DE865927C - Verfahren zur Herstellung von Schmiermitteln bzw. Schmiermittelzusaetzen - Google Patents

Verfahren zur Herstellung von Schmiermitteln bzw. Schmiermittelzusaetzen

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Publication number
DE865927C
DE865927C DEN1764A DEN0001764A DE865927C DE 865927 C DE865927 C DE 865927C DE N1764 A DEN1764 A DE N1764A DE N0001764 A DEN0001764 A DE N0001764A DE 865927 C DE865927 C DE 865927C
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DE
Germany
Prior art keywords
alkylation
polymerization
lubricants
production
lubricant additives
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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
DEN1764A
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English (en)
Inventor
Mintje Van Loon
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.)
Bataafsche Petroleum Maatschappij NV
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Bataafsche Petroleum Maatschappij NV
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Publication of DE865927C publication Critical patent/DE865927C/de
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    • 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
    • C08F8/00—Chemical modification by after-treatment
    • C08F8/02—Alkylation
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    • 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
    • C08F240/00—Copolymers of hydrocarbons and mineral oils, e.g. petroleum resins
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    • C10M1/00—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
    • C10M1/08—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
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    • C10N2010/12—Groups 6 or 16
    • 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
    • C10N2010/00—Metal present as such or in compounds
    • C10N2010/14—Group 7
    • 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
    • C10N2010/00—Metal present as such or in compounds
    • C10N2010/16—Groups 8, 9, or 10

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  • Chemical & Material Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Lubricants (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

Gegenstand des Patentes 832 313 ist ein Verfahren zur Herstellung von Schmiermitteln bzw. Schmiermittelzusätzen, bei dem aromatische Verbindungen mit einer oder mehreren polaren Gruppen, wie die OH- oder COOH-Gruppe, zusammen mit einem Überschuß an Verbindungen mit einer oder mehreren aliphatischen Doppelbindungen und mit mehr als 4 Kohlenstoffatomen im Molekül einer gleichzeitigen Alkylierungs- und Polymerisationsbehandlung unterworfen und, falls erwünscht, in ihre Metallsalze übergeführt werden.
Unter einem Überschuß an Verbindungen mit einer oder mehreren Doppelbindungen und mit mehr als 4 Kohlenstoffatomen im Molekül ist ein Verhältnis gemeint, das größer ist als notwendig für die einfache Alkylierung aller alkylierbaren Stellen der polaren aromatischen Verbindung. Wenn die polare aromatische Verbindung ein Phenol ist, sind nur die 2-, 4- und 6-Stellungen des Phenols alkylierbar, wenn Aluminiumchlorid oder Borfluorid als Katalysator benutzt werden und die in das Phenol einzuführenden Alkylgruppen mehr als 4 Kohlenstoffgruppen enthalten (vgl. Kolka und Vogt, Journ. Amer. Chem. Soc, Bd. 61, S. 1463 bis 1465 [1939]).
Es wurde nun gefunden, daß man zu Produkten mit den gleichen guten Eigenschaften gelangt, wenn
m$n;die Alkylierungs- und Polymerisationsbehandlungen nicht gleichzeitig, sondern eine nach der anderen, entweder zunächst .das Alkylieren und dann das Polymerisieren oder umgekehrt ausführt. Das gewünschte Ergebnis kann auch erreicht werden, indem man zuerst alkyliert und dann die Alkylierung ' unter gleichzeitigem Polymerisieren fortführt oder . indem man zuerst polymerisiert und dann alkyliert, wobei zu gleicher Zeit die Polymerisation fortgeführt wird.
Dementsprechend können gemäß der vorliegenden Erfindung die Alkylierungs- und Polymerisationsbehandlungen nacheinander in beliebiger Reihenfolge an Stelle gleichzeitig durchgeführt werden.
Die folgenden Beispiele erläutern, wie das Verfahren der Erfindung ausgeführt werden kann.
Beispiele
1. Ein Gemisch aus ι Mol Monoolefinen mit 8 bis 9 Kohlenstoffatomen im Molekül, das durch Abdestillieren der Fraktion von 120 bis 1400 aus einem Paraffinspaltdestillat erhalten wurde, wird 5 Minuten unter Verwendung von 3 Gewichtsprozent Aluminiumchlorid als Katalysator bei einer Temperatur von 8o° polymerisiert. Dann werden 0,25 Mol Phenol zugegeben, das über eine Zeit von 2 Stunden alkyliert wird. Das Reaktionsprodukt wird gereinigt, indem man es mit einer 200/oigen Natronlauge behandelt, worauf es mit Wasser gewaschen und dann einer Dampfdestillation zur Entfernung von nichtumgesetztem Phenol und Olefinen unterworfen wird.
2. ι Mol Phenol wird mit 1,5 Mol Diisobutylen bei einer Temperatur von ioo° unter Verwendung von 3 Gewichtsprozent konzentrierter Schwefelsäure als Katalysator alkyliert. Das Reaktionsprodukt wird mit 2 Mol einer Fraktion eines Paraffinspaltdestillates mit einem Siedebereich von 30 bis 1500 (C5- bis C10-Fraktion), in der die Olefine als Monoolefine vorliegen, vermischt und eine Polymerisations- und Alkylierungsreaktion bewirkt, indem man das Reaktionsgemisch 2 Stunden bei einer Temperatur von 6o° unter Verwendung von 3 Gewichtsprozent AIuminiumchiorid als Katalysator hält. Das Reaktionsprodukt wird in der gleichen Weise gereinigt wie im Beispiel 1.
3. Ein Gemisch aus 7 Mol Monoolefinen aus einem Paraffinspaltdestillat mit einem Siedebereich von 30 bis 1300 (C3-bis C10-Fraktion) wird bei einer Temperatur von ioo° polymerisiert, während gasförmiges Bortriflüorid, das als Katalysator wirkt, durch das Reaktionsgemisch geleitet wird. Nach 25 Minuten wird ι Mol Salicylsäure im Verlaufe von 10 Minuten zugegeben und das Gemisch 2 Stunden auf eine Temperatür von 100 bis 1250 erhitzt, während gas- · förmiges Bortriflüorid durch das Gemisch geleitet wird. Das Reaktionsgemisch wird mit kaltem Wasser zur Entfernung von Bortriflüorid und nichtumgesetzter Salicylsäure gewaschen und dann zur Entfernung nichtumgesetzter Olefine einer Dampfdestillation unterworfen.

