Crystallization-Enhanced Emission and Room-Temperature Phosphorescence of Cyclic Triimidazole-Monohexyl Thiophene Derivatives

被引:3
作者
Malpicci, Daniele [1 ,2 ]
Forni, Alessandra [2 ,3 ]
Cariati, Elena [1 ,2 ,3 ]
Inoguchi, Riku [4 ]
Marinotto, Daniele [2 ,3 ]
Maver, Daniele [1 ,2 ]
Turco, Federico [1 ]
Lucenti, Elena [2 ,3 ]
机构
[1] Univ Milan, Dept Chem, Via Golgi 19, I-20133 Milan, Italy
[2] Inst Chem Sci & Technol Giulio Natta SCITEC CNR, Via Golgi 19, I-20133 Milan, Italy
[3] INSTM Res Unit Milano, Via Golgi 19, I-20133 Milan, Italy
[4] Kyoto Inst Technol, 1 Hashikami cho Matsugasaki Sakyo ku, Kyoto 6068585, Japan
来源
MOLECULES | 2023年 / 28卷 / 01期
关键词
organic room-temperature phosphorescence; crystallization-enhanced emission; nitrogen-rich emissive compounds; ULTRALONG PHOSPHORESCENCE; ORGANIC PHOSPHORESCENCE; BEHAVIOR;
D O I
10.3390/molecules28010140
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The development of organic room-temperature phosphorescent (ORTP) materials represents an active field of research due to their significant advantages with respect to their organometallic counterparts. Two cyclic triimidazole (TT) derivatives bearing one and three hexyl-thiophene moieties, TT-HThio and TT-(HThio)(3), have been prepared and characterized. Both compounds display enhanced quantum yields in their crystalline form with respect to those in a solution state, revealing crystallization-enhanced emissive (CEE) behavior. Importantly, while single fluorescence is observed in solution, crystalline powders also feature dual ORTP, whose respective molecular and aggregate origins have been disclosed through X-ray diffraction analysis and DFT/TDDFT calculations. The relation between the photophysical properties of TT-HThio and its crystallinity degree has been confirmed by a decrease in photoluminescent quantum yield (phi) and loss of vibronic resolution when its crystals are ground in a mortar, revealing mechanochromic behavior and confirming CEE features.
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页数:13
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