DE2948789A1 - Liquefaction of coal, etc. - in presence of added guanidinium cpds. - Google Patents

Liquefaction of coal, etc. - in presence of added guanidinium cpds.

Info

Publication number
DE2948789A1
DE2948789A1 DE19792948789 DE2948789A DE2948789A1 DE 2948789 A1 DE2948789 A1 DE 2948789A1 DE 19792948789 DE19792948789 DE 19792948789 DE 2948789 A DE2948789 A DE 2948789A DE 2948789 A1 DE2948789 A1 DE 2948789A1
Authority
DE
Germany
Prior art keywords
coal
guanidinium
liquefaction
mixt
pref
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.)
Withdrawn
Application number
DE19792948789
Other languages
German (de)
Inventor
Hannes Dipl.-Ing. 8043 Unterföhring Kneissl
Dr.rer.nat. Klaus 8000 München Schmid
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.)
Wasag Chemie AG
Original Assignee
Wasag Chemie 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 Wasag Chemie AG filed Critical Wasag Chemie AG
Priority to DE19792948789 priority Critical patent/DE2948789A1/en
Priority to AU64878/80A priority patent/AU6487880A/en
Priority to PCT/EP1980/000140 priority patent/WO1981001576A1/en
Priority to US06/290,812 priority patent/US4388170A/en
Priority to EP80107459A priority patent/EP0030020B1/en
Priority to DE8080107459T priority patent/DE3060453D1/en
Priority to ZA00807540A priority patent/ZA807540B/en
Priority to NO803649A priority patent/NO803649L/en
Priority to CA000365999A priority patent/CA1155409A/en
Publication of DE2948789A1 publication Critical patent/DE2948789A1/en
Priority to DE19813143731 priority patent/DE3143731A1/en
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10J—PRODUCTION OF PRODUCER GAS, WATER-GAS, SYNTHESIS GAS FROM SOLID CARBONACEOUS MATERIAL, OR MIXTURES CONTAINING THESE GASES; CARBURETTING AIR OR OTHER GASES
    • C10J3/00—Production of combustible gases containing carbon monoxide from solid carbonaceous fuels
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G1/00—Production of liquid hydrocarbon mixtures from oil-shale, oil-sand, or non-melting solid carbonaceous or similar materials, e.g. wood, coal
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G11/00—Catalytic cracking, in the absence of hydrogen, of hydrocarbon oils
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G47/00—Cracking of hydrocarbon oils, in the presence of hydrogen or hydrogen- generating compounds, to obtain lower boiling fractions
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10J—PRODUCTION OF PRODUCER GAS, WATER-GAS, SYNTHESIS GAS FROM SOLID CARBONACEOUS MATERIAL, OR MIXTURES CONTAINING THESE GASES; CARBURETTING AIR OR OTHER GASES
    • C10J2300/00—Details of gasification processes
    • C10J2300/09—Details of the feed, e.g. feeding of spent catalyst, inert gas or halogens
    • C10J2300/0913—Carbonaceous raw material
    • C10J2300/093—Coal
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10J—PRODUCTION OF PRODUCER GAS, WATER-GAS, SYNTHESIS GAS FROM SOLID CARBONACEOUS MATERIAL, OR MIXTURES CONTAINING THESE GASES; CARBURETTING AIR OR OTHER GASES
    • C10J2300/00—Details of gasification processes
    • C10J2300/09—Details of the feed, e.g. feeding of spent catalyst, inert gas or halogens
    • C10J2300/0983—Additives
    • C10J2300/0986—Catalysts

Landscapes

  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Combustion & Propulsion (AREA)
  • Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)

