JPH09511265A - 高分子酸化防止剤を含有する潤滑剤組成物 - Google Patents
高分子酸化防止剤を含有する潤滑剤組成物Info
- Publication number
- JPH09511265A JPH09511265A JP7517513A JP51751395A JPH09511265A JP H09511265 A JPH09511265 A JP H09511265A JP 7517513 A JP7517513 A JP 7517513A JP 51751395 A JP51751395 A JP 51751395A JP H09511265 A JPH09511265 A JP H09511265A
- Authority
- JP
- Japan
- Prior art keywords
- lubricant composition
- dpa
- pna
- styryl
- diphenylamine
- 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.)
- Granted
Links
Classifications
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- 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
- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- C10M169/04—Mixtures of base-materials and additives
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/43—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
- C07C211/57—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings being part of condensed ring systems of the carbon skeleton
- C07C211/58—Naphthylamines; N-substituted derivatives thereof
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- 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
- C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
- C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
- C10M105/32—Esters
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- 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
- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
- C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
- C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M133/12—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to a carbon atom of a six-membered aromatic ring
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- 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/2805—Esters used as base material
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- 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/281—Esters of (cyclo)aliphatic monocarboxylic acids
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- 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
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- 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/283—Esters of polyhydroxy compounds
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- 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/286—Esters of polymerised unsaturated acids
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- 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/34—Esters having a hydrocarbon substituent of thirty or more carbon atoms, e.g. substituted succinic acid derivatives
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- 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/34—Esters having a hydrocarbon substituent of thirty or more carbon atoms, e.g. substituted succinic acid derivatives
- C10M2207/345—Esters having a hydrocarbon substituent of thirty or more carbon atoms, e.g. substituted succinic acid derivatives used as base material
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- 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
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
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- 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
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
- C10M2215/064—Di- and triaryl amines
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- 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
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
- C10M2215/064—Di- and triaryl amines
- C10M2215/065—Phenyl-Naphthyl amines
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- 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
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
- C10M2215/066—Arylene diamines
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- 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
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
- C10M2215/067—Polyaryl amine alkanes
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- 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
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
- C10M2215/068—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings having amino groups bound to polycyclic aromatic ring systems, i.e. systems with three or more condensed rings
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- 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
- C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
-
- 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
- C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2217/02—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds
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- 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
- C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2217/04—Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
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- 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
