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Medium-temperature type azobenzene disperse dye and preparation method and application thereof

A disperse dye and azo technology, which is applied in azo dyes, monoazo dyes, dyeing methods, etc., can solve problems such as unsatisfactory washing fastness, lack of varieties of medium-temperature disperse dyes, and unenvironmental protection of benzyl chloride. Achieve excellent sublimation fastness, bright color and good washing fastness

Active Publication Date: 2015-06-10
ZHEJIANG JIHUA GROUP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] In order to solve the shortage of medium-temperature disperse dyes, and the sublimation fastness and washing fastness of N-cyanoethyl-N-benzylaniline medium-temperature disperse dyes are not ideal, and the benzyl chloride used in benzylation may introduce environmental factors etc., the present invention proposes a medium-temperature type azo disperse dye and its preparation method. The structure of N-cyanoethyl-N-substituted methyl (ethyl) naphthalene aniline is introduced into the disperse dye, thereby creating a class of bright-colored azo disperse dyes. , high color fixation rate, good sublimation fastness, excellent washing fastness, simple production process and environmentally friendly medium-temperature disperse dyes, especially the sublimation fastness is significantly improved, and it meets the needs of environmental protection

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Add 50 g of bottom water into a 250 mL flask, add 29.2 g (0.2 mol) of N-cyanoethylaniline, 4.0 g (0.1 mol) of MgO, and 0.6 g of sodium bromide while stirring, and beat for 15 min. After raising the temperature to 85°C, 35.3 g (0.2 mol) of 1-chloromethylnaphthalene was slowly added dropwise for about 2 to 2.5 hours. After dropping, keep at 90~95°C for 3 hours to the end to obtain coupling components, in which N-cyanoethylaniline 90%, cool down to precipitate, filter, beat with 200g of 10% hydrochloric acid for coupling.

[0039]Weigh 27.6g of p-nitroaniline and 47g of water into a 250ml flask, and beat for 1 hour. Add 55.5g of 30% hydrochloric acid and then beat for 1h. Add 200g of ice water to a 1L beaker, add the above-mentioned paranitrate beating material in a thin stream, control the temperature at about 0°C, and quickly pour the prepared sodium nitrite solution. Use starch potassium iodide test paper to ensure that the sodium nitrate is always excessive, and keep...

Embodiment 2

[0042] Add 50g of bottom water into a 250mL flask, and add 32.0g (0.2mol) of N-cyanoethyl m-toluidine, NaHCO 3 33.6g (0.4mol), sodium bromide 3.2g, beating for 15min. Raise the temperature to 70°C and slowly add 70.6 g (0.4 mol) of 1-chloromethylnaphthalene dropwise for about 3 to 3.5 hours. After dropping, keep at 70~75°C for 16h to the end to obtain the coupling component, among which, N-cyanoethyl m-toluidine 90%, drop the temperature and precipitate, filter, beat with 200g 10% hydrochloric acid for coupling .

[0043] Weigh 27.6g of p-nitroaniline and 47g of water into a 250ml flask, and beat for 1 hour. Add 55.5g of 30% hydrochloric acid and then beat for 1h. Add 200g of ice water to a 1L beaker, add the above-mentioned paranitrate beating material in a thin stream, control the temperature at about 0°C, and quickly pour the prepared sodium nitrite solution. Use starch potassium iodide test paper to ensure that the sodium nitrate is always excessive, and keep it at 5-...

Embodiment 3

[0046] Add 60g of bottom water into a 250mL flask, and add 29.2g (0.2mol) of N-cyanoethylaniline, Mg(OH) under stirring 2 11.6g (0.2mol), sodium bromide 1.5g, beating for 15min. Raise the temperature to 115°C and start to slowly add 41.9 g (0.22 mol) of 1-(2-chloroethyl)naphthalene dropwise for about 2 to 2.5 hours. After dropping, keep at 120~125°C for 8h to the end to obtain the coupling component, in which N-cyanoethylaniline90%. Cool down and precipitate, filter, beat with 250g 10% hydrochloric acid and wait for coupling.

[0047] Weigh 27.6g of p-nitroaniline and 47g of water into a 250ml flask, and beat for 1 hour. Add 55.5g of 30% hydrochloric acid and then beat for 1h. Add 200g of ice water to a 1L beaker, add the above-mentioned paranitrate beating material in a thin stream, control the temperature at about 0°C, and quickly pour the prepared sodium nitrite solution. Use starch potassium iodide test paper to ensure that the sodium nitrate is always excessive, and ...

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Abstract

The invention relates to the technical field of disperse dyes and provides a medium-temperature type azobenzene disperse dye and a preparation method thereof in order to solve the problems that types of intermediate temperate disperse dyes are lacked, an N-cyanoethyl-N-benzyl aniline medium-temperature type disperse dye is non-ideal in sublimation fastness and fastness to washing and benzyl chloride for benzylation can probably introduce a non-environment-friendly factor. The medium-temperature type azobenzene disperse dye has a general formula represented by the formula (I). An N-cyanoethyl-N-substitute-methyl (ethyl) naphthalene aniline structure is introduced into the disperse dye, so that the medium-temperature type disperse dye which is bright in color, high in fixation rate, high in sublimation fastness, high in fastness to washing and environment-friendly and has a simple production technology is prepared, FORMULA.

Description

technical field [0001] The invention relates to the technical field of disperse dyes, in particular to a medium-temperature azo disperse dye and its preparation method and application. Background technique [0002] With the continuous increase of polyester fiber production, the technology of textile and printing and dyeing industry has also made continuous progress. Different fabrics and different printing and dyeing processing methods have different requirements on the performance of dyes, so low-temperature, medium-temperature and high-temperature disperse dyes have successively appeared. Medium-temperature disperse dyes are a type of dye between the low-temperature type and the high-temperature type. It has a high color fixation rate at low temperature, and increases with the increase of the fixing temperature. Generally, the color fixation rate is relatively high. . Since the color fixing rate is less affected by temperature and the curve is flat, there will be no colo...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09B29/085C09B67/38D06P1/18D06P3/54
Inventor 孙岩峰冯国仁陈美芬简卫
Owner ZHEJIANG JIHUA GROUP