US20080103072A1 - Antiwear Containing Lubricating Composition - Google Patents
Antiwear Containing Lubricating Composition Download PDFInfo
- Publication number
- US20080103072A1 US20080103072A1 US11/555,379 US55537906A US2008103072A1 US 20080103072 A1 US20080103072 A1 US 20080103072A1 US 55537906 A US55537906 A US 55537906A US 2008103072 A1 US2008103072 A1 US 2008103072A1
- Authority
- US
- United States
- Prior art keywords
- lubricating composition
- metal salt
- hydrocarbyl
- substituted
- 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.)
- Abandoned
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 167
- 230000001050 lubricating effect Effects 0.000 title claims abstract description 150
- 229910052751 metal Inorganic materials 0.000 claims abstract description 113
- 239000002184 metal Substances 0.000 claims abstract description 113
- -1 phosphorus compound Chemical class 0.000 claims abstract description 106
- 150000003839 salts Chemical class 0.000 claims abstract description 94
- 229910052698 phosphorus Inorganic materials 0.000 claims abstract description 74
- 239000011574 phosphorus Substances 0.000 claims abstract description 72
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 37
- 239000005864 Sulphur Substances 0.000 claims abstract description 32
- 238000000034 method Methods 0.000 claims abstract description 16
- 239000003921 oil Substances 0.000 claims description 51
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 41
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical class [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 33
- 239000000654 additive Substances 0.000 claims description 32
- RYYWUUFWQRZTIU-UHFFFAOYSA-N Thiophosphoric acid Chemical compound OP(O)(S)=O RYYWUUFWQRZTIU-UHFFFAOYSA-N 0.000 claims description 30
- 229920001021 polysulfide Polymers 0.000 claims description 27
- 230000000996 additive effect Effects 0.000 claims description 22
- 230000005540 biological transmission Effects 0.000 claims description 18
- 229910019142 PO4 Inorganic materials 0.000 claims description 15
- 150000003014 phosphoric acid esters Chemical class 0.000 claims description 13
- 239000010452 phosphate Substances 0.000 claims description 11
- 150000003013 phosphoric acid derivatives Chemical class 0.000 claims description 11
- 239000002199 base oil Substances 0.000 claims description 10
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 9
- 229910052725 zinc Inorganic materials 0.000 claims description 9
- 239000011701 zinc Substances 0.000 claims description 9
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical class [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 claims description 6
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 4
- 230000003647 oxidation Effects 0.000 claims description 4
- 238000007254 oxidation reaction Methods 0.000 claims description 4
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 3
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 3
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims description 3
- 239000011575 calcium Substances 0.000 claims description 3
- 229910052791 calcium Inorganic materials 0.000 claims description 3
- 229910052749 magnesium Inorganic materials 0.000 claims description 3
- 239000011777 magnesium Substances 0.000 claims description 3
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 2
- 239000004411 aluminium Substances 0.000 claims description 2
- 229910052782 aluminium Inorganic materials 0.000 claims description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 2
- 239000011651 chromium Substances 0.000 claims description 2
- 229910052804 chromium Inorganic materials 0.000 claims description 2
- 239000010941 cobalt Substances 0.000 claims description 2
- 229910017052 cobalt Inorganic materials 0.000 claims description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 2
- 229910052742 iron Inorganic materials 0.000 claims description 2
- 239000011133 lead Substances 0.000 claims description 2
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 claims description 2
- 229910052759 nickel Inorganic materials 0.000 claims description 2
- ACVYVLVWPXVTIT-UHFFFAOYSA-M phosphinate Chemical class [O-][PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-M 0.000 claims description 2
- 125000005538 phosphinite group Chemical class 0.000 claims description 2
- XRBCRPZXSCBRTK-UHFFFAOYSA-N phosphonous acid Chemical class OPO XRBCRPZXSCBRTK-UHFFFAOYSA-N 0.000 claims description 2
- 229910052709 silver Inorganic materials 0.000 claims description 2
- 239000004332 silver Substances 0.000 claims description 2
- 229910052712 strontium Inorganic materials 0.000 claims description 2
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 claims description 2
- 229910052718 tin Inorganic materials 0.000 claims description 2
- 239000011135 tin Substances 0.000 claims description 2
- 239000008186 active pharmaceutical agent Substances 0.000 claims 1
- 235000019198 oils Nutrition 0.000 description 47
- 125000004432 carbon atom Chemical group C* 0.000 description 28
- 150000002148 esters Chemical class 0.000 description 24
- 239000002253 acid Substances 0.000 description 21
- 150000001412 amines Chemical class 0.000 description 19
- 125000001183 hydrocarbyl group Chemical group 0.000 description 16
- BIGYLAKFCGVRAN-UHFFFAOYSA-N 1,3,4-thiadiazolidine-2,5-dithione Chemical compound S=C1NNC(=S)S1 BIGYLAKFCGVRAN-UHFFFAOYSA-N 0.000 description 14
- 150000001336 alkenes Chemical class 0.000 description 12
- 235000021317 phosphate Nutrition 0.000 description 12
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 11
- 125000000217 alkyl group Chemical group 0.000 description 11
- 229920000642 polymer Polymers 0.000 description 11
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 10
- 239000007866 anti-wear additive Substances 0.000 description 10
- 229920001577 copolymer Polymers 0.000 description 10
- 239000005069 Extreme pressure additive Substances 0.000 description 9
- 239000007795 chemical reaction product Substances 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 9
- 235000014113 dietary fatty acids Nutrition 0.000 description 9
- 239000000194 fatty acid Substances 0.000 description 9
- 229930195729 fatty acid Natural products 0.000 description 9
- 239000004034 viscosity adjusting agent Substances 0.000 description 9
- 150000001299 aldehydes Chemical class 0.000 description 8
- 239000002270 dispersing agent Substances 0.000 description 8
- 150000004665 fatty acids Chemical class 0.000 description 8
- 150000002924 oxiranes Chemical class 0.000 description 8
- 125000001424 substituent group Chemical group 0.000 description 8
- 239000003795 chemical substances by application Substances 0.000 description 7
- 229930195733 hydrocarbon Natural products 0.000 description 7
- 150000002430 hydrocarbons Chemical class 0.000 description 7
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 6
- 238000005260 corrosion Methods 0.000 description 6
- 230000007797 corrosion Effects 0.000 description 6
- XXUJMEYKYHETBZ-UHFFFAOYSA-N ethyl 4-nitrophenyl ethylphosphonate Chemical compound CCOP(=O)(CC)OC1=CC=C([N+]([O-])=O)C=C1 XXUJMEYKYHETBZ-UHFFFAOYSA-N 0.000 description 6
- 239000003112 inhibitor Substances 0.000 description 6
- 239000000314 lubricant Substances 0.000 description 6
- 239000004215 Carbon black (E152) Substances 0.000 description 5
- 125000003118 aryl group Chemical group 0.000 description 5
- 239000003599 detergent Substances 0.000 description 5
- 239000003085 diluting agent Substances 0.000 description 5
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 5
- 229920000193 polymethacrylate Polymers 0.000 description 5
- 229920000098 polyolefin Polymers 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 150000003751 zinc Chemical class 0.000 description 5
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 4
- 229920002367 Polyisobutene Polymers 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 125000003342 alkenyl group Chemical group 0.000 description 4
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 4
- 239000003963 antioxidant agent Substances 0.000 description 4
- 239000007859 condensation product Substances 0.000 description 4
- 239000012530 fluid Substances 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 229920000058 polyacrylate Polymers 0.000 description 4
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 4
- LRYZVOQZDMSPCB-UHFFFAOYSA-N 2,5-bis(2,4,4-trimethylpentan-2-yldisulfanyl)-1,3,4-thiadiazole Chemical compound CC(C)(C)CC(C)(C)SSC1=NN=C(SSC(C)(C)CC(C)(C)C)S1 LRYZVOQZDMSPCB-UHFFFAOYSA-N 0.000 description 3
