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Preparation method of 1,3-dioxolane compound and alcohol compound

A technology of dioxolane series and compounds, applied in the field 1, can solve the problems of serious environmental pollution, high price of zinc trifluoromethanesulfonate, etc., and achieve the effects of small environmental pollution, low price, and improved conversion rate

Active Publication Date: 2013-05-08
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] The object of the present invention is to overcome the defects that the catalyst zinc trifluoromethanesulfonate used in the method for preparing 1,3-dioxolane compounds in the prior art is expensive and the environmental pollution is relatively serious, and provides a Inexpensive catalyst for repeated use, method for preparing 1,3-dioxolane compound by catalyzing the reaction of epoxy compound with ketone or aldehyde and a method for preparing alcohol compound

Method used

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  • Preparation method of 1,3-dioxolane compound and alcohol compound
  • Preparation method of 1,3-dioxolane compound and alcohol compound
  • Preparation method of 1,3-dioxolane compound and alcohol compound

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preparation example Construction

[0020] The present invention provides a kind of preparation method of 1,3-dioxolane compound, this method comprises: under cyclization reaction condition, the first kind of raw material epoxy compound shown in formula (II) and general formula are R 5 COR 6 The second raw material aldehyde or ketone is contacted with a catalyst to obtain a mixture, and the 1,3-dioxolane compound shown in formula (I) is separated from the mixture, wherein the catalyst contains anhydrous zinc chloride ;

[0021]

[0022]

[0023] Among them, R 1 , R 2 , R 3 , R 4 Each is H, C1-C20 straight chain alkyl, C3-C20 branched chain alkyl, C3-C20 cycloalkyl, C4-C20 alkylcycloalkyl, C4-C20 cycloalkylalkyl, C6-C20 aryl, or R 1 -R 2 Any one of the R 3 -R 4 Any one of them is bonded to form a ring;

[0024] R 5 , R 6 Each is H, C1-C20 straight chain alkyl, C3-C20 branched chain alkyl, C3-C20 cycloalkyl, C4-C20 alkylcycloalkyl, C4-C20 cycloalkylalkyl, C6-C20 aryl, or R 5 with R 6 bonded i...

Embodiment approach

[0029]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.

[0030] 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.).

[0031] According to a preferred embodiment of the present invention, the ionic liquid 1-alkyl...

Embodiment 1

[0065] Put the magnetic stirring bar into a 100mL Teflon-lined reactor, add 0.2mol (11.6g) acetone, 0.05mol (2.2g) ethylene oxide, add 0.02mol (2.7g) anhydrous zinc chloride , close the reactor, heat in an oil bath at 65°C, and react for 8 hours. After cooling to room temperature, sampling and analysis showed that the conversion rate of ethylene oxide was 92.5%, and the selectivity of 2,2-dimethyl-1,3-dioxolane was 100%.

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Abstract

The invention provides a preparation method of a 1,3-dioxolane compound and alcohol compound. The method comprises the following steps: allowing a first raw material epoxy compound having a structure represented by formula (II) and a second raw material aldehyde or ketone having a general formula of R5COR6 to contact with a catalyst under a cyclization reaction condition to obtain a mixture, and separating the mixture to obtain the 1,3-dioxolane compound having a structure represented by formula (I), wherein the catalyst contains anhydrous zinc chloride. The invention also provides a preparation method of an alcohol compound. The anhydrous zinc chloride used in the preparation method of the 1,3-dioxolane compound has a low price and slightly pollutes the environment, and the preparation method of the 1,3-dioxolane compound has a high conversion rate and allows the selectivity of the 1,3-dioxolane compound to be high under the catalytic action of the cheap anhydrous zinc chloride.

Description

technical field [0001] The invention relates to a preparation method of a 1,3-dioxolane compound and a preparation method of an alcohol compound. 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 for prepa...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D317/12C07C31/20C07C29/10
Inventor 谢伦嘉郭顺亢宇赵思源孙竹芳
Owner CHINA PETROLEUM & CHEM CORP