NO143707B - SMOEREMIDDELBLANDING. - Google Patents
SMOEREMIDDELBLANDING. Download PDFInfo
- Publication number
- NO143707B NO143707B NO762814A NO762814A NO143707B NO 143707 B NO143707 B NO 143707B NO 762814 A NO762814 A NO 762814A NO 762814 A NO762814 A NO 762814A NO 143707 B NO143707 B NO 143707B
- Authority
- NO
- Norway
- Prior art keywords
- nickel
- oils
- ultraviolet
- degradation
- lubricant
- Prior art date
Links
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 19
- 239000000203 mixture Substances 0.000 claims description 17
- 239000000314 lubricant Substances 0.000 claims description 15
- 230000015556 catabolic process Effects 0.000 claims description 12
- 238000006731 degradation reaction Methods 0.000 claims description 12
- 229910052759 nickel Inorganic materials 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 239000003381 stabilizer Substances 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 125000002347 octyl 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])[H] 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 150000002815 nickel Chemical class 0.000 description 12
- 239000003921 oil Substances 0.000 description 12
- 239000002199 base oil Substances 0.000 description 10
- 230000001050 lubricating effect Effects 0.000 description 7
- 239000000654 additive Substances 0.000 description 5
- 239000003963 antioxidant agent Substances 0.000 description 5
- 239000002480 mineral oil Substances 0.000 description 5
- 239000010687 lubricating oil Substances 0.000 description 4
- -1 siloxanes Chemical group 0.000 description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- 230000003078 antioxidant effect Effects 0.000 description 3
- 239000003595 mist Substances 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- 230000005855 radiation Effects 0.000 description 3
- 230000006641 stabilisation Effects 0.000 description 3
- 238000011105 stabilization Methods 0.000 description 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- 239000005864 Sulphur Substances 0.000 description 2
- 239000006096 absorbing agent Substances 0.000 description 2
- 230000005540 biological transmission Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 238000005755 formation reaction Methods 0.000 description 2
- 239000012208 gear oil Substances 0.000 description 2
- 239000010705 motor oil Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 235000013824 polyphenols Nutrition 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 239000000326 ultraviolet stabilizing agent Substances 0.000 description 2
- 239000001993 wax Substances 0.000 description 2
- HJIAMFHSAAEUKR-UHFFFAOYSA-N (2-hydroxyphenyl)-phenylmethanone Chemical class OC1=CC=CC=C1C(=O)C1=CC=CC=C1 HJIAMFHSAAEUKR-UHFFFAOYSA-N 0.000 description 1
- QKHCUKLDPPXGFA-UHFFFAOYSA-N 1-phenoxy-2-(2-phenoxyphenoxy)benzene Chemical class C=1C=CC=C(OC=2C(=CC=CC=2)OC=2C=CC=CC=2)C=1OC1=CC=CC=C1 QKHCUKLDPPXGFA-UHFFFAOYSA-N 0.000 description 1
- GQGTXJRZSBTHOB-UHFFFAOYSA-N 1-phenoxy-4-(4-phenoxyphenoxy)benzene Chemical class C=1C=C(OC=2C=CC(OC=3C=CC=CC=3)=CC=2)C=CC=1OC1=CC=CC=C1 GQGTXJRZSBTHOB-UHFFFAOYSA-N 0.000 description 1
- ZCILGMFPJBRCNO-UHFFFAOYSA-N 4-phenyl-2H-benzotriazol-5-ol Chemical class OC1=CC=C2NN=NC2=C1C1=CC=CC=C1 ZCILGMFPJBRCNO-UHFFFAOYSA-N 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- LYRRMXGMXDYXKS-UHFFFAOYSA-M CC(CC(C)SP(=S)(OC(C)CC(C)C)[O-])C.[Ni+] Chemical compound CC(CC(C)SP(=S)(OC(C)CC(C)C)[O-])C.[Ni+] LYRRMXGMXDYXKS-UHFFFAOYSA-M 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 229920002367 Polyisobutene Polymers 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical class CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 230000006750 UV protection Effects 0.000 description 1
- FSOIDCQVEPKDOS-UHFFFAOYSA-L [Ni+2].OC1=CC=CC=C1.[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1 Chemical class [Ni+2].OC1=CC=CC=C1.[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1 FSOIDCQVEPKDOS-UHFFFAOYSA-L 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- SAOKZLXYCUGLFA-UHFFFAOYSA-N bis(2-ethylhexyl) adipate Chemical compound CCCCC(CC)COC(=O)CCCCC(=O)OCC(CC)CCCC SAOKZLXYCUGLFA-UHFFFAOYSA-N 0.000 description 1
- 238000004517 catalytic hydrocracking Methods 0.000 description 1
- 239000013522 chelant Substances 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- VJHINFRRDQUWOJ-UHFFFAOYSA-N dioctyl sebacate Chemical compound CCCCC(CC)COC(=O)CCCCCCCCC(=O)OCC(CC)CCCC VJHINFRRDQUWOJ-UHFFFAOYSA-N 0.000 description 1
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical class C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 230000003203 everyday effect Effects 0.000 description 1
- KTWOOEGAPBSYNW-UHFFFAOYSA-N ferrocene Chemical class [Fe+2].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 KTWOOEGAPBSYNW-UHFFFAOYSA-N 0.000 description 1
- 230000007760 free radical scavenging Effects 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 239000010720 hydraulic oil Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 239000002198 insoluble material Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- KIUIWCOKOITWEX-UHFFFAOYSA-N nickel 6-octyl-7-thiabicyclo[4.1.0]hepta-2,4-dien-1-ol Chemical compound C(CCCCCCC)C12C(C=CC=C1)(O)S2.[Ni] KIUIWCOKOITWEX-UHFFFAOYSA-N 0.000 description 1
