.sub.1 with R.sub.2 to form (C.sub.5 H.sub.10) NHCOCH.sub.3 CONHCH.sub.3115 combining of R.sub.1 with R.sub.2 to form (C.sub.5 H.sub.10) CH.sub.3 CONHPh116 combining of R.sub.1 with R.sub.2 to form (C.sub.5 H.sub.10) NHCOCH.sub.3 CONHPh6-c117 combining of X with R.sub.1 to form (C.sub.3 H.sub.6), CH.sub.3 CONHCH.sub.3 combining of Y with R.sub.2 to form (C.sub.3 H.sub.6)118 combining of X with R.sub.1 to form (C.sub.3 H.sub.6), NHCOCH.sub.3 CONHPh combining of Y with R.sub.2 to form (C.sub.3 H.sub.6)119 combining of X with R.sub.1 to form (C.sub.3 H.sub.6), CH.sub.3 CONHCH.sub.2 Ph combining of Y with R.sub.2 to form (C.sub.3 H.sub.6)120 combining of X with R.sub.1 to form (C.sub.3 H.sub.6), NHSO.sub.2 CH.sub.3 CONH-isoC.sub.3 H.sub.7 combining of Y with R.sub.2 to form (C.sub.3 H.sub.6)6 a,b,c121cyclohexyl C.sub.2 H.sub.5 CH.sub.3 CONHPh122 2-acetylaminocyclohexyl C.sub.2 H.sub.5 CH.sub.3 CONHPh123 cyclopentyl C.sub.2 H.sub.5 CH.sub.3 CONHPh124 CHCH.sub.2 C.sub.2 H.sub.5 CH.sub.3 CONHPh125 CH.sub.2 CHCH.sub.2 C.sub.2 H.sub.5 CH.sub.3 CONHPh126 N(C.sub.2 H.sub.5)COPh C.sub.2 H.sub.5 CH.sub.3 CONHPh127 N(C.sub.2 H.sub.5)SO.sub.2 CH.sub.3 C.sub.2 H.sub.5 CH.sub.3 CONHPh128 NHCONHPh C.sub.2 H.sub.5 CH.sub.3 CONHPh129 CON(C.sub.4 H.sub.9 -n).sub.2 C.sub.2 H.sub.5 CH.sub.3 CONHPh130 SO.sub.2 NHPh C.sub.2 H.sub.5 CH.sub.3 CONHPh131 3-pyridyl C.sub.2 H.sub.5 CH.sub.3 CONHPh132 2-thienyl C.sub.2 H.sub.5 CH.sub.3 CONHPh133 phenyl C.sub.2 H.sub.5 CH.sub.3 CONHPh134 2-pyrrolyl C.sub.2 H.sub.5 CH.sub.3 CONHPh135 2-imidazolyl C.sub.2 H.sub.5 CH.sub.3 CONHPh136 2-pyrrolidinyl C.sub.2 H.sub.5 CH.sub.3 CONHPh137 2-imidazolidinyl C.sub.2 H.sub.5 CH.sub.3 CONHPh138 2-pyrazolidinyl C.sub.2 H.sub.5 CH.sub.3 CONHPh139 4-piperidyl C.sub.2 H.sub.5 CH.sub.3 CONHPh140 morpholino C.sub.2 H.sub.5 CH.sub.3 CONHPh141 COPh C.sub.2 H.sub.5 CH.sub.3 CONHPh142 SO.sub.2 Ph C.sub.2 H.sub.5 CH.sub.3 CONHPh143 2-tolyl C.sub.2 H.sub.5 CH.sub.3 CONHPh144 COOPh C.sub.2 H.sub.5 CH.sub.3 CONHPh145 NHCOOCH.sub.2 Ph C.sub.2 H.sub.5 CH.sub.3 NHCOPh146 COCH.sub.2 Ph C.sub.2 H.sub.5 CH.sub.3 NHCOPh147 2-nicotinoyl C.sub.2 H.sub.5 CH.sub.3 NHCOPh148 4-toluoyl C.sub.2 H.sub.5 CH.sub.3 NHCOPh__________________________________________________________________________No. hue coloring density light fastness__________________________________________________________________________(6-a)1 blue 2.10 .DELTA.2 blue 2.21 .DELTA.3 blue 1.88 .DELTA.A blue 1.92 .largecircle.5 blue 1.76 .largecircle.6 blue 1.81 .DELTA.7 blue 1.78 .DELTA.8 blue 1.77 .largecircle.9 blue 1.78 .largecircle.10 blue 1.63 .largecircle.11 blue 1.72 .largecircle.12 blue 1.73 .DELTA.13 blue 1.97 .DELTA.14 blue 1.84 .DELTA.15 blue 1.78 .DELTA.16 blue 1.80 .largecircle.17 blue 1.91 .largecircle.18 blue 1.82 .largecircle.19 blue 1.76 .largecircle.20 blue 1.83 .largecircle.21 blue 1.78 .largecircle.22 blue 1.78 .DELTA.23 blue 1.79 .DELTA.24 blue 1.69 .DELTA.25 blue 1.72 .DELTA.26 blue 1.74 .largecircle.27 blue 1.87 .largecircle.28 blue 1.78 .DELTA.29 blue 1.77 .largecircle.30 blue 1.77 .DELTA.31 blue 1.79 .DELTA.32 blue 1.84 .DELTA.33 blue 1.77 .DELTA.34 blue 1.80 .DELTA.35 blue 1.70 .DELTA.36 blue 1.80 .DELTA.37 blue 1.81 .DELTA.38 blue 1.73 .DELTA.39 blue 1.79 .DELTA.40 blue 1.66 .DELTA.41 blue 1.75 .DELTA.42 blue 1.54 .DELTA.43 blue 1.61 .DELTA.44 blue 1.71 .DELTA.45 blue 1.74 .DELTA.46 blue 1.69 .largecircle.47 blue 1.66 .largecircle.48 blue 1.72 .largecircle.49 blue 1.73 .DELTA.50 blue 1.81 .DELTA.51 blue 1.72 .DELTA.52 blue 1.75 .DELTA.53 blue 1.75 .DELTA.54 blue 1.72 .DELTA.55 blue 1.77 .DELTA.56 blue 1.80 .DELTA.57 blue 1.49 .DELTA.58 blue 1.78 .DELTA.59 blue 1.65 .DELTA.60 blue 1.45 .DELTA.61 blue 1.69 .largecircle.62 blue 1.66 .DELTA.63 blue 1.79 .largecircle.64 blue 1.74 .DELTA.65 blue 1.70 .DELTA.66 blue 1.77 .DELTA.67 blue 1.69 .DELTA.68 blue 1.82 .DELTA.69 blue 1.74 .DELTA.70 blue 1.70 .DELTA.71 blue 1.75 .largecircle.72 blue 1.67 .largecircle.73 blue 1.74 .DELTA.74 blue 1.72 .DELTA.75 blue 1.65 .DELTA.76 blue 1.82 .largecircle.77 blue 1.75 .DELTA.78 blue 1.83 .DELTA.79 blue 1.73 .DELTA.80 blue 1.81 .DELTA.81 blue 1.74 .DELTA.82 blue 1.82 .DELTA.83 blue 1.79 .DELTA.84 blue 1.79 .DELTA.85 -- -- --86 -- -- --87 blue 1.77 .DELTA.88 -- -- --89 -- -- --90 blue 1.69 .largecircle.91 -- -- --92 -- -- --93 blue 1.65 .DELTA.94 -- -- --95 -- -- --96 blue 1.57 .DELTA.97 blue 1.62 .DELTA.98 blue 1.70 .DELTA.99 -- -- --100 -- -- --101 blue 1.73 .DELTA.102 -- -- --103 -- -- --104 blue 1.77 .largecircle.105 blue 1.77 .DELTA.106 -- -- --107 -- -- --108 -- -- --109 -- -- --110 -- -- --111 -- -- --112 -- -- --113 -- -- --114 -- -- --115 -- -- --116 -- -- --117 -- -- --118 -- -- --119 -- -- --120 -- -- --121 blue 1.72 .largecircle.122 blue 1.78 .largecircle.123 blue 1.75 .largecircle.124 blue 1.68 .largecircle.125 blue 1.74 .largecircle.126 blue 1.70 .largecircle.127 blue 1.67 .largecircle.128 blue 1.71 .largecircle.129 blue 1.74 .largecircle.130 blue 1.77 .largecircle.131 blue 1.85 .largecircle.132 blue 1.82 .largecircle.133 blue 1.73 .largecircle.134 blue 1.57 .largecircle.135 blue 1.59 .largecircle.136 blue 1.63 .largecircle.137 blue 4.61 .largecircle.138 blue 1.70 .largecircle.139 blue 1.71 .largecircle.140 blue 1.80 .largecircle.141 blue 1.78 .largecircle.142 blue 1.65 .largecircle.143 blue 1.73 .largecircle.144 blue 1.75 .largecircle.145 blue 1.66 .largecircle.146 blue 1.77 .largecircle.147 blue 1.70 .largecircle.148 blue 1.80 .largecircle.(6-b)1 blue 2.02 .largecircle.2 blue 1.95 .largecircle.3 blue 1.98 .largecircle.4 blue 2.12 .largecircle.5 blue 1.83 .largecircle.6 blue 1.97 .largecircle.7 -- -- --8 blue 1.83 .DELTA.9 blue 1.84 .DELTA.10 blue 1.92 .DELTA.11 -- -- --12 blue 2.02 .largecircle.13 blue 2.09 .largecircle.14 blue 1.99 .largecircle.15 -- -- --16 blue 1.79 .largecircle.17 -- -- --18 blue 1.87 .largecircle.19 blue 1.76 .largecircle.20 blue 1.77 .DELTA.21 blue 1.74 .DELTA.22 blue 1.83 .DELTA.23 blue 1.69 .DELTA.24 blue 1.84 .largecircle.25 blue 1.82 .largecircle.26 blue 1.95 .largecircle.27 blue 1.86 .largecircle.28 blue 1.97 .largecircle.29 blue 1.96 .DELTA.30 blue 1.72 .DELTA.31 blue 1.70 .DELTA.32 -- -- --33 blue 1.69 .DELTA.34 blue 1.84 .DELTA.35 blue 1.99 .DELTA.36 blue 1.69 .DELTA.37 blue 1.83 .DELTA.38 blue 1.63 .DELTA.39 blue 1.87 .DELTA.40 blue 1.88 .DELTA.41 blue 1.80 .DELTA.42 blue 1.79 .DELTA.43 -- -- --44 blue 1.65 .DELTA.45 blue 1.89 .DELTA.46 blue 1.91 .DELTA.47 blue 1.65 .DELTA.48 blue 1.71 .DELTA.49 blue 1.79 .DELTA.50 blue 1.77 .DELTA.51 blue 1.81 .DELTA.52 -- -- --53 blue 1.80 .DELTA.54 -- -- --55 blue 1.82 .DELTA.56 -- -- --57 blue 1.78 .largecircle.58 blue 1.70 .largecircle.59 blue 1.65 .largecircle.60 blue 1.69 .largecircle.61 blue 1.80 .DELTA.62 -- -- --63 blue 1.78 .DELTA.64 blue 1.72 .DELTA.65 blue 1.63 .DELTA.66 blue 1.68 .DELTA.67 blue 1.72 .largecircle.68 -- -- --69 -- -- --70 -- -- --71 blue 1.69 .DELTA.72 blue 1.73 .largecircle.73 blue 1.73 .DELTA.74 blue 1.79 .DELTA.75 blue 1.76 .DELTA.76 -- -- --77 -- -- --78 blue 1.83 .largecircle.79 blue 1.81 .largecircle.80 blue 1.84 .largecircle.81 -- -- --82 blue 1.80 .largecircle.83 blue 1.87 .largecircle.84 blue 1.68 .largecircle.85 blue 1.71 .largecircle.86 -- -- --87 blue 1.85 .largecircle.88 blue 1.80 .DELTA.89 blue 1.84 .DELTA.90 blue 1.81 .largecircle.91 blue 1.90 .DELTA.92 blue 1.77 .largecircle.93 blue 1.78 .largecircle.94 blue 1.71 .largecircle.95 -- -- --96 -- -- --97 -- -- --98 blue 1.67 .DELTA.99 -- -- --100 -- -- --101 -- -- --102 blue 1.88 .largecircle.103 blue 1.72 .largecircle.104 blue 1.92 .largecircle.105 blue 1.91 .largecircle.106 blue 1.86 .largecircle.107 blue 1.84 .largecircle.108 -- -- --121 blue 1.77 .largecircle.122 blue 1.80 .largecircle.123 blue 1.79 .largecircle.124 blue 1.75 .largecircle.125 blue 1.65 .largecircle.126 blue 1.61 .largecircle.127 blue 1.68 .largecircle.128 blue 1.60 .largecircle.129 blue 1.57 .largecircle.130 blue 1.63 .largecircle.131 blue 1.74 .largecircle.132 blue 1.79 .largecircle.133 blue 1.77 .largecircle.134 blue 1.82 .largecircle.135 blue 1.81 .largecircle.136 blue 1.64 .largecircle.137 blue 1.62 .largecircle.138 blue 1.74 .largecircle.139 blue 1.75 .largecircle.140 blue 1.75 .largecircle.141 blue 1.80 .largecircle.142 blue 1.79 .largecircle.143 blue 1.65 .largecircle.144 blue 1.72 .largecircle.145 blue 1.65 .largecircle.146 blue 1.66 .largecircle.147 blue 1.71 .largecircle.148 blue 1.75 .largecircle.(6-c)1 blue 1.90 .DELTA.2 blue 1.72 .largecircle.3 blue 1.82 .DELTA.4 blue 1.82 .largecircle.5 blue 1.77 .largecircle.6 -- -- --7 blue 1.84 .largecircle.8 blue 1.94 .DELTA.9 -- -- --10 blue 1.98 .largecircle.11 blue 1.96 .DELTA.12 blue 1.80 .largecircle.13 blue 1.77 .DELTA.14 blue 1.82 .largecircle.15 -- -- --16 -- -- --17 -- -- --18 blue 2.04 .DELTA.19 blue 2.11 .largecircle.20 blue 1.73 .largecircle.21 blue 1.73 .DELTA.22 blue 1.70 .largecircle.23 blue 1.72 .DELTA.24 blue 1.76 .DELTA.25 blue 2.11 .DELTA.26 -- -- --27 blue 1.87 .DELTA.28 blue 2.18 .DELTA.29 -- -- --30 -- -- --31 -- -- --32 blue 1.64 .largecircle.33 blue 1.99 .DELTA.34 blue 1.70 .DELTA.35 blue 1.60 .DELTA.36 -- -- --37 blue 1.75 .DELTA.38 blue 1.83 .DELTA.39 blue 1.91 .DELTA.40 -- -- --41 blue 1.92 .DELTA.42 blue 1.78 .DELTA.43 -- -- --44 -- -- --45 blue 1.88 .DELTA.46 blue 1.79 .DELTA.47 blue 2.02 .DELTA.48 blue 1.73 .DELTA.49 blue 1.95 .largecircle.50 -- -- --51 -- -- --52 -- -- --53 -- -- --54 blue 1.86 .largecircle.55 blue 1.68 .DELTA.56 blue 1.78 .DELTA.57 -- -- --58 -- -- --59 blue 2.14 .DELTA.60 blue 2.17 .DELTA.61 blue 1.82 .DELTA.62 blue 1.95 .largecircle.63 blue 1.69 .DELTA.64 -- -- --65 blue 1.75 .DELTA.66 blue 1.72 .DELTA.67 blue 1.78 .largecircle.68 -- -- --69 blue 1.81 .DELTA.70 -- -- --71 blue 1.77 .DELTA.72 blue 1.97 .largecircle.73 blue 1.68 .largecircle.74 blue 1.79 .largecircle.75 -- -- --76 -- -- --77 blue 2.08 .DELTA.78 blue 1.77 .largecircle.79 -- -- --80 -- -- --81 blue 1.92 .largecircle.82 blue 2.06 .DELTA.83 blue 1.77 .DELTA.84 blue 1.84 .DELTA.85 blue 1.72 .largecircle.86 blue 1.77 .largecircle.87 blue 1.86 .largecircle.88 blue 1.63 .largecircle.89 -- -- --90 -- -- --91 blue 1.66 .DELTA.92 blue 1.92 .DELTA.93 blue 1.87 .DELTA.94 -- -- --95 blue 1.95 .DELTA.96 blue 2.12 .DELTA.97 blue 2.00 .DELTA.98 -- -- --99 blue 1.77 .DELTA.100 blue 2.01 .DELTA.101 -- -- --102 blue 1.95 .DELTA.103 blue 1.87 .largecircle.104 -- -- --105 blue 1.86 .largecircle.106 blue 1.84 .largecircle.107 -- -- --108 -- -- --109 blue 1.81 .DELTA.110 -- -- --111 blue 1.84 .DELTA.112 -- -- --113 -- -- --114 -- -- --115 -- -- --116 blue 1.77 .largecircle.117 blue 1.98 .DELTA.118 blue 1.71 .DELTA.119 blue 1.92 .DELTA.120 blue 1.94 .DELTA.121 blue 1.65 .largecircle.122 blue 1.68 .largecircle.123 blue 1.71 .largecircle.124 blue 1.72 .largecircle.125 blue 1.66 .largecircle.126 blue 1.69 .largecircle.127 blue 1.70 .largecircle.128 blue 1.73 .largecircle.129 blue 1.77 .largecircle.130 blue 1.82 .largecircle.131 blue 1.86 .largecircle.132 blue 1.58 .largecircle.133 blue 1.72 .largecircle.134 blue 1.73 .largecircle.135 blue 1.79 .largecircle.136 blue 1.71 .largecircle.137 blue 1.61 .largecircle.138 blue 1.70 .largecircle.139 blue 1.74 .largecircle.140 blue 1.68 .largecircle.141 blue 1.77 .largecircle.142 blue 1.69 .largecircle.143 blue 1.80 .largecircle.144 blue 1.71 .largecircle.145 blue 1.81 .largecircle.146 blue 1.83 .largecircle.147 blue 1.78 .largecircle.148 blue 1.77 .largecircle.__________________________________________________________________________
(7) Dyes having the following structure: ##STR20## wherein K stands for --N.dbd.N--, R.sub.4 stands for a hydrogen atoms, a halogen atoms, a substituted or unsubstituted alkyl group, cycloalkyl group, allyl group, aryl group, aralkyl group or aromatic heterocyclic group, R.sub.5 stands for a cyano group, a nitro group or a substituted or unsubstituted formylamino group, sulfonylamino group, alkoxycarbonyl group, carbamoyl group, sulfamoyl group or ureido group.
Specific examples of the dyes represented by the general formula 7 and the performance thereof in the case of use in a thermal transfer sheet which will be described later are given in the following Table 7.
