Use of Pyrimido[5,4-G] Pteridines as Shading Component in Color Filter Colorant Compositions

Abstract

The present invention relates to the field of color filters and LCDs. More specifically, the invention relates to a colorant composition for making color filters comprising pyrimido[5,4-g]pteridine derivatives of formula (I) wherein A1, A2, A3, and A4 are each independently of the others —NR1R2, wherein R1 and R2 are each independently of the others hydrogen, CrC8alkyl, —CO—C1-C8alkyl, —CO—Ce—Cuaryl, —COO—C1-C8alkyl, —COO—Ce—CMaryl, —CONH-d-Cβalkyl or —CONH-Ce-CMaryl, Or A1, A2, A3, and A4 are each independently of the others —OH, —SH, hydrogen, CrC8alkyl, CrC8alkoxy, or C6-C14aryl or —O— C6-C14aryl each unsubstituted or mono- or poly-substituted by halogen, nitro, cyano, —OR10, —SR10, —NR10R11, —CONR10R11, —COOR10, —SO2R10, —SO2NR10R11, —SO3R10, —NR11COR10 or by —NR11COOR10, wherein R10 and R11 are each independently of the others hydrogen, CrC8alkyl, C5-C12cycloalkyl or C2-C8-alkenyl; and to their use for color filter production and to color filters comprising said pyrimido[5,4- g]pteridine derivatives of formula (I).

Description

EXAMPLE 1

Synthesis of pyrimido[5,4-g]pteridine Derivatives

Pyrimido[5,4-g]pteridine derivatives are synthesised according to WO98/18866, WO99/55707, WO00/31079 and WO01/29040.

For example, 2,4,6,8-tetraaminopyrimido[5,4-g]pteridine is synthesised according to Example 3 of WO01/29040 wherein the reaction is carried out in water in the presence of p-toluenesulfonic acid to give a salt and then deprotonated with base.

EXAMPLE 2

Preparation of Poly(benzylmethacrylate-co-methacrylic Acid)

24 g of benzylmethacrylate, 6 g of methacrylic acid and 0.525 g of azobisisobutyronitrile (AIBN) are dissolved in 90 ml of propylene glycol 1-monomethyl ether 2-acetate (PGMEA). The resulting reaction mixture is placed in a preheated oil bath at 80° C. After stirring for 5 hours at 80° C. under nitrogen, the resulting viscous solution is cooled to room temperature and used without further purification. The solid content is 25% and benzylmethacrylate:methacrylic acid ratio is 80:20 by weight.

EXAMPLE 3

Preparation of Dispersion Films for Color Filter

The following substances are introduced into a 37 ml screw bottle;

1.0 g  Pigments
10.5 g Propylene glycol 1-monomethyl ether 2-acetate
       Dispersant (amount is mentioned in the below tables)
3.7 g  Poly(benzylmethacrylate-co-methacrylic acid)
       (25 wt % in PGMEA) above mentioned
50.0 g 0.5 mm zircon beads

Pigments used for the examples:

TAPP: 2,4,6,8-tetraaminopyrimido[5,4-g]pteridine

C.I. Pigment Green 36: Lionol Green 6YK, TOYO INK MFG Co. Ltd.

C.I. Pigment Yellow 138: PALIOTOL YELLOW K 0961 HD, BASF

C.I. Pigment Yellow 150: CROMOPHTAL YELLOW LA, Ciba Specialty Chemicals

Dispersants used for the examples:

EFKA 4330, EFKA 4047: EFKA Additives

DB 161, DB 162, DB 163, DB 168: Disperbyke Additives

SS 24000, SS 32500, SS 37500: Solsperse Additives

The bottle is sealed with an inner cup then applied to a paint conditioner for 3 hours to give a dispersion.

The dispersion thus obtained is cast onto a glass substrate by means of a spin coating, wherein a layer thickness is adjusted to give a film having a desired color points (by standard C light, observation 2 degree) by controlling rotation speed, then dried at 60° C. for 1 hour. Optical properties of the dispersion films thus obtained are measured by use of a spectrophotometer (UV-2500PC, Shimadzu) and color points (C.I.E. 1931 x, y chromaticity diagram) are calculated using standard C light.

Layer thicknesses of the dispersion films are measured by use of a stylus surface profiler (Dektak 6M, ULVAC Inc.).

