Synthesis and Characterization of New Push-Pull Anthraquinones Bearing an Arylthienyl-lmidazo Conjugation Pathway as Efficient Nonlinear Optical Chromophores

摘要

Compounds 1 were synthesized, in good to excellent yields (72-87%), through condensation of formyl-arylthiophene precursors 2 with 1,2-diaminoanthraquinone in ethanol at reflux, followed by cyclisation of the imine intermediate with Pb(OAc)_4 in acetic acid at room temperature. Evaluation of the thermal, linear and NLO properties of these compounds was carried out. The β values of chromophores 1, measured by hyper-Rayleigh scattering (HRS) technique, are several times larger (49-67) than that of the standard reference molecule p-nitroaniline (pNA). Due to their excellent thermal stability, (T_d = 341-446°C), and good NLO properties, arylthienyl-imidazo-anthraquinones 1 could be used as new efficient and thermally stable NLO materials.