- 150000002816 nickel compounds Chemical class 0.000 description 1
- BQHTWZRFOSRCCH-UHFFFAOYSA-L nickel(2+);dicarbamodithioate Chemical class [Ni+2].NC([S-])=S.NC([S-])=S BQHTWZRFOSRCCH-UHFFFAOYSA-L 0.000 description 1
- HOBWEFQIYMRSJE-UHFFFAOYSA-K nickel(3+) thiophosphate Chemical class P(=S)([O-])([O-])[O-].[Ni+3] HOBWEFQIYMRSJE-UHFFFAOYSA-K 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical class OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical class OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920001083 polybutene Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 150000008442 polyphenolic compounds Chemical group 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 230000004224 protection Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- BOXSVZNGTQTENJ-UHFFFAOYSA-L zinc dibutyldithiocarbamate Chemical compound [Zn+2].CCCCN(C([S-])=S)CCCC.CCCCN(C([S-])=S)CCCC BOXSVZNGTQTENJ-UHFFFAOYSA-L 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
- C10M159/00—Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
- C10M159/12—Reaction products
- C10M159/18—Complexes with metals
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- 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
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- 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
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
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- C10M2207/40—Fatty vegetable or animal oils
- C10M2207/404—Fatty vegetable or animal oils obtained from genetically modified species
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- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
- C10M2209/104—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
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- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
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- C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
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- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
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- 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
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- C10M2219/06—Thio-acids; Thiocyanates; Derivatives thereof
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- C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
- C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
- C10M2219/087—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof, e.g. sulfurised phenols
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- C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
- C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
- C10M2219/087—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof, e.g. sulfurised phenols
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- C10M2219/089—Overbased salts
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- 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
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- C10M2223/04—Phosphate esters
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- 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
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- C10M2223/042—Metal salts thereof
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- 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
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- 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
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- 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
- C10M2227/04—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 having a silicon-to-carbon bond, e.g. organo-silanes
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- C10M2227/08—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 having metal-to-carbon bonds
- C10M2227/081—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 having metal-to-carbon bonds with a metal carbon bond belonging to a ring, e.g. ferocene
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- C10M2229/02—Unspecified siloxanes; Silicones
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- C10M2229/04—Siloxanes with specific structure
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- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2050/00—Form in which the lubricant is applied to the material being lubricated
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Description
Oppfinnelsen vedrører smøremiddel/blandinger og mer The invention relates to lubricants/mixtures and more
spesielt smøremiddelblandinger som normalt er utsatt for nedbryt- especially lubricant mixtures which are normally exposed to degradation
ning av ultrafiolett lys som f.eks. er tilstede i kilder for aktimisk stråling, så som sollys. Enda mer spesielt vedrører oppfinnelsen i ett av sine aspekter smøremiddelblandinger, f.eks. ning of ultraviolet light such as are present in sources of actimic radiation, such as sunlight. Even more particularly, the invention relates in one of its aspects to lubricant mixtures, e.g.
