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Compound taking diphenyl cycloheptene as core and application thereof in organic light-emitting device

A technology of benzocycloheptene and compounds, applied in the direction of electric solid-state devices, electrical components, luminescent materials, etc., can solve very different problems

Active Publication Date: 2017-09-29
JIANGSU SUNERA TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, for the collocation of OLED devices with different structures, the photoelectric functional materials used have strong selectivity, and the performance of the same material in devices with different structures may be completely different.

Method used

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  • Compound taking diphenyl cycloheptene as core and application thereof in organic light-emitting device
  • Compound taking diphenyl cycloheptene as core and application thereof in organic light-emitting device
  • Compound taking diphenyl cycloheptene as core and application thereof in organic light-emitting device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0066] Embodiment 1: the synthesis of intermediate A1:

[0067]

[0068] Add 11.8g of 1,4-dibromobenzene (0.05mol) and 1.2g of Mg powder (0.05mol) and 60ml of tetrahydrofuran to a 250ml four-necked flask under nitrogen atmosphere, and heat to reflux for 4 hours. The reaction is complete and the format Reagent;

[0069] Dissolve 10.3g of dibenzocyclopentanone (0.05mol) in 50mL of tetrahydrofuran, add the above-mentioned Grignard reagent dropwise, react at 60°C for 24 hours, a large amount of white Grignard salt precipitates, add saturated NHCl 4 solution until the precipitation disappears, and the Grignard salt is converted into a tertiary alcohol; after the reaction is completed, extract with 100ml ether, dry the extract with anhydrous sodium sulfate, and remove the solvent by rotary evaporation until there is no fraction to obtain the crude product of the tertiary alcohol, which is obtained as The mixed solvent of petroleum ether and dichloromethane (volume ratio 3:2) was...

Embodiment 2

[0071] Embodiment 2: the synthesis of intermediate A2:

[0072]

[0073] Prepare intermediate A2 according to the synthesis method of intermediate A1 in Example 1, the difference is that 1,1'-biphenyl is used to replace the compound bromobenzene; use DEI-MS to identify the compound, molecular formula C 33 h 23 Br, detection value [M+1] + =500.31, calculated value 499.44.

Embodiment 3

[0074] Embodiment 3: the synthesis of intermediate A3:

[0075]

[0076] Prepare intermediate A3 according to the synthetic method of intermediate A1 in Example 1, the difference is that benzene is used instead of bromobenzene in the third step reaction; use DEI-MS to identify the compound, molecular formula C 27 h 19 Br, detection value [M+1] + =424.21, calculated value 423.34.

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Abstract

The invention discloses a compound taking diphenyl cycloheptene as a core and an application thereof in an organic light-emitting device. The diphenyl cycloheptene is used as a mother core of the organic compound and is connected with a triarylamine group or a nitrogenous poly-heterocyclic aromatic base through a phenyl group, a biphenyl group or a naphthyl group. The compound disclosed by the invention has higher glass transition temperature and molecular thermal stability, is suitable for HOMO and LUMO energy levels and is higher in Eg. Through the optimization for the device structure, the photoelectric property of an OLED device can be effectively promoted, and the service life of the OLED device can be effectively prolonged.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to a compound material with dibenzocycloheptene as the central skeleton and its application in the field of OLEDs. Background technique [0002] Organic electroluminescent (OLED: Organic Light Emission Diodes) device technology can be used to manufacture new display products and also can be used to make new lighting products, which is expected to replace the existing liquid crystal display and fluorescent lighting, and has a wide application prospect. The OLED light-emitting device is like a sandwich structure, including electrode material film layers, and organic functional materials sandwiched between different electrode film layers. Various functional materials are superimposed on each other according to the application to form an OLED light-emitting device. As a current device, when a voltage is applied to the electrodes at both ends of the OLED light-emitting device, and...

Claims

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Application Information

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IPC IPC(8): C07D209/80C07D209/94C07D491/04C07D491/147C07D491/153C07D495/04C07D495/14C07D487/04C07D219/02C07D221/18C07D241/46C07D265/38C07D265/34C07D498/04C07D471/04C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07D209/80C07D209/94C07D219/02C07D221/18C07D241/46C07D265/34C07D265/38C07D471/04C07D487/04C07D491/04C07D491/147C07D491/153C07D495/04C07D495/14C07D498/04C09K2211/1092C09K2211/1088C09K2211/1044C09K2211/1033C09K2211/1029C09K2211/1011C09K2211/1007H10K85/657H10K85/6572H10K50/00
Inventor 吴秀芹李崇张兆超张小庆
Owner JIANGSU SUNERA TECH CO LTD
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