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Tetraphenyl silicon containing organic semiconductor material and preparation method thereof and organic electroluminescent device

An organic semiconductor, tetraphenyl silicon technology, applied in the field of organic semiconductor materials, can solve the problems of high mobility, high thermal stability blue light material shortage, etc., and achieve the effects of easy production and promotion, easy control of production process, and simple process

Inactive Publication Date: 2013-06-26
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

At present, there are relatively few high-efficiency and stable electric devices, and blue light materials with high mobility and high thermal stability are still relatively lacking.

Method used

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  • Tetraphenyl silicon containing organic semiconductor material and preparation method thereof and organic electroluminescent device
  • Tetraphenyl silicon containing organic semiconductor material and preparation method thereof and organic electroluminescent device
  • Tetraphenyl silicon containing organic semiconductor material and preparation method thereof and organic electroluminescent device

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preparation example Construction

[0027] The preparation method of the above-mentioned tetraphenyl silicon-containing organic semiconductor material, the steps are as follows:

[0028] S1, provide the following compounds:

[0029] Compound I: Compound II: Compound III:

[0030] S2, in an inert gas atmosphere (including nitrogen or argon, etc.), the compound I and II are dissolved in an organic solvent containing the first catalyst and the second alkali solution in a molar ratio of 1:0.9 to 1:1, at 70 ~ Suzuki reaction was carried out under reflux at 120°C for 20-48 hours to obtain the structural formula: Compound IV (being NPASiBr) of; Wherein, NPASiBr comprises two kinds of isomers, such as, βNPASiBr and αNPASiBr; Reaction formula is as follows:

[0031] or

[0032] S3. In an inert gas atmosphere, dissolve the compound IV and compound III prepared in step S2 in the second organic solvent containing the second catalyst and the second alkali solution at a molar ratio of 1:1 to 1:1.3, and Carry ...

Embodiment 1

[0046] This embodiment discloses a tetraphenyl silicon-containing organic semiconductor material with the following structural formula, namely N-(4-(diphenyl(4-(pyridin-4-yl)phenyl)silicon)phenyl)-N-phenyl Naphthyl-2-amine (βNPASipPy)

[0047]

[0048] Preparation of N-(4-(diphenyl(4-(pyridin-4-yl)phenyl)silyl)phenyl)-N-phenylnaphthyl-2-amine (βNPASipPy):

[0049]

[0050] Step 1, the preparation of N-(4-((4-bromophenyl)diphenylsilyl)phenyl)-N-phenylnaphthyl-2-amine (βNPASiBr):

[0051] Add 4mmol of bis(4-bromophenyl)diphenylsilane, 4.0mmol of N-boric acid-N-phenylnaphthyl-2-amine, and 0.004mmol of tetrakis(triphenylphosphine)palladium into the reaction flask, and vacuumize , After circling nitrogen for 3 times, make the reaction system in anaerobic state, under the protection of nitrogen, add 60mL of tetrahydrofuran, 2mol / L Na 2 CO 3 Aqueous solution 40ml, the mixture was heated to 70 ° C reflux reaction for 48h.

[0052] After the reaction, the reaction solution wa...

Embodiment 2

[0061] This embodiment discloses a tetraphenyl silicon-containing organic semiconductor material with the following structural formula, namely N-(4-(diphenyl(4-(pyridin-3-yl)phenyl)silicon)phenyl)-N-phenyl Naphthyl-1-amine (αNPASi mPy)

[0062]

[0063] Preparation of N-(4-(diphenyl(4-(pyridin-3-yl)phenyl)silyl)phenyl)-N-phenylnaphthyl-1-amine (αNPASimPy:

[0064]

[0065] Step 1, the preparation of N-(4-((4-bromophenyl)diphenylsilyl)phenyl)-N-phenylnaphthyl-1-amine (αNPASiBr):

[0066] Add 4mmol of bis(4-bromophenyl)diphenylsilane, 3.6mmol of N-boronate-N-phenylnaphthyl-1-amine, and 0.004mmol of tetrakis(triphenylphosphine)palladium into the reaction flask, After evacuating and circulating nitrogen for 3 times, the reaction system was in an oxygen-free state. Under the protection of nitrogen, 60 mL of toluene and 2 mol / L K 2 CO 3 Aqueous solution 45ml, the mixture was heated to 120 ℃ reflux reaction for 20h.

[0067] After the reaction, the reaction solution was pou...

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Abstract

The invention belongs to organic semiconductor materials, and discloses a tetraphenyl silicon containing organic semiconductor material and a preparation method thereof and an organic electroluminescent device. The tetraphenyl silicon containing organic semiconductor material has the chemical structural formula as shown in the specification. According to the tetraphenyl silicon containing organic semiconductor material provided by the invention, performance of the tetraphenyl silicon containing organic semiconductor material is characterized by differential thermal analysis. The result shows that the material has excellent thermal stability, and meanwhile, the material has good solubility and film-forming property. Through a spectral test, the maximum light emitting wavelength of the material is in a blue light range with wider energy gap. In addition, the light emitting material has pyridine ring and phenyl naphthyl amine in the structure, so that the material has better carrier transport performance.

Description

technical field [0001] The invention relates to the field of organic semiconductor materials, in particular to an organic semiconductor material containing tetraphenylsilicon, a preparation method thereof and an organic electroluminescent device. 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 and VanSlyke of Eastman Kodak...

Claims

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Application Information

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IPC IPC(8): C07F7/10C07F7/20C09K11/06H01L51/54
Inventor 周明杰王平梁禄生张娟娟
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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