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Method for synthesizing alkynol by ketone and acetylene

A technology of acetylene and acetylenic alcohol, which is applied in chemical instruments and methods, preparation of organic compounds, preparation of hydroxyl compounds, etc. It can solve the problems of limited application range, low reaction conversion rate, and low space velocity, etc., and it is easier to control the reaction temperature , the reaction temperature is stable, and the effect of reducing production costs

Active Publication Date: 2006-05-03
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The synthesis of acetylenic alcohols (taking the synthesis of methylpentynyl alcohol as an example) with solid potassium hydroxide catalyzed method mainly has the following disadvantages: (1) there is the difficult problem of separation
In addition to being slower, this method still has drawbacks, because part of the polar solvent will be extracted into the ether layer during the extraction process
(2) Potassium hydroxide is added in the form of powder, and the consumption is large, and the number of moles used in the reaction is 3 to 4 times the consumption of ketone
(3) When the reaction is carried out, the potassium hydroxide powder absorbs part of the water generated in the reaction process, causing the potassium hydroxide powder to agglomerate, which often causes equipment and pipeline blockage in actual production
The disadvantages are: ①Potassium hydroxide is still added in the form of powder, the utilization rate is low, and the dosage is relatively large; ②Potassium hydroxide needs to be processed into 100-120 mesh powder, otherwise the conversion rate will be greatly reduced and the processing cost will be increased; ③When the reaction is carried out At this time, the potassium hydroxide powder absorbed part of the water generated in the reaction process, causing the potassium hydroxide powder to agglomerate, and there are still problems of equipment and pipeline blockage in actual production.
Shortcoming is: 1. potassium alkoxide preparation process dehydration time is too long (greater than 8 hours), and production efficiency is lower; Pentynol 50%; Xylene 50%), limited application
Though this method is the continuous synthesis of acetylenic alcohols, because the used strong basic quaternary ammonium anion resin of the patent is not unique to the invention unit, but commercially available Amberiteira-402 (OH) and Amberiteira-900 (OH), Limited by its weaker alkalinity, the reaction conversion rate is lower and the space velocity is lower, so the production cost of the product is higher
In addition, the OH on the anion exchange resin - It is lost as the reaction progresses, and frequent regeneration is required in order to keep the catalyst alkaline to a certain strength
Furthermore, as the running time increases, the anion exchange resin is broken into powder, which will cause blockage to the downstream system

Method used

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  • Method for synthesizing alkynol by ketone and acetylene
  • Method for synthesizing alkynol by ketone and acetylene
  • Method for synthesizing alkynol by ketone and acetylene

Examples

Experimental program
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Effect test

Embodiment 1～6

[0039] Using methyl ethyl ketone and acetylene as raw materials, potassium hydroxide as catalyst (potassium hydroxide is added in the form of aqueous solution), and liquid ammonia as acetylene solvent, the synthesis of methylpentynol is carried out in an autoclave under certain pressure and temperature conditions. Specifically: ① use nitrogen with a purity of 99v% to replace the reaction system three times under a pressure of 0.3-0.5 MPa; ② feed liquid ammonia into the autoclave; ③ feed acetylene into the autoclave once to dissolve it in the liquid ammonia . When the reaction was in progress, the methyl ethyl ketone and potassium hydroxide aqueous solution were fed continuously dropwise. The temperature required for the reaction is controlled by the circulating liquid in the wall jacket of the reactor, and the reaction liquid is continuously stirred during the reaction. The specific reaction conditions and results are shown in Table 1. As can be seen from the data in Table 1...

Embodiment 7～12

[0043] Using acetone and acetylene as raw materials, potassium hydroxide alkoxide aqueous solution as catalyst, and liquid ammonia as acetylene solvent, the synthesis of methyl butynol is carried out in an autoclave under certain pressure and temperature conditions. The implementation of the reaction process is the same as in Example 1. The specific reaction conditions and results are shown in Table 2. As can be seen from the data in Table 2, the reaction results of Examples 8-10 are better, indicating that the reaction conditions of Examples 8-10 are more suitable for the synthesis reaction of methyl butynol.

Embodiment 13～16

[0047] Using ketone and acetylene as raw materials and potassium hydroxide as a catalyst in a 10L reactor, the specific reaction conditions and results are shown in Table 3.

[0048] Example

[0049] Note: The reactor is a 2.0 liter autoclave with agitator

[0050] Example

[0051] Note: The reactor is a 2.0 liter autoclave with agitator

[0052] Example

[0053] Among them: MH is 6-methyl-hept-5-en-2-one, DMGA is 6,10-dimethyl-undec-5,9-dien-2-one, TMFA is 6,10, 14-Trimethyl-5,9,13-pentadeca-trien-2-one, TMPT is 6,10,14-trimethyl-pentadeca-2-one.

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Abstract

The invention relates to a method to compose alkynol by ketone and acetylene, which comprises: adding the ketone and catalyst of caustic potash solution into reaction system with mole ratio as 0.15~0.30. The catalyst has well dispersity and high efficient as well as recycle to reduce cost.

Description

technical field [0001] The invention relates to a method for synthesizing acetylenic alcohols from ketones and acetylenes. Background technique [0002] Alkynyl alcohol is an important chemical raw material, which can be used in the production of medicines and pesticides. It can also be used as a polishing agent for nickel or copper plating, a stabilizer for chlorinated hydrocarbons, a viscosity reducer, and a viscosity stabilizer. In addition, acetylenic alcohol has good ability to prevent metal corrosion under high temperature, high pressure and concentrated acid conditions, and it has good stability under high temperature conditions, and can be compounded with many organic compounds to form efficient high temperature corrosion inhibitors, so It can be used as an important component of corrosion inhibitor in deep well high temperature acidizing fluid. [0003] The traditional synthesis method of acetylenic alcohol is solid potassium hydroxide catalyzed method. That is, u...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C33/04C07C29/42
Inventor 艾抚宾王顺农王海波侯学伟王春梅季秀珍
Owner CHINA PETROLEUM & CHEM CORP
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