TABLE 7__________________________________________________________________________(7-1) ##STR21## ##STR22## ##STR23##No. R.sub.1 R.sub.2 2-R.sub.3 4-R.sub.3__________________________________________________________________________7-1 common to a to c1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H2 CH.sub.2 CHCH.sub.2 C.sub.2 H.sub.5 CH.sub.3 H3 C.sub.2 H.sub.4 CN C.sub.2 H.sub.5 NHCOCH.sub.3 H4 C.sub.2 H.sub.4 OH C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 H5 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 NHCOC.sub.2 H.sub.5 H6 C.sub.2 H.sub.4 COOCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 H7 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 H8 C.sub.2 H.sub.4 OCH.sub.2 Ph C.sub.2 H.sub.5 H H9 CH.sub.2 OCOOPh C.sub.2 H.sub.5 OCH.sub.3 H10 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 NHCOC.sub.2 H.sub.5 H11 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.5 OH H12 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H13 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H14 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H15 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 H16 C.sub.2 H.sub.5 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H17 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 H18 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.319 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.4 OCH.sub.3 NHCOCH.sub.3 H20 CH.sub.2 Ph CH.sub.3 OC.sub.2 H.sub.5 H21 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.322 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 CH.sub.323 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 5-NHCOCH.sub.324 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.4 OCOCH.sub.3 CH.sub.3 H25 C.sub.2 H.sub.5 H CH.sub.3 H26 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H27 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H28 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 H29 CH.sub.2 CHCH.sub.2 C.sub.2 H.sub.4 OCH.sub.3 CH.sub.3 H30 C.sub.2 H.sub.4 -cyclohexyl C.sub.2 H.sub.5 NHCOCH.sub.3 H31 combining of R.sub.1 C.sub.2 H.sub.5 CH.sub.3 H with X to form C.sub.3 H.sub.632 combining of R.sub.1 C.sub.2 H.sub.5 NHCOCH.sub.3 H with X to form C.sub.3 H.sub.633 combining of R.sub.1 C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 H with X to form C.sub.3 H.sub.634 combining of R.sub.1 with R.sub.2 to form C.sub.5 H.sub.10 CH.sub.3 H35 combining of R.sub.1 with R.sub.2 to form C.sub.5 H.sub.10 NHCOCH.sub.3 H36 combining of R.sub.1 with R.sub.2 to form C.sub.5 H.sub.10 NHSO.sub.2 CH.sub.3 H37 combining of R.sub.1 with R.sub.2 to form C.sub.5 H.sub.10 H H38 combining of R.sub.1 with R.sub.2 to form C.sub.2 H.sub.4 OC.sub.2 H.sub.4 H H39 combining of R.sub.1 with R.sub.2 to form C.sub.2 H.sub.4 OC.sub.2 H.sub.4 CH.sub.3 H40 combining of R.sub.1 with R.sub.2 to form C.sub.2 H.sub.4 OC.sub.2 H.sub.4 NHCOCH.sub.3 H41 combining of R.sub.1 with R.sub.2 to form C.sub.2 H.sub.4 OC.sub.2 H.sub.4 NHSO.sub.2 CH.sub.3 H42 combining of R.sub.1 with R.sub.2 to form C.sub.4 H.sub.8 NHCOCH.sub.3 H43 C.sub.2 H.sub.4 OCOOC.sub.2 H.sub.5 CH.sub.3 CH.sub.3 H44 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 H45 C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OC.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 H46 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 H47 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 H48 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 5-OCH.sub.349 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 5-CH.sub.37-1 b,c50 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 H51 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 H52 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 H53 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 H54 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 H55 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 H56 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.5 NHCOCH.sub.3 H__________________________________________________________________________No. R.sub.4 R.sub.5 hue coloring density light fastness__________________________________________________________________________(7-1-a K: NN)1 CH.sub.2 Ph CN orange 2.14 .largecircle.2 CH.sub.2 Ph CN orange 2.02 .DELTA.3 CH.sub.2 Ph CN orange 2.20 .DELTA.4 CH.sub.2 Ph CN orange 1.98 .DELTA.5 CH.sub.2 Ph CN orange 1.97 .largecircle.6 CH.sub.2 Ph CN orange 1.88 .largecircle.7 CH.sub.2 Ph CN orange 1.94 .largecircle.8 CH.sub.2 Ph CN orange 1.87 .DELTA.9 CH.sub.2 Ph CN orange 1.79 .largecircle.10 CH.sub.2 Ph CN orange 1.94 .largecircle.11 CH.sub.2 Ph CN orange 1.70 .largecircle.12 CH.sub.2 Ph NO.sub.2 orange 1.93 .DELTA.13 CH.sub.2 Ph COOH yellowish orange 1.80 .DELTA.14 CH.sub.2 Ph COOC.sub.2 H.sub.5 yellowish orange 1.75 .DELTA.15 CH.sub.2 Ph CN orange 1.96 .largecircle.16 CH.sub.2 Ph SO.sub.2 NHCH.sub.3 yellowish orange 2.01 .largecircle.17 CH.sub.2 Ph CONHCH.sub.3 yellowish orange 1.94 .largecircle.18 CH.sub.2 Ph CN orange 1.83 .largecircle.19 CH.sub.2 Ph CN orange 1.92 .largecircle.20 CH.sub.2 Ph CN orange 1.88 .largecircle.21 CH.sub.2 CHCH.sub.2 CN orange 1.96 .DELTA.22 nC.sub.4 H.sub.9 CN orange 1.87 .DELTA.23 nC.sub.4 H.sub.9 CN orange 1.73 .largecircle.24 nC.sub.4 H.sub.9 CN orange 2.00 .largecircle.25 nC.sub.4 H.sub.9 CN orange 1.83 .DELTA.26 Ph CN orange 1.72 .largecircle.27 2-thienyl CN orange 1.77 .largecircle.28 isoC.sub.3 H.sub.7 CN orange 1.79 .DELTA.29 nC.sub.4 H.sub.9 CN orange 1.77 .largecircle.30 nC.sub.4 H.sub.9 CN orange 1.71 .DELTA.31 nC.sub.4 H.sub.9 CN orange 1.79 .largecircle.32 nC.sub.4 H.sub.9 CN orange 1.81 .largecircle.33 nC.sub.4 H.sub.9 CN orange 1.82 .largecircle.34 nC.sub.4 H.sub.9 CN orange 1.65 .largecircle.35 nC.sub.4 H.sub.9 CN orange 1.90 .largecircle.36 nC.sub.4 H.sub.9 CN orange 1.76 .largecircle.37 nC.sub.4 H.sub.9 CN orange 1.86 .largecircle.38 nC.sub.4 H.sub.9 CN orange 1.91 .largecircle.39 nC.sub.4 H.sub.9 CN orange 1.80 .largecircle.40 nC.sub.4 H.sub.9 CN orange 1.79 .largecircle.41 nC.sub.4 H.sub.9 CN orange 1.79 .largecircle.42 nC.sub.4 H.sub.9 CN orange 1.94 .largecircle.43 tert-C.sub.4 H.sub.9 CN orange 1.75 .largecircle.44 C.sub.6 H.sub.13 CN orange 1.84 .largecircle.45 nC.sub.4 H.sub.9 CN orange 1.89 .largecircle.46 2-thiazolyl CN orange 1.87 .DELTA.47 3-thienyl CN orange 1.70 .DELTA.48 nC.sub.4 H.sub.9 CN orange 1.75 .DELTA.49 nC.sub.4 H.sub.9 CN orange 1.69 .DELTA.(7-1-b K: NN)1 CH.sub.2 Ph CN orange 2.12 .largecircle.2 CH.sub.2 Ph CN orange 2.03 --3 CH.sub.2 Ph CN orange 2.10 .largecircle.4 CH.sub.2 Ph CN orange 1.90 .largecircle.5 CH.sub.2 Ph CN orange 1.99 .largecircle.6 CH.sub.2 Ph CN orange 1.90 .largecircle.7 CH.sub.2 Ph CN orange 1.96 .largecircle.8 CH.sub.2 Ph CN orange 1.80 .largecircle.9 CH.sub.2 Ph CN orange 1.83 .largecircle.10 CH.sub.2 Ph CN orange 1.90 .largecircle.11 CH.sub.2 Ph CN orange 1.73 .largecircle.12 CH.sub.2 Ph NO.sub.2 orange 1.90 .DELTA.13 CH.sub.2 Ph COOH yellowish orange 1.75 .largecircle.14 CH.sub.2 Ph COOC.sub.2 H.sub.5 yellowish orange 1.78 .DELTA.15 CH.sub.2 Ph CN orange 1.90 .largecircle.16 CH.sub.2 Ph SO.sub.2 NHCH.sub.3 yellowish orange 1.96 .largecircle.17 CH.sub.2 Ph CONHCH.sub.3 yellowish orange 1.90 .largecircle.18 CH.sub.2 Ph CN orange 1.81 .largecircle.19 CH.sub.2 Ph CN orange 1.75 .largecircle.20 CH.sub.2 Ph CN orange 1.83 .DELTA.21 CH.sub.2 CHCH.sub.2 CN orange 1.91 .largecircle.22 nC.sub.4 H.sub.9 CN orange 1.83 .largecircle.23 nC.sub.4 H.sub.9 CN orange 1.76 .largecircle.24 nC.sub.4 H.sub.9 CN orange 1.95 .largecircle.25 nC.sub.4 H.sub.9 CN orange 1.80 .largecircle.26 Ph CN orange 1.71 .DELTA.27 2-thienyl CN orange 1.79 .largecircle.28 isoC.sub.3 H.sub.7 CN orange 1.82 .DELTA.29 nC.sub.4 H.sub.9 CN orange 1.72 .largecircle.30 nC.sub.4 H.sub.9 CN orange 1.65 .largecircle.31 nC.sub.4 H.sub.9 CN orange 1.70 .largecircle.32 nC.sub.4 H.sub.9 CN orange I.76 .largecircle.33 nC.sub.4 H.sub.9 CN orange 1.74 .largecircle.34 nC.sub.4 H.sub.9 CN orange 1.66 .largecircle.35 nC.sub.4 H.sub.9 CN orange 1.91 .largecircle.36 nC.sub.4 H.sub.9 CN orange 1.76 .largecircle.37 nC.sub.4 H.sub.9 CN orange 1.86 .DELTA.38 nC.sub.4 H.sub.9 CN orange 1.96 .DELTA.39 nC.sub.4 H.sub.9 CN orange 1.85 .DELTA.40 nC.sub.4 H.sub.9 CN orange 1.72 .largecircle.41 nC.sub.4 H.sub.9 CN orange 1.73 .largecircle.42 nC.sub.4 H.sub.9 CN orange 1.90 .largecircle.43 tert-C.sub.4 H.sub.9 CN orange 1.78 .largecircle.44 C.sub.6 H.sub.13 CN orange 1.80 .largecircle.45 nC.sub.4 H.sub.9 CN orange 1.81 .largecircle.46 2-thiazolyl CN orange 1.83 .DELTA.47 3-thienyl CN orange 1.71 .largecircle.48 nC.sub.4 H.sub.9 CN orange 1.79 .DELTA.49 nC.sub.4 H.sub.9 CN orange 1.71 .DELTA.(7-1-c K: NN)1 CH.sub.2 Ph CN red 2.10 .largecircle.2 CH.sub.2 Ph CN red 1.97 .largecircle.3 CH.sub.2 Ph CN red 2.00 .largecircle.4 CH.sub.2 Ph CN red 1.73 .DELTA.5 CH.sub.2 Ph CN red 1.90 .largecircle.6 CH.sub.2 Ph CN red 1.81 .largecircle.7 CH.sub.2 Ph CN red 1.85 .largecircle.8 CH.sub.2 Ph CN red 1.69 .DELTA.9 CH.sub.2 Ph CN red 1.70 .largecircle.10 CH.sub.2 Ph CN red 1.90 .largecircle.11 CH.sub.2 Ph CN red 1.74 .DELTA.12 CH.sub.2 Ph NO.sub.2 red 1.68 .largecircle.13 -- -- -- -- --14 -- -- -- -- --15 CH.sub.2 Ph CN red 1.96 .largecircle.16 -- -- -- -- --17 CH.sub.2 Ph CONHCH.sub.3 red 1.81 .largecircle.18 CH.sub.2 Ph CN red 1.76 .largecircle.19 CH.sub.2 Ph CN red 1.85 .largecircle.20 CH.sub.2 Ph CN red 1.80 .DELTA.21 CH.sub.2 CHCH.sub.2 CN red 1.90 .largecircle.22 nC.sub.4 H.sub.9 CN red 1.82 .DELTA.23 nC.sub.4 H.sub.9 CN red 1.70 .largecircle.24 nC.sub.4 H.sub.9 CN red 1.86 .largecircle.25 nC.sub.4 H.sub.9 CN red 1.80 .largecircle.26 Ph CN red 1.78 .largecircle.27 2-thienyl CN red 1.77 .largecircle.28 -- -- -- -- --29 nC.sub.4 H.sub.9 CN red 1.71 .largecircle.30 nC.sub.4 H.sub.9 CN red 1.74 .largecircle.31 nC.sub.4 H.sub.9 CN red 1.75 .DELTA.32 nC.sub.4 H.sub.9 CN red 1.78 .largecircle.33 nC.sub.4 H.sub.9 CN red 1.84 .DELTA.34 nC.sub.4 H.sub.9 CN red 1.62 .largecircle.35 -- -- -- -- --36 -- -- -- -- --37 nC.sub.4 H.sub.9 CN red 1.80 .largecircle.38 nC.sub.4 H.sub.9 CN red 1.70 .DELTA.39 nC.sub.4 H.sub.9 CN red 1.74 .largecircle.40 nC.sub.4 H.sub.9 CN red 1.76 .largecircle.41 -- -- -- -- --42 nC.sub.4 H.sub.9 CN red 1.84 .largecircle.43 nC.sub.4 H.sub.9 CN red 1.73 .DELTA.44 C.sub.6 H.sub.13 CN red 1.86 .largecircle.45 nC.sub.4 H.sub.9 CN red 1.80 .DELTA.46 2-thiazolyl CN red 1.80 .largecircle.47 3-thienyl CN red 1.71 .largecircle.48 nC.sub.4 H.sub.9 CN red 1.73 .largecircle.49 nC.sub.4 H.sub.9 CN red 1.75 .largecircle.50 -- -- -- -- --51 2-benzothiazolyl CN red 1.74 .largecircle.52 2-pyridyl CN red 1.68 .DELTA.53 -- -- -- -- --54 -- -- -- -- --55 2-(4,5-dicyano)thiazolyl CN red 1.73 .DELTA.56 Ph CN red 1.76 .largecircle.__________________________________________________________________________(7-2) ##STR24## ##STR25## ##STR26##No. R.sub.1 R.sub.2 3-R.sub.3 X or Y__________________________________________________________________________7-2 common to a to c1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H2 CH.sub.2 CHCH.sub.2 C.sub.2 H.sub.5 CH.sub.3 H3 C.sub.2 H.sub.4 CN C.sub.2 H.sub.5 NHCOCH.sub.3 H4 C.sub.2 H.sub.4 OH C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 H5 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 NHCOC.sub.2 H.sub.5 H6 C.sub.2 H.sub.4 COOCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 H7 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 H8 CH.sub.2 OCH.sub.2 Ph C.sub.2 H.sub.5 H H9 CH.sub.2 OCOOPh C.sub.2 H.sub.5 OCH.sub.3 H10 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 NHCOC.sub.2 H.sub.5 H11 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.5 CH H12 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H13 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H14 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H15 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 H16 C.sub.2 H.sub.5 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H17 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 H18 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 X,Y = OH19 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.4 OCH.sub.3 NHCOCH.sub.3 H20 CH.sub.2 Ph CH.sub.3 OC.sub.2 H.sub.5 H21 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 H22 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 CH.sub.323 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 Y = OH24 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 Y = NHCOCH.sub.325 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.4 OCOCH.sub.3 CH.sub.3 H26 C.sub.2 H.sub.5 H CH.sub.3 H27 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H28 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H29 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 H30 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 H31 CH.sub.2 CHCH.sub.2 C.sub.2 H.sub.4 OCH.sub.3 CH.sub.3 H32 C.sub.2 H.sub.4 O-cyclohexyl C.sub.2 H.sub.5 NHCOCH.sub.3 H33 combining of R.sub.1 C.sub.2 H.sub.5 CH.sub.3 H with X to form C.sub.3 H.sub.634 combining of R.sub.1 C.sub.2 H.sub.5 NHCOCH.sub.3 H with X to form C.sub.3 H.sub.635 combining of R.sub.1 C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 H with X to form C.sub.3 H.sub.636 combining of R.sub.1 with R.sub.2 to form C.sub.5 H.sub.10 CH.sub.3 H37 combining of R.sub.1 with R.sub.2 to form C.sub.5 H.sub.10 NHCOCH.sub.3 H38 combining of R.sub.1 with R.sub.2 to form C.sub.5 H.sub.10 CH.sub.3 H39 combining of R.sub.1 with R.sub.2 to form C.sub.2 H.sub.4 OC.sub.2 H.sub.4 NHCOCH.sub.3 H40 combining of R.sub.1 with R.sub.2 to form C.sub.2 H.sub.4 OC.sub.2 H.sub.4 CH.sub.3 X = CN41 combining of R.sub.1 with R.sub.2 to form C.sub.4 H.sub.8 NHCOCH.sub.3 H42 C.sub.2 H.sub.4 OCOOC.sub.2 H.sub.5 CH.sub.3 CH.sub.3 H43 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 H44 C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OC.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 H45 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 H46 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 X = OC.sub.2 H.sub.547 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 X = CH.sub.348 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 X,Y = CH.sub.349 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 Y = CN50 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 X,Y = CN51 combining of R.sub.1 combining of R.sub.2 CH.sub.3 with X to form with Y to form C.sub.3 H.sub.6 C.sub.3 H.sub.652 combining of R.sub.1 combining of R.sub.2 NHCOCH.sub.3 with X to form with Y to form C.sub.3 H.sub.6 C.sub.3 H.sub.653 combining of R.sub.1 combining of R.sub.2 NHSO.sub.2 CH.sub.3 with X to form with Y to form C.sub.3 H.sub.6 C.sub.3 H.sub.67-2 b to c54 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 H55 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 H56 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 H57 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 H58 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 Y = CN59 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 H60 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.5 NHCOCH.sub.3 H__________________________________________________________________________No. R.sub.4 R.sub.5 hue coloring density light fastness__________________________________________________________________________(7-2-a K: NN)1 CH.sub.2 Ph CN red 1.90 .largecircle.2 CH.sub.2 Ph CN red 1.88 .largecircle.3 CH.sub.2 Ph CN red 2.02 .largecircle.4 CH.sub.2 Ph CN red 1.96 .largecircle.5 CH.sub.2 Ph CN red 2.11 .largecircle.6 CH.sub.2 Ph CN red 1.91 .largecircle.7 CH.sub.2 Ph CN red 1.88. .largecircle.8 CH.sub.2 Ph CN red 1.82 .largecircle.9 CH.sub.2 Ph CN red 1.77 .DELTA.10 CH.sub.2 Ph CN red 1.74 .largecircle.11 CH.sub.2 Ph CN red 1.97 .DELTA.12 CH.sub.2 Ph NO.sub.2 red 1.72 .DELTA.13 CH.sub.2 Ph COOH red 1.80 .largecircle.14 CH.sub.2 Ph COOC.sub.2 H.sub.5 red 1.77 .DELTA.15 CH.sub.2 Ph CN red 1.88 .largecircle.16 CH.sub.2 Ph SO.sub.2 NHCH.sub.3 red 1.81 .DELTA.17 CH.sub.2 Ph CONHCH.sub.3 red 1.89 .largecircle.18 CH.sub.2 Ph CN red 1.84 .largecircle.19 CH.sub.2 Ph CN red 1.87 .largecircle.20 CH.sub.2 Ph CN red 1.76 .DELTA.21 CHCH.sub.2 CN red 1.82 .DELTA.22 CH.sub.2 Ph CN red 1.87 .largecircle.23 CH.sub.2 Ph CN red 1.91 .largecircle.24 nC.sub.4 H.sub.9 CN red 1.87 .largecircle.25 nC.sub.4 H.sub.9 CN red 1.80 .largecircle.26 nC.sub.4 H.sub.9 CN red 1.76 .largecircle.27 Ph CN red 1.70 .largecircle.28 2-thienyl CN red 1.73 .largecircle.29 3-thienyl CN red 1.64 .largecircle.30 isoC.sub.3 H.sub.7 CN red 1.71 .largecircle.31 nC.sub.4 H.sub.9 CN red 1.89 .DELTA.32 nC.sub.4 H.sub.9 CN red 1.80 .DELTA.33 nC.sub.4 H.sub.9 CN red 1.92 .largecircle.34 nC.sub.4 H.sub.9 CN red 1.87 .largecircle.35 nC.sub.4 H.sub.9 CN red 1.80 .DELTA.36 nC.sub.4 H.sub.9 CN red 1.94 .DELTA.37 nC.sub.4 H.sub.9 CN red 1.70 .largecircle.38 nC.sub.4 H.sub.9 CN red 1.76 .largecircle.39 nC.sub.4 H.sub.9 CN red 1.97 .largecircle.40 nC.sub.4 H.sub.9 CN red 1.77 .largecircle.41 nC.sub.4 H.sub.9 CN red 1.82 .largecircle.42 tert-C.sub.4 H.sub.9 CN red 2.06 .largecircle.43 C.sub.6 H.sub.13 CN red 1.84 .largecircle.44 nC.sub.4 H.sub.9 CN red 1.76 .DELTA.45 2-thiazolyl CN red 1.81 .DELTA.46 nC.sub.4 H.sub.9 CN red 1.73 .DELTA.47 nC.sub.4 H.sub.9 CN red 1.82 .largecircle.48 nC.sub.4 H.sub.9 CN red 1.77 .largecircle.49 nC.sub.4 H.sub.9 CN red 1.80 .largecircle.50 nC.sub.4 H.sub.9 CN red 1.90 .largecircle.51 nC.sub.4 H.sub.9 CN red 1.83 .DELTA.52 nC.sub.4 H.sub.9 CN red 1.87 .DELTA.53 nC.sub.4 H.sub.9 CN red 1.89 .DELTA.(7-2-b K: NN)1 CH.sub.2 Ph CN red 1.89 .DELTA.2 CH.sub.2 Ph CN red 1.82 .DELTA.3 -- -- -- -- --4 CH.sub.2 Ph CN red 1.76 .DELTA.5 -- -- -- -- --6 -- -- -- -- --7 CH.sub.2 Ph CN red 1.70 .largecircle.8 CH.sub.2 Ph CN red 1.72 .largecircle.9 CH.sub.2 Ph CN red 1.68 .DELTA.iO CH.sub.2 Ph CN red 1.76 .largecircle.ii CH.sub.2 Ph CN red 1.80 .DELTA.12 CH.sub.2 Ph NO.sub.2 red 1.71 .DELTA.13 CH.sub.2 Ph COOH red 1.79 .DELTA.14 -- -- -- -- --15 CH.sub.2 Ph CN red 1.80 .largecircle.16 -- -- -- -- --17 CH.sub.2 Ph CONHCH.sub.3 red 1.7418 CH.sub.2 Ph CN red 1.58 .DELTA.19 CH.sub.2 Ph CN red 1.78 .largecircle.20 CH.sub.2 Ph CN red 1.79 .largecircle.21 -- -- -- -- --22 CH.sub.2 Ph CN red 1.81 .largecircle.23 CH.sub.2 Ph CN red 1.70 .DELTA.24 nC.sub.4 H.sub.9 CN red 1.77 .largecircle.25 nC.sub.4 H.sub.9 CN red 1.89 .largecircle.26 -- -- -- -- --27 Ph CN red 1.85 .largecircle.28 2-thienyl CN red 1.69 .largecircle.29 3-thienyl CN red 1.72 .DELTA.30 -- -- -- -- --31 -- -- -- -- --32 nC.sub.4 H.sub.9 CN red 1.64 .DELTA.33 nC.sub.4 H.sub.9 CN red 1.70 .largecircle.34 nC.sub.4 H.sub.9 CN red 1.73 .largecircle.35 nC.sub.4 H.sub.9 CN red 1.82 .DELTA.36 nC.sub.4 H.sub.9 CN red 1.69 .largecircle.37 nC.sub.4 H.sub.9 CN red 1.71 .largecircle.38 -- -- -- -- --39 -- -- -- -- --41 nC.sub.4 H.sub.9 CN red 1.78 .largecircle.42 -- -- -- -- --43 C.sub.6 H.sub.13 CN red 1.80 .largecircle.44 nC.sub.4 H.sub.9 CN red 1.82 .largecircle.45 2-thiazolyl CN red 1.77 .DELTA.46 nC.sub.4 H.sub.9 CN red 1.68 .DELTA.47 nC.sub.4 H.sub.9 CN red 1.76 .largecircle.48 nC.sub.4 H.sub.9 CN red 1.71 .largecircle.49 nC.sub.4 H.sub.9 CN red 1.74 .largecircle.50 nC.sub.4 H.sub.9 CN red 1.80 .largecircle.51 nC.sub.4 H.sub.9 CN red 1.81 .DELTA.52 nC.sub.4 H.sub.9 CN red 1.82 .largecircle.53 nC.sub.4 H.sub.9 CN red 1.83 .largecircle.54 1-naphthyl CN red 1.70 .largecircle.55 -- -- -- -- --56 2-pyridyl CN red 1.65 .largecircle.57 2-furyl CN red 1.69 .largecircle.58 -- -- -- -- --59 2-(4,5-dicyano)thiazolyl CN red 1.73 .largecircle.60 Ph CN red 1.79 .largecircle.(7-2-c K: NN)1 CH.sub.2 Ph CN red 1.76 .DELTA.2 CH.sub.2 Ph CN red 1.87 .largecircle.3 -- -- -- -- --5 -- -- -- -- --6 CH.sub.2 Ph CN red 1.79 .largecircle.7 CH.sub.2 Ph CN red 1.82 .largecircle.8 CH.sub.2 Ph CN red 1.73 .largecircle.9 -- -- -- -- --10 CH.sub.2 Ph CN red 2.06 .largecircle.11 CH.sub.2 Ph CN red 1.69 .DELTA.12 CH.sub.2 Ph NO.sub.2 red 1.73 .DELTA.13 CH.sub.2 Ph COOH red 1.68 .DELTA.14 -- -- -- -- --15 CH.sub.2 Ph CN red 1.77 .largecircle.16 -- -- -- -- --17 CH.sub.2 Ph CONHCH.sub.3 red 1.78 .largecircle.18 CH.sub.2 Ph CN red 1.70 .DELTA.19 CH.sub.2 Ph CN red 1.89 .largecircle.20 CH.sub.2 Ph CN red 1.65 .DELTA.21 -- -- -- -- --22 C.sub.4 H.sub.9 CN red 1.80 .DELTA.23 C.sub.4 H.sub.9 CN red 1.91 .DELTA.24 nC.sub.4 H.sub.9 CN red 1.92 .largecircle.25 nC.sub.4 H.sub.9 CN red 1.82 .largecircle.26 nC.sub.4 H.sub.9 CN red 1.84 .largecircle.27 -- -- -- -- --28 2-thienyl CN red 1.78 .DELTA.29 3-thienyl CN red 1.73 .DELTA.30 isoC.sub.4 H.sub.9 CN red 1.87 .largecircle.31 nC.sub.4 H.sub.9 CN red 1.77 .DELTA.32 -- -- -- -- --33 nC.sub.4 H.sub.9 CN red 1.72 .largecircle.34 -- -- -- -- --35 nC.sub.4 H.sub.9 CN red 1.73 .DELTA.36 nC.sub.4 H.sub.9 CN red 1.81 .largecircle.37 -- -- -- -- --38 -- -- -- -- --39 nC.sub.4 H.sub.9 CN red 1.75 .largecircle.40 nC.sub.4 H.sub.9 CN red 1.75 .DELTA.41 -- -- -- -- --42 tert-C.sub.4 H.sub.9 CN red 1.77 .DELTA.43 -- -- -- -- --44 nC.sub.4 H.sub.9 CN red 1.78 .DELTA.45 2-thiazolyl CN red 1.83 .largecircle.46 nC.sub.4 H.sub.9 CN red 1.84 .largecircle.47 nC.sub.4 H.sub.9 CN red 1.82 .largecircle.48 nC.sub.4 H.sub.9 CN red 1.71 .largecircle.49 nC.sub.4 H.sub.9 CN red 1.70 .DELTA.50 nC.sub.4 H.sub.9 CN red 1.76 .DELTA.51 nC.sub.4 H.sub.9 CN red 1.67 .largecircle.52 nC.sub.4 H.sub.9 CN .red 1.82 .largecircle.53 nC.sub.4 H.sub.9 CN red 1.80 .DELTA.54 -- -- -- -- --55 2-benzothiazolyl CN red 1.76 .largecircle.57 -- -- -- -- --58 Ph CN red 1.70 .DELTA.59 2-(4,5-dicyano)thiazolyl CN red 1.80 .largecircle.60 Ph CN red 1.83 .largecircle.__________________________________________________________________________
(8) Dyes having the following structure: ##STR27## wherein Z stands for a hydrogen atom or a cyano group.
Specific examples of the dyes represented by the general formula 8 and the performance thereof in the case of use in a thermal transfer sheet which will be described later are given in the following Table 8.
