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Crystal structure and thermoresponsive luminescence of a 9,10-bis(phenylethynyl)anthracene-based cyclophane

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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)
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)

Submitter: 相良 剛光

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