CA1073440A - Fluides fonctionnels de triarylphosphateesters - Google Patents

Fluides fonctionnels de triarylphosphateesters

Info

Publication number: CA1073440A
Authority: CA; Canada
Prior art keywords: butylphenyl; phenyl; phosphates; fluids; weight
Prior art date: 1974-07-22
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

Application number

CA320,393A

Other languages

English (en)

Inventor

Harry Dounchis

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

FMC Corp

Original Assignee

FMC Corp

Priority date (The priority date 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 date listed.)

1974-07-22

Filing date

1979-01-29

Publication date

1980-03-11

1974-07-22 Priority claimed from US05/490,767 external-priority patent/US3931023A/en

1979-01-29 Application filed by FMC Corp filed Critical FMC Corp

1979-01-29 Priority to CA320,393A priority Critical patent/CA1073440A/fr

1980-03-11 Application granted granted Critical

1980-03-11 Publication of CA1073440A publication Critical patent/CA1073440A/fr

Status Expired legal-status Critical Current

Links

-1 phosphate ester Chemical class 0.000 title claims abstract description 72
239000012530 fluid Substances 0.000 title claims abstract description 52
229910019142 PO4 Inorganic materials 0.000 title claims abstract description 48
239000010452 phosphate Substances 0.000 title claims abstract description 17
CMPQUABWPXYYSH-UHFFFAOYSA-N phenyl phosphate Chemical compound OP(O)(=O)OC1=CC=CC=C1 CMPQUABWPXYYSH-UHFFFAOYSA-N 0.000 claims abstract description 11
239000000314 lubricant Substances 0.000 claims abstract description 9
235000021317 phosphate Nutrition 0.000 claims description 46
239000000203 mixture Substances 0.000 claims description 39
150000003013 phosphoric acid derivatives Chemical class 0.000 claims description 21
239000002253 acid Substances 0.000 claims description 15
229920001296 polysiloxane Polymers 0.000 claims description 10
150000002148 esters Chemical class 0.000 claims description 9
125000000217 alkyl group Chemical group 0.000 claims description 4
125000005037 alkyl phenyl group Chemical group 0.000 claims description 4
229920005862 polyol Polymers 0.000 claims description 4
150000003077 polyols Chemical class 0.000 claims description 4
239000007788 liquid Substances 0.000 claims description 2
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 14
230000001590 oxidative effect Effects 0.000 description 11
239000000654 additive Substances 0.000 description 9
238000000034 method Methods 0.000 description 7
150000003014 phosphoric acid esters Chemical class 0.000 description 6
230000007797 corrosion Effects 0.000 description 5
238000005260 corrosion Methods 0.000 description 5
238000009472 formulation Methods 0.000 description 5
239000007789 gas Substances 0.000 description 5
239000003112 inhibitor Substances 0.000 description 5
JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 5
230000001050 lubricating effect Effects 0.000 description 5
230000026731 phosphorylation Effects 0.000 description 5
238000006366 phosphorylation reaction Methods 0.000 description 5
VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 4
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
239000003795 chemical substances by application Substances 0.000 description 4
150000001875 compounds Chemical class 0.000 description 4
229930195733 hydrocarbon Natural products 0.000 description 4
150000002430 hydrocarbons Chemical class 0.000 description 4
239000003921 oil Substances 0.000 description 4
XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 description 4
TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 3
239000002518 antifoaming agent Substances 0.000 description 3
239000003963 antioxidant agent Substances 0.000 description 3
239000002585 base Substances 0.000 description 3
239000003054 catalyst Substances 0.000 description 3
239000010949 copper Substances 0.000 description 3
238000004821 distillation Methods 0.000 description 3
238000011156 evaluation Methods 0.000 description 3
NUHSROFQTUXZQQ-UHFFFAOYSA-N isopentenyl diphosphate Chemical compound CC(=C)CCO[P@](O)(=O)OP(O)(O)=O NUHSROFQTUXZQQ-UHFFFAOYSA-N 0.000 description 3
150000002989 phenols Chemical class 0.000 description 3
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 3
229920001515 polyalkylene glycol Polymers 0.000 description 3
150000003254 radicals Chemical group 0.000 description 3
