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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. [ABSTRACT FROM AUTHOR]

Novel trisubstituted ethylenes, ring-disubstituted propyl 2-cyano-3-phenyl-2-propenoates, RPhCH = C(CN)CO2C3H7(where R is 2-bromo-4-methyl, 2-chloro-6-methyl, 3-chloro-4-methyl, 2,5-dibromo, 3,5-dibromo, 2,3-dichloro, and 2,4-dichloro) were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and propyl cyanoacetate and characterized by CHN elemental analysis, IR,1H and13C-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,1H and13C-NMR, GPC, DSC, and TGA. Decomposition of the copolymers in nitrogen occurred in two steps, first in the 200-500°C range with residue (7-12% wt.), which then decomposed in the 500-800°C range. [ABSTRACT FROM PUBLISHER]

Novel trisubstituted ethylenes, ring-disubstituted propyl 2-cyano-3-phenyl-2-propenoates, RPhCH = C(CN)CO2C3H7(where R is 2,5-dichloro, 2,6-dichloro, 3,4-dichloro, 2,3-difluoro, 2,4-difluoro, 2,5-difluoro, 2,6-difluoro) were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and propyl cyanoacetate and characterized by CHN elemental analysis, IR,1H- and13C-NMR. All the ethylenes were copolymerized with styrene (M1) 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,1H and13C-NMR, GPC, DSC, and TGA. Decomposition of the copolymers in nitrogen occurred in two steps, first in the 200–500°C range with residue (1.2–3.1% wt.), which then decomposed in the 500–800°C range. [ABSTRACT FROM AUTHOR]

Novel trisubstituted ethylenes, ring-disubstituted propyl 2-cyano-3-phenyl-2-propenoates, RPhCH˭C(CN)CO2C3H7(where R is 2-fluoro-5-methoxy, 2-fluoro-6-methoxy, 3-fluoro-4-methoxy, 4-fluoro-3-methoxy, 5-fluoro-2-methoxy, 2-fluoro-6-methyl, 3-fluoro-2-methyl, 4-fluoro-2-methyl, 4-fluoro-3-methyl, 5-fluoro-2-methyl) were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and propyl cyanoacetate and characterized by CHN elemental analysis, IR,1H- and13C-NMR. All the ethylenes were copolymerized with styrene (M1) 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,1H and13C-NMR, GPC, DSC, and TGA. Decomposition of the copolymers in nitrogen occurred in two steps, first in the 200–500°C range with residue (1.4–3.0% wt.), which then decomposed in the 500–800°C range. [ABSTRACT FROM AUTHOR]

Novel trisubstituted ethylenes, oxy ring-disubstituted propyl 2-cyano-3-phenyl-2-propenoates, RPhCH = C(CN)CO2C3H7(where R is 4-methoxy-2-methyl, 4-methoxy-3-methyl, 3-ethoxy-4-methoxy, 3,4-dibenzyloxy, 3-benzyloxy-4-methoxy, 4-benzyloxy-3-methoxy) were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and propyl cyanoacetate and characterized by CHN elemental analysis, IR,1H- and13C-NMR. All the ethylenes were copolymerized with styrene (M1) 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,1H and13C-NMR, GPC, DSC, and TGA. Decomposition of the copolymers in nitrogen occurred in two steps, first in the 200–500°C range with residue (3–22% wt.), which then decomposed in the 500–800°C range. [ABSTRACT FROM AUTHOR]

Novel trisubstituted ethylenes, ring-disubstituted propyl 2-cyano-3-phenyl-2-propenoates, RPhCH = C(CN)CO2C3H7(where R is 2-bromo-5-methoxy, 3-bromo-4-methoxy, 5-bromo-2-methoxy, 2-chloro-3-methoxy, 3-chloro-4-methoxy, 2-fluoro-3-methoxy, 2-fluoro-4-methoxy, 3-fluoro-4-methyl, 4-fluoro-3-phenoxy) were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and propyl cyanoacetate and characterized by CHN elemental analysis, IR,1H- and13C-NMR. All the ethylenes were copolymerized with styrene (M1) 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,1H and13C-NMR, GPC, DSC, and TGA. Decomposition of the copolymers in nitrogen occurred in two steps, first in the 200–500°C range with residue (3–7% wt.), which then decomposed in the 500–800°C range. [ABSTRACT FROM AUTHOR]

Novel trisubstituted ethylenes, alkyl and alkoxy ring-disubstituted propyl 2-cyano-3-phenyl-2-propenoates, RPhCH˭C(CN)CO2C3H7(where R is 2,3-dimethyl, 2,5-dimethyl, 2,6-dimethyl, 3,4-dimethyl, 2,3-dimethoxy, 2,4-dimethoxy, 2,5-dimethoxy, 2,6-dimethoxy 3,4-dimethoxy, 3,5-dimethoxy) were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and propyl cyanoacetate and characterized by CHN elemental analysis, IR,1H- and13C-NMR. All the ethylenes were copolymerized with styrene (M1) 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,1H and13C-NMR, GPC, DSC, and TGA. Decomposition of the copolymers in nitrogen occurred in two steps, first in the 200–500°C range with residue (0.6–5.0% wt.), which then decomposed in the 500–800°C range. [ABSTRACT FROM PUBLISHER]

Novel trisubstituted ethylenes, halogen ring-substituted propyl 2-cyano-3-phenyl-2-propenoates, RPhCH ˭ C(CN)CO2C3H7(where R is 2-Br, 3-Br, 4-Br, 2-Cl, 3-Cl, 4-Cl, 2-F, 3-F, 4-F were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and propyl cyanoacetate, and characterized by CHN analysis, IR,1H and13C-NMR. All the ethylenes were copolymerized with styrene (M1) 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 IR,1H and13C-NMR. Decomposition of the copolymers in nitrogen occurred in two steps, first in the 200–500°C range with residue (0.9–4.7% wt.), which then decomposed in the 500–800°C range. [ABSTRACT FROM PUBLISHER]

