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A new process for synthesizing acetylenic alcohols from acetylene and ketones

A ketone compound and acetylene technology, applied in the field of organic chemical preparation, can solve the problems of not fully meeting the separation requirements, large compressor load, large gas circulation volume, etc., so as to reduce the material circulation volume, reduce the compressor load, and improve the reaction Yield effect

Active Publication Date: 2018-11-20
SOUTHWEST RES & DESIGN INST OF CHEM IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The reaction product is separated under normal pressure after flash evaporation, and the flash evaporation results in a low temperature of ≤-20°C, which is used as the cooling capacity for rectification and separation, and lower temperature refrigerants are no longer used. These cooling capacity cannot fully meet the separation requirements , so a small amount of acetylenic alcohol products will be lost with the circulating gas into the gas cabinet, and acetylenic alcohols are easily decomposed during the circulation process to produce more by-products
During the flash evaporation, the liquid ammonia and unreacted acetylene used as the solvent will all vaporize and return to the mixed gas cabinet, resulting in a large amount of gas circulation and a large load on the compressor
In addition, the recovery of ammonia only through flash evaporation is not complete, and if the ammonia is not completely removed, it will affect the next step of separation

Method used

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  • A new process for synthesizing acetylenic alcohols from acetylene and ketones

Examples

Experimental program
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Effect test

Embodiment 1

[0028] After mixing acetylene and ammonia in a molar ratio of 1:2 and compressing to 3MPa, add acetone and potassium hydroxide solution so that the wt% of potassium hydroxide in the reaction solution is 0.5%, and the molar ratio of acetylene to acetone is 1 : 1, then carry out the alkynylation reaction through the tank reactor and 2 isothermal tubular reactors successively, the reaction temperature is 40 ℃, the reaction pressure 3MPa, the reaction time is 120 minutes, then add ammonium chloride, ammonium chloride and hydrogen The molar ratio of potassium oxide was 1.5:1 to terminate the reaction.

[0029] After the reaction is terminated, the reaction neutralization liquid is sent to the pressurized degassing tower, separated at 3MPa, all acetylene and part of ammonia are extracted from the top of the tower, the molar ratio of the extracted acetylene to ammonia is 1:2, and part of the acetylene is The ammonia mixture is refluxed back to the pressurized degassing tower, and the...

Embodiment 2

[0036]Mix acetylene and ammonia in a molar ratio of 1:5 and compress to 5 MPa, then add acetone and potassium hydroxide solution, so that the mass concentration of potassium hydroxide in the reaction solution is 0.1%, and the molar ratio of acetylene to acetone is 5 : 1, then carry out the alkynylation reaction through the tank reactor and an isothermal tubular reactor successively, the reaction temperature is 5°C, the reaction pressure is 5MPa, and the reaction time is 10 minutes, then add ammonium chloride, ammonium chloride and hydrogen The molar ratio of potassium oxide was 1:1 to terminate the reaction.

[0037] After the reaction is terminated, the reaction neutralization liquid is sent to the pressurized degassing tower, separated at 5MPa, all acetylene and part of ammonia are extracted from the top of the tower, the molar ratio of the extracted acetylene to ammonia is 1:5, and part of the acetylene after condensation The ammonia mixture is refluxed back to the pressuri...

Embodiment 3

[0040] Mix acetylene and ammonia in a molar ratio of 1:4 and compress to 3MPa, then add butanone and potassium hydroxide solution so that the mass concentration of potassium hydroxide in the reaction solution is 0.3%, and the molar ratio of acetylene to butanone 4:1, and then through the tank reactor and two isothermal tubular reactors to carry out the alkynylation reaction, the reaction temperature is 40 ℃, the reaction pressure is 3MPa, the reaction time is 120 minutes, then add ammonium chloride, ammonium chloride The molar ratio with potassium hydroxide was 1.2:1 to terminate the reaction.

[0041] After the reaction is terminated, the reaction neutralization liquid is sent to the pressurized degassing tower and separated at 1.5 MPa. All the acetylene and part of the ammonia are extracted from the top of the tower. The molar ratio of the extracted acetylene to ammonia is 1:4. The mixed solution of acetylene and ammonia is refluxed back to the pressurized degassing tower, a...

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Abstract

The invention relates to a novel process for synthesizing alkynol from acetylene and ketone compounds. The novel process comprises the following steps: acetylene and a solvent ammonia gas are mixed and compressed, the ketone compounds and a potassium hydroxide catalyst are added, an ethynylation reaction is completed in a reactor, and ammonium chloride is added to terminate the reaction; unconsumed acetylene from the reaction system and 2-5 times of ammonia are output in a liquid form in a pressurized degassing tower, and the condition that a material in the tower contains no acetylene is guaranteed; ammonia in the system is all output in an atmospheric degassing tower with an ammonia self-cooling technology, and the condition that the material in the tower contains no ammonia is guaranteed; inorganic salt in the system is removed by a scraper evaporator; the ketone compounds are output from the top of a ketone removal tower and recycled to the reaction system; alkynol-containing products are obtained in a crude alkynol tower; water is further removed through membrane separation, and anhydrous alkynol products are finally obtained. The novel process has the advantages of high product yield, low energy consumption and little wastewater discharge.

Description

technical field [0001] The invention belongs to the technical field of organic chemical preparation, and specifically relates to a process for synthesizing acetylenic alcohols from acetylene and ketone compounds. Background technique [0002] Alkynyl alcohol has many excellent properties due to its alkynyl group -C≡CH, polar group -OH and non-polar group hydrocarbon group, such as: excellent non-ionic surface activity, excellent wettability, low foaming property And defoaming, good dispersion, low toxicity, excellent corrosion inhibition, etc., are widely used in corrosion inhibition, food, medicine, coatings and other chemical products. The industrial synthesis methods of acetylene alcohols mainly include: solid potassium hydroxide catalyzed acetylenylation method, liquid ammonia and potassium hydroxide catalyzed acetylenic method, and potassium alkoxide catalyzed acetylenic method. [0003] The early relevant patents were mainly from Italy Slam (SNAM), such as 590732, 650...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C29/42C07C29/76C07C29/80C07C33/042C07C33/048
CPCC07C29/42C07C29/76C07C29/80C07C33/042C07C33/048
Inventor 陈群文谭平华赖崇伟陶川东余维新王小莉李杰灵刘旋
Owner SOUTHWEST RES & DESIGN INST OF CHEM IND
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