Search

Electrophilic trisubstituted ethylene monomers, ring-disubstituted 2-phenyl-1,1-dicyanoethylenes, RC6H3CH=C(CN)2 (where R is 2,3-dimethoxy, 2,4-dimethoxy, 2,5-dimethoxy, 3,4-dimethoxy, 3-ethyl-4-methoxy), were synthesized by piperidine catalyzed Knoevenagel condensation of ring-disubstituted benzaldehydes and malononitrile, and characterized by CHN elemental analysis, IR, 1H- and 13C-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, 1H and 13C NMR, GPC, DSC, and TGA. High Tg 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 290-450°C range. [ABSTRACT FROM AUTHOR]

Electrophilic trisubstituted ethylene monomers, ring-substituted 2-phenyl-1,1-dicyanoethylenes, RC6H4CH=C(CN)2 (where R is 2-methoxy, 3-methoxy, 4-methoxy, 4-ethoxy, 4-propoxy, and 4-butoxy), 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 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, 1H and 13C NMR, GPC, DSC, and TGA. High Tg 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 290-450°C range. [ABSTRACT FROM AUTHOR]

Electrophilic trisubstituted ethylene monomers, dialkoxy ring‐substituted methyl 2‐cyano‐3‐phenyl‐2‐propenoates, RC 6 H 3 CH&dbnd;C(CN)CO 2 CH 3 , (where R is 2,3‐, 2,4‐, 2,5‐, 3,4‐, 3,5‐dimethoxy, and 3‐ethoxy‐4‐methoxy), were synthesized by the piperidine catalyzed Knoevenagel condensation of ring‐substituted benzaldehydes and methyl cyanoacetate, 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 272–400°C range. [ABSTRACT FROM AUTHOR]

Electrophilic trisubstituted ethylene monomers, alkyl ring substituted methyl 2‐cyano‐3‐phenyl‐2‐propenoates, RC 6 H 4 CH&dbnd;C(CN)CO 2 CH 3 , where R is 2‐methyl, 3‐methyl, 4‐methyl, 4‐isopropyl, and 2,5‐dimethyl were synthesized by piperidine catalyzed Knoevenagel condensation of ring‐substituted benzaldehydes and methyl cyanoacetate, 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 260–400°C range. [ABSTRACT FROM AUTHOR]

Electrophilic trisubstituted ethylenes, ring-substituted ethyl 2-cyano-3-phenyl-2-propenoates, RC6H4CH[dbnd]C(CN)CO2C2H5 (where R is 2-CH3, 3-CH3, 4-CH3, 2-OCH3, 3-OCH3, and 4-OCH3) were prepared and copolymerized with styrene (ST). The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and ethyl cyanoacetate, and characterized by CHN analysis, IR, 1H and 13C NMR. All the ethylenes were copolymerized with ST (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 NMR. The order of relative reactivity (1/r1) for the monomers is 3-OCH3 (0.88) > 4-CH3 (0.71) > 2-OCH3 (0.68) > 3-CH3 (0.55) > 2-CH3 (0.47) > 4-OCH3 (0.40). Higher Tg of 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 TSE structural unit. Gravimetric analysis indicated that the copolymers decompose in the 257–287°C range. [ABSTRACT FROM AUTHOR]

Electrophilic trisubstituted ethylenes (TSE), halogen ring-substituted ethyl 2-cyano-1-oxo-3-phenyl-2-propenylcarbamates, RC6H4CH[dbnd]C(CN)CONHCO2C2H5 (where R is 3-Br, 4-Br, 3-Cl, 4-Cl, 2-F, 3-F, and 4-F) were prepared and copolymerized with styrene (ST). 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 ST (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 NMR. The order of relative reactivity (1/r1) for the monomers is 2-F (3.81) > 3-Cl (1.36) > 4-Br (1.31) > 3-Br (1.13) > 4-F (0.90) > 3-F (0.63) > 4-Cl (0.37). 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 303–319°C. [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]

Electrophilic trisubstituted ethylene monomers, 2-halophenyl-1,1-dicyanoethylenes, RC6H4CH=C(CN)2 (where R is o-Cl, m-Cl, p-Cl, p-Br, and p-F) were prepared and copolymerized with styrene. The monomers were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and malononitrile, and characterized by CHN elemental 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-NMR. The order of relative reactivity (1/r1) for the monomers is p-Cl (14.8) >m-Cl (2.67)> o-Cl (1.82) > p-Br (1.52) > p-F (1.36). High Tg's of the copolymers (> 150°C) in comparison with that of polystyrene indicate a substantial decrease in the chain mobility of the copolymers due to the high dipolar character of the trisubstituted monomer unit. Gravimetric analysis indicated that the copolymers decompose in the range 300–400°C. [ABSTRACT FROM AUTHOR]

Electrophilic trisubstituted ethylene monomers, ring-substituted methyl 2-cyano-3-phenyl-2-propenoates, RC6H4CHC(CN) CO2CH3 (where R is 4-C2H5O, 4-C3H7O, 4-C4H9O, 3-C6H5O, and 3-CN), 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 elemental analysis, IR, 1H- and 13C-NMR. All the propenoates 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-NMR. The order of relative reactivity (1/r1) for the monomers is 3-CN (1.21) > 3-C6H5O (1.16) > 4-C2H5O (0.94) > 4-C3H7O (0.8305) > 4-C4H9O (0.616). The high Tg's of the copolymers (> 130°C) in comparison with that of polystyrene indicate a substantial decrease in the chain mobility of the copolymers due to the high dipolar character of the trisubstituted monomer unit. Gravimetric analysis indicated that the copolymers decompose in the range 300–400°C. [ABSTRACT FROM AUTHOR]