Pigment preparations

Abstract

The present invention relates to new pigment preparations based on metal azo pigments and aliphatic C.sub.10-22 monocarboxylic acids, to processes for their production and their use as a yellow pigment for colouring plastics, and to the use of aliphatic C.sub.10-22 monocarboxylic acids for improving the filtration properties of pigment preparations with at the same time improved colour strengths.

Claims

1. A pigment preparation composed of i) a metal azo pigment A) containing a) at least two metal azo compounds of formula (I) which differ at least in the metal ion Me, or their tautomeric forms, ##STR00022## wherein R.sup.1 and R.sup.2 are each independently OH, NH.sub.2 or NHR.sup.5, R.sup.3 and R.sup.4 are each independently O or NR.sup.5, R.sup.5 is hydrogen or alkyl, and Me is metal ions comprising a metal ion Me.sup.1 in the first metal azo compound and a metal ion Me.sup.2 in the second metal azo compound, wherein Me.sup.1 is Zn.sup.2+ and Ni.sup.2+ and the molar ratio of Zn to Ni metal ions is 97:3 to 3:97, and Me.sup.2 is Al.sup.3+.sub.2/3, Fe.sup.2+, Fe.sup.3+.sub.2/3, Co.sup.2+, Co.sup.3+.sub.2/3, La.sup.3+.sub.2/3, Ce.sup.3+.sub.2/3, Pr.sup.3+.sub.2/3, Nd.sup.2+, Nd.sup.3+.sub.2/3, Sm.sup.2+, Sm.sup.3+.sub.2/3, Eu.sup.2+, Eu.sup.3+.sub.2/3, Gd.sup.3+.sub.2/3, Tb.sup.3+.sub.2/3, Dy.sup.3+.sub.2/3, Ho.sup.3+.sub.2/3, Yb.sup.2+, Yb.sup.3+.sub.2/3, Er.sup.3+.sub.2/3, Tm.sup.3+.sub.2/3, Mg.sup.2+, Ca.sup.2+, Sr.sup.2+, Mn.sup.2+, Y.sup.3+.sub.2/3, Sc.sup.3+.sub.2/3, Ti.sup.2+, Ti.sup.3+.sub.2/3, Nb.sup.3+.sub.2/3, Mo.sup.2+, Mo.sup.3+.sub.2/3, V.sup.2+, V.sup.3+.sub.2/3, Zr.sup.2+, Zr.sup.3+.sub.2/3, Cd.sup.2+, Cr.sup.3+.sub.2/3, Pb.sup.2+ or Ba.sup.2+, with the proviso that the amount of metal ions Me.sup.1 is in total 97 to 100 mol % and the amount of metal ions selected from the Me.sup.2 series is in total 0 to 3 mol %, based in each case on one mole of all compounds of formula (I), and b) at least one compound of formula (II) ##STR00023## wherein R.sup.6 is in each case independently hydrogen or alkyl, which is optionally substituted one or more times by OH, or a reaction product of (I) with (II), and (ii) 100 to 250 g of at least one aliphatic C.sub.10-22 monocarboxylic acid B) per mole of all metal azo compounds (I) contained in the metal azo pigment A).

2. A pigment preparation according to claim 1, wherein in the metal azo pigment A), the ratio of the at least two metal azo compounds of formula (I) to the at least one compound of formula (II) is 1 mol:0.05 to 4 mol.

3. A pigment preparation according to claim 1, wherein in the metal azo pigment A), the ratio of the at least two metal azo compounds of formula (I) to the at least one compound of formula (II) is 1 mol:0.5 to 2.5 mol.

4. A pigment preparation according to claim 1, wherein in the metal azo pigment A), the ratio of the at least two metal azo compounds of formula (I) to the at least one compound of formula (II) is 1 mol:1.0 to 2.0 mol.

5. A pigment preparation according to claim 1, wherein in formula (I) R.sup.1 and R.sup.2 are OH, R.sup.3 and R.sup.4 are O, the molar ratio of Zn to Ni metal ions is 90:10 to 30:70, Me.sup.2 is Al.sup.3+.sub.2/3, Fe.sup.2+, Fe.sup.3+.sub.2/3, Co.sup.2+, Co.sup.3+.sub.2/3, Ce.sup.3+.sub.2/3, Mg.sup.2+, Ca.sup.2+, Sr.sup.2+, La.sup.3+.sub.2/3, Mg.sup.2+, Mn.sup.2+, Nd.sup.2+, Nd.sup.3+.sub.2/3, Ti.sup.2+, Ti.sup.3+.sub.2/3, Nb.sup.3+.sub.2/3, Mo.sup.2+, Mo.sup.3+.sub.2/3, V.sup.2+, V.sup.3+.sub.2/3, Zr.sup.2+, Zr.sup.3+.sub.2/3, Cd.sup.2+, Cr.sup.3+.sub.2/3, Pb.sup.2+, Ca.sup.2+ or Ba.sup.2+, and b) is melamine or is a reaction product of formula (I) with melamine.

6. A pigment preparation according to claim 1, wherein the at least one aliphatic C.sub.10-22 monocarboxylic acid B) is selected from saturated or mono- to triunsaturated carboxylic acids.

7. A pigment preparation according to claim 1, wherein the at least one aliphatic C.sub.10-22 monocarboxylic acid B) is selected from capric acid, undecylenic acid, lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, and behenic acid.

8. A pigment preparation according to claim 7, wherein the at least one aliphatic C.sub.10-22 monocarboxylic acid B) is present in pure form or as mixtures.

9. A pigment preparation according to claim 8, wherein the mixtures contain myristic acid, palmitic acid or stearic acid.

10. A method of improving the filter pressure value FPV to be determined by the pressure filter test according to DIN EN ISO 23900-5:2019-01 and the colour strength to be determined according to DIN 55986 of a pigment preparation, comprising the step of adding at least one aliphatic C.sub.10-22 monocarboxylic acid B) to a metal azo pigment A), wherein the metal azo pigment A) is composed of a) at least two metal azo compounds of formula (I) which differ at least in the metal ion Me, or their tautomeric forms, ##STR00024## wherein R.sup.1 and R.sup.2 are each independently OH, NH.sub.2 or NHR.sup.5, R.sup.3 and R.sup.4 are each independently O or NR.sup.5, R.sup.5 is hydrogen or alkyl, and Me is metal ions comprising a metal ion Me.sup.1 in the first metal azo compound and a metal ion Me.sup.2 in the second metal azo compound, wherein Me.sup.1 is Zn.sup.2+ and Ni.sup.2+ and the molar ratio of Zn to Ni metal ions is 97:3 to 3:97, and Me.sup.2 is Al.sup.3+.sub.2/3, Fe.sup.2+, Fe.sup.3+.sub.2/3, Co.sup.2+, Co.sup.3+.sub.2/3, La.sup.3+.sub.2/3, Ce.sup.3+.sub.2/3, Pr.sup.3+.sub.2/3, Nd.sup.2+, Nd.sup.3+.sub.2/3, Sm.sup.2+, Sm.sup.3+.sub.2/3, Eu.sup.2+, Eu.sup.3+.sub.2/3, Gd.sup.3+.sub.2/3, Tb.sup.3+.sub.2/3, Dy.sup.3+.sub.2/3, Ho.sup.3+.sub.2/3, Yb.sup.2+, Yb.sup.3+.sub.2/3, Er.sup.3+.sub.2/3, Tm.sup.3+.sub.2/3, Mg.sup.2+, Ca.sup.2+, Sr.sup.2+, Mn.sup.2+, Y.sup.3+.sub.2/3, Sc.sup.3+.sub.2/3, Ti.sup.2+, Ti.sup.3+.sub.2/3, Nb.sup.3+.sub.2/3, Mo.sup.2+, Mo.sup.3+.sub.2/3, V.sup.2+, V.sup.3+.sub.2/3, Zr.sup.2+, Zr.sup.3+.sub.2/3, Cd.sup.2+, Cr.sup.3+.sub.2/3, Pb.sup.2+ or Ba.sup.2+, with the proviso that the amount of metal ions Me.sup.1 is in total 97 to 100 mol % and the amount of metal ions selected from the Me.sup.2 series is in total 0 to 3 mol %, based in each case on one mole of all compounds of formula (I), and b) at least one compound of formula (II) ##STR00025## wherein R.sup.6 is in each case independently hydrogen or alkyl, which is optionally substituted one or more times by OH, or alternatively a reaction product of (I) with (II), wherein 100 to 250 g of the aliphatic C.sub.10-22 monocarboxylic acid B) are used per mole of the at least two metal azo compounds of formula (I) contained in the metal azo pigment A).

11. The method according to claim 10, wherein in the metal azo pigment A), the ratio of the at least two metal azo compounds of formula (I) to the at least one compound of formula (II) is 1 mol:0.05 to 4 mol.

12. The method according to claim 10, wherein in the metal azo pigment A), the ratio of the at least two metal azo compounds of formula (I) to the at least one compound of formula (II) is 1 mol:0.5 to 2.5 mol.

13. The method according to claim 10, wherein in the metal azo pigment A), the ratio of the at least two metal azo compounds of formula (I) to the at least one compound of formula (II) is 1 mol:1.0 to 2.0 mol.

14. The method according to claim 10, wherein in formula (I), R.sup.1 and R.sup.2 are OH, R.sup.3 and R.sup.4 are O, the molar ratio of Zn to Ni metal ions is 90:10 to 30:70, Me.sup.2 is Al.sup.3+.sub.2/3, Fe.sup.2+, Fe.sup.3+.sub.2/3, Co.sup.2+, Co.sup.3+.sub.2/3, Ce.sup.3+.sub.2/3, Mg.sup.2+, Ca.sup.2+, Sr.sup.2+, La.sup.3+.sub.2/3, Mg.sup.2+, Mn.sup.2+, Nd.sup.2+, Nd.sup.3+.sub.2/3, Ti.sup.2+, Ti.sup.3+.sub.2/3, Nb.sup.3+.sub.2/3, Mo.sup.2+, Mo.sup.3+.sub.2/3, V.sup.2+, V.sup.3+.sub.2/3, Zr.sup.2+, Zr.sup.3+.sub.2/3, Cd.sup.2+, Cr.sup.3+.sub.2/3, Pb.sup.2+, Ca.sup.2+ or Ba.sup.2+, and b) is melamine or is a reaction product of formula (I) with melamine.

15. The method according to claim 10, wherein the at least one aliphatic C.sub.10-22 monocarboxylic acid B) is selected from saturated or mono- to triunsaturated carboxylic acids.

16. The method according to claim 10, wherein the at least one C.sub.10-22 monocarboxylic acid is selected from capric acid, undecylenic acid, lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid and behenic acid.

17. The method according to claim 16, wherein the at least one aliphatic C.sub.10-22 monocarboxylic acid B) is present in pure form or as mixtures.

18. The method according to claim 17, wherein the mixtures contain myristic acid, palmitic acid or stearic acid.

19.-26. (canceled)

27. The pigment preparation according to claim 1, wherein R.sup.5 and/or R.sup.6 is C.sub.1-C.sub.4 alkyl.

28. The method according to claim 10, wherein R.sup.5 and/or R.sup.6 is C.sub.1-C.sub.4 alkyl.

Description

EXAMPLES

I. Production of Metal-Azobarbituric Acid Melamine Pigments a to W According to the Prior Art

Example 1: Nickel Azobarbituric Acid Melamine Pigment Preparation According to EP-A 26 82 435, Example 2 (Pigment A) (not According to the Invention)

a) Production of the Crude Pigment

[0240] 154.1 g (1.0 mol) of diazobarbituric acid and 128.1 g (1.0 mol) of barbituric acid were introduced into 3670 g of distilled water at 85 C. Subsequently, aqueous potassium hydroxide solution was used to establish a pH of 5 and the reaction mixture was stirred for 90 minutes. 5000 g of distilled water were added at 82 C. to the azobarbituric acid (1.0 mol) thus prepared. Subsequently, a pH of 2 to 2.5 was established by adding 33 g of 30% hydrochloric acid dropwise and 264.8 g (2.1 mol) of melamine were added. Subsequently, 1.0 mol of nickel chloride was added dropwise in the form of an around 25% solution. After 3 hours at 82 C. a pH of about 5.5 was established by adding potassium hydroxide.

b) Aftertreatment

[0241] For this purpose, the product was diluted at 90 C. with around 330 g of distilled water. Then 70 g of 30% hydrochloric acid were added dropwise and the reaction mixture was stirred for 12 hours at 90 C. The pH of the reaction mixture was then adjusted to about 5 with aqueous potassium hydroxide solution.

c) Workup

[0242] The pigment preparation obtainable from the aftertreatment b) was isolated on a suction filter, washed, dried at 80 C. in a vacuum drying oven and ground in a customary laboratory mill for around 2 minutes. (Pigment A)

Examples 2 to 23: Metal-Azobarbituric Acid Melamine Pigments B to W

[0243] The pigments B to W of Examples 2 to 23 listed in Table 1 below were produced analogously to Example 1, but the 1.0 mol of nickel chloride was replaced respectively by mixtures of nickel chloride and zinc chloride and, optionally, a third metal chloride (Me.sup.2), in molar amounts as indicated in Table 1.

[0244] For the pigments A to W, the colour strength and the filter pressure values were determined as described in protocols 1 and 2 indicated below. The values can be found in Table 1.

