Dye mixture containing at least four diazo dyes having the same color with a diaminopyridine coupling component

This application is a 371 of PCT/EP94/02823 filed Aug. 25, 1994.
BACKGROUND OF THE INVENTION
1. Field of the Invention
The present invention relates to a dye mixture containing at least four azo dyes having the same color with a diaminopyridine coupling component.
2. Description of the Background
EP-A-548,715 and JP-A-32913/1999 disclose dye mixtures with similar blending patterns. However, these prior art dyes still have application defects. In particular, a pronounced temperature dependence of the exhaustion characteristics of the dyes is noted as well as an inadequate degree of exhaustion.
SUMMARY OF THE INVENTION
In accordance with the present invention, a dye mixture is provided which overcomes the disadvantages of the prior art dyes, which mixture contains at least four azo dyes having the same color with a diaminopyridine coupling component.

DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS
The present invention provides a dye mixture containing at least four azo dyes having the same color with a diaminopyridine coupling component, each dye having the formula Ia and Ib.
DESCRIPTION
The present invention relates to novel dye mixtures comprising at least 4 dyes of the same color having the formulae Ia and Ib ##STR2## where D is the radical of a diazo component of the aminoanthraquinone, aniline, aminothiophene, aminothiazole, aminoisothiazole, aminothiadiazole or aminobenzisothiazole series,
L is C.sub.2 -C.sub.8 -alkylene, which may be interrupted by 1 or 2 oxygen atoms in ether function,
R.sup.1 and R.sup.2 are independently of each other hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy or halogen,
R.sup.3 is hydrogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.3 -alkanoyl, and
R.sup.4 is hydrogen or C.sub.1 -C.sub.4 -alkyl,
and to the use thereof for dyeing or printing textile materials.
EP-A-548 715 and JP-A-32913/1993 disclose dye mixtures with similar blending partners.
However, it has been found that the prior art dyes still have application defects. These are in particular a pronounced temperature dependence of the exhaustion characteristics of the dyes and an inadequate degree of exhaustion.
It is an object of the present invention to provide novel dye mixtures which shall be free of the abovementioned defects.
We have found that this object is achieved by the dye mixtures more particularly described at the beginning.
Any alkyl or alkylene appearing in the dye components of the abovementioned dye mixtures can be not only straight-chain but also branched.
In substituted alkyl appearing in the dye components the number of substituents is generally 1 or 2.
In substituted phenyl appearing in the dye components the number of substituents, unless otherwise stated, is generally from 1 to 3, preferably 1 or 2.
Preference is given to dye mixtures of the invention where
D is 1-anthraquinonyl or a radical of the formula ##STR3## where Z.sup.1 is hydrogen, nitro, cyano, chlorine, bromine, C.sub.1 -C.sub.4 -alkoxycarbonyl, phenylsulfonyl, phenoxysulfonyl or C.sub.1 -C.sub.4 -dialkylsulfamyl,
Z.sup.2 is hydrogen, nitro or unsubstituted or C.sub.1 -C.sub.4 -alkyl-, C.sub.1 -C.sub.4 -alkoxy-or chlorine-substituted phenylazo,
Z.sup.3 is hydrogen, cyano, chlorine, bromine, C.sub.1 -C.sub.4 -alkoxycarbonyl, phenylsulfonyl, phenoxysulfonyl or C.sub.1 -C.sub.4 -dialkylsulfamyl,
Z.sup.4 is cyano, formyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, phenylcarbamoyl, unsubstituted or C.sub.1 -C.sub.4 -alkyl-substituted phenylazo or a radical of the formula ##STR4## where A is cyano or C.sub.1 -C.sub.4 -alkoxycarbonyl, Z.sup.5 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, phenyl which may be methyl-, methoxy-, chlorine- or C.sub.1 -C.sub.4 -alkoxycarbonyl-substituted, chlorine, bromine, C.sub.1 -C.sub.4 -alkoxycarbonyl or Z.sup.4 and Z.sup.5 together are an unsubstituted or methoxy-, thiocyanato- or C.sub.1 -C.sub.4 -alkylsulfonyl-substituted benzo radical,
Z.sup.6 is cyano or C.sub.1 -C.sub.4 -alkoxycarbonyl,
Z.sup.7 C.sub.1 -C.sub.4 -alkyl which may be C.sub.1 -C.sub.4 -alkoxy- or phenoxy-substituted, phenyl which may be methyl-, methoxy- or chlorine-substituted, benzyl which may be methyl-, methoxy- or chlorine-substituted, thienyl or cyano,
Z.sup.8 is phenyl or cyano- or C.sub.1 -C.sub.4 -alkoxycarbonyl-substituted ethylthio,
Z.sup.9 is hydrogen, nitro or cyano, and
Z.sup.10 is hydrogen, chlorine, bromine, nitro or cyano.
When D is a radical of the formula IIa, preference is given to those dyes in which at least one of the radicals Z.sup.1, Z.sup.2 and Z.sup.3 is not hydrogen.
R.sup.1, R.sup.2, R.sup.3, R.sup.4, Z.sup.5 and Z.sup.7 are each for example methyl, ethyl, propyl, isopropyl, butyl, isobutyl or sec-butyl.
Z.sup.1, Z.sup.3, Z.sup.4, Z.sup.6, Z.sup.8 and A as well as Z.sup.5 are each for example methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, isopropoxycarbonyl, butoxycarbonyl, isobutoxycarbonyl or sec-butoxycarbonyl.
Z.sup.1 and Z.sup.3 may also be for example dimethylsulfamyl, diethylsulfamyl, dipropylsulfamyl, diisopropylsulfamyl or dibutylsulfamyl.
R.sup.3 may also be for example formyl, acetyl or propionyl.
R.sup.1, R.sup.2 and Z.sup.5 may each also be for example methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy or sec-butoxy.
