Novel second-order nonlinear optical chromophores containing multi-heteroatoms in donor moiety: Design, synthesis, DFT studies and electro-optic activities

A series of novel second-order nonlinear optical chromophores containing additional heteroatoms in donor moieties has been synthesized and systematically characterized. The resulting nonlinear optical chromophores exhibited both good thermal stability (the decomposition temperature in the range of 249 degrees C-275 degrees C) and good solubility in common organic solvents such as chloroform, acetone and N, N-dimethyl formamide. In order to investigate the influence of additional heteroatom on the electrooptic activities, UV-Vis spectra and density functional theory calculations were carried out. The results revealed that the donor derived from m-phenylenediamine had higher electron density compared with other three donors. As to electro-optic activities, the doped polymer film-C displayed the highest electro-optic coefficient value of 31 pm/v at the doping concentration of 20 wt%. All these results indicated that the nonlinear optical activities could be enhanced by introducing suitable additional heteroatoms into donor moiety. (C) 2013 Elsevier Ltd. All rights reserved.