DE857946C - Process for the polymerization of propylene - Google Patents

Process for the polymerization of propylene

Info

Publication number
DE857946C
DE857946C DEB6173D DEB0006173D DE857946C DE 857946 C DE857946 C DE 857946C DE B6173 D DEB6173 D DE B6173D DE B0006173 D DEB0006173 D DE B0006173D DE 857946 C DE857946 C DE 857946C
Authority
DE
Germany
Prior art keywords
propylene
polymerization
viscosity
hydrogen halide
chloride
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
DEB6173D
Other languages
German (de)
Inventor
Rudolf Dr Melan
Michael Dr Otto
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.)
BASF SE
Original Assignee
BASF SE
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 BASF SE filed Critical BASF SE
Priority to DEB6173D priority Critical patent/DE857946C/en
Priority to DEB6233D priority patent/DE876990C/en
Application granted granted Critical
Publication of DE857946C publication Critical patent/DE857946C/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2/00Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
    • C07C2/02Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F10/00Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2205/00Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2205/00Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/04Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing aromatic monomers, e.g. styrene
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2205/00Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/06Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing conjugated dienes
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2211/00Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2211/06Perfluorinated compounds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2213/00Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2213/02Organic macromolecular compounds containing halogen as ingredients in lubricant compositions obtained from monomers containing carbon, hydrogen and halogen only
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2213/00Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2213/06Perfluoro polymers
    • C10M2213/062Polytetrafluoroethylene [PTFE]
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01Physico-chemical properties
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/14Electric or magnetic purposes
    • C10N2040/16Dielectric; Insulating oil or insulators
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/14Electric or magnetic purposes
    • C10N2040/17Electric or magnetic purposes for electric contacts

Description

Verfahren zur Polymerisation von Propylen Es ist bekannt, claß man aus Propylen durch Behandlung mit Katalysatoren der Friedel-Craftsschen Reaktion mehr oder minder hochmolekulare Polymerisate erhalten kann. Soweit diese eine hohe Viskosität von z. B. io bis 2o° E oder darüber bei 99` haben, eignen sie sich vorzüglich als Isolieröle für elektrische Zwecke, insbesondere als Kabelisolieröle. Sie zeichnen sich nämlich nicht nur durch die hohe Viskosität, sondern auch durch einen niedrigen Viskositätsindex, einen hohen Flammpunkt und hervorragende elektrische Eigenschaften aus. Ihre Anwendung für diesen Zweck scheiterte aber bisher an ihrer schweren Zugänglichkeit. Man konnte sie nämlich nur in beschränkten Mengen zusammen mit großen Mengen verhältnismäßig niedrigmolekularer Polymerisate herstellen, die für technische Zwecke nicht oder nur schwierig verwendbar sind. Man kann zwar die Bildung hochmolekularer Polymerisate bei der Polymerisation des Propylens mittels Katalysatoren der Friedel-Craftsschen Reaktion durch Anwendung niedriger Polymerisationstemperaturen fördern, doch ist dann die Polymerisationsgeschwindigkeit so gering, daB eine solche Arbeitsweise für die technische Herstellung der genannten Polymerisate nicht mehr in Frage kommt.Process for the polymerization of propylene It is known that one from propylene by treatment with catalysts of the Friedel-Crafts reaction can obtain more or less high molecular weight polymers. As far as this one high Viscosity of e.g. B. io to 20 ° E or above at 99`, they are excellent as insulating oils for electrical purposes, in particular as cable insulating oils. they draw namely not only because of the high viscosity, but also because of its low viscosity Viscosity index, high flash point and excellent electrical properties the end. However, their use for this purpose has so far failed due to their difficult accessibility. You could only get them in limited quantities together with large quantities in proportion Produce low molecular weight polymers that are not for technical purposes or are difficult to use. It is true that the formation of high molecular weight polymers in the polymerization of propylene by means of Friedel-Crafts' catalysts Reaction by using low polymerization temperatures support financially, but then the rate of polymerization is so slow that such a procedure is no longer suitable for the industrial production of the polymers mentioned.

Es wurde nun gefunden, daB man hochwertige Polymerisate des Propylens, die sich vorzüglich als Isolieröle für elektrische Zwecke eignen, ohne die genannten Nachteile erhält, wenn man das Propylen bei Temperaturen unterhalb -30"'-. vorzugsweise etwa bei seinem Siedepunkt, mittels Aluminiumchlorid unter Zusatz von Halogenwasserstoff oder halogenwasserstoffabspaltenden Verbindungen polymerisiert. Als Halogenwasserstoff oder halogenwasserstoffabspaltende Verbindungen eignen sich insbesondere Chlorwasserstoff und die Alkylchloride, doch kann man auch mit den entsprechenden Brom-, Jod- oder Fluorverbindumgen arbeiten, wenn diese auch im allgemeinen nicht so wirksam sind.It has now been found that high-quality polymers of propylene, which are ideally suited as insulating oils for electrical purposes, without the aforementioned Disadvantages are obtained if the propylene is preferably used at temperatures below -30 "- at about its boiling point, using aluminum chloride with the addition of hydrogen halide or compounds which split off hydrogen halide. As hydrogen halide or compounds which split off hydrogen halide are particularly suitable and the alkyl chlorides, but you can also use the corresponding bromine, iodine or Fluorine compounds work, although generally they are not as effective.

