AT34247B - Process for the preparation of dichloroethylene from symmetrical tetrachloroethane. - Google Patents
Process for the preparation of dichloroethylene from symmetrical tetrachloroethane.Info
- Publication number
- AT34247B AT34247B AT34247DA AT34247B AT 34247 B AT34247 B AT 34247B AT 34247D A AT34247D A AT 34247DA AT 34247 B AT34247 B AT 34247B
- Authority
- AT
- Austria
- Prior art keywords
- zinc
- dichloroethylene
- tetrachloroethane
- preparation
- symmetrical tetrachloroethane
- Prior art date
Links
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 title claims description 18
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical group ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 12
- 229910052725 zinc Inorganic materials 0.000 claims description 10
- 239000011701 zinc Substances 0.000 claims description 10
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 229910052782 aluminium Inorganic materials 0.000 claims description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 3
- 229910052742 iron Inorganic materials 0.000 claims description 3
- 229910052751 metal Inorganic materials 0.000 claims description 2
- 239000002184 metal Substances 0.000 claims description 2
- 150000002739 metals Chemical class 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 229910001297 Zn alloy Inorganic materials 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000010814 metallic waste Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
<Desc/Clms Page number 1>
Verfahren zur Darstellung von Dichloräthylen aus symmetrischem Tetrachloräthan.
Die Abspaltung von Halogenatomen aus Halogenderivaten der Kohlenwasserstoffe zwecks Darstellung ungesättigter Verbindungen durch Zink ist bekannt. Es wurde dabei stets das Zink in Verbindung mit Alkohol oder verdünnten Säuren angewendet. Die Anwendung von Alkohol ist jedoch kostspielig und erfordert eine Trennung desselben vom Reaktionsprodukt, wobei auch ein gewisser Verlust entsteht.
Die Anwendung von Säuren bewirkt stets gleichzeitig Ersatz von Halogen durch Wasserstoff sowie einen gewissen Verlust an Zink, welches sich unter Wasserstoffentwicklung auflöst.
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symmetrischem Tetrachloräthan, welches nach dem Patente Nr. 21614 leicht und billig zu erhalten ist, glatt und mit fast quantitativer Ausbeute gelingt, wenn man das Tetrachloräthan mit Zink, Eisen, Aluminium oder Legierungen dieser Metalle und Wasser ohne Zusatz von Alkohol oder Säuren behandelt.
Bei Anwendung von Aluminium oder von fein verteiltem Zink (Zinkstaub)
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äthylen zu verdampfen. Bei Anwendung von massivem Zink, Blechabfällen, granuliertem Zink u. dgl. oder Zinklegierungen oder Eisen ist es dagegen erforderlich, einige Zeit am Rückflusskühler oder im Autoklaven unter Rührung zu erhitzen.
Beispiel I : Man erwärmt Tetrachloräthan mit der Hälfte seines Volumens Wasser in einem mit Rückflusskühler und Riihrer versehenen Kessel auf 60 und gibt darauf unter Rührung all- mählich Zinkstaub hinein, wobei jedesmal stürmisches Verdampfen des gebildeten Dichloräthylens stattfindet. Statt dessen kann man auch langsam Tetrachloräthan in eine Zinkstaubwassermischung
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schwammige Beschaffenheit des so regenerierten Zinkes macht es für den vorliegenden Fall be- sonders geeignet.
Beispiel II : Man erhitzt in einem Autoklaven Tetrachloräthan mit der gleichen Menge
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unter Druck das gebildete Dichloräthylen zeitweise abdestillieren.
**WARNUNG** Ende DESC Feld kannt Anfang CLMS uberlappen**.
<Desc / Clms Page number 1>
Process for the preparation of dichloroethylene from symmetrical tetrachloroethane.
The splitting off of halogen atoms from halogen derivatives of hydrocarbons for the purpose of preparing unsaturated compounds by zinc is known. The zinc was always used in conjunction with alcohol or dilute acids. However, the use of alcohol is costly and requires separation of the same from the reaction product with some loss.
The use of acids always causes the replacement of halogen by hydrogen and a certain loss of zinc, which dissolves with the evolution of hydrogen.
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symmetrical tetrachloroethane, which can be obtained easily and cheaply according to patent no. 21614, works smoothly and with almost quantitative yield if the tetrachloroethane is treated with zinc, iron, aluminum or alloys of these metals and water without the addition of alcohol or acids.
When using aluminum or finely divided zinc (zinc dust)
EMI1.2
to vaporize ethylene. When using solid zinc, sheet metal waste, granulated zinc, etc. Like. Or zinc alloys or iron, however, it is necessary to heat the reflux condenser or in the autoclave for some time with stirring.
EXAMPLE I: Tetrachloroethane is heated to half its volume of water in a kettle equipped with a reflux condenser and stirrer, and zinc dust is then gradually added while stirring, with rapid evaporation of the dichloroethylene formed each time. Instead, you can slowly add tetrachloroethane to a zinc dust-water mixture
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The spongy nature of the zinc regenerated in this way makes it particularly suitable for the present case.
Example II: Tetrachloroethane is heated in an autoclave with the same amount
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temporarily distill off the dichloroethylene formed under pressure.
** WARNING ** End of DESC field may overlap beginning of CLMS **.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT34247T | 1907-08-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT34247B true AT34247B (en) | 1908-09-10 |
Family
ID=3550306
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT34247D AT34247B (en) | 1907-08-31 | 1907-08-31 | Process for the preparation of dichloroethylene from symmetrical tetrachloroethane. |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT34247B (en) |
-
1907
- 1907-08-31 AT AT34247D patent/AT34247B/en active
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