- BXRRILFCEKZKPU-UHFFFAOYSA-N 2,5-bis(2-methyloctan-2-yldisulfanyl)-1,3,4-thiadiazole Chemical compound CCCCCCC(C)(C)SSC1=NN=C(SSC(C)(C)CCCCCC)S1 BXRRILFCEKZKPU-UHFFFAOYSA-N 0.000 description 3
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Chemical group CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 125000003710 aryl alkyl group Chemical group 0.000 description 3
- 238000002485 combustion reaction Methods 0.000 description 3
- 125000006165 cyclic alkyl group Chemical group 0.000 description 3
- NAGJZTKCGNOGPW-UHFFFAOYSA-N dithiophosphoric acid Chemical compound OP(O)(S)=S NAGJZTKCGNOGPW-UHFFFAOYSA-N 0.000 description 3
- 239000012208 gear oil Substances 0.000 description 3
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 239000002480 mineral oil Substances 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 239000003607 modifier Substances 0.000 description 3
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 3
- 150000003335 secondary amines Chemical class 0.000 description 3
- 150000004867 thiadiazoles Chemical group 0.000 description 3
- 150000003580 thiophosphoric acid esters Chemical class 0.000 description 3
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 2
- QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 2
- CRSBERNSMYQZNG-UHFFFAOYSA-N 1 -dodecene Natural products CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 description 2
- ROGIWVXWXZRRMZ-UHFFFAOYSA-N 2-methylbuta-1,3-diene;styrene Chemical class CC(=C)C=C.C=CC1=CC=CC=C1 ROGIWVXWXZRRMZ-UHFFFAOYSA-N 0.000 description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical class CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- 239000005642 Oleic acid Substances 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 description 2
- 239000002174 Styrene-butadiene Substances 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 125000005024 alkenyl aryl group Chemical group 0.000 description 2
- 150000008064 anhydrides Chemical class 0.000 description 2
- 239000002518 antifoaming agent Substances 0.000 description 2
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- 239000004202 carbamide Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 2
- 229940069096 dodecene Drugs 0.000 description 2
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 2
- LIWAQLJGPBVORC-UHFFFAOYSA-N ethylmethylamine Chemical compound CCNC LIWAQLJGPBVORC-UHFFFAOYSA-N 0.000 description 2
- 239000013020 final formulation Substances 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 2
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 2
- 239000010687 lubricating oil Substances 0.000 description 2
- 239000006078 metal deactivator Substances 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- IOQPZZOEVPZRBK-UHFFFAOYSA-N octan-1-amine Chemical compound CCCCCCCCN IOQPZZOEVPZRBK-UHFFFAOYSA-N 0.000 description 2
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 2
- 125000004437 phosphorous atom Chemical group 0.000 description 2
- 150000003018 phosphorus compounds Chemical class 0.000 description 2
- 229920013639 polyalphaolefin Polymers 0.000 description 2
- 229920000768 polyamine Polymers 0.000 description 2
- 150000003141 primary amines Chemical class 0.000 description 2
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 2
- 238000004901 spalling Methods 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000011115 styrene butadiene Substances 0.000 description 2
- 229920003048 styrene butadiene rubber Polymers 0.000 description 2
- 150000003440 styrenes Chemical class 0.000 description 2
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 2
- 239000003784 tall oil Substances 0.000 description 2
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 2
- 235000015112 vegetable and seed oil Nutrition 0.000 description 2
- 239000008158 vegetable oil Substances 0.000 description 2
- OTNSJAUBOYWVEB-UHFFFAOYSA-N 1,2,4-thiadiazolidine-3,5-dithione Chemical compound S=C1NSC(=S)N1 OTNSJAUBOYWVEB-UHFFFAOYSA-N 0.000 description 1
- 150000000178 1,2,4-triazoles Chemical class 0.000 description 1
- AJBLKZFBURBYPT-UHFFFAOYSA-N 1,2,5-thiadiazolidine-3,4-dithione Chemical compound SC1=NSN=C1S AJBLKZFBURBYPT-UHFFFAOYSA-N 0.000 description 1
- RBACIKXCRWGCBB-UHFFFAOYSA-N 1,2-Epoxybutane Chemical compound CCC1CO1 RBACIKXCRWGCBB-UHFFFAOYSA-N 0.000 description 1
- MBIZXFATKUQOOA-UHFFFAOYSA-N 1,3,4-thiadiazole Chemical class C1=NN=CS1 MBIZXFATKUQOOA-UHFFFAOYSA-N 0.000 description 1
- PTYXPKUPXPWHSH-UHFFFAOYSA-N 1-(butyltetrasulfanyl)butane Chemical compound CCCCSSSSCCCC PTYXPKUPXPWHSH-UHFFFAOYSA-N 0.000 description 1
- FJLUATLTXUNBOT-UHFFFAOYSA-N 1-Hexadecylamine Chemical compound CCCCCCCCCCCCCCCCN FJLUATLTXUNBOT-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
- YDBHSDRXUCPTQQ-UHFFFAOYSA-N 1-methylcyclohexan-1-amine Chemical compound CC1(N)CCCCC1 YDBHSDRXUCPTQQ-UHFFFAOYSA-N 0.000 description 1
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 1
- QVXGKJYMVLJYCL-UHFFFAOYSA-N 2,3-di(nonyl)-N-phenylaniline Chemical compound C(CCCCCCCC)C=1C(=C(C=CC1)NC1=CC=CC=C1)CCCCCCCCC QVXGKJYMVLJYCL-UHFFFAOYSA-N 0.000 description 1
- QIJIUJYANDSEKG-UHFFFAOYSA-N 2,4,4-trimethylpentan-2-amine Chemical compound CC(C)(C)CC(C)(C)N QIJIUJYANDSEKG-UHFFFAOYSA-N 0.000 description 1
- XFAHFFMTBQKDHA-UHFFFAOYSA-N 2,5-bis(2-methylundecan-2-yldisulfanyl)-1,3,4-thiadiazole Chemical compound CCCCCCCCCC(C)(C)SSC1=NN=C(SSC(C)(C)CCCCCCCCC)S1 XFAHFFMTBQKDHA-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- QDCPNGVVOWVKJG-VAWYXSNFSA-N 2-[(e)-dodec-1-enyl]butanedioic acid Chemical compound CCCCCCCCCC\C=C\C(C(O)=O)CC(O)=O QDCPNGVVOWVKJG-VAWYXSNFSA-N 0.000 description 1
- SCVJRXQHFJXZFZ-KVQBGUIXSA-N 2-amino-9-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3h-purine-6-thione Chemical compound C1=2NC(N)=NC(=S)C=2N=CN1[C@H]1C[C@H](O)[C@@H](CO)O1 SCVJRXQHFJXZFZ-KVQBGUIXSA-N 0.000 description 1
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- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- YBRBMKDOPFTVDT-UHFFFAOYSA-N tert-butylamine Chemical compound CC(C)(C)N YBRBMKDOPFTVDT-UHFFFAOYSA-N 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 125000005063 tetradecenyl group Chemical group C(=CCCCCCCCCCCCC)* 0.000 description 1
- DHZWALZKPWZSMA-UHFFFAOYSA-N tetradecyl oleate Natural products CCCCCCCCCCCCCCOC(=O)CCCCCCCC=CCCCCCCCC DHZWALZKPWZSMA-UHFFFAOYSA-N 0.000 description 1
- VLLMWSRANPNYQX-UHFFFAOYSA-N thiadiazole Chemical compound C1=CSN=N1.C1=CSN=N1 VLLMWSRANPNYQX-UHFFFAOYSA-N 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- LVBXEMGDVWVTGY-UHFFFAOYSA-N trans-2-octenal Natural products CCCCCC=CC=O LVBXEMGDVWVTGY-UHFFFAOYSA-N 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- 229910052723 transition metal Chemical class 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 125000005040 tridecenyl group Chemical group C(=CCCCCCCCCCCC)* 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000001226 triphosphate Substances 0.000 description 1
- 235000011178 triphosphate Nutrition 0.000 description 1
- UNXRWKVEANCORM-UHFFFAOYSA-N triphosphoric acid Chemical compound OP(O)(=O)OP(O)(=O)OP(O)(O)=O UNXRWKVEANCORM-UHFFFAOYSA-N 0.000 description 1
- WMYJOZQKDZZHAC-UHFFFAOYSA-H trizinc;dioxido-sulfanylidene-sulfido-$l^{5}-phosphane Chemical class [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S WMYJOZQKDZZHAC-UHFFFAOYSA-H 0.000 description 1
- 125000005065 undecenyl group Chemical group C(=CCCCCCCCCC)* 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 125000005023 xylyl group Chemical group 0.000 description 1
- LRXTYHSAJDENHV-UHFFFAOYSA-H zinc phosphate Chemical group [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O LRXTYHSAJDENHV-UHFFFAOYSA-H 0.000 description 1
- 229910000165 zinc phosphate Inorganic materials 0.000 description 1
- UEHPDKPOOXUPDC-UHFFFAOYSA-L zinc;(2-dodecylphenoxy)-(2-dodecylphenyl)sulfanyl-oxido-sulfanylidene-$l^{5}-phosphane Chemical compound [Zn+2].CCCCCCCCCCCCC1=CC=CC=C1OP([O-])(=S)SC1=CC=CC=C1CCCCCCCCCCCC.CCCCCCCCCCCCC1=CC=CC=C1OP([O-])(=S)SC1=CC=CC=C1CCCCCCCCCCCC UEHPDKPOOXUPDC-UHFFFAOYSA-L 0.000 description 1
- DVOXUQOFLMNRPW-UHFFFAOYSA-L zinc;(2-heptylphenoxy)-(2-heptylphenyl)sulfanyl-oxido-sulfanylidene-$l^{5}-phosphane Chemical compound [Zn+2].CCCCCCCC1=CC=CC=C1OP([O-])(=S)SC1=CC=CC=C1CCCCCCC.CCCCCCCC1=CC=CC=C1OP([O-])(=S)SC1=CC=CC=C1CCCCCCC DVOXUQOFLMNRPW-UHFFFAOYSA-L 0.000 description 1
