Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 28, Issue 6, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202103175
Keywords
aggregation induced emission; cyclodextrins; fluorescence; rotaxanes; tetraphenylethylene
Categories
Funding
- JSPS KAKENHI [19H02696, 20H05092, 20H02159, 21K05181, 21H00018, 21J14199]
- JST CREST [JPMJCR1331]
- Innovation inspired by Nature Research Support Program
- SEKISUI CHEMICAL CO., LTD.
- Takahashi Industrial and Economic Research Foundation
- TEPCO Memorial Foundation
- Sumitomo Foundation
- Kumagai Foundation
- Inamori Foundation
- Grants-in-Aid for Scientific Research [20H05092, 20H02159, 21K05181, 21H00018, 21J14199, 19H02696] Funding Source: KAKEN
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This study reports a supramolecular approach to enhance the performance of fluorescent dyes by incorporating a linked rotaxane structure, which restricts molecular motions and improves fluorescence quantum yields and photostability.
The restriction of local molecular motions is critical for improving the fluorescence quantum yields (FQYs) and the photostability of fluorescent dyes. Herein, we report a supramolecular approach to enhance the performance of fluorescent dyes by incorporating a linked rotaxane structure with permethylated alpha-cyclodextrins. Tetraphenylethylene (TPE) derivatives generally exhibit low FQYs in solution due to the molecular motions in the excited state. We show that TPE with linked rotaxane structures on two sides displays up to 15-fold higher FQYs. Detailed investigations with variable temperature H-1 NMR, UV-Vis, and photoluminescence spectroscopy revealed that the linked rotaxane structure rigidifies the TPE moiety and thus suppresses the local molecular motions and non-radiative decay. Moreover, the linked rotaxane structure enhances the FQY of the dye in various solvents, including aqueous solutions, and improves the photostability through the inhibition of local molecular motions in the excited TPE.
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