EP0617116A1 - Hydraulic fluid composition - Google Patents
Hydraulic fluid composition Download PDFInfo
- Publication number
- EP0617116A1 EP0617116A1 EP94301644A EP94301644A EP0617116A1 EP 0617116 A1 EP0617116 A1 EP 0617116A1 EP 94301644 A EP94301644 A EP 94301644A EP 94301644 A EP94301644 A EP 94301644A EP 0617116 A1 EP0617116 A1 EP 0617116A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- ether
- hydraulic fluid
- fluid composition
- amine
- 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.)
- Granted
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- 239000000203 mixture Substances 0.000 title claims abstract description 57
- 239000012530 fluid Substances 0.000 title claims abstract description 35
- -1 ether amine Chemical class 0.000 claims abstract description 16
- 239000000654 additive Substances 0.000 claims abstract description 12
- 238000009835 boiling Methods 0.000 claims abstract description 10
- 150000003254 radicals Chemical class 0.000 claims abstract description 7
- 230000000996 additive effect Effects 0.000 claims abstract description 6
- 125000003158 alcohol group Chemical group 0.000 claims abstract description 5
- 125000001033 ether group Chemical group 0.000 claims abstract description 5
- 238000010992 reflux Methods 0.000 claims abstract description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 4
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical group [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 claims abstract description 4
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 claims description 13
- 150000002148 esters Chemical class 0.000 claims description 10
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 6
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 claims description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract description 10
- 150000001412 amines Chemical class 0.000 description 10
- 230000002401 inhibitory effect Effects 0.000 description 8
- 230000007797 corrosion Effects 0.000 description 7
- 238000005260 corrosion Methods 0.000 description 7
- 238000001704 evaporation Methods 0.000 description 6
- 230000008020 evaporation Effects 0.000 description 6
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 4
- 229920001971 elastomer Polymers 0.000 description 4
- 230000003472 neutralizing effect Effects 0.000 description 4
- 229920003048 styrene butadiene rubber Polymers 0.000 description 4
- 230000008961 swelling Effects 0.000 description 4
- VBCFHWSPNHEYGE-UHFFFAOYSA-N 2,3,4-trimethylquinoline Chemical compound C1=CC=C2C(C)=C(C)C(C)=NC2=C1 VBCFHWSPNHEYGE-UHFFFAOYSA-N 0.000 description 3
- CMGDVUCDZOBDNL-UHFFFAOYSA-N 4-methyl-2h-benzotriazole Chemical compound CC1=CC=CC2=NNN=C12 CMGDVUCDZOBDNL-UHFFFAOYSA-N 0.000 description 3
- 102100024737 Deoxynucleotidyltransferase terminal-interacting protein 2 Human genes 0.000 description 3
- 101000626071 Homo sapiens Deoxynucleotidyltransferase terminal-interacting protein 2 Proteins 0.000 description 3
- 239000002174 Styrene-butadiene Substances 0.000 description 3
- 239000000806 elastomer Substances 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- ABVVEAHYODGCLZ-UHFFFAOYSA-N tridecan-1-amine Chemical compound CCCCCCCCCCCCCN ABVVEAHYODGCLZ-UHFFFAOYSA-N 0.000 description 3
- FAXDZWQIWUSWJH-UHFFFAOYSA-N 3-methoxypropan-1-amine Chemical compound COCCCN FAXDZWQIWUSWJH-UHFFFAOYSA-N 0.000 description 2
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- 229910052796 boron Inorganic materials 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 125000001841 imino group Chemical group [H]N=* 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 150000002924 oxiranes Chemical class 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 2
- JLGLQAWTXXGVEM-UHFFFAOYSA-N triethylene glycol monomethyl ether Chemical compound COCCOCCOCCO JLGLQAWTXXGVEM-UHFFFAOYSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- COBPKKZHLDDMTB-UHFFFAOYSA-N 2-[2-(2-butoxyethoxy)ethoxy]ethanol Chemical compound CCCCOCCOCCOCCO COBPKKZHLDDMTB-UHFFFAOYSA-N 0.000 description 1
- WFSMVVDJSNMRAR-UHFFFAOYSA-N 2-[2-(2-ethoxyethoxy)ethoxy]ethanol Chemical compound CCOCCOCCOCCO WFSMVVDJSNMRAR-UHFFFAOYSA-N 0.000 description 1
- WVRNUXJQQFPNMN-VAWYXSNFSA-N 3-[(e)-dodec-1-enyl]oxolane-2,5-dione Chemical compound CCCCCCCCCC\C=C\C1CC(=O)OC1=O WVRNUXJQQFPNMN-VAWYXSNFSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 229910000640 Fe alloy Inorganic materials 0.000 description 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 229910001963 alkali metal nitrate Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910001964 alkaline earth metal nitrate Inorganic materials 0.000 description 1
- 239000004411 aluminium Substances 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 1
- 239000012964 benzotriazole Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- LVTYICIALWPMFW-UHFFFAOYSA-N diisopropanolamine Chemical compound CC(O)CNCC(C)O LVTYICIALWPMFW-UHFFFAOYSA-N 0.000 description 1
- 229940043276 diisopropanolamine Drugs 0.000 description 1
- LAWOZCWGWDVVSG-UHFFFAOYSA-N dioctylamine Chemical compound CCCCCCCCNCCCCCCCC LAWOZCWGWDVVSG-UHFFFAOYSA-N 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
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- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
- C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
- C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M133/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
- C10M133/08—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups
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- C10M107/00—Lubricating compositions characterised by the base-material being a macromolecular compound
- C10M107/20—Lubricating compositions characterised by the base-material being a macromolecular compound containing oxygen
- C10M107/30—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M107/32—Condensation polymers of aldehydes or ketones; Polyesters; Polyethers
- C10M107/34—Polyoxyalkylenes
