Novel Copolymers of 4-Fluorostyrene. 2. Alkoxy Ring-Substituted 2-Phenyl-1,1-dicyanoethylenes |
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Authors: | Gregory B. Kharas Emi Hanawa Benjamin L. Hill Katherine T. Flynn Nikesh H. Bajaj Yousef Bittar |
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Affiliation: | Chemistry Department , DePaul University , Illinois |
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Abstract: | Novel copolymers of trisubstituted ethylene monomers, alkoxy ring-substituted 2-phenyl-1,1-dicyanoethylenes, RC6H4CH = C(CN)2 (where R is 2-methoxy, 3-methoxy, 4-methoxy, 2-ethoxy, 3-ethoxy, 4-ethoxy, 4-propoxy, 4-buthoxy, 4-hexyloxy) and 4-fluorostyrene were prepared at equimolar monomer feed composition by solution copolymerization in the presence of a radical initiator (ABCN) at 70°C. The composition of the copolymers was 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 2-methoxy (1.5) > 4-ethoxy (1.0) > 4-methoxy (0.8) > 3-ethoxy (0.7) = 3-methoxy (0.7) > 4-hexyloxy (0.6) = 2-ethoxy (0.6) > 4-butoxy (0.5) = 4-propoxy (0.5). High T g of the copolymers, in comparison with that of poly(4-fluorostyrene) indicates a substantial decrease in chain mobility of the copolymer due to the high dipolar character of the trisubstituted ethylene monomer unit. Decomposition of the copolymers in nitrogen occurred in two steps, first in 284–500°C range with residue (5–9% wt), which then decomposed in the 500–800°C range. |
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Keywords: | Trisubstituted ethylenes radical copolymerization 4-fluorostyrene copolymers |
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