Organic electroluminescence compound and application thereof

A technology of electroluminescent devices and compounds, applied in the field of semiconductors, can solve problems such as insufficient efficiency, insufficient life, difficulty in achieving full-color RGB, and great differences, and achieve the effects of improving color purity, good industrialization prospects, and inhibiting the degree of crystallization

Inactive Publication Date: 2017-03-01
VALIANT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, for the collocation of OLED devices with different structures, the photoelectric functional materials used have strong selectivity, and the performance of the same material in devices with different structures may be completely different.
[0008] At present, the research of fluorescent materials has made great progress and can meet the needs of industrialization; however, there are still deficiencies in its efficiency and lifespan, and it is difficult to meet the requirements of full-color RGB

Method used

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  • Organic electroluminescence compound and application thereof
  • Organic electroluminescence compound and application thereof
  • Organic electroluminescence compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] Example 1 (compound 01)

[0047]

[0048] The concrete synthetic route of this compound is provided now:

[0049]

[0050] In a 250ml four-neck flask, under nitrogen protection, add 5.0 grams (0.01M) of intermediate A, 4.62 grams (0.025M) of bis(3,4-dimethylphenyl)amine, 1.15 grams (0.012M) of tert-butanol Sodium, 0.1 gram of palladium acetate, 0.05 gram of CXA (n-butyl bis(1-adamantyl) phosphine), 200ml of toluene, heated to reflux for 12 hours, the reaction was complete; naturally cooled, filtered, and the filtrate was rotary evaporated, passed through a silica gel column, and used Toluene:ethanol=3:1 (volume ratio) mixed solvent was beaten, and 5.88 g of white solid was obtained after recrystallization, the purity (HPLC) was 99.0%, and the yield was 74.6%.

[0051] Elemental analysis structure (molecular formula C 59 h 52 N 2 ): theoretical value C, 89.81; H, 6.64; N, 3.55;

[0052] Test values: C, 89.60; H, 6.70; N, 5.70.

Embodiment 2

[0053] Example 2 (compound 03)

[0054]

[0055] The concrete synthetic route of this compound is provided now:

[0056]

[0057] In a 250ml four-neck flask, under nitrogen protection, add 5.0 grams (0.01M) of intermediate A, 7.53 grams (0.025M) of intermediate a, 1.15 grams (0.012M) of sodium tert-butoxide, 0.1 grams of palladium acetate, and 0.05 grams of CXA (N-butyl bis (1-adamantyl) phosphine), 200ml toluene, refluxed 20 hours, reaction is complete; Natural cooling, filtration, filtrate rotary steaming, pass silica gel column, with toluene: ethanol=3:1 (volume ratio ) mixed solvent for beating, and after recrystallization, 6.59 grams of white solid were obtained, the purity (HPLC) was 98.4%, and the yield was 70.0%.

[0058] Elemental analysis structure (molecular formula C 69 h 52 N 2 o 2 ): theoretical value C, 88.05; H, 5.57; N, 2.98; O, 3.40;

[0059] Test values: C, 87.9; H, 5.70; N, 3.05; O, 3.35.

Embodiment 3

[0060] Example 3 (compound 06)

[0061] The concrete synthetic route of this compound is provided now:

[0062]

[0063] In a 250ml four-neck flask, under nitrogen protection, add 5.0 grams (0.01M) of intermediate A, 6.85 grams (0.025M) of intermediate b, 1.15 grams (0.012M) of sodium tert-butoxide, 0.1 grams of palladium acetate, and 0.05 grams of CXA (N-butyl bis (1-adamantyl) phosphine), 200ml toluene, 16 hours of heating and reflux, reaction is complete; Natural cooling, filtration, filtrate rotary steaming, pass through silica gel column, with toluene: ethanol=3:1 (volume ratio ) mixed solvent for beating, and after recrystallization, 6.07 grams of white solid were obtained, the purity (HPLC) was 98.8%, and the yield was 68.5%.

[0064] Elemental analysis structure (molecular formula C65H50N4): theoretical value C, 88; H, 5.68; N, 6.32;

[0065] Test values: C, 87.8; H, 5.90; N, 6.30.

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Abstract

The invention discloses an organic electroluminescence compound and application thereof. The structural formula of the compound is as shown in the general formula (1). The material has good fluorescence quantum efficiency and electroluminescent efficiency, is easy to form an amorphous film, and has good heat stability. Thus, the material can be used as a luminescent layer main-body or a doping material in an organic electroluminescent device.

Description

technical field [0001] The present invention relates to the technical field of semiconductors, in particular to the synthesis of a fluorescent compound and its application as a light-emitting layer material in organic light-emitting diodes. Background technique [0002] Organic electroluminescence (OLED: Organic Light Emission Diodes) device technology can be used to manufacture new display products and new lighting products. [0003] At present, OLED display technology has been applied in smart phones, tablet computers and other fields, and will further expand to large-scale application fields such as TVs. However, compared with the actual product application requirements, the luminous efficiency and service life of OLED devices need to be further improved. [0004] The OLED light-emitting device is like a sandwich structure, including electrode material film layers and organic functional materials sandwiched between different electrode film layers. Various functional mate...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/61C07D307/91C07D213/38C07D251/24C07D333/76C07D307/77C07D265/38C07D219/08C07D209/88C07D213/74C07D279/22C07D241/46C07D519/00C07D209/94C07F7/10C07D241/38C07D221/18C07D265/34C07D471/10C07D405/14C09K11/06H01L51/50H01L51/54
CPCC07C211/61C07D209/88C07D209/94C07D213/38C07D213/74C07D219/08C07D221/18C07D241/38C07D241/46C07D251/24C07D265/34C07D265/38C07D279/22C07D307/77C07D307/91C07D333/76C07D405/14C07D471/10C07D519/00C07F7/0816C09K11/06C09K2211/1092C09K2211/1088C09K2211/1029C09K2211/1014C09K2211/1044C09K2211/104C09K2211/1037C09K2211/1033C09K2211/1059H10K85/624H10K85/636H10K85/633H10K85/654H10K85/6576H10K85/657H10K85/6574H10K85/6572H10K50/00C07D219/00C07D209/00
Inventor 李崇叶中华王立春张兆超徐凯于凯朝刘琼文
Owner VALIANT CO LTD
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