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Synthesis of trifluoromethyl derivative and application of synthesis of trifluoromethyl derivative in organic electroluminescence

A technology of trifluoromethylpyridine and electroluminescent devices, applied in the synthesis and its application in OLEDs, in the field of trifluoromethyl compounds, can solve the problems of harsh reaction conditions and increased costs, and achieve the goal of improving device performance Effect

Inactive Publication Date: 2015-06-10
NANJING UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the traditional C-N connection requires harsh reaction conditions, requires expensive noble metal catalysts, and increases the cost of the reaction

Method used

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  • Synthesis of trifluoromethyl derivative and application of synthesis of trifluoromethyl derivative in organic electroluminescence
  • Synthesis of trifluoromethyl derivative and application of synthesis of trifluoromethyl derivative in organic electroluminescence
  • Synthesis of trifluoromethyl derivative and application of synthesis of trifluoromethyl derivative in organic electroluminescence

Examples

Experimental program
Comparison scheme
Effect test

Embodiment (1

[0018] Example (1): 2CzCF 3 Synthesis of Py

[0019] 2,3-Difluorotrifluoromethylpyridine (0.25g, 1.4mmol), potassium carbonate (1.13g, 8.2mmol), carbazole (0.5g, 3.0mmol), DMSO 8ml, heated to reflux at 150°C for 12h. Cooled to room temperature and poured into 200ml of water to precipitate a large amount of solid and stirred for 0.5h, suction filtered to obtain a white solid, and purified by column chromatography to obtain a white solid with a yield of 25%. 1 H NMR (300MHz, CDCl 3 ): δppm 9.10 (s, 1H), 8.48 (1, 1H), 7.83 (m, 4H), 7.32 (s, 1H), 7.29 (s, 1H), 7.16-7.00 (m, 10H).

Embodiment (2

[0020] Example (2): 3CzCF 3 Synthesis of Ph

[0021] 2,4,6-Trifluorobenzotrifluoride (0.18g, 0.90mmol), potassium carbonate (1.0g, 7.2mmol), carbazole (0.5g, 3.0mmol), DMSO 8ml, heated to reflux at 150°C for 12h. Cool to room temperature and pour into 200ml of water to precipitate a large amount of solid, stir for 0.5h, filter with suction to obtain a white solid, and purify by column chromatography to obtain a white solid with a yield of 80%. 1 H NMR (300MHz, CDCl 3 ): δppm 8.18(d, 4H, J=3.8Hz), 8.08(d, 2H, J=3.9Hz), 7.95(s, 2H), 7.54(t, 6H, J=6.7Hz), 7.42-7.30( m, 12H).

Embodiment (3

[0022] Example (3): 4CzCF 3 Synthesis of Ph

[0023] 2,3,5,6-Tetrafluorobenzotrifluoride (0.3g, 1.4mmol), potassium carbonate (1.88g, 13.6mmol), carbazole (1g, 6.0mmol), DMSO 8ml, heated to reflux at 150°C for 12h. Cool to room temperature and pour into 200ml of water to precipitate a large amount of solid, stir for 0.5h, filter with suction to obtain a white solid, and purify by column chromatography to obtain a white solid with a yield of 80%; 1 H NMR (300MHz, CDCl 3 ): δppm 8.33(s, 1H), 7.77(t, 7H, J=6.2Hz), 7.40(d, 4H, J=4.1Hz), 7.32-7.21(m, 11H), 7.17-7.06(m, 10H ).

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Abstract

The invention relates to synthesis of trifluoromethyl derivative and an application of the synthesis of trifluoromethyl derivative in organic electroluminescence. According to the method for synthesizing a series of trifluoromethyl compound in one step, raw materials are cheap and easy to obtain, noble metal catalysts are not needed, operation is simple and convenient, the reaction conditions are mild, the production cost is low, the yield is high, and commercialization is facilitated. The invention relates to the field of organic electroluminescence materials, in particular to materials which are synthesized in one step, have bipolar carrier transportation performance and serve as an electrophosphorescence subject or a delay fluorescent object to prepare an organic electroluminescence element. The materials with the bipolar carrier transportation performance comprise a carbazole unit with hole transport performance and a benzotrifluoride or 2-(trifluoromethyl) pyridine unit with electronic transport performance, namely CzCF3Ph and CzCF3Py class compound.

Description

technical field [0001] The invention relates to the field of organic electroluminescent materials, in particular to a class of trifluoromethyl compounds, their synthesis and their application in OLEDs. technical background [0002] Organic electroluminescent devices (OLEDs) are self-luminous devices with advantages such as low voltage, wide viewing angle, fast response speed, and good temperature adaptability. They are a new generation of display technology. The principle of organic electroluminescent devices, under the action of an electric field, holes and electrons are injected from the anode and cathode respectively, pass through the hole injection layer, the hole transport layer and the electron injection layer, and the electron transport layer respectively, and recombine in the light-emitting layer to form an excitation layer. The exciton radiation decays and emits light. [0003] One of the keys to improving the efficiency and lifetime of organic electroluminescent d...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D401/14C07D209/86C09K11/06H01L51/54
CPCC09K11/06C07D209/86C07D401/14C09K2211/1029H10K85/6572
Inventor 陶友田梅岭王芳芳黄维
Owner NANJING UNIV OF TECH
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