CA1306741C - Lubrifiants a teneur reduite en phosphore - Google Patents
Lubrifiants a teneur reduite en phosphoreInfo
- Publication number
- CA1306741C CA1306741C CA000560012A CA560012A CA1306741C CA 1306741 C CA1306741 C CA 1306741C CA 000560012 A CA000560012 A CA 000560012A CA 560012 A CA560012 A CA 560012A CA 1306741 C CA1306741 C CA 1306741C
- Authority
- CA
- Canada
- Prior art keywords
- copper
- oil
- composition
- soluble
- sulphur
- 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 - Lifetime
Links
- 239000000314 lubricant Substances 0.000 title claims abstract description 38
- 229910052698 phosphorus Inorganic materials 0.000 title claims abstract description 38
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 title claims abstract description 35
- 239000011574 phosphorus Substances 0.000 title claims abstract description 34
- 239000010949 copper Substances 0.000 claims abstract description 57
- 229910052802 copper Inorganic materials 0.000 claims abstract description 55
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims abstract description 47
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 41
- 239000005864 Sulphur Substances 0.000 claims abstract description 38
- 238000005260 corrosion Methods 0.000 claims abstract description 26
- 230000007797 corrosion Effects 0.000 claims abstract description 26
- 239000003963 antioxidant agent Substances 0.000 claims abstract description 23
- 150000001875 compounds Chemical class 0.000 claims abstract description 21
- 239000003112 inhibitor Substances 0.000 claims abstract description 18
- 230000003078 antioxidant effect Effects 0.000 claims abstract description 16
- 239000000203 mixture Substances 0.000 claims description 70
- 239000003921 oil Substances 0.000 claims description 61
- -1 thiadiazole mercaptans Chemical class 0.000 claims description 53
- 239000002270 dispersing agent Substances 0.000 claims description 33
- 239000000654 additive Substances 0.000 claims description 21
- 235000006708 antioxidants Nutrition 0.000 claims description 20
- 150000001879 copper Chemical class 0.000 claims description 19
- 229910052751 metal Inorganic materials 0.000 claims description 19
- 239000002184 metal Substances 0.000 claims description 19
- 239000011575 calcium Substances 0.000 claims description 18
- 229910052791 calcium Inorganic materials 0.000 claims description 18
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 17
- 239000011777 magnesium Substances 0.000 claims description 17
- 229910052749 magnesium Inorganic materials 0.000 claims description 17
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 16
- 150000002148 esters Chemical class 0.000 claims description 15
- 150000001298 alcohols Chemical class 0.000 claims description 13
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- 239000000243 solution Substances 0.000 claims description 12
- 239000012141 concentrate Substances 0.000 claims description 11
- 239000010687 lubricating oil Substances 0.000 claims description 10
- 239000012990 dithiocarbamate Substances 0.000 claims description 9
- 229920000642 polymer Polymers 0.000 claims description 9
- 229910052725 zinc Inorganic materials 0.000 claims description 9
- 239000011701 zinc Substances 0.000 claims description 9
- 150000001735 carboxylic acids Chemical class 0.000 claims description 8
- 150000001991 dicarboxylic acids Chemical class 0.000 claims description 8
- 150000004659 dithiocarbamates Chemical class 0.000 claims description 8
- 229920001021 polysulfide Polymers 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 150000001880 copper compounds Chemical class 0.000 claims description 7
