JPS627239B2 - - Google Patents
Info
- Publication number
- JPS627239B2 JPS627239B2 JP50103054A JP10305475A JPS627239B2 JP S627239 B2 JPS627239 B2 JP S627239B2 JP 50103054 A JP50103054 A JP 50103054A JP 10305475 A JP10305475 A JP 10305475A JP S627239 B2 JPS627239 B2 JP S627239B2
- Authority
- JP
- Japan
- Prior art keywords
- bis
- oxidation
- butylphenol
- phenyl
- butyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000000203 mixture Substances 0.000 claims description 33
- -1 butyl-4-hydroxybenzyl Chemical group 0.000 claims description 16
- 239000010687 lubricating oil Substances 0.000 claims description 12
- 229910052760 oxygen Inorganic materials 0.000 claims description 11
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 150000004982 aromatic amines Chemical class 0.000 claims description 6
- XQVWYOYUZDUNRW-UHFFFAOYSA-N N-Phenyl-1-naphthylamine Chemical compound C=1C=CC2=CC=CC=C2C=1NC1=CC=CC=C1 XQVWYOYUZDUNRW-UHFFFAOYSA-N 0.000 claims description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 4
- 239000002199 base oil Substances 0.000 claims description 4
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 claims description 3
- GSOYMOAPJZYXTB-UHFFFAOYSA-N 2,6-ditert-butyl-4-(3,5-ditert-butyl-4-hydroxyphenyl)phenol Chemical group CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(C=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 GSOYMOAPJZYXTB-UHFFFAOYSA-N 0.000 claims description 3
- DQSYGNJXYMAPMV-UHFFFAOYSA-N 2,6-ditert-butyl-4-(3,5-ditert-butyl-4-hydroxyphenyl)sulfanylphenol Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(SC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 DQSYGNJXYMAPMV-UHFFFAOYSA-N 0.000 claims description 3
- MDWVSAYEQPLWMX-UHFFFAOYSA-N 4,4'-Methylenebis(2,6-di-tert-butylphenol) Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 MDWVSAYEQPLWMX-UHFFFAOYSA-N 0.000 claims description 3
- JNRLEMMIVRBKJE-UHFFFAOYSA-N 4,4'-Methylenebis(N,N-dimethylaniline) Chemical compound C1=CC(N(C)C)=CC=C1CC1=CC=C(N(C)C)C=C1 JNRLEMMIVRBKJE-UHFFFAOYSA-N 0.000 claims description 3
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 claims description 3
- KEQFTVQCIQJIQW-UHFFFAOYSA-N N-Phenyl-2-naphthylamine Chemical compound C=1C=C2C=CC=CC2=CC=1NC1=CC=CC=C1 KEQFTVQCIQJIQW-UHFFFAOYSA-N 0.000 claims description 3
- QAPVYZRWKDXNDK-UHFFFAOYSA-N P,P-Dioctyldiphenylamine Chemical compound C1=CC(CCCCCCCC)=CC=C1NC1=CC=C(CCCCCCCC)C=C1 QAPVYZRWKDXNDK-UHFFFAOYSA-N 0.000 claims description 3
- 230000001050 lubricating effect Effects 0.000 claims description 3
- DMLLDZGHGNLZNW-UHFFFAOYSA-N 4-octyl-n-phenylaniline Chemical compound C1=CC(CCCCCCCC)=CC=C1NC1=CC=CC=C1 DMLLDZGHGNLZNW-UHFFFAOYSA-N 0.000 claims description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 2
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 claims 2
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 claims 1
- 230000003647 oxidation Effects 0.000 description 26
- 238000007254 oxidation reaction Methods 0.000 description 26
- 238000012360 testing method Methods 0.000 description 16
- 239000003963 antioxidant agent Substances 0.000 description 15
- 239000002253 acid Substances 0.000 description 12
- 230000003078 antioxidant effect Effects 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 10
- 239000010723 turbine oil Substances 0.000 description 9
- 239000010725 compressor oil Substances 0.000 description 8
- 238000013112 stability test Methods 0.000 description 8
- 239000000654 additive Substances 0.000 description 6
- 150000002978 peroxides Chemical class 0.000 description 5
- 239000010802 sludge Substances 0.000 description 5
- 239000003921 oil Substances 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 239000000314 lubricant Substances 0.000 description 3
- 239000010688 mineral lubricating oil Substances 0.000 description 3
- UDFARPRXWMDFQU-UHFFFAOYSA-N 2,6-ditert-butyl-4-[(3,5-ditert-butyl-4-hydroxyphenyl)methylsulfanylmethyl]phenol Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CSCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 UDFARPRXWMDFQU-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 239000002518 antifoaming agent Substances 0.000 description 2
