Novel copolymers of styrene. 7. Some ring-disubstituted butyl 2-cyano-3-phenyl-2-propenoates

Kharas, Gregory B.; Feng, Hui; Shouib, Isma S.; Tong, Connie; Tsang, Andrew; Velazquez, Darcy L.; Zekic, Angelia M.; Williamson, Alexandra C.; Yokana, Edward B.

doi:10.1080/10601325.2016.1110450

Cited by 9 publications

(12 citation statements)

References 15 publications

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“…The conversion of the copolymers was kept between 10 and 20% to minimize compositional drift (Table 1). Nitrogen elemental analysis showed that between 17.2 and 28.2 mol% of MEPA is present in the copolymers prepared at ST/MEPA = 3 (mol), which is indicative of relatively high reactivity of the MEPA monomers towards ST radical which is typical of phenoxy ring-substituted phenylcyanoacrylates [18][19][20][21][22][23][24][25][26][27][28][29]. Since MEPA monomers do not homopolymerize, the most likely structure of the copolymers would be isolated MEPA monomer units alternating with short ST sequences (Scheme 2).…”

Section: Synthesis and Characterization Of Styrene -Mepa Copolymersmentioning

confidence: 99%

Synthesis and styrene copolymerization of novel trisubstituted ethylenes: 8. Halogen ring-disubstituted 2-methoxyethyl phenylcyanoacrylates

Abdelhamid¹,

Ha²,

Jk³

et al. 2021

Preprint

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Novel trisubstituted ethylenes, halogen ring-disubstituted 2-methoxyethyl phenylcyanoacrylates, RPhCH=C(CN)CO2CH2CH2OCH3 (where R is 2-fluoro-3-methoxy, 2-fluoro-4-methoxy, 2-fluoro-5-methoxy, 2-fluoro-6-methoxy, 3-fluoro-4-methoxy, 4-fluoro-3-methoxy, 2-fluoro-5-methyl, 2-fluoro-6-methyl, 3-fluoro-4-methyl, 4-fluoro-2-methyl, 4-fluoro-3-methyl, 4-fluoro-3-phenoxy, 5-iodo-2-methoxy) were prepared and copolymerized with styrene. The ethylenes were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and 2-methoxyethyl 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.

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Section: Synthesis and Characterization Of Styrene -Mepa Copolymersmentioning

confidence: 99%

Synthesis and styrene copolymerization of novel trisubstituted ethylenes: 8. Halogen ring-disubstituted 2-methoxyethyl phenylcyanoacrylates

Abdelhamid¹,

Ha²,

Jk³

et al. 2021

Preprint

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“…Thus, copolymerization of electrophylic TSE monomers having double bonds substituted with halo, cyano, and carbonyl groups and electron-rich monosubstituted ethylenes such as styrene, N-vinylcarbazole, and vinyl acetate [16][17][18] show a tendency toward the formation of alternating copolymers -thus suggesting a way of functionalization of commercial polymers via introduction of isolated monomer units in copolymers. Earlier we have reported synthesis and styrene copolymerization of a number of methyl, halogen, and oxy ring-disubstituted methyl [19][20][21], ethyl [22][23][24], propyl [25][26][27], isopropyl [28][29][30], butyl [31,32], isobutyl [33,34], and 2-methoxyethyl [35] PCAs.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and styrene copolymerization of novel trisubstituted ethylenes: 6. Methyl, halogen and oxy ring-disubstituted octyl phenylcyanoacrylates

Clajus

Cote

Garcia

et al. 2021

Preprint

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Novel trisubstituted ethylenes, methyl, halogen, and oxy ring-disubstituted octyl phenylcyanoacrylates, RPhCH=C(CN)CO2CH2(CH2)6CH3 (where R is 4-methoxy-2methyl, 4-methoxy-3-methyl, 3-ethoxy-4-methoxy, 4-ethoxy-3-methoxy, 3-benzyloxy-4methoxy, 4-benzyloxy-3-methoxy, 2,3-(methylenedioxy), 3-bromo-4-methoxy, 5-bromo-2methoxy, 2-chloro-3-methoxy, 2-chloro-6-methyl, 3-chloro-4-methyl) were prepared and copolymerized with styrene. The ethylenes were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and octyl cyanoacetate, and characterized by CHN analysis, IR, 1 H and 13 C NMR. All the ethylenes were copolymerized

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“…Thus, copolymerization of electrophylic TSE monomers having double bonds substituted with halo, cyano, and carbonyl groups and electron-rich monosubstituted ethylenes such as styrene, N-vinylcarbazole, and vinyl acetate [15][16][17] show a tendency toward the formation of alternating copolymers -thus suggesting a way of functionalization of commercial polymers via introduction of isolated monomer units in copolymers. Earlier we have reported synthesis and styrene copolymerization a number of methyl and oxy ringsubstituted PCAs, such esters as methyl [18,19], ethyl [20][21][22], propyl [23,24], isopropyl [25][26][27], and butyl [28,29].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and styrene copolymerization of novel oxy ring-disubstituted isobutyl phenylcyanoacrylates

Bailey¹,

Barcinski²,

Galloway³

et al. 2020

Preprint

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Novel oxy ring-disubstituted isobutyl phenylcyanoacrylates, RPhCH=C(CN)CO2CH2CH(CH3)2 (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, 3-benzyloxy-4-methoxy, 2,3-methylenedioxy) were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-disubstituted benzaldehydes and isobutyl cyanoacetate and characterized by CHN analysis, IR, 1H and 13C NMR. The acrylates were copolymerized with styrene in solution with radical initiation (ABCN) at 70C. The compositions of the copolymers were calculated from nitrogen analysis and the structures were analyzed by FTIR, 1H and 13C NMR.

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Novel copolymers of styrene. 7. Some ring-disubstituted butyl 2-cyano-3-phenyl-2-propenoates

Cited by 9 publications

References 15 publications

Synthesis and styrene copolymerization of novel trisubstituted ethylenes: 8. Halogen ring-disubstituted 2-methoxyethyl phenylcyanoacrylates

Synthesis and styrene copolymerization of novel trisubstituted ethylenes: 8. Halogen ring-disubstituted 2-methoxyethyl phenylcyanoacrylates

Synthesis and styrene copolymerization of novel trisubstituted ethylenes: 6. Methyl, halogen and oxy ring-disubstituted octyl phenylcyanoacrylates

Synthesis and styrene copolymerization of novel oxy ring-disubstituted isobutyl phenylcyanoacrylates

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