TABLE 8__________________________________________________________________________ ##STR28## ##STR29##No. R.sub.1 R.sub.2 2,3-R.sub.3 4-R.sub.3 X Y__________________________________________________________________________8-common to a to b1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H2 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 H3 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 H4 C.sub.2 H.sub.4 CN C.sub.2 H.sub.5 NHCOCH.sub.3 H5 C.sub.2 H.sub.4 OH C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 H6 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 NHCOC.sub.2 H.sub.5 H7 C.sub.2 H.sub.4 COOCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 H8 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 H9 C.sub.2 H.sub.4 OCH.sub.2 Ph C.sub.2 H.sub.5 CH.sub.3 H10 C.sub.2 H.sub.4 OCH.sub.2 Ph C.sub.2 H.sub.5 OH H11 CH.sub.2 OCOOPh C.sub.2 H.sub.5 OCH.sub.3 H12 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 NHCOC.sub.2 H.sub.5 H13 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.5 OH H14 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H CN15 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 H CN(a) CN(b) alone alone16 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 H CN(a) CN(b) alone alone17 CH.sub.2 CHCH.sub.2 C.sub.2 H.sub.4 OMe CH.sub.3 H18 CH.sub.2 CHCH.sub.2 C.sub.2 H.sub.5 NHCOCH.sub.3 H19 C.sub.2 H.sub.4 OPh C.sub.2 H.sub.5 CH.sub.3 H20 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 H CN(b) CN(b) alone alone21 MI.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 H CN(a) CN(b) alone alone22 C.sub.2 H.sub.4 O C.sub.2 H.sub.5 NHCOCH.sub.3 H (4cyclohexylphenyl)23 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 NHCOCH.sub.3 NHCOCH.sub.3 (a) alone (b) alone24 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CH.sub.325 combining of R.sub.1 with R.sub.2 NHCOCH.sub.3 to form C.sub.5 H.sub.1026 combining of R.sub.1 with R.sub.2 CH.sub.3 to form C.sub.5 H.sub.1027 combining of R.sub.1 with R.sub.2 NHCOCH.sub.3 CN(a) CN(b) to form C.sub.5 H.sub.10 alone alone28 combining of R.sub.1 with R.sub.2 NHCOCH.sub.3 to form C.sub.2 H.sub.4 OC.sub.2 H.sub.429 combining of R.sub.1 with R.sub.2 CH.sub.3 to form C.sub.2 H.sub.4 OC.sub.2 H.sub.48-a alone30 combining of C.sub.2 H.sub.5 NHCOCH.sub.3 R.sub.1 with X to form C.sub.3 H.sub.631 combining of C.sub.2 H.sub.5 CH.sub.3 R.sub.1 with X to form C.sub.3 H.sub.632 combining of C.sub.2 H.sub.4 OCOCH.sub.3 NHCOCH.sub.3 R.sub.1 with X to form C.sub.3 H.sub.633 combining of C.sub.2 H.sub.4 OCH.sub.3 OH R.sub.1 with X to form C.sub.3 H.sub.68-b alone34 combining of C.sub.2 H.sub.5 NHCOCH.sub.3 R.sub.1 with X to form C.sub.3 H.sub.635 combining of C.sub.2 H.sub.5 CH.sub.3 R.sub.1 with X to form C.sub.3 H.sub.636 combining of C.sub.2 H.sub.4 OCH.sub.3 NHCOCH.sub.3 R.sub.1 with X to form C.sub.3 H.sub.637 combining of C.sub.2 H.sub.4 OCOCH.sub.3 NHCOCH.sub.3 R.sub.1 with X to form C.sub.3 H.sub.638 combining of C.sub.2 H.sub.5 CH.sub.3 CH.sub.3 R.sub.1 with X to form C.sub.3 H.sub.639 combining of R.sub.1 with X or NHCOCH.sub.3 R.sub.2 and Y to form C.sub.3 H.sub.640 combining of R.sub.1 with X or CH.sub.3 R.sub.2 with Y to form C.sub.3 H.sub.6__________________________________________________________________________No. hue coloring density light fastness__________________________________________________________________________(8-a Z: H)1 yellow 2.10 .DELTA.2 yellow 2.07 .largecircle.3 yellow 1.95 .largecircle.4 yellow 1.92 .largecircle.5 yellow 1.89 .largecircle.6 yellow 1.93 .largecircle.7 yellow 1.95 .largecircle.8 yellow 1.95 .largecircle.9 yellow 1.86 .largecircle.10 yellow 1.82 .DELTA.11 yellow 1.80 .largecircle.12 yellow 1.93 .largecircle.13 yellow 1.90 .largecircle.14 yellow 1.97 .DELTA.15 yellow 1.91 .largecircle.16 yellow 1.93 .largecircle.17 yellow 1.94 .largecircle.18 yellow 1.88 .largecircle.19 yellow 1.85 .largecircle.20 yellow 1.92 .largecircle.21 yellow 1.97 .largecircle.22 yellow 1.96 .largecircle.23 yellow 1.82 .largecircle.24 yellow 2.03 .largecircle.25 yellow 1.93 .largecircle.26 yellow 2.06 .largecircle.27 yellow 1.84 .largecircle.28 yellow 1.90 .largecircle.29 yellow 2.02 .largecircle.30 yellow 1.91 .largecircle.31 yellow 2.07 .largecircle.32 yellow 1.85 .largecircle.33 yellow 1.89 .DELTA.34 -- -- --35 -- -- --36 -- -- --37 -- -- --38 -- -- --39 -- -- --40 -- -- --(8-a Z: CN)1 red 1.97 .DELTA.2 red 1.98 .largecircle.3 red 1.93 .largecircle.4 red 1.87 .largecircle.5 red 1.82 .largecircle.6 red 1.83 .largecircle.7 red 1.87 .largecircle.8 red 1.86 .largecircle.9 red 1.81 .largecircle.10 red 1.77 .DELTA.11 red 1.73 .largecircle.12 red 1.82 .largecircle.13 red 1.80 .DELTA.14 red 1.92 .DELTA.15 red 1.85 .largecircle.16 red 1.84 .largecircle.17 red 1.90 .DELTA.18 red 1.83 .largecircle.19 red 1.79 .largecircle.20 red 1.90 .largecircle.21 red 1.92 .largecircle.22 red 1.90 .largecircle.23 red 1.84 .largecircle.24 red 1.97 .DELTA.25 red 1.88 .largecircle.26 red 1.97 .largecircle.27 red 1.80 .largecircle.28 red 1.74 .largecircle.29 red 1.91 .largecircle.30 red 1.83 .largecircle.31 red 1.99 .largecircle.32 red 1.77 .largecircle.33 red 1.80 .DELTA.34 -- -- --35 -- -- --36 -- -- --37 -- -- --38 -- -- --39 -- -- --40 -- -- --(8-b Z: H)1 yellow 2.07 .DELTA.2 yellow 2.03 .DELTA.3 yellow 1.98 .largecircle.4 yellow 1. 90 .largecircle.5 yellow 1.85 .largecircle.6 yellow 1.90 .largecircle.7 yellow 1.99 .largecircle.8 yellow 2.00 .largecircle.9 yellow 1.82 .largecircle.10 yellow 1.79 .DELTA.11 yellow 1.83 .largecircle.12 yellow 1.91 .largecircle.13 yellow 1.95 .DELTA.14 yellow 2.00 .DELTA.15 yellow 1.94 .largecircle.16 yellow 1.89 .largecircle.17 yellow 1.91 .largecircle.18 yellow 1.90 .largecircle.19 yellow 1.88 .largecircle.20 yellow 1.85 .DELTA.21 yellow 1.94 .largecircle.22 yellow 2.02 .largecircle.23 yellow 1.88 .largecircle.24 yellow 2.05 .largecircle.25 yellow 1.99 .largecircle.26 yellow 2.10 .largecircle.27 yellow 1.87 .largecircle.28 yellow 1.93 .largecircle.29 yellow 2.00 .DELTA.30 -- -- --31 -- -- --32 -- -- --33 -- -- --34 yellow 1.87 .largecircle.35 yellow 1.96 .largecircle.36 yellow 1.90 .largecircle.37 yellow 1.86 .largecircle.38 yellow 2.01 .largecircle.39 yellow 1.83 .largecircle.40 yellow 1.92 .largecircle.(8-b Z: CN)1 red 2.15 .DELTA.2 red 2.07 .DELTA.3 red 2.02 .largecircle.4 red 1.98 .largecircle.5 red 1.93 .largecircle.6 red 2.01 .largecircle.7 red 2.08 .largecircle.8 red 2.13 .largecircle.9 red 1.94 .largecircle.10 red 1.91 .DELTA.11 red 1.84 .largecircle.12 red 1.98 .largecircle.13 red 2.03 .DELTA.14 red 2.18 .DELTA.15 red 2.04 .largecircle.16 red 1.93 .largecircle.17 red 1.98 .DELTA.18 red 1.95 .largecircle.19 red 1.93 .largecircle.20 red 1.91 .DELTA.21 red 2.03 .largecircle.22 red 2.10 .largecircle.23 red 1.99 .largecircle.24 red 2.12 .DELTA.25 red 2.08 .largecircle.26 red 2.18 .largecircle.27 red 2.00 .largecircle.28 red 2.06 .largecircle.29 red 2.11 .DELTA.30 -- -- --31 -- -- --32 -- -- --33 -- -- --34 red 1.94 .largecircle.35 red 2.03 .DELTA.36 red 1.99 .largecircle.37 red 1.94 .largecircle.38 red 2.15 .DELTA.39 red 1.93 .largecircle.40 red 2.04 .largecircle.__________________________________________________________________________
(9) Dyes having the following structure: ##STR30## wherein R.sub.4 and R.sub.5 stand for a hydrogen atoms, a cyano group, a nitro group or a substituted or unsubstituted alkyl group, aryl group or aromatic heterocyclic group, a formylamino group, a sulfonylamino group, an alkoxycarbonyl group, a carbamoyl group or a sulfamoyl group.
Specific examples of the dyes represented by the general formula 9 and the performance thereof in the case of use in a thermal transfer sheet which will be described later are given in the following Table 9. ##STR31## wherein R.sub.1 to R.sub.5, X, Y and n are as defined above.
TABLE 9__________________________________________________________________________No R.sub.1 R.sub.2 2,3-R.sub.3 4-R.sub.3 X Y__________________________________________________________________________9- common to a to b1 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --CH.sub.32 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --NHCOCH.sub.33 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --NHSO.sub.2 CH.sub.34 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --H5 --C.sub.2 H.sub.4 OCH.sub.3 --C.sub.2 H.sub.5 --CH.sub.36 --C.sub.2 H.sub.4 OCH.sub.3 --C.sub.2 H.sub.5 --NHCOCH.sub.37 --C.sub.2 H.sub.4 OCOCH.sub.3 --C.sub.2 H.sub.5 --NHCOCH.sub.38 --C.sub.2 H.sub.4 OCOOCH.sub.3 --C.sub.2 H.sub.5 --CH.sub.39 --C.sub.2 H.sub.4 OCOOPh --CH.sub.3 --NHCOCH.sub.310 --C.sub.2 H.sub.4 OCH.sub.2 Ph --C.sub.2 H.sub.5 --CH.sub.311 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --NHCOCH.sub.3 --NHCOCH.sub.3 --NHCOCH.sub.3 (a) alone (b) alone12 --C.sub.2 H.sub.4 CN --C.sub.2 H.sub.5 --CH.sub.313 --C.sub.2 H.sub.4 OCH.sub.3 --C.sub.2 H.sub.4 OCH.sub.3 --CH.sub.314 --CH.sub.2 CH.dbd.CH.sub.2 --C.sub.2 H.sub.5 --H15 --C.sub.2 H.sub.4 OCO--CH.sub.3 --C.sub.2 H.sub.4 OCO--CH.sub.3 --NHCOCH.sub.316 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --CH.sub.3 --CH.sub.317 combining of R.sub.1 with R.sub.2 --CH.sub.3 to form --C.sub.5 H.sub.10 --18 combining of R.sub.1 with R.sub.2 --NHCOCH.sub.32-furyl --Ph to form --C.sub.2 H.sub.4 OC.sub.2 H.sub.4 --9-a alone19 combining of R.sub.1 --C.sub.2 H.sub.5 --CH.sub.3 with X to form --C.sub.3 H.sub.6 --20 combining of R.sub.1 --C.sub.2 H.sub.4 OCO--CH.sub.3 --NHCOCH.sub.3 with X to form --C.sub.3 H.sub.6 --9-b alone21 combining of R.sub.1 --C.sub.2 H.sub.5 --CH.sub.3 with Y to form --C.sub.3 H.sub.6 --22 combining of R.sub.1 --C.sub.2 H.sub.4 OCO--CH.sub.3 --NHCOCH.sub.3 with Y to form --C.sub.3 H.sub.6 --23 combining of R.sub.1 with X or --NHCOCH.sub.3 R.sub.2 with Y to form --C.sub.3 H.sub.6 --24 combining of R.sub.1 with X or --NHSO.sub.2 CH.sub.3 R.sub.2 with Y to form --C.sub.3 H.sub.6 --__________________________________________________________________________ coloring lightNo. R.sub.4 R.sub.5 hue density fastness__________________________________________________________________________(9-a)1 --Ph --Ph blue 2.20 .DELTA.2 --Ph --Ph blue 2.03 .largecircle.3 --Ph --Ph blue 2.04 .largecircle.4 --Ph --Ph blue 2.18 .DELTA.5 --Ph --Ph blue 2.14 .DELTA.6 --Ph --Ph blue 1.99 .largecircle.7 --Ph --Ph blue 1.93 .largecircle.8 --Ph --Ph blue 2.07 .DELTA.9 --Ph --Ph blue 1.90 .largecircle.10 --Ph --Ph blue 1.98 .DELTA.11 --Ph --Ph blue 1.90 .largecircle.12 --Ph --Ph blue 2.10 .DELTA.13 --Ph --Ph blue 2.04 .DELTA.14 --Ph --Ph blue 2.16 .DELTA.15 --Ph --Ph blue 2.08 .largecircle.16 --Ph --Ph blue 2.18 .DELTA.17 2-thienyl 2-thienyl blue 2.17 .largecircle.18 3-thienyl 2-thienyl blue 1.87 .largecircle.19 2-thienyl 3-thienyl blue 2.12 .largecircle.20 3-thienyl 3-thienyl blue 1.92 .largecircle.21 -- -- -- -- --22 -- -- -- -- --23 -- -- -- -- --24 -- -- -- -- --(9-b)1 --Ph --Ph blue 1.98 .DELTA.2 --Ph --Ph blue 1.84 .largecircle.3 --Ph --Ph blue 1.86 .largecircle.4 --Ph --Ph blue 1.93 .DELTA.5 --Ph --Ph blue 1.95 .DELTA.6 --Ph --Ph blue 1.77 .largecircle.7 --Ph --Ph blue 1.72 .largecircle.8 --Ph --Ph blue 1.90 .DELTA.9 --Ph --Ph blue 1.71 .largecircle.10 --Ph --Ph blue 1.74 .DELTA.11 --Ph --Ph blue 1.70 .largecircle.12 --Ph --Ph blue 1.92 .DELTA.13 --Ph --Ph blue 1.88 .DELTA.14 --Ph --Ph blue 1.94 .DELTA.15 --Ph --Ph blue 1.88 .largecircle.16 --Ph --Ph blue 1.91 .DELTA.17 2-thienyl 2-thienyl blue 1.72 .largecircle.18 3-thienyl 2-thienyl blue 1.73 .largecircle.19 -- -- -- -- --20 -- -- -- -- --21 --Ph 3-thienyl blue 1.68 .largecircle.22 --Ph 2-thienyl blue 1.69 .largecircle.23 3-thienyl --Ph blue 1.70 .largecircle.24 2-thienyl --Ph blue 1.66 .largecircle.__________________________________________________________________________
(10) Dyes having the following structure: ##STR32## wherein K stands for --N.dbd.N--; R.sub.4 and R.sub.5 stand for a hydrogen atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group or a substituted or unsubstituted alkyl group, allyl group, aryl group, aralkyl group, alkoxyalkyl group, alkoxy group, heterocyclic group, aralkylalkoxyalkyl group, carbamoyl group, sulfamoyl group, oxycarbonylalkyl group, oxycarbonyl group, carboxyalkyl group, formylamino group, sulfonylamino group or amino group; R.sub.6 stands for a hydrogen atom or a substituted or unsubstituted alkyl group, allyl group, aryl group, aralkyl group, alkoxyalkyl group, aralkyloxyalkyl group, allyloxyalkyl group, aryloxyalkyl group, alkoxycarbonylalkyl group, carboxyalkyl group, heterocyclic group, carbamoyl group, sulfamoyl group or cycloalkyl group.
Specific examples of the dye represented by the general formula 10 and the performance thereof in the case of use in a thermal transfer sheet are given in the following Table 10.
TABLE 10__________________________________________________________________________ ##STR33## ##STR34## ##STR35## ##STR36## ##STR37## ##STR38## ##STR39## ##STR40## ##STR41##No. R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5 R.sub.6 hue coloring light__________________________________________________________________________ fastness(10-1-a K: NN)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H CH.sub.3 H Ph red 1.81 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 CN nC.sub.4 H.sub.9 Ph red 1.87 .largecircle.3 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 CN CH.sub.3 Ph red 1.76 .DELTA.4 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 CN CH.sub.3 Ph red 1.87 .DELTA.5 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.4 OMe NHCOCH.sub.3 CN Ph nC.sub.4 H.sub.9 red 1.97 .largecircle.6 C.sub.2 H.sub.4 CN CH.sub.3 CH.sub.3 CN Ph nC.sub.4 H.sub.9 red 1.92 .DELTA.7 C.sub.2 H.sub.4 OCH.sub.2 Ph C.sub.2 H.sub.5 NHCOCH.sub.3 CN Ph nC.sub.4 H.sub.9 red 1.82 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 NO.sub.2 Ph nC.sub.4 H.sub.9 red 1.88 .DELTA.9 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 NHCOC.sub.2 H.sub.5 NO.sub.2 nC.sub.4 H.sub.9 Ph red 1.80 .DELTA.10 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 nC.sub.4 H.sub.9 CN Ph red 1.81 .DELTA.11 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 nC.sub.4 H.sub.9 CN CH.sub.2Ph red 1.78 .DELTA.12 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 NHCOCH.sub.3 nC.sub.4 H.sub.9 CN Ph red 1.72 .largecircle.13 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 nC.sub.4 H.sub.9 CN CH.sub.2Ph red 1.89 .DELTA.(10-3-a K: NN)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CN nC.sub.4 H.sub.9 CH.sub.2 Ph red 1.80 .largecircle.2 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 CN nC.sub.4 H.sub.9 CH.sub.2 Ph red 1.83 .largecircle.3 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 CN CH.sub.3 CH.sub.2 Ph red 1.76 .DELTA.4 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 CN CH.sub.3 CH.sub.2 Ph red 1.70 .DELTA.5 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.4 OMe NHCOCH.sub.3 CN Ph nC.sub.4 H.sub.9 red 1.73 .DELTA.6 C.sub.2 H.sub.4 CN CH.sub.3 CH.sub.3 CN Ph nC.sub.4 H.sub.9 red 1.82 .DELTA.7 C.sub.2 H.sub.4 OCH.sub.2 Ph C.sub.2 H.sub.5 NHCOCH.sub.3 CN Ph nC.sub.4 H.sub.9 red 1.87 .DELTA.8 -- -- -- -- -- -- -- -- --9 -- -- -- -- -- -- -- -- --(10-2-a K: NN)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CN nC.sub.4 H.sub.9 Ph red 1.84 .largecircle.2 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 CN nC.sub.4 H.sub.9 Ph red 1.83 .largecircle.3 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 CN CH.sub.3 Ph red 1.77 .DELTA.4 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 CN CH.sub.3 Ph red 1.82 .largecircle.5 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.4 OMe NHCOCH.sub.3 CN Ph nC.sub.4 H.sub.9 red 1.90 .largecircle.6 C.sub.2 H.sub.4 CN CH.sub.3 CH.sub.3 CN Ph nC.sub.4 H.sub.9 red 1.88 .largecircle.7 C.sub.2 H.sub.4 OCH.sub.2 Ph C.sub.2 H.sub.5 NHCOCH.sub.3 CN Ph nC.sub.4 H.sub.9 red 1.84 .DELTA.8 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 NO.sub.2 Ph nC.sub.4 H.sub.9 red 1.80 .DELTA.9 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 NHCOC.sub.2 H.sub.5 NO.sub.2 nC.sub.4 H.sub.9 Ph red 1.76 .DELTA.10 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 CN CN Ph red 1.89 .largecircle.(10-1-b K: NN)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CN nC.sub.4 H.sub.9 Ph red 1.78 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 CN nC.sub.4 H.sub.9 Ph red 1.83 .largecircle.3 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 CN CH.sub.3 Ph red 1.73 .DELTA.4 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 CN CH.sub.3 Ph red 1.89 .largecircle.5 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.4 OMe NHCOCH.sub.3 CN Ph nC.sub.4 H.sub.9 red 1.92 .largecircle.6 C.sub.2 H.sub.4 CN CH.sub.3 CH.sub.3 CN Ph nC.sub.4 H.sub.9 red 1.96 .DELTA.7 C.sub.2 H.sub.4 OCH.sub.2 Ph C.sub.2 H.sub.5 NHCOCH.sub.3 CN Ph nC.sub.4 H.sub.9 red 1.80 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 NO.sub.2 Ph nC.sub.4 H.sub.9 red 1.73 .DELTA.9 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 NHCOC.sub.2 H.sub.5 NO.sub.2 nC.sub.4 H.sub.9 Ph red 1.75 .DELTA.10 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 CN CN CH.sub.2 Ph red 1.84 .largecircle.(10-2-b K: NN)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CN nC.sub.4 H.sub.9 Ph red 1.77 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 CN nC.sub.4 H.sub.9 Ph red 1.80 .largecircle.3 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 CN CH.sub.3 Ph red 1.79 .DELTA.4 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 CN CH.sub.3 Ph red 1.82 .DELTA.5 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.4 OMe NHCOCH.sub.3 CN Ph nC.sub.4 H.sub.9 red 1.87 .largecircle.6 C.sub.2 H.sub.4 CN CH.sub.3 CH.sub.3 CN Ph nC.sub.4 H.sub.9 red 1.90 .DELTA.7 C.sub.2 H.sub.4 OCH.sub.2 Ph C.sub.2 H.sub.5 NHCOCH.sub.3 CN Ph nC.sub.4 H.sub.9 red 1.77 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 NO.sub.2 Ph nC.sub.4 H.sub.9 red 1.70 .largecircle.9 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 NHCOC.sub.2 H.sub.5 NO.sub.2 nC.sub.4 H.sub.9 Ph red 1.72 .largecircle.(10-1-c K: NN)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CN nC.sub.4 H.sub.9 Ph red 1.18 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 CN nC.sub.4 H.sub.9 Ph red 1.85 .largecircle.3 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 CN CH.sub.3 Ph red 1.78 .DELTA.4 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 CN CH.sub.3 Ph red 1.89 .DELTA.5 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.4 OMe NHCOCH.sub.3 CN Ph nC.sub.4 H.sub.9 red 1.90 .largecircle.6 C.sub.2 H.sub.4 CN CH.sub.3 CH.sub.3 CN Ph nC.sub.4 H.sub.9 red 1.91 .DELTA.7 C.sub.2 H.sub.4 OCH.sub.2 Ph C.sub.2 H.sub.5 NHCOCH.sub.3 CN Ph nC.sub.4 H.sub.9 red 1.78 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 N92 Ph nC.sub.4 H.sub.9 red 1.84 .DELTA.9 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 NHCOC.sub.2 H.sub.5 NO.sub.2 nC.sub.4 H.sub.9 Ph red 1.75 .DELTA.10 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 nC.sub.4 H.sub.9 CN Ph red 1.82 .largecircle.(10-2-c K: NN)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CN nC.sub.4 H.sub.9 Ph red 1.78 .largecircle.2 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 CN nC.sub.4 H.sub.9 Ph red 1.84 .largecircle.3 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 CN CH.sub.3 Ph red 1.78 .DELTA.4 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 CN CH.sub.3 Ph red 1.75 .DELTA.5 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.4 OMe NHCOCH.sub.3 CN Ph nC.sub.4 H.sub.9 red 1.70 .largecircle.6 C.sub.2 H.sub.4 CN CH.sub.3 CH.sub.3 CN Ph nC.sub.4 H.sub.9 red 1.84 .DELTA.7 C.sub.2 H.sub.4 OCH.sub.2 Ph C.sub.2 H.sub.5 NHCOCH.sub.3 CN Ph nC.sub.4 H.sub.9 red 1.85 .DELTA.8 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 NO.sub.2 Ph nC.sub.4 H.sub.9 red 1.72 .largecircle.9 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 NHCOC.sub.2 H.sub.5 NO.sub.2 nC.sub.4 H.sub.9 Ph red 1.75 .DELTA.(10-3-c K: NN)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CN nC.sub.4 H.sub.9 Ph red 1.85 .largecircle.2 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 CN nC.sub.4 H.sub.9 Ph red 1.82 .largecircle.3 C.sub.2 H.sub.4 QCH.sub.3 C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 CN CH.sub.3 Ph red 1.82 .DELTA.4 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 CN CH.sub.3 Ph red 1.77 .DELTA.5 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.4 OMe NHCOCH.sub.3 CN Ph nC.sub.4 H.sub.9 red 1.90 .DELTA.6 C.sub.2 H.sub.4 CN CH.sub.3 CH.sub.3 CN Ph nC.sub.4 H.sub.9 red 1.84 .DELTA.7 C.sub.2 H.sub.4 OCH.sub.2 Ph C.sub.2 H.sub.5 NHCOCH.sub.3 CN Ph nC.sub.4 H.sub.9 red 1.78 .DELTA.8 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 NO.sub.2 Ph nC.sub.4 H.sub.9 red 1.76 .DELTA.9 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 NHCOC.sub.2 H.sub.5 NO.sub.2 nC.sub.4 H.sub.9 Ph red 1.87 .DELTA.__________________________________________________________________________
(11) Dyes having the following structure: ##STR42## wherein K stands for --N.dbd.N--; R.sub.4 and R.sub.5 stand for a hydrogen atom, a halogen atom, a cyano group, a nitro group or a substituted or unsubstituted amino group, formylamino group, sulfonylamino group, alkyl group, allyl group, aryl group, aralkyl group, alkoxyalkyl group, aralkyloxyalkyl group, allyloxyalkyl group, aryloxyalkyl group, carbamoyl group, sulfamoyl group, oxycarbonyl group or heterocyclic group; R.sub.6 stands for a hydrogen atom or a substituted or unsubstituted alkyl group, allyl group, aryl group, aralkyl group, alkoxyalkyl group, aralkyloxyalkyl group, allyloxyalkyl group, aryloxyalkyl group, alkoxycarbonylalkyl group, carboxyalkyl group, heterocyclic group, carbamoyl group, sulfamoyl group or cycloalkyl group.
