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Red organic electroluminescent material and preparation method thereof

An electroluminescence, electromechanical technology, applied in the preparation of luminescent materials, organic compounds, hydrocarbon production from halogen-containing organic compounds, etc., can solve problems such as poor luminescence performance, and achieve enhanced electroluminescence efficiency and strong spectral stability. Effect

Inactive Publication Date: 2020-09-08
胡芬
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The invention provides a red-light organic electroluminescent material and a preparation method thereof, which solves the technical problem of poor electroluminescence performance of the existing red-light polymers

Method used

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  • Red organic electroluminescent material and preparation method thereof
  • Red organic electroluminescent material and preparation method thereof
  • Red organic electroluminescent material and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Dissolve 4,4'-dibromobiphenyl (15.6g, 50mmol) in 150mL of acetic acid, stir in the dark under ice bath, take 30ml of fuming nitric acid and dilute with 50ml of acetic acid, add it to the constant pressure dropping funnel, under the condition of dark Slowly add it dropwise to the reaction solution. After the dropwise addition, slowly raise the reaction temperature to 85°C and reflux for 2 hours. Observe the change of the reaction solution. When the reaction solution turns from turbid to transparent, stop the reaction and cool down to room temperature naturally. The reaction solution was slowly poured into ice water to quench, the mixture was suction filtered, the filter residue was washed with water, saturated aqueous sodium bisulfite solution, water, and ice ethanol, and then the filter residue was dried to obtain 4,4'-dibromo-2-nitrate Base biphenyl (12.7g, productive rate 63%), its reaction equation is as follows:

[0019]

Embodiment 2

[0021] Dissolve 4,4'-dibromo-2-nitrobiphenyl (14.28 g, 40 mmol) and triphenylphosphine (26.2 g, 100 mmol) in 250 ml of N,N-dimethylacetamide (DME), argon Heated and stirred overnight in an air atmosphere. Stop the reaction and cool to room temperature, extract with dichloromethane and wash with water 3-5 times, purify by column chromatography, use 200-300 mesh silica gel as stationary phase, petroleum ether / dichloromethane (2:1) as washing Remove the agent and carry out silica gel column chromatography, and the crude product is recrystallized with ethanol to obtain 2,7-dibromocarbazole (9.7g, yield 74%), and its reaction equation is as follows:

[0022]

Embodiment 3

[0024] Dissolve 2,7-dibromocarbazole (6.5g, 20mmol) in 50ml of N,N-dimethylformamide (DMF), add potassium hydroxide (2.7g, 48mmol), stir at room temperature for 30min, then add 2 -(3-Bromophenyl)-5-phenyl-1,3,4-oxadiazole (12.94g, 43mmol), after the dropwise addition, continued to stir at 85°C for 10h. After the reaction was completed, the reaction solution was poured into water, and a light yellow solid was precipitated. The solid was filtered under reduced pressure, rinsed with distilled water several times, and dried under reduced pressure to obtain 2-(3-(2,7-dibromo9H-carbazol-9-yl)phenyl)-5-phenyl -1,3,4-oxadiazole (9.8g, yield 90%), the chemical equation of this reaction is:

[0025]

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Abstract

The invention belongs to the technical field of photoelectric display devices, and particularly relates to a red organic electroluminescent material and a preparation method thereof. The invention provides the red light organic electroluminescent material, the structure of which is represented by formula (I): wherein R is a hydrogen atom, a linear chain or branched chain alkyl group with a carbonatom number of 1-20, x is 0-1, and the polymerization degree n is 3-800. The invention also provides a preparation method of the red light organic electroluminescent material. The preparation method comprises that 2', 7 '-dibromo-1, 2, 7, 8-tetraoctyl-9'-spiro-bis[fluorene], 2, 2'-(1', 2 ', 7', 8 '-tetraoctyl-9, 9'-spiro-bis [fluorene]-2, 7-diyl)bis(4, 4, 5, 5-tetramethyl-1, 3, 2-dioxaborane) and3, 10-dibromo-14-(3-(5-phenyl-1, 3, 4-oxadiazole-2-yl) phenyl)-14H-bis (S, S-dioxo-dibenzothiophene)pyrrole undergo a Suzuki coupling reaction to produce a polymer shown as a formula (I). The red light organic electroluminescent material and the preparation method thereof provided by the invention solve the technical problem of poor electroluminescent performance of the existing red-light polymer.

Description

technical field [0001] The invention belongs to the technical field of photoelectric display devices, and in particular relates to a red light organic electroluminescence material and a preparation method thereof. Background technique [0002] With the development of the times and technology, people's pursuit of a better quality of life, the emergence of various electronic products has become very rich and convenient. The traditional display technology - liquid crystal display (LCD) seems to be unable to meet the requirements of current high-tech equipment, but organic light-emitting diode (OLED) has entered the electronic industry market with its advantages and gradually entered our life. OLED is a display device driven by electric field through carrier injection and recombination. It has the advantages of light weight, low energy consumption, spontaneous light emission, good contrast, adjustable organic material structure, and driving voltage. There are a wide range of or...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D519/00C07D495/14C07F5/02C07C25/22C07C17/263C09K11/06C08G61/12
CPCC07C1/26C07C17/12C07C17/2637C07C17/269C07C25/22C07C37/02C07D495/14C07D519/00C07F5/025C08G61/126C08G2261/124C08G2261/143C08G2261/228C08G2261/3142C08G2261/3241C08G2261/3243C08G2261/354C08G2261/411C08G2261/5222C08G2261/95C09K11/06C09K2211/1011C09K2211/1033C09K2211/1037C09K2211/1416C09K2211/1475C09K2211/1483C07C39/15C07C25/18C07C25/02C07C15/113
Inventor 胡芬
Owner 胡芬
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