Novel copolymers of styrene. 8. Fluoro, methoxy, and methyl ring-disubstituted propyl 2-cyano-3-phenyl-2-propenoates. Issue 1 (2nd January 2017)

• Record Type: Journal Article
• Authors: Kharas, Gregory B.; Soto, Yesenia L.; Divino, Emily L.; Donovan, Mikaela; Dotson, Mike D.; Kishawi, Deena; Kittle, Jessica H.; Logvinenko, Solomiya; McClarty, Bryan M.; Pierce, Jessica L.; Slazyk, Sebastian A.; Smith, Courtney J.
• Is Part Of: Journal of macromolecular science. Volume 54:Issue 1(2017)
• Page Start: 1
• Page End: 5
• Publication Date: 2017-01-02
• Subjects: Radical copolymerization -- styrene copolymers -- trisubstituted ethylenes; Polymers -- Periodicals; Polymerization -- Periodicals; 547.7
• DOI: 10.1080/10601325.2017.1250308
• Languages: English
• ISSNs: 1060-1325

Abstract

ABSTRACT: Novel trisubstituted ethylenes, ring-disubstituted propyl 2-cyano-3-phenyl-2-propenoates, RPhCH˭C(CN)CO2 C3 H7 (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, 1 H- and 13 C-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, 1 H and 13 C-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.