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Preparation method of C.I. pigment brown 25

A pigment brown and pigment technology, applied in the field of preparation of C.I. Pigment Brown 25, can solve the problems of hard solid particles, long process time, no energy saving and environmental protection, etc., and achieves the effects of soft particles, bright colors, and improved color and tinting strength.

Inactive Publication Date: 2015-04-08
SHANGYU SHUNLIAN CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0015] In the above method, during the coupling reaction, the diazonium salt solution and the solution of the coupling component are vigorously mixed and reacted. During the synthesis process, with the formation of precipitation, the formed solid particles are relatively hard. Such crude pigments can only be used in highly toxic Pigmentation in strong solvents can produce products with bright colors, good dispersibility, and high tinting strength. Pigmentation in weak solvents or water media can result in products with no luster, poor dispersibility, and low tinting strength.
Moreover, in the literature process, the crude pigment can only be pigmented after being dried. The process takes a long time, consumes a lot of energy, and is not energy-saving and environmentally friendly.

Method used

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  • Preparation method of C.I. pigment brown 25
  • Preparation method of C.I. pigment brown 25
  • Preparation method of C.I. pigment brown 25

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0048] 32.6g 2,5-dichloroaniline, 54ml 30% hydrochloric acid and 250ml water were stirred and cooled to 5℃, and 35g 40% sodium nitrite solution was quickly diazotized within 2 minutes. At the end of diazonium, excess sodium nitrite is eliminated, and a diazonium salt solution is obtained.

[0049] 65g of Chromol AS-BI (5-(2'-hydroxy-3'-naphthylcarboxamido)-2-benzimidazolone), dissolved in 40ml of sodium hydroxide aqueous solution with a concentration of 30% by mass and 600ml of water, Adjust the temperature to 5°C, add 72 ml of diluted hydrochloric acid with a mass concentration of 10% in a trickle, and stir at 50 revolutions per minute during the process of adding the diluted hydrochloric acid until the acid precipitation is over and the pH value is 6, to obtain a coupling solution. The aqueous sodium hydroxide solution can also be replaced by potassium hydroxide solution.

[0050] The diazonium salt solution was slowly added to the coupling solution within 3 hours for reaction. ...

Embodiment 2

[0053] 32.6g 2,5-dichloroaniline, 54ml 30% hydrochloric acid and 250ml water were stirred and cooled to 5°C, and 35g 40% sodium nitrite was quickly added within 3 minutes for diazotization. After the nitrogen ends, the excess sodium nitrite is eliminated, and the diazonium salt solution is obtained.

[0054] 65g of Chromol AS-BI, dissolved in 40ml of 30% by mass sodium hydroxide aqueous solution and 600ml of water, adjust the temperature to 15℃, add 92ml of dilute formic acid with a mass concentration of 10% in a trickle, and stir during the process of adding dilute hydrochloric acid It is 70 revolutions per minute until the end of acid precipitation, the pH is 6.5, and the coupling solution is obtained.

[0055] The diazonium salt solution was added to the coupling solution within 2.5 hours for reaction. During the coupling process, 31ml of sodium hydroxide with a mass concentration of 30% was used to control the pH of the reaction mixture to 6.0. After the coupling was completed,...

Embodiment 3

[0058] 32.6g 2,5-dichloroaniline, 54ml 30% hydrochloric acid and 250ml water were stirred and cooled to 5℃, and 35g 40% sodium nitrite was quickly added within 1 minute. After the nitrogen ends, the excess sodium nitrite is eliminated, and the diazonium salt solution is obtained.

[0059] 65g Chromol AS-BI, dissolved in 40ml sodium hydroxide aqueous solution with a concentration of 40% by mass and 600ml water, adjust the temperature to 10℃, add 120ml of dilute acetic acid with a mass concentration of 10% in a trickle, and stir during the process of adding dilute acetic acid It is 90 revolutions per minute, until the end of acid precipitation, the pH value is 6, and the coupling solution is obtained.

[0060] The diazonium salt solution was added to the coupling solution within 3 hours for reaction. During the coupling process, 26.5 g of sodium bicarbonate was used to control the pH of the reaction mixture to 6.5. After the coupling was completed, the temperature was increased to 90...

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Abstract

The invention discloses a preparation method of C.I. pigment brown 25. The preparation method comprises the following steps: (1) preparing a diazo salt liquid of 2,5-dichloroaniline; (2) dissolving 5-(2'-hydroxy-3'-naphthalene-carbamoyl)-2-benzimidazolone in an alkaline water liquid, and adding an acid water liquid to acidify, so as to prepare a suspended coupling liquid; (3) adding the diazo salt liquid into the coupling liquid to carry out a coupling reaction, controlling the pH value of the reacted mixed liquid at 5.5-6.5 by virtue of an alkaline additive in a coupling process, and processing after the coupling so as to obtain a rough pigment; and (4) carrying out pigmentation on the rough pigment to obtain the finished C.I. pigment brown 25. According to the preparation method, coupled components are separated out in a particle manner in an acidification process and are coupled with added diazo components, so that the uniformity of the coupling reaction is guaranteed, and the obtained C.I. pigment brown 25 has the beneficial effects that the particle sizes are uniform, particles are floppy, the dispersibility is excellent, the color is bright, and the coloring strength is high.

Description

Technical field [0001] The invention relates to the technical field of pigment preparation, in particular to a method for preparing C.I. Pigment Brown 25. Background technique [0002] CI Pigment Brown 25 (Chinese name: 4-[2-(2,5-dichlorophenyl)azo]-N-(2,3-dihydro-2-oxo-1H-benzimidazole-5 -Base)-3-hydroxy-2-naphthocarboxamide) belongs to the benzimidazolone group, which is a pure red-brown high-grade organic pigment with the following molecular structure: [0003] [0004] This type of pigment is a rare pigment with a single molecular structure that gives a pure, bright brown tone. It is the same as yellow, orange, and red benzimidazolone pigments. The molecular structure contains cyclic amide substitution groups (-NHCONH- ) To form a pigment intermolecular hydrogen bond between the imino group (-NH-) and the carbonyl group (=O) in the molecule: [0005] [0006] The formation of intermolecular hydrogen bonds obviously affects the stacking method of its pigment molecular crystals, ...

Claims

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Application Information

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IPC IPC(8): C09B29/36
Inventor 叶树藩吕凤
Owner SHANGYU SHUNLIAN CHEM
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