Living carbocationic polymerization - XXIX. The synthesis of telechelic polyisobutylenes by the trans-2,5-diacetoxy-2,5-dimethyl-3-hexene/BCl3 initiating system in 1,2-dichloroethane in the -30 to 21°C range

M. Zsuga, R. Faust, J. P. Kennedy

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

The living polymerization of isobutylene (IB) by the trans-2,5-diacetoxy-2,5-dimethyl-3-hexene (DiOAcDMH6=)/BCl3 initiating system in 1,2-dichloroethane (DCE) in the -30 to +21°C range has been investigated. Well-defined tert-chlorine terminated polyisobutylenes ( {Mathematical expression}) have been obtained at suitably low IB and DiOAcDMH6= concentrations in the -30° to 0°C range. Theoretical {Mathematical expression} end functionality -Fn ∼2.0 ±0.1 was demonstrated by dechlorination with sodium biphenyl coupled with titration using a chloride ion selective electrode, and by1H NMR spectroscopy. The {Mathematical expression} was quantitatively dehydrochlorinated to ∼CH2C(CH3) =CH2 capped PIBs which in turn were quantitatively converted by hydroboration/peroxidation to ∼CH2CH(CH3)CH2OH ended PIBs. The internal ∼C(CH3)2CH=CHC(CH3)2∼ initiator fragment in the polymer remains unchanged during end group functionalizations due to steric protection by the gem-dimethyl groups and the polymer chain.

Original languageEnglish
Pages (from-to)273-280
Number of pages8
JournalPolymer Bulletin
Volume21
Issue number3
DOIs
Publication statusPublished - Mar 1 1989

ASJC Scopus subject areas

  • Chemistry(all)
  • Condensed Matter Physics
  • Polymers and Plastics
  • Materials Chemistry

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