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- C10M145/18—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
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- C10M2207/02—Hydroxy compounds
- C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
- C10M2207/024—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings having at least two phenol groups but no condensed ring
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- C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
- C10M2207/0406—Ethers; Acetals; Ortho-esters; Ortho-carbonates used as base material
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- 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
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- 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
- C10M2209/1085—Polyethers, i.e. containing di- or higher polyoxyalkylene groups etherified used as base material
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- 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
- C10M2209/109—Polyethers, i.e. containing di- or higher polyoxyalkylene groups esterified
- C10M2209/1095—Polyethers, i.e. containing di- or higher polyoxyalkylene groups esterified used as base material
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- 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
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2215/042—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives thereof
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/22—Heterocyclic nitrogen compounds
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/22—Heterocyclic nitrogen compounds
- C10M2215/221—Six-membered rings containing nitrogen and carbon only
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/22—Heterocyclic nitrogen compounds
- C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
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- 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
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/22—Heterocyclic nitrogen compounds
- C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
- C10M2215/226—Morpholines
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/30—Heterocyclic compounds
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2217/02—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2217/028—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a nitrogen-containing hetero ring
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- C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2217/06—Macromolecular compounds obtained by functionalisation op polymers with a nitrogen containing compound
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- 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
- C10M2223/041—Triaryl phosphates
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- 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
- C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
- C10M2227/06—Organic compounds derived from inorganic acids or metal salts
- C10M2227/061—Esters derived from boron
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- 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
- C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
- C10M2227/06—Organic compounds derived from inorganic acids or metal salts
- C10M2227/061—Esters derived from boron
- C10M2227/0615—Esters derived from boron used as base material
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- 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
- C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
- C10M2227/06—Organic compounds derived from inorganic acids or metal salts
- C10M2227/061—Esters derived from boron
- C10M2227/062—Cyclic esters
- C10M2227/0625—Cyclic esters used as base material
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- 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
- C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
- C10M2229/003—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions used as base material
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- 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 present invention relates to a hydraulic fluid composition and in particular to a brake fluid composition.
- the preparation is known of hydraulic fluids based on glycol ethers and/or based on boric esters of glycol ethers. These hydraulic fluids most often contain additives, in particular corrosion-inhibiting or oxidation inhibiting additives and a neutralizing agent.
- the preparation is known of hydraulic fluids containing amines as corrosion-inhibiting additives and/or as neutralizing agents.
- the use is known, according to European Patent Application EP-A-454 110 and Patent US 3 711 410, of alkanolamines.
- these alkanolamines do not make it possible to prepare hydraulic fluids of high boiling point which simultaneously have a number of specific characteristics.
- they do not make it possible to prepare hydraulic fluids having a desired viscosity and optionally a desired volatility as a function of the boiling point, while moreover having good compatibility with elastomers of styrene butadiene rubber (SBR) type, a basic pH and good corrosion-inhibiting properties.
- SBR styrene butadiene rubber
- the present invention relates to a high boiling point hydraulic fluid composition which makes it possible to solve the problems mentioned above.
- the subject of the present invention is thus a hydraulic fluid composition based on at least one glycol ether or on at least one boric ester of a glycol ether or a mixture of the two, characterised in that it contains, as additive, at least one ether-amine having a molecular weight between 120 and 300 and having the following formula: in which R3 is linear or branched radical having at least one ether functional group and no alcohol functional group, R is a methyl radical or a hydrogen atom, p is an integer from 1 to 3 and q is an integer from 0 to 2.
