SG183191A1 - Additive composition for lubricating oil - Google Patents
Additive composition for lubricating oil Download PDFInfo
- Publication number
- SG183191A1 SG183191A1 SG2012058137A SG2012058137A SG183191A1 SG 183191 A1 SG183191 A1 SG 183191A1 SG 2012058137 A SG2012058137 A SG 2012058137A SG 2012058137 A SG2012058137 A SG 2012058137A SG 183191 A1 SG183191 A1 SG 183191A1
- Authority
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- Singapore
- Prior art keywords
- mass
- percent
- phosphorus
- lubricating oil
- hydrocarbon
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims description 43
- 239000000654 additive Substances 0.000 title claims description 24
- 230000000996 additive effect Effects 0.000 title claims description 24
- 239000010687 lubricating oil Substances 0.000 title claims description 20
- 229910052751 metal Inorganic materials 0.000 claims abstract description 34
- 239000002184 metal Substances 0.000 claims abstract description 34
- 239000004215 Carbon black (E152) Substances 0.000 claims description 40
- 229930195733 hydrocarbon Natural products 0.000 claims description 40
- 150000002430 hydrocarbons Chemical class 0.000 claims description 40
- 239000002904 solvent Substances 0.000 claims description 37
- 239000011574 phosphorus Substances 0.000 claims description 36
- 229910052698 phosphorus Inorganic materials 0.000 claims description 36
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 30
- 150000003839 salts Chemical class 0.000 claims description 27
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 26
- 150000001875 compounds Chemical class 0.000 claims description 26
- 229910052717 sulfur Inorganic materials 0.000 claims description 26
- 239000011593 sulfur Substances 0.000 claims description 26
- 229910052799 carbon Inorganic materials 0.000 claims description 15
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 14
- 239000002480 mineral oil Substances 0.000 claims description 11
- 235000010446 mineral oil Nutrition 0.000 claims description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
- 229910052791 calcium Inorganic materials 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 125000004429 atom Chemical group 0.000 claims description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 5
- 229910052760 oxygen Inorganic materials 0.000 claims description 5
- 239000001301 oxygen Substances 0.000 claims description 5
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 18
- 229910052725 zinc Inorganic materials 0.000 description 18
- 239000011701 zinc Substances 0.000 description 18
- -1 amine compound Chemical class 0.000 description 14
- 239000003921 oil Substances 0.000 description 10
- 239000011575 calcium Substances 0.000 description 7
- 239000001993 wax Substances 0.000 description 7
- 230000000694 effects Effects 0.000 description 5
- 230000001050 lubricating effect Effects 0.000 description 5
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 230000002411 adverse Effects 0.000 description 4
- 239000002199 base oil Substances 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 229910017052 cobalt Inorganic materials 0.000 description 2
- 239000010941 cobalt Substances 0.000 description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229910052759 nickel Inorganic materials 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 238000007670 refining Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- FDYIPPMMNZJMNA-UHFFFAOYSA-M C(CCC)OP(=O)(OCCCC)[O-].[Zn+] Chemical compound C(CCC)OP(=O)(OCCCC)[O-].[Zn+] FDYIPPMMNZJMNA-UHFFFAOYSA-M 0.000 description 1
- JSAGEZIYKPATEW-UHFFFAOYSA-M C(CCC)OP(=S)(OCCCC)[O-].[Zn+] Chemical compound C(CCC)OP(=S)(OCCCC)[O-].[Zn+] JSAGEZIYKPATEW-UHFFFAOYSA-M 0.000 description 1
- FBOJJHJMTJMADN-UHFFFAOYSA-N CCCCCCCCS(=P(O)(O)O)CCCC Chemical compound CCCCCCCCS(=P(O)(O)O)CCCC FBOJJHJMTJMADN-UHFFFAOYSA-N 0.000 description 1
- 229940126062 Compound A Drugs 0.000 description 1
- JYFHYPJRHGVZDY-UHFFFAOYSA-N Dibutyl phosphate Chemical compound CCCCOP(O)(=O)OCCCC JYFHYPJRHGVZDY-UHFFFAOYSA-N 0.000 description 1
- 101100010343 Drosophila melanogaster lobo gene Proteins 0.000 description 1
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 241000252067 Megalops atlanticus Species 0.000 description 1
- 241000220010 Rhode Species 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 238000004517 catalytic hydrocracking Methods 0.000 description 1
- JNGZXGGOCLZBFB-IVCQMTBJSA-N compound E Chemical compound N([C@@H](C)C(=O)N[C@@H]1C(N(C)C2=CC=CC=C2C(C=2C=CC=CC=2)=N1)=O)C(=O)CC1=CC(F)=CC(F)=C1 JNGZXGGOCLZBFB-IVCQMTBJSA-N 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- CCLBBCBPHBBKKD-UHFFFAOYSA-N dibutoxy-hydroxy-sulfanylidene-$l^{5}-phosphane Chemical compound CCCCOP(O)(=S)OCCCC CCLBBCBPHBBKKD-UHFFFAOYSA-N 0.000 description 1