238000010998 test method Methods 0.000 description 3
DIOYAVUHUXAUPX-ZHACJKMWSA-N 2-[methyl-[(e)-octadec-9-enoyl]amino]acetic acid Chemical compound CCCCCCCC\C=C\CCCCCCCC(=O)N(C)CC(O)=O DIOYAVUHUXAUPX-ZHACJKMWSA-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
ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
ZTHYODDOHIVTJV-UHFFFAOYSA-N Propyl gallate Chemical compound CCCOC(=O)C1=CC(O)=C(O)C(O)=C1 ZTHYODDOHIVTJV-UHFFFAOYSA-N 0.000 description 2
KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
229910000831 Steel Inorganic materials 0.000 description 2
YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
230000002152 alkylating effect Effects 0.000 description 2
VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
238000004458 analytical method Methods 0.000 description 2
125000003118 aryl group Chemical group 0.000 description 2
IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical compound C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 2
QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 2
239000012964 benzotriazole Substances 0.000 description 2
125000004432 carbon atom Chemical group C* 0.000 description 2
230000015556 catabolic process Effects 0.000 description 2
230000000052 comparative effect Effects 0.000 description 2
229910052802 copper Inorganic materials 0.000 description 2
238000006731 degradation reaction Methods 0.000 description 2
125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 2
LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
238000001914 filtration Methods 0.000 description 2
238000005187 foaming Methods 0.000 description 2
238000005461 lubrication Methods 0.000 description 2
239000011777 magnesium Substances 0.000 description 2
239000000463 material Substances 0.000 description 2
229910052751 metal Inorganic materials 0.000 description 2
239000002184 metal Substances 0.000 description 2
230000003647 oxidation Effects 0.000 description 2
238000007254 oxidation reaction Methods 0.000 description 2
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
239000003208 petroleum Substances 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
231100000241 scar Toxicity 0.000 description 2
150000004760 silicates Chemical class 0.000 description 2
239000010959 steel Substances 0.000 description 2
235000011044 succinic acid Nutrition 0.000 description 2
238000012360 testing method Methods 0.000 description 2
150000005691 triesters Chemical class 0.000 description 2
KOWVWXQNQNCRRS-UHFFFAOYSA-N tris(2,4-dimethylphenyl) phosphate Chemical compound CC1=CC(C)=CC=C1OP(=O)(OC=1C(=CC(C)=CC=1)C)OC1=CC=C(C)C=C1C KOWVWXQNQNCRRS-UHFFFAOYSA-N 0.000 description 2
NZADFKWJIQWGNZ-UHFFFAOYSA-N (2-ethylphenyl) diphenyl phosphate Chemical compound CCC1=CC=CC=C1OP(=O)(OC=1C=CC=CC=1)OC1=CC=CC=C1 NZADFKWJIQWGNZ-UHFFFAOYSA-N 0.000 description 1
RMSGQZDGSZOJMU-UHFFFAOYSA-N 1-butyl-2-phenylbenzene Chemical group CCCCC1=CC=CC=C1C1=CC=CC=C1 RMSGQZDGSZOJMU-UHFFFAOYSA-N 0.000 description 1
MVCITNPWSJQCBC-UHFFFAOYSA-N 1-phenoxy-3-(3-phenoxyphenoxy)benzene Chemical compound C=1C=CC(OC=2C=C(OC=3C=CC=CC=3)C=CC=2)=CC=1OC1=CC=CC=C1 MVCITNPWSJQCBC-UHFFFAOYSA-N 0.000 description 1
RGCAQUUSBHVLJD-UHFFFAOYSA-N 1-phenoxy-4-(4-phenoxyphenyl)benzene Chemical group C=1C=C(C=2C=CC(OC=3C=CC=CC=3)=CC=2)C=CC=1OC1=CC=CC=C1 RGCAQUUSBHVLJD-UHFFFAOYSA-N 0.000 description 1
WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 1
SKDGWNHUETZZCS-UHFFFAOYSA-N 2,3-ditert-butylphenol Chemical class CC(C)(C)C1=CC=CC(O)=C1C(C)(C)C SKDGWNHUETZZCS-UHFFFAOYSA-N 0.000 description 1
YEVQZPWSVWZAOB-UHFFFAOYSA-N 2-(bromomethyl)-1-iodo-4-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=CC=C(I)C(CBr)=C1 YEVQZPWSVWZAOB-UHFFFAOYSA-N 0.000 description 1
LIAWCKFOFPPVGF-UHFFFAOYSA-N 2-ethyladamantane Chemical compound C1C(C2)CC3CC1C(CC)C2C3 LIAWCKFOFPPVGF-UHFFFAOYSA-N 0.000 description 1
CRBJBYGJVIBWIY-UHFFFAOYSA-N 2-isopropylphenol Chemical compound CC(C)C1=CC=CC=C1O CRBJBYGJVIBWIY-UHFFFAOYSA-N 0.000 description 1
GAZYKNYEOMWYSH-UHFFFAOYSA-N 2-methylprop-1-ene;phenol Chemical compound CC(C)=C.OC1=CC=CC=C1 GAZYKNYEOMWYSH-UHFFFAOYSA-N 0.000 description 1
WJQOZHYUIDYNHM-UHFFFAOYSA-N 2-tert-Butylphenol Chemical class CC(C)(C)C1=CC=CC=C1O WJQOZHYUIDYNHM-UHFFFAOYSA-N 0.000 description 1
QHPQWRBYOIRBIT-UHFFFAOYSA-N 4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C=C1 QHPQWRBYOIRBIT-UHFFFAOYSA-N 0.000 description 1
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
