EP3242924B1 - Alpha-olefin adsorption inhibiting lubricant composition, adsorption inhibiting method and adsorption inhibitor - Google Patents
Alpha-olefin adsorption inhibiting lubricant composition, adsorption inhibiting method and adsorption inhibitor Download PDFInfo
- Publication number
- EP3242924B1 EP3242924B1 EP15816713.0A EP15816713A EP3242924B1 EP 3242924 B1 EP3242924 B1 EP 3242924B1 EP 15816713 A EP15816713 A EP 15816713A EP 3242924 B1 EP3242924 B1 EP 3242924B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- mass
- olefin
- lubricant composition
- acid derivative
- rust
- 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.)
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- 239000000203 mixture Substances 0.000 title claims description 66
- 239000004711 α-olefin Substances 0.000 title claims description 61
- 239000000314 lubricant Substances 0.000 title claims description 51
- 230000002401 inhibitory effect Effects 0.000 title claims description 10
- 238000001179 sorption measurement Methods 0.000 title claims description 9
- 239000003112 inhibitor Substances 0.000 title description 30
- 238000000034 method Methods 0.000 title description 7
- 239000002199 base oil Substances 0.000 claims description 32
- FSYKKLYZXJSNPZ-UHFFFAOYSA-N sarcosine Chemical class C[NH2+]CC([O-])=O FSYKKLYZXJSNPZ-UHFFFAOYSA-N 0.000 claims description 21
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical class OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 15
- 150000001509 aspartic acid derivatives Chemical class 0.000 claims description 14
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- 239000003921 oil Substances 0.000 claims description 10
- 229920002367 Polyisobutene Polymers 0.000 claims description 8
- 125000000923 (C1-C30) alkyl group Chemical group 0.000 claims description 6
- 125000003342 alkenyl group Chemical group 0.000 claims description 6
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 6
- 229910052751 metal Inorganic materials 0.000 claims description 6
- 239000002184 metal Substances 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 229920006395 saturated elastomer Polymers 0.000 claims description 3
- 125000002843 carboxylic acid group Chemical group 0.000 claims description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 2
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 65
- 230000000052 comparative effect Effects 0.000 description 37
- 239000000654 additive Substances 0.000 description 35
- 230000000996 additive effect Effects 0.000 description 31
- 230000003647 oxidation Effects 0.000 description 16
- 238000007254 oxidation reaction Methods 0.000 description 16
- 230000000694 effects Effects 0.000 description 15
- 230000002265 prevention Effects 0.000 description 15
- -1 aliphatic amine compound Chemical class 0.000 description 14
- 238000012360 testing method Methods 0.000 description 12
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 10
- 229910052791 calcium Inorganic materials 0.000 description 10
- 239000011575 calcium Substances 0.000 description 10
- 239000000126 substance Substances 0.000 description 9
- 239000002253 acid Substances 0.000 description 8
- 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 description 8
- 150000002148 esters Chemical class 0.000 description 8
- 150000003443 succinic acid derivatives Chemical class 0.000 description 8
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 7
- 239000011630 iodine Substances 0.000 description 7
- 229910052740 iodine Inorganic materials 0.000 description 7
- AVVIDTZRJBSXML-UHFFFAOYSA-L calcium;2-carboxyphenolate;dihydrate Chemical compound O.O.[Ca+2].OC1=CC=CC=C1C([O-])=O.OC1=CC=CC=C1C([O-])=O AVVIDTZRJBSXML-UHFFFAOYSA-L 0.000 description 6
- 239000008186 active pharmaceutical agent Substances 0.000 description 5
- 229920013639 polyalphaolefin Polymers 0.000 description 5
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 4
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 4
- 229910052794 bromium Inorganic materials 0.000 description 4
- 239000010725 compressor oil Substances 0.000 description 4
- 239000010687 lubricating oil Substances 0.000 description 4
- CCCMONHAUSKTEQ-UHFFFAOYSA-N octadec-1-ene Chemical compound CCCCCCCCCCCCCCCCC=C CCCMONHAUSKTEQ-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 3
- UWNADWZGEHDQAB-UHFFFAOYSA-N i-Pr2C2H4i-Pr2 Natural products CC(C)CCC(C)C UWNADWZGEHDQAB-UHFFFAOYSA-N 0.000 description 3
- 0 CCN(*I)C(C*)*C Chemical compound CCN(*I)C(C*)*C 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical class OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 description 2
- 125000006231 alkoxy propyl group Chemical group 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- APJNTCIIXJAVDG-UHFFFAOYSA-N 2,2,3,3-tetrakis(prop-1-en-2-yl)butanedioic acid Chemical compound CC(=C)C(C(C)=C)(C(O)=O)C(C(C)=C)(C(C)=C)C(O)=O APJNTCIIXJAVDG-UHFFFAOYSA-N 0.000 description 1
- COODPNSOJKPFGM-UHFFFAOYSA-N 2-(4-nonylphenoxy)benzoic acid Chemical compound C1=CC(CCCCCCCCC)=CC=C1OC1=CC=CC=C1C(O)=O COODPNSOJKPFGM-UHFFFAOYSA-N 0.000 description 1
- BITAPBDLHJQAID-KTKRTIGZSA-N 2-[2-hydroxyethyl-[(z)-octadec-9-enyl]amino]ethanol Chemical compound CCCCCCCC\C=C/CCCCCCCCN(CCO)CCO BITAPBDLHJQAID-KTKRTIGZSA-N 0.000 description 1
- NPSJHQMIVNJLNN-UHFFFAOYSA-N 2-ethylhexyl 4-nitrobenzoate Chemical compound CCCCC(CC)COC(=O)C1=CC=C([N+]([O-])=O)C=C1 NPSJHQMIVNJLNN-UHFFFAOYSA-N 0.000 description 1
- 239000004808 2-ethylhexylester Substances 0.000 description 1
