A method for preparing transparent pigment yellow 180

A yellow and transparent technology for pigments, applied in the direction of organic dyes, etc., can solve the problems of insufficient color of pigments, difficulty in solvent recovery, general tinting strength, etc., and achieve bright color, fast and thorough crystal transformation, and small pigment particles.

Active Publication Date: 2015-11-18
GAOYOU HUABAO PIGMENT
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

First diazotization reaction, dissolving the coupling solution, and then using cis-coupling to synthesize crude product pigmentation treatment, such as heat treatment in organic solvent isobutanol and DMF, see European patent (ep10212) and US patent US4370269, the shortcomings of these processes The disadvantages are that the color of the prepared pigments is not bright enough, the tinting strength is relatively average, in addition, the process is long, the energy consumption is high, and the solvent recovery is difficult. The most important thing is that the pigments prepared by these methods are of high hiding power. The application in ink is limited, so it will be of great significance to research and develop a new method for preparing transparent pigment yellow 180.

Method used

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  • A method for preparing transparent pigment yellow 180

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Experimental program
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Effect test

Embodiment 1

[0023] Take 24.5g of ethylene glycol (2,2'-diamino)diphenyl ether, add 50g of HCI (36%), add 500mL of water to dissolve, cool to 0~5°C, add NANO 2 To its excess, after stirring for 3 hours, react with urea to remove the filtered nitrous acid, then decolorize and filter to obtain a diazonium salt solution, add ice water to adjust the volume to 1000mL, and set aside.

[0024] Take 57.2 g of 5-acetoacetamidobenzimidazolone, add it to 500 mL of water, add 37.3 g of potassium hydroxide to dissolve and filter it, collect the filtrate and add purified water to adjust the volume to 1050 mL, and set aside.

[0025] Take 107g of ammonium chloride, add it to 2000mL of water, add 5g of di-octadecyl-dimethylammonium chloride, 30g of 28% ammonia water, make it into a buffer solution, control the temperature at 25-30°C and start dripping Add 50mL of coupling solution, then add diazonium solution and coupling solution dropwise at the same time, after 4h dropwise addition, continue stirring fo...

Embodiment 2

[0028] Take 24.5g of ethylene glycol (2,2'-diamino)diphenyl ether, add 60g of HCI (36%), add 500mL of water to dissolve, cool to 0~5°C, add NANO 2 To its excess, after stirring for 3 hours, react with urea to remove the filtered nitrous acid, then decolorize and filter to obtain a diazonium salt solution, add ice water to adjust the volume to 1000mL for later use.

[0029] Take 57.2 g of 5-acetoacetamidobenzimidazolone, add it to 500 mL of water, add 44.7 g of potassium hydroxide to dissolve it and filter it, collect the filtrate and add purified water to adjust the volume to 1100 mL, and set aside.

[0030] Take 153g of ammonium chloride, add it to 2000mL of water, add 5g of di-octadecyl-dimethylammonium chloride, 45g of 28% ammonia water, make it into a buffer solution, control the temperature at 30-35°C and start dripping Add 100mL of coupling solution, then add diazonium solution and coupling solution dropwise at the same time, after 6h dropwise addition, continue to stir ...

Embodiment 3

[0033] Take 24.5g of ethylene glycol (2,2'-diamino)diphenyl ether, add 75g of HCI (36%), add 500mL of water to dissolve, cool to 0~5°C, add NANO 2 To its excess, after stirring for 3 hours, react with urea to remove the filtered nitrous acid, then decolorize and filter to obtain a diazonium salt solution, add ice water to adjust the volume to 1000mL for later use.

[0034] Take 57.2 g of 5-acetoacetamidobenzimidazolone, add it to 500 mL of water, add 56.0 g of potassium hydroxide to dissolve it and filter it, collect the filtrate and add purified water to adjust the volume to 1075 mL, and set aside.

[0035] Take 214g of ammonium chloride, add it to 2000mL of water, add 5g of di-octadecyl-dimethylammonium chloride, 60g of 28% ammonia water, and make it into a buffer solution. Control the temperature at 15-18°C and start dripping Add 75mL of coupling solution, then add diazonium solution and coupling solution dropwise at the same time, after 6h dropwise addition, continue stirr...

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Abstract

The invention discloses a method of preparing transparent pigment yellow 180. The method comprises the following steps: preparing a diazotization solution, preparing a coupling solution, preparing a buffer solution through ammonium chloride and ammonia water, controlling the pH to 7-7.5, adding bi-octadecyl-dimethyl ammonium chloride, firstly, dripping 1 / 20-1 / 8 of the coupling solution, simultaneously dripping the diazotization solution and the coupling solution, controlling the dripping reaction time to 15 minutes to 8 hours, and controlling the reaction temperature to 10-50 DEG C; continuing to stir after dripping the solutions to ensure a complete coupling reaction, filtering and washing to remove the inorganic salt and a part of water-soluble impurities to obtain a crude product, adding an assistant and water, heating, and finally, filtering, drying and crushing to obtain a finished product. The method generates little production in the production process, the cost is low, the produced pigment is uniform in particle diameter distribution, the particles are soft, the crystal structure and crystal size are uniform with the product treated by an organic solvent, and the product is high in color strength, bright in color and excellent in light resistance and solvent resistance. The acylamino in the groups of the pigment yellow 180 greatly improves the combination firmness of the molecules, thereby improving such properties as solvent resistance, heat resistance, and the like.

Description

technical field [0001] The invention relates to a method for preparing a pigment, in particular to a method for preparing transparent pigment yellow 180. Background technique [0002] C.I.P.Y180 (Pigment Yellow 180) belongs to benzimidazolone pigments, CAS.NO: 77804-81-0 and its molecular formula is: [0003] [0004] The early azo pigments had simple structure, small molecular weight and low color fastness. The solvent fastness, light fastness and weather fastness cannot be compared with high-performance pigments. The raw material for its preparation is mainly BAPE (ethylene glycol (2,2'-diamino) diphenyl ether), and the coupling solution is AABI (5-acetoacetamido benzimidazolone). The preparation method is the same as that of general benzimidazolone The pigment is similar to the German patent (DE2347532). First diazotization reaction, dissolving the coupling solution, and then using cis-coupling to synthesize the crude product pigmentation treatment, such as heat tre...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09B67/20
Inventor 王临才
Owner GAOYOU HUABAO PIGMENT
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