229940126062 Compound A Drugs 0.000 description 1
DKMROQRQHGEIOW-UHFFFAOYSA-N Diethyl succinate Chemical compound CCOC(=O)CCC(=O)OCC DKMROQRQHGEIOW-UHFFFAOYSA-N 0.000 description 1
239000005069 Extreme pressure additive Substances 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
101000927265 Hyas araneus Arasin 2 Proteins 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
102100026933 Myelin-associated neurite-outgrowth inhibitor Human genes 0.000 description 1
229910019213 POCl3 Inorganic materials 0.000 description 1
206010037660 Pyrexia Diseases 0.000 description 1
GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
150000001335 aliphatic alkanes Chemical class 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
230000029936 alkylation Effects 0.000 description 1
238000005804 alkylation reaction Methods 0.000 description 1
QLTZBYGZXPKHLF-UHFFFAOYSA-N alpha-Isopropyl-bernsteinsaeure Natural products CCCC(C(O)=O)CC(O)=O QLTZBYGZXPKHLF-UHFFFAOYSA-N 0.000 description 1
229910052782 aluminium Inorganic materials 0.000 description 1
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
239000007866 anti-wear additive Substances 0.000 description 1
235000006708 antioxidants Nutrition 0.000 description 1
150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
239000001273 butane Substances 0.000 description 1
DIBUFQMCUZYQKN-UHFFFAOYSA-N butyl diphenyl phosphate Chemical compound C=1C=CC=CC=1OP(=O)(OCCCC)OC1=CC=CC=C1 DIBUFQMCUZYQKN-UHFFFAOYSA-N 0.000 description 1
150000001733 carboxylic acid esters Chemical class 0.000 description 1
239000004927 clay Substances 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
239000006184 cosolvent Substances 0.000 description 1
239000007822 coupling agent Substances 0.000 description 1
230000006866 deterioration Effects 0.000 description 1
YICSVBJRVMLQNS-UHFFFAOYSA-N dibutyl phenyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OC1=CC=CC=C1 YICSVBJRVMLQNS-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
239000004205 dimethyl polysiloxane Substances 0.000 description 1
235000013870 dimethyl polysiloxane Nutrition 0.000 description 1
230000003292 diminished effect Effects 0.000 description 1
MIMDHDXOBDPUQW-UHFFFAOYSA-N dioctyl decanedioate Chemical compound CCCCCCCCOC(=O)CCCCCCCCC(=O)OCCCCCCCC MIMDHDXOBDPUQW-UHFFFAOYSA-N 0.000 description 1
150000002334 glycols Chemical class 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
229910000041 hydrogen chloride Inorganic materials 0.000 description 1
239000012535 impurity Substances 0.000 description 1
229910052742 iron Inorganic materials 0.000 description 1
XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
239000003879 lubricant additive Substances 0.000 description 1
229910052749 magnesium Inorganic materials 0.000 description 1
229910001629 magnesium chloride Inorganic materials 0.000 description 1
150000002739 metals Chemical class 0.000 description 1
IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical class OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
150000002895 organic esters Chemical class 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
229950000688 phenothiazine Drugs 0.000 description 1
230000000865 phosphorylative effect Effects 0.000 description 1
229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
239000010695 polyglycol Substances 0.000 description 1
229920013636 polyphenyl ether polymer Polymers 0.000 description 1
239000001294 propane Substances 0.000 description 1
239000000473 propyl gallate Substances 0.000 description 1
229940075579 propyl gallate Drugs 0.000 description 1
235000010388 propyl gallate Nutrition 0.000 description 1
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
229920005573 silicon-containing polymer Polymers 0.000 description 1
229910052709 silver Inorganic materials 0.000 description 1
239000004332 silver Substances 0.000 description 1
239000002904 solvent Substances 0.000 description 1
KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
239000001384 succinic acid Substances 0.000 description 1
150000005846 sugar alcohols Polymers 0.000 description 1
239000000725 suspension Substances 0.000 description 1
238000012546 transfer Methods 0.000 description 1
STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
QJAVUVZBMMXBRO-UHFFFAOYSA-N tripentyl phosphate Chemical compound CCCCCOP(=O)(OCCCCC)OCCCCC QJAVUVZBMMXBRO-UHFFFAOYSA-N 0.000 description 1

