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Organic compound and organic electroluminescent device using same

An organic compound and compound technology, applied in the field of organic electroluminescent devices, can solve the problems of further improvement in stability, and achieve the effects of not being easy to crystallize and decompose, poor spatial symmetry, and increasing the glass transition temperature

Pending Publication Date: 2021-01-08
SHANGHAI UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

2,9-Dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP) and 1,3,5-tris(N-phenyl-2-benzimidazole)benzene ( TPBI) is an electron transport / hole blocking material widely used in electroluminescent devices, but its stability in the device needs to be further improved

Method used

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  • Organic compound and organic electroluminescent device using same
  • Organic compound and organic electroluminescent device using same
  • Organic compound and organic electroluminescent device using same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0056] Embodiment 1: the preparation of compound C-1

[0057] (1) Preparation of Intermediate-1

[0058]

[0059] Under a nitrogen atmosphere, 2-chloro-3-aminopyridine (11 grams), dibenzofuran-4-boronic acid (21 grams), tetrahydrofuran (120 milliliters) were charged into a reaction vessel, and potassium carbonate (15.7 g) was dissolved in water (56 mL) to form an aqueous solution, palladium acetate (0.5 g) was added, and triphenylphosphine (2.1 g) was stirred under reflux for one night. After natural cooling, ethyl acetate was added into the system for extraction operation, and the organic layer was concentrated to obtain a crude product. Petroleum ether was added to the crude product, and the precipitated solid was filtered and taken out, thus obtaining 24.6 g of 2-(dibenzofuran-4-yl)-3-aminopyridine (intermediate-1) (yield 94%) ).

[0060] (2) Preparation of Intermediate 2

[0061]

[0062] Charge intermediate-1 (13 grams), triethylamine (5 grams), dichloromethane ...

Embodiment 2

[0069] Embodiment 2: the synthesis of compound C-2

[0070]

[0071] Similar to the synthetic route of compound C-1, the dibenzofuran-4-boronic acid in the synthesis of intermediate-1 is replaced with dibenzothiophene-4-boronic acid to obtain intermediate-4, intermediate-5, intermediate -6, and compound C-2, the yield of intermediate-6 to compound C-2 is 73%; LC-MS: M / Z 617.2 (M+H) + .

Embodiment 3

[0072] Embodiment 3: the synthesis of compound C-3

[0073]

[0074] Similar to the synthetic route of compound C-1, the dibenzofuran-4-boronic acid in the synthesis of intermediate-1 is replaced with 9,9-dimethylfluorene-1-boronic acid, and intermediate-7, intermediate- 8, intermediate-9, and compound C-3, the yield of intermediate-9 to compound C-3 is 83%; LC-MS: M / Z 627.3 (M+H) + .

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Abstract

The invention discloses an organic compound applied to the field of organic photoelectricity and an organic photoelectric element using the organic compound. The molecular structural formula of the organic compound is shown as a general formula (I) in the description, wherein X is selected from CR or N; l is independently selected from a single bond, a substituted or unsubstituted aryl group, anda substituted or unsubstituted heteroaryl group; R and Ar are independently selected from hydrogen, a deuterium atom, a cyano group, a fluorine atom, a C1-C12 alkyl group, a C1-C8 alkoxy group, a C2-C8 substituted or unsubstituted alkenyl group, a C2-C8 substituted or unsubstituted alkynyl group, a substituted or unsubstituted C6-C60 aryl group, a substituted or unsubstituted C2-C60 heteroaryl group and a substituted amino group; A is independently selected from the substituted or unsubstituted C2-C60 group to form a fused ring; and n is an integer of 0-7. The organic compound provided by theinvention can effectively promote injection and transmission of electrons, balance hole and electron transfer in a photoelectric device, and effectively improve the efficiency of the device.

Description

technical field [0001] The invention relates to an organic compound in the field of organic electroluminescence and an organic electroluminescence device using the compound. Background technique [0002] Organic electroluminescent devices (OLED: Organic Light Emission Diodes) have the advantages of wide viewing angle, fast response speed, high color quality, and flexible light emission, etc., and have broad application prospects. OLED devices usually have a sandwich structure, including positive and negative electrode film layers and an organic functional material layer sandwiched between the electrode film layers. Apply voltage to the electrodes of the OLED device, positive charges are injected from the positive electrode, and negative charges are injected from the negative electrode. Under the action of the electric field, the positive and negative charges migrate in the organic layer and recombine to emit light. It has been widely used in display panels of new lighting f...

Claims

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Application Information

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IPC IPC(8): C07D519/00C07D471/04C07F7/08C09K11/06H01L51/54
CPCC07D519/00C07D471/04C07F7/0816C09K11/06C09K2211/1044C09K2211/1051C09K2211/1048C09K2211/1059C09K2211/1029C09K2211/1033C09K2211/1037C09K2211/1007C09K2211/1011H10K85/615H10K85/622H10K85/654H10K85/657H10K85/6572H10K85/40
Inventor 王子兴廖张程王二刚陈清泉赵晓宇
Owner SHANGHAI UNIV
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