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DE1520879A1 - Alkyl- oder alkenylsubstituiertes aliphatisches Polyamin - Google Patents

Alkyl- oder alkenylsubstituiertes aliphatisches Polyamin

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Publication number
DE1520879A1
DE1520879A1 DE1964S0092408 DES0092408A DE1520879A1 DE 1520879 A1 DE1520879 A1 DE 1520879A1 DE 1964S0092408 DE1964S0092408 DE 1964S0092408 DE S0092408 A DES0092408 A DE S0092408A DE 1520879 A1 DE1520879 A1 DE 1520879A1
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Germany
Prior art keywords
alkyl
polyamine
alkenyl
oil
alkenyl group
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.)
Granted
Application number
DE1964S0092408
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English (en)
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DE1520879C3 (de
DE1520879B2 (de
Inventor
Wagenaar Andriaan Hendrik
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SHELL INT RESEARCH
Shell Internationale Research Maatschappij BV
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SHELL INT RESEARCH
Shell Internationale Research Maatschappij BV
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Publication of DE1520879C3 publication Critical patent/DE1520879C3/de
Expired legal-status Critical Current

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    • 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
    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/52—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of 30 or more atoms
    • C10M133/54—Amines
    • 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
    • C08F8/00—Chemical modification by after-treatment
    • C08F8/18—Introducing halogen atoms or halogen-containing groups
    • C08F8/20—Halogenation
    • 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
    • C08F8/00—Chemical modification by after-treatment
    • C08F8/30—Introducing nitrogen atoms or nitrogen-containing groups
    • C08F8/32—Introducing nitrogen atoms or nitrogen-containing groups by reaction with amines
    • 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
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/40—Fatty vegetable or animal oils
    • 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
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/40—Fatty vegetable or animal oils
    • C10M2207/404—Fatty vegetable or animal oils obtained from genetically modified species
    • 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
    • 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
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/24—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions having hydrocarbon substituents containing thirty or more carbon atoms, e.g. nitrogen derivatives of substituted succinic acid
    • C10M2215/26—Amines
    • 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
    • C10M2217/00—Organic macromolecular compounds containing nitrogen 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
    • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/02—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds
    • 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
    • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/02—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2217/022—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an amino group
    • 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
    • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/04—Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • 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
    • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/04—Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2217/046—Polyamines, i.e. macromoleculars obtained by condensation of more than eleven amine monomers
    • 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
    • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/06—Macromolecular compounds obtained by functionalisation op polymers with a nitrogen containing compound
    • 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
    • C10N2040/25—Internal-combustion engines
    • C10N2040/252—Diesel engines
    • 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
    • C10N2040/25—Internal-combustion engines
    • C10N2040/252—Diesel engines
    • C10N2040/253—Small diesel engines
    • 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
    • C10N2070/00—Specific manufacturing methods for lubricant compositions
    • C10N2070/02—Concentrating of additives
    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F02—COMBUSTION ENGINES; HOT-GAS OR COMBUSTION-PRODUCT ENGINE PLANTS
    • F02B—INTERNAL-COMBUSTION PISTON ENGINES; COMBUSTION ENGINES IN GENERAL
    • F02B3/00—Engines characterised by air compression and subsequent fuel addition
    • F02B3/06—Engines characterised by air compression and subsequent fuel addition with compression ignition

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  • Chemical & Material Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Lubricants (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Description

