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Monohydric alcohol hyperbranched monomer based on maleic anhydride and preparation method thereof

A hyperbranched monomer and maleic anhydride technology, which is applied in the preparation of carboxylic acid esters, chemical instruments and methods, and the preparation of organic compounds, can solve the problems of irritation, irritating smell of isocyanate, and large toxic and side effects, and achieve Good adhesion, less reaction steps, and easy operation

Inactive Publication Date: 2015-11-11
CHANGZHOU UNIV
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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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  • Monohydric alcohol hyperbranched monomer based on maleic anhydride and preparation method thereof
  • Monohydric alcohol hyperbranched monomer based on maleic anhydride and preparation method thereof
  • Monohydric alcohol hyperbranched monomer based on maleic anhydride and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] (1) Add 0.1mol (7.4g) n-butanol and 0.2mol (19.6g) maleic anhydride into the reaction vessel, mix well, stir and heat up to 60°C, and add the catalyst p-toluenesulfonic acid (0.74g, react 2wt% of the system) and the polymerization inhibitor p-hydroxyanisole (0.18g, 5wt‰ of the reaction system), after the maleic anhydride melted, the temperature was raised to 80°C, and after stirring for 4h, the product was extracted with ethyl acetate, and then Wash with water 2 to 3 times, filter, dry over anhydrous sodium sulfate, and distill off the solvent under reduced pressure to obtain the first-generation product G0.5.

[0047] (2) Glycidyl methacrylate (GMA) of 0.1mol (14.2g), catalyst tetrabutyl ammonium chloride (0.63g, 2wt% of reaction system) and polymerization inhibitor p-hydroxyanisole (0.16g , 5wt‰ of the reaction system) was added to the reaction vessel, the temperature was raised to 70°C, and 1 part of G0.5 (0.1mol, 17.2g) was dropped into the reactor drop by drop, and...

Embodiment 2

[0053] (1) Add 0.1mol (7.4g) n-butanol and 0.2mol (19.6g) maleic anhydride into the reaction vessel, mix well, stir and heat up to 60°C, and add catalyst p-toluenesulfonic acid (0.54g, react 2wt% of the system) and the polymerization inhibitor p-hydroxyanisole (0.14g, 5wt‰ of the reaction system), after the maleic anhydride melted, the temperature was raised to 80°C, and after stirring for 4h, it was cooled to room temperature and washed with ethyl acetate The product was extracted, washed with water for 2-3 times, filtered, dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure to obtain the intermediate product G0.5.

[0054] (2) Glycidyl methacrylate (GMA) of 0.11mol (15.62g), catalyst tetrabutylammonium chloride (0.59g, 2wt% of reaction system) and polymerization inhibitor p-hydroxyanisole (0.15g , 5wt‰ of the reaction system) was added to the reaction vessel, the temperature was raised to 70°C, and 1 part of the reaction product (0.1...

Embodiment 3

[0060] (1) Add 0.1mol (7.4g) n-butanol and 0.2mol (19.6g) maleic anhydride into the reaction vessel, mix well, stir and heat up to 60°C, and add catalyst p-toluenesulfonic acid (0.54g, react 2wt% of the system) and the polymerization inhibitor p-hydroxyanisole (0.14g, 5wt‰ of the reaction system), after the maleic anhydride melted, the temperature was raised to 80°C, and after stirring for 4h, it was cooled to room temperature and washed with ethyl acetate The product was extracted, washed with water for 2-3 times, filtered, dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure to obtain the intermediate product G0.5.

[0061] (2) Glycidyl methacrylate (GMA) of 0.12mol (17.04g), catalyst tetrabutylammonium chloride (0.65g, 2wt% of reaction system) and polymerization inhibitor p-hydroxyanisole (0.16g , 5wt‰ of the reaction system) was added to the reaction vessel, the temperature was raised to 70°C, and 1 part of G0.5 (0.1mol, 15.6g) was ...

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Abstract

The invention relates to a monohydric alcohol hyperbranched monomer based on maleic anhydride. The structural formula of the monomer is shown in the description, wherein R-OH is monohydric alcohol. The monohydric alcohol hyperbranched monomer has the advantages as follows: (1) the monomer has six degree of functionality, is high in double bond conversion rate, and good in thermal stability; (2) the monomer is better in adhesive force and better in hardness, and can be applied to the field of paint; other advantages are also achieved. The invention also relates to a preparation method of the monohydric alcohol hyperbranched monomer based on maleic anhydride, and the preparation method has the advantages of being few in reaction steps, short in preparation cycle, simple and convenient to operate, easy to control and the like.

Description

technical field [0001] The invention relates to the technical field of photosensitive polymer materials, in particular to a branched acrylate based on maleic anhydride 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 adaptability, economy...

Claims

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Application Information

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IPC IPC(8): C07C69/60C07C67/26C07C67/08C08F222/14C08F222/20C08F122/20C08F2/48
CPCC07C67/08C07C67/26C07C69/60C08F2/48C08F122/20C08F222/14C08F222/20
Inventor 凌俊杰王克敏俞强高明张楠
Owner CHANGZHOU UNIV