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Studies of the polymerization of diallyl compounds. XXXVIII. Telomerization of diallyl aromatic dicarboxylates in the presence of carbon tetrabromide
Author(s) -
Matsumoto Akira,
Nakane Toshio,
Oiwa Masayoshi
Publication year - 1983
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.1983.070280316
Subject(s) - telomerization , chemistry , yield (engineering) , polymerization , chain transfer , polymer chemistry , radical polymerization , organic chemistry , polymer , materials science , catalysis , metallurgy
Radical telomerization of diallyl aromatic dicarboxylates, including diallyl phthalate (DAP) and diallyl terephthalate (DAT), was investigated in detail in the presence of CBr 4 as a telogen. Telomer yield could be accurately determined by a subsidiary GPC measurement in conjunction with a precipitation method. Telomerization kinetics of diallyl compound in the presence of CBr 4 was discussed and the chain transfer constant C CBr4 (= k tr / k p ) was estimated to be 57.9 and 53.8 for DAP and DAT, respectively, the values which correspond to those for one functional group of diallyl compound. The degree of polymerization was significantly dependent on conversion as consequences of the fast consumption of CBr 4 and the occurrence of crosslinking reaction. The rate of polymerization was enhanced with the added amount of CBr 4 , being ascribable to the replacement of the degradative chain transfer by the chain transfer to CBr 4 , the latter which yields active tribromomethyl radical in lieu of less active allyl radical. Gelation was delayed with an increase in the added amount of CBr 4 . Preparation of telomer in high yield and its applicability are finally discussed.