US3897351A - Lubricant compositions - Google Patents
Lubricant compositions Download PDFInfo
- Publication number
- US3897351A US3897351A US403692A US40369273A US3897351A US 3897351 A US3897351 A US 3897351A US 403692 A US403692 A US 403692A US 40369273 A US40369273 A US 40369273A US 3897351 A US3897351 A US 3897351A
- Authority
- US
- United States
- Prior art keywords
- composition
- accordance
- anhydride
- lubricant
- alkenylsuccinic
- 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
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- 239000000203 mixture Substances 0.000 title claims abstract description 39
- 239000000314 lubricant Substances 0.000 title claims abstract description 30
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 9
- 239000012964 benzotriazole Substances 0.000 claims abstract description 8
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 claims abstract description 7
- YAXXOCZAXKLLCV-UHFFFAOYSA-N 3-dodecyloxolane-2,5-dione Chemical class CCCCCCCCCCCCC1CC(=O)OC1=O YAXXOCZAXKLLCV-UHFFFAOYSA-N 0.000 claims abstract description 5
- 150000008064 anhydrides Chemical class 0.000 claims description 13
- 150000003839 salts Chemical class 0.000 claims description 9
- 239000004519 grease Substances 0.000 claims description 8
- 230000001050 lubricating effect Effects 0.000 claims description 6
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical group OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 5
- 229960004418 trolamine Drugs 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- CMGDVUCDZOBDNL-UHFFFAOYSA-N 4-methyl-2h-benzotriazole Chemical compound CC1=CC=CC2=NNN=C12 CMGDVUCDZOBDNL-UHFFFAOYSA-N 0.000 claims description 3
- FLISWPFVWWWNNP-BQYQJAHWSA-N dihydro-3-(1-octenyl)-2,5-furandione Chemical group CCCCCC\C=C\C1CC(=O)OC1=O FLISWPFVWWWNNP-BQYQJAHWSA-N 0.000 claims description 2
- -1 amine salt Chemical class 0.000 abstract description 11
- 125000000217 alkyl group Chemical group 0.000 abstract description 5
- 150000001565 benzotriazoles Chemical class 0.000 abstract description 5
- 230000007797 corrosion Effects 0.000 description 11
- 238000005260 corrosion Methods 0.000 description 11
- 229910052751 metal Inorganic materials 0.000 description 7
- 239000002184 metal Substances 0.000 description 7
- 239000003921 oil Substances 0.000 description 7
- 150000001412 amines Chemical class 0.000 description 6
- 230000006866 deterioration Effects 0.000 description 6
- 239000002562 thickening agent Substances 0.000 description 5
- 239000000654 additive Substances 0.000 description 4
- 239000002826 coolant Substances 0.000 description 4
- 230000002401 inhibitory effect Effects 0.000 description 4
- 238000003754 machining Methods 0.000 description 4
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 3
- 229910000831 Steel Inorganic materials 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 239000002173 cutting fluid Substances 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 150000002430 hydrocarbons Chemical class 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 229910052749 magnesium Inorganic materials 0.000 description 3
- 239000011777 magnesium Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000002480 mineral oil Substances 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 239000010959 steel Substances 0.000 description 3
- 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 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 235000013877 carbamide Nutrition 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- 239000010687 lubricating oil Substances 0.000 description 2
- 235000010446 mineral oil Nutrition 0.000 description 2
- 230000001590 oxidative effect Effects 0.000 description 2
- ULSIYEODSMZIPX-UHFFFAOYSA-N phenylethanolamine Chemical compound NCC(O)C1=CC=CC=C1 ULSIYEODSMZIPX-UHFFFAOYSA-N 0.000 description 2
- 230000008719 thickening Effects 0.000 description 2
- GQGTXJRZSBTHOB-UHFFFAOYSA-N 1-phenoxy-4-(4-phenoxyphenoxy)benzene Chemical class C=1C=C(OC=2C=CC(OC=3C=CC=CC=3)=CC=2)C=CC=1OC1=CC=CC=C1 GQGTXJRZSBTHOB-UHFFFAOYSA-N 0.000 description 1
- OJPDDQSCZGTACX-UHFFFAOYSA-N 2-[n-(2-hydroxyethyl)anilino]ethanol Chemical compound OCCN(CCO)C1=CC=CC=C1 OJPDDQSCZGTACX-UHFFFAOYSA-N 0.000 description 1
- BFSVOASYOCHEOV-UHFFFAOYSA-N 2-diethylaminoethanol Chemical compound CCN(CC)CCO BFSVOASYOCHEOV-UHFFFAOYSA-N 0.000 description 1
- XRAJHWOOOMPDFP-UHFFFAOYSA-N 3-(16-methylheptadecyl)oxolane-2,5-dione Chemical compound CC(C)CCCCCCCCCCCCCCCC1CC(=O)OC1=O XRAJHWOOOMPDFP-UHFFFAOYSA-N 0.000 description 1
- 239000004129 EU approved improving agent Substances 0.000 description 1
- PVCJKHHOXFKFRP-UHFFFAOYSA-N N-acetylethanolamine Chemical compound CC(=O)NCCO PVCJKHHOXFKFRP-UHFFFAOYSA-N 0.000 description 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 1
- SLINHMUFWFWBMU-UHFFFAOYSA-N Triisopropanolamine Chemical compound CC(O)CN(CC(C)O)CC(C)O SLINHMUFWFWBMU-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical class CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000006978 adaptation Effects 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 1
- LHIJANUOQQMGNT-UHFFFAOYSA-N aminoethylethanolamine Chemical compound NCCNCCO LHIJANUOQQMGNT-UHFFFAOYSA-N 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 150000001669 calcium Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000011436 cob Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 230000006735 deficit Effects 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
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical class C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- KTWOOEGAPBSYNW-UHFFFAOYSA-N ferrocene Chemical class [Fe+2].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 KTWOOEGAPBSYNW-UHFFFAOYSA-N 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000003349 gelling agent Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 239000008233 hard water Substances 0.000 description 1
- 150000004678 hydrides Chemical class 0.000 description 1
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical class OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229950006768 phenylethanolamine Drugs 0.000 description 1
- VWSUVZVPDQDVRT-UHFFFAOYSA-N phenylperoxybenzene Chemical class C=1C=CC=CC=1OOC1=CC=CC=C1 VWSUVZVPDQDVRT-UHFFFAOYSA-N 0.000 description 1
- 229920006389 polyphenyl polymer Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000010079 rubber tapping Methods 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 238000007514 turning Methods 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
