新型菲醌类染料的合成及性能

Synthesis and Properties of Novel Phenanthrenedione-Type Dyes

摘要:

设计合成了以含有丙二腈基团的菲醌结构为电子受体、三苯胺或N,N-二(4-正丁基苯基)苯胺结构为电子给体的D-A-D型纯有机功能染料3a和3b。利用紫外-可见吸收光谱、荧光发射光谱、循环伏安曲线及理论计算对该类染料及其前体的光学、电化学性质进行了研究。结果表明，染料3a和3b在可见光区域均有较宽的吸收带和发射带，其最大吸收波长分别为581 nm和605 nm，最大发射波长分别为442 nm和472 nm；相对于HOMO能级，丙二腈基团的引入对LUMO能级的影响更大。

Abstract:

Novel organic dyes 4 and 5 containing 2-(10-oxophenanthren-9(10H)-ylidene)malononitrile and triphenylamine (or N,N-bis(4-butylphenyl)aniline) moieties as an electron acceptor and an electron donor, respectively, were designed and synthesized. The photophysical and electrochemical properties of these dyes and their precursors were investigated by UV-VIS spectroscopy, fluorescence emission spectroscopy, cyclic voltammetry, and DFT calculation. The dyes 4 and 5 exhibited good absorption bands and emission bands in the UV-VIS region. The maximum absorption wavelengths were 581 and 605 nm, and the maximum emission wavelengths were 442 nm and 472 nm, respectively. Compared with the effect of malononitrile on HOMO energy levels, the introduction of malononitrile group had more impact on LUMO energy levels.