The Synthesis and Thermal Properties of Isomeric Acetylene Terminated Quinoxalines

Abstract

A mixture of the halogenated quinoxaline isomers, 3-(3-bromophenyl)- 2-phenyl-6-iodoquinoxaline and 2-(3-bromophenyl)-3-phenyl-6-iodoquinoxaline, was synthesized and the two isomers were separated and purified. A substantial difference in solubility and melting point behavior was found between the isomers. The halogen terminated isomers were converted individually to the corresponding isomeric acetylene terminated quinoxalines which exhibited analogous solubility and melting point differences. The glass transition temperatures of the individual acetylene terminated quinoxalines and of various mixtures all fell within a range from 33 C to 54C. The presence of isomer mixtures was found to inhibit reversion from the amorphous state to the crystalline state. The significance of this effect and of solubility and melting point differences with respect to melt processing of acetylene terminated quinoxaline resin systems is discussed.

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Document Details

Document Type
Technical Report
Publication Date
May 01, 1985
Accession Number
ADA162157

Entities

People

  • Donna L. Bush
  • Frederick L. Hedberg
  • Marilyn R. Unroe

Organizations

  • Wright Laboratory

Tags

Communities of Interest

  • C4I
  • Space

DTIC Thesaurus Topics

  • Acetic Acid
  • Air Force
  • Air Force Facilities
  • Alkanes
  • Alkynes
  • Chlorides
  • Chromatography
  • Column Chromatography
  • Composite Materials
  • Ethers
  • Glass Transition Temperature
  • Governments
  • Materials
  • Materials Laboratories
  • Melting Point
  • Thermal Properties
  • Transition Temperature

Fields of Study

  • Chemistry

Readers

  • Brain and Cognitive Science; Experimental Psychology; Cognitive Neuroscience
  • Polymer Science and Technology