EP2427536A1 - Nouveaux additifs augmentant le pouvoir lubrifiant, procédé pour leur production, et leur utilisation - Google Patents

Nouveaux additifs augmentant le pouvoir lubrifiant, procédé pour leur production, et leur utilisation

Info

Publication number
EP2427536A1
EP2427536A1 EP10720142A EP10720142A EP2427536A1 EP 2427536 A1 EP2427536 A1 EP 2427536A1 EP 10720142 A EP10720142 A EP 10720142A EP 10720142 A EP10720142 A EP 10720142A EP 2427536 A1 EP2427536 A1 EP 2427536A1
Authority
EP
European Patent Office
Prior art keywords
oil
oxide
lubricating
native
methyl
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
EP10720142A
Other languages
German (de)
English (en)
Other versions
EP2427536B1 (fr
Inventor
David Larem
Sandra HORSTMANN
Steffen Sandhöfner
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.)
Lanxess Deutschland GmbH
Original Assignee
Rhein Chemie Rheinau 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 Rhein Chemie Rheinau GmbH filed Critical Rhein Chemie Rheinau GmbH
Publication of EP2427536A1 publication Critical patent/EP2427536A1/fr
Application granted granted Critical
Publication of EP2427536B1 publication Critical patent/EP2427536B1/fr
Active legal-status Critical Current
Anticipated expiration legal-status Critical

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
    • C10M159/00—Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
    • C10M159/12—Reaction products
    • 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
    • C10M145/00—Lubricating compositions characterised by the additive being a macromolecular compound containing oxygen
    • C10M145/18—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M145/24—Polyethers
    • C10M145/26—Polyoxyalkylenes
    • C10M145/36—Polyoxyalkylenes etherified
    • 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
    • C10M173/00—Lubricating compositions containing more than 10% water
    • C10M173/02—Lubricating compositions containing more than 10% water not containing mineral or fatty 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
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • 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
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/104—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
    • 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
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/108—Polyethers, i.e. containing di- or higher polyoxyalkylene groups etherified
    • 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
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
    • 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
    • C10N2040/20—Metal working

