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Phosphorus-containing organic compounds and their applications

An organic compound and organic technology, applied in the field of materials for organic electroluminescent elements, can solve the problems of restricting the development of OLED technology, the luminous efficiency and service life of light-emitting elements cannot meet practical requirements, etc., and achieve high luminous efficiency and brightness. Good film-forming properties and low start-up voltage

Active Publication Date: 2022-01-11
BEIJING BAYI SPACE LCD MATERIALS TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] In recent years, organic electroluminescent display technology has become mature, and some products have entered the market, but there are still many problems to be solved in the process of industrialization, especially the various organic materials used to make components, their current-carrying Injection, transport performance, material electroluminescent performance, service life, color purity, matching between various materials and electrodes, etc., there are still many problems that have not yet been resolved.
In particular, the luminous efficiency and service life of light-emitting elements have not yet met the practical requirements, which greatly limits the development of OLED technology.

Method used

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  • Phosphorus-containing organic compounds and their applications
  • Phosphorus-containing organic compounds and their applications
  • Phosphorus-containing organic compounds and their applications

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0080] The synthesis of compound PP020 comprises the steps:

[0081] The first step: preparation of compound Int-1

[0082]

[0083] Under the protection of nitrogen, 0.10mol of 9-(2-bromophenyl)-9H-carbazole was dissolved in 200mL of dry THF, cooled to -78°C with liquid nitrogen, and 44mL of 2.5M n-butyllithium n-hexane was added dropwise solution, stirred and reacted for 30 minutes, added dropwise 0.12mol of phenylphosphorous dichloride (CAS: 644-97-3), raised to room temperature and stirred for 2 hours, added dropwise 100mL of ice water, separated the organic phase and the aqueous phase Extracted with ethyl acetate, collected the organic phase, dried, filtered, the filtrate was concentrated to dryness under reduced pressure, and separated and purified by silica gel column to obtain compound Int-1 as a white solid with a yield of 65%.

[0084] The second step: the preparation of compound Int-2

[0085]

[0086] Dissolve 0.10 mol of the intermediate Int-1 prepared in ...

Embodiment 2

[0094] The preparation of compound PP017, referring to the synthetic method of Example 1, only the (9-([1,1'-biphenyl]-3-yl)-9H-carbazol-3-yl) in the fourth step of Example 1 The boronic acid was replaced by N-phenyl-3-carbazole boronic acid (CAS: 854952-58-2) to prepare compound PP017 with a yield of 90%.

Embodiment 3

[0096] For the preparation of compounds PP018, PP019, PP021~PP034, PP047~PP082, referring to the synthesis method of Example 1, only the (9-([1,1'-biphenyl]-3-yl) in the fourth step of Example 1 -9H-carbazol-3-yl) boronic acid was replaced by the corresponding aryl boronic acid to prepare compounds PP018, PP019, PP021-PP034, PP047-PP082.

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Abstract

The present invention relates to a series of phosphorus-containing organic compounds and applications thereof. The structural formula of the phosphorus-containing organic compounds is shown in formula (I). The phosphorus-containing organic compounds described in the present invention have relatively high stability and triplet energy levels. It is suitable for use as a material for organic electroluminescent elements, and the material for organic electroluminescent elements containing the phosphorus-containing organic compound has the characteristics of low starting voltage, high luminous efficiency and brightness.

Description

technical field [0001] The invention belongs to the technical field of materials for organic electroluminescent elements, and in particular relates to a phosphorus-containing organic compound and its application. Background technique [0002] In recent years, organic electroluminescence display technology has become mature, and some products have entered the market, but there are still many problems to be solved in the process of industrialization, especially the various organic materials used to make components, their current-carrying Injection, transport performance, material electroluminescence performance, service life, color purity, matching between various materials and electrodes, etc., there are still many problems that have not been resolved. In particular, the luminous efficiency and service life of light-emitting elements have not yet met the practical requirements, which greatly limits the development of OLED technology. [0003] Organic electroluminescence is m...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F9/6584C09K11/06H01L51/50H01L51/52H01L51/54H01L51/05H01L51/30H01L51/42H01L51/46
CPCC07F9/6584C09K11/06C09K2211/1029C09K2211/104C09K2211/1011C09K2211/1088C09K2211/1044C09K2211/1059C09K2211/1048C09K2211/1033C09K2211/1092H10K85/615H10K85/622H10K85/654H10K85/657H10K85/6576H10K85/6574H10K10/46H10K85/6572H10K30/00H10K50/18H10K50/16H10K50/11H10K50/84Y02E10/549
Inventor 曹建华董智超侯斌李程辉王学涛吕永清赵佳
Owner BEIJING BAYI SPACE LCD MATERIALS TECH