Benzisothiazole dye monomer compound, and intermediates, preparation method and application thereof

A technology of benzisothiazole and dye monomers, which is applied in the preparation of organic compounds, chemical instruments and methods, dyeing methods, etc., can solve the problems of difficult to achieve, poor comprehensive performance, etc., and achieve simple synthesis process, less discharge of three wastes, Inexpensive effect

Active Publication Date: 2017-03-08
ZHEJIANG RUNTU INST
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Prior art such as CN101445667A and CN101081838A disclosed benzisothiazole compounds as blue disperse dyes have poor overall performance, such as fastness to sublimation and diffusivity, etc., are difficult to reach people's expectations, so it is urgent to develop a kind of resistant Blue disperse dyes with high sublimation fastness and good diffusibility

Method used

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  • Benzisothiazole dye monomer compound, and intermediates, preparation method and application thereof
  • Benzisothiazole dye monomer compound, and intermediates, preparation method and application thereof
  • Benzisothiazole dye monomer compound, and intermediates, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0067] Add 40g of 98% sulfuric acid and 58.5g of 28% nitrosylsulfuric acid into the three-necked flask, stir for 20min, lower the temperature to -5~0°C, and slowly add 18.3g of 3-amino-5-nitro- For 2,1-benzisothiazole, the feeding time is 1 to 2 hours, and the heat preservation reaction is about 4 hours to obtain the diazonium solution of 3-amino-5-nitro-2,1-benzisothiazole.

[0068] Put 135g (1mol) of N-ethyl-m-toluidine into the high-pressure reactor, raise the temperature to 110-120°C and start feeding 60g of propylene oxide for about 4-5 hours, and keep warm for 10-20 hours after passing through , after the heat preservation is completed, the temperature is lowered to 30-40° C. to obtain N-ethyl-N-hydroxyisopropyl-m-toluidine.

[0069] Take the above-mentioned N-ethyl-N-hydroxyisopropyl-m-toluidine, put it into a three-necked flask, raise the temperature to 60°C-100°C, slowly add 62g of glacial acetic acid or 105g of acetic anhydride, keep warm until the end of the reactio...

Embodiment 2

[0073] According to the preparation method described in Example 1, the difference is that N-ethyl-N-acetoxyisopropyl m-toluidine is used in an equimolar amount of N-cyanoethyl-N-acetoxyisopropyl m-toluidine Alternatively, a dye monomer compound represented by structural formula (I-2) can be prepared.

[0074]

[0075] Wherein the preparation method of N-ethyl-N-acetoxy isopropyl m-toluidine is as follows:

[0076] Put 160g (1mol) of N-cyanoethyl m-toluidine into the high-pressure reactor, raise the temperature to 110-120°C and start feeding 60g of propylene oxide for about 4-5 hours, and keep warm for 10-20 hours after passing through. Hours, after the heat preservation is over, lower the temperature to 30-40°C to obtain N-cyanoethyl-N-hydroxyisopropyl-m-toluidine.

[0077] Take the above-mentioned N-cyanoethyl-N-hydroxyisopropyl-m-toluidine, put it into a three-necked flask, raise the temperature to 60°C-100°C, slowly add 62g of glacial acetic acid or 105g of acetic anhyd...

Embodiment 3

[0079] According to the preparation method described in Example 1, the difference is that N-ethyl-N-acetoxyisopropyl m-toluidine is used in an equimolar amount of N-methoxyethyl-N-acetoxyisopropyl m-toluidine Instead of toluidine, the dye monomer compound represented by structural formula (I-3) can be obtained.

[0080]

[0081] The preparation of N-methoxyethyl-N-acetoxyisopropyl-m-toluidine uses N-methoxyethyl-m-toluidine as raw material, and is prepared according to the method in Example 1.

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Abstract

A benzisothiazole dye monomer compound, and intermediates, preparation method and application thereof are provided. The benzisothiazole dye monomer compound has a structure shown as in formula (I). A dispersive dye prepared with the benzisothiazole dye monomer compound is significantly advantageous in terms of dyeing of hydrophobic fiber materials, and has high sublimation fastness and better properties.

Description

technical field [0001] The invention relates to a benzisothiazole dye monomer compound and its intermediate, preparation method and application. Background technique [0002] With the continuous development of the dye industry, people have higher and higher requirements for the ecological and environmental protection performance of textiles, and put forward higher requirements for the dyeing performance of disperse dyes. Prior art such as CN101445667A and CN101081838A disclosed benzisothiazole compounds as blue disperse dyes have poor overall performance, such as fastness to sublimation and diffusivity, etc., are difficult to reach people's expectations, so it is urgent to develop a kind of resistant A blue disperse dye with high sublimation fastness and good diffusibility. Contents of the invention [0003] The invention provides a benzisothiazole dye monomer compound and its intermediate, and a disperse dye composition comprising the monomer compound. The disperse dye c...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D275/04C07C253/30C07C255/13C09B29/09C09B67/22C09B67/38D06P1/18D06P3/54
CPCC07C253/30C07D275/04C09B29/0834C09B29/0838C09B29/0844C09B29/0847C09B67/0051C09B67/008D06P1/18D06P3/54C07C255/13
Inventor 邵平平丁兴成高立江楼德强
Owner ZHEJIANG RUNTU INST
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