JP2008189566A - 新規な有機モリブデン化合物、それよりなる摩擦調整剤およびそれを含む潤滑組成物 - Google Patents
新規な有機モリブデン化合物、それよりなる摩擦調整剤およびそれを含む潤滑組成物 Download PDFInfo
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- JP2008189566A JP2008189566A JP2007023499A JP2007023499A JP2008189566A JP 2008189566 A JP2008189566 A JP 2008189566A JP 2007023499 A JP2007023499 A JP 2007023499A JP 2007023499 A JP2007023499 A JP 2007023499A JP 2008189566 A JP2008189566 A JP 2008189566A
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- 239000000203 mixture Substances 0.000 title claims abstract description 17
- 230000001050 lubricating effect Effects 0.000 title claims abstract description 13
- 239000003795 chemical substances by application Substances 0.000 title abstract 5
- 230000001105 regulatory effect Effects 0.000 title abstract 4
- 239000005078 molybdenum compound Substances 0.000 title 1
- 150000002752 molybdenum compounds Chemical class 0.000 title 1
- RYZGGGMGTVKVLI-UHFFFAOYSA-N [Mo].[CH]1C=CC=C1 Chemical compound [Mo].[CH]1C=CC=C1 RYZGGGMGTVKVLI-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000003607 modifier Substances 0.000 claims description 16
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 abstract description 14
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract description 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract description 5
- 229910052698 phosphorus Inorganic materials 0.000 abstract description 5
- 239000011574 phosphorus Substances 0.000 abstract description 5
- 229910052717 sulfur Inorganic materials 0.000 abstract description 5
- 239000011593 sulfur Substances 0.000 abstract description 5
- 239000000654 additive Substances 0.000 abstract description 4
- 230000000996 additive effect Effects 0.000 abstract description 3
- 238000006243 chemical reaction Methods 0.000 abstract description 3
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 abstract description 2
- 229910052750 molybdenum Inorganic materials 0.000 abstract description 2
- 239000011733 molybdenum Substances 0.000 abstract description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- PFMUFCPVKVTRQW-UHFFFAOYSA-N CC1=C(C(=C(C1(C)[Mo]C1(C(=C(C(=C1C)C)C)C)C)C)C)C Chemical compound CC1=C(C(=C(C1(C)[Mo]C1(C(=C(C(=C1C)C)C)C)C)C)C)C PFMUFCPVKVTRQW-UHFFFAOYSA-N 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- -1 lithium pentamethylcyclohexane Chemical compound 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- BAUYGSIQEAFULO-UHFFFAOYSA-L iron(2+) sulfate (anhydrous) Chemical compound [Fe+2].[O-]S([O-])(=O)=O BAUYGSIQEAFULO-UHFFFAOYSA-L 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 239000012452 mother liquor Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- VNPQQEYMXYCAEZ-UHFFFAOYSA-N 1,2,3,4-tetramethylcyclopenta-1,3-diene Chemical compound CC1=C(C)C(C)=C(C)C1 VNPQQEYMXYCAEZ-UHFFFAOYSA-N 0.000 description 1
- UOYUZKZADIOEJZ-UHFFFAOYSA-N C[Mo](C1C=CC=C1)(C)(C)(C)C Chemical compound C[Mo](C1C=CC=C1)(C)(C)(C)C UOYUZKZADIOEJZ-UHFFFAOYSA-N 0.000 description 1
- 239000004642 Polyimide Substances 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 239000010718 automatic transmission oil Substances 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000010696 ester oil Substances 0.000 description 1
- 239000012458 free base Substances 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 239000012208 gear oil Substances 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 229910000358 iron sulfate Inorganic materials 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000010687 lubricating oil Substances 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 239000010705 motor oil Substances 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 229920001281 polyalkylene Polymers 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 239000008213 purified water Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F17/00—Metallocenes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
