ISSN:
0887-624X
Keywords:
polymerization
;
N-[4-N′-(α-methylbenzyl)-aminocarbonylphenyl]maleimide
;
optically active polymer
;
asymmetric induction
;
O-e values
;
monomer reactivity ratios
;
Chemistry
;
Polymer and Materials Science
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
A novel type of optically active N-[4-N′-(α-methylbenzyl)aminocarbonylphenyl]maleimide [(R)-MBCP] was synthesized from maleic anhydride, p-aminobenzoic acid, and (R)-methylbenzylamine. Radical homopolymerization of (R)-MBCP was performed in tetrahydrofuran (THF) at 50 and 70°C for 24 h to give optically active polymers having [α]25D = -141° and -129°, respectively. Anionic polymerization of (R)-MBCP with n-butyllithium in THF and N,N-dimethylformamide gave an optically active polymer having -78 to -81° of [α]25D. Radical copolymerizations of (R)-MBCP (M1) were performed with styrene (ST, M2) and methyl methacrylate (MMA, M2) in THF at 50°C. The monomer reactivity ratios (r1, r2) and the Alfrey-Price Q-e values were determined as follows: r1 = 0.009, r2 = 0.091, Q1 = 1.30, e1 = 1.87 in the (R)-MBCP-ST; r1 = 0.27, r2 = 1.21, Q1 = 0.93, e1 = 1.46 in the (R)-MBCP-MMA system. Chiroptical properties of the polymers were also investigated. © 1992 John Wiley & Sons, Inc.
Additional Material:
9 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/pola.1992.080300905
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