- JGYPJSHVVNOOIM-UHFFFAOYSA-L zinc;2-ethylhexoxy-(2-ethylhexylsulfanyl)-oxido-sulfanylidene-$l^{5}-phosphane;octoxy-octylsulfanyl-oxido-sulfanylidene-$l^{5}-phosphane Chemical compound [Zn+2].CCCCCCCCOP([O-])(=S)SCCCCCCCC.CCCCC(CC)COP([O-])(=S)SCC(CC)CCCC JGYPJSHVVNOOIM-UHFFFAOYSA-L 0.000 description 1
- WNBGUYXVNNDNEH-UHFFFAOYSA-L zinc;2-methylpropoxy-(2-methylpropylsulfanyl)-oxido-sulfanylidene-$l^{5}-phosphane Chemical compound [Zn+2].CC(C)COP([O-])(=S)SCC(C)C.CC(C)COP([O-])(=S)SCC(C)C WNBGUYXVNNDNEH-UHFFFAOYSA-L 0.000 description 1
- UXHYTRGVMSDNEI-UHFFFAOYSA-L zinc;4-methylpentan-2-yloxy-(4-methylpentan-2-ylsulfanyl)-oxido-sulfanylidene-$l^{5}-phosphane Chemical compound [Zn+2].CC(C)CC(C)OP([O-])(=S)SC(C)CC(C)C.CC(C)CC(C)OP([O-])(=S)SC(C)CC(C)C UXHYTRGVMSDNEI-UHFFFAOYSA-L 0.000 description 1
- BCLLIVNRSGTXBX-UHFFFAOYSA-L zinc;decoxy-decylsulfanyl-oxido-sulfanylidene-$l^{5}-phosphane Chemical compound [Zn+2].CCCCCCCCCCOP([O-])(=S)SCCCCCCCCCC.CCCCCCCCCCOP([O-])(=S)SCCCCCCCCCC BCLLIVNRSGTXBX-UHFFFAOYSA-L 0.000 description 1
- VYEHCXHIPZIYIJ-UHFFFAOYSA-L zinc;dodecoxy-dodecylsulfanyl-oxido-sulfanylidene-$l^{5}-phosphane Chemical compound [Zn+2].CCCCCCCCCCCCOP([O-])(=S)SCCCCCCCCCCCC.CCCCCCCCCCCCOP([O-])(=S)SCCCCCCCCCCCC VYEHCXHIPZIYIJ-UHFFFAOYSA-L 0.000 description 1
- CWARVPYFLMQZPG-UHFFFAOYSA-L zinc;heptoxy-heptylsulfanyl-oxido-sulfanylidene-$l^{5}-phosphane Chemical compound [Zn+2].CCCCCCCOP([O-])(=S)SCCCCCCC.CCCCCCCOP([O-])(=S)SCCCCCCC CWARVPYFLMQZPG-UHFFFAOYSA-L 0.000 description 1
- SMHSUQSYYIPZSI-UHFFFAOYSA-L zinc;nonoxy-nonylsulfanyl-oxido-sulfanylidene-$l^{5}-phosphane Chemical compound [Zn+2].CCCCCCCCCOP([O-])(=S)SCCCCCCCCC.CCCCCCCCCOP([O-])(=S)SCCCCCCCCC SMHSUQSYYIPZSI-UHFFFAOYSA-L 0.000 description 1
- HHMFJIHYTYQNJP-UHFFFAOYSA-L zinc;oxido-pentoxy-pentylsulfanyl-sulfanylidene-$l^{5}-phosphane Chemical compound [Zn+2].CCCCCOP([O-])(=S)SCCCCC.CCCCCOP([O-])(=S)SCCCCC HHMFJIHYTYQNJP-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- 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
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/1006—Petroleum or coal fractions, e.g. tars, solvents, bitumen used as base material
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
- C10M2205/026—Butene
- C10M2205/0265—Butene used as base material
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
- C10M2205/028—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms
- C10M2205/0285—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms used as base material
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/02—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds
- C10M2219/022—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds of hydrocarbons, e.g. olefines
-
- 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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/02—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds
- C10M2219/024—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds of esters, e.g. fats
-
- 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
- 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
-
- 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
- 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
- C10M2223/042—Metal salts thereof
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
- C10M2223/043—Ammonium or amine salts thereof
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/04—Detergent property or dispersant property
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/10—Inhibition of oxidation, e.g. anti-oxidants
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
- C10N2040/044—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for manual transmissions
Definitions
- the present invention relates to a lubricating composition containing a sulphur-free metal salt of a hydrocarbyl-substituted phosphorus compound and an organo-sulphide.
- the composition has a sulphur content of greater than 0.3 weight percent of sulphur.
- the invention further provides for a method of lubricating a driveline device by using a lubricating composition.
- Driveline power transmitting devices such as gears or transmissions, especially axle fluids and manual transmission fluids (MTFs), present highly challenging technological problems and solutions for satisfying the multiple and often conflicting lubricating requirements, whilst providing durability and cleanliness.
- MTFs manual transmission fluids
- One of the important parameters influencing durability is the effectiveness of phosphorus antiwear or extreme pressure additives at providing devices with appropriate protection under various conditions of load and speed.
- many of the phosphorus antiwear or extreme pressure additives contain sulphur. Due to increasing environmental concerns, the presence of sulphur in antiwear or extreme pressure additives is becoming less desirable.
- sulphur-containing antiwear or extreme pressure additives evolve sulphur due to numerous volatile sulphur species being present, resulting in lubricating compositions containing antiwear or extreme pressure additives having an odour, may also be detrimental to health and the environment.
- a lubricating composition having the correct balance of phosphorus antiwear or extreme pressure additives provides driveline power transmitting devices with prolonged life and efficiency with controlled deposit formation and oxidation stability.
- many of the antiwear or extreme pressure additives employed have limited oxidative stability, form deposits or increase corrosion.
- many phosphorus antiwear or extreme pressure additives typically also contain sulphur, which results in a lubricating composition containing the phosphorus antiwear or extreme pressure additives are odorous.
- the present invention provides such a lubricating composition.
- U.S. Pat. No. 6,656,887 discloses lubricating oils containing at least one divalent metal salt of a thiophosphoric acid ester or a phosphoric acid ester and/or a monovalent metal salt or an ammonium salt of thiophosphoric acid or phosphoric acid.
- the lubricating composition has antiwear properties.
- the lubricating composition is especially useful for engine lubricants including those with a sulphur content of 0.3 wt % or less.
- US Patent Application 2005/0143266 discloses a lubricating composition containing (i) phosphoric acid esters and salts thereof, (ii) metal salts of phosphoric acid esters.
- Examples 4 and 5 disclose a combination of a zinc salt of phosphoric acid dimethyl ester and an octadecyl phosphoric acid dimethyl ester.
- the lubricating compositions are suitable for internal combustion engines.
- US Patent Application 2005/0130855 discloses a lubricating composition containing a neutral or overbased metal salicylate, 0.005 to 0.2 wt % in terms of phosphorus of a phosphorus-containing antiwear agent e.g., zinc di(n-butyl)phosphate.
- the lubricating composition further contains 0.3 wt % or less of sulphur.
- the lubricating composition is suitable for internal combustion engines.
- US Patent Application 2005/0107269 discloses a lubricating composition containing (i) phosphorus compounds of phosphoric or thiophosphoric esters, or amine or metal salts thereof, (ii) 0.005 to 0.5 wt % in terms of phosphorus of zinc dithiophosphates, (iii) metallic detergents, (iv) ashless dispersants and (v) antioxidants.
- the lubricating compositions are particularly useful for internal combustion engines.
- US Patent Application 2004/0242434 discloses a lubricating composition containing in specified ranges a triphosphate, a succinimide, a metal detergent, a phenol-based and/or amine-based antioxidant.
- EP287 618 discloses the preparation of an oil-soluble metal containing additive derived from reacting a metal hydroxide or metal oxide with a sulphur-free phosphorus acid ester.
- the oil-soluble metal containing additive is suitable for lubricants, fuels and functional fluids.
- U.S. Pat. No. 6,872,693 discloses a lubricating composition suitable for gear oils and transmission fluids that contains a mineral oil with an iodine number of less than 9.
- the lubricating compositions also contain a phosphorus antiwear agent.
- the phosphorus antiwear agent includes a phosphoric acid ester or salts thereof, a metal dithiophosphate, a phosphite, a reaction product of phosphorus acid or anhydride with an unsaturated compound.
- U.S. Pat. No. 6,730,640 discloses a lubricating composition containing an oil-soluble zinc salt containing at least one hydrocarbyl group of at least 4 carbon atoms, wherein the zinc salt is a zinc phosphate or at least one zinc salt of a carboxylic acid having 6 to 8 carbon atoms.
