Thianthrene Containing Polyimides with Monomer Formation Via Nucleophilic Aromatic Substitution

Abstract

Thianthrene-2,3,7,8-tetracarboxylic dianhydride was synthesized via nucleophilic aromatic substitution of N-phenyl-4,5-dichlorophthalimide with thiobenzamide, thioacetamide and sodium sulfide. This monomer was then polymerized with aromatic diamines by the conventional low temperature technique in N, N-dimethylacetamide (DMAc) to yield soluble poly(amic acid)s. Polyimides were obtained by thermal cyclization of the poly(amic acid) films. Polymers obtained formed creasable thin films and had excellent thermal stability in air and nitrogen. The bent thianthrene structure limited crystallization and chain- packing as indicated by X-ray analysis. The highly amorphous thianthrene containing polyimides were only soluble in H2SO4.

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Document Details

Document Type
Technical Report
Publication Date
Nov 07, 1994
Accession Number
ADA286313

Entities

People

  • Lon J. Mathias
  • Masaru Yoneyama
  • Randy A. Johnson

Organizations

  • University of Southern Mississippi

Tags

Communities of Interest

  • Advanced Electronics
  • C4I
  • Energy and Power Technologies

DTIC Thesaurus Topics

  • Acetic Acid
  • Anhydrides
  • Chemical Synthesis
  • Chemistry
  • Chlorine
  • Distillation
  • Films
  • Filtration
  • Imides
  • Low Temperature
  • Materials
  • Mechanical Properties
  • Military Research
  • Organic Chemistry
  • Physical Properties
  • Thermal Stability
  • Vacuum Distillation

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry
  • Polymer Science and Technology