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High-efficiency dark blue fluorescence doped material and OLED organic electroluminescent device

A doping material, dark blue technology, applied in the field of high-efficiency dark blue fluorescent doping materials and OLED organic electroluminescent devices, can solve the problems of insufficient development of organic electroluminescent materials and backward panel manufacturing enterprises, etc., to achieve high efficiency and stability effect

Active Publication Date: 2020-12-22
NANJING TOPTO MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] As far as the actual needs of the current organic electroluminescent industry are concerned, the development of organic electroluminescent materials is far from enough, lagging behind the requirements of panel manufacturers

Method used

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  • High-efficiency dark blue fluorescence doped material and OLED organic electroluminescent device
  • High-efficiency dark blue fluorescence doped material and OLED organic electroluminescent device
  • High-efficiency dark blue fluorescence doped material and OLED organic electroluminescent device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044]

[0045] 1 is synthesized as follows:

[0046] (1)

[0047]Under nitrogen protection, compound 1 (100g, 267.83g / mol, 373.4mmol), compound 2 (2.1eq, 93g / mol, 784.14mmol, 72.9g), sodium tert-butoxide (2.1eq, 96.1g / mol, 784.14 mmol, 75.36g), Pd2(dba)3 (palladium dibenzylideneacetonate, 5%eq, 915.72g / mol, 18.67mmol, 17.09g), tri-tert-butylphosphine (5%eq, 202.317g / mol , 18.67mmol, 3.78g), toluene (1000g, 10 times the mass of compound 1) were added to the reaction flask, and after the addition was completed, the temperature was raised to reflux for 12 hours. After the HPLC detection, the reaction was completed, and after cooling down to room temperature, water was added and stirred for 15 minutes, and then filtered to obtain The filtrate, after the filtrate is separated, the organic phase is obtained. The organic phase is dried with anhydrous magnesium sulfate and passed through a silica gel funnel to obtain the secondary filtrate. After purification, high-purity comp...

Embodiment 2

[0053]

[0054] The synthesis method of 8 is as follows:

[0055] (1)

[0056] Under nitrogen protection, compound 1 (10g, 267.83g / mol, 37.34mmol), compound 6 (1.1eq, 142.15g / mol, 41.07mmol, 5.84g), sodium tert-butoxide (1.1eq, 96.1g / mol, 41.07mmol, 3.95g), Pd2(dba)3 (5%eq, 915.72g / mol, 1.87mmol, 1.71g), tri-tert-butylphosphine (5%eq, 202.317g / mol, 1.87mmol, 0.38g) 1. Toluene (100g, 10 times the quality of compound 1) was added to the reaction flask, and after the addition was completed, the temperature was raised to reflux for 12 hours. After the HPLC detection reaction was completed, it was cooled to room temperature, then added water and stirred for 15 minutes to obtain the filtrate. The filtrate was obtained after liquid separation. The organic phase, the organic phase is dried with anhydrous magnesium sulfate and passed through a silica gel funnel to obtain the secondary filtrate. After rotary evaporation, an appropriate amount of dichloromethane is added to complet...

Embodiment 3

[0064]

[0065] The synthetic method of 13 is as follows:

[0066] (1)

[0067] Under nitrogen protection, compound 11 (100g, 309.88g / mol, 322.71mmol), compound 12 (2.1eq, 107.07g / mol, 677.69mmol, 72.56g), sodium tert-butoxide (2.1eq, 96.1g / mol, 677.69mmol, 65.13g), Pd2(dba)3 (5%eq, 915.72g / mol, 16.14mmol, 14.78g), tri-tert-butylphosphine (5%eq, 202.317g / mol, 16.14mmol, 3.27g) 1. Toluene (1000g, 10 times the quality of compound 11) was added to the reaction flask, and after the addition was completed, the temperature was raised to reflux for 12 hours. After the HPLC detection reaction was completed, after the reaction was completed, it was cooled to room temperature and then added with water and stirred for 15 minutes to obtain the filtrate. The filtrate was obtained after liquid separation. The organic phase, the organic phase is dried with anhydrous magnesium sulfate and passed through a silica gel funnel to obtain the secondary filtrate. After rotary evaporation, an a...

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Abstract

The invention relates to a high-efficiency dark blue fluorescence doped material and an OLED organic electroluminescent device. The invention discloses an organic electroluminescent compound and an organic electroluminescent device containing the same, and the structural formula of the organic electroluminescent compound is shown as a formula I. The compound can be used as an organic electroluminescent material, and a seven-membered ring is formed by combining Ra and Rb with Z1, Z2, Z3 and Z4, Z5 and Z6 in a bridging manner. The seven-membered ring increases the material molecule, rigidity andplanarity, can effectively improve the thermal stability of the material molecule and prolong the service life of the material, and the introduction of the seven-membered ring improves the conjugation effect of the material molecule and can increase the electron cloud density of a conjugation system, thereby increasing the luminous efficiency of the material molecule. Experiments show that compared with the prior art, the material provided by the invention has the advantages that the service life is obviously prolonged, and the efficiency is obviously improved.

Description

technical field [0001] The invention belongs to the technical field of organic electroluminescent materials, and in particular relates to a high-efficiency dark blue fluorescent doping material and an OLED organic electroluminescent device. Background technique [0002] Organic light-emitting devices (Organic Light-emitting Devices, OLED) are spontaneous light-emitting devices using the following principle: when an electric field is applied, fluorescent substances emit light through the recombination of holes injected from the positive electrode and electrons injected from the negative electrode. This self-luminous device has the characteristics of low voltage, high brightness, wide viewing angle, fast response, good temperature adaptability, etc., and is ultra-thin, and can be fabricated on flexible panels. It is widely used in mobile phones, tablet computers, TVs, lighting, etc. and other fields. [0003] Organic electroluminescent devices are like a sandwich structure, i...

Claims

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Application Information

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IPC IPC(8): C07F5/02C09K11/06H01L51/50H01L51/54
CPCC07F5/027C09K11/06C09K2211/1007C09K2211/1088C09K2211/1092C09K2211/1055C09K2211/1096H10K85/657H10K85/6576H10K85/6574H10K85/322H10K50/12H10K50/155H10K50/165H10K50/171H10K50/17
Inventor 钱超许军
Owner NANJING TOPTO MATERIALS CO LTD
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