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Process for preparing red benzimidazoleone pigments

A technology of benzimidazolone and pigment, applied in the field of fine chemical industry, can solve the problem of too many organic solvents, and achieve the effect of high tinting strength, excellent performance and bright color and light.

Inactive Publication Date: 2004-12-29
SHANGYU SHUNLIAN CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] The technical problem to be solved in the present invention is that too many organic solvents are used in the preparation process of red benzimidazolone pigments, and a new method for preparing red benzimidazolone organic pigments is provided, which has less environmental pollution in the production process, Moreover, the cost is low, the particle size distribution of the output pigment is uniform, the particles are soft, the crystal structure and crystal size are consistent with the products treated with organic solvents, the product has high coloring strength, bright color, and good light resistance and solvent resistance.

Method used

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  • Process for preparing red benzimidazoleone pigments
  • Process for preparing red benzimidazoleone pigments
  • Process for preparing red benzimidazoleone pigments

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] Preparation of 171# red benzimidazolone pigment

[0044] (1) Add 7.4g of 4-nitro-o-methoxyaniline and 0.2g of methyl anthranilate (the ratio of the two components is 37:1) into 240 ml of deionized water, stir for 30 minutes, add 10% polyoxygen Vinyl ether derivative solution 3.8ml, 30% hydrochloric acid 20ml, cooled to below 0°C in an ice-salt bath, slowly added 18.5ml of sodium nitrite solution (20%), with a slight excess of sodium nitrite at the end point, stirred for 10 minutes, added Activated carbon, stirred and adsorbed, filtered, and the filtrate was to be coupled.

[0045] (2) 15g of 5-(2'-hydroxyl-3'-naphthoyl)aminobenzimidazolone was added to 190 milliliters of deionized water, 30% sodium hydroxide 15ml, 10% castor oil sodium sulfonate 3.8ml, stirred Until it is completely dissolved, add a small amount of activated carbon to filter, add ion-free ice water to the filtrate to a volume of 550 ml, and use 5% glacial acetic acid solution to precipitate fine partic...

Embodiment 2

[0050] Preparation of 175# red benzimidazolone pigment

[0051](1) Add 8.0g of methyl anthranilate and 0.16g of 3-amino-4-methoxybenzanilide (the ratio of the two components is 50:1) into 240 ml of deionized water, stir for 30 minutes, add 10 3.8ml of % polyoxyethylene ether derivative solution, 23ml of 30% hydrochloric acid, cooled to below 0°C in an ice-salt bath, slowly added 18.5ml of sodium nitrite solution (20%), with a slight excess of sodium nitrite at the end point, stirred for 10 Minutes, add activated carbon, stir and adsorb for 10 minutes, filter, and the filtrate is to be coupled.

[0052] (2) 15 g of 5-(2'-hydroxy-3'-naphthoyl)aminobenzimidazolone was added to 190 ml of deionized water, 15 ml of 30% sodium hydroxide, 2 ml of 10% sodium castor oil sulfonate liquid, and stirred Until it is completely dissolved, add a small amount of activated carbon to filter, add ion-free ice water to the filtrate to a volume of 550 ml, and use 10% glacial acetic acid solution to...

Embodiment 3

[0057] Preparation of 175# red benzimidazolone pigment

[0058] (1) Add 12.5 g of 3-amino-4-methoxybenzanilide and 0.125 g of methyl anthranilate (the ratio of the two components is 100:1) into 240 ml of deionized water, stir for 30 minutes, add 10% polyoxyethylene ether derivative solution 3.8ml, 30% hydrochloric acid 20ml, cool to below 0°C in an ice-salt bath, slowly add 18.5ml of sodium nitrite solution (20%), the end point is a slight excess of sodium nitrite, stir After 10 minutes, activated carbon was added, stirred and adsorbed for 10 minutes, filtered, and the filtrate was to be coupled.

[0059] (2) 15 g of 5-(2'-hydroxyl-3'-naphthoyl)aminobenzimidazolone was added to 190 ml of deionized water, 30% sodium hydroxide 15 ml, 10% castor oil sodium sulfonate solution 3.8 ml, Stir until completely dissolved, add a small amount of activated carbon and filter.

[0060] Add the diazonium solution to the coupling solution dropwise in 20-50 minutes, the coupling solution is s...

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Abstract

The preparation process of red benzimidazolone pigment includes four steps of diazotization reaction of substituting aryl amine, the coupling reaction between diazotate and 5-[2'-hydroxy-3'-naphthylbenzoyl] amino benzimidazolone, pigment treatment, and pigment surface treatment. The present invention uses little organic solvent, and has less environmental pollution and low solvent recovering cost.

Description

technical field [0001] The invention belongs to the field of fine chemicals, and more specifically relates to a method for preparing organic pigments, especially a method for preparing red benzimidazolone pigments. Background technique [0002] Benzimidazolone pigment is a kind of high-performance organic pigment, which is formed by coupling aromatic amines with different substituents as diazo components and coupling with 5-aminobenzimidazolone derivatives. The pigment molecules have benzo Imidazolone structure, excellent performance in various applications, high solvent resistance, chemical inertness and migration resistance, its application range is very wide, not only suitable for coloring of plastics and resins, but also for advanced printing inks and industrial paints And solvent-based wood staining. [0003] Said red benzimidazolone pigment of the present invention is the compound with following general structural formula: [0004] [0005] In the formula: R1, R2,...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09B29/00
Inventor 叶树藩吕凤刘友松
Owner SHANGYU SHUNLIAN CHEM
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