Azo dyes of hexafluoroisopropylidene derivatives: Synthesis and nonlinear optical properties

作者：Zhang, Chao Zhi; Zhu, Jing; Yang, Hui; Lu, Changgui; Lu, Guo-Yuan^*; Cui, Yiping

来源：Dyes and Pigments, 2008, 76(3): 765-774.

DOI：10.1016/j.dyepig.2007.01.023

• fluorine-containing dyes
• nonlinear optical
• backbone
• chromophore
• synthesis
• hammett constants

Two series of fluorine-containing azo dyes containing hexafluoroisopropylidenebis-(4-hydroxybenzene) (13) or 4,4'-(hexafluoroisopropylidene)diphthalicimidine (C) as a backbone connecting the two D-pi-A units were synthesized so as to investigate the effects of both the D-pi-A units and backbones on the nonlinear optical (NLO) properties of the colourants. Hyper-Rayleigh scattering (HRS) at 1064 nm indicated that the 0 values of C-containing derivatives were higher than those of B-containing derivatives when the substituents were strongly electron-withdrawing groups. The first hyperpolarizability (beta) and static first hyperpolarizability (beta(0)) of the fluorine-containing dyes increased markedly when the difference between the Hammett constants (sigma) [Hammett LP. J Am Chem Soc 1937;59:96. Hansch C, Leo A, Taft RW. Chem Rev 1991;91:165.] of the electron-withdrawing and electron-donating groups in the D-pi-A units increased, especially when the electron-withdrawing groups in the D-pi-A units were strong, such as in the case of nitro and cyan groups. In addition, UV-vis absorption maximum (lambda(max)) of these fluorine-containing azoic dyes were not red shifted compared with the corresponding mono-D-pi-A unit compounds.

• 出版日期2008
• 单位东南大学; 南京大学; 现代配位化学国家重点实验室