DE599503C - Process for the production of butadiene - Google Patents
Process for the production of butadieneInfo
- Publication number
- DE599503C DE599503C DER81905D DER0081905D DE599503C DE 599503 C DE599503 C DE 599503C DE R81905 D DER81905 D DE R81905D DE R0081905 D DER0081905 D DE R0081905D DE 599503 C DE599503 C DE 599503C
- Authority
- DE
- Germany
- Prior art keywords
- butadiene
- production
- water
- aluminum oxide
- vapor
- 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.)
- Expired
Links
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 title claims description 12
- 238000000034 method Methods 0.000 title claims description 8
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 claims description 4
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 claims description 3
- 229910044991 metal oxide Inorganic materials 0.000 claims description 3
- 150000004706 metal oxides Chemical class 0.000 claims description 3
- ZCUFMDLYAMJYST-UHFFFAOYSA-N thorium dioxide Chemical compound O=[Th]=O ZCUFMDLYAMJYST-UHFFFAOYSA-N 0.000 claims description 2
- 229910003452 thorium oxide Inorganic materials 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 2
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 229940037003 alum Drugs 0.000 description 1
- 238000001354 calcination Methods 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- RAFKKJRZLDODKG-UHFFFAOYSA-N carbonic acid;propan-2-one Chemical compound CC(C)=O.OC(O)=O RAFKKJRZLDODKG-UHFFFAOYSA-N 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
- C07C1/20—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms
- C07C1/24—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms by elimination of water
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
- C07C2521/02—Boron or aluminium; Oxides or hydroxides thereof
- C07C2521/04—Alumina
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/12—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of actinides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung von Butadien Es wurde ein billiges und vorzügliche Ausbeuten lieferndes Verfahren zur Herstellung von Butadien durch katalytische Wasserabspaltung aus Glykolmonoäthyläther gefunden.Process for Making Butadiene It became an inexpensive and excellent one Yield-producing process for the production of butadiene by catalytic dehydration found from glycol monoethyl ether.
Die Umsetzung wird durch folgende Gleichung wiedergegeben: C H., (0 H) C H.= # 0 C_ H5 - CH., : CH # CH: CHF -j- 2H20. Als wasserabspaltende Mittel werden insbesondere Metalloxyde verwendet. Darunter haben sich Aluminiumoxyd und Thoriumoxyd als vorteilhaft erwiesen. Von Einfluß ist dabei die Herstellung und Vorbehandlung der Katalysatoren. Beispielsweise wird ein hochwirksames Aluminiumoxyd durch Calcinieren von Anunoniakalaun erhalten. .The conversion is shown by the following equation: C H., (0 H) C H. = # 0 C_ H5 - CH.,: CH # CH: CHF -j- 2H20. Metal oxides in particular are used as dehydrating agents. Among these, aluminum oxide and thorium oxide have proven advantageous. The manufacture and pretreatment of the catalysts are of influence here. For example, a highly effective aluminum oxide is obtained by calcining anunonia alum. .
Die Durchführung des Verfahrens bei Anwendung der Metalloxyde erfolgt derart, daß der Glykoläther verdampft und über den erhitzten Katalysator geleitet wird. Eine gute Ausbeute erhält man bei Temperaturen von 35o bis q.50° C. Es ist zweckmäßig, den verdampften Glykoläther schon vorher auf diese Temperaturen zu bringen. Nach dem Verlassen des Reaktionsraumes werden die bei Zimmertemperatur flüssigen Reaktionsprodukte, vor allem das gebildete Wasser, durch einen Wasserkühler kondensiert und das entweichende Gas, das nahezu reines Butadien ist, verflüssigt. Die Kondensation kann durch eine Kältemischung oder flüssige Luft oder durch Komprimieren erzielt werden.The process is carried out when the metal oxides are used such that the glycol ether evaporates and passed over the heated catalyst will. A good yield is obtained at temperatures of 35o to 50o C. It is It is advisable to bring the vaporized glycol ether to these temperatures beforehand. After leaving the reaction chamber, they become liquid at room temperature Reaction products, especially the water formed, condensed through a water cooler and the escaping gas, which is almost pure butadiene, is liquefied. The condensation can be achieved by a cold mixture or liquid air or by compression will.
Druckbeeinflussung kann ebenfalls mitverwendet werden; beispielsweise kann zur raschen Entfernung des Reaktionsproduktes aus dem Reaktionsraum mit Unterdruck gearbeitet werden. Beispiel Glvkolmonoäthvläther wird durch ein langes Rohr, das mit Aluminiumoxyd beschickt ist, bei q.oo bis 45o° durchdestilliert. Im Reaktionsprodukt werden Wasser und unveränderter Glykolmonoäthyläther durch Kühlen abgetrennt und das Butadien nach dein Trocknen über Calciumchlorid in einer Acetonkohlensäurekältemischung kondensiert.Pressure control can also be used; for example can be used for the rapid removal of the reaction product from the reaction space with negative pressure to be worked. Example Glvkolmonoäthvläther is through a long pipe that is charged with aluminum oxide, distilled through at q.oo to 45o °. In the reaction product water and unchanged glycol monoethyl ether are separated by cooling and the butadiene after drying over calcium chloride in an acetone-carbonic acid cold mixture condensed.
Claims (3)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DER81905D DE599503C (en) | 1931-06-13 | 1931-06-13 | Process for the production of butadiene |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DER81905D DE599503C (en) | 1931-06-13 | 1931-06-13 | Process for the production of butadiene |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE599503C true DE599503C (en) | 1934-07-03 |
Family
ID=7416611
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DER81905D Expired DE599503C (en) | 1931-06-13 | 1931-06-13 | Process for the production of butadiene |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE599503C (en) |
-
1931
- 1931-06-13 DE DER81905D patent/DE599503C/en not_active Expired
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