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DE430539C - Process for the preparation of ethylene chloride - Google Patents

Process for the preparation of ethylene chloride

Info

Publication number
DE430539C
DE430539C DEF51606D DEF0051606D DE430539C DE 430539 C DE430539 C DE 430539C DE F51606 D DEF51606 D DE F51606D DE F0051606 D DEF0051606 D DE F0051606D DE 430539 C DE430539 C DE 430539C
Authority
DE
Germany
Prior art keywords
ethylene chloride
preparation
ethylene
chloride
hydrochloric acid
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
DEF51606D
Other languages
German (de)
Inventor
Dr Otto Ernst
Dr Hans Wahl
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.)
JG Farbenindustrie AG
Original Assignee
JG Farbenindustrie 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 JG Farbenindustrie AG filed Critical JG Farbenindustrie AG
Priority to DEF51606D priority Critical patent/DE430539C/en
Application granted granted Critical
Publication of DE430539C publication Critical patent/DE430539C/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/093Preparation of halogenated hydrocarbons by replacement by halogens
    • C07C17/15Preparation of halogenated hydrocarbons by replacement by halogens with oxygen as auxiliary reagent, e.g. oxychlorination
    • C07C17/152Preparation of halogenated hydrocarbons by replacement by halogens with oxygen as auxiliary reagent, e.g. oxychlorination of hydrocarbons
    • C07C17/156Preparation of halogenated hydrocarbons by replacement by halogens with oxygen as auxiliary reagent, e.g. oxychlorination of hydrocarbons of unsaturated hydrocarbons

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Catalysts (AREA)

Description

Verfahren zur Darstellung von Äthylenchlorid. Das seither übliche Verfahren zur Herstellung von Äthvlenchlorid beruht auf der Anlagerung von Chlor an Äthylen, und zwar benutzt man dazu freies Chlor, das man unter heeirneten Bedingungen mit Äthvlen zusammenbringt. Diese Reaktion läßt sich durch die einfache Gleichung: C,H4 + Cl, - C_H,C I, ausdrücken.Process for the preparation of ethylene chloride. The usual thing since then Process for the production of Äthvlenchlorid is based on the addition of chlorine of ethylene, and free chlorine is used for this purpose, which is obtained under hot conditions with Äthvlen. This reaction can be expressed by the simple equation: C, H4 + Cl, - C_H, C I, express.

Es wurde nun gefunden, daß man ohne Anwendung von elementarem Chlor in ununterbrochenem Verfahren Äthvlenchlorid technisch darstellen kann, indem man Salzsäure und Sauerstoff in Gegenwart von Katalysatoren hei erhöhter Temperatur auf Ätlivlen zur Einwirkung bringt. Die Äthylencliloridbildung verläuft (lang nach der Gleichung: C,H, + 2 HCI + C) - C,H,CI, -f- H_0. Die Salzsäure kann sowohl als Clilorwa"ser-,tofgas als auch in Form von verdampfter, wäßriger Salzsäure, <leg Sauerstoff in reiner Form oller als Luft verwendet werden, durch Cierleiten (]es Reaktionsgemisches über die Katalysatoren kann die Reaktion ununterbrochen gestaltet werden.It has now been found that, without the use of elemental chlorine, ethylene chloride can be produced industrially in an uninterrupted process by bringing hydrochloric acid and oxygen to the action of an elevated temperature in the presence of catalysts. The formation of ethylene chloride proceeds (long after the equation: C, H, + 2 HCI + C) - C, H, CI, -f- H_0. The hydrochloric acid can be used both as chlorine water, tofgas and in the form of evaporated, aqueous hydrochloric acid, or oxygen in pure form or as air; the reaction can be made uninterrupted by passing the reaction mixture over the catalysts.

