JP5877801B2 - 潤滑剤中の添加剤としてのチタン化合物および錯体ならびにモリブデン化合物および錯体 - Google Patents
潤滑剤中の添加剤としてのチタン化合物および錯体ならびにモリブデン化合物および錯体 Download PDFInfo
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- JP5877801B2 JP5877801B2 JP2012557077A JP2012557077A JP5877801B2 JP 5877801 B2 JP5877801 B2 JP 5877801B2 JP 2012557077 A JP2012557077 A JP 2012557077A JP 2012557077 A JP2012557077 A JP 2012557077A JP 5877801 B2 JP5877801 B2 JP 5877801B2
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- titanium
- weight
- oil
- parts
- lubricating composition
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- 239000000654 additive Substances 0.000 title claims description 18
- 150000003609 titanium compounds Chemical class 0.000 title claims description 14
- 239000000314 lubricant Substances 0.000 title description 40
- 239000005078 molybdenum compound Substances 0.000 title description 5
- 150000002752 molybdenum compounds Chemical class 0.000 title description 5
- 239000000203 mixture Substances 0.000 claims description 147
- 239000010936 titanium Substances 0.000 claims description 140
- 229910052719 titanium Inorganic materials 0.000 claims description 122
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 112
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- -1 titanium (IV) alkoxide Chemical class 0.000 claims description 45
- 229910052698 phosphorus Inorganic materials 0.000 claims description 43
- 239000011574 phosphorus Substances 0.000 claims description 40
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 39
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 39
- 229910052750 molybdenum Inorganic materials 0.000 claims description 39
- 239000011733 molybdenum Substances 0.000 claims description 39
- 239000011734 sodium Substances 0.000 claims description 38
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 37
- 239000002270 dispersing agent Substances 0.000 claims description 35
- 239000003963 antioxidant agent Substances 0.000 claims description 34
- 229910052708 sodium Inorganic materials 0.000 claims description 34
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 32
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- 239000003795 chemical substances by application Substances 0.000 claims description 30
- VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 claims description 28
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- 238000002485 combustion reaction Methods 0.000 claims description 9
- KTXWGMUMDPYXNN-UHFFFAOYSA-N 2-ethylhexan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCCC(CC)C[O-].CCCCC(CC)C[O-].CCCCC(CC)C[O-].CCCCC(CC)C[O-] KTXWGMUMDPYXNN-UHFFFAOYSA-N 0.000 claims description 7
- 125000000524 functional group Chemical group 0.000 claims description 7
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical class ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 claims description 6
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- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 6
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 6
- 150000004982 aromatic amines Chemical class 0.000 description 6
- 239000012141 concentrate Substances 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 6
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- LCKIEQZJEYYRIY-UHFFFAOYSA-N Titanium ion Chemical compound [Ti+4] LCKIEQZJEYYRIY-UHFFFAOYSA-N 0.000 description 5
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- 230000000994 depressogenic effect Effects 0.000 description 4
- NAGJZTKCGNOGPW-UHFFFAOYSA-N dithiophosphoric acid Chemical compound OP(O)(S)=S NAGJZTKCGNOGPW-UHFFFAOYSA-N 0.000 description 4
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- 238000000746 purification Methods 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 238000000646 scanning calorimetry Methods 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 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
- 239000007787 solid Substances 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 description 1
