CN113122019A

CN113122019A - Method for performing pigmenting processing on perylene pigment by chemical method

Info

Publication number: CN113122019A
Application number: CN202110441609.2A
Authority: CN
Inventors: 沈永嘉; 张伟; 张顺; 张志刚; 张永强
Original assignee: LIAONING LIANGANG PIGMENT AND DYESTUFF CHEMICALS CO Ltd; Liaoning Honggang Chemical Co ltd
Current assignee: LIAONING LIANGANG PIGMENT AND DYESTUFF CHEMICALS CO Ltd; Liaoning Honggang Chemical Co ltd
Priority date: 2021-04-23
Filing date: 2021-04-23
Publication date: 2021-07-16
Anticipated expiration: 2041-04-23
Also published as: CN113122019B

Abstract

The invention discloses a method for performing pigmentation processing on C.I. pigment red 179 by a chemical method, wherein two dye intermediates capable of reacting are added into the C.I. pigment red 179. At least 1 of these intermediates contains a water-solubilizing group. The dye intermediates are smaller in volume than the c.i. pigment red 179 molecules, and they can penetrate into the smaller c.i. pigment red 179 particle voids. Since these two intermediates can react during the pigmenting process, the dye molecules produced after the reaction are too bulky to escape from the voids of the c.i. pigment red 179 particles. Thus, the c.i. pigment red 179 particle voids are not removed in the subsequent water washing step. Thus, the object of improving the dispersibility of the c.i. pigment red 179 particles and increasing the pigment yield can be achieved.

Description

Method for performing pigmenting processing on perylene pigment by chemical method

Technical Field

The invention belongs to the technical field of pigmenting processing of perylene pigments, and particularly relates to a method for pigmenting C.I. pigment red 179 by a chemical method.

Background

The C.I. pigment red 179 (the structure of which is shown as formula I) is 1 variety with the largest output quantity in perylene pigments, has extremely high heat stability, light fastness and weather fastness, is particularly suitable for coloring high-grade industrial coatings, and has extremely high light fastness and weather fastness in aqueous or solvent-borne coatings.

C.i. pigment red 179 can be synthesized by known methods, as disclosed in their work by the following authors: shengya, variety and application of organic pigments, 2 nd edition, chemical industry press, 2007; zollinger, "Color Chemistry", VCH Verlagsgeisselschaft, 1991; M.A.Perkins, "Pyridines and Pyridones" in "The Chemistry of Synthetic Dyes and Pigments" H.A.Lubs eds, Malabar, Fla, Robert E, Krieger Publishing Company, 1955.

The c.i. pigment red 179 obtained by the above synthetic method cannot be used as a pigment, and from the viewpoint of application, it is only a crude pigment and must be processed by a certain pigmenting process to be used as a pigment. The purpose of the pigmenting process is to vary the particle size distribution, specific surface area and even the crystal structure of the crude pigment. Specific principles can be found in: K.Merkle and H.Schafer, "Surface Treatment of Organic Pigments" in Pigment Handbook, Vol.III (New York: John Wiley & Sons, Inc., 1973); McKay, "The Development of Organic Pigments with a particulate Reference to Physical Form and consequential pigment in Use", Rev. prog.color, 10,25-32, 1979; McKay, "Control of the application performance of the structural organic pigments", JOCCA, 1989.

Patent applications CN1120208C, CN1229443C, and CN104478876B all disclose preparation methods of perylene pigments (including steps of preparation of crude pigments and pigmenting of the crude pigments). C.i. pigment red 179 prepared using prior art techniques can be tailored to the needs of current mainstream consumers. With the development of society, the requirements of consumers on the application performance of fine chemicals are higher and higher. Consequently, pigment applicators have placed higher demands on the properties of c.i. pigment red 179, namely: the utility of c.i. pigment red 179 expects the easy dispersibility of c.i. pigment red 179 to be able to go further up the floor. Since the c.i. pigment red 179 is excellent in molecular planarity, the packing between molecules in the pigment particles (crystals) is very close, resulting in that the pigment particles are not easily dispersed. Therefore, manufacturers of paints have high demands on the dispersibility of c.i. pigment red 179. Therefore, the processing time can be saved, and the production efficiency can be improved.

