WO2000029525A1 - Use of di- and triamines as lubricants - Google Patents

Use of di- and triamines as lubricants Download PDF

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Publication number
WO2000029525A1
WO2000029525A1 PCT/EP1999/008390 EP9908390W WO0029525A1 WO 2000029525 A1 WO2000029525 A1 WO 2000029525A1 EP 9908390 W EP9908390 W EP 9908390W WO 0029525 A1 WO0029525 A1 WO 0029525A1
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Prior art keywords
formula
compounds
use according
branched
linear
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PCT/EP1999/008390
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German (de)
French (fr)
Inventor
Gerhard Crass
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Clariant Gmbh
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Priority to AU12691/00A priority Critical patent/AU1269100A/en
Publication of WO2000029525A1 publication Critical patent/WO2000029525A1/en

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    • 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
    • C10M173/00Lubricating compositions containing more than 10% water
    • C10M173/02Lubricating compositions containing more than 10% water not containing mineral or fatty oils
    • 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
    • C10M105/00Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
    • C10M105/56Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing nitrogen
    • C10M105/58Amines, e.g. polyalkylene polyamines, quaternary amines
    • C10M105/60Amines, e.g. polyalkylene polyamines, quaternary amines having amino groups bound to an acyclic or cycloaliphatic carbon atom
    • C10M105/62Amines, e.g. polyalkylene polyamines, quaternary amines having amino groups bound to an acyclic or cycloaliphatic carbon atom containing hydroxy groups
    • 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
    • C10M173/00Lubricating compositions containing more than 10% water
    • C10M173/02Lubricating compositions containing more than 10% water not containing mineral or fatty oils
    • C10M173/025Lubricating compositions containing more than 10% water not containing mineral or fatty oils for lubricating conveyor belts
    • 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02Hydroxy compounds
    • C10M2207/021Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
    • 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02Hydroxy compounds
    • C10M2207/021Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/022Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms containing at least two hydroxy groups
    • 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
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/04Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2215/042Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives thereof
    • 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
    • C10N2040/38Conveyors or chain belts
    • 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
    • C10N2060/00Chemical after-treatment of the constituents of the lubricating composition
    • C10N2060/06Chemical after-treatment of the constituents of the lubricating composition by epoxydes or oxyalkylation reactions

Definitions

  • the present invention relates to the use of ethoxylated fatty alkyl diamines or triamines as lubricants, in particular chain lubricants.
  • Lubricants are used to coat surfaces of different materials, such as metal, glass etc. with a film and to minimize friction, for example in conveyor belts in filling systems (chain lubricants). Soaps, in particular potash-based soaps, are frequently used as chain lubricants, but they have the disadvantage of forming poorly soluble precipitates with cations, predominantly with the calcium ions present in hard water.
  • soaps for use as chain lubricants are amines, as described, for example, in US Pat. Nos. 4,839,067, 4,521,321, 4604,720 and AU-A-10004/83. These are insensitive to cations, but with anions such as carbonate or sulfate ions they form precipitates which impair the sliding action.
  • EP-A-0 372 628 discloses the use of diamines which are not alkoxylated as chain lubricants.
  • the document also discloses the use of alkoxylated diamines as dispersants in amounts of 0 to 1 wt .-%.
  • the document contains no indication that the alkoxylated diamines are suitable as lubricants.
  • the task was therefore to develop high-performance lubricants which are insensitive to anionic and cationic salt-like components, such as calcium, sulfate and carbonate ions, but which should have a comparable lubricating effect.
  • aqueous solutions containing ethoxylated di- and / or triamines have excellent chain lubricants reduced tendency to form precipitation. They also have a desired antimicrobial effect.
