Reactive dye containing iso-dication groups as well as preparation method and application of reactive dye

A dicationic, reactive dye technology, applied in reactive dyes, dyeing methods, azo dyes, etc., can solve the problem of low dyeing fixation rate, reduce environmental pollution, excellent color fastness, good color fastness Effect

Inactive Publication Date: 2019-06-21
DONGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The technical problem to be solved by the present invention is to provide a reactive dye with heterobicationic groups and its preparation method and application, which overcomes the low dyeing fixation rate of existing reactive dyes.

Method used

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  • Reactive dye containing iso-dication groups as well as preparation method and application of reactive dye
  • Reactive dye containing iso-dication groups as well as preparation method and application of reactive dye
  • Reactive dye containing iso-dication groups as well as preparation method and application of reactive dye

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0056] This embodiment synthesizes the reactive dyes of high fixation rate different cation groups, and its structural formula is:

[0057]

[0058] (1) Preparation of pyridine quaternary ammonium salt: Dissolve 11.6g (0.1mol) 2-chloroethylamine hydrochloride in deionized water, add 24.1mL (0.3mol) pyridine in a 500mL three-necked flask, stir with a magnetic stirrer, and Reflux at 95°C for 3h. The aqueous layer was acidified to pH 2 using concentrated hydrochloric acid, rotovapped under vacuum to form a slurry, the slurry was added dropwise to isopropanol, and the solidified product was filtered, washed with acetone, and dried.

[0059] (2) Preparation of aromatic quaternary ammonium salt (3-amino-N,N,N-trimethylbenzyl ammonium sulfate solution): Add 15g (0.1mol) m-aminoacetanilide into a three-necked flask, add 150mL Stir the deionized water until completely dissolved, then add 33.6g (0.4mol) NaHCO 3 . At room temperature, 37.23 mL (0.4 mol) of dimethyl sulfate (DMS) wa...

Embodiment 2

[0066] This embodiment synthesizes the reactive dyes of high fixation rate different cation groups, and its structural formula is:

[0067]

[0068] (1) Preparation of pyridine quaternary ammonium salt: Dissolve 11.6g (0.1mol) 2-chloroethylamine hydrochloride in deionized water, add 24.1mL (0.3mol) pyridine in a 500mL three-necked flask, stir with a magnetic stirrer, and Reflux at 95°C for 3h. Concentrated hydrochloric acid was used to acidify the aqueous layer to pH 2, and rotary evaporated under vacuum to form a slurry. The slurry was added dropwise to isopropanol, and the solidified product was filtered, washed with acetone, and dried to obtain a pyridinium quaternary ammonium salt.

[0069] (2) Preparation of aromatic quaternary ammonium salt (3-amino-N,N,N-trimethylbenzyl ammonium sulfate solution): Add 15g (0.1mol) m-aminoacetanilide into a three-necked flask, add 150mL Stir the deionized water until completely dissolved, then add 33.6g (0.4mol) NaHCO 3 . At room t...

Embodiment 3

[0075] This embodiment synthesizes the reactive dyes of high fixation rate different cation groups, and its structural formula is:

[0076]

[0077] (1) Preparation of pyridine quaternary ammonium salt: Dissolve 11.6g (0.1mol) 2-chloroethylamine hydrochloride in deionized water, add 24.1mL (0.3mol) pyridine in a 500mL three-necked flask, stir with a magnetic stirrer, and Reflux at 95°C for 3h. The aqueous layer was acidified to pH 2 using concentrated hydrochloric acid, rotovapped under vacuum to form a slurry, the slurry was added dropwise to isopropanol, and the solidified product was filtered, washed with acetone, and dried.

[0078] (2) Preparation of aromatic quaternary ammonium salt (3-amino-N,N,N-trimethylbenzyl ammonium sulfate solution): Add 15g (0.1mol) m-aminoacetanilide into a three-necked flask, add 150mL Stir the deionized water until completely dissolved, then add 33.6g (0.4mol) NaHCO 3 . At room temperature, 37.23 mL (0.4 mol) of dimethyl sulfate (DMS) wa...

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Abstract

The invention relates to reactive dye containing iso-dication groups as well as a preparation method and an application of the reactive dye. The preparation method comprises steps as follows: pyridinequaternary ammonium salt and four aromatic quaternary ammonium salts corresponding to R1 are synthesized; cyanuric chloride and pyridine quaternary ammonium salt react, and a primary condensation product is obtained; an intermediate corresponding to R2 and the primary condensation product react to obtain a secondary condensation product; the secondary condensation product and diazonium salt of quaternary ammonium salt of the intermediate corresponding to R1 are subjected to a coupling reaction, salting out and filtration are performed, and the reactive dye is obtained. The reactive dye containing iso-dication groups has good water solubility, is novel in structure and high in fixation rate and can be used for salt-free and low-alkaline dyeing of cotton fiber, meanwhile, and a solution isprovided for dyeing of wool and acrylic blending with a one-bath process.

Description

technical field [0001] The invention belongs to the field of reactive dyes, in particular to a reactive dye with heterobicationic groups and its preparation method and application. Background technique [0002] In cotton fiber dyeing, commercial reactive dyes have been developed for more than 60 years. Reactive dyes have the advantages of complete chromatogram, bright color, low cost, convenient application, and no carcinogenic aromatic amines in the dye structure. It has become the second largest dye after disperse dyes. The 6-hydroxyl group on the surface undergoes a covalent reaction combination, which greatly improves the wet fastness. However, since the molecules of reactive dyes cannot provide sufficient directness and exhaustion, a higher pH value or reaction time is required during the dyeing process, and a high concentration of NaCl or Na 2 SO 4 (up to 100g / L) and alkaline agent (up to 20g / L), causing serious environmental pollution. Usually, commercial reactive...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09B62/085D06P1/382D06P3/66D06P3/14D06P3/70D06P3/85
Inventor 赵涛王美慧
Owner DONGHUA UNIV
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