Polyimides Containing 1, 4-Dithiine Units and their Corresponding Thiophene 2, 3, 4, 5 Tetracarboxylimide Units

Abstract

Polyimides containing 1,4-dithiine units and corresponding thiophene units were synthesized by the nucleophilic substitution reaction of bis(dichloro-maleimide) arylene derivatives with sodium sulfide. Their structures were confirmed by IR and UV spectroscopy and elemental analysis. The polymers were characterized by viscosimetric measurements, softening points and thermogravimetric data.

Synthesis and Characterisation of Polyamides Containing 1,4-Dithiin-2,3 : 5,6-tetrayl Diimide Structures

“…These polyamides have initial decomposition temperatures in the range 335-348 8C, and the temperature of 10% weight loss ranged between 392 and 415 8C, comparable with polyimides containing 1,4-dithiin units. [9] The DSC curves (first heating cycle at a heating rate of 10 8C/min) showed a similar thermal behaviour for all the studied polymers. No glass transition temperature (T g ) or melting endotherms were detected up to about 300 8C.…”

“…N-(4-carboxyphenyl)-3,4-dichloromaleimide (1) was prepared by hydrolising N-(4-chloroformylphenyl)-3,4-dichloromaleimide. This monomer was prepared as described in the literature, [9] and recrystallised from acetonitrile, m.p. 315-319 8C (315-319 8C, [9] and A305 8C [10] ).…”

“…This monomer was prepared as described in the literature, [9] and recrystallised from acetonitrile, m.p. 315-319 8C (315-319 8C, [9] and A305 8C [10] ). To a solution of p-toluidine (0.428 g, 4 mmol) in 15 ml Nmethylpyrrolidin-2-one (NMP) cooled to 0-5 8C in ice bath, monomer 3 was added (1.06 g, 2 mmol).…”

“…[9] Our interest in fused dithiintetrayl diimide systems in polymer chain was stimulated by Draber's report [10] on a crystalline charge-transfer complex (1 : 1) formed by reaction of 1,4-dithiintetrayl-N,N9-dimethyl diimide with acridine and the subsequent X-ray structure determination by Yamaguchi et al [11] which showed that the dithiene ring was planar in this complex.…”

Synthesis and Characterization of Functional Polymers with Conjugate Chains

“…Tetrachlorobismaleimides (5a-c) were prepared by the reaction of 4,4 -bismaleimides with thionyl chloride in the presence of pyridine, according to the method described in our previous paper [33].…”