Novel Copolymers of Styrene. 11. Some Ring-Substituted Methyl 2-Cyano-3-Phenyl-2-Propenoates

Synthesis and styrene copolymerization of novel dibromo and dichloro ring-disubstituted isobutyl phenylcyanoacrylates

“…The conversion of the copolymers was kept between 10 and 20% to minimize compositional drift (Table 1). Nitrogen elemental analysis showed that between 11.8 and 30.4 mol% of IPCA is present in the copolymers, which is indicative of relatively high reactivity of the IPCA monomers towards ST radical which is typical of halogen ring-substituted different esters PCA [17][18][19][20][21][22][23][24][25]. Since IPCA monomers do not homopolymerize, the most likely structure of the copolymers would be isolated IPCA monomer (y = 1) units alternating with short ST The copolymers prepared in the present work are all soluble in ethyl acetate, THF, DMF and CHCl3 and insoluble in methanol, ethyl ether, and petroleum ether.…”

“…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], propyl [21][22][23], propyl [24], and butyl [25].…”

Synthesis and copolymerization of novel oxy ring-substituted isopropyl cyanoarylacrylates

“…We have reported earlier synthesis and styrene copolymerization of oxy ring-substituted methyl [19][20][21][22][23][24], ethyl [25][26][27], propyl [28][29][30][31], butyl [32][33][34], isobutyl [35][36][37], methoxyethyl [38,39], and octyl [40][41][42] cyanoarylacrylates. In continuation of our exploration of novel trisubstituted ethylene compounds we have prepared isopropyl oxy ring-substituted cyanoarylacrylates, ICAA, RPhCH=C(CN)CO2CH(CH3)2, where R is 3-phenoxy, 4phenoxy, 2-benzyloxy, 3-benzyloxy, 4-benzyloxy, 4-acetyloxy, 3-acetyl, 4-acetyl, 4acetylamino, 4-methoxy-2-methyl, 4-methoxy-3-methyl, 3-ethoxy-4-methoxy, 3,4dibenzyloxy, 3-benzyloxy-4-methoxy, 4-benzyloxy-3-methoxy, 2,3-dimethyl-4-methoxy, 2,5-dimethyl-4-methoxy, 2,4-dimethoxy-3-methyl, 2,4-dimethoxy-6-methyl, 3,5-dimethoxy-4-hydroxy, and copolymerized with styrene.…”

Synthesis and radical copolymerization of novel phenyl-disubstituted propyl cyanoacrylates

“…We have reported synthesis and ethynylbenzene copolymerization of similar ring-substituted methyl [5], ethyl [6], & butyl 3-phenyl-2-cyanoacrylates [7]. With the objective to design novel structures, that could serve as a spring board for further development of novel materials with new properties and applications, we have prepared halogen ring-disubstituted propyl 3-phenyl-2-cyanoacrylate (PPCA), RPhCH=C(CN)CO 2 C 3 H 7 , 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, and copolymerize them with ethynylbenzene.…”