Orthogonal multifunctionalization of random and alternating copolymers

Niels Ten Brummelhuis, Marcus Weck

Research output: Contribution to journalArticlepeer-review

Abstract

A series of copolymers with varying degrees of alternation are synthesized by free-radical polymerization from 2,3,4,5,6-pentafluorostyrene (PFS) and propargyl-containing styrene derivatives. The degree of alternation varied with the electronic nature of the styrene derivative: random copolymers were obtained using monomers with electron withdrawing moieties, whereas increasingly alternating copolymers were obtained by increasing the electron donating nature of the substituent. The copolymers could be functionalized in an orthogonal fashion using a nucleophilic substitution (with thiols) to functionalize PFS and the copper-catalyzed 3 + 2 cycloaddition between azides and the alkyne of the propargyl groups. This methodology allows for the facile synthesis of functional alternating copolymers. (Chemical Equation Presented).

Original languageEnglish (US)
Pages (from-to)1216-1218
Number of pages3
JournalACS Macro Letters
Volume1
Issue number10
DOIs
StatePublished - Oct 16 2012

ASJC Scopus subject areas

  • Organic Chemistry
  • Polymers and Plastics
  • Inorganic Chemistry
  • Materials Chemistry

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