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Organic compound having dibenzo heptene structure and application thereof

An organic compound, benzoheptene technology, applied in the field of organic fluorescent compounds, can solve problems such as backwardness and insufficient fluorescent materials, and achieve the effects of increasing device life, improving color purity, and improving thermal stability and color purity

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

[0010] Therefore, in terms of the actual needs of the current OLED display lighting industry, the development of high-efficiency, long-life fluorescent materials is far from enough, lagging behind the requirements of panel manufacturers

Method used

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  • Organic compound having dibenzo heptene structure and application thereof
  • Organic compound having dibenzo heptene structure and application thereof
  • Organic compound having dibenzo heptene structure and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] Example 1 (Compound 01)

[0046]

[0047] The concrete synthetic route of this compound is provided now:

[0048]

[0049] In a 250ml four-neck flask, under nitrogen protection, add 5.02 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 16 hours, the reaction was complete; naturally cooled, filtered, and the filtrate was rotary evaporated, passed through a silica gel column, and used Toluene:ethanol=2:1 (volume ratio) mixed solvent was beaten, and 5.81 g of white solid was obtained after recrystallization, the purity (HPLC) was 98.6%, and the yield was 73.5%.

[0050] Elemental analysis structure (molecular formula C 59 h 54 N 2 ): theoretical value C, 89.58; H, 6.88; N, 3.54; test value: C, 89.42; H, 6.74; N, 3.84.

Embodiment 2

[0051] Example 2 (Compound 05)

[0052]

[0053] The concrete synthetic route of this compound is provided now:

[0054]

[0055] In a 250ml four-neck flask, under nitrogen protection, add 5.0 grams (0.01M) of intermediate A, 7.94 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, heated to reflux for 22 hours, the reaction was complete; natural cooling, filtration, filtrate rotary evaporation, silica gel column, with toluene:ethanol=2:1 (volume ratio ) mixed solvent for beating, and after recrystallization, 7.25 grams of white solid were obtained, the purity (HPLC) was 98.85%, and the yield was 68.4%.

[0056] Elemental analysis structure (molecular formula C 75 h 66 N 2 S 2 ): theoretical value C, 85.02; H, 6.28; N, 2.64; S, 6.05; test value: C, 84.85; H, 6.35; N, 2.70; O, 6.10.

Embodiment 3

[0057] Example 3 (Compound 06)

[0058]

[0059] The concrete synthetic route of this compound is provided now:

[0060]

[0061] In a 250ml four-neck flask, under nitrogen protection, add 5.0 grams (0.01M) of intermediate A, 8.18 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, refluxed 24 hours, reaction is complete; Natural cooling, filtration, filtrate rotary steaming, pass through silica gel column, with toluene: ethanol=2:1 (volume ratio ) mixed solvent for beating, and after recrystallization, 6.98 grams of white solid were obtained, the purity (HPLC) was 98.35%, and the yield was 70.1%.

[0062] Elemental analysis structure (molecular formula C 75 h 66 N 2 ): theoretical value C, 90.50; H, 6.68; N, 2.81; test value: C, 90.28; H, 6.75; N, 2.97.

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Abstract

The invention discloses an organic compound having a dibenzo heptene structure and an application thereof, and a structure of the compound is shown as a general formula (1). When the compound as a luminescent layer doping material of an organic light emitting diode (OLED) luminescent device for usage, current efficiency, power efficiency and external quantum efficiency of the device are greatly improved; purity of the device is obviously improved, and the device life can be obviously increased. The compound has good application effect in the OLED luminescent device, and has good industrial prospect.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to an organic fluorescent compound and its application in an organic light-emitting diode as a host material or a dopant material of a light-emitting layer. Background technique [0002] Organic electroluminescent (OLED: Organic Light Emission Diodes) device technology can be used to manufacture new display products and also can be used to make new lighting products, which is expected to replace the existing liquid crystal display and fluorescent lighting, and has a wide application prospect. [0003] Currently, OLED display technology has been applied in smart phones, tablet computers and other fields, and will further expand to large-size applications 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...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/61C07D307/91C07D333/76C07D213/38C07D209/86C07D219/02C07D265/38C07D279/26C07D327/08C07D413/14C07D279/22C07D241/46C07D519/00C07D209/80C07D209/94C07D221/18C07D241/38C09K11/06H01L51/54
CPCC09K11/06C07C211/61C07D209/80C07D209/86C07D209/94C07D213/38C07D219/02C07D221/18C07D241/38C07D241/46C07D265/38C07D279/22C07D279/26C07D307/91C07D327/08C07D333/76C07D413/14C07D519/00C09K2211/1088C09K2211/1092C09K2211/1033C09K2211/1037C09K2211/1044C09K2211/1014C09K2211/1025C09K2211/1029H10K85/633H10K85/654H10K85/6576H10K85/6574H10K85/657H10K85/6572
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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