scholarly journals Novel copolymers of styrene. 15. Halogen ring-disubstituted propyl 2-cyano-3-phenyl-2-propenoates

2022 ◽  
Author(s):  
Christopher R. Savittieri ◽  
Shechinah M. Tinsley ◽  
Andrew J. Diehn ◽  
Fatema Hai ◽  
Kara E. Humanski ◽  
...  
Keyword(s):  
Elemental Analysis ◽  
13C Nmr ◽  
Knoevenagel Condensation ◽  
Radical Initiation ◽  
1H And 13C Nmr

Novel halogen ring-disubstituted propyl 2-cyano-3-phenyl-2-propenoates, RPhCH=C(CN)CO2C3H7 (where R is 2-fluoro-5-methyl, 3-iodo-4-methoxy, 5-iodo-2-methoxy, 3,5-dichloro, 3,4-difluoro, 3,5-difluoro, 2-chloro-4-fluoro, 2-chloro-6-fluoro, 3-chloro-2-fluoro, and 3-chloro-4-fluoro) were prepared and copolymerized with styrene. The propenoates were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-disubstituted benzaldehydes and propyl 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 (ABCN) 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. Decomposition of the copolymers in nitrogen occurred in two steps, first in the 200-500ºC range with residue (1-3% wt.), which then decomposed in the 500-800ºC range.

scholarly journals Synthesis and Styrene Copolymerization of New Halogen and Methoxy Ring-Trisubstituted Propyl Cyanophenylpropenoates

2019 ◽  
Vol 11 (2) ◽  
pp. 60
Author(s):  
Yesenia L. Soto ◽  
Emily A. Baumgartner ◽  
Francesca R. Bertoletti ◽  
Ellen F. Gardner ◽  
Bridget M. Hofsteadter ◽  
...  
Keyword(s):  
Elemental Analysis ◽  
13C Nmr ◽  
Knoevenagel Condensation ◽  
Radical Initiation ◽  
1H And 13C Nmr

New ring-trisubstituted propyl cyanophenylpropenoates, RPhCH=C(CN)CO2C3H7 (where R is 2-bromo-3-hydroxy-4-methoxy, 5-bromo-2,3-dimethoxy, 5-bromo-2,4-dimethoxy, 6-bromo-3,4-dimethoxy, 2-chloro-3,4-dimetoxy, 5-chloro-2,3-dimetoxy, 4-bromo-2,6-difluoro, 3-chloro-2,6-difluoro, 4-chloro-2,6-difluoro) were prepared by the piperidine catalyzed Knoevenagel condensation of ring-trisubstituted benzaldehydes and propyl cyanoacetate and characterized by CHN elemental analysis, IR, 1H and 13C-NMR. The propenoates formed copolymers with styrene in solution with radical initiation (ABCN) at 70°C. The copolymers were characterized by nitrogen elemental analysis, IR, 1H and 13C-NMR, DSC. Decomposition of the copolymers in nitrogen (TGA) occurred in two steps, first in the 200-500ºC range with residue (4.2 -8.1% wt.), which then decomposed in the 500-800ºC range.

scholarly journals Synthesis and Styrene Copolymerization of Novel Dihalogen Ring-Substituted Isopropyl Cyanophenylacrylates

2019 ◽  
Author(s):  
Sebastian Flieger ◽  
Patrick M. McCaw ◽  
Stepan Mouradkhanian ◽  
Brenda Pedroza ◽  
Megan M. Peffley ◽  
...  
Keyword(s):  
Elemental Analysis ◽  
13C Nmr ◽  
Knoevenagel Condensation ◽  
Radical Initiation ◽  
1H And 13C Nmr

<p>Novel dihalogen ring-substituted isopropyl 3-phenyl-2-cyanoacrylates, RPhCH=C(CN)CO<sub>2</sub>CH(CH<sub>3</sub>)<sub>2</sub> (where R is 2,5-dibromo, 3,5-dibromo, 2,3-dichloro, 2,4-dichloro, 2,5-dichloro, 2,6-dichloro, 3,4-dichloro, 3,5-dichloro, 2,4-difluoro, 2,5-difluoro, 2,6-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, IR, 1H- and 13C-NMR. All the acrylates were copolymerized with styrene in solution with radical initiation (ABCN) at 70C. 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. </p>

scholarly journals Synthesis and styrene copolymerization of novel alkyl ring-substituted t-butyl phenylcyanoacrylates

2021 ◽  
Author(s):  
Daniah H. Ibrahim ◽  
Tarick Abu-Alrob ◽  
Maria Agoytia ◽  
John K. Butterfield ◽  
Maura K. Devine ◽  
...  
Keyword(s):  
13C Nmr ◽  
Knoevenagel Condensation ◽  
Radical Initiation ◽  
1H And 13C Nmr ◽  
Substituted Benzaldehydes

