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Compound, organic electronic light-emitting device containing compound and application thereof

A compound, electromechanical technology, applied in the field of compounds, can solve problems such as the inability to meet the performance requirements of OLED devices, and achieve the effects of reducing driving voltage, improving luminous efficiency, and prolonging service life

Pending Publication Date: 2020-10-30
BEIJING ETERNAL MATERIAL TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] However, the performance of these compounds still cannot meet people's performance requirements for OLED devices.
In summary, there is still much room for improvement in the luminescence performance of existing organic electroluminescent materials, and the industry urgently needs to develop new organic electroluminescent materials

Method used

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  • Compound, organic electronic light-emitting device containing compound and application thereof
  • Compound, organic electronic light-emitting device containing compound and application thereof
  • Compound, organic electronic light-emitting device containing compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Synthetic example 1

[0100] Synthesis Example 1: Synthesis of Compound P1

[0101]

[0102] In a 1000ml single-necked bottle, add 13.5g (50mmol) 1-amino-2,1'-binaphthalene, 15.7g (100mmol) bromobenzene, 0.9g (1mmol) tris(dibenzylideneacetone) dipalladium (ie Pd 2 (dba) 3 ), 0.5mL tri-tert-butylphosphine ((t-Bu) 3 P), 500ml of toluene (Toluene), 14.4g (150mmol) of sodium tert-butoxide (NaOBu-t), evacuated and changed nitrogen for 3 times, and the reaction temperature was raised to 110° C. for 5 hours. After the reaction is complete, stop the reaction. Cool to room temperature, separate the reaction liquid, concentrate the organic phase, add methanol and stir for 1 h, and filter with suction to obtain light yellow powder P1, M / Z theoretical value: 421, M / Z measured value: 422.

Synthetic example 2

[0103] Synthesis Example 2: Synthesis of Compound P7

[0104]

[0105] In a 1000ml single-necked bottle, add 13.5g (50mmol) 1-amino-2,1'-binaphthyl, 18.7g (100mmol) 4-methoxybromobenzene, 0.9g (1mmol) tris (dibenzylidene acetone) Dipalladium (i.e. Pd 2 (dba) 3 ), 0.5mL tri-tert-butylphosphine ((t-Bu) 3 P), 500ml of toluene (Toluene), 14.4g (150mmol) of sodium tert-butoxide (NaOBu-t), evacuated and changed nitrogen for 3 times, and the reaction temperature was raised to 110° C. for 5 hours. After the reaction is complete, stop the reaction. Cool to room temperature, separate the reaction solution, concentrate the organic phase, add methanol and stir for 1 h, and filter with suction to obtain light yellow powder P7, M / Z theoretical value: 481, M / Z measured value: 482.

Synthetic example 3

[0106] Synthesis Example 3: Synthesis of Compound P39

[0107]

[0108] In a 1000ml one-port bottle, add 13.5g (50mmol) 1-amino-2,1'-binaphthyl, 23.1g (100mmol) 4-phenylbromobenzene, 0.9g (1mmol) tris(dibenzylideneacetone) di Palladium (i.e. Pd 2 (dba) 3 ), 0.5mL tri-tert-butylphosphine ((t-Bu) 3 P), 500ml of toluene (Toluene), 14.4g (150mmol) of sodium tert-butoxide (NaOBu-t), evacuated and changed nitrogen for 3 times, and the reaction temperature was raised to 110° C. for 5 hours. After the reaction is complete, stop the reaction. Cool to room temperature, separate the reaction liquid, concentrate the organic phase, add methanol and stir for 1 h, and filter with suction to obtain light yellow powder P39, M / Z theoretical value: 573, M / Z measured value: 574.

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Abstract

The invention provides a compound, an organic electronic light-emitting device containing the compound and application thereof The compound has a structure shown as a formula I, in the structure of the compound, the naphthalene 2-position is connected with another naphthalene ring; the 1-position is connected with a diarylamino group; therefore, the compound has a large pi planar structure; meanwhile, a molecular space structure can be effectively changed, intramembrane molecular accumulation is improved, rotation of aromatic rings on N atoms is limited due to ortho-substitution so that the stability of the material is enhanced, and the compound can be used as a hole transport layer material or an electron barrier layer material of an organic light-emitting device. When the brightness of the organic light-emitting device using the compound reaches 5000cd / m < 2 >, the driving voltage is as low as 3.8 V or below, the current efficiency is as high as 12.7 cd / A or above, and LT95 reaches 165 hours or above.

Description

technical field [0001] The invention relates to the field of an organic light-emitting compound and an organic light-emitting device, in particular to a compound, an organic light-emitting device containing the compound and applications thereof. Background technique [0002] Organic electroluminescent (OLED: Organic Light Emission Diodes) devices are a type of device with a sandwich-like structure, including positive and negative electrode film layers and an organic functional material layer sandwiched between the electrode film layers. Apply voltage to the electrodes of the OLED device, positive charges are injected from the positive electrode, and negative charges are injected from the negative electrode. Under the action of the electric field, the positive and negative charges migrate in the organic layer and recombine to emit light. Due to the advantages of high brightness, fast response, wide viewing angle, simple process, and flexibility, OLED devices have attracted mu...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/58C07C217/84C07D307/91C07C211/61C07D333/76C09K11/06H01L51/50H01L51/54
CPCC07C211/58C07C217/84C07D307/91C07C211/61C07D333/76C09K11/06C09K2211/1007C09K2211/1011C09K2211/1014C09K2211/1022C09K2211/1088C09K2211/1092H10K85/615H10K85/624H10K85/631H10K85/626H10K85/636H10K85/633H10K85/6574H10K85/6576H10K50/15H10K50/18
Inventor 黄金华曾礼昌
Owner BEIJING ETERNAL MATERIAL TECH
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