Method for synthesis of polymer containing multiple epoxy groups

Patent metadata

Field	Value
Publication number	US-9920160-B2
Application number	US-201515305090-A
Country	US
Kind code	B2
Filing date	Apr 29, 2015
Priority date	Sep 3, 2014
Publication date	Mar 20, 2018
Grant date	Mar 20, 2018

Abstract

A method for a synthesis of a polymer containing multiple epoxy groups includes steps of: under protection of nitrogen or argon, with a photosensitive free radical initiator under an ultraviolet light irradiation, initiating a mixture of a dithiol compound and alkynyl glycidyl ether or other alkynyl-containing compounds to proceed a thiol-yne polymerization, so as to obtain the polymer. The number of the epoxy groups is able to be adjusted through changing a type of a dithiol monomer, a mixing ratio of the dithiol monomer, and a mixing ratio between the alkynyl glycidyl ether and other alkynyl compounds. The present invention has advantages of: fast reaction, convenient process, easy post-processing, a large number of the epoxy groups, and adjustable and controllable content. The obtained polymer has a wide potential application in fields of coating, adhesive, ink, encapsulating material, resin for composite material, additive, high performance material, function material, and so on.

First claim

What is claimed is:

1. A method for a synthesis of a polymer containing multiple epoxy groups comprises steps of:
under protection of nitrogen or argon, successively adding 1 mole of substance A, 0.5-10 moles of solvent, 0.9-1.1 moles of substance B, and 0.005-0.05 moles of photosensitive free radical initiator into a reactor; irradiating with an ultraviolet light for 0.5-4.0 hours; and, after precipitating, separating, and drying, obtaining the polymer containing the multiple epoxy groups; wherein:
the substance A is obtained through mixing at least one member selected from the group consisting of 1,3-propanedithiol, 1,4-butanedithiol, 1,5-pentanedithiol, 1,6-hexanedithiol, 1,8-octanedithiol, 3,6-dioxa-1,8-octanedithiol, bis(2-mercaptoethyl) ether, butylene glycol bis (3-mercaptopropionate), 2,3-dimercapto-1-propanol and 1,4-dithiothreitol in any proportion;
the substance B is alkynyl glycidyl ether or a mixture of the alkynyl glycidyl ether and a substance C; and, the substance C is obtained through mixing at least one member selected from the group consisting of 1-octyne, 1-hexyne, undecyne, hexadecyne, propyl cyclohexyl pentyne, 4-ethylphenylacetylene, propylphenylacetylene, butylphenylacetylene, ethyl cyclohexyl phenyl acetylene, butyl cyclohexyl phenyl acetylene, pentylphenylacetylene, pentyl cyclohexyl phenyl acetylene, dimethylphenylacetylene, 3,3-dimethylacetylene, 3-aminophenylacetylene, butynol, cyanoacetylene, pentyloxyphenylacetylene, 3-hydroxy-1-heptyne, 3-ethyl-3-hydroxyheptyne, phenyl propargyl sulfide, 5-hydroxypentyne, diethylpentyne, and ethyl propargyl ether in any proportion;
the photosensitive free radical initiator is obtained through mixing at least one member selected from the group consisting of benzoin dimethyl ether, 1-hydroxycyclohexyl phenyl ketone, benzophenone, 4-chlorobenzophenone, 4-methylbenzophenone, 4-phenylbenzophenone, isopropylthioxanthone, 2-hydroxy-2-methylpropiophenone, 2-methyl-4-(methylthio)-2-morpholinopropiophenone, methyl phenylglyoxylate, methyl 2-benzoylbenzoate, 2-ethylhexyl 4-(dimethylamino)benzoate, ethyl 4-(N,N-dimethylamino)benzoate, phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide, diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide, ethyl phenyl(2,4,6-trimethylbenzoyl)phosphinate, a mixture of the benzophenone and the 1-hydroxycyclohexyl phenyl ketone with a mass ratio of 1:1, and a mixture of the 1-hydroxycyclohexyl phenyl ketone and the 2-hydroxy-2-methylpropiophenone with a mass ratio of 1:4 in any proportion; and
the solvent is obtained through mixing at least one member selected from the group consisting of methylbenzene, benzene, chloroform, dichloromethane, tetrahydrofuran, 1,4-dioxane, ethyl acetate, butyl acetate, N-methylpyrrolidone, N,N-dimethylformamide, and N,N-dimethylacetamide in any proportion.

Assignees

• Univ Zhejiang

Inventors

• Gao Chao
• Zheng Yaochen
• Peng Li
• Cai Shengying
• Weng Zhulin

Classifications

• C08G59/3209

  obtained by polymerisation of unsaturated mono-epoxy compounds · CPC title

• C08G59/3263

  containing sulfur · CPC title

• C08G59/022 Primary

  characterised by the preparation process or apparatus used · CPC title