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Telomerization of styrene with dialkyl hydrogenphosphonates
Author(s) -
Boutevin Bernard,
Hervaud Yves,
Boulahna Ahmed,
El Asri Mohammed
Publication year - 2002
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/1521-3935(200209)203:13<1949::aid-macp1949>3.0.co;2-t
Subject(s) - benzoyl peroxide , telomerization , chemistry , styrene , polymer chemistry , chain transfer , peroxide , transfer agent , copolymer , organic chemistry , radical polymerization , catalysis , polymerization , polymer
Radical telomerization of styrene with phosphonated telogens has been studied. The transfer agents used are dialkyl hydrogenphosphonates HP(O)(OR) 2 (R = Me, Et). We first compared the activity of the three following initiators: 2,2′‐azoisobutyronitrile (AIBN), benzoyl peroxide (BPO), and tert ‐butyl peroxide (tBu 2 O 2 ) and the better results are obtained with tBu 2 O 2 . We have used the latter to realize a kinetic study. Our results first show that we obtained phosphonated telomers either with diethyl‐ or dimethyl hydrogenphosphonate. They have been characterized by size exclusion chromatography (SEC) and by NMR ( 1 H and 31 P). The important length of the telomers is explained by the small value of the transfer constant ( C T = 9 · 10 −4 for HP(O)(OEt) 2 ), so this kind of telogens is not an efficient transfer agent to styrene.