Abstract

Conversion of high-molecular-wt. hydrocarbons to low- molecular-wt. hydrocarbons (esp. liquefaction of coal) is carried out in the presence of at least one guanidinium cpd. (I). The process is pref. carried out by adding (I) to a mixt. of coal and solvent (e.g. coal oil), heating the mixt. atan intermediate temp. of 100-300 (esp. 200) deg. C for 1-30 min., and then heating the mixt. at the liquefaction temp. (e.g. 250-500 deg. C at 10-300 bar excess pressure). (I) is pref. guanidinium carbonate (Ia) or a mixt. of (Ia) with a guanidinium carboxylate, phenolate, sulphonate or alcoholate in a wt. ratio of 0.3-3:1, or a mixt. of (Ia) with the corresp. carboxylic acid, phenol, sulphonic acid or alcohol. (I) is pref. added in an amt. of 0.1-3 wt.% based on the coal feed. Addn. of (I) in small amts. (up to 10 wt.%) increases the yield of liq. hydrocarbons (e.g. from 1-5 to 10-20 wt.% based on coal feed).

Description

Beschreibungdescription

Verfahren zur Verflüssigung oder hydrierenden Vergasung von Kohle.Process for liquefying or hydrogenating gasification of coal.

Die Erfindung bezieht sich in erster Linie auf Verfahren zur Verflüssigung von Kohle, daneben aber auch auf Verfahren zur hydrierenden Vergasung von Kohle und hier insbesondere auf die Vorbehandlung der hydrierend zu vergasenden Kohle.The invention relates primarily to liquefaction processes of coal, as well as processes for the hydrogenation gasification of coal and here in particular the pretreatment of the coal to be hydrogenated to be gasified.

In der DE-OS 27 11 105 und der DE-OS 28 03 985 sind Verfahren zur Verflüssigung von Kohle beschrieben, die Weiterentwicklungen des alten IG-Verfahrens darstellen und den derzeitigen Stand der Technik repräsentieren. Daneben laufen vor allem in den USA Versuche, Kohle auf der Grundlage des klassischen Bergius-Pier-Verfahrens zu verflüssigen.In DE-OS 27 11 105 and DE-OS 28 03 985 are methods for Liquefaction of coal described the further developments of the old IG process and represent the current state of the art. Run alongside especially in the USA attempts to produce coal on the basis of the classic Bergius-Pier process to liquefy.

Im dem Bemühen, die Wirtschaftlichkeit der Verfahrer zu erhöhen, untersucht man gegenwärtig verschiedene Verfahrens-Varianten, die sich bezüglich Druck, Temperatur, Beschaffenheit der einnesetzten Kohle, Wahl der Hydrierungsgase, Gestaltung der Reaktionsführung (Verfahrenstechnik im engeren Sinn) und insbesondere hinsichtlich der angewendeten Katalysatoren unterscheiden.In an effort to increase the economy of the processors, investigated there are currently different process variants, which differ in terms of pressure, temperature, Nature of the coal used, choice of hydrogenation gases, design of the Reaction control (process engineering in the narrower sense) and in particular with regard to of the catalysts used.

Der Erfindung liegt die Aufgabe zugrunde, bei Verfahren der eingangs genannten Art die Wirtschaftlichkeit durch Verwendung von Hilfsstoffen zu verbessern.The invention is based on the object, in the case of methods of the initially mentioned mentioned type to improve the economy through the use of auxiliary materials.

Zur Lösung dieser Aufgabe wird erfindungsgem die im Anspruch 1 und bezüglich vorteilhafter Ausgestaltungen in den Unteransprüchen gekennzeichnete Verwendung von Guanidinium-Verbindungen als Hilfsstoffe vorgeschlagen.To solve this problem, the invention in claim 1 and Use characterized in the subclaims with regard to advantageous embodiments suggested by guanidinium compounds as excipients.

Unter Hilfsstoffe werden hier, im Gegensatz zu Katalysatoren, Stoffe verstanden, die nicht allein durch ihre Gegenwart wirken, sondern mit Ablauf des Verfahrens bzw. der diesem zugrundelieoenden chemischen Reaktion verbraucht werden.In contrast to catalysts, auxiliary substances are substances understood, which work not only through their presence, but with the expiration of the Process or the chemical reaction on which it is based are consumed.