- 230000006835 compression Effects 0.000 description 2
- 238000007906 compression Methods 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- NAGJZTKCGNOGPW-UHFFFAOYSA-N dithiophosphoric acid Chemical compound OP(O)(S)=S NAGJZTKCGNOGPW-UHFFFAOYSA-N 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 2
- 239000006078 metal deactivator Substances 0.000 description 2
- 150000003254 radicals Chemical group 0.000 description 2
- 230000002195 synergetic effect Effects 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- VMZVBRIIHDRYGK-UHFFFAOYSA-N 2,6-ditert-butyl-4-[(dimethylamino)methyl]phenol Chemical compound CN(C)CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 VMZVBRIIHDRYGK-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000003570 air Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 1
- 239000012964 benzotriazole Substances 0.000 description 1
- UBAZGMLMVVQSCD-UHFFFAOYSA-N carbon dioxide;molecular oxygen Chemical compound O=O.O=C=O UBAZGMLMVVQSCD-UHFFFAOYSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000010720 hydraulic oil Substances 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 239000010705 motor oil Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- 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
- C10M141/10—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 at least one of them being an organic phosphorus-containing compound
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
- C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
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- 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
- C10M2207/024—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings having at least two phenol groups but no condensed ring
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- 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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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/287—Partial esters
- C10M2207/288—Partial esters containing free carboxyl groups
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- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
- 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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- 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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- 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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- 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
- C10M2215/067—Polyaryl amine alkanes
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- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/22—Heterocyclic nitrogen compounds
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- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/22—Heterocyclic nitrogen compounds
- C10M2215/221—Six-membered rings containing nitrogen and carbon only
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- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/22—Heterocyclic nitrogen compounds
- C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
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- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/22—Heterocyclic nitrogen compounds
- C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
- C10M2215/226—Morpholines
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- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/30—Heterocyclic compounds
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- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
- C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
- C10M2219/084—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof
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- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- 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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- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- 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
- C10M2219/088—Neutral salts
