EP4056669A1 - Composition de liquide fonctionnelle avec une viscosité basse - Google Patents

Composition de liquide fonctionnelle avec une viscosité basse Download PDF

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Publication number
EP4056669A1
EP4056669A1 EP21162202.2A EP21162202A EP4056669A1 EP 4056669 A1 EP4056669 A1 EP 4056669A1 EP 21162202 A EP21162202 A EP 21162202A EP 4056669 A1 EP4056669 A1 EP 4056669A1
Authority
EP
European Patent Office
Prior art keywords
fluid
formula
fluid according
alkyl
weight
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.)
Withdrawn
Application number
EP21162202.2A
Other languages
German (de)
English (en)
Inventor
Felix HÖVELMANN
Andreas Endres
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 International Ltd
Original Assignee
Clariant International Ltd
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 International Ltd filed Critical Clariant International Ltd
Priority to EP21162202.2A priority Critical patent/EP4056669A1/fr
Priority to EP22701202.8A priority patent/EP4305131A1/fr
Priority to PCT/EP2022/050757 priority patent/WO2022189047A1/fr
Publication of EP4056669A1 publication Critical patent/EP4056669A1/fr
Withdrawn legal-status Critical Current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
    • C10M107/00Lubricating compositions characterised by the base-material being a macromolecular compound
    • C10M107/20Lubricating compositions characterised by the base-material being a macromolecular compound containing oxygen
    • C10M107/30Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M107/32Condensation polymers of aldehydes or ketones; Polyesters; Polyethers
    • C10M107/34Polyoxyalkylenes
    • 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
    • C10M2207/04Ethers; Acetals; Ortho-esters; Ortho-carbonates
    • 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
    • C10M2207/04Ethers; Acetals; Ortho-esters; Ortho-carbonates
    • C10M2207/046Hydroxy ethers
    • 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
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/12Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/121Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
    • C10M2207/124Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms containing hydroxy groups; Ethers thereof
    • 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
    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/104Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
    • C10M2209/1045Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only used as base material
    • 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
    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/108Polyethers, i.e. containing di- or higher polyoxyalkylene groups etherified
    • C10M2209/1085Polyethers, i.e. containing di- or higher polyoxyalkylene groups etherified used as base material
    • 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
    • C10N2020/00Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01Physico-chemical properties
    • C10N2020/02Viscosity; Viscosity index
    • 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
    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/02Pour-point; Viscosity index
    • 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
    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/26Waterproofing or water resistance
    • 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
    • C10N2040/08Hydraulic fluids, e.g. brake-fluids