Classifications
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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
- C10M173/00—Lubricating compositions containing more than 10% water
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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
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/02—Water
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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
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/08—Inorganic acids or salts thereof
- C10M2201/082—Inorganic acids or salts thereof containing nitrogen
- C10M2201/083—Inorganic acids or salts thereof containing nitrogen nitrites
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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
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/14—Inorganic compounds or elements as ingredients in lubricant compositions inorganic compounds surface treated with organic compounds
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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
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/02—Well-defined aliphatic compounds
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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
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/02—Well-defined aliphatic compounds
- C10M2203/022—Well-defined aliphatic compounds saturated
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- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/02—Well-defined aliphatic compounds
- C10M2203/024—Well-defined aliphatic compounds unsaturated
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- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/04—Well-defined cycloaliphatic compounds
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- C—CHEMISTRY; METALLURGY
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
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- 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
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- 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
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/281—Esters of (cyclo)aliphatic monocarboxylic acids
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- 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
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/283—Esters of polyhydroxy compounds
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/286—Esters of polymerised unsaturated acids
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- 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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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
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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
- C10M2209/104—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
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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
- C10M2209/105—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing three carbon atoms only
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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
- C10M2209/107—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of two or more specified different alkylene oxides covered by groups C10M2209/104 - C10M2209/106
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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
- C10M2209/109—Polyethers, i.e. containing di- or higher polyoxyalkylene groups esterified
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- C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2211/04—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen, halogen, and oxygen
- C10M2211/042—Alcohols; Ethers; Aldehydes; Ketones
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- C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2211/06—Perfluorinated compounds
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- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
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Definitions
- This invention relates to improved lubricant compositions and, in one of its aspects, relates more particularly to lubricant compositions that are normally susceptible of causing deterioration of metal surfaces with which they may come into contact or tend to undergo deterioration under conditions of use. Still more particularly, in this aspect, the invention relates to lubricant compositions in th form of lubricating oils, greases, or aqueous-base lubricants, which normally exhibit the aforementioned shortcomings in performing their intended functions.
- lubricants including lubricating oils, greases and aqueous-base cutting fluids are susceptible of causing deterioration by oxidation or corrosion when coming into contact with various metal surfaces.
- lubricants may also tend to undergo deterioration in performing their intended functions, for example, in the impairment of load-carrying characteristics, thus clearly indicating the necessity for incorporating in such lubricants effective anti-oxidative and corrosion inhibiting improving agents.
- machining operations of metals such as cutting, grinding, turning, milling and the like where it is customary to flood the tool and the work with a coolant for the purpose of carrying off heat which is produced during the operation. It is also customary to employ these coolants in combination with various agents having lubricating and extreme-pressure properties for reducing friction between the tool and work-piece, particularly in operations such as tapping and broaching.
- aqueous compositions containing such lubricating agents as emulsified petroleum or nonpetroleum additives.
- aqueous cutting fluids In order for such aqueous cutting fluids to perform satisfactorily, is the requirement that residual deposits on the tool and the work following the machining operation are avoided.
- amine salt of the re action product of at least one member of the group consisting of alkyl and alkenylsuccinic anhydrides and at least one member of the group consisting of benzotriazole and substituted benzotriazoles, in a mole ratio of from 1:1 to 1:2.
- these amine salts are employed in an amount of from about 0.001 to about 40%, and preferably, in an amount from about 0.5 to about 10%, by weight, of the total lubricant composition.
- the amine and the aforementioned reaction product are reacted in a mole ratio of about 1:1.