TABLE-US-00001 TABLE 1 Pigments A to W Colour Ni Zn Me.sup.2 strength FPV Example Pigment [mol %] [mol %] [mol %] [%] [bar/g] 1 A 100 0 0 100 15.3 2 B 99.9 0.1 0 100 15.1 3 C 99.0 1.0 0 100 16.9 4 D 97 3 0 100 15.8 5 E 95 5 0 100 15.9 6 F 70 30 0 100 16.8 7 G 50 50 0 100 16.1 8 H 20 80 0 100 16.3 9 I 10 90 0 100 15.9 10 J 5 95 0 100 16.0 11 K 3 97 0 100 15.9 12 L 1 99 0 100 15.8 13 M 0.1 99.9 0 100 16.3 14 N 0 100 0 100 16.5 15 O 97 2 1 Ca 100 15.9 16 P 17 80 3 Co 100 15.6 17 Q 37 60 3 Al 100 16.1 18 R 60 37 3 La 100 16.3 19 S 45 52 3 Fe 100 15.6 20 T 49 49 2 Ce 100 16.1 21 U 20 79 1 Nd 100 15.9 22 V 60 37 3 Mg 100 15.1 23 W 50 49.5 0.5 Mg 100 15.6

Examples 24 to 28: Nickel Azobarbituric Acid Melamine Pigment Preparations According to EP-A 1 612 246 (not According to the Invention)

Preliminary Stage 1

[0245] 63 g of 35% hydrochloric acid were stirred into 150 g of water. 30 g of aminoguanidine bicarbonate were introduced into this mixture. After complete dissolution, the mixture was cooled to 0 C. After that, 19 g of sodium nitrite were added within 30 min and stirring was subsequently carried out at 0 to 15 C. for 30 min. Amidosulfonic acid was then added until no further colour reaction occurred with potassium iodide starch paper. Subsequently, 25.6 g of barbituric acid were added and the mixture was heated to 55 C. and subsequently stirred for 2 hours. Then 25.6 g of barbituric acid were added and the mixture was heated to 80 C. and adjusted with sodium hydroxide to pH 5. After 3 hours the temperature was lowered to 70 C. The resulting reaction product was then isolated and washed with hot water and the filtercake was dried at 80 C. Yield: 61.4 g of azobarbituric acid disodium salt.

Preliminary Stage 2

[0246] 63 g of 35% hydrochloric acid were stirred into 150 g of water. 38.7 g of benzenesulfonyl hydrazide were introduced into this mixture. The mixture was cooled to below 0 C. with ice. After that, 19 g of sodium nitrite were added within 30 min and stirring was subsequently carried out at 0 to 15 C. for 30 min. Amidosulfonic acid was then added until no further colour reaction occurred with potassium iodide starch paper. The pH was then adjusted to 7.0 to 9.0 with sodium hydroxide, 25.6 g of barbituric acid were added, and the mixture was heated to 50 C. and subsequently stirred for 2 hours. Then a further 25.6 g of barbituric acid were added, the mixture was heated to 80 C. and the pH of the mixture was adjusted to 5 with hydrochloric acid. After 3 hours, the temperature was lowered to 70 C., and the resulting reaction product was isolated and washed with hot water. The filtercake obtained was slurried in 1200 g of water and stirred for 2 hours at 80 C. After that, it was isolated and washed with 2000 g of water at 80 C. until benzenesulfonamide-free, and dried at 80 C. Yield: 61.0 g of azobarbituric acid disodium salt.

Example 24

[0247] 25 g of azobarbituric acid disodium salt from preliminary stage 1 and 0.5 g of oleic acid were introduced into 600 g of water, and stirred in homogeneously. Then the pH was adjusted to 1.0 and the mixture was heated to 95 C. 19.2 g of melamine were then added to the mixture and 18.6 g of nickel chloride hexahydrate, previously dissolved in 115 g of water, were added dropwise over the course of 5 min. After 1.5 hours at 90 C., the pH of the mixture was adjusted to 5.5 and stirring continued for 4 hours. The reaction product was then isolated and washed with hot water until free of salt and melamine. The filtercake was dried at 80 C. to a residual water content of less than 1.5%. Yield: 42 g of pigment.

Example 25

[0248] 25 g of azobarbituric acid disodium salt from preliminary stage 1 and 0.5 g of oleic acid were introduced into 600 g of water, and stirred in homogeneously. The pH was then adjusted to 8.5 and the mixture was heated to 95 C. 19.2 g of melamine were then added to the mixture. After subsequent stirring for 5 minutes, the pH of the mixture was adjusted to 5.0 with hydrochloric acid. After that, subsequent stirring took place for 5 minutes and then 18.6 g of nickel chloride hexahydrate, previously dissolved in 115 g of water, were added dropwise over the course of 10 min. After 1.5 hours at 90 C., the pH of the mixture was adjusted to 5.5 and stirring continued for 4 hours. The reaction product was then isolated and washed with hot water until free of salt and melamine. The filtercake was dried at 80 C. to a residual water content of less than 1.5%. Yield: 42 g of pigment.

Example 26

[0249] 25 g of azobarbituric acid disodium salt from preliminary stage 1 and 0.5 g of linoleic acid were introduced into 600 g of water, and stirred in homogeneously. Then the pH was adjusted to 8.5 and the mixture was heated to 95 C. 19.2 g of melamine were then added to the mixture. After subsequent stirring for 5 minutes, the pH of the mixture was adjusted to 5.0 with hydrochloric acid. This mixture was stirred for another 5 minutes and then 18.6 g of nickel chloride hexahydrate, previously dissolved in 115 g of water, were added dropwise over the course of 10 min. After 1.5 hours at 90 C., the pH of the mixture was adjusted to 5.5 and stirring continued for 4 hours. The reaction product was then isolated and washed with hot water until free of salt and melamine. The filtercake was dried at 80 C. to a residual water content of less than 1.5%. Yield: 41.8 g of pigment.

Example 27

[0250] 25 g of azobarbituric acid disodium salt from preliminary stage 1 and 0.5 g of -linolenic acid (alpha-linolenic acid; CAS No. 463-40-1) were introduced into 600 g of water, and stirred in homogeneously. Then the pH was adjusted to 8.5 and the mixture was heated to 95 C. 19.2 g of melamine were then added to the mixture. After subsequent stirring for 5 minutes, the pH of the mixture was adjusted to 5.0 with hydrochloric acid, this mixture was stirred for another 5 minutes and then 18.6 g of nickel chloride hexahydrate, previously dissolved in 115 g of water, were added dropwise over the course of 10 minutes. After 1.5 hours at 90 C., the pH of the mixture was adjusted to 5.5 and stirring continued for 4 hours. The reaction product was then isolated and washed with hot water until free of salt and melamine. The filtercake was dried at 80 C. to a residual water content of less than 1.5%. Yield: 42 g of pigment.

Example 28

[0251] 25 g of azobarbituric acid disodium salt from preliminary stage 2 and 0.5 g of oleic acid (CAS No. 112-80-1) were introduced into 600 g of water, and stirred in homogeneously. Then the pH was adjusted to 1.0 and the mixture was heated to 95 C. 19.2 g of melamine were then added to the mixture and 18.6 g of nickel chloride hexahydrate, previously dissolved in 115 g water, were added dropwise over the course of 5 minutes. After 1.5 hours at 90 C., the pH of the mixture was adjusted to 5.5 and this mixture was stirred for another 4 hours. The reaction product was then isolated and washed with hot water until free of salt and melamine. The filtercake was dried at 80 C. to a residual water content of less than 1.5%. Yield: 41.4 g of pigment.

TABLE-US-00002 TABLE 2 Example Colour strength [%] FPV [bar/g] 24 98 16.9 25 95 16.2 26 95 15.9 27 98 16.3 28 93 16.5

Colour Strength Compared to Example 1

II. Production of the Pigment Preparations

Example 29: Production of Pigment Preparation A-1 (not in Accordance with the Invention)

[0252] An aqueous suspension of pigment A, as obtained after step c) of Example 1, was admixed with 100 g of Pristerene 4910 and stirred for 60 minutes. Aqueous potassium hydroxide solution was subsequently used to establish a pH of 5. The pigment preparation was then isolated on a suction filter, washed, dried at 80 C. in a vacuum drying oven and ground in a customary laboratory mill for around 2 minutes. (=pigment preparation A-1)

Examples 30 to 45: Production of Pigment Preparations A-2 to A-17 (not in Accordance with the Invention)

[0253] Analogously to Example 29, pigment preparations A-2 to A-17, not in accordance with the invention, were produced in Examples 30 to 45. In each case, an aqueous suspension of pigment A, as obtained after step c) of Example 1, was admixed with different aliphatic carboxylic acids B) or mixtures thereof in different amounts, as indicated in Table 2.

Determination of Colour Strength and Filter Pressure Value

[0254] For pigment preparations A-1 to A-17, the colour strength compared to pigment A and the filter pressure value were determined according to protocols 1 and 2 indicated below. The values can also be found in Table 3.

TABLE-US-00003 TABLE 3 Pigment preparations with pigment A Grams of aliphatic According carboxylic acid Aliphatic Colour Pigment to the B) or mixture per carboxylic acid strength FPV Example preparation invention mole of pigment B) or mixture [%] [bar/g] 29 A-1 no 100 Pristerene 4910 94 15.9 30 A-2 no 50 Pristerene 4910 98 16.2 31 A-3 no 270 Pristerene 4910 90 15.9 32 A-4 no 150 Pristerene 4911 97 16.3 33 A-5 no 150 Pristerene 9429 95 16.5 34 A-6 no 100 Pristerene 4922 97 15.9 35 A-7 no 150 caprylic acid 96 15.8 36 A-8 no 100 capric acid 92 16.3 37 A-9 no 150 lauric acid 95 16.2 38 A-10 no 210 myristic acid 90 16.4 39 A-11 no 270 palmitic acid 85 15.8 40 A-12 no 250 stearic acid 89 15.7 41 A-13 no 150 behenic acid 93 16.1 42 A-14 no 150 lignoceric acid 92 16.5 43 A-15 no 70 oleic acid 96 15.9 44 A-16 no 150 undecylenic acid 91 15.9 45 A-17 no 150 nervonic acid 90 16.3

Example 46: Production of Pigment Preparation B-1 (not in Accordance with the Invention)

[0255] An aqueous suspension of pigment B, as obtained after step c) of Example 2, was admixed with 50 g of Pristerene 4910 and stirred for 60 minutes. Aqueous potassium hydroxide solution was subsequently used to establish a pH of 5. The pigment preparation was then isolated on a suction filter, washed, dried at 80 C. in a vacuum drying oven and ground in a customary laboratory mill for around 2 minutes. (=pigment preparation B-1)

Examples 47 to 93: Production of Pigment Preparations B-2 to B-48 (not in Accordance with the Invention)

[0256] Analogously to Example 46, pigment preparations B-2 to B-48, not in accordance with the invention, were produced in Examples 47 to 93. In each case, an aqueous suspension of the pigment B, as obtained after step c) of Example 2, was admixed with different aliphatic carboxylic acids B) or mixtures thereof in different amounts, as indicated in Table 4.

Determination of Colour Strength and Filter Pressure Value

[0257] For pigment preparations B-1 to B-48, the colour strength compared to pigment B and the filter pressure value were determined according to protocol 1 and 2 indicated below. The values can also be found in Table 4.

TABLE-US-00004 TABLE 4 Pigment preparations with pigment B Grams of aliphatic According carboxylic acid Aliphatic Colour Pigment to the B) or mixture per carboxylic acid strength FPV Example preparation invention mole of pigment B) or mixture [%] [bar/g] 46 B-1 no 50 Pristerene 4910 98 15.3 47 B-2 no 180 Pristerene 4910 95 15.6 48 B-3 no 280 Pristerene 4910 90 16.1 49 B-4 no 50 Pristerene 4911 97 16.3 50 B-5 no 120 Pristerene 4911 95 16.5 51 B-6 no 280 Pristerene 4911 89 16.1 52 B-7 no 50 Pristerene 9429 97 15.8 53 B-8 no 70 Pristerene 9429 96 15.8 54 B-9 no 160 Pristerene 9429 94 15.9 55 B-10 no 210 Pristerene 9429 91 16.1 56 B-11 no 50 Pristerene 4922 98 15.8 57 B-12 no 100 Pristerene 4922 95 15.9 58 B-13 no 280 Pristerene 4922 89 16.1 59 B-14 no 50 caprylic acid 98 15.9 60 B-15 no 280 caprylic acid 88 15.5 61 B-16 no 70 lignoceric acid 97 16.2 62 B-17 no 180 lignoceric acid 95 15.1 63 B-18 no 70 nervonic acid 96 15.3 64 B-19 no 210 nervonic acid 92 15.5 65 B-20 no 50 capric acid 99 15.6 66 B-21 no 210 capric acid 91 15.8 67 B-22 no 280 capric acid 88 16.1 68 B-23 no 50 lauric acid 98 16.1 69 B-24 no 210 lauric acid 91 15.8 70 B-25 no 280 lauric acid 88 15.6 71 B-26 no 70 myristic acid 98 15.3 72 B-27 no 160 myristic acid 95 15.6 73 B-28 no 235 myristic acid 91 16.3 74 B-29 no 70 palmitic acid 96 15.8 75 B-30 no 180 palmitic acid 95 15.6 76 B-31 no 250 palmitic acid 91 15.8 77 B-32 no 280 palmitic acid 89 16.2 78 B-33 no 50 stearic acid 99 15.8 79 B-34 no 100 stearic acid 97 15.8 80 B-35 no 210 stearic acid 95 16.2 81 B-36 no 280 stearic acid 91 16.0 82 B-37 no 50 behenic acid 98 15.8 83 B-38 no 70 behenic acid 97 15.6 84 B-39 no 210 behenic acid 95 16.3 85 B-40 no 280 behenic acid 91 16.2 86 B-41 no 70 oleic acid 98 15.8 87 B-42 no 120 oleic acid 95 15.6 88 B-43 no 250 oleic acid 92 15.8 89 B-44 no 280 oleic acid 88 15.8 90 B-45 no 70 undecylenic acid 98 16.5 91 B-46 no 100 undecylenic acid 96 16.2 92 B-47 no 210 undecylenic acid 91 16.5 93 B-48 no 280 undecylenic acid 87 16.1

Example 94: Production of Pigment Preparation C-1 (not in Accordance with the Invention)

[0258] An aqueous suspension of pigment C, as obtained after step c) of Example 3, was admixed with 70 g of Pristerene 4910 and stirred for 60 minutes. Aqueous potassium hydroxide solution was subsequently used to establish a pH of 5. The pigment preparation was then isolated on a suction filter, washed, dried at 80 C. in a vacuum drying oven and ground in a customary laboratory mill for around 2 minutes. (=pigment preparation C-1)

Examples 95 to 136: Production of Pigment Preparations C-2 to C-44 (not in Accordance with the Invention)

[0259] Similarly to Example 94, pigment preparations C-2 to C-44 not in accordance with the invention were produced in Examples 95 to 137. In each case, an aqueous suspension of the pigment C, as obtained after step c) of Example 3, was admixed with different aliphatic carboxylic acids B) or mixtures thereof in different amounts, as indicated in Table 5.

