Synthesis and Characterization of Thianthrene-Based Polyamides

Abstract

Thianthrene-2,7- and -2,8-dicarboxylic acids plus a synthetic intermediate, 4,4'-thiobis(3-chlorobenzoic acid), have been synthesized in good yields via nucleophilic aromatic substitution of Na2S on N,N-dimethyl-3,4- dichlorobenzamide. New aromatic polyamides having inherent viscosities of 1.29 to 2.39 dL/g were prepared by the direct polycondensation reaction of the dicarboxylic acids with 4,4'-oxydianiline and 1,4-phenylenediamine in N-methyl- 2-pyrrolidinone using triphenyl phosphite and pyridine. The fused-ring thianthrene-based polyamides were more soluble than analogous poly(thioether amide)s. Polymer films were cast from either DMF or DMAc/LiCl solutions and analyzed by FTIR and NMR. All prepared aramids displayed good thermal stability by DSC and TGA.

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Document Details

Document Type
Technical Report
Publication Date
Jul 15, 1994
Accession Number
ADA282512

Entities

People

  • Lon J. Mathias
  • Randy A. Johnson

Organizations

  • University of Southern Mississippi

Tags

Communities of Interest

  • C4I

DTIC Thesaurus Topics

  • Alcohols
  • Benzoic Acids
  • Carboxylic Acids
  • Chemical Synthesis
  • Chemistry
  • Dihedral Angle
  • Glass Transition Temperature
  • Materials
  • Methanols
  • Military Research
  • Molecular Weight
  • Phenylenediamines
  • Polymeric Films
  • Rings
  • Thermal Stability
  • Transition Temperature
  • Transitions

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry
  • Polymer Science and Engineering.
  • Polymer Science and Technology