Synthesis and Styrene Copolymerization of Novel Chloro and Fluoro Ring-Trisubstituted Propyl Cyanophenylpropenoates
- Jessica Bates
- Ashleigh L. Krider
- Sana A. Malik
- Denny P. May
- Maryana Stryelkina
- Chloe G. Williams
- Daniel T. Wood
- Sara M. Rocus
- Gregory B. Kharas
Abstract
Novel trisubstituted ethylenes, ring-substituted propyl 2-cyano-3-phenyl-2-propenoates, RPhCH=C(CN)CO2C3H7 (where R is 2,3,6-trichloro, 2,3,4-trifluoro, 2,3,5-trifluoro, 2,4,5-trifluoro, 2,4,6-trifluoro, 3,4,5-trifluoro) were prepared by the piperidine catalyzed Knoevenagel condensation of ring-trisubstituted benzaldehydes and propyl cyanoacetate.
The ethylenes when copolymerized with styrene in solution with radical initiation (ABCN) at 70°C resulted in formation of copolymers. The composition of the copolymers was calculated from nitrogen analysis. The structures and properties were characterized by IR, 1H and 13C-NMR, GPC, DSC, and TGA.
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- DOI:10.5539/ijc.v11n1p79
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