Specific examples of the dye represented by the general formula 11 and the performance thereof in the case of use in a thermal transfer sheet are given in the following Table 11.
TABLE 11__________________________________________________________________________ ##STR43## ##STR44## ##STR45## ##STR46## ##STR47## ##STR48##No. R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5 R.sub.6__________________________________________________________________________1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CN Ph nC.sub.4 H.sub.92 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 CN Ph nC.sub.4 H.sub.93 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 CN Ph nC.sub.4 H.sub.94 C.sub.2 H.sub.4 OH C.sub.2 H.sub.5 H CN Ph nC.sub.4 H.sub.95 C.sub.2 H.sub.4 CN C.sub.2 H.sub.5 NHCOCH.sub.3 CN Ph nC.sub.4 H.sub.96 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 CN Ph nC.sub.4 H.sub.97 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.5 NHCOCH.sub.3 NO.sub.2 Ph nC.sub.4 H.sub.98 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.4 OCOCH.sub.3 CH.sub.3 CN Ph nC.sub.4 H.sub.99 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.4 OMe NHCOCH.sub.3 CN Ph nC.sub.4 H.sub.910 C.sub.2 CHCH.sub.2 C.sub.2 H.sub.5 NHCOCH.sub.3 CN Ph isoC.sub.3 H.sub.711 C.sub.2 H.sub.4 OCOOCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 CN Ph nC.sub.4 H.sub.9__________________________________________________________________________No. hue coloring density light fastness__________________________________________________________________________11-1-a K: NN1 red 1.64 .largecircle.2 red 1.81 .largecircle.3 red 1.77 .largecircle.4 red 1.74 .DELTA.5 red 1.79 .DELTA.6 red 1.83 .largecircle.7 red 1.72 .largecircle.8 red 1.69 .largecircle.9 red 1.73 .largecircle.10 red 1.76 .DELTA.11 red 1.70 .DELTA.11-1-b K: NN1 red 1.65 .largecircle.2 red 1.83 .largecircle.3 red 1.75 .largecircle.4 red 1.76 .DELTA.5 red 1.78 .DELTA.6 red 1.83 .largecircle.7 red 1.71 .largecircle.8 red 1.65 .largecircle.9 red 1.74 .largecircle.10 red 1.76 .DELTA.11 red 1.74 .DELTA.11-1-c K: NN1 red 1.73 .largecircle.2 red 1.91 .largecircle.3 red 1.75 .largecircle.4 red 1.81 .DELTA.5 red 1.86 .largecircle.6 red 1.73 .largecircle.7 red 1.80 .largecircle.8 red 1.70 .DELTA.9 red 1.77 .largecircle.10 red 1.84 .DELTA.11 red 1.81 .largecircle.11-2-a K: NN1 red 1.74 .largecircle.2 red 1.83 .largecircle.3 red 1.79 .largecircle.4 red 1.84 .DELTA.5 red 1.89 .largecircle.6 red 1.83 .DELTA.7 red 1.73 .largecircle.8 red 1.71 .largecircle.9 red 1.79 .largecircle.10 red 1.75 .largecircle.11 red 1.73 .DELTA.11-2-b K: NN1 red 1.72 .largecircle.2 red 1.83 .largecircle.3 red 1.79 .largecircle.4 red 1.81 .DELTA.5 red 1.91 .largecircle.6 red 1.87 .DELTA.7 red 1.76 .largecircle.8 red 1.72 .largecircle.9 red 1.77 .largecircle.10 red 1.73 .largecircle.11 red 1.76 .DELTA.11-2-c K: NN1 red 1.74 .largecircle.2 red 1.79 .largecircle.3 red 1.81 .largecircle.4 red 1.84 .DELTA.5 red 1.87 .largecircle.6 red 1.81 .largecircle.7 red 1.71 .DELTA.8 red 1.73 .DELTA.9 red 1.68 .largecircle.10 red 1.74 .largecircle.11 red 1.77 .DELTA.__________________________________________________________________________
(12) Dyes having the following structure: ##STR49## wherein K stands for --N.dbd.N--; R.sub.4 and R.sub.5 stand for a hydrogen atom, a halogen atom, a cyano group, a nitro group or a substituted or unsubstituted amino group, formylamino group, sulfonylamino group, alkyl group, allyl group, aryl group, aralkyl group, alkoxyalkyl group, aralkyloxyalkyl group, aryloxyalkyl group, carbamoyl group, sulfamoyl group, oxycarbonyl group, heterocyclic group or alkoxycarbonyl group; R.sub.6 stands for a hydrogen atom or a substituted or unsubstituted alkyl group, allyl group, aryl group, aralkyl group, alkoxyalkyl group, aralkyloxyalkyl group, allyloxyalkyl group, aryloxyalkyl group, alkoxycarbonylalkyl group, carboxyalkyl group, heterocyclic group, carbamoyl group, sulfamoyl group or cycloalkyl group.
Specific examples of the dye represented by the general formula 12 and the performance thereof in the case of use in a thermal transfer sheet are given in the following Table 12.
TABLE 12__________________________________________________________________________ ##STR50## ##STR51## ##STR52##No. R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5 R.sub.6__________________________________________________________________________1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 CN CN nC.sub.4 H.sub.92 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CN CN Ph3 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 NHCOC.sub.2 H.sub.5 CN CN nC.sub.4 H.sub.94 C.sub.2 H.sub.4 CN C.sub.2 H.sub.5 CH.sub.3 CN CN nC.sub.4 H.sub.95 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.5 NHSO2CH.sub.3 CN CN nC.sub.4 H.sub.96 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.4 OMe NHCOCH.sub.3 CN CN nC.sub.4 H.sub.97 C.sub.2 H.sub.4 OCOOCH.sub.3 C.sub.2 H.sub.5 H CN CN nC.sub.6 H.sub.138 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.4 OCOCH.sub.3 CH.sub.3 CN CN cyclohexyl9 C.sub.2 H.sub.4 OH C.sub.2 H.sub.5 NHCOCH.sub.3 CN CN Ph__________________________________________________________________________No. hue coloring density light fastness__________________________________________________________________________9-a K: NN1 reddish orange 1.85 .largecircle.2 reddish orange 1.90 .DELTA.3 reddish orange 1.84 .largecircle.4 reddish orange 1.82 .DELTA.5 reddish orange 1.77 .largecircle.6 reddish orange 1.75 .largecircle.7 reddish orange 1.80 .DELTA.8 reddish orange 1.71 .largecircle.9 reddish orange 1.82 .largecircle.9-b K: NN1 red 1.92 .largecircle.2 red 2.01 .DELTA.3 red 1.95 .largecircle.4 red 1.90 .DELTA.5 red 1.87 .largecircle.6 red 1.85 .largecircle.7 red 1.92 .DELTA.8 red 1.93 .largecircle.9 red 2.00 .largecircle.9-c K: NN1 reddish orange 1.84 .largecircle.2 reddish orange 1.91 .DELTA.3 reddish orange 1.85 .largecircle.4 reddish orange 1.80 .DELTA.5 reddish orange 1.77 .largecircle.6 reddish orange 1.76 .largecircle.7 reddish orange 1.78 .largecircle.8 reddish orange 1.70 .largecircle.9 reddish orange 1.80 .largecircle.__________________________________________________________________________
(13) Dyes having the following structure: ##STR53## wherein K stands for --N.dbd.N--; and Q' stands for a ring comprising carbon, hydrogen, nitrogen, oxygen and sulfur and examples thereof include the following rings: ##STR54## wherein R.sub.4 and R.sub.5 stand for a hydrogen atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, an amide group or a substituted or unsubstituted alkyl group, allyl group, aryl group, aralkyl group, alkoxyalkyl group, alkoxy group, heterocyclic group, oxycarbonyl group, carboxyl group, carbamoyl group, sulfamoyl group, formylamino group or sulfonylamino group; R.sub.6 stands for a hydrogen atom or a substituted or unsubstituted alkyl group, allyl group, aryl group, aralkyl group, heterocyclic group, alkoxyalkyl group, oxycarbonylalkyl group, carboxyalkyl group, carbamoyl group, sulfamoyl group or cycloalkyl group; and m is an integer of 0 to 4. ##STR55##
Specific examples of the dye represented by the general formula 13 and the performance thereof in the case of use in a thermal transfer sheet are given in the following Table 13.
TABLE 13__________________________________________________________________________ coloring lightNo. R.sub.1 R.sub.2 R.sub.3 R.sub.4 hue density fastness__________________________________________________________________________13-1-a K: --N.dbd.N--1 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --H --H red 1.92 .DELTA.2 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OH --CH3 2,3-di (isoC3H7) red 1.82 .largecircle.3 --C.sub.2 H.sub.5 --CH.dbd.CH.sub.2 --H 2-C.sub.2 H.sub.4 Ph red 1.78 .DELTA.4 --C.sub.2 H.sub.5 --Ph --Cl 4-OC.sub.4 H.sub.9 red 1.80 .DELTA.5 --C.sub.2 H.sub.5 --CH.dbd.CHOCOCH.sub.3 --NHCOCH3 2-NHCOCH.sub.3 red 1.75 .largecircle.6 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 COOCH.sub.3 --OH --H red 1.83 .largecircle.7 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 --NHSO2CH3 2-SO.sub.2 NHCH.sub.3 red 1.72 .largecircle.8 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --NHCOCH3 3-CN red 1.77 .DELTA.9 --C.sub.2 H.sub.5 --H --NHCOCH3 2-NO.sub.2 red 1.75 .DELTA.10 --C.sub.2 H.sub.5 --CH2Ph --OC.sub.2 H.sub.5 1-COOC.sub.3 H.sub.7 red 1.81 .DELTA.11 --C.sub.2 H.sub.4 --COCH.sub.3 --C.sub.2 H.sub.4 OCOCH.sub.3 --CONHCH3 1-Ph red 1.76 .largecircle.12 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOPh --SO2NHC3H7 1-CH.dbd.CH(CH.sub.3) red 1.74 .largecircle.13-1-b K: --N.dbd.N--1 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --H --H red 1.91 .DELTA.2 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OH --CH3 2,3-di (isoC3H7) red 1.88 .largecircle.3 --C.sub.2 H.sub.5 --CH.dbd.CH.sub.2 --H 2-C.sub.2 H.sub.4 Ph red 1.78 .DELTA.4 --C.sub.2 H.sub.5 --Ph --Cl 4-OC.sub.4 H.sub.9 red 1.80 .DELTA.5 --C.sub.2 H.sub.5 --CH.dbd.CHOCOCH.sub.3 --NHCOCH.sub.3 2-NHCOCH.sub.3 red 1.74 .largecircle.6 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 COOCH.sub.3 --OH --H red 1.77 .largecircle.7 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 --NHSO2CH3 2-SO.sub.2 NHCH.sub.3 red 1.77 .DELTA.8 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --NHCOCH.sub.3 3-CN red 1.77 .DELTA.9 --C.sub.2 H.sub.5 --H --NHCOCH.sub.3 2-NO.sub.2 red 1.80 .DELTA.10 --C.sub.2 H.sub.5 --CH2Ph --OC.sub.2 H.sub.5 1-COOC.sub.3 H.sub.7 red 1.83 .DELTA.11 --C.sub.2 H.sub.4 --COCH.sub.3 --C.sub.2 H.sub.4 OCOCH.sub.3 --CONHCH.sub.3 1-Ph red 1.82 .largecircle.12 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOPh --SO2NHC3H7 1-CH.dbd.CH(CH.sub.3) red 1.79 .largecircle.13-1-c K: --N.dbd.N--1 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --H --H red 1.93 .DELTA.2 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OH --CH.sub.3 2,3-di (isoC3H7) red 1.80 .largecircle.3 --C.sub.2 H.sub.5 --CH.dbd.CH.sub.2 --H 2-C.sub.2 H.sub.4 Ph red 1.77 .DELTA.4 --C.sub.2 H.sub.5 --Ph --Cl 4-OC.sub.4 H.sub.9 red 1.81 .DELTA.5 --C.sub.2 H.sub.5 --CH.dbd.CHOCOCH.sub.3 --NHCOCH3 2-NHCOCH.sub.3 red 1.74 .largecircle.6 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 COOCH.sub.3 --OH --H red 1.82 .largecircle.7 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 --NHSO2CH3 2-SO.sub.2 NHCH.sub.3 red 1.77 .largecircle.8 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --NHCOCH3 3-CN red 1.76 .DELTA.9 --C.sub.2 H.sub.5 --H --NHCOCH3 2-NO.sub.2 red 1.75 .DELTA.10 --C.sub.2 H.sub.5 --CH2Ph --OC.sub.2 H.sub.5 1-COOC.sub.3 H.sub.7 red 1.79 .DELTA.11 --C.sub.2 H.sub.4 O--COCH.sub.3 --C.sub.2 H.sub.4 OCOCH.sub.3 --CONHCH3 1-Ph red 1.78 .largecircle.12 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --SO2NHC3H7 1-CH.dbd.CH(CH.sub.3) red 1.72 .largecircle.__________________________________________________________________________NO. R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5__________________________________________________________________________(13-2-a K: --N.dbd.N--)1 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --H --H --H2 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OH --CH3 --H --C.sub.2 H.sub.53 --C.sub.2 H.sub.5 --CH.dbd.CH.sub.2 --H --CH3 --CH34 --C.sub.2 H.sub.5 --Ph --Cl --CH3 --OC.sub.2 H.sub.55 --C.sub.2 H.sub.5 --CH.dbd.CHOCOCH.sub.3 --NHCOCH3 --CH.sub.3 --C.sub.2 H.sub.4 Ph6 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 COOCH.sub.3 --OH --CH3 --NHCOCH37 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 --NHSO2CH3 --H --NHCOCH.sub.38 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --NHCOCH3 --H --CN9 --C.sub.2 H.sub.5 --H --NHCOCH3 --H --NO.sub.210 --C.sub.2 H.sub.5 --CH2Ph --OC.sub.2 H.sub.5 --H --Cl11 --C.sub.2 H.sub.4 OCOCH.sub.3 --C.sub.2 H.sub.4 OCOCH.sub.3 --CONHCH3 --H --Ph12 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOPh --SO2NHC3H7 --H --CH.dbd.CH.sub.2__________________________________________________________________________No. hue coloring density light fastness__________________________________________________________________________1 red 1.89 .DELTA.2 red 1.87 .largecircle.3 red 1.80 .DELTA.4 red 1.83 .DELTA.5 red 1.81 .largecircle.6 red 1.92 .largecircle.7 red 1.83 .largecircle.8 red 1.79 .largecircle.9 red 1.75 .largecircle.10 red 1.80 .DELTA.11 red 1.77 .largecircle.12 red 1.74 .largecircle.__________________________________________________________________________(13-2-b K: --N.dbd.N--)NO. R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5__________________________________________________________________________1 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --H --H --H2 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OH --CH3 --H --C.sub.2 H.sub.53 --C.sub.2 H.sub.5 --CH.dbd.CH.sub.2 --H --CH3 --CH34 --C.sub.2 H.sub.5 --Ph --Cl --CH3 --OC.sub.2 H.sub.55 --C.sub.2 H.sub.5 --CH.dbd.CHOCOCH.sub.3 --NHCOCH.sub.3 --CH.sub.3 --C.sub.2 H.sub.4 Ph6 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 COOCH.sub.3 --OH --CH3 --NHCOCH37 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 --NHSO2CH.sub.3 --H --NHCOCH.sub.38 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --NHCOCH.sub.3 --H --CN9 --C.sub.2 H.sub.5 --H --NHCOCH.sub.3 --H --NO.sub.210 --C.sub.2 H.sub.5 --CH.sub.2 Ph --OC.sub.2 H.sub.5 --H --Cl11 --C.sub.2 H.sub.4 OCOCH.sub.3 --C.sub.2 H.sub.4 OCOCH.sub.3 --CONHCH.sub.3 --H --Ph12 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOPh --SO.sub.2 NHC.sub.3 H.sub.7 --H 'CH.dbd.CH.sub.2__________________________________________________________________________No. hue coloring density light fastness__________________________________________________________________________1 red 1.93 .DELTA.2 red 1.84 .largecircle.3 red 1.76 .DELTA.4 red 1.81 .DELTA.5 red 1.74 .largecircle.6 red 1.80 .largecircle.7 red 1.72 .largecircle.8 red 1.75 .DELTA.9 red 1.71 .DELTA.10 red 1.80 .DELTA.11 red 1.80 .largecircle.12 red 1.72 .largecircle.__________________________________________________________________________13-2-c K: --N.dbd.N--)NO. R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5__________________________________________________________________________1 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --H --H --H2 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OH --CH.sub.3 --H --C.sub.2 H.sub.53 --C.sub.2 H.sub.5 --CH.dbd.CH.sub.2 --H --CH3 --CH34 --C.sub.2 H.sub.5 --Ph --Cl --CH3 --OC.sub.2 H.sub.55 --C.sub.2 H.sub.5 --CH.dbd.CHOCOCH.sub.3 --NHCOCH.sub.3 --CH.sub.3 --C.sub.2 H.sub.4 Ph6 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 COOCH.sub.3 --OH --CH3 --NHCOCH.sub.37 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 --NHSO.sub.2 CH.sub.3 --H --NHCOCH.sub.38 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --NHCOCH.sub.3 --H --CN9 --C.sub.2 H.sub.5 --H --NHCOCH.sub.3 --H --NO.sub.210 --C.sub.2 H.sub.5 --CH2Ph --OC.sub.2 H.sub.5 --H --Cl11 --C.sub.2 H.sub.4 OCOCH.sub.3 --C.sub.2 H.sub.4 OCOCH.sub.3 --CONHCH.sub.3 --H --Ph12 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOPh --SO2NHC.sub.3 H.sub.7 --H --CH.dbd.CH.sub.2__________________________________________________________________________NO. hue coloring density light fastness__________________________________________________________________________1 red 1.93 .DELTA.2 red 1.85 .largecircle.3 red 1.80 .DELTA.4 red 1.70 .DELTA.5 red 1.77 .largecircle.6 red 1.80 .largecircle.7 red 1.70 .largecircle.8 red 1.76 .DELTA.9 red 1.74 .DELTA.10 red 1.80 .DELTA.11 red 1.80 .largecircle.12 red 1.72 .largecircle.__________________________________________________________________________
(14) Dyes having the following structure: ##STR56## wherein K stands for --N.dbd.N--; and Q' stands for a ring comprising carbon, hydrogen, nitrogen, oxygen and sulfur and examples thereof include the following rings: ##STR57## wherein R.sub.4 stands for a hydrogen atom or a substituted or unsubstituted alkyl group, allyl group, aryl group, aralkyl group, heterocyclic group, alkoxyalkyl group, oxycarbonylalkyl group, carboxyalkyl group, carbamoyl group, sulfamoyl group or cycloalkyl group; and R.sub.5 and R.sub.6 stand for a hydrogen atom, a halogen atom, a cyano group, a nitro group or a substituted or unsubstituted amino group, formylamino group, sulfonylamino group, ureido group, alkyl group, allyl group, vinyl group, aryl group, aralkyl group, alkoxyalkyl group, aralkyloxyalkyl group, allyloxyalkyl group, aryloxyalkyl group, carbamoyl group, sulfamoyl group, oxycarbonyl group, carboxy group, alkoxycarbonylalkyl group, carboxyalkyl group, heterocyclic group, alkoxycarboxyalkyl group, thioalkyl group, mercapto group or cycloalkyl group.
TABLE 14______________________________________(common to all the compounds 14)______________________________________No. R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5______________________________________1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 nC.sub.4 H.sub.9 H2 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 nC.sub.4 H.sub.9 H3 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 NHCOC.sub.2 H.sub.5 nC.sub.4 H.sub.9 H4 C.sub.2 H.sub.4 OCH.sub.2 Ph C.sub.2 H.sub.5 CH.sub.3 nC.sub.4 H.sub.9 H5 C.sub.2 H.sub.4 CN C.sub.2 H.sub.5 CH.sub.3 nC.sub.4 H.sub.9 H______________________________________ ##STR58## ##STR59## ##STR60##No. hue coloring density light fastness______________________________________14-1-a K: NN1 purplish red 1.76 .largecircle.2 purplish red 1.70 .DELTA.3 purplish red 1.79 .largecircle.4 purplish red 1.67 .largecircle.5 purplish red 1.72 .DELTA.14-1-b K: NN1 purplish red 1.78 .largecircle.2 purplish red 1.70 .DELTA.3 purplish red 1.81 .largecircle.4 purplish red 1.65 .largecircle.5 purplish red 1.73 .DELTA.14-1-c K: NN1 purplish red 1.80 .largecircle.2 purplish red 1.75 .largecircle.3 purplish red 1.82 .largecircle.4 purplish red 1.69 .largecircle.5 purplish red 1.75 .largecircle.______________________________________ ##STR61## ##STR62## ##STR63##where in all the compounds a to c, R.sub.6 is H.______________________________________14-2-a K: NN1 purplish red 1.92 .largecircle.2 purplish red 1.85 .largecircle.3 purplish red 1.96 .largecircle.4 purplish red 1.89 .largecircle.5 purplish red 1.80 .DELTA.14-2-b K: NN1 purplish red 1.74 .largecircle.2 purplish red 1.72 .DELTA.3 purplish red 1.83 .largecircle.4 purplish red 1.69 .DELTA.5 purplish red 1.72 .DELTA.14-2-c K: NN1 purplish red 1.79 .largecircle.2 purplish red 1.84 .largecircle.3 purplish red 1.89 .largecircle.4 purplish red 1.73 .largecircle.5 purplish red 1.75 .largecircle.______________________________________
(15) Dyes represented by the following structural formulae: ##STR64## (intermediate: a residue of intermediate A or B) wherein R.sub.4 to R.sub.6 will be defined below. ##STR65## Definition of R.sub.4, R.sub.5 and R.sub.6 :
A hydrogen atom, a halogen atom, a cyano group, a nitro group or a substituted or unsubstituted alkyl group, allyl group, aryl group, aralkyl group, alkoxyalkyl group, aralkyloxyalkyl group, thioalkyl group, allyloxyalkyl group, aryloxyalkyl group, carbamoyl group, sulfamoyl group, oxycarbonyl group, amino group, formylamino group, sulfonylamino group, alkoxycarbonylalkyl group, heterocyclic group, cycloalkyl group, alkylthio group, alkylsulfinyl group or alkylsulfonyl group.
Definition of R.sub.7 :
A hydrogen atom, a halogen atom or a substituted or unsubstituted alkyl group, allyl group, aryl group, aralkyl group, alkoxyalkyl group, aralkyloxyalkyl group, aryloxyalkyl group, heterocyclic group or cycloalkyl group.
Definition of R.sub.8 :
A hydrogen atom, a halogen atom, a cyano group, a nitro group or a substituted or unsubstituted alkylcarbonyl group, amino group, arylcarbonyl group, aralkylcarbonyl group, oxycarbonyl group, heterocyclic carbonyl group, aryl group or allyl group or a substituted or unsubstituted alkyl group, allyl group, carbamoyl group, formylamino group, sulfonylamino group, sulfamoyl group or cycloalkyl group.