- the lubricant may comprise many mineral or synthetic oils of lubricating viscosity.
- mineral oil at a viscosity of at least 40 SSU at l00F. and particularly those falling within the range from about 60 SSU to about 6000 SSU at F. is preferably employed.
- various compounds of this type may be successfully utilized.
- Typical synthetic vehicles include: polypropylene glycol, trimethylol propane esters, neopentyl and pentaerythritol esters, di-(2-ethyl hexyl) sebacate, di-(Z-ethyl hexyl) adipate, dibutyl phthalate, fluorocarbons, silicate esters, silanes, esters of phosphorous-containing acids, liquid ureas, ferrocene derivatives, hydrogenated mineral oils, chain-type polyphenyls, siloxanes and silicones (polysilioxanes), alkyl-substituted diphenyl ethers typified by a butyl-substituted bis (p-phenoxy phenyl) ether, phenoxy phenyl ethers, etc.
- the aforementioned liquid hydrocarbon lubricants may also be employed in combination with a grease forming quantity of a thickening agent as vehicles in the production of greases containing the abovedescribed amine salts.
- a thickening or gelling agents may include any of the conventional metal salts or soaps, which are dispersed in the lubricating vehicle in grease-forming quantities, in such degree as to impart to the resulting grease composition, the desired consistency.
- Other thickening agents that may be employed in the grease formation may comprise the nonsoap thickeners, such as surface-modified clays and silicas, aryl ureas, calcium complexes and similar materials.
- grease thickeners may be employed which do not melt and dissolve when used at the required temperature within a particular environment; however, in all other respects, any material which is normally employed for thickening or gelling hydrocarbon fluids for forming grease can be used in preparing the aforementioned improved grease in accordance with the present invention.
- Any amine may be employed for forming the salt of the aforementioned reaction product of at least one member of the group consisting of alkyl and alkenylsuccinic anhydrides and at least one member of the group consisting of benzotriazole and substituted benzotriazoles.
- alkanolamines are most advantageously employed and may be of any molecular weight.
- these amines should be liquid at room temperature.
- the lower molecular weight amines are generally preferred and for this purpose, it has been found that such alkanolamines as mono-, dior tri-ethanolamine are most effective.
- the amines may be water soluble or oil soluble and may,
- alkanolamines as isopropanolamines, e.g. mono-, diand triisopropanolamine, di-methylethanolamine, diethylethanolamine, aminoethylethanolamine, N-acetyl ethanolamine, phenylethanolamine, phenyldiethanolamine, and mixtures thereof.
- any alkyl or alkenylsuccinic anhydride may be employed for reaction with benzotriazole or substituted benzotriazoles in producing the aforementioned reacbenzotriazole reaction product, the junction corrosion test results dropped to 62 microamps, as shown in Example 4, and indicating that this additive system is considered satisfactory for machining a nonferrous metal such as magnesium without corrosion problems associated with steel contact on the machine tool.
- examples l, 2 and 3 typical formulations considered unsatisfactory for nonferrous metal machining are represented by examples l, 2 and 3.
- example 1 there is employed a 43%, by weight, aqueous triethanolamine solution, which is found to stain magnesium and results in a 295 microamp current reading. If an amine is combined to form a salt of benzotriazole and tetrapropenylsuccinic acid, respectively, in examples 2 and 3, the current values still exceed 120 microamps.
- composition in accordance with claim 1 wherein said lubricant comprises an oil of lubricating viscosity.
- composition in accordance with claim 1 wherein said lubricant comprises a grease.
- composition in accordance with claim 1 wherein said lubricant comprises water in major proportion.
- composition in accordance with claim 1 wherein the alkenylsuccinic anhydride is octenylsuccinic anhydride.
- a composition in accordance with claim 1 wherein the alkenylsuccinic anhydride is polybutenylsuccinic anhydride.
- a composition in accordance with claim 1 wherein the alkenylsuecinic anhydride is triacontenylsuccinic anhydride.
- a composition in accordance with claim 1 wherein the alkenylsuccinic anhydride is isooctadecylsuccinic anhyride.
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- Chemical & Material Sciences (AREA)
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- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
Abstract
Lubricant compositions are provided containing a corrosioninhibiting amount of an amine salt of the reaction product of at least one member of the group consisting of alkyl and alkenylsuccinic anhydrides and at least one member of the group consisting of benzotriazole and substituted benzotriazoles in a mole ratio of from 1:1 to 1:2.
Description
United States Patent Davis et al.
[451 July 29, 1975 LUBRICANT COMPOSITIONS Inventors: Robert H. Davis, Pitman; John W.
Schick, Cherry Hill, both of NJ.