TABLE 1
Optical properties of green dispersion films
Pigment ratio and layer thickness of the samples are
adjusted to give x = 0.300, y = 0.570
			Film
			thickness
	Dispersant	Color points by C light	(vs. PY138
Pigments	EFKA4330	x	y	Y	composition)
C.I. PG36: 0.75 g	0.40 g	0.300	0.570	62.8	1.26 μm
TAPP: 0.25 g					(67.7%)
C.I. PG36: 0.50 g	0.40 g	0.300	0.570	62.0	1.86 μm
C.I. PY138: 0.50 g					(100%)
C.I. PG36: 0.60 g	0.40 g	0.300	0.570	60.1	1.53 μm
C.I. PY150: 0.40 g					(82.3%)

Pigment ratio and layer thickness of the samples are adjusted to give x=0.290, y=0.600, which is EBU specification widely adopted as the standard color for TV system (FIG. 1).

			Film
			thickness
	Dispersant	Color points by C light	(vs. PY138
Pigments	EFKA4330	x	y	Y	composition)
C.I. PG36: 0.72 g	0.40 g	0.290	0.600	56.0	1.88 μm
TAPP: 0.28 g					(60.6%)
C.I. PG36: 0.40 g	0.40 g	0.290	0.600	55.5	3.10 μm
C.I. PY138: 0.60 g					(100%)
C.I. PG36: 0.55 g	0.40 g	0.290	0.600	53.0	1.95 μm
C.I. PY150: 0.45 g					(62.9%)

The results indicate that the primidopteridine of present invention gives higher Y value and thinner layer thickness than PY138 and PY150 at fixed x and y value, i.e. better color strength and better brightness, and therefore surprisingly better suitable for color filter application.

TABLE 2
Optical properties of yellow dispersion films
Thickness of the samples is adjusted to give y = 0.500 (FIG. 2).
			Film
			thickness
	Dispersant	Color points by C light	(vs. PY138
Pigments	EFKA 4047	x	y	Y	composition)
TAPP: 1.00 g	0.40 g	0.427	0.500	88.5	0.72 μm
					(62.6%)
C.I. PY138: 1.00 g	0.40 g	0.414	0.500	88.0	1.15 μm
					(100%)
C.I. PY150: 1.00 g	0.40 g	0.429	0.500	83.5	0.85 μm
					(73.9%)

The results indicate that the primidopteridine of present invention gives higher Y value and thinner layer thickness than PY138 and PY150 at a fixed y value, i.e. better color strength and better brightness, and therefore surprisingly better suitable for color filter application.

EXAMPLE 4

Micronisation of 2,4,6,8-tetraaminopyrimido[5,4-g]pteridine

2,4,6,8-tetraaminopyrimido[5,4-g]pteridine (TAPP) obtained from Example 1 is micronised by salt kneading using a laboratory kneader with a capacity of 0.75 litter (LUK-075, Werner&Pfleiderer) at 40 rpm under the following conditions;

	Substances
			Diethylene		Kneading condition
	TAPP	Sodium chloride	glycol	Additive	Time	Temperature
Example 4-1	30 g	300 g	85 g	None	20 hrs.	40° C.
Example 4-2	30 g	300 g	85 g	None	20 hrs.	80° C.
Example 4-3	30 g	300 g	82 g	EFKA4046	20 hrs.	40° C.
				7.5 g
Example 4-4	30 g	300 g	85 g	EFKA4330	20 hrs.	40° C.
				4.3 g
Example 4-5	30 g	300 g	83 g	EFKA4406	20 hrs.	40° C.
				6.0 g
Example 4-6	30 g	300 g	80 g	DB2000	20 hrs.	40° C.
				7.5 g
Example 4-7	30 g	300 g	83 g	DB2001	20 hrs.	40° C.
				6.5 g

After kneading, the mass is put in a 3 litter tool beaker with 2 litter of deionised water and stirred with a lab mixer for 3 hours, the resulting mixture is discharged onto a Buchner funnel and the material in the funnel is washed with deionised water until the filtrate is salt-free. The product is dried at 80° C. for 15 hours then sieved through a sieve with a mesh size of 0.3 mm.

The pigments thus obtained are well micronised to be less than 0.1 μm confirmed by a transmission electron microscope. FIG. 3 shows a microscope picture of Example 4-3.