Novel trisubstituted ethylenes, oxy ring-substituted propyl 2-cyano-3-phenyl-2-propenoates, RPhCH˭C(CN)CO2C3H7(where R is 2-methoxy, 3-methoxy, 4-methoxy, 2-ethoxy, 3-ethoxy, 4-ethoxy, 4-propoxy, 4-butoxy, 3-phenoxy, 4-phenoxy) were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of oxy ring-substituted benzaldehydes and propyl cyanoacetate and characterized by CHN elemental analysis, IR,1H- and13C-NMR. All the ethylenes were copolymerized with styrene (M1) 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,1H and13C-NMR, GPC, DSC, and TGA. Decomposition of the copolymers in nitrogen occurred in two steps, first in the 200–500°C range with residue (1.2–3.6% wt.), which then decomposed in the 500–800°C range. [ABSTRACT FROM AUTHOR]

Novel trisubstituted ethylenes, ring-substituted propyl 2-cyano-3-phenyl-2-propenoates, RPhCH˭C(CN)CO2C3H7(where R is 2-C6H5CH2O, 3-C6H5CH2O, 4-C6H5CH2O, 4-CH3COO, 3-CH3CO, 4-CH3CONH, 2-CN, 3-CN, 4-CN, 4-(CH3)2N, 4-(C2H5)2N) were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and propyl cyanoacetate, and characterized by CHN analysis, IR,1H and13C-NMR. All the ethylenes were copolymerized with styrene (M1) 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 IR,1H and13C-NMR. Decomposition of the copolymers in nitrogen occurred in two steps, first in the 200–500°C range with residue (2.7–8.6% wt.), which then decomposed in the 500–800°C range. [ABSTRACT FROM AUTHOR]

Trisubstituted ethylenes, alkyl ring-substituted propyl 2-cyano-3-phenyl-2-propenoates, RPhCH˭C(CN)CO2C3H7(where R is H, 2-methyl, 3-methyl, 4-methyl, 4-ethyl, 4-propyl, 4-i-propyl, 4-butyl, 4-i-butyl, 4-t-butyl) were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and propyl cyanoacetate, and characterized by CHN analysis, IR,1H and13C-NMR. All the ethylenes were copolymerized with styrene (M1) 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 IR,1H and13C-NMR. Decomposition of the copolymers in nitrogen occurred in two steps, first in the 250–500°C range with residue (2–4% wt.), which then decomposed in the 500–800°C range. [ABSTRACT FROM AUTHOR]

Novel trisubstituted ethylenes, halogen ring-trisubstituted butyl 2-cyano-3-phenyl-2-propenoates, RPhCH ˭C(CN)CO2C4H9(where R is 3-bromo-4,5-dimethoxy, 5-bromo-2,4-dimethoxy, 2-bromo-3-hydroxy-4-methoxy, 3-chloro-2,6-difluoro, 4-chloro-2,6-difluoro, 2,3,5-trichloro, 2,3,6-trichloro, 2,4,5-trifluoro) were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and butyl cyanoacetate, and characterized by CHN analysis, IR,1H and13C-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 IR,1H and13C-NMR. Decomposition of the copolymers in nitrogen occurred in two steps, first in the 200–500°C range with residue (3–5% wt.), which then decomposed in the 500–800°C range. [ABSTRACT FROM PUBLISHER]

Novel electrophilic trisubstituted ethylenes, methyl and methoxy ring-trisubstituted butyl 2-cyano-3-phenyl-2-propenoates, RPhCH=C(CN)CO2C4H9where R is 2,4,5-trimethyl, 2,4,6-trimethyl, 2,3-dimethyl-4-methoxy, 2,5-dimethyl-4-methoxy, 2,4-dimethoxy-3-methyl, 2,3,4-trimethoxy, 2,4,5-trimethoxy, 2,4,6-trimethoxy, 3,4,5-trimethoxy were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-trisubstituted benzaldehydes and butyl cyanoacetate, and characterized by CHN analysis, IR,1H and13C-NMR. All the ethylenes were copolymerized with styrene (M1) 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 IR,1H and13C-NMR. Decomposition of the copolymers in nitrogen occurred in two steps, first in the 200–500°C range with residue (2–5% wt), which then decomposed in the 500–800°C range. [ABSTRACT FROM PUBLISHER]

Electrophilic trisubstituted ethylenes, halogen ring-disubstituted butyl 2-cyano-3-phenyl-2-propenoates, RPhCH˭C(CN)CO2C4H9where R is 2-chloro-4-fluoro, 2-chloro-6-fluoro, 3-chloro-2-fluoro, 3-chloro-4-fluoro, 4-chloro-3-fluoro, 2-fluoro-5-iodo, 3-(3,4-dichlorophenoxy), 4-(2,4-dichlorophenoxy) were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and butyl cyanoacetate, and characterized by CHN analysis, IR,1H and13C-NMR. All the ethylenes were copolymerized with styrene (M1) 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 IR,1H and13C-NMR. Decomposition of the copolymers in nitrogen occurred in two steps, first in the 200–500°C range with residue (1.7–6.8% wt), which then decomposed in the 500–800°C range. [ABSTRACT FROM AUTHOR]

Novel trisubstituted ethylenes, halogen ring-disubstituted butyl 2-cyano-3-phenyl-2-propenoates, RPhCH˭C(CN)CO2C4H9(where R is 2,5-diBr, 3,5-diBr, 2,3-diCl, 2,4-diCl, 2,5-diCl, 2,6-diCl, 3,4-diCl, 3,5-diCl) were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-disubstituted benzaldehydes and butyl cyanoacetate, and characterized by CHN analysis, IR,1H and13C-NMR. All the ethylenes were copolymerized with styrene (M1) 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 IR,1H and13C-NMR. Decomposition of the copolymers in nitrogen occurred in two steps, first in the 200–500°C range with residue (2–5% wt.), which then decomposed in the 500–800°C range. [ABSTRACT FROM AUTHOR]

Novel trisubstituted ethylenes, fluorine ring-substituted butyl 2-cyano-3-phenyl-2-propenoates, RPhCHC˭(CN)CO2C4H9(where R is 2,3-diF, 2,4-diF, 2,5-diF, 2,6-diF, 3,4-diF, 3,5-diF, and 2,4,5-triF) were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and butyl cyanoacetate, and characterized by CHN analysis, IR,1H and13C-NMR. All the ethylenes were copolymerized with styrene (M1) 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 IR,1H and13C-NMR. Decomposition of the copolymers in nitrogen occurred in two steps, first in the 200-500°C range with residue (1.5–2.3% wt.), which then decomposed in the 500–800°C range. [ABSTRACT FROM AUTHOR]