- 229910052717 sulfur Inorganic materials 0.000 claims description 7
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 claims description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 6
- 239000005749 Copper compound Substances 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- VLLMWSRANPNYQX-UHFFFAOYSA-N thiadiazole Chemical compound C1=CSN=N1.C1=CSN=N1 VLLMWSRANPNYQX-UHFFFAOYSA-N 0.000 claims description 6
- 125000003342 alkenyl group Chemical group 0.000 claims description 5
- 125000002947 alkylene group Chemical group 0.000 claims description 5
- 125000005608 naphthenic acid group Chemical class 0.000 claims description 5
- 229910052757 nitrogen Inorganic materials 0.000 claims description 5
- 230000003647 oxidation Effects 0.000 claims description 5
- 238000007254 oxidation reaction Methods 0.000 claims description 5
- 239000008186 active pharmaceutical agent Substances 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 150000001642 boronic acid derivatives Chemical class 0.000 claims description 4
- 239000003599 detergent Substances 0.000 claims description 4
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 4
- 229930195729 fatty acid Natural products 0.000 claims description 4
- 239000000194 fatty acid Substances 0.000 claims description 4
- 150000004665 fatty acids Chemical class 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 150000002918 oxazolines Chemical class 0.000 claims description 4
- 239000011593 sulfur Substances 0.000 claims description 4
- 150000003568 thioethers Chemical class 0.000 claims description 4
- 239000004358 Butane-1, 3-diol Substances 0.000 claims description 3
- 150000001414 amino alcohols Chemical class 0.000 claims description 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 3
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 claims description 3
- 235000019437 butane-1,3-diol Nutrition 0.000 claims description 3
- 150000004867 thiadiazoles Chemical class 0.000 claims description 3
- 230000002401 inhibitory effect Effects 0.000 claims description 2
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 claims description 2
- 150000002894 organic compounds Chemical class 0.000 claims description 2
- 150000007970 thio esters Chemical class 0.000 claims description 2
- 150000003556 thioamides Chemical class 0.000 claims description 2
- MBBWTVUFIXOUBE-UHFFFAOYSA-L zinc;dicarbamodithioate Chemical compound [Zn+2].NC([S-])=S.NC([S-])=S MBBWTVUFIXOUBE-UHFFFAOYSA-L 0.000 claims description 2
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical group [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 claims 1
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 claims 1
- 150000004763 sulfides Chemical class 0.000 claims 1
- 150000003557 thiazoles Chemical class 0.000 claims 1
- 230000005764 inhibitory process Effects 0.000 abstract description 4
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 abstract description 2
- 235000019198 oils Nutrition 0.000 description 56
- 150000001412 amines Chemical class 0.000 description 9
- 229910052796 boron Inorganic materials 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 9
- 230000001050 lubricating effect Effects 0.000 description 9
- 239000000463 material Substances 0.000 description 9
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 7
- 229920000768 polyamine Polymers 0.000 description 7
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 6
- 150000003839 salts Chemical class 0.000 description 6
- 239000004215 Carbon black (E152) Substances 0.000 description 5
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
- 229930195733 hydrocarbon Natural products 0.000 description 5
