DE857946C - Process for the polymerization of propylene - Google Patents
Process for the polymerization of propyleneInfo
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F10/00—Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
-
- 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
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
-
- 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
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/04—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing aromatic monomers, e.g. styrene
-
- 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
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/06—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing conjugated dienes
-
- 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
- C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2211/06—Perfluorinated compounds
-
- 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
- C10M2213/00—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2213/02—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions obtained from monomers containing carbon, hydrogen and halogen 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
- C10M2213/00—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2213/06—Perfluoro polymers
- C10M2213/062—Polytetrafluoroethylene [PTFE]
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
- C10N2020/01—Physico-chemical properties
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/14—Electric or magnetic purposes
- C10N2040/16—Dielectric; Insulating oil or insulators
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/14—Electric or magnetic purposes
- C10N2040/17—Electric or magnetic purposes for electric contacts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Lubricants (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
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)
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)
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 |
-
1943
- 1943-03-26 DE DEB6173D patent/DE857946C/en not_active Expired
Cited By (6)
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 |
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