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Carbazole derivative, material for organic electroluminescent element using same, and organic electroluminescent element and electronic device using same

A carbazole derivative and luminescent technology, applied in luminescent materials, electrical components, organic chemistry, etc.

Active Publication Date: 2019-11-19
IDEMITSU KOSAN CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] In addition, for organic EL elements, various light-emitting materials can be obtained by using various light-emitting materials in the light-emitting layer, so practical research in displays and the like is active.

Method used

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  • Carbazole derivative, material for organic electroluminescent element using same, and organic electroluminescent element and electronic device using same
  • Carbazole derivative, material for organic electroluminescent element using same, and organic electroluminescent element and electronic device using same
  • Carbazole derivative, material for organic electroluminescent element using same, and organic electroluminescent element and electronic device using same

Examples

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Embodiment

[0402] Hereinafter, the present invention will be described more concretely using examples. But the present invention is not limited by them in any way.

Synthetic example (1-1)

[0403] Synthesis Example (1-1) [Synthesis of Intermediate 1]

[0404] [Chemical 60]

[0405]

[0406] Under argon flow, put 83 mL of concentrated sulfuric acid into the reaction vessel, cool it in an ice bath, add 30 g of fuming nitric acid, 17.0 g (88 mmol) of 1-bromo-3,4-difluorobenzene, and raise the temperature to 20 ° C. Stir for 2 hours.

[0407] Put the reaction solution into ice water, add dichloromethane for extraction, separate the organic layer, wash the organic layer with aqueous sodium bicarbonate solution and saturated brine, dry with sodium sulfate, and distill under reduced pressure to remove the organic solvent to obtain intermediate 1 (20.3 g, 85 mmol (97% yield)). It was identified as Intermediate 1 by FD-MS (field desorption mass spectrometry) analysis.

Synthetic example (1-2)

[0408] Synthesis Example (1-2) [Synthesis of Intermediate 2]

[0409] [Chemical 61]

[0410]

[0411] Under argon gas flow, intermediate 1 (11.9g, 50mmol), phenylboronic acid (7.9g, 65mmol), tetrakis(triphenylphosphine)palladium (1.73g, 1.5mmol), and toluene 170mL were sequentially added to the reaction vessel , ethanol 30mL, 2M sodium carbonate aqueous solution (50mL), heated to reflux for 8 hours.

[0412] After cooling the reaction solution to room temperature, the organic layer was separated, and the organic solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel chromatography to obtain Intermediate 2 (11.6 g, 49 mmol (98% yield)). It was identified as Intermediate 2 by FD-MS analysis.

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Abstract

The present invention provides a carbazole derivative, a material for an organic electroluminescent element using the carbazole derivative, and an organic electroluminescent element and an electronic device using the carbazole derivative. The carbazole derivative is represented by the following formula (1 ) means that at any of the 2, 3, and 4 positions of the carbazole derivative represented by the following formula (1), two or more specific structural groups represented by carbazole are bonded, and the carbazole Derivatives are new materials useful as materials for organic electroluminescence elements. (In formula (1), B 1 ~B 3 At least two of them are represented by the following formula (2), A, X 1 ~X 4 , L, n, Y, and R 1 ~R 8 As stated in claim 1. )

Description

technical field [0001] The present invention relates to a carbazole derivative, a material for an organic electroluminescent device using the carbazole derivative, and an organic electroluminescent device and an electronic device using the same. Background technique [0002] Generally, an organic electroluminescent (EL) element is composed of an anode, a cathode, and one or more organic thin film layers sandwiched between the anode and the cathode. When a voltage is applied between the two electrodes, electrons are injected from the cathode side into the light-emitting region, holes are injected into the light-emitting region from the anode side, and the injected electrons and holes recombine in the light-emitting region to become an excited state. When the excited state returns to the ground state emit light. [0003] In addition, in an organic EL element, various luminous colors can be obtained by using various luminescent materials in the luminescent layer, and therefore...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D209/86C07D403/14C09K11/06H01L51/50
CPCC07D403/14C09K11/06C07D209/88C09K2211/185C07D209/86H10K85/622H10K85/631H10K85/654H10K85/6572H10K85/342H10K50/11H10K2101/10C09K11/025C09K2211/1029C09K2211/1007H10K50/15H10K50/156
Inventor 水木由美子伊藤裕胜羽毛田匡羽山友治西村和树河村昌宏柴田充
Owner IDEMITSU KOSAN CO LTD
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