  • the invention thus relates to the use of compounds of the formula 1
  • R 1 is linear or branched C 8 -C 22 alkyl or alkenyl
  • R 2 is hydrogen, a radical of the formula - (AO) x -H or a radical of the formula
  • -R 3 denotes -N [(AO) x H] 2 , in which A represents C 2 -C 4 alkylene,
  • R 3 is linear or branched C 8 alkylene
  • R 4 and R 5 either both represent hydrogen or both represent a radical of the formula - (AO) x -H, x each represents an integer from 1 to 10, with the proviso that the
  • Compounds of formula 1 contain at least 2 groups of formula (A-O).
  • R 1 is linear or branched C10-C 20 -, in particular linear or branched C 2 -C 8 -alkyl.
  • A preferably represents an ethylene group.
  • R 3 preferably denotes a linear or branched C 1 -C 4 alkylene group.
  • R 4 and R 5 are preferably a radical of the formula (AO) x -H.
  • the degree of alkoxylation x can assume different values at the 3 alkoxylated positions.
  • the total degree of alkoxylation, ie the sum of all alkoxy units, is an integer between 3 and 10.
  • compounds of the formula 3 are used as lubricants.
  • R 1 , A and R 3 have the meaning given above.
  • the degree of alkoxylation x can assume different values at the 4 alkoxylated positions.
  • the total degree of alkoxylation is an integer between 4 and 15.
  • More than one compound of formula 1 can also be used.
  • the aqueous preparations used according to the invention can contain further additives customary for lubricants, for example further fatty alkylamines, acids such as acetic acid for pH adjustment, dispersing agents, solvents or solubilizers, sequestering agents, antimicrobial agents, etc.
  • further additives customary for lubricants for example further fatty alkylamines, acids such as acetic acid for pH adjustment, dispersing agents, solvents or solubilizers, sequestering agents, antimicrobial agents, etc.
  • Low tendency towards precipitation, little foaming and good antimicrobial properties of the aqueous preparations used according to the invention make it possible to keep the addition of further additives low.
  • the cleaning of plants in which the composition according to the invention is used is only necessary at large time intervals.
  • organic acids for example formic acid, acetic acid, glutaric acid
  • the acid (s) preferably 0.001% by weight to 1% by weight, in particular 0.005% by weight to 0.1% by weight, of acid, based on the aqueous preparation, is added.
  • Organic solvents preferably monohydric or polyhydric alcohols with 1 to 8 carbon atoms, in particular isopropanol, ethanol, glycols, such as ethylene glycol, propylene glycol, hexylene glycol, can be used in amounts of 0 to 20% by weight, preferably 0.01 to 10% by weight .-%, based on the finished agent used.
  • Dispersants for example triethanolamine, are preferably added to the aqueous lubricants in the amounts by weight of 0 to 1%, in particular 0.001 to 0.5%, particularly preferably 0.005 to 0.1%.
  • the lubricants are preferably produced as concentrates with 1 to 30% by weight of the compounds of the formula 1, based on the finished composition, and immediately before use with water or water-miscible solvents, such as ethanol, isopropanol, glycols or mixtures of these solvents and water, diluted.
  • water or water-miscible solvents such as ethanol, isopropanol, glycols or mixtures of these solvents and water, diluted.
  • aqueous solutions were prepared from the amines of Examples 1 to 4 and were neutralized with acetic acid.
  • the concentrate thus obtained was diluted 1: 300 by volume with tap water.
  • the comparative soap-based lubricant was diluted with demineralized water.
  • the application-related testing of the sliding properties was carried out by measuring the pressure that a certain number of bottles exerts on a permanently installed balance on a bottle conveyor belt that was lubricated with the lubricant to be tested.
  • the measured value obtained in grams is a measure of the friction of the bottle conveyor belt on its guide. The lower the measured value, the lower the friction. Measured values for the friction as a function of time and pH were recorded.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)

Abstract

The invention relates to the use of compounds of formula (1) as lubricants, said compounds being in quantities of 0.001 to 5 wt. % in aqueous solution in relation to the final lubricant. R1 means a linear or branched C¿8?-C22-alkyl oralkenyl, R?2¿ means hydrogen, a radical of formula -(A-O)¿x?-H or a radical of formula -R?3¿-N[(A-O)¿x?H]2, A representing C2-C4-alkylene, R?3¿ means a linear or branched C¿1?-C8-alkylene and R?4 and R5¿ either both mean hydrogen or both mean a radical of formula -(A-O)¿x?-H, x being a whole number from 1 to 10 in each case, with the requirement that the compounds of formula (1) contain at least 2 groups of formula (A-O).

