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Organic electroluminescent material, preparation method and application thereof

An electroluminescent material and luminescent technology, applied in the direction of luminescent materials, organic chemistry, chemical instruments and methods, etc., can solve the problems of slow progress in the research and development of blue light materials, achieve large-scale promotion, reduce fluorescence quenching, Highly stable effect

Active Publication Date: 2016-12-07
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the constraints of the material itself and other objective conditions, the research and development of blue light materials is relatively slow

Method used

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  • Organic electroluminescent material, preparation method and application thereof
  • Organic electroluminescent material, preparation method and application thereof
  • Organic electroluminescent material, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0038] Preparation of intermediate a

[0039]

[0040] Under nitrogen protection, the raw materials 1,8-dibromonaphthalene (28.6g, 0.1mol), phenylboronic acid (12.2g, 0.1mol) and 180mL toluene, 75mL were added to a 500mL there-neck flask, and then the catalyst tetrakis (triphenyl) was added. phosphine) palladium (0.116 g, 0.1 mmol), acid binding agent potassium carbonate (20.7 g, 0.15 mol). The system was heated to reflux and stirred for 6 hours, then cooled to 20-25°C naturally, the solution was separated, the solvent was removed, and the crude product was crystallized with absolute ethanol to obtain 13.7 g of intermediate a with a yield of 48.4%.

[0041] High resolution mass spectrometry, ESI source, positive ion mode, molecular formula C 16 H 11 Br, theoretical 282.0044, tested 282.0036. Elemental Analysis (C 16 H 11 Br), theoretical C: 67.87, H: 3.92, Br: 28.22, found C: 67.86, H: 3.93, Br: 28.22.

[0042] Preparation of intermediate b1

[0043]

[0044] 1) U...

Embodiment 1

[0070] The preparation of embodiment 1 compound C01

[0071]

[0072] 1) Under nitrogen protection, in a 250mL there-necked flask, add intermediate a (1.56g, 5.5mmol) and 50mL tetrahydrofuran, place in a low temperature bath and be cooled to -78°C, drip n-butyllithium (0.352g, 5.5mmol) , -78 ℃ reaction for 2 hours. Intermediate b1 (2.25 g, 5 mmol) was dissolved in 40 mL of tetrahydrofuran and dropped into the above reaction system, and reacted at -78°C for 2 hours. The temperature was naturally raised to 0-5° C., 20 mL of dilute hydrochloric acid was added to quench the reaction, the solution was separated, and the solvent was removed to obtain 2.65 g of intermediate C01-a with a yield of 87.7%. CO1-a (2.65g, 4.4mmol) was added into a 100mL there-necked flask, and 40mL of acetic acid and 0.5mL of 36% (wt%) concentrated hydrochloric acid were added, and the reaction was carried out under reflux at 110°C for 3.5 hours. After cooling down to 20-25°C naturally, suction filtrat...

Embodiment 2

[0076] The preparation of embodiment 2 compound C04

[0077]

[0078] The synthesis method refers to the preparation method of CO1.

[0079] High resolution mass spectrometry, ESI source, positive ion mode, molecular formula C 60 H 39 NO 2 , the theoretical value is 805.2981, and the test value is 805.2978. Elemental Analysis (C 60 H 39 NO 2 ), theoretical value C: 89.41, H: 4.88, N: 1.74, O: 3.97, observed value C: 89.42, H: 4.87, N: 1.73, O: 3.98.

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Abstract

The invention discloses an organic electroluminescent material, a preparation method and an application thereof, and belongs to the technical field of organic electroluminescence. The organic electroluminescent material has the molecular structure represented as follows, wherein A is void or is a six-membered carbon ring, X is O, S or CMe2, Ar1 and Ar2 are substituted or non-substituted aryl group and substituted or non-substituted hetero-aryl group. The invention also discloses the preparation method and the application of the organic electroluminescent material. The organic electroluminescent material has good carrier transportation efficiency and thermodynamic stability, excellent film-forming property, proper molecular energy level and high luminescence efficiency, can be used as a blue light doping material and is applied in the field of organic electroluminescence.

Description

technical field [0001] The invention relates to an organic electroluminescence material, a preparation method and application thereof, and belongs to the technical field of organic electroluminescence. Background technique [0002] Since 1987, organic electroluminescent devices (Organic Light-Emitting Diodes, OLEDs for short) have gradually become the next generation flat panel display technology recognized by the industry. OLEDs are self-luminous devices. When charges (electrons and holes) are injected into the organic film between the anode and cathode, the electrons and holes recombine to form excitons and transfer energy to the light-emitting molecules, which in turn excite electrons to transition from the ground state to Excited state, the excited state energy emits light through radiation inactivation. OLEDs have the advantages of self-luminescence, low driving voltage, thin and light, wide luminous viewing angle, fast response speed, bendable folding, low energy cons...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/94C07D405/12C07F7/10C07D307/91C07C211/61C07D213/74C07C255/58C07D333/76C07D215/40C07D409/12C07D333/78C07D213/38C07D409/14C09K11/06H01L51/54
CPCC09K11/06C07C211/61C07C255/58C07D213/38C07D213/74C07D215/40C07D307/91C07D307/94C07D333/76C07D333/78C07D405/12C07D409/12C07D409/14C07F7/0812C09K2211/1014C09K2211/1029C09K2211/1092C09K2211/1088H10K85/633H10K85/654H10K85/6574H10K85/6576H10K85/40H10K85/6572
Inventor 张成新石宇刘英瑞林存生巨成良高自良
Owner VALIANT CO LTD
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