Die genannten Zusatzstoffe werden in der Regel in Mengen von wenigen Prozenten (bezogen auf Propylen) angewandt. Durch die genannten Zusätze wird die Polymerisation so beschleunigt, daB innerhalb verhältnismäßig kurzer Zeit, z. B. weniger Stunden, fast das gesamte Propylen in ein hochwertiges, für die genannten Zwecke geeignetes Polymerisat übergeführt werden kann. Die Polymerisationsgeschwindigkeit steigt im allgemeinen mit der Menge der genannten Zusätze.The additives mentioned are usually in amounts of a few Percent (based on propylene) applied. With the additions mentioned, the Polymerization is accelerated so that within a relatively short time, e.g. B. less hours, almost all of the propylene in a high quality, for the said Purposes suitable polymer can be transferred. The rate of polymerization generally increases with the amount of the additives mentioned.

Beispiel i 95oo Teile flüssiges Propylen werden bei - 48' mit 75o Teilen Aluminiumchlorid versetzt. Nun wird in das Propylen ein langsamer Strom Chlorwasserstoffgas eingeleitet. Nach einstündiger Reaktion erhält man mit 97,5%iger Ausbeute ein 01 mit einer Viskosität von i 1,520E bei 99t°' und 292,1'E bei 5o°, einem Flammpunkt von 23o° und einem Viskositätsindex von 25. Der spezifische Widerstand des Öles beträgt io1e O'hm X cm, und der mit einer Frequenz von 5o Hz bestimmte Verlustfaktor ist kleiner als io-3.Example i 9500 parts of liquid propylene are mixed with 750 parts of aluminum chloride at -48 '. A slow stream of hydrogen chloride gas is now passed into the propylene. After one hour of reaction, a 97.5% yield of 01 is obtained with a viscosity of 1.520E at 99t ° 'and 292.1'E at 5o °, a flash point of 23o ° and a viscosity index of 25. The specific resistance of the Oil is io1e O'hm X cm, and the loss factor determined with a frequency of 50 Hz is smaller than io-3.

Beispiel 2 3oo Teile flüssiges Propylen werden bei - 48° mit 5 % tert.-Butylchlorid vermischt. Nach Zugabe von 15 Teilen Aluminiumchlorid tritt eine ziemlich heftige Reaktion ein, die beim Siedepunkt des Propylens nach 25 Minuten beendet ist. :Ulan erhält in einer Ausbeute von 94% ein 01 mit einer Viskosität von 7,73° E bei 99° und von 152,6° E bei 5o°. Der Viskositätsindex beträgt 30 und der Flammpunkt 216°.Example 2 300 parts of liquid propylene are mixed with 5% tert-butyl chloride at -48 ° mixed. After the addition of 15 parts of aluminum chloride, a rather violent reaction occurs A reaction that ends after 25 minutes at the boiling point of propylene. : Ulan obtained in a yield of 94% an oil with a viscosity of 7.73 ° E at 99 ° and from 152.6 ° E at 5o °. The viscosity index is 30 and the flash point is 216 °.

Verwendet man an Stelle von tert.-Butylchlorid die gleiche Menge Amylbromid, so erhält man nach 3 Stunden ein C51 mit einer Viskosität von 18,22° E bei 99°, einem Viskositätsindex von 30 und einem Flammpunkt von 22o°.If the same amount of amyl bromide is used instead of tert-butyl chloride, a C51 with a viscosity of 18.22 ° E at 99 °, a viscosity index of 30 and a flash point of 220 ° is obtained after 3 hours.

Bleispiel 3 Man versetzt eine Mischung von i5o Teilen Propylen und 7,5 Teilen Aluminiumchlorid bei - 8o° mit 5 % tert.-Butylchlorid. Nach 12 Stunden erhält man in einer Ausbeute von 86% ein 01 mit einer Viskosität von i5,oi° E bei 99°, einem Viskositätsindex von 32 und einem Flammpunkt von 218°.Lead Example 3 A mixture of 150 parts of propylene and 7.5 parts of aluminum chloride at -80 ° with 5% tert-butyl chloride. After 12 hours an oil with a viscosity of 1.5 ° C. is obtained in a yield of 86% 99 °, a viscosity index of 32 and a flash point of 218 °.