Determination of Colour Strength and Filter Pressure Value

[0260] For pigment preparations C-1 to C-44, the colour strength compared to pigment C and the filter pressure value were determined according to protocols 1 and 2 indicated below. The values can also be found in Table 5.

TABLE-US-00005 TABLE 5 Pigment preparations with pigment C Grams of aliphatic According carboxylic acid Aliphatic Colour Pigment to the B) or mixture per carboxylic acid strength FPV Example preparation invention mole of pigment B) or mixture [%] [bar/g] 94 C-1 no 70 Pristerene 4910 99 15.6 95 C-2 no 150 Pristerene 4910 97 15.8 96 C-3 no 250 Pristerene 4910 95 15.6 97 C-4 no 50 Pristerene 4911 99 15.9 98 C-5 no 210 Pristerene 4911 97 16.0 99 C-6 no 235 Pristerene 4911 94 16.2 100 C-7 no 50 Pristerene 9429 98 16.2 101 C-8 no 150 Pristerene 9429 95 16.0 102 C-9 no 235 Pristerene 9429 93 15.8 103 C-10 no 70 Pristerene 4922 99 15.8 104 C-11 no 180 Pristerene 4922 95 16.0 105 C-12 no 280 Pristerene 4922 91 16.2 106 C-13 no 150 caprylic acid 97 15.9 107 C-14 no 235 caprylic acid 92 16.3 108 C-15 no 150 lignoceric acid 95 15.6 109 C-16 no 70 lignoceric acid 98 15.6 110 C-17 no 250 lignoceric acid 93 15.9 111 C-18 no 70 nervonic acid 99 16.0 112 C-19 no 150 nervonic acid 97 16.2 113 C-20 no 210 nervonic acid 95 15.8 114 C-21 no 100 capric acid 97 16.3 115 C-22 no 150 capric acid 95 15.9 116 C-23 no 250 capric acid 92 15.8 117 C-24 no 70 lauric acid 98 15.8 118 C-25 no 120 lauric acid 96 15.8 119 C-26 no 235 lauric acid 94 16.2 120 C-27 no 50 myristic acid 99 15.6 121 C-28 no 180 myristic acid 96 15.8 122 C-29 no 250 myristic acid 94 16.2 123 C-30 no 70 palmitic acid 99 15.8 124 C-31 no 210 palmitic acid 95 16.4 125 C-32 no 250 palmitic acid 92 16.5 126 C-33 no 70 stearic acid 98 15.9 127 C-34 no 150 stearic acid 95 16.0 128 C-35 no 235 stearic acid 93 16.2 129 C-36 no 70 behenic acid 97 16.0 130 C-37 no 150 behenic acid 95 16.3 131 C-38 no 235 behenic acid 92 16.1 132 C-39 no 70 oleic acid 99 15.8 133 C-40 no 210 oleic acid 97 15.9 134 C-41 no 250 oleic acid 95 16.0 135 C-42 no 70 undecylenic acid 98 15.8 136 C-43 no 210 undecylenic acid 95 15.8 137 C-44 no 280 undecylenic acid 92 16.2

Example 138: Production of Pigment Preparation D-1 (not in Accordance with the Invention)

[0261] An aqueous suspension of pigment D, as obtained after step c) of Example 4, was admixed with 70 g of Pristerene 4910 and stirred for 60 minutes. Aqueous potassium hydroxide solution was subsequently used to establish a pH of 5. The pigment preparation was then isolated on a suction filter, washed and dried at 80 C. in a vacuum drying oven and ground in a customary laboratory mill for around 2 minutes. (=pigment preparation D-1)

Examples 139 to 171: Production of Pigment Preparations D-2 to D-34 (not in Accordance with the Invention and According to the Invention)

[0262] Analogously to Example 138, pigment preparations according to the invention and not in accordance with the invention were produced in Examples 139 to 171. In each case, an aqueous suspension of the pigment D, as obtained after step c) of Example 4, was admixed with different aliphatic carboxylic acids B) or mixtures thereof in different amounts, as indicated in Table 5.

Determination of Colour Strength and Filter Pressure Value

[0263] For pigment preparations D-1 to D-34, the colour strength compared to pigment D and the filter pressure value were determined in accordance with protocols 1 and 2 below. The values can also be found in Table 6.

TABLE-US-00006 TABLE 6 Pigment preparations with pigment D Grams of aliphatic According carboxylic acid Aliphatic Colour Pigment to the B) or mixture per carboxylic acid strength FPV Example preparation invention mole of pigment B) or mixture [%] [bar/g] 138 D-1 no 70 Pristerene 4910 101 15.3 139 D-2 yes 150 Pristerene 4910 106 3.5 140 D-3 yes 250 Pristerene 4910 106 3.4 141 D-4 no 280 Pristerene 4910 98 3.5 142 D-5 no 50 caprylic acid 98 15.6 143 D-6 no 150 caprylic acid 98 15.6 144 D-7 no 280 caprylic acid 90 16.2 145 D-8 no 70 nervonic acid 100 16.2 146 D-9 no 150 nervonic acid 95 15.6 147 D-10 no 235 nervonic acid 92 15.1 148 D-11 no 70 capric acid 98 15.6 149 D-12 yes 100 capric acid 107 3.6 150 D-13 yes 210 capric acid 106 3.5 151 D-14 no 280 capric acid 95 3.6 152 D-15 no 70 palmitic acid 98 15.2 153 D-16 yes 100 palmitic acid 107 3.0 154 D-17 yes 250 palmitic acid 106 3.2 155 D-18 no 280 palmitic acid 95 3.5 156 D-19 no 70 stearic acid 99 15.4 157 D-20 yes 150 stearic acid 108 3.4 158 D-21 yes 250 stearic acid 106 3.5 159 D-22 no 280 stearic acid 97 3.8 160 D-23 no 70 behenic acid 98 15.6 161 D-24 yes 100 behenic acid 106 3.1 162 D-25 yes 180 behenic acid 106 3.0 163 D-26 no 280 behenic acid 95 3.2 164 D-27 no 70 oleic acid 98 15.6 165 D-28 yes 100 oleic acid 107 3.1 166 D-29 yes 250 oleic acid 106 3.2 167 D-30 no 280 oleic acid 95 3.5 168 D-31 no 70 undecylenic acid 98 14.9 169 D-32 yes 150 undecylenic acid 105 2.9 170 D-33 yes 210 undecylenic acid 105 2.8 171 D-34 no 280 undecylenic acid 92 3.2

Example 172: Production of Pigment Preparation E-1 (not in Accordance with the Invention)

[0264] An aqueous suspension of pigment E, as obtained after step c) of Example 5, was admixed with 70 g of Pristerene 4910 and stirred for 60 minutes. Aqueous potassium hydroxide solution was subsequently used to establish a pH of 5. The pigment preparation was then isolated on a suction filter, washed, dried at 80 C. in a vacuum drying oven and ground in a customary laboratory mill for around 2 minutes. (=pigment preparation E-1)

Examples 173 to 240: Production of Pigment Preparations E-2 to E-70 (not in Accordance with the Invention and According to the Invention)

[0265] Analogously to Example 172, pigment preparations E-2 to E-81, according to the invention and not in accordance with the invention, were produced in Examples 173 to 240. In each case, an aqueous suspension of the pigment E, as obtained after step c) of Example 5, was admixed with different aliphatic carboxylic acids B) or mixtures thereof in different amounts, as indicated in Table 7.

Determination of Colour Strength and Filter Pressure Value

[0266] For pigment preparations E-1 to E-70, the colour strength compared to pigment E and the filter pressure value were determined in accordance with protocols 1 and 2 indicated below. The values can also be found in Table 7.

TABLE-US-00007 TABLE 7 Pigment preparations with pigment E Grams of aliphatic According carboxylic acid Aliphatic Colour Pigment to the B) or mixture per carboxylic acid strength FPV Example preparation invention mole of pigment B) or mixture [%] [bar/g] 172 E-1 no 70 Pristerene 4910 98 15.9 173 E-2 yes 100 Pristerene 4910 109 3.5 174 E-3 yes 150 Pristerene 4910 112 3.5 175 E-4 yes 250 Pristerene 4910 108 3.4 176 E-5 no 280 Pristerene 4910 99 3.6 177 E-6 no 70 Pristerene 4911 98 15.6 178 E-7 yes 100 Pristerene 4911 108 3.2 179 E-8 yes 150 Pristerene 4911 111 3.1 180 E-10 yes 250 Pristerene 4911 106 3.3 181 E-11 no 280 Pristerene 4911 96 3.3 182 E-12 no 70 Pristerene 9429 98 15.6 183 E-13 yes 100 Pristerene 9429 108 2.9 184 E-14 yes 150 Pristerene 9429 110 2.9 185 E-15 yes 250 Pristerene 9429 108 3.1 186 E-16 no 280 Pristerene 9429 96 3.6 187 E-17 no 70 Pristerene 4922 98 15.1 188 E-18 yes 100 Pristerene 4922 105 3.6 189 E-19 yes 150 Pristerene 4922 108 3.5 190 E-20 yes 250 Pristerene 4922 106 3.5 191 E-21 no 280 Pristerene 4922 98 3.6 192 E-22 no 70 caprylic acid 98 15.6 193 E-23 no 150 caprylic acid 95 15.1 194 E-24 no 250 caprylic acid 90 15.3 195 E-25 no 100 lignoceric acid 98 16.2 196 E-26 no 150 lignoceric acid 96 15.9 197 E-27 no 210 lignoceric acid 94 15.6 198 E-28 no 100 nervonic acid 96 15.4 199 E-29 no 150 nervonic acid 95 15.2 200 E-30 no 250 nervonic acid 93 15.6 201 E-31 no 70 capric acid 98 15.3 202 E-32 yes 100 capric acid 106 2.9 203 E-33 yes 150 capric acid 107 2.8 204 E-34 yes 250 capric acid 105 2.9 205 E-35 no 280 capric acid 98 3.1 206 E-36 no 70 lauric acid 98 15.9 207 E-37 yes 100 lauric acid 105 3.6 208 E-38 yes 150 lauric acid 106 3.4 209 E-39 yes 250 lauric acid 105 3.5 210 E-40 no 280 lauric acid 98 3.6 211 E-41 no 70 myristic acid 97 15.6 212 E-42 yes 100 myristic acid 106 3.2 213 E-43 yes 150 myristic acid 106 3.3 214 E-44 yes 250 myristic acid 105 3.3 215 E-45 no 280 myristic acid 98 3.4 216 E-46 no 70 palmitic acid 96 15.6 217 E-47 yes 100 palmitic acid 106 3.1 218 E-48 yes 150 palmitic acid 107 3.0 219 E-49 yes 250 palmitic acid 105 3.1 220 E-50 no 280 palmitic acid 98 3.3 221 E-51 no 70 stearic acid 98 15.1 222 E-52 yes 100 stearic acid 106 3.2 223 E-53 yes 150 stearic acid 107 3.1 224 E-54 yes 250 stearic acid 105 3.2 225 E-55 no 280 stearic acid 98 3.3 226 E-56 no 70 behenic acid 97 15.6 227 E-57 yes 100 behenic acid 104 3.5 228 E-58 yes 150 behenic acid 105 3.5 229 E-59 yes 250 behenic acid 104 3.6 230 E-60 no 280 behenic acid 96 3.6 231 E-61 no 70 oleic acid 97 15.9 232 E-62 yes 100 oleic acid 104 3.1 233 E-63 yes 150 oleic acid 106 3.2 234 E-64 yes 250 oleic acid 104 3.4 235 E-65 no 280 oleic acid 98 3.5 236 E-66 no 70 undecylenic acid 96 16.1 237 E-67 yes 100 undecylenic acid 103 3.8 238 E-68 yes 150 undecylenic acid 105 3.5 239 E-69 yes 250 undecylenic acid 104 3.8 240 E-70 no 280 undecylenic acid 95 3.8

Example 241: Production of Pigment Preparation F-1 (not in Accordance with the Invention)

[0267] An aqueous suspension of pigment F, as obtained after step c) of Example 6, was admixed with 70 g of Pristerene 4910 and stirred for 60 minutes. Aqueous potassium hydroxide solution was subsequently used to establish a pH of 5. The pigment preparation was then isolated on a suction filter, washed, dried at 80 C. in a vacuum drying oven and ground in a customary laboratory mill for around 2 minutes. (=pigment preparation F-1)

Examples 242 to 274: Production of Pigment Preparations F-2 to F-33 (not in Accordance with the Invention and According to the Invention)

[0268] Analogously to Example 242, pigment preparations F-2 to F-33, according to the invention and not in accordance with the invention, were produced in Examples 242 to 274. In each case, an aqueous suspension of the pigment F, as obtained after step c) of Example 6, was admixed with different aliphatic carboxylic acids B) or mixtures thereof in different amounts, as indicated in Table 8.

