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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, 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]

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]

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 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 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 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.