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Influence of the alkyl group of triflate esters on their initiation ability for the cationic ring‐opening polymerization of tetrahydrofuran
Author(s) -
Dubreuil Marjorie F.,
Farcy Nadia G.,
Goethals Eric J.
Publication year - 1999
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/(sici)1521-3927(19990701)20:7<383::aid-marc383>3.0.co;2-7
Subject(s) - trifluoromethanesulfonate , tetrahydrofuran , cationic polymerization , chemistry , polymer chemistry , isobutylene , polymerization , alkyl , ring opening polymerization , triflic acid , organic chemistry , copolymer , catalysis , solvent , polymer
Esters of trifluoromethane sulfonic acid have been synthesized by reaction of different alcohols with triflic anhydride and used in situ as initiators for the polymerization of tetrahydrofuran. Kinetic studies of the polymerization showed that allyl triflate has the highest reactivity and that an increase of the alkyl chain length of the initiator leads to a significant decrease of the initiation rate. “Non‐linear” triflate ester such as isobutyl triflate leads to incomplete initiation. It was impossible to synthesize quantitatively the triflate from tert ‐butyl alcohol due to spontaneous elimination leading to isobutylene.