- QHAUASBJFFBWMY-UHFFFAOYSA-N didecyl hydrogen phosphate Chemical compound CCCCCCCCCCOP(O)(=O)OCCCCCCCCCC QHAUASBJFFBWMY-UHFFFAOYSA-N 0.000 description 1
- JTXUVYOABGUBMX-UHFFFAOYSA-N didodecyl hydrogen phosphate Chemical compound CCCCCCCCCCCCOP(O)(=O)OCCCCCCCCCCCC JTXUVYOABGUBMX-UHFFFAOYSA-N 0.000 description 1
- CFOKOPAVNVCODY-UHFFFAOYSA-N dihexoxy-hydroxy-sulfanylidene-$l^{5}-phosphane Chemical compound CCCCCCOP(O)(=S)OCCCCCC CFOKOPAVNVCODY-UHFFFAOYSA-N 0.000 description 1
- HUDSKKNIXMSHSZ-UHFFFAOYSA-N dihexyl hydrogen phosphate Chemical compound CCCCCCOP(O)(=O)OCCCCCC HUDSKKNIXMSHSZ-UHFFFAOYSA-N 0.000 description 1
- HTDKEJXHILZNPP-UHFFFAOYSA-N dioctyl hydrogen phosphate Chemical compound CCCCCCCCOP(O)(=O)OCCCCCCCC HTDKEJXHILZNPP-UHFFFAOYSA-N 0.000 description 1
- 125000003438 dodecyl 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 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- PHNWGDTYCJFUGZ-UHFFFAOYSA-L hexyl phosphate Chemical compound CCCCCCOP([O-])([O-])=O PHNWGDTYCJFUGZ-UHFFFAOYSA-L 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- KWKAKUADMBZCLK-UHFFFAOYSA-N methyl heptene Natural products CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 1
- 239000004200 microcrystalline wax Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- AFFLGGQVNFXPEV-UHFFFAOYSA-N n-decene Natural products CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 1
- 125000003136 n-heptyl 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])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229920001083 polybutene Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- BDBPMCMHBCLUQD-UHFFFAOYSA-N trizinc [butyl(octyl)-lambda4-sulfanylidene]-trioxido-lambda5-phosphane Chemical compound C(CCC)S(=P([O-])([O-])[O-])CCCCCCCC.[Zn+2].C(CCC)S(=P([O-])([O-])[O-])CCCCCCCC.[Zn+2].[Zn+2] BDBPMCMHBCLUQD-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- 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
- C10M137/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
- C10M137/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
- C10M137/04—Phosphate esters
- C10M137/06—Metal salts
-
- 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
- C10M137/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
- C10M137/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
- C10M137/04—Phosphate esters
- C10M137/10—Thio derivatives
-
- 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
- C10M2203/1006—Petroleum or coal fractions, e.g. tars, solvents, bitumen used as base material
-
- 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
-
- 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
-
- 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
- C10M2223/042—Metal salts thereof
-
- 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
-
- 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
- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
- C10N2020/01—Physico-chemical properties
- C10N2020/02—Viscosity; Viscosity index
-
- 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
- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
- C10N2020/01—Physico-chemical properties
- C10N2020/069—Linear chain compounds
-
- 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
- C10N2030/08—Resistance to extreme temperature
-
- 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
- C10N2030/36—Seal compatibility, e.g. with rubber
-
- 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
- C10N2030/40—Low content or no content compositions
- C10N2030/43—Sulfur free or low sulfur content compositions
-
- 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
- C10N2030/70—Soluble oils
-
- 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
- C10N2070/00—Specific manufacturing methods for lubricant compositions
- C10N2070/02—Concentrating of additives
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
Abstract
M is a divalent metal atom. No. Figure
Description
ADDITIVE COMPOSITION FOR LUBRICATING CIL
[00011] The present invention relates to additive compositions containing a metal salt of a phosphorus-containing compound for lubricating oils.
Background Ax:
[0002] Metal salts of phosphorus-containing compounds such as dialkylthiophosphoric acid esters, dialkylphosphoric acid esters or the like, which are solids or viscous liguids at ambient temperatures have problems that they are pocr in handleability during the production and transportation thereof, cannot be dissolved in a base oil kept at ambient temperature, or are poor in storage stability after being dissolved.