oljer med smørende viskositet, hydrokrakkede smøreoljer, hydrau- oils with lubricating viscosity, hydrocracked lubricating oils, hydraulic
liske oljer, mineraloljer eller fraksjoner derav, oljer for biler, giroljer, transmisjonsvæsker, vokser, smørefett og andre former for smøremidler som normalt krever nærvær av stabiliseringsmidler mot nedbrytningseffektene i det ultrafiolette lys. motor oils, mineral oils or fractions thereof, oils for cars, gear oils, transmission fluids, waxes, greases and other forms of lubricants which normally require the presence of stabilizers against the degradation effects of ultraviolet light.
Generelt gir fremstilling av smøremiddelblandinger, In general, the production of lubricant mixtures provides,
f.eks. smøreoljer produsert ved hydrokrakking, en relativt høy viskositetsindeks og tillater bruk av visse råmaterialer som ville være uegnet for andre prosesser. På den annen side har imidler- e.g. lubricating oils produced by hydrocracking, a relatively high viscosity index and allowing the use of certain raw materials that would be unsuitable for other processes. On the other hand, however,
tid hydrokrakkede smøreoljer tendens til dårlig stabilitet over- time hydrocracked lubricating oils tend to poor stability over
for ultrafiolettlys-nedbrytning, ved at det hurtig dannes suspen-, for ultraviolet light degradation, by the rapid formation of suspension,
dert og/eller utfelt uløselig materiale ved eksponering for ultrafiolett lys, f.eks. sollys, eller andre kilder for aktinisk strål- dert and/or precipitated insoluble material upon exposure to ultraviolet light, e.g. sunlight, or other sources of actinic radiation
ing. Forbindelser som er istand til å absorbere ultrafiolett lys, f.eks. hydroksybenzofenoner, og hydroksyfenylbenzotriazoler, har budt på en viss forbedring i lysstabiliteten hos hydrokrakkede oljer. Konvensjonelle antioksydasjonsmidler har også gitt disse fordeler. Eng. Compounds capable of absorbing ultraviolet light, e.g. hydroxybenzophenones, and hydroxyphenylbenzotriazoles, have offered some improvement in the light stability of hydrocracked oils. Conventional antioxidants have also provided these benefits.
