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Naphthodithiophene derivative organic electroluminescent material and application thereof

A technology of dithiophene and derivatives, applied in the field of new organic materials, can solve the problem of low hole mobility

Active 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 naphthodithiophene derivatives, which can effectively solve the problem of low hole mobility

Method used

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

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0119] The synthesis of embodiment 1 compound 1

[0120] (1) The first step

[0121]

[0122] Under the protection of Ar gas, add 12.6g (molecular weight: 240, 0.0526mol) naphtho[2,3-b:6,7-b']dithiophene, 250ml dry THF into a dry reactor, cool to -80 ℃, add dropwise 53ml of t-BuLi (concentration 2.4M, 0.127mol) under stirring, naturally raise the temperature to -10°C under stirring, then cool down to -50°C again, add dropwise 35ml (molecular weight 326, specific gravity 1.20, 0.129 mol) of tributyltin chloride, 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 31g of dichloromethane. Yellow solid product, yield 71%, molecular weight 818.

[0123] (2) The second step

[0124]

[0125] 9.8g of ditin compound synthesized in the first step (molecular ...

Embodiment 2

[0127] The synthesis of embodiment 2 compound 2

[0128]

[0129] 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.

[0130] Product MS (m / e): 656, elemental analysis (C 42 h 24 S 4 ): theoretical value C: 76.79%, H: 3.68%, S: 19.53%; measured value C: 76.82%, H: 3.73%, S: 19.45%.

Embodiment 3

[0131] The synthesis of embodiment 3 compound 3

[0132]

[0133] 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 4-(benzothiophen-2-yl)bromobenzene, The product was obtained as a pale yellow solid.

[0134] Product MS (m / e): 656, elemental analysis (C 42 h 24 S 4 ): theoretical value C: 76.79%, H: 3.68%, S: 19.53%; measured value C: 76.72%, H: 3.65%, S: 19.63%.

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PUM

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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 No. CN1152607C, Publication Date 2004, June, 2). Hole injection material, in one molecule, its triarylamine structural unit has at least three or more, and two Ns are separated by a naphthalene ring, see structural formula 1; as a hole transport material, in one molecule, its triarylamine structural unit Generally, there are two, and the two Ns are separated by binaphthyl. A typical example is NPB, whose structure is shown in Structural Formula 2. [0003] [0004] Structural formula...

Claims

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Application Information

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IPC IPC(8): C07D495/04C07D519/00C09K11/06H01L51/54
CPCC07D495/04C07D519/00H10K85/622H10K85/633H10K85/655H10K85/615H10K85/631H10K85/654H10K85/6576H10K85/6574H10K85/6572
Inventor 邱勇李银奎段炼任雪艳
Owner KUNSHAN VISIONOX DISPLAY TECH
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