A. Nagai, Bungo Ochiai, T. Endo
Aug 31, 2004
Citations
0
Influential Citations
11
Citations
Journal
Macromolecules
Abstract
N-substituted cyclic thiourethanes [4(S)-(methoxycarbonyl)-N-benzyl-1,3-oxazolidine-2-thione (BnSL), 4(S)-(methoxycarbonyl)-N-benzoyl-1,3-oxazolidine-2-thione (BzSL), and 4(S)-(methoxycarbonyl)-N-acetyl-1,3-oxazolidine-2-thione (AcSL)] were synthesized from l-serine methyl ester hydrochloride and were polymerized by using methyl trifluoromethanesulfonate to obtain the corresponding well-defined polythiourethanes. The molecular weight of the polymers can be controlled by the ratio of the monomers to the initiator and the molecular weight distributions are narrow (Mw/Mn BnSL > BzSL > AcSL, which agrees well with the nucleophilicity of the thiocarbonyl moieties of the monomers (SL, BnSL BzSL, and AcSL). The Cotton effects in the CD spectra of the polymers from the N-substituted monomers exhibit almost inverse shape with th...