EP0686690A1 - Schmiermittelzusammensetzungen für Getriebe und Kraftübertragung mit verbesserten Dispergierungseigenschaften von Schlamm, diese enthaltende Flüssigkeiten - Google Patents

Schmiermittelzusammensetzungen für Getriebe und Kraftübertragung mit verbesserten Dispergierungseigenschaften von Schlamm, diese enthaltende Flüssigkeiten Download PDF

Info

Publication number: EP0686690A1
Authority: EP; European Patent Office
Prior art keywords: weight; alkyl; monomer; composition according; esters
Prior art date: 1994-06-06
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.): Granted

Application number

EP94304031A

Other languages

English (en)

French (fr)

Other versions

EP0686690B1 (de

Inventor

Shoji Takigawa

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

Sanyo Chemical Industries Ltd

Original Assignee

Sanyo Chemical Industries Ltd

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1994-06-06

Filing date

1994-06-06

Publication date

1995-12-13

Family has litigation

First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=8217732&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=EP0686690(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.

1994-06-06 Application filed by Sanyo Chemical Industries Ltd filed Critical Sanyo Chemical Industries Ltd

1994-06-06 Priority to EP94304031A priority Critical patent/EP0686690B1/de

1994-06-06 Priority to DE69431710T priority patent/DE69431710T2/de

1995-12-13 Publication of EP0686690A1 publication Critical patent/EP0686690A1/de

2002-11-13 Application granted granted Critical

2002-11-13 Publication of EP0686690B1 publication Critical patent/EP0686690B1/de

2014-06-06 Anticipated expiration legal-status Critical

Status Revoked legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title claims abstract description 29
230000005540 biological transmission Effects 0.000 title claims abstract description 22
239000000314 lubricant Substances 0.000 title claims abstract description 17
239000012530 fluid Substances 0.000 title claims abstract description 11
125000000217 alkyl group Chemical group 0.000 claims abstract description 19
229920001577 copolymer Polymers 0.000 claims abstract description 19
-1 phosphate ester Chemical class 0.000 claims abstract description 17
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims abstract description 14
229910052698 phosphorus Inorganic materials 0.000 claims abstract description 14
239000011574 phosphorus Substances 0.000 claims abstract description 14
150000002894 organic compounds Chemical class 0.000 claims abstract description 11
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 9
239000002199 base oil Substances 0.000 claims abstract description 8
229910052500 inorganic mineral Inorganic materials 0.000 claims abstract description 3
239000011707 mineral Substances 0.000 claims abstract description 3
239000000178 monomer Substances 0.000 claims description 16
125000004432 carbon atom Chemical group C* 0.000 claims description 15
125000003118 aryl group Chemical group 0.000 claims description 12
150000001875 compounds Chemical class 0.000 claims description 11
239000003795 chemical substances by application Substances 0.000 claims description 10
239000000654 additive Substances 0.000 claims description 9
239000002270 dispersing agent Substances 0.000 claims description 8
CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 6
150000002148 esters Chemical class 0.000 claims description 5
230000000996 additive effect Effects 0.000 claims description 4
239000003963 antioxidant agent Substances 0.000 claims description 4
235000006708 antioxidants Nutrition 0.000 claims description 4
239000003599 detergent Substances 0.000 claims description 4
WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 3
230000003078 antioxidant effect Effects 0.000 claims description 3
150000008301 phosphite esters Chemical class 0.000 claims description 3
229920006395 saturated elastomer Polymers 0.000 claims description 3