- 244000188595 Brassica sinapistrum Species 0.000 description 1
- 235000004977 Brassica sinapistrum Nutrition 0.000 description 1
- 241001248539 Eurema lisa Species 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
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000004517 catalytic hydrocracking Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- YFPKMSHZLIRWJQ-UHFFFAOYSA-J dicalcium 2-hydroxybenzoate Chemical compound [Ca+2].C(C=1C(O)=CC=CC1)(=O)[O-].[Ca+2].C(C=1C(O)=CC=CC1)(=O)[O-].C(C=1C(O)=CC=CC1)(=O)[O-].C(C=1C(O)=CC=CC1)(=O)[O-] YFPKMSHZLIRWJQ-UHFFFAOYSA-J 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical class C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000693 micelle Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical group O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 239000013535 sea water Substances 0.000 description 1
- 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 description 1
- 238000010998 test method Methods 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
- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- C10M169/04—Mixtures of base-materials and additives
-
- 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
- C10M141/00—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential
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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
- C10M2203/024—Well-defined aliphatic compounds unsaturated
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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
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/102—Aliphatic fractions
- C10M2203/1025—Aliphatic fractions used as base material
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- 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
- C10M2205/0265—Butene used as base material
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- 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
- C10M2205/028—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms
- C10M2205/0285—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms used as base material
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- 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
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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
- 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
- C10M2207/141—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings monocarboxylic
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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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/24—Epoxidised acids; Ester derivatives thereof
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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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/26—Overbased carboxylic acid salts
- C10M2207/262—Overbased carboxylic acid salts derived from hydroxy substituted aromatic acids, e.g. salicylates
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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
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2215/042—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives thereof
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
- C10M2215/064—Di- and triaryl amines
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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
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
- C10M2215/064—Di- and triaryl amines
- C10M2215/065—Phenyl-Naphthyl amines
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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
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/08—Amides
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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
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/12—Partial amides of polycarboxylic acids
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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
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/22—Heterocyclic nitrogen compounds
- C10M2215/223—Five-membered rings containing nitrogen and carbon only
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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
- C10M2219/046—Overbasedsulfonic acid salts
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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
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/12—Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/30—Refrigerators lubricants or compressors lubricants
Definitions
- the present invention relates to a lubricant composition, and more particularly, to improvement of an industrial lubricating oil such as a working oil or a compressor oil.
- a lubricating oil such as a working oil or a compressor oil cannot obtain good oxidation stability and rust prevention and is difficult to use stably over a long period unless an additive package including a rust inhibitor as an additive is used in the lubricant composition. Therefore, a lubricant composition having desired oxidation stability and rust prevention has been obtained by adding an additive package including a rust inhibitor to a lubricant composition used as a working oil, a compressor oil, or the like.
- WO2008095966 A1 discloses a lubricating oil composition comprising a base oil, an aspartic acid derivative and aliphatic amine compound.