- the lubricating composition also contains a phosphorus compound of dialkyl hydrogen phosphite, alkyl hydrogen phosphonate or phosphoric acid.
- the oil-soluble zinc salt is suitable for continuously variable transmissions to increase steel-on-steel dynamic coefficients of friction of the lubricating composition.
- U.S. Pat. No. 4,431,552 discloses a lubricating composition containing a non-sulphur containing phosphate, a monothiophosphate, a dithiophosphate and an alkali-metal borate.
- Preferred non-sulphur containing phosphate compounds include dodecyl- or oleyl-dialkyl (C4-C8) phosphates.
- U.S. Pat. No. 5,726,132 discloses lubricating compositions with a phosphorus-containing sulphide that has a —P—S—(S)n-P— group, where n is 0 to 3, a second phosphorus compound being either a phosphorus acid or esters, salt or derivatives thereof.
- the composition also contains an acyltated nitrogen-containing compound having a substitutent with at least 10 aliphatic carbon atoms.
- U.S. Pat. No. 4,575,431 discloses lubricating compositions containing a mixture of phosphates being essentially free of monothiophosphates and the phosphates are (a) dihydrocarbyl hydrogen thiophosphates, (b) sulphur-free hydrocarbyl dihydrogen phosphates and (c) sulphur-free dihydrocarbyl hydrogen phosphates.
- the sulphur-free hydrocarbyl dihydrogen phosphates and dihydrocarbyl hydrogen phosphates include C1-C6-alkyl dihydrogen phosphates and di-C1-C6-alkyl hydrogen phosphates.
- the phosphorus containing additive comprises (i) a metal salt of a sulphur-free hydrocarbyl-substituted phosphorus compound; and (ii) an ammonium or metal salt of a phosphoric acid ester.
- the invention provides a method of lubricating a driveline device, the method comprising supplying to the driveline device a lubricating composition comprising:
- the lubricating composition has a sulphur content in the range of greater than 0.3 wt %, or about 0.5 wt % to about 5 wt % (or about 3 wt %), or about 0.8 wt % to about 2.5 wt %, or about 1 wt % to about 2 wt %.
- the invention provides a method of lubricating a gear, the method comprising supplying to the gear a lubricating composition comprising:
- the lubricating composition has a sulphur content in the range of greater than 0.3 wt %, or about 0.5 wt % to about 5 wt % (or about 3 wt %), or about 0.8 wt % to about 2.5 wt %, or about 1 wt % to about 2 wt %.
- the lubricating compositions disclosed herein further comprise an ammonium or metal salt of a (thio)phosphoric acid ester different from (i).
- the driveline device comprises at least one of a manual transmission or an axle gear.
- the present invention provides a lubricating composition and a method for lubricating a driveline device as disclosed above.
- the wt % ranges quoted for the organo-sulphide, the phosphorus containing additive, and the other performance additives are quoted on an actives basis i.e., the ranges exclude the amounts of diluent oil that is commonly used as a carrier medium for the additives.
- Diluent oil is commonly present in the various additives at different amounts typically ranging from about 0 wt % to about 60 wt % as is available commercially.
- (thio)phosphoric acid ester is used to describe a thiophosphoric acid ester (contains sulphur) and a phosphoric acid ester (free of sulphur).
- hydrocarbyl substituent or “hydrocarbyl group” is used in its ordinary sense, which is well-known to those skilled in the art. Specifically, it refers to a group having a carbon atom directly attached to the remainder of the molecule and having predominantly hydrocarbon character.
- hydrocarbyl groups include:
- hydrocarbon substituents that is, aliphatic (e.g., alkyl or alkenyl), alicyclic (e.g., cycloalkyl, cycloalkenyl) substituents, and aromatic-, aliphatic-, and alicyclic-substituted aromatic substituents, as well as cyclic substituents wherein the ring is completed through another portion of the molecule (e.g., two substituents together form a ring);
- aliphatic e.g., alkyl or alkenyl
- alicyclic e.g., cycloalkyl, cycloalkenyl
- aromatic-, aliphatic-, and alicyclic-substituted aromatic substituents as well as cyclic substituents wherein the ring is completed through another portion of the molecule (e.g., two substituents together form a ring);
- substituted hydrocarbon substituents that is, substituents containing non-hydrocarbon groups which, in the context of this invention, do not alter the predominantly hydrocarbon nature of the substituent (e.g., halo (especially chloro and fluoro), hydroxy, alkoxy, mercapto, alkylmercapto, nitro, nitroso, and sulphoxy);
- hetero substituents that is, substituents which, while having a predominantly hydrocarbon character, in the context of this invention, contain other than carbon in a ring or chain otherwise composed of carbon atoms.
- Heteroatoms include sulphur, oxygen, nitrogen, and encompass substituents as pyridyl, furyl, thienyl and imidazolyl.
- no more than two, preferably no more than one, non-hydrocarbon substituent will be present for every ten carbon atoms in the hydrocarbyl group; typically, there will be no non-hydrocarbon substituents in the hydrocarbyl group.
- the lubricating composition has a sulphur content in the range of about 0.5 wt % to about 5 wt %. In one embodiment the lubricating composition has a sulphur content in the range of about 0.5 wt % to about 3 wt %. In one embodiment the lubricating composition has a sulphur content in the range of about 0.8 wt % to about 2.5 wt %. In one embodiment the lubricating composition has a sulphur content in the range of about 1 wt % to about 2 wt %.
- the phosphorus containing additive comprises (i) the sulphur-free metal salt of a hydrocarbyl-substituted phosphorus compound, and (ii) optionally an ammonium or metal salt of a (thio)phosphoric acid ester different from (i).
- the phosphorus containing additive typically provides antiwear or extreme pressure performance in the lubricating composition.
- the phosphorus containing additive comprises a mixture of the sulphur-free metal salt of a hydrocarbyl-substituted phosphorus compound and the ammonium or metal salt of a (thio)phosphoric acid ester different from (i).
- the sulphur-free metal salt of a hydrocarbyl-substituted phosphorus compound is known and may be prepared as is disclosed in EP 287 618, U.S. Pat. No. 2,228,658, U.S. Pat. No. 4,431,552 and U.S. Pat. No. 2,310,175.
- the sulphur-free metal salt of a hydrocarbyl-substituted phosphorus compound includes a metal salt of a hydrocarbyl-substituted phosphate, a metal salt of a hydrocarbyl-substituted phosphonate, a metal salt of a hydrocarbyl-substituted phosphinate, a metal salt of a hydrocarbyl-substituted phosphite, a metal salt of a hydrocarbyl-substituted phosphonite, a metal salt of a hydrocarbyl-substituted phosphinite, or mixtures thereof.
- the phosphorus atom of the hydrocarbyl-substituted phosphorus compound is pentavalent.
- the sulphur-free metal salt of a hydrocarbyl-substituted phosphorus compound is a metal salt of a hydrocarbyl-substituted phosphate, a metal salt of a hydrocarbyl-substituted phosphonate, a metal salt of a hydrocarbyl-substituted phosphonate, or mixtures thereof.
- R 1 and R 2 are hydrocarbyl groups, n is 1, 2, 3 or 4, and M′ is a metal.
- the sulphur-free metal salt of a hydrocarbyl-substituted phosphorus compound includes mono- or di-hydrocarbyl-substituted phosphate.
- the hydrocarbyl group of the sulphur-free metal salt of a hydrocarbyl-substituted phosphorus compound includes a straight-chain or a branched alkyl group, a cyclic alkyl group, a straight-chain or a branched alkenyl group, an aryl group, or an arylalkyl group.
- the hydrocarbyl group of the hydrocarbyl-substituted phosphorus compound is an oil soluble alkyl group.
- the alkyl group typically includes about 1 to about 40, or about 4 to about 40, or about 4 to about 20, or about 6 to about 16 carbon atoms.
- straight-chain or branched alkyl groups examples include methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl and octadecyl groups.
- the cyclic alkyl group in one embodiment contains system about 5 to about 7 carbon atoms, and in another embodiment about 6 to about 11 carbon atoms.
- cyclic alkyl group examples include cyclopentyl, cyclohexyl, cycloheptyl group, methylcyclopenthyl, dimethylcyclopenthyl, methylethylcyclopentyl, diethylcyclopentyl, methylcyclohexyl, dimethylcyclohexyl, methylethylcyclohexyl, diethylcyclohexyl, methylcycloheptyl, dimethylcycloheptyl, methylethylcycloheptyl, and diethylcycloheptyl groups.
- the straight-chain or branched alkenyl group includes those having about 2 to about 30, or about 6 to about 20 carbon atoms.
- alkenyl group include butenyl, pentenyl, hexcenyl, heptenyl, octenyl, nonenyl, decenyl, undecenyl, dodecenyl, tridecenyl, tetradecenyl, pentadecenyl, hexadecenyl, heptadecenyl, and octadecenyl group.
- the aryl group includes those having about 6 to about 18 carbon atoms.
- Examples of the aryl group include phenyl or naphthyl.
