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Compounding method for N-ethyl carbazole

A synthesis method, ethyl carbazole technology, applied in the field of synthesis of N-ethyl carbazole, can solve problems such as the difficulty of vinyl hydrogenation and reduction, and achieve the effects of high product quality, cost reduction, and reduction of waste emissions

Active Publication Date: 2017-12-19
厦门嘉氢科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The reason is mainly due to the strong electron transfer ability of the carbazole group, which makes the hydrogenation reduction of the vinyl group difficult.

Method used

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  • Compounding method for N-ethyl carbazole
  • Compounding method for N-ethyl carbazole

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] In a 50ml glass pressure-resistant bottle, add 2g carbazole, 0.04g proton-removing agent KOH and 10ml N-methylpyrrolidone as a solvent, start stirring and raise the temperature to 80°C for a salt-forming reaction for 30 minutes to generate carbazole potassium salt, and then Pass through acetylene, react for 2.5 hours at 160°C under normal pressure, and obtain N-vinyl carbazole with a yield of 98.6%; in the next step, continue hydrogenation to generate N-ethyl carbazole, according to the catalyst and N-vinyl carbazole The molar concentration ratio of the azole substance is 1:2000, add Pd catalyst (support is MgO), pass 0.3MPaH 2 , hydrogenation reaction was carried out at 70°C for 3 hours to obtain N-ethylcarbazole with a yield of 98.8%.

[0025] The high performance liquid phase chromatogram of the intermediate product N-vinylcarbazole of the embodiment of the present invention 1 sees figure 1 , the high performance liquid chromatogram of the product N-ethylcarbazole o...

Embodiment 2

[0027] In a 50ml glass pressure-resistant bottle, add 2g carbazole, 0.08g proton-removing agent KOH and 10ml N-methylpyrrolidone as a solvent, start stirring and heat up to 80°C for a salt-forming reaction for 20 minutes to generate carbazole potassium salt, and then Pass through acetylene, react at 160°C and normal pressure for 5 hours, and obtain N-vinylcarbazole with a yield of 99.0%; in the next step, continue hydrogenation to generate N-ethylcarbazole, according to the catalyst and N-vinylcarbazole The molar concentration ratio of the substance is 1:2000, add Pd catalyst (support is MgO), pass 0.3MPaH 2 , hydrogenation reaction was carried out at 70°C for 3 hours to obtain N-ethylcarbazole with a yield of 98.7%.

Embodiment 3

[0029] In a 50ml glass pressure-resistant bottle, add 2g carbazole, 0.12g proton-removing agent KOH and 10ml N-methylpyrrolidone as a solvent, start stirring and raise the temperature to 80°C for a salt-forming reaction for 20 minutes to generate carbazole potassium salt, and then Pass through acetylene, react for 2.5 hours at 160°C under normal pressure, and obtain N-vinyl carbazole with a yield of 98.9%. The molar concentration ratio of the azole substance is 1:2000, add Pd catalyst (support is MgO), pass 0.3MPaH 2 , hydrogenation reaction was carried out at 70°C for 3 hours to obtain N-ethylcarbazole with a yield of 98.4%.

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Abstract

The invention provides a compounding method for N-ethyl carbazole and relates to N-ethyl carbazole. The method comprises the following steps: performing salt-forming reaction on carbazole and proton-removing agent in an N-methyl pyrrolidone solvent, thereby generating carbazole salt; continuing introducing acetylene and reacting, thereby acquiring N-vinyl carbazole; adding a Pd catalyst into the organic solvent of the generated N-vinyl carbazole and performing hydrogenation reaction in the additives, thereby acquiring N-ethyl carbazole. A series of special catalysts are optimized, a catalytic hydrogenation technology is adopted for effectively realizing the green synthesis of N-ethyl carbazole and three-waste emission is reduced. In a hydrogenation process, the catalyst is reusable and the cost is lowered. The quality of the N-ethyl carbazole product prepared according to the hydrogenation process is higher. The traditional alkylate reagent (diethyl sulfate, ethyl carbonate, halothane, and the like) or the toxic organic solvent is not required, no waste liquid is emitted and the compounding method is a green and clean production technology.

Description

technical field [0001] The invention relates to N-ethylcarbazole, in particular to a synthetic method of N-ethylcarbazole which is green and has no waste liquid discharge. Background technique [0002] N-Ethylcarbazole is used as an intermediate for dyes such as Qingguang Haichang Blue GC and Permanent Violet RL. Among them, Everlasting Violet RL, one of the downstream products, has high tinting strength and bright colors. Thanks to its excellent chemical properties such as heat resistance, light resistance, and migration resistance, it is widely used as a high-end pigment in coatings, rubber, synthetic fibers and plastics. industry etc. [0003] There are three main methods for industrial synthesis of N-ethylcarbazole: diethyl sulfate method, ethyl carbonate method and haloethane method. The diethyl sulfate method uses diethyl sulfate to ethylate carbazole to obtain N-ethyl carbazole. Diethyl sulfate has a strong alkylation ability, and the reaction conditions are moderat...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/86
CPCC07D209/86
Inventor 郑南峰郑卫东秦瑞轩刘圣杰
Owner 厦门嘉氢科技有限公司
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