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Aromatic compound as well as preparation method and application thereof

A technology of aromatic compounds and aryl groups, which is applied in the field of organic optoelectronic materials, can solve problems such as unexpected results and large differences in simulation results, and achieve the effects of saving costs, reducing surface plasmon effects, and improving external quantum efficiency

Inactive Publication Date: 2017-05-31
CHANGCHUN HYPERIONS TECH CO LTD
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  • Description
  • Claims
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Problems solved by technology

In addition, such methods also require accurate FDTD (Finite Difference Time Domain) simulation capabilities, otherwise the simulation results are often far from the actual results, resulting in unexpected results

Method used

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  • Aromatic compound as well as preparation method and application thereof
  • Aromatic compound as well as preparation method and application thereof
  • Aromatic compound as well as preparation method and application thereof

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preparation example Construction

[0044] The present invention also provides the preparation method of the aromatic compound, comprising:

[0045] The intermediate shown in formula (A) and the boronic acid compound shown in formula (HI) are reacted under protection of argon to obtain the intermediate shown in formula (B):

[0046]

[0047] Then the intermediate shown in formula (B) is reacted with the boronic acid compound shown in formula (HB) under argon to obtain the aromatic compound shown in formula (I):

[0048]

[0049] Among them, Z 1 ,Z 2 independently selected from substituted or unsubstituted C6-C42 aryl, or substituted or unsubstituted C10-C43 fused aryl, R is substituted or unsubstituted C6-C28 aryl, or substituted or unsubstituted C10–C25 fused aryl.

[0050] According to the present invention, the intermediate shown in formula (A) is prepared according to the method shown below:

[0051] (1) reacting 2,7-diiodonaphthalene (compound 1) with liquid bromine to obtain intermediate 2;

[0...

Embodiment 1

[0067] Embodiment 1: the preparation of intermediate 2

[0068] 0.38 g (1 mmol) of 2,7-diiodonaphthalene, 1 ml of liquid bromine, and 10 ml of acetic acid were sequentially added to a dry two-necked flask, and stirred at 110° C. for 24 hours. After the reaction was completed, it was extracted with water / dichloromethane and recrystallized to obtain 0.22 g of intermediate 2 with a yield of 40%.

Embodiment 2

[0069] Embodiment 2: the preparation of intermediate 3

[0070] Under an argon atmosphere, add 12ml of toluene, 6ml of 2M Aqueous sodium carbonate solution was heated to reflux for 10 hours. Immediately after the reaction was completed, it was filtered to remove the water layer. The organic layer was dried over sodium sulfate, then concentrated. The residue was purified by silica gel column chromatography to obtain 0.17 g of Intermediate 3 with a yield of 86%.

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Abstract

The invention provides an aromatic compound as well as a preparation method and application thereof and relates to the technical field of organic photoelectric materials. The aromatic compound is obtained by taking a naphthalene ring as a core, connecting a benzene ring with a site 2 of the naphthalene ring, connecting a substituted or unsubstituted aryl group or fused aromatic ring with a site 7 of the naphthalene ring for regulating accumulation among molecules and then further modifying according to requirements of molecular weight, refractive index, synthesis cost and the like. The aromatic compound is simple to synthesize, simple in structure and excellent in film-forming property, has higher light extraction efficiency and better hole transmission capability, can be used for preparing a light extraction layer and a hole transmission layer of an organic electroluminescence device and can effectively improve luminous efficiency of an OLED (organic light-emitting device) device. The invention also provides the preparation method of the aromatic compound, the preparation method is simple, and raw materials are available.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to an aromatic compound and its preparation method and application. Background technique [0002] Organic Light Emitting Diode (OLED) is a new generation of flat panel display technology after CRT, PDP, LCD, it can make the display device ultra-thin and soft. Now, the internal quantum efficiency of OLED is close to 100%. However, due to the difference in the refractive index of the substrate, organic film, etc., a waveguide effect occurs between the glass substrate layer and the organic layer, which reduces the proportion of light emitted from the front of the OLED device substrate. How to understand and improve the light output efficiency of organic light-emitting devices is an important and popular research topic in the field of OLEDs. Over the years, people have tried to find ways to improve the light output efficiency of OLEDs through research and experi...

Claims

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Application Information

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IPC IPC(8): C07D307/77C07D307/91C07D409/10C07D471/04C07D405/10C07D405/14C07D409/14C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07D307/77C07D307/91C07D405/10C07D405/14C07D409/10C07D409/14C07D471/04C09K2211/1092C09K2211/1088C09K2211/1059C09K2211/1044C09K2211/1029H10K85/654H10K85/6576H10K85/6574H10K85/6572H10K50/15H10K50/85
Inventor 周雯庭蔡辉
Owner CHANGCHUN HYPERIONS TECH CO LTD
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