Abstract

Pentachlorophenyl acrylate monomers were synthesized for the first time via the condensation reaction of acrylic acids with pentachlorophenol by using N,N’-dicyclohexylcarbodiimide as condensing agent. Copolymerization of the acrylate monomers with pentaerythritol tetraacrylate was studied. The preliminary results indicated that the acrylate foams can be produced on supercritical carbon dioxide drying.

Highlights

  • Monomer synthesis The synthetic route for pentachlorophenyl (PCP) acrylate monomers 5 is shown as Scheme 1

  • Crystalline “complex” 3 consisting of an isourea derivative was synthesized conveniently from N,N’-dicyclohexylcarbodiimide 1 (DCC) and pentachlorophenol 2 (PCPOH) in ethyl acetate according to the literature

  • The intermediate 3 has been used for a long time to obtain active pentachlorophenyl ester in high yield in the synthesis of peptides and polypeptides.18As our extension of DCC methodology in synthesis of cyclic peptides, 19 We found that the reaction of 3 with acrylic acids 4 can afford monomers 5 in good yield (70-78%)

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Summary

Introduction

Acrylates are the efficient multifunctional monomer used in foaming processes because of their rapid polymerization rates and desirable final network properties.[1,2,3,4] Acrylate foams have been used extensively in the fabrication of targets for inertial confinement fusion (ICF) and laserdriven plasma physics experiments,[5,6,7,8] and they have been proven to be versatile foams for the in situ polymerization and the production of targets embedded with objects,[9,10] shock experiments[11] and for the investigation of the production of a uniform energy deposition in direct drive ICF.[12]. Copolymerization of the acrylate monomers containing chlorine with pentaerythritol tetraacrylate (PETA) is studied. The preliminary survey indicates that the acrylate foams can be produced on supercritical carbon dioxide drying and the chlorine is distributed into the foam structure all over by chemically bond method.

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