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WO2000029525A1 - Utilisation de diamines et de triamines comme lubrifiant - Google Patents

Utilisation de diamines et de triamines comme lubrifiant 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
Authority
WO
WIPO (PCT)
Prior art keywords
formula
compounds
use according
branched
linear
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.)
Ceased
Application number
PCT/EP1999/008390
Other languages
German (de)
English (en)
Inventor
Gerhard Crass
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.)
Clariant Produkte Deutschland GmbH
Original Assignee
Clariant GmbH
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 Clariant GmbH filed Critical Clariant GmbH
Priority to AU12691/00A priority Critical patent/AU1269100A/en
Publication of WO2000029525A1 publication Critical patent/WO2000029525A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • 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.

Landscapes

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

Abstract

L'invention concerne l'utilisation de composés de formule (1) en quantités de 0,001 à 5 % en poids, par rapport au lubrifiant formé, en solution aqueuse, comme lubrifiant, dans laquelle R<1> désigne un alkyle ou un alcényle en C8-C22-linéaire ou ramifié, R<2> désigne un hydrogène, un reste de formule -(A-O)x-H ou un reste de formule -R<3>-N[(A-O)xH]2 où A représente un alkylène en C2-C4, R<3> désigne un alkylène en C1-C8-linéaire ou ramifié, R<4> et R<5> représentent soit deux hydrogène, soit deux restes de formule -(A-O)x-H, x désignant à chaque fois un nombre entier compris entre 1 et 10, à condition que les composés de formule (1) renferment au moins deux groupes de formule (A-O).
PCT/EP1999/008390 1998-11-17 1999-11-03 Utilisation de diamines et de triamines comme lubrifiant Ceased WO2000029525A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU12691/00A AU1269100A (en) 1998-11-17 1999-11-03 Use of di- and triamines as lubricants

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19852964A DE19852964A1 (de) 1998-11-17 1998-11-17 Verwendung von Di- und Triaminen als Schmiermittel
DE19852964.3 1998-11-17

Publications (1)

Publication Number Publication Date
WO2000029525A1 true WO2000029525A1 (fr) 2000-05-25

Family

ID=7888065

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1999/008390 Ceased WO2000029525A1 (fr) 1998-11-17 1999-11-03 Utilisation de diamines et de triamines comme lubrifiant

Country Status (3)

Country Link
AU (1) AU1269100A (fr)
DE (1) DE19852964A1 (fr)
WO (1) WO2000029525A1 (fr)

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 (de) * 1996-10-16 1998-04-23 Diversey Gmbh Schmiermittel für Förder- und Transportanlagen in der Lebensmittelindustrie

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 (de) * 1996-10-16 1998-04-23 Diversey Gmbh Schmiermittel für Förder- und Transportanlagen in der Lebensmittelindustrie

Also Published As

Publication number Publication date
DE19852964A1 (de) 2000-05-25
AU1269100A (en) 2000-06-05

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