Synthesis and styrene copolymerization of novel phenoxy and benzyloxy ring-substituted octyl phenylcyanoacrylates

Zena  Ahmad; Burcin  Asilturk; Dana R.  Fasman; Erin R.  Hocker; Sean P.  Markey; Karina  Martinez; Aisha  Owens; Jasmine S.  Ramirez; Oscar  Rios; David  Villegas; Jack N.  Wiley; Lindsay M.  Winders; Sara M.  Rocus; William S.  Schjerven; Gregory B Kharas

doi:10.26434/chemrxiv-2022-clqmd

Organic Chemistry

Search within Organic Chemistry

Synthesis and styrene copolymerization of novel phenoxy and benzyloxy ring-substituted octyl phenylcyanoacrylates

Working Paper

Zena Ahmad DePaul University ,
Burcin Asilturk DePaul University ,
Dana R. Fasman DePaul University ,
Erin R. Hocker DePaul University ,
Sean P. Markey DePaul University ,
Karina Martinez DePaul University ,
Aisha Owens DePaul University ,
Jasmine S. Ramirez DePaul University ,
Oscar Rios DePaul University ,
David Villegas DePaul University ,
Jack N. Wiley DePaul University ,
Lindsay M. Winders DePaul University ,
Sara M. Rocus DePaul University ,
William S. Schjerven DePaul University ,
Gregory B Kharas DePaul University

Show author details

Abstract

Novel ring-substituted octyl phenylcyanoacrylates, RPhCH=C(CN)CO2CH2(CH2)6CH3 (where R is 3-phenoxy, 4-phenoxy, 4-(4-bromophenoxy), 3-(4-chlorophenoxy), 2-(4-fluorophenoxy), 3-(4-methylphenoxy), 4-(4-methylphenoxy), 4-(4-nitrophenoxy), 3-[3-(trifluoromethyl)phenoxy], 2-benzyloxy, 3-benzyloxy, 4-benzyloxy) were prepared and copolymerized with styrene. The acrylates were synthesized by the piperidine catalyzed Knoevenagel condensation of ring-substituted benzaldehydes and octyl cyanoacetate, and characterized by CHN analysis, IR, 1H and 13C NMR. The acrylates were copolymerized with styrene in solution with radical initiation (ABCN) at 70C. The compositions of the copolymers were calculated from nitrogen analysis.