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Preparation method for pigment orange 64 with high color intensity

A coloring strength, pigment orange technology, applied in chemical instruments and methods, azo dyes, organic dyes, etc., can solve the problems of physical and mental health injuries of operators, different product particle states, and increased sewage treatment costs, and shorten the reaction time The effect of time, excellent dispersibility, and soft particles

Inactive Publication Date: 2015-04-15
SHANGYU SHUNLIAN CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] British patent (GB1008166) discloses a synthetic method of orange benzimidazolone organic pigments. Pyridine is used as a reaction medium during pigmentation processing, but pyridine is not only poisonous but also has an unpleasant odor, which is harmful to the operator's body and mind. Health is harmful; U.S. Patent (US4870164) adopts a kind of material called montmorillonite to carry out pigmentation processing to coupling product, but this montmorillonite is difficult to obtain in China, thereby has no general significance; Patent CN1569968A discloses a kind of benzene The synthetic method of imidazolone C.I.P.O.36 uses N,N-dimethylformamide (DMF) as a solvent for pigmentation processing, because N,N-dimethylformamide has been listed as a substance of very high concern (SVHC) by the European Union , so if the pigment does not contain this substance, it can only be rinsed with a large amount of water, which not only wastes waste water resources, but also has a high ammonia nitrogen content in the sewage, which is difficult to biochemically treat, and the treatment cost of sewage will also increase accordingly; patent CN102391664A discloses A kind of synthetic method of pigment orange 64 is that diazonium salt is slowly added in the coupling component, because the diazonium salt coupling ability is poor, there must be a large amount of diazonium salt in excess state in the reaction process, and the whole coupling reaction is In the process from strong alkali to weak acidity, the diazonium salt is easily destroyed under alkaline conditions, and the pH value changes greatly during the reaction process, the product particles formed are in different states, and the coloring power of the synthesized product is low; patent CN101955685A discloses A method for synthesizing Pigment Orange 64 is to quickly add diazonium salt to the coupling components. The crude pigment is not processed by pigmentation, but the pH is adjusted to 12-14 with KOH, and then quickly precipitated with hydrochloric acid. The product not only has low tinting strength, but also has a dark shade, so it cannot be used for coloring high-end products

Method used

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  • Preparation method for pigment orange 64 with high color intensity
  • Preparation method for pigment orange 64 with high color intensity
  • Preparation method for pigment orange 64 with high color intensity

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] 190kg of 5-amino-6-methylbenzimidazolone, 414kg of hydrochloric acid with a concentration of 30% by mass and 1850kg of water were stirred and beaten, added 1000kg of ice to cool to 0-5°C, and 199kg of nitrous acid with a concentration of 40% by mass was added The sodium solution is diazotized, and the diazo end eliminates excess sodium nitrite to obtain a diazonium salt solution.

[0039] 148 kg of barbituric acid was dissolved in 185.7 kg of 30% sodium hydroxide aqueous solution and 2000 kg of water, and the temperature was adjusted to 15° C. to obtain a coupling solution.

[0040] Add the diazonium salt solution and the coupling solution to the buffer solution at the same time for reaction. The buffer solution is prepared from 2000kg water, 2kg emulsifier FM, and 100kg sodium acetate; the pH value of the coupling is 7, and the temperature is raised to 90 ° C. hours, filtered to obtain crude pigment filter cake.

[0041] Add 842.8kg of crude pigment filter cake with a...

Embodiment 2

[0043] 190kg of 5-amino-6-methylbenzimidazolone, 425kg of hydrochloric acid with a concentration of 30% by mass and 1850kg of water were stirred and beaten, added 1000kg of ice to cool to 0-5°C, and 200kg of nitrous acid with a concentration of 40% by mass was added The sodium solution is diazotized, and the diazo end eliminates excess sodium nitrite to obtain a diazonium salt solution.

