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Organic compound containing dimethyl anthracene structure and application of organic compound

A technology of organic compounds, dimethyl anthracene, applied in the field of organic optoelectronic materials, which can solve problems such as disparity

Active Publication Date: 2016-08-10
JIANGSU SUNERA TECH 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.

Method used

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  • Organic compound containing dimethyl anthracene structure and application of organic compound
  • Organic compound containing dimethyl anthracene structure and application of organic compound
  • Organic compound containing dimethyl anthracene structure and application of organic compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Example 1 Synthesis of Compound 1:

[0038]

[0039] synthetic route:

[0040]

[0041] In a 250ml four-necked flask, under nitrogen atmosphere, add 11.7g 2-(4-bromo-phenyl)-pyridine (0.05mol) and 1.45g Mg powder (0.06mol), 60ml tetrahydrofuran, heat to reflux for 4 hours, The reaction is complete, and the format reagent is generated;

[0042] Dissolve 11.1g of 10,10-dimethylanthrone (0.05mol) in 50ml of tetrahydrofuran, add the above-mentioned Grignard reagent dropwise, react at 60°C for 24 hours, a large amount of white precipitate is formed, and finally add saturated NHCl 4 Convert Grignard salt into alcohol; after the reaction, extract with ether, dry and rotary evaporate, petroleum ether: dichloromethane mixed solvent (3:2) silica gel column purification, obtain slightly yellow solid tertiary alcohol (yield: 82%) ; using DEI-MS to identify the compound, formula C 27 h 23 NO, detection value [M+1] + = 377.93, calculated value 377.48;

[0043] Take 15.1g ...

Embodiment 2

[0045] Synthesis of Example 2 Compound 4:

[0046]

[0047] synthetic route:

[0048]

[0049]Prepared according to the synthetic method of compound 1 in Example 1, the difference is that 2-(4-bromo-phenyl)-pyridine is replaced by 5-(4-bromo-phenyl)-quinoline, and biphenyl is replaced by benzene;

[0050] Using DEI-MS to identify the compound, formula C 37 h 29 N, detection value [M+1] + =487.98, calculated value 487.23.

Embodiment 3

[0051] Synthesis of Example 3 Compound 12:

[0052]

[0053] synthetic route:

[0054]

[0055] Prepared according to the synthetic method of compound 1 in Example 1, the difference is that 2-(4-bromo-phenyl)-pyridine is replaced by 3-bromo-[1,10]phenanthroline, and [1,10]phenanthroline is used Phenyl instead of biphenyl;

[0056] Using DEI-MS to identify the compound, formula C 40 h 28 N 4 , detection value [M+1] + =565.18, calculated value 564.23.

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Abstract

The invention discloses an organic compound containing dimethyl anthracene and application of the organic compound. The structural formula of the compound is as shown in the formula (1). The compound disclosed by the invention is relatively high in glass state temperature, good in molecular thermal stability, appropriate in HOMO and LUMO energy grade and relatively high in Eg, and through device structure optimization, the photoelectric property of an OLED device can be effectively improved, and the service life of the OLED device can be effectively prolonged.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to a compound material with a dimethyl anthracene structure as the central skeleton and its application in the field of OLEDs. 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] 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 materials are superimposed on each other according to the application to form an OLED light-emitting device. As a current device, when a voltage is applied to the electrodes at both ends ...

Claims

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Application Information

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IPC IPC(8): C07D213/16C07D215/06C07D401/10C07D471/04C07D519/00C07D235/08C07D263/57C07D241/42C07D251/24C07D239/26H01L51/50H01L51/54
CPCC07D213/16C07D215/06C07D235/08C07D239/26C07D241/42C07D251/24C07D263/57C07D401/10C07D471/04C07D519/00H10K85/656H10K85/654H10K85/657H10K85/6572H10K50/18H10K50/16
Inventor 张兆超王立春李崇
Owner JIANGSU SUNERA TECH CO LTD
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