R.sup.1 and R.sup.2 may each also be for example fluorine, chlorine or bromine.
Z.sup.5 and Z.sup.7 may each also be for example phenyl, 2-, 3- or 4-methylphenyl, 2,4-dimethylphenyl, 2-, 3- or 4-methoxyphenyl, 2,4-dimethoxyphenyl, 2-, 3- or 4-chlorophenyl, 2,4-dichlorophenyl, 2-methyl-4-chlorophenyl, 2-methyl-4-methoxyphenyl.
Z.sup.7 may each also be for example benzyl, 2-, 3- or 4-methylbenzyl, 2-, 3- or 4-methoxybenzyl, 2-, 3- or 4-chlorobenzyl, methoxymethyl, ethoxymethyl, phenoxymethyl, 2-methoxyethyl, 2-ethoxyethyl or 2-phenoxyethyl.
Z.sup.4 may each also be for example phenylazo or 2-, 3- or 4-methylphenylazo.
Z.sup.8 is for example 2-cyanoethylthio, 2-methoxycarbonylethylthio or 2-ethoxycarbonylethylthio.
L is for example (CH.sub.2).sub.2, (CH.sub.2).sub.3, (CH.sub.2).sub.4, (CH.sub.2).sub.5, (CH.sub.2).sub.6, (CH.sub.2).sub.7, (CH.sub.2).sub.8, CH(CH.sub.3)CH.sub.2, CH(CH.sub.3)CH(CH).sub.3, (CH.sub.2).sub.2 O(CH.sub.2).sub.2, (CH.sub.2).sub.2 O(CH.sub.2).sub.3, (CH.sub.2).sub.3 O(CH.sub.2).sub.3, (CH.sub.2).sub.3 O(CH.sub.2).sub.4, (CH.sub.2).sub.4 O(CH.sub.2).sub.4, CH(CH.sub.3)CH.sub.2 OCH.sub.2 CH(CH.sub.3) or (CH.sub.2).sub.2 O(CH.sub.2).sub.2 O(CH.sub.2).sub.2.
Preference is further given to dye mixtures of the invention comprising from 4 to 8 dyes of the formulae Ia and Ib which have the same color.
Preference is further given to dye mixtures of the invention which always contain dyes of the formulae Ia and Ib where R.sup.3 in both the formulae is at one and the same time hydrogen and C.sub.1 -C.sub.3 -alkanoyl.
Preference is further given to dye mixtures of the invention where R.sup.4 is methyl.
Particular preference is given to dye mixtures of the invention where D is 1-anthraquinonyl or a radical of the formula IIa, IIb, IIc or IId.
Particular preference is further given to dye mixtures of the invention where R.sup.3 is hydrogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.2 -alkanoyl and L is C.sub.3 -C.sub.8 -alkylene which is interrupted by 1 or 2 oxygen atoms in the ether function.
Very particular preference is given to dye mixtures of the invention wherein L is a radical of the formula (CH.sub.2).sub.2, (CH.sub.2).sub.3, (CH.sub.2).sub.2 O(CH.sub.2).sub.2, (CH.sub.2).sub.2 O(CH.sub.2).sub.3, (CH.sub.2).sub.3 O(CH.sub.2).sub.3, (CH.sub.2).sub.3 O(CH.sub.2).sub.4 or (CH.sub.2).sub.3 O(CH.sub.2).sub.2 O(CH.sub.2).sub.2.
Very particular preference is further given to dye mixtures of the invention where R.sup.3 is hydrogen, C.sub.1 -C.sub.2 -alkyl or formyl.
Very particular preference is further given to dye mixtures of the invention where R.sup.3 is formyl or a mixture of formyl and acetyl in a molar ratio of from 1:9 to 9:1.
Preference is given to dye mixtures which, in each case based on the weight of the dyes, contain from 10 to 35% by weight, preferably from 15 to 30% by weight, of one or more dyes of the formula Ia and from 65 to 90% by weight, preferably from 70 to 85% by weight, of one or more dyes of the formula Ib.
When R.sup.3 is hydrogen and C.sub.1 -C.sub.3 -alkanoyl at one and the same time in both the formulae Ia and Ib, preference is given to those mixtures which, in each case based on the weight of the dyes, contain from 50 to 96% by weight, preferably from 75 to 85% by weight, of dyes of the formulae Ia and Ib wherein R.sup.3 is in each case C.sub.1 -C.sub.3 -alkanoyl and from 4 to 50% by weight, preferably from 15 to 25% by weight, of dyes of the formulae Ia and Ib wherein R.sup.3 is in each case hydrogen.
The novel dye mixtures are advantageously obtainable by dissolving a mixture of the coupling components of the formulae IIIa and IIIb ##STR5## where L, R.sup.1 and R.sup.2 are each as defined above and Y is in each case hydrogen or C.sub.1 -C.sub.4 -alkyl, preferably in each case hydrogen or in both the formulae simultaneously hydrogen and C.sub.1 -C.sub.4 -alkyl, in water-free or water-containing formic acid, acetic acid, propionic acid or mixtures thereof and treating this mixture with a diazonium salt derived from an amine of the formula IV
D--NH.sub.2 (IV)
where D is as defined above.
As the coupling components are dissolved in the carboxylic acids mentioned, some of the free hydroxyl groups undergo esterification.
Depending on the sensitivity of the diazonium salt, either the solution of components IIIa and IIIb in said carboxylic acids can be introduced into the suspension of the diazonium salt solution in ice and water, in which case the coupling reaction can be speeded up with bases, e.g. sodium hydroxide solution or sodium acetate or formate, or alternatively the diazonium salt solution can be added to the cooled mixture of the coupling components, in which case a base has to be added to set a pH from about 0 to 2.
Preferably the coupling components are dissolved in formic acid, acetic acid or a mixture thereof.
Particularly preferably the coupling components are dissolved in formic acid, in particular in formic acid from 50 to 99% strength by weight.
