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Naphthyl anthracene-substituted dibenzothiophene sulphone organic semiconductor material and preparation method and application thereof

A benzothiophene sulfone and organic semiconductor technology, which is applied in the field of naphthyl anthracene substituted dibenzothiophene sulfone organic semiconductor materials and their preparation fields, can solve the problems of low luminous efficiency, weak luminous intensity, poor carrier transport performance and the like

Inactive Publication Date: 2012-12-05
OCEANS KING LIGHTING SCI&TECH CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the carrier transport performance of the existing blue light emitting materials is poor, resulting in low luminous efficiency and weak luminous intensity of the existing blue light emitting materials
[0004] Anthracene single crystal is the earliest used blue organic electroluminescent material, but the device is unstable due to its easy crystallization

Method used

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  • Naphthyl anthracene-substituted dibenzothiophene sulphone organic semiconductor material and preparation method and application thereof
  • Naphthyl anthracene-substituted dibenzothiophene sulphone organic semiconductor material and preparation method and application thereof
  • Naphthyl anthracene-substituted dibenzothiophene sulphone organic semiconductor material and preparation method and application thereof

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preparation example Construction

[0031] The embodiment of the present invention also provides a preparation method of the above-mentioned naphthylanthracene-substituted dibenzothiophene sulfone organic semiconductor material. For the process flow of the method, please refer to figure 1 . The preparation method of the naphthylanthracene-substituted dibenzothiophene sulfone organic semiconductor material includes the following steps:

[0032] S1: Provide compound A and compound B represented by the following structural formulas respectively, where R is C 1 ~C 6 The alkyl group,

[0033]

[0034] S2: Suzuiki coupling reaction of compound A and compound B in the presence of an organometallic catalyst and an organic solvent in an oxygen-free environment to obtain the naphthylanthracene-substituted dibenzothiophene represented by the following general structural formula (I) Sulfone organic semiconductor material; the Suzuiki coupling reaction formula of step S2 can be expressed as follows:

[0035]

[0036] Specifically,...

Embodiment 1

[0047] In this embodiment, the naphthylanthracene-substituted dibenzothiophene sulfone organic semiconductor material is the naphthylanthracene-substituted dibenzothiophene sulfone organic compound 2,7-bis(1-methyl-10-(naphth-2-yl)anthracene -9-yl) dibenzothiophene sulfone (DNMAFSO) and its preparation method, its structural formula is as follows I 1 Shown:

[0048]

[0049] The preparation steps of the above polymer are as follows:

[0050] S11: Provide compounds A and B represented by the following structural formulas respectively,

[0051]

[0052] Among them, the specific preparation steps of compound A, 2,7-dibromodibenzothiophene sulfone are: dissolving 4mmol of dibenzothiophene sulfone in 30ml of concentrated H 2 SO 4 Add 8.2mmol NBS at room temperature, stir the reaction, wait for 24h, then pour the reaction solution into water, filter with suction, wash with water and methanol, collect the solid, and then recrystallize the solid from chlorobenzene to obtain a colorless Need...

Embodiment 2

[0060] In this embodiment, the naphthylanthracene-substituted dibenzothiophene sulfone organic semiconductor material is the naphthylanthracene-substituted dibenzothiophene sulfone organic compound 2,7-bis(1-ethyl-10-(naphth-2-yl)anthracene -9-yl) dibenzothiophene sulfone (DNEtAFSO) and its preparation method, its structural formula is as follows I 2 Shown:

[0061]

[0062] The preparation steps of the above polymer are as follows:

[0063] S21: Provide compounds A and B represented by the following structural formulas respectively,

[0064]

[0065] Wherein, the method for obtaining compound A, namely 2,7-dibromodibenzothiophene sulfone, is the same as step S11 in Example 1.

[0066] S22: Preparation of 2,7-bis(1-ethyl-10-(naphthalen-2-yl)anthracene-9-yl)dibenzothiophene sulfone (DNEtAFSO), the chemical reaction formula is as follows:

[0067]

[0068] The specific preparation process is as follows: the above compound A (2,7-dibromodibenzothiophene sulfone) 3mmol, compound B (1-ethyl...

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Abstract

The invention discloses a naphthyl anthracene-substituted dibenzothiophene sulphone organic semiconductor material and a preparation method and application thereof. A general formula (I) of a molecular structure is shown in the specification, wherein in the general formula (I), R is alkyl having 1 to 6 carbon atoms. The naphthyl anthracene-substituted dibenzothiophene sulphone organic semiconductor material has high heat stability and cavity transmission performance under the mutual action and influence of a naphthyl anthracene unit and a dibenzothiophene sulphone unit. According to the preparation method, the naphthyl anthracene-substituted dibenzothiophene sulphone organic semiconductor material can be obtained only by controlling reaction condition and controlling the quantity of reactants, so that a process is simple and easy to operate and control and is suitable for industrial production, the production cost is reduced, and the yield of the product is high.

Description

Technical field [0001] The invention belongs to the technical field of optoelectronic materials, and specifically relates to a naphthylanthracene-substituted dibenzothiophene sulfone organic semiconductor material and a preparation method and application thereof. Background technique [0002] With the development of the information age, organic electroluminescent flat panel displays (OLEDs) with high efficiency, energy saving and light weight and large-area white light lighting have attracted more and more attention. OLED technology has attracted attention from scientists around the world, and related companies and laboratories are conducting research and development on this technology. As a new type of LED technology, organic electroluminescent devices that have the characteristics of active light emission, lightness, thinness, good contrast, low energy consumption, and flexible devices have put forward higher requirements on materials. [0003] In 1987, Tang and Van Slyke of Eas...

Claims

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Application Information

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IPC IPC(8): C07D333/76H01L51/05H01L51/42H01L51/50
CPCY02E10/549Y02P70/50
Inventor 周明杰王平梁禄生张娟娟
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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