- the composition contains an ether-amine used essentially as a corrosion-inhibiting additive and/or a neutralizing agent.
- This ether-amine has a molecular weight between 120 and 300.
- a composition is obtained which is volatile and which has a low boiling point.
- a composition is obtained which has an excessively high viscosity.
- the molecular weight of the ether-amine is preferably from 150 to 250.
- the ether-amine used must contain a radical R3 which is a linear or branched radical having at least one ether functional group and no alcohol functional group.
- radical R3 is not cyclic.
- R3 has the following formula R1-O-R2- in which R1 is a linear or branched alkyl radical preferably having from 1 to 5 carbon atoms and R2 is a linear or branched alkylene radical preferably having from 2 to 8 carbon atoms.
- the ether-amine comprises at least one and preferably at least 2 units derived from an epoxide.
- the ether-amine is generally obtained by reacting a starting ether-amine, with an epoxide such as, for example, ethylene oxide, propylene oxide or a mixture of the two.
- an epoxide such as, for example, ethylene oxide, propylene oxide or a mixture of the two.
- a particularly advantageous starting ether-amine can have the following general formula (A): R1-O-R2-NH2 in which R1 and R2 have the same meaning as above.
- the ether-amine obtained advantageously contains the amines having the following formula (B): in which R1, R2, R, p and q have the same meaning as above.
- the hydraulic fluid composition according to the invention most often contains, by weight, between 0.5 and 5 %, and preferably between 1 and 4 %, of the ether-amine.
- the composition of the invention has generally a viscosity measured at 40°C equal to or less than 10 mm2/s, and preferably comprised between 2 and 8 mm2/s. It essentially consists of at least one glycol ether such as, for example, butyl triglycol ether, ethyl triglycol ether or methyl triglycol ether, or most often of at least one boric ester of a glycol ether such as, for example, the boric ester of methyl triglycol ether or further of a mixture of the two.
- the amine of the invention is an excellent neutralizing agent.
- the composition can contain the usual additives of hydraulic fluids.
- it can contain, in addition to the amine, a corrosion-inhibiting additive, such as benzotriazole, tolyltriazole, an alkali metal or alkaline-earth metal nitrate, triphenyl phosphite, or dodecenylsuccinic anhydride.
- a corrosion-inhibiting additive such as benzotriazole, tolyltriazole, an alkali metal or alkaline-earth metal nitrate, triphenyl phosphite, or dodecenylsuccinic anhydride.
- an oxidation-inhibiting additive such as bisphenol A or polymerized trimethylquinoline.
- composition according to the invention can advantageously contain, by weight:
- the amine used makes it possible to more particularly obtain compositions having an equilibrium reflux boiling point (E.R.B.P.) equal to or greater than 270°C, e.g. from 270 to 295°C, and simultaneously a kinematic viscosity, measured at - 40°C, equal to or less than 1100 mm2/s, e.g. from 900 to 1100 mm2/s, while having a low volatility which is characterized by a small variation in the pH and in the reserve alkalinity (RA) after having been subjected to an evaporation test. It also makes it possible to obtain compositions having an E.R.B.P. equal to or greater than 300°C, e.g.
- E.R.B.P. equilibrium reflux boiling point
- compositions from 300 to 310°C, while having a kinematic viscosity, measured at - 40°C, equal to or less than 1400 mm2/s, e.g. from 1250 to 1400 mm2/s.
- all these compositions have a pH between 7 and 9 and preferably between 7.5 and 8.5, a good compatibility with elastomers and good corrosion-inhibiting properties, especially with respect to ferrous alloys or metals.
- composition according to the invention is particularly suited to the manufacture of brake fluids of DOT 3 type (DOT signifying Department of Transportation U.S.A.) and preferably of DOT 4 or DOT 5.1.
- DOT 3 type DOT signifying Department of Transportation U.S.A.
- DOT 4 or DOT 5.1 DOT 4 or DOT 5.1.
- These brake fluids can be used very advantageously in the brake circuits of competition cars, in particular when they have an E.R.B.P. equal to or greater than 300°C.
- the E.R.B.P. of a hydraulic fluid is measured in °C according to the SAE standard J 1703 of June 1991.
- the pH of a hydraulic fluid is measured according to SAE standard J 1703 of June 1991.
- the reserve alkalinity (RA) of a hydraulic fluid is measured by the volume of 0.1 N hydrochloric acid, expressed in ml, necessary to obtain a pH of 5.5 for a 50 ml sample of hydraulic fluid.
- the following examples illustrate the present invention.
- compositions were prepared. Table 1 gives the compositions by weight.
