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Organic semiconductor material containing naphthalene, anthracene and dibenzothiophene sulfone unit, preparation method and application thereof

A benzothiophene sulfone, organic semiconductor technology, applied in the field of organic semiconductor materials and their preparation, can solve the problems of low luminous efficiency, unstable devices, 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

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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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  • Organic semiconductor material containing naphthalene, anthracene and dibenzothiophene sulfone unit, preparation method and application thereof
  • Organic semiconductor material containing naphthalene, anthracene and dibenzothiophene sulfone unit, preparation method and application thereof
  • Organic semiconductor material containing naphthalene, anthracene and dibenzothiophene sulfone unit, preparation method and application thereof

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preparation example Construction

[0032] The embodiment of the present invention also provides a method for preparing the above-mentioned organic semiconductor material containing naphthalene, anthracene, and dibenzothiophene sulfone units. For the process flow of this method, please refer to figure 1 . The organic semiconductor material containing naphthalene, anthracene and dibenzothiophene sulfone units comprises the following steps:

[0033] S1: respectively provide compounds A and B represented by the following structural formulas, wherein R is a hydrogen atom, C 1 ~C 12 Alkyl or C 1 ~C 12 alkoxy,

[0034]

[0035] S2: In an oxygen-free environment and in the presence of organometallic catalysts and organic solvents, compounds A and B are subjected to a Suzuiki coupling reaction to obtain a naphthalene, anthracene, and dibenzothiophene sulfone represented by the general formula (I) The organic semiconductor material of unit; The Suzuiki coupling reaction formula of this step S2 can be expressed as...

Embodiment 1

[0048] The organic semiconductor material of the present embodiment naphthalene, anthracene, dibenzothiophene sulfone unit is the organic compound 2,7-two (10-(6-methoxy-naphthalene-2) containing naphthalene, anthracene, dibenzothiophene sulfone unit -base) anthracene-9-yl) dibenzothiophene sulfone (MODNAFSO) and preparation method thereof, its structural formula is as follows I 1 Shown:

[0049]

[0050] The preparation steps of above-mentioned polymer are as follows:

[0051] S11: respectively provide compounds A and B represented by the following structural formulas,

[0052]

[0053] Wherein, the specific preparation steps of compound A, namely 2,7-dibromodibenzothiophene sulfone are: dissolving 4 mmol of dibenzothiophene sulfone in 30 ml of concentrated H 2 SO 4 8.2mmol NBS was added at room temperature, and the reaction was stirred. After 24 hours of reaction, the reaction liquid was poured into water, filtered with suction, washed with water and methanol, and t...

Embodiment 2

[0061] The organic semiconductor material of the present embodiment naphthalene, anthracene, dibenzothiophene sulfone unit is the organic compound 2,7-bis(10-(6-tert-butoxy-naphthalene- 2-yl) anthracene-9-yl) dibenzothiophene sulfone (t-BuODNAFSO) and preparation method thereof, its structural formula is as follows I 2 Shown:

[0062]

[0063] The preparation steps of above-mentioned polymer are as follows:

[0064] S21: Provide compounds A and B represented by the following structural formulas respectively,

[0065]

[0066] Wherein, the method for obtaining compound A, that is, 2,7-dibromodibenzothiophene sulfone is the same as step S11 of Example 1.

[0067] S22: Preparation of 2,7-di(10-(6-tert-butoxy-naphthalene-2-yl)anthracen-9-yl)dibenzothiophene sulfone (t-BuODNAFSO), whose chemical reaction formula is as follows:

[0068]

[0069] The specific preparation process is: the above-mentioned compound A (2,7-dibromodibenzothiophene sulfone) 3mmol, compound B (10...

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Abstract

The invention discloses an organic semiconductor material containing naphthalene, anthracene and a dibenzothiophene sulfone unit, and a preparation method thereof. A molecular structure general formula of the material is represented by a formula (I), wherein R is C1-C12 alkyl or C1-C12 alkoxy. According to the organic semiconductor material of the present invention, interactions and influence of naphthyl, anthryl and the dibenzothiophene sulfone unit are adopted, such that the material has excellent thermal stability, excellent hole transportation property and excellent dissolution property. According to the preparation method for the organic semiconductor material, the material can be prepared only by controlling reaction conditions and amounts of reactants, a process is simple and easy to operate and control, production cost is reduced, product yield is high, and the method is suitable for industrial production.

Description

technical field [0001] The invention belongs to the technical field of photoelectric materials, and in particular relates to an organic semiconductor material containing naphthalene, anthracene and dibenzothiophene sulfone units, 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 illumination have attracted more and more attention. OLED technology has attracted the attention of scientists around the world, and related companies and laboratories are conducting research and development of this technology. As a new type of LED technology, organic electroluminescent devices with the characteristics of active light emission, lightness, thinness, good contrast, low energy consumption, and flexible devices can put forward higher requirements for materials. [0003] In 1987, Tang ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D333/76C09K11/06H01L51/00H01L51/54H01L51/46H01L51/30G02F1/361H10K99/00
CPCY02E10/549
Inventor 周明杰王平梁禄生张娟娟
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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