125000004417 unsaturated alkyl group Chemical group 0.000 claims description 3
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims description 2
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
RYYWUUFWQRZTIU-UHFFFAOYSA-N Thiophosphoric acid Chemical class OP(O)(S)=O RYYWUUFWQRZTIU-UHFFFAOYSA-N 0.000 claims description 2
XYRMLECORMNZEY-UHFFFAOYSA-B [Mo+4].[Mo+4].[Mo+4].[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S Chemical compound [Mo+4].[Mo+4].[Mo+4].[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S XYRMLECORMNZEY-UHFFFAOYSA-B 0.000 claims description 2
125000005907 alkyl ester group Chemical group 0.000 claims description 2
150000001412 amines Chemical class 0.000 claims description 2
125000003710 aryl alkyl group Chemical group 0.000 claims description 2
239000000460 chlorine Substances 0.000 claims description 2
229910052801 chlorine Inorganic materials 0.000 claims description 2
235000014113 dietary fatty acids Nutrition 0.000 claims description 2
239000000194 fatty acid Substances 0.000 claims description 2
229930195729 fatty acid Natural products 0.000 claims description 2
150000004665 fatty acids Chemical class 0.000 claims description 2
239000012208 gear oil Substances 0.000 claims description 2
OXRIHKFHLPFPSJ-UHFFFAOYSA-J molybdenum(4+) tetracarbamate Chemical compound C(N)([O-])=O.[Mo+4].C(N)([O-])=O.C(N)([O-])=O.C(N)([O-])=O OXRIHKFHLPFPSJ-UHFFFAOYSA-J 0.000 claims description 2
125000005609 naphthenate group Chemical group 0.000 claims description 2
150000002989 phenols Chemical class 0.000 claims description 2
150000003014 phosphoric acid esters Chemical class 0.000 claims description 2
150000003873 salicylate salts Chemical class 0.000 claims description 2
150000003871 sulfonates Chemical class 0.000 claims description 2
229910052717 sulfur Inorganic materials 0.000 claims description 2
239000011593 sulfur Substances 0.000 claims description 2
229920001567 vinyl ester resin Polymers 0.000 claims description 2
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 2
125000005250 alkyl acrylate group Chemical group 0.000 claims 3
150000001991 dicarboxylic acids Chemical class 0.000 claims 1
229920002554 vinyl polymer Polymers 0.000 claims 1
239000010802 sludge Substances 0.000 abstract description 12
229910019142 PO4 Inorganic materials 0.000 abstract description 6
239000010452 phosphate Substances 0.000 abstract description 6
150000001252 acrylic acid derivatives Chemical class 0.000 description 16
239000003921 oil Substances 0.000 description 11
230000007935 neutral effect Effects 0.000 description 7
239000002480 mineral oil Substances 0.000 description 5
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
235000010446 mineral oil Nutrition 0.000 description 4
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 4
SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 3
230000000694 effects Effects 0.000 description 3
238000000034 method Methods 0.000 description 3
230000003647 oxidation Effects 0.000 description 3
238000007254 oxidation reaction Methods 0.000 description 3
229920000642 polymer Polymers 0.000 description 3
KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical class O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 3
OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
OZAIFHULBGXAKX-VAWYXSNFSA-N AIBN Substances N#CC(C)(C)\N=N\C(C)(C)C#N OZAIFHULBGXAKX-VAWYXSNFSA-N 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
SAIKULLUBZKPDA-UHFFFAOYSA-N Bis(2-ethylhexyl) amine Chemical compound CCCCC(CC)CNCC(CC)CCCC SAIKULLUBZKPDA-UHFFFAOYSA-N 0.000 description 2
MEESPVWIOBCLJW-KTKRTIGZSA-N [(z)-octadec-9-enyl] dihydrogen phosphate Chemical compound CCCCCCCC\C=C/CCCCCCCCOP(O)(O)=O MEESPVWIOBCLJW-KTKRTIGZSA-N 0.000 description 2
125000002947 alkylene group Chemical group 0.000 description 2
WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
125000002704 decyl group Chemical group [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])* 0.000 description 2
WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 2
125000003438 dodecyl group Chemical group [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])* 0.000 description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
238000009472 formulation Methods 0.000 description 2
238000005227 gel permeation chromatography Methods 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
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
125000001421 myristyl 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])[H] 0.000 description 2
125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
125000000913 palmityl 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])[H] 0.000 description 2
238000006116 polymerization reaction Methods 0.000 description 2
PDEDQSAFHNADLV-UHFFFAOYSA-M potassium;disodium;dinitrate;nitrite Chemical compound [Na+].[Na+].[K+].[O-]N=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O PDEDQSAFHNADLV-UHFFFAOYSA-M 0.000 description 2
150000003839 salts Chemical class 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
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 2
QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical class CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 1
LGJCFVYMIJLQJO-UHFFFAOYSA-N 1-dodecylperoxydodecane Chemical compound CCCCCCCCCCCCOOCCCCCCCCCCCC LGJCFVYMIJLQJO-UHFFFAOYSA-N 0.000 description 1
XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
SJIXRGNQPBQWMK-UHFFFAOYSA-N 2-(diethylamino)ethyl 2-methylprop-2-enoate Chemical compound CCN(CC)CCOC(=O)C(C)=C SJIXRGNQPBQWMK-UHFFFAOYSA-N 0.000 description 1
JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 1
QNRSQFWYPSFVPW-UHFFFAOYSA-N 5-(4-cyanobutyldiazenyl)pentanenitrile Chemical compound N#CCCCCN=NCCCCC#N QNRSQFWYPSFVPW-UHFFFAOYSA-N 0.000 description 1
239000004342 Benzoyl peroxide Substances 0.000 description 1
OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
239000004793 Polystyrene Substances 0.000 description 1
UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
235000019400 benzoyl peroxide Nutrition 0.000 description 1
WFFZELZOEWLYNK-CLFAGFIQSA-N bis[(z)-octadec-9-enyl] hydrogen phosphate Chemical compound CCCCCCCC\C=C/CCCCCCCCOP(O)(=O)OCCCCCCCC\C=C/CCCCCCCC WFFZELZOEWLYNK-CLFAGFIQSA-N 0.000 description 1
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000011575 calcium Substances 0.000 description 1
229910052791 calcium Inorganic materials 0.000 description 1
238000011088 calibration curve Methods 0.000 description 1
230000015556 catabolic process Effects 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
239000012141 concentrate Substances 0.000 description 1
GTBGXKPAKVYEKJ-UHFFFAOYSA-N decyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCOC(=O)C(C)=C GTBGXKPAKVYEKJ-UHFFFAOYSA-N 0.000 description 1
238000006731 degradation reaction Methods 0.000 description 1
150000001990 dicarboxylic acid derivatives Chemical class 0.000 description 1
HEJZJSIRBLOWPD-VHXPQNKSSA-N didodecyl (z)-but-2-enedioate Chemical class CCCCCCCCCCCCOC(=O)\C=C/C(=O)OCCCCCCCCCCCC HEJZJSIRBLOWPD-VHXPQNKSSA-N 0.000 description 1
XHSDDKAGJYJAQM-ULDVOPSXSA-N dioctadecyl (e)-but-2-enedioate Chemical class CCCCCCCCCCCCCCCCCCOC(=O)\C=C\C(=O)OCCCCCCCCCCCCCCCCCC XHSDDKAGJYJAQM-ULDVOPSXSA-N 0.000 description 1
GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 1
UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
125000001033 ether group Chemical group 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
230000014509 gene expression Effects 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
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 1
125000001183 hydrocarbyl group Chemical group 0.000 description 1
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
LVHBHZANLOWSRM-UHFFFAOYSA-N itaconic acid Chemical class OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
230000001050 lubricating effect Effects 0.000 description 1
