A kind of dimeric crystal containing pyrene 8-hydroxyquinoline zinc complex and its preparation method and application

A hydroxyquinoline-based dimerization technology, applied in chemical instruments and methods, luminescent materials, organic chemistry, etc., can solve problems such as inability to meet large-scale production and reduce OLED production costs, and achieve broad commercialization prospects, thermal The effect of good stability and cost reduction

Inactive Publication Date: 2017-03-01
GUANGDONG UNIV OF TECH
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  • Abstract
  • Description
  • Claims
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Problems solved by technology

However, the current research on the synthesis method and purification method of Mqn is insufficient, which cannot meet the requirements of its commercial mass production, and is not conducive to the reduction of OLED production cost.

Method used

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  • A kind of dimeric crystal containing pyrene 8-hydroxyquinoline zinc complex and its preparation method and application
  • A kind of dimeric crystal containing pyrene 8-hydroxyquinoline zinc complex and its preparation method and application
  • A kind of dimeric crystal containing pyrene 8-hydroxyquinoline zinc complex and its preparation method and application

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Embodiment 1

[0052](1) Preparation of intermediate (E)-2-[1-pyrenyl) vinyl]-8-acetoxyquinoline:

[0053] A, take by weighing 8-hydroxyquinaldine 2.3g and 1-pyrene formaldehyde 3g, be dissolved in the acetic anhydride of 18ml;

[0054] B, the mixed solution obtained in step A is placed in a 50mL two-necked round-bottomed flask, magnetically stirred under the protection of nitrogen, and heated to reflux for 28h;

[0055] C, after the heating and reflux reaction finishes, cool to room temperature, pour the reaction solution into 800mL of ice water, filter when solids are precipitated, extract the filtrate three times with dichloromethane, and combine the organic phases obtained by the three extractions;

[0056] D. Wash away the acetic acid in the organic phase with distilled water, dry it with anhydrous sodium sulfate, evaporate the solvent under reduced pressure to obtain the crude product, and use ethyl acetate / petroleum ether with a volume ratio of 1:3 as the eluent to separate the interm...

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Abstract

The invention provides a pyrene-containing 8-hydroxyl quinoline zinc complex dimerized crystal as well as a preparation method and an application thereof. The preparation method comprises the following steps: dissolving (E)-2-[2-(1-pyrenyl) vinyl]-8-hydroxyl quinoline in N, N-dimethyl formamide; dropwise adding methanol, wherein the volume ratio of N, N-dimethyl formamide to methanol is 1: (1-3); finally adding an N, N-dimethyl formamide solution containing zinc salt; putting the mixed solution in a sealed container; reacting at 65-85 DEG C till the crystal is separated out; filtering; washing the crystal by ethanol; and drying. The pyrene-containing 8-hydroxyl quinoline zinc complex dimerized crystal has the advantages of being high in light intensity, good in thermal stability, relatively good in fluorescent lifetime and the like, and has a remarkable economic value in applications such as preparation of light emitting materials or photo electroluminescent apparatuses and the like.

Description

technical field [0001] The invention relates to the field of metal complexes, more specifically, to a dimer crystal of a pyrene-containing 8-hydroxyquinoline zinc complex and its preparation method and application. Background technique [0002] Organic electroluminescent devices (OLEDs) have the advantages of wide viewing angle, low power consumption, fast response speed, simple process, and full-color display, so they have broad application prospects in the fields of flat panel displays and solid-state light sources. Since C.W. Tang of the United States first reported the use of tris(8-hydroxyquinoline)aluminum (Alq3) to make organic electroluminescence devices in 1987, numerous new organic electroluminescence materials (OELM, Organic Electroluminescence Material) have been successfully synthesized to meet Improve the performance requirements of OLED devices. [0003] The luminescent material is the substance that ultimately undertakes the luminous function in the device, ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D215/30C09K11/06
CPCC07D215/30C09K11/06C09K2211/188
Inventor 霍延平李晓阳潘成强王春泉杨百兴汪松英方岩雄
Owner GUANGDONG UNIV OF TECH
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