Definitions

  • DE-3627432 teaches a brake fluid based on glycols and glycol ethers, consisting essentially of
  • a functional fluid composition being essentially free from borates which exhibits superior values of ERBP and of WERBP and for low temperature kinematic viscosity, while maintaining excellent resistance to corrosion, high stability and meeting other physical property requirements such as pH, reserve alkalinity and rubber swell.
  • WERBP values are achieved by using ortho esters as a replacement for borate esters.
  • R5 is a C 1 - to C 8 -alkyl group and may be methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl and 2-ethylhexyl, ethyl. More preferably, R5 is ethyl, n-butyl or methyl, most preferably n-butyl or methyl.
  • Examples of useful alkoxy glycols for component (B) of the present invention include methyldiglycol, methyltriglycol, methyltetraglycol, methylpentaglycol, methylhexaglycol, ethyldiglycol, ethyltriglycol, ethyltetraglycol, ethylpentaglycol, ethylhexaglycol, n-propyl-diglycol, n-propyltriglycol, n-propyltetraglycol, n-propylpentaglycol, n-propylhexaglycol, n-butyldiglycol, n-butyltriglycol, n-butyltetraglycol, n-butylpentaglycol, n-butylhexaglycol, n-pentyldiglycol, n-pentyltriglycol, n-pentylt
  • Percentages of species of component (B) are given in wt.-% with the total amount of component (B) being 100 wt.-%.
  • alkanolamines are mono-, di- and trimethanolamine, mono-, di- and triethanolamine, mono-, di- and tri-n-propanolamine and mono-, di- and tri-isopropanolamine.
  • suitable alkyl amine ethoxylates are such linear, cyclic or branched alkylamine ethoxylates carrying 1.5 to 5 EO moieties and an alkyl chain having 4 to 18 carbon atoms.
  • Component (D) of the present functional fluid composition may comprise, besides the Amine, at least one additive with corrosion inhibition action, although the alkylamine ethoxylates exhibit corrosion inhibition properties themselves.
  • suitable customary additives with corrosion inhibition properties include fatty acids such as lauric, palmitic, stearic or oleic acid; esters of phosphorus or phosphoric acid with aliphatic alcohols or aliphatic alcohol ethoxylates; such as ethyl phosphate, dimethyl phosphate, isopropyl phosphate, n-butyl phosphate, 2-ethylhexyl phosphate, triphenyl phosphite and diisopropyl phosphite; heterocyclic nitrogen containing organic compounds such as benzotriazole, tolyltriazole, 1,2,4-triazole, benzoimidazole, purine, adenine and derivatives of such heterocyclic organic compounds.
  • the low viscosity functional fluid composition of the present invention is especially useful as a brake fluid, for example for vehicles such as passenger cars and trucks, especially for new electronic or automated anti-lock brake systems which require lower viscosity fluids for satisfactory operation at low temperatures.
  • the reaction temperature was increased to 185°C and held for a further 45 minutes, a total of about 83% (71 g, 2.22 mol) of the theoretical amount of methanol being distilled off. Thereafter, a further 211 ml (1.34 mol) of methyl triglycol were metered in at constant heating power, and after one hour the reaction temperature was increased to 225°C and held for one hour, further methanol being distilled off. A further 50 ml (0.32 mol) of methyl triglycol were then metered in at constant heating power, and 1.9 g of benzoic acid were added. After 3 hours, a further 0.9 g and finally another 0.4 g of benzoic acid were added after a further hour.
  • Trimethyl ortho acetate (1.8 mol) was reacted with a mixture of 70% triethyleneglycolmonobutylether and 30% tetraethyleneglycolmonobutylether (combined 6.3 mol), resulting in the corresponding product with 88% conversion according to NMR.
  • Diisopropanol amine 0.629%, Styrenated diphenyl amine: 0.1%, Castor oil + 20 EO: 0.2%, Silicone based defoamer: 0.001%, Tolyl triazole: 0.06%, Phosphoric acid ester: 0.01%.

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  • 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)
EP21162202.2A 2021-03-12 2021-03-12 Composition de liquide fonctionnelle avec une viscosité basse Withdrawn EP4056669A1 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
EP21162202.2A EP4056669A1 (fr) 2021-03-12 2021-03-12 Composition de liquide fonctionnelle avec une viscosité basse
EP22701202.8A EP4305131A1 (fr) 2021-03-12 2022-01-14 Composition de fluide fonctionnel à faible viscosité
PCT/EP2022/050757 WO2022189047A1 (fr) 2021-03-12 2022-01-14 Composition de fluide fonctionnel à faible viscosité

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP21162202.2A EP4056669A1 (fr) 2021-03-12 2021-03-12 Composition de liquide fonctionnelle avec une viscosité basse

Publications (1)

Publication Number Publication Date
EP4056669A1 true EP4056669A1 (fr) 2022-09-14

Family

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Family Applications (2)

Application Number Title Priority Date Filing Date
EP21162202.2A Withdrawn EP4056669A1 (fr) 2021-03-12 2021-03-12 Composition de liquide fonctionnelle avec une viscosité basse
EP22701202.8A Pending EP4305131A1 (fr) 2021-03-12 2022-01-14 Composition de fluide fonctionnel à faible viscosité