[0044] 150kg of barbituric acid was dissolved in 185.7kg of 30% sodium hydroxide aqueous solution and 2000kg of water, and the temperature was adjusted to 15°C to obtain a coupling solution.

[0045] Add the diazonium salt solution and the coupling solution to the buffer solution for reaction at the same time. The buffer solution is prepared from 2000kg water, 2kg emulsifier OP-10, and 100kg sodium acetate. The pH value of the coupling is 6.5, and the temperature is raised to 90°C. Keep warm for 2 hours, filter to obtain crude pigment filter cake.

[0046]Add 846.8kg of crude pigment filter ...

Embodiment 3

[0048] 190kg of 5-amino-6-methylbenzimidazolone, 414kg of hydrochloric acid with a concentration of 30% by mass and 1850kg of water were stirred and beaten, added 1000kg of ice to cool to 0-5°C, and 199kg of nitrous acid with a concentration of 40% by mass was added The sodium solution is diazotized, and the diazo end eliminates excess sodium nitrite to obtain a diazonium salt solution.

[0049] 148kg of barbituric acid was dissolved in 185.7kg of 30% sodium hydroxide aqueous solution and 2000kg of water, and the temperature was adjusted to 15°C to obtain a coupling solution.

[0050] The diazonium salt solution and the coupling solution are simultaneously added to the buffer solution for reaction. The buffer solution is prepared from 2000kg water, 2kg flat plus O, 100kg sodium bicarbonate and 50kg sodium acetate. The pH value of the coupling is 7, and the temperature is raised to Heat at 90°C for 2 hours and filter to obtain a filter cake of crude pigment.

[0051] 843.5kg o...

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Abstract

The invention discloses a preparation method for pigment orange 64 with high color intensity. The preparation method comprises the following steps: (1) 5-amino-6-methylbenzimidazolone is dissolved in water and hydrochloric acid with the mass concentration of 30 percent, and diazotization is carried out through a sodium nitrite solution with the mass concentration of 40 percent, so that a diazonium salt solution is prepared; (2) barbituric acid is dissolved through aqueous alkali, so that a coupling liquid is prepared; (3) a surfactant and a buffering agent are dissolved in water, so that a buffered solution is prepared; (4) the diazonium salt solution and the coupling liquid are added into the buffered solution at the same time for a coupling reaction, and filtering is carried out, so that a pigment orange 64 pigment crude product is obtained; (5) the pigment crude product is added into an organic solvent, pulping is carried out, the temperature is risen to be 70 DEG C to 120 DEG C and then maintained for 1 to 8 hours, and suction filtration, washing and drying are carried out, so that a pigment orange 64 finished product is obtained. The method has the advantages that the surfactant is added for coupling, coupling reaction parameters are optimized, and a pigment crude product filter cake is pigmented in water and the weak solvent to prepare the C.I. pigment orange 64 with high color intensity.

Description

technical field [0001] The invention relates to the technical field of pigment preparation, in particular to a preparation method of high coloring strength pigment Orange 64. Background technique [0002] Pigment orange 64 (Chinese name: 5-[(2,3-dihydro-6-methyl-2-oxo-1H-benzimidazol-5-yl)azo]-2,4,6(1H, 3H,5H)-pyrimidinetrione) belongs to benzimidazolones, is a yellowish orange high-grade organic pigment with the following molecular structure: [0003] [0004] This pigment variety is a very important orange organic pigment. Due to the cyclic amide substituent group (-NHCONH-) in the molecular structure, the imino group (-NH-) and the carbonyl group (=O) in the molecule Intermolecular hydrogen bonds are formed between pigment molecules. Generally, the solvent resistance and heat resistance of azo pigments are poor, because their molecules do not contain hydrogen bonds, the distance between molecules is relatively large, and the binding force of the entire crystal is onl...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09B29/52C09B29/036
Inventor 叶树藩吕凤
Owner SHANGYU SHUNLIAN CHEM
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