The micronised products are applied to color filter testing in the same manner as Example 3. Additionally, contrast ratio of the color filter is measured by use of a contrast meter (CT-1, Tubosaka Electric). Dispersant used for making dispersion are EFKA series of EFKA Additives, Disperbyke (DB) series of BYK Chemie, Solsperse (SS) series of Lubrizol and Ajisper PB and PA series of Ajinomoto Fine Techno. The results are summarised in Table 3 and 4.

TABLE 3
Optical properties of green dispersion films
PG36/micronised TAPP ratio is fixed to 70/30 and layer thickness
of the samples are adjusted to give y = 0.570.
Pigments
C.I. PG36: 0.7 g
Micronised		Color	Contrast
TAPP: 0.3 g		points by C light	ratio at
Micronised TAPP	Dispersant	x	y	Y	y = 0.570
Example 4-3	EFKA4046: 0.90 g	0.289	0.570	62.2	1920
Example 4-3	EFKA4047: 1.03 g	0.291	0.570	62.2	1850
Example 4-3	EFKA4330: 0.51 g	0.292	0.570	62.6	2010
Example 4-3	EFKA4340: 0.65 g	0.291	0.570	62.7	1950
Example 4-3	EFKA4400: 0.90 g	0.302	0.570	57.6	1050
Example 4-3	EFKA4401: 0.72 g	0.292	0.570	60.7	1620
Example 4-3	EFKA4402: 0.90 g	0.291	0.570	62.8	1850
Example 4-3	EFKA4403: 0.65 g	0.313	0.570	50.4	1030
Example 4-3	EFKA4406: 0.72 g	0.292	0.570	63.0	2070
Example 4-3	EFKA4510: 0.72 g	0.301	0.570	59.4	1250
Example 4-3	EFKA4530: 0.72 g	0.301	0.570	58.1	1030
Example 4-3	EFKA4570: 0.60 g	0.292	0.570	62.2	1720
Example 4-3	DB163: 0.80 g	0.292	0.570	62.8	1970
Example 4-3	DB168: 1.20 g	0.295	0.570	63.0	1780
Example 4-3	DB170: 1.20 g	0.296	0.570	63.4	1740
Example 4-3	DB180: 1.20 g	0.294	0.570	60.0	1450
Example 4-3	DB2000: 0.90 g	0.292	0.570	63.2	1950
Example 4-3	DB2001: 0.78 g	0.295	0.570	63.4	2140
Example 4-3	PB821: 0.36 g	0.300	0.570	63.0	1180
Example 4-3	PB823: 0.36 g	0.291	0.570	62.5	1640
Example 4-3	PA111: 0.36 g	0.298	0.570	59.6	1530
Example 4-3	SS24000: 0.36 g	0.290	0.570	61.3	1260
Example 4-3	SS31845: 0.80 g	0.287	0.570	61.6	2000
Example 4-3	SS32550: 0.72 g	0.291	0.570	62.2	1480
Example 4-3	SS34750: 0.72 g	0.291	0.570	62.3	1730
Example 4-3	SS36600: 0.72 g	0.292	0.570	62.7	2030
Example 4-3	SS41090: 0.40 g	0.291	0.570	62.7	1690
Example 4-3	SS53095: 0.38 g	0.292	0.570	62.4	1380
Example 4-3	EFKA6230: 0.10 g	0.295	0.570	63.3	1890
	BD2001: 0.65 g
Example 4-3	EFKA6745: 0.10 g	0.268	0.570	56.6	2070
	DB2001: 0.65 g
Example 4-3	SS12000: 0.10 g	0.253	0.570	52.8	2200
	DB2001: 0.65 g
Example 4-4	EFKA4330: 0.51 g	0.293	0.570	63.2	1670
Example 4-4	EFKA4406: 0.72 g	0.291	0.570	62.9	2090
Example 4-4	DB2001: 0.78 g	0.290	0.570	62.6	2050
Example 4-5	EFKA4406: 0.72 g	0.293	0.570	63.4	2170
Example 4-5	DB2001: 0.78 g	0.292	0.570	62.8	1940
Example 4-7	EFKA4406: 0.72 g	0.297	0.570	63.8	1870
Example 4-7	DB2001: 0.78 g	0.292	0.570	62.6	1950

