Boron-containing organic compound and application thereof

An organic compound and selected technology, applied in the direction of organic chemistry, compounds containing elements of Group 3/13 of the periodic table, applications, etc., can solve the problems of reduced luminous efficiency, disadvantage of high brightness, etc., and achieve long life and improve luminous efficiency. and longevity, the effect of low roll-off

Pending Publication Date: 2022-02-22
GUANGZHOU CHINARAY OPTOELECTRONICS MATERIALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there is a significant problem with phosphorescent OLEDs, which is the Roll-off effect, that is, the luminous efficiency decreases rapidly with the increase of current or brightness, which is especially unfavorable for high-brightness applications.

Method used

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  • Boron-containing organic compound and application thereof
  • Boron-containing organic compound and application thereof
  • Boron-containing organic compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0160] The synthetic route of compound (1) is as follows:

[0161]

[0162] Synthesis of intermediates 1-3:

[0163] Under a nitrogen atmosphere, in a dry three-necked flask, respectively add 10mmol of intermediate 1-1 and 10mmol of intermediate 1-2, 0.2mmol of palladium acetate, 1.38 g of potassium carbonate, add 150ml of tetrahydrofuran to dissolve it, and heat to 80 ℃ to the reflux of the reaction solution, and reacted for 12 hours. After the reaction was complete, the reaction was extracted with water, and the organic phase was extracted with dichloromethane at the same time. , purified by flash column chromatography to obtain 6.93 mmol of intermediate 1-3, yield: 69.3%. MS (ASAP) = 341.8.

[0164] Synthesis of Intermediates 1-5:

[0165] Under nitrogen protection atmosphere, in a dry three-necked flask, add 1mmol of intermediate 1-3 and 1mmol of intermediate 1-4 respectively, pour 100ml of DMSO as a solvent, add dry K 2 CO 3 As a base, react at 120°C for 8 hours, ...

Embodiment 2

[0169] The synthetic route of compound (2) is as follows:

[0170]

[0171] Synthesis of Intermediate 2-3:

[0172] Under a nitrogen atmosphere, in a dry three-necked flask, respectively add 10mmol of intermediate 2-1 and 10mmol of intermediate 2-2, 0.2mmol of palladium acetate, 1.38 g of potassium carbonate, add 150ml of tetrahydrofuran to dissolve it, and heat to 80 ℃ to the reflux of the reaction solution, and reacted for 12 hours. After the reaction was complete, add water to extract the reaction, and at the same time extract the organic phase with dichloromethane, combine and wash the organic phase several times, dry with anhydrous magnesium sulfate, filter, and spin evaporate to dryness to obtain crude oil. , purified by flash column chromatography to obtain intermediate 2-3 with a molar weight of 8.17 mmol and a yield of 81.7%. MS (ASAP) = 722.7.

[0173] Synthesis of Intermediates 2-5:

[0174] Under nitrogen protection atmosphere, in a dry three-necked flask, ad...

Embodiment 3

[0178] The synthetic route of compound (3) is as follows:

[0179]

[0180] Synthesis of Intermediate 3-3:

[0181] Under nitrogen atmosphere, in a dry three-necked flask, respectively add 10mmol of intermediate 3-1 and 10mmol of intermediate 3-2, 0.2mmol of palladium acetate, 1.38 g of potassium carbonate, add 150ml of tetrahydrofuran to dissolve it, and heat to 80 ℃ to the reflux of the reaction solution, and reacted for 12 hours. After the reaction was complete, add water to extract the reaction, and at the same time extract the organic phase with dichloromethane, combine and wash the organic phase several times, dry with anhydrous magnesium sulfate, filter, and spin evaporate to dryness to obtain crude oil. , purified by flash column chromatography to obtain intermediate 3-3 with a molar weight of 8.81 mmol and a yield of 88.1%. MS (ASAP) = 952.3.

[0182] Synthesis of intermediates 3-5:

[0183] Under nitrogen protection atmosphere, in a dry three-necked flask, add ...

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Abstract

The invention relates to a boron-containing organic compound and application thereof. The boron-containing organic compound has a structure shown in a general formula (I): the boron-containing organic compound forms a B-containing fused ring compound by adopting a main structure of the structure shown in the general formula (1) and combining with the selection of each substituent group, so that the rigidity and the stability of material molecules are conveniently improved, and therefore, the service life of a device is prolonged. The organic compound can be used as a blue light object material, and can be matched with a proper host material, so that the luminous efficiency and the service life of the organic compound as an electroluminescent device can be improved, and meanwhile, a solution of the luminescent device which is low in manufacturing cost, high in efficiency, long in service life and low in roll-off is provided.

Description

technical field [0001] The invention relates to the technical field of photoelectric materials, in particular to boron-containing organic compounds and applications thereof. Background technique [0002] Due to the diversity in synthesis, relatively low manufacturing cost, and excellent optical and electrical properties, organic semiconductor materials are widely used in the preparation of various optoelectronic devices, such as flat panel displays and lighting. [0003] The OLED light-emitting device is like a sandwich structure, including two electrodes, and organic functional materials sandwiched between the two electrode film layers. Various functional materials are superimposed on each other according to the application to form an OLED light-emitting device. As an electroluminescent device, when a voltage is applied to the electrodes at both ends of the OLED light-emitting device, and the positive and negative charges in the organic layer functional material film are ac...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F5/02C09K11/06H01L51/50H01L51/54C09D11/38C09D11/03C09D7/63
CPCC07F5/027C09K11/06C09D7/63C09D11/03C09D11/38C09K2211/1096C09K2211/1007C09K2211/1011C09K2211/104C09K2211/1014C09K2211/1029C09K2211/1055H10K85/636H10K85/626H10K85/633H10K85/615H10K85/657H10K85/6572H10K50/11
Inventor 宋鑫龙何锐锋肖志华宋晶尧
Owner GUANGZHOU CHINARAY OPTOELECTRONICS MATERIALS
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