One Pot Synthesis of Ethoxylated Bisphenol A Acrylate Macro Monomer From Bisphenol A Acrylate and Ethylene Oxide

Thursday, October 20, 2011: 1:45 PM
L100 A (Minneapolis Convention Center)
Xueyi Hu, Yun Fang, Xin Jin and Yongji Gu, School of chemical and material engineering, Jiangnan University, Wuxi, China

Ethoxylated bisphenol A acrylate, containing symmetric rigid aromatic rings and flexibility ethoxy groups, is a polyfunctional macro monomer. The homopolymer or copolymer well used as biomedical materials such as medical membrance, self-healing dental restorative formulation. To our knowledge, the monomer could be synthesized by either esterification of ethoxylated bisphenol A and acrylic acid or etherification of ethoxylated hydroxyethyl acrylate and bisphenol A though it was not documented. We developed a more atom economic route to produce the functional macro monomer. The inherent atom economy of the developed route is 100% which is much higher than that of the former multi-steps process. Catalysted by a heterogeneous acid-base bifunctional catalyst, ethylene oxide reacts with an active hydrogen free raw material, bisphenol A acrylate, to produce the target molecule. The inhibitors and some other reaction conditions were well discussed here. The conversion of bisphenol A acrylate was 90% at 140 oC for 8 h with 1% wt catalyst and 0.5% wt composite inhibitors in a steal autoclave.

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