Multifunctional Acrylic Ether Monomers, their Polymers, and Polymerizable Epoxide Derivatives from Simple Alpha-Substitution of Alkyl Acrylates

Abstract

Our group has been exploring the synthesis of 1,1-disubstituted monomers and their polymers obtained via the DABCO catalyzed hydroxy-methylation of alkyl acrylates. Previous work in this area has involved complicated or low yield syntheses. We are using a simple, clean synthetic technique using paraformaldehyde and neat substrate to produce alkyl alpha(hydroxymethyl) acrylates, albeit in yields of only 25-30%. Conversion of the hydroxymethyl group with thionyl chloride gives a reactive allyl chloride which allows a wide range of ether forming reactions to be applied. The ether linkage is inherently more stable than the ester linkage and is much more flexible

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Document Details

Document Type
Technical Report
Publication Date
Jul 15, 1994
Accession Number
ADA282513

Entities

People

  • Lon J. Mathias
  • Robert D. Johnson
  • Thomas H. Barclay

Organizations

  • University of Southern Mississippi

Tags

DTIC Thesaurus Topics

  • Alcohols
  • Alkenes
  • Chemical Synthesis
  • Chemistry
  • Chlorides
  • Conversion
  • Ethers
  • Ethylenes
  • Glass Transition Temperature
  • Materials
  • Methanols
  • Military Research
  • Monitoring
  • Organic Chemistry
  • Physical Properties
  • Transition Temperature

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry
  • Polymer Science and Technology