Method for preparing o-chlorobenzaldehyde by continuously oxidizing o-chlorotoluene

A technology of o-chlorobenzaldehyde and o-chlorotoluene, which is applied in the field of organic synthesis process technology, can solve the problems of inapplicability to large-scale promotion, large amount of catalyst, high production cost, etc., to avoid the use of co-catalysts and short reaction time , the effect of high production efficiency

Active Publication Date: 2018-11-13
CHANGZHOU UNIV
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Problems solved by technology

The process route is simple, but the production cost is expensive, and it is not suitable for large-scale promotion at present
[0019] The above method is optimized and improved from different angles to the preparation of o-chlorobenzaldehyde by the oxidation of o-chlorotoluene, but there are still some problems to be solved: firstly still mainly adopt the batch production of batch still in large-sca...

Method used

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  • Method for preparing o-chlorobenzaldehyde by continuously oxidizing o-chlorotoluene
  • Method for preparing o-chlorobenzaldehyde by continuously oxidizing o-chlorotoluene
  • Method for preparing o-chlorobenzaldehyde by continuously oxidizing o-chlorotoluene

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Experimental program
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Effect test

Embodiment 1

[0044] (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 inner diameter and volume of the pipeline are determined according to the flow rate and reaction residence time, and the heat exchange medium is heat conduction Oil.

[0045] (2) 3.03g cobalt acetate and 3.03g sodium molybdate were dissolved in 200ml o-chlorotoluene and 200ml acetic acid respectively to form a mixed solution. At this time, n (cobalt acetate):n (o-chlorotoluene)=0.0075:1, and 3.03g NaBr dissolved in 5% H 2 o 2 form H 2 o 2 -Acetic acid solution, at this moment n (sodium bromide):n (o-chlorotoluene)=0.0075:1, o-chlorotoluene-acetic acid solution and H 2 o 2 -Acetic acid solution is injected in the tubular reactor of continuous heat exchange by the flow velocity of 8.33ml / min and 16.67ml / min respectively, at this moment n(H 2 o 2 ): n (o-chlorotolue...

Embodiment 2

[0047] (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 inner diameter and volume of the pipeline are determined according to the flow rate and reaction residence time. The heat exchange medium is heat transfer oil.

[0048] (2) Dissolve 6.06g cobalt acetate and 6.06g sodium molybdate in 200ml o-chlorotoluene and 200ml acetic acid respectively to form a mixed solution. At this time, n (cobalt acetate): n (o-chlorotoluene)=0.015:1, and 6.06g NaBr dissolved in 15% H 2 o 2 form H 2 o 2 -Acetic acid solution, at this time n (sodium bromide):n (o-chlorotoluene)=0.015:1, o-chlorotoluene-acetic acid solution and H 2 o 2 -Acetic acid solution is injected in the tubular reactor of continuous heat exchange by the flow velocity of 8.33ml / min and 16.67ml / min respectively, at this moment n(H 2 o 2 ): n (o-chlorotoluene)=2...

Embodiment 3

[0050] (1) Device: refer to figure 2 Determine the connection mode of the tubular reactor. The pipeline type is: (3a+3d) direct flow channel + enhanced mixed round cake type rectangular flat pipeline. The inner diameter and volume of the pipeline are determined according to the flow rate and reaction residence time, and the heat transfer medium is heat transfer oil. .

[0051] (2) Dissolve 6.06g cobalt acetate and 6.06g sodium molybdate in 200ml o-chlorotoluene and 200ml acetic acid respectively to form a mixed solution. At this time, n (cobalt acetate): n (o-chlorotoluene)=0.015:1, and 6.06g NaBr dissolved in 15% H 2 o 2 form H 2 o 2 -Acetic acid solution, at this time n (sodium bromide):n (o-chlorotoluene)=0.015:1, o-chlorotoluene-acetic acid solution and H 2 o 2 -Acetic acid solution is injected in the tubular reactor of continuous heat exchange by the flow velocity of 8.33ml / min and 16.67ml / min respectively, at this moment n(H 2 o 2 ): n (o-chlorotoluene)=2:1, usi...

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Abstract

The invention discloses a method for preparing o-chlorobenzaldehyde by continuously oxidizing o-chlorotoluene and belongs to the technical field of an organic synthesis technology. The method is a process technology which takes an o-chlorotoluene compound as a raw material, one or more metal ion complexes of cobalt, molybdenum and bromine as a catalyst, hydrogen peroxide as an oxidant and acetic acid as a solvent, and is used for preparing o-chlorobenzaldehyde by continuously oxidizing o-chlorotoluene in a tubular reactor. The method disclosed by the invention has the advantages of moderate conditions, short reaction time and high raw material utilization rate; effective control in a reaction process can be realized; the method is safe and stable, is continuously operated and has 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 o-chlorobenzaldehyde by continuous oxidation of o-chlorotoluene under liquid phase reaction conditions, more specifically using o-chlorotoluene as a substrate, hydrogen peroxide as an oxidant, cobalt, One or several metal ion complexes of molybdenum and bromine are used as catalysts, and monocarboxylic acid is used as solvent, and o-chlorobenzaldehyde products are continuously prepared in tubular reactors with different microstructures. Background technique [0002] O-chlorobenzaldehyde, also known as 2-chlorobenzaldehyde, is an important raw material in fine chemicals and an important intermediate in organic synthesis. Widely used in pesticides, pharmaceuticals, dyes and other industries. In the pesticide industry, it is used to produce high-efficiency and low-toxicity acaricide Mite Killer, which is in great demand in China; in the pha...

Claims

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Application Information

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IPC IPC(8): C07C45/28C07C47/55B01J19/24B01J19/00
CPCB01J19/0006B01J19/0013B01J19/2415C07C45/28C07C47/55
Inventor 刘建武蒋晗张跃严生虎沈介发马晓明陈代祥辜顺林张勇超
Owner CHANGZHOU UNIV
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