Issue 47, 2023

Phosphorescent Pt(ii) acetylacetonate complexes bearing 9-(pyrimidin-2-yl)-9H-carbazole ligand: syntheses, photophysical properties and OLED applications

Abstract

Four mononuclear platinum(II) complexes, Pt(TBPCH)(acac) 1a, Pt(TBPCH)(dpmn) 2a, Pt(TBPCH)(dbmn) 3a, and Pt(TBPCH)(dnmn) 4a, and one binuclear Pt(II) complex, Pt2(TBPC)(acac)21b, where TBPCH2 = 3,6-di-tert-butyl-9-(pyrimidin-2-yl)-9H-carbazole, acac = acetylacetonate, dpmn = dipivaloylmethanate, dbmn = dibenzoylmethanate, and dnmn = di(2-naphthoyl)methanate, have been prepared by utilizing TBPCH2 (C^N) as the primary ligand and acetylacetonate derivatives (O^O) as the ancillary ligands. All five complexes were characterized using NMR, HR-MS, elemental analysis, CV, TGA, and single-crystal X-ray diffraction, except for 2a, for which a single crystal was not obtained. Moreover, TD-DFT calculations were performed to investigate the triplet emission nature of the complexes. All five complexes exhibited phosphorescence, with complex 1a emitting at 534 nm with Φ = 5%, τ = 3.17 μs, 2a emitting at 530 nm with Φ = 21%, τ = 2.48 μs, 3a emitting at 581 nm with Φ = 25%, τ = 7.48 μs, 4a emitting at 586 nm with Φ = 38%, τ = 2.32 μs, and 1b emitting at 573 nm with Φ = 5%, τ = 1.44 μs in 2 wt% polymethyl methacrylate (PMMA) films. The OLED devices were fabricated through a vapor deposition process utilizing complexes 2a and 4a as emitting materials. The 2a-based devices exhibited an emission peak at 525 nm with a maximum external quantum efficiency (EQEmax) of 4.0% at CIE coordinates of (0.34, 0.51), and the 4a-based devices exhibited an emission peak at 585 nm with an EQEmax of 15.1% at CIE coordinates of (0.50, 0.48).

Graphical abstract: Phosphorescent Pt(ii) acetylacetonate complexes bearing 9-(pyrimidin-2-yl)-9H-carbazole ligand: syntheses, photophysical properties and OLED applications

Supplementary files

Article information

Article type
Paper
Submitted
30 Aug 2023
Accepted
13 Nov 2023
First published
15 Nov 2023

J. Mater. Chem. C, 2023,11, 16679-16688

Phosphorescent Pt(II) acetylacetonate complexes bearing 9-(pyrimidin-2-yl)-9H-carbazole ligand: syntheses, photophysical properties and OLED applications

H. Yao, L. Yuan, L. Pei, Y. Shen, Y. Zhang, L. Zhou and H. Bian, J. Mater. Chem. C, 2023, 11, 16679 DOI: 10.1039/D3TC03117A

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