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Synthesis and thermal self‐crosslinking reaction of copolymers from 2,3‐epoxypropyl methacrylate and p ‐substituted phenyl methacrylates
Author(s) -
Nishikubo Tadatomi,
Saita Seiji,
Uchida Noritsugu
Publication year - 1989
Publication title -
journal of applied polymer science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.575
H-Index - 166
eISSN - 1097-4628
pISSN - 0021-8995
DOI - 10.1002/app.1989.070381206
Subject(s) - copolymer , glycidyl methacrylate , methacrylate , polymer chemistry , monomer , materials science , methyl methacrylate , catalysis , styrene , chemistry , organic chemistry , polymer , composite material
Copolymers of 2,3‐expoxypropyl (glycidyl) methacrylate (GMA) with various phenyl methacrylates such as 4‐nitrophenyl methacrylate (NPMA), 4‐chlorophenyl methacrylate (CPMA), or phenyl methacrylate (PMA), and other monomers such as methyl methacrylate (MMA), ethyl acrylate (EA), or styrene (ST) were synthesized by radical copolymerization, and then thermal self‐crosslinking reactions of the obtained copolymers were carried out using various catalysts such as quarternary ammonium salts, tert ‐amines, or the crown ether/potassium salt systems at 100–150°C. Although the copolymer of GMA–NPMA–MMA does not produce any gel products without catalyst upon heating at 110°C for 5 h, this copolymer gives gel products in 82% yield using 10 mol% of tetrabutylammonium bromide as a catalyst under the same conditions. The rate of gel production of the copolymer of NPMA is faster than those of copolymers of CPMA and PMA. The rate of the gel production of the copolymer of GMA–NPMA–EA is also faster than those of copolymers of MMA and ST. Furthermore, it was found that the rate of gel production of the copolymer was strongly affected by the kind of catalyst, the catalyst concentration, and the reaction temperature.