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- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- 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
- C10M2219/089—Overbased salts
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- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
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- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
- C10M2219/102—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon only in the ring
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- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
- C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
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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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
- C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
- C10M2219/106—Thiadiazoles
-
- 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
- C10M2223/047—Thioderivatives not containing metallic elements
-
- 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
- C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
- C10M2229/02—Unspecified siloxanes; Silicones
-
- 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
- C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
- C10M2229/04—Siloxanes with specific structure
- C10M2229/05—Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F04—POSITIVE - DISPLACEMENT MACHINES FOR LIQUIDS; PUMPS FOR LIQUIDS OR ELASTIC FLUIDS
- F04C—ROTARY-PISTON, OR OSCILLATING-PISTON, POSITIVE-DISPLACEMENT MACHINES FOR LIQUIDS; ROTARY-PISTON, OR OSCILLATING-PISTON, POSITIVE-DISPLACEMENT PUMPS
- F04C2210/00—Fluid
- F04C2210/26—Refrigerants with particular properties, e.g. HFC-134a
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
Description
本発明は抗酸化性のきわめてすぐれた圧縮機用
潤滑油組成物に関する。
圧縮機には断熱圧縮により生成する熱を奪つて
冷却する作用、軸受その他の部分の潤滑作用、な
らびに摺動部分におけるガス漏れを防止するシー
ル作用を目的として一般に圧縮機油が使用されて
いる。圧縮するガスとしては空気、酸素、炭酸ガ
ス、窒素、水素、各種炭化水素ガス、塩素ガス、
アンモニアガスなどがあるが、そのうちで台数が
最も多く、しかも圧縮機油にとつて条件的に最も
きびしいのが空気圧縮機である。
空気圧縮機中では、高温高圧空気の存在、銅、
鉄など酸化の触媒作用を行う金属の存在、および
圧縮によつて生成する凝縮水の存在など、圧縮機
油の酸化にとつて最もきびしい条件が形成され
る。このため通常のタービン油、エンジン油、油
圧作動油などを圧縮機油として使用した場合に
は、きわめて短期間のうちに油が酸化劣化すると
同時に、スラツジの生成あるいは銅系材質の腐食
というようなきわめて重大な支障を生ずる。ひと
度このような現象が発生した場合には、圧縮機の
オーバーホールもしくは徹底的な内部洗浄を施さ
ないかぎり元の状態に復帰せず、それに要する費
用、期間は莫大なものとなる。
本発明の目的は圧縮機に使用しても酸化寿命が
きわめて長く、またたとえ油が酸化劣化してもス
ラツジ生成など重大なトラブルを発生する可能性
の少なく、かつ使用後の油の色相が好ましい、き
わめて抗酸化性のすぐれた圧縮機油組成物を提供
することにある。
潤滑油に添加して有効な酸化防止剤としては多
数の化合物が知られ、また実用に供されている
が、単独の酸化防止剤では圧縮機油として必要な
酸化寿命を保持しえないことが明らかになつた。
たとえば芳香族アミン、アルキルフエノール、あ
るいはジアルキルジチオりん酸亜鉛のような過酸
化物分解剤を鉱物性潤滑油に単独で添加したもの
を圧縮機に使用した場合は、早期に酸化劣化を起
こし実用に耐えない。
また一般に酸化防止剤を併用、特に遊離基連鎖
停止剤と過酸化物分解剤とを併用すれば、酸化防
止効果が大きくなることも知られている。しかし
ながら、後述するように、単に2種の酸化防止剤
を併用するだけでは、たとえそれが遊離基連鎖停
止剤と過酸化物分解剤との組合せであつても、き
びしい使用条件のもとでの抗酸化性は不十分であ
り、酸化寿命の長い圧縮機用潤滑油として使用す
ることはできない。
本発明による圧縮機油組成物は3種の特定の酸
化防止剤を併用することにより相乗効果が得られ
ることを特徴とするものであり、これによつて各
各の酸化防止剤単独または2種併用の場合に比較
して圧縮機油としての酸化寿命を著しく延長する
ことに成功した。
本願発明は
1(A) 37.8℃における粘度が20〜100cstの潤滑油
基油に対し、
(B)(a) ジフエニルアミン、フエニル―α―ナフ
チルアミン、フエニル―β―ナフチルアミ
ン、フエニル―p―オクチルフエニルアミ
ン、p,p′―ジオクチルジフエニルアミ
ン、2,6―ジ―t―ブチル―α―ジメチ
ルアミン―p―クレゾールおよびテトラメ
チルジアミノジフエニルメタンの中より選
ばれる芳香族アミン
(b) 2,6―ジ―t―ブチル―p―クレゾー
ル、4,4′―メチレンビス(2,6―ジ―
t―ブチルフエノール)、4,4′―ジヒド
ロキシ―3,3′,5,5′―テトラ―t―ブ
チルビフエニル、4,4′―チオビス(2,
6―ジ―t―ブチルフエノール)、ビス
(3,5―ジ―t―ブチル―4―ヒドロキ
シベンジル)サルフアイドおよび2,2′―
メチレンビス(4―メチル―6―t―ブチ
ルフエノール)の中より選ばれるアルキル
フエノール
ならびに
(c) O,O′―ジプロピルジチオりん酸―S
―ドデシル、O,O′―ビス(プロピルフ
エニル)―S―フエニルメチルジチオフオ
スフエートおよびO,O′―ビス(プロピ
ルフエニル)―S―スチリルジチオフオス
フエートの中より選ばれるジチオりん酸の
アルキルまたはアリールトリエステル
の3成分を必須の成分として、潤滑油組成物全量
に対して各々0.01〜3.0重量%含有することを特
徴とする圧縮機用潤滑油組成物に関する。
以下本発明で使用する添加剤について詳しく説
明する。
前記(B)の(a)芳香族アミンとは、ジフエニルアミ
ン、フエニル―α―ナフチルアミン、フエニル―
β―ナフチルアミン、フエニル―p―オクチルフ
エニルアミン、p,p′―ジオクチルジフエニルア
ミン、2,6―ジ―t―ブチル―α―ジメチルア
ミノ―p―クレゾール、テトラメチルジアミノジ
フエニルメタンおよびこれらの混合物のことであ
る。これらの中ではフエニル―α―ナフチルアミ
ンおよびジフエニルアミンが特に好ましい。
前記(B)の(b)アルキルフエノールとは、2,6―
ジ―t―ブチル―p―クレゾール、4,4′―メチ
レンビス(2,6―ジ―t―ブチルフエノー
ル)、4,4′―ジヒドロキシ―3,3′,5,5′―テ
トラ―t―ブチルビフエニル、4,4′―チオビス
(2,6―ジ―t―ブチルフエノール)、ビス
(3,5―ジ―t―ブチル―4―ヒドロキシベン
ジル)サルフアイド、2,2′―メチレンビス(4
―メチル―6―t―ブチルフエノール)およびこ
れらの混合物のことである。これらの中では4,
4′―メチレンビス(2,6―ジ―t―ブチルフエ
ノール)および2,6―ジ―t―ブチル―p―ク
レゾールが特に好ましい。
前記(B)の(c)ジチオりん酸のアルキルまたはアリ
ールトリエステルとは、O,O′―ジプロピルジ
チオりん酸―S―ドデシル、O,O′―ビス(プ
ロピルフエニル)―S―フエニルメチルジチオフ
オスフエート、O,O′―ビス(プロピルフエニ
