Preparation methods of 2,2,4-trimethyl-1,3-dioxolane and 1,2-propanediol

A technology of dioxolane and trimethyl, applied in the field of preparation 2, can solve problems such as high price of zinc trifluoromethanesulfonate, environmental pollution, etc., and achieves the advantages of recycling and reuse, reducing energy consumption and cost, and improving catalysis. The effect of efficiency

Active Publication Date: 2014-11-05
CHINA PETROLEUM & CHEM CORP +1
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0009] The purpose of the present invention is to overcome the catalyst zinc trifluoromethanesulfonate used that exists in the method for preparing 2,2,4-trimethyl-1,3-dioxolane of the prior art, and the price is expensive and the environmental pollution is relatively high. Serious defect, provide a kind of cheap catalyst that can be used repeatedly, and the catalysis 1,2-propylene oxide reacts with acetone to prepare 2,2,4-trimethyl-1,3-diox with high yield of the target product Process for pentane rings and process for preparing 1,2-propanediol

Method used

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  • Preparation methods of 2,2,4-trimethyl-1,3-dioxolane and 1,2-propanediol
  • Preparation methods of 2,2,4-trimethyl-1,3-dioxolane and 1,2-propanediol
  • Preparation methods of 2,2,4-trimethyl-1,3-dioxolane and 1,2-propanediol

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Embodiment approach

[0022] According to a preferred embodiment of the present invention, the cation of the ionic liquid 1-alkyl-3-methylimidazolium salt is 1-butyl-3-methylimidazolium, and the anion is bromide, chloride, trifluoro One of methanesulfonate ion, methanesulfonate ion, p-toluenesulfonate ion.

[0023] Specifically, the ionic liquid 1-alkyl-3-methylimidazolium salt can be 1-butyl-3-methylimidazole bromide, 1-butyl-3-methylimidazole chloride, 1-butyl -3-methylimidazolium bisulfate, 1-butyl-3-methylimidazolium methanesulfonate, 1-butyl-3-methylimidazolium trifluoromethanesulfonate, 1-butyl-3-methyl imidazole p-toluenesulfonate, etc., more preferably the ionic liquid is 1-butyl-3-methylimidazole bromide. The ionic liquids mentioned above can be prepared by methods known in the art (see "Green Reaction Media in Organic Synthesis" edited by Koichi Mikami, 2005, Blackwell Publishing Ltd. et al.).

[0024] According to a preferred embodiment of the present invention, the ionic liquid 1-alky...

Embodiment 1

[0046] Put the magnetic stirring bar into a 25mL polytetrafluoroethylene-lined reactor, add 0.1mol (5.8g) acetone, 0.025mol (1.45g) 1,2-propylene oxide, and then add 0.01mol (2.19g) A catalyst composed of 1-butyl-3-methylimidazolium bromide ionic liquid and 0.005 mol (0.68 g) of anhydrous zinc chloride was uniformly mixed, and the reaction kettle was closed, and stirred and reacted for 8 hours in an oil bath at 65°C. After the reaction was completed, after cooling to room temperature, the liquid sample was taken for analysis. The conversion rate of 1,2-propylene oxide was 94%, and the selectivity of 2,2,4-trimethyl-1,3-dioxolane was 100%. %.

Embodiment 2

[0048] Put the magnetic stirring bar into a 100mL polytetrafluoroethylene-lined reaction kettle, add 0.2mol (11.6g) acetone, 0.05mol (2.9g) 1,2-propylene oxide, and then add 0.02mol brominated 1- Butyl-3-methylimidazolium ionic liquid and 0.01mol (1.36g) of anhydrous zinc chloride are uniformly mixed as a catalyst, and the reaction kettle is closed, and stirred and reacted for 12 hours in an oil bath at 55°C. After the reaction was completed, after cooling to room temperature, the liquid sample was taken for analysis. The conversion rate of 1,2-propylene oxide was 95%, and the selectivity of 2,2,4-trimethyl-1,3-dioxolane was 99.5%. %.

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Abstract

The invention provides a preparation method of 2,2,4-trimethyl-1,3-dioxolane. The method comprises the steps that: under a cyclization reaction condition, 1,2-propylene oxide and acetone contact a catalyst, such that a mixture is obtained; and the 2,2,4-trimethyl-1,3-dioxolane is separated from the mixture, wherein the catalyst comprises ionic liquid 1-alkyl-3-methylimidazolium salt and anhydrous zinc chloride. The invention also provides a preparation method of 1,2-propanediol. According to the 2,2,4-trimethyl-1,3-dioxolane preparation method provided by the invention, the catalyst composed of the ionic liquid 1-alkyl-3-methylimidazolium salt and anhydrous zinc chloride is adopted, such that defects such as high catalyst cost and severe environment pollution of prior arts in which zinc trifluoromethanesulfonate is adopted as a catalyst for catalyzing the reaction of 1,2-propylene oxide and acetone are solved. Also, catalytic efficiency is improved compared with a method for using single anhydrous zinc chloride as a catalyst to replace zinc trifluoromethanesulfonate, and catalyst recycling and reutilization can be facilitated.

Description

technical field [0001] The present invention relates to a method for preparing 2,2,4-trimethyl-1,3-dioxolane and a method for preparing 1,2-propanediol. Background technique [0002] The existing ethylene glycol production process is mainly to react ethylene oxide with a large amount of water under high temperature and high pressure, and the mass ratio of the two is about 1:10. Consumption is large, and equipment investment is also relatively large. There is also a process of first reacting ethylene oxide with acetone to generate 1,3-dioxolane compounds, and then hydrolyzing it to prepare ethylene glycol. This process solves the problem of large energy consumption and equipment in the traditional ethylene oxide hydrolysis process. The problem of large investment can reduce the by-product diethylene glycol while reducing the water consumption. However, the key to this process lies in the preparation of 1,3-dioxolane compounds. [0003] At present, there are many methods fo...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D317/12C07C31/20C07C29/10
CPCY02P20/584
Inventor 谢伦嘉郭顺亢宇田宇冯再兴
Owner CHINA PETROLEUM & CHEM CORP
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