Compound using anthracene and phenanthrene as core and application thereof to organic electroluminescence device

A compound, electromechanical technology, applied in the application field of organic electroluminescent devices, can solve problems such as disparity, and achieve the effects of avoiding aggregation, not easy to aggregate, and not easy to crystallize

Active Publication Date: 2019-10-01
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

Method used

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  • Compound using anthracene and phenanthrene as core and application thereof to organic electroluminescence device
  • Compound using anthracene and phenanthrene as core and application thereof to organic electroluminescence device
  • Compound using anthracene and phenanthrene as core and application thereof to organic electroluminescence device

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Embodiment 1: the synthesis of intermediate A:

[0033]

[0034] (1) Under nitrogen atmosphere, weigh raw material A, raw material C and potassium carbonate, add toluene, ethanol and distilled water, then add tetrakis (triphenylphosphine) palladium, and start mechanical stirring. The mixed solution of the above reactants was heated to reflux for 12 hours. After the reaction, cooling and adding water, the mixture was extracted with ethyl acetate, the extract was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure, the obtained residue was purified by silica gel column to obtain intermediate I;

[0035] The molar ratio of raw material A to raw material C is 1-1.1:1, the molar ratio of tetrakis(triphenylphosphine) palladium to raw material C is 0.001-0.02:1, and the molar ratio of potassium carbonate to raw material C is 2.0-4.0:1 , the ratio of toluene, ethanol, water is 1:1:1, the consumption ratio of raw material C and toluene, etha...

Embodiment 2

[0052] Embodiment 2: Compound 1 synthetic equation is:

[0053]

[0054] In a 250ml four-neck flask, under a nitrogen atmosphere, add 0.015mol of intermediate A-2, 0.01mol of c-1 and 0.03mol of potassium carbonate, add 0.0003mol of tetrakis(triphenylphosphine)palladium, 150ml of toluene, ethanol Mix the solution with water, stir, heat and reflux for 24 hours, take a sample point plate, and show that there is no bromide remaining, and the reaction is complete. Cool naturally, extract with 200ml ethyl acetate, separate layers, dry the extract with anhydrous sulfuric acid, filter, spin the filtrate, and pass through a neutral silica gel column to obtain the target product with a purity of 98.4% and a yield of 75.60%. Elemental analysis structure (molecular formula C 44 h 28 ): theoretical value C, 94.93; H, 5.07; test value: C, 95.01; H, 4.99. ESI-MS(m / z)(M + ): The theoretical value is 556.71, and the measured value is 556.74.

Embodiment 3

[0055] Embodiment 3: Compound 3 synthetic equation is:

[0056]

[0057] The preparation method of compound 10 is the same as that of Example 2, except that intermediate A-2 is replaced by intermediate A-3. Elemental analysis structure (molecular formula C 53 h 32 ): theoretical value C, 95.18; H, 4.82; test value: C, 95.21H, 4.79; ESI-MS (m / z) (M + ): The theoretical value is 668.84, and the measured value is 668.80.

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Abstract

The invention relates to a compound using anthracene and phenanthrene as a core and application thereof to an organic electroluminescence device. The compound uses the anthracene as the core; the structural general formula is shown as a formula in the description. The characteristics of difficult crystallization between molecules, difficult aggregation and good film forming performance are realized. When the compound is used as a material of the organic electroluminescence device, the current efficiency, the power efficiency and the external quantum efficiency of the device are greatly improved; meanwhile, the obvious effect is achieved on the service life prolonging of the device.

Description

technical field [0001] The invention relates to the technical field of semiconductors, in particular to a compound with anthracene and phenanthrene as the core and its application in organic electroluminescent devices. Background technique [0002] Organic electroluminescent (OLED: Organic Light Emission Diodes) device technology can be used to manufacture new display products and new lighting products, and is expected to replace the existing liquid crystal display and fluorescent lighting, and has a wide application prospect. 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 of the OLED light-emitting device, and the positive and negati...

Claims

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Application Information

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IPC IPC(8): C07D333/76C07C13/567C07C13/72C07D213/16C07D217/02C07D209/86C07D307/36C07D333/08C07C15/30C07D307/91C07C15/28C09K11/06H01L51/50H01L51/54
CPCC07D333/76C07C13/567C07C13/72C07D213/16C07D217/02C07D209/86C07D307/36C07D333/08C07C15/30C07D307/91C07C15/28C09K11/06C09K2211/1007C09K2211/1011C09K2211/1029C09K2211/1088C09K2211/1092C07C2603/18C07C2603/94H10K85/624H10K85/653H10K85/655H10K85/615H10K85/654H10K85/6576H10K85/6574H10K85/6572H10K50/00
Inventor 叶中华李崇张兆超庞羽佳
Owner JIANGSU SUNERA TECH CO LTD
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