ル)―S―スチリルジチオフオスフエートおよび
これらの混合物のことである。これらの中では
O,O′―ビス(プロピルフエニル)―S―スチ
リルジチオフオスフエートおよびO,O′―ビス
(プロピルフエニル)―S―フエニルメチルジチ
オフオスフエートが特に好ましい。
本発明で使用する3種の添加剤は潤滑油組成物
全量に対して各々0.01〜3.0重量%、好ましくは
0.03〜1.0重量%、添加するのが好ましい。特に
好ましい添加量は(a)芳香族アミン0.05〜0.3重量
%、(b)アルキルフエノール0.05〜0.2重量%、お
よび(c)ジチオりん酸のアルキルまたはアリールト
リエステル0.03〜0.2重量%である。
また本発明における(A)潤滑油基油とは、37.8℃
における粘度が20〜100cst、好ましくは30〜
50cst、の鉱物性潤滑油、あるいはその精製品、
および37.8℃における粘度が20〜100cst.の合成
炭化水素油の中より選ばれるもののことである。
本発明の圧縮機用潤滑油組成物は酸化防止剤の
ほかに必要に応じて清浄分散剤、金属不活性化
剤、さび止め剤、あわ止め剤、流動点降下剤など
も添加することができる。
以下の実施例により本発明による組成物の効果
を詳細に説明するが、本発明はこれらの実施例に
よつて限定されるものではない。
実施例 1〜10
37.8℃における粘度35.0cstの鉱物性潤滑油基
油に対し表1に記載の如き各種添加剤を加え圧縮
機用潤滑油組成物を製造した。表中各種添加剤と
して使用した2,5―ジメルカプト―1,3,4
―チアジアゾールおよびベンゾトリアゾールは金
属不活性化剤であり、アルケニルこはく酸半エス
テルはさび止め剤、シリコーン油はあわ止め剤で
ある。
圧縮機用潤滑油組成物の性能評価はロータリー
ベーン型空気圧縮機、インデイアナ・スターリン
グ酸化試験、回転ポンプ式酸化試験およびタービ
ン油酸化安定度試験により行つた。ロータリーベ
ーン型空気圧縮機で2000時間実用試験を行う場
合、試験後の酸価は0.3mg・KOH/g以下である
ことが好ましく、またインデイアナ・スターリン
グ酸化試験を165.5℃で48時間行う場合試験後の
酸価は0.5mg・KOH/g以下であることが好まし
いとされている。一方回転ポンプ式酸化試験につ
いては酸化寿命が150分以上、厳格な条件の下で
は400分以上、が好ましいとされている。さら
に、タービン油酸化安定度試験における、酸価が
1.0mgKOH/gに達するまでの時間は2500時間以
上、より好ましくは4000時間以上であることが望
ましいとされており、また2000時間時点における
色相(ユニオン値)は低く、かつスラツジの生成
が少ないことが好ましいとされている。
実施例1〜10の組成物は本発明にかかる組成物
であり、3種の添加剤すなわち(a)芳香族アミン、
(b)アルキルフエノールおよび(c)ジチオりん酸のア
ルキルまたはアリールトリエステルを使用した組
成物である。実施例1〜10の組成物実用試験後の
酸価および酸化試験寿命のいずれにおいても成線
が平均して優れている。また実施例1〜10の組成
物はJIS K2515によるタービン油酸化安定度試験
においても優秀な成績であつた。すなわちこれら
の組成物は一定全酸価に達するまでの時間が長
く、一定時間後の色相も小さいユニオン値を示し
きわめて抗酸化性にすぐれているといえる。
比較例 1〜10
比較例1(市販圧縮機用潤滑油)および比較例
2〜4は3種の添加剤のうち1種のみを添加した
組成物であり、実施例1〜10の製成物に比べ、実
用試験後の酸価、酸化試験寿命のいずれかあるい
は両試験における成績が大きく劣り、またタービ
ン油酸化安定度試験の成績も悪く、圧縮機用潤滑
油として長時間使用することはできない。
比較例5〜8は酸化防止剤を2種添加した組成
物であり、比較例1〜4の組成物に比べて幾分良
好な性能は示すものの、実施例1〜10の組成物に
比べて抗酸化性が劣り、きびしい使用条件のもと
では長時間使用することができない。すなわち、
比較例5および6は本発明の(b)と(c)の酸化防止剤
を併用した組成物であるが、回転ポンプ酸化試験
寿命が短く、またタービン油酸化安定度試験にお
ける酸価が1.0mgKOH/gに達するまでの時間も
短く、好ましくない。比較例7は本発明の(a)と(c)
の酸化防止剤を併用した組成物であるが、実用試
験後の酸価および酸化試験寿命においては実施例
1〜10の組成物に並ぶ性能を示すものの、タービ
ン油酸化安定度試験の成績が劣り、特にスラツジ
の生成量がきわめて多く、実用上問題がある。比
較例8は本発明の(a)と(b)の酸化防止剤を併用した
組成物であるが、実用試験後の酸価の成績が劣
り、タービン油酸化安定度試験においてもスラツ
ジ生成量がきわめて多く、好ましくない。
比較例9および10は、本発明の(a)、(b)および過
酸化物分解剤としてよく知られているジアルキル
ジチオりん酸亜鉛の3種の酸化防止剤を併用した
組成物であるが、ロータリーベーン型空気圧縮機
による実用試験後の酸価およびタービン油酸化安
定度試験の成績が本発明の組成物より劣つてい
る。
以上の実施例および比較例から明らかなごと
く、本発明の圧縮機用潤滑油組成物のきわめてす
ぐれた抗酸化性は、(a)、(b)および(c)の3種の特定
の酸化防止剤を必須の成分として使用することに
より、相乗効果によつて初めて得られたものであ
り、(a)、(b)および(c)の1種もしくは2種の使用ま
たは3種の酸化防止剤の併用でも、(c)としてジチ
オりん酸のアルキルまたはアリールトリエステル
以外の過酸化物分解剤を用いる場合には決して得
られるものではない。
The present invention relates to a lubricating oil composition for compressors that has extremely excellent antioxidative properties. Compressor oil is generally used in compressors for the purposes of cooling by removing heat generated by adiabatic compression, lubricating bearings and other parts, and sealing to prevent gas leakage at sliding parts. Gases to be compressed include air, oxygen, carbon dioxide, nitrogen, hydrogen, various hydrocarbon gases, chlorine gas,
There are ammonia gas, etc., but of these, air compressors are the most common and have the most severe conditions for compressor oil. In an air compressor, the presence of high temperature and high pressure air, copper,
The most severe conditions for compressor oil oxidation are created by the presence of metals that catalyze oxidation, such as iron, and by the presence of condensate water produced by compression. For this reason, when ordinary turbine oil, engine oil, hydraulic oil, etc. are used as compressor oil, the oil deteriorates due to oxidation in a very short period of time, and at the same time, it can cause serious problems such as the formation of sludge or the corrosion of copper-based materials. causing serious trouble. Once such a phenomenon occurs, it will not return to its original state unless the compressor is overhauled or thoroughly cleaned internally, and the cost and time required for this will be enormous. The purpose of the present invention is to have an extremely long oxidation life even when used in a compressor, to reduce the possibility of serious problems such as sludge formation even if the oil deteriorates due to oxidation, and to have a favorable color of the oil after use. An object of the present invention is to provide a compressor oil composition with extremely excellent antioxidant properties. Many compounds are known and are in practical use as antioxidants that are effective when added to lubricating oils, but it is clear that a single antioxidant cannot maintain the oxidation life required for compressor oils. It became.