Assignee'. Mobil Oil Corporation, New York,
Filed: Oct. 4, 1973 Appl. No.: 403,692
US. Cl. 252/34; 252/493; 252/390;
260/308 B Int. Cl ClOm 1/32 Field of Search 252/34, 49.3, 390
References Cited UNlTED STATES PATENTS 6/1966 Davis 252/34 FOREIGN PATENTS OR APPLICATIONS 1,444,903 1 H1968 Germany Primary Examiner-Helen M. S. Sneed Attorney, Agent, or Firm-Charles A. Huggett; Raymond W. Barclay; Benjamin 1. Kaufman ABSTRACT 12 Claims, No Drawings l LUBRICANT COMPOSITIONS BACKGROUND OF THE INVENTION 1. Field of the Invention.
This invention relates to improved lubricant compositions and, in one of its aspects, relates more particularly to lubricant compositions that are normally susceptible of causing deterioration of metal surfaces with which they may come into contact or tend to undergo deterioration under conditions of use. Still more particularly, in this aspect, the invention relates to lubricant compositions in th form of lubricating oils, greases, or aqueous-base lubricants, which normally exhibit the aforementioned shortcomings in performing their intended functions.
2. Description of the Prior Art.
It is well known that certain types of lubricants, including lubricating oils, greases and aqueous-base cutting fluids are susceptible of causing deterioration by oxidation or corrosion when coming into contact with various metal surfaces. In addition, such lubricants may also tend to undergo deterioration in performing their intended functions, for example, in the impairment of load-carrying characteristics, thus clearly indicating the necessity for incorporating in such lubricants effective anti-oxidative and corrosion inhibiting improving agents.
Of particular significance, is the machining operations of metals, such as cutting, grinding, turning, milling and the like where it is customary to flood the tool and the work with a coolant for the purpose of carrying off heat which is produced during the operation. It is also customary to employ these coolants in combination with various agents having lubricating and extreme-pressure properties for reducing friction between the tool and work-piece, particularly in operations such as tapping and broaching. In this respect, it has heretofore been the practice to employ for such purpose aqueous compositions containing such lubricating agents as emulsified petroleum or nonpetroleum additives. In order for such aqueous cutting fluids to perform satisfactorily, is the requirement that residual deposits on the tool and the work following the machining operation are avoided. Other important requirements include tolerance in hard water solutions so that precipitation of lubricant components will not occur and that tacky residues which interfere with the operation of the machine, as well as excessive foam formation are avoided. Cutting fluids, known prior to the present invention, have not, however, satisfactorily met the foregoing requirements.
SUMMARY OF THE INVENTION It has now been found that the aforementioned corrosion and oxidative inhibiting properties can be effectively improved by incorporating, in minor proportion corrosion-inhibiting amounts of an amine salt of the re action product of at least one member of the group consisting of alkyl and alkenylsuccinic anhydrides and at least one member of the group consisting of benzotriazole and substituted benzotriazoles, in a mole ratio of from 1:1 to 1:2. For most applications, these amine salts are employed in an amount of from about 0.001 to about 40%, and preferably, in an amount from about 0.5 to about 10%, by weight, of the total lubricant composition. Preferably, the amine and the aforementioned reaction product are reacted in a mole ratio of about 1:1.
Where the lubricant comprises an oil of lubricating viscosity, the lubricant may comprise many mineral or synthetic oils of lubricating viscosity. In instances where high temperature stability is not a prime requirement, mineral oil at a viscosity of at least 40 SSU at l00F. and particularly those falling within the range from about 60 SSU to about 6000 SSU at F. is preferably employed. In instances where the lubricant comprises a synthetic hydrocarbon oil rather than a mineral oil, or in combination therewith, various compounds of this type may be successfully utilized. Typical synthetic vehicles include: polypropylene glycol, trimethylol propane esters, neopentyl and pentaerythritol esters, di-(2-ethyl hexyl) sebacate, di-(Z-ethyl hexyl) adipate, dibutyl phthalate, fluorocarbons, silicate esters, silanes, esters of phosphorous-containing acids, liquid ureas, ferrocene derivatives, hydrogenated mineral oils, chain-type polyphenyls, siloxanes and silicones (polysilioxanes), alkyl-substituted diphenyl ethers typified by a butyl-substituted bis (p-phenoxy phenyl) ether, phenoxy phenyl ethers, etc.
The aforementioned liquid hydrocarbon lubricants may also be employed in combination with a grease forming quantity of a thickening agent as vehicles in the production of greases containing the abovedescribed amine salts. For this purpose, a wide variety of materials may be employed. These thickening or gelling agents may include any of the conventional metal salts or soaps, which are dispersed in the lubricating vehicle in grease-forming quantities, in such degree as to impart to the resulting grease composition, the desired consistency. Other thickening agents that may be employed in the grease formation may comprise the nonsoap thickeners, such as surface-modified clays and silicas, aryl ureas, calcium complexes and similar materials. In general, grease thickeners may be employed which do not melt and dissolve when used at the required temperature within a particular environment; however, in all other respects, any material which is normally employed for thickening or gelling hydrocarbon fluids for forming grease can be used in preparing the aforementioned improved grease in accordance with the present invention.