Die erfindungsgemäß als Hilfsstoffe für die Verflüssigung oder hydrierende Vergasung von Kohle verwendeten Guanidinium-Verbindungen haben m wesentlichen die Wirkung, daß sie <len gewLinschten Bruch von Bindungskräften innerhalb des Eolekül-Gitters der Kohle erleichtern und die im molekularen Reaktionsgeschehen nachfolgende Absättigung der Bruchstellen mit Wasserstoff beschleunigen. Hierdurch wird der Vorteil erreicht, daß der bei den meisten Verfahrens-Varianten vorgesehene Einsatz von Katalysatoren reduziert oder sogar ganz iiberflüssig gemacht wird, und daß es außerdem möglich wird, statt reinem molekularen Wasserstoff mindestens teilweise billigere Hydriergase für die Verfliissigung oder Vergasung der Kohle zu verwenden. Durch beides werden die bekannten Verfahren unmittelbar kostenmäßig entlastet.According to the invention as auxiliaries for liquefaction or hydrogenation Gasification of coal used guanidinium compounds have m essentially the Effect that they <len desired breaking of binding forces within the Eolecule lattice facilitate the carbon and the subsequent saturation in the molecular reaction process accelerate the fracture points with hydrogen. This has the advantage of that the use of catalysts provided in most process variants reduced or even made superfluous, and that it is also possible becomes, instead of pure molecular hydrogen, at least partially cheaper hydrogenation gases to be used for the liquefaction or gasification of coal. Becoming through both the known methods immediately relieved of costs.

Im Rahmen der Erfindung ist die Verwendung von bestimmten Guanidinium-Verbindungen allein oder aber auch die Verwendung bestimmter Kombinationen verschiedener Guanidinium-Verbindungen vorgesehen. In jedem Falle richtet sich die bevorzugte Gesamt-Menge, die eingesetzt wird, nach Anspruch 2.The use of certain guanidinium compounds is within the scope of the invention alone or also the use of certain combinations of different guanidinium compounds intended. In each case, the preferred total amount that is used depends becomes, according to claim 2.

Fettsaure Guanidinum-Salze wie Palmitate, Oleate oder Stearate, haben eine ausgeprägt emulgierende Wirkung und tragen insofern in vorteilhafter Weise zur Stabilisierung der bei der Kohleverflüssicung verarbeiteten Kohle-Anreiböl-Suspension bei. Ihre Verwendung nach den Ansprüchen 3 und 4 wird deshalb besonders bevorzugt.Fatty acid guanidine salts such as palmitates, oleates or stearates have a pronounced emulsifying effect and thus contribute in an advantageous manner to stabilize the coal-grinding oil suspension processed during coal liquefaction at. Their use according to claims 3 and 4 is therefore particularly preferred.

Die erfindungsgemäß verwendeten Guanidinium-Verbindungen zersetzen sich bei erhöhter Temperatur zu hochreaktiven Zerfallsprodukten, die ihrerseits wiederum in sehr erwünschter Weise die Hydrierungsreaktionen begünstigen können.The guanidinium compounds used according to the invention decompose at elevated temperature to form highly reactive decomposition products, which in turn in turn can favor the hydrogenation reactions in a very desirable manner.

Dies gilt auch für die bevorzugt verwendeten fettsauren Guanldinum-Salze. Besonders stark ausgeprägt wird letztgenannter Effekt jedoch erhalten, wenn man gemäß Anspruch 5 als Hilfsstoff Guanidinium-Carbonat verwendet. Dem in dieser Hinsicht auch in Betracht kommenden Chlord, Sulfat oder trat ist das Guanidinium-Carbonat aus Gründen der Korros,onsverhinderunQ, des Umweltschutzes und eines besser steuerbaren Zerfalls überlegen.This also applies to the fatty acid guanldinum salts used with preference. However, the latter effect is particularly pronounced when one according to claim 5, guanidinium carbonate is used as an auxiliary. That in this regard also possible chlorine, sulfate or stepped is the guanidinium carbonate for reasons of corrosion, prevention, environmental protection and better controllability Superior to decay.

