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Reactive red dye with high washing fastness and rubbing fastness and preparation method of reactive red dye

A red dye, reactive technology, used in reactive dyes, organic dyes, chemical instruments and methods, etc., can solve the problems of washing fastness and rubbing fastness that cannot meet real life and environmental protection, and the incompatibility of dyes. , to achieve the effects of excellent fastness, bright color and less isomers

Active Publication Date: 2015-01-14
TAIXING JINYUN DYESTUFF
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0010] Due to the large differences in the structure of the above-mentioned compounded dyes, the compatibility of the dyes is likely to be inconsistent, and the washing fastness and rubbing fastness cannot meet the needs of real life and environmental protection.

Method used

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  • Reactive red dye with high washing fastness and rubbing fastness and preparation method of reactive red dye
  • Reactive red dye with high washing fastness and rubbing fastness and preparation method of reactive red dye
  • Reactive red dye with high washing fastness and rubbing fastness and preparation method of reactive red dye

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] 1. Condensation reaction for intermediate preparation

[0048] 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 .

[0049] Two, thioether synthesis

[0050] 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.

[0051] 3. Sulfur ether oxidation

[0052] 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

[0064] 1. Condensation reaction for intermediate preparation

[0065] Add 15.5g of acetanilide to 135g of chlorosulfonic acid and react at 50-60°C for 2 hours, add dropwise 28.4g of thionyl chloride and react for 2 hours, dilute and precipitate and filter to obtain 58.7g (40.2%) of the tide product p-acetamidobenzenesulfonate acid chloride.

[0066] Two, thioether synthesis

[0067] Add 13.2g of 2-chloroethylamine hydrochloride to 8.7g of mercaptoethanol solution under stirring, adjust pH=4.5, and react at 50°C for 4 hours to generate 13.1g of β-hydroxyethylsulfide ethylamine. Cool down to 0°C, slowly add 58.7g (40.2%) of the wet product p-acetamidobenzenesulfonyl chloride, adjust pH=4.0, control the temperature at 0-2°C for 4 hours, separate and wash to obtain 31.1g p-acetamidobenzenesulfonamide ethyl Base-2-hydroxyethyl sulfide.

[0068] 3. Sulfur ether oxidation

[0069] Add 8g of water and 3.5g of sodium tungstate crystals into the three-necked flask, and dropwise add ...

example 1

[0082] The synthetic reactive red dye of example 1 has the following characteristics compared with reactive red M-3BE:

[0083] Table 1

[0084]

[0085] During the test of the performance indicators in Table 1, the following standards were used:

[0086] GB / T2374-2007 General Conditions for Determination of Dye Dyeing

[0087] GB / T2381-2013 Dyes and dye intermediates - Determination of insoluble content

[0088] GB / T2386-2006 Determination of moisture in dyes and dye intermediates

[0089] GB / T2387-2013 Reactive dyes - Determination of shade and intensity

[0090] GB / T2389-2006 Reactive dyes - Determination of the relative content of hydrolyzed dyes and standard samples

[0091] GB / T2390-2013 Determination of pH value of dyes

[0092] GB / T2391-2006 Reactive dyes - Determination of color fixation rate

[0093] GB / T3671.1-1996 Determination method of solubility and solution stability of water-soluble dyes

[0094] GB3899.1-2007 Nomenclature of Dyestuff Products for Te...

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Abstract

The invention discloses a reactive red dye with high washing fastness and rubbing fastness and a preparation method of the reactive red dye. Acetanilide reacts with chlorosulfonic acid and sulfoxide chloride to generate acetylsulfanilyl chloride; acetylsulfanilyl chloride is condensed with a sulfide generate by reacting a 2-chlorethamin hydrochloride with mercaptoethanol to obtain thioether; the thioether is oxidized and esterified to obtain 2-[2-(4-aminobenzenesulfonamido) ethyl sulfuryl] hydroxyethyl sulfate which is primarily condensed with cyanuric chloride and secondarily condensed with H acid to obtain a condensation compound; the condensation compound is cooled and then coupled with the diazonium salt of 1.5 acid under an alkaline condition, and the product is filtered and then the filtrate is collected and is subjected to direct spray drying to obtain a semi-finished product. The reactive red dye has the characteristics of bright color, high solubility high substantivity, high compatibility, high lifting power, high fixation rate, excellent diversified fastness and the like. The reactive red dye is suitable for dyeing, printing and pad dyeing of cellulosic fibers, protein fibers, viscose and polyarmide fibers, and higher than common types in rubbing fastness and washing fastness by 0.5 to 1 level.

Description

technical field [0001] The invention relates to the technical field of fine chemicals, in particular to a reactive red dye with high washing fastness and rubbing fastness and a preparation method thereof. Reactive red dyes have the characteristics of bright color, high solubility, high directness, good compatibility, high lifting power, high color fixing rate, and excellent fastness. The dye is suitable for dyeing, printing and pad dyeing of cellulose fiber, protein fiber, viscose fiber and polyamide fiber, and its washing fastness and rubbing fastness are higher than the 0.5-1 level of general varieties. Background technique [0002] The amount of reactive red dyes is second only to that of black. The main products are C.I reactive red 195, C.I reactive red 239 (reactive red M3BE), C.I reactive red 198, reactive red M-8B, etc. These kinds of red Although the varieties can be dyed on cellulose fibers to obtain shades of different vividness, the shades of C.I Reactive Red 19...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09B62/51D06P1/384D06P3/66D06P3/10D06P3/24
Inventor 肖卫国奚进唐炬吴新荣李华美丁骏黄红英
Owner TAIXING JINYUN DYESTUFF
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