Method for preparing water soluble vinyl-sulfone polyurethane class high molecular reactive dye with diazo coupling method

A polyurethane and vinyl sulfone type technology, applied in the field of polymer dyes, can solve the problems of high pollution, high cost, and poor affinity for polar fibers, etc., and achieve improved heat resistance, strong tinting power, and bright colors Effect

Inactive Publication Date: 2010-07-07
WUHAN TEXTILE UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The disadvantage is that the synthetic polyurethane polymer dye has no active groups that can further react with the dyeing substrate, and the polymer dye is insoluble in water
[0009] The disadvantage is that the prepared polyurethane polymer dye has no active groups that can further react with the dyeing substrate, and the polymer dye has weak water solub

Method used

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  • Method for preparing water soluble vinyl-sulfone polyurethane class high molecular reactive dye with diazo coupling method
  • Method for preparing water soluble vinyl-sulfone polyurethane class high molecular reactive dye with diazo coupling method
  • Method for preparing water soluble vinyl-sulfone polyurethane class high molecular reactive dye with diazo coupling method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Take 9.05 grams (0.05mol) of N-phenyldiethanolamine, add 150mL of DMF, magnetically stir to dissolve, add dropwise 8.807 grams (0.05mol) of toluene-2,4-diisocyanate (TDI) and a small amount of dibutyltin, Under protection, the temperature was raised to 85°C for 12 hours. After precipitation, filtration, washing and drying, a white polyurethane precursor solid was obtained.

[0037] Take 1.65mL of concentrated sulfuric acid, add it to 10mL of water, mix well, and wait until the temperature drops to 0°C for later use. Take 3.51 grams (0.012mol) of p-aminoazobenzene-β hydroxyethylsulfone sulfate (para-ester) and add it to 30mL of water, then add 10% sodium carbonate solution, adjust the pH of the system to 6-7, and stir until the para-position After the ester is completely dissolved, add 0.836 g of 99% (0.012 mol) sodium nitrite solid, stir until it is completely dissolved, and slowly add it dropwise into the above sulfuric acid solution, and stir until there is no free a...

Embodiment 2

[0040] The same polyurethane precursor as in Example 1 was used. Take 3.571 g (0.01 mol) of the same polyurethane precursor in Example 1, dissolve it completely with 100 mL of N,N'-dimethylformamide, and then lower the temperature of the solution to 0° C. with an ice-water bath.

[0041] Take 3mL of 36.5% concentrated hydrochloric acid, add it to 30mL of water, mix well, and wait until the temperature drops to 0°C for later use. Take 3.51 grams (0.012mol) of the para-ester and add it to 30mL of water, then add 10% sodium carbonate solution, adjust the pH of the system to 6-7, stir until the para-ester is completely dissolved, then add 0.836 grams of 99% (0.012mol) Sodium nitrate solid, stirred until completely dissolved, then slowly added dropwise to the above hydrochloric acid solution, and stirred until no free amine was present, which was the end point.

[0042] Slowly add the above-mentioned diazonium salt solution to the above-mentioned polyurethane precursor solution dr...

Embodiment 3

[0044] The same polyurethane precursor as in Example 1 was used. Take 3.571 g (0.01 mol) of the same polyurethane precursor in Example 1, dissolve it completely with 100 mL N, N'-dimethylformamide, and then lower the temperature of the solution to 0° C. with an ice-water bath.

[0045] Take 0.40mL of concentrated sulfuric acid, add it to 10mL of water, mix well, and wait until the temperature drops to 0°C for later use. Get 0.732 grams (2.5 mmol) of the para-ester and add it to 30 mL of water, then add 10% sodium carbonate solution, adjust the pH of the system to 6-7, stir until the para-ester is completely dissolved, then add 0.174 grams of 99% (2.5 mmol) Sodium nitrate solid, stirred until completely dissolved, then slowly added dropwise to the above sulfuric acid solution, stirred until no free amine was present, which was the end point.

[0046] Slowly add the above-mentioned diazonium salt solution to the above-mentioned polyurethane precursor solution dropwise, uniforml...

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Abstract

The present invention relates to a method for preparing water soluble vinyl-sulfone polyurethane class high molecular reactive dye with a diazo coupling method. A polyurethane precursor is used as a high molecular skeleton, diazo salt is then prepared from hydroxyethyl sulfone sulfate class arylamine, the diazo salt finally has diazo coupling reaction with the polyurethane precursor, and the water soluble vinyl-sulfone polyurethane class high molecular reactive dye is prepared. The dye having good water solubility can react with materials containing hydroxy or amino groups under alkaline conditions to complete color fixation. The problems about dyeing fastness, etc are solved. The method has the advantages of simple synthesis thought, easy functionality control, high diazo coupling rate, etc. The dye can be used for dyeing materials containing cotton, hemp, silk, fur, leather, paper, etc, can be used in the spinning processing of spandex stock solution for preparing colored spandex, can be used as the coloring agent and the filler of plastics, rubber, paint and adhesives, and can be used as the coloring agent ingredient of digital jet printing ink.

Description

technical field [0001] The invention relates to a method for preparing water-soluble vinyl sulfone type polyurethane polymer reactive dyes by a diazo coupling method, belonging to the field of polymer dyes. Background technique [0002] In the field of dyes, general dyes (except reactive dyes) are fixed on the dyed material through ionic bonds, hydrogen bonds, hydrophobic interactions, etc., the binding force is not strong, and it is easy to migrate to the surface of the material during the process of placing, washing, and dry cleaning. , resulting in continuous shedding and fading, while small molecule reactive dyes have defects such as low dye utilization rate and serious environmental pollution. With people's emphasis on green and environmental protection, many fields have special requirements for the performance of dyes, which makes people turn their attention to the synthesis and development of substitute dyes. The polymerization of low molecular dyes can effectively so...

Claims

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Application Information

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IPC IPC(8): C09B62/51C09B67/24
Inventor 易长海甘厚磊金雪王罗新邹汉涛
Owner WUHAN TEXTILE UNIV
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