Das Guanidinium-Carbonat kann im Prinzip als Hilfsstoff allein eingesetzt werden. Es hat allerdings, im Vergleich z.B. zu den fettsaure Guanidinium-Salzen eine schwächer ernulgierende Wirkurg. Da der emulgierenden Wirkung, die mit bestimmten Guanidinium-Verbindungen erhalten wird, jedoch, jedenfalls auf Grund einer vorläufigen Arbeitshypothese, eine wichtige Bedeutung insofern zukommt, als die emulgierende Wirkung die Heterogen-Reaktion Wasserstoff/Kohle mehr in Richtung einer "Quasi-Homooen-Reaktion" lenkt, wird die Verwendung von Guanidinium-Carbonat in Verbindung mit stärker emulgierenden Guanidinium-Verbindungen, insbesondere eine Verwendung nach Anspruch 6 ganz besonders bevorzugt. Hierbei richtet sich das angewandte Verhältnis von schwächer emulgierenden Guanidinium-Verbindungen, namentlich dem Guanidinium-Carbonat, zu den stärker emulgierenden Guanidinium-Verbindungen im Einzelfall nach dem jeweiligen Verflüssigungs-Verfahren und den Eigenschaften der hierbei eingesetzten Ausgangsstoffe.The guanidinium carbonate can in principle be used alone as an auxiliary will. However, it has, in comparison, for example, to the fatty acid guanidinium salts a less humiliating effect. Because of the emulsifying effect associated with certain Guanidinium compounds is obtained, however, at least due to a preliminary Working hypothesis, is important insofar as the emulsifying Effect of the heterogeneous reaction hydrogen / coal more in the direction of a "quasi-homoene reaction" steers away is the use of guanidinium carbonate in conjunction with more powerful emulsifying agents Guanidinium compounds, in particular a use according to claim 6, very particularly preferred. The ratio used here depends on the weaker emulsifying agents Guanidinium compounds, namely guanidinium carbonate, are among the more emulsifying ones Guanidinium compounds in individual cases according to the respective Liquefaction process and the properties of the raw materials used.

Im allgemeinen wird man die erfindungsgemäß verwendeten C,uanldinium-Verbindungen am Eingang des Verflüssiguncs-bzw. Vergasungs-Verfahrens den Ausgangsstoffen, und zwar vorzugsweise in Substanz, zusetzen. Z.B. kann die Zugabe zusammen mit den ggf. noch verwendeten Katalysatoren erfolgen. So ist eine geeignete Zucabe-Stelle bei den Verfahren gemäß DE-OS 28 03 985 und DE-OS 27 11 105, für die die Erfindung besonders geeignet ist, der in den DE-OS hinsichtlich seiner übrigen Funktion und seiner Anordnung näher erläuterte Mischbehälter 2.In general, the C, uanldinium compounds used according to the invention will be used at the entrance of the liquefaction or. Gasification process the starting materials, and although preferably in substance, add. E.g. the addition together with the possibly catalysts still used take place. So is a suitable Zucabe site at the method according to DE-OS 28 03 985 and DE-OS 27 11 105, for which the invention is particularly is suitable, which in the DE-OS with regard to its remaining function and its arrangement Mixing container 2 explained in more detail.