The mixtures of coupling components IIIa and IIIb are generally compounds known per se. They can be obtained for example by the methods described in DE-A-4 142 192.
The novel dye mixtures are advantageously suitable for dyeing or printing textile materials. These are for example fibers or fabrics, in particular from polyesters, but also from cellulose esters or polyamides, or blend fabrics from polyesters and cellulose fibers or wool.
The dye mixtures of the invention have virtually temperature-independent exhaustion characteristics. They also dye to a high degree of exhaustion.
The Examples which follow illustrate the invention. The percentages of the compositions of the dye mixtures are by weight.
EXAMPLE 1
163 g of 2-amino-5-nitrobenzonitrile were diazotized with 305 g of nitrosylsulfuric acid in a conventional manner in a medium acidified with sulfuric acid. The reaction mixture was run into 2500 g of ice and excess nitrous acid was destroyed with amido-sulfuric acid. The resulting solution was run with stirring into a cooled mixture of 265.2 g of the coupling component of the formula ##STR6## 46.8 g of the coupling component of the formula ##STR7## and 700 ml of 85% strength by weight formic acid, the mixture having been stirred overnight beforehand. Then 200 ml of acetic acid were added in the cold. During the addition of the diazonium solution to the coupling components the temperature of the reaction mixture was maintained at <8.degree. C. by addition of ice and the batch was also kept stirrable by addition of cold water. The batch was subsequently stirred at from 0.degree. to 8.degree. C. for 30 min, at which point the sodium hydroxide solution was added to set a pH of 1.5. The batch was heated to 80.degree.-90.degree. C. and the dye mixture was isolated to yield (after drying) 503 g of a dark red powder containing the four dyes in the stated proportions: ##STR8## 0.35 g portions of the dye mixture were applied to polyester fabric at 120.degree. and 130.degree. C. in the course of 60 min by the HT dyeing process. At 120.degree. C. the exhaustion of the dye mixture was about 90% and at 130.degree. C. was about 95%. The dyeings obtained had a bright bluish red hue.
EXAMPLE 2
188 g of a mixture of the compounds of the formulae ##STR9## (Mixing ratio 85:15) and 107.5 g of a mixture of the compounds of the formulae ##STR10## (Mixing ratio 85:15) were dissolved in 700 ml of 85% strength by weight formic acid and stirred for 12 h. The resulting mixture was then added to a diazonium salt solution of 2-amino-5-nitrobenzonitrile (1 mol), which had been prepared as described in Example 1, and coupling was carried out as described in Example 1. The result was a dye mixture containing the following components: ##STR11##
Polyester fabric was dyed in a bright bluish red hue.
EXAMPLE 3
312 g of the mixture of coupling components mentioned in Example 1 were heated in 800 ml glacial acetic acid and 10 g of toluenesulfonic acid at 115.degree. C. for 8 h. The mixture was then cooled down and coupled as described in Example 1.
The isolated dye mixture comprised 520 g of a dark red powder containing the following components: ##STR12##
The dye mixture obtained goes very readily onto polyester fabric at 130.degree. C. The dyeings obtained have a bright bluish red hue.
EXAMPLE 4
Example 1 was repeated to prepare the following dye mixture: ##STR13## 0.35 g of this mixture was applied at 120.degree. and 130.degree. C. to a polyester fabric by the HT process in the course of 60 min each time. The dyeings obtained were almost equal in color strength and had a red hue. The dyebaths were almost completely exhausted.
EXAMPLE 5
Example 1 was repeated to prepare the following dye mixture: ##STR14## 0.35 g of this mixture was applied at 120.degree. and 130.degree. C. to a polyester fabric by the HT process in the course of 60 min each time. The dyeings obtained were almost equal in color strength and had a bluish red hue. The dyebaths were almost completely exhausted.
The same method yields the below-tabulated dyes. They give similar dyeing results.
TABLE 1__________________________________________________________________________ ##STR15##Ex. Hue onNo. D U polyester__________________________________________________________________________ 6 ##STR16## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OCHO C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OH 75% 25% yellowish red 7 ##STR17## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OCH.sub.3 C.sub.3 H.sub.6 OCHO C.sub.3 H.sub.6 OH 85% 12% 3% yellowish red 8 ##STR18## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OCH.sub.3 C.sub.3 H.sub.6 OCH.sub.3 85% 15% bordeaux 9 ##STR19## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OCHO C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OH 75% 25% red10 ##STR20## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OCH.sub.3 C.sub.3 H.sub.6 OCH.sub.3 85% 15% red11 ##STR21## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OCH.sub.3 C.sub.3 H.sub.6 OCH.sub.3 85% 15% bordeaux12 ##STR22## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OH C.sub.2 H.sub.4 OCHO C.sub.2 H.sub.4 OH 50% 20% 25% 5% bordeaux13 ##STR23## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OCH.sub.3 C.sub.3 H.sub.6 OCHO C.sub.3 H.sub.6 OH 80% 16% 4% orange14 ##STR24## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OCH.sub.3 C.sub.3 H.sub.6 OCHO C.sub.3 H.sub.6 OH 80% 16% 4% yellowish red15 ##STR25## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OCH.sub.3 C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OCHO C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OH 45% 44% 11% reddish blue16 ##STR26## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OC.sub.2 H.sub.5 .sub.3 H.sub.6 OCOCH.sub.3 C.sub.3 H.sub.6 70% 24% 6% reddish blue17 ##STR27## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OCOCH.sub.3 C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OH C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.4 OH 56% 14% 24% 6% dull red18 ##STR28## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OH C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.4 OH 52% 13% 28% 7% bordeaux19 ##STR29## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OCH.sub.3 C.sub.3 H.sub.6 OCH.sub.3 70% 30% bordeaux20 ##STR30## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OCHO C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OH C.sub.2 H.sub.4 OCHO C.sub.2 H.sub.4 OH 48% 12% 32% 8% bordeaux21 ##STR31## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OCHO C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OH C.sub.2 H.sub.4 OCHO C.sub.2 H.sub.4 OH 48% 12% 32% 8% bordeaux22 ##STR32## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OCHO C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OH C.sub.2 H.sub.4 OCHO C.sub.2 H.sub.4 OH 48% 12% 32% 8% yellowish red23 ##STR33## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OCH.sub.3 C.sub.3 H.sub.6 OCHO C.sub.3 H.sub.6 OH 60% 32% 8% yellowish red24 ##STR34## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OCOCH C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OH C.sub.2 H.sub.4 OCOCH.sub.3 C.sub.2 H.sub.4 OH 48% 12% 32% 8% yellowish red__________________________________________________________________________
