US3816313A - Lubricant providing improved fatigue life - Google Patents
Lubricant providing improved fatigue life Download PDFInfo
- Publication number
- US3816313A US3816313A US00307492A US30749272A US3816313A US 3816313 A US3816313 A US 3816313A US 00307492 A US00307492 A US 00307492A US 30749272 A US30749272 A US 30749272A US 3816313 A US3816313 A US 3816313A
- Authority
- US
- United States
- Prior art keywords
- silane
- composition
- condensation polymer
- tri
- oil
- 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
Links
- 239000000314 lubricant Substances 0.000 title abstract description 10
- 239000000203 mixture Substances 0.000 claims abstract description 37
- 238000009833 condensation Methods 0.000 claims abstract description 34
- 230000005494 condensation Effects 0.000 claims abstract description 34
- 229920000642 polymer Polymers 0.000 claims abstract description 34
- 229910000077 silane Inorganic materials 0.000 claims abstract description 18
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000000654 additive Substances 0.000 claims description 15
- 230000000996 additive effect Effects 0.000 claims description 8
- 239000004519 grease Substances 0.000 claims description 7
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 5
- 239000003112 inhibitor Substances 0.000 claims description 4
- RRPRULATLCUVCD-UHFFFAOYSA-N 3-ethoxypropyl-tris(3-methylbutoxy)silane Chemical compound C(C)OCCC[Si](OCCC(C)C)(OCCC(C)C)OCCC(C)C RRPRULATLCUVCD-UHFFFAOYSA-N 0.000 claims description 3
- 239000003963 antioxidant agent Substances 0.000 claims description 3
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 claims description 3
- ICGVPWFKJZMYCW-UHFFFAOYSA-N 3-methoxypropyl(trioctoxy)silane Chemical compound COCCC[Si](OCCCCCCCC)(OCCCCCCCC)OCCCCCCCC ICGVPWFKJZMYCW-UHFFFAOYSA-N 0.000 claims description 2
- 239000007866 anti-wear additive Substances 0.000 claims description 2
- 230000003078 antioxidant effect Effects 0.000 claims description 2
- 239000002562 thickening agent Substances 0.000 claims description 2
- IJDLTSMUJSPGOI-UHFFFAOYSA-N tris(3-methylbutoxy)-[3-(3-methylbutoxy)propyl]silane Chemical compound O(CCC(C)C)CCC[Si](OCCC(C)C)(OCCC(C)C)OCCC(C)C IJDLTSMUJSPGOI-UHFFFAOYSA-N 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 abstract description 12
- 125000004183 alkoxy alkyl group Chemical group 0.000 abstract description 11
- 238000005096 rolling process Methods 0.000 abstract description 5
- 238000005461 lubrication Methods 0.000 abstract description 2
- -1 ethoxy propyl triheptoxy silane Chemical compound 0.000 description 17
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 12
- PHTQWCKDNZKARW-UHFFFAOYSA-N isoamylol Chemical compound CC(C)CCO PHTQWCKDNZKARW-UHFFFAOYSA-N 0.000 description 10
- 239000003921 oil Substances 0.000 description 9
- 238000002360 preparation method Methods 0.000 description 8
- 238000000034 method Methods 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 6
- 239000003208 petroleum Substances 0.000 description 6
- 239000010687 lubricating oil Substances 0.000 description 5
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 4
- 239000004215 Carbon black (E152) Substances 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 4
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 4
- 239000002199 base oil Substances 0.000 description 4
- 229930195733 hydrocarbon Natural products 0.000 description 4
- 150000002430 hydrocarbons Chemical class 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 3
- 230000002929 anti-fatigue Effects 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000010688 mineral lubricating oil Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- XINQFOMFQFGGCQ-UHFFFAOYSA-L (2-dodecoxy-2-oxoethyl)-[6-[(2-dodecoxy-2-oxoethyl)-dimethylazaniumyl]hexyl]-dimethylazanium;dichloride Chemical compound [Cl-].[Cl-].CCCCCCCCCCCCOC(=O)C[N+](C)(C)CCCCCC[N+](C)(C)CC(=O)OCCCCCCCCCCCC XINQFOMFQFGGCQ-UHFFFAOYSA-L 0.000 description 2
