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EP0623164B1 - Utilisation comme fluides hydrauliques de produits d'estérification d'acide oléique et d'alkyl-2,alcanol-1 - Google Patents

Utilisation comme fluides hydrauliques de produits d'estérification d'acide oléique et d'alkyl-2,alcanol-1 Download PDF

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Publication number
EP0623164B1
EP0623164B1 EP93902039A EP93902039A EP0623164B1 EP 0623164 B1 EP0623164 B1 EP 0623164B1 EP 93902039 A EP93902039 A EP 93902039A EP 93902039 A EP93902039 A EP 93902039A EP 0623164 B1 EP0623164 B1 EP 0623164B1
Authority
EP
European Patent Office
Prior art keywords
hydraulic fluids
esterification products
alkyl
alkanols
oleic acid
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 - Lifetime
Application number
EP93902039A
Other languages
German (de)
English (en)
Other versions
EP0623164A1 (fr
Inventor
Dietrich Pirck
Hans-Dieter Grasshoff
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.)
Wintershall Dea International AG
Original Assignee
RWE Dea AG fuer Mineraloel und Chemie
RWE Dea AG
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 RWE Dea AG fuer Mineraloel und Chemie, RWE Dea AG filed Critical RWE Dea AG fuer Mineraloel und Chemie
Publication of EP0623164A1 publication Critical patent/EP0623164A1/fr
Application granted granted Critical
Publication of EP0623164B1 publication Critical patent/EP0623164B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • 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
    • C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
    • C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
    • C10M105/32—Esters
    • C10M105/34—Esters of monocarboxylic acids
    • 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
    • C10M2207/02—Hydroxy compounds
    • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • 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
    • C10M2207/28—Esters
    • C10M2207/281—Esters of (cyclo)aliphatic monocarboxylic acids
    • 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
    • C10M2207/28—Esters
    • C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
    • 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
    • C10M2207/28—Esters
    • C10M2207/283—Esters of polyhydroxy 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
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/286—Esters of polymerised unsaturated acids
    • 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
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate esters
    • C10M2223/047—Thioderivatives not containing metallic elements
    • 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
    • C10N2040/06—Instruments or other precision apparatus, e.g. damping fluids
    • 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
    • C10N2040/08—Hydraulic fluids, e.g. brake-fluids

Definitions

  • the invention relates to environmentally compatible liquids for vibration damping and level control, particularly in vehicles, consisting of one or more basic liquids and additives.
  • selected mineral oil fractions are used in combination with suitable lubricant additives as liquids for vibration damping and level control, particularly in vehicles, hereinafter also referred to as automotive hydraulic fluids.
  • suitable lubricant additives as liquids for vibration damping and level control, particularly in vehicles, hereinafter also referred to as automotive hydraulic fluids.
  • These generally meet the requirements with regard to vibration damping properties and aging resistance. However, they are not biodegradable sufficiently quickly, nor do they satisfy ecotoxiologically. Rather, they represent a considerable environmental impact. Because of the regularly occurring, uncontrollable loss of oil, particularly in the case of shock absorbers, environmentally friendly shock absorber fluids are urgently needed.
  • PCT publication WO 88/05808 describes hydraulic fluids based on natural triglycerides and a combination of vegetable oils with synthetic esters as control fluid for lowering or increasing the viscosity.
  • the low-temperature behavior remains clearly above the values required for automotive hydraulics.
  • rapeseed and sunflower oil have high lubricity and excellent viscosity-temperature behavior (VT behavior).
  • VT behavior viscosity-temperature behavior
  • aging and low-temperature behavior are unsatisfactory, so that these substances cannot be used.
  • Polyethylene glycols have a limited use in general industrial hydraulics. However, these materials are not suitable for use in motor vehicles, since cold flow behavior and compatibility with conventional lubricants are inadequate.
  • the task was therefore to provide liquids for vibration damping and level control, which meet both the necessary technical and strict ecological requirements, in particular with regard to biodegradability.
  • esterification products of oleic acid and 2alkyl-1-alkanols with 12 to 20 carbon atoms are used as biodegradable base liquids with ecologically compatible additives as liquids for vibration damping and level control, in particular in vehicles.
  • the alkanol components preferably contain 12 to 16 carbon atoms.
  • oleates are used whose alkanol components are mixtures of such alcohols.
  • the liquids contain basic liquids known per se in addition to the basic liquid or liquids according to the invention.
  • the base liquids according to the invention are prepared in a manner known per se by esterification, for example in the presence of zirconium or titanium contacts and entraining agents and by means of the stripping process. They preferably contain ester mixtures of oleic acid.
  • the following compounds are used as preferred representatives of the 2-alkyl-1-alkanols: 2-butyloctanol, 2-hexyldecanol, 2-butyldecanol, 2-octyldecanol, 2-hexyloctanol, 2-hexyldodecanol, 2-octyldodecanol.
  • the esterification products are added with customary additives, in particular up to 5% by weight of ecologically compatible additives based on the total hydraulic fluid, i.a. Protection against aging, wear protection, corrosion protection and anti-foam components. These components are selected according to the requirements of the relevant area of application, e.g. in damping systems for cars, commercial vehicles, railways.
  • the synthetic oleatester B has the following composition: 2-butyl octanol oleate 15% 2-butyl decanol oleate 50% 2-hexyl decanol oleate 35% The biodegradation rate is almost 100%.
  • Table 3 shows the VT curve between -40 ° C and +120 ° C compared to a conventional shock absorber oil (standard oil).