I litteraturen foreslo Heskins og Guillet i "Mechanism In the literature, Heskins and Guillet proposed in "Mechanism
of Ultraviolet Stabilization of Polymers", Macromolecules 1, 97 of Ultraviolet Stabilization of Polymers", Macromolecules 1, 97
(1968) først energioverføringsmekanismen ved ultrafiolett beskyttelse. Kommersielt tilgjengelige ultrafiolettstabilisatorer er også oppregnet etter klasse og funksjon og identifisert med hensyn til struktur i Kirk-Othmer Encyclopedia in "Encyclopedia of Chemical Technology"; 2. utgave, bind 21, sidene 115-122. Uri angir i (1968) first the energy transfer mechanism by ultraviolet protection. Commercially available ultraviolet stabilizers are also listed by class and function and identified with respect to structure in the Kirk-Othmer Encyclopedia in "Encyclopedia of Chemical Technology"; 2nd edition, volume 21, pages 115-122. Uri indicates i
"Thermal and Photochemical Oxidation of Polymers and Its Prevention", "Thermal and Photochemical Oxidation of Polymers and Its Prevention",
Chemistry and Industry, mars 1, 1976, sidene 199-203, konvensjonelle antioksydasjonseffekter (hydroperoksydspaltning og fri-radikal-oppfanging) av bis(stilbenditiolato)nikkel og dets ultrafiolett-inhiberende egenskaper. I britisk patentskrift 1.263.910 er det beskrevet bis(stilbenditiolato)nikkel som antioksydasjons-middel for plastmaterialer. Patentskriftet angir også overlegen hydroperoksydspalteevne hos dette additiv. US-patenskrift 3.832.304 beskriver anvendelse av aromatiske azoforbindelser for stabilisering av hydrokrakkede oljer. Ingen av de forannevnte publikasjoner viser smøremiddelblandinger som inneholder de organosvovelholdige nikkelkomplekser som her er beskrevet. Chemistry and Industry, March 1, 1976, pages 199-203, conventional antioxidant effects (hydroperoxide cleavage and free-radical scavenging) of bis(stilbenedithiolato)nickel and its ultraviolet inhibitory properties. In British patent document 1,263,910 bis(stilbenedithiolato)nickel is described as an antioxidant for plastic materials. The patent document also indicates superior hydroperoxide splitting ability of this additive. US Patent 3,832,304 describes the use of aromatic azo compounds for the stabilization of hydrocracked oils. None of the aforementioned publications show lubricant mixtures containing the organosulfur-containing nickel complexes described here.
I overensstemmelse med oppfinnelsen er det funnet at stabilisering mot ultrafiolett lys som er tilstede i sollys eller andre kilder for aktinisk stråling, effektivt kan bibringes smøre-middelblandinger ved innarbeidelse i dem av organosvovelholdige nikkelkomplekser. Disse nikkelkomplekser er spesielt effektive mot ultrafiolett-hedbrytning i slike smøremedia som olje r med smørende viskositet, hydrokrakkede smøreoljer, hydrauliske oljer, mineraloljer eller fraksjoner derav, olje for biler, giroljer, transmisjonsvæsker, vokser, smørefett og andre former for smøre-middelblandinger som normalt krever nærvær av stabiliseringsmidler mot nedbrytningseffekten i ultrafiolett lys\ In accordance with the invention, it has been found that stabilization against ultraviolet light, which is present in sunlight or other sources of actinic radiation, can be effectively imparted to lubricant mixtures by incorporating organosulfur-containing nickel complexes into them. These nickel complexes are particularly effective against ultraviolet heat degradation in such lubricating media as oils of lubricating viscosity, hydrocracked lubricating oils, hydraulic oils, mineral oils or fractions thereof, motor oil, gear oils, transmission fluids, waxes, lubricating greases and other forms of lubricant mixtures which normally requires the presence of stabilizers against the degradation effect in ultraviolet light\
De organosvovelholdige nikkelkomplekser kan anvendes effektivt, i hvilken som helst mengde som er tilstrekkelig til å The organosulfur-containing nickel complexes can be used effectively, in any amount sufficient to