TABLE 2__________________________________________________________________________ ##STR35##Ex. HueNo. U K W.sup.1 W.sup.2 on polyester__________________________________________________________________________25 C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OCH.sub.3 80% H H H red C.sub.3 H.sub.6 OCHO 16% C.sub.3 H.sub.6 OH 4%26 (CH.sub.2).sub.3 O(CH.sub.2).sub.2 OCH.sub.3 80% OCH.sub.3 H H bluish red (CH.sub.2).sub.3 OCHO 16% (CH.sub.2).sub.3 OH 4%27 (CH.sub.2).sub.3 O(CH.sub.2).sub.2 OCH.sub.3 80% OCH.sub.3 H OCH.sub.3 bluish red (CH.sub.2).sub.3 OCHO 16% (CH.sub.2).sub.3 OH 4%28 (CH.sub.2 CH.sub.2 O).sub.2 CHO 64% OCH.sub.3 H H red (CH.sub.2 CH.sub.2 O).sub.2 H 16% CH.sub.2 CH.sub.2 OCHO 16% CH.sub.2 CH.sub.2 OH 4%29 (CH.sub.2 CH.sub.2 O).sub.2 COCH.sub.3 64% OCH.sub.3 H H bluish red (CH.sub.2 CH.sub.2 O).sub.2 H 16% CH.sub.2 CH.sub.2 OCOCH.sub.3 16% CH.sub.2 CH.sub.2 OH 4%30 (CH.sub.2 CH.sub.2 O).sub.2 COCH.sub.3 60% H H Cl red (CH.sub.2 CH.sub.2 O).sub.2 H 15% (CH.sub.2).sub.3 OCOCH.sub.3 20% (CH.sub.2).sub.3 OH 5%31 (CH.sub.2 CH.sub.2 O).sub.2 COCH.sub.3 64% H H SCN red (CH.sub.2 CH.sub.2 O).sub.2 H 16% (CH.sub.2).sub.3 OCOCH.sub.3 16% (CH.sub.2).sub.3 OH 4%32 (CH.sub.2).sub.3 O(CH.sub.2).sub.2 OCH.sub.3 80% H Cl Cl red (CH.sub.2).sub.3 OCOCH.sub.3 16% (CH.sub.2).sub.3 OH 4%33 (CH.sub.2).sub.3 O(CH.sub.2).sub.2 OCH.sub.3 80% H H SO.sub.2 CH.sub.3 bluish red (CH.sub.2).sub.3 OCOCH.sub.3 16% (CH.sub.2).sub.3 OH 4%34 (CH.sub.2 CH.sub.2 O).sub.2 CHO 64% H H H red (CH.sub.2 CH.sub.2 O).sub.2 H 16% (CH.sub.2).sub.3 OCH.sub.3 20%35 (CH.sub.2 CH.sub.2 O).sub.2 CHO 64% OCH.sub.3 H H bluish red (CH.sub.2 CH.sub.2 O).sub.2 H 16% (CH.sub.2).sub.3 OCHO 16% (CH.sub.2).sub.3 OH 4%__________________________________________________________________________
TABLE 3__________________________________________________________________________ ##STR36## ##STR37## ##STR38##Ex. Hue onNo. D EOW K polyester__________________________________________________________________________36 ##STR39## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H reddish blue37 ##STR40## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H reddish blue38 ##STR41## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H reddish blue39 ##STR42## C.sub.3 H.sub.6 O(C.sub.2 H.sub.4 O).sub.2 W.sup.2 H reddish blue40 ##STR43## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 navy41 ##STR44## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 OCH.sub.3 navy42 ##STR45## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 OCH.sub.3 navy43 ##STR46## C.sub.3 H.sub.6 O(C.sub.2 H.sub.4 O).sub.2 W.sup.2 OCH.sub.3 navy44 ##STR47## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 navy45 ##STR48## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 OCH.sub.3 navy46 ##STR49## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 OCH.sub.3 navy47 ##STR50## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 navy48 ##STR51## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H blue49 ##STR52## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H blue50 ##STR53## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H blue51 ##STR54## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 navy52 ##STR55## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H bluish red53 ##STR56## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H bluish red54 ##STR57## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H bluish red55 ##STR58## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H bordeaux56 ##STR59## C.sub.3 H.sub.6 OW.sup.1 H bordeaux57 ##STR60## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H bordeaux58 ##STR61## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H bordeaux59 ##STR62## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H violet60 ##STR63## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H violet61 ##STR64## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H violet62 ##STR65## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H violet63 ##STR66## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H violet64 ##STR67## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H violet65 ##STR68## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H violet66 ##STR69## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H violet67 ##STR70## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H violet68 ##STR71## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H reddish yellow69 ##STR72## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red70 ##STR73## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red71 ##STR74## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H red72 ##STR75## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H red73 ##STR76## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H brownish red74 ##STR77## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H brownish red75 ##STR78## C.sub.4 H.sub.8 OW.sup.1 H brownish red76 ##STR79## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H brownish red77 ##STR80## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red78 ##STR81## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H red79 ##STR82## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H bluish red80 ##STR83## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H bluish red81 ##STR84## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red82 ##STR85## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red83 ##STR86## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H bluish red84 ##STR87## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H reddish yellow85 ##STR88## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H reddish yellow86 ##STR89## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red87 ##STR90## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H yellowish red88 ##STR91## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H reddish yellow89 ##STR92## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H reddish yellow90 ##STR93## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H yellowish red91 ##STR94## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H yellowish red92 ##STR95## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 red93 ##STR96## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 OCH.sub.3 red94 ##STR97## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H yellowish red95 ##STR98## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H yellowish red96 ##STR99## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 OCH.sub.3 red97 ##STR100## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 red98 ##STR101## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red99 ##STR102## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H red100 ##STR103## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red101 ##STR104## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 OCH.sub.3 red102 ##STR105## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H yellowish red103 ##STR106## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H yellowish red104 ##STR107## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H red__________________________________________________________________________
Similar results are obtained on using the mixtures listed in Table 3, which contain the dyes A and B in weight ratios of 30:70 and 40:60.
