DE674289C - Process for the production of monovinylacetylene - Google Patents

Process for the production of monovinylacetylene

Info

Publication number
DE674289C
DE674289C DEM132020D DEM0132020D DE674289C DE 674289 C DE674289 C DE 674289C DE M132020 D DEM132020 D DE M132020D DE M0132020 D DEM0132020 D DE M0132020D DE 674289 C DE674289 C DE 674289C
Authority
DE
Germany
Prior art keywords
chloride
acetylene
monovinylacetylene
solution
production
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
Application number
DEM132020D
Other languages
German (de)
Inventor
Johann Ihl
Dr Paul Scholz
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
GEA Group AG
Original Assignee
Metallgesellschaft AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Metallgesellschaft AG filed Critical Metallgesellschaft AG
Priority to DEM132020D priority Critical patent/DE674289C/en
Application granted granted Critical
Publication of DE674289C publication Critical patent/DE674289C/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
    • C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
    • C07C2/04—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
    • C07C2/38—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of dienes or alkynes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • C07C2527/06—Halogens; Compounds thereof
    • C07C2527/08—Halides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • C07C2527/06—Halogens; Compounds thereof
    • C07C2527/122—Compounds comprising a halogen and copper

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

Verfahren zur Herstellung von 1lonovinylacetylen Die Polymerisation von Acetylen zu mono-oder polymeren Vinylacetylenen mit Hilfe von Kupferchlorür unter gleichzeitigem Säurezusatz ist bekannt. Es ist ferner bekannt, da13 der Säurezusatz wohl. die Bildungsgeschwindigkeit günstig beeiüflußt, aber gleichzeitig die Polymerisation so leitet, daß der Anteil an di- und polymeren Vinylacetylenen sowie Butadienylacetylen und Butadienylvinylacetylen unerwünscht hoch wird, da das zumeist erwünschte Produkt das Monovinylacetylen ist.Process for the preparation of 1lonovinylacetylene The polymerization from acetylene to mono- or polymeric vinyl acetylenes with the help of copper chloride with the simultaneous addition of acid is known. It is also known that the addition of acids well. the rate of formation favorably influenced, but at the same time the polymerization so conducts that the proportion of di- and polymeric vinyl acetylenes and butadienyl acetylene and butadienyl vinyl acetylene becomes undesirably high as the most desirable product which is monovinylacetylene.

Es wurde nun gefunden, daß man den Säuregrad unter Aufrechterhaltung einer klaren Katalysatorlösung möglichst niedrig halten kann, wenn man an Stelle von Salzsäure oder anderen Säuren Zinnchlorür hinzufügt. Besonders zweckmäßig hat sich eine Lösung erwiesen, die auf 121 Wasser etwa 3,2 k-Ammoniumchlorid, 3;6k- Kupferchlorür und 0,4 kg Zinnchlorür enthält. Erhöht inan den Anteil an Zinnchlorür wesentlich über diese Menge hinaus, z. B. auf mehr als das doppelte, so fällt bei längerer Benutzung der Katalysatorlösung ein unlöslicher Niederschlag an, der zur Verstopfung der Zuleitungen führen kann. \imint mau auf der anderen Seite zu wenig Zimichlorür, so wird nicht die erforderliche 'Menge Kupferchlorür in Lösung gebracht. An einem Ausführungsbeispiel sei die Erlindung näher erläutert. Beispiel iol Acetylen «-erden pro Minute durch die oben angegebene Katalysatorlösung, die eine Temperatur von etwa 5o bis 6o' besitzt, bei Atmosphärendruck hindurchgeleitet. Die aus der Lösung austretenden Gase «-erden über Chlorcalcium getrocknet und dann nach Vorkühlung auf etwa o bis i o' (zur Abscheidung der dimeren Produkte) auf -So' abgekühlt. Das hierbei sich ausscheidende 'Ionovinylacetvlen wird abgezogen, während das nicht umgesetzte Acetylen im Kreislauf zusammen mit neu eingeführtem Acetylen erneut durch die Katalysatorlösung hindurchgeführt wird. Dabei wird eine Ausbeute von etwa S5o'o Monoprodukt erhalten, während bei Salzs' urezusatz unter sonst gleichen !Bedingungen nur etwa 650o 'Monoprodukt erhalten werden.It has now been found that the degree of acidity can be maintained A clear catalyst solution can be kept as low as possible if you are in place of hydrochloric acid or other acids adds tin chloride. Has particularly expedient a solution has been found to contain about 3.2 k-ammonium chloride, 3; 6k- Contains copper chloride and 0.4 kg of tin chloride. Also increases the proportion of tin chloride substantially beyond this amount, e.g. B. to more than double, so falls at prolonged use of the catalyst solution to an insoluble precipitate, which for Blockage of the supply lines can lead. \ imint mau on the other hand too little Zimichlorür, not the required amount of copper chloride is brought into solution. The invention will be explained in more detail using an exemplary embodiment. Example iol acetylene «- earth per minute through the above catalyst solution that has a temperature of about 5o to 6o ', passed through at atmospheric pressure. The ones from the Gases emerging from the solution are dried over calcium chloride and then after pre-cooling cooled to about o to i o '(for the deposition of the dimeric products) on -So'. That Ionovinylacetvlen which separates out in the process is drawn off, while that is not reacted acetylene in the cycle together with newly introduced acetylene through again the catalyst solution is passed through. This results in a yield of about 50% Monoproduct obtained, while with the addition of hydrochloric acid under otherwise identical conditions only about 650o 'monoproduct can be obtained.

Das Beispiel zeigt, daß die Ausbeute an lIoiiovinylacetylen erheblich besser ist als nach den bekannten Verfahren, die mit Siitirezusatz arbeiten.The example shows that the yield of lIoiiovinylacetylen is considerable is better than the known methods that work with Siitirezusatz.

Claims (1)

PATENTANSPRÜCHE: r. Verfahren zur Polymerisation von Acetylen mittels einer @cäßrigen Lösung von Kupfcrchlorür und Chlorammonium, dadurch gekennzeichnet, dal3 man als Katalysator eine Lösung verwendet: die Zinnchlorür ohne Säurezusatz enthält. z. Verfahren nach Anspruch r, dadurch gekennzeichnet, dal3 der Katalysator auf rzi Wasser etwa ;,2 kg Ainmoniumchlorid, 3,6k- Kupfercliloriir und o,4.k-Zinnchlorür enthält.PATENT CLAIMS: r. Process for the polymerization of acetylene by means of an aqueous solution of copper chloride and chlorammonium, characterized in that because a solution is used as a catalyst: tin chloride without the addition of acid contains. z. Process according to Claim r, characterized in that the catalyst on 3% water about;, 2 kg of ammonium chloride, 3.6k copper chloride and 0.4k tin chloride contains.
DEM132020D 1935-09-07 1935-09-07 Process for the production of monovinylacetylene Expired DE674289C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEM132020D DE674289C (en) 1935-09-07 1935-09-07 Process for the production of monovinylacetylene

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEM132020D DE674289C (en) 1935-09-07 1935-09-07 Process for the production of monovinylacetylene

Publications (1)

Publication Number Publication Date
DE674289C true DE674289C (en) 1939-04-12

Family

ID=7332396

Family Applications (1)

Application Number Title Priority Date Filing Date
DEM132020D Expired DE674289C (en) 1935-09-07 1935-09-07 Process for the production of monovinylacetylene

Country Status (1)

Country Link
DE (1) DE674289C (en)

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