<p>Novel
trisubstituted ethylenes, ring-disubstituted isopropyl
2-cyano-3-phenyl-2-propenoates, RPhCH=C(CN)CO<sub>2</sub>CH(CH<sub>3</sub>)<sub>2
</sub>(where R is 2-bromo-5-methoxy, 3-bromo-4-methoxy, 5-bromo-2-methoxy, 2-chloro-3-methoxy,
3-chloro-4-methoxy, 2-chloro-6-methyl, 2-fluoro-6-methyl, 3-fluoro-2-methyl, 3-fluoro-4-methyl,
4-fluoro-2-methyl, 4-fluoro-3-methyl) were
prepared and copolymerized with styrene. The monomers were synthesized by the
piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes
and isopropyl cyanoacetate and characterized by CHN elemental analysis, IR, <sup>1</sup>H-
and <sup>13</sup>C-NMR. All the ethylenes were copolymerized with styrene 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, <sup>1</sup>H
and <sup>13</sup>C-NMR, GPC, DSC, and TGA. Decomposition of the copolymers in
nitrogen occurred in two steps, first in the 200-500ºC range with residue (1-8%
wt.), which then decomposed in the 500-800ºC range.</p>
<p>Novel
trisubstituted ethylenes, ring-disubstituted isopropyl
2-cyano-3-phenyl-2-propenoates, RPhCH=C(CN)CO<sub>2</sub>CH(CH<sub>3</sub>)<sub>2
</sub>(where R is 2-bromo-5-methoxy, 3-bromo-4-methoxy, 5-bromo-2-methoxy, 2-chloro-3-methoxy,
3-chloro-4-methoxy, 2-chloro-6-methyl, 2-fluoro-6-methyl, 3-fluoro-2-methyl, 3-fluoro-4-methyl,
4-fluoro-2-methyl, 4-fluoro-3-methyl) were
prepared and copolymerized with styrene. The monomers were synthesized by the
piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes
and isopropyl cyanoacetate and characterized by CHN elemental analysis, IR, <sup>1</sup>H-
and <sup>13</sup>C-NMR. All the ethylenes were copolymerized with styrene 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, <sup>1</sup>H
and <sup>13</sup>C-NMR, GPC, DSC, and TGA. Decomposition of the copolymers in
nitrogen occurred in two steps, first in the 200-500ºC range with residue (1-8%
wt.), which then decomposed in the 500-800ºC range.</p>
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