CN1224707A - Uncatalyzed liquid phase fluorination of 1230 za - Google Patents
Uncatalyzed liquid phase fluorination of 1230 za Download PDFInfo
- Publication number
- CN1224707A CN1224707A CN 98122952 CN98122952A CN1224707A CN 1224707 A CN1224707 A CN 1224707A CN 98122952 CN98122952 CN 98122952 CN 98122952 A CN98122952 A CN 98122952A CN 1224707 A CN1224707 A CN 1224707A
- Authority
- CN
- China
- Prior art keywords
- liquid phase
- phase fluorination
- oligopolymer
- propylene
- uncatalyzed liquid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Abstract
An uncatalyzed liquid phase process is provided for the preparation of oligomer free 1233zd via the fluorination of 1230za with a high molar excess of HF. The 1233zd is a known intermediate useful for preparing 245fa.
Description
The present invention relates to by 1,1,3, the non-catalytic liquid-phase fluorination of 3-tetrachloro-2-propylene (1230za) prepares 1,1 of essentially no oligopolymer (hereinafter to be referred as " no oligopolymer "), 1-three fluoro-3-chloro-2-propylene (1233zd).Relate in particular to the preparation method that the excessive a lot of hydrogen fluoride (for simplicity, hereinafter referred to as " HF ") of wherein said 1230za and mole number contacts.Product 1233zd produces 1,1,1,3, the intermediate product of 3-pentafluoropropane (hereinafter referred to as 245fa), and for example United States Patent (USP) 5,616, and is pointed in the co-pending application 08/980,747 that on December 1st, 819 and 1997 submitted.
United States Patent (USP) 5,616,819 fluoridize the trial that becomes 1233zd with 1230za before having disclosed in non-catalytic liquid phase reaction, its result has formed quite a large amount of oligomer product (in embodiment 1, the molar ratio of raw material HF and 1230za is 6: 1, and its result produces the oligopolymer of 19 grams).Therefore, the liquid-phase fluorination method that the purpose of this invention is to provide the non-catalytic of a kind of 1233zd that successfully 1230za is converted into no oligopolymer.
The invention provides a kind of non-catalytic liquid phase production does not have the method for the 1233zd of oligopolymer, and this method comprises:
(a) with every mole of 1230za with contact at least about 12 moles of HF;
(b) from step (a), isolate the 1233zd of the no oligopolymer of being wanted in the resulting mixture.
The main pair product of this reaction is hydrogenchloride (HCl), and this HCl can remove by the known ordinary method of this professional domain.(as absorbing or distillation).
The present invention has been found that: the HF that adopts height ratio in the liquid-phase fluorination of the non-catalytic of 1230za: 1230za can cause not having the generation of the 1233zd of oligopolymer.
The preparation of 1230za starting raw material is at United States Patent (USP) 5,689, points out in 020.
The inventive method can be undertaken by batch process or continuous processing.The mol ratio of HF:1230za by at least about 12: 1 to about 500: 1, better is about 12: 1 to about 170: 1 normally.Temperature commonly used is about 20 ℃ to 200 ℃, is preferably about 50 ℃ to 120 ℃.Common pressure is approximately from 0 to 800Psig, better is to 600Psig approximately from 270.The normal residence time is about 5 minutes to 24 hours, better is about 1/2 to 5 hour.A main pair product HCl can remove from the reaction mixture of gained by currently known methods in this area, for example by absorbing in water or in the caustic solution or distillation.
Practice of the present invention is illustrated in following eight non-limiting examples in more detail.Condition that according to the form below is listed and time, gained was the result also be listed in the table with the 1230za and the HF heating gradually under agitation of different mol ratio.Wash solution washing with water, from resulting mixture, remove HCl.Resulting in these embodiments reaction mixture does not all detect oligopolymer.
