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Chlorosulfonyl styrene–divinylbenzene copolymer characteristics as a function of chlorosulfonation and chlorination reaction parameters
Author(s) -
Rabia Idir,
Zerouk Jamel E.,
Mekhalif Salim
Publication year - 1998
Publication title -
polymers for advanced technologies
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.61
H-Index - 90
eISSN - 1099-1581
pISSN - 1042-7147
DOI - 10.1002/(sici)1099-1581(199802)9:2<107::aid-pat720>3.0.co;2-i
Subject(s) - styrene , copolymer , divinylbenzene , sulfonyl , molar ratio , polymer chemistry , materials science , chemistry , organic chemistry , catalysis , polymer , alkyl
Chlorosulfonyl substituted styrene–divinylbenzene copolymer is a highly reactive intermediate used in organic synthesis. It is obtained in three steps: (1) the polymeric support in the form of spherical beads is prepared by free radical polymerization of styrene; (2) the divinylbenzene mixture and the aromatic styrene groups of the obtained copolymer are sulfonated with chlorosulfonic acid in dichloroethane and (3) this is followed by chlorination of the sulfonyl groups with PCl 5 /POCl 3 mixture. Chemical analysis shows that chlorosulfonation leads to both sulfonyl and chlorosulfonyl products in which content and ratio vary as a function of reaction parameters: maximum total group content of 5.1 meq/g is reached after 3 hr reaction, at 40°C with styrene to a chlorosulfonic acid molar ratio of 12.4:1. In the chlorination reaction, sulfonyl to chlorosulfonyl conversion is also observed to vary as a function of time and chlorinating mixture composition: 99.6 mol% conversion degree is attained after 2 hr reaction with styrene/PCl 5 /POCl 3 in a molar ratio of 1:4:23. © 1997 John Wiley & Sons, Ltd.