- C10N2040/135—Steam engines or turbines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Lubricants (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
Claims (1)
- 【特許請求の範囲】 1.合成エステル航空機用ターボオイルを主成分とし、 (a)少なくとも、1つのN−アリールナフチルアミンであって、該N−アリ ールナフチルアミンは、各アリール環上に最高3つの互いに独立したアルキルお よび/またはスチリル置換した基を有し、前記アルキルが1〜20個の炭素原子 を有するとともに、前記スチリルがスチリルもしくはメチル置換スチリルである 前記N−アリールナフチルアミンと、 (b)少なくとも、1つのジフェニルアミンであって、該フェニル基は、互い に独立したフェニル、または最高3つのアルキルもしくはスチリル置換基を各ア リール環上に有するフェニルであり、前記アルキルが1〜20個の炭素原子を有 するとともに、前記スチリルがスチリルもしくはメチル置換スチリルである前記 ジフェニルアミンと、 (c)有機過酸化物フリーラジカル源と、 の反応生成物を有する酸化防止剤組成物を、潤滑剤組成物の全重量を基準にして 、0.1〜10.0重量%含有する潤滑剤組成物であって、 前記ジフェニルアミンの前記N−アリールナフチルアミンに対するモル比が約 1:1以上であり、前記反応を、約70℃〜200℃で行うとともに、該反応生 成物が、主に、前記ジフェニルアミンのホモオリゴマーと、前記N−アリールナ フチルアミンおよび前記ジフェニルアミンのオリゴマーと、の混合物であること を特徴とする潤滑剤組成物。 2.(i)前記ジフェニルアミン(DPA)は、以下の一般式で表され、 式中、R1およびR2はそれぞれ独立にH、または分岐もしくは直鎖のC1〜C20 のアルキル基であり、mおよびnは1、2もしくは3を表し、 (ii)前記N−アリールナフチルアミンは、以下の一般式で表されるN−フェニ ルナフチルアミン(PNA)であり、 式中、R3およびR4は、それぞれ独立にC1〜C20の分岐もしくは直鎖のアルキ ル基であり、yおよびzは0、1、2もしくは3であり、DPAのPNAに対す るモル比が1.1:1〜10:1である請求の範囲第1項の潤滑剤組成物。 3.前記過酸物フリーラジカル源の使用量はDPAとPNAの合計1モル当り 約0.5から約3.0モルであり、DPAのPNAに対するモル比は1.2:1 から5:1である請求の範囲第2項の潤滑剤組成物。 4.R1、R2、R3及びR4は独立してC4〜C8のアルキル基であり、m、n、 y及びzは1である請求の範囲第3項の潤滑剤組成物。 5.R1、R2、R3及びR4はt−オクチル基である請求の範囲第4項の潤滑剤 組成物。 6.前記有機過酸化物のDPAとPNAの合計に対するモル比は約1:1から 1:5であり、前記反応は実質的に過マンガン酸塩の非存在下で行う請求の範囲 第5項の潤滑剤組成物。 7.DPAとPNAに対するモル比は1.75:1から3:1である請求の範 囲第4項の潤滑剤組成物。 8.R1、R2、R3及びR4は独立してt−ブチル基又はt−オクチル基である 請求の範囲第7項の潤滑剤組成物。 9.前記反応生成物は少なくとも1つのDPA単位と少なくとも1つのPNA 単位とを含む少なくとも30重量%のオリゴマーである請求の範囲第8項の潤滑 剤組成物。 10.前記酸化防止剤組成物の量は前記潤滑剤組成物の全重量を基準にして0. 5〜5.0重量%であり、前記酸化防止剤組成物はP,P’−ジ−t−オクチル ジフェニルアミン(DODPA)をN−(p−オクチルフェニル)−1−ナフチ ルアミン(OPANA)とDODPA:OPANAモル比が約1.75:1から 約3:1の範囲で反応させて得られる生成物を包含する請求の範囲第1項の潤滑 剤組成物。
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US16684693A | 1993-12-15 | 1993-12-15 | |
US08/166,846 | 1993-12-15 | ||
US35341694A | 1994-12-09 | 1994-12-09 | |
US08/353,416 | 1994-12-09 | ||
PCT/US1994/014496 WO1995017488A2 (en) | 1993-12-15 | 1994-12-13 | Lubricant composition containing a polymeric antioxidant |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH09511265A true JPH09511265A (ja) | 1997-11-11 |
JP3567279B2 JP3567279B2 (ja) | 2004-09-22 |
Family
ID=26862623
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP51751395A Expired - Lifetime JP3567279B2 (ja) | 1993-12-15 | 1994-12-13 | 高分子酸化防止剤を含有する潤滑剤組成物 |
Country Status (5)
Country | Link |
---|---|
EP (1) | EP0734431B1 (ja) |
JP (1) | JP3567279B2 (ja) |
CA (1) | CA2175569C (ja) |
DE (1) | DE69408694T2 (ja) |
WO (1) | WO1995017488A2 (ja) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2010501038A (ja) * | 2006-08-15 | 2010-01-14 | ケムチュア コーポレイション | 酸化防止剤及び酸化防止剤の作成方法 |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA2403540A1 (en) * | 2001-11-20 | 2003-05-20 | Bp Corporation North America Inc. | Synergystic combination of aryl amine antioxidants in aviation turbine oils |
FR2924122B1 (fr) * | 2007-11-28 | 2009-12-25 | Nyco Sa | Agent anti-oxydant et/ou anti-corrosion, composition lubrifiante contenant ledit agent et procede pour preparer celui-ci |
CN102286305B (zh) * | 2010-06-21 | 2014-09-24 | 赵淑玲 | 高效节能型汽轮机油及其制备方法 |
JP5872789B2 (ja) * | 2011-04-28 | 2016-03-01 | ミネベア株式会社 | 転がり軸受 |
CN103113965B (zh) * | 2013-03-04 | 2014-05-14 | 苏州惠丰润滑油有限公司 | 极压汽轮机油 |
CN103113966B (zh) * | 2013-03-06 | 2014-05-14 | 广西大学 | 船舶燃气轮机润滑油 |
FR3114816B1 (fr) | 2020-10-06 | 2022-10-21 | Nyco | Procédé continu de polymérisation ou d’oligomérisation de diphénylamines |
CN114479987A (zh) * | 2020-10-26 | 2022-05-13 | 中国石油化工股份有限公司 | 胺类化合物及其制备方法、用途 |
CN114479986B (zh) * | 2020-10-27 | 2023-10-10 | 中国石油化工股份有限公司 | 抗氧剂组合物及其制备方法 |
CN114426901A (zh) * | 2022-01-21 | 2022-05-03 | 中国石油化工股份有限公司 | 一种高温抗氧剂溶液及其制备方法 |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3573206A (en) * | 1966-03-28 | 1971-03-30 | Mobil Oil Corp | Lubricant compositions |
US3492233A (en) * | 1967-12-12 | 1970-01-27 | Mobil Oil Corp | Lubricant compositions containing dehydrocondensation products |
US3773665A (en) * | 1971-11-17 | 1973-11-20 | Mobil Oil Corp | Lubricants containing amine antioxidants |
-
1994
- 1994-12-13 JP JP51751395A patent/JP3567279B2/ja not_active Expired - Lifetime
- 1994-12-13 DE DE69408694T patent/DE69408694T2/de not_active Expired - Lifetime
- 1994-12-13 CA CA002175569A patent/CA2175569C/en not_active Expired - Lifetime
- 1994-12-13 WO PCT/US1994/014496 patent/WO1995017488A2/en active IP Right Grant
- 1994-12-13 EP EP95911553A patent/EP0734431B1/en not_active Expired - Lifetime
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2010501038A (ja) * | 2006-08-15 | 2010-01-14 | ケムチュア コーポレイション | 酸化防止剤及び酸化防止剤の作成方法 |
Also Published As
Publication number | Publication date |
---|---|
CA2175569C (en) | 2004-02-17 |
JP3567279B2 (ja) | 2004-09-22 |
CA2175569A1 (en) | 1995-05-29 |
WO1995017488A3 (en) | 1995-07-20 |
DE69408694D1 (de) | 1998-04-02 |
DE69408694T2 (de) | 1998-10-15 |
EP0734431B1 (en) | 1998-02-25 |
EP0734431A1 (en) | 1996-10-02 |
WO1995017488A2 (en) | 1995-06-29 |
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