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Organic semiconductor materials, their preparation methods and applications

A technology of organic semiconductors and organic palladium, which is applied in semiconductor/solid-state device manufacturing, semiconductor devices, organic chemistry, etc., can solve the problems of blue light-emitting materials such as poor luminous efficiency and stable carrier transport performance, and achieve excellent solubility , Improve the stability of performance, improve the effect of electron transfer rate

Active Publication Date: 2015-08-12
OCEANS KING LIGHTING SCI&TECH CO LTD +1
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] In view of this, an embodiment of the present invention provides an organic semiconductor material to solve the technical problems of poor luminous efficiency, stability, and carrier transport performance of blue light-emitting materials in the prior art; and the preparation method and application of the organic semiconductor material

Method used

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  • Organic semiconductor materials, their preparation methods and applications
  • Organic semiconductor materials, their preparation methods and applications
  • Organic semiconductor materials, their preparation methods and applications

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preparation example Construction

[0028] The embodiment of the present invention further provides the method for preparing the above-mentioned organic semiconductor material, including the following steps:

[0029] Step S01, respectively providing boric acid of structural formula I or boric acid ester of structural formula II, and tripolyindene monomer of structural formula III;

[0030] Structural formula I is: Structural formula II is: Structural formula III is:

[0031] Step S02, in an inert atmosphere, dissolve the triindene monomer of the structural formula III and the boric acid of the structural formula I or the boric acid ester of the structural formula II in an organic solvent at a molar ratio of 1:3-4.5, and perform a Suzuki reaction to obtain an organic Semiconductor material precursor, structural formula (IV) is as follows:

[0032]

[0033] Step S03, in an inert atmosphere, at a temperature of -78 to 180°C, dissolve the organic semiconductor material precursor in an organic solvent, and ...

Embodiment 1

[0074] Example of the present invention 2-(5-(10-cyano-anthracene-9-yl)benzothiadiazol-2-yl)-7,12-bis(anthracene-9-yl)benzothiadiazole- 2-yl)-5,5',10,10',15,15'-hexaethyltriindene (CNAB-ET) has the following structural formula:

[0075]

[0076] Example of the present invention 2-(5-(10-cyano-anthracene-9-yl)benzothiadiazol-2-yl)-7,12-bis(anthracene-9-yl)benzothiadiazole- 2-yl)-5,5',10,10',15,15'-hexaethyltripolyindene (CNAB-ET) preparation method, comprises the steps:

[0077] Step 1, prepare tripolyindene:

[0078] i. Add 10 mmol of 1-indanone to a mixed solution containing 8 mL of acetic acid and 4 mL of concentrated hydrochloric acid, heat to 100° C., and stir under reflux for 20 hours. After the reaction, the reaction solution was poured into a beaker filled with ice water, resulting in a large amount of solid precipitation. After the precipitate was washed with water, acetone and dichloromethane in sequence, a white solid powder, that is, trisindene, was obtained, ...

Embodiment 2

[0103] Examples of the present invention 2,7,12-tris(5-(10-cyano-anthracene-9-yl)benzothiadiazol-2-yl)-5,5',10,10',15,15 '-hexaethyltripolyindene (CN3AB-ET) has the following structural formula:

[0104]

[0105] Examples of the present invention 2,7,12-tris(5-(10-cyano-anthracene-9-yl)benzothiadiazol-2-yl)-5,5',10,10',15,15 '-hexaethyl tripolyindene (CN3AB-ET) preparation method, comprises the steps:

[0106] Step 1 is with reference to step 1 in embodiment 1; Wherein, step Ⅲ is:

[0107] Preparation of 2,7,12-tribromo-5,5′,10,10′,15,15′-hexaethyltripolyindene:

[0108] Dissolve 5mmol of 5,5′,10,10′,15,15′-hexaethyltripolyindene in 25mL of dichloromethane, and at the same time dissolve 1mL of liquid bromine in 10mL of dichloromethane, at 0°C Add the dichloromethane solution containing liquid bromine to the dichloromethane solution containing 5,5′,10,10′,15,15′-hexaethyltripolyindene, adjust the system temperature to room temperature, avoid Light reaction for 12 hours. ...

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Abstract

The invention belongs to the technical field of photoelectric materials and provides an organic semiconductor material, a preparation method and application thereof. The organic semiconductor material has the structural formula as follow. In the organic semiconductor material, trimerization indene is the core and anthracene and benzothiadiazole units are introduced simultaneously. The organic semiconductor material realizes stable light emitting, has excellent resolvability, charge carrier transfer performance and charge balance, and can realize remarkable improvement of electroluminescent efficiency of organic semiconductor material. And the preparation method for the organic semiconductor material is simple to operate, low in cost and applicable to industrialized application.

Description

technical field [0001] The invention belongs to the technical field of photoelectric materials, and in particular relates to an organic semiconductor material, its preparation method and application. Background technique [0002] In 1987, Tang and VanSlyke of Eastman Kodak Company in the United States reported a breakthrough in the research of organic electroluminescence. To achieve full-color display and lighting applications, blue light is essential among the three primary colors. Since blue light has the highest energy, as long as there are better materials, green light and red light can be obtained through various methods. Therefore, improving the luminescence performance of blue light is of great significance for the realization of organic electroluminescent full-color display and solid-state luminescent lighting. However, due to the high energy, wide energy gap, luminous efficiency, stability and carrier transport performance of blue light, it is not very good. There...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D285/14H01L51/50H01L51/54H01L51/46H01L51/30
CPCY02E10/549
Inventor 周明杰
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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