DE361042C - Process for the production of methyl alcohol - Google Patents

Process for the production of methyl alcohol

Info

Publication number
DE361042C
DE361042C DEF47479D DEF0047479D DE361042C DE 361042 C DE361042 C DE 361042C DE F47479 D DEF47479 D DE F47479D DE F0047479 D DEF0047479 D DE F0047479D DE 361042 C DE361042 C DE 361042C
Authority
DE
Germany
Prior art keywords
methyl alcohol
production
bases
halomethyl
ammonia
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
DEF47479D
Other languages
German (de)
Inventor
Dr Otto Wulff
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.)
Hoechst AG
Original Assignee
Hoechst 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 Hoechst AG filed Critical Hoechst AG
Priority to DEF47479D priority Critical patent/DE361042C/en
Application granted granted Critical
Publication of DE361042C publication Critical patent/DE361042C/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C31/00Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C31/02Monohydroxylic acyclic alcohols
    • C07C31/04Methanol

Landscapes

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

Description

Verfahren zur Herstellung von Methylalkohol. Es wurde gefunden, daß die Herstellung von Methylalkohol aus Halogenmethyl sich sehr vorteilhaft gestalten läßt, wenn den bei dieser Reaktion als säurebindendes Mittei dienenden Agentien geringe Mengen flüchtiger Aminbasen, wie z. B. Ammoniak, Methylaminbasen, Anilin oder deren Salze zugesetzt werden. Diese Stoffe erleichtern die I?rnsetzung ganz beträchtlich dadurch, daß Halogenmethyl sich beispielsweise mit Ammoniak bzw. Methylaminbasen außerordentlich leicht zu Tetramethylammoniumchlorid vereinigt, welches bei den vorhandenen Reaktionsbedingungen durch das anwesende Alkali unter Rückbildung der tertiären Base einerseits und Entstehung von Methylalkohol andererseits zerlegt wird, beispielsweise entsprechend den Reaktionsgleichungen: z. N (CH,), + CH,CI-N (CHS)4 Cl; 2. 2 N (CH"), Cl -i- Ca (OH), - CaClz -}- 2 N (CHs)3 + 2 CH5OH. Da diese beiden Reaktionen sich mit großer Geschwindigkeit abspielen, wirken die zugesetzten Aminbäsen erheblich katalytisch beschleunigend gegenüber der lediglich verseifenden oder säurebindenden Wirkung des Alkalis. Es kommt dazu, daß auch die bei letzterer Arbeitsweise etwa im Gasraum vorübergehend auftretende freie .Säure, welche durch Umsetzung des Halogenmethyls mit Wasserdampf sich bildet und die Gefäßwandungen angreifen würde, durch die Anwesenheit der flüchtigen Aminbasen im Gasraurn sofort neutralisiert und unschädlich gemacht wird. Da die entstehenden salzsauren Salze sofort von dem anwesenden alkalischen Agens aufgenommen und wieder zerlegt werden, genügen sehr geringe Mengen von Aminbasen, um die Gasatmosphäre dauernd ammonialkalisch zu halten.Process for the production of methyl alcohol. It has been found that the production of methyl alcohol from halomethyl can be made very advantageous if the agents serving as acid-binding agents in this reaction are small amounts of volatile amine bases, such as. B. ammonia, methylamine bases, aniline or their salts can be added. These substances facilitate the conversion quite considerably in that halomethyl combines extremely easily with ammonia or methylamine bases, for example, to form tetramethylammonium chloride, which is broken down under the existing reaction conditions by the alkali present with regression of the tertiary base on the one hand and formation of methyl alcohol on the other hand, for example according to the reaction equations: z. N (CH,), + CH, CI-N (CHS) 4 Cl; 2. 2 N (CH "), Cl -i Ca (OH), - CaCl2 -} - 2 N (CHs) 3 + 2 CH5OH. Since these two reactions take place at great speed, the added amine bases have a considerably catalytically accelerating effect on the merely saponifying or acid-binding effect of the alkali. In addition, the free acid which occurs temporarily in the gas space in the latter mode of operation, which is formed by reaction of the halomethyl with water vapor and would attack the vessel walls, is immediately neutralized and rendered harmless by the presence of the volatile amine bases in the gas space. Since the resulting hydrochloric acid salts are immediately absorbed by the alkaline agent present and broken down again, very small amounts of amine bases are sufficient to keep the gas atmosphere permanently ammoniacal.