gi smøremidlet den ønskede grad av beskyttelse mot ultrafiolett-nedbrytning. I henhold til oppfinnelsen anvendes, nikkelkomplekset i en mengde av fra 0,01 til 5%, i vekt, og fortrinnsvis i en mengde av fra 0,1 til 2 vekt%, regnet på den totale vekt av smøremiddelblandingen. Betegnelsen "nikkelkompleks" brukes her i den hensikt å inkludere nikkelforbindelser som har en chelat-ringdannelse. Som angitt ovenfor, kan de organosvovelholdige nikkelkomplekser innblandes i hvilke som helst smøremiddelmedia som kan inkludere oljer med smørende viskositet og også smørefett i hvilke som helst av de forannevnte oljer anvendes som bæreré. Generelt kan syntetiske oljer også beskyttes efffektivt mot ultrafiolett-nedbrytning eller kan også anvendes i kombinasjon med mineraloljer eller som smørefettbæremidler. Typiske syntetiske bæremidler in-kluderer polyisobutylen, polybutenér, hydrogenerte polydecener, polypropylenglykol, polyetylenglykol, trimetylolpropanestere, neopentyl- og pentaerytritolestere, di(2-etylheksyl)sebacat, give the lubricant the desired degree of protection against ultraviolet degradation. According to the invention, the nickel complex is used in an amount of from 0.01 to 5%, by weight, and preferably in an amount of from 0.1 to 2% by weight, calculated on the total weight of the lubricant mixture. The term "nickel complex" is used herein to include nickel compounds having a chelate ring formation. As indicated above, the organosulfur-containing nickel complexes can be incorporated into any lubricant media which may include oils of lubricating viscosity and also greases in which any of the aforementioned oils are used as a carrier. In general, synthetic oils can also be effectively protected against ultraviolet degradation or can also be used in combination with mineral oils or as lubricating grease carriers. Typical synthetic carriers include polyisobutylene, polybutenes, hydrogenated polydecenes, polypropylene glycol, polyethylene glycol, trimethylolpropane esters, neopentyl and pentaerythritol esters, di(2-ethylhexyl)sebacate,
di (2-etylheksyl)adipat, dibutylftalat, fluorkarboner, silikat-estere, silaner, estere av fosforholdige syrer, flytende urin-stofforbindelser, ferrocenderivater, hydrogenerte mineraloljer, polyfenoler av kjedetype, siloksaner og silikoner (polysiloksaner), alkylsubstituerte difenyletere, f.eks. en butyl-substituert bis (p-fenoksyfenyl)eter, fenoksyfenyleter osv. di (2-ethylhexyl) adipate, dibutyl phthalate, fluorocarbons, silicate esters, silanes, esters of phosphorous acids, liquid urea compounds, ferrocene derivatives, hydrogenated mineral oils, chain type polyphenols, siloxanes and silicones (polysiloxanes), alkyl substituted diphenyl ethers, e.g. . a butyl-substituted bis (p-phenoxyphenyl) ether, phenoxyphenyl ether, etc.
De svovelholdige nikkelkomplekser som anvendes i overensstemmelse med oppfinnelsen, er kommersielt tilgjengelige og er svovelholdige nikkelfenolfenolater som f.eks. er beskrevet i U.S. patentskrifter 2 971 940 og 2 971 941. De omfatter nikkelsalter av bisfenolsulfider i hvilke bare en del av det totale fenolhydrogen er erstattet med nikkel. De har struk-turformler som følger: The sulphur-containing nickel complexes used in accordance with the invention are commercially available and are sulphur-containing nickel phenol phenolates such as e.g. is described in U.S. patents 2 971 940 and 2 971 941. They comprise nickel salts of bisphenol sulphides in which only part of the total phenolic hydrogen has been replaced by nickel. They have structural formulas as follows:
hvor R er H eller en alkylgruppe, gjerne med opp til 30 karbonatomer. where R is H or an alkyl group, preferably with up to 30 carbon atoms.
En blanding av disse to forbindelser (her betegnet som "blanding A"), hvor R er oktyl, er en god ultrafiolett-stabilisator. A mixture of these two compounds (referred to here as "mixture A"), where R is octyl, is a good ultraviolet stabilizer.
Svovelholdige nikkelaminkomplekser er beskrevet i US-patentskrifter 3.215.717 og 3.313.770. Sulfur-containing nickelamine complexes are described in US Patents 3,215,717 and 3,313,770.
