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Spirosilafluorene derivative and organic light emitting device prepared therefrom

A technology of derivatives and silafluorene, which is applied in the field of spirosilafluorene derivatives and their organic light-emitting devices, can solve the problems of inability to break through the internal quantum efficiency and high cost, and achieve improved anti-crystallization ability, glass transition temperature, and thermal stability sex good effect

Inactive Publication Date: 2017-10-10
CHANGCHUN HYPERIONS TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In OLED research, according to the process of technological progress, it can be divided into three generations. The first generation is based on fluorescent materials, and the internal quantum efficiency based on these electroluminescent materials is far from breaking through the theoretical limit of 25%. Material-based, but these devices mostly use the method of doping metal complexes, so the cost is high, and the external quantum efficiency still cannot break through the limit of 25%. The third generation is an organic fluorescent material with thermally activated delayed fluorescence characteristics.

Method used

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  • Spirosilafluorene derivative and organic light emitting device prepared therefrom
  • Spirosilafluorene derivative and organic light emitting device prepared therefrom
  • Spirosilafluorene derivative and organic light emitting device prepared therefrom

Examples

Experimental program
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Effect test

Embodiment 1

[0046] Embodiment 1: the preparation of compound 1

[0047]

[0048] Step1, take 100mmol of compound 1-1, add an appropriate amount of anhydrous THF to dissolve, cool down to -78°C, add 2.5 equivalents of n-butyllithium dropwise, keep the reaction for 0.5 hours, quickly add 1-2 100mmol dropwise, and slowly heat up to room temperature and react overnight. After the reaction was completed, the solvent was evaporated to dryness, and the crude product was passed through a silica gel column to obtain 1-3, 82 mmol.

[0049]Step2, 82mmol of compound 1-3, add an appropriate amount of anhydrous THF to dissolve, cool down to -78°C, add 3 equivalents of n-butyllithium dropwise, keep warm for 0.5 hours, quickly add trimethyl borate dropwise, and slowly warm up to room temperature , reacted overnight. After the reaction was completed, it was poured into water, and a solid substance was precipitated and filtered, and the crude product was passed through a silica gel column to obtain 1-...

Embodiment 2

[0057] Embodiment 2: the synthesis of compound 2

[0058]

[0059] Step1, take 100mmol of compound 2-1, add an appropriate amount of anhydrous THF to dissolve, cool down to -78°C, add 2.5 equivalents of n-butyllithium dropwise, keep warm for 0.5 hours, quickly add 2-2 100mmol dropwise, and slowly heat up to room temperature and react overnight. After the reaction was completed, the solvent was evaporated to dryness, and the crude product was passed through a silica gel column to obtain 2-3, 82 mmol.

[0060] Step2, 82mmol of compound 2-3, add an appropriate amount of anhydrous THF to dissolve, cool down to -78°C, add 3 equivalents of n-butyllithium dropwise, keep warm for 0.5 hours, quickly add trimethyl borate dropwise, and slowly warm up to room temperature , reacted overnight. After the reaction was completed, it was poured into water, and a solid substance was precipitated and filtered, and the crude product was passed through a silica gel column to obtain 2-4, 69 mmo...

Embodiment 3

[0067] Embodiment 3: the synthesis of compound 3

[0068]

[0069] Step1, take 100mmol of compound 3-1, add an appropriate amount of anhydrous THF to dissolve, cool down to -78°C, add 2.5 equivalents of n-butyllithium dropwise, keep warm for 0.5 hours, quickly drop 3-2 100mmol, and slowly heat up to room temperature, react overnight. After the reaction was completed, the solvent was evaporated to dryness, and the crude product was passed through a silica gel column to obtain 3-3, 82 mmol.

[0070] Step2, 82mmol of compound 3-3, add an appropriate amount of anhydrous THF to dissolve, cool down to -78°C, add 3 equivalents of n-butyllithium dropwise, keep the reaction for 0.5 hours, quickly add trimethyl borate dropwise, and slowly warm up to room temperature , reacted overnight. After the reaction was completed, it was poured into water, and a solid substance was precipitated and filtered, and the crude product was passed through a silica gel column to obtain 3-4, 69 mmol. ...

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Abstract

The invention provides a spirosilafluorene derivative and an organic light emitting device prepared therefrom, belongs to the technical field of organic photoelectric materials, and solves the technical problem that organic photoelectric materials are low in luminescence efficiency, poor in luminescence property, etc. in the prior art. According to the invention, a novel organic light-emitting material is obtained by taking a spirosilafluorenyl group as the core of the compound. The maximum luminescence efficiency of the organic light emitting device prepared from the spirosilafluorene derivative provided by the invention can be up to 10.4cd / A, the driving voltage is 3.5V, and the driving service life reaches 3.8 (on the basis of a comparison sample). Thus, the spirosilafluorene derivative is an excellent OLED material.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to a spirosilafluorene derivative and an organic light-emitting device thereof. Background technique [0002] Organic electroluminescence refers to the phenomenon that organic materials are excited by electric current and electric field to emit light under the action of electric field. In OLED research, according to the process of technological progress, it can be divided into three generations. The first generation is based on fluorescent materials, and the internal quantum efficiency based on these electroluminescent materials is far from breaking through the theoretical limit of 25%. Material-based, but these devices mostly adopt the method of doping metal complexes, so the cost is high, and the external quantum efficiency still cannot break through the limit of 25%. The third generation is an organic fluorescent material with thermally activated delayed f...

Claims

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Application Information

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IPC IPC(8): C07F7/10C07F7/08C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07F7/0816C07F7/10C09K2211/1029C09K2211/1007C09K2211/1011C09K2211/1092C09K2211/1096H10K85/626H10K85/654H10K85/657H10K85/6572H10K50/155H10K50/16H10K50/00H10K2102/00H10K2102/301
Inventor 孙可一蔡辉
Owner CHANGCHUN HYPERIONS TECH CO LTD
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