- 125000001183 hydrocarbyl group Chemical group 0.000 description 5
- 150000002989 phenols Chemical class 0.000 description 5
- 229940014800 succinic anhydride Drugs 0.000 description 5
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 4
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical class ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- 230000001590 oxidative effect Effects 0.000 description 4
- 235000011044 succinic acid Nutrition 0.000 description 4
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 3
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 3
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 3
- 239000005642 Oleic acid Substances 0.000 description 3
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 150000004985 diamines Chemical class 0.000 description 3
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 150000002391 heterocyclic compounds Chemical class 0.000 description 3
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 3
- 239000010688 mineral lubricating oil Substances 0.000 description 3
- 229910052750 molybdenum Inorganic materials 0.000 description 3
- 239000011733 molybdenum Substances 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 3
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 3
- 229920001281 polyalkylene Polymers 0.000 description 3
- 229920001451 polypropylene glycol Polymers 0.000 description 3
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 description 3
- MGEQSWVPSCZGEK-UHFFFAOYSA-N 2,5-bis(nonyldisulfanyl)-1,3,4-thiadiazole Chemical compound CCCCCCCCCSSC1=NN=C(SSCCCCCCCCC)S1 MGEQSWVPSCZGEK-UHFFFAOYSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- JCBPETKZIGVZRE-UHFFFAOYSA-N 2-aminobutan-1-ol Chemical compound CCC(N)CO JCBPETKZIGVZRE-UHFFFAOYSA-N 0.000 description 2
- GJYCVCVHRSWLNY-UHFFFAOYSA-N 2-butylphenol Chemical compound CCCCC1=CC=CC=C1O GJYCVCVHRSWLNY-UHFFFAOYSA-N 0.000 description 2
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 2
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 230000003064 anti-oxidating effect Effects 0.000 description 2
- 239000007866 anti-wear additive Substances 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 150000001638 boron Chemical class 0.000 description 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- 229910001651 emery Inorganic materials 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 150000002440 hydroxy compounds Chemical class 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- 239000010705 motor oil Substances 0.000 description 2
- 125000005609 naphthenate group Chemical group 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 229910017464 nitrogen compound Inorganic materials 0.000 description 2
- 150000002830 nitrogen compounds Chemical class 0.000 description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
- 229920000098 polyolefin Polymers 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 150000003444 succinic acids Chemical class 0.000 description 2
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 2
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 2
- 230000004580 weight loss Effects 0.000 description 2
- JGSUMMPGKPITGK-UHFFFAOYSA-L zinc;n,n-dipentylcarbamodithioate Chemical compound [Zn+2].CCCCCN(C([S-])=S)CCCCC.CCCCCN(C([S-])=S)CCCCC JGSUMMPGKPITGK-UHFFFAOYSA-L 0.000 description 2
- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical group CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 1
- QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 1
- ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical compound FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 description 1
