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Organic light emission diode device containing xanthone compound and application thereof

An electroluminescent device and compound technology, applied in the field of organic electroluminescent devices, can solve the problems of high exciton utilization rate, high fluorescence radiation efficiency, low S1 state radiation transition rate, efficiency roll-off, etc., and achieve high efficiency Effect

Active Publication Date: 2017-08-18
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] (1) The T1 and S1 states of the designed molecule have strong CT features and a very small S1-T1 state energy gap, although high T can be achieved through the TADF process 1 →S 1 State exciton conversion rate, but at the same time lead to low S1 state radiative transition rate, therefore, it is difficult to have both (or simultaneously achieve) high exciton utilization rate and high fluorescence radiation efficiency;
[0007] (2) Even if doped devices have been used to alleviate the T-exciton concentration quenching effect, the efficiency of most TADF materials has a serious roll-off at high current densities.

Method used

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  • Organic light emission diode device containing xanthone compound and application thereof
  • Organic light emission diode device containing xanthone compound and application thereof
  • Organic light emission diode device containing xanthone compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0063] Example 1 Compound C01

[0064]

[0065] In a 250ml three-neck flask, add 0.01mol 3-(4-bromophenyl)-xanthone, 0.02mol compound A1, 0.03mol sodium tert-butoxide, 1×10 under a nitrogen atmosphere -4 mol Pd 2 (dba) 3 , 1×10 -4 mol of tri-tert-butyl phosphorus, 150 ml of toluene, heating and refluxing for 24 hours, sampling point plate, natural cooling, filtration, rotary evaporation of the filtrate, and silica gel column to obtain the target product with a purity of 99.56% and a yield of 57%.

[0066] Elemental analysis structure (molecular formula C 40 H 27 NO 3 ): Theoretical value: C, 84.34; H, 4.78; N, 2.46; O, 8.43 Test value: C, 84.39; H, 4.80; N, 2.46; O, 8.40.

[0067] High resolution mass spectrometry, ESI source, positive ion mode, molecular formula C 40 H 27 NO 3 , Theoretical value: 569.20, Test value: 569.64.

Embodiment 2

[0068] Example 2 Compound C02

[0069]

[0070] In a 250ml three-necked flask, add 0.01mol 3-(3-bromophenyl)-xanthone, 0.02mol compound A1, 0.03mol sodium tert-butoxide, 1×10 under a nitrogen atmosphere -4 mol Pd 2 (dba) 3 , 1×10 -4 mol of tri-tert-butyl phosphorus, 150ml of toluene, heating and refluxing for 24 hours, sampling point plate, natural cooling, filtration, rotary evaporation of the filtrate, and silica gel column to obtain the target product with a purity of 99.326% and a yield of 48%.

[0071] Elemental analysis structure (molecular formula C 40 H 27 NO 3 ): Theoretical value: C, 84.34; H, 4.78; N, 2.46; O, 8.43 Test value: C, 84.45; H, 4.71; N, 2.52; O, 8.32.

[0072] High resolution mass spectrometry, ESI source, positive ion mode, molecular formula C 40 H 27 NO 3 , Theoretical value: 569.20, Test value: 569.68.

Embodiment 3

[0073] Example 3 Compound C07

[0074]

[0075] In a 250ml three-necked flask, add 0.01mol 3-(4-bromonaphthalene-1-yl)-xanthone, 0.02mol compound A2, 0.03mol sodium tert-butoxide, 1×10 under a nitrogen atmosphere -4 mol Pd 2 (dba) 3 , 1×10 -4 mol of tri-tert-butyl phosphorus, 150 ml of toluene, heating and refluxing for 24 hours, sampling point plate, natural cooling, filtration, rotary evaporation of the filtrate, and silica gel column to obtain the target product with a purity of 99.6% and a yield of 45%.

[0076] Elemental analysis structure (molecular formula C 44 H 29 NO 3 ): Theoretical value: C, 85.28; H, 4.72; N, 2.26; O, 7.75; Test value: C, 85.34; H, 4.80; N, 2.36; O, 7.50.

[0077] High resolution mass spectrometry, ESI source, positive ion mode, molecular formula C 44 H 29 NO 3 , Theoretical value: 619.21, Test value: 619.71.

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PUM

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Abstract

The invention discloses an organic light emission diode device containing a xanthone compound and an application thereof. The device comprises a hole transport layer, a light emission layer and an electron transport layer. The material of the light emission layer of the device comprises a compound with xanthone as a core group, and the structural formula of the compound is shown in the general formula (1). According to the material with xanthone as the core group, due to a small triplet and singlet energy difference, energy transfer between host and guest materials can be realized easily, energy that is originally lost in a heat form is easily available, and the high efficiency of the device can be acquired more easily. Further, when a fluorescent material is selected as a doped material, light emission radiation of the doped material is acquired more easily, and a long service life of the material can be acquired more easily.

Description

Technical field [0001] The present invention relates to the field of semiconductor technology, in particular to an organic electroluminescent device whose light-emitting layer material is a compound with xanthone as the core and its application. Background technique [0002] Organic Light Emission Diodes (OLED: Organic Light Emission Diodes) device technology can be used to manufacture new display products as well as new lighting products. It is expected to replace existing liquid crystal displays and fluorescent lighting, and has a broad application prospect. [0003] The OLED light-emitting device is like a sandwich structure, including electrode material film layers and organic functional materials sandwiched between different electrode film layers. Various functional materials are superimposed on each other according to their uses to form an OLED light-emitting device. As a current device, when a voltage is applied to the electrodes at both ends of the OLED light-emitting devic...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): H01L51/54H01L51/50
CPCH10K85/623H10K50/11
Inventor 李崇张兆超王立春
Owner VALIANT CO LTD
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