ESIPT-Inspired Dual-Mode Photoswitches with Fast Molecular Isomerization in the Solid State

Yahui Chen, You Rim Lee, Wenjing Wang, Yu Fang, Sheng Lu, Jingjing Han, Xiaoqiang Chen, Myung Hwa Kim, Juyoung Yoon

Research output: Contribution to journalArticlepeer-review

16 Scopus citations

Abstract

Photoswitchable materials have attracted considerable attention in various fields. Developing excellent solid-state dual-mode photoswitches is an important but challenging task. Herein, we propose a new strategy to construct an excited-state intramolecular proton transfer (ESIPT) inspired photoswitch (DiAH-pht) that possesses aggregation-induced emission (AIE) features and displays a fast molecular isomerization process characterized by dual-mode behavior in the solid state. Mechanistic studies indicate that introduction of a bulky group can create a folded molecular conformation that provides adequate volume to facilitate photoisomerization and the enhanced ESIPT effect can boost the isomerization process. The feasibility of our strategy was further demonstrated by the activated photoisomerization performance of the Schiff base derivatives. Furthermore, DiAH-pht shows good performance in the fields of dual-mode information encryption and high-density data storage.

Original languageEnglish
Article numbere202301765
JournalAngewandte Chemie - International Edition
Volume62
Issue number15
DOIs
StatePublished - 3 Apr 2023

Bibliographical note

Funding Information:
This work was supported by Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education (NRF‐2018R1A6A1A03025340) and the Korea government (MSIT) (2022R1A2C3005420 for J.Y.). The work was also supported financially by the National Natural Science Foundation of China (21978131). We thank Materials Characterization Center of East China Normal University for help with the measurement of femtosecond transient absorption spectra. The measurements of XRD and NMR were performed using the single‐crystal X‐ray diffractometer and NMR 300 MHz at the National Research Facilities and Equipment Center (NanoBioEnergy Materials Center) at Ewha Womans University.

Funding Information:
This work was supported by Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education (NRF-2018R1A6A1A03025340) and the Korea government (MSIT) (2022R1A2C3005420 for J.Y.). The work was also supported financially by the National Natural Science Foundation of China (21978131). We thank Materials Characterization Center of East China Normal University for help with the measurement of femtosecond transient absorption spectra. The measurements of XRD and NMR were performed using the single-crystal X-ray diffractometer and NMR 300 MHz at the National Research Facilities and Equipment Center (NanoBioEnergy Materials Center) at Ewha Womans University.

Publisher Copyright:
© 2023 Wiley-VCH GmbH.

Keywords

  • Aggregation-Induced Emission
  • Dual-Mode
  • Excited-State Intramolecular Proton Transfer
  • Information Encryption
  • Solid-State Photoswitches

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