TABLE 4__________________________________________________________________________ ##STR108## ##STR109## ##STR110##Ex. Hue onNo. D EOW K polyester__________________________________________________________________________105 ##STR111## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H reddish blue106 ##STR112## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H reddish blue107 ##STR113## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H reddish blue108 ##STR114## C.sub.3 H.sub.6 O(C.sub.2 H.sub.4 O).sub.2 W.sup.2 H reddish blue109 ##STR115## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 navy110 ##STR116## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 OCH.sub.3 navy111 ##STR117## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 OCH.sub.3 navy112 ##STR118## C.sub.3 H.sub.6 O(C.sub.2 H.sub.4 O).sub.2 W.sup.2 OCH.sub.3 navy113 ##STR119## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 navy114 ##STR120## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 OCH.sub.3 navy115 ##STR121## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 OCH.sub.3 navy116 ##STR122## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 navy117 ##STR123## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H blue118 ##STR124## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H blue119 ##STR125## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H blue120 ##STR126## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 navy121 ##STR127## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H bluish red122 ##STR128## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H bluish red123 ##STR129## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H bluish red124 ##STR130## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H bordeaux125 ##STR131## C.sub.3 H.sub.6 OW.sup.1 H bordeaux126 ##STR132## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H bordeaux127 ##STR133## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H bordeaux128 ##STR134## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H violet129 ##STR135## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H violet130 ##STR136## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H violet131 ##STR137## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H violet132 ##STR138## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H violet133 ##STR139## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H violet134 ##STR140## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H violet135 ##STR141## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H violet136 ##STR142## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H violet137 ##STR143## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H reddish yellow138 ##STR144## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red139 ##STR145## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red140 ##STR146## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H red141 ##STR147## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H red142 ##STR148## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H brownish red143 ##STR149## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H brownish red144 ##STR150## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H brownish red145 ##STR151## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red146 ##STR152## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H red147 ##STR153## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H bluish red148 ##STR154## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H bluish red149 ##STR155## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red150 ##STR156## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red151 ##STR157## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H bluish red152 ##STR158## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H reddish yellow153 ##STR159## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H reddish yellow154 ##STR160## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red155 ##STR161## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H yellowish red156 ##STR162## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H reddish yellow157 ##STR163## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H reddish yellow158 ##STR164## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H yellowish red159 ##STR165## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H yellowish red160 ##STR166## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 red161 ##STR167## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 OCH.sub.3 red162 ##STR168## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H yellowish red163 ##STR169## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H yellowish red164 ##STR170## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 OCH.sub.3 red165 ##STR171## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 red166 ##STR172## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red167 ##STR173## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H red168 ##STR174## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red169 ##STR175## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 OCH.sub.3 red170 ##STR176## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H yellowish red171 ##STR177## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H yellowish red172 ##STR178## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H red__________________________________________________________________________
Similar results are obtained on using the mixtures listed in Table 4, which contain the dyes A and B in weight ratios of 30:70 and 40:60.
TABLE 5__________________________________________________________________________ ##STR179## ##STR180## ##STR181##Ex. Hue onNo. D EOW K polyester__________________________________________________________________________173 ##STR182## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H reddish blue174 ##STR183## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H reddish blue175 ##STR184## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H reddish blue176 ##STR185## C.sub.3 H.sub.6 O(C.sub.2 H.sub.4 O).sub.2 W.sup.2 H reddish blue177 ##STR186## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 navy178 ##STR187## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 OCH.sub.3 navy179 ##STR188## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 OCH.sub.3 navy180 ##STR189## C.sub.3 H.sub.6 O(C.sub.2 H.sub.4 O).sub.2 W.sup.2 OCH.sub.3 navy181 ##STR190## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 navy182 ##STR191## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 OCH.sub.3 navy183 ##STR192## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 OCH.sub.3 navy184 ##STR193## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 navy185 ##STR194## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H blue186 ##STR195## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H blue187 ##STR196## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H blue188 ##STR197## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 navy189 ##STR198## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H bluish red190 ##STR199## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H bluish red191 ##STR200## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H bluish red192 ##STR201## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H bordeaux193 ##STR202## C.sub.3 H.sub.6 OW.sup.1 H bordeaux194 ##STR203## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H bordeaux195 ##STR204## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H bordeaux196 ##STR205## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H violet197 ##STR206## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H violet198 ##STR207## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H violet199 ##STR208## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H violet200 ##STR209## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H violet201 ##STR210## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H violet202 ##STR211## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H violet203 ##STR212## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H violet204 ##STR213## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H violet205 ##STR214## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H reddish yellow206 ##STR215## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red207 ##STR216## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red208 ##STR217## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H red209 ##STR218## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H red210 ##STR219## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H brownish red211 ##STR220## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H brownish red212 ##STR221## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H brownish red213 ##STR222## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red214 ##STR223## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H red215 ##STR224## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H bluish red216 ##STR225## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H bluish red217 ##STR226## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red218 ##STR227## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red219 ##STR228## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H bluish red220 ##STR229## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 E reddish yellow221 ##STR230## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H reddish yellow222 ##STR231## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red223 ##STR232## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H yellowish red224 ##STR233## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H reddish yellow225 ##STR234## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H reddish yellow226 ##STR235## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H yellowish red227 ##STR236## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H yellowish red228 ##STR237## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 red229 ##STR238## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 OCH.sub.3 red230 ##STR239## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H yellowish red231 ##STR240## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H yellowish red232 ##STR241## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 OCH.sub.3 red233 ##STR242## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 red234 ##STR243## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red235 ##STR244## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H red236 ##STR245## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red237 ##STR246## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 OCH.sub.3 red238 ##STR247## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H yellowish red239 ##STR248## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H yellowish red240 ##STR249## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H red__________________________________________________________________________
Similar results are obtained on using the mixtures listed in Table 5, which contain the dyes A and B in weight ratios of 30:70 and 40:60.
