Nitrile Polymerisation and Heterocyclic Synthesis Using Iminyls.

Abstract

Three types of iminyl radical bearing a -nitrile group have been investigated as models for the suggested radical-initiated polymerisation of the nitrile groups in polyacrylonitrile. The iminyls were generated by oxidation of the corresponding oxime-O-acetic acids with persulphate and it has been shown that the most appropriate model iminyls are those derived from keto-nitriles possessing a t-alkyl nitrile group, an unhindered carbonyl and some degree of molecular rigidity. Three important homolytic reactions are thought to occur during polymerisation of polyacrylonitrile, viz, intramolecular addition of iminyl to nitrile, intramolecular hydrogen abstraction by the iminyl, and formation of iminyl by intramolecular addition of alkyl radical to nitrile. The second of these has been shown to occur readily with some of the above models. (Author)

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Document Details

Document Type
Technical Report
Publication Date
Mar 31, 1977
Accession Number
ADA039606

Entities

People

  • R. H. Thomson

Organizations

  • University of Aberdeen

Tags

DTIC Thesaurus Topics

  • Acetic Acid
  • Acrylonitrile Polymers
  • Alcohols
  • Anhydrides
  • Chemical Synthesis
  • Chemistry
  • Dermatologic Agents
  • Ethers
  • Hydrogen
  • Ketones
  • Materials
  • Organic Chemistry
  • Oxidation
  • Polymerization
  • Polymers
  • Sodium Compounds

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry
  • Polymer Science and Technology