<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
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>
Condensation of isopropyl cyanoacetate and substituted benzoic aldehydes resulted in formation of novel isopropyl esters of 2-cyano-3-phenyl-2-propenoic acid, RPhCH = C(CN)CO 2 CH(CH 3) 2
Phenoxy ring-substituted isopropyl phenylcyanoacrylates, RPhCH=C(CN)CO2CH(CH3)2, where R is 2-(3-methoxyphenoxy), 2-(4-methoxyphenoxy), 3-(4-methoxyphenoxy), 3-(4-methylphenoxy), 4-(4-bromophenoxy), 4-(4-fluorophenoxy), 2-(4-chlorophenoxy), 3-(4-chlorophenoxy), 4-(3-chlorophenoxy), 4-(4-chlorophenoxy), 3-(3,4-dichlorophenoxy), 3-(3,5-dichlorophenoxy), 4-(2,4-dichlorophenoxy) were prepared and copolymerized with styrene. The acrylates were synthesized by the piperidine catalyzed Knoevenagel condensation of phenoxy ring-substituted benzaldehydes and isopropyl cyanoacetate, and characterized by CHN analysis, IR, 1H and 13C-NMR. All the acrylates were copolymerized with styrene in solution with radical initiation at 70C. The compositions of the copolymers were calculated from nitrogen analysis and the structures were analyzed by IR, 1H and 13C-NMR. Decomposition of the copolymers in nitrogen occurred in two steps, first in the 129-500ºC range with residue (2-10% wt.), which then decomposed in the 500-800ºC range.
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