Novel Copolymers of Styrene. 1. Alkyl Ring-Substituted Butyl 2-Cyano-3-Phenyl-2-Propenoates

Synthesis and styrene copolymerization of novel trisubstituted ethylenes: 1. Alkyl ring-substituted octyl phenylcyanoacrylates

“…The conversion of the copolymers was kept between 10 and 20% to minimize compositional drift (Table 1). Nitrogen elemental analysis showed that between 18.6 and 27.4 mol% of OPCA is present in the copolymers prepared at ST/ OPCA = 3 (mol), which is indicative of relatively high reactivity of the OPCA monomers towards ST radical which is typical of alkyl ring-substituted OPCA [18][19][20][21][22][23][24][25][26]. Since OPCA monomers do not homopolymerize, the most likely structure of the copolymers would be isolated OPCA monomer units alternating with short ST sequences (Scheme 2).…”

“…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 of a number of alkyl ring-substituted methyl [18,19], ethyl [20,21], propyl [22], isopropyl [23], butyl [24], isobutyl [25], and methoxyethyl [26] PCAs.…”

Novel copolymers of styrene. 13. Methyl and methoxy ring-trisubstituted butyl 2-cyano-3-phenyl-2-propenoates

“…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, and in continuation of our studies of the monomer structure-reactivity correlation in the radical copolymerization of BCPP monomers (19,20) we have prepared methyl and methoxy ring-trisubstituted butyl 2-cyano-3-phenyl-2-propenoates, RPhCHDC(CN) CO 2 C 4 H 9 , where R is 2,4,5-trimethyl, 2,4,6-trimethyl, 2,3-dimethyl-4-methoxy, 2,5-dimethyl-4-methoxy, 2,4-dimethoxy-3-methyl, 2,3,4-trimethoxy, 2,4,5-trimethoxy, 2,4,6-trimethoxy, 3,4,5-trimethoxy, and explore the feasibility of their copolymerization with styrene. To the best of our knowledge, there have been no reports neither on synthesis, nor styrene copolymerization with these methyl and methoxy ring-trisubstituted BCPP monomers.…”

Novel copolymers of styrene. 14. Halogen ring-trisubstituted butyl 2-cyano-3-phenyl-2-propenoates

“…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, and in continuation of our studies of the monomer structure-reactivity correlation in the radical copolymerization of BCPP monomers (19,20) we have prepared ring-trisubstituted butyl 2-cyano-3-phenyl-2-propenoates, RPhCHDC(CN)CO 2 C 4 H 9 , where R is 3-bromo-4,5-dimethoxy, 5-bromo-2,4-dimethoxy, 2-bromo-3-hydroxy-4-methoxy, 3-chloro-2,6-difluoro, 4-chloro-2,6-difluoro, 2,3,5-trichloro, 2,3,6-trichloro, 2,4,5-trifluoro, and explore the feasibility of their copolymerization with styrene. To the best of our knowledge, there have been no reports neither on synthesis, nor on styrene copolymerization with these ring-trisubstituted BCPP monomers.…”