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Acrylate monomer containing benzene ring structure and preparation method thereof

A technology of acrylate and benzene ring structure, which is applied in the preparation of carboxylate, the preparation of organic compounds, chemical instruments and methods, etc., can solve the problems of large toxic and side effects, irritating effect, irritating odor of isocyanate, etc., and achieves the preparation cost. Low, good adhesion, high heat resistance effect

Inactive Publication Date: 2015-04-01
HANGZHOU INST OF ADVANCED MATERIAL BEIJING UNIV OF CHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, isocyanate has a pungent smell, has a strong irritating effect on the skin, eyes and respiratory tract, and has relatively large toxic and side effects.

Method used

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  • Acrylate monomer containing benzene ring structure and preparation method thereof
  • Acrylate monomer containing benzene ring structure and preparation method thereof
  • Acrylate monomer containing benzene ring structure and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] The first step reaction: mix 0.1mol (8.6g) methacrylic acid with 0.1mol (14.22g) glycidyl methacrylate (GMA), add to a 250ml three-necked flask equipped with a condenser tube, a thermometer, and a stirring rod, and Add 0.46g (2wt% of the reaction system) of tetrabutylammonium bromide and 0.12g (5wt‰ of the reaction system) of p-hydroxyanisole in the flask, stir and heat up to 65°C, slowly stir for 1h, and heat up to 75°C ℃, continue to stir for 3h, test FTIR, when 3500cm -1 The infrared absorption peak of the hydroxyl group at the place appeared, the reaction was terminated, cooled to room temperature, the product was extracted with ethyl acetate, washed 2 to 3 times with water, and rotary evaporated. Then add an appropriate amount of absolute ethanol, and carry out rotary steaming to bring out excess water.

[0022] The second step reaction: 0.1mol (22.82g) of the first step reaction product, and 0.1mol (14.81g) of phthalic anhydride are added to the three-necked flas...

Embodiment 2

[0024]The first step reaction: mix 0.1mol (8.6g) methacrylic acid with 0.1mol (14.22g) glycidyl methacrylate (GMA), add to a 250ml three-necked flask equipped with a condenser tube, a thermometer, and a stirring rod, and Add 0.46g (2wt% of the reaction system) of tetrabutylammonium bromide and 0.12g (5wt‰ of the reaction system) of p-hydroxyanisole in the flask, stir and heat up to 70°C, slowly stir for 1h, and heat up to 80°C ℃, continue to stir for 3h, test FTIR, when 3500cm -1 The infrared absorption peak of the hydroxyl group at the place appeared, the reaction was terminated, cooled to room temperature, the product was extracted with ethyl acetate, washed 2 to 3 times with water, and rotary evaporated. Then add an appropriate amount of absolute ethanol, and carry out rotary steaming to bring out excess water.

[0025] The second step reaction: 0.1mol (22.82g) of the first step reaction product, and 0.2mol (29.62g) of phthalic anhydride were added to the three-necked flas...

example 3

[0027] The first step reaction: mix 0.1mol (8.6g) methacrylic acid with 0.1mol (14.22g) glycidyl methacrylate (GMA), add to a 250ml three-necked flask equipped with a condenser tube, a thermometer, and a stirring rod, and Add 0.46g (2wt% of the reaction system) of tetrabutylammonium bromide and 0.12g (5wt‰ of the reaction system) of p-hydroxyanisole in the flask, stir and heat up to 70°C, slowly stir for 1h, and heat up to 80°C ℃, continue to stir for 3h, test FTIR, when 3500cm -1 The infrared absorption peak of the hydroxyl group at the place appeared, the reaction was terminated, cooled to room temperature, the product was extracted with ethyl acetate, washed 2 to 3 times with water, and rotary evaporated. Then add an appropriate amount of absolute ethanol, and carry out rotary steaming to bring out excess water.

[0028] The second step reaction: 0.1mol (22.82g) of the first step reaction product, and 0.15mol (22.22g) of phthalic anhydride are added to the three-necked fla...

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Abstract

The invention relates to an acrylate monomer containing benzene ring structure and a preparation method thereof. Since the benzene ring structure with larger steric hindrance is introduced to the side chain of the monomer, the volume shrinkage is small in the photopolymerization, so the polymer has the advantages of favorable hardness, favorable heat / temperature resistance, higher hydrophobicity and lower water solubility; and the monomer contains the carboxyl group which can form hydrogen bonding force, and thus, has favorable adhesive force for the metal substrate and also has favorable adhesive force on other substrates.

Description

technical field [0001] The invention relates to the technical field of photosensitive polymer materials, in particular to an acrylic ester containing a benzene ring and a carboxyl group as a photopolymerizable monomer. Background technique [0002] Photopolymerization (also known as photocuring) technology is the process of using light (ultraviolet light or visible light) to trigger the rapid transformation of chemically reactive liquid substances into solid substances. It is a new green technology that came out in the 1960s. In 1946, Inmont Corporation of the United States published the patent for unsaturated polyester / styrene UV curing ink for the first time. By the end of the 1980s, UV curing technology had maintained an average annual growth rate of more than 15%. Since the mid-1990s, it has been growing rapidly at an annual rate of nearly 10%, and there is still a growing trend in some fields. Light curing technology has the characteristics of high efficiency, wide ada...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C67/08C07C69/83
CPCC07C67/08C07C67/26C07C69/80C07C69/54
Inventor 马贵平凌俊杰聂俊
Owner HANGZHOU INST OF ADVANCED MATERIAL BEIJING UNIV OF CHEM TECH