For example, if peroxide decomposers such as aromatic amines, alkylphenols, or zinc dialkyldithiophosphates are added alone to mineral lubricating oils and are used in compressors, they will quickly deteriorate due to oxidation and become unusable. I can't stand it. It is also known that the antioxidant effect is generally increased by using an antioxidant in combination, particularly a free radical chain terminator and a peroxide decomposer. However, as will be discussed later, simply using two types of antioxidants together, even if it is a combination of a free radical chain terminator and a peroxide decomposer, will not work under severe usage conditions. It has insufficient antioxidant properties and cannot be used as a compressor lubricant with a long oxidation life. The compressor oil composition according to the present invention is characterized in that a synergistic effect can be obtained by using three specific antioxidants together, and thereby each antioxidant can be used alone or in combination. We succeeded in significantly extending the oxidation life of the compressor oil compared to the previous case. The present invention provides 1(A) lubricating base oil with a viscosity of 20 to 100 cst at 37.8°C, (B) (a) diphenylamine, phenyl-α-naphthylamine, phenyl-β-naphthylamine, phenyl-p-octylphenyl. Aromatic amine selected from amine, p,p'-dioctyldiphenylamine, 2,6-di-t-butyl-α-dimethylamine-p-cresol and tetramethyldiaminodiphenylmethane (b) 2. 6-di-t-butyl-p-cresol, 4,4'-methylenebis(2,6-di-
t-butylphenol), 4,4'-dihydroxy-3,3',5,5'-tetra-t-butylbiphenyl, 4,4'-thiobis(2,
6-di-t-butylphenol), bis(3,5-di-t-butyl-4-hydroxybenzyl)sulfide and 2,2'-
Alkylphenol selected from methylenebis(4-methyl-6-t-butylphenol) and (c) O,O′-dipropyldithiophosphoric acid-S
-dodecyl, O,O'-bis(propylphenyl)-S-phenylmethyldithiophosphate and O,O'-bis(propylphenyl)-S-styryldithiophosphate. The present invention relates to a lubricating oil composition for a compressor, characterized in that the three components of alkyl or aryl triester of phosphoric acid are each contained in an amount of 0.01 to 3.0% by weight based on the total amount of the lubricating oil composition. The additives used in the present invention will be explained in detail below. The aromatic amine (a) in (B) above refers to diphenylamine, phenyl-α-naphthylamine, phenyl-
β-naphthylamine, phenyl-p-octylphenylamine, p,p'-dioctyldiphenylamine, 2,6-di-t-butyl-α-dimethylamino-p-cresol, tetramethyldiaminodiphenylmethane and these It is a mixture of Among these, phenyl-α-naphthylamine and diphenylamine are particularly preferred. The (b) alkylphenol in (B) above is 2,6-
Di-t-butyl-p-cresol, 4,4'-methylenebis(2,6-di-t-butylphenol), 4,4'-dihydroxy-3,3',5,5'-tetra-t- Butylbiphenyl, 4,4'-thiobis(2,6-di-t-butylphenol), bis(3,5-di-t-butyl-4-hydroxybenzyl)sulfide, 2,2'-methylenebis(4
-methyl-6-t-butylphenol) and mixtures thereof. Among these, 4,
Particularly preferred are 4'-methylenebis(2,6-di-t-butylphenol) and 2,6-di-t-butyl-p-cresol. The alkyl or aryl triester of dithiophosphate (c) in (B) above refers to O,O'-dipropyldithiophosphate-S-dodecyl, O,O'-bis(propylphenyl)-S- enylmethyl dithiophosphate, O,O'-bis(propylphenyl)-S-styryldithiophosphate, and mixtures thereof. Among these, O,O'-bis(propylphenyl)-S-styryldithiophosphate and O,O'-bis(propylphenyl)-S-phenylmethyldithiophosphate are particularly preferred. The three types of additives used in the present invention are each 0.01 to 3.0% by weight based on the total amount of the lubricating oil composition, preferably
It is preferable to add 0.03 to 1.0% by weight. Particularly preferred addition amounts are (a) 0.05-0.3% by weight of aromatic amines, (b) 0.05-0.2% by weight of alkylphenols, and (c) 0.03-0.2% by weight of alkyl or aryl triesters of dithiophosphoric acids. In addition, (A) lubricant base oil in the present invention is 37.8℃
