Lithium pyridine formate complex, preparation method thereof and organic electroluminescent device

A picolinic acid, complex technology, applied in the direction of electric solid devices, lithium organic compounds, electrical components, etc., can solve the problems of numerical dispersion, difficult electron injection, difficult to control and so on

Inactive Publication Date: 2014-11-12
BOE TECH GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Unfortunately, the ionization potential (IP) or electron affinity (EA) of these working substances are rarely reported in the literature, and the values ​​obtained through theoretical calculations are generally scattered, which makes it difficult to choose suitable electron injection materials. (EIL) to match the electrode material
[0004] At present, conventional organic light-emitting devices also have the following problems: the work function between the electron transport layer and the cathode material has a large difference, which makes electron injection difficult, and injects a relatively large amount of holes into the cathode, thereby reducing the Luminous efficiency
LiF has been widely used as a material to provide an electron injection layer between the electron transport layer and the cathode, but this material has no hole blocking ability
Moreover, the evaporation of this material requires a higher temperature, and the film layer is thinner, which not only requires high equipment, but also is difficult to control during the process.

Method used

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  • Lithium pyridine formate complex, preparation method thereof and organic electroluminescent device
  • Lithium pyridine formate complex, preparation method thereof and organic electroluminescent device
  • Lithium pyridine formate complex, preparation method thereof and organic electroluminescent device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0079] 1. The preparation method of compound 5-methylpicolinate lithium

[0080] (1) Dissolve 1mol of 2-picoline in 10mol of benzene, put in ice bath, and slowly add 10g of anhydrous AlCl under stirring 3 , slowly add 1 mol of CH 3 Cl, slowly heated to 80°C, reacted for 12 hours, treated with concentrated hydrochloric acid and ice-water mixture, and distilled under reduced pressure to obtain 2,5-lutidine;

[0081](2) Dissolve the above-mentioned 2,5-lutidine in the aqueous solution (80%) of ethanol, add 1g KMnO 4 , After reacting for 2 hours, 5-picoline carboxylic acid was obtained, and then excessive metal Li was added to the reaction solution, under anhydrous and oxygen-free conditions, refluxed for 4 hours, the product was cooled and filtered, and 5-methylpicolin was obtained by column chromatography Lithium Picolinate.

[0082] The mass spectrum detection results of the compound are m / z: 143.06 (100.0%), 142.05 (8.2%), 144.06 (7.7%),

[0083] The hydrogen spectrum of t...

Embodiment 2

[0096] 1. The preparation method of compound 4-cyanopicolinate lithium

[0097] Prepared according to the same method as in the example, and the differences in reaction conditions are shown in Table 1 to obtain lithium 4-cyanopyridine carboxylate.

[0098] The mass spectrum detection results of the compound are m / z: 154.04 (100.0%), 153.03 (8.2%), 155.04 (7.7%),

[0099] The hydrogen spectrum of the compound is as image 3 As shown, the structure of the compound is as follows:

[0100]

[0101] 2. OLED devices containing the compound lithium 4-cyanopyridine carboxylate

[0102] The preparation method of the device of this embodiment is basically the same as that of Embodiment 1, the difference lies in the substance and thickness of each layer of vapor deposition;

[0103] The device structure of this embodiment is as figure 1 As shown, from bottom to top are:

[0104] ITO / 2-TNATA(15nm) / NPB(60nm) / TBPe:MADN (thickness 30nm, wherein MADN mass percentage is 2%) / Alq3(30nm) / ...

Embodiment 3

[0106] The preparation method of 1.6-trifluoromethylpicolinate lithium

[0107] Prepared according to the same method as in the example, and the differences in reaction conditions are shown in Table 1 to obtain lithium 6-trifluoromethylpicolinate.

[0108] The mass spectrum detection results of the compound are m / z: 197.03 (100.0%), 196.03 (8.2%), 198.03 (7.7%),

[0109] The hydrogen spectrum of the compound is as Figure 4 As shown, the structure of the compound is as follows:

[0110]

[0111] 2. OLED devices containing the compound 6-trifluoromethylpicolinate lithium

[0112] The preparation method of the device of this embodiment is basically the same as that of Embodiment 1, the difference lies in the substance and thickness of each layer of vapor deposition;

[0113] The device structure of this embodiment is as figure 1 As shown, from bottom to top are:

[0114] ITO / 2-TNATA(15nm) / NPB(60nm) / CBP:Ir(PPy) 3 (thickness 30nm, where Ir(PPy) 3 The mass percentage is 7...

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Abstract

The invention discloses a lithium pyridine formate complex shown by a general formula I and a preparation method thereof, wherein R has a definition given out in a specification. The lithium pyridine formate complex has efficient electron injection capability and cavity blockage capability. The invention also discloses an organic electroluminescent device including a compound. According to the organic electroluminescent device, an electron injection layer at least comprises one lithium pyridine formate complex.

Description

technical field [0001] The invention belongs to the field of organic electroluminescent materials, in particular to a lithium picolinate complex, a preparation method thereof, and an organic electroluminescent device containing the compound. Background technique [0002] With the development of multimedia technology and the advent of the information society, the performance requirements of flat panel displays are getting higher and higher. Three new display technologies emerging in recent years: plasma display, field emission display and organic electroluminescent display (OLED), all make up for the shortcomings of cathode ray tube (CRT) and liquid crystal display (LCD) to a certain extent. Among them, OLED has a series of advantages such as self-illumination, low-voltage DC drive, full curing, wide viewing angle, and rich colors. Compared with liquid crystal displays, OLED does not require a backlight, has a large viewing angle, low power consumption, and its response speed...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F1/02H01L51/50H01L51/54
Inventor 李娜朴炯俊肖田金馝奭
Owner BOE TECH GRP CO LTD
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