Synthesis and investigation on liquid crystal and optical properties of dyads based on triphenylene and perylene
Synthesis and investigation on liquid crystal and optical properties of dyads based on triphenylene and perylene
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苯并菲、苝二元体的合成、液晶及光学性能研究
DOI：
10.1039/c7ra01320e
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发表时间：
2017
期刊：
影响因子：
3.9
通讯作者：
He Zhiqun
中科院分区：
文献类型：
--
作者：
Kong Xiangfei;Xia Liting;Zhang Haifeng;Dai Shengping;Yu Caili;Liu Zheng;Mu Linping;Wang Guixia;He Zhiqun
合成了由六（烷氧基）三苯基给体与苝四羧酸酯受体通过（O - (CH2) 2-O）、（O - (CH2) 6-O）、（O - (CH2) 10-O）和（O - (CH2) 12-O）桥连接的新型介生二联体。用13C和1H核磁共振（NMR）、红外光谱（IR）和元素分析（EA）对其结构进行了表征。循环伏安法和UV/Vis实验结果表明，供体-受体二联体的脂肪族键保留了供体和受体单元的原生态电化学行为和光吸收特性，供体HOMO与受体LUMO的能级差约为1.94 eV。差示扫描量热（DSC）示踪和偏光显微镜（POM）织构证实所有双相均有中间相。当在443 nm处激发时，受体单元的荧光猝灭过程归因于分子内基态电荷从供体转移到它。用dexter型能量传递理论解释了荧光猝灭随桥长变化的规律。这些光诱导分子内电荷转移和形成柱状液晶相的行为使它们成为有机太阳能电池中新型活性材料的候选材料。
Four novel mesogenic dyads consisting of a hexa(alkoxy)triphenylene donor that was linked to a perylene tetracarboxylic esters acceptor by the bridges (O–(CH2)2–O), (O–(CH2)6–O), (O–(CH2)10–O) and (O–(CH2)12–O), had been synthesized. Their structures were characterized by 13C and 1H nuclear magnetic resonance (NMR), infrared spectroscopy (IR) and elemental analysis (EA). The experimental results of cyclic voltammetry and UV/Vis showed the aliphatic linkage of the donor–acceptor dyads preserved the genuine electrochemical behaviors and light absorption properties of the donor and acceptor units, and the energy level difference between the HOMO of the donor and the LUMO of the acceptor is about 1.94 eV. The differential scanning calorimetry (DSC) traces and polarizing optical microscopy (POM) textures confirmed that all dyads had mesophase. When excited at 443 nm, fluorescence quenching process of the acceptor unit was ascribed to a intramolecular ground-state charge transfer from the donor to it. And the fluorescence quenching varying with the bridge lengths were understood by Dexter-type energy transfer theory. These behaviors of photoinduced intramolecular charge transfer and forming columnar liquid crystal phase made these dyads candidates of new active materials in organic solar cells.