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Luminescent tetradentate ligand-containing gold (III) compounds for organic light-emitting devices and their preparation

A compound and light-emitting layer technology, which is applied in the direction of gold-organic compounds, organic chemistry, and compounds containing elements of Group 1/11 of the periodic table, can solve problems such as low efficiency and low operating voltage, reduce non-radioactive decay, improve Product yield, effect of improving chemical and thermal stability

Pending Publication Date: 2021-07-30
THE UNIVERSITY OF HONG KONG
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Although lower operating voltages can be achieved by using thin anthracene layers of solid electrodes, these single-layer devices suffer from extremely low efficiencies

Method used

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  • Luminescent tetradentate ligand-containing gold (III) compounds for organic light-emitting devices and their preparation
  • Luminescent tetradentate ligand-containing gold (III) compounds for organic light-emitting devices and their preparation
  • Luminescent tetradentate ligand-containing gold (III) compounds for organic light-emitting devices and their preparation

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specific Embodiment approach

[0095] Embodiments of the subject matter described herein relate to thermally stable gold(III) compounds containing highly rigid tetradentate ligands. Other embodiments of the subject matter described herein relate to the modification of luminescent tetradentate ligand-containing gold(III) compounds. The luminescent gold(III) compound comprises a tetradentate ligand containing four attachment sites coordinated to the gold(III) metal center. The attachment site consists of a coordinating atom, which may be, for example, nitrogen, carbon, or a sigma-donor group, eg, an aryl group.

[0096] Luminescent gold(III) compounds containing tetradentate ligands include:

[0097] at least one gold metal center having a +3 oxidation state and four coordination sites;

[0098] A tetradentate ligand with a coordinating atom or functional group as the linking site for coordination to the gold center; and the coordinating site is linked directly or via an aromatic system or spacer to form a ...

Embodiment 1

[0144] As described in Scheme 1, compounds 1-7 were prepared according to the following methods. All tetradentate ligand-containing gold(III) compounds were synthesized by cyclometallation of gold(III) precursors in a one-pot process in the presence of a catalytic amount of palladium catalyst in base and organic solvent The compound or its equivalent is reacted with the corresponding heterocycle. For example, compound 1 was synthesized by combining [Au{C^(4-C 6 h 5 )C^NBr-6}Cl] (276mg, 0.45mmol) and 3,6-di-tert-butyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxa A mixture of cyclopentaboran-2-yl)-9H-carbazole (138 mg, 0.45 mmol), palladium catalyst and base was stirred overnight at reflux temperature in a degassed solvent (Scheme 1). After removal of the solvent, the crude product was purified by dissolving in dichloromethane with slow diffusion of diethyl ether. The solid was then filtered and dried in vacuo to give a yellow solid (102 mg). NMR spectra were recorded on a Bruker AVA...

Embodiment 2

[0158] UV-visible light absorption properties

[0159] The UV-Vis absorption spectra of compounds 1, 3 and 4 in toluene solution at 298K are characterized by a moderately intense vibrational structure absorption band at about 280-350 nm, with extinction coefficients (ε) in the range of 10 4 dm 3 mol –1 cm –1 magnitude ( figure 2 ). These absorption bands are tentatively assigned to the intra-ligand (IL) [π→π*] transitions of the cyclometallated ligands and carbazole moieties. On the other hand, a broad and moderately intense unstructured absorption band was observed for all complexes at about 410–530 nm. These absorption bands are tentatively assigned to metal-perturbed IL[π→π*] transitions and IL charge transfer (ILCT)[π(carbazole)→ π*(pyridine)] transition composition. Due to the non-reducing nature of the Au(III) center, metal-to-ligand charge-transfer transitions (MLCT) to higher oxidation states of Au(IV) are unlikely to be achieved. The UV-Vis absorption data o...

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Abstract

A series of thermally stable and highly luminescent cyclometalated tetradentate ligand-containing gold (III) compounds was designed and synthesized. The cyclometalated tetradentate ligand-containing gold (III) compounds can be used as light-emitting material for fabrication of light-emitting devices. The cyclometalated tetradentate ligand-containing gold (III) compounds can be deposited as a layer or a component of a layer using a solution-processing technique or a vacuum deposition process. The cyclometalated tetradentate ligand-containing gold (III) compounds are robust and can provide electroluminescence with high efficiency and brightness. More importantly, the vacuum-deposited OLEDs demonstrate long operational stabilities with half-lifetime of over 29,700 hours at 100 cd m<-2>.

Description

technical field [0001] This paper describes luminescent gold(III) compounds containing cyclometalated tetradentate ligands and the synthesis of these compounds. These compounds can be used as light-emitting materials in phosphorescent organic light-emitting devices (PHOLEDs). In a specific embodiment, the compound has good operational stability, at 100 cd m -2 The lower half-life exceeds 29700 hours. Background technique [0002] With the advantages of low cost, light weight, low power consumption, high brightness, excellent color tunability, wide viewing angle up to 180 degrees, and easy construction on flexible substrates, organic light-emitting devices (OLEDs) are considered as the and an attractive candidate for solid-state lighting systems. Compared with pure organic complexes, transition metal complexes have been extensively studied in the past three decades due to the presence of heavy metal centers, which can effectively lead to strong spin-orbit coupling, thereby...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06H05B33/14H01L51/50H10K99/00
CPCC09K11/06C07F1/12Y02E10/549H10K85/654H10K85/371H10K85/6572H10K50/11H10K2101/10C07F1/00C09K2211/1007C09K2211/1029C09K2211/1044C09K2211/188H10K71/12H10K71/164
Inventor 任咏华邓敏聪李乐筠陈美仪
Owner THE UNIVERSITY OF HONG KONG
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