- 150000005206 1,2-dihydroxybenzenes Chemical class 0.000 description 1
- RGGQZDHISCPFHM-UHFFFAOYSA-N 1,2-diphenylethane-1,2-dithione Chemical compound C=1C=CC=CC=1C(=S)C(=S)C1=CC=CC=C1 RGGQZDHISCPFHM-UHFFFAOYSA-N 0.000 description 1
- MBIZXFATKUQOOA-UHFFFAOYSA-N 1,3,4-thiadiazole Chemical compound C1=NN=CS1 MBIZXFATKUQOOA-UHFFFAOYSA-N 0.000 description 1
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical class C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 1
- 150000000185 1,3-diols Chemical class 0.000 description 1
- RIJVOTKRVIPNIZ-UHFFFAOYSA-N 1-[4-(2-aminoethyl)piperazin-1-yl]propan-2-ol Chemical compound CC(O)CN1CCN(CCN)CC1 RIJVOTKRVIPNIZ-UHFFFAOYSA-N 0.000 description 1
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
- MQCPOLNSJCWPGT-UHFFFAOYSA-N 2,2'-Bisphenol F Chemical compound OC1=CC=CC=C1CC1=CC=CC=C1O MQCPOLNSJCWPGT-UHFFFAOYSA-N 0.000 description 1
- GIAFURWZWWWBQT-UHFFFAOYSA-N 2-(2-aminoethoxy)ethanol Chemical compound NCCOCCO GIAFURWZWWWBQT-UHFFFAOYSA-N 0.000 description 1
- QXHDYMUPPXAMPQ-UHFFFAOYSA-N 2-(4-aminophenyl)ethanol Chemical compound NC1=CC=C(CCO)C=C1 QXHDYMUPPXAMPQ-UHFFFAOYSA-N 0.000 description 1
- RWLALWYNXFYRGW-UHFFFAOYSA-N 2-Ethyl-1,3-hexanediol Chemical compound CCCC(O)C(CC)CO RWLALWYNXFYRGW-UHFFFAOYSA-N 0.000 description 1
- BMGPYWJNOIMZNC-KHPPLWFESA-N 2-[methyl-[(z)-octadec-9-enyl]amino]acetic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCN(C)CC(O)=O BMGPYWJNOIMZNC-KHPPLWFESA-N 0.000 description 1
- IOAOAKDONABGPZ-UHFFFAOYSA-N 2-amino-2-ethylpropane-1,3-diol Chemical compound CCC(N)(CO)CO IOAOAKDONABGPZ-UHFFFAOYSA-N 0.000 description 1
- 229940058020 2-amino-2-methyl-1-propanol Drugs 0.000 description 1
- BKMMTJMQCTUHRP-UHFFFAOYSA-N 2-aminopropan-1-ol Chemical compound CC(N)CO BKMMTJMQCTUHRP-UHFFFAOYSA-N 0.000 description 1
- WHNBDXQTMPYBAT-UHFFFAOYSA-N 2-butyloxirane Chemical compound CCCCC1CO1 WHNBDXQTMPYBAT-UHFFFAOYSA-N 0.000 description 1
- SPXWGAHNKXLXAP-UHFFFAOYSA-N 2-methylpentane-1,3-diol Chemical compound CCC(O)C(C)CO SPXWGAHNKXLXAP-UHFFFAOYSA-N 0.000 description 1
- CDVAIHNNWWJFJW-UHFFFAOYSA-N 3,5-diethoxycarbonyl-1,4-dihydrocollidine Chemical compound CCOC(=O)C1=C(C)NC(C)=C(C(=O)OCC)C1C CDVAIHNNWWJFJW-UHFFFAOYSA-N 0.000 description 1
- YAXXOCZAXKLLCV-UHFFFAOYSA-N 3-dodecyloxolane-2,5-dione Chemical compound CCCCCCCCCCCCC1CC(=O)OC1=O YAXXOCZAXKLLCV-UHFFFAOYSA-N 0.000 description 1
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
- YPIFGDQKSSMYHQ-UHFFFAOYSA-N 7,7-dimethyloctanoic acid Chemical group CC(C)(C)CCCCCC(O)=O YPIFGDQKSSMYHQ-UHFFFAOYSA-N 0.000 description 1
- LJKQIQSBHFNMDV-UHFFFAOYSA-N 7-thiabicyclo[4.1.0]hepta-2,4-dien-6-ol Chemical compound C1=CC=CC2(O)C1S2 LJKQIQSBHFNMDV-UHFFFAOYSA-N 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical class [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 1
- 238000005698 Diels-Alder reaction Methods 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical class OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 1
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 1
- XQVWYOYUZDUNRW-UHFFFAOYSA-N N-Phenyl-1-naphthylamine Chemical compound C=1C=CC2=CC=CC=C2C=1NC1=CC=CC=C1 XQVWYOYUZDUNRW-UHFFFAOYSA-N 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 229920002873 Polyethylenimine Polymers 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- WUGQZFFCHPXWKQ-UHFFFAOYSA-N Propanolamine Chemical compound NCCCO WUGQZFFCHPXWKQ-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- C10M135/06—Esters, e.g. fats
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- C10M135/18—Thio-acids; Thiocyanates; Derivatives thereof having a carbon-to-sulfur double bond thiocarbamic type, e.g. containing the groups
