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Method for preparing alpha-chloro-fatty acid

A technology for chlorinated fatty acids and fatty acids, applied in the field of organic compound synthesis, to achieve the effects of high activity, mild reaction conditions, and reduction of unsafe factors

Active Publication Date: 2008-12-31
TAIXING LINGFEI CHEM TECH CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] The object of the present invention is to provide a kind of preparation method of α-chlorinated fatty acid, select chlorosulfonic acid as main catalyst, add sulfur trioxide continuously as auxiliary catalyst, replace pure oxygen with oxygen in the air as free radical scavenger, successfully Solved the existing problems in the above aspects, and developed an ideal method for the industrial production of α-chlorinated fatty acids

Method used

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  • Method for preparing alpha-chloro-fatty acid
  • Method for preparing alpha-chloro-fatty acid

Examples

Experimental program
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Effect test

Embodiment 1

[0018] The synthesis of embodiment 1α-chlorohexanoic acid

[0019] Put 30g (0.26mol) of dry hexanoic acid into a high aspect ratio reaction kettle with acid-resistant gas distributor, mechanical stirring and jacket, heat it to melt and raise the temperature to 70°C, add 1.0g of chlorosulfur dropwise Acid, feed the mixed gas of chlorine gas and air (the volume flow ratio of chlorine gas and air is 1:1), the amount of chlorine gas is about 0.4mol, after reacting for 1h, add 0.5g sulfur trioxide continuously, and then stir at the reaction temperature for 3h After the reaction, the residual chlorine gas was driven away with nitrogen, and the temperature was lowered to 50° C. for discharge; the catalyst was separated and removed by a centrifuge to obtain 40 g of crude product of α-chlorohexanoic acid.

[0020] The content analysis method is as follows:

[0021] Gas chromatography (GC) conditions: PEG-20000 capillary column (30m × 0.32mm); FID detector; column temperature 200°C; in...

Embodiment 2

[0024] Synthesis of embodiment 2α-chlorododecanoic acid

[0025] Put 100g (0.5mol) of dry dodecanoic acid into a high aspect ratio reaction kettle with acid corrosion gas distributor, mechanical stirring and jacket, heat it to melt and raise the temperature to 120°C, add 1.0g of chlorine dropwise Sulfonic acid, feed the mixed gas of chlorine gas and air (the volumetric flow ratio of chlorine gas and air is 2:1), the amount of chlorine gas is about 1.5mol, after reacting for 0.5h, add 1.0g sulfur trioxide continuously, and then keep the temperature at the reaction temperature After 3 hours, the residual chlorine gas was driven away with nitrogen gas after the reaction was completed, the temperature was lowered to 50° C., and the material was discharged; the catalyst was removed by high-speed centrifugation in a centrifuge to obtain 119 g of crude product of α-chlorododecanoic acid. The content analysis method is the same as in Example 1, and the yield of α-chlorododecanoic acid...

Embodiment 3

[0026] The synthesis of embodiment 3α-chlorohexadecanoic acid

[0027] Put 500g (1.95mol) of dry hexadecanic acid into a high aspect ratio reactor with an acid-resistant gas distributor, mechanical stirring and jacket, heat it to melt and raise the temperature to 100°C, and add 3.0g of Chlorosulfonic acid, pass into the mixed gas of chlorine and air (the volumetric flow ratio of chlorine and air is 5:1), the amount of chlorine is about 2.5mol, after reacting for 1.5h, add 2.0g sulfur trioxide continuously, then under the reaction temperature Stir at constant temperature for 4 hours. After the reaction, use nitrogen to drive away residual chlorine gas, cool down to 50°C and discharge; use a centrifuge to separate and remove the catalyst to obtain 570g of crude product of α-chlorohexadecanoic acid. The content analysis method is the same as in Example 1, and the yield of α-chlorohexadecanoic acid is 97.3%.

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Abstract

An alpha-chloro-fatty acid preparation method belongs to the organic compound synthesis technical field. The invention takes chlorosulfonic acid as main catalyst, sulfur trioxide as complementary catalyst which is added in a continuous flow way, and uses oxygen in the air to replace pure oxygen to serve as free radical capture agent; the method enables fatty acid and chlorine to be reacted in an atmospheric pressure reactor so as to develop an ideal industrial production method for alpha-chloro-fatty acid production. The alpha-chloro of the invention has high reactivity, good reaction selectivity, high conversion rate, less side reaction products, as well as high purity of products so as to guarantee the catalytic activity in the reaction process and effectively prevent the increasing of the using amount of catalyst caused by decomposition of the main catalyst to result in waste; the method can reduce the insecure factors brought about by pure oxygen in industrial production and can avoid the increase of post-processing steps of products due to the introduction of chemical antioxidants.

Description

technical field [0001] A kind of preparation method of α-chlorinated fatty acid, concretely a kind of with chlorosulfonic acid as main catalyst, add sulfur trioxide continuously as auxiliary catalyst, replace pure oxygen with oxygen in the air as free radical scavenger, use The invention relates to a method for obtaining α-chlorinated fatty acid by reacting fatty acid and chlorine gas in a normal pressure reactor, belonging to the technical field of organic compound synthesis. Background technique [0002] α-halogenated fatty acids are important intermediates in the synthesis of fine chemicals such as dyes, pesticides, spices and medicines due to their high chemical activity. Brominated fatty acids in α-halogenated fatty acids are widely used due to their ease of preparation, while the synthesis and application of chlorinated fatty acids are limited due to their low chlorination reactivity. Acetic acid is the simplest aliphatic acid containing α-hydrogens. Its α-chlorinati...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C53/15C07C53/19C07C51/363
Inventor 方云王美刚夏咏梅
Owner TAIXING LINGFEI CHEM TECH CO LTD
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