Citation: YANG Bing-Bing, ZHAO Feng, XU Sheng-Xian, HE Hai-Feng. Syntheses and Luminescent Properties of Green Phosphorescent Four-Coordinated N-Heterocyclic Carbene Copper(Ⅰ) Complexes[J]. Chinese Journal of Inorganic Chemistry, ;2019, 35(6): 1020-1026. doi: 10.11862/CJIC.2019.129 shu

Syntheses and Luminescent Properties of Green Phosphorescent Four-Coordinated N-Heterocyclic Carbene Copper(Ⅰ) Complexes

1.
Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science and Technology Normal University, Nanchang 330013, China
2.
School of Chemistry and Chemical Engineering, Jiangxi Science and Technology Normal University, Nanchang 330013, China

Corresponding author: ZHAO Feng, zhf19752003@163.com
Received Date: 7 January 2019
Revised Date: 29 March 2019

Figures(6)

N-heterocyclic carbene copper(Ⅰ) complexes have received great attention in organic light emitting diodes (OLEDs). However, a perusal of the literature shows that the three-coordinated species are widely studied, while studies on the luminescent properties of the four-coordinated NHC-Cu(Ⅰ) complexes is very scarce. With the aim of expanding this work, and motivated by the rich photophysical properties of the four-coordinated NHC-Cu(Ⅰ) complexes, we now present the preparation of the two four-coordinated NHC-Cu(Ⅰ) complexes. The N-heterocyclic carbene ligands, (Ph-Im-flumePy)PF₆ and (Ph-BenIm-mePy)PF₆, were synthesized by using imidazole, benzimidazole, benzyl bromide and 2-bromo-5-fluoro-6-methylpyridine as starting materials. Then the ligands were reacted with Cu powder and bis(2-diphenylphosphino)phenyl ether (POP) to synthesize the four-coordinated N-heterocyclic carbene copper(Ⅰ) complexes[Cu(Ph-Im-flumePy)(POP)]PF₆ (P1) and[Cu(Ph-BenIm-flumePy)(POP)]PF₆ (P2). The resulting complexes were characterized by ¹H NMR and HRMS. The optical properties of the complexes were systematically investigated by measuring the UV-visible absorption spectra, luminescence spectra and phosphorescence lifetime of the complexes. The results show that the complex P1 and P2 displayed the lowest-absorption peak around at 325 and 335 nm, respectively. In the powder state, complex P1 exhibited strong green emission at 514 nm with 82.6% photoluminescence quantum yield (QY), as well as a 56 μs excited state lifetime at room temperature, while complex P2 showed the emission peak centered at 516 nm with the QY value of 49.2%, as well as the excited state lifetime of 50.6 μs. In the PMMA films (10%, w/w), complex P1 showed the emission wavelength at 505 nm and had the QY of 38.0% and the excited state lifetime of 40.7 μs, whereas complex P2 exhibited the strong green emission at 508 nm with the QY of 44.2% and the excited state lifetime of 61 μs.
- copper(Ⅰ) complex,
- phosphorescent material,
- green light emission,
- N-heterocyclic carbene
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