DE906930C - Process for the isomerization of n-paraffin hydrocarbons, in particular n-butane - Google Patents

Process for the isomerization of n-paraffin hydrocarbons, in particular n-butane

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Publication number
DE906930C
DE906930C DEST1725D DEST001725D DE906930C DE 906930 C DE906930 C DE 906930C DE ST1725 D DEST1725 D DE ST1725D DE ST001725 D DEST001725 D DE ST001725D DE 906930 C DE906930 C DE 906930C
Authority
DE
Germany
Prior art keywords
butane
isomerization
hydrogen chloride
weight
paraffin hydrocarbons
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
DEST1725D
Other languages
German (de)
Inventor
Dr Wilhelm Gilfert
Dr Herbert Koch
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.)
STUDIEN und VERWERTUNGS GES M
Original Assignee
STUDIEN und VERWERTUNGS GES M
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 STUDIEN und VERWERTUNGS GES M filed Critical STUDIEN und VERWERTUNGS GES M
Priority to DEST1725D priority Critical patent/DE906930C/en
Application granted granted Critical
Publication of DE906930C publication Critical patent/DE906930C/en
Expired legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
    • C07C5/22—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by isomerisation
    • C07C5/27—Rearrangement of carbon atoms in the hydrocarbon skeleton
    • C07C5/2767—Changing the number of side-chains
    • C07C5/277—Catalytic processes
    • C07C5/2778—Catalytic processes with inorganic acids; with salts or anhydrides of acids
    • C07C5/2786—Acids of halogen; Salts thereof
    • C07C5/2789—Metal halides; Complexes thereof with organic compounds

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

Description

Verfahren zur Isomerisierung von n-Paraffinkohlenwasserstoffen, insbesondere von n-Butan Iss ist hekamit, n-Paraffinkohlenwasserstoff e, insbesondere n-Butan, über Aluminiumchlorid oder aluminiumchloridhaltigen Katalysatoren in der Gasphase bei Temperaturen zwischen Raumtemperatur und etwa i 5o° zu is@omerisieren, wobei den Kohlenwasserstoffen Chlorwasserstoff meiner Menge von 2 bis 6Ge«richtsprozent zugesetzt wird. Dabei wurde beobachtet, daß Spaltungsprodukte, beispielsweise Propan, in einer Menge von mehreren Prozent auftreten.Process for the isomerization of n-paraffin hydrocarbons, in particular of n-butane Iss is hekamit, n-paraffin hydrocarbons e, especially n-butane, over aluminum chloride or aluminum chloride-containing catalysts in the gas phase to is @ omerize at temperatures between room temperature and about 15o °, wherein to the hydrocarbons, hydrogen chloride in an amount of 2 to 6 percent by weight is added. It was observed that cleavage products, for example propane, occur in an amount of several percent.

Wir haben nun gefunden, daß beim Arbeiten in Gasphase mit strömenden Gasen die Menge der Spaltungsprodukte unter i % gehalten werden kann, wenn, ''bezogen auf den zu isomerisierenden Kohlenwasserstoff, mindestens 5o Ge«zchtsprozent TI Cl zugesetzt werden. Wir haben weiter gefunden, daß cine lange Lebensdauer des Aluminiumchloridkatalysators erreicht wird, wenn nicht nur völlig getrocknete Kohlenwasserstoffe und wasserfreier Chlorwasserstoff verwendet werden, sondern auch der Chlorwasserstoff sorgfältig von Verumreinigungen, insbesondere Kohlenoxyd, befreit wird.We have now found that when working in the gas phase with flowing Gases, the amount of cleavage products can be kept below i% if, '' related on the hydrocarbon to be isomerized, at least 50 percent by weight TI Cl can be added. We have further found that the aluminum chloride catalyst has a long life is achieved if not only completely dried hydrocarbons and anhydrous Hydrogen chloride should be used, but also the hydrogen chloride carefully is freed from impurities, in particular carbon oxide.