A technology hag been, therefore, proposed wherein such metal salts are dissolved in an amine compound or the like beforehand to be liquefied (see Patent Literature 1 below). However, since addition of a metal salt of a phosphorus-containing compound having been dissolved in such an amine compound to a lubricating oil would lead to adverse effects such as causing rubber seals to swell, the use of the metal salt are restricted to a large extent.
Citation List i} Patent Literature
[0003] Patent Literature 1: W02004/003118
Tachnical Problem
[0004] The present invention provides an additive composition for a lubricating oil that does not give adverse effects such as causing rubber seals to swell, is excellent in storage stability and contains a metal salt of a dialkylthiophosphoric acid ester or a dialkylphosphoric acid ester that and is solid or viscous liquid at ambient temperatures, in a dissolved state and also a process for producing an additive composition for a lubricating oil comprising dissolving the above-mentioned compound in a base oil at a relatively low temperature of 60° or lower for a short period of time.
[0004] As the results of the extensive studies and research conducted by the inventors, the present invention has been accomplished on the basis of the finding that the use of a specific hydrocarbon solvent enables a metal salt of a phosphorus-containing compound to dissolve at a high concentration and a relatively low temperature of 60°C or lower and the es dissolved metal salt 1s excellent in storage stability. a [0006] That is, the present invention relates to an = additive composition for a lubricating oil, comprising a metal salt of a phosphorus—-containing compound represented by formula (1) in an amount of 10 to 90 percent by mass on the basis of the composition, contained in a hydrocarbon solvent selected from a mineral oil, a hydrocarbon synthetic oil and a mixture thereof, the hydrocarbon solvent having a 100°C kinematic viscosity of 0.5 to 4.5 mm?/s, a %C, of 3 or less, and a sulfur content of 0.05 percent by mass or less: 1 1 oR’ ! No? i (1) 22 No” 7 “or
X wherein X! and X? are each independently oxygen or sulfur,
R*, R?, R*, and R! are each independently a straight~chain alkyl group having 3 to 12 carbon atoms, the average of the carbon number is 5 or greater, and
M is a divalent metal atom.
[0007] The present invention also relates to a process for producing an additive composition for a lubricating oil, comprising dissolving a metal salt of a phosphorus-containing compound represented by formula (1) in an amount of 10 to 20 percent by mass on the basis of the composition in a hydrocarbon sclvent selected from a mineral oil, a hydrocarbon synthetic cil and a mixture thereof, the hydrocarbon solvent having a 100°C kinematic viscosity of 0.5 to 4.5 mm?/s, a $Ca 0f 3 or less, and a sulfur content of 0.05 percent by mass or less: 1
R'O, A OF rg No’ " 7 “or? HY
Xx wherein X' and X? are each independently oxygen or sulfur,
R', R?, R?, and R! are each a straight-chain alkyl group having 3 to 12 carbon atoms, the average of the carbon number is 5 or greater, and M is a divalent metal atom.
[0008] The present invention also relates to a lubricating oil composition comprising the foregoing additive composition.
[0009] The additive composition for a lubricating oil of the present invention can be produced at a relative low femperature that is 60°C or lower for a short period of time, does not have adverse effects such as causing rubber seals to swell, and is excellent in storage stability.
Best Mode for Carrying out the Invention oo... 10010] = The present invention will be described in more details below.
The hydrocarbon sclvent used in the iubricating oil additive composition of the present invention is a solvent selected from a mineral oil, a hydrocarbon synthetic oil, and a mixture thereof, having a 100°C kinematic viscosity of 0.5 to 4.5 mm?/s, a %Ca of 3 or less, and a sulfur content of 0.05 percent by mass or less. [00111 Specific examples of the mineral base oil include those which can be produced by subjecting a lubricating oil fraction produced by vacuum-distilling an atmospheric distillation bottom oil resulting from atmospheric distillation of a crude oil, to any one or more treatments selected from solvent deasphalting, solvent extraction, hydrocracking, solvent dewaxing, and hydrorefining; wax-isomerized mineral oils; and those produced by isomerizing GTL WAX (Gas to Liguid
Wax} produced through Fischer-Tropsch process.
[0012] Specific examples of the synthetic base oil include polybutenes and hydrogenated compounds thereof; poly-~a-~olefins such as l-octene oligomer and l-decene oligomer, and hydrogenated compounds thereof; aromatic synthetic oils such as alkylnaphthalenes and
Be alkylbenzenes; and mixtures of two or more of these — oils.
