Novel copolymers of 4-fluorostyrene. 2. Alkoxy ring-substituted 2-phenyl-1,1-dicyanoethylenes

Gregory B. Kharas, Emi Hanawa, Benjamin L. Hill, Katherine T. Flynn, Nikesh H. Bajaj, Yousef Bittar, Mathew R. Dow, Sean Moloney, Thuy A. Nguyen, Stuart A. Pitts, Christina A. Serret, Janeth Valadez, Ana C. Vallejo, Salima Atlas, Mustapha Raihane

Research output: Contribution to journalArticlepeer-review

2 Scopus citations


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 70C. 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/r1) 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 Tg 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 284-500C range with residue (5-9% wt), which then decomposed in the 500-800C range.

Original languageEnglish (US)
Pages (from-to)973-976
Number of pages4
JournalJournal of Macromolecular Science - Pure and Applied Chemistry
Issue number10
StatePublished - Oct 2010
Externally publishedYes


  • 4-fluorostyrene copolymers
  • radical copolymerization
  • Trisubstituted ethylenes

ASJC Scopus subject areas

  • Ceramics and Composites
  • Chemistry(all)
  • Polymers and Plastics
  • Materials Chemistry


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