Cyclopolymerization of Optically Active Diallyl-1-Phenylethanamines

Do CH; Joo YJ; Butler GB

Korea Polymer Journal, Vol.4, No.1, 61-64, April, 1996

Optically active cyclopolymers were prepared by a radical polymerization of (R)-(+)- and (S)-(-)-dially-1-phenylethanamines (DAPEA) and their structures and optical properties were characterized. The polymerization of DAPEA was carried at 50 ℃ in water using 2,2''-azobis(2-amidinopropane) dihydrochloride as a radical initiator. (R)-(+)-cyclopolymer showed negative Cotton effect and (S)-(-)-cyclopolymer showed positive Cotton effect. The CD behavior of the mixed solution did not disappear. We concluded tentatively that the localization of domains (chiral groups of (R)-(+)-and (S)-(-)-cyclopolymers)was different between two cyclopolymers.

[References]

Butler GB, Cyclopolymerization and Cyclocopolymerization, Marcell Dekker, New York (1992)
Butler GB, Do CH, Water-Soluble Polymers, S.W. Shalaby, C.L. McCormick, and G.B. Butler, Eds., ACS Symposium Series 467, American Chemical Society, Washington, D.C., Chapter 9 (1991)
Gopalkrishnan S, Butler GB, Hogen-Esch TE, Zhang NZ, Water-Soluble Polymers, S.W. Shalaby, C.L. McCormick, and B.G. Butler, Eds., ACS Symposium SEries 467, American Chemical Society, Washington, D.C., Chapter 11 (1991)
Wulff G, Angew. Chem.-Int. Edit., 28, 21 (1989)
Ciardelli F, Comprehensive Polymer Science, G. Allen and J.C. Bevington, Eds., Pergamon, Oxford, Vol. 1, pp. 561 (1989)
Morawetz H, Macromolecules in Solution, 2nd ed., Wiley, New York, pp. 241-265 (1975)
Farina M, Topics in Stereochemistry, L.E. Eliel and S.H. Wilen, Eds., Wiley, New York, Vol. 17, pp. 1 (1987)
De BB, Sivaram S, Dhal PK, J. Macromol. Sci.-Pure Appl. Chem., A32, 227 (1995)
Hamana H, Horiguchi K, Hagiwara T, Narita T, Bull. Chem. Soc. Jpn., 63, 1884 (1990)
Aliev AD, Tyurina EP, Koshevnik AY, Alieva SL, Krentsel BA, Eur. Polym. J., 16, 679 (1980)
Kagawa K, Oishi T, Matsusaki K, Fujimoto M, Polymer, 36(5), 941 (1995)
Oishi T, Fujimoto M, J. Polym. Sci. A: Polym. Chem., 22, 2789 (1984)
Oishi T, Fujimoto M, J. Macromol. Sci.-Chem., A23, 619 (1986)
Oishi T, Kagawa K, Fujimoto M, Macromolecules, 26, 24 (1993)
Olson KG, Butler GB, Macromolecules, 17, 2486 (1984)

[Referenced By]

[1] Butler GB, Cyclopolymerization and Cyclocopolymerization, Marcell Dekker, New York (1992)

[2] Butler GB, Do CH, Water-Soluble Polymers, S.W. Shalaby, C.L. McCormick, and G.B. Butler, Eds., ACS Symposium Series 467, American Chemical Society, Washington, D.C., Chapter 9 (1991)

[3] Gopalkrishnan S, Butler GB, Hogen-Esch TE, Zhang NZ, Water-Soluble Polymers, S.W. Shalaby, C.L. McCormick, and B.G. Butler, Eds., ACS Symposium SEries 467, American Chemical Society, Washington, D.C., Chapter 11 (1991)

[4] Wulff G, Angew. Chem.-Int. Edit., 28, 21 (1989)

[5] Ciardelli F, Comprehensive Polymer Science, G. Allen and J.C. Bevington, Eds., Pergamon, Oxford, Vol. 1, pp. 561 (1989)

[6] Morawetz H, Macromolecules in Solution, 2nd ed., Wiley, New York, pp. 241-265 (1975)

[7] Farina M, Topics in Stereochemistry, L.E. Eliel and S.H. Wilen, Eds., Wiley, New York, Vol. 17, pp. 1 (1987)

[8] De BB, Sivaram S, Dhal PK, J. Macromol. Sci.-Pure Appl. Chem., A32, 227 (1995)

[9] Hamana H, Horiguchi K, Hagiwara T, Narita T, Bull. Chem. Soc. Jpn., 63, 1884 (1990)

[10] Aliev AD, Tyurina EP, Koshevnik AY, Alieva SL, Krentsel BA, Eur. Polym. J., 16, 679 (1980)

[11] Kagawa K, Oishi T, Matsusaki K, Fujimoto M, Polymer, 36(5), 941 (1995)

[12] Oishi T, Fujimoto M, J. Polym. Sci. A: Polym. Chem., 22, 2789 (1984)

[13] Oishi T, Fujimoto M, J. Macromol. Sci.-Chem., A23, 619 (1986)

[14] Oishi T, Kagawa K, Fujimoto M, Macromolecules, 26, 24 (1993)

[15] Olson KG, Butler GB, Macromolecules, 17, 2486 (1984)