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Organic electroluminescence material employing double pyrrolo-indole as core and application of organic light-emitting material

A luminescence and bispyrrole technology, applied in the field of organic electroluminescent materials, can solve the problems of low device life and efficiency, and achieve the effects of long service life, high efficiency, and good film stability

Active Publication Date: 2017-07-28
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] According to the different organic materials used, OLED devices are divided into two types: small molecule devices and polymer devices. Among them, blue light-emitting devices are not yet mature enough, and the device life and efficiency are low. People are improving the life of blue light devices through ultra-clean technology, packaging technology, and the development of blue light materials with high glass transition temperatures, while doping technology and The development of new materials with bipolar structures is the direction to improve device efficiency

Method used

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  • Organic electroluminescence material employing double pyrrolo-indole as core and application of organic light-emitting material
  • Organic electroluminescence material employing double pyrrolo-indole as core and application of organic light-emitting material
  • Organic electroluminescence material employing double pyrrolo-indole as core and application of organic light-emitting material

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] The preparation of embodiment 1 compound C01

[0033] 1) react with raw material 1 to generate intermediate 1, the reaction formula is as follows:

[0034]

[0035] The specific reaction process is: in a 2L three-necked flask, add raw material 1 (127g, 0.5mol), DMF (1050g), at 25°C, add N-bromosuccinimide (195g, 1.1mol) in batches, 1.5 After the addition of h, keep the reaction at 25°C for 4h, raise the temperature to 40°C, hold the reaction for 1h, cool down to 25°C, slowly pour the reaction solution into 3L deionized water, stir for 1h, filter with suction, rinse with 1.5L deionized water, The filter cake was collected, purified by a silica gel column, and eluted with ethyl acetate:petroleum ether=1:3 (V / V), and further recrystallized with isopropanol to obtain 117 g of the fine product of Intermediate 1 with a yield of 56%. High resolution mass spectrometry, positive ion mode, molecular formula C 18 h 8 Br 2 N 2 , the theoretical value is 411.9034, and the te...

Embodiment 2

[0039] The preparation of embodiment 2 compound C03

[0040] Using intermediate 1 and 4-biphenylboronic acid as raw materials, according to the method described in Example 1 and the following reaction formula, compound C03 was synthesized with a yield of 67%.

[0041]

[0042] High resolution mass spectrometry, positive ion mode, molecular formula C 42 h 26 N 2 , the theoretical value is 558.2096, and the test value is 558.2088. Elemental analysis (C 42 h 26 N 2 ), theoretical value C: 90.29, H: 4.69, N: 5.01, measured value C: 90.31, H: 4.66, N: 5.03.

Embodiment 3

[0043] The preparation of embodiment 3 compound C04

[0044] Using intermediate 1 and 1-naphthylboronic acid as raw materials, according to the method described in Example 1 and the following reaction formula, compound C04 was synthesized with a yield of 60%.

[0045]

[0046] High resolution mass spectrometry, positive ion mode, molecular formula C 38 h 22 N 2 , theoretical value 506.1783, test value 5061787. Elemental analysis (C 38 h 22 N 2 ), theoretical value C: 90.09, H: 4.38, N: 5.53, measured value C: 90.11, H: 4.36, N: 5.53.

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Abstract

The invention relates to an organic electroluminescence material employing double pyrrolo-indole as a core and an application of the organic electroluminescence material. The organic electroluminescence material has a molecular structure as shown in the following formula, where R1 to R8 are the same and represent an H atom or methyl; and Ar1 and Ar2 separately represent one of an aromatic substituent and a nitrogen-containing heterocyclic substituent. The organic electroluminescence material employing the double pyrrolo-indole as the core has moderate molecular mass, good film stability and moderate molecular energy level, can be used as a light-emitting layer of an OLED device and is applied to the field of organic electroluminescence.

Description

technical field [0001] The invention relates to an organic electroluminescent material and its application, in particular to an organic electroluminescent material with bispyrroloindole as its core and its application. Background technique [0002] Organic electroluminescent diode (OLED) was produced in the 1980s. It has many advantages such as self-illumination, wide viewing angle, fast response speed, wide color gamut, and flexible display. After more than 20 years of continuous development, This technology has gradually matured. At present, organic electroluminescent technology has been widely used in many products such as smart phones, flat-panel TVs, and virtual reality. [0003] According to the different organic materials used, OLED devices are divided into two types: small molecule devices and polymer devices. Among them, blue light-emitting devices are not yet mature enough, and the device life and efficiency are low. People are improving the life of blue light dev...

Claims

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Application Information

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IPC IPC(8): C07D487/22C07D519/00C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07D487/22C07D519/00C09K2211/1011C09K2211/1007C09K2211/1029C09K2211/1022C09K2211/1033H10K85/615H10K85/622H10K85/656H10K85/636H10K85/633H10K85/654H10K85/657H10K85/6574H10K85/6572H10K50/11
Inventor 盛磊张鑫鑫王岩杨丽林少波车晓伟
Owner VALIANT CO LTD
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