[0013] The hydrocarbon solvent used in the present invention may be a mineral oil, a hydrocarbon synthetic 0il or any mixture of two more types selected from these cils. For example, the solvent may be a mixture of more than one mineral oils, a mixture of more than one hydrocarbon synthetic oils, or a mixture of one or more mineral oil and one or more hydrocarbon synthetic oil.
[0014] The hydrocarbon solvent used in the present invention has a 100°C kinematic viscosity of necessarily 0.5to 4.5mm?/s, preferably 1.0 to 4.3 mm?/s, more preferably 1.5 to 4.2 mm?/s, most preferably 2.0 to 4.1 mm*/s. A hydrocarbon solvent having a 100°C kinematic viscosity of less than 0.5 mm?/s is not preferable with the objective of evaporation loss. A hydrocarbon solvent having a 100°C kinematic viscosity of greater than 4.5 mm?/s is not also preferable because of its poor dissolubility of a metal salt of a phosphorus~-containing compound.
[0015] The hydrocarbon solvent used in the present invention has a %Cp, of necessarily 3 or less, preferably 2.5 or less, more preferably 2.0 or less, more preferably 1.5 ox less. A hydrocarbon solvent having a %Cp of greater than 3 1s not preferable because it tends to be reduced in disscolubility of & metal salt vo... of a phosphorus~containing compound. The hydrocarbon solvent may have a %Cp of 0.
The %Cz used herein denote the percentages of the aromatic carbon number in the total carbon number, determined by a method {(n-d-M ring analysis) in accordance with ASTM D 3238-805.
[0016] The hydrocarbon solvent used in the present invention has a sulfur content of necessarily 0.05 percent by mass or less, preferably 0.04 percent by mass or less, more preferably 0.03 percent by mass or less, particularly preferably 0.02 percent by mass or less.
A hydrocarbon solvent having a sulfur content of more than 0.05 percent by mass is not preferable because it tends to be reduced in dissolubility of a metal salt of a phosphorus-containing compound.
[0017] Generally, the sulfur content of a hydrocarbon solvent varies on the sulfur content of its raw material. For example, in the case of using a raw material containing substantially no sulfur such as a synthetic wax produced through a Fischer-Tropsch reaction, a hydrocarbon solvent containing substantially no sulfur can be produced. In the case of using a rawmaterial containing sulfur such as a slack wax produced through the refining process of a hydrocarbon solvent or a micro wax produced through wax i en refining, the sulfur content of the resulting hydrocarbon sclvent is usually 0.01 pezxcent by mass or } more. In the present invention, the sulfur content is necessarily 0.05 percent by mass or less.
The sulfur content referred herein is measured in accordance with the method described in JIS
K2541-1996.
[0018] No particular restriction is imposed on the viscosity index of the hydrocarbon solvent used in the present invention. However, the viscosity index is preferably 80 or greater, 100 or greater, most preferably 120 or greater such that excellent viscosity characteristics can be obtained at from low temperatures to high temperatures. No particular restriction is imposed on the upper limit of the viscosity index. Those with a viscosity index of 135 to 180 such as normal paraffins, slack waxes, GTL waxes or isoparaffinmineral oil produced by isomerizing them may be used. A hydrocarbon solvent with a viscosity index of less than 80 would tend to be reduced in dissolubility of a metal salt of a phosphorus-containing compound. [C019] The additive composition for a lubricating oil of the present invention comprises the ~Q-
above-described hydrocarbon solvent and one or more ive... metal salt of a phosphorus-containing compound represented by formula (1) below (hereinafter simply referred te as “a metal salt ¢f a phosphorus-containing compound) in an amount of 10 to 90 percent by mass on the basis of the total mass of the composition.
[0020] ! OR’ : Ae? Si (1) 22d No” 7 “or*
X
[0021] In formula (1), X* and X? are each oxygen or sulfur. RY, R?, R® and R® are each independently a straight-chain alkyl group having 3 to 12, preferably 4 to 11, more preferably 4 to 10, most preferably 4 to 8 carbon atoms. An alkyl grcup having fewer than 3 carbon atoms would cause the resulting metal salt to be poor in dissolubility while an alkyl group having more than 12 carbon atoms would makes it difficult to produce the metal salt. The average carbon number of
R', R?*, R® and R" is necessarily 5 or greater. M is a divalent metal atom, specific examples cf which include zinc, copper, nickel, cobalt, calcium and magnesium.
Preferred is zinc.