- 229940114072 12-hydroxystearic acid Drugs 0.000 description 2
- VEJZBWFUQWWOHS-UHFFFAOYSA-N 3-methylbutoxysilane Chemical compound C(C)(C)CCO[SiH3] VEJZBWFUQWWOHS-UHFFFAOYSA-N 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- UWHCKJMYHZGTIT-UHFFFAOYSA-N Tetraethylene glycol, Natural products OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 2
- CQODGVQBRIGKLJ-UHFFFAOYSA-L [Na+].[Na+].[O-]OOO[O-] Chemical compound [Na+].[Na+].[O-]OOO[O-] CQODGVQBRIGKLJ-UHFFFAOYSA-L 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000010779 crude oil Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- BMRBZOYLBUEDFV-UHFFFAOYSA-N octadecyl(tripentoxy)silane Chemical compound C(CCCCCCCCCCCCCCCCC)[Si](OCCCCC)(OCCCCC)OCCCCC BMRBZOYLBUEDFV-UHFFFAOYSA-N 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 150000004756 silanes Chemical class 0.000 description 2
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- OOXSLJBUMMHDKW-UHFFFAOYSA-N trichloro(3-chloropropyl)silane Chemical compound ClCCC[Si](Cl)(Cl)Cl OOXSLJBUMMHDKW-UHFFFAOYSA-N 0.000 description 2
- PYJJCSYBSYXGQQ-UHFFFAOYSA-N trichloro(octadecyl)silane Chemical compound CCCCCCCCCCCCCCCCCC[Si](Cl)(Cl)Cl PYJJCSYBSYXGQQ-UHFFFAOYSA-N 0.000 description 2
- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- GGQRKYMKYMRZTF-UHFFFAOYSA-N 2,2,3,3-tetrakis(prop-1-enyl)butanedioic acid Chemical compound CC=CC(C=CC)(C(O)=O)C(C=CC)(C=CC)C(O)=O GGQRKYMKYMRZTF-UHFFFAOYSA-N 0.000 description 1
- DKCPKDPYUFEZCP-UHFFFAOYSA-N 2,6-di-tert-butylphenol Chemical compound CC(C)(C)C1=CC=CC(C(C)(C)C)=C1O DKCPKDPYUFEZCP-UHFFFAOYSA-N 0.000 description 1
- FEXBEKLLSUWSIM-UHFFFAOYSA-N 2-Butyl-4-methylphenol Chemical compound CCCCC1=CC(C)=CC=C1O FEXBEKLLSUWSIM-UHFFFAOYSA-N 0.000 description 1
- OXYZDRAJMHGSMW-UHFFFAOYSA-N 3-chloropropyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)CCCCl OXYZDRAJMHGSMW-UHFFFAOYSA-N 0.000 description 1
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
- BWDBEAQIHAEVLV-UHFFFAOYSA-N 6-methylheptan-1-ol Chemical compound CC(C)CCCCCO BWDBEAQIHAEVLV-UHFFFAOYSA-N 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- XQVWYOYUZDUNRW-UHFFFAOYSA-N N-Phenyl-1-naphthylamine Chemical compound C=1C=CC2=CC=CC=C2C=1NC1=CC=CC=C1 XQVWYOYUZDUNRW-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- YSIQDTZQRDDQNF-UHFFFAOYSA-L barium(2+);2,3-di(nonyl)naphthalene-1-sulfonate Chemical compound [Ba+2].C1=CC=C2C(S([O-])(=O)=O)=C(CCCCCCCCC)C(CCCCCCCCC)=CC2=C1.C1=CC=C2C(S([O-])(=O)=O)=C(CCCCCCCCC)C(CCCCCCCCC)=CC2=C1 YSIQDTZQRDDQNF-UHFFFAOYSA-L 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- RMQAWXFNJGZSQE-UHFFFAOYSA-N decyl(tripropoxy)silane Chemical compound CCCCCCCCCC[Si](OCCC)(OCCC)OCCC RMQAWXFNJGZSQE-UHFFFAOYSA-N 0.000 description 1
- 230000000994 depressogenic effect Effects 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- VJHINFRRDQUWOJ-UHFFFAOYSA-N dioctyl sebacate Chemical compound CCCCC(CC)COC(=O)CCCCCCCCC(=O)OCC(CC)CCCC VJHINFRRDQUWOJ-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000010696 ester oil Substances 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 125000006232 ethoxy propyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- PQVSTLUFSYVLTO-UHFFFAOYSA-N ethyl n-ethoxycarbonylcarbamate Chemical compound CCOC(=O)NC(=O)OCC PQVSTLUFSYVLTO-UHFFFAOYSA-N 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 239000010720 hydraulic oil Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- GLXDVVHUTZTUQK-UHFFFAOYSA-M lithium hydroxide monohydrate Substances [Li+].O.[OH-] GLXDVVHUTZTUQK-UHFFFAOYSA-M 0.000 description 1