The existing pigmentation process for c.i. pigment red 179 generally surface-treats c.i. pigment red 179 with a surfactant or surfactant + pigment derivative. This can play a role in improving the dispersibility of c.i. pigment red 179. With the advancement of the times, manufacturers of c.i. pigment red 179 found that surface treatment of c.i. pigment red 179 with a surfactant or surfactant + pigment derivative had the following disadvantages: 1) after the surfactant treatment, only the easy dispersibility of c.i. pigment red 179 can be improved, but the tinting strength of the pigment cannot be improved; 2) when the pigment is subjected to the pigmenting treatment by using the surfactant and the pigment derivative, the surfactant and the pigment derivative are washed away by water and cannot stay in the pigment, so that the yield of the pigment cannot be improved.

Disclosure of Invention

The invention aims to provide a method for performing pigmentation processing on C.I. pigment red 179 by a chemical method.

In order to achieve the purpose, the technical scheme adopted by the invention is as follows:

a first aspect of the present invention provides a method of chemically pigmenting c.i. pigment red 179, comprising the steps of:

mixing C.I. pigment red 179 ball grinding material wet filter cakes with the mass ratio of 1 (10-15) with water, and then pulping to enable the ball grinding materials to be fully dispersed in the water, wherein the aromatic primary amine and the hydrochloric acid shown in the formula II are added into the C.I. pigment red 179 ball grinding material wet filter cakes on the basis of dry basis, the mass ratio of the C.I. pigment red 179 ball grinding material wet filter cakes to the aromatic primary amine shown in the formula II is (9-15): 1 (preferably (9.5-11): 1), and the molar ratio of the aromatic primary amine shown in the formula II to the hydrochloric acid is 1 (2-5) (preferably 1: 3);

dripping 15-30% (preferably 20%) sodium nitrite aqueous solution at the temperature of 0-30 ℃, stirring for 5-20 min after adding, heating to 70-80 ℃ within 0.1-1 h, and stirring for 0.1-2 h under heat preservation; the molar ratio of the aromatic primary amine shown in the formula II to the sodium nitrite is 1 (1-1.5);

mixing a compound shown as a formula III with a surfactant and a pH regulator, wherein the mass ratio of the compound shown as the formula III to the surfactant to the pH regulator is 1 (1-1.5) to (0.1-0.4) (preferably 1 (1.1-1.3) to (0.15-0.35)); the mass ratio of the total mass of the compound shown in the formula III, the surfactant and the pH regulator to the mass of the pigment red 179 ball grinding material wet filter cake in terms of dry content is 0.1 (1-1.5) (preferably 0.1 (1-1.3)); adding the pigment into the dispersion, taking 5-20 min, after adding, keeping the temperature at 70-80 ℃ and stirring for 0.1-2 h, heating to 90-95 ℃, keeping the temperature and stirring for 0.1-2 h, naturally cooling to make the temperature of the materials be 60-65 ℃, filtering, washing a filter cake with hot water at the temperature of 60-65 ℃, and drying the filter cake until the water content is 0.5% -1.5%, thus obtaining the C.I. pigment red 179 after the pigment processing.

The structural formula of the aromatic primary amine shown in the formula II is as follows:

in the formula II, R₁、R₂、R₃、R₄、R₅At least one is-SO₃H, when R is₁、R₂、R₃、R₄、R₅At least one of them being-SO₃And when H is contained, the rest groups are selected from H, methyl and ethyl.

The aromatic primary amine shown in the formula II is 3-methyl-4-aminobenzenesulfonic acid, 4-aminobenzenesulfonic acid or 3-aminobenzenesulfonic acid.

The structure of the compound shown in the formula III is as follows:

in the formula III, R is-NH₂、-NHR₁₁、-NR₁₁ R₁₁、-OH，R₁₁Is methyl or ethyl;

R₆、R₇、R₈、R₉、R₁₀is selected from-SO₃H. H, methyl, ethyl.

The compound shown in the formula III is phenol, 2, 4-dimethylaniline and 3, 5-dimethylaniline.

The aromatic primary amine shown in the formula II can be subjected to diazotization reaction in dilute hydrochloric acid by using sodium nitrite to generate corresponding aromatic primary amine diazonium salt:

the diazonium salt is subjected to coupling reaction with a compound shown as a formula III in a weakly acidic or weakly alkaline aqueous medium to generate the following azo compound:

the surfactant is an anionic surfactant, a nonionic surfactant or a mixture thereof.