Determination of Colour Strength and Filter Pressure Value

[0269] For pigment preparations F-1 to F-33, the colour strength compared to pigment F and the filter pressure value were determined in accordance with protocols 1 and 2 indicated below. The values can also be found in Table 8.

TABLE-US-00008 TABLE 8 Pigment preparations with pigment F Grams of aliphatic According carboxylic acid Aliphatic Colour Pigment to the B) or mixture per carboxylic acid strength FPV Example preparation invention mole of pigment B) or mixture [%] [bar/g] 241 F-1 no 70 Pristerene 4910 98 15.6 242 F-2 yes 150 Pristerene 4910 114 2.9 243 F-3 yes 250 Pristerene 4910 115 2.9 244 F-4 no 280 Pristerene 4910 99 3.1 245 F-5 no 70 caprylic acid 97 15.6 246 F-6 no 150 caprylic acid 95 15.9 247 F-7 no 235 caprylic acid 94 16.2 248 F-8 no 100 nervonic acid 98 16.2 249 F-9 no 150 nervonic acid 95 16.2 250 F-10 no 210 nervonic acid 92 16.8 251 F-11 no 70 capric acid 98 16.2 252 F-12 yes 150 capric acid 113 3.2 253 F-13 yes 235 capric acid 112 3.3 254 F-14 no 280 capric acid 95 3.3 255 F-15 no 70 palmitic acid 95 15.6 256 F-16 yes 100 palmitic acid 114 3.2 257 F-17 yes 210 palmitic acid 113 3.3 258 F-18 no 280 palmitic acid 99 3.4 259 F-19 no 70 stearic acid 96 15.2 260 F-20 yes 150 stearic acid 115 3.1 261 F-21 yes 210 stearic acid 114 3.1 262 F-22 no 280 stearic acid 98 3.3 263 F-23 no 70 behenic acid 95 15.2 264 F-24 yes 150 behenic acid 112 3.4 265 F-25 yes 210 behenic acid 111 3.5 266 F-26 no 280 behenic acid 95 3.6 267 F-27 no 70 oleic acid 95 15.9 268 F-28 yes 150 oleic acid 113 3.5 269 F-29 yes 250 oleic acid 112 3.6 270 F-30 no 280 oleic acid 93 3.6 271 F-30 no 70 undecylenic acid 94 16.1 272 F-31 yes 120 undecylenic acid 113 3.5 273 F-32 yes 210 undecylenic acid 112 3.6 274 F-33 no 280 undecylenic acid 95 3.6

Example 275: Production of Pigment Preparation G-1 (not in Accordance with the Invention)

[0270] An aqueous suspension of pigment G, as obtained after step c) of Example 7, was admixed with 70 g of Pristerene 4910 and stirred for 60 minutes. Aqueous potassium hydroxide solution was subsequently used to establish a pH of 5. The pigment preparation was then isolated on a suction filter, washed, dried at 80 C. in a vacuum drying oven and ground in a customary laboratory mill for around 2 minutes. (=pigment preparation G-1)

Examples 276 to 355: Production of Pigment Preparations G-2 to G-81 (not in Accordance with the Invention and According to the Invention)

[0271] Analogously to Example 275, pigment preparations G-2 to G-81, according to the invention and not in accordance with the invention, were produced in Examples 276 to 355. In each case, an aqueous suspension of the pigment G, as obtained after step c) of Example 7, was admixed with different aliphatic carboxylic acids B) or mixtures thereof in different amounts, as indicated in Table 9.

Determination of Colour Strength and Filter Pressure Value

[0272] For pigment preparations G-1 to G-81, the colour strength compared to pigment G and the filter pressure value were determined in accordance with protocols 1 and 2 indicated below. The values can also be found in Table 9.

TABLE-US-00009 TABLE 9 Pigment preparations with pigment G Grams of aliphatic According carboxylic acid Aliphatic Colour Pigment to the B) or mixture per carboxylic acid strength FPV Example preparation invention mole of pigment B) or mixture [%] [bar/g] 275 G-1 no 70 Pristerene 4910 95 15.6 276 G-2 yes 100 Pristerene 4910 133 3.2 277 G-3 yes 150 Pristerene 4910 135 3.2 278 G-4 yes 180 Pristerene 4910 133 3.1 279 G-5 yes 250 Pristerene 4910 132 3.2 280 G-6 no 280 Pristerene 4910 99 3.2 281 G-7 no 70 Pristerene 4911 94 15.6 282 G-8 yes 100 Pristerene 4911 134 3.2 283 G-9 yes 120 Pristerene 4911 134 3.1 284 G-10 yes 180 Pristerene 4911 133 3.2 285 G-11 yes 250 Pristerene 4911 132 3.2 286 G-12 no 280 Pristerene 4911 98 3.3 287 G-13 no 70 Pristerene 9429 98 15.6 288 G-14 yes 100 Pristerene 9429 133 3.2 289 G-15 yes 150 Pristerene 9429 135 3.2 290 G-16 yes 180 Pristerene 9429 133 3.2 291 G-17 yes 250 Pristerene 9429 132 3.1 292 G-18 no 280 Pristerene 9429 98 3.2 293 G-19 no 70 Pristerene 4922 96 15.6 294 G-20 yes 100 Pristerene 4922 125 3.2 295 G-21 yes 120 Pristerene 4922 135 3.2 296 G-22 yes 180 Pristerene 4922 134 3.3 297 G-23 yes 250 Pristerene 4922 130 3.2 298 G-24 no 280 Pristerene 4922 96 3.3 299 G-25 no 100 caprylic acid 93 15.6 300 G-26 no 150 caprylic acid 90 15.2 301 G-27 no 250 caprylic acid 89 15.3 302 G-28 no 100 lignoceric acid 92 15.2 303 G-29 no 150 lignoceric acid 90 15.3 304 G-30 no 210 lignoceric acid 87 15.3 305 G-31 no 70 nervonic acid 94 15.3 306 G-32 no 150 nervonic acid 90 15.4 307 G-33 no 210 nervonic acid 86 15.6 308 G-34 no 70 capric acid 95 15.6 309 G-35 yes 100 capric acid 122 3.6 310 G-36 yes 150 capric acid 124 3.6 311 G-37 yes 180 capric acid 124 3.5 312 G-38 yes 250 capric acid 119 3.5 313 G-39 no 280 capric acid 96 3.5 314 G-40 no 70 lauric acid 95 15.4 315 G-41 yes 100 lauric acid 122 3.4 316 G-42 yes 120 lauric acid 124 3.4 317 G-43 yes 180 lauric acid 120 3.4 318 G-44 yes 250 lauric acid 118 3.4 319 G-45 no 280 lauric acid 96 3.4 320 G-46 no 70 myristic acid 96 15.6 321 G-47 yes 100 myristic acid 122 3.6 322 G-48 yes 120 myristic acid 124 3.5 323 G-49 yes 180 myristic acid 124 3.5 324 G-50 yes 250 myristic acid 118 3.4 325 G-51 no 280 myristic acid 95 3.4 326 G-52 no 70 palmitic acid 94 15.2 327 G-53 yes 100 palmitic acid 123 3.2 328 G-54 yes 150 palmitic acid 125 3.2 329 G-55 yes 180 palmitic acid 125 3.3 330 G-56 yes 250 palmitic acid 120 3.3 331 G-57 no 280 palmitic acid 96 3.3 332 G-58 no 70 stearic acid 95 15.2 333 G-59 yes 100 stearic acid 122 3.2 334 G-60 yes 120 stearic acid 124 3.2 335 G-61 yes 180 stearic acid 124 3.1 336 G-62 yes 250 stearic acid 120 3.1 337 G-63 no 280 stearic acid 96 3.2 338 G-64 no 70 behenic acid 96 15.3 339 G-65 yes 100 behenic acid 118 3.5 340 G-66 yes 150 behenic acid 119 3.5 341 G-67 yes 180 behenic acid 120 3.4 342 G-68 yes 250 behenic acid 118 3.4 343 G-69 no 280 behenic acid 96 3.4 344 G-70 no 70 oleic acid 95 16.5 345 G-71 yes 100 oleic acid 115 3.6 346 G-72 yes 150 oleic acid 116 3.6 347 G-73 yes 180 oleic acid 117 3.5 348 G-74 yes 250 oleic acid 114 3.5 349 G-75 no 280 oleic acid 95 3.6 350 G-76 no 70 undecylenic acid 95 16.2 351 G-77 yes 100 undecylenic acid 112 3.4 352 G-78 yes 120 undecylenic acid 113 3.5 353 G-79 yes 180 undecylenic acid 115 3.4 354 G-80 yes 250 undecylenic acid 113 3.4 355 G-81 no 280 undecylenic acid 93 3.5

Example 356: Production of Pigment Preparation H-1 (not in Accordance with the Invention)

[0273] An aqueous suspension of pigment H, as obtained after step c) of Example 8, was admixed with 70 g of Pristerene 4910 and stirred for 60 minutes. Aqueous potassium hydroxide solution was subsequently used to establish a pH of 5. The pigment preparation was then isolated on a suction filter, washed, dried at 80 C. in a vacuum drying oven and ground in a customary laboratory mill for around 2 minutes. (=pigment preparation H-1)

Examples 357 to 436: Production of Pigment Preparations H-2 to H-81 (not in Accordance with the Invention and According to the Invention)

[0274] Analogously to Example 356, pigment preparations H-2 to H-81, according to the invention and not in accordance with the invention, were produced in Examples 357 to 436. In each case, an aqueous suspension of the pigment H as obtained after step c) of Example 8 was admixed with different aliphatic carboxylic acids B) or mixtures thereof in different amounts, as indicated in Table 10.

Determination of Colour Strength and Filter Pressure Value

[0275] For pigment preparations H-1 to H-81, the colour strength compared to pigment H and the filter pressure value were determined in accordance with protocols 1 and 2 indicated below. The values can also be found in Table 10.

TABLE-US-00010 TABLE 10 Pigment preparations with pigment H Grams of aliphatic According carboxylic acid Aliphatic Colour Pigment to the B) or mixture per carboxylic acid strength FPV Example preparation invention mole of pigment B) or mixture [%] [bar/g] 356 H-1 no 70 Pristerene 4910 94 15.6 357 H-2 yes 100 Pristerene 4910 110 2.9 358 H-3 yes 120 Pristerene 4910 115 3.0 359 H-4 yes 180 Pristerene 4910 115 3.0 360 H-5 yes 250 Pristerene 4910 110 3.1 361 H-6 no 280 Pristerene 4910 96 3.1 362 H-7 no 70 Pristerene 4911 94 15.2 363 H-8 yes 100 Pristerene 4911 111 2.9 364 H-9 yes 120 Pristerene 4911 116 3.0 365 H-10 yes 180 Pristerene 4911 115 3.1 366 H-11 yes 250 Pristerene 4911 110 3.1 367 H-12 no 280 Pristerene 4911 96 3.1 368 H-13 no 70 Pristerene 9429 95 16.1 369 H-14 yes 100 Pristerene 9429 110 3.2 370 H-15 yes 150 Pristerene 9429 115 3.2 371 H-16 yes 180 Pristerene 9429 115 3.2 372 H-17 yes 250 Pristerene 9429 110 3.3 373 H-18 no 280 Pristerene 9429 96 3.3 374 H-19 no 70 Pristerene 4922 95 15.8 375 H-20 yes 100 Pristerene 4922 111 2.9 376 H-21 yes 120 Pristerene 4922 114 2.9 377 H-22 yes 180 Pristerene 4922 114 2.9 378 H-23 yes 250 Pristerene 4922 111 3.0 379 H-24 no 280 Pristerene 4922 95 3.0 380 H-25 no 100 caprylic acid 95 15.6 381 H-26 no 150 caprylic acid 90 15.8 382 H-27 no 250 caprylic acid 87 15.6 383 H-28 no 100 lignoceric acid 94 15.3 384 H-29 no 150 lignoceric acid 91 15.4 385 H-30 no 210 lignoceric acid 88 15.3 386 H-31 no 70 nervonic acid 94 15.6 387 H-32 no 150 nervonic acid 90 15.4 388 H-33 no 210 nervonic acid 89 15.5 389 H-34 no 70 capric acid 95 15.4 390 H-35 yes 100 capric acid 109 3.3 391 H-36 yes 150 capric acid 112 3.3 392 H-37 yes 180 capric acid 112 3.4 393 H-38 yes 250 capric acid 111 3.4 394 H-39 no 280 capric acid 96 3.4 395 H-40 no 70 lauric acid 95 15.2 396 H-41 yes 100 lauric acid 109 3.2 397 H-42 yes 120 lauric acid 109 3.2 398 H-43 yes 180 lauric acid 108 3.3 399 H-44 yes 250 lauric acid 107 3.1 400 H-45 no 280 lauric acid 94 3.2 401 H-46 no 70 myristic acid 94 15.9 402 H-47 yes 100 myristic acid 104 3.1 403 H-48 yes 120 myristic acid 105 3.1 404 H-49 yes 180 myristic acid 105 3.2 405 H-50 yes 250 myristic acid 104 3.2 406 H-51 no 280 myristic acid 96 3.2 407 H-52 no 70 palmitic acid 95 15.9 408 H-53 yes 100 palmitic acid 111 2.9 409 H-54 yes 150 palmitic acid 112 2.9 410 H-55 yes 180 palmitic acid 112 2.9 411 H-56 yes 250 palmitic acid 110 2.9 412 H-57 no 280 palmitic acid 96 3.0 413 H-58 no 70 stearic acid 96 15.3 414 H-59 yes 100 stearic acid 112 3.1 415 H-60 yes 120 stearic acid 113 3.1 416 H-61 yes 180 stearic acid 113 3.0 417 H-62 yes 250 stearic acid 112 3.1 418 H-63 no 280 stearic acid 96 3.1 419 H-64 no 70 behenic acid 95 15.2 420 H-65 yes 100 behenic acid 109 3.3 421 H-66 yes 150 behenic acid 110 3.4 422 H-67 yes 180 behenic acid 110 3.3 423 H-68 yes 250 behenic acid 109 3.3 424 H-69 no 280 behenic acid 95 3.3 425 H-70 no 70 oleic acid 95 15.6 426 H-71 yes 100 oleic acid 109 3.4 427 H-72 yes 150 oleic acid 109 3.3 428 H-73 yes 180 oleic acid 108 3.3 429 H-74 yes 250 oleic acid 108 3.3 430 H-75 no 280 oleic acid 96 3.4 431 H-76 no 70 undecylenic acid 95 15.8 432 H-77 yes 100 undecylenic acid 109 3.4 433 H-78 yes 120 undecylenic acid 109 3.3 434 H-79 yes 180 undecylenic acid 108 3.3 435 H-80 yes 250 undecylenic acid 107 3.4 436 H-81 no 280 undecylenic acid 95 3.4

Example 437: Production of Pigment Preparation I-1 (not in Accordance with the Invention)

[0276] An aqueous suspension of pigment I, as obtained after step c) of Example 9, was mixed with 70 g of Pristerene 4910 and stirred for 60 minutes. Aqueous potassium hydroxide solution was subsequently used to establish a pH of 5. The pigment preparation was then isolated on a suction filter, washed, dried at 80 C. in a vacuum drying oven and ground in a customary laboratory mill for around 2 minutes. (=pigment preparation 1-1)

Examples 438 to 468: Production of Pigment Preparations I-2 to 1-32 (not in Accordance with the Invention and According to the Invention)

[0277] Analogously to Example 437, pigment preparations 1-2 to 1-32, according to the invention and not in accordance with the invention, were produced in Examples 438 to 468. In each case, an aqueous suspension of pigment I, as obtained after step c) of Example 9, was admixed with different aliphatic carboxylic acids B) or mixtures thereof in different amounts, as indicated in Table 11.