[0022] Examples of the straight-chain alkyl group
Qn include n-propyl, n-butyl, n-pentyl, n-hexyl, n-heptyl, _ n-octyl, n-nonyl, n-decyl, n-undecyl, and n-dodecyl groups.
[0023] Specific examples of the phosphorus-containing compound include di-n-butylphosphate, di-n-hexylphosphate, di-n-octylphosphate, di-n-decylphosphate, di-n-dodecylphosphate, n-butyl-n-hexylphesphate, n-butyl-n-octylphosphate, di-n-butylthiophosphate, di-n-hexylthiophosphate, di-n-~octylthiophospahte, n-butyl-n-hexylthiophcsphate, n-butyl-n-octylthiophosphate, and mixtures thereof.
Specific examples of the compounds represented by formula (1) include metal salts, such as zinc, copper, nickel, cobalt, calcium, and magnesium salts of the above-described phosphorus-containing compounds. i0024] The mix ratio of the metal =alt of the phosphorus~containing compound to the hydrocarbon solvent is from 10 to 90 percent by mass, preferably from 30 to 85 percent by mass, more preferably from 35 to 80 percent by mass, most preferably from 40 to 75 percent by mass on the basis of the total mass of the composition. When themix ratio is less than 10 percent by mass, the amount of the additive to be added during the process of production of a lubricating oil would ~~... be increased, possibly causing an increase in the = evaporation loss of the lubricating oil. When the mix ratio is more than 90 percent bymass, the additive would separate from the lubricating oil during the storage thereof.
[0025] The additive composition for a lubricating 0il of the present invention has a 100°C kinematic viscosity of preferably 0.5 to 4.5 mm?/s, more preferably 1.0 to 4.3 mm?/s, more preferably 1.5 to 4.2 mm?/s.
[0026] The additive composition of the present invention can be easily produced by, for example, adding a metal salt of a phosphorus—-containing compound having been finely crushed, to a hydrocarbon solvent heated to a temperature of 30 to 60°C and stirring the mixture at a revolution number ©¢f about 300 rpm or alternatively dissolving a metal salt of a phosphorous~containing compound in an organic solvent such as hexane and then mixing the metal salt with a hydrocarbon solvent, followed by removal of the organic solvent.
[0027] The resulting additive composition for a lubricating oil of the present invention is used as an additive for various lubricating oils.
Examples oo [0028] The present invention will be described more specifically with reference to the following Examples and Comparative Examples but not limited thereto.
[0029] [Examples 1 to 8, Comparative Examples 1 to 16]
The following metal salts of phosphorous-containing compounds were added to the following hydrocarbon solvents to prepare additive compositions for lubricating coils (Examples 1 to 8,
Comparative Examples 1 tolé6) having formulations set forth in Tables 1 and 2 below. The hydrocarbon solvents and metal salts of phosphorous~containing compounds in . the tables are as follows.
[0030] (1) Hydrocarbon solvents
Solvent 1: Paraffinic solvent refined mineral oil (100°C kinematic viscosity: 2.1 mm?/s, %Ca: 5, sulfur content: 800 ppm by mass)
Solvent 2: Hydrogenated refined mineral oil (100°C kinematic viscosity: 2.7 mm%/s, %Ca: 0, sulfur content: 0 ppm by mass)
Solvent 3: Poly-a-olefin (PAO) (100°C kinematic viscosity: 4.0 mm?/s, %Ca: 0, sulfur content: 0 ppm by mass)
[0031] (2) Metal salts of phosphorus-containing compounds
I ~~ Phosphorus compound A: zinc Co n-butyl-n-hexylphosphate {average carbon number: 5, phosphorus content: 11.5 percent by mass, zinc content: 11.9 percent by mass)
Phosphorus compound B: zinc di-n~hexylphosphate (average carbon number: 6, phosphorus content: 10.4 percent by mass, zinc content: 10.7 percent by mass)
Phosphorus compound C: zinc n-butyl-n-octylphosphate (average carbon number: 6, phosphorus content: 10.4 percent by mass, zinc content: 10.7 percent by mass)
Phosphorus compound D: zinc n-butyl-n-octylthiophosphate (average carbon number: 6, phosphorus content: 9.8 percent by mass, zinc content: 10.1 percent by mass, sulfur content: 10.1 percent by mass)
Phosphorus compound E: zinc di-n-butylphosphate (average carbon number: 4, phosphorus content: 12.8 percent by mass, zinc content: 13.1 percent by mass)
Phosphorus compound F: zinc di-n-butylthiophosphate (average carbon number: 4, phosphorus content: 11.9 percent by mass, zinc content: 12.3 percent by mass, sulfur content: 12.3 percent by mass)
Phosphorus compound G: zinc n-butyl-n-hexylphosphate (average carbon number: 4.5, phosphorus content: 12.2 percent by mass, zinc content: 12.6 percent by mass)
Phosphorus compound H: zinc di-2~ethylhexylphosphate (phosphorus content: 8.8 percent by mass, zinc content: 9.1 percent by mass)
Phosphorus compound I: zinc di-2-ethylhexyldithiophosphate (phosphorus : content: 8.4 percent by mass, zinc content: 8.7 percent by mass, sulfur content: 8.7 percent by mass)
[0032] The additive compositions for a lubricating 0il of Examples 1 to 8 and Comparative Examples 1 50 16 were subjected to a storage test at normal temperature to observe whether they were liguefied at a temperature of 60°C and whether insoluble precipitated after 1 week, 2 weeks, 3 weeks and 4 weeks.
