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Molecules 2017, 22(8), 1304;

High Solid Fluorescence of a Pyrazoline Derivative through Hydrogen Bonding

School of Material Science and Engineering, Yancheng Institute of Technology, Yancheng 224051, China
State Key Laboratory of Crystal Materials, Shandong University, Shandong 250100, China
College of Materials and Textiles, Zhejiang Sci-Tech University, Hangzhou 310018, China
Author to whom correspondence should be addressed.
Received: 21 July 2017 / Revised: 3 August 2017 / Accepted: 4 August 2017 / Published: 4 August 2017
(This article belongs to the Section Photochemistry)
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Pyrazoline and its derivatives often exhibit strong emissions in dilute solutions, but their emission intensity is often dramatically reduced in the solid state due to strong intermolecular interactions between neighboring molecules. In this report, we successfully synthesized a new pyrazoline 4-(3-(4-(decyloxy)phenyl)-1-(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)-4,5-dihydro-1H-pyrazol-5-yl)-N,N-diethylaniline (PPDPD), into which seven fluorine (F) atoms were incorporated. In the solid state, PPDPD emits a strong blue light at λmax 430 nm with a fluorescence quantum yield of up to 41.3%. Single-crystal analysis showed the presence of intra/intermolecular C-H···F bonds that may impede molecular motion and block the non-radiative decay channel. Compound PPDPD therefore shows high emission efficiency in the solid state. View Full-Text
Keywords: pyrazoline; fluorescence; hydrogen bonding; fluorine; intramolecular rotation pyrazoline; fluorescence; hydrogen bonding; fluorine; intramolecular rotation

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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

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Zhang, L.; Liu, J.; Gao, J.; Zhang, F.; Ding, L. High Solid Fluorescence of a Pyrazoline Derivative through Hydrogen Bonding. Molecules 2017, 22, 1304.

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