125000006203 morpholinoethyl group Chemical group [H]C([H])(*)C([H])([H])N1C([H])([H])C([H])([H])OC([H])([H])C1([H])[H] 0.000 description 1
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
125000001624 naphthyl group Chemical group 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
FATBGEAMYMYZAF-KTKRTIGZSA-N oleamide Chemical compound CCCCCCCC\C=C/CCCCCCCC(N)=O FATBGEAMYMYZAF-KTKRTIGZSA-N 0.000 description 1
FATBGEAMYMYZAF-UHFFFAOYSA-N oleicacidamide-heptaglycolether Natural products CCCCCCCCC=CCCCCCCCC(N)=O FATBGEAMYMYZAF-UHFFFAOYSA-N 0.000 description 1
125000001117 oleyl 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])=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 1
125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
150000002978 peroxides Chemical class 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
239000002685 polymerization catalyst Substances 0.000 description 1
229920000098 polyolefin Polymers 0.000 description 1
229920002223 polystyrene Polymers 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
238000010526 radical polymerization reaction Methods 0.000 description 1
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
238000010008 shearing Methods 0.000 description 1
APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical group [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
239000002904 solvent Substances 0.000 description 1
229960002317 succinimide Drugs 0.000 description 1
BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
125000003944 tolyl group Chemical group 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
- C10M161/00—Lubricating compositions characterised by the additive being a mixture of a macromolecular compound and a non-macromolecular compound, each of these compounds being essential
- 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
- C10M137/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
- C10M137/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
- 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
- C10M137/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
- C10M137/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
- C10M137/04—Phosphate esters
- 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
- C10M137/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
- C10M137/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
- C10M137/04—Phosphate esters
- C10M137/08—Ammonium or amine salts
- 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
- C10M137/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
- C10M137/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
- C10M137/04—Phosphate esters
- C10M137/10—Thio derivatives
- 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
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- C10M159/12—Reaction products
- C10M159/20—Reaction mixtures having an excess of neutralising base, e.g. so-called overbasic or highly basic products
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- C10M2219/046—Overbased sulfonic acid salts
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- C10M2223/061—Metal salts
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- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/10—Phosphatides, e.g. lecithin, cephalin
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- C10N2040/02—Bearings
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- C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
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- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
- C10N2040/042—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for automatic transmissions
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- 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
- C—CHEMISTRY; METALLURGY
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- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
- C10N2040/046—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for traction drives

