Synthesis of Poly(phenylenes) by a Rapid Polymerization of 1-Bromo-4- lithiobenzene Using HMPA

Abstract

A synthesis of poly(phenylene) is described by the treatment of 1- bromo-4-lithiobenzene with hexamethylphosphoramide (HMPA). The polymerization occurred nearly instantaneously even at -78 C. Conditions have been optimized using dioxane as a solvent and HMPA addition at 70 - 80 C to afford poly(phenylenes) that are predominantly para - linked. The polymers are soluble in THF, dichloromethane, and chloroform. Analysis of the initially formed polymers showed that there was a high bromide content (approximately one bromide for every three aryl rings). Debromination of the material was achieved by treatment with butyllithium and quenching with water. The Mw of the debrominated polymer was 3178 by SEC analysis.

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Document Details

Document Type
Technical Report
Publication Date
May 16, 1991
Accession Number
ADA236237

Entities

People

  • Eric B. Stephens
  • James Tour

Organizations

  • University of South Carolina

Tags

DTIC Thesaurus Topics

  • Abstracts
  • Alkanes
  • Chemical Synthesis
  • Chemistry
  • Chlorides
  • Chloroform
  • Classification
  • Dielectric Polymers
  • Films
  • Hydrochloric Acid
  • Materials
  • Materials Science
  • Polymerization
  • Polymers
  • Solvents
  • South Carolina
  • United States

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry
  • Polymer Science and Technology