DR. ELISABETH JUNG, DR. VOLKER VOSSIUS, DIPL.-ING. GERHARD COLDEWEY
MÖNCHEN 23 · CLEMENSSTRASSE 30 · TELEFON 34 50 67- TELEGRAMM-ADHESSE: · INVENT/MDNCHEN ■ TELEX 5-29686
..6. Mai 1369
P 5865 (J /we)
SHELL INTERKAOJIONALE RESEARCH MAATSCHAPPIJ N0V0, Ben Haag, Niederlande
H Alkyl- oder alkenylsubstituiertes aliphatisches Polyamin "
Priorität: 2„ August 1963 / Niederlande Anmelde~Nr.: 296 139
Die vorliegende Erfindung bezieht sich auf ein alkyl- oder alkenylsubstituiertes aliphatisohes Polyamin, welches insbesondere als ein keine Asche bildender Schraierölzusatzstoff geeignet ist.
Sie Schmierölzusatzstoffe können eingeteilt werden in eine Gruppe aus Substanzen, welche Metallatome enthalten» beispielsweise Metallseifen von öllöslichen organischen Säuren, und in ein· Gruppe von Verbindungen, die keine Metallatorae enthalten· Bits· zuletzt genannte Gruppe von Zusatzstoffen weist statt der Metallatome eine polare organische Gruppe im Molekül auf, der ale 41·
909.840/1521 BAD ORIGINAL
Eigenschaft, aia Zusatzstoffe au wirken, verdanken. Vertreter · dieses speziellen 'fyps von Zusatzstoffen aind z.B. tertiäre Amine mit einer sinzigen langkettigen Alkylgruppe von 10 bis 24 Kohlenstoffatomen und-mit 2 .kurzkettigen Alkylgruppen, welche in der US «Patentschrift 2 476 271 beschrieben werden und welche man als Antioxydationsmittel einsetzt„
Die vorliegende Erfindimg, bezieht sich nun auf neue Verbindungen! welche einem Schmieröl reinigende Eigenschaften verleihen und außerdem in unter niedriger Belastung laufenden Motoren die Sohlammbildung verhindern*
Das erfindungsgemäiäe alkyl» oder alkenylsubstituierte aliphatische Polyamin ist dadurch gekennzeichnet, daß es mindestens eine Alkyl- oder Alkenylgruppe mit mindestens 50 Kohlenstoffatomen an ein Stickstoffatom gebunden enthält«
Die neuen Zusatzstoffe gemäß der Erfindung verdanken ihre reinigenden Eigenschaften zum feil der polaren Gruppe und zum Teil der langkettigen Alkyl- oder Alkenylgruppe, welohe eine räuraiiohe Abstoßung anderer Sohmutsteilchen bewirkt, nachdem ein Molekül des Zusatzstoffes mit der polaren Gruppe von einem Sohmutzteilohen oder dergleiohen adsorbiert worden ist.
Sie Alkyl- oder Alkenylgruppen können sioh von geradkettigen oder verzweigtkettigen Alkanen odor Alkentn ableiten, die auch aromatisch« oder oyoloaliphatlsohe Substituenten aufweisen kun~ und «β kann eioh dabei um von Olefinpolymerieaten oder
909840/152t ·, + j
IAD ORIGINAL
fr r -
-mleahpolynterisaten abgeleitete Truppen handeln, die auch eine Doppelbindung enthalten können,
Beispiele für niehteubstituierte Alkenyl- und Alkylgruppen sind Polyäthylengruppen, Polypropylengruppen, Polybütylen- und Polyieobutylengruppen sowie die entsprechenden Gruppen ohne Doppelbindungen C
Obwohl vorzugsweise ein Polyamin mit einer Alkyl- oder Alkenylgruppe von 60 bis 150 Kohlenstoffatomen und insbesondere ein Polyamin mit einer Alkyl- oder Alkenyigruppe von 80 bis 120 Kohlenstoffatomen im Rahmen <3er Erfindung verwendet wird, eignen eich auch Polyamine mit einer Alkyl-· oder Alkenylgruppe mit einer größeren Anzahl von Kohle net; of fat omen» ζ. B, von 500 Kohlenstoffatomen, alB Sohfflierölzusatzstoffe.
Bei den die Alkyl- oder Alkenylgruppe baw« -gruppen tragenden Polyaminen handelt ea sich um ein Piamin oder ein höheres Arain» beispielsweiße um ein Diarain aus der Verbindungsreihe, welche mit 1,2-Diaminöraethan, 1,2-Dlaninopropan und 1,3-Dlaminopropan beginnt, oder um ein Polyalkylenpolyamin, wie Polyäthylenpolyamin und Polypropylenpolyaminc
Bei den die Alkyl- oder Alkenylgruppe tragenden Polyaminen kann es sich auch um ein cyclisches Polyamin handeln, wie sie beispielsweise gebildet werden, wenn man aliphatisch^ Polyamine mit durch Xthyleng:-"uppen ge tonnten Stickstoff atomen in Gegenwert von FiiXogenwaeserstoif, wie H(Il, erhitzte
909840/1521
BAD OniG\NAJ-
Vorzugsweise liegt· ein Polyamin zugrunde, welches wenigstens 3 Stickstoffatome enthält, insbesondere ein entsprechendes Polyamin aus der Reihe der Polyäthylenpolyamine oder ein Polyamin, welches daraus durch firhitzen in. Gegenwart von HCl erhalten wird«
Beispiele für im Rahmen der Erfindung geeignete Alkenylpolyäthylenpolyamine sind Polyisobutenyldiäthylentriamin, PoIyisobutenyltriäthylentetramin und Polyisobutenyltetraäthylenpentamin, wobei die Polyisobutenylgruppen 80 bis 120 Kohlen-Stoffatome enthalten.
Die erfindungsgemäösn Zusatzstoffe können, beispielsweise durch Alkylieren aliphatischer Polyamine hergestellt werden. So kann man ein Polyamin mit einem Alkyl- oder Alkenylhalogenid umsetzen. Bei der Bildung des alkylierten Polyamine wird gleichzeitig der entsprechende Halogenwasserstoff freigesetzt, der z.B. in Form eines Salzes mit dem überschüssigen, als Ausgangsmaterial eingesetzten Polyamin entfernt wird. Während dieser Umsetzung zwischen einem Alkyl- oder Alkenylhalogenid und den stark basischen Polyaminen kann als Nebenreaktion eine Dehalogenierung des Alkyl- oder Alkenylhalogenids eintreten, so daß als Nebenprodukte Kohlenwasserstoffe gebildet werden. Die Entfernung dieser Kohlenwasserstoffe aus dem Sndprodukt ist aber nicht unbedingt erforderlich.
Gemäß einer bevorzugten AusfUhrung3fom für die Herstellung der neuen Zusatzstoffe geht raan von einem Alken mit einer endstän
909840/1521 BAD ORIGINAL