The viscosity at is 20~100cst, preferably 30~
50 cst, mineral lubricating oil or its refined products;
and synthetic hydrocarbon oils with a viscosity of 20 to 100 cst. at 37.8°C. In addition to antioxidants, the lubricating oil composition for compressors of the present invention may also contain detergent-dispersing agents, metal deactivators, rust inhibitors, anti-foaming agents, pour point depressants, etc., as necessary. . The effects of the composition according to the present invention will be explained in detail through the following examples, but the present invention is not limited by these examples. Examples 1 to 10 A lubricating oil composition for a compressor was prepared by adding various additives as shown in Table 1 to a mineral lubricating oil base oil having a viscosity of 35.0 cst at 37.8°C. 2,5-dimercapto-1,3,4 used as various additives in the table
- Thiadiazole and benzotriazole are metal deactivators, alkenylsuccinic acid half esters are rust inhibitors, and silicone oils are antifoam agents. The performance of the lubricating oil composition for compressors was evaluated using a rotary vane air compressor, an Indiana Stirling oxidation test, a rotary pump oxidation test, and a turbine oil oxidation stability test. When conducting a practical test for 2000 hours with a rotary vane air compressor, the acid value after the test is preferably 0.3 mg KOH/g or less, and when conducting the Indiana Stirling oxidation test at 165.5°C for 48 hours, after the test It is said that the acid value of is preferably 0.5 mg·KOH/g or less. On the other hand, for rotary pump oxidation tests, it is said that an oxidation life of 150 minutes or more, and 400 minutes or more under strict conditions, is preferable. Furthermore, the acid value in the turbine oil oxidation stability test
It is said that the time required to reach 1.0 mgKOH/g is preferably 2,500 hours or more, more preferably 4,000 hours or more, and the hue (union value) at 2,000 hours is low and sludge formation is low. is considered preferable. The compositions of Examples 1 to 10 are compositions according to the present invention, and include three additives: (a) aromatic amine;
A composition using (b) an alkylphenol and (c) an alkyl or aryl triester of dithiophosphoric acid. The compositions of Examples 1 to 10 were excellent on average in both the acid value and oxidation test life after the practical test. The compositions of Examples 1 to 10 also showed excellent results in the turbine oil oxidation stability test according to JIS K2515. That is, these compositions take a long time to reach a certain total acid value, and the hue after a certain period of time also shows a small union value, so it can be said that they have extremely excellent antioxidative properties. Comparative Examples 1 to 10 Comparative Examples 1 (commercially available lubricating oil for compressors) and Comparative Examples 2 to 4 are compositions containing only one of the three additives, and the compositions of Examples 1 to 10 are Compared to , the results in either or both of the acid value and oxidation test life after practical tests are significantly inferior, and the results in the turbine oil oxidation stability test are also poor, so it cannot be used for a long time as a compressor lubricant. . Comparative Examples 5 to 8 are compositions in which two types of antioxidants are added, and although they exhibit somewhat better performance than the compositions of Comparative Examples 1 to 4, they are inferior to the compositions of Examples 1 to 10. It has poor antioxidant properties and cannot be used for long periods of time under severe usage conditions. That is,
Comparative Examples 5 and 6 are compositions that use the antioxidants (b) and (c) of the present invention in combination, but the rotary pump oxidation test life is short, and the acid value in the turbine oil oxidation stability test is 1.0 mgKOH. /g is also short, which is not preferable. Comparative Example 7 is (a) and (c) of the present invention.