Description

Verwendung von Di- und Triaminen als SchmiermittelUse of di- and triamines as lubricants
Die vorliegende Erfindung betrifft die Verwendung von ethoxylierten Fettalkyldiaminen oder -triaminen als Schmiermittel, insbesondere Kettenschmiermittel.The present invention relates to the use of ethoxylated fatty alkyl diamines or triamines as lubricants, in particular chain lubricants.
Schmiermittel haben die Aufgabe Oberflächen unterschiedlicher Materialien, wie Metall, Glas etc. mit einem Film zu umkleiden und eine Minimierung an Reibung, beispielsweise bei Förderbändern in Abfüllanlagen, zu bewirken (Kettenschmiermittel). Als Kettenschmiermittel werden häufig Seifen, insbesondere auf Pottasche basierende Seifen eingesetzt, die jedoch den Nachteil haben, mit Kationen, vorwiegend mit den in hartem Wasser vorhandenen Kalziumionen schwerlösliche Niederschläge zu bilden.Lubricants are used to coat surfaces of different materials, such as metal, glass etc. with a film and to minimize friction, for example in conveyor belts in filling systems (chain lubricants). Soaps, in particular potash-based soaps, are frequently used as chain lubricants, but they have the disadvantage of forming poorly soluble precipitates with cations, predominantly with the calcium ions present in hard water.
Eine Alternative zu den Seifen zum Einsatz als Kettenschmiermittel stellen Amine dar, wie beispielsweise in US-4 839 067, US-4 521 321, US-4604 720 und AU-A-10004/83 beschrieben ist. Diese sind unempfindlich gegenüber Kationen, bilden jedoch mit Anionen, wie Carbonat- oder Sulfationen Niederschläge, die die Gleitwirkung beeinträchtigen.An alternative to the soaps for use as chain lubricants are amines, as described, for example, in US Pat. Nos. 4,839,067, 4,521,321, 4604,720 and AU-A-10004/83. These are insensitive to cations, but with anions such as carbonate or sulfate ions they form precipitates which impair the sliding action.
EP-A-0 372 628 offenbart die Verwendung von Diaminen, die nicht alkoxyliert sind, als Kettenschmiermittel. Die Schrift offenbart weiterhin die Verwendung alkoxylierter Diamine als Dispergatoren in Mengen von 0 bis 1 Gew.-%. Die Schrift enthält keinen Hinweis darauf, daß die alkoxylierten Diamine als Schmiermittel geeignet sind.EP-A-0 372 628 discloses the use of diamines which are not alkoxylated as chain lubricants. The document also discloses the use of alkoxylated diamines as dispersants in amounts of 0 to 1 wt .-%. The document contains no indication that the alkoxylated diamines are suitable as lubricants.
Die Aufgabe bestand somit darin, leistungsstarke, gegenüber anionischen und kationischen salzartigen Komponenten, wie beispielsweise Kalzium-, Sulfat- und Carbonationen unempfindliche Schmiermittel zu entwickeln, die aber vergleichbare Schmierwirkung aufweisen sollen.The task was therefore to develop high-performance lubricants which are insensitive to anionic and cationic salt-like components, such as calcium, sulfate and carbonate ions, but which should have a comparable lubricating effect.
