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Organic compound taking dibenzofuran derivative as core, and applications thereof

A technology of organic compounds and furan derivatives, applied in the fields of organic chemistry, chemical instruments and methods, electrical components, etc., can solve different problems, and achieve the effect of strong rigidity, not easy to crystallize, and high glass transition temperature

Inactive Publication Date: 2020-03-24
JIANGSU SUNERA TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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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 taking dibenzofuran derivative as core, and applications thereof
  • Organic compound taking dibenzofuran derivative as core, and applications thereof
  • Organic compound taking dibenzofuran derivative as core, and applications thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0062] Embodiment 1: the synthesis of intermediate B:

[0063]

[0064] (1) Weigh raw material E and raw material G, and dissolve them in a mixed solvent of toluene and ethanol with a volume ratio of 1.5 to 3.0:1; then add Na 2 CO 3 Aqueous solution, Pd(PPh 3 ) 4 ; Under an inert atmosphere, stir the above mixed solution at 90-110°C for 10-24 hours, then cool to room temperature, filter the reaction solution, spin the filtrate, and pass through a silica gel column to obtain intermediate H; the raw material E The molar ratio with the raw material G is 1:1.5~3.0; the Pd(PPh 3 ) 4 The molar ratio with raw material E is 0.006~0.02:1; The Na 2 CO 3 The molar ratio to the raw material E is 2.0-3.0:1; the amount of the toluene-ethanol mixed solvent is 0.01mol raw material E, add 30-40ml toluene and 15-20ml ethanol;

[0065] (2) Under the protection of nitrogen, weigh intermediate H and p-toluenesulfonic acid, dissolve in toluene, heat to 90-110°C, and react for 10-24 hours;...

Embodiment 2

[0077] Embodiment 2: the synthesis of compound 1:

[0078]

[0079] In a 250ml three-neck flask, under the protection of nitrogen, add 0.01mol intermediate B1, 0.012mol raw material A1, 150ml toluene and stir to mix, then add 5×10 -5 molPd 2 (dba) 3 , 5×10 -5 mol P(t-Bu) 3 , 0.03mol sodium tert-butoxide, heated to 105°C, refluxed for 24 hours, sampling plate, showed no bromide remaining, the reaction was complete; naturally cooled to room temperature, filtered, the filtrate was rotary evaporated to no fraction, passed through a neutral silica gel column , the target product was obtained, the HPLC purity was 99.34%, and the yield was 72.4%. Elemental analysis structure (molecular formula C 36 h 19 NO 3 ): theoretical value: C, 84.20; H, 3.73; N, 2.73; 0, 9.35; test value C, 84.22; HPLC-MS: The molecular weight of the material is 513.14, and the measured molecular weight is 513.32.

Embodiment 3

[0080] Embodiment 3: the synthesis of compound 8:

[0081]

[0082] Prepare by the synthetic method of compound 1 in embodiment 2, difference is to replace raw material A1 with raw material A2; Elemental analysis structure (molecular formula C 42 h 24 N 2 o 2): theoretical value: C, 85.70; H, 4.11; N, 4.76; 0, 5.44; test value C, 85.71; HPLC-MS: The molecular weight of the material is 588.18, and the measured molecular weight is 588.34.

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Abstract

The invention relates to an organic compound taking a dibenzofuran derivative as a core, and applications thereof, and belongs to the technical field of semiconductors, wherein the structure of the compound is represented by a general formula (1). The invention also discloses a preparation method and applications of the compound. According to the invention, the compound has a high triplet state energy level, can effectively block energy loss, and is beneficial to energy transfer; the dibenzofuran derivative contained in the compound is used as a core, and is matched with a long-chain branch structure, so that the compound has the characteristics of strong rigidity, difficulty in crystallization and aggregation among molecules and good film-forming property; and when the compound is used asthe light-emitting functional layer material of an OLED light-emitting device, the service life and the efficiency of the device can be improved by matching with the branched chains within the rangeof the invention.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to an organic compound with a benzofuran derivative as the core and an application thereof. Background technique [0002] At present, 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 actual product application requirements, the luminous efficiency and service life of OLED devices Further improvement is needed. Research on improving the performance of OLED light-emitting devices includes: reducing the driving voltage of the device, improving the luminous efficiency of the device, and increasing the service life of the device. In order to realize the continuous improvement of the performance of OLED devices, not only the innovation of OLED device structure and manufacturing process is required, but also the continuous research and innovation of OLE...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D493/04C07D519/00C09K11/06H01L51/54
CPCC07D519/00C07D493/04C09K11/06C09K2211/1029C09K2211/1033C09K2211/1088C09K2211/1092H10K85/657H10K85/6574H10K85/6572
Inventor 李崇王芳张兆超徐浩杰
Owner JIANGSU SUNERA TECH CO LTD
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