TABLE 4
Optical properties of the micronised TAPP dispersion films
Thickness of the samples is adjusted to give y = 0.505.
		Color	Contrast
Pigment		points by C light	ratio at
Micronised TAPP	Dispersant	x	y	Y	y = 0.505
Example 4-1: 1.0 g	EFKA4046: 0.9 g	0.429	0.505	87.2	852
Example 4-2: 1.0 g	EFKA4046: 0.9 g	0.428	0.505	88.1	903
Example 4-3: 1.0 g	EFKA4046: 0.9 g	0.425	0.505	89.8	1050
Example 4-4: 1.0 g	EFKA4046: 0.9 g	0.426	0.505	89.6	994
Example 4-5: 1.0 g	EFKA4046: 0.9 g	0.424	0.505	89.7	925
Example 4-6: 1.0 g	EFKA4046: 0.9 g	0.428	0.505	89.2	920
Example 4-7: 1.0 g	EFKA4046: 0.9 g	0.427	0.505	89.8	940

The results indicate that the primidopteridines of present invention micronised to be less than 0.1 μm, optionally further treated with additives, are particularly suitable for color filter application.

EXAMPLE 5

Preparation of Red Color Filter Consisting of pyrimido[5,4-g]pteridine

2,4,6,8-tetraaminopyrimido[5,4-g]pteridine (TAPP) micronised in Example 4 is adopted to red color filters.

Pigments used for the examples:

C.I. Pigment Red 254: IRGAPHORE RED BT-CF, Ciba Specialty Chemicals

C.I. Pigment Yellow 139: IRGAPHORE YELLOW 2R-CF, Ciba Specialty Chemicals

Color filter testing is carried out in the same manner as Example 3. The results are summarized in Table 5.

TABLE 5
Optical properties of red dispersion films
Pigment ratio and layer thickness of the samples are adjusted to give
x = 0.610 and y = 0.333
(FIG. 4).
	Color points by C light
Pigment	Dispersant	x	y	Y	Thickness
C.I. PR254: 0.85 g	PB821: 0.36 g	0.610	0.333	26.4	0.60 μm
Example 4-3: 0.15 g
C.I. PR254: 0.90 g	PB821: 0.36 g	0.610	0.333	25.7	0.65 μm
C.I. PY139: 0.10 g

The results indicate that the primidopteridine of present invention gives higher Y value and thinner layer thickness than PY139 at fixed x and y value, i.e. better brightness and color strength, and therefore surprisingly better suitable for red color filter application.

Claims

1. A colorant composition comprising at least one pyrimido[5,4-g]pteridine derivative of formula (I)

2. The colorant composition of claim 1 wherein the at least one colorant is selected from the group consisting of green, blue red and violet colorants.

3. The colorant composition of claim 1 wherein the at least one colorant is a phthalocyanine of formula (II)

4. The colorant composition of claim 1 wherein the at least one colorant is C. I. Pigment Red 177, 185, 254, 255, 264 or 272.

5. The colorant composition of claim 1 wherein in formula (I) of the at least one pyrimido[5,4-g]pteridine derivative A1, A2, A3 and A4 are each independently of each other hydrogen, hydroxy, methoxy, ethoxy, methyl, ethyl, phenyl, p-aminophenyl, p-aminoaminophenyl, p-dimethylaminophenyl or p-diethylaminophenyl, NH2, NHR12, NR12R13, NH2, NHR12 or NR12R13, wherein R12 and R13 are hydrogen, methyl, ethyl, phenyl, p-aminophenyl, p-dimethylaminophenyl, p-diethylaminophenyl, p-methoxyphenyl or p-ethoxyphenyl.

6. The colorant composition of claim 1 comprising (a) from 0.05 to 70% by weight, based on the sum of (a) and (b), of the at least one pyrimido[5,4-g]pteridine derivative of formula (I), and (b) from 30 to 99.95% by weight, based on the sum of (a) and (b), of the at least one colorant.

7. A polymerizable mixture for making color filters comprising the colorant composition of claim 1 and at least one ethylenically unsaturated polymerizable compound.