Although this composition used a combination of antioxidants, it showed performance comparable to the compositions of Examples 1 to 10 in terms of acid value and oxidation test life after practical tests, but its performance in the turbine oil oxidation stability test was inferior. In particular, the amount of sludge produced is extremely large, which poses a practical problem. Comparative Example 8 is a composition that uses the antioxidants (a) and (b) of the present invention in combination, but the acid value after the practical test was poor, and the amount of sludge produced was low even in the turbine oil oxidation stability test. Very common and undesirable. Comparative Examples 9 and 10 are compositions in which three antioxidants (a) and (b) of the present invention and zinc dialkyldithiophosphate, which is well known as a peroxide decomposer, are used in combination. The acid value after a practical test using a rotary vane air compressor and the results of a turbine oil oxidation stability test are inferior to those of the composition of the present invention. As is clear from the above Examples and Comparative Examples, the extremely excellent antioxidant properties of the lubricating oil composition for compressors of the present invention are due to the three specific antioxidants (a), (b), and (c). This was achieved for the first time through a synergistic effect by using antioxidants as essential ingredients, and the use of one or two of (a), (b) and (c) or three antioxidants Even when used in combination, the results cannot be obtained if a peroxide decomposer other than the alkyl or aryl triester of dithiophosphoric acid is used as (c).
【表】【table】
【表】【table】
【表】【table】
Claims (1)
油基油に対し、 (B)(a) ジフエニルアミン、フエニル―α―ナフチ
ルアミン、フエニル―β―ナフチルアミン、
フエニル―p―オクチルフエニルアミン、
p,p′―ジオクチルジフエニルアミン、2,
6―ジ―t―ブチル―α―ジメチルアミノ―
p―クレゾールおよびテトラメチルジアミノ
ジフエニルメタンの中より選ばれる芳香族ア
ミン、 (b) 2,6―ジ―t―ブチル―p―クレゾール、
4,4′―メチレンビス(2,6―ジ―t―ブ
チルフエノール)、4,4′―ジヒドロキシ―
3,3′,5,5′テトラ―t―ブチルビフエニ
ル、4,4′―チオビス(2,6―ジ―t―ブ
チルフエノール)、ビス(3,5―ジ―t―
ブチル―4―ヒドロキシベンジル)サルフア
イドおよび2,2′―メチレンビス(4―メチ
ル―6―t―ブチルフエノール)の中より選
ばれるアルキルフエノール ならびに (c) O,O′―ジプロピルジチオりん酸―S―ド
デシル、O,O′―ビス(プロピルフエニ
ル)―S―フエニルメチルジチオフオスフエ
ートおよびO,O′―ビス(プロピルフエニ
ル)―S―スチリルジチオフオスフエートの
中より選ばれるジチオりん酸のアルキルまた
はアリールトリエステル の3成分を必須の成分として、潤滑油組成物全量
に対して各々0.01〜3.0重量%含有することを特
徴とする圧縮機用潤滑油組成物。[Claims] 1 (A) For a lubricating base oil having a viscosity of 20 to 100 cst at 37.8°C, (B) (a) diphenylamine, phenyl-α-naphthylamine, phenyl-β-naphthylamine,
phenyl-p-octylphenylamine,
p,p'-dioctyldiphenylamine, 2,
6-di-t-butyl-α-dimethylamino-
an aromatic amine selected from p-cresol and tetramethyldiaminodiphenylmethane, (b) 2,6-di-t-butyl-p-cresol,
4,4'-methylenebis(2,6-di-t-butylphenol), 4,4'-dihydroxy-
3,3',5,5'tetra-t-butylbiphenyl, 4,4'-thiobis(2,6-di-t-butylphenol), bis(3,5-di-t-
an alkylphenol selected from butyl-4-hydroxybenzyl) sulfide and 2,2'-methylenebis(4-methyl-6-t-butylphenol), and (c) O,O'-dipropyldithiophosphoric acid-S -dodecyl, O,O'-bis(propylphenyl)-S-phenylmethyldithiophosphate and O,O'-bis(propylphenyl)-S-styryldithiophosphate. 1. A lubricating oil composition for a compressor, characterized in that the three components of alkyl or aryl triester of phosphoric acid are each contained in an amount of 0.01 to 3.0% by weight based on the total amount of the lubricating oil composition.