Representative for nikkelalkylaminene er [2,2'-tio-bis(4-tert-oktylfenolato)]-n-butylaminnikkel med strukturen Representative of the nickel alkylamines are [2,2'-thio-bis(4-tert-octylphenolato)]-n-butylamine nickel with the structure
Representative for nikkeltiofosfatene er nikkel-di(4-metyl-2-pentyl)ditiofosfat med strukturen Representative of the nickel thiophosphates are nickel di(4-methyl-2-pentyl)dithiophosphate with the structure
Representative for nikkeIditiokarbamatene er nikkel-dibutylditiokarbamat med strukturen Representative of the nickel dithiocarbamates are nickel dibutyl dithiocarbamate with the structure
I den hensikt å vurdere effektiviteten ved de organosvovelholdige nikkelkomplekser i henhold til oppfinnelsen mot ultrafiolett-nedbrytning i smørende media ble følgende test an-vendt : Denne test anvendte en basisolje, nemlig en hydrogen-avsluttet hydrokrakket 100" olje oppnådd ved avvoksing av 385°C bunnfraksjon fra et førstetrinnsprodukt i en brensel-hydrokrakker. Blandinger av additiver med den forannevnte hydrokrakkede basisolje ble testet ved at 20 gram av testoljen i en tilstoppet 112 grams flaske av høy form ble utsatt for dagslys i en vinduskarm med sydøstlig eksponering. Testoljen ble iakttatt hver dag med hensyn på suspenderte uløselige produkter, noe som vanligvis trer frem fra en tåke til en suspendert fnokking og felles ut, hvilket generelt innledes av tåkedannelser eller fnokker og ofte består av tåke eller fnokker som har satt seg. i følgende tabell I er det angitt resultater som er oppnådd ved anvendelse av 0,1 vekt% additiver i den forannevnte hydrokrakkede basisolje. Av tabellen vil man se at nikkelkompleksene i henhold til oppfinnelsen er meget mer markert effektive mot ultrafiolett-nedbrytning (eksemplene 2-6) enn de beste av de kommersielt tilgjengelige konvensjonelle anti-oksydas jonsmidler og ultrafiolett-absorbsjonsmidler (eksemplene 7-11) . I følgende tabell II er det angitt resultater som er oppnådd ved anvendelse av 0,5 vekt% additiver gir den ovenfor beskrevne hydrokrakkede basisolje fra tabell I. Her vil det også sees av tabellen at de organosvovelholdige nikkelkomplekser i smøremiddelblandingene. i henhold til oppfinnelsen, når de utsettes for den ovenfor beskrevne test, er meget mer markert effektive mot ultrafiolett-nedbrytning (eksemplene 2-4) enn de beste av de foran nevnte kommersielt tilgjengelige konvensjonelle antioksydasjonsmidler og ultrafiolett-absorbsjonsmidler (eksemplene 5-9). In order to assess the effectiveness of the organosulfur-containing nickel complexes according to the invention against ultraviolet degradation in lubricating media, the following test was used: This test used a base oil, namely a hydrogen-terminated hydrocracked 100" oil obtained by dewaxing at 385°C bottoms fraction from a first stage product in a fuel hydrocracker. Blends of additives with the aforementioned hydrocracked base oil were tested by exposing 20 grams of the test oil in a stoppered 112 gram tall bottle to daylight on a windowsill with southeast exposure. The test oil was observed every day with respect to suspended insoluble products, which usually progress from a mist to a suspended plume and fall out, which is generally preceded by mist formations or plumes and often consists of mist or plumes that have settled. in the following Table I it is indicated results obtained using 0.1% by weight of additives in the aforementioned hydrocracked base oil. From the table it will be seen that the nickel complexes according to the invention are much more effective against ultraviolet degradation (examples 2-6) than the best of the commercially available conventional anti-oxidation agents and ultraviolet absorbers (examples 7-11). In the following table II, the results obtained using 0.5% by weight of additives are given for the above-described hydrocracked base oil from table I. It will also be seen from the table here that the organosulfur-containing nickel complexes in the lubricant mixtures. according to the invention, when subjected to the test described above, are much more markedly effective against ultraviolet degradation (Examples 2-4) than the best of the aforementioned commercially available conventional antioxidants and ultraviolet absorbers (Examples 5-9) .
