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Crystal structure and thermoresponsive luminescence of a 9,10-bis(phenylethynyl)anthracene-based cyclophane
Title: | Crystal structure and thermoresponsive luminescence of a 9,10-bis(phenylethynyl)anthracene-based cyclophane |
Authors: | Sagara, Yoshimitsu Browse this author | Takahashi, Kiyonori Browse this author →KAKEN DB | Nakamura, Takayoshi Browse this author →KAKEN DB | Tamaoki, Nobuyuki Browse this author →KAKEN DB |
Issue Date: | 1-Jan-2020 |
Publisher: | Royal Society of Chemistry |
Journal Title: | Molecular systems design and engineering |
Volume: | 5 |
Issue: | 1 |
Start Page: | 205 |
End Page: | 211 |
Publisher DOI: | 10.1039/c9me00105k |
Abstract: | Introducing a cyclic structure to luminophores is a promising approach for achieving external stimuli-responsive luminescence. This is because luminescent cyclophanes containing flexible linkers tend to form several molecular assembled states. However, previously reported cyclophanes exhibiting thermoresponsive and/or mechanoresponsive luminescence have not given crystals suitable for single crystal X-ray structure analysis because of the flexible cyclic molecular structures. Such analysis is important because solved crystal structures can show unambiguous correlation between the arrangement of luminophores and photophysical properties. Here, we report the crystal structure of a cyclophane featuring a 9,10-bis(phenylethynyl)anthracene group and the thermoresponsive luminescence. The cyclophane was designed with shorter flexible oligo(ethyleneglycol) chains used as linkers bridging the luminophore and another aromatic group. The two different pi-conjugated groups were orthogonally arranged in the individual molecule, and the luminophores partially overlapped between adjacent molecules. The cyclophane showed a supercooled nematic phase at room temperature upon cooling. Thermal treatment for the kinetically trapped state led to a transition to another crystalline state and, consequently, a change in photoluminescence colour. Emission spectroscopic studies and emission lifetime measurements revealed that the luminophores formed excimers in the supercooled nematic phase, whereas no excimer formation was observed for the crystalline phases. |
Type: | article (author version) |
URI: | http://hdl.handle.net/2115/80099 |
Appears in Collections: | 電子科学研究所 (Research Institute for Electronic Science) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)
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Submitter: 相良 剛光
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