The reaction of aromatic compounds and sulfur monochloride is investigated as a convenient route to prepare disulfides. Bis [4-[(4-bromophenyl)oxy] phenyl] disulfide (I), bis[4-[(4-bromophenyl)thio]-phenyl] disulfide (II), and bis[4-[[[(4-bromophenyl)sulfonyl]phenyl]oxy]phenyl] disulfide (III) were prepared through the electrophilic reaction of sulfur monochloride with aromatic compounds catalyzed by SiO2. The thermal polymerization of the disulfide I results in the formation of high molecular weight poly (thio-1,4-phenyleneoxy-1,4-phenylene) (PPOS; Mw = 141 000) which is a high crystalline polymer with high stability after melting. The crystallographic data reveal that the resulting PPOS and poly(phenylene sulfide) both possess an orthorhombic unit cell.
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