- 229940040692 lithium hydroxide monohydrate Drugs 0.000 description 1
- 230000001050 lubricating effect Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 238000012643 polycondensation polymerization Methods 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 239000010689 synthetic lubricating oil Substances 0.000 description 1
- KZPIZFMNPGHWAN-UHFFFAOYSA-N tributoxy(dodecyl)silane Chemical compound CCCCCCCCCCCC[Si](OCCCC)(OCCCC)OCCCC KZPIZFMNPGHWAN-UHFFFAOYSA-N 0.000 description 1
- 239000005052 trichlorosilane Substances 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
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
- C10M155/00—Lubricating compositions characterised by the additive being a macromolecular compound containing atoms of elements not provided for in groups C10M143/00 - C10M153/00
- C10M155/02—Monomer containing silicon
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0834—Compounds having one or more O-Si linkage
- C07F7/0838—Compounds with one or more Si-O-Si sequences
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
-
- 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
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/04—Elements
- C10M2201/041—Carbon; Graphite; Carbon black
-
- 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
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/10—Compounds containing silicon
- C10M2201/102—Silicates
-
- 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
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/06—Well-defined aromatic 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
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
- C10M2205/026—Butene
-
- 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
- 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
-
- 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
- C10M2207/026—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/125—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty 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
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/129—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of thirty or more carbon atoms
-
- 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
- C10M2207/34—Esters having a hydrocarbon substituent of thirty or more carbon atoms, e.g. substituted succinic acid derivatives
-
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Definitions
- ABSTRACT J-S-(gl.
- alkoxysilanes as hydraulic fluids and lubricants. See for example US. Pat. Nos. 2,947,772, 2,985,678 and 2,995,590.
- the use of homopolymers of vinylalkoxysilanes, polymerized through the vinyl groups, as foam suppressors in concentrations of from 2 to 50 parts per million in hydrocarbon oils is taught in US. Pat. No. 2,862,885.
- No prior art is known on the use of condensation polymers of alkoxysilanes as additives capable of increasing the fatigue life of a lubricant composition.
- R is C, to C2 alkyl or C to C alkoxyalkyl, preferably C to C alkyl or alkoxyalkyl, and R is C, to C alkyl or C to C alkoxyalkyl, preferably C to C alkyl or alkoxyalkyl.
- alkoxyalkyl is meant an ether group that can be represented by C O C wherein the sum of n plus m is 2 to 24 in the case of R and 2 to l2 in the case of R.
- Representative monomers include dodecyl tributoxy silane, decyl tripropoxy silane, ethoxy propyl triheptoxy silane, octadecyl tripentoxy silane, methoxyamyl trihexoxy silane, hexyl tridecoxyl silane, and octyl tri(methoxypropyl oxy) silane.
- One method for preparing alkyl trialkoxy silanes is to react one mole of'a commercially available alkyl trichloro silane with 3 moles of an aliphatic alcohol. See for example US. Pat. Nos. 2,947,772 and 2,995,590.