- WO2008090179 A1 discloses a lubricating oil composition, comprising a base oil; and at least one additive selected from the group consisting of: (i) an acid amide obtainable by reacting an amine with a saturated monocarboxylic acid having from 12 to 30 carbons or an unsaturated monocarboxylic acid having from 18 to 24 carbons; (ii) sarcosinic acid; and (iii) an aspartic acid derivative.
- the invention of the present application seeks to obtain a lubricant composition and the like having excellent oxidation stability and rust prevention by inhibiting adsorption of a very small quantity of an ⁇ -olefin, which has an ill effect as described earlier on oxidation stability and rust prevention in a lubricant composition such as a working oil or a compressor oil, so that the ⁇ -olefin has no effect on a metal surface.
- Group III and Group IV base oils are 90 mass% or more saturated hydrocarbons
- the present inventors tried obtaining the desired effect by adding a large quantity of an additive having a rust-preventing effect, and found that because additives have low solubility in base oils and adding a large quantity of an additive is disadvantageous economically, an additive which has an effect by adding a small quantity had to be selected.
- the present invention provides the use of a sarcosinic acid derivative, an aspartic acid derivative or a diethanolamine derivative, or a mixture thereof, for inhibiting adsorption of alpha-olefin present in a lubricant composition to a metal surface, the lubricant composition comprising any of oils of Group III, Group IV and polyisobutylenes classified into Group V according to the API base oil classification or a mixture thereof as a base oil, and the alpha-olefin coexisting in an amount of 1% by mass or less based on the total amount of the composition, wherein the sarcosinic acid derivative, the aspartic acid derivative and the diethanolamine derivative are as indicated in the appended claims.
- the present invention can improve oxidation stability and rust prevention in a lubricant composition by inhibiting the adsorbing effect of a very small quantity an ⁇ -olefin mixed in a lubricant composition.
- the base oil of the lubricant composition comprises any of oils of Group III, Group IV and polyisobutylenes classified into Group V according to the API base oil classification or a mixture thereof as a base oil. This means that all or substantially all (i.e. greater than 90mass% based upon the mass of the base oil) of the base oil is chosen from one or more base oils from Group III, Group IV and polyisobutylenes classified into Group V according to the API base oil classification.
- the base oil of the lubricant composition in the present invention is, for example, a poly- ⁇ -olefin (PAO) belonging to Group IV in the base oil classification of API, a highly hydrogenated and refined high viscosity-index mineral oil belonging to Group III and having little sulphur or unsaturated content, a gas-to-liquid (GTL) base oil, a polyisobutylene belonging to Group V, or an oil mixture of these.
- PAO poly- ⁇ -olefin
- GTL gas-to-liquid
- Group IV PAO are produced by polymerising ⁇ -olefins, and such a PAO having an ⁇ -olefin mixed in presumably occurs when a very small quantity of some of the ⁇ -olefin having a double bond remains unreacted in the compound.
- ⁇ -olefin adsorbing to a metal surface seems to thwart achieving sufficient oxidation stability and rust prevention.
- the ⁇ -olefin acts as a nucleus which causes the rust inhibitor to form micelles, leaving it unable to adsorb to a metal surface and function as a rust inhibitor.
- Hydrocarbon molecules are isomerised by hydrocracking during production of Group III base oils, but if the partial pressure of hydrogen is insufficient or hydrogenation is incomplete, a very small quantity of an ⁇ -olefin is presumably mixed in a lubricant composition using such a base oil.
- Polyisobutylene has a long-chain hydrocarbon molecular structure obtained by polymerising isobutene, and is classified as a Group V base oil. A very small quantity of an ⁇ -olefin derived from the isobutene used as the raw material is presumably mixed in such a base oil.
- 'A very small quantity of an ⁇ -olefin is mixed in' means containing 1 mass% or less of an ⁇ -olefin in a lubricant composition.
- the amount of ⁇ -olefin is always greater than 0 mass%, i.e. there is a detectable amount of ⁇ -olefin.
- the iodine value or the bromine value is usually used as an indicator of unsaturated content; JIS K 0070 'Test Methods for Acid Value, Saponification Value, Ester Value, Iodine Value, Hydroxyl Value and Unsaponifiable Matter of Chemical Products' describes the iodine value.
- the present invention is effective when the iodine value of a base oil is 1.0 g/100 g or less, preferably 0.02 g/100 g to 1.0 g/100 g, and more preferably 0.09 g/100 g to 1.0 g/100 g.