Følgende tabell in viser effektiviteten ved et typisk representativt nikkelkompleks i henhold til oppfinnelsen kontra aikkel-bis(oktylfenol)sulfid i en hydrokrakket basisolje betegnet 200" (basisolje 1) og også i en annen basisolje (basisolje 2) kontra en tung vakuumgassolje. Som. vist .i tabellen, var nikkel(oktylfenol)sulfidet i henhold til oppfinnelsen markert effektivt for reduksjon av ultrafiolett-nedbrytningen av de res-pektive basisoljer. The following table shows the effectiveness of a typical representative nickel complex according to the invention versus nickel bis(octylphenol)sulfide in a hydrocracked base oil designated 200" (base oil 1) and also in another base oil (base oil 2) versus a heavy vacuum gas oil. As. shown in the table, the nickel (octylphenol) sulphide according to the invention was markedly effective in reducing the ultraviolet degradation of the respective base oils.
Følgende tabell IV viser effektiviteten av typisk representative nikkelkomplekser i henhold til oppfinnelsen som antioksydasjonsmidler i smøremiddelblandinger. De representative additiver ble blandet individuelt i løsningsmiddelrafinert paraffinisk mineralolje betegnet. 150" og ble utsatt for en standardtest, kalt "Rotary Bomb Oxidation Test", i overensstemmelse med testmetode ASTM D-22 72. The following Table IV shows the effectiveness of typically representative nickel complexes according to the invention as antioxidants in lubricant mixtures. The representative additives were mixed individually in solvent-refined paraffinic mineral oil termed. 150" and was subjected to a standard test, called the "Rotary Bomb Oxidation Test", in accordance with test method ASTM D-22 72.
Som det vil sees av tabellen, ble basisoljens oksyda-sjonslevetid markert øket av antioksydasjonsmiddeleffekten som ble tilveiebragt av nikkelkompleksene i henhold til oppfinnelsen. As will be seen from the table, the oxidation life of the base oil was markedly increased by the antioxidant effect provided by the nickel complexes according to the invention.
Selv om oppfinnelsen er beskrevet under henvisning Although the invention is described by reference
til foretrukne blandinger og komponenter for slike, vil det for-stås av fagmannen på området at avvik fra de foretrukne utførelses-former kan gjøres på effektiv måte og er innen oppfinnelsens ramme. to preferred mixtures and components for such, it will be understood by the expert in the field that deviations from the preferred embodiments can be made in an efficient manner and are within the scope of the invention.
Claims (2)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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US60497775A | 1975-08-15 | 1975-08-15 |
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NO762814L NO762814L (en) | 1977-02-16 |
NO143707B true NO143707B (en) | 1980-12-22 |
NO143707C NO143707C (en) | 1981-04-01 |
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JP (1) | JPS6014793B2 (en) |
AT (1) | AT362487B (en) |
AU (1) | AU501498B2 (en) |
BE (1) | BE845054A (en) |
BR (1) | BR7605333A (en) |
CA (1) | CA1088506A (en) |
CH (1) | CH602909A5 (en) |
DE (1) | DE2636583A1 (en) |
DK (1) | DK367076A (en) |
FI (1) | FI60885C (en) |
FR (1) | FR2320981A1 (en) |
GR (1) | GR61121B (en) |
IT (1) | IT1066053B (en) |
MX (1) | MX145462A (en) |
NL (1) | NL7608842A (en) |
NO (1) | NO143707C (en) |
NZ (1) | NZ181648A (en) |
PT (1) | PT65462B (en) |
SE (1) | SE421429B (en) |
TR (1) | TR19122A (en) |
ZA (1) | ZA764881B (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6285191U (en) * | 1985-11-13 | 1987-05-30 | ||