- the additives of the present invention are condensation polymers of the above-noted alkoxy silanes and can be represented by the formula:
- x is from about 1 to about 60, or more usually from about 1 to about 40.
- the additive will comprise a mixture of condensation polymers so that x will represent an average which will usually not be a whole number.
- the average molecular weights of these additives will be within the range of about 300 to about 30,000. More generally additives with average molecular weight ranging from about 500 to 10,000 will be used.
- a condensation polymer can be obtained by refluxing an alkyl trialkoxy silane with water in the presence of a strong acid catalyst which is preferably HCl because of its ease of removal from the reaction mixture.
- a strong acid catalyst which is preferably HCl because of its ease of removal from the reaction mixture.
- the extent of condensation will depend somewhat on the proportion of water to alkoxy silane; thus in theory one mole of water and two moles of alkoxy silane should give principally the dimer in accordance with the equation:
- the condensation polymers can also be formed directly by reaction of an appropriate sodium alcoholate with an appropriate halogenated silane.
- an appropriate sodium alcoholate with an appropriate halogenated silane.
- one mole of octadecyl trichlorosilane will react with 3 moles of sodium pentoxide at ambient temperature to give a condensation polymer of octadecyl tripentoxy silane with sodium chloride as a by-product.
- one mole of 3-chloropropyl trichlorosilane will react with 4 moles of sodium pentoxide to give a condensation polymer of pentoxypropyl tripentoxy silane.
- alkoxy silane condensation polymers employed in the present invention will be used in lubricant compositions in amounts ranging from about 0.01 to about 5 percent by weight based on the total composition.
- the lubricating oils to which the additives can be added include not only mineral lubricating oils but synthetic oils also.
- the mineral lubricating oils can be of any preferred type, including those derived from the ordinary paraffinic, naphthenic, asphaltic, or mixed base mineral crude oils by suitable refining methods.
- the synthetic lubricating oils include not only hydrocarbon oils but also ester oils such as di-2-ethylhexyl sebacate, polyglycols, polycarbonates, glycol esters such as C oxo acid diesters of tetraethylene glycol, and complex esters such as the complex ester formed by reacting one mole of sebacic acid with 2 moles of tetraethylene glycol and 2 moles of 2-ethylhexanoic acid.
- ester oils such as di-2-ethylhexyl sebacate, polyglycols, polycarbonates, glycol esters such as C oxo acid diesters of tetraethylene glycol, and complex esters such as the complex ester formed by reacting one mole of sebacic acid with 2 moles of tetraethylene glycol and 2 moles of 2-ethylhexanoic acid.
- additives may also be present, including dyes, pour point depressants, antiwear agents, e.g., tricresyl phosphate, zinc dialkyl dithiophosphates of 3 to 8 carbon atoms, antioxidants such as phenylalpha-naphthylamine, tert. octylpheno] sulfide, bisphenols such as 4,4'-methylene bis(2,6-di tert.
- dyes e.g., tricresyl phosphate, zinc dialkyl dithiophosphates of 3 to 8 carbon atoms
- antioxidants such as phenylalpha-naphthylamine, tert. octylpheno] sulfide
- bisphenols such as 4,4'-methylene bis(2,6-di tert.
- the average molecular weights varied from about 1,000 to about-3,100.
- the average molecular weights of condensation polymers prepared by the above procedure ranged from about 560 to about 1,440 if care was taken to dry the reactants. Without such care the molecular weight was found to be considerably higher.
- Ethoxypropyl Tri iso-Amoxy Silane A mixture of 1.5 ml of 10 percent aqueous HCl and 20 g ETAS (MW2828) was refluxed for 2 hours. The liberated iso-amyl alcohol was distilled off under vacuum (ca 1 to 2 mm Hg). The yield was 11.4 g of the condensed version of ETAS having an average molecular weight of 3,510 i 10 percent. This would correspond to approximately 15.5 units of per molecule.