Any amine may be employed for forming the salt of the aforementioned reaction product of at least one member of the group consisting of alkyl and alkenylsuccinic anhydrides and at least one member of the group consisting of benzotriazole and substituted benzotriazoles. In a preferred modification alkanolamines are most advantageously employed and may be of any molecular weight. Preferably these amines should be liquid at room temperature. The lower molecular weight amines are generally preferred and for this purpose, it has been found that such alkanolamines as mono-, dior tri-ethanolamine are most effective. The amines may be water soluble or oil soluble and may,
therefore, include such alkanolamines as isopropanolamines, e.g. mono-, diand triisopropanolamine, di-methylethanolamine, diethylethanolamine, aminoethylethanolamine, N-acetyl ethanolamine, phenylethanolamine, phenyldiethanolamine, and mixtures thereof.
Any alkyl or alkenylsuccinic anhydride may be employed for reaction with benzotriazole or substituted benzotriazoles in producing the aforementioned reacbenzotriazole reaction product, the junction corrosion test results dropped to 62 microamps, as shown in Example 4, and indicating that this additive system is considered satisfactory for machining a nonferrous metal such as magnesium without corrosion problems associated with steel contact on the machine tool.
Table Aqueous Coolant Galvanic Corrosion Inhibitors Tctrapropcnyl Galvanic Corrosion Test Tetrasuccinic Microamps for Magncsium/ propcnyl Anhydridc/ Steel Couple (Test soln. Triethanolsuccinic Bcnzo- Benzotriazole 40 parts dist. water. Example amine Anhydride triazolc Reaction Product Water I part additive concentrate) hydride and isooctadecylsuccinic anhydride. Typically representative of the substituted benzotriazoles is tolyl triazole. It should also be noted that in addition to imparting corrosion-inhibiting properties to lubricant compositions, the amine salts of the present invention are also effective in imparting anti-wear, anti-rust and bactericidal properties thereto.
DESCRIPTION OF SPECIFIC EMBODIMENTS The following examples and comparative data will serve to illustrate the amine salts of the present invention and to demonstrate their effectiveness in lubricant compositions which are normally susceptible of causing oxidative and corrosive deterioration of metal surfaces with which they may come into contact or tend to undergo deterioration under conditions of use, and particularly with respect to the use of these amine salts in Inbricating oils, greases and water-base lubricants. It will be understood, of course, that it is not intended the invention be limited to the particular compositions disclosed or to the operations or manipulations involved. Various modifications thereof can be employed and will be readily apparent to those skilled in the art.
A series of additive systems were evaluated, as shown in the following table, in accordance with a well-known galvanic corrosion test which provides for a bimetallic magnesium/steel couple separated by a glass cloth strip and shorted with a three inch wire. This couple is immersed in a 40/1 test lubricant-coolant solution. After 24 hours, the shorted wire is replaced with microammeter leads and current is measured. Values in excess of 120 microamps are indicative of severe corrosion and cause for lubricant rejection.
As will be seen from the comparative data of the table typical formulations considered unsatisfactory for nonferrous metal machining are represented by examples l, 2 and 3. In example 1 there is employed a 43%, by weight, aqueous triethanolamine solution, which is found to stain magnesium and results in a 295 microamp current reading. If an amine is combined to form a salt of benzotriazole and tetrapropenylsuccinic acid, respectively, in examples 2 and 3, the current values still exceed 120 microamps. However, if triethanolamine is combined with a tetrapropenylsuccinic acid/- It will be understood that although the present invention has been described with preferred embodiments, various modifications and adaptations thereof may be resorted to without departing from the spirit of the invention as those skilled in the art will readily understand.
We claim:
1. A lubricant composition containing a corrosioninhibiting amount of an alkanolamine salt of the reaction product of at least one member of the group consisting of alkyl and alkenylsuccinic anhydrides and at least one member of the group consisting of benzotriazole and tolyl triazole in a mole ratio of from 1:1 to 1:2.
2. A composition in accordance with claim 1 wherein said lubricant comprises an oil of lubricating viscosity.
3. A composition in accordance with claim 1 wherein said lubricant comprises a grease.
4. A composition in accordance with claim 1 wherein said lubricant comprises water in major proportion.
S. A composition in accordance with claim 1 wherein said alkanolamine salt is present in an amount from about .001 to about 40%, by weight.
6. A composition in accordance with claim 1 wherein said alkanolamine salt is present in an amount from about 0.5 to about 10%, by weight.
7. A composition in accordance with claim 1 wherein said alkanolamine and said reaction product are reacted in a mole ratio of about 1:1.
8. A composition in accordance with claim 1 wherein the alkanolamine is tri-ethanolamine.
9. A composition in accordance with claim 1 wherein the alkenylsuccinic anhydride is octenylsuccinic anhydride.
10. A composition in accordance with claim 1 wherein the alkenylsuccinic anhydride is polybutenylsuccinic anhydride.
11. A composition in accordance with claim 1 wherein the alkenylsuecinic anhydride is triacontenylsuccinic anhydride.
12. A composition in accordance with claim 1 wherein the alkenylsuccinic anhydride is isooctadecylsuccinic anhyride.
Claims (12)
1. A LUBRICANT COMPOSITION CONTAINING A CORROSION-INHIBITING AMOUNG OF AN ALKANOLAMINE SALT OF THE REACTION PRODUCT OF AT LEAST ONE MEMBER OF TE GROUPCONSISTING OF ALKYL AND ALKENYLSUCCINIC ANHYDRIDES AND AT LEAST ONE MEMBER OF THE GROUP CONSISTING OF BENZOTRIAZOLE AND TOLYL TRIAZOLE IN A MOLE RATIO OF FROM 1:1 TO 1:2.
