GB879991A - Metal-organic salt-amine complexes and their use in hydrocarbon oil compositions - Google Patents
Metal-organic salt-amine complexes and their use in hydrocarbon oil compositionsInfo
- Publication number
- GB879991A GB879991A GB13387/58A GB1338758A GB879991A GB 879991 A GB879991 A GB 879991A GB 13387/58 A GB13387/58 A GB 13387/58A GB 1338758 A GB1338758 A GB 1338758A GB 879991 A GB879991 A GB 879991A
- Authority
- GB
- United Kingdom
- Prior art keywords
- amines
- complexes
- stearate
- amino
- zinc
- 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
Links
- 239000000203 mixture Substances 0.000 title abstract 16
- 239000004215 Carbon black (E152) Substances 0.000 title abstract 3
- 229930195733 hydrocarbon Natural products 0.000 title abstract 3
- 150000002430 hydrocarbons Chemical class 0.000 title abstract 3
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 abstract 12
- -1 aliphatic primary amine Chemical class 0.000 abstract 10
- 150000001412 amines Chemical class 0.000 abstract 10
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 10
- 239000000194 fatty acid Substances 0.000 abstract 10
- 229930195729 fatty acid Natural products 0.000 abstract 10
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 8
- 150000004665 fatty acids Chemical class 0.000 abstract 8
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical class OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 abstract 8
- 239000002184 metal Substances 0.000 abstract 7
- 229910052751 metal Inorganic materials 0.000 abstract 7
- 150000007524 organic acids Chemical class 0.000 abstract 6
- 150000003141 primary amines Chemical class 0.000 abstract 6
- 150000003839 salts Chemical class 0.000 abstract 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 abstract 5
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 abstract 5
- 239000003921 oil Substances 0.000 abstract 5
- BZJTUOGZUKFLQT-UHFFFAOYSA-N 1,3,5,7-tetramethylcyclooctane Chemical group CC1CC(C)CC(C)CC(C)C1 BZJTUOGZUKFLQT-UHFFFAOYSA-N 0.000 abstract 4
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract 4
- 229910021529 ammonia Inorganic materials 0.000 abstract 4
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 abstract 4
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Chemical class OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 abstract 4
- 229960004889 salicylic acid Drugs 0.000 abstract 4
- 229910052725 zinc Inorganic materials 0.000 abstract 4
- 239000011701 zinc Substances 0.000 abstract 4
- JXSRRBVHLUJJFC-UHFFFAOYSA-N 7-amino-2-methylsulfanyl-[1,2,4]triazolo[1,5-a]pyrimidine-6-carbonitrile Chemical compound N1=CC(C#N)=C(N)N2N=C(SC)N=C21 JXSRRBVHLUJJFC-UHFFFAOYSA-N 0.000 abstract 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- 125000006539 C12 alkyl group Chemical group [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])* 0.000 abstract 3
- VNZQQAVATKSIBR-UHFFFAOYSA-L copper;octanoate Chemical compound [Cu+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O VNZQQAVATKSIBR-UHFFFAOYSA-L 0.000 abstract 3
- 230000001050 lubricating effect Effects 0.000 abstract 3
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 abstract 3
- GPCFXNVCPXSGMT-UHFFFAOYSA-N 2,4,4,6,6,8,8-heptamethylnonan-2-amine Chemical compound CC(C)(C)CC(C)(C)CC(C)(C)CC(C)(C)N GPCFXNVCPXSGMT-UHFFFAOYSA-N 0.000 abstract 2
- GZNRLUSXNXBDFF-UHFFFAOYSA-N 3,5,7,9,12-pentamethyltridecan-3-amine Chemical compound NC(CC)(CC(CC(CC(CCC(C)C)C)C)C)C GZNRLUSXNXBDFF-UHFFFAOYSA-N 0.000 abstract 2
- PYOIVPZXSAHJOH-UHFFFAOYSA-N 5,13-dimethylhexadecan-5-amine Chemical compound NC(CCCC)(CCCCCCCC(CCC)C)C PYOIVPZXSAHJOH-UHFFFAOYSA-N 0.000 abstract 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 abstract 2
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 abstract 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 229910052788 barium Inorganic materials 0.000 abstract 2
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 abstract 2
- 229910052793 cadmium Inorganic materials 0.000 abstract 2
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 abstract 2
- GWOWVOYJLHSRJJ-UHFFFAOYSA-L cadmium stearate Chemical compound [Cd+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O GWOWVOYJLHSRJJ-UHFFFAOYSA-L 0.000 abstract 2
- 229910017052 cobalt Inorganic materials 0.000 abstract 2
- 239000010941 cobalt Substances 0.000 abstract 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 abstract 2
- AMFIJXSMYBKJQV-UHFFFAOYSA-L cobalt(2+);octadecanoate Chemical compound [Co+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O AMFIJXSMYBKJQV-UHFFFAOYSA-L 0.000 abstract 2
- 229910052802 copper Inorganic materials 0.000 abstract 2
- 150000001879 copper Chemical class 0.000 abstract 2
- 239000010949 copper Substances 0.000 abstract 2
- 239000010687 lubricating oil Substances 0.000 abstract 2
- 150000002739 metals Chemical class 0.000 abstract 2
