2023 Fiscal Year Final Research Report
Creation of Chiral Space based on Controllable Molecular Arrangement using Janus-type Fluorophores
| Project/Area Number |
21K14615
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| Research Category |
Grant-in-Aid for Early-Career Scientists
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| Allocation Type | Multi-year Fund |
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| Review Section |
Basic Section 33010:Structural organic chemistry and physical organic chemistry-related
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| Research Institution | Kitasato University |
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Principal Investigator |
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| Project Period (FY) |
2021-04-01 – 2024-03-31
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| Keywords | ヤヌス型配座 / クマリン色素 / 凝集誘起発光 / 分子反転 / 三脚巴状骨格 / キラル空間 / 分子集積構造 / キラリティー |
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| Outline of Final Research Achievements |
Janus-type molecules with different electronic surfaces on the 'front' and 'back' sides of the molecular framework are useful for controlling specific molecular arrangements based on out-of-plane dipoles. Combining this structural anisotropy with the chirality of luminescent dyes can be expected to induce molecular orientation-dependent circularly polarized luminescence in the solid state. In this study, coumarin-fused triskelion-shaped molecules with a Janus-type geometry have been successfully synthesized. Some of the derivatives were successfully crystallized and the curvature and molecular assembly structures were elucidated. The fluorescence intensity in the dilute solution was almost negligible (quantum yield: 0.001-0.10), however, in a THF/water mixed solution, a remarkable increase in fluorescence intensity was observed due to the formation of aggregates.
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| Free Research Field |
構造有機化学および物理有機化学
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| Academic Significance and Societal Importance of the Research Achievements |
キラリティーを有する有機発光色素は円偏光発光を直接抽出できることから，現行の偏光板を必要としない次世代分子デバイスの構造成分として期待できる．これまでの報告は化学・物理・材料科学の分野において主になされており，現段階においては，基礎研究，専ら溶液状態・単分子状態における分子設計にとどまる．本研究では，ヤヌス型配座を組み込んだ蛍光性クマリン色素を合成し，特徴的な湾曲構造に基づいた結晶状態における分子配列を緻密に制御できる可能性を見出した．本分子系はナノ凝集体の形成に伴い，蛍光強度を増強させられることから，発光性キラル空間を有する高輝度CPLデバイスの応用に有望な構成単位分子として期待できる．
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