Definitions

This invention relates to gear and transmission lubricant compositions, having improved sludge-dispersibility, particularly, those useful for automotive gear and transmission fluids.
a gear or transmission lubricant composition which comprises a major portion of mineral base oil, containing added thereto a minor proportion of (A) at least one phosphorus-containing metal-free organic compound and (B) at least one oil-soluble copolymer containing 92 ⁇ 99 % by weight of monomer unis of (a) alkyl (meth)acrylate and 1 ⁇ 8 % by weight of monomer unis of (b) N,N-dialkylaminoalkyl (meth)acrylate.
(meth)acrylate represents acrylate and/or methacrylate; and similar expressions are used hereinafter].
Suitable base oils used in the present invention include mineral oils, having a viscosity of usually 1 ⁇ 50 cSt (centistokes), preferably 2 ⁇ 30 cSt at 100°C.
Base oils having a viscosity higher than 50 cSt give rise to energy loss because of too high viscosity resistance. Oils of less than 1 cSt are liable to result in evaporation during use at elevated temperature and to cause seizing on account of shortage of oil film exposed to extreme pressure at lubricationg parts.
Viscosity index (hereinafter referred to as VI) of base oils is generally at least 60, preferably at least 70. Oils of VI less than 60 do not provide satisfactory viscosity-temperature properties.
Illustrative of suitable base oils are 100 neutral oil, 150 neutral oil, 300 neutral oil, 500 neutral oil, 150 bright stoch and the like.
Suitable phosphorus-containing metal-free organic compound (A) include phosphate esters, phosphite esters, phosphonate esters, and amine salts of these esters; as well as mixtures of two or more of these compounds.
Examples of these compounds include ones represented by any of the following formulae (1), (2), (3) and (4).
O P(OR) p (OH) 3-p (1)
O P(OR) q (OH) 3-q ⁇ NH r R' 3-r (2)
p is an integer of 1, 2 or 3;
q and r are independently integers of 1 or 2.
R and R' are independently selected from the group consisting of saturated or unsaturated alkyl groups containing at least 4 carbon atoms, aryl groups and alkyl-subsituted aryl groups.
R and R' include straight-chain or branched, saturated or unsaturated alkyl groups (aliphatic hydrocarbyl groups) containing 4 ⁇ 30 or more, preferably 4 ⁇ 20 carbon atoms, such as n-, iso-, sec- and t-butyl, hexyl, octyl, 2-ethylhexyl, decyl, dodecyl, tridecyl, tetradecyl, hexadecyl, octadecyl, eicocyl, and oleyl groups; aryl groups, such as phenyl and naphthyl groups; and aryl groups subsituted substituted with one or more alkyl groups containing 1 ⁇ 20, preferably 1 ⁇ 10
Phosphorus-containing compounds as written in C.J.Boner "Gear and Transmission Lubricants” (1964 Reinhold Publishing Corp.), page 94, Table 3.8, may also be used.
phosphorus-containing metal-free organic compound (A) preferred are those of the formula (1), particularly alkyl phosphate containing 4 ⁇ 18 carbon atoms in the alkyl group. The most preferred is mono-oleyl phosphate.
Suitable alkyl (meth)acrylates (a), constituting said oil-soluble copolymer (B), are ones contains 1 ⁇ 24 carbon atoms in the alkyl group; and include, for example: (a1) C8 ⁇ 20 alkyl (meth)acrylates, such as octyl, decyl, dodecyl, tridecyl, tetradecyl, hexadecyl, octadecyl and eicocyl (meth)acrylates; (a2) C1 ⁇ 4 alkyl (meth)acrylates, such as methyl, ethyl, propyl and butyl (meth)acrylates; (a3) C5 ⁇ 7 alkyl (meth)acrylates, such as pentyl, hexyl and heptyl (meth)acrylates; (a4) C21 ⁇ 24 alkyl (meth)acrylates, such as Nafol 20+ and Nafol 22+ (produced by Konde
(a1) particularly decyl methacrylate and dodecyl methacrylate
(a2) particularly methyl methacrylate
Suitable N,N-dialkylaminoalkyl (meth)acrylate (b), constituting said oil-soluble copolymer (B), include one by the following formula (5): wherein R1 and R2 are the same or different alkyl groups containing not more than 10 carbon atoms, R3 is an alkylene group containing 2 ⁇ 10 carbon atoms, and R4 is hydrogen atom or methyl group.
Illustrative of (b) are N,N-dimethylaminoethyl (meth)acrylates, N,N-diethylaminoethyl (meth)acrylates, N,N-diethylaminohexyl (meth)acrylates, N,N-dimethylaminopropyl (meth)acrylates, N,N-dibutylaminooctyl (meth)acrylates, and mixtures of two or more of them.
preferred are N,N-dimethylaminoethyl methacrylate and N,N-diethylaminoethyl methacrylate.
Said oil-soluble copolymer (B) may contain monomer unis of (c) one or more of N-vinyl-pyrrolidone and morpholinoalkyl (meth)acrylates, to improve sludge dispersibility.
