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Method of preparing aromatic aldehyde and ketone through continuously oxidizing aromatic alcohol by adopting tubular reactor

A tubular reactor, the technology of aromatic aldehydes and ketones, applied in the oxidation preparation of carbonyl compounds, chemical instruments and methods, preparation of organic compounds, etc., can solve the problem of target product selectivity, low yield, low utilization rate of oxidant, mass transfer problems such as poor heat transfer effect, to achieve the effect of improving the reaction rate and the utilization rate of raw materials, avoiding the use of co-catalysts, and shortening the reaction time

Inactive Publication Date: 2015-12-23
CHANGZHOU UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] The above-mentioned methods have optimized and improved the preparation of aldehydes and ketones by oxidation of alcohols from different angles, but there are still some problems to be solved: firstly, batch production in batch still is mainly used in large-scale production
Secondly, in the above method, there are still disadvantages such as poor mass transfer and heat transfer effect, low utilization rate of oxidant, and easy occurrence of "flying temperature" phenomenon due to local overheating, which also results in a large amount of oxidant used in the above process and increased side reactions. The main reasons for the selectivity and low yield of the target product

Method used

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  • Method of preparing aromatic aldehyde and ketone through continuously oxidizing aromatic alcohol by adopting tubular reactor
  • Method of preparing aromatic aldehyde and ketone through continuously oxidizing aromatic alcohol by adopting tubular reactor
  • Method of preparing aromatic aldehyde and ketone through continuously oxidizing aromatic alcohol by adopting tubular reactor

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Effect test

Embodiment 1

[0035] (1) Device: refer to figure 2 Determine the connection mode of the tubular reactor, the type of pipeline is: (3a) PFA circular tube channel, the length of the pipeline is determined according to the flow rate and reaction residence time, and the heat exchange medium is heat transfer oil or water.

[0036] (2) Stir and mix the substrate p-methoxybenzyl alcohol and the solvent evenly, adjust the mixed solution of the catalyst and sodium hypochlorite to the required pH value, and input them into raw material tanks 1 and 2 respectively. Then the two streams of materials are pumped into the tubular reactor through metering pumps 3 and 4, first preheated by preheating zones 5 and 6, and then enter the reaction zone for mixed reaction. The preheating temperature and reaction temperature of the reaction system were set at -10°C. Among them, the molar ratio of 2,2,6,6-tetramethylpiperidine-nitrogen-oxide (TEMPO) or supported TEMPO catalyst to p-methoxybenzyl alcohol is 0.005:1...

Embodiment 2

[0038] (1) Device: refer to figure 2 Determine the connection mode of the tubular reactor. The pipeline type is: (3a+3b) direct flow channel + round cake pulse variable diameter rectangular flat pipeline. The length of the pipeline is determined according to the flow rate and reaction residence time. The heat exchange medium is heat transfer oil or water.

[0039] (2) Stir and mix the substrate p-fluorobenzyl alcohol and the solvent evenly, adjust the mixed solution of the catalyst and sodium hypochlorite to the required pH value, and input them into raw material tanks 1 and 2 respectively. Then the two streams of materials are pumped into the tubular reactor through metering pumps 3 and 4, first preheated by preheating zones 5 and 6, and then enter the reaction zone for mixed reaction. The preheating temperature and reaction temperature of the reaction system were set at 0°C. Among them, the molar ratio of 2,2,6,6-tetramethylpiperidine-nitrogen-oxide (TEMPO) or supported T...

Embodiment 3

[0041] (1) Device: refer to figure 2 Determine the connection mode of the tubular reactor. The pipeline type is: (3a+3c) direct flow channel + oblique square cake pulse variable diameter rectangular flat pipeline. The length of the pipeline is determined according to the flow rate and reaction residence time. The heat transfer medium is heat transfer oil. or water.

[0042] (2) Stir and mix the substrate o-chlorobenzyl alcohol and the solvent evenly, adjust the mixed solution of the catalyst and sodium hypochlorite to the required pH value, and input them into raw material tanks 1 and 2 respectively. Then the two streams of materials are pumped into the tubular reactor through metering pumps 3 and 4, first preheated by preheating zones 5 and 6, and then enter the reaction zone for mixed reaction. The preheating temperature and reaction temperature of the reaction system were set at 25°C. Among them, the molar ratio of 2,2,6,6-tetramethylpiperidine-nitrogen-oxide (TEMPO) or ...

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Abstract

The invention provides a method of preparing aromatic aldehyde and ketone through continuously oxidizing aromatic alcohol by adopting a tubular reactor, and belongs to the technical field of organic synthesis processes. According to the method, an aromatic alcohol compound is taken as a raw material; 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO) is taken as a catalyst; pypocholoride is taken as an oxidizing agent; nitrogenous organic matter is taken as a solvent. The method is a process technology that the aromatic alcohol is continuously oxidized in the tubular reactor to prepare the aromatic aldehyde and ketone. The method has the characteristics of mild conditions, short reaction time, high raw material utilization ratio, being capable of realizing effective control in the reaction process, being safe and reliable, and continuous operation and high production efficiency.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis technology, and relates to a method for preparing aromatic aldehydes and ketones by continuous oxidation of aromatic alcohols under liquid-phase reaction conditions, more specifically, aromatic alcohol compounds are used as substrates, and hypochlorite is used as an oxidant. 2,2,6,6-Tetramethylpiperidine-nitrogen-oxide (TEMPO) or supported TEMPO is used as the catalyst, and hypochlorite is used as the oxidant, and continuous oxidation is carried out in tubular reactors with different structures to produce aromatic Aldehyde method. Background technique [0002] Aldehyde and ketone compounds are widely used in the field of chemical synthesis. As important chemical raw materials, aromatic aldehydes and ketones can be used in chemical industries such as medicine, pesticides, food, flavors and fragrances. According to statistics, more than one million tons of carbonyl compounds are produced ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C47/575C07C47/55C07C49/78C07C49/807C07C49/84C07C49/76C07C45/29C07C205/45C07C201/12B01J8/06
CPCB01J8/06B01J2208/06C07C45/29C07C201/12C07C47/575C07C47/55C07C49/78C07C49/807C07C49/84C07C49/76C07C205/45
Inventor 严生虎张百冰张跃刘建武沈介发辜顺林马晓明
Owner CHANGZHOU UNIV
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