Azo compound containing phenylindole, preparation method and application thereof

A technology of azo compound and phenyl indole, which is applied in the field of phenyl indole-containing azo compound and its preparation, can solve the problems of unsatisfactory light fastness of azo disperse dyes and cannot be taken into account, and achieve excellent light fastness degree, satisfactory washing effect

Active Publication Date: 2013-12-04
HANGZHOU JIHUA JIANGDONG CHEMICAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] In order to solve the problem of unsatisfactory light fastness of azo disperse dyes with good tinting strength, the present invention proposes a phenylindole-containing azo compound and its preparation method and application, using the phenylindole-containing azo compound of the present invention The dyes made of nitrogen compounds are suitable for dyeing hydrophobic fiber materials such as polyester, acetate fiber, acrylic fiber, polyester and blended fabrics. They not only have satisfactory washing and rubbing fastness, but also have excellent light fastness. It solves the problem that the two can not be taken into account in conventional high-insolation varieties

Method used

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  • Azo compound containing phenylindole, preparation method and application thereof
  • Azo compound containing phenylindole, preparation method and application thereof
  • Azo compound containing phenylindole, preparation method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0040] (1) Add 120g of 98% sulfuric acid and 68g of 40% nitrosylsulfuric acid into the flask, stir for 1 hour, control the temperature at 25°C, add 41.4g (0.2mol) of 2,6-dichloro-4-nitrate under stirring Base aniline, heat preservation reaction for about 5 hours, diazotization is completed, add 400g ice water, add the above-mentioned diazonium salt under stirring to dilute;

[0041] (2) Add 1.2g of 10#OP to the diazonium salt dilution in step (1);

[0042] (3) Add 330g of 98% sulfuric acid to another flask, control the temperature at 25°C, add a total of 41.4g of N-methyl-2-phenylindole under stirring, keep it warm for 2 hours to completely dissolve, and wait for coupling.

[0043]Add the dissolved N-methyl-2-phenylindole slowly at 4°C to the diazonium salt diluent with emulsifier added in step (2) for coupling reaction, keep warm for 5 hours until coupling After the reaction is completed, the temperature is raised to 70° C., kept for 2 hours, and then filtered, and the filte...

Embodiment 2

[0046] (1) Add 90g of 98% sulfuric acid and 173g of 40% nitrosylsulfuric acid into the flask, stir for 0.5 hours, control the temperature at 35°C, add 148g (0.5mol) of 2,6-dibromo-4-nitro under stirring Aniline, heat preservation reaction for about 2 hours, diazotization is completed, then add 1200g of ice water, add the above-mentioned diazonium salt under stirring to dilute;

[0047] (2) Add 1g of 8#OP to the diazonium salt dilution in step (1);

[0048] (3) Add 860g of sulfuric acid with a mass concentration of 75% to another flask, control the temperature at 15°C, add 121.5g of N-ethyl-2-phenylindole under stirring, keep it warm for 5 hours to completely dissolve, and wait for coupling.

[0049] Slowly add the above-mentioned dissolved N-ethyl-2-phenylindole to the diazonium salt dilution solution with emulsifier added in step (2) at 0°C for coupling reaction, and keep warm for 5 hours until coupling After the reaction is completed, the temperature is raised to 60° C., ke...

Embodiment 3

[0053] (1) Add a total of 140 g of 60% sulfuric acid solution into the reaction vessel, add 16.8 g (0.2 mol) of 3-amino-1,2,4-triazole under stirring, and beat at 10°C for 3.0 hours. Cool down to 5°C, add a total of 46g of 32% sodium nitrite solution at this temperature, keep stirring at 5°C for 1 hour to prepare diazonium salt, then add 520g of ice water for dilution, and set aside.

[0054] (2) Add 0.8g of 10#OP to the diazonium salt dilution in step (1);

[0055] (3) Add 305g of 98% sulfuric acid to the flask, control the temperature at 20°C, add a total of 38.6g of 2-phenylindole under stirring, keep it warm for 2 hours to completely dissolve, and wait for coupling.

[0056] Slowly add the above dissolved 2-phenylindole sulfuric acid solution into the diazonium salt diluent with emulsifier added prepared in step (2), control the temperature at 5°C, and keep the reaction for 5 hours until the coupling reaction is completed. After the reaction, raise the temperature to 75°C...

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Abstract

The invention relates to the technical field of azo dyes, which provides an azo compound containing phenylindole, a preparation method and application of the azo compound to solve the problem that the light fastness of disperse azo dyes with good tinctorial strength is not desired. The preparation method comprises the steps of firstly preparing a diazo salt, and then preparing the azo compound containing phenylindole through a coupling reaction. Azo dyes prepared by using the azo compound containing phenylindole provided by the invention are suitable for dyeing hydrophobic fiber materials, such as terylene, acetate fibers, acrylon, polyester, mixture yarn and the like, are satisfactory in fastness to washing and crockfastness, excellent in light fastness, and further solve the problem that conventional high sun exposure products can not have both the satisfactory fastness to washing and crockfastness and the excellent light fastness.

Description

technical field [0001] The invention relates to the technical field of azo dyes, in particular to an azo compound containing phenylindole and its preparation method and application. Background technique [0002] In recent years, fiber materials have been widely used in clothing fabrics. With the expansion of dyeing application fields and product differentiation, the application range of fiber materials is rapidly expanding. One of them is that polyester fiber materials are developed and applied in automobiles. interior and interior decoration materials. Due to different regions and seasons of use, the temperature inside the car is easy to rise, so there are higher requirements for the light fastness and heat resistance of interior dyed fabrics. Polyester fiber has good light resistance and heat resistance, and has a good hand feeling, so it is widely used in car interior decoration. At the same time, the selected dyes also require better fastness and light resistance at hig...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09B29/40C09B29/036C09B29/01C09B67/38D06P1/18D06P3/54
Inventor 孙岩峰刘伟简卫陈美芬
Owner HANGZHOU JIHUA JIANGDONG CHEMICAL CO LTD
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