- the aryl group is an arylalkyl group having about 7 to about 26 carbon atoms.
- the arylalkyl group include tolyl, xylyl, ethylphenyl, propylphenyl, butylphenyl, pentylphenyl, hexylphenyl, heptylphenyl, octylphenyl, nonylphneyl, decylphenyl, undecylphenyl, dodecylphenyl, diethylphenyl, dibutylphenyl and dioctylphenyl.
- the sulphur-free metal salt of a hydrocarbyl-substituted phosphorus compound is a metal salt of a mono-alkyl phosphate, and in another embodiment a metal salt of a di-alkyl phosphate.
- the metal of the metal salt is a monovalent metal, in another embodiment the metal is divalent, and in another embodiment the metal is trivalent.
- the metal of the metal salt includes aluminium, calcium, magnesium, strontium, chromium, iron, cobalt, nickel, zinc, tin, lead, manganese, silver, or mixtures thereof. In one embodiment the metal is zinc.
- the sulphur-free metal salt of a hydrocarbyl-substituted phosphorus compound is present in the lubricating composition in the range of about 0.001 wt % to about 10 wt % of the lubricating composition. In one embodiment the sulphur-free metal salt of a hydrocarbyl-substituted phosphorus compound is present in the lubricating composition in the range of about 0.001 wt % to about 5 wt % of the lubricating composition.
- the sulphur-free metal salt of a hydrocarbyl-substituted phosphorus compound is present in the lubricating composition in the range of about 0.025 wt % to about 3 wt % of the lubricating composition.
- ammonium or metal salt of a (thio)phosphoric acid ester different from (i) is known.
- the ammonium or metal salt of a (thio)phosphoric acid ester different from (i) includes a phosphorus-containing acid, salt, polymer or ester.
- the oxidation state of the phosphorus atom of the ammonium or metal salt of a (thio)phosphoric acid ester different from (i) is +5.
- ammonium or metal salt of a (thio)phosphoric acid ester different from (i) is an ammonium or metal salt of a thiophosphoric acid ester (i.e. the phosphoric acid contains sulphur).
- ammonium or metal salt of a (thio)phosphoric acid ester different from (i) is an ammonium or metal salt of a phosphoric acid ester (i.e. the phosphoric acid is free of sulphur).
- the ammonium or metal salt of a (thio)phosphoric acid ester different from (i) includes ash-containing (i.e. metal containing) or ashless (i.e. metal free (prior to being mixed with other components)).
- the ammonium or metal salt of a (thio)phosphoric acid ester different from (i) comprises a metal dialkyldithiophosphate.
- the alkyl groups of the dialkyldithiophosphate includes linear or branched containing about 2 to about 20 carbon atoms, provided that the total number of carbons is sufficient to make the metal dialkyldithiophosphate oil soluble.
- the metal of the metal dialkyldithiophosphate typically includes monovalent or divalent metals. Examples of suitable metals include sodium, potassium, copper, calcium, magnesium, barium or zinc.
- the phosphorus-containing acid, salt or ester is a zinc dialkyldithiophosphate.
- Examples of a suitable zinc dialkylphosphate often referred to as ZDDP, ZDP or ZDTP) include zinc di-(2-methylpropyl) dithiophosphate, zinc di-(amyl) dithiophosphate, zinc di-(1,3dimethylbutyl) dithiophosphate, zinc di-(heptyl) dithiophosphate, zinc di-(octyl) dithiophosphate di-(2-ethylhexyl) dithiophosphate, zinc di-(nonyl) dithiophosphate, zinc di-(decyl) dithiophosphate, zinc di-(dodecyl) dithiophosphate, zinc di-(dodecylphenyl) dithiophosphate, zinc di-(heptylphenyl) dithiophosphate, or mixtures thereof.
- ammonium or metal salt of a (thio)phosphoric acid ester different from (i) is other than metal dialkyldithiophosphate.
- the ammonium (thio)phosphoric acid ester includes ammonia and amine salts of phosphoric acid esters; dialkyldithiophosphoric acid esters; amine salts of phosphites; and amine salts of phosphorus-containing carboxylic esters, ethers, and amides; and mixtures thereof.
- ammonium or metal salt of a (thio)phosphoric acid ester different from (i) includes a partial amine salt-partial metal salt compounds or mixtures thereof.
- Suitable amines for use as the amine salt include primary amines, secondary amines, tertiary amines, and mixtures thereof.
- the amines include those with at least one hydrocarbyl group, or, in certain embodiments, two or three hydrocarbyl groups.
- the hydrocarbyl groups includes those that contain about 2 to about 30, or about 8 to about 26, or about 10 to about 20, or about 13 to about 19 carbon atoms.
- Primary amines include ethylamine, propylamine, butylamine, 2-ethylhexylamine, octylamine, and dodecylamine, as well as such fatty amines as n-octylamine, n-decylamine, n-dodecylamine, n-tetradecylamine, n-hexadecylamine, n-octadecylamine and oleyamine.
- fatty amines include commercially available fatty amines such as “Armeen®” amines (products available from Akzo Chemicals, Chicago, Ill.), such as Armeen C, Armeen O, Armeen O L, Armeen T, Armeen H T, Armeen S and Armeen S D, wherein the letter designation relates to the fatty group, such as coco, oleyl, tallow, or stearyl groups.
- suitable secondary amines include dimethylamine, diethylamine, dipropylamine, dibutylamine, diamylamine, dihexylamine, diheptylamine, methylethylamine, ethylbutylamine and ethylamylamine.
- the secondary amines include cyclic amines such as piperidine, piperazine and morpholine.
- the amine is a tertiary-aliphatic primary amine.
- the aliphatic group includes an alkyl group containing about 2 to about 30, or about 6 to about 26, or about 8 to about 24 carbon atoms.
- Examples of tertiary alkyl amines include tert-butylamine, tert-hexylamine, 1-methyl-1-amino-cyclohexane, tert-octylamine, tert-decylamine, tertdodecylamine, tert-tetradecylamine, tert-hexadecylamine, tert-octadecylamine, tert-tetracosanylamine, and tert-octacosanylamine.
- ammonium or metal salt of a (thio)phosphoric acid ester different from (i) comprises an amine salt of a phosphorus acid or ester amine with tertiary alkyl primary groups or mixtures thereof, wherein the alkyl group contains mixtures of about 11 to about 14, or about 14 to about 18, or about 18 to about 22 carbon atoms.
- amines may also be used in the invention.
- a useful mixture of amines is “Primene® 81R” and “Primene® JMT.”
- Primene® 81R and Primene® JMT are mixtures of C11 to C14 tertiary alkyl primary amines and C18 to C22 tertiary alkyl primary amines respectively.
- the amine salt of a phosphorus acid or ester is the reaction product of a C14 to C18 alkylated phosphoric acid with Primene 81RTM (produced and sold by Rohm & Haas) which is a mixture of C11 to C14 tertiary alkyl primary amines.
- ammonium or metal salt of a (thio)phosphoric acid ester different from (i) include the reaction product(s) of isopropyl, methyl-amyl (4-methyl-2-pentyl or mixtures thereof), 2-ethylhexyl, heptyl, octyl or nonyl dithiophosphoric acids with 2-ethylahexylamine, ethylene diamine, morpholine, or Primene 81RTM, or mixtures thereof.
- the ammonium or metal salt of a (thio)phosphoric acid ester different from (i) is a reaction product prepared from a dithiophosphoric acid is reacting with an epoxide or a glycol.
- This reaction product is further reacted with a phosphorus acid, anhydride, or lower ester (where “lower” signifies about 1 to about 8, or about 1 to about 6, or about 1 to about 4, or 1 to about 2 carbon atoms in the alcohol-derived portion of the ester).
- the epoxide includes an aliphatic epoxide or a styrene oxide.
- epoxides examples include ethylene oxide, propylene oxide, butene oxide, octene oxide, dodecene oxide, styrene oxide and the like. In one embodiment the epoxide is propylene oxide.
- the glycols include aliphatic glycols having 1 to about 12, or about 2 to about 6, or about 2 to about 3 carbon atoms.
- the dithiophosphoric acids, glycols, epoxides, inorganic phosphorus reagents and methods of reacting the same are described in U.S. Pat. Nos. 3,197,405 and 3,544,465. The resulting acids is then be salted with amines.
- dithiophosphoric acid is prepared by adding phosphorus pentoxide (about 64 grams) at about 58° C. over a period of about 45 minutes to about 514 grams of hydroxypropyl O,O-di(4-methyl-2-pentyl)phosphorodithioate (prepared by reacting di(4-methyl-2-pentyl)-phosphorodithioic acid with about 1.3 moles of propylene oxide at about 25° C.). The mixture is heated at about 75° C. for about 2.5 hours, mixed with a diatomaceous earth and filtered at about 70° C. The filtrate contains about 11.8% by weight phosphorus, about 15.2% by weight sulphur, and an acid number of 87 (bromophenol blue).