The results are set forth in Tables 1 and 2. A stable additive composition for a iubricating oil cannot be produced in the case of using solvent 1 not having the properties defined by the present invention and phosphorus-containing compounds having a branched oo o@lkylogroup.
. [Table 1]
TTI 7 3 1 a Pol bod “nl owl on 3 ! Rn Po a af oa 9 « 0 chefs i fg o Sr2le
TEE Eo I
Ch I or LTT £5 a Pol Pod © | wif ow 2 i | . - E48 vitaliel betas S208) 8 2H 3 Pope
EE 5 pobre se i Err i —1 — ft 2s ih] :
Be {oi i bal 3 a | oo eo 0 clebobebbobb 8 Je
Ei PL BE 3 & Po | ! oo Po bo bob i i303 Co ; ; Pol “wl af Bow ow 8 2 i i i nj oo wi al a o> FH § sll fei Size
ESE I guwl = Polo Po
GS bop or b !
Pl rT Td al Lobo bd 2 g podbot or w a o Fob db % a g ELECTR £ 3 8 i I w i 4 LT ~ pb l I 4 8 Poiob “ al so ~ 2 § clei bo 2 212 § 3 I bor ij © Pd id i = j TT i a a Pd HEN 3 2 Pod [ol] a ol o a i ol 1 tlt 5 2 = © E slObER £ 2 =| bo I ul LI PE :
HE Cb o “ ° uo a i. Po 2 2 wg g Ads bh 2 g a Pod Po { i |” HEN Pl 3 I Po . A. = Pod i 2 + 2 Cig brig 2 212 § Pbororobobbd i Ld bob = — RENEE. we EEE i 3 fol fo 1 NEN 2 2 © F Ep eb 2 3 blob w bod Lp bb
ST TT
2 a roo | al ol ale 2 fd | : 5 2 wg SrRiviodat os Cho sl2|2 8 {| bod 3 2 I Pod i Pd 1 a rT a I Pod a 5 i i t i " ol a -= o iT I 3 i | 8 z|z2 g g =H dol vig o
TELE T |" PT
Bl 1° Lr uw I I. rd EE . lad dd rR 2 1 ue
Tlulalsisininl esis sly § 3% 3 wi wala 1 =
EI E|E| Ej Eid EErEE 8 sa 8:
EIE|E| EEE PELE El gs i; i i
Leb
I Pod : 1
Pod.
Pood HERE od i 3
Pod I 3
Poi Poo a
PLL bE !
Polo ; As] =
I Plog] (2 io | ! 5 5
PoE § 3
HE ! 2 5 i | i i a a bod i [I a =
Pod ; I 8 porE rE £ i i a 2 i Pr bem doe | a <lajolaluleioli=i_|3| [4
BITIEIEISIRIEIEIgIEl, 3 3] 3 3
HEIR IR 228282 i
SIEIEIEI BIE EEE Ee dg Glelio sidicis ojo 228 3 al sg z slsigisieiz|sisials|sls 5 BIE RE: glsidisislgla] x
S |zlziz|dlai8]d 2laiaiEiE ell; io@ wl oj al of 8 a ]
BEE EHBEHEEER IEEE
= gia|é|siglaidl SII &la| 258
[Table 2] fw | EE fe | Pod dod
I . |o Fz EE hod ol o . Co ® OEE pile Fi! =| =
ES Pood Po ou I | ; gw Po 35 8 Polo i al a 9 5d 5 feign oi |= B38 a Ef i i i 1 | >| > £3 A i Pb cu i pb ; t i — fx Prob Pod
Ha Prob io 8 59 cheba] bh va 2 £2
Eg Ebro bE bog
GH Por br
T { 22) |, I 2 a I A oa% 8 1 rhodes igs 2 tal |X | Polo x bod c Eo i 3 11 .