Claims (1)

PAi'E\TA\SPRUCH: Verfahren zur Herstellung hochmolekularer Polymerisate durch Behandlung von Propylen mit Aluminiumchlorid bei tiefen Temperaturen, dadurch gekennzeichnet, daB man bei Temperaturen unterhalb -30°, vorzugsweise bei etwa dem Siedepunkt des Propylens, und in Gegenwart von Halogenwasserstoff oder halogenwasserstoffabspaltenden Verbindungen, insbesondere Chlorwasserstoff oder Alkylchloriden, arbeitet.PAi'E \ TA \ SPRUCH: Process for the production of high molecular weight polymers by treating propylene with aluminum chloride at low temperatures, thereby characterized that at temperatures below -30 °, preferably at about Boiling point of propylene, and in the presence of hydrogen halide or hydrogen halide Compounds, especially hydrogen chloride or alkyl chlorides, works.
DEB6173D 1943-03-26 1943-03-26 Process for the polymerization of propylene Expired DE857946C (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
DEB6173D DE857946C (en) 1943-03-26 1943-03-26 Process for the polymerization of propylene
DEB6233D DE876990C (en) 1943-03-26 1943-10-01 Process for the polymerization of propylene

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEB6173D DE857946C (en) 1943-03-26 1943-03-26 Process for the polymerization of propylene

Publications (1)

Publication Number Publication Date
DE857946C true DE857946C (en) 1952-12-04

Family

ID=6954432

Family Applications (1)

Application Number Title Priority Date Filing Date
DEB6173D Expired DE857946C (en) 1943-03-26 1943-03-26 Process for the polymerization of propylene

Country Status (1)

Country Link
DE (1) DE857946C (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1292292B (en) * 1961-12-13 1969-04-10 Exxon Standard Sa Insulating oil
WO1989006247A2 (en) * 1987-12-29 1989-07-13 The Lubrizol Corporation Alpha-olefin polymers
EP0400905A1 (en) * 1989-05-27 1990-12-05 BP Chemicals Limited Cationic polymerisation of 1-olefins
US5210362A (en) * 1989-06-07 1993-05-11 The Lubrizol Corporation Alpha-olefin polymers

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1292292B (en) * 1961-12-13 1969-04-10 Exxon Standard Sa Insulating oil
WO1989006247A2 (en) * 1987-12-29 1989-07-13 The Lubrizol Corporation Alpha-olefin polymers
WO1989006247A3 (en) * 1987-12-29 1989-07-27 Lubrizol Corp Alpha-olefin polymers
EP0400905A1 (en) * 1989-05-27 1990-12-05 BP Chemicals Limited Cationic polymerisation of 1-olefins
US5210362A (en) * 1989-06-07 1993-05-11 The Lubrizol Corporation Alpha-olefin polymers
US5489721A (en) * 1989-06-07 1996-02-06 The Lubrizol Corporation Alpha-olefin polymers

Similar Documents

Publication Publication Date Title
DE836711C (en) Process for the production of semi-solid and solid polymers of ethylene
DE1569862A1 (en) Liquid mixtures that polymerize in the absence of air
DE2708468A1 (en) METHOD OF PREPARING N, N'-ALKYLENE-BIS-TETRAHALOPHTHALIMIDE
DE1189710B (en) Process for crosslinking ethylene polymers
DE857946C (en) Process for the polymerization of propylene
DE2002386A1 (en) Process for the polymerization of ethylene
DE1745375C3 (en) Process for the production of polyethylene having a molecular weight of at least 500,000 and a catalyst for carrying out the process
DE1518036B1 (en) Process for the preparation of 4-bromo-3'-chlorodiphenyl ether
DE2155161A1 (en) Curable compositions
DE883067C (en) Process for the polymerization of ethylene
DE1570515A1 (en) Process for the preparation of copolymers of tetramethylene glycol and 8-oxabicyclo [4,3,0] nonane or 3-methyl-8-oxabicyclo [4,3,0] nonane
DE1266502B (en) Process for the production of high molecular weight polymers of vinyl alkyl ethers
DE671750C (en) Process for the production of synthetic resins
DE719675C (en) Process for the production of methacrylic polymers with a low degree of polymerization
DE1066742B (en) Process for the production of high molecular weight polymers and copolymers of α-methylstyrene and derivatives of α-methylstyrene substituted on the core
DE927460C (en) Process for the production of products with improved drying properties from unsaturated fatty oils
DE897557C (en) Process for the preparation of practically pure dimers of ª ‡ -alkyl-p-alkyl-styrenes
DE886910C (en) Process for the preparation of dimers from monohalo-olefins of the isobutenyl chloride type
DE827256C (en) Process for the preparation of substituted organosilicon compounds
DE833123C (en) Process for the production of organosiloxane resins by hydrolysis of a hydrolyzable silane and condensation of the hydrolyzed products
DE841217C (en) Process for the production of organosiloxanes by hydrolysis and condensation of hydrolyzable silanes
DE767365C (en) Polymerization of olefins
DE2127412C3 (en) Process for the production of polyvinyl chloride
DE404175C (en) Process for the preparation of sulfocyanine compounds
DE876990C (en) Process for the polymerization of propylene