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Method for preparing triphenylamine derivative

A technology of derivatives and triphenylamine, which is applied in the field of preparation of triphenylamine derivatives, can solve problems such as non-compliance with green chemistry, difficulty in separation process, complex reaction process, etc., and achieve the effect of reducing reaction time, optimizing process, and improving separation efficiency

Inactive Publication Date: 2015-05-06
ZHEJIANG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the patent uses highly toxic substances such as chloroform, which does not conform to the concept of green chemistry, and the reaction process is complicated, the separation process is difficult, and the yield is unstable.

Method used

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  • Method for preparing triphenylamine derivative
  • Method for preparing triphenylamine derivative
  • Method for preparing triphenylamine derivative

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Embodiment Construction

[0023] The technical solutions of the present invention will be described in detail below in conjunction with specific embodiments, but the protection scope of the present invention is not limited thereto.

[0024] Compound A process route

[0025]

[0026] At 0°C, N-bromosuccinimide (24.0 g, 134.6 mmol), triphenylamine (10.0 g, 40.8 mmol), and dimethylformamide (120 mL) were added into a two-necked flask. The mixed solution was warmed up to room temperature and stirred for 12 hours. After the reaction was completed, 100 mL of water was added to quench the reaction, extracted with 150 mL of dichloromethane, and the organic phase was washed with 150 mL of saturated saline for three times, then dried with anhydrous magnesium sulfate, and the filtrate was filtered and distilled under reduced pressure. The solid obtained by distillation under reduced pressure was separated and purified by column chromatography, and the eluent was hexane, CH 2 Cl 2 A mixed solvent with a volu...

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Abstract

The invention discloses a method for preparing 4,4',4''-tri(2-thienyl)triphenylamine shown as a formula C. The method comprises the following steps: adding a compound shown as a formula A, a compound shown as a formula B, potassium carbonate and tetrakis(triphenylphosphine) palladium into an organic solvent, heating and carrying out a reflux reaction for 30-40 hours under nitrogen protection, thereby obtaining the compound shown as the formula C. According to the system, use of extremely toxic substances such as chloroform is avoided, and dichloromethane and water are used; the reaction efficiency is improved, and the reaction time is greatly reduced; in the column chromatography separation and purification operations, only dichloromethane is used, the process is optimized, and the separation efficiency is improved. The structural formulae are as shown in the specification.

Description

(1) Technical field [0001] The invention relates to a preparation method of triphenylamine derivatives. (2) Background technology [0002] Triphenylamine and its derivatives have unique free radical properties. There is a larger group around the nitrogen atom of triphenylamine, which eliminates the central tension of triphenylamine and greatly improves its stability. In addition, the large steric hindrance is not conducive to free radical reactions, and its hyperconjugated electronic effect also greatly increases the stability of free radicals. And this unique free radical property also makes triphenylamine and its derivatives have high hole mobility and good transport performance, so they have a wide range of applications in the field of optoelectronic materials. [0003] The preparation of triphenylamine and its derivatives generally adopts Ullmann reaction (Ullmann) to prepare, and along with the raw material that adopts in the synthetic process, catalyst, the difference...

Claims

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Application Information

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IPC IPC(8): C07D333/20
CPCC07D333/20
Inventor 张诚蔡志威吕耀康余焓纪律律朱晓刚何晖晖杜惟实刘幼幼
Owner ZHEJIANG UNIV OF TECH
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