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An organic electroluminescent device containing oxygen xanthone compounds and its application

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

Active Publication Date: 2019-07-19
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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  • An organic electroluminescent device containing oxygen xanthone compounds and its application
  • An organic electroluminescent device containing oxygen xanthone compounds and its application
  • An organic electroluminescent device containing oxygen xanthone compounds and its application

Examples

Experimental program
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Effect test

Embodiment 1

[0063] Example 1 Compound C01

[0064]

[0065] In a 250ml three-neck flask, under a nitrogen atmosphere, add 0.01mol 3-(4-bromophenyl)-xanthone, 0.02mol compound A1, 0.03mol sodium tert-butoxide, 1×10 -4 mol Pd 2 (dba) 3 , 1×10 -4 mol of tri-tert-butylphosphine, 150ml of toluene, heated to reflux for 24 hours, sampled and spot plated, naturally cooled, filtered, the filtrate was rotary evaporated, and passed through a 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 Tested value: C, 84.39; H, 4.80; N, 2.46;

[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-neck flask, under a nitrogen atmosphere, add 0.01mol 3-(3-bromophenyl)-xanthone, 0.02mol compound A1, 0.03mol sodium tert-butoxide, 1×10 -4 mol Pd 2 (dba) 3 , 1×10 -4 mol of tri-tert-butylphosphine, 150ml of toluene, heated to reflux for 24 hours, sampled and spot plated, naturally cooled, filtered, the filtrate was rotary evaporated, and passed through a 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;

[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-neck flask, under nitrogen atmosphere, add 0.01mol 3-(4-bromonaphthalene-1-yl)-xanthone, 0.02mol compound A2, 0.03mol sodium tert-butoxide, 1×10 -4 mol Pd 2 (dba) 3 , 1×10 -4 mol of tri-tert-butylphosphine, 150ml of toluene, heated to reflux for 24 hours, sampled and spot plated, naturally cooled, filtered, the filtrate was rotary evaporated, and passed through a 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 Tested 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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Abstract

The invention discloses an organic electroluminescent device containing xanthone compounds and its application. The device comprises a hole transport layer, a light-emitting layer and an electron transport layer. The material of the light-emitting layer of the device contains xanthones as The compound of the core group, the structural formula of the compound is shown in the general formula (1). The material with xanthone as the core group in the present invention has a smaller triplet and singlet energy difference, so it is easy to realize the energy transfer between the host and guest materials, so that the energy originally lost in the form of heat is easy to be used. Therefore, it is easier to obtain high efficiency of the device, and further, when the dopant material is selected as a fluorescent material, it is easier to obtain the luminescent radiation of the dopant material, so that it is easier to obtain a long life of the material.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to an organic electroluminescence device in which the light-emitting layer material is a compound with xanthone as the core and its application. Background technique [0002] Organic electroluminescent (OLED: Organic Light Emission Diodes) device technology can be used to manufacture new display products and also can be used to make new lighting products, which is expected to replace the existing liquid crystal display and fluorescent lighting, and has a wide 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 the application to form an OLED light-emitting device. As a current device, when a voltage is applied to the electrodes at both ends...

Claims

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Application Information

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Patent Type & Authority Patents(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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