- ammonium or metal salt of a (thio)phosphoric acid ester different from (i) is a reaction product as described in Examples P-2 to P-8 of U.S. Pat. No. 6,468,946 (see column 10, line 65 to column 12, line 23).
- the products described in Examples P-2 to P-8 are amine salts of a phosphoric acid ester.
- ammonium or metal salt of a (thio)phosphoric acid ester different from (i) is present in the lubricating composition in the range of about 0 wt % to about 10 wt % of the lubricating composition. In one embodiment the ammonium or metal salt of a (thio)phosphoric acid ester different from (i) is present in the lubricating composition in the range of about 0 wt % to about 5 wt % of the lubricating composition. In one embodiment the ammonium or metal salt of a (thio)phosphoric acid ester different from (i) is present in the lubricating composition in the range of about 0.01 wt % to about 5 wt % of the lubricating composition.
- ammonium or metal salt of a (thio)phosphoric acid ester different from (i) is present in the lubricating composition in the range of about 0.01 wt % to about 3 wt % of the lubricating composition.
- the organo-sulphide comprises at least one of a polysulphide, thiadiazole compound, or mixtures thereof.
- the organo-sulphide is present in the lubricating composition in the range of about 0.01 wt % to about 10 wt % of the lubricating composition. In one embodiment the organo-sulphide is present in the lubricating composition in the range of about 0.1 wt % to about 8 wt % of the lubricating composition. In one embodiment the organo-sulphide is present in the lubricating composition in the range of about 0.25 wt % to about 6 wt % of the lubricating composition.
- Examples of a thiadiazole include 2,5-dimercapto-1,3-4-thiadiazole, 2,5-dimercapto-1,3,4-thiadiazole, or oligomers thereof, a hydrocarbyl-substituted 2,5-dimercapto-1,3-4-thiadiazole, a hydrocarbylthio-substituted 2,5-dimercapto-1,3-4-thiadiazole, or oligomers thereof.
- oligomers of hydrocarbyl-substituted 2,5-dimercapto-1,3-4-thiadiazole typically form by forming a sulphur-sulphur bond between 2,5-dimercapto-1,3-4-thiadiazole units to form oligomers of two or more of said thiadiazole units.
- the number of carbon atoms on the hydrocarbyl substituents includes ranges of about 1 to about 30, about 2 to about 20 or about 3 to about 16.
- the thiadiazole compound e.g., hydrocarbyl-substituted mercaptothiadizoles (as well as the unsubstituted materials)
- the total number of carbon atoms in the hydrocarbyl-substituents which tend to promote solubility, will generally be about 8 or more, or about 10 or more, or at least about 12.
- each substituent will contain about 8 or fewer carbon atoms.
- the thiadiazole compound e.g., hydrocarbyl-substituted mercaptothiadazoles (as well as the unsubstituted materials)
- the total number of carbon atoms in the hydrocarbyl-substituents which tend to promote solubility, will generally be fewer than about 8, or about 6, or about 4. If there are multiple hydrocarbyl substituents, typically each substituent will contain about 4 or fewer carbon atoms.
- the thiadiazole compound e.g., a dimercaptothiadiazole (DMTD) compound
- DMTD dimercaptothiadiazole
- a suitable hydrocarbon oil of lubricating viscosity in which the solubility may be evaluated is ChevronTM RLOP 100 N oil.
- the specified amount of the DMTD or substituted DMTD is mixed with the oil and the solubility may be evaluated by observing clarity versus the appearance of residual sediment after, e.g., 1 week of storage.
- Examples of a suitable thiadiazole compound include at least one of a dimercaptothiadiazole, 2,5-dimercapto-[1,3,4]-thiadiazole, 3,5-dimercapto-[1,2,4]-thiadiazole, 3,4-dimercapto-[1,2,5]-thiadiazole, or 4-5-dimercapto-[1,2,3]-thiadaizole.
- the number of carbon atoms on the hydrocarbyl-substituent group includes about 1 to about 30, about 2 to about 25, about 4 to about 20, about 6 to about 16, or about 8 to about 10.
- the thiadiazole compound is the reaction product of a phenol with an aldehyde and a dimercaptothiadiazole.
- the phenol includes an alkyl phenol wherein the alkyl group contains at least about 6, e.g., about 6 to 24, or about 6 (or about 7) to about 12 carbon atoms.
- the aldehyde includes an aldehyde containing about 1 to about 7 carbon atoms or an aldehyde synthon, such as formaldehyde. In one embodiment, the aldehyde is formaldehyde or paraformaldehyde.
- the aldehyde, phenol and dimercaptothiadiazole are typically reacted by mixing them at a temperature up to about 150° C.
- the three reagents are reacted in equal molar amounts.
- the product may be described as an alkylhydroxyphenylmethylthio-substituted [1,3,4]-thiadiazole; the alkyl moiety includes, hexyl, heptyl, octyl, or nonyl.
- Useful thiadiazole compounds include 2-alkyldithio-5-mercapto-[1,3,4]-thiadiazoles, 2,5-bis(alkyldithio)-[1,3,4]-thiadiazoles, 2-alkylhydroxyphenylmethylthio-5-mercapto-[1,3,4]-thiadiazoles, and mixtures thereof.
- thiadiazole compounds examples include 2-octyldithio-5-mercapto-1,3,4-thiadiazole, 2-nonyldithio-5-mercapto-1,3,4-thiadiazole, 2-dodecydithio-5-mercapto-1,3,4-thiadiazole, or 2,5-dimercapto-1,3,4-thiadiazole.
- Examples of suitable 2,5-bis(alkyl-dithio)-1,3,4-thiadiazoles) include 2,5-bis(tert-octyldithio)-1,3,4-thiadiazole, 2,5-bis(tert-nonyldithio)-1,3,4-thiadiazole, 2,5-bis(tert-decyldithio)-1,3,4-thiadiazole, 2,5-bis(tert-undecyldithio)-1,3,4-thiadiazole, 2,5-bis(tert-dodecyldithio)-1,3,4-thiadiazole, 2,5-bis(tert-tridecyldithio)-1,3,4-thiadiazole, 2,5-bis(tert-tetradecyldithio)-1,3,4-thiadiazole, 2,5-bis(tert-pentadecyldithio)-1,3,4-thiadiazole
- the hydrocarbyl-substituted 2,5-dimercapto-1,3-4-thiadiazole comprises at least one of 2,5-bis(tert-octyldithio)-1,3,4-thiadiazole 2,5-bis(tert-nonyldithio)-1,3,4-thiadiazole, or 2,5-bis(tert-decyldithio)-1,3,4-thiadiazole.
- the thiadiazole compound includes at least one of 2,5-bis(tert-octyldithio)-1,3,4-thiadiazole, 2,5-bis(tert-nonyldithio)-1,3,4-thiadiazole, or 2,5-bis(tert-decyldithio)-1,3,4-thiadiazole.
- the thiadiazole compound of the invention is present in the lubricating composition in the range of about 0 to about 10 wt % of the lubricating composition. In one embodiment the thiadiazole compound of the invention is present in the lubricating composition in the range of about 0.01 wt % to about 10 wt % of the lubricating composition. In one embodiment the thiadiazole compound of the invention is present in the lubricating composition in the range of about 0.1 wt % to about 8 wt %. In one embodiment the thiadiazole compound of the invention is present in the lubricating composition in the range of about 0.25 wt % to about 6 wt % of the lubricating composition.
- the invention comprises a polysulphide that is known in the art.
- polysulphide includes disulphide compounds as well as compounds that contain three or more sulphur atoms including oligomeric species that may have multiple mono- or di-sulphide linkages within the same molecule.
- the polysulphide are generally characterized as having sulphur-sulphur linkages.
- the linkages typically have about 2 to about 8 sulphur atoms, or about 2 to about 6 sulphur atoms, or 2 to about 4 sulphur atoms.
- the polysulphide is a disulphide.
- the polysulphide contains at least about 20 wt %, or at least about 30 wt % of the polysulphide molecules contain three or more sulphur atoms.
- At least about 50 wt % of the polysulphide molecules are a mixture of tri- or tetra-sulphides. In other embodiments at least about 55 wt %, or at least about 60 wt % of the polysulphide molecules are a mixture of tri- or tetra-sulphides.
- polysulphide molecules are a mixture of tri- or tetra-sulphides. In other embodiments up to about 80 wt % of the polysulphide molecules are a mixture of tri- or tetra-sulphides.
- the polysulphide in other embodiments contain about 0 wt % to about 20 wt %, or about 0.1 to about 10 wt % of a penta- or higher polysulphide.
- the polysulphide contains less than about 30 wt % or less than about 40 wt % of a disulphide in the polysulphide.
- the polysulphide typically provides about 0.5 to about 5 wt %, or about 1 to about 3 wt % of sulphur to the lubricating composition.
- the polysulphide includes a sulphurised organic polysulphide from oils, fatty acids or ester, olefins or polyolefins.