- Composition 1, prepared according to the invention contains 2,2'-[3(methoxypropyl)imino]bisethanol (amine (C)), which was obtained by reacting 3-methoxypropylamine with 2 moles of ethylene oxide.
- This ether-amine had the following composition by weight :
- compositions are comparative and were not prepared according to the invention.
- Table 2 shows, for each of the compositions 1 to 7, the following characteristics :
- Table 2 also shows the requirements for the characteristics measured. It was observed that Composition 1 made it possible to fulfil all these requirements. Composition 5 had an excessively large swelling of the elastomers, Composition 4 had an excessively low pH and an excessively high viscosity whereas compositions 2, 6 and 7 had an excessively low E.R.B.P.
- compositions were prepared. Table 3 shows the compositions by weight.
- Composition 8 prepared according the invention, contained 2,2'-[3(methoxypropyl)imino]bisethanol (amine (C)) used in Example 1.
- the other compositions are comparative compositions which had not been prepared according to the invention.
- "additives” means a mixture containing tolyltriazole, triphenyl phosphite and polymerized trimethylquinoline. This mixture is used to obtain a hydraulic fluid containing 200 ppm of tolyltriazole, 0.1 % by weight of triphenyl phosphite and 0.02 % by weight of the polymerized trimethylquinoline.
- Table 4 shows, for each of the compositions, the following measured characteristics with the requirements:
- Composition No. 8 made it possible to fulfil all the requirements. Moreover, it shows the following results of SBR swelling tests carried out according to SAE standard J 1703 of June 1991:
- Composition 9 which contained tridecylamine, had a pH measured after Evaporation Test No. 1 of less than 7 whereas Composition 10 showed an excessively large variation in the reserve alkalinity.
- Evaporation Test No. 1 was carried out in the following way : 100 ml of hydraulic fluid were introduced into a 600 ml glass beaker. The beaker was then placed for 168 hours in an oven maintained at 140°C.
- Evaporation Test No. 2 was carried out in the following way: 200 ml of hydraulic fluid were introduced into a 500 ml round-bottomed flask with a ground neck. This roundbottomed flask was placed for 24 hours in an oven maintained at 80°C ⁇ 2°C and under a 2 mm mercury vacuum.
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Abstract
in which R₃ is linear or branched radical having at least one ether functional group and no alcohol functional group, R is a methyl radical or a hydrogen atom, p is an integer from 1 to 3 and q is an integer from 0 to 2.
Description
- The present invention relates to a hydraulic fluid composition and in particular to a brake fluid composition.
- The preparation is known of hydraulic fluids based on glycol ethers and/or based on boric esters of glycol ethers. These hydraulic fluids most often contain additives, in particular corrosion-inhibiting or oxidation inhibiting additives and a neutralizing agent.
- The preparation is known of hydraulic fluids containing amines as corrosion-inhibiting additives and/or as neutralizing agents. In particular, the use is known, according to European Patent Application EP-A-454 110 and Patent US 3 711 410, of alkanolamines. However, it was observed that these alkanolamines do not make it possible to prepare hydraulic fluids of high boiling point which simultaneously have a number of specific characteristics. In particular, they do not make it possible to prepare hydraulic fluids having a desired viscosity and optionally a desired volatility as a function of the boiling point, while moreover having good compatibility with elastomers of styrene butadiene rubber (SBR) type, a basic pH and good corrosion-inhibiting properties.
- The present invention relates to a high boiling point hydraulic fluid composition which makes it possible to solve the problems mentioned above.
- The subject of the present invention is thus a hydraulic fluid composition based on at least one glycol ether or on at least one boric ester of a glycol ether or a mixture of the two, characterised in that it contains, as additive, at least one ether-amine having a molecular weight between 120 and 300 and having the following formula:
in which R₃ is linear or branched radical having at least one ether functional group and no alcohol functional group, R is a methyl radical or a hydrogen atom, p is an integer from 1 to 3 and q is an integer from 0 to 2. - According to the present invention, the composition contains an ether-amine used essentially as a corrosion-inhibiting additive and/or a neutralizing agent. This ether-amine has a molecular weight between 120 and 300. When an ether-amine is used which has a lower molecular weight, a composition is obtained which is volatile and which has a low boiling point. Moreover, when an ether-amine is used which has a greater molecular weight, a composition is obtained which has an excessively high viscosity. The molecular weight of the ether-amine is preferably from 150 to 250.
- According to the invention, the ether-amine used must contain a radical R3 which is a linear or branched radical having at least one ether functional group and no alcohol functional group. Thus radical R3 is not cyclic.
- According to one particular embodiment of the invention R3 has the following formula R1-O-R2- in which R1 is a linear or branched alkyl radical preferably having from 1 to 5 carbon atoms and R2 is a linear or branched alkylene radical preferably having from 2 to 8 carbon atoms.
