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Azo dye acrylate, its copolymer latex paint dyeing water-based adhesive and preparation method thereof

A water-based adhesive and acrylate technology, which is applied in the field of its copolymer latex paint dyeing water-based adhesive and azo dye acrylate, can solve the problems of printing and dyeing wastewater, which are unfavorable for environmental protection, reducing strength, and damaging fibers.

Inactive Publication Date: 2011-12-21
SHANGHAI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] For pure cotton and silk dyeing, no matter what kind of dye is used for dyeing, there are problems such as damaging the fiber, reducing the strength, and producing a large amount of printing and dyeing wastewater, which is not conducive to environmental protection.

Method used

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  • Azo dye acrylate, its copolymer latex paint dyeing water-based adhesive and preparation method thereof
  • Azo dye acrylate, its copolymer latex paint dyeing water-based adhesive and preparation method thereof
  • Azo dye acrylate, its copolymer latex paint dyeing water-based adhesive and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0054] Example 1: Preparation of 2-chloro-4-nitro-4'-N, N-ethyl hydroxyethylaminoazophenyl acrylate (Ia)

[0055] Add 2-chloro-4-nitro-4'-(N-ethyl-N-β-hydroxyethyl ) 104.5 g (0.30 mol) of aminoazobenzene and 500 ml of dry acetone, stirred for 20 minutes, heated to 30 ° C, and slowly dropped in 40.7 g (0.45 mol) of acryloyl chloride with a constant pressure dropping funnel, and the dropwise addition was completed in about one hour . TLC tracking. After the reaction was completed, the system was cooled to 0° C., and under stirring, 300 ml of water was added to stop the reaction, and a large amount of yellow precipitates appeared. The yellow crude product is isolated by suction filtration, washed with ethanol and dried. Then recrystallize with acetone / ethanol to obtain 103 g of yellow powder, yield 85.3%. 1 H-NMR (ppm) δ: 8.41 (3H, m; 3, 5, 6-ArH); 8.15 (2H, m; 3', 5'-ArH); 7.03 (2H, m; 2', 6'- ArH); 6.43~5.80 (3H, m; CH 2 =CH-); 4.38 (2H, t; -OCH2-); 3.39 (2H, q; -CH2-); 1...

Embodiment 2

[0057] Example 2: Preparation of 2-chloro-4-nitro-2', 5'-dimethyl-4'-N, N-ethyl hydroxyethylaminoazophenyl acrylate (Ib)

[0058] This example is basically the same as Example 1, except that 2-chloro-4-nitro-2', 5'-dimethyl-4'-(N-ethyl-N-β-hydroxyethyl 113 grams (0.30mol) of aminoazobenzene 113 grams (0.30mol) replace above-mentioned raw material. 108 g of red powder were obtained with a yield of 83.6%. 1 H-NMR (ppm) δ: 8.43 (1H, m; 3-ArH); 8.11 (2H, m; 5, 6-ArH); 7.43 (1H, s; 3'-ArH); 6.47 (1H, s; 6'-ArH); 6.40~5.78(3H, m; CH 2 =CH-); 4.40 (2H, t; -OCH2-); 3.67 (2H, t; NCH2-); 3.40 (2H, q; -CH2-); 2.35 (6H, s; 2′, 5′-ArCH 3 ); 1.15(3H,t; -CH 3 ). Its structural formula is:

[0059]

Embodiment 3

[0060] Example three: Preparation of 2-chloro-4-nitro-6-cyano-2′-methyl-5′-acetylamino-4′-N, N-ethyl hydroxyethylaminoazophenyl acrylate ( Ic)

[0061] This example is basically the same as Example 1, except that 2-chloro-4-nitro-6-cyano-2'-methyl-5'-acetylamino-4'-(N-ethyl- N-hydroxyethyl) aminoazobenzene 133.4 grams (0.30mol) replaces the raw material among the embodiment one. 120.7 g of blue powder was obtained with a yield of 80.7%. 1 H-NMR (ppm) δ: 10.01 (1H, br; 5′-ArNHCO); 8.68 (1H, d; 3-ArH); 8.52 (1H, d; 5-ArH); 7.53 (1H, s; 3′ -ArH); 7.05 (1H, s; 6'-ArH); 6.38~5.72 (3H, s; CH 2 =CH-); 4.31 (2H, t; -OCH2-); 3.61 (2H, t; NCH2-); 3.39 (2H, q; -CH2-); 2.30 (3H, s; 2'-ArCH3); 2.02 (3H, s; CH3CO-); 1.10 (3H, t; -CH3).

[0062]

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Abstract

The invention relates to an azo dye acrylate, its copolymerized latex paint dyeing water-based adhesive and a preparation method thereof. First, the azo dye with N-hydroxyethyl functional group on the coupling component is used as a raw material to undergo acrylation reaction to obtain a chromogenic monomer. Using the Latex Interpenetrating Polymer Network (LIPN) method, a "color-forming monomer, self-crosslinking monomer, soft monomer, hard monomer, anionic and nonionic surfactant complex emulsifier and initiator are prepared" Copolymer latex with core-shell structure. The copolymerized latex paint dyeing water-based adhesive prepared by the method of the invention can be applied to the textile paint dyeing water-based adhesive. It is especially suitable for the one-bath method of dyeing-anti-wrinkle finishing of silk fabrics. It can develop new varieties of silk fabrics with high elasticity, anti-wrinkle, and wet and dry rubbing fastness that meet the requirements.

Description

Technical field [0001] The present invention involves a puppet nitrogen dye acrylate, its clustering latex coatings dyed water -based adhesive and its preparation methods. Background technique [0002] The coating dyeing and coating printing process can be said to be a revolutionary process in the textile printing and dyeing industry.Theoretically, the coating chromatography and coating printing process is basically produced without waste water.Among them, the development of water -based adhesives that can be applied to coating dyeing has become the key to this process.Most of the existing coatings dyeing and hydrophilic adhesives focus on the improvement of the cross -linking performance of the adhesive. Because the adhesive gives the pigment particles being fixed on the fiber, so it is necessary to use efficiently in the coating dyeing process, and the amount of less dosage is small.The adhesive to regulate the contradiction between the "feel" of the coloring fabric and the dry...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C245/06
Inventor 沈卫平李垒磊金红梅
Owner SHANGHAI UNIV
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