TABLE 6__________________________________________________________________________ ##STR250## ##STR251## ##STR252##Ex. Hue onNo. D EOW K polyester__________________________________________________________________________241 ##STR253## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H reddish blue242 ##STR254## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H reddish blue243 ##STR255## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H reddish blue244 ##STR256## C.sub.3 H.sub.6 O(C.sub.2 H.sub.4 O).sub.2 W.sup.2 H reddish blue245 ##STR257## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 navy246 ##STR258## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 OCH.sub.3 navy247 ##STR259## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 OCH.sub.3 navy248 ##STR260## C.sub.3 H.sub.6 O(C.sub.2 H.sub.4 O).sub.2 W.sup.2 OCH.sub.3 navy249 ##STR261## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 navy250 ##STR262## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 OCH.sub.3 navy251 ##STR263## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 OCH.sub.3 navy252 ##STR264## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 navy253 ##STR265## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H blue254 ##STR266## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H blue255 ##STR267## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H blue256 ##STR268## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 navy257 ##STR269## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H bluish red258 ##STR270## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H bluish red259 ##STR271## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H bluish red260 ##STR272## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H bordeaux261 ##STR273## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H bordeaux262 ##STR274## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H bordeaux263 ##STR275## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H violet264 ##STR276## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H violet265 ##STR277## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H violet266 ##STR278## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H violet267 ##STR279## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H violet268 ##STR280## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H violet269 ##STR281## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H violet270 ##STR282## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H violet271 ##STR283## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H violet272 ##STR284## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H reddish yellow273 ##STR285## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red274 ##STR286## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red275 ##STR287## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H red276 ##STR288## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H red277 ##STR289## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H brownish red278 ##STR290## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H brownish red279 ##STR291## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H brownish red280 ##STR292## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red281 ##STR293## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H red282 ##STR294## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H bluish red283 ##STR295## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H bluish red284 ##STR296## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red285 ##STR297## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red286 ##STR298## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H bluish red287 ##STR299## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H reddish yellow288 ##STR300## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H reddish yellow289 ##STR301## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red290 ##STR302## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H yellowish red291 ##STR303## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H reddish yellow292 ##STR304## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H reddish yellow293 ##STR305## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H yellowish red294 ##STR306## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H yellowish red295 ##STR307## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 red296 ##STR308## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 OCH.sub.3 red297 ##STR309## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H yellowish red298 ##STR310## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H yellowish red299 ##STR311## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 OCH.sub.3 red300 ##STR312## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 red301 ##STR313## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red302 ##STR314## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H red303 ##STR315## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red304 ##STR316## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 OCH.sub.3 red305 ##STR317## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H yellowish red306 ##STR318## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H yellowish red307 ##STR319## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H red__________________________________________________________________________
Similar results are obtained on using the mixtures listed in Table 6, which contain the dyes A and B in weight ratios of 30:70 and 40:60.
TABLE 7__________________________________________________________________________Mixture of 30% of dye of the formula A ##STR320##and 70% of dye of the formula B ##STR321##where ##STR322##Ex. Hue onNo. D EOW K polyester__________________________________________________________________________308 ##STR323## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H reddish blue309 ##STR324## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H reddish bue310 ##STR325## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H reddish blue311 ##STR326## C.sub.3 H.sub.6 O(C.sub.2 H.sub.4 O).sub.2 W.sup.2 H reddish blue312 ##STR327## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 navy313 ##STR328## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 OCH.sub.3 navy314 ##STR329## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 OCH.sub.3 navy315 ##STR330## C.sub.3 H.sub.6 O(C.sub.2 H.sub.4 O).sub.2 W.sup.2 OCH.sub.3 navy316 ##STR331## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 navy317 ##STR332## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 OCH.sub.3 navy318 ##STR333## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 OCH.sub.3 navy319 ##STR334## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 navy320 ##STR335## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H blue321 ##STR336## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H blue322 ##STR337## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H blue323 ##STR338## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 navy324 ##STR339## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H bluish red325 ##STR340## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H bluish red326 ##STR341## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H bluish red327 ##STR342## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H bordeaux328 ##STR343## C.sub.6 H.sub.6 OW.sup.1 H bordeaux329 ##STR344## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H bordeaux330 ##STR345## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H bordeaux331 ##STR346## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H violet332 ##STR347## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H violet333 ##STR348## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H violet334 ##STR349## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H violet335 ##STR350## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H violet336 ##STR351## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H violet337 ##STR352## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H violet338 ##STR353## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H violet339 ##STR354## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H violet340 ##STR355## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H reddish yellow341 ##STR356## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red342 ##STR357## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red343 ##STR358## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H red346 ##STR359## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H red347 ##STR360## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H brownish red348 ##STR361## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H brownish red349 ##STR362## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H brownish red350 ##STR363## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red351 ##STR364## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H red352 ##STR365## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H bluish red353 ##STR366## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H bluish red354 ##STR367## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red355 ##STR368## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red356 ##STR369## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H bluish red357 ##STR370## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H reddish yellow358 ##STR371## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H reddish yellow359 ##STR372## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red360 ##STR373## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H yellowish red361 ##STR374## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H reddish yellow362 ##STR375## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H reddish yellow363 ##STR376## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H yellowish red364 ##STR377## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H yellowish red365 ##STR378## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 red366 ##STR379## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 OCH.sub.3 red367 ##STR380## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H yellowish red368 ##STR381## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H yellowish red369 ##STR382## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 OCH.sub.3 red370 ##STR383## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 red371 ##STR384## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red372 ##STR385## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H red373 ##STR386## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red374 ##STR387## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 OCH.sub.3 red375 ##STR388## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H yellowish red376 ##STR389## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H yellowish red377 ##STR390## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H red__________________________________________________________________________
Similar results are obtained on using the mixtures listed in Table 7, which contain the dyes A and B in weight ratios of 35:65 and 40:60.