Suitable morpholinoalkyl (meth)acrylates include ones containing 2 ⁇ 4 or more carbon atoms in the alkylene, such as morpholinoethyl and morpholinopropyl (meth)acrylates. Among these, preferred is N-vinylpyrrolidone.
Said copolymer (B) may further contain monomer unis of (d) one or more additional monomers.
additional monomers (d) are aromatic vinyl compounds, such as styrene and vinyltoluene; esters (such as alkyl esters containing not more than 20 carbon atoms in the alkyl group) of unsaturated dicarboxylic acid (such as maleic, fumaric and itaconic acids), for example, dibutyl, dioctyl and dilauryl maleates, and dihexyl, dihexadecyl and dioctadecyl fumarates; and vinyl esters (ones containing not more than 5 carbon atoms in the alkyl group), such as vinyl acetate and vinyl propionate; and so on.
styrene in view of VI and bodying effects.
% represents % by weight.
Copolymer (B) can be produced by usual polymerization thechniques, for instance, by radical polymerization of (a) and (b) with or without (c) and/or (d), within a solvent, such as mineral oil.
a solvent such as mineral oil.
any polymerization catalysts for example, azo compounds, such as azobis-isobutyrenitrile (hereinafter referred to as AIBN) and azobisvaleronitrile, and peroxides, such as benzoyl peroxide, cumyl peroxide and lauryl peroxide, with or without chain transfer agents, such as mercaptans (lauryl mercaptan and the like).
Said copolymer (B) is oil-soluble and is effective as a VI improver in addition to dispersant.
(B) has a weight-average molecular weight (hereinafter referred to as Mw ⁇ ), as measured by GPC (gel permeation chromatography) using calibration curve of polystyrene, of generally 20,000 ⁇ 200,000, preferably 30,000 ⁇ 150,000.
Mw ⁇ weight-average molecular weight
Polymer of too high molecualr weight causes degradation to form shorter chain polymer when subjected to shearing and cannot maintain necessary viscosity and VI for a long period of time.
Polymer of too low molecular weight is to be used in a larger amount in order to attain sufficient viscosity.
the gear or transmission lubricant composition of the present invention usually contains, as a practical use level of the lubricant, 0.01 ⁇ 5 %, preferably 0.05 ⁇ 3 %, more preferably 0.1 ⁇ 2 % of said phosphorus-containing organic compound (A) and 1 ⁇ 30 %, preferably 2 ⁇ 25 %, more preferably 3 ⁇ 20 % of said oil-soluble copolymer (B).
Concentrate containing (A) and/or (B) in higher concentration than the above range may be prepared, and this is diluted to lebel of practical use.
composition of this invention may further contains one or more additives, usually used in gear and transmission lubricants.
additives include, for example, detergents, such as sulfonates, salicylates, phenates and naphthenates; dispersants, such as alkenylsuccinimides and Mannich condensates; anti-oxidants, such as thiophosphates, amines and hindered phenols; oiliness additives, such as fatty acids and esters thereof; antiwear agent, other than (A), such as molybdenum dithiophosphate and molybdenum carbamate; and extreme pressure agents, such as sulfur-containing compounds, phosphorus-containing compounds and chlorine-containing compounds.
detergents such as sulfonates, salicylates, phenates and naphthenates
dispersants such as alkenylsuccinimides and Mannich condensates
anti-oxidants such as thiophosphates, amines and hindered phenols
additives can be used in such amounts : 0 ⁇ 10 % of the detergent, 0 ⁇ 10 % of the dispersant, 0 ⁇ 5 % of the anti-oxidant, 0 ⁇ 3 % of the oiliness additive, 0 ⁇ 10 % of the antiwear agent, and 0 ⁇ 10 % of the extreme pressure agent.
compositions of the invention containing said phosphorus-containing organic compound (A) and said oil-soluble copolymer (B), are useful as gear and transmission lubricants, particularly automotive gear lubricants. Excellent effects can be attained especially when used as automatic transmission fluid for torque converters.
Method A represents the amount of sludge obtained by centrifuging the oil after the test
Method B represents the amount of sludge obtained by centrifuging the oil to which a flocculant was added after the test.
the amounts of Methds A and B show resistance to oxidation, and the difference between the amounts of Methds A and B means sludge dispersability.
compositions of the present invention provided extremely small amount of sludge and showed excellent sludge dispersibility and resistance to oxidation.
compositions of this invention when used as gear and transmission lubricants, particularly automatic transmission fluid for torque converters, can attain excellent sludge dispersibility with remarkably reducing sludge formation.