Benutzt man in diesem Verfahren an Stelle von Ammoniak oder Methylaminbasen andere Basen, wie z. B. Äthylamine, so ändert sich an der Wirkungsweise solcher Basen nichts wesentliches, da sie mit Halogenmethyl ebenfalls sehr leicht reagieren bzw. leicht in Trialkylamin übergeführt werden.Is used in this process instead of ammonia or methylamine bases other bases, such as B. ethylamines, the mode of action of such changes Bases are not essential because they also react very easily with halomethyl or can easily be converted into trialkylamine.

In der Zeitschrift für physikalische Chemie, Band 67, Seite 13o, Absatz i, ist beschrieben, daß die Zerfallsprodukte der quaternären Allyl-Ammoniumbasen bei Abwesenheit von Alkali mit vorhandenem Alkohol in die entsprechenden Äther übergehen. -Bei dem Verfahren der Anmeldung entsteht Äther nur in unwesentlichen Mengen.In the journal for physical chemistry, volume 67, page 13o, paragraph i, it is described that the decomposition products of the quaternary allyl ammonium bases in the absence of alkali with the alcohol present pass into the corresponding ethers. -Aether is only produced in insignificant quantities during the registration process.

Beispiel: In einem mit gutem Rührwerk versehenen liegenden Kessel von i6oo 1 Inhalt werden 58o kg Kalkmilch, enthaltend 55 kg Calciumoxyd sowie 2 kg salzsaures Trimethylamin, eingefüllt und der Kesselinhalt auf i4o° geheizt. 85 kg Chlormethyl werden nun innerhalb i bis a Stunden mit gleichmäßiger Geschwindigkeit eingedrückt, wobei der Druck allmählich auf ungefähr i o Atmosphären ansteigt. Nach beendeter Reaktion wird der Kesselinhalt in bekannter Weise aufgearbeitet. Die Ausbeute nähert sich der theoretischen.Example: 58o kg of milk of lime, containing 55 kg of calcium oxide and 2 kg of hydrochloric acid trimethylamine, are poured into a horizontal kettle with a capacity of 100 liters and a good stirrer, and the kettle contents are heated to 14o °. 85 kg of chloromethyl are then injected at a steady rate over a period of one to one hours, the pressure gradually increasing to about 10 atmospheres. After the reaction has ended, the contents of the kettle are worked up in a known manner. The yield approaches the theoretical one.

Claims (1)

PATENT-ANSPRUCH: `"erfahren zur Herstellung von Methylalkohol aus Halogenmethyl durch Behandlung mit säurebindenden Mitteln, dadurch gekennzeichnet, daß man letzteren geringe Mengen von Ammoniak oder Aminbasen oder deren Salzen zugibt.PATENT CLAIM: `` "Learned about the production of methyl alcohol from Halomethyl by treatment with acid-binding agents, characterized in that that small amounts of ammonia or amine bases or their salts are added to the latter.
DEF47479D 1920-08-14 1920-08-14 Process for the production of methyl alcohol Expired DE361042C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEF47479D DE361042C (en) 1920-08-14 1920-08-14 Process for the production of methyl alcohol

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF47479D DE361042C (en) 1920-08-14 1920-08-14 Process for the production of methyl alcohol

Publications (1)

Publication Number Publication Date
DE361042C true DE361042C (en) 1922-10-09

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
DEF47479D Expired DE361042C (en) 1920-08-14 1920-08-14 Process for the production of methyl alcohol

Country Status (1)

Country Link
DE (1) DE361042C (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3157705A (en) * 1960-01-06 1964-11-17 Distillers Co Yeast Ltd Production of alcohols
US4338290A (en) * 1980-06-16 1982-07-06 National Distillers & Chemical Corp. Hydrolysis of halohydrin or dihalide with HI catalyst

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3157705A (en) * 1960-01-06 1964-11-17 Distillers Co Yeast Ltd Production of alcohols
US4338290A (en) * 1980-06-16 1982-07-06 National Distillers & Chemical Corp. Hydrolysis of halohydrin or dihalide with HI catalyst

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