Hydrofluoroether compound and preparation method and application thereof

A compound, hydrofluoroether technology, applied in the field of hydrofluoroether

Active Publication Date: 2019-04-12
TIANJIN CHANGLU CHEM NEW MATERIAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0011] The technical problem to be solved by the present invention is: in view of the increasing demand for environmentally friendly compounds, especially compounds with zero ozone depletion potential and low global warming tendency, the hydrofluoroether compounds provided by the present invention only contain Fluorine, the only halogen element, does not contain ozone-depleting substances, and is an environmentally friendly non-flammable heat transfer agent, solvent and cleaning agent

Method used

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  • Hydrofluoroether compound and preparation method and application thereof
  • Hydrofluoroether compound and preparation method and application thereof
  • Hydrofluoroether compound and preparation method and application thereof

Examples

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Comparison scheme
Effect test

Embodiment 1

[0066] Example 1CF 3 CF 2 CF 2 OCF (CF 3 ) CF 2 OCH 3 preparation of

[0067] The present invention will be further illustrated below in conjunction with non-limiting examples and test methods. All parts, percentages and ratios are by weight unless otherwise indicated. Solvents and other reagents used were from Sigma-Aldrich Chemical Company unless otherwise stated.

[0068] 1.1: CF 3 CF 2 CF 2 OCF (CF 3 ) Preparation of C(O)F

[0069] CF 3 CF 2 CF 2 OCF (CF 3 )C(O)F, hydrofluoroether CF 3 CF 2 CF 2 OCF (CF 3 ) CF 2 OCH 3 The precursor of , is synthesized by the dimerization of hexafluoropropylene oxide. In the reactor, add hexadecyltrimethylammonium bromide (10.0 grams) and acetonitrile (2.5 liters), at 25 DEG C and under stirring condition, pass into hexafluoropropylene oxide (830 liters) in the reactor for 3 hours g, 5.0 mol). The product of the lower acyl fluoride phase is collected, mainly composed of hexafluoropropylene oxide dimer and hexafluorop...

Embodiment 2

[0072] Example 2CF 3 CF 2 CF 2 OCF (CF 3 ) CF 2 OC 2 h 5 preparation of

[0073] With reference to Example 1, in the reactor, add spray-dried potassium fluoride (37.2 grams, 0.64 moles, purchased from Aldrich Chemical Company, through further drying at 120 ° C), anhydrous diglyme ( 320 grams), hexafluoropropylene oxide dimer (157.2 grams, 0.48 mole, the gas chromatography records the purity as 99%), triethylamine (4.82 grams, 0.048 mole), trioctylmethyl ammonium chloride ( 2.00 g, 0.005 mol) and diethyl sulfate (86.2 g, 0.56 mol), the mixture was heated to 54°C and maintained for 14 hours. After cooling down to room temperature, enough isopropanol was added to convert all unreacted hexafluoropropylene oxide dimer into ester, and stirred for 30 minutes. Water was added, the lower product was separated and collected, and washed once with cold water to obtain 188.0 g of crude product. Among them, CF 3 CF 2 CF 2 OCF (CF 3 ) CF 2 OC 2 h 5 、CF 3 CF 2 CF 2 OCF (CF ...

Embodiment 3F

[0074] Embodiment 3F [CF (CF 3 ) CF 2 O] 3 CH 3 preparation of

[0075] 3.1:F[CF(CF 3 ) CF 2 O] 2 CF(CF 3 ) Preparation of C(O)F

[0076] F[CF(CF 3 ) CF 2 O] 2 CF(CF 3 )C(O)F, hydrofluoroether F[CF(CF 3 ) CF 2 O] 3 CH 3 The precursor of , is synthesized by the trimerization of hexafluoropropylene oxide. In the reactor, add cetyltrimethylammonium bromide (25.0 grams) and acetonitrile (2.5 liters), at 30 ℃ and under stirring condition, pass into hexafluoropropylene oxide ( 830 g, 5.0 mol). The acyl fluoride phase product in the lower layer is collected, mainly composed of hexafluoropropylene oxide dimer and hexafluoropropylene oxide trimer, and the yield of hexafluoropropylene oxide trimer is 80%. The crude product was further purified by distillation to obtain a hexafluoropropylene oxide trimer product with a purity of 99% as determined by gas chromatography, which was used in the next step of the alkylation reaction. with infrared spectroscopy and 19 F NMR ...

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Abstract

The invention belongs to the field of hydrofluoroethers, in particular to a hydrofluoroether compound and a preparation method and an application thereof. The hydrofluoroether compound is representedby that follow formula: F [CF(CF3)CF2O]<x>-R<H>; where x = 2-7; RH=CH3, C2H5, n-C3H7 or i-C3H7. The hydrofluoroether compound provided by the invention only contains fluorine, the only halogen element, does not contain ozone-destructive substances, and is an environmentally friendly non-flammable heat transfer agent, a solvent and a cleaning agent.

Description

technical field [0001] The invention belongs to the field of hydrofluoroethers, and in particular relates to a hydrofluoroether compound and its preparation method and application. Background technique [0002] Chlorofluorocarbons (CFCs) are hydrocarbon chemical substances containing chlorine and fluorine elements, which are very stable on the earth's surface. However, when they are irradiated by ultraviolet rays at an altitude of 15-50 kilometers above the earth's surface, new Chlorine atoms can produce a series of reactions that destroy as many as thousands to hundreds of thousands of ozone molecules without damage to themselves. In this way, the ozone in the ozone layer is consumed more and more, the ozone layer becomes thinner and thinner, and even a hole in the ozone layer appears in some areas. [0003] The large release of chlorofluorocarbons (CFCs) has led to increasingly serious damage to the ozone layer. The participating countries of the Montreal Treaty have acce...

Claims

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Application Information

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IPC IPC(8): C07C43/12C07C41/01C09K5/10C11D7/50
CPCC07C41/01C07C43/126C09K5/10C11D7/5018C11D7/5036
Inventor 闫锐贺光瑞
Owner TIANJIN CHANGLU CHEM NEW MATERIAL CO LTD
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