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

Abstract

<p>Novel trisubstituted ethylenes, , alkyl ring-substituted octyl phenylcyanoacrylates, RPhCH=C(CN)CO<sub>2</sub>CH<sub>2</sub>(CH<sub>2</sub>)<sub>6</sub>CH<sub>3</sub><sub> </sub>(where R is H, 2-methyl, 3-methyl, 4-methyl, 4-ethyl, 4-propyl, 4-<i>i</i>-propyl, 4-butyl, 4-<i>t</i>-butyl, 4-<i>i</i>-butyl) 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, <sup>1</sup>H and <sup>13</sup>C 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.</p>

Synthesis and styrene copolymerization of novel dimethyl and dimethoxy ring-substituted octyl phenylcyanoacrylates

“…2, 2,2,2,3,3,2,3dimethoxy,2,2,2,3,3, benzaldehydes, octyl cyanoacetate (≥98.0%), piperidine (99%), styrene (≥99%), 1,1'azobis(cyclohexanecarbonitrile) (98%), (ABCN), and toluene (98%) supplied from Sigma-Aldrich Co., were used as received. Instrumental details are reported in [18].…”

Synthesis and styrene copolymerization of novel bromo, chloro, fluoro, and iodo ring-substituted octyl phenylcyanoacrylates

“…iodobenzaldehydes, octyl cyanoacetate (≥98.0%), piperidine (99%), styrene (≥99%), 1,1'azobis(cyclohexanecarbonitrile) (98%), (ABCN), and toluene (98%) supplied from Sigma-Aldrich Co., were used as received. Instrumentation is reported in [19].…”