Budget Amount *help |
¥3,000,000 (Direct Cost: ¥3,000,000)
Fiscal Year 1998: ¥900,000 (Direct Cost: ¥900,000)
Fiscal Year 1997: ¥2,100,000 (Direct Cost: ¥2,100,000)
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Research Abstract |
This work dealt with (1) synthesis and cat ionic polymerization of epoxides having amino acids and peptides, (2) synthesis and anionic and cationic polymerizations of cyclic carbonates having amino acids and peptides, (3) synthesis and radical polymerization of methacryl and acrylamides having amino acids and peptides, (4) polycondensation of amino acid-based diols and diamines with dicarboxylic acids, (5) amino acid-based diolefins with dithiols, and properties of the obtained polymers. (1) afforded polyethers with molecular weights of several thousands. Hydrogenation completely removed the protecting groups of the amino acid moieties to afford the corresponding polymers having amino groups in the side chains, and polypeptides formed via a reaction between the side chains. (2) afforded polycarbonates with molecular weights of ten thousand by anionic polymerization, but afforded oligomers by cationic polymerization, probably due to the occurrence of the Friedel-Craft reaction to the ar
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omatic rings in the protecting groups, and/or back-biting reaction to the polymer main chain. (3) afforded the corresponding polymethacryl and acrylamides with molecular weights of several ten thousands. The methacrylamide with a dipeptide structure showed a larger polymerizability than that with a monopeptide structure, probably due to hydrogen bonding between the peptide moieties. The polymers showed specific rotations ca. 30 degree larger in the negative direction compared with the monomers. The molecular dynamics simulation predicted that the polymers changed their conformations to decrease the steric hindrance between the side chains. (4) afforded the corresponding polyester-amides with molecular weight of ten thousand. The polymer with along main chain showed a lower glass transition temperature, where even-odd effect was observed, probably caused by hydrogen bonding between the polymer main chains. The polymers showed hydrolytic degradation in a buffer solution with pH of 7.8. (5) afforded the corresponding polyester-amide-sulfides, which showed enzymatic degradability, and were oxidized by hydrogen peroxide and m-chloroperbenzoic acid into sulfides and sulfones. Less
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