8. A photopolymerizable mixture for making color filters comprising a pyrimido[5,4-g]pteridine derivative of formula (I)

9. A color filter comprising the colorant composition of any claim 1.

10. A method for shading a main colorant, which method comprises combining with the main colorant a pyrimido[5,4-g]pteridine derivative of formula (I)

11. The colorant composition of claim 2 wherein the at least one colorant is selected from the group consisting of C. I. Pigment Green 7, C. I. Pigment Green 36, C. I. Acid Green 3, C. I. Acid Green 9, C. I. Acid Green 16, C. I. Basic green 1, C. I. Basic Green 4,C. I. Pigment Blue 15, C. I. Pigment Blue 15:1, C. I. Pigment Blue 15:2, C. I. Pigment Blue 15:3, C. I. Pigment Blue 15:4, C. I. Pigment Blue 15:6, C. I. Pigment Blue 16, C. I. Pigment Blue 22, C. I. Pigment Blue 28, C. I. Pigment Blue 60, C. I. Pigment Blue 63, C. I. Pigment Blue 64, C. I. Pigment Blue 66, C. I. Pigment Blue 75, C. I. Pigment Blue 80, C. I. Solvent Blue 25, C. I. Solvent Blue 49, C. I. Solvent Blue 68, C. I. Solvent Blue 78, C. I. Solvent Blue 94, C. I. Direct Blue 25, C. I. Direct Blue 86, C. I. Direct Blue 90, C. I. Direct Blue 108, C. I. Acid Blue 1, C. I. Acid Blue 7, C. I. Acid Blue 9, C. I. Acid Blue 15, C. I. Acid Blue 103, C. I. Acid Blue 104, C. I. Acid Blue 158, C. I. Acid Blue 161, C. I. Basic Blue 1, C. I. Basic Blue 3, C. I. Basic Blue 9, C. I. Basic Blue 25, C. I. Disperse Blue 198,C. I. Pigment Red 9, C. I. Pigment Red 97, C. I. Pigment Red 105, C. I. Pigment Red 122, C. I. Pigment Red 123, C. I. Pigment Red 144, C. I. Pigment Red 149, C. I. Pigment Red 168, C. I. Pigment Red 176, C. I. Pigment Red 177, C. I. Pigment Red 179, C. I. Pigment Red 180, C. I. Pigment Red 185, C. I. Pigment Red 192, C. I. Pigment Red 202, C. I. Pigment Red 206, C. I. Pigment Red 207, C. I. Pigment Red 209, C. I. Pigment Red 214, C. I. Pigment Red 222, C. I. Pigment Red 242, C. I. Pigment Red 244, C. I. Pigment Red 254, C. I. Pigment Red 255, C. I. Pigment Red 264, C. I. Pigment Red 272,C. I. Solvent Red 25, C. I. Solvent Red 27, C. I. Solvent Red 30, C. I. Solvent Red 35, C. I. Solvent Red 49, C. I. Solvent Red 83, C. I. Solvent Red 89, C. I. Solvent Red 100, C. I. Solvent Red 122, C. I. Solvent Red 138, C. I. Solvent Red 149, C. I. Solvent Red 150, C. I. Solvent Red 160, C. I. Solvent Red 179, 218, C. I. Solvent Red 230,C. I. Direct Red 20, C. I. Direct Red 37, C. I. Direct Red 39, C. I. Direct Red 44,C. I. Acid Red 6, C. I. Acid Red 8, C. I. Acid Red 9, C. I. Acid Red 13, C. I. Acid Red 14, C. I. Acid Red 18, C. I. Acid Red 26, C. I. Acid Red 27, C. I. Acid Red 51, C. I. Acid Red 52, C. I. Acid Red 87, C. I. Acid Red 88, C. I. Acid Red 89, C. I. Acid Red 92, C. I. Acid Red 94, C. I. Acid Red 97, C. I. Acid Red 111, C. I. Acid Red 114, C. I. Acid Red 115, C. I. Acid Red 134, C. I. Acid Red 145, C. I. Acid Red 151, C. I. Acid Red 154, C. I. Acid Red 180, C. I. Acid Red 183, C. I. Acid Red 184, C. I. Acid Red 186, C. I. Acid Red 198,C. I. Basic Red 12, C. I. Basic Red 13, C. I. Disperse Red 5, C. I. Disperse Red 7, C. I. Disperse Red 13, C. I. Disperse Red 17, C. I. Disperse Red 58,C. I. Pigment Violet 14, C. I. Pigment Violet 19, C. I. Pigment Violet 23, C. I. Pigment Violet 29, C. I. Pigment Violet 32, C. I. Pigment Violet 37 and C. I. Pigment Violet 42.

12. The colorant composition of claim 4 wherein the at least one colorant is C. I. Pigment Red 177 or C. I. Pigment Red 254.

