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Updated: Nov 2, 2025
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Controlled Fabrication and Characterization of Coronene Diimide-Based Insoluble Thin Films Produced by Photoinduced
Tomoya Ogawa1, Daiki Kuzuhara1
1Graduate School of Arts and Sciences, Iwate University, 4-3-5 Ueda, Morioka, 020-8551, Japan.
Abstract:
An insoluble thin film of a coronene diimide (CDI) derivative was fabricated from a soluble precursor of perylene diimide (PDI) by photoirradiation. We prepared a 1,7-diarylated PDI (TP-PDI) that can be converted into a coronene diimide (TP-CDI) derivative via a Scholl-type photocyclization reaction. This reaction was accompanied by structural changes from a twisted structure to a π-extended planar molecule. It was found that this photoconversion reaction occurs for both solution-based and thin-film-based reactants investigated by the changes of UV-vis absorption spectra and 1 H NMR spectra. The photocyclization reactions were found to proceed smoothly in polar solvents. In the thin-film state, the solvent vapor annealing method is a key process for achieving photoconversion reaction. Additionally, the fabrication of multi-layered thin films was achieved without undesirable dissolution of the underlying layers because of different solubilities of TP-PDI and TP-CDI.
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