Embodiment numbers 12345678 temperature, (℃) 120 100 100 100 70 70 50 50 pressure, (psig) 600 280 270 300 165 170 100 120HF:1230za, (mol ratio) 12.6 166 166 166 166 166 166 166 time of staying, (hour) conversion ratio of 0.5 135131 31230za, (%) 100 100 100 100 99 100 93 991233zd's is selective, (%) 97 93 95 97 92 97 71 85
Claims (1)
1. one kind is not had 1,1 of oligopolymer, and the non-catalytic liquid phase preparation process of 1-three fluoro-3-chloro-2-propylene is characterized in that this method comprises:
(a) make every mole 1,1,3,3-tetrachloro-2-propylene with contact at least about 12 moles of hydrogen fluoride,
(b) from step (a), isolate 1,1 in the resulting reaction mixture, 1-three fluoro-3-chloro-2-propylene.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 98122952 CN1224707A (en) | 1998-01-27 | 1998-11-27 | Uncatalyzed liquid phase fluorination of 1230 za |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/013,839 | 1998-01-27 | ||
| CN 98122952 CN1224707A (en) | 1998-01-27 | 1998-11-27 | Uncatalyzed liquid phase fluorination of 1230 za |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1224707A true CN1224707A (en) | 1999-08-04 |
Family
ID=5227984
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 98122952 Pending CN1224707A (en) | 1998-01-27 | 1998-11-27 | Uncatalyzed liquid phase fluorination of 1230 za |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1224707A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103189339A (en) * | 2010-09-03 | 2013-07-03 | 霍尼韦尔国际公司 | Continuous low-temperature process to produce trans-1-chloro-3,3,3-trifluoropropene |
| CN103497738A (en) * | 2005-06-24 | 2014-01-08 | 霍尼韦尔国际公司 | Compositions containing fluorine substituted olefins |
| CN103930390A (en) * | 2011-11-11 | 2014-07-16 | 中央硝子株式会社 | Method for producing (E)-1-chloro-3,3,3-trifluoropropene |
-
1998
- 1998-11-27 CN CN 98122952 patent/CN1224707A/en active Pending
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103497738A (en) * | 2005-06-24 | 2014-01-08 | 霍尼韦尔国际公司 | Compositions containing fluorine substituted olefins |
| CN105733513A (en) * | 2005-06-24 | 2016-07-06 | 霍尼韦尔国际公司 | Compositions containing fluorine substituted olefins |
| CN103497738B (en) * | 2005-06-24 | 2017-04-26 | 霍尼韦尔国际公司 | Compositions containing fluorine substituted olefins |
| CN103189339A (en) * | 2010-09-03 | 2013-07-03 | 霍尼韦尔国际公司 | Continuous low-temperature process to produce trans-1-chloro-3,3,3-trifluoropropene |
| CN103189339B (en) * | 2010-09-03 | 2016-01-20 | 霍尼韦尔国际公司 | Produce the continuous low temperature method of anti-form-1-chloro-3,3,3 ,-trifluoropropene |
| US9643903B2 (en) | 2010-09-03 | 2017-05-09 | Honeywell International Inc. | Continuous low-temperature process to produce trans-1-chloro-3,3,3-trifluoropropene |
| CN103930390A (en) * | 2011-11-11 | 2014-07-16 | 中央硝子株式会社 | Method for producing (E)-1-chloro-3,3,3-trifluoropropene |
| US9181153B2 (en) | 2011-11-11 | 2015-11-10 | Central Glass Company, Limited | Method for producing (E)-1-chloro-3,3,3-trifluoropropene |
| CN103930390B (en) * | 2011-11-11 | 2016-08-24 | 中央硝子株式会社 | (E) manufacture method of-1-chloro-3,3,3-trifluoro propene |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP1110935B1 (en) | Catalyzed liquid phase fluorination of 1,1,3,3-tetrachloro-2-propene | |
| US5877359A (en) | Uncatalyzed liquid phase fluorination of 1230ZA | |
| CN1141280C (en) | Azeotrope containing hydrogen fluoride and 1,1,1-trifluoro-3-chloro-2-propene | |
| EP0617054B1 (en) | Poly(vinylammonium formate) and process for making amidine-containing polymers | |
| CA2241131A1 (en) | A manufacturing method for 1,1,1,3,3-pentafluoropropane | |
| JP2610578B2 (en) | Method for producing ketene dimer | |
| AU626728B2 (en) | Process for the production of 1,1,1-chlorodifluoroethane | |
| CN1224707A (en) | Uncatalyzed liquid phase fluorination of 1230 za | |
| CA1225094A (en) | Process for the production of tetronic acid | |
| AU4084001A (en) | Process for the preparation of propane-1,3-diol by vapor phase hydrogenation of 3-hydroxypropanal, beta-propiolactone, oligomers of beta-propiolactone, esters of 3-hydroxypropanoic acid or mixtures thereof | |
| JPH03173842A (en) | Preparation of 4-t-butyl-cyclohexanol and catalyst for its preparation | |
| CN112159333A (en) | Preparation method of dihydroxypropylhydroxylamine | |
| JPS6212729A (en) | Production of isopropyl alcohol | |
| US3432553A (en) | Process for manufacturing 1,3-diaminopropanol-(2) | |
| CN1064976C (en) | Process for making solid epoxy resin | |
| JPH0848666A (en) | Method for purifying epsilon-caprolactam | |
| CA1307538C (en) | Method of producing 2-(2-hydroxyethoxy)-ethanol ester of flufenamic acid | |
| CN1345709A (en) | Process for preparing 1,1,1-trifluoro propene | |
| US3385893A (en) | Process for making long chain unbranched alkyl tertiary amines | |
| JP2001172233A (en) | Method of manufacturing aqueous solution of 3-chloro-2- hydroxypropyltrimethylammonium chloride | |
| EP0617055B1 (en) | Production of amine functional polymers having improved purity | |
| CA2229407A1 (en) | Process for the manufacture of 1,1,1,2-tetrafluoroethane | |
| MXPA98010755A (en) | Fluoration of not catalyzed liquid phase of 123 | |
| JPS5841889A (en) | Production of condensed polyalkoxyphosphazene | |
| JPS61180749A (en) | Manufacture of n-methylanthranilic acid methyl |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication | ||
| REG | Reference to a national code |
Ref country code: HK Ref legal event code: GR Ref document number: 1002659 Country of ref document: HK |