Definitions

  • New lubricating performance additives a process for their preparation and their use
  • the invention relates to novel lubricating performance additives, a process for their preparation and their use.
  • Native oils and blown native oils have the disadvantage that they are not water-miscible and therefore emulsifiers must be added when used in water-miscible lubricants.
  • native and alkoxylated native oils contribute only to a limited extent to lubricating performance of lubricants.
  • the present invention therefore lubricating performance additives containing the
  • Reaction product of at least one alkylene oxide with at least one standing oil and / or a blown native oil Reaction product of at least one alkylene oxide with at least one standing oil and / or a blown native oil.
  • Alkylene oxides in the context of the invention are ethylene oxide, propylene oxide, 1, 2-butylene oxide, 2,3-butylene oxide, 1, 2-pentylene oxide, 2,3-pentylene oxide, 1, 2-hexylene oxide, 3-methyl-1, 2-pentylene oxide, 2,3-octylene oxide, 4-methyl-2,3-octylene oxide, 4-methyl-l, 2-hexylene oxide and / or 3-methyl-1,2-butylene oxide, with ethylene oxide being particularly preferred.
  • the above alkylene oxides are commercially available products, e.g. at BASF AG.
  • Preferably used are their refined variants.
  • Blown native oils in the context of the invention are air-supplied polymerized native oils, which are prepared by blowing in hot air at temperatures of preferably 100 to 150 0 C.
  • Stand oils in the context of the invention are aerated polymerised native oils, which are prepared at temperatures of 260 to 300 0 C.
  • the treatment is a
  • Stand oils typically have a kinematic viscosity (according to DIN 51562) at 40 0 C between 100 and 10,000 mm 2 / s.
  • the aforementioned floor oils are commercially available products, eg available from Alberdingk Boley GmbH.
  • the lubricating performance additives may also contain other additives which vary according to the application, e.g. commercially available defoamers, surfactants, dispersants, solubilizers, biocides, high-pressure additives, anti-wear additives, corrosion inhibitors, antioxidants, alkalizers, complexing agents, sequestering agents, demulsifiers, viscosity index improvers,
  • the lubricating performance additives of the invention may also contain emulsifiers, but the miscibility with water is already given without emulsifiers.
  • Reaction product is the product formed in the alkoxylation (reaction with the alkylene oxide) of at least one standing oil and / or a blown native oil in the presence of a catalyst.
  • alkoxylation reaction with the alkylene oxide
  • the conditions listed below under the process according to the invention apply.
  • the reaction with the alkylene oxide preferably takes place in the ratio of 1 to 99% by weight of stand oil and / or blown natural oil to 99 to 1% by weight of alkylene oxide.
  • the ratio depends on the intended water miscibility.
  • the ratio of 30-50% by weight of stand oil and / or blown native oil to 70-50% by weight of alkylene oxide is particularly preferred.
  • the reaction product of blown rapeseed oil with ethylene oxide is particularly preferred. Very particular preference is then given to a ratio of 30-50% by weight of blown rapeseed oil to 70-50% by weight of ethylene oxide.
  • the invention also relates to a process for the preparation of lubricating performance additives according to the invention, according to which at least one alkylene oxide is reacted with at least one standing oil and / or blown native oil in the presence of a catalyst.
  • the reaction product is preferably formed at a temperature of 100 to 190 0 C and a pressure of 1 to 6 bar using a nucleophilic catalyst.
  • Nucleophilic catalysts are, for. As alkoxides, preferably alkali metal, particularly preferably sodium, hydroxides, such as. B. Sodium hydroxide or amines, such as triethanolamine.
  • Reaction temperature is preferably in the range of 140 to 180 0 C, more preferably 160 to 1 80 0 C as the catalyst are preferably alkali metal, more preferably sodium methoxide used.
  • the standing oil, the blown native oil or a mixture of both oils may be used.
  • the reaction is carried out with the
  • lubricants which contain at least one inventive lubricating performance additive.
  • the term lubricants encompasses all lubricants, in particular those according to ISO 6743.
  • the present invention also includes a method for lubricating machines or for processing metal, after which at least one inventive lubricating performance additive is used.
  • the invention also provides the use of the invention
  • Lubricating power additives in all lubricants according to ISO 6743 such as Lubricants for metalworking or lubricants for machines.
  • the lubricating performance additives according to the invention are preferably used in water-miscible or water-mixed cooling lubricants. These are described in DIN 51385.
  • Example 1 Reaction product of 40% blown rapeseed oil and 60% ethylene oxide.
  • the reaction product had a kinematic viscosity (according to DIN 51562) at 40 0 C of 750 mtriVs.
  • the reaction product was dissolved at 25 ° C to 0.2%, 1% and 5% completely in demineralized water (demineralized water). This resulted in transparent solutions with weak opalescence.
  • aqueous solutions of a commercially available ethoxylated native oil namely castor oil ethoxylate with 36 moles of ethylene oxide (EO) per mole of castor oil (Emulsogen EL 360, Fa. Clariant), were tested.
  • EO ethylene oxide
  • the blank values of demineralised water are 36.8 mm 2 for the wear cup and 800 N / cm 2 for the pressure pickup.
  • the lubricating performance additive according to the invention in aqueous solution has a significantly higher pressure uptake than the commercial ethoxylated native oil used in the comparative example.
  • the lubricating performance additive of the present invention is very effective in terms of lubricating performance.

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 de nouveaux additifs augmentant le pouvoir lubrifiant, un procédé pour leur production, et leur utilisation.
EP10720142.8A 2009-05-05 2010-05-03 Utilisation d'additifs lubrifiants Active EP2427536B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102009019698A DE102009019698B4 (de) 2009-05-05 2009-05-05 Verwendung von Schmierleistungsadditiven als Schmierstoffe für Metallbearbeitungen oder als Schmierstoffe für Maschinen
PCT/EP2010/055969 WO2010128012A1 (fr) 2009-05-05 2010-05-03 Nouveaux additifs augmentant le pouvoir lubrifiant, procédé pour leur production, et leur utilisation

Publications (2)

Publication Number Publication Date
EP2427536A1 true EP2427536A1 (fr) 2012-03-14
EP2427536B1 EP2427536B1 (fr) 2017-03-01

Family

ID=42315401

Family Applications (1)

Application Number Title Priority Date Filing Date
EP10720142.8A Active EP2427536B1 (fr) 2009-05-05 2010-05-03 Utilisation d'additifs lubrifiants

Country Status (7)