Als Katalysator findet mit Vorteil Kupfer Verwendung, doch können auch andere Überträger, wie beispielsweise Gold, und ranz allreinein solche Metalle verwendet werden, die sich für die Bildung von Chlor aus Salzsäure und Sauerstoff eignen. Es ist bereits ein @-erfahren bekannt, nach welchem Ätlivleliclilorid dadurch gewonnen wird, (laß nian Ätlivlen durch eine Aufschweininung.von Braunstein, Kochsalz und Schwefelsäure leitet. Aus dieser Reaktion, die hei verhältnismäßig niedriger Temperatur stattfindet, konnte nicht darauf geschlossen werden, daß der Deacon-Prozeß, zu dessen Ausführung verhältnismäßig hohe Temperaturen erforderlich sind, einer analogen Reaktion. zugänglich gemacht werden konnte. Auch ist das '\-erfahren der Erfindung gegenüber jenem bekannten \-erfahren überraschend . -,wirtschaftlich, insbesondere auch dadurch, daß sich (las neue '\-erfahren im Gegensatz zti jenem ohne weiteres ununterbrochen gestalten läßt.Copper is advantageously used as a catalyst, but can also other carriers, such as gold, and all purely such metals used for the formation of chlorine from hydrochloric acid and oxygen suitable. It is already known, according to which Ätlivleliclilorid thereby is obtained, (let nian Ätlivlen by a Aufschweininung. of brown stone, table salt and sulfuric acid conducts. From this reaction, the hot is relatively lower Temperature takes place, it could not be concluded that the Deacon process, relatively high temperatures are required for its execution, one analog reaction. could be made accessible. The '\ experience is also the Invention compared to that known experience surprising. -,economically, especially by the fact that (read new '\ experiences in contrast to that can be designed without further interruption.

Beispiele. i. ioo Raumteilen Luft setzt plan etwa 20 Raumteile Äthylen und so viel Salzsäuregas zu, (iaß mindestens .4o Raumteile Chlorwasserstoff in dein Ga:-einisch vorhanden sind, und läßt e: durch einen siiurefe#;teii Kontaktraum streichen, welcher mit Kupferchlorid getränkte Binissteinstücke enthält und auf 300° erhitzt ist. Das entweichencle Gas-Dampfgeniisch wird stark gekühlt und durch Eiswasser geleitet, wodurch Wasser, überschüssige Salzsäure und die Hauptnienre des z@tlivlenclilori(ls kondensiert werden. Aus de-i Gasen, die (leg Kühler verlassen, können, nachdem nian die letzten Iteae Salzsaure ausgewaschen hat, noch kleine Mengen Äthvlenchlorid gewonnen werden, zweckmäßig durch Absorption mittels aktiver Kohle und nachheriges Austreiben.Examples. i. 100 parts of air are roughly 20 parts of ethylene and add as much hydrochloric acid gas as possible (I put at least .40 parts of the volume of hydrogen chloride in your Ga: -some are present, and allows e: to be passed through a siiurefe #; partial contact space, which contains pieces of binis stone soaked with copper chloride and heated to 300 ° is. The escaping gas-steam genius is strongly cooled and by ice water passed, eliminating water, excess hydrochloric acid and the main nipple of the z @ tlivlenclilori (ls be condensed. From de-i gases which can leave (leg cooler, after nian the last iteae hydrochloric acid washed out still has small amounts Ethylene chloride can be obtained, expediently by absorption by means of active charcoal and subsequent expulsion.

z. Über den wie in Beispiel i hergestellten Kontakt wird bei 300' ein Gasgemisch geleitet, welches aus 5 Raumteilen Äthylen, Raumteilen Chlorwasserstoff und i Raumteil Sauerstoff besteht. Das Endgas wird wie in Beispiel i behandelt. Das gebildete Äthyle:ichlorid befindet sich fast ganz in wäßrigem Kondensat. Das Endgas wird durch Ergänzung der verbrauchten Bestandteile wieder auf die Zusammensetzung des Anfangsgases gebracht und von neuem dein Kontakt zugefiihrt.z. Via the contact made as in example i, at 300 ' a gas mixture passed, which consists of 5 parts by volume ethylene, parts by volume hydrogen chloride and i part of the volume consists of oxygen. The end gas is treated as in example i. The ethyl chloride formed is almost entirely in aqueous condensate. That Tail gas is returned to the composition by supplementing the consumed components of the initial gas and brought your contact again.

Neben Äthvlenchlorid bilden sich nach diesem Verfahren nur Spuren anderer chlorierter Kohleilwasserstoffe, wie Äthylenchlorid und höher chloriertes Äthan.In addition to ethylene chloride, only traces are formed after this process other chlorinated hydrocarbons such as ethylene chloride and higher chlorinated ones Ethane.

