Method for preparing azelaic acid, tridecanedioic acid and other long-chain dicarboxylic acids from high erucic acid rapeseed oil

A technology of thirteen carbon dibasic acid and rapeseed oil, which is applied in the field of long-chain dibasic acid, can solve the problems of unsustainable development, large odor, long production cycle, etc., so as to improve the gas utilization rate and speed up the reaction Speed, the effect of shortening the production process

Active Publication Date: 2020-12-22
SICHUAN SIPO CHEMICAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This method uses alkanes from petrochemical sources as raw materials, and the production cycle is long, and the fermentation process will produce a large odor, which does not meet the needs of sustainable development

Method used

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  • Method for preparing azelaic acid, tridecanedioic acid and other long-chain dicarboxylic acids from high erucic acid rapeseed oil

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] A kind of method adopting high erucic acid rapeseed oil to prepare long-chain dibasic acids such as azelaic acid, tridecane dibasic acid, comprises the following steps:

[0028] Step 1, the C2~C9 saturated fatty acid of 300Kg high erucic acid rapeseed oil (the actual content of erucic acid is 50%, oleic acid content 18%, linoleic acid content 28%), 500Kg (containing 45% nonanoic acid, 35% % hexanoic acid, the rest are monobasic saturated fatty acids of other C2~C8) and 10Kg foaming agent tripropylene glycol methyl ether are mixed and then added in the ozonation reactor, maintained stirring at a speed of 100rpm and continuously fed into the ozone through the gas distributor Ozone gas is reacted at 30°C until the peroxide value of the reaction material no longer rises to obtain high erucic acid rapeseed oil ozonide; wherein, the ozone content of the ozonization gas is 100mg / L; The gas flow rate is 300m 3 / h;

[0029] Step 2, transfer the obtained high erucic acid rapese...

Embodiment 2

[0034] A kind of method adopting high erucic acid rapeseed oil to prepare long-chain dibasic acids such as azelaic acid, tridecane dibasic acid, comprises the following steps:

[0035]Step 1, with 300Kg high erucic acid rapeseed oil (the actual content of erucic acid is 45%, oleic acid content 21%, linoleic acid content 28%), the C2~C9 saturated fatty acid of 500Kg (containing 45% nonanoic acid, 35% % hexanoic acid, the rest are monobasic saturated fatty acids of other C2~C8) and 5Kg foaming agent tripropylene glycol methyl ether are mixed and then added in the ozonation reactor, maintained stirring at a speed of 100rpm and continuously fed into ozone through the gas distributor Ozone gas is reacted at 30°C until the peroxide value of the reaction material no longer rises to obtain high erucic acid rapeseed oil ozonide; wherein, the ozone content of the ozonization gas is 150mg / L; The gas flow rate is 250m 3 / h;

[0036] Step 2, transfer the obtained high erucic acid rapesee...

Embodiment 3

[0041] A kind of method adopting high erucic acid rapeseed oil to prepare long-chain dibasic acids such as azelaic acid, tridecane dibasic acid, comprises the following steps:

[0042] Step 1, the C2~C9 saturated fatty acid of 500Kg high erucic acid rapeseed oil (the actual content of erucic acid is 50%, oleic acid content 18%, linoleic acid content 28%), 1000Kg (containing 45% nonanoic acid, 35% % caproic acid, the rest are monobasic saturated fatty acids of other C2~C8) and 10Kg foaming agent tripropylene glycol methyl ether foaming agent are mixed and added in the ozonation reaction kettle, maintain stirring with the speed of 100rpm and continue through the gas distributor Feed ozonized gas, react under the condition of 40 ℃, until the peroxide value of the reaction material no longer rises, obtain high erucic acid rapeseed oil ozonide; Wherein, the ozone content of ozonized gas is 120mg / L; The flow rate of the ozonated gas is 400m 3 / h;

[0043] Step 2, transfer the obta...

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Abstract

The invention discloses a method for preparing azelaic acid, tridecanedioic acid and other long-chain dicarboxylic acids from high-erucic-acid rapeseed oil. The method comprises the following steps: mixing high-erucic-acid rapeseed oil, a solvent and a foaming agent, putting the mixture into a reaction kettle, introducing ozone while stirring, and carrying out an ozonization reaction; carrying outan oxidation reaction on the erucic acid ozonization product obtained by the reaction under a microwave condition to obtain an oxidation product mixture containing dibasic acid glyceride and nonanoicacid, and removing the solvent and the nonanoic acid by a distillation method to obtain dibasic acid glyceride; and saponifying, crystallizing, separating and acidifying the dibasic acid glyceride torespectively obtain azelaic acid and tridecanedioic acid. According to the invention, a foaming agent is introduced, so that ozone and oxygen are in full contact with reaction materials in the ozonization reaction stage and the oxidation reaction stage respectively, the gas utilization rate is increased, and the reaction speed is increased; and high erucic acid rapeseed oil is used as a raw material, so that the production process is shortened.

Description

technical field [0001] The invention relates to a method for preparing long-chain dibasic acids from biomass raw materials, in particular to a method for preparing long-chain dibasic acids such as azelaic acid and tridecanedioic acid by using high erucic acid rapeseed oil. Background technique [0002] Azelaic acid, also known as rhododendronic acid, has the appearance of white to light yellow monoclinic prisms, needle crystals or powder, with a medium-length carbon chain plus two carboxyl groups, which make azelaic acid have a wide range of applications. Azelaic acid is a very useful compound in industry, used in plasticizers, synthetic lubricants and polymers such as Nylon 69 and Nylon 9, etc. It is also used in the production of insecticides, water-soluble coatings, and dielectric and heat transfer aids. Azelaic acid also has antimicrobial properties and is used as a food preservative. It is beneficial to the prevention and treatment of dental caries when it is used in ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C55/18C07C55/02C07C51/02
CPCC07C51/02C07C51/412C07C67/313C07C67/54C07D301/06C07D303/42C07C55/18C07C55/02C07C69/48C07C69/34
Inventor 徐守斌冯自伟罗金安张捷杰钟玉蛟秦一别马从保李庚
Owner SICHUAN SIPO CHEMICAL CO LTD
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