- Oils which may be sulfurized include natural or synthetic oils such as mineral oils, lard oil, carboxylate esters derived from aliphatic alcohols and fatty acids or aliphatic carboxylic acids (e.g., myristyl oleate and oleyl oleate), and synthetic unsaturated esters or glycerides.
- natural or synthetic oils such as mineral oils, lard oil, carboxylate esters derived from aliphatic alcohols and fatty acids or aliphatic carboxylic acids (e.g., myristyl oleate and oleyl oleate), and synthetic unsaturated esters or glycerides.
- Fatty acids include those that contain about 8 to about 30, or about 12 to about 24 carbon atoms.
- fatty acids include oleic, linoleic, linolenic, tall oil and rosin acids.
- Sulfurized fatty acid esters prepared from mixed unsaturated fatty acid esters such as are obtained from animal fats and vegetable oils, including tall oil, linseed oil, soybean oil, rapeseed oil, and fish oil.
- the polysulphide includes olefins derived from a wide range of alkenes.
- the alkenes typically have one or more double bonds.
- the olefins in one embodiment contain about 3 to about 30 carbon atoms. In other embodiments, olefins contain about 3 to about 16, or about 3 to about 9 carbon atoms.
- the sulphurised olefin includes an olefin derived from propylene, isobutylene, pentene or mixtures thereof.
- the polysulphide comprises a polyolefin derived from polymerising by known techniques an olefin as described above.
- the polysulphide includes dibutyl tetrasulphide, sulphurised methyl ester of oleic acid, sulphurised alkylphenol, sulphurised dipentene, sulphurised dicyclopentadiene, sulphurised terpene, and sulphurised Diels-Alder adducts; phosphosulphurised hydrocarbons.
- the polysulphide is present in the lubricating composition in the range of about 0.01 to about 10 wt % of the lubricating composition. In embodiment the polysulphide is present in the lubricating composition in the range of about 0.1 wt % to about 8 wt % of the lubricating composition. In embodiment the polysulphide is present in the lubricating composition in the range of or about 0.25 wt % to about 6 wt % of the lubricating composition.
- the lubricating oil composition includes natural or synthetic oils of lubricating viscosity, oil derived from hydrocracking, hydrogenation, hydrofinishing, and unrefined, refined and re-refined oils and mixtures thereof.
- Natural oils include animal oils, vegetable oils, mineral oils and mixtures thereof.
- Synthetic oils include hydrocarbon oils, silicon-based oils, and liquid esters of phosphorus-containing acids. Synthetic oils may be produced by Fischer-Tropsch gas-to-liquid synthetic procedure as well as other gas-to-liquid oils. In one embodiment the composition of the present invention is useful when employed in a gas-to-liquid oil. Often Fischer-Tropsch hydrocarbons or waxes may be hydroisomerised.
- the base oil comprises a polyalphaolefin including a PAO-2, PAO-4, PAO-5, PAO-6, PAO-7 or PAO-8.
- the polyalphaolefin in one embodiment is prepared from dodecene and in another embodiment from decene.
- the oil of lubricating viscosity is an ester such as an adipate.
- the oil of lubricating viscosity is a polymer (may also be referred to as a viscosity modifier) including hydrogenated copolymers of styrene-butadiene, ethylene-propylene polymers, polyisobutenes, hydrogenated styrene-isoprene polymers, hydrogenated isoprene polymers, polymethacrylate acid esters, polyacrylate acid esters, polyalkyl styrenes, alkenyl aryl conjugated diene copolymers, polyolefins, polyalkylmethacrylates and esters of maleic anhydride-styrene copolymers.
- a viscosity modifier including hydrogenated copolymers of styrene-butadiene, ethylene-propylene polymers, polyisobutenes, hydrogenated styrene-isoprene polymers, hydrogenated isoprene polymers, polymethacrylate acid
- the polymer includes polymethacrylate acid esters, polyacrylate acid esters, polyalkylmethacrylates and esters of maleic anhydride-styrene copolymers, polyisobutenes or mixtures thereof.
- the oil of lubricating viscosity may contain a polymer (or viscosity modifier) present in ranges of about 0 wt % to about 70 wt % of the lubricating composition. In one embodiment the oil of lubricating viscosity may contain a polymer (or viscosity modifier) present in ranges of about 5 wt % to 65 wt % of the lubricating composition. In one embodiment the oil of lubricating viscosity may contain a polymer (or viscosity modifier) present in ranges of about 10 to about 60 wt %, or about 15 to about 50 wt % of the lubricating composition.
- the lubricating composition comprises an oil of lubricating viscosity containing mixtures of a viscosity modifier and an API Group III or IV base oil. In one embodiment the lubricating composition contains a synthetic oil of lubricating viscosity.
- Oils of lubricating viscosity may also be defined as specified in the American Petroleum Institute (API) Base Oil Interchangeability Guidelines.
- the oil of lubricating viscosity comprises an API Group I, II, III, IV, V, VI base oil, or mixtures thereof, and in another embodiment API Group II, III, IV base oil or mixtures thereof.
- the oil of lubricating viscosity is a Group III or IV base oil and in another embodiment a Group IV base oil.
- the amount of the oil of lubricating viscosity present is typically the balance remaining after subtracting from about 100 wt % the sum of the amount of the phosphorus containing additive, the organo-sulphide, and the other performance additives (described below).
- the lubricating composition is in the form of a concentrate and/or a fully formulated lubricant. If the phosphorus containing additive, the organo-sulphide, and the other performance additives are in the form of a concentrate (which may be combined with additional oil to form, in whole or in part, a finished lubricant), the ratio of the components of the lubricating composition to the oil of lubricating viscosity and/or to diluent oil include the ranges of about 1:99 to about 99:1 by weight, or about 80:20 to about 10:90 by weight.
- composition of the invention optionally further includes at least one other performance additive.
- the other performance additives include metal deactivators, detergents, dispersants, viscosity modifiers, dispersant viscosity modifiers, antioxidants, corrosion inhibitors, foam inhibitors, demulsifiers, pour point depressants, seal swelling agents and mixtures thereof.
- the total combined amount of the other performance additive compounds present on an oil free basis may include a range of about 0 wt % to about 25 wt % of the lubricating composition. In one embodiment the other performance additive compounds present on an oil free basis may include a range of about 0.1 wt % to about 15 wt % of the lubricating composition. In one embodiment the other performance additive compounds present on an oil free basis may include a range of about 0.5 wt % to about 10 wt %, of the lubricating composition. Although one or more of the other performance additives may be present, it is common for the other performance additives to be present in different amounts relative to each other.
- Antioxidants include molybdenum compounds such as molybdenum dithiocarbamates, sulphurised olefins, hindered phenols, aminic compounds (such as alkylated diphenylamines (typically di-nonyl diphenylamine, octyl diphenylamine, di-octyl diphenylamine)).
- molybdenum compounds such as molybdenum dithiocarbamates, sulphurised olefins, hindered phenols, aminic compounds (such as alkylated diphenylamines (typically di-nonyl diphenylamine, octyl diphenylamine, di-octyl diphenylamine)).
- Detergents include neutral or overbased detergents, Newtonian or non-Newtonian, basic salts of alkali, alkaline earth or transition metals with one or more of a phenate, a sulphurised phenate, a sulphonate, a carboxylic acid, a phosphorus acid, a mono- and/or a di-thiophosphoric acid, a saligenin, an alkylsalicylate, and a salixarate.
- Dispersants include N-substituted long chain alkenyl succinimides, as well as Mannich condensation products as well as post-treated versions thereof.
- Post-treated dispersants include those by reaction with urea, thiourea, dimercaptothiadiazoles, carbon disulphide, aldehydes, ketones, carboxylic acids, hydrocarbon-substituted succinic anhydrides, nitriles, epoxides, boron compounds, and phosphorus compounds.
- Viscosity modifiers include hydrogenated copolymers of styrene-butadiene, ethylene-propylene copolymers, polyisobutenes, hydrogenated styrene-isoprene polymers, hydrogenated isoprene polymers, polymethacrylate acid esters, polyacrylate acid esters, polyalkyl styrenes, alkenyl aryl conjugated diene copolymers, polyolefins, polyalkylmethacrylates and esters of maleic anhydride-styrene copolymers.
- Dispersant viscosity modifiers include functionalised polyolefins, for example, ethylene-propylene copolymers that have been functionalized with the reaction product of maleic anhydride and an amine, a polymethacrylate functionalised with an amine, or styrene-maleic anhydride copolymers reacted with an amine; may also be used in the composition of the invention.
- Corrosion inhibitors include octylamine octanoate, condensation products of dodecenyl succinic acid or anhydride and a fatty acid such as oleic acid with a polyamine.
- Metal deactivators include derivatives of benzotriazoles (typically tolyltriazole), 1,2,4-triazoles, benzimidazoles, 2-alkyldithiobenzimidazoles or 2-alkyldithiobenzothiazoles.
- Foam inhibitors include copolymers of ethyl acrylate and 2-ethylhexylacrylate and optionally vinyl acetate.
