SYNTHESIS AND EVALUATION OF POLYMERS WITH SPECIAL PROPERTIES.

Abstract

The previously unknown monomeric 1-acryloxy-2-butyne and 1-methacryloxy-2-butyne were synthesized. Other potential monomers of related structure, propargyl acetate, propargyl acrylate, propargyl methacrylate, 1-acryloxy-3butyne, 2-acryloxy-3butyne, and 1-diethylamino-4-acryloxy-2butyne, were also prepared. The monomers 1-acryloxy-2butyne and 1-methacryloxy-2-butyne were shown to form crosslinked polymers with radical and cationic initiators. Linear, uncrosslinked polymers were prepared from these two monomers with anionic initiators such as sodium and butyl lithium. These linear polymers were shown to contain free acetylenic groups which could undergo post reactions (1) with bromine to give a dibromide derivative, (2) with decaborane to give a carborane, and (3) to undergo crosslinking as a post reaction. In contrast, the butyne monomers which contained a terminal acetylenic hydrogen were found to products of undetermined structure. The thermal and radical-crosslinking of the linear polymers indicate their potential use as thermosetting adhesives while the post-brominated polymers may be useful for their self-extinguishing properties. The polymeric carboranes may find utility as fuels and as neutron-capture media. (Author)

Document Details

Document Type
Technical Report
Publication Date
Mar 13, 1964
Accession Number
AD0600063

Entities

People

  • G. F. D'alelio
  • R. C. Evers
  • T. Dehner
  • T. Hoffend

Organizations

  • University of Notre Dame

Tags

DTIC Thesaurus Topics

  • Acrylates
  • Adhesives
  • Alkynes
  • Chemical Compounds
  • Contrast
  • Explosives Initiators
  • Extinguishing
  • Hydrogen
  • Methacrylates
  • Neutron Capture
  • Organic Compounds
  • Terminals
  • Test And Evaluation

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry
  • Polymer Science and Technology