Family Applications After (1)

Application Number Title Priority Date Filing Date
EP22701202.8A Pending EP4305131A1 (fr) 2021-03-12 2022-01-14 Composition de fluide fonctionnel à faible viscosité

Country Status (2)

Country Link
EP (2) EP4056669A1 (fr)
WO (1) WO2022189047A1 (fr)

Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1330468A (en) 1969-12-16 1973-09-19 Castrol Ltd Hydraulic fluids
US4371448A (en) 1979-11-08 1983-02-01 Hoechst Aktiengesellschaft Hydraulic fluid composition with improved properties based on boric acid esters, glycol mono-ethers and bis-(glycolether) formals
EP0129240A1 (fr) 1983-06-21 1984-12-27 Montedison S.p.A. Fluides hydrauliques
DE3627432A1 (de) 1986-08-13 1988-02-18 Hoechst Ag Bremsfluessigkeit auf der basis von glykolen und glykolethern
EP0617116A1 (fr) 1993-03-17 1994-09-28 BP Chemicals Limited Composition de fluide hydraulique
EP0750033A1 (fr) 1995-06-23 1996-12-27 BP Chemicals Limited Composition de fluide hydraulique
WO2000065001A1 (fr) 1999-04-22 2000-11-02 Basf Aktiengesellschaft Liquides hydrauliques contenant des derives cycliques d'acide carboxylique
WO2002038711A1 (fr) 2000-11-10 2002-05-16 Union Carbide Chemicals & Plastics Technology Corporation Compositions de liquides fonctionnelles peu visqueuses
US20060264337A1 (en) 2003-03-12 2006-11-23 Bernd Wenderoth Dot 4 brake fluids
WO2007005593A2 (fr) 2005-07-01 2007-01-11 Dow Global Technologies, Inc. Fluide fonctionnel a faible viscosite
WO2012003117A1 (fr) 2010-07-01 2012-01-05 Dow Global Technologies Llc Fluides fonctionnels à faible viscosité

Patent Citations (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1330468A (en) 1969-12-16 1973-09-19 Castrol Ltd Hydraulic fluids
US4371448A (en) 1979-11-08 1983-02-01 Hoechst Aktiengesellschaft Hydraulic fluid composition with improved properties based on boric acid esters, glycol mono-ethers and bis-(glycolether) formals
EP0129240A1 (fr) 1983-06-21 1984-12-27 Montedison S.p.A. Fluides hydrauliques
DE3627432A1 (de) 1986-08-13 1988-02-18 Hoechst Ag Bremsfluessigkeit auf der basis von glykolen und glykolethern
DE3627432C2 (fr) 1986-08-13 1990-10-31 Hoechst Ag, 6230 Frankfurt, De
EP0617116A1 (fr) 1993-03-17 1994-09-28 BP Chemicals Limited Composition de fluide hydraulique
EP0750033A1 (fr) 1995-06-23 1996-12-27 BP Chemicals Limited Composition de fluide hydraulique
WO2000065001A1 (fr) 1999-04-22 2000-11-02 Basf Aktiengesellschaft Liquides hydrauliques contenant des derives cycliques d'acide carboxylique
WO2002038711A1 (fr) 2000-11-10 2002-05-16 Union Carbide Chemicals & Plastics Technology Corporation Compositions de liquides fonctionnelles peu visqueuses
US20060264337A1 (en) 2003-03-12 2006-11-23 Bernd Wenderoth Dot 4 brake fluids
WO2007005593A2 (fr) 2005-07-01 2007-01-11 Dow Global Technologies, Inc. Fluide fonctionnel a faible viscosite
WO2012003117A1 (fr) 2010-07-01 2012-01-05 Dow Global Technologies Llc Fluides fonctionnels à faible viscosité

Also Published As

Publication number Publication date
EP4305131A1 (fr) 2024-01-17
WO2022189047A1 (fr) 2022-09-15

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