Abstract
Two types of optically active N-(cholesteroxycarbonyl-n-pentyl)maleimide (ChP) and N-(cholesteroxycarbonyl-n-undecyl)maleimide (ChU) were synthesized and polymerized with radical and anionic initiators to obtain chiral polymers. Both copolymers contained different conformations, judging from CD spectra. Radical copolymerizations of ChP(M1) and ChU (M1) were performed with styrene (ST, M2), methyl methacrylate (MMA, M2) in toluene at 60°C. Monomer reactivity ratios (r1, r2) and Alfrey–Price Q–e were determined. Chiroptical properties for the original polymers were significantly influenced by the length of the methylene units. All hydrolyzed polymers were optically active, but specific rotations were very small.
Similar content being viewed by others
Article PDF
References
Y. S. Freidzon, Y. G. Tropsha, V. P. Shibaev, and N. A. Plate, Makromol. Chem., Rapid Commun., 6, 625 (1985).
T. Yamaguchi, T. Hayashi, and N. Nakamura, Mol. Cryst. Liq. Cryst., 5, 23 (1987).
G. M. Janini, R. J. Laub, and T. J. Shaw, Makromol. Chem., Rapid Commun., 6, 57 (1985).
M. L. Tsai and S. H. Chen, Macromolecules, 23, 1908 (1990).
Y. S. Freidzon, N. I. Boiko, V. P. Shibaev, and N. A. Plate, Eur. Polym. J., 22, 13 (1986).
For example: H. Finkelmann, H. Ringsdorf, W. Siol, and H. Wendorff, Makromol. Chem., 179, 829 (1978).
R. C. P. Cubbon, Polymer, 6, 419 (1966).
A. Matsumoto, T. Kubota, and T. Otsu, Macromolecules, 23, 4508 (1990).
H. Yamaguchi and Y. Minoura, J. Polym. Sci., A-1, 8, 929, (1970).
T. Oishi, Y. Otsubo, and M. Fujimoto, Polym. J., 24, 527 (1992).
D. H. Rich and P. D. Gesellchen, J. Med. Sci., 18, 1004 (1975).
T. Oishi, K. Kagawa, and M. Fujimoto, submitted to “Macromolecules”.
M. Farina, Top. Stereochem., 17, 1 (1987).
G. Wulff and P. K. Dhal, Macromolecules, 23, 100 (1990).
G. Wulff and P. K. Dhal, Macromolecules, 23, 4525 (1990).
G. Wulff and P. K. Dhal, Macromolecules, 21, 571 (1988).
F. Tüdös, T. Kelen, T. Foldes-Berezsnich, and B. Turcsanyi, J. Macromol. Sci., Chem., A10, 1513 (1976); method 6 was used in this paper.
T. Alfrey, Jr. and C. C. Price, J. Polym. Sci., 2, 101 (1947).
L. J. Young, “Tabulation of Q–e values,” in Polymer Handbook , J. Brandrup and E. H. Immergut, Ed., Wiley, New York, 1975, II-387.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Oishi, T., Morikawa, H., Matsusaki, K. et al. Synthesis and Polymerization of Maleimides Containing a Cholesteryl Group. Polym J 26, 1332–1344 (1994). https://doi.org/10.1295/polymj.26.1332
Issue Date:
DOI: https://doi.org/10.1295/polymj.26.1332