- The ether-amine comprises at least one and preferably at least 2 units derived from an epoxide. Very advantageously, p+q ranges from 1 to 3. It is preferred to have p + q = 2. Furthermore, it is also advantageous to use a mixture comprising by weight from 85 to 95 % of an ether amine having p + q = 2 and from 15 to 5 % of an ether-amine having p + q = 3.
- The ether-amine is generally obtained by reacting a starting ether-amine, with an epoxide such as, for example, ethylene oxide, propylene oxide or a mixture of the two.
- A particularly advantageous starting ether-amine can have the following general formula (A):
R₁-O-R₂-NH₂
in which R₁ and R₂ have the same meaning as above. The ether-amine obtained advantageously contains the amines having the following formula (B):
in which R₁, R₂, R, p and q have the same meaning as above. In practice, a mixture of ether-amines having the formula (B) is obtained. It is desirable to obtain essentially the amine having the formula (B) in which p = 1 and q = 1. - The hydraulic fluid composition according to the invention most often contains, by weight, between 0.5 and 5 %, and preferably between 1 and 4 %, of the ether-amine.
- The composition of the invention has generally a viscosity measured at 40°C equal to or less than 10 mm2/s, and preferably comprised between 2 and 8 mm2/s. It essentially consists of at least one glycol ether such as, for example, butyl triglycol ether, ethyl triglycol ether or methyl triglycol ether, or most often of at least one boric ester of a glycol ether such as, for example, the boric ester of methyl triglycol ether or further of a mixture of the two. When the hydraulic fluid contains a boric ester, the amine of the invention is an excellent neutralizing agent.
- The composition can contain the usual additives of hydraulic fluids. In particular, it can contain, in addition to the amine, a corrosion-inhibiting additive, such as benzotriazole, tolyltriazole, an alkali metal or alkaline-earth metal nitrate, triphenyl phosphite, or dodecenylsuccinic anhydride. It can also contain an oxidation-inhibiting additive such as bisphenol A or polymerized trimethylquinoline.
- A composition according to the invention can advantageously contain, by weight:
- a) from 60 to 95 % of boric ester of the monomethyl ether of triethylene glycol,
- b) from 1 to 15 % of monomethyl ether of triethylene glycol,
- c) from 0 to 15 % of monobutyl ether of triethylene glycol and
- d) from 0.5 to 5 % of an ether-amine according to the invention.
- The amine used makes it possible to more particularly obtain compositions having an equilibrium reflux boiling point (E.R.B.P.) equal to or greater than 270°C, e.g. from 270 to 295°C, and simultaneously a kinematic viscosity, measured at - 40°C, equal to or less than 1100 mm2/s, e.g. from 900 to 1100 mm2/s, while having a low volatility which is characterized by a small variation in the pH and in the reserve alkalinity (RA) after having been subjected to an evaporation test. It also makes it possible to obtain compositions having an E.R.B.P. equal to or greater than 300°C, e.g. from 300 to 310°C, while having a kinematic viscosity, measured at - 40°C, equal to or less than 1400 mm2/s, e.g. from 1250 to 1400 mm2/s. Moreover, all these compositions have a pH between 7 and 9 and preferably between 7.5 and 8.5, a good compatibility with elastomers and good corrosion-inhibiting properties, especially with respect to ferrous alloys or metals.
- The composition according to the invention is particularly suited to the manufacture of brake fluids of DOT 3 type (DOT signifying Department of Transportation U.S.A.) and preferably of DOT 4 or DOT 5.1. These brake fluids can be used very advantageously in the brake circuits of competition cars, in particular when they have an E.R.B.P. equal to or greater than 300°C.
- The E.R.B.P. of a hydraulic fluid is measured in °C according to the SAE standard J 1703 of June 1991.
- The pH of a hydraulic fluid is measured according to SAE standard J 1703 of June 1991.
-
- The reserve alkalinity (RA) of a hydraulic fluid is measured by the volume of 0.1 N hydrochloric acid, expressed in ml, necessary to obtain a pH of 5.5 for a 50 ml sample of hydraulic fluid. The following examples illustrate the present invention.
- 7 hydraulic fluid compositions were prepared. Table 1 gives the compositions by weight. Composition 1, prepared according to the invention, contains 2,2'-[3(methoxypropyl)imino]bisethanol (amine (C)), which was obtained by reacting 3-methoxypropylamine with 2 moles of ethylene oxide. This ether-amine had the following composition by weight :
- The other compositions are comparative and were not prepared according to the invention.
