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A kind of red active dye and its method for dyeing cotton fiber in non-aqueous medium

A reactive dye, non-aqueous medium technology, used in the field of red reactive dye preparation, can solve the problems of low dye uptake, reactive dye retention, etc.

Active Publication Date: 2020-08-25
DONGHUA UNIV +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The existing commercial reactive dyes cannot fully adapt to the dyeing conditions in non-aqueous media. The main performance is that the dyeing rate is not high, causing a large amount of reactive dyes to stay in the dyeing medium

Method used

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  • A kind of red active dye and its method for dyeing cotton fiber in non-aqueous medium
  • A kind of red active dye and its method for dyeing cotton fiber in non-aqueous medium
  • A kind of red active dye and its method for dyeing cotton fiber in non-aqueous medium

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0060] The first step: diazotization of p-aminoanisole-3-sulfonic acid

[0061] P-aminoanisole-3-sulfonic acid (20.3g, 0.1mol, Zhejiang Longsheng Dye Chemical Co., Ltd., 99.22%) was dissolved in 200mL of water, and the concentration was added dropwise with 30% hydrochloric acid to adjust the pH<3, controlled by an ice-salt bath Temperature 0-5°C. Sodium nitrite (8.3g, 0.12mol, Jinan Kunfeng Chemical Co., Ltd., 99.5%) was formulated into an aqueous solution with a concentration of 30%, and slowly added dropwise to the above-mentioned p-aminoanisole-3-sulfonic acid solution. , keep the temperature at 0-5°C and pH<3, and react for 15-30min. Excessive nitrous acid is destroyed with sulfamic acid (Shandong Mingda Chemical Technology Co., Ltd., 99.5%), and sulfamic acid is added, and the product generated is an aqueous suspension of p-aminoanisole-3-sulfonic acid diazonium salt, See compound 1 for the structure.

[0062]

[0063] The second step: Coupling of p-aminoanisole-3-s...

Embodiment 2

[0083] The first step, the condensation of cyanuric chloride and H acid

[0084] Cyanuric chloride (9.2g, 0.05mol, Zhejiang Longsheng Dye Chemical Co., Ltd., 98%) mixed with 100mL water (containing 1% emulsifier TX-100, Nantong Yongle Chemical Co., Ltd., 98%), cooled to 0 -5°C, adjust pH=5-6 with 5% NaOH. H acid (16.0 g, 0.05 mol, Zhejiang Longsheng Dye Chemical Co., Ltd., wet cake, solid content 85.48%) was mixed with water (200 mL), and dissolved by adding 10% NaOH (pH<7). At 0-5°C, slowly add the H acid solution dropwise to the above-mentioned aqueous suspension of cyanuric chloride, during which time, continuously dropwise add NaOH with a concentration of 5% to adjust the pH=5-6, and keep the reaction for 2-3h. The resulting product was an aqueous solution of compound 7.

[0085]

[0086] The second step, the coupling of compound 1 and compound 7

[0087] The synthesis method of Compound 1 is shown in Example 1.

[0088] At 0-5°C, the aqueous suspension of compound ...

Embodiment 3

[0098] The first step, diazotization of meta-ester-4-sulfonic acid

[0099] Meta-ester-4-sulfonic acid (18.0g, 0.05mol, provided by Zhejiang Longsheng Dyestuff Chemical Co., Ltd., wet filter cake, solid content 56.5%) was mixed with 150mL water, and 30% hydrochloric acid was added dropwise to adjust the pH<3 , cooled to 0-5°C, sodium nitrite (4.2g, 0.06mol) was added dropwise, and the reaction was kept for 2h. Excess nitrous acid was destroyed with sulfamic acid to give compound 10 as an aqueous suspension.

[0100]

[0101] The second step, the synthesis of compound 1-3

[0102] Compound I-3 is prepared by coupling compound 10 and compound 9, and the synthesis method of compound 9 is detailed in Example 2.

[0103] At room temperature, add the above-mentioned aqueous suspension of compound 10 dropwise to the aqueous solution of compound 9 prepared in Example 2. During this period, continuously dropwise add NaOH with a concentration of 5% to adjust the pH=4-6, and keep th...

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Abstract

The invention discloses red reactive dye. The structure of the red reactive dye is as shown in formula I, wherein R1 and R2 are independently selected from hydrogen and substituted or non-substitutedC1-C4 alkyl; X is F, Cl or Br; R3 and R4 are independently selected from C1-C4 alkoxy, halogen, hydroxyl and sulfonic group; D1 and D2 are independently selected from substituted phenyl. The red reactive dye has high solubility in non-aqueous media and high affinity to cotton fibers and can dye the cotton fibers in a high dye uptake manner, and corresponding part of hydrolyzed dye which is not fixed to the fibers can be easily washed.

Description

technical field [0001] The invention belongs to the technical field of fine chemicals, and relates to a red reactive dye, a preparation method and a method for dyeing cotton fibers in a non-aqueous medium. Background technique [0002] Reactive dyes are the preferred dyes for cotton fiber dyeing, with excellent fastness. The existing commercialized reactive dyes all dye cotton fibers in water, so a large amount of colored wastewater will be produced after dyeing, which is unfavorable to the protection of the water environment. my country is a big printing and dyeing country, and the total amount of printing and dyeing wastewater produced by dyeing accounts for 1 / 4 of the total industrial wastewater. Existing commercial reactive dyes cannot fully adapt to the dyeing conditions in non-aqueous media. The main performance is that the dyeing rate is not high, resulting in a relatively large amount of reactive dyes staying in the dyeing medium. [0003] In view of this, it is ne...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D251/50C07D251/00C09B62/09D06P1/382D06P3/66
Inventor 何瑾馨沈永嘉王晗董霞茆勇军武文俊刘翔宇
Owner DONGHUA UNIV