E. Koyama et al., RADICAL POLYADDITIONS OF DITHIOLS WITH DIOLEFINS DERIVED FROM OPTICALLY-ACTIVE AMINO-ALCOHOLS, Macromolecules, 31(5), 1998, pp. 1495-1500
Syntheses of poly(ester-amide-sulfide)s by radical polyadditions of di
olefins with dithiols and oxidations and enzymatic degradation of the
obtained polymers were examined. The diolefins were synthesized from o
ptically active amino alcohols and 4-pentenoic acid. The radical polya
dditions of the diolefins with dithiols were carried out in the presen
ce of AIBN (3 mol %) in DMF to afford high molecular weight polymers.
The sulfide group in the polymer was selectively oxidized to sulfoxide
and sulfone groups according to the amount of H2O2 used. The poly(est
er-amide-sulfide)s derived from alaninol were degraded by lipase Rhizo
pus arrhizus.