- Preparation E Condensation Polymer of Methoxypropyl Tri-iso-Octoxy Silane The procedure of Preparation C was followed, but employing sodium methoxide in place of sodium ethoxide and iso-octyl alcohol in place of iso-amyl alcohol. No determination of the molecular weight of the condensation polymer was made.
- Lubricating oil blends were prepared using either a base oil X, which was an SAE 10 grade, phenol extracted, dewaxed and hydrofined lube distillate from a Western Canadian crude oil, or a base oil Y, which vwas a refined SAE 10 grade multipurpose hydraulic oil containing a pour point depressant (0.7 vol. percent of a mixture of wax-alkylated naphthalene and methacrylate ester concentrate) an oxidation inhibitor (0.3 wt. percent 2,6-ditert. butyl p-cresol) an antiwear agent (0.5 vol. percent of dihydrocarbyl dithio-phosphate) and a rust inhibitor (0.05 vol.
- a base oil X which was an SAE 10 grade, phenol extracted, dewaxed and hydrofined lube distillate from a Western Canadian crude oil
- a base oil Y which vwas a refined SAE 10 grade multipurpose hydraulic oil containing a pour point depressant (0.7 vol. percent of a
- the blends were prepared by adding, by simple mixing, various concentrations of condensation polymers of alkoxy silanes prepared by the procedures described above. Various concentrations and molecular weights were used in the different blends.
- Each of the blends as well as each of the base oils was subjected to a test designed to determine the effect of the oils on the fatigue life of bearings. This test is known to correlate with actual field results.
- the test machine used was a rolling four-ball machine in which three steel balls are allowed to roll freely in a conforming race, while a fourth steel ball which is held firmly in a chuck is pressed on the top of the other three balls and rotated under load.
- the speed of rotation was 1,600 rpm and the applied load was 887 pounds, which corresponds to an initial maximum contact stress of 1.07 X 10 psi.
- To run the test the required amount of test oil was poured into the reservoir and the equipment was brought up to the test temperature of F. Each test was run until one of the balls developed a fatigue spall. The excessive vibrations that resulted from the failure of one of the balls actuated a vibration switch which automatically turned off the machine. The longer the time period to failure the greater are the antifatigue properties of the oil being tested.
- Table l which follows:
- a lubricating grease is prepared from 76 parts of weight of 12- hydroxystearic acid, ll.5 parts of lithium hydroxide monohydrate, and 908 parts of a solvent-refined mineral lubricating oil of about 460 SUS viscosity measured at 100 F.
- the 12- hydroxystearic acid is added to about half of the total oil used in the complete grease, the mixture is heated to about l90200 F., the lithium hydroxide is added in the form of an aqueous solution, and the resulting mixture is then heated with stirring to a final temperature of about 380390 F.-Then the remaining portion of the base oil is stirred in and the mixture is cooled to ambient temperature.
- a lubricating oil composition comprising a major proportion of a hydrocarbon lubricating oil to which has been added from about 0.0l to about 5 percent by weight of the condensation polymer of an alkyl or alkoxy alkyl trialkoxy silane, said condensation polymer being represented by the formula:
- X is from about l to about 60, R is C to C alkyl, or alkoxy alkyl totaling 2 to 24 carbon atoms, and R is C to C alkyl, or alkoxy alkyl totaling 2 to 12 carbon atoms.
- composition as defined by claim 1 wherein said condensation polymer has an average molecular weight of from about 300 to about 30,000.
- composition as defined by claim 1 wherein said condensation polymer is that of octadecyl tri-n-amoxy silane.
- composition as defined by claim 1 wherein said condensation polymer is that of isoamoxypropyl triisoamoxy silane.
- composition as defined by claim 1 wherein said condensation polymer is that of methoxypropyl trioctoxy silane.
- composition as defined by claim 1 wherein said condensation polymer is that of ethoxypropyl triisoamoxy silane.
- composition as defined by claim 1 which additionally contains a grease thickener.
- Composition as defined by claim 1 which additionally contains at least one additive selected from the group consisting of an antioxidant, a rust inhibitor and an antiwear additive.
