Facile synthesis and electro-optic activities of new polycarbonates containing tricyanofuran-based nonlinear optical chromophores

Abstract

Two series of novel electro-optic (EO) polycarbon- ates containing two different kinds of nonlinear optical (NLO) chromophores with tricyanofurane (TCF) electron acceptor have been successfully prepared through the facile polycondensation between diol NLO chromophore and bisphenol A bis(chlorofor- mate). These new polycarbonates which were characterized by 1 H-NMR and Fourier transform infrared exhibited good solubil- ity in common polar organic solvents. They also showed glass transition temperatures (Tg) in the range of 124-156 � C. The morphology studies indicated that these polycarbonates had good film quality before and after corona poling. The EO coeffi- cients (r33) of two polycarbonates films were up to 45 pm/V (PC- TCFC-2) and 75 pm/V (PC-DFTC-3) at the wavelength of 1310 nm. Moreover, good temporal stability of the poling-induced dipole alignment was also achieved, and the resulting poled films of PC-TCFC-2 and PC-DFTC-3 could retain 90 and 80% of the initial EO activities at 85 � C for more than 500 h, respec- tively. Both EO activity and temporal stability results were bet- ter than the guest-host EO polymers containing the same concentration chromophores, which indicated that such kind of polycarbonates could effectively suppress the intermolecular electrostatic interaction and translate microscopic molecular hyperpolarizability into macroscopic EO activity. V C 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2013, 51, 2841-2849