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Diethylene sulfone type reactive salt-free liquid dye, preparation method and application

A double vinyl sulfone type, liquid dye technology, applied in the direction of reactive dyes, application, dyeing method, etc., can solve the problems of water solubility decline of dyes, unable to obtain vinyl sulfone type structure, etc., and achieve the effect of maintaining pH stability

Inactive Publication Date: 2018-10-23
TIANJIN JINGLI DIGITAL TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, this method cannot obtain a complete vinyl sulfone structure. Under optimized conditions, namely 32 ° C, pH = 11, hydrolysis for 1 hour, the proportion of double vinyl sulfone structure does not exceed 97%.
After ethylsulfate is converted into vinyl sulfone group, the water solubility of the dye will inevitably decrease. Although this problem can be improved by the exchange of dye ions, it has not been reported that it can accurately control the different ions in the human structure. ratio, so as to ensure the stability of product quality

Method used

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  • Diethylene sulfone type reactive salt-free liquid dye, preparation method and application
  • Diethylene sulfone type reactive salt-free liquid dye, preparation method and application
  • Diethylene sulfone type reactive salt-free liquid dye, preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0055]

[0056] Step 1: Preparation of vinylsulfone-based reactive sodium salt dye-free color paste

[0057] Add 1,500 parts of water and 366 parts of 4-vinylsulfonylaniline into reaction tank 1, stir evenly, add 608 parts of hydrochloric acid (30%), add 2,000 parts of ice, and cool down to 0°C. Add 400 parts of water to the reaction tank 2, add 141 parts of sodium nitrite, stir until the sodium nitrite is completely dissolved, add the sodium nitrite solution into the reaction tank 1, diazotization reaction for 2 hours, control the reaction temperature 0-5 °C, use starch-KI test paper to detect the presence of nitrous acid. After the reaction, excess nitrous acid was removed with urea. Add 341 parts of H acid monosodium salt into reaction tank 1, and act for 6 hours at 10-15°C and pH≤2. Add 1000 parts of ice into the reaction tank 1, lower the temperature to below 10°C, add sodium carbonate, control the pH to 5.5-6.0, and react for 1 hour. If no diazonium salt is detected...

Embodiment 2

[0082]

[0083] Step 1: Preparation of vinylsulfone-based reactive sodium salt dye-free color paste

[0084] Add 800 parts of water and 183 parts of 4-vinylsulfonylaniline to the reaction tank 1, stir evenly, add 304 parts of hydrochloric acid (30%), add 1000 parts of ice, and cool down to 0°C. Add 200 parts of water to the reaction tank 2, add 70.5 parts of sodium nitrite, stir until the sodium nitrite is completely dissolved, add the sodium nitrite solution into the reaction tank 1, and carry out the diazotization reaction for about 2 hours. Control the reaction temperature 0- At 5°C, use starch-KI test paper to detect the presence of nitrous acid. After the reaction, excess nitrous acid was removed with urea. Add 341 parts of H acid monosodium salt into reaction tank 1, and act for 6 hours at 10-15°C and pH≤2. Add 800 parts of water to reaction tank 3, add 213 parts of 2-methoxy-5-vinylsulfonylaniline, stir evenly, add 304 parts of hydrochloric acid (30%), add 1000 par...

Embodiment 3

[0094]

[0095] Step 1: Preparation of vinylsulfone-based reactive sodium salt dye-free color paste

[0096] Change 183 parts of 4-vinylsulfone anilines in step one in embodiment 2 into 267 parts of 2,5-diacetyl-4-vinylsulfone anilines, and change 213 parts of 2-methoxyl groups-5-vinylsulfone anilines into into 183 parts of 4-vinylsulfone aniline, salting out into 20% sodium chloride, and other conditions unchanged, 1519 parts of filter cakes were obtained, the dye content was 43.78%, the HPLC purity was 92.64%, and the yield was 79.69%; Color paste concentration C of UV intensity meter 2a 18.16%, HPLC purity M 2a 3800 parts of 96.36% (603nm) salt-free color paste, in which Ca 2+ Ion content 105ppm, Mg 2+ Ion 77ppm, Cl -1 Ion content 33ppm, SO 4 2- The ion content is 223ppm.

[0097] Step 2: Preparation of vinylsulfone-based active lithium salt dye salt-free color paste

[0098] In the above synthesis steps, NaOH, sodium nitrite and sodium carbonate are replaced by ...

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Abstract

The present invention provides a diethylene sulfone type reactive salt-free liquid dye. The diethylene sulfone type reactive salt-free liquid dye is of a structure shown in a following formula (1), wherein the formula (1) is shown in the attached figure; Y is derived from the chromophore raw material, and the chromophore comprises one of aromatic hydrocarbons or heterocyclic aromatic hydrocarbons;R1 and R2 are respectively selected from one of hydrogen, C1 to C6 alkyl groups, hydroxyl groups and amino acid groups, C1 to C6 secondary amine groups, C1 to C6 tertiary amine groups, and C1 to C6 alkoxy groups, carbonyl groups, sulfonate groups or phosphate groups; M1 and M2 are respectively selected from one type of ion in organic amine, inorganic amine or alkaline metal, preferably ion in lithium, sodium, potassium or ammonia; the organic bonding groups T1 and T2 are respectively selected from one of benzene ring, naphthalene ring, anthracene ring, phenanthrene ring and pyrene ring or benzene ring, naphthalene ring, anthracene ring, phenanthrene ring and pyrene ring containing substituent groups. The diethylene sulfone type reactive salt-free liquid dye has the advantages that when the salt-free color paste is stored for one year at normal temperature, the dye or salt is not separated out; the pH (potential of hydrogen) value is stable; the dyeing property and filtering property can maintain good reproducibility.

Description

technical field [0001] The invention belongs to the field of vinylsulfone-based reactive dyes, in particular to a double vinylsulfone-type reactive salt-free liquid dye, a preparation method and an application. Background technique [0002] Compared with the reactive dyes of monoethylsulfone sulfate, reactive dyes containing polyethylsulfone sulfate have a higher coloring rate for natural cellulose fabrics, and are an important reactive dye, such as reactive black KN-B , reactive blue 250, reactive blue 203 and reactive red 278, etc. However, if they are stored in an aqueous solution for a long time, hydrolysis reactions will also occur. Moreover, compared with the reactive dyes of monoethylsulfone sulfate, the reactive dyes of polyethylsulfone sulfate are more hydrolyzed, the pH value of the system drops more, and the concentration of inorganic electrolytes produced by hydrolysis is often more, which leads to the use of these salt-free dyes. The textile ink configured wit...

Claims

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Application Information

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IPC IPC(8): C09B62/51C09B62/513C09B62/503C09B67/22C09D11/328D06P1/384D06P5/30
CPCC09B62/503C09B62/51C09B62/513C09B67/005C09B67/0059C09D11/328D06P1/384D06P5/30
Inventor 吴先国王焕卢阳光朱烨林李荣才张杰杨慧霞
Owner TIANJIN JINGLI DIGITAL TECH CO LTD