- PTISTKLWEJDJID-UHFFFAOYSA-N sulfanylidenemolybdenum Chemical class [Mo]=S PTISTKLWEJDJID-UHFFFAOYSA-N 0.000 description 1
- RCYJPSGNXVLIBO-UHFFFAOYSA-N sulfanylidenetitanium Chemical compound [S].[Ti] RCYJPSGNXVLIBO-UHFFFAOYSA-N 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 150000003505 terpenes Chemical class 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
- 125000001544 thienyl group Chemical group 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 235000010215 titanium dioxide Nutrition 0.000 description 1
- JMXKSZRRTHPKDL-UHFFFAOYSA-N titanium ethoxide Chemical compound [Ti+4].CC[O-].CC[O-].CC[O-].CC[O-] JMXKSZRRTHPKDL-UHFFFAOYSA-N 0.000 description 1
- JUWGUJSXVOBPHP-UHFFFAOYSA-B titanium(4+);tetraphosphate Chemical class [Ti+4].[Ti+4].[Ti+4].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O JUWGUJSXVOBPHP-UHFFFAOYSA-B 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- IKXFIBBKEARMLL-UHFFFAOYSA-N triphenoxy(sulfanylidene)-$l^{5}-phosphane Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=S)OC1=CC=CC=C1 IKXFIBBKEARMLL-UHFFFAOYSA-N 0.000 description 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
- KJIOQYGWTQBHNH-UHFFFAOYSA-N undecanol Chemical compound CCCCCCCCCCCO KJIOQYGWTQBHNH-UHFFFAOYSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- AGBMDKDXTAPWJQ-UHFFFAOYSA-L zinc;2-ethylhexoxy-(2-methylpropylsulfanyl)-oxido-sulfanylidene-$l^{5}-phosphane Chemical compound [Zn+2].CCCCC(CC)COP([O-])(=S)SCC(C)C.CCCCC(CC)COP([O-])(=S)SCC(C)C AGBMDKDXTAPWJQ-UHFFFAOYSA-L 0.000 description 1
- GSYTTXJUAAICBQ-UHFFFAOYSA-L zinc;2-ethylhexoxy-oxido-propan-2-ylsulfanyl-sulfanylidene-$l^{5}-phosphane Chemical compound [Zn+2].CCCCC(CC)COP([O-])(=S)SC(C)C.CCCCC(CC)COP([O-])(=S)SC(C)C GSYTTXJUAAICBQ-UHFFFAOYSA-L 0.000 description 1
- YRRJZUFDLNBWRL-UHFFFAOYSA-L zinc;3-methylbutoxy-(2-methylpropylsulfanyl)-oxido-sulfanylidene-$l^{5}-phosphane Chemical compound [Zn+2].CC(C)CCOP([O-])(=S)SCC(C)C.CC(C)CCOP([O-])(=S)SCC(C)C YRRJZUFDLNBWRL-UHFFFAOYSA-L 0.000 description 1
- CFOWUEASWNKJDT-UHFFFAOYSA-L zinc;cyclohexyloxy-cyclohexylsulfanyl-oxido-sulfanylidene-$l^{5}-phosphane Chemical compound [Zn+2].C1CCCCC1SP(=S)([O-])OC1CCCCC1.C1CCCCC1SP(=S)([O-])OC1CCCCC1 CFOWUEASWNKJDT-UHFFFAOYSA-L 0.000 description 1
Classifications
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- C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
- C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
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- C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
- C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
- C10M129/68—Esters
- C10M129/76—Esters containing free hydroxy or carboxyl groups
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- C10M133/38—Heterocyclic nitrogen compounds
- C10M133/44—Five-membered ring containing nitrogen and carbon only
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- C10M135/18—Thio-acids; Thiocyanates; Derivatives thereof having a carbon-to-sulfur double bond thiocarbamic type, e.g. containing the groups
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- C10M141/06—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 nitrogen-containing compound
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- C10M2203/1025—Aliphatic fractions used as base material
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- 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
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- C10M2207/026—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl groups
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- C10M2207/124—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms containing hydroxy groups; Ethers thereof
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- C10M2223/045—Metal containing thio derivatives
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- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
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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)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US31236910P | 2010-03-10 | 2010-03-10 | |