- 235000005985 organic acids Nutrition 0.000 abstract 2
- 125000004817 pentamethylene group Chemical class [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 abstract 2
- 229920000642 polymer Polymers 0.000 abstract 2
- 229920005606 polypropylene copolymer Polymers 0.000 abstract 2
- 238000002360 preparation method Methods 0.000 abstract 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 abstract 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 abstract 2
- 229910052709 silver Inorganic materials 0.000 abstract 2
- 239000004332 silver Substances 0.000 abstract 2
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 abstract 2
- CHJMFFKHPHCQIJ-UHFFFAOYSA-L zinc;octanoate Chemical compound [Zn+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O CHJMFFKHPHCQIJ-UHFFFAOYSA-L 0.000 abstract 2
- HURBDPIECJKOKM-UHFFFAOYSA-N 2,2,4,6,6,8,8-heptamethylnonan-4-amine Chemical compound NC(CC(CC(C)(C)C)(C)C)(CC(C)(C)C)C HURBDPIECJKOKM-UHFFFAOYSA-N 0.000 abstract 1
- OVYXTSSLVPUNFX-UHFFFAOYSA-N 2,4,6,8,10-pentamethyltridecan-4-amine Chemical compound NC(CC(C)C)(CC(CC(CC(CCC)C)C)C)C OVYXTSSLVPUNFX-UHFFFAOYSA-N 0.000 abstract 1
- LTHNHFOGQMKPOV-UHFFFAOYSA-N 2-ethylhexan-1-amine Chemical compound CCCCC(CC)CN LTHNHFOGQMKPOV-UHFFFAOYSA-N 0.000 abstract 1
- CFXYGYWATMYLAU-UHFFFAOYSA-N 2-hydroxybenzoic acid octadecanoic acid Chemical compound C(CCCCCCCCCCCCCCCCC)(=O)O.OC1=C(C(=O)O)C=CC=C1 CFXYGYWATMYLAU-UHFFFAOYSA-N 0.000 abstract 1
- RZDXJKBBSVLWSR-UHFFFAOYSA-N 3,5,8-trimethylnonan-3-amine Chemical compound NC(CC)(CC(CCC(C)C)C)C RZDXJKBBSVLWSR-UHFFFAOYSA-N 0.000 abstract 1
- WVYWICLMDOOCFB-UHFFFAOYSA-N 4-methyl-2-pentanol Chemical compound CC(C)CC(C)O WVYWICLMDOOCFB-UHFFFAOYSA-N 0.000 abstract 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 abstract 1
- 239000004435 Oxo alcohol Substances 0.000 abstract 1
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 239000000654 additive Substances 0.000 abstract 1
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 229910052791 calcium Inorganic materials 0.000 abstract 1
- 239000011575 calcium Substances 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000010696 ester oil Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 239000000295 fuel oil Substances 0.000 abstract 1
- 230000000855 fungicidal effect Effects 0.000 abstract 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-M hexanoate Chemical compound CCCCCC([O-])=O FUZZWVXGSFPDMH-UHFFFAOYSA-M 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 229910044991 metal oxide Chemical class 0.000 abstract 1
- 239000010688 mineral lubricating oil Substances 0.000 abstract 1
- 239000002480 mineral oil Substances 0.000 abstract 1
- 235000010446 mineral oil Nutrition 0.000 abstract 1
- 230000003472 neutralizing effect Effects 0.000 abstract 1
- JGZZEAPGGFAOAY-UHFFFAOYSA-N o-ethyl ethylsulfanylmethanethioate Chemical compound CCOC(=S)SCC JGZZEAPGGFAOAY-UHFFFAOYSA-N 0.000 abstract 1
- 229920001281 polyalkylene Polymers 0.000 abstract 1
- 229920001083 polybutene Polymers 0.000 abstract 1
- 229960001860 salicylate Drugs 0.000 abstract 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 abstract 1
- 150000003873 salicylate salts Chemical class 0.000 abstract 1
- CQLFBEKRDQMJLZ-UHFFFAOYSA-M silver acetate Chemical compound [Ag+].CC([O-])=O CQLFBEKRDQMJLZ-UHFFFAOYSA-M 0.000 abstract 1
- 229940071536 silver acetate Drugs 0.000 abstract 1
- ORYURPRSXLUCSS-UHFFFAOYSA-M silver;octadecanoate Chemical compound [Ag+].CCCCCCCCCCCCCCCCCC([O-])=O ORYURPRSXLUCSS-UHFFFAOYSA-M 0.000 abstract 1
- 239000004246 zinc acetate Substances 0.000 abstract 1
- RKQOSDAEEGPRER-UHFFFAOYSA-L zinc diethyldithiocarbamate Chemical compound [Zn+2].CCN(CC)C([S-])=S.CCN(CC)C([S-])=S RKQOSDAEEGPRER-UHFFFAOYSA-L 0.000 abstract 1
- 239000011787 zinc oxide Substances 0.000 abstract 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 abstract 1
- YEOOSEARUBCNSL-UHFFFAOYSA-L zinc;2-chloroacetate Chemical compound [Zn+2].[O-]C(=O)CCl.[O-]C(=O)CCl YEOOSEARUBCNSL-UHFFFAOYSA-L 0.000 abstract 1
- XDWXRAYGALQIFG-UHFFFAOYSA-L zinc;propanoate Chemical compound [Zn+2].CCC([O-])=O.CCC([O-])=O XDWXRAYGALQIFG-UHFFFAOYSA-L 0.000 abstract 1
Classifications
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- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
- C07F3/003—Compounds containing elements of Groups 2 or 12 of the Periodic Table without C-Metal linkages
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- C07F1/00—Compounds containing elements of Groups 1 or 11 of the Periodic Table
- C07F1/005—Compounds containing elements of Groups 1 or 11 of the Periodic Table without C-Metal linkages
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- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
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- C07F15/065—Cobalt compounds without a metal-carbon linkage