Electrophilic trisubstituted ethylenes, ring-disubstituted butyl 2-cyano-3-phenyl-2-propenoates, RPhCH˭C(CN)CO2C4H9(where R is 2-fluoro-5-methoxy, 2-fluoro-6-methoxy, 3-fluoro-4-methoxy, 4-fluoro-3-methoxy, 5-fluoro-2-methoxy, 3-fluoro-2-methyl, 3-fluoro-4-methyl, 4-fluoro-2-methyl, 4-fluoro-3-methyl, 5-fluoro-2-methyl were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-disubstituted benzaldehydes and butyl cyanoacetate, and characterized by CHN analysis, IR,1H and13C-NMR. All the ethylenes were copoly-merized with styrene (M1) 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 IR,1H and13C-NMR. Decomposition of the copolymers in nitrogen occurred in two steps, first in the 200–500°C range with residue (1.2–3.5% wt.), which then decomposed in the 500–800°C range. [ABSTRACT FROM AUTHOR]

Novel trisubstituted ethylenes, phenoxy ring-substituted butyl 2-cyano-3-phenyl-2-propenoates, RPhCH = C(CN)CO2C4H9(where R is 2-(4-chlorophenoxy), 3-(4-chlorophenoxy), 4-(3-chlorophenoxy), 4-(4-chlorophenoxy), 4-(4-fluorophenoxy), 2-(3-methoxyphenoxy), 2-(4-methoxyphenoxy), 3-(4-methoxyphenoxy), 4-(4-methoxyphenoxy), 3-(4-methylphenoxy) were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and butyl cyanoacetate, and characterized by CHN analysis, IR,1H and13C-NMR. All the ethylenes were copolymerized with styrene (M1) 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 IR,1H and13C-NMR. Decomposition of the copolymers in nitrogen occurred in two steps, first in the 200-500°C range with residue (3.1-6.5% wt), which then decomposed in the 500-800°C range. [ABSTRACT FROM PUBLISHER]

Novel trisubstituted ethylenes, ring-disubstituted butyl 2-cyano-3-phenyl-2-propenoates, RPhCH˭C(CN)CO2C4H9(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, 3-chloro-4-methyl, 2-fluoro-4-methoxy) were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and butyl cyanoacetate, and characterized by CHN analysis, IR,1H and13C-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 IR,1H and13C-NMR. Decomposition of the copolymers in nitrogen occurred in two steps, first in the 200-500ºC range with residue (1-6% wt.), which then decomposed in the 500–800ºC range. [ABSTRACT FROM PUBLISHER]

Novel trisubstituted ethylenes, methyl and methoxy ring-disubstituted butyl 2-cyano-3-phenyl-2-propenoates, RPhCH=C(CN)CO2C4H9(where R is 2,4-dimethyl, 2,5-dimethyl, 2,6-dimethyl, 3,5-dimethyl, 2,3-dimethoxy, 2,4-dimethoxy, 2,5-dimethoxy, 2,6-dimethoxy, 3,4-dimethoxy, and 3,5-dimethoxy) were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and butyl cyanoacetate, and characterized by CHN analysis, IR,1H and13C-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 IR,1H and13C-NMR. Decomposition of the copolymers in nitrogen occurred in two steps, first in the 200–500ºC range with residue (0.7-4.0% wt.), which then decomposed in the 500-800ºC range. [ABSTRACT FROM AUTHOR]

Novel trisubstituted ethylenes, oxy ring-disubstituted butyl 2-cyano-3-phenyl-2-propenoates, RPhCH=C(CN)CO2C4H9(where R is 4-methoxy-2-methyl, 4-methoxy-3-methyl, 3-ethoxy-4-methoxy, 4-ethoxy-3-methoxy, 3,4-dibenzyloxy, 2-benzyloxy-3-methoxy, and 3-benzyloxy-4-methoxy) were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and butyl cyanoacetate, and characterized by CHN analysis, IR,1H and13C-NMR. All the ethylenes were copolymerized with styrene (M1) 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 IR,1H and13C-NMR. Decomposition of the copolymers in nitrogen occurred in two steps, first in the 200-500°C range with residue (2-17 % wt.), which then decomposed in the 500-800°C range. [ABSTRACT FROM AUTHOR]

Novel trisubstituted ethylenes, halogen ring-substituted butyl 2-cyano-3-phenyl-2-propenoates, RPhCH ˭ C(CN)CO2C4H9(where R 2-Br, 3-Br, 4-Br, 2-Cl, 3-Cl, 4-Cl, 2-F, 3-F, 4-F) were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and butyl cyanoacetate, and characterized by CHN analysis, IR,1H and13C-NMR. All the ethylenes were copolymerized with styrene (M1) 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 IR,1H and13C‒NMR. The order of relative reactivity (1/r1) for the monomers is 3-F (22.97) > 3-Br (6.05) > 2-Cl (4.32) > 4-F (3.19) > 4-Br (2.47) > 4-Cl (1.92) > 2-F (1.74) > 3-Cl (1.10) > 2-Br (1.07). Decomposition of the copolymers in nitrogen occurred in two steps, first in the 200–500°C range with residue (2.3–5.9% wt.), which then decomposed in the 500–800°C range. [ABSTRACT FROM PUBLISHER]

Novel trisubstituted ethylenes, ring-substituted butyl 2-cyano-3-phenyl-2-propenoates, RPhCH=C(CN)CO2C4H9(where R is 2-C6H5CH2O, 3-C6H5CH2O, 4-C6H5CH2O, 4-CH3COO, 3-CH3CO, 4-CH3CO, 4-CH3CONH, 2-CN, 3-CN, 4-CN, 4-(CH3)2N, 4-(C2H5)2N) were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and butyl cyanoacetate, and characterized by CHN analysis, IR,1H and13C-NMR. All the ethylenes were copolymerized with styrene (M1) 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 IR,1H and13C-NMR. The order of relative reactivity (1/r1) for the monomers is 4-C6H5CH2O (6.39) > 2-C6H5CH2O (2.06) > 3-CH3CO (1.86) > 3-C6H5CH2O (1.78) > 4-CH3COO (1.58) > 3-CN (1.47) > 4-CN (1.21) > 4-(C2H5)2N (1.19) > 4-(CH3)2N (1.18) > 2-CN (1.04) > 4-CH3CO (0.71) > 4-CH3CONH (0.63). Decomposition of the copolymers in nitrogen occurred in two steps, first in the 200–500°C range with residue (3.6–9.5% wt), which then decomposed in the 500–800°C range. [ABSTRACT FROM PUBLISHER]