Novel alkyl ring-substituted t-butyl phenylcyanoacrylates, RPhCH=C(CN)CO2C(CH3)3 (where R is H, 2-methyl, 3-methyl, 4-methyl, 2-ethyl, 4-ethyl, 4-propyl, 4-i-propyl, 4-butyl, 4-i-butyl) were prepared and copolymerized with styrene. The acrylates were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and t-butyl 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.

scholarly journals Synthesis and Styrene Copolymerization of Novel Chloro and Fluoro Ring-Trisubstituted Propyl Cyanophenylpropenoates

2019 ◽  
Vol 11 (1) ◽  
pp. 79 ◽  
Author(s):  
Jessica Bates ◽  
Ashleigh L. Krider ◽  
Sana A. Malik ◽  
Denny P. May ◽  
Maryana Stryelkina ◽  
...  
Keyword(s):  
13C Nmr ◽  
Knoevenagel Condensation ◽  
Radical Initiation ◽  
1H And 13C Nmr ◽  
Structures And Properties

Novel trisubstituted ethylenes, ring-substituted propyl 2-cyano-3-phenyl-2-propenoates, RPhCH=C(CN)CO2C3H7 (where R is 2,3,6-trichloro, 2,3,4-trifluoro, 2,3,5-trifluoro, 2,4,5-trifluoro, 2,4,6-trifluoro, 3,4,5-trifluoro) were prepared by the piperidine catalyzed Knoevenagel condensation of ring-trisubstituted benzaldehydes and propyl cyanoacetate. The ethylenes when copolymerized with styrene in solution with radical initiation (ABCN) at 70&deg;C resulted in formation of copolymers. The composition of the copolymers was calculated from nitrogen analysis. The structures and properties were characterized by IR, 1H and 13C-NMR, GPC, DSC, and TGA.

scholarly journals Synthesis and styrene copolymerization of novel phenoxy and benzyloxy ring-substituted tert-butyl phenylcyanoacrylates

2021 ◽  
Author(s):  
Divya Reddy ◽  
Sierra S. Schmitt ◽  
Paige E. Sevald ◽  
Teodora Simic ◽  
Catalina S. Torres Reyes ◽  
...  
Keyword(s):  
13C Nmr ◽  
Knoevenagel Condensation ◽  
Radical Initiation ◽  
1H And 13C Nmr ◽  
Tert Butyl ◽  
Substituted Benzaldehydes

Novel phenoxy and benzyloxy ring-substituted tert-butyl phenylcyanoacrylates, RPhCH=C(CN)CO2C(CH3)3 (where R is 3-phenoxy, 3-(4-chlorophenoxy), 3-(4-methoxyphenoxy), 3-(4-methylphenoxy), 2-benzyloxy, 3-benzyloxy) were prepared and copolymerized with styrene. The acrylates were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and tret-butyl cyanoacetate, and characterized by CHN analysis, IR, 1H and 13C NMR. All the ethylenes were copolymerized with styrene in solution with radical initiation at 70C. The compositions of the copolymers were calculated from nitrogen analysis.

scholarly journals Novel copolymers of vinyl acetate. 4. Halogen ring-substituted ethyl 2-cyano-3-phenyl-2-propenoates

2022 ◽  
Author(s):  
Benjamin Y. Killam ◽  
Rebecca J. Amend ◽  
Margaret A. Budz ◽  
Ashley B. Collins ◽  
Shannon M. Hinz ◽  
...  
Keyword(s):  
Thermal Behavior ◽  
Vinyl Acetate ◽  
13C Nmr ◽  
Knoevenagel Condensation ◽  
Ethyl Cyanoacetate ◽  
Radical Initiation ◽  
1H And 13C Nmr ◽  
Substituted Benzaldehydes

Novel copolymers of vinyl acetate and halogen ring-substituted ethyl 2-cyano-3-phenyl-2-propenoates, RPhCH=C(CN)CO2C2H5 (where R is 2-Br, 3-Br, 4-Br, 2-Cl, 3-Cl, 4-Cl, 2-F, 3-F, 4-F, 2,3-dichloro, 2,4-dichloro, 2,6-dichloro, 3,4-dichloro, 2,4-difluoro, 2-bromo-3,4-dimethoxy) were prepared in solution with radical initiation at 70C. The propenoates were synthesized by the piperidine catalyzed Knoevenagel condensation of halogen ring-substituted benzaldehydes and ethyl cyanoacetate, and characterized by CHN analysis, IR, 1H and 13C-NMR. The compositions of the copolymers were calculated from nitrogen analysis and the structures were analyzed by IR, 1H and 13C-NMR. Thermal behavior of the copolymers was studied by DSC (Tg) and TGA. Decomposition of the copolymers in nitrogen occurred in two steps, first in the 159-500ºC range with residue (8.8-15.2 wt%), which then decomposed in the 500-650ºC range.