TABLE 8__________________________________________________________________________Mixture of 35% of dye of the formula A ##STR391##and 65% of dye of the formula B ##STR392##where ##STR393##Ex. Hue onNo. D EOW K polyester__________________________________________________________________________378 ##STR394## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H reddish yellow379 ##STR395## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H reddish yellow380 ##STR396## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H yellowish red381 ##STR397## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H yellowish red382 ##STR398## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 red383 ##STR399## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 OCH.sub.3 red384 ##STR400## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H yellowish red385 ##STR401## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H yellowish red386 ##STR402## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 OCH.sub.3 red387 ##STR403## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 red388 ##STR404## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red389 ##STR405## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H red390 ##STR406## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red391 ##STR407## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 OCH.sub.3 red392 ##STR408## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H yellowish red393 ##STR409## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H yellowish red394 ##STR410## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H red395 ##STR411## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red396 ##STR412## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red397 ##STR413## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H red398 ##STR414## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H red399 ##STR415## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H brownish red400 ##STR416## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H brownish red401 ##STR417## C.sub.4 H.sub.8 OW.sup.1 H brownish red402 ##STR418## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H brownish red403 ##STR419## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red404 ##STR420## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H red405 ##STR421## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H bluish red406 ##STR422## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H bluish red407 ##STR423## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red408 ##STR424## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red409 ##STR425## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H bluish red410 ##STR426## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H reddish yellow411 ##STR427## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H reddish yellow412 ##STR428## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H red413 ##STR429## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H yellowish red414 ##STR430## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H bluish red415 ##STR431## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H bluish red416 ##STR432## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H bluish red417 ##STR433## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H bordeaux418 ##STR434## C.sub.3 H.sub.6 OW.sup.3 H bordeaux419 ##STR435## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H bordeaux420 ##STR436## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H bordeaux421 ##STR437## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H violet422 ##STR438## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H violet423 ##STR439## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H violet424 ##STR440## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H violet425 ##STR441## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H violet426 ##STR442## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H violet427 ##STR443## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H violet428 ##STR444## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H violet429 ##STR445## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H violet430 ##STR446## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H reddish yellow431 ##STR447## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H reddish blue432 ##STR448## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H reddish blue433 ##STR449## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H reddish blue434 ##STR450## C.sub.3 H.sub.6 O(C.sub.2 H.sub.4 O).sub.2 W.sup.2 H reddish blue435 ##STR451## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 navy436 ##STR452## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 OCH.sub.3 navy437 ##STR453## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 OCH.sub.3 navy438 ##STR454## C.sub.3 H.sub.6 O(C.sub.2 H.sub.4 O).sub.2 W.sup.2 OCH.sub.3 navy439 ##STR455## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 navy440 ##STR456## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 OCH.sub.3 navy441 ##STR457## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 OCH.sub.3 navy442 ##STR458## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 navy443 ##STR459## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H blue444 ##STR460## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H blue445 ##STR461## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H blue446 ##STR462## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 OCH.sub.3 navy__________________________________________________________________________
Similar results are obtained on using the mixtures listed in Table 8, which contain the dyes A and B in weight ratios of 30:70, 40:60 and 45:55.
TABLE 9__________________________________________________________________________Mixture of 40% of dye of the formula A ##STR463##and 60% of dye of the formula B ##STR464##where ##STR465##Ex. Hue onNo. D EOW K.sup.1 K.sup.2 polyester__________________________________________________________________________447 ##STR466## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H H yellowish red448 ##STR467## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H CH.sub.3 yellowish red449 ##STR468## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H H red450 ##STR469## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H CH.sub.3 red451 ##STR470## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 OCH.sub.3 H bluish red452 ##STR471## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 H H red453 ##STR472## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H H red454 ##STR473## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H H red455 ##STR474## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H CH.sub.3 red456 ##STR475## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H H yellowish red457 ##STR476## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H H bluish red458 ##STR477## C.sub.4 H.sub.8 OW.sup.1 H H red459 ##STR478## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H H brownish red460 ##STR479## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.3 OCH.sub.3 H navy461 ##STR480## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.2 OCH.sub.3 H navy462 ##STR481## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H H bluish red462 ##STR482## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H H bluish red463 ##STR483## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H H bluish red464 ##STR484## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H H bluish red465 ##STR485## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H H bluish red466 ##STR486## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H H bluish red467 ##STR487## C.sub.4 H.sub.8 OW.sup.1 H H bluish red468 ##STR488## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H H violet469 ##STR489## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H CH.sub.3 bordeaux470 ##STR490## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H H violet471 ##STR491## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H CH.sub.3 violet472 ##STR492## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H H bluish red473 ##STR493## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H CH.sub.3 bluish red474 ##STR494## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H H red475 ##STR495## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H H red476 ##STR496## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H CH.sub.3 red477 ##STR497## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H H reddish blue478 ##STR498## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 OCH.sub.3 H navy479 ##STR499## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H H reddish blue480 ##STR500## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 OCH.sub.3 H navy481 ##STR501## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H H blue482 ##STR502## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 OCH.sub.3 H greenish navy483 ##STR503## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.2 OCH.sub.3 H navy484 ##STR504## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H CH.sub.3 reddish blue485 ##STR505## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H H blue486 ##STR506## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H H blue__________________________________________________________________________
Similar results are obtained on using the mixtures listed in Table 9, which contain the dyes A and B in a weight ratio of 30:70.
