Synthesis and Characterization of Thianthrene-Based Polyamides
Technical rept. 1 Jun 1993-31 May 1994
UNIVERSITY OF SOUTHERN MISSISSIPPI HATTIESBURG DEPT OF POLYMER SCIENCE
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Thianthrene-2,7- and -2,8-dicarboxylic acids plus a synthetic intermediate, 4,4-thiobis3-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 dLg 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 polythioether amides. Polymer films were cast from either DMF or DMAcLiCl solutions and analyzed by FTIR and NMR. All prepared aramids displayed good thermal stability by DSC and TGA.
- Organic Chemistry
- Physical Chemistry
- Polymer Chemistry