Überraschenderweise wurde gefunden, daß wäßrige Lösungen, enthaltend ethoxyiierte Di- und/oder Triamine hervorragende Kettenschmiermittel mit verminderter Tendenz zur Niederschlagsbildung sind. Sie weisen darüber hinaus eine erwünschte antimikrobielle Wirkung auf.Surprisingly, it was found that aqueous solutions containing ethoxylated di- and / or triamines have excellent chain lubricants reduced tendency to form precipitation. They also have a desired antimicrobial effect.
Gegenstand der Erfindung ist somit die Verwendung von Verbindungen der Formel 1The invention thus relates to the use of compounds of the formula 1
R1 . - R3 - N - R"R 1 . - R 3 - N - R "
(1)
Figure imgf000004_0001
(1)
Figure imgf000004_0001
in Mengen von 0,001 bis 5 Gew.-% in wäßriger Lösung als Schmiermittel, bezogen auf das fertige Schmiermittel, worin R1 für lineares oder verzweigtes C8-C22-Alkyl oder -Alkenyl,in amounts of 0.001 to 5% by weight in aqueous solution as a lubricant, based on the finished lubricant, in which R 1 is linear or branched C 8 -C 22 alkyl or alkenyl,
R2 Wasserstoff, einen Rest der Formel -(A-O)x-H oder einen Rest der FormelR 2 is hydrogen, a radical of the formula - (AO) x -H or a radical of the formula
-R3-N[(A-O)xH]2 bedeutet, worin A für C2-C4-Alkylen steht,-R 3 denotes -N [(AO) x H] 2 , in which A represents C 2 -C 4 alkylene,
R3 lineares oder verzweigtes Cι-C8-Alkylen bedeutet,R 3 is linear or branched C 8 alkylene,
R4 und R5 entweder beide Wasserstoff oder beide einen Rest der Formel -(A-O)x-H bedeuten, x jeweils eine ganze Zahl von 1 bis 10 bedeutet, mit der Maßgabe, daß dieR 4 and R 5 either both represent hydrogen or both represent a radical of the formula - (AO) x -H, x each represents an integer from 1 to 10, with the proviso that the
Verbindungen der Formel 1 mindestens 2 Gruppen der Formel (A-O) enthalten.Compounds of formula 1 contain at least 2 groups of formula (A-O).
In einer bevorzugten Ausführungsform der Erfindung steht R1 für lineares oder verzweigtes C10-C20-, insbesondere für lineares oder verzweigtes Cι2-Ci8-Alkyl. A steht vorzugsweise für eine Ethylengruppe. R3 bedeutet vorzugsweise eine lineare oder verzweigte Cι-C -Alkylengruppe. R4 und R5 stehen vorzugsweise für einen Rest der Formel (A-O)x-H.In a preferred embodiment of the invention, R 1 is linear or branched C10-C 20 -, in particular linear or branched C 2 -C 8 -alkyl. A preferably represents an ethylene group. R 3 preferably denotes a linear or branched C 1 -C 4 alkylene group. R 4 and R 5 are preferably a radical of the formula (AO) x -H.
In einer weiteren bevorzugten Ausführungsform der Erfindung werden Verbindungen der Formel 2 als Schmiermittel verwendetIn a further preferred embodiment of the invention, compounds of the formula 2 are used as lubricants
(A-0)x-H(A-0) x -H
Rι . - R3 - N (2) R ι. - R 3 - N (2)
(A-0)x-H (A-0)x-H R1, A und R3 haben die oben angegebene Bedeutung. Der Alkoxylierungsgrad x kann an den 3 alkoxylierten Positionen unterschiedliche Werte annehmen. In einer bevorzugten Ausführungsform ist der gesamte Alkoxylierungsgrad, d.h. die Summe aller Alkoxyeinheiten, eine ganze Zahl zwischen 3 und 10.(A-0) x -H (A-0) x -H R 1 , A and R 3 have the meaning given above. The degree of alkoxylation x can assume different values at the 3 alkoxylated positions. In a preferred embodiment, the total degree of alkoxylation, ie the sum of all alkoxy units, is an integer between 3 and 10.