digen Doppelbindung aus, dessen Kohlenetoff atom in beta-Stellung eine Methylgruppe trägt· Bei der Chlorierung mit der theoretisch benötigten Menge an Chlor bildet sich ein alpha-Polyieobutylallylchlorid und beta-PolyißObutylmethallylchlorid, während gleichzeitig HCl abgespalten wird· Außerdem entsteht infolge von Nebenreaktionen eine gewisse Menge der entsprechenden Di~ Chlorverbindung. Mit dem so erhaltenen Chlorierungsprodukt wird dann das Polyamin zu dem entsprechenden Alkenylpolyamin umge~ setztο Als Ausgangsmaterial dient beispielsweise Polyisobutylen, welohes in einem inerten Lösungsmittel bei Zimmertemperatur mit der theoretischen Menge an Chlor behandelt wird, worauf das entstehende Polyisobutenylchlorid mit Tetraäthylenpentamin au Poly*·· iBobutenyltetrafithylenpentaiain bzw, zu Dipolyisobutenyltetraäthylenpentamin umgesetzt wird.
Die erfindungsgemäßen Sohmlerölzusatzatoffe stellen ausgezeichnete Dispergierungsmittel dar und sie verleihen den Schmier-v* ölen, denen sie einverleibt werden, sehr befriedigende Eigenschaften. Als Sohmierölbasis können Mineralschmieröle der verschiedensten Viskositätsgrade sowie synthetische Schmieröle oder ein mit einem fetten öl verschnittenes Schmieröl, eingesetzt werden. Der Zusatzstoff kann dem Schmieröl als solcher oder in Form eines Konzentrates beigemischt werden, welches man beispielsweise erhält, indem nan den Zusatzstoff mit einer kleinen Menge öl vermischt. Die Konzentration des Zusatzstoffes in dem öl kann innerhalb eines weiten Bereiches variieren· Im allgemeinen wird die gewünschte reinigende Wirkung bereite eraitlt, wenn man dem Schmieröl den Zusatzstoff in Mengen «wischen 0,1
909840/ 1 521
* » Λ β
und 10 Gew.«=# zuraischt, doch kann es in besonderen Fällen auch erforderlich sein» größere föenge als die vorstehend erwähnten Konzentrationen anzuwenden, beispielsweise wenn daa Sohmieröl in Dieselmotoren eingesetzt werden soll» welohe zu einer starken Verschmutzung neigen,,
Die erfindungsgemäßen Zusatzstoffe können auch in Kombination mit anderen bekannten Zusatzstoffen angewendet werden» z.B. mit Antioxydationsmitteln, Reinigungsmitteln» Verbesserungsmitteln für den Viskositätsindex, Antikorrosionsmittel^ Antisohaummitteln, Mitteln aur Verbesserung der Schmierwirkung und mit Substanzen, wie sie üblicherweise Schmierölen zugesetzt werden«
Die Erfindung wird durch das nachstehende Beispiel näher erläutert?
Ausführungsbeispiel
Herstellung von Polyisobutenyltetraäthylenpentamin:
a) Ein Polyisobutylen mit einem Molgewicht von 1 250 wurde in einer Konzentration von 40 Gew.~# in Tetrachlorkohlenstoff aufgelöst. Haoh dem Zusatz eines Jodkristalls wurde Chlor bei Zimmertemperatur so lange in die Lösung eingeleitet, bis die Farbe derselben verblaQte. Anschließend wurde das Lösungsmittel im Vakuum verdampft, wobei gleichseitig das gebildete gasförmige HOl entfernt wurde* 33er verbleibende Rückstand enthielt nooh 4,2 Gew.-# Chlor,
903040/1621 BAD original
( t
r t ' r et et
1») Sas eo erhaltene Polyiaobutenylohlorid wurde 6 Stunden, lang unter Rühren mit der vierfachen Menge Te-traäthylenpentomin auf 180° erhitzt. Neon dem Abkühlen wurde das Reaktioneprodukt in Pentan aufgenommen und bis ssur Chlorfreiheit mit Wasser gewaschen· Anschließend wurde das Lösungsmittel abgedampft· Der verbleibende Rückstand enthielt 2,5 Gew.-?C Stickstoff und 0,23 ötw,-# Chlorο
Diener Zusatzstoff vurde in einem Einzylinder Gardner-Die selfactor und In einem Einzylinder Petter-Benzinmotor geprüft. Der Zusatzstoff lag in der fertigen Sohmieröllösung in einer Konsentration von 1,5 Gew.-S^ vor. Als Schiaierölbasie wurde ein Lösungsmittel-raffiniertes, paraffin!sehef Schraieröldestillat verwendet. Die Viskosität defl BasisölB betrug bei dem Petter-Teet 7,2 öS (98,9°) und bei dsia Gardner-Test 11,5 öS (98,9°)·
Qardner-DieseImotor
Wassergekühlter, Einzylinder Viertaktmotor? Zylinderbohrung: 108 mm; Hubhöhe: 152,4· mm; Hubvolumen: 1,4 1; Leistung ι 11 PS bei 1200 Umdrehungen pro Minute; Testdauer* 17 Stunden; Treibstoff: ein Gasöl mit einem Schwefelgehalt von 0,9 Gew·-^; Temperatur des Kühlwassers: 80°-
Bei dieBern Motorversuch wurde die Kolbenverschmutzung bewertet·
Petter-Benzin-Motor
Wassergekühlter, EinaylincLer Viertaktmotor; Zylinderbohrungί 85 mm; Hubhöhe: 82,5 mm; Hubvolumen: 468 al; Kompressionsver-
9 0 9 8 k 0 / 1 5 2 1 bad original
hältnis: 10,0:1; Leistung: 3,5 PS boi 1500 Umdrehungen pro Minute; Testdauer: 48 Stunden; als Treibstoff vrarde ein Motorbenzin mit einen Zusatz von 0,32 ml TEL pro Liter (61,4-8 Gew.-fS Bleitetraäthyl, 18,81 Gew.-# Dichloröthan, 17,86 Gew.-^ Dibromäthan, restliohe Bestandteile: farbstoff und Kerosin) sowie einem Sohwefelgehalt von 0,05 Gew.-■■$> verwendet. Die Temperatur dee Kühlwassers für den Zylinder betrug 80°, desjenigen für die Kühlung des Steuerungsdeokels 24°<> Bei diesem Test wurden die Kolbenver-· schmutzung und die Sohlaiainbildung bewertet»
Die Ergebnisse der beiden Kotorenprüfungen sind in der nachstehenden Tabelle zusammengefaßt, in die zum Vergleich auch Versuch· mit dem Basisschmieröl ohne Zusatzstoff aufgenommen worden sind.
Gardner-Dieselmotor, Kolbenreinheit (10 β rein)
Petter-Benzinmotor Schlamm« Kolbenbildung reinheit (10 m rein)
Baaisöl +
1,5 Gew.-f/
Additiv
Basisöl
9,3
4,4
8,8 5,9
7,5 5,1,
90984Ö/1521
BAD

