Thianthrenes polymers containing

Wejchan-Judek et al. in 1984 obtained polymeric material from the condensation of thiophenol with thionyl chloride in the presence of various metal chlorides (Eq. 8). They considered the products to be poly(p-phenylene sulfide) although the polymers contained considerable amounts of oxygen and excessive amounts of sulfur. Previously,in 1981, the excess sulfur in a pol3nner prepared in the above process with AlCl was believed to be concentrated in blocks of thianthrene units each connected by two sulfide bonds (ladder structure) which, in turn, were connected by blocks of crystalline PPS. Again the evidence for preparation of PPS is tenuous. 

A brownish-purple solid salt, T SbCls, made by reacting thianthrene with antimony(V) chloride at room temperature in chloroform (62BCJ1137, 62JCS4963 67BCJ2539), was shown, by comparison with a methylene chloride solution of the salt, to have the radical as free in the solid as in solution (69BCJ548). Antimony(V) chloride was used to oxidize a thianthrene-containing polymer, —[T—C(Ph)=C(Ph) presumably... 

M. Yoneyama, R. A. Johnson, and L. J. Mathias. Thianthrene-containing polyimides with monomer formation via nncleophiUc aromatic substitution. J. Polym. Set, Part A Polym. Chem., 33 1891-1899,1995. 

R.A. Johnnson, L.J. Mathis, Synthesis and characterization of thianthrene-containing poly(benzoxazole)s, J. Polym. Sci. Part A Polym. Chem. 33 (11) (1995) 1901-1906. 

Thianthrene-Containing Polymers Polyimides, Aramids, and Polybenzoxazoles... 

Thianthrene-containing polyamides have also been prepared by reacting thianthrene-2,7-dicarboxylic acid chloride with aromatic and aliphatic diamines at low-temperature. The polymerization of thianthrene-2,7-dicarboxylic acid chloride and 1,4-phenylenediamine yielded 81% polyamide with an inherent viscosity of 0.75 dL/g, although no other polymers or characterization results were discussed. 

Thianthrene-containing polyamides were also prepared by converting thianthrene-containing polyketones to polyamides by Schmidt and Beckmaim rearrangements. These polymers derived had lower inherent viscosities relative to those prepared by the low-temperature reaction of diamines and diacid chlorides. 

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