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Use the organic material of ionic liquid to purify the method and device

A technology of organic materials and ionic liquids, which is applied in the field of purifying organic materials to achieve the effects of low cost, easy design and control of purification process, and wide temperature range

Active Publication Date: 2018-07-20
DMS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0011] The object of the present invention is to provide a new purification method and device capable of solving the problems of the above-mentioned existing purification methods

Method used

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  • Use the organic material of ionic liquid to purify the method and device
  • Use the organic material of ionic liquid to purify the method and device
  • Use the organic material of ionic liquid to purify the method and device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0099] Example 1 is the use of (Omim) (TFSI) ionic liquid to purify the conductive organic material N', N'-bis-(1-naphyl)-N(N'-bis(1- Naphthyl)-N,), N'-diphenyl-1 (N'-diphenyl-1), 1'-biphenyl-4 (1'-biphenyl-4), 4'-diamine (hereinafter referred to as "NPB"). The chemical formula of NPB is shown by the following (chemical formula 4).

[0100] (chemical formula 4)

[0101]

[0102] Figure 6 It is a scanning electron micrograph of NPB before purification. exist Figure 6 It was confirmed that the shape of NPB ions before purification was amorphous with a size of about 1-2 μm. Furthermore, when the purity of NPB before purification was analyzed by high performance liquid chromatography (High Performance Liquid Chromatography), the purity was as low as 82.4%.

[0103] The low-purity NBP before pulverization is mixed with (Omim) (TFSI) ionic liquid (ionic liquid / NPB=0.5 / 0.01g) with the mixing ratio of 2wt%, in the heat treatment environment that keeps argon (Ar) environment...

Embodiment 2

[0108] Example 2 is an example of purifying NPB as an organic material by using (Bmin)(TFSI) ionic liquid. Compared with the examples, only the ionic liquid is changed from (Omin)(TFSI) to (Bmin)(TFSI), but the process conditions are the same.

[0109] Figure 10 and Figure 11 Scanning electron microscope photographs of NPB crystals purified at 110°C and 170°C are shown, respectively, and the purity of each case was analyzed by HLPC.

[0110] From Figure 10 and Figure 11 It can be seen from the photographs of the scanning electron microscope of , that when crystallized at a relatively low temperature of 110° C., circular plate-shaped crystals of about 10 to 20 μm are formed. In the case of crystallization at a relatively high temperature of 170° C., larger and uniform elongated crystals of about 30 to 40 μm are formed. In addition, HPLC purity analysis data confirmed that high-purity NPB of 99.67% and 99.83% was obtained when the crystallization temperature was 110°C and...

Embodiment 3

[0112] Embodiment 3 utilizes (Omim) (TFSI) ionic liquid to purify the conductive organic material tris-(8-hydroxyquinoline) aluminum (three-(8-hydroxyquinoline) aluminum, hereinafter referred to as Alq3) example. Compared with Example 1, only the organic material is changed from NPB to Alq3, and other process conditions are the same. The chemical formula of Alq3 is shown below (chemical formula 5).

[0113] (chemical formula 5)

[0114]

[0115] Figure 12 It is a scanning electron micrograph of low-purity Alq3 before purification, Figure 13 It is a scanning electron micrograph of a high-purity Alq3 crystal purified at a crystallization temperature of 170°C. From Figure 12 , 13 It can be seen that, according to the purification method of the present invention, uniform pocket-shaped crystals of about 5 to 10 μm are obtained. In addition, as a result of HPLC analysis, it was also confirmed that Alq3 crystals were obtained at a level similar to that of NPB in Example ...

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Abstract

The present invention relates to a method and a device for purifying an organic material using an ionic liquid, comprising: a mixing step of mixing the organic material with the ionic liquid; a crystallization step of crystallizing the organic material mixed with the ionic liquid; and a separation step of obtaining the ionic liquid from the ionic liquid The separation of said crystallized organic material, according to the present invention, has the following effects: a high-purity organic material can be efficiently purified with a simple process at low cost, and a large amount of organic material can be purified in a relatively short time to increase the yield, and It is easy to design and control the purification process and can handle various conductive organic materials.

Description

technical field [0001] The present invention relates to a method and device for purifying organic materials, in particular to the method and device for purifying: utilizing ionic liquids, and further suitable for purifying high-purity conductive organic materials used in organic electronic components such as organic electroluminescent devices. Background technique [0002] Examples of organic materials used in electronic elements such as organic electroluminescence (EL; Electroluminescence) elements, organic semiconductor elements, organic photoelectric conversion elements, and organic sensor elements are increasing. Therefore, high-quality organic materials that provide raw materials for manufacturing organic electronic devices at low cost are increasingly being valued. [0003] Especially, electron injection layer (Electron Injection Layer), electron transfer layer (Electron Transfer Layer), hole injection layer (Hole Injection Layer), hole transport layer (Hole Transfer L...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): H01L51/56
CPCC07C209/84H10K71/311C07C211/58
Inventor 朴庸硕
Owner DMS CO LTD
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