Landscapes

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

Abstract

L'invention concerne des liquides hydrauliques, notamment pour l'amortissement des oscillations et la correction d'assiette sur des véhicules. On prépare des liquides hydrauliques qui sont essentiellement constitués par des produits d'estérification d'acides gras mono-insaturés et de 2-alkyl-1-alcanols. Ces liquides répondent aux exigences formulées pour les fluides hydrauliques techniques et se distinguent notamment par le fait qu'ils présentent une bonne biodégradabilité.

Claims (5)

  1. Utilisation de produits d'estérification d'acide oléique et de 2-alkyl-1-alcanols ayant 12 à 20 atomes de carbone comme fluides de base biodégradables, conjointement avec des additifs compatibles du point de vue écologique, comme fluides hydrauliques, notamment pour l'amortissement des vibrations et la régulation de niveau dans des véhicules automobiles.
  2. Utilisation suivant la revendication 1, caractérisée en ce que les composants alcanol des produits d'estérification contiennent 12 à 16 atomes de carbone.
  3. Utilisation suivant la revendication 1 ou la revendication 2, caractérisée en ce que les composants alcanol des produits d'estérification sont des mélanges.
  4. Utilisation suivant l'une des revendications 1 à 3, caractérisée en ce que des fluides de base de type connu sont contenus à côté du ou des fluides de base revendiqués.
  5. Utilisation suivant l'une des revendications 1 à 4, caractérisée en ce que les fluides de base revendiqués contiennent, par rapport à la composition totale, de 0,1 à 5 % en poids d'additifs compatibles du point de vue écologique.
EP93902039A 1992-01-25 1993-01-19 Utilisation comme fluides hydrauliques de produits d'estérification d'acide oléique et d'alkyl-2,alcanol-1 Expired - Lifetime EP0623164B1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE4202034 1992-01-25
DE4202034A DE4202034A1 (de) 1992-01-25 1992-01-25 Hydraulikfluessigkeiten
PCT/DE1993/000049 WO1993015167A1 (fr) 1992-01-25 1993-01-19 Liquides hydrauliques

Publications (2)

Publication Number Publication Date
EP0623164A1 EP0623164A1 (fr) 1994-11-09
EP0623164B1 true EP0623164B1 (fr) 1996-01-03

Family

ID=6450248

Family Applications (1)

Application Number Title Priority Date Filing Date
EP93902039A Expired - Lifetime EP0623164B1 (fr) 1992-01-25 1993-01-19 Utilisation comme fluides hydrauliques de produits d'estérification d'acide oléique et d'alkyl-2,alcanol-1

Country Status (5)

Country Link
US (1) US5474714A (fr)
EP (1) EP0623164B1 (fr)
AU (1) AU3343493A (fr)
DE (2) DE4202034A1 (fr)
WO (1) WO1993015167A1 (fr)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2808534B1 (fr) * 2000-05-03 2002-08-02 Total Raffinage Distribution Composition lubrifiante biodegradable et ses utilisations, notamment dans un fluide de forage
DE102006001768A1 (de) * 2006-01-12 2007-07-19 Cognis Ip Management Gmbh Verwendung von Estern mit verzweigten Alkylgruppen als Schmiermittel
EP1889640A1 (fr) * 2006-08-18 2008-02-20 Cognis IP Management GmbH Compositions cosmétiques contenant un ester obtenu à partir du 2-butyl-1-octanol
EP2192105A1 (fr) 2008-11-25 2010-06-02 Dako Ag Lubrifiant et son procédé de fabrication
EP2228425A1 (fr) * 2009-02-27 2010-09-15 Dako Ag Lubrifiant

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2757139A (en) * 1953-11-30 1956-07-31 Exxon Research Engineering Co Synthetic lubricating composition
DE3521711A1 (de) * 1985-06-18 1986-12-18 Henkel KGaA, 4000 Düsseldorf Esteroele und deren verwendung
AU1227388A (en) * 1987-01-28 1988-08-24 Raision Tehtaat Oy Ab Hydraulic fluids
AU1245688A (en) * 1987-02-06 1988-08-24 Gaf Corporation Propoxylated guerbet alcohols and esters thereof
US4957648A (en) * 1987-08-06 1990-09-18 The Lubrizol Corporation Spin fiber lubricant compositions
JP2649951B2 (ja) * 1988-07-21 1997-09-03 富士写真フイルム株式会社 磁気記録媒体
DE3929069A1 (de) * 1989-09-01 1991-03-07 Henkel Kgaa Neues basisoel fuer die schmierstoffindustrie

Also Published As

Publication number Publication date
AU3343493A (en) 1993-09-01
US5474714A (en) 1995-12-12
EP0623164A1 (fr) 1994-11-09
DE59301340D1 (de) 1996-02-15
DE4202034A1 (de) 1993-07-29
WO1993015167A1 (fr) 1993-08-05

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