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

A technology of benzothiophene sulfone and organic semiconductors, which is applied in the field of organic semiconductor materials and their preparation, and can solve problems such as poor carrier transport performance, low luminous efficiency, and weak luminous intensity

Inactive Publication Date: 2014-05-07
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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  • Organic semiconductor material containing naphthalene, anthracene, dibenzothiophene sulfone units and preparation method and application thereof
  • Organic semiconductor material containing naphthalene, anthracene, dibenzothiophene sulfone units and preparation method and application thereof
  • Organic semiconductor material containing naphthalene, anthracene, dibenzothiophene sulfone units and 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 compound A and compound B represented by the following structural formula, wherein, R is F, cyano, aldehyde or nitro,

[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) unit of organic semiconducting material,

[0036]

[0037] Specifically, in step S1 of the above-mentioned method for preparing organi...

Embodiment 1

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

[0049]

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

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

[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 the solid was collected, and then the solid was recrystallized ...

Embodiment 2

[0062] The organic semiconductor material of the present embodiment naphthalene, anthracene, dibenzothiophene sulfone unit is the organic compound 2,7-bis(10-(6-formyl-naphthalene-2- Base) anthracene-9-yl) dibenzothiophene sulfone (CHODNAFSO) and preparation method thereof, its structural formula is as follows I 2 Shown:

[0063]

[0064] The preparation steps of above-mentioned CHODNAFSO are as follows:

[0065] S21: respectively provide compound A and compound B represented by the following structural formula,

[0066]

[0067] Wherein, the method for obtaining compound A, that is, 2,7-dibromodibenzothiophene sulfone is the same as step S11 of Example 1;

[0068] S22: Preparation of 2,7-bis(10-(6-formyl-naphthalene-2-yl)anthracen-9-yl)dibenzothiophene sulfone (CHODNAFSO), whose chemical reaction formula is as follows:

[0069]

[0070] 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 dibenzothiophene sulfone units and a preparation method and an application thereof. The molecular structure general formula of the organic semiconductor material is shown as a formula (I) in the specifications, wherein R is F, cyan, formyl or nitro. Through the mutual actions and influences of naphthyl, anthryl and dibenzothiophene sulfone units, the organic semiconductor material containing naphthalene, anthracene and dibenzothiophene sulfone units has superior thermal stability, hole transport performance and dissolving performance. The organic semiconductor material containing naphthalene, anthracene and dibenzothiophene sulfone units can be prepared by controlling the reaction conditions and the using amount of a reactant in the preparation method, and the method has the advantages of simple process, easiness in operating and controlling, reduction in the production cost and suitability 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 Patents(China)
IPC IPC(8): C07D333/76H01L51/05H01L51/42H01L51/50G02F1/361
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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