Journal of Polymer Science Part A: Polymer Chemistry, Vol.40, No.3, 379-384, 2002
Synthesis of novel poly(meth)acrylates containing tetracyanocyclopropyl groups as piezoelectric chromophores and their properties
p-(2,2,3,3-Tetracyanocyclopropyl)phenoxyethyl acrylate (5a) and p-(2,2,3-tetracyanocyclopropyl)phenoxyethyl methacrylate (5b) were prepared by the reactions of bromomalononitrile with p-(2-acryloyloxyethoxy)benzylidenemalononitrile and p-(2-methacryloyloxyethoxy)benzylidenemalononitrile, respectively. Monomers 5a and 5b were polymerized with free-radical initiators to obtain polymers with multicyanocyclo-propane functionalities in the pendant group. The resulting polymers were soluble in acetone, and the inherent viscosities were 0.25-0.30 dL/g. Solution-cast films showed thermal stability up to 300 degreesC with glass-transition temperatures of 140-156 degreesC. The dipole moments of 5a and 5b, calculated by the atom superposition and electron delocalization molecular orbital method, were 7.58-7.30 D. Piezoelectric coefficients (d(31)) of the poled polymer films were 1.8-1.9 pC/N, acceptable values for piezoelectric device applications.
Keywords:(tetracyanocyclopropyl)phenoxyethyl acrylate;multicyanocyclopropane functionality;inherent viscosity;thermal stability;piezoelectric coefficient;differential scanning calorimetry (DSC);radical polymerization