Claims (5)

Neue Patentansprüche
1) Alkyl- oder alkenylsubstituiertee allphatieohee Polyamin, dadurch gekennzeichnet, daß es mindesten» eine Alkyl- oder Alkenylgruppe mit mindesten· 50 Kohlenstoffatomen an ein Stickstoffatom gebunden enthält·
2) Polyamln nach Anspruoh 1, dadurch gekennzeichnett dal t» eine Alkyl- oder Alkenylgruppe alt 60 bis 150 Kohlenstoffatomen enthält.
3} Polyamin naoh Anspruoh Z, dadurch gekanneelchnet, das es eine Alkyl- oder eine Alkenylgruppe alt 80 bit 120 Kohlenetoffatomen enthält·
4) Polyamin nach Anspruch 1-3» dadttroh gekennzeichnet, däü e· 3 oder mehr Sticketoffatone enthält«
5) Polyamin naoh Anspruch 1-4» dadurch fekenxuMlohnet, dai es sloh um ein PolyieobutenylpolyAthylenpolyamin handelt.
BAD ORIGINAL
90dB40/U21
DE1520879A 1963-08-02 1964-07-31 Verfahren zur Herstellung von alkyl- oder alkenylsubstituierten aliphatischen mehrwertigen Aminen Expired DE1520879C3 (de)

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NL296139 1963-08-02

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DE1520879A1 true DE1520879A1 (de) 1969-10-02
DE1520879B2 DE1520879B2 (de) 1978-08-03
DE1520879C3 DE1520879C3 (de) 1979-04-05

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DE1520879B2 (de) 1978-08-03
NL137371C (de)
GB1004411A (en) 1965-09-15

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