Novel trisubstituted ethylenes, oxy ring-substituted butyl 2-cyano-3-phenyl-2-propenoates, RPhCH=C(CN)CO2C4H9(where R is 2-methoxy, 3-methoxy, 4-methoxy, 2-ethoxy, 3-ethoxy, 4-ethoxy, 4-propoxy, 4-butoxy, 4-hexyloxy, 3-phenoxy) were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of oxy ring-substituted benzaldehydes and butyl cyanoacetate and characterized by CHN elemental analysis, IR,1H- and13C-NMR. All the ethylenes were copolymerized with styrene (M1) 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,1H and13C-NMR, GPC, DSC, and TGA. The order of relative reactivity (1/r1) for the monomers is 4-methoxy (6.56) > 3-methoxy (2.97) > 2-methoxy (2.72) > 4-butoxy (2.20) > 3-ethoxy (2.18) > 4-propoxy (2.15) > 4-hexyloxy (1.78) > 4-ethoxy (1.66) > 2-ethoxy (1.48) > 3-phenoxy (1.29). Decomposition of the copolymers in nitrogen occurred in two steps, first in the 200-500°C range with residue (0.8–3.6% wt.), which then decomposed in the 500–800°C range. [ABSTRACT FROM AUTHOR]

Novel trisubstituted ethylenes, alkyl ring-substituted butyl 2-cyano-3-phenyl-2-propenoates, RPhCH=C(CN)CO2C4H9(where R is 2-methyl, 3-methyl, 4-methyl, 2-ethyl, 4-ethyl, 4-butyl, 4-t-butyl, 4-i-butyl) were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and butyl cyanoacetate, and characterized by CHN analysis, IR,1H and13C-NMR. All the ethylenes were copolymerized with styrene (M1) 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 IR,1H and13C-NMR. The order of relative reactivity (1/r1) for the monomers is 4-ethyl (4.69) > 3-methyl (4.18) > 4-t-butyl (2.98) > 2-ethyl (2.52) > 4-butyl (2.47) > 4-methyl (1.86) > 4-i-butyl (0.94) > 2-methyl (0.87). Decomposition of the copolymers in nitrogen occurred in two steps, first in the 200–500°C range with residue (3–8% wt), which then decomposed in the 500–800°C range. [ABSTRACT FROM AUTHOR]

Novel electrophilic trisubstituted ethylene monomers, halo ring-disubstituted 2-cyano-3-phenyl-2-propenamides, RPhCH = C(CN)CONH2, where R is 2,3-difluoro, 2,4-difluoro, 2,5-difluoro, 2,6-difluoro, 3,4-difluoro, 3,5-difluoro, 2-chloro-4-fluoro, 3-chloro-2-fluoro, 3-chloro-4-fluoro were prepared and copolymerized with styrene. The monomers were synthesized by potassium hydroxide catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and cyanoacetamide, and characterized by CHN elemental analysis, IR,1H- and13C-NMR. Novel copolymers of the ethylenes and styrene 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- and13C-NMR, GPC, DSC, and TGA. HighTgof the copolymers in comparison with that of polystyrene 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 the 200–500°C range with residue (10–14 wt%), which then decomposed in the 500–800°C range. [ABSTRACT FROM AUTHOR]

Novel electrophilic trisubstituted ethylene monomers, methyl and methoxy ring- substituted 2-cyano-3-phenyl-2-propenamides, RPhCH=C(CN)CONH2, where R is 2,3-dimethyl, 2,4-dimethyl, 2,5-dimethyl, 2-(3-methoxyphenoxy), 2-(4-methoxyphenoxy), 3-(4-methoxyphenoxy), 4-(4-methylphenoxy), 2,3-methylenedioxy were prepared and copolymerized with styrene. The monomers were synthesized by potassium hydroxide catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and cyanoacetamide, and characterized by CHN elemental analysis, IR,1H- and13C-NMR. Novel copolymers of the ethylenes and styrene 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- and13C-NMR, GPC, DSC, and TGA. HighTgof the copolymers in comparison with that of polystyrene 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 the 200–500°C range with residue (5.8–33.8 wt%), which then decomposed in the 500–800°C range. [ABSTRACT FROM PUBLISHER]

Novel trisubstituted ethylenes, ring-trisubstituted 2-cyano-3-phenyl-2-propenamides, RC6H2CH˭C(CN)CONH2(where R is 2,4,6-trimethyl, 2,3-dimethyl-4-methoxy, 2,3,4-trimethoxy, 2,4,5-trimethoxy, 2,4,6-trimethoxy, and 3,4,5-trimethoxy) were synthesized by potassium hydroxide catalyzed Knoevenagel condensation of ring-trisubstituted benzaldehydes and cyanoacetamide and characterized by CHN elemental analysis, IR,1H- and13C-NMR. Novel copolymers of the ethylenes and styrene were prepared at equimolar monomer feed composition by solution in the presence of a radical initiation (AIBN) at 70°C. The composition of the copolymers was calculated from nitrogen analysis, and the structures were analyzed by IR,1H- and13C-NMR, GPC, DSC, and TGA. Thus, the order of relative reactivity (1/r1) and the tendency toward alternation of monomer units in the copolymer for the monomers is 2,4,6-(CH3)3(0.71) > 2,3-(CH3)2-4-CH3O (0.52) > 2,3,4-(CH3O)3(0.34) > 2,4,5-(CH3O)3(0.30) > 3,4,5-(CH3O)3(0.15) > 2,4,6-(CH3O)3(0.12). HighTgof the copolymers in comparison with that of polystyrene 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 the 200–500°C range with residue (2.9–9.9 wt%), which then decomposed in the 500–800°C range. [ABSTRACT FROM PUBLISHER]

