Jun-Sang Cho, Saya Sato, S. Takeoka
Mar 30, 2001
Citations
0
Influential Citations
34
Citations
Journal
Macromolecules
Abstract
A novel disulfide-containing aniline, 1,4-dihydrobenzo[d][1,2]dithiin-5-ylamin (1), was synthesized by the alkylbromination of 1,2-dimethyl-3-nitrobenzene, followed by the formation of a disulfide bond via thioesterification and then the reduction of the nitro group. The monomer showed a reductive and oxidative potential of the disulfide bond at −0.63 and 1.25 V (vs Ag/Ag+), respectively. Although the monomer showed the oxidative potential of aniline at 0.85 V (vs SCE), the electro- or chemical-oxidative polymerization of the monomer resulted in the formation of only the oligomer, suggesting that the disulfide-containing condensed ring would prevent further propagation of the polymerization due to steric hindrance. However, the nearly ideal copolymerization of 1 with aniline (An) was carried out by chemical oxidative polymerization. The resulting copolymers (1/An = 1/1 and 2/1, by mole) had weight-averaged molecular weights (Mw) of 10 000 and 6600, respectively, and good redox activities coupled with tho...