Determination of Colour Strength and Filter Pressure Value

[0278] For the pigment preparations I-1 to 1-32, the colour strength compared to pigment I and the filter pressure value were determined in accordance with protocols 1 and 2 below. The values can also be found in Table 11.

TABLE-US-00011 TABLE 11 Pigment preparations with pigment I Grams of aliphatic carboxylic acid B) Aliphatic According or mixture carboxylic Colour Pigment to the per mole of acid B) strength FPV Example preparation invention pigment or mixture [%] [bar/g] 437 I-1 no 70 Pristerene 4910 94 15.2 438 I-2 yes 100 Pristerene 4910 108 3.0 439 I-3 yes 210 Pristerene 4910 108 3.0 440 I-4 no 280 Pristerene 4910 96 3.1 441 I-5 no 150 caprylic acid 96 15.6 442 I-6 no 210 caprylic acid 95 15.3 443 I-7 no 150 nervonic acid 94 15.3 444 I-8 no 210 nervonic acid 93 15.9 445 I-9 no 70 capric acid 95 15.8 446 I-10 yes 150 capric acid 107 3.3 447 I-11 yes 250 capric acid 106 3.2 448 I-12 no 280 capric acid 94 3.2 449 I-13 no 70 palmitic acid 96 15.2 450 I-14 yes 100 palmitic acid 109 3.0 451 I-15 yes 210 palmitic acid 109 3.0 452 I-16 no 280 palmitic acid 96 3.1 453 I-17 no 70 stearic acid 95 15.6 454 I-18 yes 150 stearic acid 108 3.0 455 I-19 yes 250 stearic acid 108 3.0 456 I-20 no 280 stearic acid 94 3.1 457 I-21 no 70 behenic acid 95 15.7 458 I-22 yes 100 behenic acid 107 3.2 459 I-23 yes 210 behenic acid 107 3.2 460 I-24 no 280 behenic acid 94 3.2 461 I-25 no 70 oleic acid 94 15.1 462 I-26 yes 120 oleic acid 106 3.3 463 I-27 yes 210 oleic acid 106 3.3 464 I-28 no 280 oleic acid 93 3.3 465 I-29 no 70 undecylenic acid 96 15.3 466 I-30 yes 150 undecylenic acid 105 3.2 467 I-31 yes 210 undecylenic acid 104 3.2 468 I-32 no 280 undecylenic acid 93 3.3

Example 469: Production of Pigment Preparation J-1 (not in Accordance with the Invention)

[0279] An aqueous suspension of pigment J, as obtained after step c) of Example 10, was admixed with 70 g of Pristerene 4910 and stirred for 60 minutes. Aqueous potassium hydroxide solution was subsequently used to establish a pH of 5. The pigment preparation was then isolated on a suction filter, washed, dried at 80 C. in a vacuum drying oven and ground in a customary laboratory mill for around 2 minutes. (=pigment preparation J-1)

Examples 470 to 500: Production of Pigment Preparations J-2 to J-32 (not in Accordance with the Invention and According to the Invention)

[0280] Analogously to Example 469, pigment preparations J-2 to J-32, according to the invention and not in accordance with the invention, were produced in Examples 469 to 500. In each case, an aqueous suspension of pigment J, as obtained after step c) of Example 10, was admixed with different aliphatic carboxylic acids B) or mixtures thereof in different amounts, as indicated in Table 2.

Determination of Colour Strength and Filter Pressure Value

[0281] For the pigment preparations J-1 to J-32, the colour strength compared to pigment I and the filter pressure value were determined in accordance with protocols 1 and 2 below. The values can also be found in Table 12.

TABLE-US-00012 TABLE 12 Pigment preparations with pigment J Grams of aliphatic carboxylic acid B) Aliphatic According or mixture carboxylic Colour Pigment to the per mole of acid B) strength FPV Example preparation invention pigment or mixture [%] [bar/g] 469 J-1 no 70 Pristerene 4910 95 15.6 470 J-2 yes 120 Pristerene 4910 106 3.0 471 J-3 yes 210 Pristerene 4910 106 3.0 472 J-4 no 280 Pristerene 4910 92 3.1 473 J-5 no 150 caprylic acid 92 15.2 474 J-6 no 210 caprylic acid 91 15.2 475 J-7 no 150 nervonic acid 92 15.6 476 J-8 no 210 nervonic acid 91 15.7 477 J-9 no 70 capric acid 93 15.6 478 J-10 yes 120 capric acid 105 3.3 479 J-11 yes 250 capric acid 105 3.3 480 J-12 no 280 capric acid 93 3.3 481 J-13 no 70 palmitic acid 94 15.6 482 J-14 yes 120 palmitic acid 106 3.0 483 J-15 yes 210 palmitic acid 106 3.0 484 J-16 no 280 palmitic acid 95 3.1 485 J-17 no 70 stearic acid 95 15.7 486 J-18 yes 150 stearic acid 106 3.1 487 J-19 yes 210 stearic acid 105 3.1 488 J-20 no 280 stearic acid 96 3.0 489 J-21 no 70 behenic acid 96 15.9 490 J-22 yes 100 behenic acid 105 3.3 491 J-23 yes 210 behenic acid 105 3.3 492 J-24 no 280 behenic acid 94 3.4 493 J-25 no 70 oleic acid 93 15.8 494 J-26 yes 120 oleic acid 104 3.3 495 J-27 yes 210 oleic acid 104 3.4 496 J-28 no 280 oleic acid 93 3.4 497 J-29 no 70 undecylenic acid 94 16.1 498 J-30 yes 120 undecylenic acid 105 3.4 499 J-31 yes 210 undecylenic acid 105 3.3 500 J-32 no 280 undecylenic acid 94 3.3

Example 501: Production of Pigment Preparation K-1 (not in Accordance with the Invention)

[0282] An aqueous suspension of pigment K, as obtained after step c) of Example 11, was admixed with 70 g of Pristerene 4910 and stirred for 60 minutes. Aqueous potassium hydroxide solution was subsequently used to establish a pH of 5. The pigment preparation was then isolated on a suction filter, washed, dried at 80 C. in a vacuum drying oven and ground in a customary laboratory mill for around 2 minutes. (=pigment preparation K-1)

Examples 502 to 532: Production of Pigment Preparations K-2 to K-32 (not in Accordance with the Invention and According to the Invention)

[0283] Analogously to Example 501, pigment preparations K-2 to K-32, according to the invention and not in accordance with the invention, were produced in Examples 502 to 532. In each case, an aqueous suspension of pigment K, as obtained after step c) of Example 11, was admixed with different aliphatic carboxylic acids B) or mixtures thereof in different amounts, as indicated in Table 13.

Determination of Colour Strength and Filter Pressure Value

[0284] For pigment preparations K-1 to K-32, the colour strength compared to pigment K and the filter pressure value were determined in accordance with protocols 1 and 2 indicated below. The values can also be found in Table 13.

TABLE-US-00013 TABLE 13 Pigment preparations with pigment K Grams of aliphatic carboxylic acid B) Aliphatic According or mixture carboxylic Colour Pigment to the per mole of acid B) strength FPV Example preparation invention pigment or mixture [%] [bar/g] 501 K-1 no 70 Pristerene 4910 95 15.6 502 K-2 yes 120 Pristerene 4910 106 3.0 503 K-3 yes 210 Pristerene 4910 106 3.0 504 K-4 no 280 Pristerene 4910 92 3.1 505 K-5 no 150 caprylic acid 92 15.2 506 K-6 no 210 caprylic acid 91 15.2 507 K-7 no 150 nervonic acid 92 15.6 508 K-8 no 210 nervonic acid 91 15.7 509 K-9 no 70 myristic acid 93 15.6 510 K-10 yes 120 myristic acid 105 3.3 511 K-11 yes 250 myristic acid 105 3.3 512 K-12 no 280 myristic acid 93 3.3 513 K-13 no 70 palmitic acid 94 15.6 514 K-14 yes 120 palmitic acid 106 3.0 515 K-15 yes 210 palmitic acid 106 3.0 516 K-16 no 280 palmitic acid 95 3.1 517 K-17 no 70 stearic acid 95 15.7 518 K-18 yes 150 stearic acid 106 3.1 519 K-19 yes 210 stearic acid 105 3.1 520 K-20 no 280 stearic acid 96 3.0 521 K-21 no 70 behenic acid 96 15.9 522 K-22 yes 100 behenic acid 105 3.3 523 K-23 yes 210 behenic acid 105 3.3 524 K-24 no 280 behenic acid 94 3.4 525 K-25 no 70 oleic acid 93 15.8 526 K-26 yes 120 oleic acid 104 3.3 527 K-27 yes 210 oleic acid 104 3.4 528 K-28 no 280 oleic acid 93 3.3 529 K-29 no 70 undecylenic acid 94 16.0 530 K-30 yes 120 undecylenic acid 105 3.4 531 K-31 yes 210 undecylenic acid 105 3.4 532 K-32 no 280 undecylenic acid 94 3.3

Example 533: Production of Pigment Preparation L-1 (not in Accordance with the Invention)

[0285] An aqueous suspension of the pigment L, as obtained after step c) of Example 12, was admixed with 70 g of Pristerene 4910 and stirred for 60 minutes. Aqueous potassium hydroxide solution was subsequently used to establish a pH of 5. The pigment preparation was then isolated on a suction filter, washed, dried at 80 C. in a vacuum drying oven and ground in a customary laboratory mill for around 2 minutes. (=pigment preparation L-1)

Examples 534 to 563: Production of Pigment Preparations L-2 to L-32 (not in Accordance with the Invention)

[0286] Similarly to Example 530, pigment preparations L-2 to L-32 not in accordance with the invention were produced in Examples 531 to 561. In each case, an aqueous suspension of the pigment L, as obtained after step c) of Example 12, was admixed with different aliphatic carboxylic acids B) or mixtures thereof in different amounts, as indicated in Table 14.

Determination of Colour Strength and Filter Pressure Value

[0287] For pigment preparations L-1 to L-32, the colour strength compared to pigment L and the filter pressure value were determined in accordance with protocols 1 and 2 indicated below. The values can also be found in Table 14.

TABLE-US-00014 TABLE 14 Pigment preparations with pigment L Grams of aliphatic carboxylic acid B) Aliphatic According or mixture carboxylic Colour Pigment to the per mole of acid B) strength FPV Example preparation invention pigment or mixture [%] [bar/g] 533 L-1 no 70 Pristerene 4910 94 15.6 534 L-2 no 100 Pristerene 4910 92 15.4 535 L-3 no 210 Pristerene 4910 91 15.6 536 L-4 no 280 Pristerene 4910 90 15.6 537 L-5 no 70 caprylic acid 94 16.1 538 L-6 no 250 caprylic acid 92 15.8 539 L-7 no 70 nervonic acid 94 15.4 540 L-8 no 250 nervonic acid 93 15.6 541 L-9 no 70 myristic acid 94 15.6 542 L-10 no 100 myristic acid 92 15.3 543 L-11 no 150 myristic acid 90 15.1 544 L-12 no 280 myristic acid 90 15.3 545 L-13 no 100 palmitic acid 94 15.5 546 L-14 no 150 palmitic acid 92 15.6 547 L-15 no 210 palmitic acid 91 15.1 548 L-16 no 280 palmitic acid 90 15.9 549 L-17 no 70 stearic acid 94 15.8 550 L-18 no 100 stearic acid 91 15.6 551 L-19 no 210 stearic acid 90 15.6 552 L-20 no 280 stearic acid 89 15.8 553 L-21 no 100 behenic acid 93 15.4 554 L-22 no 150 behenic acid 90 15.3 555 L-23 no 210 behenic acid 90 15.2 556 L-24 no 250 behenic acid 89 15.2 557 L-25 no 100 oleic acid 94 16.1 558 L-26 no 150 oleic acid 92 15.2 559 L-27 no 210 oleic acid 90 15.4 560 L-28 no 280 oleic acid 90 15.6 561 L-29 no 50 undecylenic acid 93 15.6 562 L-30 no 100 undecylenic acid 92 15.8 563 L-31 no 210 undecylenic acid 92 15.2 564 L-32 no 235 undecylenic acid 90 15.4

Example 565: Production of Pigment Preparation M-1 (not in Accordance with the Invention)

[0288] An aqueous suspension of pigment M, as obtained after step b) of Example 13, was admixed with 70 g of Pristerene 4910 and stirred for 60 minutes. Aqueous potassium hydroxide solution was subsequently used to establish a pH of 5. The pigment preparation was then isolated on a suction filter, washed, dried at 80 C. in a vacuum drying oven and ground in a customary laboratory mill for around 2 minutes. (=pigment preparation M-1)

Examples 566 to 593: Production of Pigment Preparations M-2 to M-32 (not in Accordance with the Invention)

[0289] Analogously to Example 565, pigment preparations M-2 to M-32, according to the invention and not in accordance with the invention, were produced in Examples 563 to 593. In each case, an aqueous suspension of the pigment M, as obtained after step b) of Example 13, was admixed with different aliphatic carboxylic acids B) or mixtures thereof in different amounts, as indicated in Table 15.

