ARTICLES

Design and Synthesis of Novel Aggregation-Induced Luminescence Molecules Based on Isoquinoline

  • Jiamin Tan ,
  • Yajun Yu ,
  • Meng Guan ,
  • Yunhui Zhao ,
  • Zilong Tang ,
  • Zhihua Zhou ,
  • Tao Guo
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  • aHunan Provincial Key Laboratory of Controllable Preparation and Functional Application of Fine Polymers, School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan, Hunan 411201
    bKey Laboratory of Theoretical Organic Chemistry and Functional Molecular, Ministry of Education, Hunan University of Science and Technology, Xiangtan, Hunan 411201
    cSchool of Chemistry and Chemical Engineering, Henan University of Technology, Zhengzhou 450001

Received date: 2022-04-15

  Revised date: 2022-06-18

  Online published: 2022-07-14

Supported by

National Natural Science Foundation of China(21877034); Natural Science Foundation of Hunan Provincial(2020JJ4028); Postgraduate Scientific Research Innovation Project of Hunan Province(2021RC5028); Science and Technology Foundation of Henan Province(212102210202)

Abstract

Aggregation induced emission (AIE) molecules have been widely used in chemistry, biosensor, cell imaging and organic light-emitting diode (OLED) due to their excellent spectral properties. It was found for the first time that isoquinoline benzoxazine molecules exhibited good fluorescent emission in a high proportion of water/acetonitrile mixed solution, showing an obvious AIE phenomenon. On this basis, a novel type of AIE molecules fused with tetraphenylene and isoquinoline structural units were designed and synthesized. They were found exhibiting an excellent AIE phenomenon. It was confirmed by density functional theory (DFT) calculations that the splicing of the two structural units effectively reduced the energy gap of the frontier orbitals, which was helpful for the preparation of fluorescent molecules with longer emission wavelengths. In this study, AIE molecules based on the isoquinoline structure were discovered and prepared, which enriched the members of the AIE family. The AIE molecules based on the isoquinoline structure were first discovered and prepared in this study, which enriched the members of the AIE family.

Cite this article

Jiamin Tan , Yajun Yu , Meng Guan , Yunhui Zhao , Zilong Tang , Zhihua Zhou , Tao Guo . Design and Synthesis of Novel Aggregation-Induced Luminescence Molecules Based on Isoquinoline[J]. Chinese Journal of Organic Chemistry, 2022 , 42(11) : 3776 -3783 . DOI: 10.6023/cjoc202204038

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