- Table 2 shows, for each of the compositions 1 to 7, the following characteristics :
- the boron content in weight %,
- the pH,
- the equilibrium reflux boiling point (E.R.B.P.),
- the kinematic viscosity measured at - 40°C and expressed in mm2/s,
- the results of the SBR rubber swelling test carried out at 120°C and for 70 hours according to SAE standard J 1703 of June 1991.
- Moreover, Table 2 also shows the requirements for the characteristics measured. It was observed that Composition 1 made it possible to fulfil all these requirements. Composition 5 had an excessively large swelling of the elastomers, Composition 4 had an excessively low pH and an excessively high viscosity whereas compositions 2, 6 and 7 had an excessively low E.R.B.P.
- 3 hydraulic fluid compositions were prepared. Table 3 shows the compositions by weight. Composition 8, prepared according the invention, contained 2,2'-[3(methoxypropyl)imino]bisethanol (amine (C)) used in Example 1. The other compositions are comparative compositions which had not been prepared according to the invention. In Table 3, "additives" means a mixture containing tolyltriazole, triphenyl phosphite and polymerized trimethylquinoline. This mixture is used to obtain a hydraulic fluid containing 200 ppm of tolyltriazole, 0.1 % by weight of triphenyl phosphite and 0.02 % by weight of the polymerized trimethylquinoline.
- Table 4 shows, for each of the compositions, the following measured characteristics with the requirements:
- the pH
- the ERBP in °C
- the kinematic viscosity measured at -40°C expressed in mm2/s,
- the pH measured after having carried out Evaporation Test No. 1,
- the initial reserve alkalinity,
- and the variation in this reserve alkalinity measured after having carried out Evaporation Test No. 2.
- Composition No. 8 made it possible to fulfil all the requirements. Moreover, it shows the following results of SBR swelling tests carried out according to SAE standard J 1703 of June 1991:
- variation in the diameter (mm): 0.74
- variation in the volume (%): 9.95
- variation in the hardness: -11
Moreover, the results of the corrosion tests carried out according to SAE standard J 1703 are the following: - ferrous metals: less than 0.1 mg/cm2
- aluminium: less than 0.1 mg/cm2
- copper: less than 0.1 mg/cm2
- Composition 9, which contained tridecylamine, had a pH measured after Evaporation Test No. 1 of less than 7 whereas Composition 10 showed an excessively large variation in the reserve alkalinity.
- In Examples 8 to 10, Evaporation Test No. 1 was carried out in the following way : 100 ml of hydraulic fluid were introduced into a 600 ml glass beaker. The beaker was then placed for 168 hours in an oven maintained at 140°C.
- Evaporation Test No. 2 was carried out in the following way: 200 ml of hydraulic fluid were introduced into a 500 ml round-bottomed flask with a ground neck. This roundbottomed flask was placed for 24 hours in an oven maintained at 80°C ± 2°C and under a 2 mm mercury vacuum.
TABLE 1 Compositions in weight % % 1 2 3 4 5 6 7 boric ester of the monomethyl ether of triethylene glycol 95.0 95.5 90.0 91.0 85.8 95.0 95.0 monomethyl ether of triethylene glycol 1.5 6.5 monobutyl ether of triethylene glycol 2.0 8.3 11.0 2.0 2.0 amine (C) 3.0 tributylamine 3.0 tridecylamine 3.2 dioctylamine 3.5 diisopropanolamine 3.0 monoethanolamine 0.7 3-methoxypropylamine 3.0 TABLE 2 Characteristics Requirements 1 2 3 4 5 6 7 boron content 1.87 1.88 1.80 1.82 1.88 1.87 1.87 pH from 7 to 11 7.15 7.3 7.45 6.9 7.4 7.5 8.3 ERBP (°C) > 300 308 290 306 300 310 292 261 kinematic viscosity > 1400 1329 1470 1440 1500 1273 Results of the SBR swelling test variation in the diameter (mm) from 0.5 to 1.5 + 1.1 + 1.4 + 1.1 + 1.8 variation in the volume (%) from 1 to 16 13 17.5 13 20.6 variation in the hardness (IRDH) > - 15 - 8 - 13.5 - 10.5 - 16 TABLE 3 Compositions in weight % Example 8 Example 9 Example 10 boric ester of the monomethyl ether of triethylene glycol 63.2 62.5 41.0 monomethylene ether of triethylene glycol 4.8 11.1 monobutyl ether of triethylene glycol 21.7 18.4 49.2 triethylene glycol 8.0 6.0 8.0 additives 1.0 1.0 1.0 amine (C) 1.3 tridecylamine 1.0 tributylamine 0.8 TABLE 4 Characteristics Requirements Example 8 Example 9 Example 10 pH from 7 to 11 7.6 7.5 8.5 reserve alkalinity 33.6 19.6 kinematic viscosity < 1100 1055 1082 pH after Test No. 1 > 7.0 7.3 6.2 RA variation after Test No. 2 in % > - 10 - 1 - 51.5 ERBP (°C) > 270 273 267 265
Claims (10)
- A hydraulic fluid composition based on at least one glycol ether or on at least one boric ester of a glycol ether or a mixture of the two, characterised in that it contains, as additive, at least one ether-amine having a molecular weight between 120 and 300 and having the following formula :
- A hydraulic fluid composition according to Claim 1, characterised in that R3 is a group having the formula R1-O-R2- in which R1 is a linear or branched alkyl radical and R2 is a linear or branched alkylene radical.