US5922654A (en) * | 1995-10-23 | 1999-07-13 | Nsk Ltd. | Lubricant composition |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE572057A (en) * | ||||
US2362293A (en) * | 1939-12-27 | 1944-11-07 | Standard Oil Dev Co | Lubricant |
GB800964A (en) * | 1955-12-20 | 1958-09-03 | Exxon Research Engineering Co | Improvements in or relating to lubricating oil additive compositions and to lubricating oil compositions containing them |
US2971941A (en) * | 1959-05-15 | 1961-02-14 | Ferro Corp | Nickel bis-(p-octylphenol) monosulphide stabilized polyethylene |
US2971940A (en) * | 1959-03-20 | 1961-02-14 | Ferro Corp | Nickel phenolate stabilized polypropylene |
US3215717A (en) * | 1961-12-11 | 1965-11-02 | American Cyanamid Co | Phenol sulfide nickel amine derivatives |
US3398170A (en) * | 1964-05-21 | 1968-08-20 | Universal Oil Prod Co | Mixed chelates of a schiff base, an amine, and a transition series metal |
US3450636A (en) * | 1967-08-22 | 1969-06-17 | Sinclair Research Inc | Automatic transmission fluid of reduced susceptibility oxidative degradation |
GB1204798A (en) * | 1967-12-06 | 1970-09-09 | Snam Progetti | Metal derivatives of dithiophosphoric acids and lubricating compositions containing them |
FR2077906A1 (en) * | 1970-02-23 | 1971-11-05 | Inst Francais Du Petrole |
-
1976
- 1976-08-09 NL NL7608842A patent/NL7608842A/en not_active Application Discontinuation
- 1976-08-10 TR TR19122A patent/TR19122A/en unknown
- 1976-08-10 PT PT65462A patent/PT65462B/en unknown
- 1976-08-10 BE BE169702A patent/BE845054A/en unknown
- 1976-08-11 SE SE7608973A patent/SE421429B/en unknown
- 1976-08-12 NZ NZ181648A patent/NZ181648A/en unknown
- 1976-08-12 AU AU16786/76A patent/AU501498B2/en not_active Expired
- 1976-08-13 CA CA259,076A patent/CA1088506A/en not_active Expired
- 1976-08-13 JP JP51096167A patent/JPS6014793B2/en not_active Expired
- 1976-08-13 MX MX165885A patent/MX145462A/en unknown
- 1976-08-13 NO NO762814A patent/NO143707C/en unknown
- 1976-08-13 FR FR7624821A patent/FR2320981A1/en active Granted
- 1976-08-13 FI FI762327A patent/FI60885C/en not_active IP Right Cessation
- 1976-08-13 DE DE19762636583 patent/DE2636583A1/en not_active Ceased
- 1976-08-13 BR BR7605333A patent/BR7605333A/en unknown
- 1976-08-13 DK DK367076A patent/DK367076A/en unknown
- 1976-08-13 CH CH1033276A patent/CH602909A5/xx not_active IP Right Cessation
- 1976-08-13 IT IT26289/76A patent/IT1066053B/en active
- 1976-08-13 GR GR51483A patent/GR61121B/en unknown
- 1976-08-13 ZA ZA00764881A patent/ZA764881B/en unknown
- 1976-08-16 AT AT608976A patent/AT362487B/en not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
PT65462B (en) | 1978-02-10 |
TR19122A (en) | 1978-07-01 |
SE7608973L (en) | 1977-02-16 |
FR2320981B1 (en) | 1981-08-07 |
AT362487B (en) | 1981-05-25 |
AU501498B2 (en) | 1979-06-21 |
DK367076A (en) | 1977-02-16 |
NZ181648A (en) | 1978-07-28 |
CA1088506A (en) | 1980-10-28 |
JPS6014793B2 (en) | 1985-04-16 |
BE845054A (en) | 1977-02-10 |
PT65462A (en) | 1976-09-01 |
NO143707C (en) | 1981-04-01 |
ATA608976A (en) | 1980-10-15 |
MX145462A (en) | 1982-02-19 |
FI60885C (en) | 1982-04-13 |
BR7605333A (en) | 1977-08-09 |
ZA764881B (en) | 1978-03-29 |
JPS5224203A (en) | 1977-02-23 |
CH602909A5 (en) | 1978-08-15 |
FI762327A (en) | 1977-02-16 |
NO762814L (en) | 1977-02-16 |
DE2636583A1 (en) | 1977-02-24 |
NL7608842A (en) | 1977-02-17 |
AU1678676A (en) | 1978-02-16 |
IT1066053B (en) | 1985-03-04 |
FI60885B (en) | 1981-12-31 |
SE421429B (en) | 1981-12-21 |
GR61121B (en) | 1978-09-14 |
FR2320981A1 (en) | 1977-03-11 |
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