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A 9-naphthalene anthracene derivative monomolecular white light material and its preparation and application

A technology of derivatives and light-emitting materials, which is applied to 9-naphthalene anthracene derivative single-molecule white light materials and the field of preparation and application thereof, can solve the problems of complex preparation of single-molecule white light materials and unstable light color, and achieve stable white light emission, Low cost, cost reduction effect

Active Publication Date: 2020-07-14
HUAZHONG UNIV OF SCI & TECH +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] In view of the above defects or improvement needs of the prior art, the purpose of the present invention is to provide a 9-naphththracene derivative monomolecular white light material and its preparation and application, wherein the key chemical structure of the 9-naphthalene anthracene derivative, And the preparation process (including the parameters used in each step in the preparation process, and reaction conditions, etc.) was improved, and a new type of 9-naphthalene anthracene derivative single-molecule white light material with an intermolecular charge transfer state combined with an excimer was obtained. , and the 9-naphthalene anthracene derivative can be synthesized by a simple synthesis method, and can be used as an electroluminescent material, thereby solving the technical problems of the existing single-molecule white light materials such as complex preparation and unstable light color

Method used

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  • A 9-naphthalene anthracene derivative monomolecular white light material and its preparation and application
  • A 9-naphthalene anthracene derivative monomolecular white light material and its preparation and application
  • A 9-naphthalene anthracene derivative monomolecular white light material and its preparation and application

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preparation example Construction

[0042] The chemical reaction principles based on the preparation methods of these compounds can be summarized into three types:

[0043] The first:

[0044]

[0045] The second type:

[0046]

[0047] The third type:

[0048]

Embodiment 1

[0051] The structural formula of the 9-naphthalene anthracene derivative in this example is shown in formula 4, that is, 6,12-bis[10-(1-naphthyl)-9-anthracene)]-chrysene.

[0052]

[0053] The main chemical reactions that its preparation method takes place are as follows:

[0054]

[0055] Specifically: under nitrogen protection, 9-(1-naphthalene) anthracene-10-boronic acid (13mmol, 4.5g), 6,12-dibromochrome (5.4mmol, 2.1g), tetrakistriphenylphosphine palladium ( 0.3mmol, 0.4g), toluene (200mL), ethanol (100ml) and potassium carbonate aqueous solution (100mL, 2M) were put into a 500ml three-necked round bottom flask and stirred, and the mixture was heated to 90°C for 12 hours under the protection of nitrogen flow. After the reaction was completed, it was naturally cooled to room temperature, and suspended solids were precipitated. The precipitates were filtered out, washed with water, ethanol, and acetone respectively, placed in a vacuum drying oven for drying, and subli...

Embodiment 2

[0059] The structural formula of the 9-naphthalene anthracene derivative in this example is shown in formula 5, that is, 6,12-bis[10-(2-naphthyl)-9-anthracene)]-chrysene.

[0060]

[0061] Its preparation method is as follows: 9-(2-naphthalene) anthracene-10-boronic acid (13mmol, 4.5g), 6,12-dibromochrome (5.4mmol, 2.1g), tetrakis(triphenyl Phosphine) palladium (0.3mmol, 0.4g), toluene (200mL), ethanol (100ml) and potassium carbonate (100mL, 2M) were dropped into a 500ml three-necked round-bottomed flask and stirred, and the mixture was heated to 90°C under the protection of a nitrogen stream to react 12 Hour. After the reaction was completed, it was naturally cooled to room temperature, and suspended solids were precipitated. The precipitates were filtered out, washed with water, ethanol, and acetone respectively, placed in a vacuum drying oven for drying, and sublimated with a high-vacuum sublimator to obtain 3.9 g of a light yellow powder. The yield was : 87%.

[0062]...

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Abstract

The invention discloses a 9-naphthalene anthracene derivative. The 9-naphthalene anthracene derivative is centered on a bisanthracene group, and utilizes the effect of the naphthalene group on molecular arrangement, so that the molecule presents an anthracene group in a single molecular state. The classic blue light emission of the group, the green light emission of the intermolecular charge transfer state formed when the molecules are stacked, and the yellow light emission of the excimer associations, the three combined effects make this kind of compound a single-molecule white light material. In the present invention, by improving the key chemical structure and preparation process of the 9-naphthalene anthracene derivative, a new single-molecule white light material of the 9-naphthalene anthracene derivative in which an intermolecular charge transfer state is combined with an excimer association is obtained, Moreover, the 9-naphthalene anthracene derivative can be synthesized by a simple synthesis method, and can be used as an electroluminescence material, thereby solving technical problems such as complex preparation of existing single-molecule white light materials, unstable light color, and the like.

Description

technical field [0001] The invention belongs to the technical field of preparation and application of organic photoelectric materials, and more specifically relates to a single-molecule white light material of 9-naphthalene anthracene derivative and its preparation and application. The 9-naphthalene anthracene derivative is a kind of The monomolecular white light material combined with the excimer can be used as an organic light-emitting material. Background technique [0002] Since Kodak first reported Organic Light Emitting Diode (OLED) in 1987 (Pope M., Kallmann.H.P., Magnante.P., Electroluminescence in Organic Crystals. The Journal of Chemical Physics 1963,38(8): 2042-2043), by continuously synthesizing new materials and optimizing device structures, the research of OLEDs has made major breakthroughs, showing attractive industrialization prospects in the next generation of flat-panel displays and lighting sources. Subsequently, in 1990, the University of Cambridge in th...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C15/38C07C1/32C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07C1/321C07C15/38C09K2211/1011H10K85/622H10K85/615H10K85/626H10K50/11Y02B20/00
Inventor 王磊向松坡
Owner HUAZHONG UNIV OF SCI & TECH
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