Specific examples of the dye represented by the general formula 15 and the performance thereof in the case of use in a thermal transfer sheet are given in the following Table 15.
TABLE 15__________________________________________________________________________(15-1-a)No. R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5 R.sub.6__________________________________________________________________________1 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --H --CN --C.sub.4 H.sub.9 --H2 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OH --CH.sub.3 --CN --C.sub.4 H.sub.9 --H3 --C.sub.2 H.sub.5 --CH.dbd.CH.sub.2 --H --CN --C.sub.4 H.sub.9 --H4 --C.sub.2 H.sub.5 --Ph --Cl --CN --Ph --H5 --C.sub.2 H.sub.5 --CH.dbd.CHOCOCH.sub.3 --NHCOCH.sub.3 --CN --Ph --CH.sub.36 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 COOCH.sub.3 --OH --NO.sub.2 --C.sub.4 H.sub.9 --H7 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 --NHSO.sub.3 CH.sub.3 --NO.sub.2 --C.sub.4 H.sub.9 --H8 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --NHCOCH.sub.3 --CN --C.sub.4 H.sub.9 --CH.sub.39 --C.sub.2 H.sub.5 --H --NHCOCH.sub.3 --NO.sub.2 --Ph --H10 --C.sub.2 H.sub.5 --CH2Ph --OC.sub.2 H.sub.5 --CN --Ph --H11 --C.sub.2 H.sub.4 OCOCH.sub.3 --C.sub.2 H.sub.4 OCOOCH.sub.3 --CONHCH.sub.3 --CH.sub.3 --C.sub.4 H.sub.9 --CH.sub.312 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --SO.sub.2 NHC.sub.3 H7 --CH.sub.3 --C.sub.4 H.sub.9 --H__________________________________________________________________________NO. hue coloring density light fastness__________________________________________________________________________1 red 1.95 .DELTA.2 red 1.92 .largecircle.3 red 1.93 .DELTA.4 red 1.87 .DELTA.5 red 1.88 .DELTA.6 red 1.90 .largecircle.7 red 1.81 .largecircle.8 red 1.80 .largecircle.9 red 1.81 .largecircle.10 red 1.84 .DELTA.11 red 1.89 .largecircle.12 red 1.83 .largecircle.__________________________________________________________________________(15-1-b)NO. R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5 R.sub.6__________________________________________________________________________1 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --H --CN --C.sub.4 H.sub.9 --H2 --C.sub.2 H.sub.5 'C.sub.2 H.sub.4 OH --CH.sub.3 --CN --C.sub.4 H.sub.9 --H3 --C.sub.2 H.sub.5 --CH.dbd.CH.sub.2 --H --CN --C.sub.4 H.sub.9 --H4 --C.sub.2 H.sub.5 --Ph --Cl --CN --Ph --H5 --C.sub.2 H.sub.5 --CH.dbd.CHOCCCH.sub.3 --NHCOCH.sub.3 --CN --Ph --CH.sub.36 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 COOCH.sub.3 --OH --NO.sub.2 --C.sub.4 H.sub.9 --H7 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 --NHSO2CH.sub.3 --NO.sub.2 --C.sub.4 H.sub.9 --H8 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --NHCOCH.sub.3 --CN --C.sub.4 H.sub.9 --CH.sub.39 --C.sub.2 H.sub.5 --H --NHCOCH.sub.3 --NO.sub.2 --Ph --H10 --C.sub.2 H.sub.5 --CH.sub.2 Ph --OC.sub.2 H.sub.5 --CN --Ph --H11 --C.sub.2 H.sub.4 OCOCH.sub.3 --C.sub.2 H.sub.4 OCOOCH.sub.3 --CONHCH.sub.3 --CH.sub.3 --C.sub.4 H.sub.9 --CH.sub.312 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --SO2NHC.sub.3 H.sub.7 --CH.sub.3 --C.sub.4 H.sub.9 --H__________________________________________________________________________NO. hue coloring density light fastness__________________________________________________________________________1 red 2.05 .DELTA.2 red 2.04 .largecircle.3 red 2.10 .DELTA.4 red 1.97 .largecircle.5 red 1.99 .largecircle.7 red 2.00 .largecircle.8 red 1.95 .largecircle.9 red 1.97 .largecircle.10 red 1.97 .DELTA.11 red 2.01 .largecircle.12 red 1.93 .largecircle.__________________________________________________________________________(15-1-c)NO. R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5 R.sub.6__________________________________________________________________________1 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --H --CN --C.sub.4 H.sub.9 --H2 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OH --CH.sub.3 --CN --C.sub.4 H.sub.9 --H3 --C.sub.2 H.sub.5 --CH.dbd.CH.sub.2 --H --CN --C.sub.4 H.sub.9 --H4 --C.sub.2 H.sub.5 --Ph --Cl --CN --Ph --H5 --C.sub.2 H.sub.5 --CH.dbd.CHOCOCH.sub.3 --NHCOCH.sub.3 --CN --Ph --CH.sub.36 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 COOCH.sub.3 --OH --NO.sub.2 --C.sub.4 H.sub.9 --H7 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 --NHSO.sub.3 CH.sub.3 --NO.sub.2 --C.sub.4 H.sub.9 --H8 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --NHCOCH.sub.3 --CN --C.sub.4 H.sub.9 --CH.sub.39 --C.sub.2 H.sub.5 --H --NHCOCH.sub.3 --NO.sub.2 --Ph --H10 --C.sub.2 H.sub.5 --CH.sub.2 Ph --OC.sub.2 H.sub.5 --CN --Ph --H11 --C.sub.2 H.sub.4 OCOCH.sub.3 --C.sub.2 H.sub.4 OCOOCH.sub.3 --CONHCH.sub.3 --CH.sub.3 --C.sub.4 H.sub.9 --CH.sub.312 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --SO.sub.2 NHC.sub.3 H.sub.7 --CH.sub.3 --C.sub.4 H.sub.9 --H__________________________________________________________________________NO. hue coloring density light fastness__________________________________________________________________________1 red 1.94 .DELTA.2 red 1.90 .largecircle.3 red 1.94 .DELTA.4 red 1.88 .DELTA.5 red 1.86 .largecircle.6 red 1.71 .largecircle.7 red 1.82 .largecircle.8 red 1.84 .largecircle.9 red 1.83 .largecircle.10 red 1.85 .largecircle.11 red 1.90 .DELTA.12 red 1.81 .largecircle.__________________________________________________________________________(15-2-a)No. R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5__________________________________________________________________________1 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --H --CN --C.sub.4 H.sub.92 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OH --CH.sub.3 --CN --C.sub.4 H.sub.93 --C.sub.2 H.sub.5 --CH.dbd.CH.sub.2 --H --CN --C.sub.4 H.sub.94 --C.sub.2 H.sub.5 --Ph --Cl --CN --Ph5 --C.sub.2 H.sub.5 --CH.dbd.CHOCOCH.sub.3 --NHCOCH.sub.3 --CN --Ph6 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 COOCH.sub.3 --OH --NO.sub.2 --C.sub.4 H.sub.97 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 --NHSO.sub.2 CH.sub.3 --NO.sub.2 --C.sub.4 H.sub.98 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --NHCOCH.sub.3 --CN --C.sub.4 H.sub.99 --C.sub.2 H.sub.5 --H --NHCOCH.sub.3 --NO.sub.2 --Ph10 --C.sub.2 H.sub.5 --CH.sub.2 Ph --OC.sub.2 H.sub.5 --CN --Ph11 --C.sub.2 H.sub.4 OCOCH.sub.3 --C.sub.2 H.sub.4 OCOOCH.sub.3 --CONHCH.sub.3 --CH.sub.3 --C.sub.4 H.sub.912 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --SO2NHC.sub.3 H.sub.7 --CH.sub.3 --C.sub.4 H.sub.9__________________________________________________________________________No. hue coloring density light fastness__________________________________________________________________________1 red 1.93 .DELTA.2 red 1.91 .largecircle.3 red 1.89 .DELTA.4 red 1.85 .DELTA.5 red 1.87 .largecircle.6 red 1.92 .largecircle.7 red 1.83 .largecircle.8 r6d 1.77 .largecircle.9 red 1.78 .largecircle.10 red 1.85 .DELTA.11 red 1.90 .largecircle.12 red 1.85 .largecircle.__________________________________________________________________________(15-2-b)No. R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5__________________________________________________________________________1 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --H --CN --C.sub.4 H.sub.92 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OH --CH.sub.3 --CN --C.sub.4 H.sub.93 --C.sub.2 H.sub.5 --CH.dbd.CH.sub.2 --H --CN --C.sub.4 H.sub.94 --C.sub.2 H.sub.5 --Ph --Cl --CN --Ph5 --C.sub.2 H.sub.5 --CH.dbd.CHOCOCH.sub.3 --NHCOCH.sub.3 --CN --Ph6 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 COOCH.sub.3 --OH --NO.sub.2 --C.sub.4 H.sub.97 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 --NHSO.sub.2 CH.sub.3 --NO.sub.2 --C.sub.4 H.sub.98 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --NHCOCH.sub.3 --CN --C.sub.4 H.sub.99 --C.sub.2 H.sub.5 --H --NHCOCH.sub.3 --NO.sub.2 --Ph10 --C.sub.2 H.sub.5 --CH.sub.2 Ph --OC.sub.2 H.sub.5 --CN --Ph11 --C.sub.2 H.sub.4 OCOCH.sub.3 --C.sub.2 H.sub.4 OCOOCH.sub.3 --CONHCH.sub.3 --CH.sub.3 --C.sub.4 H.sub.912 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --SO2NHC.sub.3 H.sub.7 --CH.sub.3 --C.sub.4 H.sub.9__________________________________________________________________________NO. hue coloring density light fastness__________________________________________________________________________1 red 2.07 .DELTA.3 red 2.12 .DELTA.4 red 2.00 .largecircle.5 red 1.98 .largecircle.6 red 1.99 .largecircle.7 red 2.03 .DELTA.8 red 1.97 .largecircle.9 red 2.01 .largecircle.10 red 2.04 .DELTA.11 red 1.98 .largecircle.12 red 1.95 .largecircle.__________________________________________________________________________(15-2-c)NO. R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5__________________________________________________________________________1 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --H --CN --C.sub.4 H.sub.92 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OH --CH.sub.3 --CN --C.sub.4 H.sub.93 --C.sub.2 H.sub.5 --CH.dbd.CH.sub.2 --H --CN --C.sub.4 H.sub.94 --C.sub.2 H.sub.5 --Ph --Cl --CN --Ph5 --C.sub.2 H.sub.5 --CH.dbd.CHOCOCH.sub.3 --NHCOCH.sub.3 --CN --Ph6 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 COOCH.sub.3 --OH --NO.sub.2 --C.sub.4 H.sub.97 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 --NHSO.sub.2 CH.sub.3 --NO.sub.2 --C.sub.4 H.sub.98 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --NHCOCH.sub.3 --CN --C.sub.4 H.sub.99 --C.sub.2 H.sub.5 --H --NHCOCH.sub.3 --NO.sub.2 --Ph10 --C.sub.2 H.sub.5 --CH.sub.2 Ph --OC.sub.2 H.sub.5 --CN --Ph11 --C.sub.2 H.sub.4 OCOCH.sub.3 --C.sub.2 H.sub.4 OCOOCH.sub.3 --CONHCH.sub.3 --CH.sub.3 --C.sub.4 H.sub.912 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --SO2NHC.sub.3 H.sub.7 #H3 --C.sub.4 H.sub.9__________________________________________________________________________NO. hue coloring density light fastness__________________________________________________________________________1 red 1.96 .DELTA.2 red 1.88 .largecircle.3 red 1.91 .DELTA.4 red 1.90 .DELTA.5 red 1.83 .largecircle.6 red 1.88 .largecircle.7 red 1.85 .largecircle.8 red 1.87 .largecircle.9 red 1.80 .largecircle.10 red 1.82 .DELTA.11 red 1.95 .largecircle.12 red 1.83 .DELTA.__________________________________________________________________________ coloring lightNo. R.sub.1 R.sub.2 R.sub.3 hue density fastness__________________________________________________________________________(15-3-a)1 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --H red 1.95 .DELTA.2 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OH --CH.sub.3 red 1.89 .largecircle.3 --C.sub.2 H.sub.5 --CH.dbd.CH.sub.2 --H red 1.87 .DELTA.4 --C.sub.2 H.sub.5 --Ph --Cl red 1.90 .largecircle.5 --C.sub.2 H.sub.5 --CH.dbd.CHOCOCH.sub.3 --NHCOCH.sub.3 red 1.91 .largecircle.6 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 COOCH.sub.3 --OH red 1.89 .largecircle.7 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 --NHSO.sub.2 CH.sub.3 red 1.79 .largecircle.8 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --NHCOCH.sub.3 red 1.83 .largecircle.9 --C.sub.2 H.sub.5 --H --NHCOCH.sub.3 red 1.84 .largecircle.10 --C.sub.2 H.sub.5 --CH2Ph --OC.sub.2 H.sub.5 red 1.82 .DELTA.11 --C.sub.2 H.sub.4 OCOCH.sub.3 --C.sub.2 H.sub.4 OCOOCH.sub.3 --CONHCH.sub.3 red 1.90 .largecircle.12 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --SO.sub.2 NHC.sub.3 H.sub.7 red 1.83 .largecircle.(15-3-b)1 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --H red 2.07 .DELTA.2 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OH --CH.sub.3 red 2.01 .largecircle.3 --C.sub.2 H.sub.5 --CH.dbd.CH.sub.2 --H red 2.13 .DELTA.4 --C.sub.2 H.sub.5 --Ph --Cl red 1.94 .DELTA.5 --C.sub.2 H.sub.5 --CH.dbd.CHOCOCH.sub.3 --NHCOCH.sub.3 red 1.97 .largecircle.6 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 COOCH.sub.3 --OH red 1.99 .DELTA.7 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 --NHSO.sub.2 CH.sub.3 red 2.05 .largecircle.8 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --NHCOCH.sub.3 red 1.97 .largecircle.9 --C.sub.2 H.sub.5 --H --NHCOCH.sub.3 red 2.00 .largecircle.10 --C.sub.2 H.sub.5 --CH.sub.2 Ph --OC.sub.2 H.sub.5 red 1.96 .DELTA.11 --C.sub.2 H.sub.4 OCOCH.sub.3 --C.sub.2 H.sub.4 OCOOCH.sub.3 --CONHCH.sub.3 red 2.05 .largecircle.12 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --SO2NHC.sub.3 H.sub.7 red 1.97 .DELTA.(15-3-c)1 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --H red 1.95 .DELTA.2 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 0H --CH.sub.3 red 1.92 .largecircle.3 --C.sub.2 H.sub.5 --CH.dbd.CH.sub.2 --H red 1.91 .DELTA.4 --C.sub.2 H.sub.5 --Ph --Cl red 1.90 .largecircle.5 --C.sub.2 H.sub.5 --CH.dbd.CHOCOCH.sub.3 --NHCOCH.sub.3 red 1.91 .largecircle.6 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 COOCH.sub.3 --OH red 1.88 .largecircle.7 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 --NHSO.sub.2 CH.sub.3 red 1.85 .largecircle.8 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --NHCOCH.sub.3 red 1.81 .largecircle.9 --C.sub.2 H.sub.5 --H --NHCOCH.sub.3 red 1.86 .largecircle.10 --C.sub.2 H.sub.5 --CH2Ph --OC.sub.2 H.sub.5 red 1.85 .DELTA.11 --C.sub.2 H.sub.4 OCOCH.sub.3 --C.sub.2 H.sub.4 OCOOCH.sub.3 --CONHCH.sub.3 red 1.92 .largecircle.12 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --SO2NHC.sub.3 H.sub.7 red 1.83 .largecircle.__________________________________________________________________________(15-4-a)No. R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5__________________________________________________________________________1 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --H --CN --C.sub.4 H.sub.92 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OH --CH.sub.3 --CN --C.sub.4 H.sub.93 --C.sub.2 H.sub.5 --CH.dbd.CH.sub.2 --H --CN --C.sub.4 H.sub.94 --C.sub.2 H.sub.5 --Ph --Cl --CN --Ph5 --C.sub.2 H.sub.5 --CH.dbd.CHOCOCH.sub.3 --NHCOCH.sub.3 --CN --Ph6 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 COOCH.sub.3 --OH --NO.sub.2 --C.sub.4 H.sub.97 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 --NHSO.sub.2 CH.sub.3 --NO.sub.2 --C.sub.4 H.sub.98 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --NHCOCH.sub.3 --CN --C.sub.4 H.sub.99 --C.sub.2 H.sub.5 --H --NHCOCH.sub.3 --NO.sub.2 --Ph10 --C.sub.2 H.sub.5 --CH.sub.2 Ph --OC.sub.2 H.sub.5 --CN --Ph11 --C.sub.2 H.sub.4 OCOCH.sub.3 --C.sub.2 H.sub.4 OCOOCH.sub.3 --CONHCH.sub.3 --CH.sub.3 --C.sub.4 H.sub.912 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --SO2NHC.sub.3 H.sub.7 --CH.sub.3 --C.sub.4 H.sub.9__________________________________________________________________________NO. hue coloring density light fastness__________________________________________________________________________1 red 1.90 .largecircle.2 red 1.93 .largecircle.3 red 1.91 .DELTA.4 red 1.88 .DELTA.5 red 1.86 .largecircle.6 red 1.89 .largecircle.7 red 1.83 .largecircle.8 red 1.78 .largecircle.9 red 1.84 .largecircle.10 red 1.85 .DELTA.11 red 1.90 .largecircle.12 red 1.83 .largecircle.__________________________________________________________________________(15-4-b)NO. R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5__________________________________________________________________________1 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --H --CN --C.sub.4 H.sub.92 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OH --CH.sub.3 --CN --C.sub.4 H.sub.93 --C.sub.2 H.sub.5 --CH.dbd.CH.sub.2 --H --CN --C.sub.4 H.sub.94 --C.sub.2 H.sub.5 --Ph --Cl --CN --Ph5 --C.sub.2 H.sub.5 --CH.dbd.CHOCOCH.sub.3 --NHCOCH.sub.3 --CN --Ph6 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 COOCH.sub.3 --OH --NO.sub.2 --C.sub.4 H.sub.97 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 --NHSO.sub.2 CH.sub.3 --NO.sub.2 --C.sub.4 H.sub.98 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --NHCOCH.sub.3 --CN --C.sub.4 H.sub.99 --C.sub.2 H.sub.5 --H --NHCOCH.sub.3 --NO.sub.2 --Ph10 --C.sub.2 H.sub.5 --CH2Ph --OC.sub.2 H.sub.5 --CN --Ph11 --C.sub.2 H.sub.4 OCOCH.sub.3 --C.sub.2 H.sub.4 OCOOCH.sub.3 --CONHCH.sub.3 --CH.sub.3 --C.sub.4 H.sub.912 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --SO2NHC.sub.3 H.sub.7 --CH.sub.3 --C.sub.4 H.sub.9__________________________________________________________________________No. hue coloring density light fastness__________________________________________________________________________1 red 2.01 .DELTA.2 red 2.05 .largecircle.3 red 2.18 .largecircle.4 red 2.04 .DELTA.5 red 2.00 .largecircle.6 red 1.97 .largecircle.7 red 1.98 .largecircle.8 red 1.97 .largecircle.9 red 1.98 .largecircle.10 red 2.00 .DELTA.11 red 2.03 .largecircle.12 red 1.95 .largecircle.__________________________________________________________________________(15-4-c)No. R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5__________________________________________________________________________1 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --H --CN --C.sub.4 H.sub.92 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OH --CH.sub.3 --CN --C.sub.4 H.sub.93 --C.sub.2 H.sub.5 --CH.dbd.CH.sub.2 --H --CN --C.sub.4 H.sub.94 --C.sub.2 H.sub.5 --Ph --Cl --CN --Ph5 --C.sub.2 H.sub.5 --CH.dbd.CHOCOCH.sub.3 --NHCOCH.sub.3 --CN --Ph6 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 COOCH.sub.3 --OH --NO.sub.2 --C.sub.4 H.sub.97 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 --NHSO.sub.2 CH.sub.3 --NO.sub.2 --C.sub.4 H.sub.98 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --NHCOCH.sub.3 --CN --C.sub.4 H.sub.99 --C.sub.2 H.sub.5 --H --NHCOCH.sub.3 --NO.sub.2 --Ph10 --C.sub.2 H.sub.5 --CH.sub.2 Ph --OC.sub.2 H.sub.5 --CN --Ph11 --C.sub.2 H.sub.4 OCOCH.sub.3 --C.sub.2 H.sub.4 OCOOCH.sub.3 --CONHCH.sub.3 --CH.sub.3 --C.sub.4 H.sub.912 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --SO.sub.2 NHC.sub.3 H.sub.7 --CH.sub.3 --C.sub.4 H.sub.9__________________________________________________________________________No. hue coloring density light fastness__________________________________________________________________________1 red 1.95 .DELTA.2 red 1.93 .largecircle.3 red 1.91 .DELTA.4 red 1.90 .DELTA.5 red 1.82 .largecircle.6 red 1.90 .largecircle.7 red 1.83 .DELTA.8 red 1.86 .largecircle.9 red 1.84 .largecircle.10 red 1.87 .DELTA.11 red 1.91 .largecircle.12 red 1.84 .largecircle.__________________________________________________________________________(15-5-a)No. R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5 R.sub.6__________________________________________________________________________1 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --H --CN --C.sub.4 H.sub.9 --H2 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OH --CH.sub.3 --CN --C.sub.4 H.sub.9 --H3 --C.sub.2 H.sub.5 --CH.dbd.CH.sub.2 --H --CN --C.sub.4 H.sub.9 --H4 --C.sub.2 H.sub.5 --Ph --Cl --CN --Ph --H5 --C.sub.2 H.sub.5 --CH.dbd.CHOCOCH.sub.3 --NHCOCH.sub.3 --CN --Ph --H6 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 COOCH.sub.3 --OH --NO.sub.2 --C.sub.4 H.sub.9 --H7 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 --NHSO.sub.2 CH.sub.3 --NO.sub.2 --C.sub.4 H.sub.9 --H8 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --NHCOCH.sub.3 --CN --C.sub.4 H.sub.9 --H9 --C.sub.2 H.sub.5 --H --NHCOCH.sub.3 --NO.sub.2 --Ph --H10 --C.sub.2 H.sub.5 --CH.sub.2 Ph --OC.sub.2 H.sub.5 --CN --Ph --H11 --C.sub.2 H.sub.4 OCOCH.sub.3 --C.sub.2 H.sub.4 OCOOCH.sub.3 --CONHCH.sub.3 --CH.sub.3 --C.sub.4 H.sub.9 --H12 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --SO.sub.2 NHC.sub.3 H.sub.7 --CH.sub.3 --C.sub.4 H.sub.9 --H__________________________________________________________________________No. hue coloring density light fastness__________________________________________________________________________1 red 1.97 .DELTA.2 red 1.94 .largecircle.3 red 1.89 .DELTA.4 red 1.90 .DELTA.5 red 1.91 .largecircle.6 red 1.87 .largecircle.7 red 1.85 .largecircle.8 red 1.76 .largecircle.9 red 1.82 .largecircle.10 red 1.81 .DELTA.11 red 1.93 .DELTA.12 red 1.79 .DELTA.__________________________________________________________________________(15-5-b)No. R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5 R.sub.6__________________________________________________________________________1 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --H --CN --C.sub.4 H.sub.9 --H2 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OH --CH.sub.3 --CN --C.sub.4 H.sub.9 --H3 --C.sub.2 H.sub.5 --CH.dbd.CH.sub.2 --H --CN --C.sub.4 H.sub.9 --H4 --C.sub.2 H.sub.5 --Ph --Cl --CN --Ph --H5 --C.sub.2 H.sub.5 --CH.dbd.CHOCOCH.sub.3 --NHCOCH.sub.3 --CN --Ph --H6 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 COOCH.sub.3 --OH --NO.sub.2 --C.sub.4 H.sub.9 --H7 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 --NHSO.sub.2 CH.sub.3 --NO.sub.2 --C.sub.4 H.sub.9 --H8 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --NHCOCH.sub.3 --CN --C.sub.4 H.sub.9 --H9 --C.sub.2 H.sub.5 --H --NHCOCH.sub.3 --NO.sub.2 --Ph --H10 --C.sub.2 H.sub.5 --CH.sub.2 Ph --OC.sub.2 H.sub.5 --CN --Ph --H11 --C.sub.2 H.sub.4 OCOCH.sub.3 --C.sub.2 H.sub.4 OCOOCH.sub.3 --CONHCH.sub.3 --CH.sub.3 --C.sub.4 H.sub.9 --H12 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --SO.sub.2 NHC.sub.3 H.sub.7 --CH.sub.3 --C.sub.4 H.sub.9 --H__________________________________________________________________________(15-5-c)No. hue coloring density light fastness__________________________________________________________________________1 red 2.01 .DELTA.2 red 1.97 .largecircle.3 red 2.06 .DELTA.4 red 1.94 .DELTA.5 red 2.00 .largecircle.6 red 2.01 .DELTA.7 red 1.95 .largecircle.8 red 1.91 .largecircle.9 red 1.92 .largecircle.10 red 2.00 .DELTA.11 red 1.95 .largecircle.12 red 1.89 .largecircle.