Determination of Colour Strength and Filter Pressure Value

[0290] For pigment preparations M-1 to M-32, the colour strength compared to pigment M and the filter pressure value were determined in accordance with protocols 1 and 2 indicated below. The values can also be found in Table 15

TABLE-US-00015 TABLE 15 Pigment preparations with pigment M Grams of aliphatic carboxylic acid Aliphatic According B) or mixture carboxylic Colour Pigment to the per mole of acid B) strength FPV Example preparation invention pigment or mixture [%] [bar/g] 565 M-1 no 70 Pristerene 4910 94 15.6 566 M-2 no 100 Pristerene 4910 92 15.4 567 M-3 no 210 Pristerene 4910 91 15.6 568 M-4 no 280 Pristerene 4910 90 15.8 569 M-5 no 70 caprylic acid 94 16.1 570 M-6 no 210 caprylic acid 92 15.8 571 M-7 no 70 nervonic acid 94 15.4 572 M-8 no 210 nervonic acid 93 15.6 573 M-9 no 70 myristic acid 94 15.6 574 M-10 no 100 myristic acid 92 15.3 575 M-11 no 150 myristic acid 90 15.3 576 M-12 no 280 myristic acid 90 15.3 577 M-13 no 70 palmitic acid 95 15.5 578 M-14 no 150 palmitic acid 92 15.6 579 M-15 no 210 palmitic acid 91 15.1 580 M-16 no 235 palmitic acid 90 15.9 581 M-17 no 70 stearic acid 94 15.8 582 M-18 no 100 stearic acid 91 15.6 583 M-19 no 210 stearic acid 90 15.6 584 M-20 no 235 stearic acid 89 15.8 585 M-21 no 70 behenic acid 93 15.4 586 M-22 no 150 behenic acid 91 15.3 587 M-23 no 210 behenic acid 90 15.2 588 M-24 no 280 behenic acid 90 15.2 589 M-25 no 70 oleic acid 94 16.1 590 M-26 no 150 oleic acid 92 15.2 591 M-27 no 210 oleic acid 90 15.4 592 M-28 no 280 oleic acid 90 15.6 593 M-29 no 70 undecylenic acid 93 15.6 591 M-30 no 100 undecylenic acid 92 15.8 592 M-31 no 210 undecylenic acid 92 15.4 593 M-32 no 280 undecylenic acid 90 15.8

Example 594: Production of Pigment Preparation N-1 (not in Accordance with the Invention)

[0291] An aqueous suspension of pigment N, as obtained after step b) of Example 14, was admixed with 70 g of Pristerene 4910 and stirred for 60 minutes. Aqueous potassium hydroxide solution was subsequently used to establish a pH of 5. The pigment preparation was then isolated on a suction filter, washed, dried at 80 C. in a vacuum drying oven and ground in a customary laboratory mill for around 2 minutes. (=pigment preparation N-1)

Examples 595 to 597: Production of Pigment Preparations N-2 to N-32 (not in Accordance with the Invention)

[0292] Analogously to Example 594, pigment preparations N-2 to N-32, according to the invention and not in accordance with the invention, were produced in Examples 595 to 625. In each case, an aqueous suspension of the pigment N, as obtained after step b) of Example 14, was admixed with different aliphatic carboxylic acids B) or mixtures thereof in different amounts, as indicated in Table 16.

Determination of Colour Strength and Filter Pressure Value

[0293] For pigment preparations N-1 to N-32, the colour strength compared to pigment N and the filter pressure value were determined according to protocols 1 and 2 indicated below. The values can also be found in Table 16.

TABLE-US-00016 TABLE 16 Pigment preparations with pigment N Grams of aliphatic carboxylic acid B) Aliphatic According or mixture carboxylic Colour Pigment to the per mole of acid B) strength FPV Example preparation invention pigment or mixture [%] [bar/g] 594 N-1 no 70 Pristerene 4910 94 15.6 595 N-2 no 100 Pristerene 4910 92 15.4 596 N-3 no 210 Pristerene 4910 91 15.6 597 N-4 no 280 Pristerene 4910 90 15.8 598 N-5 no 70 caprylic acid 94 16.1 599 N-6 no 210 caprylic acid 92 15.8 600 N-7 no 70 nervonic acid 94 15.4 601 N-8 no 210 nervonic acid 93 15.6 602 N-9 no 70 myristic acid 94 15.6 603 N-10 no 120 myristic acid 92 15.3 604 N-11 no 150 myristic acid 90 15.3 605 N-12 no 280 myristic acid 90 15.3 606 N-13 no 70 palmitic acid 95 15.5 607 N-14 no 150 palmitic acid 92 15.6 608 N-15 no 210 palmitic acid 91 15.8 609 N-16 no 250 palmitic acid 90 15.9 610 N-17 no 50 stearic acid 94 15.8 611 N-18 no 100 stearic acid 91 15.6 612 N-19 no 210 stearic acid 90 15.6 613 N-20 no 280 stearic acid 89 15.8 614 N-21 no 70 behenic acid 93 15.4 615 N-22 no 150 behenic acid 91 15.3 616 N-23 no 210 behenic acid 90 15.2 617 N-24 no 280 behenic acid 90 15.2 618 N-25 no 70 oleic acid 94 16.1 619 N-26 no 150 oleic acid 92 15.2 620 N-27 no 210 oleic acid 90 15.4 621 N-28 no 250 oleic acid 90 15.2 622 N-29 no 70 undecylenic acid 93 15.6 623 N-30 no 100 undecylenic acid 92 15.8 624 N-31 no 210 undecylenic acid 92 15.4 625 N-32 no 280 undecylenic acid 90 15.8

Example 626: Production of Pigment Preparation O-1 (not in Accordance with the Invention)

[0294] An aqueous suspension of pigment O, as obtained after step b) of Example 11, was admixed with 70 g of Pristerene 4910 and stirred for 60 minutes. Aqueous potassium hydroxide solution was subsequently used to establish a pH of 5. The pigment preparation was then isolated on a suction filter, washed, dried at 80 C. in a vacuum drying oven and ground in a customary laboratory mill for around 2 minutes. (=pigment preparation O-1)

Examples 627 to 657: Production of Pigment Preparations O-2 to 0-32 (not in Accordance with the Invention)

[0295] Analogously to Example 626, pigment preparations O-2 to O-32, according to the invention and not in accordance with the invention, were produced in Examples 627 to 657. In each case, an aqueous suspension of the pigment O, as obtained after step b) of Example 15, was admixed with different aliphatic carboxylic acids B) or mixtures thereof in different amounts, as indicated in Table 17.

Determination of Colour Strength and Filter Pressure Value

[0296] For pigment preparations O-1 to O-32, the colour strength compared to pigment O and the filter pressure value were determined in accordance with protocols 1 and 2 indicated below. The values can also be found in Table 17.

TABLE-US-00017 TABLE 17 Pigment preparations with pigment O Grams of aliphatic carboxylic acid B) Aliphatic According or mixture carboxylic Colour Pigment to the per mole of acid B) strength FPV Example preparation invention pigment or mixture [%] [bar/g] 626 O-1 no 70 Pristerene 4910 94 15.6 627 O-2 no 100 Pristerene 4910 92 15.4 628 O-3 no 210 Pristerene 4910 90 15.6 629 O-4 no 250 Pristerene 4910 90 15.6 630 O-5 no 70 caprylic acid 94 16.1 631 O-6 no 210 caprylic acid 92 15.8 632 O-7 no 70 nervonic acid 94 15.4 633 O-8 no 210 nervonic acid 92 15.6 634 O-9 no 70 myristic acid 94 15.6 635 O-10 no 120 myristic acid 92 15.3 636 O-11 no 180 myristic acid 91 15.1 637 O-12 no 250 myristic acid 90 15.3 638 O-13 no 120 palmitic acid 94 15.5 639 O-14 no 150 palmitic acid 92 15.6 640 O-15 no 210 palmitic acid 91 15.1 641 O-16 no 250 palmitic acid 90 15.9 642 O-17 no 70 stearic acid 94 15.8 643 O-18 no 100 stearic acid 91 15.4 644 O-19 no 210 stearic acid 91 15.6 645 O-20 no 280 stearic acid 90 15.8 646 O-21 no 70 behenic acid 93 15.4 647 O-22 no 150 behenic acid 90 15.3 648 O-23 no 210 behenic acid 90 15.2 649 O-24 no 250 behenic acid 89 15.6 650 O-25 no 70 oleic acid 94 16.1 651 O-26 no 120 oleic acid 92 15.2 652 O-27 no 210 oleic acid 90 15.4 653 O-28 no 280 oleic acid 90 15.8 654 O-29 no 70 undecylenic acid 93 15.6 655 O-30 no 100 undecylenic acid 92 15.8 656 O-31 no 250 undecylenic acid 92 15.4 657 O-32 no 280 undecylenic acid 90 15.4

Example 658: Production of Pigment Preparation P-1 (not in Accordance with the Invention)

[0297] An aqueous suspension of pigment P, as obtained after step b) of Example 16, was admixed with 70 g of Pristerene 4910 and stirred for 60 minutes. Aqueous potassium hydroxide solution was subsequently used to establish a pH of 5. The pigment preparation was then isolated on a suction filter, washed, dried at 80 C. in a vacuum drying oven and ground in a customary laboratory mill for around 2 minutes. (=pigment preparation P-1)

Examples 659 to 689: Production of Pigment Preparations P-2 to P-32 (not in Accordance with the Invention and According to the Invention)

[0298] Analogously to Example 658, pigment preparations P-2 to P-32, according to the invention and not in accordance with the invention, were produced in Examples 659 to 689. In each case, an aqueous suspension of the pigment P, as obtained after step b) of Example 16, was admixed with different aliphatic carboxylic acids B) or mixtures thereof in different amounts, as indicated in Table 18.

Determination of Colour Strength and Filter Pressure Value

[0299] For pigment preparations P-1 to P-32, the colour strength compared to pigment P and the filter pressure value were determined in accordance with protocols 1 and 2 indicated below. The values can also be found in Table 18.

TABLE-US-00018 TABLE 18 Pigment preparations with pigment P Grams of aliphatic carboxylic acid B) Aliphatic According or mixture carboxylic Colour Pigment to the per mole of acid B) strength FPV Example preparation invention pigment or mixture [%] [bar/g] 658 P-1 no 70 Pristerene 4910 96 15.8 659 P-2 yes 100 Pristerene 4910 114 2.9 660 P-3 yes 210 Pristerene 4910 114 2.9 661 P-4 no 280 Pristerene 4910 111 3.0 662 P-5 no 70 caprylic acid 95 15.5 663 P-6 no 210 caprylic acid 95 15.6 664 P-7 no 70 nervonic acid 90 15.8 665 P-8 no 280 nervonic acid 87 15.6 666 P-9 no 70 myristic acid 95 15.2 667 P-10 yes 100 myristic acid 112 3.4 668 P-11 yes 150 myristic acid 112 3.3 669 P-12 no 280 myristic acid 95 3.3 670 P-13 no 70 palmitic acid 95 15.5 671 P-14 yes 150 palmitic acid 113 3.0 672 P-15 yes 210 palmitic acid 113 3.1 673 P-16 no 280 palmitic acid 94 3.2 674 P-17 no 70 stearic acid 94 15.2 675 P-18 yes 100 stearic acid 112 3.0 676 P-19 yes 210 stearic acid 113 3.0 677 P-20 no 280 stearic acid 96 3.1 678 P-21 no 70 behenic acid 95 15.6 679 P-22 yes 150 behenic acid 111 3.2 680 P-23 yes 210 behenic acid 110 3.2 681 P-24 no 280 behenic acid 91 3.3 682 P-25 no 70 oleic acid 96 15.6 683 P-26 yes 100 oleic acid 110 3.3 684 P-27 yes 210 oleic acid 112 3.3 685 P-28 no 280 oleic acid 96 3.3 686 P-29 no 50 undecylenic acid 95 15.9 687 P-30 yes 100 undecylenic acid 111 3.2 688 P-31 yes 235 undecylenic acid 112 3.2 689 P-32 no 280 undecylenic acid 92 3.3

Example 690: Production of Pigment Preparation Q-1 (not in Accordance with the Invention)

[0300] An aqueous suspension of pigment Q, as obtained after step b) of Example 17, was admixed with 70 g of Pristerene 4910 and stirred for 60 minutes. Aqueous potassium hydroxide solution was subsequently used to establish a pH of 5. The pigment preparation was then isolated on a suction filter, washed, dried at 80 C. in a vacuum drying oven and ground in a customary laboratory mill for around 2 minutes. (=pigment preparation Q-1)

Examples 691 to 721: Production of Pigment Preparations Q-2 to Q-32 (not in Accordance with the Invention and According to the Invention)

[0301] Analogously to Example 690, pigment preparations Q-2 to Q-32, according to the invention and not in accordance with the invention, were produced in Examples 691 to 721. In each case, an aqueous suspension of the pigment Q, as obtained after step b) of Example 17, was admixed with different aliphatic carboxylic acids B) or mixtures thereof in different amounts, as indicated in Table 19.

