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Synthesis and Application of Novel Cyclometallic Platinum Complex Dual Emission Materials

A platinum complex, cyclometal technology, applied in the field of organic electroluminescent materials

Active Publication Date: 2021-09-03
太原康瑞宝光电科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

According to the results of the previous literature survey, we found that there are very few research works that organically combine the two light-emitting mechanism units of phosphorescent emission and TADF to construct new light-emitting materials.

Method used

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  • Synthesis and Application of Novel Cyclometallic Platinum Complex Dual Emission Materials
  • Synthesis and Application of Novel Cyclometallic Platinum Complex Dual Emission Materials
  • Synthesis and Application of Novel Cyclometallic Platinum Complex Dual Emission Materials

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Synthesis of compound 3

[0026] Into a 250 mL three-necked flask, compound 1 (5.0 g, 31.66 mmol), compound 2 (7.5 g, 31.66 mmol), tetrakistriphenylphosphine palladium (730 mg, 0.63 mmol), K 2 CO 3 [2M] 126 mL and tetrahydrofuran 100 mL, the mixture was stirred and refluxed at 80°C for 24 h under the protection of nitrogen. After the reaction solution was cooled to room temperature, the solvent was removed under reduced pressure, dichloromethane (100 mL) was added to dissolve the residue, the organic phase was washed with saturated brine (3×150 mL), anhydrous MgSO 4 Dry, filter, and remove the solvent under reduced pressure; the residue was washed with petroleum ether / dichloromethane ( V / V ; 2:1) as the eluent and purified by column chromatography to obtain the white solid product 3 (5.4 g, yield: 64%). 1 H NMR (400 MHz, CDCl 3 ) δ 8.75 (d, J= 2.1 Hz, 1H), 8.01 (td, J= 8.9, 6.6 Hz, 1H), 7.88 (dd, J= 8.5, 2.4 Hz, 1H), 7.67 (dd, J= 8.5,1.6 Hz, 1H), 7.05-6.96 ...

Embodiment 2

[0042] In order to reveal the effect of the introduced oxygen atoms on the molecular configuration and further analyze the effect of the configuration change on the physical and chemical properties of the molecule, we combined (2Fppy-DPS-Cz)Pt(acac) and (2Fppy-O-DPS-Cz)Pt( acac) were dissolved in chloroform and chloroform / methanol mixed solutions, and the single crystal of the complex was obtained by slow evaporation, and the relevant parameters of the single crystal structure were detected and analyzed. Such as figure 1 As shown, the dihedral angle of the two planes connected by the sulfur atom on the sulfone of (2Fppy-DPS-Cz)Pt(acac) is 77.3 º , the stacking intermolecular forces are mainly S-H…π and C-H…π, where the distance between the S atom and the π plane is 3.116 Å, and the distance between the C atom and the π plane is 3.454 Å. In particular, in the molecular packing structure, we can also see the multi-molecular self-assembled microcavity structure. In this microcav...

Embodiment 3

[0047] In order to study the difference in electrochemical properties between the complexes and explore the energy level changes of both HOMO and LUMO, we tested the redox potential of the complexes by cyclic voltammetry. Such as Figure 4 As shown, both complexes exhibit irreversible redox potentials in the range of -1.5-2.0 V. According to the oxidation potential and reduction potential values, the HOMO and LUMO of (2Fppy-DPS-Cz)Pt(acac) and (2Fppy-O-DPS-Cz)Pt(acac) were calculated as -5.8 / -5.66 eV and -3.49 / -3.49 eV.

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Abstract

The invention discloses a novel cyclometal platinum complex luminescent material based on blue phosphorescent units and blue thermally active delayed fluorescence (TADF) units and its application in solution-processed organic electroluminescent devices. In the present invention, 2,4-difluorophenylpyridine platinum complexes are used as blue phosphorescence units, carbazole-diphenyl sulfones are used as TADF units, and ring metal platinum complexes are connected in two ways: conjugation and non-conjugation of oxygen atoms. Compounds and TADF units to construct a new type of cyclometal platinum complex luminescent material. Such materials exhibit dual emission peaks of TADF units and cyclometal platinum complexes in solution. The invention uses this novel ring metal platinum complex light-emitting material as the light-emitting layer material of a solution-processed organic electroluminescent diode, and obtains an electroluminescent device with a maximum external quantum efficiency of 17.7%.

Description

technical field [0001] The present invention relates to a new type of platinum ring metal complex luminescent material, in particular to a single-molecule double-emission ring metal platinum complex with 2,4-difluorophenylpyridine derivatives as the main ligand and acetylacetone as the auxiliary ligand. The compound and its application as a light-emitting layer material of a solution-processed organic electroluminescent diode belong to the technical field of organic electroluminescent materials. Background technique [0002] Organic light-emitting diodes (OLEDs) have the characteristics of thin thickness, low power consumption, wide viewing angle, high display brightness, fast response, bright colors, and flexible display; and OLEDs are actively emitting light and do not require a background light source. These characteristics make OLEDs the protagonist of display backlight in the new era. As an important part of OLEDs, organic electroluminescent materials have developed ra...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F15/00C09K11/06H01L51/50H01L51/54
CPCC07F15/0093C09K11/06C09K2211/185H10K85/342H10K50/11
Inventor 王亚飞谭帅朱卫国
Owner 太原康瑞宝光电科技有限公司