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Tuning the Triplet Energy Levels of Pyrazolone Ligands to Match the 5D0 Level of Europium(III)

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posted on 28.11.2005, 00:00 by Mei Shi, Fuyou Li, Tao Yi, Dengqing Zhang, Huaiming Hu, Chunhui Huang
Three pyrazolone-based ligands, namely 1-phenyl-3-methyl-4-(1-naphthoyl)-5-pyrazolone (HL1), 1-phenyl-3-methyl-4-(4-dimethylaminobenzoyl)-5-pyrazolone (HL2), and 1-phenyl-3-methyl-4-(4-cyanobenzoyl)-5-pyrazolone (HL3), were synthesized by introducing electron-poor or electron-rich aryl substituents at the 4-position of the pyrazolone ring. Their corresponding europium complexes Eu(LX)3(H2O)2 and Eu(LX)3(TPPO)(H2O) (X = 1−3) were characterized by photophysical studies. The characteristic Eu(III) emission of these complexes with at most 9.2 × 10-3 of fluorescent quantum yield was observed at room temperature. The results show that the modification of ligands tunes the triplet energy levels of three pyrazolone-based ligands to match the 5D0 energy level of Eu3+ properly and improves the energy transfer efficiency from antenna to Eu3+, therefore enhancing the Eu(III) emission intensity. The highest energy transfer efficiency and probability of lanthanide emission of Eu(L1)3(H2O)2 are 35.1% and 2.6%, respectively, which opens up broad prospects for improving luminescent properties of Eu(III) complexes by the modification of ligands. Furthermore, the electroluminescent properties of Eu(L1)3(TPPO)(H2O) were also investigated.