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Benzodithiophene derivative organic electroluminescent material and application thereof

A technology of benzodithiophene and derivatives, applied in the field of organic electroluminescent display technology, the field of organic electroluminescent device compounds and its preparation, can solve the problem of low hole mobility

Inactive Publication Date: 2014-03-26
KUNSHAN VISIONOX DISPLAY TECH +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0013] The problem solved by the present invention is to provide a new class of benzodithiophene derivatives, which can effectively solve the problem of low hole mobility

Method used

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  • Benzodithiophene derivative organic electroluminescent material and application thereof
  • Benzodithiophene derivative organic electroluminescent material and application thereof
  • Benzodithiophene derivative organic electroluminescent material and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0124] The synthesis of embodiment 1 compound 1

[0125] (1) The first step

[0126]

[0127] Under the protection of Ar gas, add 10g (molecular weight 190, 0.0526mol) of BDT1, 250ml of dry THF into a dry reactor, cool to -80°C, add dropwise 53ml of t-BuLi (concentration 2.4M, 0.127mol), naturally heated to -10°C with stirring, then cooled to -50°C again, added dropwise 35ml (molecular weight 326, specific gravity 1.20, 0.129mol) of tributyltin chloride, and stirred overnight. The next day, the reaction was terminated with 200ml of sodium bicarbonate (concentration 0.1M), the product was extracted with dichloromethane, and the product was separated by column chromatography (eluent: petroleum ether / triethylamine=95 / 5) to obtain 32 g of Colored oily product (76% yield).

[0128] (2) The second step

[0129]

[0130] 9.16g of ditin compound synthesized in the first step (molecular weight 768, 0.01192mol) and 7.1g of 5-(thiophen-2-yl)-2-bromothiophene (molecular weight 24...

Embodiment 2

[0132] The synthesis of embodiment 2 compound 2

[0133]

[0134] The synthesis procedure is the same as the second step in Example 1, except that one of the raw materials, 5-(thiophen-2-yl)-2-bromothiophene, is changed to 5-(2-naphthyl)-2-bromothiophene, The product was obtained as a yellow solid.

[0135] Product MS (m / e): 606, elemental analysis (C 38 h 22 S 4 ): theoretical value C: 75.21%, H: 3.65%, S: 21.14%; measured value C: 60.23%, H: 2.75%, S: 37.02%.

Embodiment 3

[0136] The synthesis of embodiment 3 compound 3

[0137] (1) The first step

[0138]

[0139] Under the protection of Ar gas, add 10.3g of 2-bromonaphthalene (molecular weight 206, 0.05mol), 200ml of anhydrous THF into a 500mL three-necked flask, cool to -78°C, add dropwise 25ml (concentration 2.4M, 0.06mol ) of BuLi was added in 30 minutes, and stirred at -78°C for 30 minutes.

[0140] At -78°C, 5.4 g of BDTDO (molecular weight 220, 0.0245 mol) solid was added thereto, and 20 ml of THF was added. After the addition was completed, the mixture was warmed up to room temperature with natural stirring, and then stirred at room temperature for 2 h. Add 200ml of water and stir. Extract with ethyl acetate, and evaporate the ethyl acetate to dryness. Add 150ml acetic acid, 18gKI, 18g sodium hypophosphite to the solid. Heating to reflux under stirring, the solution quickly turned brownish-red, then brownish-yellow and turbid. After stirring for 1 hr, let it cool, filter to obt...

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Abstract

The invention provides novel compounds, of which the structures are represented as Formula (I), Formula (II), Formula (III) and Formula (IV), wherein Ar1-Ar6 are selected from C1-C20 aliphatic alkyl groups, C4-C30 aromatic rings, C4-C30 aromatic heterocyclic rings, C4-C30 condensed heterocyclic ring aromatics, C4-C30 arylamino or triarylamino groups or C4-C30 aryloxy groups. The compounds are used as a hole injection material, hole transmission material or fluorescence body material in organic electroluminescent devices.

Description

technical field [0001] The invention relates to a novel organic material, in particular to a compound used for organic electroluminescent devices, a preparation method thereof and the application of the compound in the technical field of organic electroluminescent display. Background technique [0002] The hole injection materials and transport materials that have been used in organic electroluminescent devices are generally triarylamine derivatives (for example, Idemitsu patent: publication number CN1152607C, publication date 2004, June, 2), and its general structural characteristics are, as As a hole injection material, in one molecule, there are at least three triarylamine structural units, and two Ns are separated by a benzene ring, see structural formula 1; as a hole transport material, in one molecule, the triarylamine structure There are generally two units, and the two Ns are separated by biphenyl. A typical example is NPB, whose structure is shown in Structural Form...

Claims

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Application Information

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IPC IPC(8): C07D495/04C09K11/06H01L51/54
CPCC09K11/06C07D495/04C09K2211/1092H10K85/633H10K85/655H10K85/615H10K85/631H10K85/654H10K85/6576H10K85/6574H10K85/6572
Inventor 邱勇李银奎段炼任雪艳
Owner KUNSHAN VISIONOX DISPLAY TECH
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