Organic light-emitting compound and preparation method and application thereof

A light-emitting compound, compound technology, applied in the direction of organic chemistry, chemical instruments and methods, light-emitting materials, etc., to achieve the effect of strong effect, strong electron donating ability, and improving solubility

Active Publication Date: 2020-09-25
JIANGHAN UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] The purpose of the present invention is to overcome the above-mentioned technical deficiencies, propose an organic light-emitting compound and its preparation method and application, and solve the technical problem in the prior art that ion fluorescence enhancement is limited to single ion enhanced luminous intensity

Method used

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  • Organic light-emitting compound and preparation method and application thereof
  • Organic light-emitting compound and preparation method and application thereof
  • Organic light-emitting compound and preparation method and application thereof

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preparation example Construction

[0038] The second aspect of the present invention provides a method for preparing an organic light-emitting compound, comprising the following steps:

[0039] S1: under nitrogen, using potassium tert-butoxide as a catalyst, dissolving p-toluenesulfonylmethyl isonitrile and diethyl fumarate in anhydrous tetrahydrofuran, and reacting at room temperature for 8h to 14h to obtain compound a; Wherein, the molar ratio of p-toluenesulfonylmethyl isonitrile, diethyl fumarate and potassium tert-butoxide is 1:(1-1.4):(2-2.4).

[0040] S2: The compound a is hydrolyzed in the presence of the first base, and then acidified to a pH less than 4 to obtain the compound b. Specifically, the hydrolysis process is to add compound a to a mixed solution pre-configured by the first base, ethanol and water, and reflux for 1h-3h. After adding ethanol, the solubility of compound a can be improved, which is convenient for improving the yield of compound b. In the pre-configured mixed solution of the fi...

Embodiment 1

[0052] This embodiment provides an organic light-emitting compound, the synthetic route is as follows:

[0053]

[0054] Specifically prepared by the following steps:

[0055] Add 100ml of anhydrous tetrahydrofuran (THF) in a three-neck round bottom flask, add potassium tert-butoxide (11.5g, 102.6mmol) under nitrogen atmosphere, and then add p-toluenesulfonylmethyl isocyanide (10.0g, 51.2mmol) dropwise ), diethyl fumarate (8.8g, 51.2mmol) and 50mlTHF are configured as a mixed solution, then stirred and reacted at room temperature for 12h, added saturated brine after the reaction was completed, and extracted the organic layer with 50ml of THF, dewatered After filtering and removing the solvent, it was dissolved in methanol; water was added to the methanol solution until a precipitate was formed, cooled, filtered to obtain a solid, and rinsed and dried with excess water to obtain milky white compound a (6.4g, yield 59%) .

[0056] Compound a (5.4g, 25.6mmol) was added to a ...

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Abstract

The invention discloses an organic light-emitting compound as well as a preparation method and application thereof. The organic light-emitting compound has a structural formula shown in the specification, wherein in the structural formula, R is C6-C12 alkyl. According to the preparation method, 2-alkylpyrrolo[3,4-c]pyrrole-1-3(2H, 5H)-diketone is taken as a main body, and chromophoric groups, indole, are respectively introduced into symmetrical positions on two sides of pyrrole, and thereby the organic light-emitting compound is finally obtained. The organic light-emitting compound has a light-emitting characteristic in an organic solvent, wherein the fluorescence intensity is further improved after anions are introduced into a system; the organic light-emitting compound can be applied tothe fields of light-emitting devices, laser dyes, fluorescence sensitivity, anti-counterfeiting technologies, fluorescence imaging, biomedical analysis and the like.

Description

technical field [0001] The invention relates to the technical field of preparation of organic luminescent materials, in particular to an organic luminescent compound and its preparation method and application. Background technique [0002] In the field of light emission, organic materials are various and widely used. Common organic small molecule light-emitting materials include carbazole, pyrazine, thiazole derivatives, perylene derivatives and other structures. It is currently the most important research idea to change the luminescent properties of luminescent materials by simple structural adjustment, combination or introduction of chromophores. However, this method is relatively complicated, and the original properties of the compound, such as luminescent color, solubility, stability, etc., may change after the introduction of the chromophore. Therefore, it is of great application value to design and synthesize materials that can greatly adjust the luminescence propert...

Claims

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Application Information

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IPC IPC(8): C07D487/04C09K11/06
CPCC07D487/04C09K11/06C09K2211/1029C09K2211/1044
Inventor 王洪波程俊周瑞雪
Owner JIANGHAN UNIVERSITY
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