Claims (2)

  1. PATENTANSPRÜCHE:
    I. Verfahren zur Herstellung von Schmiermitteln bzw. Schmiermittelzusätzen, insbesondere für Verbrennungskraftmaschinen, durch Alkylierung und Polymerisation von aromatischen Verbindungen, die eine oder mehrere polare Gruppen, wie die OH- oder die COOH-Gruppe, enthalten, zusammen mit einem Überschuß von Verbindungen mit einer aliphatischen Doppelbindung, die mehr als 4 Kohlenstoffatome im Molekül enthalten, und gegebenenfalls Überführung der Produkte in ihre Metallsalze, nach Patent 832 313, dadurch gekennzeichnet, daß die Alkylierung und Polymerisation nacheinander in beliebiger Reihenfolge durchgeführt werden.
  2. 2. Verfahren nach Anspruch 1, dadurch gekennzeichnet, daß zuerst alkyliert und dann unter Fortführung der Alkylierung polymerisiert oder zuerst polymerisiert und dann unter Fortführung der Polymerisation alkyliert wird.
    1 5691 1.53
DEN1764A 1945-07-31 1950-09-04 Verfahren zur Herstellung von Schmiermitteln bzw. Schmiermittelzusaetzen Expired DE865927C (de)

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US4320021A (en) 1975-10-14 1982-03-16 The Lubrizol Corporation Amino phenols useful as additives for fuels and lubricants
US5207940A (en) * 1990-09-12 1993-05-04 Ethyl Corporation α-olefin oligomer-phenol lubricant oil adducts
US5225588A (en) * 1992-02-03 1993-07-06 Ethyl Corporation Process for alkylating salicylates with polyalphaolefin
CN108264892A (zh) * 2017-12-21 2018-07-10 东北农业大学 一种用于释放地下油质材料的表面活性剂的组合物

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US2197837A (en) * 1936-08-29 1940-04-23 Socony Vacuum Oil Co Inc Mineral oil composition
US2228671A (en) * 1938-10-04 1941-01-14 Standard Oil Co Compounded mineral oil
US2228661A (en) * 1938-10-08 1941-01-14 Standard Oil Co Compounded oil
NL50248C (de) * 1938-12-05 1941-04-15
US2347546A (en) * 1940-12-07 1944-04-25 Sinclair Refining Co Lubricating oil composition
US2324784A (en) * 1941-01-02 1943-07-20 Standard Oil Dev Co Condensation product and method of preparing and using same
US2347547A (en) * 1941-08-15 1944-04-25 Sinclair Refining Co Lubricating oil composition
US2356685A (en) * 1943-06-14 1944-08-22 Standard Oil Co California Compounded oils

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US2483859A (en) 1949-10-04
NL65636C (de) 1950-05-15
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FR929275A (fr) 1947-12-22
GB625104A (en) 1949-06-22

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