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A kind of organic compound with dimethyl anthracene as the core and its application

An organic compound, dimethyl anthracene technology, applied in the field of organic optoelectronic materials, can solve problems such as disparity, and achieve the effects of avoiding aggregation, improving current efficiency and lifetime, improving exciton utilization and high fluorescence radiation efficiency

Active Publication Date: 2019-02-22
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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  • A kind of organic compound with dimethyl anthracene as the core and its application
  • A kind of organic compound with dimethyl anthracene as the core and its application
  • A kind of organic compound with dimethyl anthracene as the core and its application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0063] Embodiment 1: the synthesis of compound 1:

[0064] synthetic route:

[0065]

[0066] In a 250ml three-neck flask, under the protection of nitrogen, add 0.01mol raw material A1, 0.012mol raw material B1, 0.03mol sodium tert-butoxide, 5×10 -5 molpd 2 (dba) 3 , 5×10 -5 mol of tri-tert-butylphosphine, 150ml of toluene, heated to reflux for 24 hours, sampled on a plate, and the reaction was complete; natural cooling, filtration, rotary evaporation of the filtrate, column chromatography to obtain the target product, HPLC purity 98.9%, yield 64.7%;

[0067] Elemental analysis structure (molecular formula C 64 h 45 N 3 ): theoretical value C, 89.79; H, 5.30; N, 4.91; test value: C, 89.79; H, 5.31; N, 4.90.

[0068] HPLC-MS: The molecular weight of the material is 856.06, and the measured molecular weight is 856.45.

Embodiment 2

[0069] Embodiment 2: the synthesis of compound 3:

[0070] synthetic route:

[0071]

[0072] In a 250ml three-neck flask, under the protection of nitrogen, add 0.01mol raw material A1, 0.012mol raw material B2, 0.03mol sodium tert-butoxide, 5×10 -5 mol pd 2 (dba) 3 , 5×10 -5 mol of tri-tert-butylphosphine, 150ml of toluene, heated to reflux for 24 hours, sampling point plate, the reaction was complete; natural cooling, filtration, filtrate rotary evaporation, column chromatography to obtain the target product, HPLC purity 99.5%, yield 67.3%;

[0073] Elemental analysis structure (molecular formula C 61 h 48 N 2 ): theoretical value C, 90.56; H, 5.98; N, 3.46; test value: C, 90.59; H, 5.96; N, 3.45.

[0074] HPLC-MS: The molecular weight of the material is 809.05, and the measured molecular weight is 809.48.

Embodiment 3

[0075] Embodiment 3: the synthesis of compound 11:

[0076] synthetic route:

[0077]

[0078] In a 250ml three-neck flask, under the protection of nitrogen, add 0.01mol raw material A1, 0.012mol raw material C1, 0.03mol sodium tert-butoxide, 5×10 -5 mol pd 2 (dba) 3 , 5×10 -5 mol of tri-tert-butylphosphine, 150ml of toluene, heated to reflux for 24 hours, sampling point plate, the reaction was complete; natural cooling, filtration, filtrate rotary evaporation, column chromatography to obtain the target product, HPLC purity 99.4%, yield 70.2%;

[0079] Elemental analysis structure (molecular formula C 56 h 40 N 2 ): theoretical value C, 90.78; H, 5.44; N, 3.78; test value: C, 90.78; H, 5.45; N, 3.77.

[0080] HPLC-MS: The molecular weight of the material is 740.93, and the measured molecular weight is 741.25.

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Abstract

The invention discloses an organic compound with dimethyl anthracene as the core and its application. The general structural formula of the organic compound is shown in the general formula (1). The compound of the present invention has higher glass transition temperature and molecular thermal stability, suitable HOMO and LUMO energy levels, and higher Eg, and can effectively improve the photoelectric performance of OLED devices and the lifespan of OLED devices through device structure optimization.

Description

technical field [0001] The invention relates to the technical field of organic photoelectric materials, in particular to a compound material containing a dimethyl anthracene structure as a 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 e...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D487/04C07D491/048C07D209/94C07D209/80C07D209/86C07D401/04C07D495/04C07D405/12C07D491/052C07D471/04C07D498/04C07D209/88C07D403/04C07D413/14C07D401/14C07D405/14C07D413/04C09K11/06H01L51/50H01L51/54
CPCC09K11/06C07D209/80C07D209/86C07D209/88C07D209/94C07D401/04C07D401/14C07D403/04C07D405/12C07D405/14C07D413/04C07D413/14C07D471/04C07D487/04C07D491/048C07D491/052C07D495/04C07D498/04C09K2211/1033C09K2211/1044C09K2211/1092C09K2211/1088C09K2211/1029H10K85/636H10K85/615H10K85/6574H10K85/657H10K85/6572H10K50/00
Inventor 王立春张兆超李崇叶中华张小庆
Owner JIANGSU SUNERA TECH CO LTD
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