Novel Copolymers of Alkyl and Alkoxy Ring‐Substituted Ethyl 2‐Cyano‐3‐phenyl‐2‐propenoates and Styrene

Autor: Ashley A. Fox, Jason Yedlinski, Celeste A. Diener, Hadeal A. Barbarawi, Jason Carney, Gregory B. Kharas, Kristen M. McClelland, Nicole D. Beavers, Jessica L. Gehle, Maria Borovilos, Kenneth Watson
Rok vydání: 2004
Předmět:
Zdroj: Journal of Macromolecular Science, Part A. 41:889-896
ISSN: 1520-5738
1060-1325
DOI: 10.1081/ma-120039175
Popis: Electrophilic trisubstituted ethylenes, ring‐substituted ethyl 2‐cyano‐3‐phenyl‐2‐propenoates, RC6H4CH˭C(CN)CO2C2H5 (where R is 2‐CH3, 3‐CH3, 4‐CH3, 2‐OCH3, 3‐OCH3, and 4‐OCH3) were prepared and copolymerized with styrene (ST). The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of ring‐substituted benzaldehydes and ethyl cyanoacetate, and characterized by CHN analysis, IR, 1H and 13C NMR. All the ethylenes were copolymerized with ST (M1) in solution with radical initiation (AIBN) at 70°C. The compositions of the copolymers were calculated from nitrogen analysis and the structures were analyzed by IR, 1H and 13C NMR. The order of relative reactivity (1/r 1) for the monomers is 3‐OCH3 (0.88) > 4‐CH3 (0.71) > 2‐OCH3 (0.68) > 3‐CH3 (0.55) > 2‐CH3 (0.47) > 4‐OCH3 (0.40). Higher T g of the copolymers in comparison with that of polystyrene indicates a decrease in chain mobility of the copolymer due to the high dipolar character of the TSE structural unit. Gravimetric anal...
Databáze: OpenAIRE
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