13. The method of claim 10 wherein the main colorant is selected from the group consisting of C. I. Pigment Green 7, C. I. Pigment Green 36, C. I. Acid Green 3, C. I. Acid Green 9, C. I. Acid Green 16, C. I. Basic Green 1, C. I. Basic Green 4,C. I. Pigment Blue 15, C. I. Pigment Blue 15:1, C. I. Pigment Blue 15:2, C. I. Pigment Blue 15:3, C. I. Pigment Blue 15:4, C. I. Pigment Blue 15:6, C. I. Pigment Blue 16, C. I. Pigment Blue 22, C. I. Pigment Blue 28, C. I. Pigment Blue 60, C. I. Pigment Blue 63, C. I. Pigment Blue 64, C. I. Pigment Blue 66, C. I. Pigment Blue 75, C. I. Pigment Blue 80, C. I. Solvent Blue 25, C. I. Solvent Blue 49, C. I. Solvent Blue 68, C. I. Solvent Blue 78, C. I. Solvent Blue 94, C. I. Direct Blue 25, C. I. Direct Blue 86, C. I. Direct Blue 90, C. I. Direct Blue 108, C. I. Acid Blue 1, C. I. Acid Blue 7, C. I. Acid Blue 9, C. I. Acid Blue 15, C. I. Acid Blue 103, C. I. Acid Blue 104, C. I. Acid Blue 158, C. I. Acid Blue 161, C. I. Basic Blue 1, C. I. Basic Blue 3, C. I. Basic Blue 9, C. I. Basic Blue 25, C. I. Disperse Blue 198,C. I. Pigment Red 9, C. I. Pigment Red 97, C. I. Pigment Red 105, C. I. Pigment Red 122, C. I. Pigment Red 123, C. I. Pigment Red 144, C. I. Pigment Red 149, C. I. Pigment Red 168, C. I. Pigment Red 176, C. I. Pigment Red 177, C. I. Pigment Red 179, C. I. Pigment Red 180, C. I. Pigment Red 185, C. I. Pigment Red 192, C. I. Pigment Red 202, C. I. Pigment Red 206, C. I. Pigment Red 207, C. I. Pigment Red 209, C. I. Pigment Red 214, C. I. Pigment Red 222, C. I. Pigment Red 242, C. I. Pigment Red 244, C. I. Pigment Red 254, C. I. Pigment Red 255, C. I. Pigment Red 264, C. I. Pigment Red 272,C. I. Solvent Red 25, C. I. Solvent Red 27, C. I. Solvent Red 30, C. I. Solvent Red 35, C. I. Solvent Red 49, C. I. Solvent Red 83, C. I. Solvent Red 89, C. I. Solvent Red 100, C. I. Solvent Red 122, C. I. Solvent Red 138, C. I. Solvent Red 149, C. I. Solvent Red 150, C. I. Solvent Red 160, C. I. Solvent Red 179, 218, C. I. Solvent Red 230,C. I. Direct Red 20, C. I. Direct Red 37, C. I. Direct Red 39, C. I. Direct Red 44,C. I. Acid Red 6, C. I. Acid Red 8, C. I. Acid Red 9, C. I. Acid Red 13, C. I. Acid Red 14, C. I. Acid Red 18, C. I. Acid Red 26, C. I. Acid Red 27, C. I. Acid Red 51, C. I. Acid Red 52, C. I. Acid Red 87, C. I. Acid Red 88, C. I. Acid Red 89, C. I. Acid Red 92, C. I. Acid Red 94, C. I. Acid Red 97, C. I. Acid Red 111, C. I. Acid Red 114, C. I. Acid Red 115, C. I. Acid Red 134, C. I. Acid Red 145, C. I. Acid Red 151, C. I. Acid Red 154, C. I. Acid Red 180, C. I. Acid Red 183, C. I. Acid Red 184, C. I. Acid Red 186, C. I. Acid Red 198,C. I. Basic Red 12, C. I. Basic Red 13, C. I. Disperse Red 5, C. I. Disperse Red 7, C. I. Disperse Red 13, C. I. Disperse Red 17, C. I. Disperse Red 58,C. I. Pigment Violet 14, C. I. Pigment Violet 19, C. I. Pigment Violet 23, C. I. Pigment Violet 29, C. I. Pigment Violet 32, C. I. Pigment Violet 37 and C. I. Pigment Violet 42.