An aromatic amine derivative containing bifluorene and its organic electroluminescent device

A technology of electroluminescent devices and derivatives, applied in the fields of electro-solid devices, organic chemistry, light-emitting materials, etc., can solve the problems of poor stability, low hole mobility, short life of organic electroluminescent devices, etc., and achieve good stability. properties, high hole mobility, and improved luminous efficiency

Active Publication Date: 2021-11-09
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] In order to solve the problems of poor stability, low hole mobility and short lifetime of organic electroluminescent devices in current hole transport materials, the present invention provides an aromatic amine derivative containing bifluorene and its organic electroluminescent device

Method used

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  • An aromatic amine derivative containing bifluorene and its organic electroluminescent device
  • An aromatic amine derivative containing bifluorene and its organic electroluminescent device
  • An aromatic amine derivative containing bifluorene and its organic electroluminescent device

Examples

Experimental program
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Effect test

preparation example Construction

[0097] Compound preparation

[0098] Synthesis Example 1: Preparation of Compound 3

[0099]

[0100] (1) Add p-chlorobenzoic acid (12.5g, 80mmol), benzoylformic acid (36.0g, 240mmol), silver carbonate (66.18g, 240mmol), palladium trifluoroacetate (2.66g, 8mmol) into a 1L reaction flask , anhydrous dipotassium hydrogen phosphate (27.9g, 160mmol), ethylene glycol dimethyl ether (480ml), reacted under nitrogen protection at 150°C for 24 hours, cooled to room temperature after the reaction, extracted with ethyl acetate, combined organic phase, the organic phase was successively washed with water, dried over anhydrous magnesium sulfate, concentrated, and subjected to column chromatography (silica gel, dichloromethane) to obtain compound a-1. Mass 17.4g, yield 68%.

[0101] (2) After adding 2-chlorobiphenyl (14.1g, 75mmol) and tetrahydrofuran (250ml) into a 1L reaction flask, the reaction system was cooled to -78°C, and then a n-hexane solution of n-butyllithium (2.5 M, 30ml)...

Embodiment 1

[0128] Embodiment 1: Preparation of organic electroluminescent device 1

[0129] ITO is used as the anode on the glass substrate; 1T-NATA is vacuum evaporated on the anode as a hole injection layer, and the evaporation thickness is 60nm; the compound 3 of the present invention is vacuum evaporated on the hole injection layer as a hole transport layer, Evaporation thickness is 30nm; vacuum evaporation AND:BD-1(98:2) is used as the light-emitting layer on the hole transport layer, and the evaporation thickness is 20nm; vacuum evaporation Alq on the light-emitting layer 3 As the electron transport layer, the evaporation thickness is 30nm; on the electron transport layer, LiF is vacuum evaporated as the electron injection layer, and the evaporation thickness is 1nm; on the electron injection layer, Al is vacuum evaporated as the cathode, and the evaporation thickness is 150nm.

[0130] Device structure of organic electroluminescent device 1: ITO / 1T-NATA (60nm) / compound 3 (30nm) / AN...

Embodiment 2～20

[0131] Embodiments 2-20: Preparation of Organic Electroluminescent Devices 2-20

[0132] Compound 3 in the hole transport layer of Example 1 was replaced by Compound 4, Compound 9, Compound 19, Compound 25, Compound 30, Compound 39, Compound 74, Compound 80, Compound 94, Compound 100, Compound 104, Compound 113 , compound 130, compound 134, compound 136, compound 158, compound 166, compound 169, compound 171, and other steps were the same to obtain organic electroluminescent devices 2-20.

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Abstract

The invention provides an aromatic amine derivative containing bifluorene and an organic electroluminescence device thereof, and relates to the technical field of organic photoelectric materials. The technical problem to be solved by the invention is the problem of poor stability of current hole transport materials and short service life of organic electroluminescent devices. The bifluorene-containing arylamine derivative of the formula I of the present invention uses bifluorene as a parent, and is connected to the arylamine through a single bond or a bridging group. The organic electroluminescent device of the present invention comprises an anode, an organic layer and a cathode, the organic layer is located between the anode and the cathode, and the organic layer contains the arylamine derivative containing bifluorene. The arylamine derivative containing bifluorene of the present invention has suitable energy level, higher hole mobility, better stability and better film-forming property, and the organic electroluminescent film containing the arylamine derivative The device has lower driving voltage, higher luminous efficiency and longer service life.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to an aromatic amine derivative containing bifluorene and an organic electroluminescence device thereof. Background technique [0002] Organic light-emitting devices (Organic Light-Emitting Device, OLED) mainly have two development directions in the industry, one is the lighting field and the other is the display field. In the field of lighting, the characteristics of OLED's "low pollution" and "high efficiency" make it have the potential to become the future lighting field, and the characteristics of OLED's all-solid-state, surface light source, and flexible panel can be made for the artistic design of lighting fixtures. Larger imagination space can meet people's higher aesthetic requirements. In the field of display, unlike LCD's passive luminescence, OLED has self-illumination characteristics and does not require a backlight source. Each pixel of it can c...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C211/60C07C211/61C07D307/91C07D333/76C07D209/86C07D409/14C09K11/06H01L51/54
CPCC07C211/60C07C211/61C07D307/91C07D333/76C07D209/86C07D409/14C09K11/06C09K2211/1092C09K2211/1029C09K2211/1088C09K2211/1011C09K2211/1007H10K85/633H10K85/6576H10K85/6574H10K85/6572
Inventor 孙敬王小会鲁秋
Owner CHANGCHUN HYPERIONS TECH CO LTD
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