Country Link
US (1) US9512381B2 (fr)
EP (1) EP2427536B1 (fr)
CN (1) CN102414302A (fr)
BR (1) BRPI1013973A2 (fr)
DE (1) DE102009019698B4 (fr)
RU (1) RU2538967C2 (fr)
WO (1) WO2010128012A1 (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR102265995B1 (ko) * 2013-10-10 2021-06-16 바스프 에스이 신규 기능성 유체 조성물
US9677026B1 (en) * 2016-04-08 2017-06-13 Afton Chemical Corporation Lubricant additives and lubricant compositions having improved frictional characteristics
US20190119549A1 (en) 2016-05-25 2019-04-25 Emery Oleochemicals Gmbh A New Anti-Foaming Composition

Family Cites Families (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2401055A (en) * 1946-05-28 Composition of matter and method
US2547760A (en) * 1951-04-03 Polymerized fatty oils
US2454354A (en) * 1945-05-28 1948-11-23 Richard H Stiles Lubricator
US2510335A (en) * 1948-03-11 1950-06-06 Petrolite Corp Certain oxyalkylated blown oils and method of making same
US3298954A (en) 1964-03-27 1967-01-17 Standard Oil Co Metal working lubricant
GB1083324A (en) * 1964-06-18 1967-09-13 Castrol Ltd Improvements in or relating to hydraulic fluids
US3994948A (en) 1973-09-25 1976-11-30 Castrol Limited Hydraulic fluids
US4331549A (en) * 1980-04-21 1982-05-25 The Dow Chemical Company Hydraulic fluids containing cyano derivatives of ketones
JPH066712B2 (ja) * 1985-12-24 1994-01-26 ミヨシ油脂株式会社 潤滑油
DE4203000A1 (de) * 1992-02-03 1993-08-05 Henkel Kgaa Verfahren zur entfernung von druckfarben aus bedrucktem altpapier
DE4323771A1 (de) * 1993-07-15 1995-01-19 Henkel Kgaa Grundöl auf Triglyceridbasis für Hydrauliköle
DE69636652T2 (de) * 1995-02-14 2007-10-04 Kao Corp. Die verwendung von biologisch abbaubaren schmier-grundöl
US6472352B1 (en) 1998-08-31 2002-10-29 Henkel Corporation Aqueous lubricant and process for cold forming metal, with improved formed surface quality
CA2342359A1 (fr) * 1998-08-31 2000-03-09 Henkel Corporation Lubrifiant aqueux et procede de formage a froid de metaux a qualite de surface amelioree
FR2785287B1 (fr) * 1998-10-30 2000-12-29 De Chily Pierre Charlier Procede de polymerisation par chauffage dielectrique d'acides gras insatures, d'esters d'acides gras insatures, d'hydrocarbures insatures, ou de derives insatures de ces produits
US20030181340A1 (en) * 2000-09-22 2003-09-25 Botz Frank K. Lubricants suitable for hydroforming and other metal manipulating applications
JP2005520037A (ja) * 2001-08-14 2005-07-07 ユナイテッド ソイビーン ボード 大豆ベースのメチルエステル高性能金属作動流体
US7842746B2 (en) * 2002-05-02 2010-11-30 Archer-Daniels-Midland Company Hydrogenated and partially hydrogenated heat-bodied oils and uses thereof
DE10314809A1 (de) * 2003-04-01 2004-10-14 Basf Ag Polyalkenamine mit verbesserten Anwendungseigenschaften
BRPI0411374A (pt) * 2003-06-13 2006-08-01 Dow Global Technologies Inc forros de tapetes de poliuretano de alto desempenho contendo polióis de óleos vegetais modificados
US7989647B2 (en) 2005-03-03 2011-08-02 South Dakota Soybean Processors, Llc Polyols derived from a vegetable oil using an oxidation process

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO2010128012A1 *

Also Published As

Publication number Publication date
US20120245066A1 (en) 2012-09-27
US9512381B2 (en) 2016-12-06
WO2010128012A1 (fr) 2010-11-11
DE102009019698A1 (de) 2010-11-25
DE102009019698B4 (de) 2012-02-23
RU2011149116A (ru) 2013-06-10
BRPI1013973A2 (pt) 2016-04-05
CN102414302A (zh) 2012-04-11
EP2427536B1 (fr) 2017-03-01
RU2538967C2 (ru) 2015-01-10

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