scholarly journals Novel copolymers of vinyl acetate. 2. Oxy ring-substituted ethyl 2-cyano-3-phenyl-2-propenoates

2021 ◽  
Author(s):  
Lisa Barilla ◽  
Terry L. Bogatay ◽  
Joy A. Davis ◽  
James R. Fienberg ◽  
Christopher E. Jensen ◽  
...  
Keyword(s):  
Thermal Behavior ◽  
Vinyl Acetate ◽  
13C Nmr ◽  
Knoevenagel Condensation ◽  
Ethyl Cyanoacetate ◽  
Radical Initiation ◽  
1H And 13C Nmr ◽  
Substituted Benzaldehydes

Novel copolymers of vinyl acetate and oxy ring-substituted ethyl 2-cyano-3-phenyl-2-propenoates, RPhCH=C(CN)CO2C2H5 (where R is 2-methoxy, 3-methoxy, 4-methoxy, 2-ethoxy, 4-ethoxy, 4-propoxy, 4-butoxy, 2,3-dimethoxy, 2,4-dimethoxy, 2,5-dimethoxy, 3,4-dimethoxy, 2,3,4-trimethoxy, 2,4,5-trimethoxy, 2,4,6-trimethoxy, 3,4,5-trimethoxy) were prepared in solution with radical initiation at 70C. The propenoates 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. The compositions of the copolymers were calculated from nitrogen analysis and the structures were analyzed by IR, 1H and 13C-NMR. Thermal behavior of the copolymers was studied by DSC (Tg) and TGA. Decomposition of the copolymers in nitrogen occurred in two steps, first in the 160-350ºC range with residue (2.2-25.3 wt%), which then decomposed in the 500-650ºC range.

scholarly journals Novel copolymers of vinyl acetate. 3 Ring-substituted ethyl 2-cyano-3-phenyl-2-propenoates

2022 ◽  
Author(s):  
Kamil M. Wojdyla ◽  
Benjamin Y. Killam ◽  
Carrie L. Grady ◽  
Faheem Jesani ◽  
Anne M. Johnson ◽  
...  
Keyword(s):  
Thermal Behavior ◽  
Vinyl Acetate ◽  
13C Nmr ◽  
Knoevenagel Condensation ◽  
Ethyl Cyanoacetate ◽  
Radical Initiation ◽  
1H And 13C Nmr ◽  
Substituted Benzaldehydes

Novel copolymers of vinyl acetate and ring-substituted ethyl 2-cyano-3-phenyl-2-propenoates, RPhCH=C(CN)CO2C2H5 (where R is 4-acetoxy, 4-acetamido, 2-cyano, 3-cyano, 4-cyano, 4-dimethylamino, 4-diethylamino, 2,4,6-trimethyl, 2,3-dimethyl-4-methoxy, 2,4-dimethoxy-3-methyl were prepared in solution with radical initiation at 70C. The propenoates 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. The compositions of the copolymers were calculated from nitrogen analysis and the structures were analyzed by IR, 1H and 13C-NMR. Thermal behavior of the copolymers was studied by DSC (Tg) and TGA. Decomposition of the copolymers in nitrogen occurred in two steps, first in the 160-350ºC range with residue (1.5-15.1 wt%), which then decomposed in the 500-650ºC range.

scholarly journals Synthesis of the Guanidine Derivative: N-{[(7-(4,5-Dihydro-1H-imidazol-2-yl)-2-(p-tolyl)-6,7-dihydro-2H-imidazo[2,1-c][1,2,4]triazol-3(5H)-ylidene)amino](phenylamino)methylene}benzamide

Molbank ◽  
10.3390/m1246 ◽  
2021 ◽  
Vol 2021 (3) ◽  
pp. M1246
Author(s):  
Łukasz Balewski ◽  
Anita Kornicka
Keyword(s):  
Infrared Spectroscopy ◽  
Elemental Analysis ◽  
13C Nmr ◽  
1H And 13C Nmr ◽  
Guanidine Derivative

The guanidine derivative N-{[(7-(4,5-dihydro-1H-imidazol-2-yl)-2-(p-tolyl)-6,7-dihydro-2H-imidazo[2,1-c][1,2,4]triazol-3(5H)-ylidene)amino](phenylamino)methylene}benzamide (3) has been obtained by the reaction of one measure of N-{[7-(4,5-dihydro-1H-imidazol-2-yl)-2-(p-tolyl)-6,7-dihydro-2H-imidazo[2,1-c][1,2,4]triazol-3(5H)-ylidene]carbamothioyl}benzamide (2) with one measure of aniline in the presence of mercury(II) chloride and triethylamine in anhydrous dimethylformamide. The structure of product 3 was confirmed by 1H and 13C-NMR, infrared spectroscopy, and elemental analysis.

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