- the present invention is also effective when the bromine value is 0.64 g/100 g or less, preferably 0.01 g/100 g to 0.64 g/100 g, and more preferably 0.06 g/100 g to 0.64/100 g.
- Adding the sarcosinic acid derivative to a lubricant composition is effective when adding a commonly used additive package including a rust inhibitor cannot obtain sufficient oxidation stability and rust prevention.
- the sarcosinic acid derivative is indicated by the following formula 1:
- R 1 in the formula 1 is a C 16-20 alkyl, and preferably a C 17 alkyl.
- Such a sarcosinic acid derivative is added to obtain the desired oxidation stability and rust prevention in a lubricant composition.
- the sarcosinic acid derivative may be added at from 0.001 to 3 mass%, and preferably from 0.005 to 2 mass%, of the total weight of the lubricant composition to avoid being uneconomical due to adding too much.
- a substance which inhibits the adsorption of an ⁇ -olefin as described earlier is an aspartic acid derivative indicated by the following formula 2.
- R 2 and R 3 in the formula 2 are hydrogen or the same or different C 3-6 alkyl, alkenyl, or hydroxyalkyl, and preferably may be 2-methylpropyl or tertiary butyl.
- R 4 is a C 1-30 alkyl or alkenyl, a C 1-30 alkyl having an ether bond, or a hydroxyalkyl.
- R 5 is a C 1-30 saturated or unsaturated carboxylic acid group, or a C 1-30 alkyl, alkenyl, or hydroxyalkyl. Examples are a propionic acid group or a propionylic acid group.
- This aspartic acid derivative may be used at from 0.005 to 3 mass%, and preferably from 0.01 to 3 mass%, to the total weight of the lubricant composition.
- a substance which inhibits the adsorption of an ⁇ -olefin as described earlier is a diethanolamine derivative indicated by the following formula 3.
- R 6 in the formula 3 is a C 16-20 alkyl, and preferably a C 18 alkyl.
- the diethanolamine derivative may be added at from 0.001 to 3 mass%, and preferably from 0.005 to 2 mass%, of the total weight of the lubricant composition.
- ⁇ -olefin adsorption inhibitor of the present invention and lubricant compositions using this inhibitor will be described specifically hereinafter by citing examples and comparative examples, but the present invention is not to be taken as limited to these examples.
- PAO8 A poly- ⁇ -olefin obtained by polymerising 3-4 C 10 ⁇ -olefins as the principal ingredient.
- the iodine value of this PAO8 is at or below the detection limit, indicating that substantially no ⁇ -olefins are mixed in.
- This R&O type industrial additive package contains N-1-naphthylaniline, N,N-bis(2-ethylhexyl)-(4 or 5)-methyl-1H-benzotriazole-1-methylamine, (4-nonylphenoxy)benzoic acid, alkylated diphenylamine, steric-hindered phenol, and acyl sarcosinic acid.
- the ⁇ -olefin in the examples and comparative examples is the reagent 1-octadecene made by Wako Pure Chemical Industries. Because this compound has a molecular weight of 252, the iodine value when calculated in the compound separately is 101 g/100 g, and the bromine value is 63.5 g/100 g.
- the iodine value derived from the ⁇ -olefin in compositions containing 1.0 mass% of 1-octadecene in the examples and comparative examples may be said to be 1.0 g/100 g, and the bromine value may be said to be 0.64 g/100 g.
- a lubricant composition comprising 98.4 mass% of PAO8, 0.5 mass% of a commonly used package additive including a rust inhibitor, 1.0 mass% of the ⁇ -olefin, and 0.1 mass% of the sarcosinic acid derivative.
- a lubricant composition comprising 98.0 mass% of PAO8, 0.5 mass% of a commonly used package additive including a rust inhibitor, 1.0 mass% of the ⁇ -olefin, and 0.5 mass% of the sarcosinic acid derivative.
- a lubricant composition comprising 98.0 mass% of PAO8, 0.5 mass% of a commonly used package additive including a rust inhibitor, 1.0 mass% of the ⁇ -olefin, and 0.5 mass% of the aspartic acid derivative.
- a lubricant composition comprising 98.0 mass% of PAO8, 0.5 mass% of a commonly used package additive including a rust inhibitor, 1.0 mass% of the ⁇ -olefin, and 0.5 mass% of the diethanolamine derivative.
- a lubricant composition comprising only a base oil consisting of 100 mass% of PAO8.
- a lubricant composition comprising 99.5 mass% of PAO8, and 0.5 mass% of a commonly used package additive including a rust inhibitor.