In der amerikanischen Patentschrift 889573 ist die Chlorierung von Kohlenwasserstoffen mittels Chlorwasserstoffs und UZvdationsmittel bei erhöhter Temperatur erwähnt, je-,loch handelt es sich dabei um eine nel;en der Halogenaddition einhergehende Substittitic»>, wie aus der auf Seite a, Zeile :22, angegebenen Gleichung für-die Bildung von Tetrachlorkohlenstoff aus ACetvlen, Chlorwasserstoff und Sauerstoff zu ersehen ist. Die 'Möglichkeit der Durchführung eines Verfahrens xvie dasjenige der Erfindung, nämlich die Anlagerung von Chlor an Äthylen unter Bildung von Athylenchlorid ohne Substitution, also eine sehr genaue Dosierung des während des Chlorierungsvorgangs aus Chlorwasserstoff und Sauerstoff gebildeten Chlors, kann aus der amerikanischen Patentschrift nicht abgeleitet werden. Erst durch die katalytische Gestaltung des Verfahrens ist die verfeinerte, teilweise Chlorierung möglich geworden.The American patent 889573 mentions the chlorination of hydrocarbons by means of hydrogen chloride and an additive at elevated temperature; given equation for the formation of carbon tetrachloride from acetylene, hydrogen chloride and oxygen can be seen. The possibility of carrying out a process like that of the invention, namely the addition of chlorine to ethylene to form ethylene chloride without substitution, i.e. a very precise metering of the chlorine formed from hydrogen chloride and oxygen during the chlorination process, cannot be derived from the American patent . The refined, partial chlorination became possible only through the catalytic design of the process.

Claims (1)

PATE-:NT-A`srRucfi: Verfahren zur Darstellung von Äthvlenchlorid, darin bestehend, daß nunth@len in Gegenwart von Katalysatoren bei erhöhter Temperatur mit Clilorwasserstolt ünd Sauerstoff behandelt.PATE-: NT-A`srRucfi: Process for the preparation of Äthvlenchlorid, consisting in that nunth @ len in the presence of catalysts at elevated temperature Treated with Clilorwasserstolt and oxygen.
DEF51606D 1922-04-21 1922-04-21 Process for the preparation of ethylene chloride Expired DE430539C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEF51606D DE430539C (en) 1922-04-21 1922-04-21 Process for the preparation of ethylene chloride

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF51606D DE430539C (en) 1922-04-21 1922-04-21 Process for the preparation of ethylene chloride

Publications (1)

Publication Number Publication Date
DE430539C true DE430539C (en) 1926-06-23

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Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2498546A (en) * 1946-01-11 1950-02-21 Socony Vacuum Oil Co Inc Manufacture of halogenated hydrocarbons
US2568660A (en) * 1942-07-16 1951-09-18 Rosen Raphael Fluorination process
US2644846A (en) * 1948-12-11 1953-07-07 Shell Dev Hydrogen chloride oxidation
DE1019244B (en) * 1953-09-29 1957-11-07 Reinfried Hildebrand Schuettloch insert for connecting a suction line for furnaces
US3022358A (en) * 1953-10-07 1962-02-20 Du Pont Preparation of organic dihalides
US8685435B2 (en) 2004-04-30 2014-04-01 Allergan, Inc. Extended release biodegradable ocular implants
US8802129B2 (en) 2004-04-30 2014-08-12 Allergan, Inc. Methods for treating retinopathy with extended therapeutic effect

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2568660A (en) * 1942-07-16 1951-09-18 Rosen Raphael Fluorination process
US2498546A (en) * 1946-01-11 1950-02-21 Socony Vacuum Oil Co Inc Manufacture of halogenated hydrocarbons
US2644846A (en) * 1948-12-11 1953-07-07 Shell Dev Hydrogen chloride oxidation
DE1019244B (en) * 1953-09-29 1957-11-07 Reinfried Hildebrand Schuettloch insert for connecting a suction line for furnaces
US3022358A (en) * 1953-10-07 1962-02-20 Du Pont Preparation of organic dihalides
US8685435B2 (en) 2004-04-30 2014-04-01 Allergan, Inc. Extended release biodegradable ocular implants
US8802129B2 (en) 2004-04-30 2014-08-12 Allergan, Inc. Methods for treating retinopathy with extended therapeutic effect
US9233071B2 (en) 2004-04-30 2016-01-12 Allergan, Inc. Methods for treating retinopathy with extended therapeutic effect

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