期刊
MATERIALS CHEMISTRY FRONTIERS
卷 1, 期 11, 页码 2368-2375出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c7qm00350a
关键词
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资金
- Mitsubishi Foundation
- JSPS KAKENHI [JP24102013, 2401]
- Grants-in-Aid for Scientific Research [17H03067] Funding Source: KAKEN
Dibenzoborole derivatives containing four-coordinated boron were designed to realize emission from the bond-cleavage-induced intramolecular charge transfer (BICT) transition. A series of electrondonating and accepting groups were introduced into dibenzoborole through regioselective bromination and Suzuki-Miyaura coupling reaction in high yields. The synthesized dibenzoboroles showed dual-emissive properties composed of emission from the pi-pi* transition with four-coordinated boron and the BICT transition with a three-coordinated state. The influence of the substituents on the optical properties was experimentally and theoretically analyzed. Next, on the basis of the dual-emissive properties, it was demonstrated that dibenzoborole was feasible as a ratiometric fluorescent sensor for discriminating the viscosity of solvent alkanes including the length of alkane chains with a wide detection range. Finally, it was demonstrated that this detection system with a ratiometric output was applicable for evaluating viscosity with mixture samples and various kinds of natural oils.
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