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A kind of tetracene organic semiconductor material and preparation method thereof

An organic semiconductor and naphthacene technology, which is applied in ether preparation, organic chemistry, organic substitution, etc., can solve the problems of complex preparation process, single type of material, and high cost, and achieve the effect of simple preparation and improved mobility

Active Publication Date: 2019-11-26
PEKING UNIV SHENZHEN GRADUATE SCHOOL
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although inorganic semiconductor materials have shown many advantages in the development of science and technology, there are still limitations in inorganic semiconductor materials, such as relatively single types of materials, complex preparation processes, and relatively high costs. development of

Method used

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  • A kind of tetracene organic semiconductor material and preparation method thereof
  • A kind of tetracene organic semiconductor material and preparation method thereof
  • A kind of tetracene organic semiconductor material and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] S1. Add bromobenzene (2.54g, 16.2mmol) and magnesium powder (0.49g, 20.0mmol) into 250ml of anhydrous tetrahydrofuran solvent at room temperature, and stir at room temperature. After stirring evenly, heat to initiate the reaction, and heat to reflux for 12h. After the reaction, the solution was cooled to room temperature to obtain phenylmagnesium bromide, which was transferred to a constant pressure dropping funnel.

[0041] S2, 2-bromotetracene (1.25g, 4.05mmol) and NiCl 2 (dppp) (2.20g, 4.05×10 -2 mmol) was added to a three-necked flask equipped with 50 mL of anhydrous tetrahydrofuran under the protection of nitrogen, stirred evenly, and began to slowly add the anhydrous tetrahydrofuran solution of phenylmagnesium bromide dropwise, and the system was heated to reflux, and after 12 hours of reaction, the reaction system was reduced to to room temperature and extracted with water. Filtration and the resulting solid was purified by sublimation. The reaction principle is...

Embodiment 2

[0043] First, silicon wafers were ultrasonically cleaned in acetone, deionized water and isopropanol for 30 minutes respectively, and after 15 minutes of ultraviolet irradiation, an octaalkyltrichlorosilane solution with a concentration of 0.1M was prepared with anhydrous toluene as a solvent. After the silicon wafer was heated in the solution at 60° C. for 20 minutes, the surface of the silicon wafer was washed with toluene and dried with a nitrogen gun. A semiconductor with a thickness of about 30nm and a gold electrode with a thickness of about 50nm are respectively evaporated on a silicon wafer to prepare an organic field effect transistor.

Embodiment 3

[0045] The device characterization results of 2-phenyltetracene are as follows:

[0046] With the gold electrode as the source and drain, the transfer curve and output curve of the device were measured with a probe station, and the results of the transfer curve and output curve were as follows: image 3 and Figure 4 shown. The measured mobility data are shown in the table below:

[0047]

[0048]

[0049] To sum up, the method of the present invention is simple to prepare, and obtains a series of tetracene derivatives, thereby obtaining different types of organic semiconductor materials with tetracene as the mother nucleus. The invention modifies the tetracene material, improves the mobility of the tetracene material, and provides a basis for the application of the tetracene material.

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Abstract

The invention discloses a tetracene organic semiconductor material and a preparation method thereof. The structural formula of the tetracene organic semiconductor material is shown in the description; and in the formula, R is one of a C1-C40 linear or branched alkyl group, a C2-C40 alkenyl group, a C2-C40 alkynyl group, a C1-C40 halogen-substituted linear or branched alkyl group, a C2-C40 halogen-substituted alkenyl group, a C2-C40 halogen-substituted alkynyl group, an o- or m- or p-substituted 2-phenyl C1-C40 linear or branched chain substituted alkyl group, a C2-C40 linear or branched alkenyl or alkynyl group, a C1-C40 linear or branched chain substituted alkoxy group, an o- or m- or p-substituted 2-phenyl C2-C40 linear or branched alkenyl or alkynyl group, and an o- or m- or p-fluorocyclohexyl group. The method is simple, and allows a series of tetracene derivatives to be obtained. A tetracene material is modified, the mobility is improved, and foundation is provided for the application of the tetracene material.

Description

technical field [0001] The invention relates to the field of organic chemistry, in particular to a naphthacene organic semiconductor material and a preparation method thereof. Background technique [0002] For traditional inorganic semiconductor materials, such as silicon, germanium, gallium nitride, gallium arsenide, etc., technology has quickly entered the information age, showing its talents in the high-speed information age. Although inorganic semiconductor materials have shown many advantages in the development of science and technology, there are still limitations in inorganic semiconductor materials, such as relatively single types of materials, complex preparation processes, and relatively high costs. development of. With these shortcomings, organic semiconductor materials came into being. Organic semiconductor material is a kind of material with semiconductor properties, which has a wide range of applications in organic field effect transistor (OTFT), organic elec...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C41/16C07C1/32C07C15/38C07C22/04C07C17/263C07C43/20C07C43/225C07C321/28C07C319/14C07D333/08C07D307/36C07D333/76C07D307/91C07D209/86C07C13/66C07B37/04
CPCC07C13/66C07C15/38C07C22/04C07C43/20C07C43/225C07C321/28C07D209/86C07D307/36C07D307/91C07D333/08C07D333/76
Inventor 孟鸿徐文俊
Owner PEKING UNIV SHENZHEN GRADUATE SCHOOL