The anionic surfactant is selected from condensation products of fatty acid, taurine and derivatives thereof, alkylphenol polyoxyethylene ether sulfate, fatty alcohol polyoxyethylene ether sulfate, fatty amide polyoxyethylene ether sulfate, alkyl succinic acid monoamide, alkenyl succinic acid monoester, fatty alcohol polyoxyethylene ether sulfuric acid monoester, fatty acid glutamic acid condensation products and mixtures thereof, wherein the fatty acid is palmitic acid, stearic acid and oleic acid; preferably fatty alcohol polyoxyethylene ether sulfate and alkylphenol polyoxyethylene ether sulfate.

The nonionic surfactant is selected from fatty alcohol polyoxyethylene ether, betaine (such as fatty acid amide-N-propyl betaine), fatty alcohol phosphate, fatty amide ethoxylate, poly-N-vinyl pyrrolidone and their mixture; preferably lauryl phosphate and fatty alcohol-polyoxyethylene ether.

The pH regulator is selected from diethanolamine, triethanolamine or their mixture.

The concentration of the hydrochloric acid is 20-40%, and the preferable concentration is 30%.

Due to the adoption of the technical scheme, the invention has the following advantages and beneficial effects:

the inventors of the present invention have extensively and intensively studied and found that, in the treatment with the surfactant + pigment derivative, the surfactant and the pigment derivative penetrate into the voids of the pigment particles because they contain a water-soluble group. Washing with water is required at a later stage of the treatment, during which they are washed away with water, which forms voids in the pigment particles, and this can improve the easy dispersibility of the pigment particles. Just as both the surfactant and the pigment derivative can be washed off with water, it is not significant what kind of pigment derivative is added as long as it can penetrate into the voids of the pigment particles. To this end, the present invention discloses a method for chemically pigmenting c.i. pigment red 179, in which any pigment derivative prepared in advance is not added to c.i. pigment red 179, but two reactive dye intermediates are added to c.i. pigment red 179. Of these two intermediates, at least 1 contains a water-soluble group (e.g., a sulfonic acid group). The dye intermediates are smaller in volume than the c.i. pigment red 179 molecules, and they can penetrate into the smaller c.i. pigment red 179 particle voids. Since these two intermediates can react during the pigmenting process, the dye molecules produced after the reaction are too bulky to escape from the voids of the c.i. pigment red 179 particles. Thus, the c.i. pigment red 179 particle voids are not removed in the subsequent water washing step. Thus, the object of improving the dispersibility of the c.i. pigment red 179 particles and increasing the pigment yield can be achieved.

The chemical method provided by the invention has the following advantages that the C.I. pigment red 179 is subjected to pigmentation processing: 1) the easy dispersibility of c.i. pigment red 179 is improved, and the coloring power of the pigment is also improved. 2) The surfactant used in the method is not completely washed away by water after the c.i. pigment red 179 is subjected to pigmenting treatment, and part of the surfactant remains in the pigment particles, so that the pigment yield can be improved.

Drawings

Fig. 1 is a particle size distribution diagram of a raw material c.i. pigment red 179 ball abrasive used in example 1 of the present invention.

FIG. 2 is a particle size distribution diagram of pigment 1 prepared in example 1 of the present invention.

FIG. 3 is a particle size distribution diagram of pigment 2 prepared in example 2 of the present invention.

FIG. 4 is a particle size distribution diagram of pigment 3 prepared in example 3 of the present invention.

Detailed Description

In order to more clearly illustrate the invention, the invention is further described below in connection with preferred embodiments. It is to be understood by persons skilled in the art that the following detailed description is illustrative and not restrictive, and is not to be taken as limiting the scope of the invention.

The surfactants used in the present invention are all commercial industrial grades supplied by the Giltou (Shanghai) chemical technology Co.

Example 1

C.i. pigment red 179 ball mill batch was prepared according to the method of example 3 in patent application publication No. CN1120208C, and the obtained ball mill wet cake had a moisture content of 63.5%.

A wet cake of 179-ball mill for C.I. pigment Red (50g, 18.2g dried) was mixed with 250g of water and then slurried for 1 hour to sufficiently disperse the ball mill material in water, and 3-methyl-4-aminobenzenesulfonic acid (1.87g, 0.01mol) and 30% hydrochloric acid (3.65g, 0.03mol) were added to this pigment dispersion. And 3.8g of 20% sodium nitrite aqueous solution is dripped into the pigment dispersion liquid for 10-15 minutes under the condition that the temperature is 0-30 ℃, the mixture is stirred for 30 minutes after the addition is finished, then the temperature is raised to 70-80 ℃ within 40 minutes, and the mixture is kept and stirred for 1 hour.