2. A composition in accordance with claim 1 wheRein said lubricant comprises an oil of lubricating viscosity.
3. A composition in accordance with claim 1 wherein said lubricant comprises a grease.
4. A composition in accordance with claim 1 wherein said lubricant comprises water in major proportion.
5. A composition in accordance with claim 1 wherein said alkanolamine salt is present in an amount from about .001 to about 40%, by weight.
6. A composition in accordance with claim 1 wherein said alkanolamine salt is present in an amount from about 0.5 to about 10%, by weight.
7. A composition in accordance with claim 1 wherein said alkanolamine and said reaction product are reacted in a mole ratio of about 1:1.
8. A composition in accordance with claim 1 wherein the alkanolamine is tri-ethanolamine.
9. A composition in accordance with claim 1 wherein the alkenylsuccinic anhydride is octenylsuccinic anhydride.
10. A composition in accordance with claim 1 wherein the alkenylsuccinic anhydride is polybutenylsuccinic anhydride.
11. A composition in accordance with claim 1 wherein the alkenylsuccinic anhydride is triacontenylsuccinic anhydride.
12. A composition in accordance with claim 1 wherein the alkenylsuccinic anhydride is isooctadecylsuccinic anhyride.
Priority Applications (10)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US403692A US3897351A (en) | 1973-10-04 | 1973-10-04 | Lubricant compositions |
| GB4192574A GB1465981A (en) | 1973-10-04 | 1974-09-26 | Amine salts of benzotriazole reaction products and their use in lubricants |
| CA210,260A CA1039293A (en) | 1973-10-04 | 1974-09-27 | Lubricant compositions |
| JP49110686A JPS5065509A (en) | 1973-10-04 | 1974-09-27 | |
| ZA00746217A ZA746217B (en) | 1973-10-04 | 1974-09-30 | Lubricant compositions |
| IT28037/74A IT1033101B (en) | 1973-10-04 | 1974-10-02 | AMINE SALT-BASED ADDITIVES AND LUBRICANT COMPOSITIONS CONTAINING THEM |
| NLAANVRAGE7413095,A NL175431C (en) | 1973-10-04 | 1974-10-03 | METHOD FOR PREPARING AN AGENT FOR ANTI-CORROSION LUBRICANTS AND METHOD FOR PREPARING LUBRICANTS |
| FR7433390A FR2246551B1 (en) | 1973-10-04 | 1974-10-03 | |
| AU74044/74A AU481687B2 (en) | 1973-10-04 | 1974-10-04 | Lubricant compositions |
| DE19742447550 DE2447550A1 (en) | 1973-10-04 | 1974-10-04 | AMINE SALT AND ITS USE AS AN ADDITIVE TO LUBRICANTS |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US403692A US3897351A (en) | 1973-10-04 | 1973-10-04 | Lubricant compositions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3897351A true US3897351A (en) | 1975-07-29 |
Family
ID=23596661
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US403692A Expired - Lifetime US3897351A (en) | 1973-10-04 | 1973-10-04 | Lubricant compositions |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3897351A (en) |
| JP (1) | JPS5065509A (en) |
| CA (1) | CA1039293A (en) |
| DE (1) | DE2447550A1 (en) |
| FR (1) | FR2246551B1 (en) |
| GB (1) | GB1465981A (en) |
| IT (1) | IT1033101B (en) |
| NL (1) | NL175431C (en) |
| ZA (1) | ZA746217B (en) |
Cited By (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4107060A (en) * | 1975-06-17 | 1978-08-15 | Mobil Oil Corporation | Lubricant compositions containing biocidal, antirust additives |
| US4153563A (en) * | 1978-05-24 | 1979-05-08 | Mobil Oil Corporation | Lubricant compositions containing benzotriazole-allyl sulfide reaction products |
| US4212754A (en) * | 1979-04-23 | 1980-07-15 | Mobil Oil Corporation | Chelate detergent and antiwear additive for lubricants derived from hydroxyalkylated benzotriazoles |
| US4255214A (en) * | 1977-11-21 | 1981-03-10 | Falconer Plate Glass Corporation | Methods of manufacturing and protecting mirrors |
| DE2943963A1 (en) * | 1979-10-31 | 1981-05-14 | Basf Ag, 6700 Ludwigshafen | Iron corrosion inhibition - with aq. system contg. alkanolamine salt(s) of alkenyl succinic acid(s) |
| US4282007A (en) * | 1980-09-22 | 1981-08-04 | Texaco Inc. | Novel fuel composition containing alcohol |