- A hydraulic fluid composition according to Claim 2, characterised in that R1 is a linear or branched alkyl radical having from 1 to 5 carbon atoms and R2 is a linear or branched alkylene radical having from 2 to 8 carbon atoms.
- A hydraulic fluid composition according to any one of Claims 1 to 3, characterised in that the ether-amine has a molecular weight between 150 and 250.
- A hydraulic fluid composition according to any one of Claims 1 to 4, characterised in that it contains, by weight, from 0.5 to 5 % of the ether-amine.
- A hydraulic fluid composition according to any one of Claims 1 to 5, characterised in that it has a viscosity, measured at 40°C, of less than 10 mm2/s.
- A hydraulic fluid composition containing by weight :a) from 60 to 95 % of boric ester of the monomethyl ether of triethylene glycol,b) from 0 to 15 % of monomethyl ether of triethylene glycol,c) from 0 to 15 % of monobutyl ether of triethylene glycol andd) from 0.5 to 5 % of an ether-amine and having a molecular weight between 120 and 300 and the following formula:
- A hydraulic fluid composition according to Claim 7, characterised in that R3 is a group having the formula R1-O-R2- in which R1 is a linear or branched alkyl radical having from 1 to 5 carbon atoms and R2 is a linear or branched alkylene radical having from 2 to 8 carbon atoms.
- A hydraulic fluid composition according to any one of Claims 1 to 8, characterised in that it has an equilibrium reflux boiling point (E.R.B.P.) equal to or greater than 270°C and a viscosity measured at - 40°C, equal to or less than 1100 mm2/s.
- A hydraulic fluid composition according to any one of Claims 1 to 8, characterised in that it has an equilibrium reflux boiling point (E.R.B.P.) equal to or greater than 300°C and a viscosity measured at - 40°C, equal to or less than 1400 mm2/s.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR9303342 | 1993-03-17 | ||
FR9303342A FR2702772B1 (en) | 1993-03-17 | 1993-03-17 | Hydraulic fluid composition. |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0617116A1 true EP0617116A1 (en) | 1994-09-28 |
EP0617116B1 EP0617116B1 (en) | 1999-12-15 |
Family
ID=9445265
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP94301644A Expired - Lifetime EP0617116B1 (en) | 1993-03-17 | 1994-03-09 | Hydraulic fluid composition |
Country Status (4)
Country | Link |
---|---|
EP (1) | EP0617116B1 (en) |
DE (1) | DE69422075T2 (en) |
ES (1) | ES2141196T3 (en) |
FR (1) | FR2702772B1 (en) |
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6558569B1 (en) | 2000-11-10 | 2003-05-06 | Union Carbide Chemicals & Plastics Technology Corporation | Low viscosity functional fluids compositions |
WO2010053639A1 (en) * | 2008-11-07 | 2010-05-14 | Dow Global Technologies Inc. | Low viscosity functional fluids |
US7951757B2 (en) | 2005-07-01 | 2011-05-31 | Dow Global Technologies Llc | Low viscosity functional fluids |
WO2013171052A1 (en) * | 2012-05-15 | 2013-11-21 | Basf Se | Novel low viscosity functional fluid composition |
CN113122357A (en) * | 2021-04-19 | 2021-07-16 | 中国石油化工股份有限公司 | Motor vehicle brake fluid composition and preparation method thereof |
WO2021213693A1 (en) | 2020-04-23 | 2021-10-28 | Clariant International Ltd | Low viscosity functional fluid composition |
EP3929269A1 (en) | 2020-06-22 | 2021-12-29 | Clariant International Ltd | Low viscosity functional fluid composition |
EP4056669A1 (en) | 2021-03-12 | 2022-09-14 | Clariant International Ltd | Low viscosity functional fluid composition |
EP4130211A1 (en) | 2021-08-02 | 2023-02-08 | Clariant International Ltd | Low viscosity functional fluid composition |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1906038A1 (en) * | 1969-02-07 | 1970-08-13 | Huels Chemische Werke Ag | Ep and anti-corrosion additives for - lubricants |
