DE821349C - Process for the production of polyalkylene oxides - Google Patents

Process for the production of polyalkylene oxides

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Publication number
DE821349C
DE821349C DEP1032A DEP0001032A DE821349C DE 821349 C DE821349 C DE 821349C DE P1032 A DEP1032 A DE P1032A DE P0001032 A DEP0001032 A DE P0001032A DE 821349 C DE821349 C DE 821349C
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Germany
Prior art keywords
production
page
polyalkylene oxides
vol
alkylene oxides
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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
DEP1032A
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German (de)
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DE851920C (en
Inventor
Dr Wilhelm Muenster
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BASF SE
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BASF SE
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Publication date
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Publication of DE821349C publication Critical patent/DE821349C/en
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
    • C08G65/2642—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds characterised by the catalyst used
    • C08G65/2645—Metals or compounds thereof, e.g. salts
    • C08G65/2654—Aluminium or boron; Compounds thereof
    • C08G65/2657—Aluminosilicates; Clays; Zeolites
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/104—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/105—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing three carbon atoms only
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/106—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing four carbon atoms only

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Compounds Of Alkaline-Earth Elements, Aluminum Or Rare-Earth Metals (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Description

Es ist bekannt, daß Äthylenoxyd zu wachsartigen Produkten vom durchschnittlichen Polymerisationsgrad ioo polymerisiert wird, wenn man es in Gegenwärt von Alkali unter Druck auf Temperaturen über ioo0 erhitzt. E.s ist ferner bekannt, daß man Polymere vom Polymerisationsgrad bis 300 erhält, wenn man auf flüssiges Äthylenoxyd bei tiefen Temperaturen Alkalimetalle oder Natriumamid einwirken läßt. Dabei erfolgt die Polymerisation zuweilen mit explosionsartiger Heftigkeit. Polyäthylenoxyde mit eukolloiden Eigenschaften wurden mit Hilfe von Erdalkalimetall- oder Zinkoxyd oder -carbonat bei 200 erhalten, doch wurden dabei trotz langer Einwirkungsdauer von 2 Monaten bis zu 2 Jahren nur Ausbeuten von 10 bis höchstens 50°/,, an Polymeren gewonnen.It is known that ethylene oxide is polymerized to waxy products from the average degree of polymerization ioo when it is heated in Current Map of alkali under pressure to temperatures above ioo 0th It is also known that polymers with a degree of polymerization of up to 300 are obtained if alkali metals or sodium amide are allowed to act on liquid ethylene oxide at low temperatures. The polymerization sometimes takes place with explosive violence. Polyäthylenoxyde with eukolloiden properties were obtained by using alkaline earth metal or zinc oxide or carbonate at 20 0, but it was only yields of 10 maximum / won despite long exposure time of 2 months to 2 years to 50 ° ,, of polymers.

Mit gewöhnlichem Aluminiumoxyd wurden nur hemikolloide Produkte erhalten; auch aktivierte Tonerde ergab nur schwer trennbare Gemische von Polymerisaten vom Molekulargewicht 400 bis 4600.With common alumina only hemicloidal products were obtained; also activated clay resulted in mixtures of polymers with a molecular weight of 400 to 4600 which were difficult to separate.

Es wurde nun gefunden, daß man hochmolekulare ao Polyalkylenoxyde in einfacher Weise mit sehr guten Ausbeuten und in verhältnismäßig kurzer Zeit erhält, wenn man auf Alkylenoxyde in flüssiger Phase im geschlossenen Gefäß bei Temperaturen von etwa 20 bis 500 aktives Aluminiumoxyd einwirken läßt.It has now been found that high molecular weight polyalkylene oxides ao obtained in a simple manner with very good yields and in a relatively short time if allowed to act on alkylene oxides in the liquid phase in a closed vessel at temperatures of about 20 to 50 0 active alumina.

