TY - JOUR
T1 - Novel copolymers of 4-fluorostyrene. 7. halogen ring-disubstituted 2-phenyl-1,1-dicyanoethylenes
AU - Kharas, Gregory B.
AU - Flynn, Katherine T.
AU - Hill, Benjamin L.
AU - Ishaq, Mustafa R.
AU - Kopp, Darin A.
AU - Koroll, Brittany G.
AU - Kupczyk, Kristin M.
AU - Schulte, Danielle M.
AU - Vera, Ubaldo
AU - Aparece, Mark D.
AU - Atlas, Salima
AU - Raihane, Mustapha
N1 - Funding Information:
We thank the National Science Foundation Polymer Program (DMR-0710520) for support. We are grateful to acknowledge that the project is partly supported by the Coatings Industry Education Foundation (CIEF), Chicago Society of Coating Technology and Office of Sponsored Programs and Research of DePaul University. K.T.F. and B.L.H. were supported by CIEF graduate fellowship. We are grateful that the project is supported by the CNRST of Morocco for the framework of cooperation Morocco-USA in the field of Materials (n◦ 87/2007: Materials World Network).
PY - 2011/2
Y1 - 2011/2
N2 - Novel copolymers of trisubstituted ethylene monomers, halogen ring-disubstituted 2-phenyl-1,1-dicyanoethylenes, RC6H3CH= C(CN)2 (where R is 2,3-Cl2, 2,4-Cl2, 2,6-Cl2, 3,4-Cl2, 3,5-Cl2, 2-Cl-4-F, 2-Cl-6-F, 3-Cl-4-F) 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/r1) for the monomers is 2-Cl-4-F (2.42) > 3,4-Cl2(2.40) > 2,4-Cl 2(1.97) > 2-Cl-6-F (1.86)> 3-Cl-4-F (1.68)> 2,3-Cl 2 (0.89) > 3,5-Cl2 (0.70) > 2,6-Cl2 (0.47). 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. Softening of the copolymers started in 194-216°C range. Decomposition of the copolymers in nitrogen occurred in two steps, first in the 290-400°C range with residue, which then decomposed in 400-800°C range.
AB - Novel copolymers of trisubstituted ethylene monomers, halogen ring-disubstituted 2-phenyl-1,1-dicyanoethylenes, RC6H3CH= C(CN)2 (where R is 2,3-Cl2, 2,4-Cl2, 2,6-Cl2, 3,4-Cl2, 3,5-Cl2, 2-Cl-4-F, 2-Cl-6-F, 3-Cl-4-F) 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/r1) for the monomers is 2-Cl-4-F (2.42) > 3,4-Cl2(2.40) > 2,4-Cl 2(1.97) > 2-Cl-6-F (1.86)> 3-Cl-4-F (1.68)> 2,3-Cl 2 (0.89) > 3,5-Cl2 (0.70) > 2,6-Cl2 (0.47). 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. Softening of the copolymers started in 194-216°C range. Decomposition of the copolymers in nitrogen occurred in two steps, first in the 290-400°C range with residue, which then decomposed in 400-800°C range.
KW - 4-fluorostyrene copolymers
KW - radical copolymerization
KW - Trisubstituted ethylenes
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U2 - 10.1080/10601325.2011.534716
DO - 10.1080/10601325.2011.534716
M3 - Article
AN - SCOPUS:78650874899
SN - 1060-1325
VL - 48
SP - 95
EP - 99
JO - Journal of Macromolecular Science - Pure and Applied Chemistry
JF - Journal of Macromolecular Science - Pure and Applied Chemistry
IS - 2
ER -