Claims (6)

Ansprüche Verwendung von Guanidinium-Verbindungen als Hilfsstoffe in Verfahren zur Verflüssigung oder hydrierenden Vergasung von Kohle.Claims Use of guanidinium compounds as auxiliaries in processes for the liquefaction or hydrogenation gasification of coal. 2. Verwendung nach Anspruch 1 der Guanidinium-Verbindungen in einer Gesamt-Menge von bis zu 10 Gew.-°xO, bevorzugt von 3-5 Gew.-%, bezogen auf die durchzusetzende Trocken-Kohle.2. Use according to claim 1 of the guanidinium compounds in one Total amount of up to 10% by weight, preferably 3-5% by weight, based on the amount to be enforced Dry coal. 3. Verwendung nach Anspruch 1 oder 2 von fettsauren Guanidinium-Salzen, vorzugsweise von Palmitaten, Oleaten und/oder Stearaten.3. Use according to claim 1 or 2 of fatty acid guanidinium salts, preferably of palmitates, oleates and / or stearates. 4. Verwendung nach Anspruch 3 der fettsauren Guanidinium-Salze in einer Menge von 0,1-5,0 Gew.-, vorzuosweise von 0,5-1,5 Gew.-%, bezogen auf die durchzusetzende Trocken-Kohle.4. Use according to claim 3 of the fatty acid guanidinium salts in an amount of 0.1-5.0 wt .-, vorzuosweise of 0.5-1.5 wt .-%, based on the dry coal to be enforced. 5. Verwendung nach Anspruch 1, 2, 3 oder 4 von Guanidinium-Carbonat.5. Use according to claim 1, 2, 3 or 4 of guanidinium carbonate. 6. Verwendung nach Anspruch 5 des Guanidinium-Carbonats in Verbindung mit einem oder mehreren fettsauren Guanidinium-Salzen in einem Gewichtsverhältnis des Carbonats zu fettsaurem Salz zwischen 0,3 und 3.6. Use according to claim 5 of the guanidinium carbonate in combination with one or more fatty acid guanidinium salts in a weight ratio of the carbonate to fatty acid salt between 0.3 and 3.
DE19792948789 1979-12-04 1979-12-04 Liquefaction of coal, etc. - in presence of added guanidinium cpds. Withdrawn DE2948789A1 (en)

Priority Applications (10)

Application Number Priority Date Filing Date Title
DE19792948789 DE2948789A1 (en) 1979-12-04 1979-12-04 Liquefaction of coal, etc. - in presence of added guanidinium cpds.
AU64878/80A AU6487880A (en) 1979-12-04 1980-11-27 Process for producing lower-molecular-weight hydrocarbons from higher molecular-weight hydrocarbons and auxiliary agenttherefor
PCT/EP1980/000140 WO1981001576A1 (en) 1979-12-04 1980-11-27 Process for producing lower-molecular-weight hydrocarbons from higher molecular-weight hydrocarbons and auxiliary agents therefor
US06/290,812 US4388170A (en) 1979-12-04 1980-11-27 Process for producing lower-molecular-weight hydrocarbons from higher molecular-weight hydrocarbons and auxiliary agent therefor
DE8080107459T DE3060453D1 (en) 1979-12-04 1980-11-28 Process for the obtention of low molecular weight hydrocarbons from high molecular weight hydrocarbons or from coal
EP80107459A EP0030020B1 (en) 1979-12-04 1980-11-28 Process for the obtention of low molecular weight hydrocarbons from high molecular weight hydrocarbons or from coal
ZA00807540A ZA807540B (en) 1979-12-04 1980-12-03 Process for producing lower-molecular-weight hydrocarbons from higher molecular-weight hydrocarbons
NO803649A NO803649L (en) 1979-12-04 1980-12-03 PROCEDURE FOR THE PREPARATION OF LOW MOLECULAR HYDROCARBONES FROM HIGH-MOLECULAR HYDROCARBONS
CA000365999A CA1155409A (en) 1979-12-04 1980-12-03 Process for producing lower-molecular-weight hydrocarbons from higher molecular-weight hydrocarbons and auxiliary agent therefor
DE19813143731 DE3143731A1 (en) 1979-12-04 1981-11-04 Process for coal liquefaction

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19792948789 DE2948789A1 (en) 1979-12-04 1979-12-04 Liquefaction of coal, etc. - in presence of added guanidinium cpds.

