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Novel ultradeep reactive orange or yellow dye and preparation method thereof

A yellow dye, deep reaction technology, applied in reactive dyes, dyeing methods, organic dyes, etc., can solve problems such as unsatisfactory blackness, large performance differences, easy to cause color flowers, etc., to improve absolute color fixation rate and other Various fastnesses, less isomers, and the effect of saving dosage

Active Publication Date: 2015-05-06
TAIXING JINYUN DYESTUFF
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, as a black dye, its blackness and dyeing depth are not good. Korean dye scientists use the principle of complementary colors to add orange dyes to greatly improve the blackness of cotton fabrics, but at the same time there are the following serious shortcomings: (1) The blackness is still not ideal, It cannot reach the level of deep black; (2) The directness of the two to cellulose fibers is quite different, the dyeing compatibility is not good, and the affinity to fibers is quite different, and the dyeing process is easy to cause color flowers; orange dyes in the process of adding alkali Easy to hydrolyze and cause stains; (3) The performance of dyeing is quite different, and the reaction rate of reactive orange KN-GR (V) is faster

Method used

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  • Novel ultradeep reactive orange or yellow dye and preparation method thereof
  • Novel ultradeep reactive orange or yellow dye and preparation method thereof
  • Novel ultradeep reactive orange or yellow dye and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] 1. Condensation reaction for intermediate preparation

[0044] Add 15.8g of acetanilide to 128g of chlorosulfonic acid and react at 40-65°C for 2 hours, add dropwise 26.7g of thionyl chloride and react for 2 hours, dilute and precipitate and filter to obtain 59g (40%) of wet product p-acetamidobenzenesulfonyl chloride .

[0045] Two, thioether synthesis

[0046] Add 13.5g of 2-chloroethylamine hydrochloride to 8.7g of mercaptoethanol solution under stirring, adjust pH=4.8, and react at 55°C for 4 hours to generate 13.2g of β-hydroxyethylsulfide ethylamine. Cool down to 0°C, slowly add 59g (40%) of the tide product p-acetaminobenzenesulfonyl chloride, adjust pH=3.8, control the temperature at 0-2°C for 4 hours, separate and wash to obtain 30.7g p-acetamidobenzenesulfonamide ethyl -2-Hydroxyethyl sulfide.

[0047] 3. Sulfur ether oxidation

[0048] Add 3.15g of sodium tungstate crystals and 6g of water into the three-necked flask, and add 0.45g of 30% hydrochloric aci...

Embodiment 2

[0066] Steps one to nine are exactly the same as in Example 1.

[0067] 10. Diazotization of 2-methoxy-4-(β-hydroxyethylsulfone sulfate) aniline

[0068] Add 10g of water and 80g of ice to a 250ml beaker, add 32.5g of 100% 2-methoxy-4-(β-hydroxyethylsulfone sulfate) aniline under stirring, beat at 0°C for 1 hour, and then add 11g 30% hydrochloric acid, then add 7.11g (97%) industrial sodium nitrite (mixed with 30% sodium nitrite solution) from under the liquid surface, control the temperature at 6°C, KI test paper is slightly blue, and Congo red test paper is deep blue After adding the sodium nitrite solution, keep the temperature at 6°C, and react with a slight blue color of KI test paper for 1 hour. Before coupling, use a small amount of sulfamic acid to eliminate the slight excess of nitrous acid.

[0069] Eleven, triple coupling

[0070]Add 2-methoxy-4-(β-hydroxyethylsulfone sulfate) aniline diazonium salt into the secondary coupling solution that has reached the end poi...

Embodiment 3

[0072] Steps one to nine are exactly the same as in Example 1.

[0073] 10. Diazotization of 2-sulfonic acid-4-(β-hydroxyethylsulfone sulfate) aniline

[0074] Add 10g of water and 140g of ice into a 250ml beaker, add 35g of 2-sulfonic acid-4-(β-hydroxyethylsulfone sulfate) aniline under stirring, beat at 0°C for 1 hour, and then add 6g of 30 % hydrochloric acid, then add 6.98g (97%) industrial product sodium nitrite (being mixed with 30% sodium nitrite solution) from under the liquid surface, control temperature 8 ℃, KI test paper slightly blue, Congo red test paper dark blue, After adding the sodium nitrite solution, keep the temperature at 8°C, and react with a slight blue color of KI test paper for 40 minutes, and use a small amount of sulfamic acid to eliminate the slight excess of nitrous acid before coupling.

[0075] Eleven, triple coupling

[0076] Add 2-sulfonic acid-4-(β-hydroxyethylsulfone sulfate) aniline diazonium salt into the secondary coupling solution that ...

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PUM

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Abstract

The invention discloses a novel ultradeep reactive orange or yellow dye and a preparation method thereof. The preparation method comprises the following steps: carrying out tertiary coupling on 3,5-diamido-benzoic acid and 4-methyl-2-sulfo-aniline (or derivatives), 2-[2-(4-aminophenylsulfamido)ethylsulfuryl]hydroxyethyl sulfate, 2-[2-(4-aminophenylformamido)ethylsulfuryl]hydroxyethyl sulfate or diazonium salt of 2-methoxy- or 2-methyl- or 2-chloro- or 2-hydro- or 2-sulfo-4-(beta-hydroxyethylsulfurylsulfate)aniline, filtering, collecting the filtrate, and directly carrying out spray drying to obtain the semifinished product. The novel ultradeep reactive orange or yellow dye has the characteristics of bright color, deep color, high solubility, especially high compatibility with black, high lifting power, high fixation rate, favorable fastness and the like. The novel ultradeep reactive orange or yellow dye is suitable for dyeing, printing and pad dyeing of cellulose fibers, protein fibers, viscose fibers and polyamide fibers, has higher fastness to rubbing than common varieties by Grade 0.5-1, and has low nylon staining strength.

Description

technical field [0001] The invention relates to the technical field of fine chemicals, in particular to a novel ultra-dark reactive orange or yellow dye and a preparation method thereof. Background technique [0002] With the continuous improvement of the performance of nylon fabrics, polyester-cotton blended fabrics are more and more popular with the public, and the amount of reactive dyes is increasing, especially black reactive dyes, mainly reactive black KN-B (structural formula IV) accounts for To more than 50%, mainly because of low price and good washability. However, as a black dye, its blackness and dyeing depth are not good. Korean dye scientists use the principle of complementary colors to add orange dyes to greatly improve the blackness of cotton fabrics, but at the same time there are the following serious shortcomings: (1) The blackness is still not ideal, It cannot reach the level of deep black; (2) The directness of the two to cellulose fibers is quite diffe...

Claims

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Application Information

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IPC IPC(8): C09B62/513C09B67/22C09B67/24D06P1/384D06P3/66D06P3/10D06P3/24
Inventor 肖卫国奚进唐炬李华美丁骏黄红英
Owner TAIXING JINYUN DYESTUFF
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