【解決手段】リチウムペンタメチルシクロペンタジエニルとモリブデンヘキサカルボニルとの反応によって得られたシクロペンタジエニルモリブデンヘキサカルボニル錯体、それよりなる摩擦調整剤およびその摩擦調整剤を含有する潤滑組成物。
【選択図】なし
Description
そして、前記一般式(2)および(3)で示されるように分子中にリンおよびイオウを含有する化合物は、活性度が高いため金属腐蝕を引き起こすことが懸念されている。
本発明の第2の目的は、それを含有する潤滑組成物を提供する点にある。
で示されるシクロペンタジエニルモリブデンヘキサカルボニル錯体に関する。
本発明の第2は、前記R1〜R10がすべて同一の基である請求項1記載のシクロペンタジエニルモリブデンヘキサカルボニル錯体に関する。
本発明の第3は、請求項1または2記載のシクロペンタジエニルモリブデンヘキサカルボニル錯体よりなる摩擦調整剤に関する。
本発明の第4は、請求項3記載の摩擦調整剤を含有する潤滑組成物に関する。
(2)本発明化合物は摩擦係数を上昇させ、湿式クラッチなどの摩擦を最適な状態に調整する摩擦調整剤として自動変速油への利用に適している。
(3)本発明化合物はリンおよびイオウを含まないことにより、金属部分を腐蝕させる恐れのない添加剤を提供できた。
ペンタメチルシクロペンタジエニルモリブデンヘキサカルボニル錯体の合成
このようにして得られたジ(ペンタメチルシクロペンタジエニル)モリブデンヘキサカルボニル錯体を「分散剤(アルケニルコハク酸ポリアルキレンポリイミド 商品名InfinumC9266)5%を添加したエステル油(ジイソノニルアジピン酸)(100℃における粘度3.04mm2/s)」中にMo含有量500ppmとなるように調製した。
なお、前記ケースにおいて、ジ(ペンタメチルシクロペンタジエニル)モリブデンヘキサカルボニル錯体を用いないケースを比較例1とした。両者の組成を下記表7に示す。
これら試料油をSRV試験機(図2に示すシリンダー・オン・ディスク型の往復動試験機)により下記表6の条件にて30分間摩擦係数の測定評価を行い、その結果を図1に示す。試験片は52100鋼である。
試験条件
Claims (4)
Priority Applications (9)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2007023499A JP5108319B2 (ja) | 2007-02-01 | 2007-02-01 | 有機モリブデン化合物よりなる摩擦調整剤およびそれを含む潤滑組成物 |
US12/525,352 US20100173815A1 (en) | 2007-02-01 | 2008-02-01 | Organic molybdenum compounds and lubricating compositions which contain said compounds |
PCT/EP2008/051260 WO2008092947A1 (en) | 2007-02-01 | 2008-02-01 | Organic molybdenum compounds and lubricating compositions which contain said compounds |
AT08708568T ATE482220T1 (de) | 2007-02-01 | 2008-02-01 | Organische molybdänverbindungen und diese verbindungen enthaltende schmierzusammensetzungen |
RU2009132484/04A RU2458064C2 (ru) | 2007-02-01 | 2008-02-01 | Органические соединения молибдена и смазывающие композиции, которые содержат эти соединения |
BRPI0807053A BRPI0807053B1 (pt) | 2007-02-01 | 2008-02-01 | complexo de ciclopentadienil molibdênio hexa-carbonila, uso do mesmo, composição lubrificante, e, método para melhorar as características de atrito de uma composição lubrificante |
CN2008800037297A CN101605799B (zh) | 2007-02-01 | 2008-02-01 | 有机钼化合物和含所述化合物的润滑组合物 |
EP08708568A EP2114959B1 (en) | 2007-02-01 | 2008-02-01 | Organic molybdenum compounds and lubricating compositions which contain said compounds |
DE602008002712T DE602008002712D1 (de) | 2007-02-01 | 2008-02-01 | Organische molybdänverbindungen und diese verbindungen enthaltende schmierzusammensetzungen |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2007023499A JP5108319B2 (ja) | 2007-02-01 | 2007-02-01 | 有機モリブデン化合物よりなる摩擦調整剤およびそれを含む潤滑組成物 |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2008189566A true JP2008189566A (ja) | 2008-08-21 |
JP5108319B2 JP5108319B2 (ja) | 2012-12-26 |
Family
ID=39170409
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2007023499A Expired - Fee Related JP5108319B2 (ja) | 2007-02-01 | 2007-02-01 | 有機モリブデン化合物よりなる摩擦調整剤およびそれを含む潤滑組成物 |
Country Status (9)
Country | Link |
---|---|
US (1) | US20100173815A1 (ja) |
EP (1) | EP2114959B1 (ja) |
JP (1) | JP5108319B2 (ja) |
CN (1) | CN101605799B (ja) |
AT (1) | ATE482220T1 (ja) |
BR (1) | BRPI0807053B1 (ja) |
DE (1) | DE602008002712D1 (ja) |
RU (1) | RU2458064C2 (ja) |
WO (1) | WO2008092947A1 (ja) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP6209168B2 (ja) * | 2012-01-26 | 2017-10-04 | シグマ−アルドリッチ・カンパニー、エルエルシー | モリブデンアリル錯体及び薄膜堆積におけるその使用 |