Novel trisubstituted ethylenes, chlorine ring-substituted 2-cyano-3-phenyl-2-propenamides, RC6H3CH˭C(CN)CONH2(where R is 2,3-dichloro, 2,4-dichloro, 2,6-dichloro, 3,4-dichloro, 2-chloro-5-nitro, 4-chloro-3-nitro, 5-chloro-2-nitro) were synthesized by potassium hydroxide catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and cyanoacetamide and characterized by CHN elemental analysis, IR,1H- and13C-NMR. Novel copolymers of the ethylenes and styrene were prepared at equimolar monomer feed composition by solution in the presence of a radical initiation (AIBN) at 70°C. The composition of the copolymers was calculated from nitrogen analysis, and the structures were analyzed by IR,1H- and13C-NMR, GPC, DSC, and TGA. Thus, the order of relative reactivity (1/r1) and the tendency toward alternation of monomer units in the copolymer for the monomers is 2-Cl-5-NO2(3.09) > 5-Cl-2-NO2(1.88) > 4-Cl-3-NO2(0.97) > 2,6-Cl2(0.93) > 3,4-Cl2(0.31) > 2,4-Cl2(0.30) > 2,3-Cl2(0.22). HighTgof the copolymers in comparison with that of polystyrene 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 the 200–500°C range with residue (3.5–5.0 wt%), which then decomposed in the 500–800°C range. [ABSTRACT FROM PUBLISHER]

Novel trisubstituted ethylene monomers, halogen ring-trisubstituted methyl 2-cyano-3-phenyl-2-propenoates, RPhCH=C(CN)CO2CH3, where R is 4-bromo-2,6-difluoro, 3-chloro-2,6-difluoro, 4-chloro-2,6-difluoro, 2,3,5-trichloro, 2,3,6-trichloro, and 2,4,5-trifluoro, were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of halogen ring-trisubstituted benzaldehydes and methyl cyanoacetate, and characterized by CHN analysis, IR,1H and13C-NMR. All the ethylenes were copolymerized with styrene (M1) 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 IR,1H and13C-NMR. The order of relative reactivity (1/r1) for the monomers is 3-Cl-2,6-F2(4.2) > 4-Cl-2,6-F2(3.9) > 4-Br-2,6-F2(1.8) > 2,3,5-Cl3(1.1) > 2,4,5-F3(0.9) > 2,3,6-Cl3(0.5). Relatively highTgof the copolymers in comparison with that of polystyrene indicates a 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 the 200–500°C range with residue (3.1–3.9% wt), which then decomposed in the 500–800°C range. [ABSTRACT FROM AUTHOR]

Novel trisubstituted ethylenes, ring-substituted 2-cyano-3-phenyl-2-propenamides, RPhCH = C(CN)CONH2(where R is 3-bromo-4-methoxy, 5-bromo-2-methoxy, 3-fluoro-2-methyl, 3-fluoro-4-methoxy, 5-bromo-2,4-dimethoxy, and 6-bromo-3,4-dimethoxy) were synthesized by potassium hydroxide catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and cyanoacetamide prepared and characterized by CHN elemental analysis, IR,1H- and13C-NMR. Novel copolymers of the ethylenes and styrene were prepared at equimolar monomer feed composition by solution in the presence of a radical initiation (AIBN) at 70°C. The composition of the copolymers was calculated from nitrogen analysis, and the structures were analyzed by IR,1H- and13C-NMR, GPC, DSC, and TGA. Thus, the order of relative reactivity (1/r1) and the tendency toward alternation of monomer units in the copolymer for the CPA monomers is 5-Br-2,4-(CH3O)2(0.83) > 3-F-2-CH3(0.70) > 6-Br-3,4-(CH3O)2(0.57) > 3-Br-4-CH3O (0.35) > 5-Br-2-CH3O (0.33) > 3-F-4-CH3O (0.25). HighTgof the copolymers in comparison with that of polystyrene 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 the 200–500°C range with residue (3.2–5.7 wt%), which then decomposed in the 500-800°C range. [ABSTRACT FROM AUTHOR]

Novel trisubstituted ethylenes, ring substituted 2-cyano-3-phenyl-2-propenamides, RC6H4CH=C(CN)CONH2(where R is 4-carboxy, 2-cyano, 3-cyano, 4-cyano, 4-dimethylamino, and 4-diethylamino) were synthesized by potassium hydroxide catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and cyanoacetamide prepared and characterized by CHN elemental analysis, IR,1H‒ and13C‒NMR. Novel copolymers of the ethylenes and styrene were prepared at equimolar monomer feed composition by solution in the presence of a radical initiation (AIBN) at 70°C. The composition of the copolymers was calculated from nitrogen analysis, and the structures were analyzed by IR,1H‒ and13C‒NMR, GPC, DSC, and TGA. Thus, the order of relative reactivity (1/r1) and the tendency toward alternation of monomer units in the copolymer for the CPA monomers is 4-(C2H5)2N (0.40) > 4-CO2H (0.39) > 3-CN (0.36) > 4-CN (0.35) > 2-CN (0.34) > 4-(CH3)2N (0.33). HighTgof the copolymers in comparison with that of polystyrene 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 the 200–500°C range with residue (3.5–5.0 wt%), which then decomposed in the 500–800°C range. [ABSTRACT FROM AUTHOR]

Electrophilic trisubstituted ethylenes, ring-trisubstituted methyl 2-cyano-3-phenyl-2-propenoates, RPhCH = C(CN)CO2CH3(where R is 2,4,6-trimethyl, 3,5-dimethoxy-4-hydroxy, 3,5-dimethyl-4-hydoxy, 3,4,5-trimethoxy, 2-bromo-3-hydroxy-4-methoxy, 5-bromo-2,3-dimethoxy, 5-bromo-2,4-dimethoxy, 6-bromo-3,4-dimethoxy were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-trisubstituted benzaldehydes and methyl cyanoacetate, and characterized by CHN analysis, IR,1H and13C-NMR. All the ethylenes were copolymerized with styrene (M1) 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 IR,1H and13C-NMR. The order of relative reactivity (1/r1) for the monomers is 5-bromo-2,3-dimethoxy (2.69) > 3,4,5-trimethoxy (1.86) > 6-bromo-3,4-dimethoxy (0.84) > 5-bromo-2,4-dimethoxy (0.39) > 4-hydoxy-3,5-dimethyl (0.31) = 2-bromo-3-hydroxy-4-methoxy (0.31) > 3,5-dimethoxy-4-hydroxy (0.24) > 2,4,6-trimethyl (0.22). Relatively highTgof the copolymers in comparison with that of polystyrene indicates a 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 the 200–500ºC range with residue (1–6% wt), which then decomposed in the 500–800ºC range. [ABSTRACT FROM PUBLISHER]