- a lubricant composition comprising 98.5 mass% of PAO8, 0.5 mass% of a commonly used package additive including a rust inhibitor, and 1.0 mass% of the ⁇ -olefin.
- a lubricant composition comprising 98.4 mass% of PAO8, 0.5 mass% of a commonly used package additive including a rust inhibitor, 1.0 mass% of the ⁇ -olefin, and 0.1 mass% of the succinic acid derivative.
- a lubricant composition comprising 98.0 mass% of PAO8, 0.5 mass% of a commonly used package additive including a rust inhibitor, 1.0 mass% of the ⁇ -olefin, and 0.5 mass% of the succinic acid derivative.
- a lubricant composition comprising 98.0 mass% of PAO8, 0.5 mass% of a commonly used package additive including a rust inhibitor, 1.0 mass% of the ⁇ -olefin, and 0.5 mass% of the epoxidized ester.
- a lubricant composition comprising 98.4 mass% of PAO8, 0.5 mass% of a commonly used package additive including a rust inhibitor, 1.0 mass% of the ⁇ -olefin, and 0.1 mass% of calcium salicylate.
- a lubricant composition comprising 98.0 mass% of PAO8, 0.5 mass% of a commonly used package additive including a rust inhibitor, 1.0 mass% of the ⁇ -olefin, and 0.5 mass% of calcium salicylate.
- a lubricant composition comprising 98.4 mass% of PAO8, 0.5 mass% of a commonly used package additive including a rust inhibitor, 1.0 mass% of the ⁇ -olefin, and 0.1 mass% of calcium sulphonate.
- a lubricant composition comprising 98.0 mass% of PAO8, 0.5 mass% of a commonly used package additive including a rust inhibitor, 1.0 mass% of the ⁇ -olefin, and 0.5 mass% of calcium sulphonate.
- a lubricant composition comprising 98.0 mass% of PAO8, 0.5 mass% of a commonly used package additive including a rust inhibitor, 1.0 mass% of the ⁇ -olefin, and 0.5 mass% of the alkyl ether carboxylic acid.
- test evaluation was based on the following criteria. No rust found None (passed: ⁇ ) Slight rust found Slight (not passed: ⁇ ) Moderate rust found Moderate (not passed: ⁇ ) Heavy rust found Heavy (not passed: ⁇ )
- Tables 1 and 2 show the compositions of the examples and the comparative examples, and the results of the rust-proofing test.
- Comparative Example 2 was produced by combining Comparative Example 1 with 0.5 mass% of a commonly used package additive including a rust inhibitor, and as a result, no rust was found.
- Comparative Example 3 was produced by combining Comparative Example 2 with 1.0 mass% of the ⁇ -olefin, (moderate) rust was found even though the lubricant composition contained a package additive including a rust inhibitor when the ⁇ -olefin was mixed in.
- Example 1 was produced by combining Comparative Example 3, having ⁇ -olefin mixed in, with 0.1 mass% of the sarcosinic acid derivative, with which, no rust was found to occur.
- Example 2 was produced by combining the same with 0.5 mass % of a sarcosinic acid derivative, with which, no rust was found to occur.
- Example 3 was produced by combining Comparative Example 3, having ⁇ -olefin mixed in, with 0.5 mass% of the aspartic acid derivative, with which, no rust was found to occur.
- Example 4 was produced by similarly combining Comparative Example 3, having ⁇ -olefin mixed in, with 0.5 mass% of the diethanolamine derivative, with which, no rust was found to occur.
- Comparative Example 4 was produced by combining Comparative Example 3, having ⁇ -olefin mixed in, with 0.1 mass% of the succinic acid derivative, with which, (moderate) rust was found to occur.
- Comparative Example 5 was produced by combining the same with 0.5 mass% of the succinic acid derivative, with which, (moderate) rust was found to occur.
- Comparative Example 6 was produced by combining Comparative Example 3, having ⁇ -olefin mixed in, with 0.5 mass% of the epoxidized ester, with which, (heavy) rust was found to occur.
- Comparative Example 7 was produced by combining Comparative Example 3, having ⁇ -olefin mixed in, with 0.1 mass% of calcium salicylate, with which, (heavy) rust was found to occur.
- Comparative Example 8 was produced by combining the same with 0.5 mass% of calcium salicyate, with which, (moderate) rust was found to occur.