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Lubricants (AREA)
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US00307492A US3816313A (en) | 1972-11-17 | 1972-11-17 | Lubricant providing improved fatigue life |
GB5148373A GB1441335A (en) | 1972-11-17 | 1973-11-06 | Lubricant providing fatigue life |
DE2356269A DE2356269A1 (de) | 1972-11-17 | 1973-11-10 | Schmieroelmischung |
JP48127784A JPS4981406A (de) | 1972-11-17 | 1973-11-15 | |
FR7340934A FR2207183A1 (de) | 1972-11-17 | 1973-11-16 | |
CA185,954A CA987653A (en) | 1972-11-17 | 1973-11-16 | Lubricant providing improved fatigue life |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US00307492A US3816313A (en) | 1972-11-17 | 1972-11-17 | Lubricant providing improved fatigue life |
Publications (1)
Publication Number | Publication Date |
---|---|
US3816313A true US3816313A (en) | 1974-06-11 |
Family
ID=23190011
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US00307492A Expired - Lifetime US3816313A (en) | 1972-11-17 | 1972-11-17 | Lubricant providing improved fatigue life |
Country Status (6)
Country | Link |
---|---|
US (1) | US3816313A (de) |
JP (1) | JPS4981406A (de) |
CA (1) | CA987653A (de) |
DE (1) | DE2356269A1 (de) |
FR (1) | FR2207183A1 (de) |
GB (1) | GB1441335A (de) |
Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2714135A1 (de) * | 1976-04-02 | 1977-10-20 | Union Carbide Canada Ltd | Schmieroel und seine verwendung |
US4335005A (en) * | 1980-09-11 | 1982-06-15 | Mobil Oil Corporation | Lubricant compositions containing metal antifatigue additives |
US4652386A (en) * | 1984-10-03 | 1987-03-24 | Bayer Aktiengesellschaft | Lubricating oil preparations |
WO1991002783A1 (en) * | 1989-08-24 | 1991-03-07 | Henkel Corporation | Lubricant compositions having improved anti-deposition properties |
US5442010A (en) * | 1994-10-04 | 1995-08-15 | Dow Corning Corporation | Epoxy-terminated polyisobutylene-polydimethylsiloxane compositions |
US5507960A (en) * | 1994-10-04 | 1996-04-16 | Dow Corning Corporation | Method for treating plastic, leather or rubber substrates |
US5516832A (en) * | 1994-11-03 | 1996-05-14 | Dow Corning Corporation | Curable silicone rubber composition |
US5629273A (en) * | 1994-10-04 | 1997-05-13 | Dow Corning Incorporated | Silicone-polybutylene blends |
US5662832A (en) * | 1994-10-04 | 1997-09-02 | Dow Corning Corporation | Blended composition of 2-methylpropenyl-terminated polyisobutylene with polydimethylsiloxane |
US5780545A (en) * | 1996-03-08 | 1998-07-14 | Eastman Kodak Company | Stable release agents |
US20070244016A1 (en) * | 2006-04-13 | 2007-10-18 | Buck William H | Low sap engine lubricant containing silane and zinc dithiophosphate lubricant additive and composition |
CN101343590B (zh) * | 2002-07-09 | 2012-02-01 | 克鲁普顿公司 | 用于润滑剂和燃料的硅烷添加剂 |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1595701A (en) * | 1977-06-24 | 1981-08-19 | Castrol Ltd | Fluids suitable for use as hydraulic fluids electrical oils heat transfer fluids and refrigerant oils |
US7867960B2 (en) | 2006-08-31 | 2011-01-11 | Cherron Oronite Company LLC | Method for forming tetraoxy-silane derived antiwear films and lubricating oil compositions therefrom |
US8067346B2 (en) | 2006-08-31 | 2011-11-29 | Chevron Oronite Company Llc | Tetraoxy-silane lubricating oil compositions |