Determination of Colour Strength and Filter Pressure Value

[0302] For the pigment preparations Q-1 to Q-32, the colour strength compared to pigment Q and the filter pressure value were determined in accordance with protocols 1 and 2 indicated below. The values can also be found in Table 19.

TABLE-US-00019 TABLE 19 Pigment preparations with pigment Q Grams of aliphatic carboxylic acid B) Aliphatic According or mixture carboxylic Colour Pigment to the per mole of acid B) strength FPV Example preparation invention pigment or mixture [%] [bar/g] 690 Q-1 no 70 Pristerene 4910 96 15.1 691 Q-2 yes 120 Pristerene 4910 119 3.1 692 Q-3 yes 250 Pristerene 4910 118 3.2 693 Q-4 no 280 Pristerene 4910 95 3.2 694 Q-5 no 70 caprylic acid 95 15.6 695 Q-6 no 210 caprylic acid 92 15.5 696 Q-7 no 100 nervonic acid 96 15.4 697 Q-8 no 210 nervonic acid 91 15.1 698 Q-9 no 70 myristic acid 95 15.2 699 Q-10 yes 120 myristic acid 116 3.1 700 Q-11 yes 210 myristic acid 116 3.2 701 Q-12 no 280 myristic acid 96 3.2 702 Q-13 no 70 palmitic acid 95 15.6 703 Q-14 yes 150 palmitic acid 119 3.0 704 Q-15 yes 250 palmitic acid 119 3.0 705 Q-16 no 280 palmitic acid 96 3.0 706 Q-17 no 70 stearic acid 95 15.5 707 Q-18 yes 120 stearic acid 119 3.1 708 Q-19 yes 180 stearic acid 118 3.1 709 Q-20 no 280 stearic acid 96 3.2 710 Q-21 no 70 behenic acid 94 15.9 711 Q-22 yes 180 behenic acid 115 3.3 712 Q-23 yes 250 behenic acid 114 3.3 713 Q-24 no 280 behenic acid 95 3.3 714 Q-25 no 70 oleic acid 95 15.7 715 Q-26 yes 100 oleic acid 115 3.2 716 Q-27 yes 210 oleic acid 114 3.3 717 Q-28 no 280 oleic acid 96 3.3 718 Q-29 no 70 undecylenic acid 95 16.1 719 Q-30 yes 120 undecylenic acid 113 3.3 720 Q-31 yes 250 undecylenic acid 112 3.4 721 Q-32 no 280 undecylenic acid 94 3.4

Example 722: Production of Pigment Preparation R-1 (not in Accordance with the Invention)

[0303] An aqueous suspension of pigment R, as obtained after step b) of Example 18, was admixed with 70 g of Pristerene 4910 and stirred for 60 minutes. Aqueous potassium hydroxide solution was subsequently used to establish a pH of 5. The pigment preparation was then isolated on a suction filter, washed, dried at 80 C. in a vacuum drying oven and ground in a customary laboratory mill for around 2 minutes. (=pigment preparation R-1)

Examples 723 to 753: Production of Pigment Preparations R-2 to R-32 (not in Accordance with the Invention and According to the Invention)

[0304] Analogously to Example 722, pigment preparations R-2 to R-32, according to the invention and not in accordance with the invention, were produced in Examples 723 to 753. In each case, an aqueous suspension of the pigment R, as obtained after step b) of Example 18, was admixed with different aliphatic carboxylic acids B) or mixtures thereof in different amounts, as indicated in Table 20.

Determination of Colour Strength and Filter Pressure Value

[0305] For pigment preparations R-1 to R-32, the colour strength compared to pigment R and the filter pressure value were determined in accordance with protocols 1 and 2 indicated below. The values can also be found in Table 20.

TABLE-US-00020 TABLE 20 Pigment preparations with pigment R Grams of aliphatic carboxylic acid B) Aliphatic According or mixture carboxylic Colour Pigment to the per mole of acid B) strength FPV Example preparation invention pigment or mixture [%] [bar/g] 722 R-1 no 70 Pristerene 4910 94 15.2 723 R-2 yes 120 Pristerene 4910 119 3.0 724 R-3 yes 250 Pristerene 4910 118 3.0 725 R-4 no 280 Pristerene 4910 96 3.1 726 R-5 no 70 caprylic acid 95 15.6 727 R-6 no 210 caprylic acid 96 15.2 728 R-7 no 100 nervonic acid 94 16.1 729 R-8 no 210 nervonic acid 95 15.9 730 R-9 no 70 myristic acid 95 15.1 731 R-10 yes 120 myristic acid 116 3.4 732 R-11 yes 210 myristic acid 116 3.4 733 R-12 no 280 myristic acid 94 3.3 734 R-13 no 70 palmitic acid 95 16.1 735 R-14 yes 150 palmitic acid 116 3.2 736 R-15 yes 250 palmitic acid 118 3.2 737 R-16 no 280 palmitic acid 94 3.3 738 R-17 no 70 stearic acid 95 15.9 739 R-18 yes 120 stearic acid 119 3.1 740 R-19 yes 180 stearic acid 118 3.1 741 R-20 no 280 stearic acid 95 3.2 742 R-21 no 70 behenic acid 95 16.3 743 R-22 yes 180 behenic acid 116 3.4 744 R-23 yes 250 behenic acid 115 3.4 745 R-24 no 280 behenic acid 95 3.5 746 R-25 no 70 oleic acid 94 16.5 747 R-26 yes 100 oleic acid 114 3.5 748 R-27 yes 210 oleic acid 114 3.5 749 R-28 no 280 oleic acid 95 3.4 750 R-29 no 70 undecylenic acid 96 15.9 751 R-30 yes 120 undecylenic acid 114 3.4 752 R-31 yes 250 undecylenic acid 114 3.4 753 R-32 no 280 undecylenic acid 95 3.4

Example 754: Production of Pigment Preparation S-1 (not in Accordance with the Invention)

[0306] An aqueous suspension of the pigment S, as obtained after step b) of Example 19, was admixed with 70 g of Pristerene 4910 and stirred for 60 minutes. Aqueous potassium hydroxide solution was subsequently used to establish a pH of 5. The pigment preparation was then isolated on a suction filter, washed, dried at 80 C. in a vacuum drying oven and ground in a customary laboratory mill for around 2 minutes. (=pigment preparation S-1)

Examples 754 to 784: Production of Pigment Preparations S-2 to S-32 (not in Accordance with the Invention and According to the Invention)

[0307] Analogously to Example 727, pigment preparations S-2 to S-32, according to the invention and not in accordance with the invention, were produced in Examples 754 to 784. In each case, an aqueous suspension of the pigment S, as obtained after step b) of Example 19, was admixed with different aliphatic carboxylic acids B) or mixtures thereof in different amounts, as indicated in Table 21.

Determination of Colour Strength and Filter Pressure Value

[0308] For pigment preparations S-1 to S-32, the colour strength compared to pigment S and the filter pressure value were determined in accordance with protocols 1 and 2 indicated below. The values can also be found in Table 21.

TABLE-US-00021 TABLE 21 Pigment preparations with pigment S Grams of aliphatic carboxylic acid B) Aliphatic According or mixture carboxylic Colour Pigment to the per mole of acid B) strength FPV Example preparation invention pigment or mixture [%] [bar/g] 754 S-1 no 70 Pristerene 4910 94 15.6 755 S-2 yes 120 Pristerene 4910 117 3.2 756 S-3 yes 250 Pristerene 4910 118 3.1 757 S-4 no 280 Pristerene 4910 95 3.1 758 S-5 no 70 caprylic acid 94 16.1 759 S-6 no 210 caprylic acid 95 16.2 760 S-7 no 100 nervonic acid 95 15.9 761 S-8 no 210 nervonic acid 93 15.8 762 S-9 no 70 myristic acid 96 15.8 763 S-10 yes 120 myristic acid 114 3.3 764 S-11 yes 210 myristic acid 114 3.4 765 S-12 no 280 myristic acid 96 3.4 766 S-13 no 70 palmitic acid 95 15.7 767 S-14 yes 150 palmitic acid 117 3.3 768 S-15 yes 250 palmitic acid 116 3.3 769 S-16 no 280 palmitic acid 95 3.4 770 S-17 no 70 stearic acid 96 15.8 771 S-18 yes 120 stearic acid 118 3.2 772 S-19 yes 180 stearic acid 117 3.2 773 S-20 no 280 stearic acid 95 3.2 774 S-21 no 70 behenic acid 94 3.2 775 S-22 yes 180 behenic acid 115 15.8 776 S-23 yes 250 behenic acid 114 3.4 777 S-24 no 280 behenic acid 93 3.4 778 S-25 no 70 oleic acid 95 15.8 779 S-26 yes 100 oleic acid 113 3.3 780 S-27 yes 210 oleic acid 114 3.4 781 S-28 no 280 oleic acid 94 3.4 782 S-29 no 70 undecylenic acid 95 15.6 783 S-30 yes 120 undecylenic acid 112 3.2 784 S-31 yes 250 undecylenic acid 113 3.2 784 S-32 no 280 undecylenic acid 94 3.2

Example 785: Production of Pigment Preparation T-1 (not in Accordance with the Invention)

[0309] An aqueous suspension of pigment T, as obtained after step b) of Example 20, was admixed with 70 g of Pristerene 4910 and stirred for 60 minutes. Aqueous potassium hydroxide solution was subsequently used to establish a pH of 5. The pigment preparation was then isolated on a suction filter, washed, dried at 80 C. in a vacuum drying oven and ground in a customary laboratory mill for around 2 minutes. (=pigment preparation T-1)

Examples 786 to 816: Production of Pigment Preparations T-2 to T-32 (not in Accordance with the Invention and According to the Invention)

[0310] Analogously to Example 785, pigment preparations T-2 to T-32, according to the invention and not in accordance with the invention, were produced in Examples 785 to 816. In each case, an aqueous suspension of the pigment T, as obtained after step b) of Example 20, was admixed with different aliphatic carboxylic acids B) or mixtures thereof in different amounts, as indicated in Table 22.

Determination of Colour Strength and Filter Pressure Value

[0311] For pigment preparations T-1 to T-32, the colour strength compared to pigment T and the filter pressure value were determined in accordance with protocols 1 and 2 indicated below. The values can also be found in Table 22.

TABLE-US-00022 TABLE 22 Pigment preparations with pigment T Grams of aliphatic carboxylic acid B) Aliphatic According or mixture carboxylic Colour Pigment to the per mole of acid B) strength FPV Example preparation invention pigment or mixture [%] [bar/g] 785 T-1 no 70 Pristerene 4910 94 16.1 786 T-2 yes 100 Pristerene 4910 118 3.0 787 T-3 yes 210 Pristerene 4910 118 2.9 788 T-4 no 280 Pristerene 4910 93 3.0 789 T-5 no 70 caprylic acid 94 16.3 790 T-6 no 210 caprylic acid 113 16.2 791 T-7 no 70 nervonic acid 113 16.4 792 T-8 no 280 nervonic acid 94 16.3 793 T-9 no 70 myristic acid 95 15.8 794 T-10 yes 120 myristic acid 113 3.4 795 T-11 yes 150 myristic acid 114 3.4 796 T-12 no 280 myristic acid 95 3.5 797 T-13 no 70 palmitic acid 96 15.7 798 T-14 yes 150 palmitic acid 119 3.1 799 T-15 yes 250 palmitic acid 118 3.1 800 T-16 no 280 palmitic acid 96 3.1 801 T-17 no 70 stearic acid 95 15.5 802 T-18 yes 150 stearic acid 117 3.0 803 T-19 yes 250 stearic acid 118 3.0 804 T-20 no 280 stearic acid 94 3.1 805 T-21 no 70 behenic acid 93 16.3 806 T-22 yes 150 behenic acid 115 3.4 807 T-23 yes 210 behenic acid 114 3.4 808 T-24 no 280 behenic acid 113 3.5 809 T-25 no 70 oleic acid 96 16.3 810 T-26 yes 120 oleic acid 113 3.3 811 T-27 yes 180 oleic acid 113 3.3 812 T-28 no 280 oleic acid 92 3.3 813 T-29 no 70 undecylenic acid 94 15.9 814 T-30 yes 100 undecylenic acid 113 3.4 815 T-31 yes 250 undecylenic acid 113 3.4 816 T-32 no 280 undecylenic acid 95 3.4

Example 817: Production of Pigment Preparation U-1 (not in Accordance with the Invention)

[0312] An aqueous suspension of pigment U, as obtained after step b) of Example 21, was admixed with 70 g of Pristerene 4910 and stirred for 60 minutes. Aqueous potassium hydroxide solution was subsequently used to establish a pH of 5. The pigment preparation was then isolated on a suction filter, washed, dried at 80 C. in a vacuum drying oven and ground in a customary laboratory mill for around 2 minutes. (=pigment preparation U-1)

Examples 817 to 848: Production of Pigment Preparations U-2 to U-32 (not in Accordance with the Invention and According to the Invention)

[0313] Analogously to Example 793, pigment preparations U-2 to U-32, according to the invention and not in accordance with the invention, were produced in Examples 817 to 848. In each case, an aqueous suspension of the pigment U, as obtained after step b) of Example 21, was admixed with different aliphatic carboxylic acids B) or mixtures thereof in different amounts, as indicated in Table 23.