Electrophilic trisubstituted ethylenes, ring-disubstituted methyl 2-cyano-3-phenyl-2-propenoates, RPhCH˭C(CN)CO2CH3, where R is 2,5-dichloro, 3,5-dichloro, 2,3-difluoro, 3-chloro-2-fluoro, 3-chloro-4-fluoro, 4-chloro-3-fluoro, 2-chloro-5-nitro, and 2-chloro-6-nitro were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-disubstituted benzaldehydes and methyl cyanoacetate, and characterized by CHN analysis, IR,1H and13C-NMR. All the ethylenes were copolymerized with styrene (M1) 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 IR,1H and13C-NMR. The order of relative reactivity (1/r1) for the monomers is 4-Cl-3-F (4.87) > 2,3-F2(4.49) > 3-Cl-4-F (3.50) > 3-Cl-2-F (2.96) > 2-Cl-5-NO2(2.02) > 2,5-Cl2(1.54) > 2-Cl-6-NO2(1.00) > 3,5-Cl2(0.41). Relatively highTgof the copolymers in comparison with that of polystyrene indicates a 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 the 200–500ºC range with residue (1.5–34.5% wt), which then decomposed in the 500-800ºC range. [ABSTRACT FROM AUTHOR]

Electrophilic trisubstituted ethylenes, oxy ring-substituted methyl 2-cyano-3-phenyl-2-propenoates, RPhCH = C(CN)CO2CH3(where R is 2-C2H5O, 3-C2H5O, 4-C6H11O, 4-C6H5O, 3-(3,4-Cl2-C6H5O), 3-(3,5-Cl2-C6H5O), 4-(2,4-Cl2-C6H5O), 2-C6H5CH2O,3-C6H5CH2O, 4-C6H5CH2O, and 4-CH3CO2) were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and methyl cyanoacetate, and characterized by CHN analysis, IR,1H and13C-NMR. All the ethylenes were copolymerized with styrene (M1) 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 IR,1H and13C-NMR. The order of relative reactivity (1/r1) for the monomers is 3-(3,4-Cl2-C6H5O) (11.0) > 2-C6H5CH2O (7.8) > 4-(2,4-Cl2-C6H5O) (6.6) > 3-(3,5-Cl2-C6H5O) (4.6) > 3-C2H5O (1.5) > 2-C2H5O (1.3) > 4-CH3CO2(0.7) > 3-C6H5CH2O (0.4) > 4-C6H11O (0.3) > 4-C6H5CH2O (0.2) = 4-C6H5O (0.2). Relatively highTgof the copolymers in comparison with that of polystyrene indicates a 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 the 200–500°C range with residue (2–9% wt), which then decomposed in the 500–800°C range. [ABSTRACT FROM PUBLISHER]

Electrophilic trisubstituted ethylenes, ring-disubstituted methyl 2-cyano-3-phenyl-2-propenoates, RPhCH&dbnd;C(CN)CO2CH3(where R is 2,4-(CH3)2, 3,5-(CH3)2, 4-CH3O-2-CH3, 4-C2H5O-3-CH3O, 3,4-(C6H5CH2O)2, 3-C6H5CH2O-4-CH3O, 4-C6H5CH2O-3-CH3O, 2,3-(CH2)2O, 4-CH3-3-NO2) were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-disubstituted benzaldehydes and methyl cyanoacetate, and characterized by CHN analysis, IR,1H and13C-NMR. All the ethylenes were copolymerized with styrene (M1) 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 IR,1H and13C-NMR. The order of relative reactivity (1/r1) for the monomers is 4-CH3-3-NO2(0.31) > 2,3-(CH2)2O (0.26) > 3-C6H5CH2O-4-CH3O (0.20) > 2,4-(CH3)2(0.18) > 4-C6H5CH2O-3-CH3O (0.16) > 3,4-(C6H5CH2O)2(0.14) > 4-C2H5O-3-CH3O (0.13) > 4-CH3O-2-CH3(0.11) > 3,5-(CH3)2(0.08). Relatively highTgof the copolymers in comparison with that of polystyrene indicates 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 the 200–500°C range with residue (2–33% wt), which then decomposed in the 500–800°C range. [ABSTRACT FROM PUBLISHER]

Electrophilic tri-substituted ethylene monomers, ring-tri-substituted 2-phenyl-1,1-dicyanoethylenes, RC6H2CH=C(CN)2 (where R is 2,4,6-trimethyl, 2,3-dimethyl-4-methoxy, 2,4-dimethoxy-3-methyl, 2,3,4-trimethoxy, 2,4,5-trimethoxy, 2,4,6-trimethoxy and 3,4,5-trimethoxy), were synthesized by piperidine-catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and malononitrile, and characterized by CHN elemental analysis, IR, 1H- and 13C-NMR. Novel co-polymers of the ethylenes and vinyl acetate were prepared at equimolar monomer feed composition by solution co-polymerization in the presence of a radical initiator (ABCN) at 70°C. The composition of the co-polymers was calculated from nitrogen analysis, and the structures and properties were analyzed by IR, 1H- and 13C-NMR, GPC, DSC and TGA. The high Tg of the co-polymers, in comparison with that of polyvinyl acetate, indicates a substantial decrease in chain mobility of the co-polymer due to the high dipolar character of the tri-substituted ethylene monomer unit. Thermogravimetric analysis indicated that the co-polymers decompose in the 190–700°C range. [ABSTRACT FROM AUTHOR]

Electrophilic tri-substituted ethylene monomers, alkyl ring-substituted 2-phenyl-1,1-dicyanoethylenes, RC6H4CH=C(CN)2 (where R is 2-OCH3, 3-OCH3, 4-OCH3, 2-OC2H5, 3-OC2H5, 4-OC2H5, 4-OC3H7, 4-OC4H9, 4-OC6H11), were synthesized by piperidine-catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and malononitrile, and characterized by CHN elemental analysis, IR, 1H- and 13C-NMR. Novel co-polymers of the ethylenes and vinyl acetate were prepared at equimolar monomer feed composition by solution co-polymerization in the presence of a radical initiator (ABCN) at 70°C. The composition of the co-polymers was calculated from nitrogen analysis, and the structures were analyzed by IR, 1H- and 13C-NMR, GPC, DSC and TGA. High Tg of the co-polymers, in comparison with that of polyvinyl acetate, indicates a substantial decrease in chain mobility of the co-polymer due to the high dipolar character of the tri-substituted ethylene monomer unit. The gravimetric analysis indicated that the co-polymers decompose in the 190–800°C range. [ABSTRACT FROM AUTHOR]

