<p>Novel
oxy ring-substituted isopropyl 2-cyano-3-arylacrylates, RPhCH=C(CN)CO<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub><sub> </sub>(where R is 3,4-dibenzyloxy, 3-benzyloxy-4-methoxy, 4-benzyloxy-3-methoxy,
2,3-methylenedioxy, 3-iodo-4-methoxy, 5-iodo-2-methoxy, 3,4-difluoro, 3,5-difluoro)
were prepared and copolymerized with
styrene. The acrylates were synthesized by the piperidine catalyzed Knoevenagel
condensation of ring-disubstituted benzaldehydes and isopropyl cyanoacetate and
characterized by CHN elemental analysis, FTIR, <sup>1</sup>H and <sup>13</sup>C-NMR.
All the acrylates 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 FTIR, <sup>1</sup>H and <sup>13</sup>C-NMR.
Thermal properties of the copolymers are characterized by DSC and TGA.
Decomposition of the copolymers in nitrogen occurred in two steps, first in the
200-500ºC range with a residue, 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>
<p>Novel ring-disubstituted isobutyl phenylcyanoacrylates, RPhCH=C(CN)CO<sub>2</sub>CH<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub> (where R is 2,3-difluoro, 2,4-difluoro, 2,6-difluoro, 3,4-difluoro,
3,5-difluoro, 2-chloro-4-fluoro, 2-chloro-6-fluoro, 3-chloro-2-fluoro, 3-chloro-4-fluoro,
4-chloro-3-fluoro) were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-disubstituted benzaldehydes and isobutyl cyanoacetate and characterized by CHN analysis, IR, <sup>1</sup>H and <sup>13</sup>C NMR. The acrylates were copolymerized with styrene in solution with radical initiation (ABCN) at 70C. The compositions of the copolymers were calculated from nitrogen analysis.</p>
<p>Novel
oxy ring-substituted isopropyl 2-cyano-3-arylacrylates, RPhCH=C(CN)CO<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub><sub> </sub>(where R is 3,4-dibenzyloxy, 3-benzyloxy-4-methoxy, 4-benzyloxy-3-methoxy,
2,3-methylenedioxy, 3-iodo-4-methoxy, 5-iodo-2-methoxy, 3,4-difluoro, 3,5-difluoro)
were prepared and copolymerized with
styrene. The acrylates were synthesized by the piperidine catalyzed Knoevenagel
condensation of ring-disubstituted benzaldehydes and isopropyl cyanoacetate and
characterized by CHN elemental analysis, FTIR, <sup>1</sup>H and <sup>13</sup>C-NMR.
All the acrylates 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 FTIR, <sup>1</sup>H and <sup>13</sup>C-NMR.
Thermal properties of the copolymers are characterized by DSC and TGA.
Decomposition of the copolymers in nitrogen occurred in two steps, first in the
200-500ºC range with a residue, which then decomposed in the 500-800ºC range.</p>
Novel trisubstituted ethylenes, alkoxy ring-substituted isopropyl 2-cyano-3-phenyl-2-propenoates, RPhCH = C(CN)CO2CH(CH3)2 (where R is 2-methoxy, 3-methoxy, 4-methoxy, 2-ethoxy, 3-ethoxy, 4-ethoxy, 4-propoxy, 4-butoxy, 4-hexyloxy) were prepared and copolymerized with styrene. The ethylenes were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and isopropyl cyanoacetate, and characterized by CHN analysis, FTIR, 1H and 13C NMR. All the ethylenes were copolymerized with styrene in solution with radical initiation (ABCN) at 70°C. The compositions of the copolymers were calculated from nitrogen analysis and the structures were analyzed by FTIR, 1H and 13C NMR. Decomposition of the copolymers in nitrogen occurred in two steps, first in the 250-500ºC range with residue (2.6–3.9% wt.), which then decomposed in the 500-800ºC range.
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