1. Novel copolymers of styrene. 8. Fluoro, methoxy, and methyl ring-disubstituted propyl 2-cyano-3-phenyl-2-propenoates
- Author
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Yesenia L. Soto, Courtney J. Smith, Emily L. Divino, Deena Kishawi, Jessica H. Kittle, Jessica L. Pierce, Solomiya Logvinenko, Mikaela Donovan, Sebastian A. Slazyk, Mike D. Dotson, Bryan M. McClarty, and Gregory B. Kharas
- Subjects
Polymers and Plastics ,010405 organic chemistry ,chemistry.chemical_element ,02 engineering and technology ,General Chemistry ,021001 nanoscience & nanotechnology ,01 natural sciences ,Nitrogen ,0104 chemical sciences ,Catalysis ,Styrene ,Residue (chemistry) ,chemistry.chemical_compound ,Monomer ,chemistry ,Polymer chemistry ,Materials Chemistry ,Ceramics and Composites ,Copolymer ,Knoevenagel condensation ,Piperidine ,0210 nano-technology - Abstract
Novel trisubstituted ethylenes, ring-disubstituted propyl 2-cyano-3-phenyl-2-propenoates, RPhCH˭C(CN)CO2C3H7 (where R is 2-fluoro-5-methoxy, 2-fluoro-6-methoxy, 3-fluoro-4-methoxy, 4-fluoro-3-methoxy, 5-fluoro-2-methoxy, 2-fluoro-6-methyl, 3-fluoro-2-methyl, 4-fluoro-2-methyl, 4-fluoro-3-methyl, 5-fluoro-2-methyl) were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and propyl cyanoacetate and characterized by CHN elemental analysis, IR, 1H- and 13C-NMR. All the ethylenes were copolymerized with styrene (M1) in solution with radical initiation (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, GPC, DSC, and TGA. Decomposition of the copolymers in nitrogen occurred in two steps, first in the 200–500°C range with residue (1.4–3.0% wt.), which then decomposed in the 500–800°C range.
- Published
- 2016
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