Synthesis and Characterization of Thianthrene-Based Polyamides
Polymers and High Performance Materials
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 1.29-2.39 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 (NMP) using triphenyl phosphite (TPP) and pyridine. The fused-ring thianthrene-based polyamides were more soluble than analogous poly(thioether amide)s. Polymer films were cast from either N,N-dimethylformamide (DMF) or N,N-dimethylacetamide (DMAc)/LiCl solutions and analyzed by FTIR and NMR. All prepared aramids displayed good thermal stability by DSC and TGA.
Johnson, R. A.,
Mathias, L. J.
(1995). Synthesis and Characterization of Thianthrene-Based Polyamides. Macromolecules, 28(1), 79-85.
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