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Triarylamines with branched multi-pyridine groups: modulation of emission properties by structural variation, solvents,and tris(pentafluorophenyl)borane 被引量:1

Triarylamines with branched multi-pyridine groups: modulation of emission properties by structural variation, solvents,and tris(pentafluorophenyl)borane
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摘要 Six triarylamine derivatives 1–6 with branched multi-pyridine substituents were prepared and characterized. These compounds are distinguished by the substituent on one of the phenyl group with NO2 for 1, CN for 2, Cl for 3, p-C6 H4 OMe for 4, OMe for 5,and NMe2 for 6, respectively. As revealed by single crystal X-ray analysis, these substituents play an important role in determining the configuration of the triarylamine framework and the crystal packing of 1–6. The emission properties of these compounds were examined in different solvents(toluene, CH2 Cl2, acetone, tetrahydrofuran(THF), and N,N-dimethylformamide(DMF)) and in solid states. Distinct dual emissions from the localized emissive state and the intramolecular charge transfer state were observed for compound 5 in CH2 Cl2. Compounds 1 and 6 show apparent aggregated enhanced emissions in acetone/H2 O.The emission properties of these compounds were further modulated by the addition of tris(pentafluorophenyl)borane. In addition, density functional theory(DFT) and time-dependent DFT(TDDFT) calculations have been performed on the ground and singlet excited states to complement the experimental findings. Six triarylamine derivatives 1–6 with branched multi-pyridine substituents were prepared and characterized. These compounds are distinguished by the substituent on one of the phenyl group with NO2 for 1, CN for 2, Cl for 3, p-C6 H4 OMe for 4, OMe for 5,and NMe2 for 6, respectively. As revealed by single crystal X-ray analysis, these substituents play an important role in determining the configuration of the triarylamine framework and the crystal packing of 1–6. The emission properties of these compounds were examined in different solvents(toluene, CH2 Cl2, acetone, tetrahydrofuran(THF), and N,N-dimethylformamide(DMF)) and in solid states. Distinct dual emissions from the localized emissive state and the intramolecular charge transfer state were observed for compound 5 in CH2 Cl2. Compounds 1 and 6 show apparent aggregated enhanced emissions in acetone/H2 O.The emission properties of these compounds were further modulated by the addition of tris(pentafluorophenyl)borane. In addition, density functional theory(DFT) and time-dependent DFT(TDDFT) calculations have been performed on the ground and singlet excited states to complement the experimental findings.
出处 《Science China Chemistry》 SCIE EI CAS CSCD 2018年第5期545-556,共12页 中国科学(化学英文版)
基金 supported by the National Natural Science Foundation of China(91622120,21601194,21472196,21501183,21521062) the Ministry of Science and Technology of China(2012YQ120060) the Strategic Priority Research Program of the Chinese Academy of Sciences(XDB 12010400) Science and Technology Commission of Shanghai Municipality(16DZ1100300)
关键词 triarylamines luminescence charge-transfer pyridines donor-acceptor tris 性质 排放 分叉 溶剂 结构 调整 混合物
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