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP50103054A JPS5226506A (en) | 1975-08-27 | 1975-08-27 | Lubricating oil composition for compressor |
DE19762638324 DE2638324C3 (en) | 1975-08-27 | 1976-08-25 | Compressor oil |
US05/809,069 US4116874A (en) | 1975-08-27 | 1977-06-22 | Compressor oil compositions |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP50103054A JPS5226506A (en) | 1975-08-27 | 1975-08-27 | Lubricating oil composition for compressor |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS5226506A JPS5226506A (en) | 1977-02-28 |
JPS627239B2 true JPS627239B2 (en) | 1987-02-16 |
Family
ID=14343944
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP50103054A Granted JPS5226506A (en) | 1975-08-27 | 1975-08-27 | Lubricating oil composition for compressor |
Country Status (2)
Country | Link |
---|---|
JP (1) | JPS5226506A (en) |
DE (1) | DE2638324C3 (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1992009074A1 (en) * | 1990-11-13 | 1992-05-29 | Wangtek, Inc. | System and method of controlling data transfer rate in a magnetic tape drive |
Families Citing this family (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5819394A (en) * | 1981-07-28 | 1983-02-04 | Sumitomo Chem Co Ltd | Liquid antioxidant for lubricating oil |
US4466894A (en) * | 1983-04-20 | 1984-08-21 | The Lubrizol Corporation | Phosphorus-containing metal salts/sulfurized phenate compositions/aromatic substituted triazoles, concentrates, and functional fluids containing same |
JP2525445B2 (en) * | 1988-01-29 | 1996-08-21 | 出光興産株式会社 | Lubricating oil composition |
JP2601514B2 (en) * | 1988-04-27 | 1997-04-16 | 出光興産株式会社 | Lubricating oil composition |
JP3370829B2 (en) * | 1995-04-21 | 2003-01-27 | 株式会社日立製作所 | Lubricating grease composition |
JP2001187891A (en) * | 1995-04-21 | 2001-07-10 | Hitachi Ltd | Lubricating oil composition and lubricating grease composition |
JP3284821B2 (en) * | 1995-04-21 | 2002-05-20 | 株式会社日立製作所 | Electric rotating machine |
JP2003041282A (en) * | 2001-07-27 | 2003-02-13 | Nippon Oil Corp | Lubricating oil composition for compressor |
JP2003041281A (en) * | 2001-07-27 | 2003-02-13 | Nippon Oil Corp | Lubricating oil composition for compressor |
JP5258162B2 (en) * | 2005-12-09 | 2013-08-07 | 出光興産株式会社 | Lubricating oil composition |
JP5612250B2 (en) * | 2008-03-07 | 2014-10-22 | 出光興産株式会社 | Lubricating oil composition for refrigerator |
JP2016193994A (en) * | 2015-03-31 | 2016-11-17 | 出光興産株式会社 | Lubricating oil composition and method of producing lubricating oil composition |
WO2019183187A1 (en) * | 2018-03-20 | 2019-09-26 | Basf Se | Lubricant composition |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1043280A (en) * | 1963-10-25 | 1966-09-21 | Shell Int Research | Improvements in or relating to lubricating oil compositions |
US3350348A (en) * | 1965-04-05 | 1967-10-31 | Mobil Oil Corp | Lubricating oil additives |
DE1594405B2 (en) * | 1966-07-20 | 1974-03-07 | Deutsche Shell Ag, 2000 Hamburg | Lubricating oil |
GB1287331A (en) * | 1970-01-29 | 1972-08-31 | Ciba Geigy Uk Ltd | Phosphorodithioic acid esters |
US3732167A (en) * | 1970-12-24 | 1973-05-08 | Texaco Inc | Motor oil composition |
US3824114A (en) * | 1971-05-12 | 1974-07-16 | Champion Int Corp | Method of applying graft copolymer to cellulosic substrate and resultant article |
-
1975
- 1975-08-27 JP JP50103054A patent/JPS5226506A/en active Granted
-
1976
- 1976-08-25 DE DE19762638324 patent/DE2638324C3/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1992009074A1 (en) * | 1990-11-13 | 1992-05-29 | Wangtek, Inc. | System and method of controlling data transfer rate in a magnetic tape drive |
Also Published As
Publication number | Publication date |
---|---|
JPS5226506A (en) | 1977-02-28 |
DE2638324B2 (en) | 1981-02-05 |
DE2638324A1 (en) | 1977-03-10 |
DE2638324C3 (en) | 1982-01-14 |
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