In einer weiteren bevorzugten Ausführungsform der Erfindung werden Verbindungen der Formel 3 als Schmiermittel verwendet.In a further preferred embodiment of the invention, compounds of the formula 3 are used as lubricants.
Figure imgf000005_0001
Figure imgf000005_0001
R1, A und R3haben die oben angegebene Bedeutung. Der Alkoxylierungsgrad x kann an den 4 alkoxylierten Positionen jeweils unterschiedliche Werte annehmen. In einer bevorzugten Ausführungsform ist der gesamte Alkoxylierungsgrad eine ganze Zahl zwischen 4 und 15.R 1 , A and R 3 have the meaning given above. The degree of alkoxylation x can assume different values at the 4 alkoxylated positions. In a preferred embodiment, the total degree of alkoxylation is an integer between 4 and 15.
Erfindungsgemäß ist die Verwendung mindestens einer Verbindung der Formel 1.According to the invention, the use of at least one compound of formula 1.
Es kann auch mehr als eine Verbindung der Formel 1 verwendet werden.More than one compound of formula 1 can also be used.
Verwendet man mehr als eine solche Verbindung, so beträgt derenIf you use more than one such connection, it is
Gesamtgewicht 0,001 bis 5 Gew.-%, bezogen auf das Gewicht desTotal weight 0.001 to 5 wt .-%, based on the weight of the
Schmiermittels.Lubricant.
In einer bevorzugten Ausführungsform der Erfindung werden 0,1 bis 3, insbesondere 0,5 bis 1 Gew.-% der Verbindungen der Formel 1 in wäßrigerIn a preferred embodiment of the invention 0.1 to 3, in particular 0.5 to 1 wt .-% of the compounds of formula 1 in aqueous
Lösung als Schmiermittel verwendet.Solution used as a lubricant.
Die erfindungsgemäß verwendeten wäßrigen Zubereitungen können neben den oben beschriebenen Aminen weitere für Schmiermittel übliche Additive, beispielsweise weitere Fettalkylamine, Säuren wie Essigsäure zur pH-Einstellung, Dispersionsmittel, Lösungsmittel oder Lösungsvermittler, Sequestriermittel, antimikrobielle Mittel etc. enthalten. Geringe Niederschlagsbildungstendenz, geringe Schaumbildung und gute antimikrobielle Eigenschaften der erfindungsgemäß verwendeten wäßrigen Zubereitungen erlauben, den Zusatz an weiteren Additiven gering zu halten. Die Reinigung von Anlagen, in denen die erfindungsgemäße Zusammensetzung verwendet wird, ist nur in großen Zeitintervallen nötig.In addition to the amines described above, the aqueous preparations used according to the invention can contain further additives customary for lubricants, for example further fatty alkylamines, acids such as acetic acid for pH adjustment, dispersing agents, solvents or solubilizers, sequestering agents, antimicrobial agents, etc. Low tendency towards precipitation, little foaming and good antimicrobial properties of the aqueous preparations used according to the invention make it possible to keep the addition of further additives low. The cleaning of plants in which the composition according to the invention is used is only necessary at large time intervals.
In einer bevorzugten Ausführungsform der Erfindung werden zur Verbesserung der Löslichkeit der erfindungsgemäß verwendeten Fettalkylamine organische Säuren, beispielsweise Ameisensäure, Essigsäure, Glutarsäure, der wäßrigen Lösung der Verbindungen der Formel 1 zugesetzt. Durch Zugabe der Säure(n) wird vorzugsweise ein pH-Wert im Bereich von 5 bis 8, insbesondere 6 bis 8 eingestellt. Vorzugsweise werden dafür 0,001 Gew.-% bis 1 Gew.-%, insbesondere 0,005 Gew.-% bis 0,1 Gew.-% Säure, bezogen auf die wäßrige Zubereitung, zugesetzt.In a preferred embodiment of the invention, organic acids, for example formic acid, acetic acid, glutaric acid, are added to the aqueous solution of the compounds of formula 1 to improve the solubility of the fatty alkylamines used according to the invention. A pH in the range from 5 to 8, in particular 6 to 8, is preferably set by adding the acid (s). For this purpose, preferably 0.001% by weight to 1% by weight, in particular 0.005% by weight to 0.1% by weight, of acid, based on the aqueous preparation, is added.