Als Alkylenoxyde eignen sich insbesondere Äthylenoxyd, i, 2-Propylenoxyd, Butadiendioxyd und Gemische davon. Ein geeignetes aktives Aluminiumoxyd erhält man z. B. durch Fällen wäßriger Aluminiumsalzlösungen mit Ammoniak, Auswaschen des Nieder-Particularly suitable alkylene oxides are ethylene oxide, i, 2-propylene oxide, butadiene dioxide and mixtures of that. A suitable active aluminum oxide is obtained, for. B. by precipitating aqueous aluminum salt solutions with ammonia, washing out the lower

schlags, Trocknen und Entwässern bei etwa 400 bis 7000. Die Mitverwendung von Lösungs- und Verdünnungsmitteln ist im allgemeinen nicht erforderlich. Zuweilen ist es zweckmäßig, den Ansätzen geringe Mengen fertiges Polyalkylenoxyd zuzusetzen. Die Polymerisation ist in wenigen Tagen beendet. Man erhält in praktisch quantitativer Ausbeute Polymerisationsprodukte von faseriger Struktur vom Polymerisationsgrad bis zu 2000 und darüber.impact, drying and dewatering at around 400 to 700 0 . The use of solvents and diluents is generally not necessary. Sometimes it is useful to add small amounts of finished polyalkylene oxide to the batches. The polymerization is over in a few days. Polymerization products with a fibrous structure with a degree of polymerization of up to 2000 and above are obtained in practically quantitative yield.

Die erhaltenen Produkte sind mit Wasser quellbar und ähneln in ihren Eigenschaften dem Tragant oder der Stärke. Sie können daher wie diese als Verdickungsmittel, z. B. für Druckfarben in der Textil- und Papierdruckerei, verwendet werden. Sie sind ferner in verdünnter wäßriger Lösung als Leim oder als Schmiermittel brauchbar. In trockenem Zustand lassen sie sich durch Walzen oder Pressen formen.The products obtained are swellable with water and are similar in their properties to tragacanth or of strength. You can therefore like this as a thickener, e.g. B. for printing inks in textile and paper printing. They are also available as glue or in dilute aqueous solution useful as a lubricant. When dry, they can be shaped by rolling or pressing.

Für viele dieser Verwendungszwecke ist es nicht erforderlich, das als Katalysator verwendete Aluminiumoxyd abzutrennen.For many of these uses it is not necessary to use the alumina used as a catalyst to separate.

Die in den folgenden Beispielen genannten Teile sind Gewichtsteile.The parts mentioned in the following examples are parts by weight.

Beispiel 1example 1

as Man fügt 40 Teile Äthylenoxyd bei o° zu einem Teil aktiven Aluminiumoxyd, das sich in einem geschlossenen Druckgefäß befindet. Man läßt die Temperatur im Laufe von 24 Stunden auf etwa 300 ansteigen und hält das Gemisch dann mehrere Tage bei 30 bis 400. Dabei sinkt der Druck erheblich ab. Sobald die Druckabnahme aufgehört hat, ist der Inhalt fest geworden. Das erhaltene Polymerisat zeigt den Durchschnitts-K-Wert 60 bis 70. Es eignet sich hervorragend als Ersatz für Tragant.As 40 parts of ethylene oxide are added at 0 ° to one part of active aluminum oxide which is in a closed pressure vessel. The temperature is allowed over 24 hours to about 30 0 to rise and then the mixture is kept for several days at 30 to 40 0th The pressure drops considerably in the process. As soon as the pressure has stopped, the content has solidified. The polymer obtained has an average K value of 60 to 70. It is an excellent substitute for tragacanth.

Beispiel 2Example 2

Man füllt in eine Schüttelbombe, die mit 2 Teilen aktivem Aluminiumoxyd und 10 Teilen fertigem Polyäthylenoxyd beschickt ist, bei o° etwa 100 Teile Äthylenoxyd und schüttelt das Gemisch zunächst bei 20 bis 300, dann bei 35 bis 40°. Nach mehreren Tagen findet keine Druckabnahme mehr statt. Das erhaltene Produkt zeigt in 4°/oiger wäßriger Lösung bei 20° eine Viskosität von 9 Zentistoke.A shaker bomb filled with 2 parts of active aluminum oxide and 10 parts of finished polyethylene oxide is filled with about 100 parts of ethylene oxide at 0 ° and the mixture is shaken first at 20 to 30 °, then at 35 to 40 °. After several days there is no more pressure acceptance. The obtained product shows in 4 ° / o aqueous solution at 20 ° a viscosity of 9 centistokes.

