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High-purity 8-hydroxyquinoline aluminium group compound, preparation method and use thereof

A technology of aluminum hydroxyquinoline and compounds, which is applied in the field of preparation of high-purity 8-quinoline aluminum complexes, can solve the problems of low product purity, long reaction time, and high price, so as to improve product purity and reduce the Environmental pollution and productivity improvement effects

Inactive Publication Date: 2004-03-24
SHANDONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] 8-Hydroxyquinoline aluminum is currently the most widely used material for electroluminescent devices due to its high thermal stability, good chemical stability, excellent electron transport properties and luminescent properties. For related reports, see Deng Qingyun; Fan. Shrek, Appl. Physics Letters, 1987, 51, 913. (Tang, C.W.; Van Slyke, S.A. Appl. Phys. Lett. 1987, 51, 913) M. Brickman, et al. Journal of the American Chemical Society, 2000, 122 , 5147. (Brinkmann, M., et al. J.Am.Chem..Soc.2000, 122, 5147). But the currently used 8-hydroxyquinoline aluminum is made of 8-hydroxyquinoline and aluminum salt It was obtained by reaction under alkaline conditions and has been used since 1883. Doebner, Miller, German Chemistry, 1883, 16, 1664 (Doebner, O, Miller, W.V.Chem.Ber.1883, 16, 1664; Doebner , O, Miller, W.V.Chem.Ber.1883,16,2464). Yet this reaction time is long, and productive rate is low, and product purity is low, needs to purify through multiple steps, thereby expensive

Method used

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  • High-purity 8-hydroxyquinoline aluminium group compound, preparation method and use thereof
  • High-purity 8-hydroxyquinoline aluminium group compound, preparation method and use thereof
  • High-purity 8-hydroxyquinoline aluminium group compound, preparation method and use thereof

Examples

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Effect test

Embodiment 1

[0029] Embodiment 1: the preparation of 8-hydroxyquinoline aluminum (Alq3) in ethanol

[0030] With ethanol as solvent, the total reaction of synthetic 8-hydroxyquinoline aluminum is:

[0031]

[0032] The specific operation is as follows: in N 2 Under protection, the analytically pure 8-hydroxyquinoline was dissolved in ethanol after deoxygenation and water removal, the concentration of 8-hydroxyquinoline in the solution was 0.5 mol / liter, and then lithium aluminum hydride was added in batches to the solution containing 8-hydroxyquinoline in the phylloline solution. When lithium aluminum hydride was added, bubbles could be seen overflowing from the reaction vessel, and the reaction solution turned yellow. As the reaction proceeded, a yellow fluorescent solid precipitated out. After all the lithium aluminum hydride was added, the stirring was continued for 10 minutes. Suction filtration, solid collection, purification by Soxhlet extractor, the product can be obtained qu...

Embodiment 2

[0033] Example 2: Double layer electroluminescent device

[0034] The 8-hydroxyquinoline aluminum prepared in Example 1 is processed into a double-layer electroluminescent device with a structure such as figure 1 , performance as image 3 and Figure 4 . Wherein, the anode is ITO glass, the hole transport layer is TPD-doped PVK, the electron transport layer is Alq3, and the cathode is Mg:Ag. According to different sources of Alq3, the devices are respectively represented as series 1 (Alq3 prepared in this embodiment) and series 2 (commercialized Alq3). image 3 and Figure 4 The current-voltage and luminance-voltage curves of these two series of devices are respectively. It can be seen from the figure that when the Alq3 prepared by this method is used as the electron transport layer and the light-emitting layer, the luminous efficiency of the device is higher than that of the commercialized Alq3 device, indicating that the Alq3 prepared by this method has better performan...

Embodiment 3

[0035] Embodiment 3: the preparation of 2-methyl-8-hydroxyquinoline aluminum in ethanol

[0036] As described in Example 1, except that 2-methyl-8-hydroxyquinoline was used instead of 8-hydroxyquinoline.

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Abstract

The present invention relates to a high-purity 8-hydroxyquinoline aluminium compound, its preparation method and application. It is obtained by using LiAlH4 and compound containing active hydrogen and making them produce reaction at room temperature. Its preparation method includes the following steps: under the protection of inert gas dissolving 8-hydroxyquinoline or 2-methyl-8-hydroxyquinoline in organic solvent, after it is dissolved completely, adding LiAlH4 with chemical metering ratio into the above-mentioned solution, after the reaction is completed, filtering solution, purifying the obtained solid and drying so as to obtain the invented product whith can be used as electronic delivery layer and liminous layer of electroluminescence device and base material of other colour luminescence devices.

Description

(1) Technical field [0001] The invention relates to a preparation method of high-purity 8-hydroxyquinoline aluminum complexes, in particular to a method for preparing 8-hydroxyquinoline aluminum compounds with high yield at room temperature by using a liquid-phase chemical reaction method in an organic solvent, which belongs to the organic electro-induced Luminescent materials and device technology field. (2) Background technology [0002] 8-Hydroxyquinoline aluminum is currently the most widely used material for electroluminescent devices due to its high thermal stability, good chemical stability, excellent electron transport properties and luminescent properties. For related reports, see Deng Qingyun; Fan. Shrek, Appl. Physics Letters, 1987, 51, 913. (Tang, C.W.; Van Slyke, S.A. Appl. Phys. Lett. 1987, 51, 913) M. Brickman, et al. Journal of the American Chemical Society, 2000, 122 , 5147. (Brinkmann, M., et al. J.Am.Chem..Soc.2000, 122, 5147). But the currently used 8-hy...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D215/26H01L51/50H05B33/14
Inventor 陶绪堂蒋民华
Owner SHANDONG UNIV