个人信息Personal Information
教授
博士生导师
硕士生导师
性别:女
毕业院校:大连理工大学
学位:博士
所在单位:化工学院
学科:应用化学. 精细化工. 有机化学
办公地点:大连市高新区凌工路2号西部校区化工楼E434房间
联系方式:0411-84986265
电子邮箱:zhangshf@dlut.edu.cn
Synthesis and investigation on optoelectronic properties of mesogenic triphenylene-perylene dyads linked by ethynylphenyl bridges
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论文类型:期刊论文
发表时间:2018-03-07
发表刊物:NEW JOURNAL OF CHEMISTRY
收录刊物:SCIE
卷号:42
期号:5
页面范围:3211-3221
ISSN号:1144-0546
摘要:Photochemical electron donor-acceptor dyads having a penta(hexyloxy) triphenylene donor attached to the imide nitrogen atom of a perylene monoimide dihexyl ester acceptor by an ethynylphenyl bridge were prepared to give TP-n-PIE (n = 1, 2 and 3). Their molecular structures were characterized by C-13 and H-1 nuclear magnetic resonance (NMR) spectroscopy, infrared spectroscopy (IR), mass spectroscopy (MS) and elemental analysis (EA). Differential scanning calorimetry (DSC) traces, polarizing optical microscopy (POM) textures and X-ray diffractograms confirmed that shorter ethynylphenyl bridges facilitated the formation of a columnar hexagonal liquid crystal phase. The intensity of light absorption of the perylene units was independent of the bridge lengths, while that of the triphenylene units was red-shifted with the increase of the bridge lengths. 2D and 3D photoluminescence emission showed that the fluorescence quenching degree of perylene units increased as the rigid bridges became shorter. According to the energy level structures of the dyads, fluorescence quenching was attributed to intramolecular photoinduced electron transfer processes. And in these processes the charge-separated state of the molecule, TP+center dot-1-PIE-center dot, further confirmed by the photocurrent response curve, was obtained. Cyclic voltammetry revealed that although the ethynylphenyl bridges were conjugatedly connected to the triphenylene units, the highest occupied molecular orbital (HOMO) energy levels, the lowest unoccupied molecular orbital (LUMO) energy levels and the band gaps of these dyads were nearly constant when the bridge lengths varied. And these results were in agreement with those of theoretical modelling. The formation of a columnar liquid crystal phase, the large molar extinction coefficient and efficient formation of charge-separated molecules when excited give these dyads the prospect of being used as a novel type of single-component photovoltaic active materials.