Benzo isothiazole compound, preparation and application and disperse dyes composition

A technology of benzisothiazole and compounds, which is applied in the field of dye monomer compounds and can solve problems such as insufficient color and luster

Active Publication Date: 2007-12-05
ZHEJIANG LONGSHENG GROUP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Before the 1950s, azo dyes basically belonged to benzene and naphthalene compounds. Light colors belonged to simple azo dyes, and dark colors belonged to disazo or polyazo dyes with complex processes. However, these dark dyes such as blue and purple Dyes are not bright enough

Method used

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  • Benzo isothiazole compound, preparation and application and disperse dyes composition
  • Benzo isothiazole compound, preparation and application and disperse dyes composition
  • Benzo isothiazole compound, preparation and application and disperse dyes composition

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Add 80g of sulfuric acid (98%) and 80g of 20% nitrosylsulfuric acid into the three-necked flask, stir for 30-60min, control the temperature in an ice-water bath at 0-5°C, and dissolve 0.2mol (39g) of 3 within 2 hours under stirring. -Amino-5-nitro-2,1-benzisothiazole was added to the above-mentioned three-necked flask, and the reaction was kept for about 5 hours, and the diazotization was completed.

[0037] Add 21.8g of m-aminophenol, 86g of methyl acrylate and 25g of acetic acid into the three-necked flask, heat to 90-95°C, and react for 19 hours. At -35°C, a solution of 3-hydroxy-N,N-dimethoxycarbonylethylaniline was obtained.

[0038]Take the above-mentioned 3-hydroxy-N, N-dimethoxycarbonyl ethylaniline solution, add 300 grams of water, 30 g of sulfuric acid (98%), and 2 g of sulfamic acid and 5 g of Pingping plus OS-15, and control the temperature in an ice-water bath Stir and beat at 0-10°C, then slowly add the prepared diazonium solution dropwise for coupling re...

Embodiment 2

[0043] According to the preparation method and dyeing method of Example 1, the difference is that 3-hydroxyl-N, N-dimethoxycarbonylethylaniline is mixed with an equimolar amount of 3-hydroxyl-N, N-diethoxycarbonylethylaniline Substituted by aniline, the dye monomer compound represented by the following formula (I-2) (which contains a small amount of by-product (I-2')) can be obtained, and blue dyed fabrics with excellent color fastness can be obtained after dyeing treatment.

[0044] Wherein, 3-hydroxyl-N, N-diethoxycarbonylethylaniline is obtained through the following steps: add 21.8g m-aminophenol, 100g ethyl acrylate and 25g acetic acid, 5g sodium bromide in a three-necked flask, heat to 90 -95°C, after reacting for 19 hours, at this temperature, distill off excess ethyl acrylate and acetic acid under reduced pressure, and lower the temperature to 30-35°C to obtain 3-hydroxy-N,N-diethoxycarbonylethylaniline solution .

[0045]

Embodiment 3

[0047] According to the preparation method and dyeing method of Example 1, the difference is that 3-hydroxyl-N, N-dimethoxycarbonylethylaniline is mixed with an equimolar amount of 3-hydroxyl-N, N-dimethoxycarbonylmethyl Substituted by aniline, the dye monomer compound of the following formula (I-3) (which contains a small amount of by-product (I-3')) can be obtained, and a blue dyed fabric with excellent color fastness can be obtained after dyeing treatment.

[0048] Wherein, 3-hydroxyl-N, N-dimethoxycarbonylmethylaniline can be obtained through the following steps: add 21.8g m-aminophenol, 75g methyl chloroacetate and 28g sodium carbonate, 5g sodium bromide in there-necked flask, Heat to 115-135°C, react for 5 hours, at this temperature, distill off excess methyl chloroacetate under reduced pressure, cool down to 30-35°C, add 150g of acetic acid to get 3-hydroxy-N,N-dimethoxy Carbonylmethylaniline solution.

[0049]

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Abstract

The present invention provides benzo isothiazoles as dye compounds in the structure as shown and their preparation, application and dye compositions. The dye compounds and their dye compositions are suitable for dyeing Dacron, acetate fiber, acrylon, polyester, mixed fiber and other hydrophobic fiber material, and possess excellent dyeing performances, high color fastness, low cost and broad application foreground.

Description

(1) Technical field [0001] The invention relates to a dye monomer compound: a benzisothiazole compound, its preparation and application, and a dye composition composed of the benzisothiazole compound. (2) Background technology [0002] Azo dyes occupy an important position in dye chemistry due to their complete chromatogram and low cost, and have a trend of continuous development. Its biggest advantage lies in its simple reaction, large structural changes, and wide application range. Before the 1950s, azo dyes basically belonged to benzene and naphthalene compounds. Light colors belonged to simple azo dyes, and dark colors belonged to disazo or polyazo dyes with complex processes. However, these dark dyes such as blue and purple The dyes are not bright enough. Since BASF discovered in 1968 that the dark color effect of 3-amino-5-nitro-2,1-benzisothiazole is greater than that of 2-amino-6-nitrobenzothiazole and 2-amino-5-nitrothiazole, It has promoted the research of using...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D275/04C09B29/045
Inventor 阮伟祥欧其高怀庆陈苏战
Owner ZHEJIANG LONGSHENG GROUP
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