A NOVEL ONE-POT OXIDATION POLYMERIZATION OF DITHIOLS OBTAINED FROM BIFUNCTIONAL 5-MEMBERED CYCLIC DITHIOCARBONATES WITH AMINES

One-pot oxidation polymerization of dithiols, obtained from bifunction al five-membered cyclic dithiocarbonates (4a and 4b) with two equivale nts of amines, was studied. The monomers 4a and 4b were synthesized by the reactions of bisphenol A diglycidyl ether and neopentyl glycol di glycidyl ether with carbon disulfide, respectively. Polydisulfides wit h (M) over bar(n)s 4600-20,200 were obtained quantitatively in the oxi dation polymerization of the dithiols obtained in situ by the reaction s of 4a with benzylamine, n-butylamine, and piperidine. On the other h and, dithiols obtained from 4b with benzylamine, afforded cyclic disul fides as well as the polydisulfide under similar conditions. (C) 1998 John Wiley & Sons, Inc.