CN102964204A - Method for preparing 1,1,1,3,3,3-hexafluoropropane - Google Patents
Method for preparing 1,1,1,3,3,3-hexafluoropropane Download PDFInfo
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- CN102964204A CN102964204A CN2012105473290A CN201210547329A CN102964204A CN 102964204 A CN102964204 A CN 102964204A CN 2012105473290 A CN2012105473290 A CN 2012105473290A CN 201210547329 A CN201210547329 A CN 201210547329A CN 102964204 A CN102964204 A CN 102964204A
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- hexafluoropropane
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Abstract
The invention provides a method for preparing 1,1,1,3,3,3-hexafluoropropane and relates to the field of organic synthesis. The method comprises the following steps of: adding hexafluoroacetone trihydrate into a sodium hydroxide water solution, adding zinc powder, carrying out heating reflux reaction while stirring, drying and cooling reaction products, and obtaining the 1,1,1,3,3,3-hexafluoropropane. According to the method for preparing the 1,1,1,3,3,3-hexafluoropropane, the hexafluoroacetone and the zinc powder are taken as raw materials, the sodium hydroxide water solution is taken as a solvent, the 1,1,1,3,3,3-hexafluoropropane is prepared under normal-pressure and tender conditions, and the 1,1,1,3,3,3-hexafluoropropane is dried, cooled, compressed and canned. Compared with existing liquid phase fluorination methods and gas phase fluorination methods, the preparation method, disclosed by the invention, is tender in reaction condition, simple in process, easy in industrial production, and environment-friendly.
Description
Technical field:
The present invention relates to the organic synthesis field, be specifically related to a kind of method for preparing 1,1,1,3,3,3-HFC-236fa.
Background technology:
(be called for short: HFC-236fa) is a kind of very useful fluorinated organic compound to 1,1,1,3,3,3-HFC-236fa, as fire-fighting medium, clean-out system, refrigeration agent, whipping agent etc.Its boiling point and vapour pressure and halon fire agent are close, have not burn into non-conductive, without advantages such as residues, therefore, can be used as the ideal substitute of halon fire agent.
Current, the preparation method of 1,1,1,3,3,3-HFC-236fa mainly contains two kinds: liquid-phase fluorination process and gaseous fluoridizing method.It is low that liquid-phase fluorination process has temperature of reaction, and still, reaction pressure is higher, and reaction solution is strong to the corrodibility of equipment, and catalyzer antimony compounds toxicity is larger, and contaminate environment is so the method is unfavorable for promoting in suitability for industrialized production.But gaseous fluoridizing method has consecutive production, to the advantages such as less pollution of environment, but has the shortcoming that synthesis technique is complicated, temperature of reaction is high, selectivity is relatively poor, raw material is rare, catalyst life is short.
Summary of the invention
The purpose of this invention is to provide a kind of method for preparing 1,1,1,3,3,3-HFC-236fa, the method reaction conditions is gentle, technique is simple, environmentally friendly.
A kind of method for preparing 1,1,1,3,3,3-HFC-236fa, three hydration Perfluoroacetones are joined in the aqueous sodium hydroxide solution, add zinc powder, under whipped state, heating reflux reaction namely gets 1 after reaction product drying and the cooling, 1,1,3,3,3-HFC-236fa.
The mass percentage concentration of described aqueous sodium hydroxide solution is 5 ~ 20%.
The mol ratio of described zinc powder and three hydration Perfluoroacetones is (1.5 ~ 5): 1.
The mol ratio of described zinc powder and sodium hydroxide is 1:(0.5 ~ 5).
Reaction times is 15-29 h.
The present invention uses Perfluoroacetone and zinc powder to be raw material, and aqueous sodium hydroxide solution under normal pressure, prepares 1,1,1,3,3,3-HFC-236fa under the gentle condition as solvent, drying, and cooling is compressed canned.Compare with gaseous fluoridizing method with existing liquid-phase fluorination process, preparation method's reaction conditions that the present invention describes is gentle, and technique is simple, is easy to suitability for industrialized production, and is environmentally friendly.
Accompanying drawing and simple declaration
Fig. 1. the present invention prepares the reaction equation of 1,1,1,3,3,3-Perfluoroacetone.
Embodiment
Further specify by the following examples the present invention:
Embodiment 1
It is in 5% the aqueous sodium hydroxide solution (containing 1 mol sodium hydroxide) that 1 mol, three hydration Perfluoroacetones (220 g) are joined 800 mL mass percentage concentration, add 1.5 mol zinc powders (97.5 g), reaction vessel is three-necked bottle, mechanical stirring, 20 hours (reaction equation is as shown in Figure 1) of heating reflux reaction, gas-chromatography monitoring reaction process.Reaction product is collected by cold-trap (cryosel is refrigerant) cooling after drying, namely gets 1,1,1,3,3,3-HFC-236fa.1,1,1,3,3,3-HFC-236fa is poured in the metal tin, be placed in the refrigerator and store.The result: reaction generates 140g 1,1,1,3,3,3-HFC-236fa (0.921 mol), and transformation efficiency is: 92.1 %.
