Abstract
The polyaddition of 1,4-benzenedicarbothioic acid to 1,4-divinylbenzene or 1,4-diisopropenylbenzene was carried out at 70°C in toluene under a nitrogen atmosphere by radical mode such as by addition of AIBN or UV irradiation. Both diolefin compounds gave polymers in a 90% yield. The polymer obtained from 1,4-diisopropenylbenzene was soluble in chloroform, and the molecular weight of the polymer (M̅w) was 40000. On the other hand, the polymer obtained from 1,4-divinylbenzene was partly soluble in conventional organic solvents, possibly due to a cross linkage formation by a pendant vinyl group. The model addition reaction of thiobenzoic acid to styrene gave a by-product ca. 8% being the 1:2 adduct with respect to thiobenzoic acid and styrene. Alkali hydrolysis of both polymers was investigated to confirm the cross linkage structures in the polymers.
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Kobayashi, E., Tendo, K., Kato, M. et al. Synthesis of New Linear Polymers Containing Thiocarbonyl Groups: Polyaddition of Dicarbothioic Acid to Diolefins. Polym J 26, 49–59 (1994). https://doi.org/10.1295/polymj.26.49
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DOI: https://doi.org/10.1295/polymj.26.49