__________________________________________________________________________No. R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5 R.sub.6__________________________________________________________________________1 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --H --CN --C.sub.4 H.sub.9 --H2 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OH --CH.sub.3 --CN --C.sub.4 H.sub.9 --H3 --C.sub.2 H.sub.5 --CH.dbd.CH.sub.2 --H --CN --C.sub.4 H.sub.9 --H4 --C.sub.2 H.sub.5 --Ph --Cl --CN --Ph --H5 --C.sub.2 H.sub.5 --CH.dbd.CHOCOCH.sub.3 --NHCOCH.sub.3 --CN --Ph --H6 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 COOCH.sub.3 --OH --NO.sub.2 --C.sub.4 H.sub.9 --H7 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 --NHSO.sub.2 CH.sub.3 --NO.sub.2 --C.sub.4 H.sub.9 --H8 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --NHCOCH.sub.3 --CN --C.sub.4 H.sub.9 --H9 --C.sub.2 H.sub.5 --H --NHCOCH.sub.3 --NO.sub.2 --Ph --H10 --C.sub.2 H.sub.5 --CH.sub.2 Ph --OC.sub.2 H.sub.5 --CN --Ph --H11 --C.sub.2 H.sub.4 OCOCH.sub.3 --C.sub.2 H.sub.4 OCOCH.sub.3 --CONHCH.sub.3 --CH.sub.3 --C.sub.4 H.sub.9 --H12 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --SO.sub.2 NHC.sub.3 H.sub.7 --CH.sub.3 --C.sub.4 H.sub.9 --H__________________________________________________________________________No. hue Coloring density light fastness__________________________________________________________________________1 red 1.91 .DELTA.2 red 1.87 .largecircle.3 red 1.96 .largecircle.4 red 1.90 .DELTA.5 red 1.89 .largecircle.6 red 1.87 .DELTA.7 red 1.84 .largecircle.8 red 1.79 .largecircle.9 red 1.85 .largecircle.10 red 1.90 .DELTA.11 red 1.91 .largecircle.12 red 1.79 .largecircle.__________________________________________________________________________(15-6-a)No. R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5__________________________________________________________________________1 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --H --CN --C.sub.4 H.sub.92 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OH --CH.sub.3 --CN --C.sub.4 H.sub.93 --C.sub.2 H.sub.5 --CH.dbd.CH.sub.2 --H --CN --C.sub.4 H.sub.94 --C.sub.2 H.sub.5 --Ph --Cl --CN --Ph5 --C.sub.2 H.sub.5 --CH.dbd.CHOCOCH.sub.3 --NHCOCH.sub.3 --CN --Ph6 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 COOCH.sub.3 --OH --NO.sub.2 --C.sub.4 H.sub.97 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 --NHSO.sub.2 CH.sub.3 --NO.sub.2 --C.sub.4 H.sub.98 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --NHCOCH.sub.3 --CN --C.sub.4 H.sub.99 --C.sub.2 H.sub.5 --H --NHCOCH.sub.3 --NO.sub.2 --Ph10 --C.sub.2 H.sub.5 --CH.sub.2 Ph --OC.sub.2 H.sub.5 --CN --Ph11 --C.sub.2 H.sub.4 OCOCH.sub.3 --C.sub.2 H.sub.4 OCOOCH.sub.3 --CONHCH.sub.3 --CH.sub.3 --C.sub.4 H.sub.912 --C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOPh --SO.sub.2 NHC.sub.3 H.sub.7 --CH.sub.3 --C.sub.4 H.sub.9__________________________________________________________________________No. hue coloring density light fastness__________________________________________________________________________1 red 1.93 .DELTA.2 red 1.89 .largecircle.3 red 1.87 .DELTA.4 red 1.90 .largecircle.5 red 1.92 .largecircle.6 red 1.87 .largecircle.7 red 1.84 .largecircle.8 red 1.79 .largecircle.9 red 1.83 .largecircle.10 red 1.86 .DELTA.11 red 1.91 .largecircle.12 red 1.85 .largecircle.__________________________________________________________________________(15-6-b)No. R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5__________________________________________________________________________1 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --H --CN --C.sub.4 H.sub.92 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OH --CH.sub.3 --CN --C.sub.4 H.sub.93 --C.sub.2 H.sub.5 --CH.dbd.CH.sub.2 --H --CN --C.sub.4 H.sub.94 --C.sub.2 H.sub.5 --Ph --Cl --CN --Ph5 --C.sub.2 H.sub.5 --CH.dbd.CHOCOCH.sub.3 --NHCOCH.sub.3 --CN --Ph6 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 COOCH.sub.3 --OH --NO.sub.2 --C.sub.4 H.sub.97 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 --NHSO.sub.2 CH.sub.3 --NO.sub.2 --C.sub.4 H.sub.98 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --NHCOCH.sub.3 --CN --C.sub.4 H.sub.99 --C.sub.2 H.sub.5 --H --NHCOCH.sub.3 --NO.sub.2 --Ph10 --C.sub.2 H.sub.5 --CH.sub.2 Ph --OC.sub.2 H.sub.5 --CN --Ph11 --C.sub.2 H.sub.4 OCOCH.sub.3 --C.sub.2 H.sub.4 OCOCH.sub.3 --CONHCH.sub.3 --CH.sub.3 --C.sub.4 H.sub.912 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOPh --SO.sub.2 NHC.sub.3 H.sub.7 --CH.sub.3 --C.sub.4 H.sub.9__________________________________________________________________________No. hue coloring density light fastness__________________________________________________________________________1 red 2.07 .DELTA.2 red 2.01 .largecircle.3 red 2.14 .DELTA.4 red 2.03 .DELTA.5 red 2.00 .largecircle.6 red 1.97 .largecircle.7 red 1.98 .DELTA.8 red 2.00 .largecircle.9 red 2.01 .largecircle.10 red 2.04 .DELTA.11 red 1.98 .largecircle.12 red 1.95 .largecircle.__________________________________________________________________________(15-6-a)No. R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5__________________________________________________________________________1 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --H --CN --C.sub.4 H.sub.92 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OH --CH.sub.3 --CN --C.sub.4 H.sub.93 --C.sub.2 H.sub.5 --CH.dbd.CH.sub.2 --H --CN --C.sub.4 H.sub.94 --C.sub.2 H.sub.5 --Ph --Cl --CN --Ph5 --C.sub.2 H.sub.5 --CH.dbd.CHOCOCH.sub.3 --NHCOCH.sub.3 --CN --Ph6 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 COOCH.sub.3 --OH --NO.sub.2 --C.sub.4 H.sub.97 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 --NHSO.sub.2 CH.sub.3 --NO.sub.2 --C.sub.4 H.sub.98 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --NHCOCH.sub.3 --CN --C.sub.4 H.sub.99 --C.sub.2 H.sub.5 --H --NHCOCH.sub.3 --NO.sub.2 --Ph10 --C.sub.2 H.sub.5 --CH.sub.2 Ph --OC.sub.2 H.sub.5 --CN --Ph11 --C.sub.2 H.sub.4 OCOCH.sub.3 --C.sub.2 H.sub.4 OCOCH.sub.3 --CONHCH.sub.3 --CH.sub.3 --C.sub.4 H.sub.912 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOPh --SO.sub.2 NHC.sub.3 H.sub.7 --CH.sub.3 --C.sub.4 H.sub.9__________________________________________________________________________(15-6-c)No. hue coloring density light fastness__________________________________________________________________________1 red 1.91 .DELTA.2 red 1.98 .largecircle.3 red 1.90 .DELTA.4 red 1.85 .largecircle.5 red 1.87 .largecircle.6 red 1.90 .largecircle.7 red 1.83 .DELTA.8 red 1.80 .largecircle.9 red 1.79 .largecircle.10 red 1.87 .DELTA.11 red 1.88 .largecircle.12 red 1.84 .largecircle.__________________________________________________________________________(15-7-a)No. R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5 R.sub.6__________________________________________________________________________1 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --H --CN --C.sub.4 H.sub.9 --H2 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OH --CH.sub.3 --CN --C.sub.4 H.sub.9 --H3 --C.sub.2 H.sub.5 --CH.dbd.CH.sub.2 --H --CN --C.sub.4 H.sub.9 --H4 --C.sub.2 H.sub.5 --Ph --Cl --CN --Ph --H5 --C.sub.2 H.sub.5 --CH.dbd.CHOCOCH.sub.3 --NHCOCH.sub.3 --CN --Ph --H6 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 COOCH.sub.3 --OH --NO.sub.2 --C.sub.4 H.sub.9 --H7 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 --NHSO.sub.2 CH.sub.3 --NO.sub.2 --C.sub.4 H.sub.9 --H8 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --NHCOCH.sub.3 --CN --C.sub.4 H.sub.9 --H9 --C.sub.2 H.sub.5 --H --NHCOCH.sub.3 --NO.sub.2 --Ph --H10 --C.sub.2 H.sub.5 --CH.sub.2 Ph --OC.sub.2 H.sub.5 --CN --Ph --H11 --C.sub.2 H.sub.4 OCOCH.sub.3 --C.sub.2 H.sub.4 OCOCH.sub.3 --CONHCH.sub.3 --CH.sub.3 --C.sub.4 H.sub.9 --H12 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOPh --SO.sub.2 NHC.sub.3 H.sub.7 --CH.sub.3 --C.sub.4 H.sub.9 --H__________________________________________________________________________No. hue coloring density light fastness__________________________________________________________________________1 red 1.97 .DELTA.2 red 1.90 .largecircle.3 red 1.89 .DELTA.4 red 1.82 .DELTA.5 red 1.91 .largecircle.6 red 1.86 .largecircle.7 red 1.84 .largecircle.8 red 1.81 .largecircle.9 red 1.77 .largecircle.10 red 1.85 .DELTA.11 red 1.90 .DELTA.12 red 1.87 .largecircle.__________________________________________________________________________(15-7-b)No. R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5 R.sub.6__________________________________________________________________________1 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --H --CN --C.sub.4 H.sub.9 --H2 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OH --CH.sub.3 --CN --C.sub.4 H.sub.9 --H3 --C.sub.2 H.sub.5 --CH.dbd.CH.sub.2 --H --CN --C.sub.4 H.sub.9 --H4 --C.sub.2 H.sub.5 --Ph --Cl --CN --Ph --H5 --C.sub.2 H.sub.5 --CH.dbd.CHOCOCH.sub.3 --NHCOCH.sub.3 --CN --Ph --H6 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 COOCH.sub.3 --OH --NO.sub.2 --C.sub.4 H.sub.9 --H7 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 --NHSO.sub.2 CH.sub.3 --NO.sub.2 --C.sub.4 H.sub.9 --H8 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --NHCOCH.sub.3 --CN --C.sub.4 H.sub.9 --H9 --C.sub.2 H.sub.5 --H --NHCOCH.sub.3 --NO.sub.2 --Ph --H10 --C.sub.2 H.sub.5 --CH.sub.2 Ph --OC.sub.2 H.sub.5 --CN --Ph --H11 --C.sub.2 H.sub.4 OCOCH.sub.3 --C.sub.2 H.sub.4 OCOCH.sub.3 --CONHCH.sub.3 --CH.sub.3 --C.sub.4 H.sub.9 --H12 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOPh --SO.sub.2 NHC.sub.3 H.sub.7 --CH.sub.3 --C.sub.4 H.sub.9 --H__________________________________________________________________________No. hue coloring density light fastness__________________________________________________________________________1 red 2.03 .DELTA.2 red 2.01 .largecircle.3 red 2.17 .DELTA.4 red 2.06 .DELTA.5 red 1.92 .largecircle.6 red 1.99 .largecircle.7 red 2.04 .largecircle.8 red 1.89 .largecircle.9 red 1.93 .largecircle.10 red 1.91 .DELTA.11 red 1.94 .DELTA.12 red 1.96 .largecircle.__________________________________________________________________________(15-7-c)No. R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5 R.sub.6__________________________________________________________________________1 --C.sub.2 H.sub.5 --C.sub.2 H.sub.5 --H --CN --C.sub.4 H.sub.9 --H2 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OH --CH.sub.3 --CN --C.sub.4 H.sub.9 --H3 --C.sub.2 H.sub.5 --CH.dbd.CH.sub.2 --H --CN --C.sub.4 H.sub.9 --H4 --C.sub.2 H.sub.5 --Ph --Cl --CN --Ph --H5 --C.sub.2 H.sub.5 --CH.dbd.CHOCOCH.sub.3 --NHCOCH.sub.3 --CN --Ph --H6 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 COOCH.sub.3 --OH --NO.sub.2 --C.sub.4 H.sub.9 --H7 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 --NHSO.sub.3 CH.sub.3 --NO.sub.2 --C.sub.4 H.sub.9 --H8 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOOPh --NHCOCH.sub.3 --CN --C.sub.4 H.sub.9 --H9 --C.sub.2 H.sub.5 --H --NHCOCH.sub.3 --NO.sub.2 --Ph --H10 --C.sub.2 H.sub.5 --CH.sub.2 Ph --OC.sub.2 H.sub.5 --CN --Ph --H11 --C.sub.2 H.sub.4 OCOCH.sub.3 --C.sub.2 H.sub.4 OCOCH.sub.3 --CONHCH.sub.3 --CH.sub.3 --C.sub.4 H.sub.9 --H12 --C.sub.2 H.sub.5 --C.sub.2 H.sub.4 OCOPh --SO.sub.2 NHC.sub.3 H.sub.7 --CH.sub.3 --C.sub.4 H.sub.9 --H__________________________________________________________________________No. hue coloring density light fastness__________________________________________________________________________1 red 1.97 .DELTA.2 red 1.90 .largecircle.3 red 1.89 .DELTA.4 red 1.82 .DELTA.5 red 1.91 .largecircle.6 red 1.86 .largecircle.7 red 1.84 .largecircle.8 red 1.81 .largecircle.9 red 1.77 .largecircle.10 red 1.85 .DELTA.11 red 1.90 .DELTA.12 red 1.87 .largecircle.__________________________________________________________________________
(16) Dyes represented by the following structural formula: ##STR66## wherein K stands for .dbd.CH--, .dbd.C(CN)-- or .dbd.N-- and R.sub.4 and R.sub.7 will be defined below.
Specific examples of the dye represented by the general formula 16 and the performance thereof in the case of use in a thermal transfer sheet are given in the following Table 16.
TABLE 16__________________________________________________________________________ ##STR67## ##STR68## ##STR69##No. R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.7 hue coloring density light__________________________________________________________________________ fastness(16-a K: N)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H CN Ph orange 1.83 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 CN Ph orange 1.81 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H CN 2-benzthiazolyl orange 1.84 .DELTA.4 C.sub.2 H.sub.5 Ph Cl CN 2-benzthiazolyl orange 1.75 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 C.sub.2 H.sub.5 2-benzthiazolyl orange 1.72 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH NO.sub.2 2-benzthiazolyl orange 1.74 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 NHSO.sub.2 CH.sub.3 NO.sub.2 2-thienyl orange 1.72 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 CN 2-thienyl orange 1.70 .largecircle.9 C.sub.2 H.sub.5 H NHCOCH.sub.3 NO.sub.2 2-thienyl orange 1.79 .largecircle.10 C.sub.2 H.sub.5 CH.sub.2 Ph OC.sub.2 H.sub.5 CN Ph orange 1.82 .DELTA.11 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.4 OCOCH.sub.3 CONHCH.sub.3 CH.sub.3 Ph orange 1.73 .largecircle.12 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOph SO.sub.2 NHC.sub.3 H.sub.7 CH.sub.3 Ph orange 1.76 .largecircle.(16-a K: CH)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H CN Ph orange 1.82 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 CN Ph orange 1.81 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H CN 2-benzthiazolyl orange 1.79 .DELTA.4 C.sub.2 H.sub.5 Ph Cl CN 2-benzthiazolyl orange 1.76 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 C.sub.2 H.sub.5 2-benzthiazolyl orange 1.71 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH NO.sub.2 2-benzthiazolyl orange 1.76 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 NHSO.sub.2 CH.sub.3 NO.sub.2 2-thienyl orange 1.69 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 CN 2-thienyl orange 1.73 .largecircle.9 C.sub.2 H.sub.5 H NHCOCH.sub.3 NO.sub.2 2-thienyl orange 1.82 .largecircle.10 C.sub.2 H.sub.5 CH.sub.2 Ph OC.sub.2 H.sub.5 CN Ph orange 1.85 .DELTA.11 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.4 OCOCH.sub.3 CONHCH.sub.3 CH.sub.3 Ph orange 1.75 .largecircle.12 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOPh SO.sub.2 NHC.sub.3 H.sub.7 CH.sub.3 Ph orange 1.77 .largecircle.(16-b K: N)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H CN Ph orange 1.79 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 CN Ph orange 1.83 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H CN 2-benzthiazolyl orange 1.86 .DELTA.4 C.sub.2 H.sub.5 Ph Cl CN 2-benzthiazolyl orange 1.77 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 C.sub.2 H.sub.5 2-benzthiazolyl orange 1.74 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH NO.sub.2 2-benzthiazolyl orange 1.76 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 NHSO.sub.2 CH.sub.3 NO.sub.2 2-thienyl orange 1.74 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 CN 2-thienyl orange 1.75 .largecircle.9 C.sub.2 H.sub.5 H NHCOCH.sub.3 NO.sub.2 2-thienyl orange 1.73 .largecircle.10 C.sub.2 H.sub.5 CH.sub.2 Ph OC.sub.2 H.sub.5 CN Ph orange 1.84 .DELTA.11 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.4 OCOCH.sub.3 CONHCH.sub.3 CH.sub.3 Ph orange 1.75 .largecircle.12 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOPh SO.sub.2 NHC.sub.3 H.sub.7 CH.sub.3 Ph orange 1.75 .largecircle.(16-b K: CH)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H CN Ph orange 1.79 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 CN Ph orange 1.85 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H CN 2-benzthiazolyl orange 1.82 .DELTA.4 C.sub.2 H.sub.5 Ph Cl CN 2-benzthiazolyl orange 1.76 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 C.sub.2 H.sub.5 2-benzthiazolyl orange 1.74 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH NO.sub.2 2-benzthiazolyl orange 1.78 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 NHSO.sub.2 CH.sub.3 NO.sub.2 2-thienyl orange 1.71 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 CN 2-thienyl orange 1.73 .largecircle.9 C.sub.2 H.sub.5 H NHCOCH.sub.3 NO.sub.2 2-thienyl orange 1.74 .largecircle.10 C.sub.2 H.sub.5 CH.sub.2 Ph OC.sub.2 H.sub.5 CN Ph orange 1.81 .DELTA.11 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.4 OCOCH.sub.3 CONHCH.sub.3 CH.sub.3 Ph orange 1.77 .largecircle.12 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOPh SO.sub.2 NHC.sub.3 H.sub.7 CH.sub.3 Ph orange 1.72 .largecircle.(16-c K: N)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H CN Ph orange 1.78 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 CN Ph orange 1.85 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H CN 2-benzthiazolyl orange 1.81 .DELTA.4 C.sub.2 H.sub.5 Ph Cl CN 2-benzthiazolyl orange 1.78 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 C.sub.2 H.sub.5 2-benzthiazolyl orange 1.73 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH NO.sub.2 2-benzthiazolyl orange 1.69 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 NHSO.sub.2 CH.sub.3 NO.sub.2 2-thienyl orange 1.74 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 CN 2-thienyl orange 1.74 .largecircle.9 C.sub.2 H.sub.5 H NHCOCH.sub.3 NO.sub.2 2-thienyl orange 1.75 .largecircle.10 C.sub.2 H.sub.5 CH.sub.2 Ph OC.sub.2 H.sub.5 CN Ph orange 1.79 .DELTA.11 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.4 OCOCH.sub.3 CONHCH.sub.3 CH.sub.3 Ph orange 1.75 .largecircle.12 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOPh SO.sub.2 NHC.sub.3 H.sub.7 CH.sub.3 Ph orange 1.80 .largecircle.(16-c K: CH)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H CN Ph orange 1.79 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 CN Ph orange 1.80 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H CN 2-benzthiazolyl orange 1.79 .DELTA.4 C.sub.2 H.sub.5 Ph Cl CN 2-benzthiazolyl orange 1.77 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 C.sub.2 H.sub.5 2-benzthiazolyl orange 1.69 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH NO.sub.2 2-benzthiazolyl orange 1.78 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 NHSO.sub.2 CH.sub.3 NO.sub.2 2-thienyl orange 1.74 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 CN 2-thienyl orange 1.74 .largecircle.9 C.sub.2 H.sub.5 H NHCOCH.sub.3 NO.sub.2 2-thienyl orange 1.73 .largecircle.10 C.sub.2 H.sub.5 CH.sub.2 Ph OC.sub.2 H.sub.5 CN Ph orange 1.79 .DELTA.11 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.4 OCOCH.sub.3 CONHCH.sub.3 CH.sub.3 Ph orange 1.77 .largecircle.12 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOPh SO.sub.2 NHC.sub.3 H.sub.7 CH.sub.3 Ph orange 1.80 .largecircle.(16-a K: C(CN))1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H CN Ph red 1.91 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 CN Ph red 1.92 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H CN 2-benzthiazolyl red 1.87 .DELTA.4 C.sub.2 H.sub.5 Ph Cl CN 2-benzthiazolyl red 1.86 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 C.sub.2 H.sub.5 2-benzthiazolyl red 1.82 .largecircle.5 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH NO.sub.2 2-benzthiazolyi red 1.93 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 NHSO.sub.2 CH.sub.3 NO.sub.2 2-thienyl red 1.84 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 CN 2-thienyl red 1.86 .largecircle.9 C.sub.2 H.sub.5 H NHCOCH.sub.3 NO.sub.2 2-thienyl red 1.84 .largecircle.10 C.sub.2 H.sub.5 CH.sub.2 Ph OC.sub.2 H.sub.5 CN Ph red 1.85 .DELTA.11 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.4 OCOCH.sub.3 CONHCH.sub.3 CH.sub.3 Ph red 1.91 .largecircle.12 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOPh SO.sub.2 NHC.sub.3 H.sub.7 CH.sub.3 Ph red 1.86 .largecircle.(16-b K: C(CN))1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H CN Ph red 1.99 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 CN Ph red 2.03 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H CN 2-benzthiazolyl red 2.00 .DELTA.4 C.sub.2 H.sub.5 Ph Cl C.sub.2 H.sub.5 2-benzthiazolyl red 1.96 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 CN 2-benzthiazolyl red 1.92 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH NO.sub.2 2-benzthiazolyl red 2.07 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 NHSO.sub.2 CH.sub.3 NO.sub.2 2-thienyl red 1.93 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 CN 2-thienyl red 1.91 .largecircle.9 C.sub.2 H.sub.5 H NHCOCH.sub.3 NO.sub.2 2-thienyl red 1.89 .largecircle.10 C.sub.2 H.sub.5 CH.sub.2 Ph OC.sub.2 H.sub.5 CN Ph red 1.94 .DELTA.11 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.4 OCOCH.sub.3 CONHCH.sub.3 CH.sub.3 Ph red 2.04 .largecircle.12 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOPh SO.sub.2 NHC.sub.3 H.sub.7 CH.sub.3 Ph red 1.97 .largecircle.(16-c K: C(CN))1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H CN Ph red 1.89 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 CN Ph red 1.94 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H CN 2-benzthiazolyl red 1.90 .DELTA.4 C.sub.2 H.sub.5 Ph Cl CN 2-benzthiazolyl red 1.92 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 C.sub.2 H.sub.5 2-benzthiazolyl red 1.88 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH NO.sub.2 2-benzthiazolyl red 1.96 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 NHSO.sub.2 CH.sub.3 NO.sub.2 2-thienyl red 1.87 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 CN 2-thienyl red 1.84 .largecircle.9 C.sub.2 H.sub.5 H NHCOCH.sub.3 NO.sub.2 2-thienyl red 1.86 .largecircle.10 C.sub.2 H.sub.5 CH.sub.2 Ph OC.sub.2 H.sub.5 CN Ph red 1.87 .DELTA.11 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.4 OCOCH.sub.3 CONHCH.sub.3 CH.sub.3 Ph red 1.93 .largecircle.12 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOPh SO.sub.2 NHC.sub.3 H.sub.7 CH.sub.3 Ph red 1.84 .largecircle.__________________________________________________________________________
(17) Dyes represented by the following structural 20 formula: ##STR70## wherein K stands for .dbd.CH--, .dbd.C(CN)-- or .dbd.N--, Z stands for .dbd.O or .dbd.C(CN)(R.sub.8), Q' stands for a ring comprising carbon, hydrogen, nitrogen, oxygen and sulfur, m is an integer of 0 to 2. Examples of the ring include the following. ##STR71## wherein R.sub.5 's may be the same or different, R.sub.5 and R.sub.8 will be defined below and p is an integer of 0 to 4.