Embodiment 2-9
The method for preparing 1,1,1,3,3,3-HFC-236fa among the embodiment 2-9 only changes mol ratio and the reaction times of mol ratio, zinc powder and the three hydration Perfluoroacetones of zinc powder and sodium hydroxide, and other technological processs are with embodiment 1.Reaction is calculated transformation efficiency among each embodiment after finishing.Reaction conditions and the transformation efficiency of each embodiment see Table 1.
Reaction conditions among the table 1 embodiment 2-9 and the transformation efficiency of 1,1,1,3,3,3-HFC-236fa
Annotate: transformation efficiency unit is molar percentage (%).
Embodiment 10-18
Embodiment 10-18 prepares 1,1, and 1, in the method for 3,3,3-HFC-236fa, all the functional quality percentage concentration is 10% the NaOH aqueous solution, only changes mol ratio and the reaction times of mol ratio, zinc powder and the three hydration Perfluoroacetones of zinc powder and sodium hydroxide, and other technological processs are with embodiment 1.After reaction finishes, calculate among each embodiment 1,1,1,3,3,3-HFC-236fa transformation efficiency.Reaction conditions and the transformation efficiency of each embodiment see Table 2.
The reaction conditions of table 2 embodiment 2-9 and the transformation efficiency of 1,1,1,3,3,3-HFC-236fa
Annotate: 1,1,1,3,3,3-HFC-236fa transformation efficiency unit is molar percentage (%).
Embodiment 19-27
Embodiment 19-27 prepares 1,1, and 1, in the method for 3,3,3-HFC-236fa, all the functional quality percentage concentration is 20% the NaOH aqueous solution, changes mol ratio and the reaction times of mol ratio, zinc powder and the three hydration Perfluoroacetones of zinc powder and sodium hydroxide, and other technological processs are with embodiment 1.After reaction finishes, calculate among each embodiment 1,1,1,3,3,3-HFC-236fa transformation efficiency.Reaction conditions and the transformation efficiency of each embodiment see Table 3.
The reaction conditions of table 3 embodiment 2-9 and the transformation efficiency of 1,1,1,3,3,3-HFC-236fa
Annotate: 1,1,1,3,3,3-HFC-236fa transformation efficiency unit is molar percentage (%).
Claims (5)
1. one kind prepares 1,1,1, the method of 3,3,3-HFC-236fa, it is characterized in that: three hydration Perfluoroacetones are joined in the aqueous sodium hydroxide solution, add zinc powder, under whipped state, heating reflux reaction namely gets 1,1 after reaction product drying and the cooling, 1,3,3,3-HFC-236fa.
2. according to claim 1 described preparation 1,1,1,3,3, the method for 3-HFC-236fa is characterized in that: the mass percentage concentration of described aqueous sodium hydroxide solution is 5 ~ 20%.
3. according to claim 2 described preparation 1,1,1,3,3, the method for 3-HFC-236fa is characterized in that: the mol ratio of described zinc powder and three hydration Perfluoroacetones is (1.5 ~ 5): 1.
4. according to claim 3 described preparation 1,1,1,3,3, the method for 3-HFC-236fa is characterized in that: the mol ratio of described zinc powder and sodium hydroxide is 1:(0.5 ~ 5).
5. according to claim 4 described preparation 1,1,1,3,3, the method for 3-HFC-236fa is characterized in that: the reaction times is 15-29 h.
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| CN201210547329.0A CN102964204B (en) | 2012-12-17 | 2012-12-17 | Method for preparing 1,1,1,3,3,3-hexafluoropropane |
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| CN201210547329.0A CN102964204B (en) | 2012-12-17 | 2012-12-17 | Method for preparing 1,1,1,3,3,3-hexafluoropropane |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111302888A (en) * | 2020-03-16 | 2020-06-19 | 天津绿菱气体有限公司 | Separation method of high-purity electronic grade hexafluoropropane isomer |
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Non-Patent Citations (3)
| Title |
|---|
| HONGMEE LEE，ET AL.: "Synthesis of Active Diol Epoxide Metabolites of the Potent Carcinogenic 7,12-Dimethylbenz[α]anthrene", 《 J.ORG.CHEM.》 * |
| NING LI，ET AL.: "Aqueous-phase hydrodeoxygenation of sorbitol with Pt/SiO2–Al2O3: Identification of reaction intermediates", 《JOURNAL OF CATALYSIS》 * |
| 姜恩等: "1, 1, 1, 3, 3, 3-六氟丙烷（HFC-236fa）制备研究进展", 《有机氟工业》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111302888A (en) * | 2020-03-16 | 2020-06-19 | 天津绿菱气体有限公司 | Separation method of high-purity electronic grade hexafluoropropane isomer |
| CN111302888B (en) * | 2020-03-16 | 2022-05-13 | 天津绿菱气体有限公司 | Separation method of high-purity electronic grade hexafluoropropane isomer |
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