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新型八元噻吩-乙炔-乙烯环状共轭低聚物的合成及其超分子行为

Synthesis and Supramolecular Performance of a New Type of Eight-membered Thiophene-acetylene-ethylene Cyclic Conjugated Oligomer
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摘要 通过噻吩-乙炔-乙烯交替构建的环状共轭低聚物,因其具有独特的π共轭体系和内部空腔,表现出非线性光学、双光子吸收等特殊光电性质.通过引入联噻吩基团,制备出一种新型的八元噻吩-乙炔-乙烯环状共轭低聚物,其晶体结构表明,该大环分子之间存在不常见的S-π弱相互作用,并且存在有序的分子内通道和分子间通道.扫描电镜显示该环状共轭低聚物能自组装成纤维状固体,长度可达几厘米.荧光光谱研究证实了C_(60)对该环状共轭低聚物具有显著的荧光淬灭作用,说明作为电子给体的该环状共轭低聚物与作为电子受体的C_(60)之间存在超分子行为和电子转移现象. In recent years, Masahiko Iyoda reported a series of macrocyclic compounds composed of thiophene, acetylene, and ethylene building blocks.These macrocyclic compounds own unusual n conjugated systems and inner cavity structure,which bring a- bout some unique photoelectric performances, such as the two-photon properties and nonlinear optical responses.Here we synthesized a new cycloE8]thiophene-acetylene-ethylene compound by introducing bithiophene groups.As shown in the crystal structure,uncommon S-π weak interactions play key roles during the crystal growth of thiophene rings,intramolecular and intermolecular channel are formed as the result of molecular cavity and perfect crystal packing.Scanning electron microscope(SEM) data show that the macrocyclic compound forms several centimeters long acicular fiber cluster by self-assembling.Furthermore, fluorescence emission spectrum shows that fluorescence intensities of macrocyclic compound dramatically quench with an increase of the fullerene (C60) ,which confirms the supramolecular and electronic transfer performance between the electron donor of the macrocyclic compound and the electron acceptor of the fullerene molecule.
出处 《厦门大学学报(自然科学版)》 CAS CSCD 北大核心 2016年第6期802-809,共8页 Journal of Xiamen University:Natural Science
基金 国家自然科学基金(U1205111 21390390 21301143 51572231) 中央高校基本科研业务费专项(20720140512 20720160084 2013121014) 高等学校博士学科点专项科研基金(20130121120001)
关键词 噻吩-乙炔-乙烯环状共轭低聚物 S-π相互作用 自组装 富勒烯 超分子行为 thiophene-acetylene-ethylene cyclic conjugated oligomer S-π interactions self-assembling fullerenes supramolecular performance
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