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- C09F—NATURAL RESINS; FRENCH POLISH; DRYING-OILS; OIL DRYING AGENTS, i.e. SICCATIVES; TURPENTINE
- C09F9/00—Compounds to be used as driers, i.e. siccatives
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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
- C10M2207/121—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
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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
- C10M2207/121—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
- C10M2207/122—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms monocarboxylic
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- 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
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/14—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
- C10M2207/144—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings containing hydroxy groups
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- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/14—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
- C10M2207/146—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings having carboxyl groups bound to carbon atoms of six-membeered aromatic rings having a hydrocarbon substituent of thirty or more carbon atoms
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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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- 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
- C10M2211/044—Acids; Salts or esters thereof
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- C10M2211/06—Perfluorinated compounds
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- 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
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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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
- C10M2219/044—Sulfonic acids, Derivatives thereof, e.g. neutral salts
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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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/06—Thio-acids; Thiocyanates; Derivatives thereof
- C10M2219/062—Thio-acids; Thiocyanates; Derivatives thereof having carbon-to-sulfur double bonds
- C10M2219/066—Thiocarbamic type compounds
- C10M2219/068—Thiocarbamate metal salts
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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
- 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
- C10M2223/045—Metal containing thio derivatives
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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
- C10M2225/00—Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2225/04—Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions obtained by phosphorisation of macromolecualr compounds not containing phosphorus in the monomers
- C10M2225/041—Hydrocarbon polymers
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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
- C10M2227/09—Complexes with metals
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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
- C10N2010/00—Metal present as such or in compounds
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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
- C10N2010/00—Metal present as such or in compounds
- C10N2010/02—Groups 1 or 11
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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
- C10N2010/00—Metal present as such or in compounds
- C10N2010/04—Groups 2 or 12
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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
- C10N2010/00—Metal present as such or in compounds
- C10N2010/14—Group 7
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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
- C10N2010/00—Metal present as such or in compounds
- C10N2010/16—Groups 8, 9, or 10
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Lubricants (AREA)
Abstract
A process for preparing hydrocarbon oil soluble complex metal salts of a fatty acid, chlorinated fatty acid or salicylic acid comprises forming a complex of a metal salt of the said organic acid with a branched chain aliphatic primary amine by (a) mixing the metal salt of the said organic acid with the amine at room temperature or at a temperature below the boiling point of the amine or below 200 DEG C. which ever temperature is the lower or (b) neutralizing the amine with the said organic acid and then dissolving an oxide or base of the metal in the salt so formed. Amines which may be employed in the preparation of the complexes include secondary and tertiary alkyl primary amines which may be prepared from polymers of propylene and