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Novel heterocyclic compound and organic electronic element comprising novel heterocyclic compound

A technology of heterocyclic compounds and heterocyclic rings, which is applied in the field of new heterocyclic compounds and organic electronic components, can solve the problems that the development of stable and effective organic electronic components has not been fully developed, and achieve low driving voltage, high efficiency, and improved life characteristics Effect

Pending Publication Date: 2021-09-28
苏州深通新材料有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] In order to give full play to the excellent characteristics of the above-mentioned organic electronic components, the substances constituting the organic layer in the components should first be supported by stable and effective materials, such as hole injection substances, hole transport substances, luminescent substances, electron transport substances, electron injection substances, etc. substances, etc., but the development of stable and effective organic layer materials for organic electronic components has not yet been sufficiently developed, so it is necessary to continue to develop new materials

Method used

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  • Novel heterocyclic compound and organic electronic element comprising novel heterocyclic compound
  • Novel heterocyclic compound and organic electronic element comprising novel heterocyclic compound
  • Novel heterocyclic compound and organic electronic element comprising novel heterocyclic compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0244][Example 1] Preparation of Compounds Com1-1 to Com-1-30

[0245]

[0246]

[0247] Preparation of Compound P-11

[0248] Add 10 g (40.15 mmol) of 4,4,5,5-tetramethyl-2-(2-nitrophenyl)-1,3 to toluene / ethanol / water (4:1:1, 200 mL), After 2-dioxaborane, 14.5g (48.18mmol) of 4-bromo-1-fluoro-2-iodobenzene, and 11.10g (80.30mmol) of potassium carbonate, stir for 10 minutes under a nitrogen atmosphere at 30°C . Afterwards, 4.64 g (4.02 mmol) of tetrakis(triphenylphosphine) palladium (Pd(PPh 3 ) 4 ), at 120°C, heated and allowed to reflux. After the reaction was completed, it was filtered using diatomaceous earth (celite) and florisil, and washed with MC (dichloromethane). Column chromatography purification was performed using MC and Hex to obtain 10.2 g (86%) of the target compound P-11.

[0249] Preparation of Compound P-10

[0250] After dissolving 10 g (33.77 mmol) of P-11 in 170 mL of 1,2-dichlorobenzene, 10.63 g (40.53 mmol) of triphenylphosphine was added...

Embodiment 2

[0281] [Example 2] Preparation of Compounds 2-1 to 2-23 (Com 2-1 to Com 2-23)

[0282]

[0283] Preparation of Compound P-10

[0284] Add 10 g (35.83 mmol) 2-(4-methoxy-2-nitrophenyl)-4,4,5,5-tetramethyl to toluene / ethanol / water (4:1:1, 180 mL) -1,3,2-dioxaborane, 14.5g (43.00mmol) 4-bromo-1-fluoro-2-iodobenzene, 9.90g (71.66mmol) potassium carbonate, under nitrogen atmosphere and 30°C, Stir for 10 minutes. Afterwards, 4.14 g (3.58 mmol) of tetrakis(triphenylphosphine) palladium (Pd(PPh 3 ) 4 ), making it reflux at 120°C. After the reaction was completed, it was filtered using diatomaceous earth (celite) and florisil, and washed with MC. Column chromatography purification was performed using MC and Hex to obtain 10.3 g (88%) of the target compound P-10.

[0285] Preparation of compound P-9

[0286] After dissolving 10g (30.66mmol) of P-10 in 150mL of 1,2-dichlorobenzene, 9.65g (36.80mmol) of triphenylphosphine was added, and refluxed and stirred at 180°C. After ...

Embodiment 3

[0312] [Example 3] Preparation of Compounds 3-1 to 3-20 (Com 3-1 to Com 3-20)

[0313]

[0314]

[0315] Preparation of Compound P-10

[0316] Add 10 g (40.15 mmol) of 4,4,5,5-tetramethyl-2-(2-nitrophenyl)-1,3,2 to toluene / ethanol / water (4:1:1, 200 mL) - After dioxaborane, 14.5g (48.18mmol) of 4-bromo-1-fluoro-2-iodobenzene, and 11.10g (80.30mmol) of potassium carbonate, it was stirred for 10 minutes at 30°C in a nitrogen atmosphere. After that, add 4.64g (4.02mmol) tetrakis (triphenylphosphine) palladium (Pd (PPh 3 ) 4 ), making it reflux at 120°C. After the reaction was completed, it was filtered using diatomaceous earth (celite) and florisil, and washed with MC. Column chromatography purification was performed using MC and Hex to obtain 10.2 g (86%) of the target compound P-10.

[0317] Preparation of compound P-9

[0318] After dissolving 10g (33.77mmol) of P-10 in 170mL of 1,2-dichlorobenzene, 10.63g (40.53mmol) of triphenylphosphine was added, and refluxe...

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Abstract

The present invention relates to a novel heterocyclic compound and an organic electronic element comprising the novel heterocyclic compound, the heterocyclic compound of the present invention is a polycyclic compound in which three cyclic compounds having different structures are fused to a central skeleton of benzene and a specific substituent, and the heterocyclic compound is represented by chemical formula 1 below. The compound can be used for the organic layer material of organic light-emitting elements. [Chemical Formula 1].

Description

technical field [0001] The invention relates to a novel heterocyclic compound and an organic electronic component comprising the compound. Background technique [0002] In general, the organic light emitting phenomenon refers to a phenomenon in which electrical energy is converted into light energy using an organic substance. An organic electronic element utilizing the organic light emitting phenomenon generally has a structure including an anode and a cathode with an organic layer between the anode. Among them, the organic layer is mostly composed of a multilayer structure composed of different substances to improve the efficiency and stability of organic electronic components, and can be composed of, for example, a hole injection layer, a hole transport layer, a light emitting layer, an electron transport layer and an electron injection layer. layer composition. [0003] In organic electronic components, materials used as organic layers can be classified into light-emitt...

Claims

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Application Information

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IPC IPC(8): C07D491/048C09K11/06H01L51/05H01L51/30H01L51/42H01L51/46H01L51/50H01L51/54
CPCC07D491/048H10K85/622H10K85/615H10K85/624H10K85/631H10K85/636H10K85/633H10K85/657H10K85/6574H10K85/6572H10K50/15Y02E10/549
Inventor 阴盛镇金圣珉
Owner 苏州深通新材料有限公司
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