Organische Lösungsmittel, bevorzugt ein- oder mehrwertige Alkohole mit 1 bis 8 C-Atomen, insbesondere Isopropanol, Ethanol, Glycole, wie Ethylenglykol, Propylenglykol, Hexylenglykol, können in Mengen von 0 bis 20 Gew.-%, bevorzugt 0,01 bis 10 Gew.-%, bezogen auf das fertige Mittel, eingesetzt. Dispergiermittel, beispielsweise Triethanolamin, werden vorzugsweise in den Gewichtsmengen 0 bis 1 %, insbesondere 0,001 bis 0,5 %, besonders bevorzugt 0,005 bis 0,1 % den wäßrigen Schmiermitteln zugegeben.Organic solvents, preferably monohydric or polyhydric alcohols with 1 to 8 carbon atoms, in particular isopropanol, ethanol, glycols, such as ethylene glycol, propylene glycol, hexylene glycol, can be used in amounts of 0 to 20% by weight, preferably 0.01 to 10% by weight .-%, based on the finished agent used. Dispersants, for example triethanolamine, are preferably added to the aqueous lubricants in the amounts by weight of 0 to 1%, in particular 0.001 to 0.5%, particularly preferably 0.005 to 0.1%.
Die Schmiermittel werden vorzugsweise als Konzentrate mit 1 bis 30 Gew.-% der Verbindungen der Formel 1, bezogen auf das fertige Mittel, hergestellt, und unmittelbar vor ihrer Verwendung mit Wasser oder wassermischbaren Lösungsmitteln, wie Ethanol, Isopropanol, Glycolen oder Mischungen aus diesen Lösungsmitteln und Wasser, verdünnt.The lubricants are preferably produced as concentrates with 1 to 30% by weight of the compounds of the formula 1, based on the finished composition, and immediately before use with water or water-miscible solvents, such as ethanol, isopropanol, glycols or mixtures of these solvents and water, diluted.
BeispieleExamples
Es wurden 4 verschiedene erfindungsgemäße Kettenschmiermittel formuliert und auf ihre Schmiereigenschaften überprüft. Es wurden folgende Diamine verwendetFour different chain lubricants according to the invention were formulated and checked for their lubricating properties. The following diamines were used
Figure imgf000007_0001
Figure imgf000007_0001
Von den Aminen der Beispiele 1 bis 4 wurden 10 Gew.-% wäßrige Lösungen hergestellt, die mit Essigsäure neutralisiert wurden. Zur anwendungstechnischen Ausprüfung wurde das so erhaltene Konzentrat im Volumenverhältnis 1:300 mit Leitungswasser verdünnt. Das Vergleichsschmiermittel auf Seifenbasis wurde mit VE-Wasser verdünnt.10% by weight of aqueous solutions were prepared from the amines of Examples 1 to 4 and were neutralized with acetic acid. For the technical application test, the concentrate thus obtained was diluted 1: 300 by volume with tap water. The comparative soap-based lubricant was diluted with demineralized water.
Die anwendungstechnische Prüfung der Gleiteigenschaften erfolgte durch die Messung des Drucks, den eine bestimmte Zahl von Flaschen auf eine festinstallierte Waage an einem Flaschentransportband ausübt, das mit dem zu prüfenden Schmiermittel geschmiert wurde. Der erhaltene Meßwert in Gramm ist ein Maß für die Reibung des Flaschentransportbandes an seiner Führung. Je niedriger der Meßwert ist, desto niedriger ist die Reibung. Es wurden Meßwerte für die Reibung in Abhängigkeit von der Zeit und vom pH-Wert aufgenommen.The application-related testing of the sliding properties was carried out by measuring the pressure that a certain number of bottles exerts on a permanently installed balance on a bottle conveyor belt that was lubricated with the lubricant to be tested. The measured value obtained in grams is a measure of the friction of the bottle conveyor belt on its guide. The lower the measured value, the lower the friction. Measured values for the friction as a function of time and pH were recorded.
