Designing functional aromatic multisulfonyl chloride initiators for complex organic synthesis by living radical polymerization

Virgil Percec*, Bogdan Barboiu, Tushar K. Bera, Marcel Van Der Sluis, Robert B. Grubbs, Jean Frechet

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

135 Scopus citations

Abstract

The similarities and differences between sulfonyl chloride and alkyl halide initiators for metal-catalyzed living radical polymerizations are discussed. The differences in the rates of formation, reactivities, and reactions of primary radicals derived from sulfonyl halides and alkyl halides demonstrated the design principles for monosulfonyl and multisulfonyl chlorides that provided quantitative initiation and higher rates of initiation than of propagation. Multifunctional initiators with two, three, four, six, and eight sulfonyl chloride groups that produced perfect star polymers in 95% conversions were designed and synthesized on the basis of these principles.

Original languageEnglish (US)
Pages (from-to)4776-4791
Number of pages16
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume38
Issue numberSUPPL.
StatePublished - Nov 27 2000

Keywords

  • Living radical polymerization
  • Multisulfonyl chloride initiators
  • Reactivity
  • Star polymers

ASJC Scopus subject areas

  • Polymers and Plastics
  • Organic Chemistry
  • Materials Chemistry

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