Method for preparing 3,3,3-trifluoro-propionaldehyde

A technology of trifluoropropionaldehyde and trifluoropropenyl methyl ether, which is applied in 3 fields, can solve the problems of the catalyst dilute HCl cannot be reused, the environment is polluted, and the acid waste water is generated.

Inactive Publication Date: 2011-04-13
XIAN MODERN CHEM RES INST
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This method 3,3, the yield of 3-trifluoropropanal is only 44%, and the dilute HCl of catalyst used in this method can not be reused, and the post-reaction treatment dilute HCl of catalyst will produce acid waste water, pollute the environment

Method used

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Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0011] Preparation of solid superacid catalyst:

[0012] 1. Preparation of Mesoporous Sulfonic Acid Catalyst

[0013] Add phenyltrimethoxysilane (phenyltfimethoxysilane, PTMS) and tetraethoxysilane (tetraethylorthosilicate, TEOS) to 20 mL of ethanol solution at a ratio of 3:7, gradually add 35 mL of 0.1 mol / L HCl solution, and vigorously stir at 60 ° C for 4 h . After cooling to room temperature, 80 mL of ethanol and 135 mL of cyclohexane solution were added to the solution, and then 180 mL of water and 18 mL of concentrated ammonia solution were added, while stirring was maintained. Then a transparent gel appeared in the reaction vessel, and after the stirring was stopped, the obtained solid gel was aged at room temperature for 7 days, then vacuum-dried and calcined to obtain a phenylpolysiloxane precursor. Soak the obtained precursor in tetrachloroethane solution overnight, then transfer it into a sulfonation reaction bottle, add 30% sulfur trioxide solution, the reaction ...

Embodiment 1

[0020] Put 130g of 3,3,3-trifluoropropenyl methyl ether, 80.9g of valeric acid and 10.4g of supported zirconia catalyst in a three-necked reaction flask with magnetic stirring, heat up to 90°C under stirring, and react for 9h. The reaction liquid was cooled, the catalyst was separated by filtration, the filtrate was distilled, and the fraction at 56°C was collected to obtain 111.4 g of 3,3,3-trifluoropropanal, and the yield of 3,3,3-trifluoropropanal was 96.4%.

[0021] Structure Identification:

[0022] MS: m / z 112 (M + ), 64(100).

[0023] IR(KBr), υ / cm -1 : 3094, 1737, 1433, 1273, 1238, 1125.

[0024] 13 CNMR (CDCl3), δ / ppm: 191.91 (C, C1), 122.85 (CF 3 , C3), 46.92 (CH 2 , C2).

[0025] 1 HNMR (CDCl3), δ / ppm: 3.22 (m, 2H), 9.72 (m, 1H).

[0026] It is confirmed by analysis that the product obtained in the present invention is indeed 3,3,3-trifluoropropanal.

Embodiment 2

[0028] Put 130g of 3,3,3-trifluoropropenyl methyl ether, 137g of valeric acid and 3.9g of supported zirconia catalyst in a three-neck reaction flask with magnetic stirring, heat up to 120°C under stirring, and react for 15h. After cooling, the catalyst was separated by filtration, the filtrate was distilled, and the fraction at 56°C was collected to obtain 110.2 g of 3,3,3-trifluoropropanal. The yield of 3,3,3-trifluoropropanal was 95.3%.

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Abstract

The invention discloses a method for preparing 3,3,3-trifluoro-propionaldehyde, which aims to solve the problem of low reaction yield in the prior art. The method comprises the following steps of: putting 3,3,3-trifluoropropenyl methyl ether serving as a raw material, valeric acid and a solid super acidic catalyst into a reaction flask and reacting at the temperature of between 50 and 120 DEG C for 6 to 15 hours; and after the reaction is finished, cooling, filtering and separating the catalyst, and distilling to obtain the 3,3,3-trifluoro-propionaldehyde, wherein the solid super acidic catalyst is in an amount which is 3 to 10 percent based on the mass of the 3,3,3-trifluoropropenyl methyl ether, a molar ratio of the 3,3,3-trifluoropropenyl methyl ether to the valeric acid is 0.8-1.8:1; and the solid super acidic catalyst is mesoporous sulfonic acid, K-10 montmorillonite, a supported zirconia catalyst or a supported heteropolyacid catalyst. The method is mainly used for synthesizing the 3,3,3-trifluoro-propionaldehyde.

Description

technical field [0001] The present invention relates to a preparation method of 3,3,3-trifluoropropanal, in particular to a preparation method of 3,3,3-trifluoropropanal using 3,3,3-trifluoropropenyl methyl ether as raw material Preparation. Background technique [0002] 3,3,3-Trifluoropropionaldehyde can be used as an intermediate in the synthesis of medicines and pesticides, and can also be used as a raw material or intermediate in the synthesis of high-performance materials such as fluoropolymers. "β-Perfluoroalkylvinyl Alkyl Ethers" J.Org.Chem.USSR.Ehgl.Transl., 25,1238,1989 discloses a kind of 3,3,3-trifluoropropenyl methyl ether as raw material in 10% dilute HCl A method for preparing 3,3,3-trifluoropropanal by hydrolysis under action. The yield of 3,3,3-trifluoropropanal in this method is only 44%, and the dilute HCl catalyst used in the method cannot be reused, and the dilute HCl catalyst used after the reaction will produce acidic waste water and pollute the envir...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C47/14C07C45/42B01J31/06B01J21/08B01J27/188B01J35/02
Inventor 亢建平吕剑杜咏梅曾纪珺马洋博张伟王博郝志军
Owner XIAN MODERN CHEM RES INST
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