- Demulsifiers include trialkyl phosphates, polyethylene glycols, polyethylene oxides, polypropylene oxides and (ethylene oxide-propylene oxide) polymers.
- Pour point depressants include esters of maleic anhydride-styrene, polymethacrylates, polyacrylates or polyacrylamides.
- Seal swell agents include Exxon Necton-37TM (FN 1380) and Exxon Mineral Seal Oil (FN 3200).
- the method of the invention is useful for lubricating a variety of driveline devices.
- the driveline device comprises at least one of a gear, a gearbox, an axle gear, a traction drive transmission, an automatic transmission or a manual transmission.
- the driveline device is a manual transmission or a gear, a gearbox, an axle gear.
- the automatic transmission includes continuously variable transmissions (CVT), infinitely variable transmissions (IVT), Torroidal transmissions, continuously slipping torque converted clutches (CSTCC), stepped automatic transmissions or dual clutch transmissions (DCT).
- CVT continuously variable transmissions
- IVT infinitely variable transmissions
- CSTCC continuously slipping torque converted clutches
- DCT dual clutch transmissions
- the invention provides for the use of the lubricating composition disclosed herein in gears and transmissions to impart at least one of antiwear performance, extreme pressure performance, acceptable deposit control, acceptable oxidation stability and reduced odor.
- a gear oil lubricating composition composed of a mixture Group III and Group IV base oils.
- the lubricating composition further contains about 0.3 wt % of a zinc dialkylphosphate, about 0.3 wt % of an amine phosphate, about 3 wt % of a sulphurised olefin, about 0.7 wt % of other additives including a corrosion inhibitor, a dispersant, a friction modifier and an antifoam agent, and about 4.7 wt % of diluent oil.
- the total phosphorus content of the lubricating composition is about 0.05 wt %.
- a gear oil lubricating composition composed of a mixture of API Group IV base oil and a polyisobutylene.
- the lubricating composition further contains about 1.3 wt % of a zinc dialkylphosphate, about 0.3 wt % of an amine phosphate, about 4 wt % of a sulphurised olefin, about 1.6 wt % of other additives including a corrosion inhibitor, a dispersant, a friction modifier and an antifoam agent, and about 3 wt % of diluent oil.
- the total phosphorus content of the lubricating composition is about 0.14 wt %.
- Test 1 Examples 1 and 2 are evaluated for corrosion on copper strips using ASTM method D130-04e1. The results obtained indicate that Example 1 has a 3B rating; and Example 2 has a 1B rating.
- Test 2 Examples 1 and 2 are evaluated for the capability for load-carrying, wear, and extreme pressure properties in a hypoid axle under conditions of low-speed, high-torque operation using ASTM method D6121-05a. The results obtained are presented in the following table:
- the lubricating composition of the invention is capable of providing acceptable gear performance whilst utilising low odor antiwear additives.
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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)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11/555,379 US20080103072A1 (en) | 2006-11-01 | 2006-11-01 | Antiwear Containing Lubricating Composition |
| CA2667479A CA2667479C (en) | 2006-11-01 | 2007-10-26 | Antiwear containing lubricating composition |
| JP2009535404A JP5467682B2 (ja) | 2006-11-01 | 2007-10-26 | 潤滑組成物を含む耐磨耗剤 |
| EP20070854437 EP2089497A2 (en) | 2006-11-01 | 2007-10-26 | Antiwear containing lubricating composition |
| PCT/US2007/082618 WO2008057798A2 (en) | 2006-11-01 | 2007-10-26 | Antiwear containing lubricating composition |
| US13/053,363 US20110172134A1 (en) | 2006-11-01 | 2011-03-22 | Antiwear Containing Lubricating Composition |
| US13/369,555 US20120142565A1 (en) | 2006-11-01 | 2012-02-09 | Antiwear Containing Lubricating Composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11/555,379 US20080103072A1 (en) | 2006-11-01 | 2006-11-01 | Antiwear Containing Lubricating Composition |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US13/053,363 Continuation US20110172134A1 (en) | 2006-11-01 | 2011-03-22 | Antiwear Containing Lubricating Composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US20080103072A1 true US20080103072A1 (en) | 2008-05-01 |
Family
ID=39278306
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US11/555,379 Abandoned US20080103072A1 (en) | 2006-11-01 | 2006-11-01 | Antiwear Containing Lubricating Composition |
| US13/053,363 Abandoned US20110172134A1 (en) | 2006-11-01 | 2011-03-22 | Antiwear Containing Lubricating Composition |
| US13/369,555 Abandoned US20120142565A1 (en) | 2006-11-01 | 2012-02-09 | Antiwear Containing Lubricating Composition |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US13/053,363 Abandoned US20110172134A1 (en) | 2006-11-01 | 2011-03-22 | Antiwear Containing Lubricating Composition |
| US13/369,555 Abandoned US20120142565A1 (en) | 2006-11-01 | 2012-02-09 | Antiwear Containing Lubricating Composition |
Country Status (5)
| Country | Link |
|---|---|
| US (3) | US20080103072A1 (enExample) |
| EP (1) | EP2089497A2 (enExample) |
| JP (1) | JP5467682B2 (enExample) |
| CA (1) | CA2667479C (enExample) |
| WO (1) | WO2008057798A2 (enExample) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20140113845A1 (en) * | 2011-06-21 | 2014-04-24 | Jx Nippon Oil & Energy Corporation | Lubricating oil composition |
| CN108659926A (zh) * | 2018-04-28 | 2018-10-16 | 山东源根化学技术研发有限公司 | 双离合器变速箱润滑油 |
| CN109233937A (zh) * | 2018-10-16 | 2019-01-18 | 郭健 | 氧化石墨烯润滑添加剂及其在抗磨自动变速箱油中的应用 |
| CN117285973A (zh) * | 2022-06-20 | 2023-12-26 | 雅富顿化学公司 | 用于改善齿轮保护的磷抗磨体系 |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105733744B (zh) * | 2014-12-11 | 2018-08-14 | 中国石油天然气股份有限公司 | 添加剂及其制备方法、以及聚醚类润滑油组合物 |
| JP6444219B2 (ja) | 2015-02-27 | 2018-12-26 | Jxtgエネルギー株式会社 | ギヤ油用潤滑油組成物 |
| JP7590323B2 (ja) * | 2018-11-12 | 2024-11-26 | ザ ルブリゾル コーポレイション | 自動車または産業用歯車を潤滑する方法 |
| US10808198B2 (en) * | 2019-01-16 | 2020-10-20 | Afton Chemical Corporation | Lubricant containing thiadiazole derivatives |
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-
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-
2007
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- 2007-10-26 WO PCT/US2007/082618 patent/WO2008057798A2/en not_active Ceased
- 2007-10-26 CA CA2667479A patent/CA2667479C/en not_active Expired - Fee Related
- 2007-10-26 JP JP2009535404A patent/JP5467682B2/ja not_active Expired - Fee Related
-
2011
- 2011-03-22 US US13/053,363 patent/US20110172134A1/en not_active Abandoned
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| US5767044A (en) * | 1993-08-20 | 1998-06-16 | The Lubrizol Corporation | Lubricating compositions with improved thermal stability and limited slip performance |
| US6262000B1 (en) * | 1995-10-18 | 2001-07-17 | Exxon Chemical Patents Inc | Power transmitting fluids of improved antiwear performance |
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| US20140113845A1 (en) * | 2011-06-21 | 2014-04-24 | Jx Nippon Oil & Energy Corporation | Lubricating oil composition |
| CN108659926A (zh) * | 2018-04-28 | 2018-10-16 | 山东源根化学技术研发有限公司 | 双离合器变速箱润滑油 |
| CN109233937A (zh) * | 2018-10-16 | 2019-01-18 | 郭健 | 氧化石墨烯润滑添加剂及其在抗磨自动变速箱油中的应用 |
| CN117285973A (zh) * | 2022-06-20 | 2023-12-26 | 雅富顿化学公司 | 用于改善齿轮保护的磷抗磨体系 |
Also Published As
| Publication number | Publication date |
|---|---|
| US20120142565A1 (en) | 2012-06-07 |
| JP2010508422A (ja) | 2010-03-18 |
| CA2667479A1 (en) | 2008-05-15 |
| US20110172134A1 (en) | 2011-07-14 |
| WO2008057798A3 (en) | 2008-07-03 |
| CA2667479C (en) | 2015-04-28 |
| EP2089497A2 (en) | 2009-08-19 |
| JP5467682B2 (ja) | 2014-04-09 |
| WO2008057798A2 (en) | 2008-05-15 |
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| AS | Assignment |
Owner name: THE LUBRIZOL CORPORATION, OHIO Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:VINCI, JAMES N.;HUSTON, MICHAEL E.;VERMILYA, DENISE R.;AND OTHERS;REEL/FRAME:018468/0189;SIGNING DATES FROM 20061026 TO 20061031 |
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| STCB | Information on status: application discontinuation |
Free format text: ABANDONED -- FAILURE TO RESPOND TO AN OFFICE ACTION |