| US4283296A (en) * | 1978-08-21 | 1981-08-11 | Texaco Inc. | Amine salt of N-triazolyl-hydrocarbyl succinamic acid and lubricating oil composition containing same |
| US4917809A (en) * | 1986-11-11 | 1990-04-17 | Ciba-Geigy Corporation | High-temperature lubricants |
| WO1990007563A1 (en) * | 1988-12-29 | 1990-07-12 | Mobil Oil Corporation | Reaction products of polyalkenyl succinimides, aldehydes, and triazoles and lubricant and fuel compositions containing same |
| US4963278A (en) * | 1988-12-29 | 1990-10-16 | Mobil Oil Corporation | Lubricant and fuel compositions containing reaction products of polyalkenyl succinimides, aldehydes, and triazoles |
| US4981493A (en) * | 1989-01-27 | 1991-01-01 | Texaco Inc. | ORI-Inhibited and deposit-resistant motor fuel composition |
| US4997456A (en) * | 1989-09-11 | 1991-03-05 | Ethyl Petroleum Additives, Inc. | Fuel compositions |
| US5030370A (en) * | 1990-03-08 | 1991-07-09 | Exxon Chemical Patents Inc. | Novel dispersant viscosity index improver compositions |
| US5122616A (en) * | 1989-09-11 | 1992-06-16 | Ethyl Petroleum Additives, Inc. | Succinimides |
| US5194167A (en) * | 1991-05-08 | 1993-03-16 | Mobil Oil Corporation | Quaternary ammonium salts of mercaptothiadiazoles and related heterocyclic derivatives as antioxidant and antiwear additives |
| US5211865A (en) * | 1990-03-08 | 1993-05-18 | Exxon Chemical Patents Inc. | Multifunctional viscosity index improver-dispersant antioxidant |
| US5232615A (en) * | 1990-03-08 | 1993-08-03 | Exxon Chemical Patents Inc. | Heterocyclic nitrogen compound Mannich base derivatives of polyolefin-substituted amines for oleaginous compositions |
| US5271856A (en) * | 1990-03-08 | 1993-12-21 | Exxon Chemical Patents Inc. | Heterocyclic nitrogen compound Mannich base derivatives of amino-substituted polymers for oleaginous compositions |
| US5273671A (en) * | 1990-03-08 | 1993-12-28 | Exxon Chemical Patents Inc. | Multifunctional viscosity index improver-dispersant antioxidant |
| US6468946B2 (en) | 1998-07-06 | 2002-10-22 | The Lubrizol Corporation | Mixed phosphorus compounds and lubricants containing the same |
| US20090093384A1 (en) * | 2007-10-03 | 2009-04-09 | The Lubrizol Corporation | Lubricants That Decrease Micropitting for Industrial Gears |
| CN102533404A (en) * | 2011-07-11 | 2012-07-04 | 布兰诺工业包装材料(上海)有限公司 | Efficient lubrication type anti-rust oil and preparation method thereof |
| US9481841B2 (en) | 2004-12-09 | 2016-11-01 | The Lubrizol Corporation | Process of preparation of an additive and its use |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2475570B1 (en) * | 1980-02-08 | 1986-04-11 | Lubrizol Corp | BENZOTRIAZOLE COMPOSITIONS DISPERSABLE IN LUBRICANT COMPOUNDS AND METHODS FOR THEIR PREPARATION |
| FR2485031A1 (en) * | 1980-03-10 | 1981-12-24 | Lubrizol Corp | SULFURATED BENZOTRIAZOLE-OLEFIN COMPOSITIONS AND LUBRICANTS AND CONCENTRATES CONTAINING THEM |
| GB9505232D0 (en) * | 1995-03-15 | 1995-05-03 | Castrol Ltd | Anti-microbial compositions |
| GB9505183D0 (en) * | 1995-03-15 | 1995-05-03 | Castrol Ltd | Anti-microbial compositions |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3256187A (en) * | 1963-05-17 | 1966-06-14 | Socony Mobil Oil Co Inc | Cutting fluid |
-
1973
- 1973-10-04 US US403692A patent/US3897351A/en not_active Expired - Lifetime
-
1974
- 1974-09-26 GB GB4192574A patent/GB1465981A/en not_active Expired
- 1974-09-27 JP JP49110686A patent/JPS5065509A/ja active Pending
- 1974-09-27 CA CA210,260A patent/CA1039293A/en not_active Expired
- 1974-09-30 ZA ZA00746217A patent/ZA746217B/en unknown
- 1974-10-02 IT IT28037/74A patent/IT1033101B/en active
- 1974-10-03 NL NLAANVRAGE7413095,A patent/NL175431C/en not_active IP Right Cessation
- 1974-10-03 FR FR7433390A patent/FR2246551B1/fr not_active Expired
- 1974-10-04 DE DE19742447550 patent/DE2447550A1/en not_active Withdrawn
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3256187A (en) * | 1963-05-17 | 1966-06-14 | Socony Mobil Oil Co Inc | Cutting fluid |
Cited By (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4107060A (en) * | 1975-06-17 | 1978-08-15 | Mobil Oil Corporation | Lubricant compositions containing biocidal, antirust additives |