Determination of Colour Strength and Filter Pressure Value

[0314] For pigment preparations U-1 to U-32, the colour strength compared to pigment U and the filter pressure value were determined in accordance with protocols 1 and 2 indicated below. The values can also be found in Table 23.

TABLE-US-00023 TABLE 23 Pigment preparations with pigment U Grams of aliphatic carboxylic acid B) Aliphatic According or mixture carboxylic Colour Pigment to the per mole of acid B) strength FPV Example preparation invention pigment or mixture [%] [bar/g] 817 U-1 no 70 Pristerene 4910 95 15.6 818 U-2 yes 180 Pristerene 4910 112 3.1 819 U-3 yes 250 Pristerene 4910 112 3.1 820 U-4 no 280 Pristerene 4910 95 3.2 821 U-5 no 70 caprylic acid 94 15.6 822 U-6 no 210 caprylic acid 93 15.8 823 U-7 no 70 nervonic acid 95 16.1 824 U-8 no 250 nervonic acid 95 16.0 825 U-9 no 70 myristic acid 95 15.9 826 U-10 yes 120 myristic acid 115 3.3 827 U-11 yes 180 myristic acid 115 3.3 828 U-12 no 280 myristic acid 95 3.4 829 U-13 no 70 palmitic acid 96 15.6 830 U-14 yes 150 palmitic acid 118 3.2 831 U-15 yes 210 palmitic acid 118 3.2 832 U-16 no 280 palmitic acid 95 3.2 833 U-17 no 70 stearic acid 96 15.6 834 U-18 yes 150 stearic acid 116 3.1 835 U-19 yes 250 stearic acid 95 3.2 836 U-20 no 280 stearic acid 90 3.2 837 U-21 no 70 behenic acid 96 15.3 838 U-22 yes 120 behenic acid 113 3.4 839 U-23 yes 210 behenic acid 114 3.4 840 U-24 no 280 behenic acid 95 3.4 841 U-25 no 70 oleic acid 95 15.6 842 U-26 yes 120 oleic acid 112 3.3 843 U-27 yes 210 oleic acid 111 3.2 844 U-28 no 280 oleic acid 96 3.2 845 U-29 no 70 undecylenic acid 96 15.9 846 U-30 yes 150 undecylenic acid 113 3.4 847 U-31 yes 250 undecylenic acid 113 3.4 848 U-32 no 280 undecylenic acid 95 3.3

Example 849: Production of Pigment Preparation V-1 (not in Accordance with the Invention)

[0315] An aqueous suspension of pigment U, as obtained after step b) of Example 22, was admixed with 70 g of Pristerene 4910 and stirred for 60 minutes. Aqueous potassium hydroxide solution was subsequently used to establish a pH of 5. The pigment preparation was then isolated on a suction filter, washed, dried at 80 C. in a vacuum drying oven and ground in a customary laboratory mill for around 2 minutes. (=pigment preparation V-1)

Examples 850 to 880: Production of Pigment Preparations V-2 to V-32 (not in Accordance with the Invention and According to the Invention)

[0316] Analogously to Example 849, pigment preparations V-2 to V-32, according to the invention and not in accordance with the invention, were produced in Examples 850 to 880. In each case, an aqueous suspension of the pigment V, as obtained after step b) of Example 22, was admixed with different aliphatic carboxylic acids B) or mixtures thereof in different amounts, as indicated in Table 24.

Determination of Colour Strength and Filter Pressure Value

[0317] For pigment preparations V-1 to V-32, the colour strength compared to pigment V and the filter pressure value were determined in accordance with protocols 1 and 2 indicated below. The values can also be found in Table 24.

TABLE-US-00024 TABLE 24 Pigment preparations with pigment V Grams of aliphatic carboxylic acid B) Aliphatic According or mixture carboxylic Colour Pigment to the per mole of acid B) strength FPV Example preparation invention pigment or mixture [%] [bar/g] 849 V-1 no 70 Pristerene 4910 94 15.8 850 V-2 yes 180 Pristerene 4910 117 3.0 851 V-3 yes 250 Pristerene 4910 117 2.9 852 V-4 no 280 Pristerene 4910 96 3.0 853 V-5 no 70 caprylic acid 96 15.6 854 V-6 no 210 caprylic acid 95 16.1 855 V-7 no 70 nervonic acid 95 16.2 856 V-8 no 250 nervonic acid 93 16.5 857 V-9 no 70 myristic acid 95 15.9 858 V-10 yes 120 myristic acid 115 3.4 859 V-11 yes 180 myristic acid 115 3.4 860 V-12 no 280 myristic acid 96 3.4 861 V-13 no 70 palmitic acid 95 15.6 862 V-14 yes 150 palmitic acid 116 3.1 863 V-15 yes 210 palmitic acid 116 3.1 864 V-16 no 280 palmitic acid 95 3.1 865 V-17 no 70 stearic acid 96 15.9 866 V-18 yes 150 stearic acid 116 3.0 867 V-19 yes 250 stearic acid 116 3.0 868 V-20 no 280 stearic acid 95 3.0 869 V-21 no 70 behenic acid 96 15.6 870 V-22 yes 120 behenic acid 113 3.2 871 V-23 yes 210 behenic acid 113 3.2 872 V-24 no 280 behenic acid 94 3.2 873 V-25 no 70 oleic acid 94 16.1 874 V-26 yes 120 oleic acid 111 3.3 875 V-27 yes 210 oleic acid 111 3.3 876 V-28 no 280 oleic acid 95 3.4 877 V-29 no 70 undecylenic acid 96 16.2 878 V-30 yes 150 undecylenic acid 110 3.4 879 V-31 yes 250 undecylenic acid 110 3.3 880 V-32 no 280 undecylenic acid 96 3.3

Example 881: Production of Pigment Preparation W-1 (not in Accordance with the Invention)

[0318] An aqueous suspension of pigment W, as obtained after step b) of Example 23, was admixed with 70 g of Pristerene 4910 and stirred for 60 minutes. Aqueous potassium hydroxide solution was subsequently used to establish a pH of 5. The pigment preparation was then isolated on a suction filter, washed, dried at 80 C. in a vacuum drying oven and ground in a customary laboratory mill for around 2 minutes. (=pigment preparation W-1)

Examples 882 to 913: Production of Pigment Preparations W-2 to W-32 (not in Accordance with the Invention and According to the Invention)

[0319] Analogously to Example 881, pigment preparations W-2 to W-32, according to the invention and not in accordance with the invention, were produced in Examples 882 to 913. In each case, an aqueous suspension of the pigment W, as obtained after step b) of Example 23, was admixed with different aliphatic carboxylic acids B) or mixtures thereof in different amounts, as indicated in Table 25.

Determination of Colour Strength and Filter Pressure Value

[0320] For pigment preparations W-1 to W-32, the colour strength compared to pigment W and the filter pressure value were determined according to protocols 1 and 2 indicated below. The values can also be found in Table 25.

TABLE-US-00025 TABLE 25 Pigment preparations with pigment W Grams of aliphatic carboxylic acid B) Aliphatic According or mixture carboxylic Colour Pigment to the per mole of acid B) strength FPV Example preparation invention pigment or mixture [%] [bar/g] 881 W-1 no 70 Pristerene 4910 96 15.6 882 W-2 yes 180 Pristerene 4910 119 2.9 883 W-3 yes 250 Pristerene 4910 118 2.9 884 W-4 no 280 Pristerene 4910 96 3.0 885 W-5 no 70 caprylic acid 95 16.2 886 W-6 no 210 caprylic acid 94 16.3 887 W-7 no 70 nervonic acid 94 15.9 888 W-8 no 250 nervonic acid 92 15.8 890 W-9 no 70 myristic acid 93 15.8 891 W-10 yes 120 myristic acid 115 3.2 892 W-11 yes 180 myristic acid 114 3.2 893 W-12 no 280 myristic acid 96 3.3 894 W-13 no 70 palmitic acid 96 15.4 895 W-14 yes 150 palmitic acid 118 3.0 896 W-15 yes 210 palmitic acid 117 3.0 897 W-16 no 280 palmitic acid 95 3.1 898 W-17 no 70 stearic acid 95 15.6 899 W-18 yes 150 stearic acid 118 3.1 900 W-19 yes 250 stearic acid 118 3.1 901 W-20 no 280 stearic acid 96 3.1 902 W-21 no 70 behenic acid 95 15.9 903 W-22 yes 120 behenic acid 115 3.3 904 W-23 yes 210 behenic acid 114 3.4 905 W-24 no 280 behenic acid 95 3.4 906 W-25 no 70 oleic acid 94 16.3 907 W-26 yes 120 oleic acid 113 3.4 908 W-27 yes 210 oleic acid 112 3.4 909 W-28 no 280 oleic acid 94 3.4 910 W-29 no 70 undecylenic acid 94 15.8 911 W-30 yes 150 undecylenic acid 112 3.3 912 W-31 yes 250 undecylenic acid 112 3.4 913 W-32 no 280 undecylenic acid 96 3.4

TABLE-US-00026 TABLE 26 Reactants C.sub.10-22 carboxylic acid mixture Typical composition in % by weight Commercial product of the Melting company Unichema C14 C16 C18 range C. Pristerene 4910 2 30 64 57.5-60 Pristerene 4911 2 45 52 55-56 Pristerene 9429 52-60 Pristerene 4922 0.7 30 66 51-55 Chain length C.sub.10-22 carboxylic acid CAS No. C.sub.n= Supplier caprylic acid 124-07-2 8 Sigma-Aldrich (octanoic acid, C.sub.8H.sub.16O.sub.2) capric acid 334-48-5 10 Sigma-Aldrich (n-decanoic acid, C.sub.10H.sub.20O.sub.2) lauric acid 143-07-7 12 Sigma-Aldrich (dodecanoic acid, C.sub.12H.sub.24O.sub.2) myristic acid 544-63-8 14 Sigma-Aldrich (tetradecanoic acid, C.sub.14H.sub.28O.sub.2) palmitic acid 57-10-3 16 Sigma-Aldrich (hexadecanoic acid, C.sub.16H.sub.32O.sub.2) stearic acid 57-11-4 18 Sigma-Aldrich (octadecanoic acid, C.sub.18H.sub.36O.sub.2) behenic acid 112-85-6 22 Sigma-Aldrich (n-docosanoic acid, C.sub.22H.sub.44O.sub.2) lignoceric acid 557-59-5 24 Sigma-Aldrich (tetracosanoic acid, C.sub.24H.sub.48O.sub.2) oleic acid 112-80-1 18 Alfa ((9Z)-octadec-9-enoic acid, C.sub.18H.sub.34O.sub.2) undecylenic acid 112-38-9 11 Alfa (undec-10-enoic acid, C.sub.11H.sub.20O.sub.2) nervonic acid 506-37-6 24 Sigma-Aldrich ((Z)-15-tetracosenoic acid, C.sub.24H.sub.46O.sub.2)

[0321] The pigments produced according to Examples 1 to 22 and the pigment preparations produced according to Examples 23 to 913 were each subjected to a determination of the colour strength according to DIN 55986 (see protocol 1) and the filter pressure value according to DIN EN ISO 23900-5:2019-01 (see protocol 2).

Determination of Colour Strength in PVC: Protocol 1

[0322] A plasticized PVC compound was produced as test medium by homogenization of 67.5% Vestolit E7004 (Vestolit GmbH), 29.0% Hexamoll DINCH (BASF), 2.25% Baerostab UBZ 770 (Baerlocher GmbH) and 1.25% Isocolor white pigment paste (ISL-Chemie) with a laboratory dissolver.

[0323] On a laboratory roll mill, 100 g of the PVC compound were applied at 150 C. to two 150 mm diameter rolls rotating at 20 min 1 and 18 min 1. Together with 0.10 g of pigment, a rolled sheet was produced by rotation, and was then guided eight times through a roll nip of 0.10 mm. The uniformly coloured rolled sheet was then removed after passing through a 0.8 mm roll nip and laid down smoothly on a metal surface. The cooled rolled sheet was then applied eight times through a roll nip of 0.2 mm to two unheated 110 mm diameter rolls rotating at 26 min 1 and 24 min 1. To smooth the surface, the resulting rolled sheet was applied to the rolls at 150 C. again, removed at 0.8 mm and laid out on a smooth surface for cooling. Specimens of this rolled sheet were used to determine the relative colour strength.

[0324] The relative colour strength was calculated after remission measurement of the specimens against a white background using a spectrophotometer with measurement geometry d/8 under standard illuminant D65 and 10 observer according to DIN 55986 using the sum of the K/S values over the visible spectrum in the range of 400 nm-700 nm.

Determination of the Filter Pressure Value (FPV) with the Pressure Filter Test According to DIN EN ISO 23900-5:2019-01 (Determination of the Pressure Increase): Protocol 2

[0325] 1950 g of polyamide 6 (Durethan B30S from LANXESS Deutschland GmbH, Cologne) with an addition of 1% titanium dioxide were mixed intensively with 50 g of the pigment to be tested for one hour on a tumble mixer. This mixture was extruded on a Leistritz ZSE 18HP twin-screw extruder at 225 C. and a speed of 700 rpm. 200 g of the granulated material produced in this way was filtered via a 25 m filter at a temperature of 238 C. and the resulting pressure increase was measured. The pressure difference between the initial pressure and the maximum pressure was used to calculate the filter pressure value FPV. The lower this pressure increase, measured in bar/g, the better the filtration properties of the pigment preparation to be examined.

[0326] Conclusion: From the measurement results as set out in Tables 1 to 25, it can be seen that only the pigment preparations according to the invention have both an improved filtration property and an improved colour strength compared to the pigment preparations not in accordance with the invention.