isobutene, copolymers of propylene and isobutene and of isobutene and other butenes and pentenes e.g. C12-C15 amines and C19-C24 amines prepared from triisobutene and hexapropylene respectively and C18-C24 amines obtained by reacting tetrapropylene and other polymerized olefines with ammonia. Other amines mentioned include 3-amino-3,5,8-trimethylnonane, 5-amino-5,13-dimethyl hexadecane, 3 - amino - 3,5,7,9,12 - pentamethyltridecane, 4 - amino - 2,4,6,8,10 - pentamethyltridecane, 2 - amino - 2,4,4,6,6,8,8 - heptamethylnonane and 6-amino-2,2,4,4,6,8,8-heptamethylnonane. Organic acids which may be employed in preparing the complexes include C1 to C25 fatty acids or chlorinated fatty acids e.g. acetic and chloracetic acid especially monoand dichlorinated fatty acids containing from 2 to 6 carbon atoms. Metals which may be present in the complexes include cadmium, cobalt, copper, silver and zinc. Complexes are prepared in examples from copper stearate and "Primene" (Registered Trade Mark) J.M.T., a mixture of C18-C24 alkyl branched chain primary amines, (1); zinc oxide, acetic or chloracetic acid and "Primene" J.M.T. (2, 3); cobalt stearate, copper octoate, acetate, stearate and propionate, silver acetate, zinc octoate, acetate, caproate, propionate, stearate salicylate and cadmium stearate and "Primene" 81-R a mixture of C12 alkyl branched chain primary amines (4). Complexes prepared from zinc diethyldithiocarbamate and "Primenes" J.M.T and 81-R, zinc stearate and 2 ethylhexylamine, 2-dimethyl(amino)ethanol and a C12 amine mixture obtained by reacting tetra propylene with ammonia are also mentioned.ALSO:Lubricating and fuel oil compositions comprise an oil-soluble complex formed by reacting a metal salt of a fatty acid, chlorinated fatty acid or salicylic acid with a branched chain aliphatic primary amine or by reacting a salt of such amine with a fatty acid, chlorinated fatty acid or salicylic acid and a metallic oxide or base (see Group IV(b)). The lubricating oils may be hydrocarbon or ester or polyalkylene ether and ester oils. Amines which may be employed in the preparation of the complexes include secondary and tertiary alkyl primary amines prepared from polymers of propylene and isobutene, copolymers of propylene and isobutene and of isobutene and other butenes or pentenes, e.g. C12-C15 amines and C19-C24 amines prepared from triisobutene and hexapropylene respectively and C18-C24 amines obtained by reacting tetrapropylene with ammonia. Other amines mentioned include 3-amino-3,5,8-trimethylnonone, 5-amino-5,13-dimethyl hexadecane, 3-amino-3,5,7,9,12-pentamethyltridecane, 2-amino-2,4,4,6,6,8,8-heptamethylnonane and 6-amino-2,2,4,6,8,8-heptamethylnonane. Organic acids which may be employed in preparing the complexes include C1 to C25 fatty acids optionally chlorinated, e.g. acetic and chloracetic acid and salicylic acid. Metals which may be present in the complexes include cadmium, cobalt, copper, silver and zinc. Specific compositions described include while oil solutions of complexes of copper stearate with "Primene" (Registered Trade Mark) VMT, a mixture of C18-C24 alkyl branched chain primary amines, complexes of cobalt stearate, copper octoate, acetate, stearate, propionate, silver stearate, zinc octoate, acetate, coprate, propionate, stearate, salicylate and cadmium stearate with "Primene" 81R, a mixture of C12 alkyl branched chain primary amines. Other oil soluble complexes described include those formed from zinc chloracetate and a C12 amine obtained by reacting tetrapropylene with ammonia and zinc diethyldithio carbonate with "Primenes" VMT and 81-R. Other lubricating compositions described comprise in addition to the complexes of the invention a dialkyl dithiophosphate, e.g. a zinc dialkyldithiophosphate, the alkyl groups in which are preferably derived from mixtures of methyl isobutyl carbinol and isopropanol or primary C4 and C5 oxo alcohols. Examples are furnished of lubricating compositions comprising mineral oil, and "Primene" VMT complexes with zinc acetate and chloracetate with and without dialkyldithiophosphates of the kind defined above. Further compositions are described comprising mineral lubricating oil and zinc propionate, coprate, and salicylate complexes with "Primene" 81-R. Further additives mentioned include mixtures of calcium or barium sulphonate or barium phenate and phosphosulphurized polybutene. ALSO:Fungicidal compositions comprise as active ingredient a complex of a copper salt of an organic acid with a branched chain aliphatic primary amine (see Group IV (b)). In Example (1) a white oil solution of a complex of copper stearate and a mixture of C18-24 alkyl branched chain primary amines is prepared. Other copper complexes soluble in white oil are prepared from copper octoate, acetate and propionate and a mixture of C12 alkyl branched chain primary amines.
