Phase-transfer catalysed synthesis of disubstituted poly(phenylene vinylene)

Louis M L LEUNG*, Gillian L. Chik

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

14 Citations (Scopus)

Abstract

An attempt to synthesize a series of phenyl ring disubstituted poly(o-, m- and p-phenylene vinylene) is reported. In this 'one-pot' reaction, a phase-transfer catalyst was used to promote the extraction of strong base deprotonated bischloromethyl aromatic anions from the aqueous to the organic phase to sustain a nucleophilic substitution reaction with the remaining bischloromethyl monomers. The polymers obtained were characterized for their chemical compositions and physical properties by elemental, i.r. and u.v. spectroscopic, and thermal analyses. The o-substituted polymers were found to have low melting temperatures, good solubilities and high molecular weights, but low yields. The m-substituted monomers, however, produced only non-conjugated poly-m-xylylenes. The p-substituted polymers offered the best combination of yield and physical properties. Films cast from soluble poly(2,5-dibutoxy-p-phenylene vinylene) have electrical volume resistivity in the range 300-500 ohm cm when doped with concentrated sulfuric acid.

Original languageEnglish
Pages (from-to)5174-5179
Number of pages6
JournalPolymer
Volume34
Issue number24
DOIs
Publication statusPublished - Dec 1993

Scopus Subject Areas

  • Organic Chemistry
  • Polymers and Plastics
  • Materials Chemistry

User-Defined Keywords

  • conducting polymer
  • phase-transfer catalyst
  • phenyl ring disubstituted poly(o-and p-phenylene vinylene)
  • poly-m-xylylene)

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