Specific examples of the dye represented by the general formula 17 and the performance thereof in the case of use in a thermal transfer sheet are given in the following Table 17.
TABLE 17__________________________________________________________________________ ##STR72## ##STR73## ##STR74## ##STR75## ##STR76## ##STR77## ##STR78## ##STR79## ##STR80## ##STR81## ##STR82## ##STR83## ##STR84## ##STR85## ##STR86## ##STR87## ##STR88## ##STR89##No. R.sub.1 R.sub.2 R.sub.3 R.sub.5 R.sub.8 hue coloring density light__________________________________________________________________________ fastness(17-1-a)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H purplish red 1.92 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 2-CH.sub.3 purplish red 1.94 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H 2-OPh purplish red 1.87 .DELTA.4 C.sub.2 H.sub.5 Ph Cl 2,3-C.sub.2 H.sub.5 purplish red 1.90 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 2-COOPh purplish red 1.88 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH 2-C.sub.2 H.sub.5 3-Cl purplish red 1.87 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 NHSO.sub.2 CH.sub.3 2-CN 4-CH.sub.3 purplish red 1.85 .DELTA.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 4-C.sub.2 H.sub.4 COOCH.sub.3 purplish red 1.90 .largecircle.(17-1-b)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H purplish red 1.94 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 2-CH.sub.3 purplish red 1.95 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H 2-OPh purplish red 1.90 .DELTA.4 C.sub.2 H.sub.5 Ph Cl 2,3-C.sub.2 H.sub.5 purplish red 1.92 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 2-COOPh purplish red 1.87 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH 2-C.sub.2 H.sub.5 3-Cl purplish red 1.90 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 NHSO.sub.2 CH.sub.3 2-CN 4-CH.sub.3 purplish red 1.86 .DELTA.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 4-C.sub.2 H.sub.4 COOCH.sub.3 purplish red 1.90 .largecircle.(17-1-c)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H purplish red 1.91 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 2-CH.sub.3 purplish red 1.95 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H 2-OPh purplish red 1.86 .DELTA.4 C.sub.2 H.sub.5 Ph Cl 2,3-C.sub.2 H.sub.5 purplish red 1.92 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 2-COOPh purplish red 1.91 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH 2-C.sub.2 H.sub.5 3-Cl purplish red 1.86 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 NHSO.sub.2 CH.sub.3 2-CN 4-CH.sub.3 purplish red 1.84 .DELTA.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 4-C.sub.2 H.sub.4 COOCH.sub.3 purplish red 1.90 .largecircle.(17-2-a)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H purplish red 1.88 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 2-CH.sub.3 purplish red 1.90 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H 2-OPh purplish red 1.91 .DELTA.4 C.sub.2 H.sub.5 Ph Cl 2,3-C.sub.2 H.sub.5 purplish red 1.92 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 2-COOPh purplish red 1.86 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH 2-C.sub.2 H.sub.5 3-Cl purplish red 1.84 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 NHSO.sub.2 CH.sub.3 2-CN 4-CH.sub.3 purplish red 1.91 .DELTA.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 4-C.sub.2 H.sub.4 COOCH.sub.3 purplish red 1.90 .largecircle.(17-2-b)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H purplish red 1.94 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 2-CH.sub.3 purplish red 1.91 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H 2-OPh purplish red 1.90 .DELTA.4 C.sub.2 H.sub.5 Ph Cl 2,3-C.sub.2 H.sub.5 purplish red 1.87 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 2-COOPh purplish red 1.86 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH 2-C.sub.2 H.sub.5 3-Cl purplish red 1.85 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 NHSO.sub.2 CH.sub.3 2-CN 4-CH.sub.3 purplish red 1.88 .DELTA.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 4-C.sub.2 H.sub.4 COOCH.sub.3 purplish red 1.90 .largecircle.(17-2-c)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H purplish red 1.90 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 2-CH.sub.3 purplish red 1.92 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H 2-OPh purplish red 1.91 .DELTA.4 C.sub.2 H.sub.5 Ph Cl 2,3-C.sub.2 H.sub.5 purplish red 1.89 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 2-COOPh purplish red 1.91 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH 2-C.sub.2 H.sub.5 3-Cl purplish red 1.86 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 NHSO.sub.2 CH.sub.3 2-CN 4-CH.sub.3 purplish red 1.87 .DELTA.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 4-C.sub.2 H.sub.4 COOCH.sub.3 purplish red 1.90 .largecircle.(17-3-a)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H H blue 1.94 .largecircle.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 2-CH.sub.3 H blue 1.96 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H 2-OPh CN blue 1.90 .DELTA.4 C.sub.2 H.sub.5 Ph Cl H CN blue 1.92 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 2-C.sub.2 H.sub.5 3-Cl CN blue 1.91 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH 2-COOCH.sub.3 CN blue 1.88 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 NHSO.sub.2 CH.sub.3 2-C.sub.2 H.sub.4 Ph CN blue 1.86 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 4-Ph CN blue 1.90 .largecircle.(17-3-b)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H H blue 1.92 .largecircle.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 H H blue 1.95 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H CN CN blue 1.91 .DELTA.4 C.sub.2 H.sub.5 Ph Cl CN CN blue 1.93 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 CN CN blue 1.90 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH CN CN blue 1.87 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 NHSO.sub.2 CH.sub.3 CN CN blue 1.92 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 CN CN blue 1.90 .largecircle.(17-3-c)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H H blue 1.93 .largecircle.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 H H blue 1.96 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H CN CN blue 1.92 .DELTA.4 C.sub.2 H.sub.5 Ph Cl CN CN blue 1.94 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 CN CN blue 1.92 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH CN CN blue 1.85 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 NHSO.sub.2 CH.sub.3 CN CN blue 1.91 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 CN CN blue 1.90 .largecircle.(17-4-a)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H H blue 2.12 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 H H blue 2.14 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H CN CN blue 2.07 .DELTA.4 C.sub.2 H.sub.5 Ph Cl CN CN blue 2.11 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 CN CN blue 2.00 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH CN CN blue 1.98 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 NHSO.sub.2 CH.sub.3 CN CN blue 2.04 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 CN CN blue 1.92 .DELTA.(17-4-b)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H H blue 2.14 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 H H blue 2.07 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H CN CN blue 2.03 .DELTA.4 C.sub.2 H.sub.5 Ph Cl CN CN blue 2.11 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 CN CN blue 2.06 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH CN CN blue 1.97 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 NHSO.sub.2 CH.sub.3 CN CN blue 1.98 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 CN CN blue 1.94 .DELTA.(17-4-c)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H H blue 2.16 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 H H blue 2.17 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H CN CN blue 2.03 .DELTA.4 C.sub.2 H.sub.5 Ph Cl CN CN blue 2.07 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 CN CN blue 1.99 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH CN CN blue 2.02 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 NHSO.sub.2 CH.sub.3 CN CN blue 2.08 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 CN CN blue 2.01 .DELTA.(17-5-a)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H H red 2.04 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 2-CH.sub.3 H red 2.01 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H 2-OPh CN red 1.93 .DELTA.4 C.sub.2 H.sub.5 Ph Cl 2,3-C.sub.2 H.sub.5 CN red 1.97 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 2-COOPh CN red 1.91 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH 2-C.sub.2 H.sub.5 3-Cl CN red 1.97 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 NHSO.sub.2 CH.sub.3 2-CN 4-CH.sub.3 CN red 1.96 .DELTA.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 4-C.sub.2 H.sub.4 COOCH.sub.3 CN red 2.02 .largecircle.(17-5-b)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H H red 2.05 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 2-CH.sub.3 H red 1.99 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H 2-OPh CN red 1.97 .DELTA.4 C.sub.2 H.sub.5 Ph Cl 2,3-C.sub.2 H.sub.5 CN red 1.94 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 2-COOPh CN red 1.92 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH 2-C.sub.2 H.sub.5 3-Cl CN red 2.03 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 NHSO.sub.2 CH.sub.3 2-CN 4-CH.sub.3 CN red 2.00 .DELTA.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 4-C.sub.2 H.sub.4 COOCH.sub.3 CN red 1.94 .largecircle.(17-5-c)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H H red 2.06 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 2-CH.sub.3 H red 2.02 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H 2-OPh CN red 1.99 .DELTA.4 C.sub.2 H.sub.5 Ph Cl 2,3-C.sub.2 H.sub.5 CN red 1.97 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 2-COOPh CN red 1.94 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH 2-C.sub.2 H.sub.5 3-Cl CN red 2.01 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 NHSO.sub.2 CH.sub.3 2-CN 4-CH.sub.3 CN red 2.06 .DELTA.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 4-C.sub.2 H.sub.4 COOCH.sub.3 CN red 1.98 .largecircle.(17-6-a)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H H red 2.04 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 2-CH.sub.3 H red 2.01 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H 2-OPh CN red 1.97 .DELTA.4 C.sub.2 H.sub.5 Ph Cl 2,3-C.sub.2 H.sub.5 CN red 1.95 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 2-COOPh CN red 1.96 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH 2-C.sub.2 H.sub.5 3-Cl CN red 1.97 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 NHSO.sub.2 CH.sub.3 2-CN 4-CH.sub.3 CN red 2.04 .DELTA.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 4-C.sub.2 H.sub.4 COOCH.sub.3 CN red 2.02 .largecircle.(17-6-b)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H H red 2.06 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 2-CH.sub.3 H red 2.04 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H 2-OPh CN red 2.00 .DELTA.4 C.sub.2 H.sub.5 Ph Cl 2,3-C.sub.2 H.sub.5 CN red 1.98 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 2-COOPh CN red 1.99 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH 2-C.sub.2 H.sub.5 3-Cl CN red 1.95 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 NHSO.sub.2 CH.sub.3 2-CN 4-CH.sub.3 CN red 2.09 .DELTA.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 4-C.sub.2 H.sub.4 COOCH.sub.3 CN red 2.03 .largecircle.(17-6-c)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H H red 2.10 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 2-CH.sub.3 H red 2.11 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H 2-OPh CN red 2.07 .DELTA.4 C.sub.2 H.sub.5 Ph Cl 2,3-C.sub.2 H.sub.5 CN red 1.99 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 2-COOPh CN red 2.04 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH 2-C.sub.2 H.sub.5 3-Cl CN red 2.02 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.9 NHSO.sub.2 CH.sub.3 2-CN 4-CH.sub.3 CN red 2.06 .DELTA.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 4-C.sub.2 H.sub.4 COOCH.sub.3 CN red 2.11 .largecircle.__________________________________________________________________________
(18) Dyes represented by the following formulae: ##STR90## wherein K stands for --N.dbd.N-- and m is an integer of 0 to 2.
TABLE 18__________________________________________________________________________ ##STR91## ##STR92## ##STR93## ##STR94## ##STR95## ##STR96##(18-1)No. R.sub.1 R.sub.2 R.sub.3 3-R.sub.4 4-R.sub.4__________________________________________________________________________1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 CH.sub.3 CN2 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 CH.sub.3 CN3 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 NHCOC.sub.2 H.sub.5 CH.sub.3 CN4 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CH.sub.3 CN5 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 H CH.sub.3 CN6 C.sub.2 H.sub.4 OCH.sub.2 Ph C.sub.2 H.sub.5 NHCOCH.sub.3 CH.sub.3 CN7 C.sub.2 H.sub.4 CN C.sub.2 H.sub.5 CH.sub.3 C.sub.2 H.sub.5 CN8 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.4 OCOCH.sub.3 NHCOCH.sub.3 CH.sub.3 CN9 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 SC.sub.2 H.sub.5 CN__________________________________________________________________________No. hue coloring density light fastness__________________________________________________________________________18-1-a K: NN1 red 2.18 .largecircle.2 red 2.06 .largecircle.3 red 2.01 .largecircle.4 red 2.09 .largecircle.5 red 1.83 .DELTA.6 red 1.92 .largecircle.7 red 2.02 .largecircle.8 red 1.87 .largecircle.9 red 1.89 .DELTA.18-1-b K: NN1 red 2.06 .largecircle.2 red 2.08 .largecircle.3 red 2.10 .largecircle.4 red 2.01 .DELTA.5 red 1.80 .DELTA.6 red 1.85 .largecircle.7 red 1.97 .DELTA.8 red 1.79 .largecircle.9 red 1.92 .DELTA.18-1-c K: NN1 red 1.97 .largecircle.2 red 1.90 .DELTA.3 red 1.93 .largecircle.4 red 1.87 .DELTA.5 red 1.81 .DELTA.6 red 1.94 .largecircle.7 red 1.97 .DELTA.8 red 1.83 .DELTA.9 red 1.79 .largecircle.(18-2)No. R.sub.1 R.sub.2 R.sub.3 2-R.sub.4 4-R.sub.4__________________________________________________________________________1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 SC.sub.2 H.sub.5 CN2 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 SC.sub.2 H.sub.5 CN3 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 NHCOC.sub.2 H.sub.5 SC.sub.2 H.sub.5 CN4 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H SC.sub.2 H.sub.5 CN5 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.4 OCH.sub.3 NHCOCH.sub.3 SC.sub.2 H.sub.5 CN6 C.sub.2 H.sub.4 CN C.sub.2 H.sub.5 CH.sub.3 SC.sub.2 H.sub.5 CN7 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.4 OCOCH.sub.3 NHCOCH.sub.3 SC.sub.2 H.sub.5 CN8 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CH.sub.3 CN9 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.5 CH.sub.3 CH.sub.3 CNNo. hue coloring density light fastness__________________________________________________________________________18-2-a K: NN1 red 1.97 .largecircle.2 red 1.83 .largecircle.3 red 1.91 .largecircle.4 red 2.13 .largecircle.5 red 1.89 .largecircle.6 red 1.84 .largecircle.7 red 1.77 .largecircle.8 red 2.19 .DELTA.9 red 2.11 .DELTA.18-2-b K: NN1 red 1.98 .largecircle.2 red 1.85 .largecircle.3 red 1.91 .largecircle.4 red 2.10 .largecircle.5 red 1.86 .largecircle.6 red 1.81 .largecircle.7 red 1.74 .largecircle.8 red 2.11 .DELTA.9 red 2.07 .DELTA.18-2-c K: NN1 red 1.92 .largecircle.2 red 1.80 .largecircle.3 red 1.87 .largecircle.4 red 2.09 .DELTA.5 red 1.83 .largecircle.6 red 1.78 .DELTA.7 red 1.79 .largecircle.8 red 2.10 .DELTA.9 red 1.93 .DELTA.__________________________________________________________________________
(19) Dyes represented by the following structure: ##STR97## wherein K stands for --N.dbd.N, Q' is absent or a ring comprising carbon, hydrogen, nitrogen, oxygen and sulfur and m is an integer of 0 to 3. Examples of the ring include the following. ##STR98## wherein R.sub.4, R.sub.5 and R.sub.6 which may be the same or different will be defined later and p is an integer of 0 to 4.
Specific examples of the dye represented by the general formula 19 and the performance thereof in the case of use in a thermal transfer sheet are given in the following Table 19.
TABLE 19__________________________________________________________________________ ##STR99## ##STR100## ##STR101## ##STR102## ##STR103## ##STR104## ##STR105## ##STR106## ##STR107##No. R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5 R.sub.6 hue coloring density light__________________________________________________________________________ fastness(19-1-a K: NN)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H CN H H red 1.97 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 0H CH.sub.3 CN H CH.sub.3 red 1.94 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H NO.sub.2 H H red 1.93 .DELTA.4 C.sub.2 H.sub.5 Ph Cl CH.sub.3 H OCOCH.sub.3 red 1.89 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 C.sub.4 H.sub.9 CH.sub.3 H red 1.94 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH Ph H H red 1.87 .DELTA.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOCH.sub.3 NHSO.sub.2 CH.sub.3 Ph C.sub.2 H.sub.5 Cl red 1.84 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 Ph Cl CH.sub.3 red 1.86 .largecircle.(19-1-b K: NN)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H CN H H red 1.94 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 CN H CH.sub.3 red 1.92 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H NO.sub.2 H H red 1.95 .DELTA.4 C.sub.2 H.sub.5 Ph Cl CH.sub.3 H COCH.sub.3 red 1.91 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 C.sub.4 H.sub.9 CH.sub.3 H red 1.96 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH Ph H H red 1.93 .DELTA.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOCH.sub.3 NHSO.sub.2 CH.sub.3 Ph C.sub.2 H.sub.5 Cl red 1.87 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 Ph Cl CH.sub.3 red 1.94 .largecircle.(19-1-c K: NN)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H CN H H red 1.94 .DELTA.1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H CN H H red 1.94 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 2H.sub.4 0H CH.sub.3 CN H CH.sub.3 red 1.91 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H NO.sub.2 H H red 1.88 .DELTA.4 C.sub.2 H.sub.5 Ph Cl CH.sub.3 H COCH.sub.3 red 1.87 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 C.sub.4 H.sub.9 CH.sub.3 H red 1.91 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH Ph H H red 1.86 .DELTA.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOCH.sub.3 NHSO.sub.2 CH.sub.3 Ph OC.sub.2 H.sub.5 Cl red 1.82 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 Ph Cl CH.sub.3 red 1.84 .largecircle.(19-2-a K: NN)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H CN H red 1.96 .largecircle.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 CN CH.sub.3 red 1.95 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H NO.sub.2 H red 1.94 .DELTA.4 C.sub.2 H.sub.5 Ph Cl CH.sub.3 2OC.sub.2 H.sub.5 red 1.91 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 C.sub.4 H.sub.9 2, 3diC.sub.2 H.sub.5 red 1.93 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH Ph 2Cl, 3CH.sub.3 red 1.87 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOCH.sub.3 NHSO.sub.2 CH.sub.3 Ph 4OCOC.sub.2 H.sub.5 red 1.81 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 Ph 3CH.sub.3, 4Ph red 1.84 .largecircle.(19-2-b K: NN)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H CN H red 1.94 .largecircle.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 CN CH.sub.3 red 1.92 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H NO.sub.2 H red 1.96 .DELTA.4 C.sub.2 H.sub.5 Ph Cl CH.sub.3 2-C.sub.2 H.sub.5 red 1.90 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 C.sub.4 H.sub.9 2, 3diC.sub.2 H.sub.5 red 1.91 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH Ph 2Cl, 3CH.sub.3 red 1.88 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOCH.sub.3 NHSO.sub.2 CH.sub.3 Ph 4OCOC.sub.2 H.sub.5 red 1.82 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 Ph 3CH.sub.3,4Ph red 1.87 .largecircle.(19-2-c K: NN)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H CN H red 1.94 .largecircle.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 CN CH.sub.3 red 1.91 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H NO.sub.2 H red 1.95 .DELTA.4 C.sub.2 H.sub.5 Ph Cl CH.sub.3 2-C.sub.2 H.sub.5 red 1.90 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 C.sub.4 H.sub.9 2, 3diC.sub.2 H.sub.5 red 1.92 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 CCOCH.sub.3 OH Ph 2Cl,3CH.sub.3 red 1.91 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOCH.sub.3 NHSO.sub.2 CH.sub.3 Ph 4OCOC.sub.2 H.sub.5 red 1.87 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 Ph 3CH.sub.3,4Ph red 1.90 .largecircle.(19-3-a K: NN)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H CN red 1.95 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 SC.sub.2 H.sub.5 red 1.92 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H NO.sub.2 red 1.91 .DELTA.4 C.sub.2 H.sub.5 Ph Cl CN red 1.87 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 CN red 1.92 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH CN red 1.83 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOCH.sub.3 NHSO.sub.2 CH.sub.3 CN red 1.81 .DELTA.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 CN red 1. 85 .largecircle.(19-3-b K: NN)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H CN red 2.05 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 SC.sub.2 H.sub.5 red 2.01 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H NO.sub.2 red 2.00 .DELTA.4 C.sub.2 H.sub.5 Ph Cl CN red 1.98 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 CN red 1.92 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COCH.sub.3 OH CN red 1.95 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOCH.sub.3 NHSO.sub.2 CH.sub.3 CN red 1.93 .DELTA.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 CN red 1.91 .largecircle.(19-3-c K: NN)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H CN red 1.99 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 SC.sub.2 H.sub.5 red 2.00 .largecircle.3 C.sub.2 H.sub.5 CHCH.sub.2 H NO.sub.2 red 1.91 .DELTA.4 C.sub.2 H.sub.5 Ph Cl CN red 1.87 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 CN red 1.94 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH CN red 1.86 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOCH.sub.3 NHSO.sub.2 CH.sub.3 CN red 1.85 .DELTA.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 CN red 1.86 .largecircle.__________________________________________________________________________
(20) Dyes represented by the following structural formula: ##STR108## wherein K stands for --N.dbd.N-- and R.sub.4 will be defined below.
Specific examples of the dye represented by the general formula 20 and the performance thereof in the case of use in a thermal transfer sheet are given in the following Table 20.
TABLE 20______________________________________ ##STR109## ##STR110## ##STR111## ##STR112## ##STR113## ##STR114## ##STR115## ##STR116## ##STR117##(20-1)No. R.sub.1 R.sub.2 R.sub.3 R.sub.4______________________________________1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CN2 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 CN3 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 CN4 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 NHCOC.sub.2 H.sub.5 CN5 C.sub.2 H.sub.4 CN C.sub.2 H.sub.5 CH.sub.3 CN6 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.4 OCOCH.sub.3 NHCOCH.sub.3 CN7 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 C.sub.4 H.sub.98 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 C.sub.4 H.sub.99 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.5 NHCOCH.sub.3 Ph10 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.5 NHCOCH.sub.3 Ph______________________________________20-1-a K: NNNo. hue coloring density light fastness______________________________________1 red 1.85 .DELTA.2 red 1.97 .largecircle.3 red 1.81 .DELTA.4 red 1.92 .largecircle.5 red 1.88 .DELTA.6 red 1.73 .largecircle.7 red 1.84 .DELTA.8 red 1.89 .DELTA.9 red 1.88 .largecircle.10 red 1.83 .largecircle.20-1-b K: NN1 red 1.84 .largecircle.2 red 1.93 .largecircle.3 red 1.77 .largecircle.4 red 1.95 .largecircle.5 red 1.82 .DELTA.6 red 1.78 .largecircle.7 red 1.80 .largecircle.8 red 1.84 .DELTA.9 red 1.93 .DELTA.10 red 1.83 .DELTA.20-1-c K: NN1 red 1.71 .largecircle.2 red 1.78 .largecircle.3 red 1.73 .largecircle.4 red 1.82 .largecircle.5 red 1.79 .DELTA.6 red 1.65 .largecircle.7 red 1.74 .largecircle.8 red 1.73 .largecircle.9 red 1.84 .largecircle.10 red 1.85 .largecircle.(20-2)No. R.sub.1 R.sub.2 R.sub.3 R.sub.4______________________________________1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CN2 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 CN3 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 CN4 C.sub.2 H.sub.4 OCH.sub.3 C.sub.2 H.sub.5 NHCOC.sub.2 H.sub.5 CN5 C.sub.2 H.sub.4 CN C.sub.2 H.sub.5 CH.sub.3 CN6 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.4 CCOCH.sub.3 NHCaCH.sub.3 CN______________________________________20-2-a K: NNNo. hue coloring density light fastness______________________________________1 red 1.92 .largecircle.2 red 2.13 .largecircle.3 red 2.04 .largecircle.4 red 2.02 .largecircle.5 red 1.97 .largecircle.6 red 1.92 .largecircle.20-2-b K: NN1 red 1.90 .DELTA.2 red 2.07 .largecircle.3 red 2.09 .largecircle.4 red 2.13 .largecircle.5 red 1.84 .largecircle.6 red 1.97 .largecircle.20-2-c K: NN1 red 1.89 .largecircle.2 red 2.03 .largecircle.3 red 2.04 .largecircle.4 red 2.03 .largecircle.5 red 1.91 .DELTA.6 red 1.94 .largecircle.______________________________________(20-3)No. R.sub.1 R.sub.2 R.sub.3 R.sub.4______________________________________1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 CH.sub.3 CN2 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHCOCH.sub.3 CN3 C.sub.2 H.sub.5 C.sub.2 H.sub.5 NHSO.sub.2 CH.sub.3 CN4 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.5 NHCOCH.sub.3 CN5 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.5 NHCOCH.sub.3 SC.sub.2 H.sub.56 C.sub.2 H.sub.4 0CH.sub.3 C.sub.2 H.sub.5 NHCOCH.sub.3 CN7 C.sub.2 H.sub.4 0CH.sub.3 C.sub.2 H.sub.5 NHCOCH.sub.3 SC.sub.2 H.sub.58 C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.4 OCOCH.sub.3 NHCOCH.sub.3 CN______________________________________20-3-a K: NNNo. hue coloring density light fastness______________________________________1 red 1.74 .DELTA.2 red 1.81 .largecircle.3 red 1.77 .largecircle.4 red 1.79 .largecircle.5 red 1.78 .DELTA.6 red 1.75 .largecircle.7 red 1.70 .DELTA.8 red 1.68 .largecircle.20-3-b K: NN1 red 1.78 .largecircle.2 red 1.86 .largecircle.3 red 1.82 .largecircle.4 red 1.91 .largecircle.5 red 1.76 .largecircle.6 red 1.84 .largecircle.7 red 1.77 .largecircle.8 red 1.78 .largecircle.20-3-c K: NN1 red 1.81 .largecircle.2 red 1.92 .largecircle.3 red 1.88 .largecircle.4 red 1.87 .largecircle.5 red 1.82 .largecircle.6 red 1.92 .largecircle.7 red 1.82 .largecircle.8 red 1.84 .largecircle.______________________________________
(21) Dyes represented by the following structural formula: ##STR118## wherein K stands for --N.dbd.N--, Q' is absent or a ring comprising carbon, hydrogen, nitrogen, oxygen and sulfur and m is an integer of 0 to 4. Examples of the ring include the following.
