HIGH TEMPERATURE POLYMERS FROM 1,3-DIPOLAR ADDITION REACTIONS.

Abstract

The suitability of disubstituted acetylenes, quinones, and isocyanates as dipolarophiles in polymer forming reactions with tetrazoles was investigated. The reaction of phenylisocyanate with 2,5-diphenyltetrazole yielded the model compound 1,3,4-triphenyl-1,2,4-triazolone. The other dipolarophiles did not yield the expected model compounds. The synthesis of an A-B monomer, 2-phenyl-5-(4-ethynylphenyl)-tetrazole is being attempted from p-tolualdehyde. The polymerization reactions of 2,2'-diphenyl-5,5'-m-phenylene-ditetrazole with m- and p-diethynylbenzene, tetrafluoro terephthalonitrile, terephthalonitrile, and 4,4'-dicyanobiphenyl were carried out to yield poly(1,1'-diphenyl-3,3'-m-phenylene-5,5'-m-phenylenedipyrazole), poly(1,1'-diphenyl-3,3'-m-phenylene-5,5'-p-phenylenedipyrazole), poly(1,1'-diphenyl-3,3'-m-phenylene-5,5'-(tetrafluoro-p-phenylene)-ditriazole), poly(1,1'-diphenyl-3,3'-m-phenylene-5,5'-p-phenyleneditriazole) and poly(1,1'-diphenyl-3,3'-m-phenylene-5,5'-p-biphenyleneditriazole) respectively. (Author)

Document Details

Document Type
Technical Report
Publication Date
Apr 30, 1968
Accession Number
AD0831529

Entities

People

  • J. K. Stille

Organizations

  • University of Iowa

Tags

DTIC Thesaurus Topics

  • Acetylenes
  • Acyclic Hydrocarbons
  • Addition Reactions
  • Alkynes
  • Chemical Compounds
  • Chemical Reactions
  • High Temperature
  • Isocyanates
  • Organic Compounds
  • Polymerization
  • Tetrazoles

Fields of Study

  • Chemistry

Readers

  • Environmental Engineering
  • Organic Chemistry
  • Polymer Science and Technology