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Deep-Red Phosphorescent Iridium(III) Complexes Containing 1-(Benzo[b] Thiophen-2-yl) Isoquinoline Ligand: Synthesis, Photophysical and Electrochemical Properties and DFT Calculations

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Abstract

Four new bis-cyclometalated iridium(III) complexes, [Ir(btq) 2phen] [PF6] (3a), [Ir(btq) 2bpy] [PF6] (3b), [Ir(btq) 2dtbipy] [PF6] (3c) and [Ir(btq) 2pic] (3d) (btq = 1-(benzo[b] thiophen-2-yl) isoquinoline, phen = 1,10-phenanthroline, bpy = 2,2′-bipyridine, dtbipy = 4,4′-di-tert-butyl-2,2′-bipyridine, pic = picolinic acid) have been synthesized and fully characterized. The crystal structure of 3a has been determined by X-ray analysis. The photophysical and electrochemical properties of these new complexes 3a − 3d have been studied. The photoluminescence spectra of all Ir(III) complexes exhibit deep-red emission maxima at 682, 682, 683 and 698 nm, respectively. The most representative molecular orbital energy-level diagrams and the lowest energy electronic transitions of 3a − 3d have been calculated with density functional theory (DFT) and time-dependent DFT (TD − DFT). The results show that the pic ancillary ligand of complex 3d influences the absorption and emission energies with a further red-shift relative to other three complexes 3a − 3c.

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Acknowledgments

This work was supported by the Science and Research Project of Education Department of Hainan Province (No. Hjkj2013-25) and the National Innovation Experiment Program for University Students (The research of metal complexes involving tetrathiafulvalene with triazole and pyridine ligands: syntheses and optoelectronic properties).

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Authors and Affiliations

  1. College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou, 571158, China

    Gao-Nan Li, Ying Zou, Yi-Ding Yang, Jiao Liang, Feng Cui, Tao Zheng, Hui Xie & Zhi-Gang Niu

  2. State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210093, China

    Gao-Nan Li

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  1. Gao-Nan Li
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Correspondence to Zhi-Gang Niu.

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Li, GN., Zou, Y., Yang, YD. et al. Deep-Red Phosphorescent Iridium(III) Complexes Containing 1-(Benzo[b] Thiophen-2-yl) Isoquinoline Ligand: Synthesis, Photophysical and Electrochemical Properties and DFT Calculations. J Fluoresc 24, 1545–1552 (2014). https://doi.org/10.1007/s10895-014-1443-7

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