Electrophilic trisubstituted ethylene monomers, ring-disubstituted 2-phenyl-1,1-dicyanoethylenes, R 1 R 2 C 6 H 3 CH&dbnd;C(CN) 2 (where R 1 R 2 is 2,4-dichloro, 2,6-dichloro, 3,4-dichloro, 2,4-difluoro, and 2,5-difluoro), were synthesized by piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and malononitrile, and characterized by CHN elemental analysis, IR, 1 H- and 13 C-NMR. Novel copolymers of the ethylenes and styrene were prepared at equimolar monomer feed composition by solution copolymerization in the presence of a radical initiator (AIBN) at 70°C. The composition of the copolymers was calculated from nitrogen analysis, and the structures were analyzed by IR, 1 H and 13 C NMR, GPC, DSC, and TGA. High T g of the copolymers in comparison with that of polystyrene indicates a substantial decrease in chain mobility of the copolymer due to the high dipolar character of the trisubstituted ethylene monomer unit. The gravimetric analysis indicated that the copolymers decompose in the 200–400°C range. [ABSTRACT FROM AUTHOR]

Equimolar alternating co-polymers of vinyl acetate and electrophilic trisubstituted ethylene monomers, halogen ring-substituted methyl (E)-2-cyano-3-phenyl-2-propenoates, RC6H4CH=C(CN)CO2CH3 (where R = 2-Br, 3-Br, 4-Br, 2-Cl, 3-Cl, 4-Cl, 2-F, 3-F, 4-F), were prepared via co-polymerization in solution with radical initiation (ABCN) at 70°C. The compositions of the co-polymers were calculated from nitrogen analysis and the structures were analyzed by IR, 1H- and 13C-NMR. High glass transition temperatures of the co-polymers in comparison with that of polyvinyl acetate indicate a decrease in chain mobility of the co-polymers due to the high dipolar character of the tri-substituted ethylene monomer unit. The gravimetric analysis indicated that the decomposition of the co-polymers occurs in two steps. The first step is relatively fast weight loss in 227–370°C range, followed by very slow decomposition of the formed residue in 370–950°C range. [ABSTRACT FROM AUTHOR]

Electrophilic trisubstituted ethylene monomers, ring-substituted methyl 2-cyano-3-phenyl2-propenoates, RC6H4CH=C(CN)CO2 CH3 (where R = H, 2-CH3, 3-CH3, 4-CH3, 2-C2H5, 4-C2H5, 4-iC3H7, 4-C4H9 and 2,4,6-(CH3)3), were synthesized by the piperidine-catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and methyl cyanoacetate, and characterized by CHN elemental analysis, IR, 1H- and 13C-NMR. Co-polymerization of the propenoates and vinyl acetate in solution with radical initiation (AIBN) at 70°C yielded equimolar alternating co-polymers. The composition of the co-polymers was calculated from nitrogen analysis and the structures were analyzed by IR, 1H- and 13C-NMR, GPC, DSC and TGA. The high Tg of the co-polymers in comparison with that of polyvinyl acetate indicates a substantial decrease in chain mobility of the co-polymer due to the high dipolar character of the trisubstituted ethylene monomer unit. The gravimetric analysis indicated that the co-polymers decompose in the 214–400°C range. [ABSTRACT FROM AUTHOR]

Electrophilic trisubstituted ethylene monomers, ring-substituted N-(aminocarbonyl)-2-cyano-3-phenyl-2-propenamides, RC[sub 6]H[sub 4]CH C(CN)CONHCONH[sub 2] (where R = H, 2-CH[sub 3], 3-CH[sub 3], 4-CH[sub 3], 2-OCH[sub 3], 3-OCH[sub 3], 4-OCH[sub 3], 4-Br, 2-Cl, 3-Cl and 4-Cl), were synthesized by the piperidine-catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and cyanoacetylurea, and characterized by CHN elemental analysis, IR, and [sup 1]H- and [sup 13]C-NMR. All the propenamides were copolymerized with styrene (M[sub 1]) in solution with radical initiation (AIBN) at 70 °C. The compositions of the copolymers were calculated from nitrogen analysis and the structures were analyzed by IR and [sup 1]H- and [sup 13]C-NMR. The order of relative reactivity (1/r[sub 1]) for the monomers is 4-Br (0.27) > H (0.20) > 2-Cl (0.16) > 3-Cl (0.12) > 3-OCH[sub 3] (0.11) > 3-CH[sub 3] (0.10) > 4-Cl (0.08) > 2-CH[sub 3] (0.06) > 4-OCH[sub 3] (0.05) > 4-CH[sub 3] (0.04) > 2-OCH[sub 3] (0.04). The elevated glass transition temperatures of the copolymers in comparison with that of polystyrene indicate a decrease in the chain mobility of the copolymers due to the high dipolar character of the trisubstituted ethylene monomer unit. The gravimetric analysis indicated that the copolymers decompose in the 200–400 °C range. [ABSTRACT FROM AUTHOR]

Electrophilic trisubstituted ethylenes, ring-substituted ethyl 2-cyano-1-oxo-3-phenyl-2-propenylcarbamates, RC6H4CH[dbnd]C(CN)CONHCO2[sbnd]C2H5 (where R is H, 2[sbnd]CH3, 3[sbnd]CH3, 4[sbnd]CH3, 2[sbnd]OCH3, 3[sbnd]OCH3, 4[sbnd]OCH3,4[sbnd]OC2H5) were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and N-cyanoacetylurethane, and characterized by CHN analysis, IR, 1H and 13C NMR. All the ethylenes were copolymerized with styrene (M1) in solution with radical initiation (AIBN) at 70°C. The compositions of the copolymers were calculated from nitrogen analysis and the structures were analyzed by IR, 1H and 13C[sbnd]NMR. The order of relative reactivity (1/r 1) for the monomers is 2[sbnd]CH3 (1.52) > H (1.20) = 3[sbnd]CH3 (1.20) > 2[sbnd]OCH3 (1.16) > 3[sbnd]OCH3 (0.88) > 4[sbnd]CH3 (0.48) = 4[sbnd]OC2H5 (0.48) > 4[sbnd]OCH3 (0.29). Higher Tg of the copolymers in comparison with that of polystyrene indicates decrease in chain mobility of the copolymer due to the high dipolar character of the TSE structural unit. Gravimetric analysis indicated that the copolymers decompose in the range 200–355°C. [ABSTRACT FROM AUTHOR]

Presents information on the research projects offered at DePaul University in the Department of Chemistry. Information on laboratory instruction; Details the organization of the projects Listing of some of the subjects covered in the projects.

