Chinese Journal of Applied Chemistry ›› 2020, Vol. 37 ›› Issue (9): 1022-1029.DOI: 10.11944/j.issn.1000-0518.2020.09.200015

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Self-assembly and Luminescence Properties of Intramolecular Charge Transfer Compound of Carbazole Derivatives

CHEN Songhuaa, CHEN Xinb, LIU Yongqia, HE Meiyuna, FU Shanshana, PENG Lia, YANG Jienc*   

  1. aCollege of Chemistry and Material, Longyan University,Longyan,Fujian 364000,China;
    bNational Science Library,Chinese Academy of Sciences,Beijing 100190,China;
    cSchool of Materials Science and Engineering,Henan Normal University,Xinxiang,Henan 453007,China
  • Received:2020-01-13 Published:2020-09-01 Online:2020-09-09
  • Contact: YANG Jien, associate professor; Tel/Fax:0373-3328652;; Research interests:photoactive molecules, solar cells
  • Supported by:
    Supported by the Research Funds of Longyan University(No.LB2018016), the Science and Technology Program of Longyan(No.2018LYF8007), and the Science and Technology Program of Henan(No.192102210173)

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