Modified horner–emmons reaction of polymeric phosphonates: Versatile synthesis of pendant stilbene‐containing polymers

Kevin D. Belfield, Juexian Wang

Research output: Contribution to journalArticlepeer-review

20 Scopus citations

Abstract

Poly[styrene‐co‐(diethyl vinylbenzylphosphonate)] and poly[methylmethacrylate‐co‐(diethyl vinylbenzylphosphonate)] were prepared and used in modified Horner‐Emmons reactions to synthesize polymers with covalently attached stilbene groups. This versatile new method allowed for the preparation of polymers with either electron‐donor (OCH3, CH3) or electron acceptor (Br, NO2) substituents on the stilbene aromatic ring. The resulting polymers were characterized by 1H NMR, FT‐IR, UV‐visible, DSC, and size exclusion chromatography. Efficient transformation of polymeric phosphonates to the polymeric stilbene derivatives was realized. Size exclusion chromatographic analyses demonstrated that the reaction conditions have no deleterious effect on the molecular weight distribution of the various polymers that were prepared. Photochromic behavior was demonstrated for one of the derivatives. © 1995 John Wiley & Sons, Inc.

Original languageEnglish (US)
Pages (from-to)1235-1242
Number of pages8
JournalJournal of Polymer Science Part A: Polymer Chemistry
Volume33
Issue number8
DOIs
StatePublished - Jun 1995
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Polymers and Plastics
  • Organic Chemistry
  • Materials Chemistry

Keywords

  • Horner‐Emmons
  • pendant stilbene
  • photochromic
  • polymeric phosphonates

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