| US4255214A (en) * | 1977-11-21 | 1981-03-10 | Falconer Plate Glass Corporation | Methods of manufacturing and protecting mirrors |
| US4153563A (en) * | 1978-05-24 | 1979-05-08 | Mobil Oil Corporation | Lubricant compositions containing benzotriazole-allyl sulfide reaction products |
| US4283296A (en) * | 1978-08-21 | 1981-08-11 | Texaco Inc. | Amine salt of N-triazolyl-hydrocarbyl succinamic acid and lubricating oil composition containing same |
| US4212754A (en) * | 1979-04-23 | 1980-07-15 | Mobil Oil Corporation | Chelate detergent and antiwear additive for lubricants derived from hydroxyalkylated benzotriazoles |
| DE2943963A1 (en) * | 1979-10-31 | 1981-05-14 | Basf Ag, 6700 Ludwigshafen | Iron corrosion inhibition - with aq. system contg. alkanolamine salt(s) of alkenyl succinic acid(s) |
| US4282007A (en) * | 1980-09-22 | 1981-08-04 | Texaco Inc. | Novel fuel composition containing alcohol |
| US4917809A (en) * | 1986-11-11 | 1990-04-17 | Ciba-Geigy Corporation | High-temperature lubricants |
| WO1990007563A1 (en) * | 1988-12-29 | 1990-07-12 | Mobil Oil Corporation | Reaction products of polyalkenyl succinimides, aldehydes, and triazoles and lubricant and fuel compositions containing same |
| US4963278A (en) * | 1988-12-29 | 1990-10-16 | Mobil Oil Corporation | Lubricant and fuel compositions containing reaction products of polyalkenyl succinimides, aldehydes, and triazoles |
| US4981493A (en) * | 1989-01-27 | 1991-01-01 | Texaco Inc. | ORI-Inhibited and deposit-resistant motor fuel composition |
| US5122616A (en) * | 1989-09-11 | 1992-06-16 | Ethyl Petroleum Additives, Inc. | Succinimides |
| US4997456A (en) * | 1989-09-11 | 1991-03-05 | Ethyl Petroleum Additives, Inc. | Fuel compositions |
| US5030370A (en) * | 1990-03-08 | 1991-07-09 | Exxon Chemical Patents Inc. | Novel dispersant viscosity index improver compositions |
| US5211865A (en) * | 1990-03-08 | 1993-05-18 | Exxon Chemical Patents Inc. | Multifunctional viscosity index improver-dispersant antioxidant |
| US5232615A (en) * | 1990-03-08 | 1993-08-03 | Exxon Chemical Patents Inc. | Heterocyclic nitrogen compound Mannich base derivatives of polyolefin-substituted amines for oleaginous compositions |
| US5271856A (en) * | 1990-03-08 | 1993-12-21 | Exxon Chemical Patents Inc. | Heterocyclic nitrogen compound Mannich base derivatives of amino-substituted polymers for oleaginous compositions |
| US5273671A (en) * | 1990-03-08 | 1993-12-28 | Exxon Chemical Patents Inc. | Multifunctional viscosity index improver-dispersant antioxidant |
| US5376152A (en) * | 1990-03-08 | 1994-12-27 | Exxon Chemical Patents Inc. | Heterocyclic nitrogen compound mannich base derivatives of polyolefin-substituted amines for oleaginous compositions |
| US5194167A (en) * | 1991-05-08 | 1993-03-16 | Mobil Oil Corporation | Quaternary ammonium salts of mercaptothiadiazoles and related heterocyclic derivatives as antioxidant and antiwear additives |
| US6468946B2 (en) | 1998-07-06 | 2002-10-22 | The Lubrizol Corporation | Mixed phosphorus compounds and lubricants containing the same |
| US9481841B2 (en) | 2004-12-09 | 2016-11-01 | The Lubrizol Corporation | Process of preparation of an additive and its use |
| US20090093384A1 (en) * | 2007-10-03 | 2009-04-09 | The Lubrizol Corporation | Lubricants That Decrease Micropitting for Industrial Gears |
| CN102533404A (en) * | 2011-07-11 | 2012-07-04 | 布兰诺工业包装材料(上海)有限公司 | Efficient lubrication type anti-rust oil and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2246551A1 (en) | 1975-05-02 |
| JPS5065509A (en) | 1975-06-03 |
| DE2447550A1 (en) | 1975-04-17 |
| NL7413095A (en) | 1975-04-08 |
| FR2246551B1 (en) | 1979-03-16 |
| ZA746217B (en) | 1976-05-26 |
| NL175431C (en) | 1984-11-01 |
| GB1465981A (en) | 1977-03-02 |
| NL175431B (en) | 1984-06-01 |
| IT1033101B (en) | 1979-07-10 |
| CA1039293A (en) | 1978-09-26 |
| AU7404474A (en) | 1976-04-08 |
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