TABLE 10__________________________________________________________________________Mixture of 60% of dye of the formula A ##STR507##and 40% of the dye of the formula B ##STR508##where: ##STR509##Ex. Hue onNo. D EOW K polyester__________________________________________________________________________487 ##STR510## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H reddish blue488 ##STR511## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 OCH.sub.3 navy489 ##STR512## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H reddish blue490 ##STR513## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 OCH.sub.3 navy491 ##STR514## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H blue492 ##STR515## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 OCH.sub.3 greenish navy493 ##STR516## C.sub.3 H.sub.6 O(C.sub.2 H.sub.4 O).sub.2 W.sup.2 OCH.sub.3 navy494 ##STR517## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H blue495 ##STR518## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H blue496 ##STR519## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H bluish red497 ##STR520## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H bluish red498 ##STR521## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H bluish red499 ##STR522## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H bluish red500 ##STR523## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H bluish red501 ##STR524## C.sub.4 H.sub.8 OW.sup.1 H bluish red502 ##STR525## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H violet503 ##STR526## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H violet504 ##STR527## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H violet505 ##STR528## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H bluish red506 ##STR529## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H red507 ##STR530## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H red508 ##STR531## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H red509 ##STR532## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H yellowish red510 ##STR533## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H red511 ##STR534## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 OCH.sub.3 bluish red512 ##STR535## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H red513 ##STR536## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H red514 ##STR537## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H red515 ##STR538## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H yellowish red516 ##STR539## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H bluish red517 ##STR540## C.sub.4 H.sub.8 OW.sup.1 H red518 ##STR541## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 H brownish red519 ##STR542## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OW.sup.3 OCH.sub.3 navy520 ##STR543## C.sub.3 H.sub.6 OC.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.2 OCH.sub.3 navy__________________________________________________________________________
Similar results are obtained on using the mixtures listed in Table 10, which contain the dyes A and B in weight ratios of 70:30 and 65:35.
Similar results are also obtained with the following dye mixtures:
EXAMPLE 521
__________________________________________________________________________ ##STR544## 9.35% ##STR545## 7.65% ##STR546## 37.4% ##STR547## 30.6% ##STR548## 1.65% ##STR549## 1.35% ##STR550## 6.6% ##STR551## 5.4%__________________________________________________________________________
Hue on polyester: red
EXAMPLE 522
__________________________________________________________________________ ##STR552## 7.5% ##STR553## 12.5% ##STR554## 30% ##STR555## 37.5% ##STR556## 10% ##STR557## 2.5%__________________________________________________________________________
Hue on polyester: red
EXAMPLE 523
__________________________________________________________________________ ##STR558## 7.5% ##STR559## 12.5% ##STR560## 30% ##STR561## 37.5% ##STR562## 10% ##STR563## 2.5%__________________________________________________________________________
a) K=H
Hue on polyester: navy
b) K=CH.sub.3
Hue on polyester: navy
TABLE 11__________________________________________________________________________Mixture of 30% of dye of the formula A ##STR564##and 70% of dye of the formula B ##STR565##whereQ.sub.1 = C.sub.2 H.sub.4 OW.sup.1 80% Q.sub.2 = C.sub.2 H.sub.4 OW.sup.1 20%C.sub.6 H.sub.5 20% C.sub.6 H.sub.5 80%Q.sub.3 = EOW 80% Q.sub.4 = EOW 20%C.sub.6 H.sub.5 20% C.sub.6 H.sub.5 80%W = CHO 80%H 20%(W.sup.1) or CH.sub.3 (W.sup.2)Ex. Hue onNo. D EOW Q.sup.5 polyester__________________________________________________________________________524 ##STR566## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 H bluish red525 ##STR567## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 CH.sub.3 bluish red526 ##STR568## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.1 CH.sub.3 bluish red527 ##STR569## C.sub.2 H.sub.4 OC.sub.2 H.sub.4 OW.sup.2 CH.sub.3 bluish red528 ##STR570## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 CH.sub.3 bluish red529 ##STR571## C.sub.3 H.sub.6 OC.sub.4 H.sub.8 OW.sup.1 CH.sub.3 bluish red__________________________________________________________________________
EXAMPLE 530
23.4 g of the compound of the formula ##STR572## and 7.8 g of the compound of the formula ##STR573## were stirred for 3 h in 100 g of glacial acetic acid and 0.5 g of sulfuric acid with evaporative cooling. Then acetic acid was distilled off under reduced pressure, and 75 ml of 85% strength by weight formic acid were added at about 50.degree. C. The mixture was then cooled down, 0.8 g of 50% strength by weight sodium hydroxide solution was added, and the resulting solution was after addition of 0.3 g of an acidic dispersant used directly for coupling.
The reaction with conventionally diazotized diazo component (2.2 g) of formula ##STR574## at pH <2 produced a mixture of the following dyes, which dyes polyester fabric in a fast red shade: ##STR575##

Number	Date	Country
0147783	Jul 1985	EPX
0378167	Jul 1990	EPX
0548715	Jun 1993	EPX
0569785	Nov 1993	EPX
3505899	Aug 1986	DEX
4142192	Jun 1993	DEX
0532913	Jun 1993	JPX
2174406	Nov 1986	GBX

Dye mixture containing at least four diazo dyes having the same color with a diaminopyridine coupling component

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