Claims (1)

Patentanspruch:Claim: Verfahren zur Herstellung von Polyalkylenoxyden durch Einwirkung von aktiven Aluminiumverbindungen bzw. oxydischen Katalysatoren auf flüssige Alkylenoxyde bei niederen Temperaturen und unter Druck, dadurch gekennzeichnet, daß man auf flüssige Alkylenoxyde bei Temperaturen zwischen etwa 20 und 500 aktives Aluminiumoxyd einwirken läßt.A process for the production of polyalkylene oxides by the action of active compounds or aluminum oxide catalysts liquid alkylene oxides at low temperatures and under pressure, characterized in that is allowed to act on liquid alkylene oxides at temperatures between about 20 and 50 0 active alumina. Angezogene Druckschriften:Referred publications: Britische Patentschrift Nr. 487652; Friedländer, Fortschritte der Teerfarbenfabrikation, Bd. XXIIt (Anmeldungen des Jahres 1935), 1939, Seite 50, St 50633; Liebigs Annalen der Chemie 505, Seite 41; Ulimann, Enzyklopädie der technischen Chemie, II. Aufl., Bd. i, Seite 311.British Patent No. 487652; Friedländer, progress of tar paint production, vol. XXII t (registrations of the year 1935), 1939, page 50, St 50633; Liebigs Annalen der Chemie 505, page 41; Ulimann, Encyclopedia of Industrial Chemistry, II. Ed., Vol. I, page 311. O 2227 11.51O 2227 11:51
DEP1032A 1948-03-23 1948-10-02 Process for the production of polyalkylene oxides Expired DE821349C (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR821349X 1948-03-23

Publications (1)

Publication Number Publication Date
DE821349C true DE821349C (en) 1951-11-15

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Application Number Title Priority Date Filing Date
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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1073747B (en) * 1956-09-07 1960-01-21 Petrochemicals Limited, London Process for the production of polyethers having terminal OH groups
DE1109375B (en) * 1956-05-29 1961-06-22 Union Carbide Corp Process for the preparation of solid polymerization products from olefin oxides
DE1109901B (en) * 1955-02-04 1961-06-29 Petrochemicals Ltd Process for the production of polymers from olefin oxides
DE1125181B (en) * 1957-04-05 1962-03-08 Union Carbide Corp Process for the production of high molecular weight polymers of alkylene oxides and of styrene oxide in the presence of metal compounds
DE1130180B (en) * 1958-03-03 1962-05-24 Union Carbide Corp Process for the production of copolymers based on ethylene oxide and other olefin oxides
DE1138735B (en) * 1958-08-19 1962-10-31 Hoechst Ag Printing or block coloring of textile materials

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE557834A (en) * 1956-05-29
BE557832A (en) * 1956-05-29
BE557830A (en) * 1956-05-29

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB487652A (en) * 1936-11-07 1938-06-23 British Celanese Improvements in the manufacture and application of polymerised alkylene oxides

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB487652A (en) * 1936-11-07 1938-06-23 British Celanese Improvements in the manufacture and application of polymerised alkylene oxides

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1109901B (en) * 1955-02-04 1961-06-29 Petrochemicals Ltd Process for the production of polymers from olefin oxides
DE1109375B (en) * 1956-05-29 1961-06-22 Union Carbide Corp Process for the preparation of solid polymerization products from olefin oxides
DE1073747B (en) * 1956-09-07 1960-01-21 Petrochemicals Limited, London Process for the production of polyethers having terminal OH groups
DE1125181B (en) * 1957-04-05 1962-03-08 Union Carbide Corp Process for the production of high molecular weight polymers of alkylene oxides and of styrene oxide in the presence of metal compounds
DE1130180B (en) * 1958-03-03 1962-05-24 Union Carbide Corp Process for the production of copolymers based on ethylene oxide and other olefin oxides
DE1138735B (en) * 1958-08-19 1962-10-31 Hoechst Ag Printing or block coloring of textile materials

Also Published As

Publication number Publication date
FR1007707A (en) 1952-05-09

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