0.6g of phenol, 0.75g of alkylphenol polyoxyethylene ether sulfate and 0.15g of diethanolamine are mixed, the mixture is added into the dispersion within 10-15 minutes, after the addition is finished, the mixture is stirred for 1 hour under the condition of the temperature of 70-80 ℃, then the temperature is raised to 90-95 ℃, and the mixture is stirred for 1 hour under the condition of the temperature. And finally, naturally cooling to ensure that the temperature of the materials is between 60 and 65 ℃, filtering, washing a filter cake by hot water at the temperature of between 60 and 65 ℃, and drying the filter cake at the temperature of between 80 and 85 ℃ until the moisture content is 1 percent to obtain 20g of pigment 1, wherein the weight yield is 110 percent.

Example 2

After ball mill (50g, dried 18.2g) was mixed with 250g of water and slurried for 1 hour to sufficiently disperse the ball mill in water, 4-aminobenzenesulfonic acid (1.73g, 0.01mol) and 30% hydrochloric acid (3.65g, 0.03mol) were added to the pigment dispersion. And 3.8g of 20% sodium nitrite aqueous solution is dripped into the pigment dispersion liquid for 10-15 minutes under the condition that the temperature is 0-30 ℃, the mixture is stirred for 30 minutes after the addition is finished, then the temperature is raised to 70-80 ℃ within 40 minutes, and the mixture is kept and stirred for 1 hour.

0.7g of 2, 4-dimethylaniline, 0.9g of dodecanol phosphate and 0.18g of triethanolamine are mixed, the mixture is added into the dispersion liquid within 10-15 minutes, and after the addition is finished, the mixture is stirred for 1 hour under the condition of heat preservation at the temperature of 70-80 ℃, and then the mixture is heated to 90-95 ℃ and stirred for 1 hour under the heat preservation condition. And finally, naturally cooling to ensure that the temperature of the materials is between 60 and 65 ℃, filtering, washing a filter cake by hot water at the temperature of between 60 and 65 ℃, and drying the filter cake at the temperature of between 80 and 85 ℃ until the moisture content is 1 percent to obtain 20.5g of pigment 2, wherein the weight yield is 113 percent.

Example 3

After mixing a ball mill wet cake (50g, dried 18.2g) with 250g of water and beating for 1 hour to sufficiently disperse the ball mill charge in the water, 3-aminobenzenesulfonic acid (1.73g, 0.01mol) and 30% hydrochloric acid (3.65g, 0.03mol) were added to the pigment dispersion. And 3.8g of 20% sodium nitrite aqueous solution is dripped into the pigment dispersion liquid for 10-15 minutes under the condition that the temperature is 0-30 ℃, the mixture is stirred for 30 minutes after the addition is finished, then the temperature is raised to 70-80 ℃ within 40 minutes, and the mixture is kept and stirred for 1 hour.

Mixing 0.7g of 3, 5-dimethylaniline with 0.45g of fatty alcohol-polyoxyethylene ether, 0.45g of fatty alcohol-polyoxyethylene ether sulfate and 0.18g of triethanolamine, adding the mixture into the dispersion within 10-15 minutes, keeping the temperature at 70-80 ℃ and stirring for 1 hour after the mixture is added, then heating to 90-95 ℃, keeping the temperature and stirring for 1 hour. And finally, naturally cooling to ensure that the temperature of the materials is between 60 and 65 ℃, filtering, washing a filter cake by hot water at the temperature of between 60 and 65 ℃, and drying the filter cake at the temperature of between 80 and 85 ℃ until the moisture content is 1 percent to obtain 21g of pigment 3, wherein the weight yield is 115 percent.

Example 4

The pigment properties (pigment hue, pigment tinting strength, pigment dispersibility) of the three pigments obtained in examples 1 to 3 were measured, and the hue, tinting strength and dispersibility of the three pigments (pigment 1, pigment 2 and pigment 3) obtained in examples 1 to 3 were measured on the basis of c.i. pigment red 179 ball mill.

(1) Preparing pigment color paste:

glass beads (diameter 2.5mm, 60g), 7.5 g of a sample to be measured (three pigments obtained in examples 1 to 3), 7.5 g of a dispersant (a mixture of 24,000 (purchased from luobu special chemical (shanghai) limited, usa) and butyl acetate in a mass ratio of 1: 1), 20g of a diluent (a mixture of butyl acetate and ethanol in a mass ratio of 1:1, the same applies below), a cover was placed on the glass bottle, the glass bottle was sealed with an adhesive tape, the glass bottle was placed on a pigment shaking instrument (the Ministry of Wangjiang great instruments, Dongguan), the glass bottle was shaken until the pigment fineness was below 15 μm (measured with a Haegmann sizer), and 35 g of the diluent was added to obtain a pigment paste.

