Organic electroluminescent material taking xanthene as core and application of organic electroluminescent material

A luminescent material, electroluminescence technology, applied in luminescent materials, organic chemistry, circuits, etc., can solve the problems of disparity, and achieve the effect of significantly improving lifespan, improving thermal stability, and balance of electron and hole distribution

Inactive 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

In addition, for the collocation of OLED devices with different structures, the photoelectric functional materials used have strong selectivity, and the performance of the same material in devices with different structures may be completely different.

Method used

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  • Organic electroluminescent material taking xanthene as core and application of organic electroluminescent material
  • Organic electroluminescent material taking xanthene as core and application of organic electroluminescent material
  • Organic electroluminescent material taking xanthene as core and application of organic electroluminescent material

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0048] The synthesis of embodiment 1 compound 1:

[0049] synthetic route:

[0050]

[0051] In a 250ml four-neck flask, under a nitrogen atmosphere, add 11.8g of p-1,4-dibromobenzene (0.05mol) and 1.44g of Mg powder (0.06mol), 60ml of tetrahydrofuran, heat and reflux for 4 hours, the reaction is complete, and formatting reagents;

[0052] Dissolve 9.8g xanthanone (0.05mol) in 50ml tetrahydrofuran, add the above-mentioned Grignard reagent dropwise, react at 60°C for 24 hours, a large amount of white precipitate is formed, and finally add saturated NHCl 4 Grignard salt was converted into alcohol; after the reaction was completed, extracted with ether, dried and rotary evaporated, and purified on a silica gel column with a mixed solvent of petroleum ether:dichloromethane (3:2) to obtain slightly yellow compound C (90% yield); Using DEI-MS to identify the compound, formula C 19 h 13 BrO, detection value [M+1] + = 353.85, calculated value 353.21;

[0053] Dissolve 14.1g o...

Embodiment 2

[0056] The synthesis of embodiment 2 compound 3:

[0057] synthetic route:

[0058]

[0059]

[0060] Dissolve 14.1g of compound C (0.04mol) and 16.3g of iodobenzene (0.08mol) in 1:2 equivalents in 100ml of dichloromethane, add 10ml of boron trifluoride etherate complex dropwise at room temperature, and react for 30 Minutes, add 20ml ethanol and 20ml water to quench the reaction, extract with dichloromethane (20ml*3), dry and rotary evaporate, petroleum ether silica gel column purification, use ethanol: dichloromethane recrystallization to obtain compound E (yield is 82% ); use DEI-MS to identify the compound, molecular formula C 25 h 16 BrIO, detection value [M+1] + =538.82, calculated value 537.94;

[0061] In a 250ml three-necked flask, under the protection of nitrogen, add 10.8g (0.02mol) compound E, 6.3g (0.03mol) 9,9-dimethyl-9,10-dihydroacridine, 5.5g (0.04mol) ) Potassium carbonate, 0.4g cuprous iodide, 200ml dioxane, heated to reflux for 24 hours, took a sa...

Embodiment 3

[0064] The synthesis of embodiment 3 compound 8:

[0065]

[0066] Prepared according to the synthetic method of compound 1 in Example 1, the difference is that compound G is used to replace 10H-phenoxazine;

[0067] Using DEI-MS to identify the compound, formula C 49 h 32 N 2 o 2 , detection value [M+1] + =681.23, calculated value 680.25.

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Abstract

The invention discloses compounds taking xanthene as a core and an application of the compounds in organic electroluminescent devices. The compounds have proper molecular energy level, excellent thermal stability and film stability and are suitable for being applied to the field of organic electroluminescence as functional layers of the organic electroluminescent devices.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to an organic electroluminescent material with a xanthene structure as a central skeleton and its application in the field of OLEDs. Background technique [0002] Organic electroluminescence (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 bot...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D413/10C07D413/14C07D405/14C07D407/10C07D491/048C07D471/04C07D495/04C07D491/06C07D471/06C07D498/06C07D498/04C07D405/10C07D513/04C07D491/056C07D471/14C07D491/147C07D513/14C07D491/153C07D421/10C07D517/04C07D517/14C09K11/06H01L51/54
CPCC09K11/06C07D405/10C07D405/14C07D407/10C07D413/10C07D413/14C07D421/10C07D471/04C07D471/06C07D471/14C07D491/048C07D491/056C07D491/06C07D491/147C07D491/153C07D495/04C07D498/04C07D498/06C07D513/04C07D513/14C07D517/04C07D517/14C09K2211/1037C09K2211/1033C09K2211/1044C09K2211/1096C09K2211/1092C09K2211/1088C09K2211/1029C09K2211/1011C09K2211/1007H10K85/615H10K85/6574H10K85/6572H10K85/657
Inventor 张鑫鑫陈阳王正郭晓光
Owner VALIANT CO LTD
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