- Comparative Example 9 was produced by combining Comparative Example 3, having ⁇ -olefin mixed in, with 0.1 mass% of calcium sulphonate, with which, (heavy) rust was found to occur.
- Comparative Example 10 was produced by combining the same with 0.5 mass% of calcium sulphonate, with which, (heavy) rust was also found to occur.
- Comparative Example 11 was produced by combining Comparative Example 3, having ⁇ -olefin mixed in, with 0.5 mass% of the alkyl ether carboxylic acid, with which, (heavy) rust was found to occur.
- a succinic acid derivative, an epoxidized ester, calcium salicylate, and calcium sulphonate which are usually considered to have a rust inhibiting effect and are used to obtained such an effect, could not prevent worsening of rust caused by an ⁇ -olefin being mixed in.
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
- Preventing Corrosion Or Incrustation Of Metals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2014254765A JP6434800B2 (ja) | 2014-12-17 | 2014-12-17 | αオレフィンの吸着阻害潤滑剤組成物及び吸着阻害方法並びに吸着阻害剤 |
| PCT/EP2015/079638 WO2016096753A1 (en) | 2014-12-17 | 2015-12-14 | α-OLEFIN ADSORPTION INHIBITING LUBRICANT COMPOSITION, ADSORPTION INHIBITING METHOD AND ADSORPTION INHIBITOR |
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| EP (1) | EP3242924B1 (zh) |
| JP (1) | JP6434800B2 (zh) |
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| BR (1) | BR112017012882B1 (zh) |
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| JPH04166931A (ja) * | 1990-10-31 | 1992-06-12 | Fuji Photo Film Co Ltd | ハロゲン化銀写真感光材料 |
| RU2275387C2 (ru) * | 2001-09-14 | 2006-04-27 | Кромптон Корпорейшн | Диспергатор-добавка, улучшающая индекс вязкости, и способ ее получения |
| US7045055B2 (en) * | 2004-04-29 | 2006-05-16 | Chevron U.S.A. Inc. | Method of operating a wormgear drive at high energy efficiency |
| US20060211581A1 (en) * | 2005-03-17 | 2006-09-21 | Bullock Charles L Jr | Blend comprising group III and group IV basestocks |
| DE102005035277B4 (de) * | 2005-07-28 | 2007-10-11 | Clariant Produkte (Deutschland) Gmbh | Mineralöle mit verbesserter Leitfähigkeit und Kältefließfähigkeit |
| CN101506338A (zh) * | 2006-07-19 | 2009-08-12 | 国际壳牌研究有限公司 | 润滑油组合物 |
| JP5237562B2 (ja) * | 2007-01-23 | 2013-07-17 | 昭和シェル石油株式会社 | セラミックス球転がり軸受用潤滑油組成物 |
| JP5426829B2 (ja) * | 2007-02-07 | 2014-02-26 | 昭和シェル石油株式会社 | 油圧シリンダーのビビリ、振動、鳴き防止用潤滑油組成物 |
| JP5475984B2 (ja) * | 2007-12-12 | 2014-04-16 | 昭和シェル石油株式会社 | 潤滑油組成物 |
| US7943807B2 (en) * | 2008-02-06 | 2011-05-17 | Chemtura Corporation | Controlling branch level and viscosity of polyalphaolefins with propene addition |
| JP5366416B2 (ja) * | 2008-02-29 | 2013-12-11 | Ｊｘ日鉱日石エネルギー株式会社 | さび止め油組成物 |
| US8530712B2 (en) * | 2009-12-24 | 2013-09-10 | Exxonmobil Chemical Patents Inc. | Process for producing novel synthetic basestocks |
| JP5892800B2 (ja) * | 2012-02-06 | 2016-03-23 | Ｊｘ日鉱日石エネルギー株式会社 | 油圧作動油組成物 |
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| US20170369812A1 (en) | 2017-12-28 |
| RU2017124359A (ru) | 2019-01-17 |
| CN107109291A (zh) | 2017-08-29 |
| JP2016113572A (ja) | 2016-06-23 |
| JP6434800B2 (ja) | 2018-12-05 |
| BR112017012882B1 (pt) | 2021-06-01 |
| RU2708248C2 (ru) | 2019-12-05 |
| RU2017124359A3 (zh) | 2019-06-14 |
| CN107109291B (zh) | 2021-03-09 |
| BR112017012882A2 (pt) | 2019-11-19 |
| EP3242924A1 (en) | 2017-11-15 |
| WO2016096753A1 (en) | 2016-06-23 |
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