Beispiel Reibung in g bei Nr. pH 10 pH 7-8 pH 6.0Example friction in g at No. pH 10 pH 7-8 pH 6.0
60 min Anfang 5 min 10 min 30 min 60 min60 min start 5 min 10 min 30 min 60 min
1 3000 3250 4000 4750 — 50001 3000 3250 4000 4750 - 5000
2 — 2000 — 1400 1350 —2 - 2000 - 1400 1350 -
3 2000 3250 1750 1750 — 30003 2000 3250 1750 1750 - 3000
4 1600 2250 2250 2000 — 30004 1600 2250 2250 2000 - 3000
5 1300 g nach 60 min 5 1300 g after 60 min

Claims

Patentansprüche: Claims:
1. Verwendung von Verbindungen der Formel 11. Use of compounds of formula 1
Ri - N - R - N - R" d) R2 R5 R i - N - R - N - R "d) R2 R 5
in Mengen von 0,001 bis 5 Gew.-% in wäßriger Lösung als Schmiermittel, bezogen auf das fertige Schmiermittel, worinin amounts of 0.001 to 5% by weight in aqueous solution as a lubricant, based on the finished lubricant, in which
R1 für lineares oder verzweigtes C8-C22-Alkyl oder -Alkenyl,R 1 is linear or branched C 8 -C 22 alkyl or alkenyl,
R2 Wasserstoff, einen Rest der Formel -(A-O)x-H oder einen Rest der Formel -R3-N[(A-O)xH]2 bedeutet, worin A für C2-C4-Alkylen steht,R 2 is hydrogen, a radical of the formula - (AO) x -H or a radical of the formula -R 3 -N [(AO) x H] 2 , in which A is C 2 -C 4 -alkylene,
R3 lineares oder verzweigtes Ci-Cs-Alkylen bedeutet,R 3 denotes linear or branched Ci-Cs-alkylene,
R4 und R5 entweder beide Wasserstoff oder beide einen Rest der FormelR 4 and R 5 either both hydrogen or both a radical of the formula
-(A-O)x-H bedeuten, x jeweis eine ganze Zahl von 1 bis 10 bedeutet, mit der Maßgabe, daß die Verbindungen der Formel 1 mindestens 2 Gruppen der Formel (A-O) enthalten.- (AO) x -H mean, x each means an integer from 1 to 10, with the proviso that the compounds of formula 1 contain at least 2 groups of formula (AO).
2. Verwendung nach Anspruch 1 , dadurch gekennzeichnet, daß R1 für eine verzweigte oder lineare C^-C^-Alkyl- oder -Alkenylgruppe steht.2. Use according to claim 1, characterized in that R 1 represents a branched or linear C ^ -C ^ alkyl or alkenyl group.
3. Verwendung nach Anspruch 1 und/oder 2, dadurch gekennzeichnet, daß R2 für eine Ethoxygruppe steht.3. Use according to claim 1 and / or 2, characterized in that R 2 represents an ethoxy group.
4. Verwendung nach einem oder mehreren der Ansprüche 1 bis 3, dadurch gekennzeichnet, daß R3 für eine lineare oder verzweigte Cι-C4-Alkylengruppe steht.4. Use according to one or more of claims 1 to 3, characterized in that R 3 represents a linear or branched C 1 -C 4 alkylene group.
