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Fluorine containing reactive dyes

A technology of dyes and active groups, applied in the direction of reactive dyes, organic dyes, azo dyes, etc., can solve the problems of lack of dye teaching

Inactive Publication Date: 2012-01-11
司色艾印染科技(上海)有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, all of these references lack specific teaching of these dyes

Method used

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  • Fluorine containing reactive dyes
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Examples

Experimental program
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Effect test

Embodiment 1

[0142] Embodiment 1: the preparation of sulfuric acid mono-[2-(4-amino-2-trifluoromethyl-benzenesulfonyl)-ethyl] ester

[0143] a) Preparation of 2-(4-nitro-2-trifluoromethyl-phenylthio)-ethanol

[0144] In a 250ml three-necked round bottom flask equipped with an overhead stirrer, thermometer and a drying tube, add 18.5g of potassium carbonate, 100ml of dimethyl sulfoxide and 41.82g of 2-fluoro-5-nitro Trifluorotoluene.

[0145] To the resulting yellow suspension was added 15.79 g of 2-mercaptoethanol dropwise over 45 minutes while allowing the temperature to rise to 43°C before cooling to ambient temperature. The reaction mixture was added to 400ml of 2N hydrochloric acid, and the oily substance was separated. During separation, the oily substance (53.45g) could be collected after standing for separate layers. The resulting oil was used directly in the next step without purification.

[0146] The resulting oil showed analytical data consistent with the expected structure. ...

Embodiment 2

[0155] Embodiment 2: the preparation of sulfuric acid mono-[2-(4-amino-2-fluoro-benzenesulfonyl)-ethyl] ester

[0156] a) Preparation of 2-(2-fluoro-4-nitrophenylsulfanyl)-ethanol

[0157] In a 100ml three-necked round bottom flask equipped with an overhead stirrer, thermometer and a drying tube, add 11.61g of potassium carbonate, 50ml of dimethyl sulfoxide and 20.04g of 3,4-difluoronitro aniline. To the resulting yellow suspension was added dropwise 12.39 g of 2-mercaptoethanol while allowing the temperature to rise to 40°C before cooling to ambient temperature.

[0158] The resulting orange reaction mixture was added to 200 ml of 2N hydrochloric acid, an oil was separated and then solidified to give a bright yellow solid. The obtained yellow solid was collected by filtration and sucked dry to obtain 26.28 g of solid product, which was directly used in the next reaction without purification. The resulting solid showed analytical data consistent with the expected structure....

Embodiment 3

[0167] Sulfate mono-[2-(4-amino-2-trifluoromethyl-benzenesulfonyl)-ethyl] ester (2.86g, 0.0082mol) was added to 50ml of water, stirred, adjusted with 10% sodium bicarbonate solution The pH was brought to 6.5 to obtain a solution. Sodium nitrite (0.57 g, 0.0082 mol) was added to the resulting solution, and after stirring for ten minutes, the resulting solution was added dropwise to a stirred mixture of ice (50 g) and concentrated hydrochloric acid (10 ml), the temperature being ensured by using external cooling Maintain at <5°C. After another 30 minutes, the diazotization reaction was completed, and sulfamic acid was added to remove excess nitrite. Monoazo dye (7.08 g, 0.0082 mol) prepared according to the prior art with the following formula

[0168]

[0169] Dissolve in 100ml of water, then add the diazonium salt solution in batches within 15 minutes, and keep the pH value at 5.0-6.0 by adding 2N sodium carbonate solution. After stirring overnight, the resulting reactio...

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Abstract

The present invention claims dyestuffs of the formula (I) wherein X1, RG, R1, R2, Z1, a, b and M are defined as given in claim 1, a method for their preparation and their use.

Description

(1) Technical field [0001] The invention relates to the technical field of fiber-reactive azo dyes. (2) Background technology [0002] Dyes and colorants each containing a fluorine atom (in the form of trifluoromethyl) are known and described in the literature. For example, GB732121 discloses a monoazoic acid dye containing a trifluoromethyl-benzenesulfonic acid. With regard to fiber reactive dyes, trifluoromethyl groups are within the scope of the general teaching of eg GB2259710A, EP0094020A1, EP0354409A1, EP0385426A1, EP0433764A1, EP470930A1, EP0603116A1 and EP0872523A2. However, all of these references lack specific teaching of these dyes. Cyclofluorinated monoazoaniline pigments are described in Dyes and Pigments 42 (1999) 159-172. Further, fiber-reactive tribenzodioxazine dyes carrying one fluorine atom on the tribenzodioxazine chromophore are described in WO2007 / 077129A2. Fiber reactive dyes containing fluorine atoms are also described in EP0167785A1 and EP0043560...

Claims

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Application Information

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IPC IPC(8): C09B62/44C09B62/51C09B62/513
CPCC09B62/513C09B62/51C09D11/328C09B62/4413
Inventor W·埃比尼泽S·埃伦伯格
Owner 司色艾印染科技(上海)有限公司
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