Landscapes

Lubricants (AREA)

CA320,393A 1974-07-22 1979-01-29 Fluides fonctionnels de triarylphosphateesters Expired CA1073440A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA320,393A CA1073440A (fr)	1974-07-22	1979-01-29	Fluides fonctionnels de triarylphosphateesters

Applications Claiming Priority (4)

Application Number	Priority Date	Filing Date	Title
US05/490,767 US3931023A (en)	1974-07-22	1974-07-22	Triaryl phosphate ester functional fluids
US05/564,847 US3992309A (en)	1974-07-22	1975-04-03	Triaryl phosphate ester functional fluids
CA231,245A CA1065298A (fr)	1974-07-22	1975-07-10	Fluides lubrifiants de type phosphate de triaryle
CA320,393A CA1073440A (fr)	1974-07-22	1979-01-29	Fluides fonctionnels de triarylphosphateesters

Publications (1)

Publication Number	Publication Date
CA1073440A true CA1073440A (fr)	1980-03-11

Family

ID=27425851

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA320,393A Expired CA1073440A (fr)	1974-07-22	1979-01-29	Fluides fonctionnels de triarylphosphateesters

Country Status (1)

Country	Link
CA (1)	CA1073440A (fr)

1979
- 1979-01-29 CA CA320,393A patent/CA1073440A/fr not_active Expired

Legal Events

Date	Code	Title	Description
1997-03-11	MKEX	Expiry

Publication	Publication Date	Title
CA1065298A (fr)	1979-10-30	Fluides lubrifiants de type phosphate de triaryle
US3224971A (en)	1965-12-21	Borate esters and lubricant compositions containing said esters
US3720612A (en)	1973-03-13	Synthetic ester lubricating oil compositions
JP5680648B2 (ja)	2015-03-04	潤滑組成物
US3247111A (en)	1966-04-19	High temperature jet lubricant
US3290307A (en)	1966-12-06	Nu-substituted melamines
US4440657A (en)	1984-04-03	Synthetic ester lubricating oil composition containing particular t-butylphenyl substituted phosphates and stabilized hydrolytically with particular long chain alkyl amines
US3969237A (en)	1976-07-13	Lubricant compositions containing benzotriazole derivatives as copper passivators
US3637507A (en)	1972-01-25	Aircraft hydraulic fluid and method of controlling acid buildup therein with acid acceptor
US5560849A (en)	1996-10-01	Synthetic ester lubricant having improved antiwear properties
DK165980B (da)	1993-02-22	Addukt-forbindelser, smoeremidler indeholdende disse samt anvendelse af disse som additiver af smoeremidler
US3707501A (en)	1972-12-26	Hydraulic fluids containing certain quaternary phosphonium salts of phosphorus acids
US2614990A (en)	1952-10-21	Lubricating composition of matter
US3728260A (en)	1973-04-17	Additive for lubricating composition
EP1963470B1 (fr)	2013-02-27	Préformulation d'additifs pour des lubrifiants synthétiques haute température
CA1073440A (fr)	1980-03-11	Fluides fonctionnels de triarylphosphateesters
US3804762A (en)	1974-04-16	Antioxidants
EP2598489B1 (fr)	2018-11-07	Utilisation de bis-phosphates de diphényle pour améliorer la résistance contre la formation de dépôts d'huiles de turbine contenant des antioxydants aminés
US3216939A (en)	1965-11-09	Stabilization of lubricants
US6030543A (en)	2000-02-29	Aircraft hydraulic fluid basestocks
JP2587296B2 (ja)	1997-03-05	潤滑油組成物
US3986965A (en)	1976-10-19	Ester base lubricating compositions having improved oxidative resistance
US3260672A (en)	1966-07-12	Synthetic ester lubricating oil containing certain haloalkyl carboxylic acid esters
CA1073439A (fr)	1980-03-11	Fluides fonctionnels de triarylphosphateesters
US5560848A (en)	1996-10-01	Combination diphenyl amine-phenothiazine additive for improved oxidation stability in polyol ester based greases (Law236)