US3711410A (en) * | 1967-04-13 | 1973-01-16 | Olin Corp | Low water-sensitive hydraulic fluids containing borate esters |
US4173542A (en) * | 1977-05-31 | 1979-11-06 | Sanyo Chemical Industries, Ltd. | Hydraulic fluid comprising a borate ester and corrosion inhibiting amounts of an oxyalkylated alicyclic amine |
GB2172284A (en) * | 1985-03-12 | 1986-09-17 | Ciba Geigy Ag | Nitrogen-containing additives for non-aqueous functional fluids |
EP0353854A1 (en) * | 1988-06-24 | 1990-02-07 | Exxon Chemical Patents Inc. | Hydroxy ether amine friction modifier for use in power transmission fluids and anti-wear additives for use in combination therewith |
-
1993
- 1993-03-17 FR FR9303342A patent/FR2702772B1/en not_active Expired - Fee Related
-
1994
- 1994-03-09 ES ES94301644T patent/ES2141196T3/en not_active Expired - Lifetime
- 1994-03-09 DE DE69422075T patent/DE69422075T2/en not_active Expired - Fee Related
- 1994-03-09 EP EP94301644A patent/EP0617116B1/en not_active Expired - Lifetime
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3711410A (en) * | 1967-04-13 | 1973-01-16 | Olin Corp | Low water-sensitive hydraulic fluids containing borate esters |
DE1906038A1 (en) * | 1969-02-07 | 1970-08-13 | Huels Chemische Werke Ag | Ep and anti-corrosion additives for - lubricants |
US4173542A (en) * | 1977-05-31 | 1979-11-06 | Sanyo Chemical Industries, Ltd. | Hydraulic fluid comprising a borate ester and corrosion inhibiting amounts of an oxyalkylated alicyclic amine |
GB2172284A (en) * | 1985-03-12 | 1986-09-17 | Ciba Geigy Ag | Nitrogen-containing additives for non-aqueous functional fluids |
EP0353854A1 (en) * | 1988-06-24 | 1990-02-07 | Exxon Chemical Patents Inc. | Hydroxy ether amine friction modifier for use in power transmission fluids and anti-wear additives for use in combination therewith |
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6558569B1 (en) | 2000-11-10 | 2003-05-06 | Union Carbide Chemicals & Plastics Technology Corporation | Low viscosity functional fluids compositions |
US7951757B2 (en) | 2005-07-01 | 2011-05-31 | Dow Global Technologies Llc | Low viscosity functional fluids |
WO2010053639A1 (en) * | 2008-11-07 | 2010-05-14 | Dow Global Technologies Inc. | Low viscosity functional fluids |
WO2013171052A1 (en) * | 2012-05-15 | 2013-11-21 | Basf Se | Novel low viscosity functional fluid composition |
WO2021213693A1 (en) | 2020-04-23 | 2021-10-28 | Clariant International Ltd | Low viscosity functional fluid composition |
EP3929269A1 (en) | 2020-06-22 | 2021-12-29 | Clariant International Ltd | Low viscosity functional fluid composition |
WO2021259514A1 (en) | 2020-06-22 | 2021-12-30 | Clariant International Ltd | Low viscosity functional fluid composition |
EP4056669A1 (en) | 2021-03-12 | 2022-09-14 | Clariant International Ltd | Low viscosity functional fluid composition |
WO2022189047A1 (en) | 2021-03-12 | 2022-09-15 | Clariant International Ltd | Low viscosity functional fluid composition |
CN113122357A (en) * | 2021-04-19 | 2021-07-16 | 中国石油化工股份有限公司 | Motor vehicle brake fluid composition and preparation method thereof |
CN113122357B (en) * | 2021-04-19 | 2023-01-24 | 中国石油化工股份有限公司 | Brake fluid composition for motor vehicle and preparation method thereof |
EP4130211A1 (en) | 2021-08-02 | 2023-02-08 | Clariant International Ltd | Low viscosity functional fluid composition |
WO2023011801A1 (en) | 2021-08-02 | 2023-02-09 | Clariant International Ltd | Low viscosity functional fluid composition |
Also Published As
Publication number | Publication date |
---|---|
ES2141196T3 (en) | 2000-03-16 |
DE69422075T2 (en) | 2000-04-06 |
FR2702772B1 (en) | 1995-04-28 |
EP0617116B1 (en) | 1999-12-15 |
DE69422075D1 (en) | 2000-01-20 |
FR2702772A1 (en) | 1994-09-23 |
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