(2) Measurement of pigment hue, pigment tinting strength and pigment dispersibility:

color card preparation for determining pigment hue: sucking 5ml of the pigment paste prepared in the step (1) by using a suction pipe, dripping the pigment paste on a color card paper, and scraping a sample by using a 3K scraper, thereby preparing a color card for detecting the hue of the pigment.

Color card preparation for determining pigment tinting strength: 5g of the pigment paste prepared in the step (1) is added into 10g of water-based white paint (self-made according to German industrial standard (DIN55986-1981), and the concrete operation and the used auxiliary materials refer to example 7 in CN 110724104A), and the mixture is stirred uniformly by a high-speed stirrer, so that the pigment white-blended paste is obtained. A5 ml portion of this pigment-whitened slurry was sucked up with a pipette, dropped on a card paper, and scraped with a 3K-spatula, to thereby prepare a color chart for testing the coloring power of the pigment expressed in K/S.

After the color paste on the color card is dried, the color card can be used for measuring the color phase and the coloring power of the pigment on a color difference meter (Datacolor company in America), and the specific results are shown in tables 1 and 2. The L values in tables 1 and 2 represent the brightness of the color product, with larger values indicating brighter and smaller values indicating darker; the a value represents the red-green degree of the color product, the positive value represents the red bias, and the negative value represents the green bias; the b values indicate the degree of yellow-blue of the colored article, positive values indicate a shift to yellow and negative values indicate a shift to blue. The K/S values in Table 2 indicate the shade of the colored article, with the greater the number, the darker the color. In the printing industry, the tinctorial strength of dyes (pigments) is generally expressed in terms of the K/S value.

TABLE 1 pigment hue test data

As can be seen from table 1, after the c.i. pigment red 179 ball-milled material of the same batch is processed by using the pigment auxiliary agent of the present invention, the obtained pigment finished product is prepared into a coating, and the hue brightness of the pigments 1-3 is higher than that of the pigment finished product before processing.

TABLE 2 pigment tinting strength test data

As can be seen from table 2, the tinting strength of the pigment finished product obtained after the c.i. pigment red 179 ball-milled material of the same batch is processed by using the pigment auxiliary agent of the present invention is higher than that of the pigment finished product before processing.

The easy dispersibility of the pigments 1-3 is represented by the time that the fineness of the pigments reaches 15 micrometers after the pigments are shaken in color paste, and the specific operation is carried out according to the German industrial standard (DIN 55986-1981). The three pigments, glass beads, dispersant and solvent (in proportions based on the proportions in the color paste) obtained in examples 1 to 3 were added to a glass bottle with a lid, and then the glass bottle was put on a shaker and shaken, and the shaking was stopped at the time shown in table 3, and the color paste was sucked up with a suction tube, and the fineness of the pigment particles was measured with a hegman particle sizer, and the results are shown in table 3.

TABLE 3 easy dispersibility of the pigments

As can be seen from table 3, the c.i. pigment red 179 ball mill base of the same batch processed with the pigment adjuvant of the present invention has better dispersibility than the pigment product before processing.

Example 5

The particle size and the distribution of the three pigments obtained in examples 1 to 3 were measured by a particle sizer (Dandongbertt BT-9300S), and the particle size distribution curves of the respective samples are shown in FIGS. 1 to 4, and FIG. 1 is a particle size distribution diagram of the C.I. pigment Red 179 ball abrasive used as the raw material in example 1 of the present invention. FIG. 2 is a particle size distribution diagram of pigment 1 prepared in example 1 of the present invention. FIG. 3 is a particle size distribution diagram of pigment 2 prepared in example 2 of the present invention. FIG. 4 is a particle size distribution diagram of pigment 3 prepared in example 3 of the present invention.

FIGS. 1 to 4 show that, on the basis of a pigment finished product which is not processed by the method of the present invention, the pigment finished product which is processed by the method of the present invention for pigmenting perylene pigments has a particle size which is significantly refined from more than 10 micrometers to less than 1 micrometer; the particle size distribution is obviously narrowed from 0.4-70 microns to 0.4-10 microns.

Although the present invention has been described with reference to a preferred embodiment, it should be understood that various changes, substitutions and alterations can be made herein without departing from the spirit and scope of the invention as defined by the appended claims.