Publications (1)

Publication Number Publication Date
DE2948789A1 true DE2948789A1 (en) 1981-06-11

Family

ID=6087601

Family Applications (1)

Application Number Title Priority Date Filing Date
DE19792948789 Withdrawn DE2948789A1 (en) 1979-12-04 1979-12-04 Liquefaction of coal, etc. - in presence of added guanidinium cpds.

Country Status (2)

Country Link
DE (1) DE2948789A1 (en)
ZA (1) ZA807540B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4388170A (en) * 1979-12-04 1983-06-14 Klaus Schmid Process for producing lower-molecular-weight hydrocarbons from higher molecular-weight hydrocarbons and auxiliary agent therefor

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
NICHTS ERMITTELT *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4388170A (en) * 1979-12-04 1983-06-14 Klaus Schmid Process for producing lower-molecular-weight hydrocarbons from higher molecular-weight hydrocarbons and auxiliary agent therefor

Also Published As

Publication number Publication date
ZA807540B (en) 1981-12-30

Similar Documents

Publication Publication Date Title
DE69323140T2 (en) Process for the production of phenol, acetone and alpha-methylstyrene
DE3703517C2 (en) Toluene disproportionation method
DE1643255A1 (en) Process for the preparation of p-aminophenol
DE69314021T2 (en) HIGH USEFUL METHOD FOR PRODUCING CYCLOHEXANOL AND CYCLOHEXANONE
DE69305015T2 (en) Process for the preparation of cyclohexyl hydroperoxide
EP0030020B1 (en) Process for the obtention of low molecular weight hydrocarbons from high molecular weight hydrocarbons or from coal
DE2230310A1 (en) Improved Process for Obtaining Ethylene Oxide from Solution
DE2948789A1 (en) Liquefaction of coal, etc. - in presence of added guanidinium cpds.
DE2424171A1 (en) PROCESS FOR MANUFACTURING CRYSTALLIZATION-RESISTANT DISPROPORTIONED ROSIN
EP0011842B1 (en) Process for the decomposition of formic acid esters
EP0161485B1 (en) Process for the preparation of water insoluble peroxycarbonic acids
DE1210771C2 (en) Process for the production of araliphatic dicarbinols
DE942088C (en) Process for the production of 2,3-epoxybutane
DE1618837A1 (en) Process for the production of hydroperoxides
DE69606108T2 (en) Process for propylene epoxidation
DE3329222A1 (en) METHOD FOR COOLING LIQUID WITH AN ACTIVATED ZINC SULFIDE CATALYST
DE935844C (en) Process for the production of propionaldehyde and propanol
DE1002754B (en) Process for the production of mixtures of cyclohexanone and cyclohexanol suitable for the production of adipic acid
DE602004010193T2 (en) Process for the preparation of ketones
DE3118456A1 (en) METHOD FOR HYDRATING HEAVY OILS
DE3017170A1 (en) Liquefaction of coal, etc. - in presence of added guanidinium cpds.
DD201691A5 (en) METHOD FOR CHEMICALIZING COAL BY OXYDATION IN THE LIQUID PHASE
DE2331082B2 (en) PROCESS FOR THE CONTINUOUS OXYDATION OF SUBSTITUTED BENZENE OR BENZENE DERIVATIVES WITH NITRIC ACID
AT227245B (en) Process for obtaining usable products from condensation products of acetone
DE1668221C3 (en) Process for the preparation of mixtures from cycloalkanols and the corresponding cycloalkanones

Legal Events

Date Code Title Description
OM8 Search report available as to paragraph 43 lit. 1 sentence 1 patent law
8139 Disposal/non-payment of the annual fee