Sx a EE I
ED 9 Popo od 85g 5 ried iia gs Ebon ob br &d Li 13d 3c " Prob
Hae 8 i i od, bet @ 5g % vis tip iBia gE 3 Prod £4 2 i a x = I i au = Froboror w Ba 1 i | Lo 1 ni wl og 2 EB a Ho COB <2
Ed | odor ay ; Lo bid
IEEE
£2 |g Cl ~ £8 g dba lal iaig EEE EA ~ SE = Pi i wh <>
EE 13 I a4 i ror = rt — a.
Ep . Prob ® Pod @ £a Global odslho 2 = 5 lb TE
EZ Bl OL i 11 & EEE 8 ior 44 2, 1 1 1 Ford
EN HE
0 —= t 1 3 r wn Lal i i | a ° 5 sire dei b «| 2 £8 Pll © I I I i o&
Le of + 1 odd
BE 2 Polo { al a
XOEE § i 1 gli Vs -~|8|8 =] = [I bobo ih Pd Ld 3 [A t : 59 Polo {dd w» BB bod o Pod ala 2 sk rab pf Ble prin «ole
Ez Fry 1 i
Sa Pood | ! o Lo
TTT 7 i i = 2 £ 2 af | a | we [a2] arly | BREE EEE EERE us 5 8 5 vi “ “ v wn “ vi n [a wom kd @ o wl ala|laj gala ta Glog E mln = § FB oz
El E|E|E EEE BIE RIE] 2g 3% j Ei E| Ei E|E 2g 35
Lo Pod °F 52
CEE bdo rd por br 2 io i Pio 2 fbr rb a robo br E i Pod G i I a _ i | i i | I] a
A 3 2
Cb | EE 3 32 io | I a 2 : ! | oo 2 & [I 2 =
Pood | a z ro ! 5 2 <lwlola| win GE] a slolal=e w|legiwie;=| 3 8 ciclejel el 8ig{gitgla a tal 3131 2121313131 &§lolE
Qi oO Cc) GC ol] © oi a dig a a giglgl Ele Bigg a | +
El EFEIEl EJE| EI ElE |g : 51 ciclal ald! g:518|5] a 2 oiciololoioic{ialo|gi®|3 nt a sie uiajsiziali| 5s = lew] 2ldlgigl 2iaj2l2]2|0| 8% 0 al gq ctr oy alolg!l alse a © =n gleg|lelsisicsicl slcsjel=l 2] 8m] 2 a S|s|slei1arsisisalala|lglBgiF|S|E 7 2181 8a] gta] oq gl 8 slo 2)5
S |ZlElglgl218| el glglfig12is|E|3 k= Aljelait loli |i flifjajiniti«<| do
Industrial Applicability oo [0034] The additive composition for a lubricating 0il of the present invention is significantly large in industrial value because it can be produced at a relatively low temperature, which is 60°C or lower for a short period of time, does not have any adverse effect such as causing rubber seals to swell, and is excellent in storage stability.
Claims (3)
-
- [Claim 1] An additive composition for a lubricating oil, comprising a metal salt of a phosphorus-containing compound represented by formula (1) in an amount of 10 to 90 percent by mass on the basis of the composition, contained in a hydrocarbon solvent selected from a mineral oil, a hydrocarbon synthetic 0il and a mixture thereof, the hydrocarbon sclvent having a 100°C kinematic viscosity of 0.5 to 4.5 mm?/s, a %Cp of 3 or less, and a sulfur content of 0.05 percent by mass cr less: R'O PS 0, OR’ 27 ow OK (1) 2 Yo” _7 ‘or’ X wherein X* and X? are each independently oxygen or sulfur, RY, R?, R®, and R! are each independently a straight-chain alkyl group having 3 to 12 carbon atoms, the average of the carbon number is 5 or greater, and M is a divalent metal atom. iCilaim 2] A process for producing an additive cemposition for a lubricating oil, comprising dissolving a metal salt of a phosphorus-containing compound represented by formula (1) in an amount of 10 to 90 percent by mass on the basis of the composition oo in a hydrocarbon solvent selected from a mineral oil, a hydrocarbon synthetic 0il and a mixture thereof, the hydrocarbon solvent having a 100°C kinematic viscosity of 0.5 to 4.5 mm*/s, a %Ca of 3 or less, and a sulfur content of 0.05 percent by mass or less: 1 Ro X A, OR’ rR’ No?" 7 or’ x wherein X' and X* are each independently oxygen or sulfur, R', R*, R®, and R*! are each a straight-chain alkyl group having 3 to 12 carbon atoms, the average of the carbon number is 5 or greater, and M is a divalent metal atom.