Claims

1. A method of chemically pigmenting c.i. pigment red 179, comprising the steps of:

mixing C.I. pigment red 179 ball grinding material wet filter cakes with the mass ratio of 1 (10-15) with water, and then pulping to enable the ball grinding materials to be fully dispersed in the water, wherein aromatic primary amine and hydrochloric acid shown in a formula II are added into the C.I. pigment red 179 ball grinding material wet filter cakes on the basis of dry basis, the mass ratio of the C.I. pigment red 179 ball grinding material wet filter cakes to the aromatic primary amine shown in the formula II on the basis of dry basis is (9-15): 1, and the molar ratio of the aromatic primary amine shown in the formula II to the hydrochloric acid is 1 (2-5);

dripping 15-30% sodium nitrite aqueous solution at the temperature of 0-30 ℃, stirring for 5-20 min after adding, raising the temperature to 70-80 ℃ within 0.1-1 h, preserving heat and stirring for 0.1-2 h; the molar ratio of the aromatic primary amine shown in the formula II to the sodium nitrite is 1 (1-1.5);

mixing a compound shown as a formula III with a surfactant and a pH regulator, wherein the mass ratio of the compound shown as the formula III to the surfactant to the pH regulator is 1 (1-1.5) to 0.1-0.4; the mass ratio of the total mass of the compound shown in the formula III, the surfactant and the pH regulator to the mass of the C.I. pigment red 179 ball abrasive wet filter cake in terms of dry content is 0.1 (1-1.5); adding the pigment into the dispersion, taking 5-20 min, after adding, keeping the temperature at 70-80 ℃ and stirring for 0.1-2 h, heating to 90-95 ℃, keeping the temperature and stirring for 0.1-2 h, naturally cooling to make the temperature of the materials be 60-65 ℃, filtering, washing a filter cake with hot water at the temperature of 60-65 ℃, and drying the filter cake until the water content of the filter cake is 0.5% -1.5%, thus obtaining the C.I. pigment red 179 after the pigment processing;

in the formula II, R₁、R₂、R₃、R₄、R₅At least one is-SO₃H, when R is₁、R₂、R₃、R₄、R₅At least one of them being-SO₃When H, the rest groups are selected from H, methyl and ethyl;

the structure of the compound shown in the formula III is as follows:

in the formula III, R is-NH₂、-NHR₁₁、-NR₁₁R₁₁、-OH，R₁₁Is methyl or ethyl;

R₆、R₇、R₈、R₉、R₁₀is selected from-SO₃H. H, methyl, ethyl.

2. The method of claim 1, wherein the primary aromatic amine of formula II is 3-methyl-4-aminobenzenesulfonic acid, or 3-aminobenzenesulfonic acid.

3. The method of claim 1, wherein the compound of formula III is phenol, 2, 4-dimethylaniline, 3, 5-dimethylaniline.

4. The method of claim 1, wherein the surfactant is an anionic surfactant, a nonionic surfactant, or a mixture thereof.

5. The method of chemically processing c.i. pigment red 179 according to claim 4, wherein the anionic surfactant is selected from the group consisting of condensates of fatty acids with taurine and derivatives thereof, alkylphenol ethoxylate sulfates, fatty alcohol ethoxylate sulfates, fatty amide ethoxylate sulfates, alkyl succinic acid monoamides, alkenyl succinic acid monoesters, fatty alcohol ethoxylate sulfates, fatty acid glutamic acid condensates, and mixtures thereof, wherein the fatty acids are palmitic acid, stearic acid, oleic acid.

6. The method of chemically processing c.i. pigment red 179 according to claim 5, wherein the anionic surfactant is selected from fatty alcohol polyoxyethylene ether sulfate, alkylphenol polyoxyethylene ether sulfate.

7. The method of chemically processing c.i. pigment red 179 for pigmenting according to claim 1, wherein the non-ionic surfactant is selected from the group consisting of fatty alcohol polyoxyethylene ethers, betaines, fatty alcohol phosphates, fatty amide ethoxylates, poly-N-vinyl pyrrolidone and mixtures thereof.

8. The method of chemically processing c.i. pigment red 179 for pigmenting according to claim 7, wherein said nonionic surfactant is selected from the group consisting of lauryl phosphate and fatty alcohol polyoxyethylene ether.

9. The method of claim 1 wherein the pH adjusting agent is selected from the group consisting of diethanolamine, triethanolamine and mixtures thereof.

10. The method for pigmenting c.i. pigment red 179 according to claim 1, wherein the concentration of the hydrochloric acid is 20 to 40%.