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- C10M135/30—Thiols; Sulfides; Polysulfides containing sulfur atoms bound to a carbon atom of a six-membered aromatic ring containing hydroxy groups; Derivatives thereof
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- C10M145/12—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate monocarboxylic
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- C10M145/16—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate polycarboxylic
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- C10M149/22—Polyamines
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
- Sliding-Contact Bearings (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB878704682A GB8704682D0 (en) | 1987-02-27 | 1987-02-27 | Low phosphorus lubricants |
GB8704682 | 1987-02-27 |
Publications (1)
Publication Number | Publication Date |
---|---|
CA1306741C true CA1306741C (fr) | 1992-08-25 |
Family
ID=10613078
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA000560012A Expired - Lifetime CA1306741C (fr) | 1987-02-27 | 1988-02-26 | Lubrifiants a teneur reduite en phosphore |
Country Status (17)
Country | Link |
---|---|
EP (1) | EP0280580B1 (fr) |
JP (1) | JP2505019B2 (fr) |
KR (1) | KR960014933B1 (fr) |
AR (1) | AR244317A1 (fr) |
AT (1) | ATE82020T1 (fr) |
AU (1) | AU603186B2 (fr) |
BR (1) | BR8800835A (fr) |
CA (1) | CA1306741C (fr) |
DE (1) | DE3875630T2 (fr) |
DK (1) | DK103788A (fr) |
ES (1) | ES2045102T3 (fr) |
GB (1) | GB8704682D0 (fr) |
MX (1) | MX170110B (fr) |
MY (1) | MY103223A (fr) |
NO (1) | NO172853C (fr) |
SG (1) | SG50093G (fr) |
ZA (1) | ZA881262B (fr) |
Families Citing this family (23)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA2013545C (fr) * | 1989-04-03 | 1999-01-26 | Glen Paul Fetterman Jr. | Compositions lubrificantes sans cendre pour moteurs a combustion interne |
EP0444830A1 (fr) * | 1990-02-26 | 1991-09-04 | Ethyl Petroleum Additives Limited | Composition à base de succinimide |
EP0609623B1 (fr) * | 1992-12-21 | 1999-03-03 | Oronite Japan Limited | Compositions d'huile et d'additifs à faible teneur en phosphore |
ES2139756T3 (es) * | 1993-09-13 | 2000-02-16 | Infineum Usa Lp | Composiciones lubricantes con poder antioxidante mejorado. |
GB9405903D0 (en) * | 1994-03-24 | 1994-05-11 | Exxon Chemical Patents Inc | Lubricating compositions |
GB9409756D0 (en) * | 1994-05-16 | 1994-07-06 | Exxon Chemical Patents Inc | Lubricating compositions |
GB0021041D0 (en) * | 2000-08-29 | 2000-10-11 | Exxonmobil Res & Eng Co | Low phosphorus lubricating oil composition |
US7563752B2 (en) | 2002-08-05 | 2009-07-21 | Nippon Oil Corporation | Lubricating oil compositions |
US7625847B2 (en) | 2002-08-05 | 2009-12-01 | Nippon Oil Corporation | Lubricating oil compositions |
JP2004083746A (ja) | 2002-08-27 | 2004-03-18 | Nippon Oil Corp | 内燃機関用潤滑油組成物 |
JP2005220197A (ja) * | 2004-02-04 | 2005-08-18 | Nippon Oil Corp | 鉛含有金属材料と接触する潤滑油組成物 |
JP4578115B2 (ja) | 2004-02-04 | 2010-11-10 | Jx日鉱日石エネルギー株式会社 | 潤滑油組成物 |
US20060025314A1 (en) * | 2004-07-28 | 2006-02-02 | Afton Chemical Corporation | Power transmission fluids with enhanced extreme pressure and antiwear characteristics |
US20080020952A1 (en) * | 2004-10-19 | 2008-01-24 | Kazuhiro Yagishita | Lubricant Composition |
JP4663288B2 (ja) * | 2004-10-19 | 2011-04-06 | Jx日鉱日石エネルギー株式会社 | 鉛含有金属材料と接触する潤滑油組成物 |
WO2008079715A1 (fr) * | 2006-12-21 | 2008-07-03 | The Lubrizol Corporation | Lubrifiant pour moteurs à hydrogène |
US20100081591A1 (en) * | 2008-09-30 | 2010-04-01 | Chevron Oronite Company Llc | Lubricating oil compositions |
