以咔唑为给体的分子内电荷转移化合物的自组装及发光性质

doi:10.11944/j.issn.1000-0518.2020.09.200015

摘要/Abstract

摘要： 设计合成了两种以咔唑为给体单元,苯并噻二唑为受体单元的分子内电荷转移化合物((E)-4-((4-(4-(9H-咔唑-9-基)苯乙烯基)苯基)乙炔基)-7-溴苯[c][1,2,5]噻二唑(CzPB-Br)和4,7-双((4-((E)-4-(9H-咔唑-9-基)苯乙烯基)苯基)乙炔基)苯[c][1,2,5]噻二唑(CzPBPCz))。研究了紫外、荧光等光物理性质,发现CzPB-Br和CzPBPCz的溶液态在可见区域404和442 nm有明显特征紫外可见吸收峰,同时在557和588 nm处有明显的荧光发射。结合理论计算考察了共轭长度对两种化合物性能的影响。两个化合物利用给-受分子间的偶极-偶极、π-π等相互作用,通过良溶剂向不良溶剂扩散和热饱和溶液析出的自组装方法,分别获得了一维微米线、多边形微米片等聚集态结构。其中,一维的微米线宽度为1~2 μm,长度可达100 μm以上。一维微米线和多边形微米片分别在515和568 nm处显示出了较强的发光,同时还显示出了光波导的特征,为获得高性能低维有机光电纳米材料提供了新思路。

关键词: 咔唑, 苯并噻二唑, 聚集态, 自组装, 固态发光

Abstract: In order to study the optical properties of intramolecular charge transfer compounds of small organic molecular systems with donor-acceptor structure, two kinds of π-conjugated intramolecular charge transfer(ICT)derivatives ((E)-4-((4-(4-(9H-carbazol-9-yl)styryl)phenyl)ethynyl)-7-bromobenzo[c][1,2,5]thiadiazole (CzPB-Br) and 4,7-bis((4-((E)-4-(9H-carbazol-9-yl)styryl)phenyl)ethynyl)benzo[c][1,2,5]thiadiazole (CzPBPCz)) were synthesized, where the donor part consists of carbazole unit, while benzothiadiazole works as the acceptor. The influence of different conjugated groups on the structure and photophysical properties were studided by ultraviolet-visible (UV-Vis) spectra, fluorescence spectra and theoretical calculations. CzPB-Br and CzPBPCz have characteristic UV-Vis absorption peaks at 404 and 442 nm in CH₂Cl₂, respectively, with the maximum fluorescence wavelengths at 557 and 588 nm, respectively. The well-defined one-dimensional microrods and polygonal micron plates in large quantities and with high morphological purity are successfully fabricated adopting a phase transfer methodology and precipitation of hot saturated solution, exhibiting green and yellow emission respectively (emission maximum centered at 515 and 568 nm). The length of one-dimensional microrod is more than 100 μm with the width of 1~2 μm. Meanwhile, these assembles show a typical characteristics of waveguiding behavior, endowing potential applications in the field of optical devices.

Key words: carbazole, benzothiadiazole, aggregated structure, self-assemble, luminescence properties

陈松华, 陈欣, 刘永琦, 何美云, 付珊珊, 彭丽, 杨纪恩. 以咔唑为给体的分子内电荷转移化合物的自组装及发光性质[J]. 应用化学, 2020, 37(9): 1022-1029.

CHEN Songhua, CHEN Xin, LIU Yongqi, HE Meiyun, FU Shanshan, PENG Li, YANG Jien. Self-assembly and Luminescence Properties of Intramolecular Charge Transfer Compound of Carbazole Derivatives[J]. Chinese Journal of Applied Chemistry, 2020, 37(9): 1022-1029.

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