5. Verwendung nach einem oder mehreren der Ansprüche 1 bis 4, gekennzeichnet durch die Verwendung von Verbindungen der Formel 2 (A-0)x-H5. Use according to one or more of claims 1 to 4, characterized by the use of compounds of formula 2 (A-0) x -H
Ri - N - R - N (2)R i - N - R - N (2)
(A-0)x-H(A-0) x -H
(A-0)x-H(A-0) x -H
worin R1, X, A und R3 die in Anspruch 1 angegebene Bedeutung haben.wherein R 1 , X, A and R 3 have the meaning given in claim 1.
6. Verwendung nach einem oder mehreren der Ansprüche 1 bis 4, gekennzeichnet durch die Verwendung von Verbindungen der Formel 36. Use according to one or more of claims 1 to 4, characterized by the use of compounds of formula 3
Figure imgf000009_0001
Figure imgf000009_0001
worin R1, X, A und R3 die in Anspruch 1 angegebene Bedeutung haben.wherein R 1 , X, A and R 3 have the meaning given in claim 1.
7. Verwendung nach Anspruch 5, dadurch gekennzeichnet, daß der Alkoxylierungsgrad x an jeder alkoxylierten Position unterschiedliche Werte aunnehmen kann, und die Summe aller Alkoxyeinheiten eine Zahl zwischen 3 und 10 ist.7. Use according to claim 5, characterized in that the degree of alkoxylation x can assume different values at each alkoxylated position, and the sum of all alkoxy units is a number between 3 and 10.
8. Verwendung nach Anspruch 6, dadurch gekennzeichnet, daß der Alkoxylierungsgrad x an jeder alkoxylierten Position unterschiedliche Werte annehmen kann, und die Summe aller Alkoxyeinheiten eine Zahl zwischen 4 und 15 ist.8. Use according to claim 6, characterized in that the degree of alkoxylation x can assume different values at each alkoxylated position, and the sum of all alkoxy units is a number between 4 and 15.
9. Verwendung nach einem oder mehreren der Ansprüche 1 bis 8, gekennzeichnet durch einen Gehalt der wäßrigen Lösung von 0,1 bis 3 Gew.-% an Verbindungen der Formel 1. 9. Use according to one or more of claims 1 to 8, characterized by a content of 0.1 to 3 wt .-% of compounds of formula 1 in the aqueous solution.
10. Verwendung nach einem oder mehreren der Ansprüche 1 bis 9, gekennzeichnet durch einen Gehalt der wäßrigen Lösung an ein- oder mehrwertigen Alkoholen mit 1 bis 8 C-Atomen von bis zu 20 Gew.-%, bezogen auf das fertige Schmiermittel.10. Use according to one or more of claims 1 to 9, characterized by a content of the aqueous solution of mono- or polyhydric alcohols with 1 to 8 carbon atoms of up to 20 wt .-%, based on the finished lubricant.
11. Verwendung eines Schmiermittelkonzentrats, enthaltend 1 bis 30 Gew.-% von Verbindungen der Formel 1 zur Herstellung eines Schmiermittels. 11. Use of a lubricant concentrate containing 1 to 30 wt .-% of compounds of formula 1 for the production of a lubricant.
PCT/EP1999/008390 1998-11-17 1999-11-03 Use of di- and triamines as lubricants WO2000029525A1 (en)

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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4043925A (en) * 1974-12-13 1977-08-23 Suntech, Inc. Low smoking composition and method for cold heading operations
US5282992A (en) * 1992-04-07 1994-02-01 Betz Laboratories, Inc. Lubricating metal cleaner additive
DE19642598A1 (en) * 1996-10-16 1998-04-23 Diversey Gmbh Lubricants for conveyor and transport systems in the food industry

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4043925A (en) * 1974-12-13 1977-08-23 Suntech, Inc. Low smoking composition and method for cold heading operations
US5282992A (en) * 1992-04-07 1994-02-01 Betz Laboratories, Inc. Lubricating metal cleaner additive
DE19642598A1 (en) * 1996-10-16 1998-04-23 Diversey Gmbh Lubricants for conveyor and transport systems in the food industry

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