Organic electroluminescence compound with screw structure and luminescent device thereof

A compound and luminescence technology, applied in organic chemistry, electrical solid devices, electrical components, etc., can solve problems such as charge imbalance in the light-emitting layer, lower device efficiency, and difficult flow of electrons, and achieve good electroluminescence efficiency and long life , good thermal stability effect

Active Publication Date: 2017-05-31
SHANGHIA TAOE CHEM TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the characteristics of CBP that holes are easy to transport and electrons are difficult to flow, the charge in the light-emitting layer is unbalanced, which reduces the efficiency of the device.

Method used

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  • Organic electroluminescence compound with screw structure and luminescent device thereof
  • Organic electroluminescence compound with screw structure and luminescent device thereof
  • Organic electroluminescence compound with screw structure and luminescent device thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0051] Synthesis of compound 1

[0052]

[0053] Synthesis of Intermediate 1-1

[0054] Add 4-bromo-9,9'-spirobifluorene (20g, 51mmol), 2-chloroaniline (10g, 76mmol), sodium tert-butoxide (10g, 102mmol), palladium acetate (0.5g), X -phos (1g) and o-xylene (200ml), heated to reflux for 8 hours, hot filtered to remove inorganic matter, cooled, concentrated, and the crude product was purified by column chromatography to obtain 13g of product with a yield of 58%.

[0055] Synthesis of intermediate body 1-2

[0056] In a flask, add Intermediate 1-1 (12g, 27mmol), potassium carbonate (7.5g, 54mmol), tricyclohexylphosphine tetrafluoroborate (1g), palladium acetate (0.5g) and dimethylacetamide (150ml ), heated to reflux under nitrogen protection for 8 hours, removed most of the solvent under reduced pressure, cooled, added water and dichloromethane, extracted, the organic layer was dried and concentrated, and the thick product was purified by column chromatography to obtain 5.8g ...

Embodiment 2

[0064] Synthesis of compound 7

[0065]

[0066] Synthesis of Intermediate 7-1

[0067] The synthesis method is the same as that of intermediate 1-3, except that p-bromoiodobenzene is used instead of m-bromoiodobenzene, and the yield is 75%.

[0068] Synthesis of Intermediate 7-2

[0069] The synthesis method is the same as that of Intermediate 1-4, except that Intermediate 1-4 is replaced by Intermediate 7-1, and the yield is 82%.

[0070] Synthesis of compound 7

[0071] The synthesis method is the same as that of compound 1, except that intermediate 1-4 is replaced by intermediate 7-2, and the yield is 71%. MS: e / z=648.35.

Embodiment 3

[0073] Synthesis of compound 23

[0074]

[0075] The synthesis method was the same as that of compound 1, except that 3-chloro-benzothiophene[3,2-c]pyridine was used instead of 3-chloro-benzofuro[3,2-c]pyridine, and the yield was 79%. MS: e / z=664.36.

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Abstract

The invention provides an organic electroluminescence compound with a screw structure. The compound has relatively good heat stability, high luminous efficiency and high luminous purity, can be used for manufacturing organic electroluminescence devices and is applied to the fields of the organic electroluminescence devices, organic solar cells, organic thin-film transistors or organic light sensors. The invention also provides an organic electroluminescence device which comprises a positive pole, a negative pole and an organic layer, wherein the organic layer comprises at least one of a luminous layer, a hole injection layer, a hole transporting layer, a hole blocking layer, an electron injection layer and an electron transporting layer, wherein at least one layer of the organic layer comprises the compound as shown in the structural formula I.

Description

technical field [0001] The invention relates to the field of organic electroluminescence materials, in particular to an organic electroluminescence compound with a spiro structure and an organic electroluminescence device thereof, belonging to the technical field of display of organic electroluminescence devices. Background technique [0002] Organic electroluminescent devices (OLEDs) are devices prepared by depositing a layer of organic materials between two metal electrodes by spin coating or vacuum evaporation. A classic three-layer organic electroluminescent device includes a hole transport layer, emissive layer and electron transport layer. The holes generated by the anode are combined with the electrons generated by the cathode through the hole transport layer to form excitons in the light emitting layer through the hole transport layer, and then emit light. Organic electroluminescent devices can be adjusted to emit various required lights by changing the material of ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D491/048C07D491/147C07D495/04C07D495/14C09K11/06H01L51/54
CPCC09K11/06C07D491/048C07D491/147C07D495/04C07D495/14C09K2211/1088C09K2211/1092C09K2211/1029C09K2211/1007H10K85/657H10K85/6572Y02E10/549
Inventor 黄锦海苏建华
Owner SHANGHIA TAOE CHEM TECH CO LTD
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