CN103554141B (zh) * | 2013-10-15 | 2015-10-21 | 中南大学 | 一种核壳型稀土配合物及其制备方法和应用 |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS54100365A (en) * | 1978-01-03 | 1979-08-08 | Standard Oil Co | Manufacture of furan compound |
JPS62169805A (ja) * | 1985-11-13 | 1987-07-27 | イー・アイ・デュポン・ドゥ・ヌムール・アンド・カンパニー | 2金属系触媒的連鎖移動剤 |
JPH11501077A (ja) * | 1995-03-03 | 1999-01-26 | ミネソタ マイニング アンド マニュファクチャリング カンパニー | シアネートエステル単量体またはオリゴマーおよびポリオールを含むエネルギー重合性組成物 |
Family Cites Families (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3175971A (en) * | 1965-03-30 | Lubricating oils containing organo-mo- lybdenum tricarbonyl compounds | ||
DE1105087B (de) * | 1958-07-03 | 1961-04-20 | Basf Ag | Verfahren zur Raffination von technischen Kohlenwasserstoff-gemischen |
US3272606A (en) * | 1958-08-18 | 1966-09-13 | Ethyl Corp | Antiknock compositions |
US3109010A (en) * | 1960-02-02 | 1963-10-29 | Ethyl Corp | Organometallic compounds |
US3069445A (en) * | 1961-06-28 | 1962-12-18 | Ethyl Corp | Organo bimetallic compounds |
JPS62161992A (ja) * | 1986-01-11 | 1987-07-17 | Fujikura Ltd | 無機多孔質体の表面強化法 |
US4966719A (en) * | 1990-03-12 | 1990-10-30 | Exxon Research & Engineering Company | Multifunctional molybdenum and sulfur containing lube additives |
US5126465A (en) * | 1991-04-22 | 1992-06-30 | Exxon Research And Engineering Company | Method for making Mo4 S4 L6 |
RU2009176C1 (ru) * | 1992-09-18 | 1994-03-15 | Акционерное общество "Сигма-Гикон" | Многофункциональная добавка к жидким топливам |
JP3520198B2 (ja) * | 1998-05-08 | 2004-04-19 | 東燃ゼネラル石油株式会社 | 潤滑油組成物 |
US6074993A (en) * | 1999-10-25 | 2000-06-13 | Infineuma Usa L.P. | Lubricating oil composition containing two molybdenum additives |
AU2003241381B2 (en) * | 2002-05-09 | 2009-11-19 | The Lubrizol Corporation | Continuously variable transmission fluids comprising a combination of calcium-and magnesium-overbased detergents |
-
2007
- 2007-02-01 JP JP2007023499A patent/JP5108319B2/ja not_active Expired - Fee Related
-
2008
- 2008-02-01 EP EP08708568A patent/EP2114959B1/en not_active Not-in-force
- 2008-02-01 WO PCT/EP2008/051260 patent/WO2008092947A1/en active Application Filing
- 2008-02-01 AT AT08708568T patent/ATE482220T1/de not_active IP Right Cessation
- 2008-02-01 CN CN2008800037297A patent/CN101605799B/zh not_active Expired - Fee Related
- 2008-02-01 BR BRPI0807053A patent/BRPI0807053B1/pt not_active IP Right Cessation
- 2008-02-01 US US12/525,352 patent/US20100173815A1/en not_active Abandoned
- 2008-02-01 DE DE602008002712T patent/DE602008002712D1/de active Active
- 2008-02-01 RU RU2009132484/04A patent/RU2458064C2/ru not_active IP Right Cessation
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS54100365A (en) * | 1978-01-03 | 1979-08-08 | Standard Oil Co | Manufacture of furan compound |
JPS62169805A (ja) * | 1985-11-13 | 1987-07-27 | イー・アイ・デュポン・ドゥ・ヌムール・アンド・カンパニー | 2金属系触媒的連鎖移動剤 |
JPH11501077A (ja) * | 1995-03-03 | 1999-01-26 | ミネソタ マイニング アンド マニュファクチャリング カンパニー | シアネートエステル単量体またはオリゴマーおよびポリオールを含むエネルギー重合性組成物 |
Non-Patent Citations (2)
Title |
---|
JPN6012033175; Journal of the American Chemical Society 117(4), 1995, p.1324-1335 * |
JPN6012033178; Journal of the American Chemical Society 115(17), 1993, p.7706-7715 * |
Also Published As
Publication number | Publication date |
---|---|
RU2458064C2 (ru) | 2012-08-10 |
ATE482220T1 (de) | 2010-10-15 |
BRPI0807053B1 (pt) | 2016-12-20 |
JP5108319B2 (ja) | 2012-12-26 |
BRPI0807053A2 (pt) | 2014-04-15 |
CN101605799A (zh) | 2009-12-16 |
CN101605799B (zh) | 2012-09-05 |
DE602008002712D1 (de) | 2010-11-04 |
WO2008092947A1 (en) | 2008-08-07 |
EP2114959A1 (en) | 2009-11-11 |
EP2114959B1 (en) | 2010-09-22 |
RU2009132484A (ru) | 2011-03-10 |
US20100173815A1 (en) | 2010-07-08 |
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