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Triarylamines with branched multi-pyridine groups: modulation of emission properties by structural variation, solvents, and tris(pentafluorophenyl)borane
- Source :
- Science China Chemistry. 61:545-556
- Publication Year :
- 2018
- Publisher :
- Springer Science and Business Media LLC, 2018.
-
Abstract
- 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 -C6H4OMe 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, CH2Cl2, 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 CH2Cl2. Compounds 1 and 6 show apparent aggregated enhanced emissions in acetone/H2O. 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.
Details
- ISSN :
- 18691870 and 16747291
- Volume :
- 61
- Database :
- OpenAIRE
- Journal :
- Science China Chemistry
- Accession number :
- edsair.doi...........8c3ebe22feeb556e32c2710f0c2f5815