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Principles and Applications of Aggregation-Induced Emission pp 1–25Cite as

Perarylation as a Strategy Toward Aggregation-Induced Emitters: Will They Ever Be Stable?

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Abstract

The periphery of most AIEgens is decorated with aryl substituents, which, according to the principle of restricted intramolecular motion, play a key role for fluorescence behavior of AIEgens. However, these peripheral aryl substituents create structural motifs, which undergo photoreactions (stilbenes, ortho-terphenyls, etc.). The sterically overcrowded molecules thus seek to relax their geometry by photoisomerization reactions, leading to energetically favored species. In this chapter, we will first give a brief overview of examples of perarylated AIE emitters vs. their non-AIE counterparts, then have a look at the photochemistry of stilbenes and ortho-terphenyls, dealing with their excited states and photochemistry, and discuss examples of photolabile AIEgens and the extent of their lability (hexaarylbutadienes, distyrylbenzene derivatives). Finally, we will have a look at strategies to stabilize these structural motifs, suppress the photocyclization, and look at the applicability to AIE active molecules.

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Authors and Affiliations

  1. Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Heidelberg, Germany

    Jan Freudenberg & Uwe H. F. Bunz

  2. InnovationLab, Heidelberg, Germany

    Jan Freudenberg

  3. Centre for Advanced Materials, Ruprecht-Karls-Universität Heidelberg, Heidelberg, Germany

    Uwe H. F. Bunz

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Correspondence to Jan Freudenberg .

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Editors and Affiliations

  1. Institute for NanoScale Science and Technology, College of Science and Engineering, Flinders University, Adelaide, SA, Australia

    Youhong Tang

  2. State Key Laboratory of Luminescent Materials and Devices, Center for Aggregation-Induced Emission, South China University of Technology, Guangzhou, China

    Ben Zhong Tang

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Freudenberg, J., Bunz, U.H.F. (2019). Perarylation as a Strategy Toward Aggregation-Induced Emitters: Will They Ever Be Stable?. In: Tang, Y., Tang, B. (eds) Principles and Applications of Aggregation-Induced Emission. Springer, Cham. https://doi.org/10.1007/978-3-319-99037-8_1

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