US8153566B2 (en) | 2008-09-30 | 2012-04-10 | Cherron Oronite Company LLC | Lubricating oil compositions |
US8901050B2 (en) | 2010-03-31 | 2014-12-02 | Chevron Oronite Company Llc | Method for improving copper corrosion performance |
US8933001B2 (en) | 2010-03-31 | 2015-01-13 | Chevron Oronite Company Llc | Method for improving fluorocarbon elastomer seal compatibility |
KR20210015874A (ko) | 2018-05-25 | 2021-02-10 | 셰브런 오로나이트 컴퍼니 엘엘씨 | 실란 함유 윤활제를 갖는 직접 분사식 스파크 점화 엔진에서 저속 사전 점화를 방지하거나 감소시키는 방법 |
WO2019224647A1 (en) | 2018-05-25 | 2019-11-28 | Chevron U.S.A. Inc. | Method for preventing or reducing low speed pre-ignition in direct injected spark-ignited engines with manganese-containing lubricant |
-
1972
- 1972-11-17 US US00307492A patent/US3816313A/en not_active Expired - Lifetime
-
1973
- 1973-11-06 GB GB5148373A patent/GB1441335A/en not_active Expired
- 1973-11-10 DE DE2356269A patent/DE2356269A1/de active Pending
- 1973-11-15 JP JP48127784A patent/JPS4981406A/ja active Pending
- 1973-11-16 FR FR7340934A patent/FR2207183A1/fr not_active Withdrawn
- 1973-11-16 CA CA185,954A patent/CA987653A/en not_active Expired
Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2714135A1 (de) * | 1976-04-02 | 1977-10-20 | Union Carbide Canada Ltd | Schmieroel und seine verwendung |
US4335005A (en) * | 1980-09-11 | 1982-06-15 | Mobil Oil Corporation | Lubricant compositions containing metal antifatigue additives |
US4652386A (en) * | 1984-10-03 | 1987-03-24 | Bayer Aktiengesellschaft | Lubricating oil preparations |
WO1991002783A1 (en) * | 1989-08-24 | 1991-03-07 | Henkel Corporation | Lubricant compositions having improved anti-deposition properties |
US5047159A (en) * | 1989-08-24 | 1991-09-10 | Henkel Corporation | Lubricant compositions having improved anti-deposition properties comprising a polyalkylene oxide-modified silicone oil |
US5507960A (en) * | 1994-10-04 | 1996-04-16 | Dow Corning Corporation | Method for treating plastic, leather or rubber substrates |
US5442010A (en) * | 1994-10-04 | 1995-08-15 | Dow Corning Corporation | Epoxy-terminated polyisobutylene-polydimethylsiloxane compositions |
US5514419A (en) * | 1994-10-04 | 1996-05-07 | Dow Corning Corporation | Method for treating plastic, leather or rubber substrates |
US5629273A (en) * | 1994-10-04 | 1997-05-13 | Dow Corning Incorporated | Silicone-polybutylene blends |
US5662832A (en) * | 1994-10-04 | 1997-09-02 | Dow Corning Corporation | Blended composition of 2-methylpropenyl-terminated polyisobutylene with polydimethylsiloxane |
US5955536A (en) * | 1994-10-04 | 1999-09-21 | Dow Corning Corporation | Method for treating plastic, leather or rubber substrates |
US5516832A (en) * | 1994-11-03 | 1996-05-14 | Dow Corning Corporation | Curable silicone rubber composition |
US5780545A (en) * | 1996-03-08 | 1998-07-14 | Eastman Kodak Company | Stable release agents |
CN101343590B (zh) * | 2002-07-09 | 2012-02-01 | 克鲁普顿公司 | 用于润滑剂和燃料的硅烷添加剂 |
US20070244016A1 (en) * | 2006-04-13 | 2007-10-18 | Buck William H | Low sap engine lubricant containing silane and zinc dithiophosphate lubricant additive and composition |
Also Published As
Publication number | Publication date |
---|---|
GB1441335A (en) | 1976-06-30 |
FR2207183A1 (de) | 1974-06-14 |
DE2356269A1 (de) | 1974-05-30 |
JPS4981406A (de) | 1974-08-06 |
CA987653A (en) | 1976-04-20 |
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