| US61/312,369 | 2010-03-10 | ||
| PCT/US2011/026403 WO2011112372A1 (en) | 2010-03-10 | 2011-02-28 | Titanium and molybdenum compounds and complexes as additives in lubricants |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
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| JP2015026396A Division JP6068529B2 (ja) | 2010-03-10 | 2015-02-13 | 潤滑剤中の添加剤としてのチタン化合物および錯体ならびにモリブデン化合物および錯体 |
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| JP2013522392A JP2013522392A (ja) | 2013-06-13 |
| JP2013522392A5 JP2013522392A5 (enExample) | 2014-04-03 |
| JP5877801B2 true JP5877801B2 (ja) | 2016-03-08 |
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| JP2015026396A Active JP6068529B2 (ja) | 2010-03-10 | 2015-02-13 | 潤滑剤中の添加剤としてのチタン化合物および錯体ならびにモリブデン化合物および錯体 |
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| JP2015026396A Active JP6068529B2 (ja) | 2010-03-10 | 2015-02-13 | 潤滑剤中の添加剤としてのチタン化合物および錯体ならびにモリブデン化合物および錯体 |
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| Country | Link |
|---|---|
| US (3) | US9249372B2 (enExample) |
| EP (2) | EP2545148B1 (enExample) |
| JP (2) | JP5877801B2 (enExample) |
| CN (1) | CN102884163A (enExample) |
| BR (1) | BR112012022581A2 (enExample) |
| CA (1) | CA2792665A1 (enExample) |
| WO (1) | WO2011112372A1 (enExample) |
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|---|---|---|---|---|
| JP5877801B2 (ja) * | 2010-03-10 | 2016-03-08 | ザ ルブリゾル コーポレイションＴｈｅ Ｌｕｂｒｉｚｏｌ Ｃｏｒｐｏｒａｔｉｏｎ | 潤滑剤中の添加剤としてのチタン化合物および錯体ならびにモリブデン化合物および錯体 |
| JP6572581B2 (ja) * | 2015-03-24 | 2019-09-11 | 出光興産株式会社 | 火花点火式内燃機関用潤滑油組成物、該潤滑油組成物の製造方法、該潤滑油組成物を用いた火花点火式内燃機関、及び該内燃機関の潤滑方法 |
| JP2017179156A (ja) * | 2016-03-30 | 2017-10-05 | 出光興産株式会社 | 内燃機関用潤滑油組成物 |
| FR3065007B1 (fr) | 2017-04-11 | 2019-07-05 | Total Marketing Services | Composition lubrifiante notamment pour limiter le frottement |
| JP2020037647A (ja) * | 2018-09-04 | 2020-03-12 | 東ソー株式会社 | 潤滑油組成物 |
| JP2020050830A (ja) * | 2018-09-28 | 2020-04-02 | 東ソー株式会社 | 潤滑油組成物 |
| WO2021034553A1 (en) * | 2019-08-16 | 2021-02-25 | The Lubrizol Corporation | Composition and method for lubricating automotive gears, axles and bearings |
| JP7493373B2 (ja) * | 2020-03-31 | 2024-05-31 | 出光興産株式会社 | 潤滑油組成物 |
| CA3203263A1 (en) | 2020-12-23 | 2022-06-30 | Scott Capitosti | Benzazepine compounds as antioxidants for lubricant compositions |
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-
2011
- 2011-02-28 JP JP2012557077A patent/JP5877801B2/ja active Active
- 2011-02-28 WO PCT/US2011/026403 patent/WO2011112372A1/en not_active Ceased
- 2011-02-28 BR BR112012022581A patent/BR112012022581A2/pt not_active Application Discontinuation
- 2011-02-28 CA CA2792665A patent/CA2792665A1/en not_active Abandoned
- 2011-02-28 EP EP11707048.2A patent/EP2545148B1/en active Active
- 2011-02-28 US US13/582,517 patent/US9249372B2/en active Active
- 2011-02-28 CN CN2011800233082A patent/CN102884163A/zh active Pending
- 2011-02-28 EP EP19189883.2A patent/EP3636731B1/en active Active
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2015
- 2015-02-13 JP JP2015026396A patent/JP6068529B2/ja active Active
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2016
- 2016-01-20 US US15/001,587 patent/US10266786B2/en active Active
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Also Published As
| Publication number | Publication date |
|---|---|
| CA2792665A1 (en) | 2011-09-15 |
| JP2013522392A (ja) | 2013-06-13 |
| WO2011112372A1 (en) | 2011-09-15 |
| EP3636731B1 (en) | 2021-08-11 |
| BR112012022581A2 (pt) | 2016-08-30 |
| CN102884163A (zh) | 2013-01-16 |
| JP2015092005A (ja) | 2015-05-14 |
| US20130150273A1 (en) | 2013-06-13 |
| EP3636731A1 (en) | 2020-04-15 |
| EP2545148B1 (en) | 2019-08-14 |
| US20160137950A1 (en) | 2016-05-19 |
| US9249372B2 (en) | 2016-02-02 |
| EP2545148A1 (en) | 2013-01-16 |
| US20190203145A1 (en) | 2019-07-04 |
| JP6068529B2 (ja) | 2017-01-25 |
| US10266786B2 (en) | 2019-04-23 |
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