Ausführungsbeispiel Unter einem Diruck von z 5 at wurde n-Butan, das getrocknet und frei von ungesättigten Kohlenwasserstoffen war, unter Zusatz von 65 Gewichtsprozent an durch Druckfraktionierung gereinigtem Chlorwasserstoff über einen Aluminiumkatalysator geleitet. Die Temperatur betrug $5°, die Berührungszeit etwa 3 Minuten. Das n-Butan wurde zu 6o % in so-Butan umgewandelt, die Menge der Nebenprodukte, im wesentlichen Propan, betrug weniger als o,5 Gewichtsprozent. Nachdem, bezogen auf die zur Verwendung gelangten i oo g Alumini.iimchlorid, 5 kg iso-Butan entstanden waren, war noch kein Nachlassen der Wirksamkeit des Katalysators und keine Zunahme der Spaltungsreaktionen festzustellen. Daraus geht hervor, daß, bezogen auf das gewünschte Isomerisierungsprodukt, bei unserer Arbeitsweise weniger als z Gewichtprozent Aluminiumchlorid benötigt werden. Druck und Temperatur können innerhalb, gewisser Grenzenvariiert werden. Der zugemischte Chlorwasserstoff kann, da er nicht verbraucht wird, durch fraktionierte Destillation abgetrennt und von neuem verwendet werden.EMBODIMENT Under a pressure of z 5 atm was n-butane, the was dried and free from unsaturated hydrocarbons, with the addition of 65 percent by weight of hydrogen chloride purified by pressure fractionation passed an aluminum catalyst. The temperature was $ 5 °, the contact time about 3 minutes. 60% of the n-butane was converted to so-butane, the amount of By-products, essentially propane, was less than 0.5 weight percent. After this, based on the 10 g aluminum chloride used, 5 kg of isobutane had formed, the effectiveness of the catalyst had not yet decreased and no increase in cleavage reactions was observed. It follows that, based on the desired isomerization product, less in our way of working as z weight percent aluminum chloride are required. Pressure and temperature can can be varied within certain limits. The added hydrogen chloride can since it is not consumed, separated by fractional distillation and removed from can be used again.

Claims (1)

PATENTANSPRÜCHE: i. Verfahren zur Isomerisierung von n-Paraffinkohlenwasserstoffen, insbesondere von. n-Butan, durch Überleiten eines Gemisches von Kohlenwasserstoff und Chlorwasserstoff in der Gasphase und bei erhöhtem Druck über Alumini-Lrmchlo:rid oder aliiminiumchloridhaltige Katalysatoren, dadurch gekennzeichnet, da13 mindestens 5o Gewichtsprozent an Chlonvasserstoff, bezogen auf das Gewicht des zu isomerisierenden Kohlenwasserstoffs, angewendet werden. z. Verfahren nach Anspruch i, dadurch gekennzeichnet, daß der Chlorwasserstoff vor seiner Verwendung von Verunreinigungen, insbesondere Kohlenoxyd, befreit wird. Angezogene Druckschriften: Britische Patentschrift Nr. 5o9 54o; französische Patentschriften Nr. 854 042, 854 936.PATENT CLAIMS: i. Process for the isomerization of n-paraffin hydrocarbons, especially from. n-butane, by passing a mixture of hydrocarbons over it and hydrogen chloride in the gas phase and at elevated pressure over aluminum chloride or catalysts containing aluminum chloride, characterized in that at least 50 percent by weight of hydrogen chloride, based on the weight of the isomerized Hydrocarbon. z. Method according to claim i, characterized in that that the hydrogen chloride before its use of impurities, in particular Carbon dioxide, is released. Referenced Documents: British Patent No. 5o9 54o; French patents nos. 854 042, 854 936.
DEST1725D 1942-02-27 1942-02-27 Process for the isomerization of n-paraffin hydrocarbons, in particular n-butane Expired DE906930C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEST1725D DE906930C (en) 1942-02-27 1942-02-27 Process for the isomerization of n-paraffin hydrocarbons, in particular n-butane

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEST1725D DE906930C (en) 1942-02-27 1942-02-27 Process for the isomerization of n-paraffin hydrocarbons, in particular n-butane

Publications (1)

Publication Number Publication Date
DE906930C true DE906930C (en) 1954-03-18

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DEST1725D Expired DE906930C (en) 1942-02-27 1942-02-27 Process for the isomerization of n-paraffin hydrocarbons, in particular n-butane

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DE (1) DE906930C (en)

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB509540A (en) * 1937-08-18 1939-07-18 Bataafsche Petroleum A process for producing isobutane from normal butane
FR854042A (en) * 1938-12-05 1940-04-03 Production of isobutylene and its dimer
FR854936A (en) * 1938-05-21 1940-04-27 Bataafsche Petroleum Process for preparing, from saturated hydrocarbons boiling below 160deg. vs. approximately, saturated hydrocarbons with branched chains or more branched than the initial hydrocarbons

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB509540A (en) * 1937-08-18 1939-07-18 Bataafsche Petroleum A process for producing isobutane from normal butane
FR854936A (en) * 1938-05-21 1940-04-27 Bataafsche Petroleum Process for preparing, from saturated hydrocarbons boiling below 160deg. vs. approximately, saturated hydrocarbons with branched chains or more branched than the initial hydrocarbons
FR854042A (en) * 1938-12-05 1940-04-03 Production of isobutylene and its dimer

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