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB13387/58A GB879991A (en) | 1958-04-28 | 1958-04-28 | Metal-organic salt-amine complexes and their use in hydrocarbon oil compositions |
| FR790677A FR1228411A (en) | 1958-04-28 | 1959-03-27 | Oil-soluble complexes of metal salts and amines |
| DEE17451A DE1154111B (en) | 1958-04-28 | 1959-04-10 | Process for the production of complex salts which are suitable as lubricating oil additives, siccatives or fungicides and which are soluble in organic oils |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB13387/58A GB879991A (en) | 1958-04-28 | 1958-04-28 | Metal-organic salt-amine complexes and their use in hydrocarbon oil compositions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB879991A true GB879991A (en) | 1961-10-11 |
Family
ID=10022033
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB13387/58A Expired GB879991A (en) | 1958-04-28 | 1958-04-28 | Metal-organic salt-amine complexes and their use in hydrocarbon oil compositions |
Country Status (3)
| Country | Link |
|---|---|
| DE (1) | DE1154111B (en) |
| FR (1) | FR1228411A (en) |
| GB (1) | GB879991A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3170879A (en) * | 1961-05-25 | 1965-02-23 | Socony Mobil Oil Co Inc | Lubricant |
| EP0024146A1 (en) * | 1979-08-13 | 1981-02-25 | Exxon Research And Engineering Company | Improved lubricating compositions |
| US4664822A (en) * | 1985-12-02 | 1987-05-12 | Amoco Corporation | Metal-containing lubricant compositions |
| EP0257156A1 (en) * | 1985-03-21 | 1988-03-02 | Engelhard Corporation | Complex zinc salts, their production, and coating compositions containing them |
| US10711526B2 (en) | 2017-02-01 | 2020-07-14 | Baker Hughes, A Ge Company, Llc | Methods for forming or servicing a wellbore, and methods of coating surfaces of tools |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE547206A (en) * | ||||
| NL142969B (en) * | 1947-10-28 | Monsanto Co | PROCESS FOR PREPARING A MIXTURE CONTAINING POLYVINYL CHLORIDE AND / OR ONE OR MORE VINYL CHLORIDE VINYL ACETATE COPOLYMERS AND A PHTHALATE PROCESSING AGENT. |
-
1958
- 1958-04-28 GB GB13387/58A patent/GB879991A/en not_active Expired
-
1959
- 1959-03-27 FR FR790677A patent/FR1228411A/en not_active Expired
- 1959-04-10 DE DEE17451A patent/DE1154111B/en active Pending
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3170879A (en) * | 1961-05-25 | 1965-02-23 | Socony Mobil Oil Co Inc | Lubricant |
| EP0024146A1 (en) * | 1979-08-13 | 1981-02-25 | Exxon Research And Engineering Company | Improved lubricating compositions |
| US4867890A (en) * | 1979-08-13 | 1989-09-19 | Terence Colclough | Lubricating oil compositions containing ashless dispersant, zinc dihydrocarbyldithiophosphate, metal detergent and a copper compound |
| EP0257156A1 (en) * | 1985-03-21 | 1988-03-02 | Engelhard Corporation | Complex zinc salts, their production, and coating compositions containing them |
| US4664822A (en) * | 1985-12-02 | 1987-05-12 | Amoco Corporation | Metal-containing lubricant compositions |
| US10711526B2 (en) | 2017-02-01 | 2020-07-14 | Baker Hughes, A Ge Company, Llc | Methods for forming or servicing a wellbore, and methods of coating surfaces of tools |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1154111B (en) | 1963-09-12 |
| FR1228411A (en) | 1960-08-29 |
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