Oxosynthesis of azelaic acid and nonoic acid with mixed ozone solvent

A technology of ozone oxidation and mixed solvents, which is applied in the direction of oxidative preparation of carboxylic acids and organic chemistry, etc., can solve the problems of large environmental pollution, equipment corrosion, uneven water as a solvent, etc., and achieve the simplification of operation, improvement of quality, and promotion of phase exchange. Effect

Inactive Publication Date: 2007-04-25
XINJIANG TECHN INST OF PHYSICS & CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The method makes the reaction of azelaic acid synthesized from oleic acid through the ozone oxidation method tend to be moderate, the yield is greatly improved, and the separation and purification of the product is simple, while avoiding the complete heterogeneity of using water as a solvent, and solving the problem of using acetic acid as a solvent The key problems faced by large-scale industrial production such as serious corrosion of equipment and large environmental pollution

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] A, with 50.0ml (44.6g) chemically pure oleic acid (oleic acid mass percentage composition is 74.1%), 250ml water, 70ml nonanoic acid, and the mixture of 50ml acetic acid is added in the reactor, vigorously stirs and mixes, control temperature at 5°C, the concentration of O is 4% by weight. 3 / O 2 Gas, ozonated gas flow velocity is 0.25m 3 / h carries out ozonation reaction, time 2.0 hours;

[0022]b. Then heat it to 80°C, add 0.40g of manganese acetate catalyst and 0.10g of cobalt chloride, and change the flow of oxygen to carry out oxidative cracking reaction. 3 / h, the reaction time is 1.5 hours;

[0023] c. After the reaction is completed, the system is left to stand, and after the first separation of the water phase frozen crystallization is leaked, the azelaic acid is separated, and the water is returned to be used as a solvent again. Azelaic acid is also obtained after leakage, and water is used for the next extraction;

[0024] d. The extracted oil phase was ...

Embodiment 2

[0027] A, with 50.0ml (44.6g) chemically pure oleic acid (oleic acid mass percentage composition is 74.1%), 30ml water, 30ml nonanoic acid, and the mixture of 20ml acetic acid is added in the reactor, vigorously stirs and mixes, control temperature at 0°C, the concentration of O is 4% by weight 3 / O 2 Gas, ozonated gas flow velocity is 0.1m 3 / h carries out ozonation reaction, time 3.0 hours;

[0028] b. Then heat to 90°C, add 0.40g of manganese acetate catalyst and 0.10g of cobalt chloride, change to oxygen for oxidative cracking reaction, the flow rate of oxygen for oxidative cracking is 0.2m 3 / h, the reaction time is 2.0 hours;

[0029] c. After the reaction is completed, the system is left to stand, and after the first separation of the water phase frozen crystallization is leaked, the azelaic acid is separated, and the water is returned to be used as a solvent again. Azelaic acid is also obtained after leakage, and water is used for the next extraction;

[0030] d. ...

Embodiment 3

[0033] A, with 50.0ml (44.6g) chemically pure oleic acid (oleic acid mass percentage composition is 74.1%), 350ml water, 250ml nonanoic acid, and the mixture of 200ml acetic acid is added in the reactor, vigorously stirs and mixes, controls temperature at 10°C, the O concentration is 4% by weight. 3 / O 2 Gas, ozonated gas flow velocity is 0.25m 3 / h carries out ozonation reaction, time 2.0 hours;

[0034] b. Then heat to 95°C, add 0.40g of catalyst manganese acetate and 0.10g of cobalt chloride, change to oxygen for oxidative cracking reaction, the flow rate of oxygen for oxidative cracking is 0.20m 3 / h, the reaction time is 2.0 hours;

[0035] c. After the reaction is completed, the system is left to stand, and after the first separation of the water phase frozen crystallization is leaked, the azelaic acid is separated, and the water is returned to be used as a solvent again. Azelaic acid is also obtained after leakage, and water is used for the next extraction;

[0036...

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Abstract

A synthesis of anchoic acid and nonanoic acid by mixed solvent ozone oxidation is carried out by agitating material oleic acid, water, nonanoic acid with acetic acid, inducing O3, oxidizing reacting, heating, adding catalyst, inducing oxygen, oxidizing and cracking reacting, laying aside, freezing and crystallizing water phase from first separating, extracting and leaking, separating out anchoic acid, extracting oil phase by boiled water, freezing and crystallizing, extracting and leaking, obtaining anchoic acid, washing, drying, and obtaining product. Its advantages include high productivity, moderate reaction, simple separation and purification, and no environmental pollution.

Description

technical field [0001] The invention relates to a method for synthesizing azelaic acid and nonanoic acid by using a mixed solvent through an ozonation-catalyzed oxidation cracking method. Background technique [0002] Azelaic acid, also known as azelaic acid, is a white flaky or powdery crystal. Molecular formula C 9 h 16 o 4 , molecular weight 188.22, specific gravity 1.0291 (4°C), 1.225 (25°C), melting point 106.5°C, boiling point 286.5°C (13.33kPa), refractive index 1.4303 (111°C). [0003] Azelaic acid is an important intermediate in organic synthesis, which can be used to synthesize dioctyl azelate (DOZ) plasticizer, synthetic perfume, lubricating oil and polyamide and other products. Dioctyl azelate, didecyl azelate, and tridecyl azelate are good lubricants. Azelaic acid is also used in the production of nylon 69 and nylon 9. Azelaic acid is aminated and hydrogenated to produce aminononanoic acid, which can be directly polycondensed to produ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C55/18C07C53/126C07C51/16
Inventor 吾满江·艾力孙自才张亚刚樊莉胡书明高军军董昕
Owner XINJIANG TECHN INST OF PHYSICS & CHEM CHINESE ACAD OF SCI
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