EP2559748B1 (fr) * | 2011-08-19 | 2016-06-08 | Infineum International Limited | Composition d'huile lubrifiante |
JP6480323B2 (ja) * | 2015-12-28 | 2019-03-06 | Jxtgエネルギー株式会社 | 潤滑油組成物 |
FI3798287T3 (fi) | 2019-09-27 | 2023-11-02 | Ab Nanol Tech Oy | Organometallisten suolakoostumusten käyttö valkoisten syöpymishalkeamien muodostumisen vähentämiseen |
WO2023161795A1 (fr) * | 2022-02-28 | 2023-08-31 | Chevron Oronite Company Llc | Compositions d'huile lubrifiante |
US20240141250A1 (en) | 2022-10-18 | 2024-05-02 | Infineum International Limited | Lubricating Oil Compositions |
GB2623137A (en) * | 2022-11-10 | 2024-04-10 | Afton Chemical Corp | Corrosion inhibitor and industrial lubricant including the same |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2356661A (en) * | 1942-04-23 | 1944-08-22 | Du Pont | Lubricating oil |
US2343756A (en) * | 1942-04-23 | 1944-03-07 | Du Pont | Lubricant |
GB779825A (en) * | 1953-08-11 | 1957-07-24 | Mond Nickel Co Ltd | Methods of improving the oxidation resistance of hydrocarbon oils |
GB2056482A (en) * | 1979-08-13 | 1981-03-18 | Exxon Research Engineering Co | Lubricating oil compositions |
US4595514A (en) * | 1983-08-23 | 1986-06-17 | Union Oil Company Of California | Boron-containing heterocyclic compound and lubricating compositions containing same |
US4612129A (en) * | 1985-01-31 | 1986-09-16 | The Lubrizol Corporation | Sulfur-containing compositions, and additive concentrates and lubricating oils containing same |
-
1987
- 1987-02-27 GB GB878704682A patent/GB8704682D0/en active Pending
-
1988
- 1988-02-23 ZA ZA881262A patent/ZA881262B/xx unknown
- 1988-02-26 MY MYPI88000200A patent/MY103223A/en unknown
- 1988-02-26 EP EP88301712A patent/EP0280580B1/fr not_active Expired - Lifetime
- 1988-02-26 MX MX010580A patent/MX170110B/es unknown
- 1988-02-26 NO NO880846A patent/NO172853C/no unknown
- 1988-02-26 DE DE8888301712T patent/DE3875630T2/de not_active Expired - Fee Related
- 1988-02-26 BR BR8800835A patent/BR8800835A/pt not_active Application Discontinuation
- 1988-02-26 CA CA000560012A patent/CA1306741C/fr not_active Expired - Lifetime
- 1988-02-26 ES ES88301712T patent/ES2045102T3/es not_active Expired - Lifetime
- 1988-02-26 AU AU12351/88A patent/AU603186B2/en not_active Ceased
- 1988-02-26 AT AT88301712T patent/ATE82020T1/de not_active IP Right Cessation
- 1988-02-26 DK DK103788A patent/DK103788A/da not_active Application Discontinuation
- 1988-02-26 AR AR88310181A patent/AR244317A1/es active
- 1988-02-27 KR KR1019880002058A patent/KR960014933B1/ko not_active IP Right Cessation
- 1988-02-27 JP JP63045692A patent/JP2505019B2/ja not_active Expired - Lifetime
-
1993
- 1993-04-17 SG SG500/93A patent/SG50093G/en unknown
Also Published As
Publication number | Publication date |
---|---|
NO880846D0 (no) | 1988-02-26 |
NO880846L (no) | 1988-08-29 |
EP0280580B1 (fr) | 1992-11-04 |
JP2505019B2 (ja) | 1996-06-05 |
JPS63304096A (ja) | 1988-12-12 |
DK103788A (da) | 1988-08-28 |
SG50093G (en) | 1993-06-25 |
MX170110B (es) | 1993-09-09 |
ZA881262B (en) | 1988-08-22 |
ES2045102T3 (es) | 1994-01-16 |
NO172853B (no) | 1993-06-07 |
KR960014933B1 (ko) | 1996-10-21 |
BR8800835A (pt) | 1988-10-04 |
KR880010106A (ko) | 1988-10-07 |
DK103788D0 (da) | 1988-02-26 |
DE3875630D1 (de) | 1992-12-10 |
GB8704682D0 (en) | 1987-04-01 |
NO172853C (no) | 1993-09-15 |
DE3875630T2 (de) | 1993-03-18 |
EP0280580A2 (fr) | 1988-08-31 |
AU1235188A (en) | 1988-09-01 |
ATE82020T1 (de) | 1992-11-15 |
AR244317A1 (es) | 1993-10-29 |
AU603186B2 (en) | 1990-11-08 |
MY103223A (en) | 1993-05-29 |
EP0280580A3 (en) | 1989-07-12 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
MKLA | Lapsed |