TABLE 21__________________________________________________________________________ ##STR119## ##STR120## ##STR121## ##STR122## ##STR123## ##STR124## ##STR125## ##STR126## ##STR127## ##STR128## ##STR129##No. R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.8 hue coloring light__________________________________________________________________________ fastness(21-1-a K: N)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H CN leek green 1.58 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 H H leek green 1.57 .DELTA.3 C.sub.2 H.sub.5 CHCH.sub.2 H H CH.sub.3 leek green 1.59 .DELTA.4 C.sub.2 H.sub.5 Ph Cl 1-CH.sub.3 CN leek green 1.65 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 1-CH.sub.3 CN leek green 1.54 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH 1-CH.sub.3 CN leek green 1.53 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.7 NHSO.sub.2 CH.sub.3 1-CH.sub.3 H leek green 1.47 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 1-CH.sub.3 CH.sub.3 leek green 1.56 .largecircle.(21-1-b K: N)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H CN leek green 1.54 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 H H leek green 1.56 .DELTA.3 C.sub.2 H.sub.5 CHCH.sub.2 H H CH.sub.3 leek green 1.62 .DELTA.4 C.sub.2 H.sub.5 Ph Cl 1-CH.sub.3 CN leek green 1.63 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 1-CH.sub.3 CN leek green 1.54 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH 1-CH.sub.3 CN leek green 1.51 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.7 NHSO.sub.2 CH.sub.3 1-CH.sub.3 H leek green 1.50 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 2-CH.sub.3 CH.sub.3 leek green 1.47 .largecircle.(21-1-c K: N)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H CN leek green 1.61 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 H H leek green 1.60 .DELTA.3 C.sub.2 H.sub.5 CHCH.sub.2 H H CH.sub.3 leek green 1.58 .DELTA.4 C.sub.2 H.sub.5 Ph Cl 1-CH.sub.3 CN leek green 1.59 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 1-CH.sub.3 CN leek green 1.57 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH 1-CH.sub.3 CN leek green 1.51 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.7 NHSO.sub.2 CH.sub.3 1-CH.sub.3 H leek green 1.46 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 1-CH.sub.3 CH.sub.3 leek green 1.50 .largecircle.__________________________________________________________________________No. R.sub.1 R.sub.2 R.sub.3 R.sub.4 R.sub.5 R.sub.7 R.sub.8 hue coloring light__________________________________________________________________________ fastness(21-2-a K: N)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H H CN leek green 1.52 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 H H H leek green 1.51 .DELTA.3 C.sub.2 H.sub.5 CHCH.sub.2 H H 2-CH.sub.3 H leek green 1.50 .DELTA.4 C.sub.2 H.sub.5 Ph Cl H 1-Cl CN leek green 1.52 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 2-CH.sub.3 H CN ieekgreen 1.47 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH 2-CH.sub.3 H CN leek green 1.43 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.7 NHSO.sub.2 CH.sub.3 2-CH.sub.3 1-Cl CN leek green 1.40 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 2-CH.sub.3 2-Cl CH.sub.3 leek green 1.41 .largecircle.(21-2-b K: N)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H H CN leek green 1.51 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 H H H leek green 1.49 .DELTA.3 C.sub.2 H.sub.5 CHCH.sub.2 H H 2-CH.sub.3 CN leek green 1.48 .DELTA.4 C.sub.2 H.sub.5 Ph Cl H 1-Cl CN leek green 1.53 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 2-CH.sub.3 H CN leek green 1.46 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH 2-CH.sub.3 H CN leek green 1.47 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.7 NHSO.sub.2 CH.sub.3 2-CH.sub.3 1-Cl CN leek green 1.41 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 2-CH.sub.3 2-Cl CH.sub.3 leek green 1.42 .largecircle.(21-2-c K: N)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H H CN leek green 1.52 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 H H H leek green 1.47 .DELTA.3 C.sub.2 H.sub.5 CHCH.sub.2 H H 2-CH.sub.3 CN leek green 1.46 .DELTA.4 C.sub.2 H.sub.5 Ph Cl H 1-Cl CN leek green 1.51 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 2-CH.sub.3 H CN leek green 1.48 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH 2-CH.sub.3 H CN leek green 1.43 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.7 NHSO.sub.2 CH.sub.3 2-CH.sub.3 1-Cl CN leek green 1.42 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 2-CH.sub.3 2-Cl CH.sub.3 leek green 1.44 .largecircle.(21-3-a K: N)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H H H CN leek green 1.60 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 H H H H leek green 1.56 .DELTA.3 C.sub.2 H.sub.5 CHCH.sub.2 H H 2-CH.sub.3 H CN leek green 1.67 .DELTA.4 C.sub.2 H.sub.5 Ph Cl H 1-Cl CH.sub.3 CN leek green 1.62 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 2-CH.sub.3 H CH.sub.3 CN leek green 1.51 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH 2-CH.sub.3 H C.sub.2 H.sub.4 OC.sub.2 H.sub.5 CN leek green 1.54 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.7 NHSO.sub.2 CH.sub.3 2-CH.sub.3 1-Cl H CN leek green 1.50 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 2-CH.sub.3 2-Cl CH.sub.3 CH.sub.3 leek green 1.48 .largecircle.(21-3-b K: N)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H H H CN leek green 1.57 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 H H H H leek green 1.58 .DELTA.3 C.sub.2 H.sub.5 CHCH.sub.2 H H 2-CH.sub.3 H CN leek green 1.62 .DELTA.4 C.sub.2 H.sub.5 Ph Cl H 1-Cl CH.sub.3 CN leek green 1.64 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 2-CH.sub.3 H CH.sub.3 CN leek green 1.60 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH 2-CH.sub.3 H C.sub.2 H.sub.4 OC.sub.2 H.sub.5 CN leek green 1.58 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.7 NHSO.sub.2 CH.sub.3 2-CH.sub.3 1-Cl H CN leek green 1.49 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 2-CH.sub.3 2-Cl CH.sub.3 CH.sub.3 leek green 1.53 .largecircle.(21-3-c K: N)1 C.sub.2 H.sub.5 C.sub.2 H.sub.5 H H H H CN leek green 1.54 .DELTA.2 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OH CH.sub.3 H H H H leek green 1.59 .DELTA.3 C.sub.2 H.sub.5 CHCH.sub.2 H H 2-CH.sub.3 H CN leek green 1.58 .DELTA.4 C.sub.2 H.sub.5 Ph Cl H 1-Cl CH.sub.3 CN leek green 1.61 .DELTA.5 C.sub.2 H.sub.5 CHCHOCOCH.sub.3 NHCOCH.sub.3 2-CH.sub.3 H CH.sub.3 CN leek green 1.57 .largecircle.6 C.sub.2 H.sub.5 C.sub.2 H.sub.4 COOCH.sub.3 OH 2-CH.sub.3 H C.sub.2 H.sub.4 OC.sub.2 H.sub.5 CN leek green 1.56 .largecircle.7 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOC.sub.4 H.sub.7 NHSO.sub.2 CH.sub.3 2-CH.sub.3 1-Cl H CN leek green 1.50 .largecircle.8 C.sub.2 H.sub.5 C.sub.2 H.sub.4 OCOOPh NHCOCH.sub.3 2-CH.sub.3 2-Cl CH.sub.3 CH.sub.3 leek green 1.49 .largecircle.__________________________________________________________________________
The thermal transfer sheet of the present invention is characterized in that use is made of the above-described particular dyes. The other constitution may be the same as that in the conventional thermal transfer sheet.
The substrate sheet containing the above-described dye used in the thermal transfer sheet of the present invention may be any known one having a heat resistance and a strength to some extent. Examples of the substrate sheet include paper having a thickness in the range of from about 0.5 to 50 .mu.m, preferably in the range of from about 3 to 10 .mu.m, various types of converted paper, a polyester film, a polystyrene film, a polypropylene film, a polysulfone film, a polycarbonate film, an aramid film, a polyvinyl alcohol film and cellophane. A polyester film is particularly preferred.
The dye supporting layer provided on the surface of the above-described substrate sheet comprises a layer produced by supporting on the substrate sheet a dye selected from those represented by the general formula (I) by means of an arbitrary resin.
The binder resin for supporting the above-described dye may be any conventional one, and preferred examples thereof include cellulose resins such as ethyl cellulose, hydroxyethyl cellulose, ethylhydroxy cellulose, hydroxypropyl cellulose, methyl cellulose, cellulose acetate and cellulose acetate butyrate, and vinyl resins such as polyvinyl alcohol, polyvinyl acetate, polyvinyl butyral, polyvinyl acetoacetal, polyvinyl pyrrolidone and polyacrylamide. Among them, polyvinyl butyral and polyvinyl acetal are particularly preferred from the viewpoint of the heat resistance and the migration of a dye.
The dye supporting layer of the thermal transfer sheet of the present invention is basically comprised of the above-described material and, if necessary, additionally contains various additives known in the art.
The above-described dye supporting layer is preferably formed by adding the above-described dye, binder resin and optional components to a suitable solvent to dissolve or disperse the individual components in the solvent to prepare a coating solution or an ink for the formation of a supporting layer, coating the coating solution or ink on the substrate sheet and drying the resultant coating.
The thickness of the supporting layer thus formed is in the range of from about 0.2 to 5.0 .mu.m, preferably in the range of from about 0.4 to 2.0 .mu.m. The content of the dye in the supporting layer is preferably 5 to 70% by weight, still preferably 10 to 60 % by weight based on the weight of the supporting layer.
Although the thermal transfer sheet of the present invention, as such, is sufficiently useful for a thermal transfer application, it is also possible to further provide a surface tack eliminating layer, that is, a release layer, on the surface of the dye supporting layer. The provision of such a layer enables the tack adhesion of the thermal transfer sheet to the transfer material to be prevented during the thermal transfer, so that an image having a better density can be formed through the use of a higher thermal transfer temperature.
Regarding the release layer, a considerable effect can be attained by merely adhering an antitack inorganic powder. Further, for example, it is also possible to select a highly releasable resin, such as a silicone polymer, an acrylic polymer or a fluorinated polymer, and to provide a release layer of the selected resin having a thickness in the range of from 0.01 to 5 .mu.m, preferably in the range of from 0.05 to 2 .mu.m.
The inorganic powder or releasable polymer can exhibit a sufficient effect also when it is incorporated in the dye supporting layer.
Further, a heat resistant layer may be additionally provided on the back surface of the thermal transfer sheet for the purpose of preventing an adverse effect of heat from a thermal head.
The transfer material used for forming an image through the use of the above-described thermal transfer sheet may be any one as far as the recording face has a capability of accepting the above-described dye. When the transfer material is paper, a metal, glass, a synthetic resin or other material incapable of accepting the dye, a dye accepting layer may be formed on one surface such a material.
Means for applying a thermal energy used in the thermal transfer through the use of the thermal transfer sheet according to the present invention and the recording material may be any means known in the art. For example, a desired object can be sufficiently attained by applying a thermal energy of about 5 to 100 mJ/mm.sup.2 through the control of a recording time by means of a recording device, for example, a thermal printer (for example, a video printer VY-100 manufactured by Hitachi, Limited).
The present invention will now be described in more detail with reference to the following Example and Comparative Example. In the Examples and Comparative Examples, "parts" is by weight unless otherwise specified.
EXAMPLE
An ink composition comprising the following components for the formation of a dye supporting layer was prepared, and the ink composition was coated on a 6 .mu.m-thick polyethylene terephthalate film having a back surface subjected to tropicalization so that the coverage on a dry basis was 1.0 g/m.sup.2. The resultant coating was dried to give the thermal transfer sheet of the present invention.
______________________________________Dye listed in Table A1 3 partsPolyvinyl butyral resin 4.5 partsMethyl ethyl ketone 46.25 partsToluene 46.25 parts______________________________________
In the above-described composition, when the dye was insoluble, DMF, dioxane, chloroform or the like was properly used as a solvent. when the dye was not be sufficiently dissolved in the solvent, use was made of the filtrate.
Then, synthetic paper (Yupo FPG #150 manufactured by Oji-Yuka Synthetic Paper Co., Ltd.) was used as the substrate sheet, and a coating solution having the following composition was coated on one surface of the synthetic paper so that the coverage on a dry basis was 10.0 g/m.sup.2. The resultant coating was dried at 100.degree. C. for 30 min to give a thermal transfer sheet.
______________________________________Polyester resin 11.5 parts(Vylon 200 manufacturedby Toyobo Co., Ltd.)Vinyl chloride/vinyl acetate copolymer 5.0 parts(VYHH manufactured by UCC)Amino modified silicone (KF-393 1.2 parts(manufactured by TheShin-Etsu ChemicalCo., Ltd.)Epoxy modified silicone (X-22-343 1.2 parts(manufactured by TheShin-Etsu ChemicalCo., Ltd.)Methyl ethyl ketone/toluene/cyclohexanone 102.0 parts(weight ratio of 4:4:2)______________________________________
The above-described thermal transfer sheet of the present invention and the above-described transfer material were put on top of the other in such a manner that the dye supporting layer and the dye accepting surface faced each other. Recording was conducted by means of a thermal head from the back surface of the thermal transfer sheet under conditions of a head applied voltage of 11 V and a setting time of 14.0 msec. The results are given in the above-described tables.
Comparative Examples 1 to 5
The procedure of Example 1 was repeated, except that dyes listed in the following Table 22 were used instead of the dyes used in Example 1. The results are given in the following Table 22.
TABLE 22______________________________________ Coloring LightComp. Ex. density fastness______________________________________1 0.99 .times.2 1.16 .DELTA.3 2.07 .times.4 1.12 .DELTA.5 1.02 .times.______________________________________ Note) Comp. Ex. 1 = C.I. Disperse Blue 14 Comp. Ex. 2 = C.I. Disperse Blue 134 Comp. Ex. 3 = C.I. Solvent Blue 63 Comp. Ex. 4 = C.I. Disperse Blue 26 Comp. Ex. 5 = C.I. Disperse Violet 4
The above-described recording density is a value measured by densitometer RD-918 manufactured by Macbeth, U.S.A.
The light fastness test was conducted by subjecting an image to irradiation by means of a xenon arc light (50 KLux) for 24 hr. When no change in the sharpness of the image was observed after this test, the light fastness was evaluated as ".largecircle."; when a slight deterioration in the sharpness of the image was observed, the light fastness was evaluated as ".DELTA."; and when a deterioration in the sharpness of the image was observed, the light fastness was evaluated as "X".
Mutagenic Test:
Ames test was conducted as an identical amest test with respect to representative examples of the intermediate of the present invention and control dyes having the same structure as that of the intermediate of the present invention, except that the ring was a pyridine ring instead of the phenyl ring.
The ames test was conducted in such a state that Salmonella TA1538 and TA98 were metabolically activated by a preincubation method (+x9mix). The dye was used in contentrations in five grades in the range of from 0 to 5 mg. Acetone was used as the solvent control. The toxicity was judged based on the maximum increase in the colony of the sample as compared with the solvent control. Specifically, when the increase in the reversion colony was twice or more as compared with that in the case of the control, the mutagenicity was judged as positive, while when the increase in the reversion colony was less than twice as compared with that in the case of the control, the mutagenicity was judged as negative. The results are given in the following Table.
TABLE 23______________________________________ IncreaseDye of the present invention (times) Toxicity______________________________________ ##STR130## 1.5 negative(10-1-a K = NN No. 1) ##STR131## 1.3 negative(6-a No. 4) ##STR132## 1.5 negative(5-a No. 14) ##STR133## 2.2 positive ##STR134## 5.2 positive ##STR135## 1.7 negative______________________________________
As is apparent from the foregoing description, a thermal transfer sheet excellent in the coloring density, sharpness and light fastness can be provided through the use of an intermediate having a particular structure and a dye produced by making use of the intermediate as a starting compound.
Claims
  • 1. An azomethine dye produced by coupling a pyridine derivative represented by the following formula A or B with a coupler capable of providing a C.dbd.N-- linkage at Z of A or B: ##STR136## wherein Z stands for an atom or atom group having a coupling capability selected from a hydrogen atom, an amino group, a halogen atom, a nitro group and a nitroso group;
  • R.sub.1 and R.sub.2 each independently stand for a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 8 carbon atoms, vinyl group, allyl group, aryl group, alkoxyalkyl group having 2 to 12 carbon atoms, aralkyl group, alkoxycarbonylalkyl group having 3 to 12 carbon atoms, carboxyalkyl group having 3 to 12 carbon atoms, alkoxycarboxyalkyl group having 3 to 12 carbon atoms, substituted or unsubstituted cycloalkyl group having 3 to 12 carbon atoms, substituted or unsubstituted acylamino group having 2 to 12 carbon atoms, substituted or unsubstituted alkylsulfonylamino group having 1 to 12 carbon atoms, substituted or unsubstituted oxycarbonyl group having 2 to 12 carbon atoms, substituted or unsubstituted ureido group having 1 to 8 carbon atoms, substituted or unsubstituted carbamoyl group having 2 to 12 carbon atoms, substituted or unsubstituted sulfamoyl group having 1 to 12 carbon atoms, substituted or unsubstituted heterocyclic group having 2 to 12 carbon atoms, substituted or unsubstituted acyl croup having 2 to 12 carbon atoms, substituted or unsubstituted amino group or substituted or unsubstituted sulfonyl group having 1 to 12 carbon atoms, provided that R.sub.1 and R.sub.2 may combine with each other to form a ring or R.sub.1 and R.sub.2 may bond at the 5 position on (A), or the 4 position on (B) and/or the 6 position on (B) to form a ring;
  • R.sub.3 stands for hydroxyl group, a halogen atom, a cyano group or a substituted or unsubstituted alkyl group having 1 to 8 carbon atoms, alkylcarbonyl group having 2 to 8 carbon atoms, carbamoyl group, sulfamoyl group, amino group, carboxyl group, alkoxy group or unreido group; and
  • n is an integer of 0 to 3.
  • 2. An azomethin dye according to claim 1, which is represented by the following formula: ##STR137## wherein R.sub.15 and R.sub.16 stand for a hydrogen atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group or a substituted or unsubstituted alkyl group, aryl group, allyl group, aralkyl group, alkoxyalkyl group, alkoxy group, heterocyclic group, aralkylalkoxyalkyl group, carbamoyl group, sulfamonyl group, oxycarbonylalkyl group, oxycarbonyl group, carboxyalkyl group, formylamino group, sulfonylamino group, amino group or cycloalkyl group; E stands for a nitrogen atom or a carbon atom; and m is an integer of 0 to 3.
  • 3. An azomethin dye according to claim 1, which is represented by the following general formula (1) or (2): ##STR138## wherein R.sub.4 to R.sub.9 stand for a hydrogen atom, a halogen atom or a substituted or unsubstituted alkyl group, alkoxy group, amino group, ureido group, --CON(R.sub.10)(R.sub.11), --CSN(R.sub.10)(R.sub.11), --SO.sub.2 N(R.sub.10)(R.sub.11), --COOR.sub.10 or --CSOR.sub.10 wherein R.sub.10 and R.sub.11 stand for a hydrogen atom, a halogen atom or a substituted or unsubstituted alkyl group having 1 to 12 carbon atoms, cycloalkyl group having 3 to 8 carbon atoms, aryl group, vinyl group, ally group or aromatic heterocyclic group, provided that R.sub.10 and R.sub.11 may combine with each other to form a ring; or ##STR139## wherein R.sub.4 stands for a hydrogen atom, a halogen atom or a substituted or unsubstituted alkyl group having 1 to 8 carbon atoms, alkoxy group having 1 to 8 carbon atoms, amino group, ureido group, carbamoyl group, sulfamoyl group, --NHCOR.sub.8, --NHCSR.sub.8, --NHCON(R.sub.8) (R.sub.9), --NHCSN(R.sub.8)(R.sub.9), --NHCOOR.sub.8, --NHCSOR.sub.8, --NHCONHR.sub.8, --NHCSNHR.sub.8, --NHSO.sub.2 R.sub.8 or --NHSO.sub.2 N(R.sub.8)(R.sub.9) wherein R.sub.8 and R.sub.9 stand for a hydrogen atom, a halogen atom or a substituted or unsubstituted alkyl group having 1 to 12 carbon atoms, aryl group, vinyl group, ally group, cycloalkyl group having 3 to 8 carbon atoms or aromatic heterocyclic group, provided that R.sub.8 and R.sub.9 may combine with each other to form a ring; and R.sub.5 and R.sub.7 stand for a hydrogen atom, a halogen atom or a substituted or unsubstituted alkyl group having 1 to 12 carbon atoms, alkoxy group having 1 to 8 carbon atoms, amino group, formylamino group, alkylformylamino group having 1 to 8 carbon atoms, sulfonylamino group, alkylsulfonylamino group having 1 to 8 carbon atoms, ureido group, carbamoyl group, sulfamoyl group or carboxyl group.
  • 4. An azomethin dye according to claim 1, which is represented by the following structural formula (3) or (4): ##STR140## wherein I stands for --COJ, --CONHJ, --CONHCOJ, --SO.sub.2 J, --SO.sub.2 NHJ, --SO.sub.2 NHCOJ, --COOJ, --CSJ, --CSOJ or --CSNHJ wherein J stands for a hydrogen atom, a halogen atom or a substituted or unsubstituted alkyl group having 1 to 12 carbon atoms, aryl group, vinyl group, allyl group, cycloalkyl group having 3 to 8 carbon atoms, aralkyl group, alkenyl group or heterocyclic group.
Priority Claims (2)
Number Date Country Kind
3-133236 May 1991 JPX
4-75784 Feb 1992 JPX
Parent Case Info

This is a Continuation of application Ser. No. 08/297,035 filed Aug. 29, 1994, now abandoned, which is a division of application Ser. No. 07/877,882 filed May 4, 1992, now U.S. Pat. No. 5,374,601.

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Entry
E. Klingsberg et al `The chemistry of Heterocyclic compounds`, 1962, Interscience Publishers, New York, USA, vol. 14, Part 3, Chapter IX; "Aminopyridines", pp. 1-178.
Chemical Abstracts, vol. 102, No. 25, 24 Jun. 1985, Columbus, Ohio, US; abstract No. 214472D, A. Matsuura et al: `A new flurometric method for latamofex in biological materials using 2, 6-diamino-3-nitrospyridine.`, p. 3; col. Right.
Divisions (1)
Number Date Country
Parent 877882 May 1992
Continuations (1)
Number Date Country
Parent 297035 Aug 1994