Synthesis and styrene copolymerization of novel trisubstituted ethylenes: 1. Alkyl ring-substituted isopropyl 2-cyano-3-phenyl-2-propenoates

Synthesis and Styrene Copolymerization of Novel Trisubstituted Ethylenes: 1. Alkyl Ring-Substituted 2-Methoxyethyl Phenylcyanoacrylates

“…The conversion of the copolymers was kept between 10 and 20% to minimize compositional drift (Table 1). Nitrogen elemental analysis showed that between 25.5 and 37.6 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 alkyl ring-substituted MEPA [18][19][20][21][22][23][24][25][26]. 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).…”

“…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], and isobutyl [25,26] PCAs.…”

Synthesis and styrene copolymerization of novel trisubstituted ethylenes: 3. Alkoxy ring-substituted isopropyl 2-cyano-3-phenyl-2-propenoates

“…Thus, in continuation of our investigation of novel TSE compounds [19] we have prepared alkoxy ring-substituted isopropyl 2-cyano-3-phenyl-2-propenoates, ICPP, RPhCH = C(CN)CO 2 CH(CH 3 ) 2 , where R is 2-methoxy, 3-methoxy, 4-methoxy, 2-ethoxy, 3-ethoxy, 4-ethoxy, 4-propoxy, 4-butoxy, 4-hexyloxy, and explored the feasibility of their copolymerization with styrene. To the best of our knowledge, except for synthesis of 2-methoxy, 3-methoxy, and 4-methoxy ring-substituted isopropyl 2-cyano-3-phenyl-2-propenoates [20] there have been no reports on either synthesis of these compounds, nor their copolymerization with styrene.…”

Synthesis and Styrene Copolymerization of Novel Fluoro and Oxy Ring-Disubstituted Isopropyl Phenylcyanoacrylates

“…We have reported synthesis and styrene copolymerization of a number of fluorine and methoxy ring-disubstituted propyl (5) and butyl phenylcyanoacrylates (6,7). In continuation of research on synthesis and copolymerization of novel isopropyl phenylcyanoacrylates (8,9) we have prepared fluoro and oxy ring-disubstituted isopropyl phenylcyanoacrylates (IPCA), RPhCH=C(CN)CO2CH(CH3)2, where R is 2-fluoro-3methoxy, 2-fluoro-4-methoxy, 2-fluoro-5-methoxy, 2-fluoro-6-methoxy, 3-fluoro-4methoxy, 4-fluoro-3-methoxy, 5-fluoro-2-methoxy, 4-fluoro-3-phenoxy, and explore the feasibility of their copolymerization with styrene. To the best of our knowledge, there have 3 been no reports on either synthesis of these isopropyl phenylcyanoacrylates, nor their copolymerization with styrene (10).…”