- [Claim 3] A lubricating oil composition comprising the additive composition for a lubricating oil according to claim 1.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2010029340A JP5537179B2 (en) | 2010-02-12 | 2010-02-12 | Lubricating oil additive composition |
| PCT/JP2010/067774 WO2011099195A1 (en) | 2010-02-12 | 2010-10-08 | Lubricant additive composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SG183191A1 true SG183191A1 (en) | 2012-09-27 |
Family
ID=44367489
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SG2012058137A SG183191A1 (en) | 2010-02-12 | 2010-10-08 | Additive composition for lubricating oil |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US20120302475A1 (en) |
| EP (1) | EP2535397B1 (en) |
| JP (1) | JP5537179B2 (en) |
| CN (1) | CN102753665B (en) |
| SG (1) | SG183191A1 (en) |
| WO (1) | WO2011099195A1 (en) |
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|---|---|---|---|---|
| JP5756353B2 (en) * | 2011-06-21 | 2015-07-29 | Ｊｘ日鉱日石エネルギー株式会社 | Lubricating oil composition |
| CN107621536A (en) * | 2017-10-19 | 2018-01-23 | 山东源根石油化工有限公司 | A kind of initial and extension sediment the method for testing of additive for lubricant |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3293181A (en) * | 1965-10-15 | 1966-12-20 | Chevron Res | Dialkyl dithiophosphates and lubricants containing them |
| GB2056482A (en) * | 1979-08-13 | 1981-03-18 | Exxon Research Engineering Co | Lubricating oil compositions |
| JPS6399082A (en) * | 1986-10-14 | 1988-04-30 | Osaka Koryo Kk | Synthesis of metal salts |
| JP4528286B2 (en) * | 2001-01-24 | 2010-08-18 | 新日本石油株式会社 | Lubricating oil composition |
| EP1227145B1 (en) * | 2001-01-24 | 2013-03-13 | Nippon Mitsubishi Oil Corporation | Lubricating oil compositions |
| US7732385B2 (en) * | 2002-06-28 | 2010-06-08 | Nippon Oil Corporation | Lubricating oil additives, lubricating oil compositions containing such additives and processes for producing such additives and compositions |
| JP4532268B2 (en) | 2002-06-28 | 2010-08-25 | 新日本石油株式会社 | Lubricating oil additive, lubricating oil composition containing the same, and method for producing the same |
| US7018962B2 (en) * | 2003-06-12 | 2006-03-28 | Infineum International Limited | Viscosity index improver concentrates |
| US8105990B2 (en) * | 2006-03-15 | 2012-01-31 | Nippon Oil Corporation | Lube base oil, lubricating oil composition for internal combustion engine, and lubricating oil composition for drive transmission device |
| JP5241122B2 (en) * | 2007-03-27 | 2013-07-17 | Ｊｘ日鉱日石エネルギー株式会社 | Lubricating oil composition in contact with silver-containing material |
| JP5280013B2 (en) * | 2007-03-27 | 2013-09-04 | Ｊｘ日鉱日石エネルギー株式会社 | Lubricating oil composition |
| JP5344833B2 (en) * | 2008-03-21 | 2013-11-20 | Ｊｘ日鉱日石エネルギー株式会社 | Lubricating oil additive composition |
-
2010
- 2010-02-12 JP JP2010029340A patent/JP5537179B2/en not_active Expired - Fee Related
- 2010-10-08 US US13/576,799 patent/US20120302475A1/en not_active Abandoned
- 2010-10-08 CN CN201080063638.XA patent/CN102753665B/en not_active Expired - Fee Related
- 2010-10-08 WO PCT/JP2010/067774 patent/WO2011099195A1/en active Application Filing
- 2010-10-08 EP EP10845787.0A patent/EP2535397B1/en not_active Not-in-force
- 2010-10-08 SG SG2012058137A patent/SG183191A1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CN102753665B (en) | 2014-10-29 |
| EP2535397A1 (en) | 2012-12-19 |
| JP2011162723A (en) | 2011-08-25 |
| EP2535397B1 (en) | 2015-07-01 |
| CN102753665A (en) | 2012-10-24 |
| EP2535397A4 (en) | 2013-09-04 |
| US20120302475A1 (en) | 2012-11-29 |
| WO2011099195A1 (en) | 2011-08-18 |
| JP5537179B2 (en) | 2014-07-02 |
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