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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)

EP94304031A 1994-06-06 1994-06-06 Schmiermittelzusammensetzungen für Getriebe und Kraftübertragung mit verbesserten Dispergierungseigenschaften von Schlamm. Revoked EP0686690B1 (de)

Priority Applications (2)

Application Number	Priority Date	Filing Date	Title
EP94304031A EP0686690B1 (de)	1994-06-06	1994-06-06	Schmiermittelzusammensetzungen für Getriebe und Kraftübertragung mit verbesserten Dispergierungseigenschaften von Schlamm.
DE69431710T DE69431710T2 (de)	1994-06-06	1994-06-06	Schmiermittelzusammensetzungen für Getriebe und Kraftübertragung mit verbesserten Dispergierungseigenschaften von Schlamm.

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
EP94304031A EP0686690B1 (de)	1994-06-06	1994-06-06	Schmiermittelzusammensetzungen für Getriebe und Kraftübertragung mit verbesserten Dispergierungseigenschaften von Schlamm.

Publications (2)

Publication Number	Publication Date
EP0686690A1 true EP0686690A1 (de)	1995-12-13
EP0686690B1 EP0686690B1 (de)	2002-11-13

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Application Number	Title	Priority Date	Filing Date
EP94304031A Revoked EP0686690B1 (de)	1994-06-06	1994-06-06	Schmiermittelzusammensetzungen für Getriebe und Kraftübertragung mit verbesserten Dispergierungseigenschaften von Schlamm.

Country Status (2)

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EP (1)	EP0686690B1 (de)
DE (1)	DE69431710T2 (de)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5807815A (en) *	1997-07-03	1998-09-15	Exxon Research And Engineering Company	Automatic transmission fluid having low Brookfield viscosity and high shear stability
WO2003089554A1 (en) *	2002-04-15	2003-10-30	The Lubrizol Corporation	Phosphorus salts of nitrogen containing copolymers and lubricants containing the same
DE102011076364A1 (de)	2011-05-24	2012-11-29	Evonik Rohmax Additives Gmbh	Schmiermittelzusammensetzung mit phosphatfunktionalisierten Polymeren
WO2020101969A1 (en) *	2018-11-12	2020-05-22	The Lubrizol Corporation	Method of lubricating an automotive or industrial gear

Citations (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2892784A (en) *	1955-06-29	1959-06-30	California Research Corp	Oxidation resistant lubricant compositions
US3309317A (en) *	1964-06-08	1967-03-14	Shell Oil Co	Lubricating composition
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1994
- 1994-06-06 EP EP94304031A patent/EP0686690B1/de not_active Revoked
- 1994-06-06 DE DE69431710T patent/DE69431710T2/de not_active Revoked

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US5807815A (en) *	1997-07-03	1998-09-15	Exxon Research And Engineering Company	Automatic transmission fluid having low Brookfield viscosity and high shear stability
WO2003089554A1 (en) *	2002-04-15	2003-10-30	The Lubrizol Corporation	Phosphorus salts of nitrogen containing copolymers and lubricants containing the same
DE102011076364A1 (de)	2011-05-24	2012-11-29	Evonik Rohmax Additives Gmbh	Schmiermittelzusammensetzung mit phosphatfunktionalisierten Polymeren
WO2012159828A1 (de)	2011-05-24	2012-11-29	Evonik Rohmax Additives Gmbh	Schmiermittelzusammensetzung mit phosphorfunktionalisierten polymeren
WO2020101969A1 (en) *	2018-11-12	2020-05-22	The Lubrizol Corporation	Method of lubricating an automotive or industrial gear
CN112996888A (zh) *	2018-11-12	2021-06-18	路博润公司	润滑汽车或工业齿轮的方法
JP2022513000A (ja) *	2018-11-12	2022-02-07	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
EP4249576A3 (de) *	2018-11-12	2023-12-06	The Lubrizol Corporation	Schmiermittelzusammensetzung für kraftfahrzeug- oder industriegetriebe und verwendung derselben

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Publication number	Publication date
DE69431710T2 (de)	2003-07-24
DE69431710D1 (de)	2002-12-19
EP0686690B1 (de)	2002-11-13

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