Abstract
A new type of optically active N-(cholesteroxycarbonylmethyl)maleimide (ChMI) was synthesized from maleic anhydride, glycine and cholesterol. Radical homopolymerizations of ChMI were performed at 70°C for 24 h to give optically active polymers having [α]D=−25.7 to −34.2°. Radical copolymerizations of ChMI (M1) were performed with styrene (ST, M2), methyl methacrylate (MMA, M2) in benzene at 70°C. From the results, the monomer reactivity ratios (r1, r2) and Alfrey-Price Q, e values were determined as follows: r1=0.090, r2=0.082, Q1=2.07, e1=1.42 for the ChMI-ST system; r1=0.13, r2=1.22, Q1=1.04, e1=1.76 for the ChMI-MMA system. Anionic homopolymerizations of ChMI were also carried out. Chiroptical properties of the polymers and copolymers were investigated.
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Oishi, T., Otsubo, Y. & Fujimoto, M. Synthesis and Polymerization of N-(Cholesteroxycarbonylmethyl)maleimide. Polym J 24, 527–537 (1992). https://doi.org/10.1295/polymj.24.527
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DOI: https://doi.org/10.1295/polymj.24.527