Azo dye acrylic ester, its copolymerization latex coating dyeing watersoluble adhesive agent and method of producing the same

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

Inactive Publication Date: 2009-02-18
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 acrylic ester, its copolymerization latex coating dyeing watersoluble adhesive agent and method of producing the same
  • Azo dye acrylic ester, its copolymerization latex coating dyeing watersoluble adhesive agent and method of producing the same
  • Azo dye acrylic ester, its copolymerization latex coating dyeing watersoluble adhesive agent and method of producing the same

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 azo dye acrylic ester, and copolymer emulsion coating dyeing water-borne binder and a preparation method thereof. First, the azo dye with N-hydroxyethyl functional group in coupling components is taken as the raw material to have acryloyl reaction, to obtain hair color monomer. An LIPN method is adopted to prepare 'core-shell' structure copolymer latex composed of hair color monomer, cross-linking monomer, soft monomer, hard monomer, anion, nonionic surface active agent combined emulsifier and initiator. The copolymer emulsion coating dyeing water-borne binder prepared by the method can be applied as textile coating dyeing water-borne binder. The invention is in particular applicable to the dyeing-wrinkle proofing-bathing method of real silk fabric, and can develop high-elastic wrinkle proofing novel real silk fabric types which meet the dry and wet rubbing fastness requirements.

Description

technical field [0001] The invention relates to an azo dye acrylate, its copolymerized latex paint dyeing water-based adhesive and a preparation method thereof. Background technique [0002] Pigment dyeing and pigment printing processes can be said to be revolutionary processes in the textile printing and dyeing industry. Theoretically, pigment dyeing and pigment printing processes basically produce no waste water. Among them, the development of water-based adhesives that can be applied to paint dyeing has become the key technology of this process. Most of the existing paint dyeing water-based adhesives focus on the improvement of the crosslinking performance of the adhesive, because the adhesive endows the pigment particles with the ability to be fixed on the fiber, so it is necessary to use high-efficiency and low-consumption adhesives in the paint dyeing process. Adhesive to adjust the contradictory contradiction between the "hand feel" of the dyed fabric and the dry an...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09B43/18C08F220/34C08F2/24C08F4/30C09D133/14C09J133/14
Inventor 沈卫平李垒磊金红梅
Owner SHANGHAI UNIV
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