Novel phenyl-trisubstituted propyl 3-(R-phenyl)-2-cyanoacrylates (where R is 2,4,5-trimethyl, 2,4,6-trimethyl, 2,3-dimethyl-4-methoxy, 2,5-dimethyl-4-methoxy, 2,4-dimethoxy-3-methyl, 2,4-dimethoxy-6-methyl, 4-hydoxy-3,5-dimethyl, 2,3,4-trimethoxy, 2,4,5-trimethoxy, 2,4,6-trimethoxy, 3,4,5-trimethoxy) were prepared using piperidine-catalyzed condensation of substituted benzoic aldehydes and propyl ester of cyanoacetic acid with good yields (72–97 wt%). The ethenylbenzene copolymerization of cyanoacrylates (at 3/1 mol feed ratio) in solution with radical initiation at 70 °C resulted in formation of copolymers having MW 3.9 to 27.8 kD and 8.4–25.8 mol% of cyanoacrylate. FTIR, 1H and 13C NMR were used to analyze the structure. Thermal behavior of the copolymers was analyzed by DSC, Tg (81–129 °C) and TGA. Decomposition of the copolymers in nitrogen occurred in two steps, first in the 200–500 °C range with residue (0.5–7.3 wt%)and then in the 500–800 °C range. [ABSTRACT FROM AUTHOR]

Novel trisubstituted ethylenes, ring-substituted propyl 2-cyano-3-phenyl-2-propenoates, RPhCH=C(CN)CO2C3H7 (where R is 4-chloro-3-fluoro, 2-fluoro-5-iodo, 2-fluoro-6-iodo, 2-trifluoromethyl, 3-trifluoromethyl, 4-trifluoromethyl, 2-trifluoromethoxy, 3-trifluoromethoxy, and 4-trifluoromethoxy) were prepared and copolymerized with styrene. The ethylenes were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and propyl 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 composition of the copolymers was calculated from nitrogen analysis, and the structures were analyzed by FTIR, 1H and 13C NMR. Decomposition of the copolymers in nitrogen (TGA) occurred in two steps, first in the 250-500 °C range with residue (0.5-3.1% wt.), which then decomposed in the 500-700 °C range. [ABSTRACT FROM AUTHOR]

Novel trisubstituted ethylenes, alkyl ring-substituted isopropyl 2-cyano-3-phenyl-2-propenoates, RPhCH = C(CN)CO2CH(CH3)2 (where R is H, 2-methyl, 3-methyl, 4-methyl, 4-ethyl, 4-propyl, 4-i-propyl, 4-butyl, 4-i-butyl, 4-t-butyl) 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, IR, 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 250-500°C range with residue (2-5% wt.), which then decomposed in the 500-800°C range. [ABSTRACT FROM AUTHOR]

In this study, a series of poly(ϵ-caprolactone) (PCL)/clay bionanocomposites were prepared viain situring opening polymerization (ROP) of ϵ-caprolactone catalyzed by titanium butoxide. The natural Moroccan clay beidellite (BDT), used as nanocharge, was organomodified with cetyltrimethylammonium bromide, CTA, to obtain the organically modified 3CTA-BDT (3 = CTA/BDT equivalent feed ratio). Characteristics of the final nanocomposites are investigated by FTIR, SEC, XRD, SEM, TGA, DSC, optical tensiometry, thermal conductivity and water vapor sorption analysis. The intercalated/exfoliated morphologies, revealed by XRD and SEM analyses, confirm uniform dispersion of the nanoclay within the PCL matrix. Thermal stability of all the nanocomposites is improved by the addition of 3CTA-BDT clay compared to pure PCL polymer. The DSC data show that the addition of 3CTA-BDT particles promotes an increase in the disorder of the crystalline phase, which reduces the crystallinity degree. The hydrophobicity of Polymer/clay compatibility was analyzed by studying surface polarity degree of samples by contact angle measurements. Thermal conductivity and water vapor sorption was also discussed. The permeability (P), the sorption coefficient (S) and the diffusion coefficient (D), showed a significant decrease with increasing 3CTA-BDT loading. [ABSTRACT FROM PUBLISHER]

Electrophilic trisubstituted ethylenes, phenoxy ring-substituted methyl 2-cyano-3-phenyl-2-propenoates, RPhCH=C(CN)CO2CH3, where R is 4-(4-BrC6H5O), 2-(4-ClC6H5O), 3-(4-ClC6H5O), 4-(3-ClC6H5O), 4-(4-ClC6H5O), 4-(4-FC6H5O), 2-(3-CH3OC6H5O), 2-(4-CH3OC6H5O), 3-(4-CH3OC6H5O), 4-(4-CH3OC6H5O), 3-(4-CH3C6H5O) were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of phenoxy ring-substituted benzaldehydes and methyl cyanoacetate, and characterized by CHN analysis, IR,1H and13C-NMR. All the ethylenes were copolymerized with styrene (M1) 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 IR,1H and13C-NMR. The order of relative reactivity (1/r1) for the monomers is 4-(4-CH3OC6H5O) (6.07) > 3-(4-ClC6H5O) (3.38) > 3-(4-CH3OC6H5O) (2.78) > 4-(3-ClC6H5O) (2.77) > 2-(4-ClC6H5O) (2.29) > 3-(4-CH3C6H5O) (1.98) > 4-(4-FC6H5O) (1.92) > 4-(4-ClC6H5O) (1.89) > 2-(3-CH3OC6H5O) (1.39) > 2-(4-CH3OC6H5O) (0.90) > 4-(4-BrC6H5O) (0.77). Relatively highTgof the copolymers in comparison with that of polystyrene indicates a 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 the 200-500°C range with residue (2.5-8.0% wt), which then decomposed in the 500-800°C range. [ABSTRACT FROM AUTHOR]

Presents a study which discussed the preparation of a novel electrophilic trisubstituted ethylenes, ring-disubstituted methyl 2-cyano-3-phenyl-2-propenoates. Methodology; Results and discussion; Conclusion.