JP6042909B2 - シール膨潤添加剤 - Google Patents
シール膨潤添加剤 Download PDFInfo
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- JP6042909B2 JP6042909B2 JP2014552388A JP2014552388A JP6042909B2 JP 6042909 B2 JP6042909 B2 JP 6042909B2 JP 2014552388 A JP2014552388 A JP 2014552388A JP 2014552388 A JP2014552388 A JP 2014552388A JP 6042909 B2 JP6042909 B2 JP 6042909B2
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- swelling agent
- carboxylic acid
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- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- DNYWZCXLKNTFFI-UHFFFAOYSA-N uranium Chemical compound [U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U] DNYWZCXLKNTFFI-UHFFFAOYSA-N 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 239000010698 whale oil Substances 0.000 description 1
- DYWSVUBJGFTOQC-UHFFFAOYSA-N xi-2-Ethylheptanoic acid Chemical compound CCCCCC(CC)C(O)=O DYWSVUBJGFTOQC-UHFFFAOYSA-N 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
- 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
- C10M129/74—Esters of polyhydroxy compounds
-
- 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
- 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
-
- 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
-
- 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
- C10M2207/287—Partial esters
- C10M2207/289—Partial esters containing free hydroxy groups
-
- 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
- C10N2030/02—Pour-point; Viscosity index
-
- 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
- C10N2030/36—Seal compatibility, e.g. with rubber
-
- 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
-
- 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
- C10N2040/042—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for automatic transmissions
-
- 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
-
- 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
- C10N2040/08—Hydraulic fluids, e.g. brake-fluids
-
- 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
- C10N2040/25—Internal-combustion engines
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
- Sealing Material Composition (AREA)
Description
好ましくは、ソルビトール又はその誘導体は、ソルビトールの誘導体を含む。好ましくはソルビトールの誘導体は、ソルビトールの脱水誘導体である。好ましくはソルビトールの誘導体は、環状化合物を含む。好ましくはソルビトールの誘導体は、多環式化合物、より好ましくは2環式化合物を含む。
好ましくは、ジエステルはイソソルビドジエステルである。
カルボン酸が直鎖状の酸を含む時、直鎖状の酸は好ましくは、分岐した酸、例えば直鎖状の酸の分岐した異性体を含まない。好ましくはカルボン酸が直鎖状の酸を含む時、直鎖中の炭素原子の数は、カルボン酸中の炭素原子の数に等しい。
混合物として存在する時、カルボン酸は直鎖状の酸、分枝酸、又は直鎖及び分枝酸の混合物を含んでもよい。好ましくは、酸の混合物が存在する場合、混合物は、C4〜C22カルボン酸、好ましくはC4〜C18カルボン酸、さらに好ましくはC6〜C14カルボン酸、特にC8〜C12カルボン酸を含む。
基礎流体は、異なる潤滑流体に応じて適宜選択することができる。
以下の表1に示されるように、機械的撹拌機、不活性ガススパージャー、蒸気塔、凝縮器、及び蒸留物レシーバーを備えたバッチ式反応器内で、イソソルビドとカルボン酸とを混合することにより、イソソルビドの種々のジエステルが調製された。酸は、5〜15モル%のわずかに過剰に存在していた − 酸が多量に過剰なほど、反応はより速く完了に達する。バッチ反応器内の圧力は、反応器に取り付けた真空ポンプによって制御された。
シール膨潤剤としての種々の材料の効率を評価するために、ASTM D7216−05(典型的なシールエラストマーとの自動車用エンジンオイルの互換性を測定するための標準試験方法)の条件を使用し追跡した。材料は、いくつかの処理率又は濃度で、PAO4(世界的なメーカーの標準グレード)に混合した。水素化ニトリルブタジエンゴム(HNBR)、ポリアクリレート又はアクリルゴム(ACM)、フルオロポリマーエラストマー(Viton)(FKM)、シリコーンゴム(VMQ)のエラストマー試料は、GF−5試験のためのASTM認可供給業者から入手した。
エラストマー試料を切断し、ASTM D7216−05方法の説明に従って試験する前及び後に、重量と容量値を測定した。
本発明は、次の態様を含むことができる。
[1]ソルビトール又はその誘導体と少なくとも1つのカルボン酸とのジエステルを含む、潤滑流体用のシール膨潤剤。
[2]潤滑流体中のシール膨潤剤としての、ソルビトール又はその誘導体と少なくとも1つのカルボン酸とのジエステルの使用。
[3]ソルビトール又はその誘導体がソルビトールの誘導体を含む、[1]又は[2]に記載のシール膨潤剤。
[4]ソルビトールの誘導体が環状化合物を含む、[1]〜[3]のいずれかに記載のシール膨潤剤。
[5]ソルビトール又はその誘導体がイソソルビドである、[1]〜[4]のいずれかに記載のシール膨潤剤。
[6]カルボン酸がモノカルボン酸である、[1]〜[5]のいずれかに記載のシール膨潤剤。
[7]カルボン酸がC 4 〜C 22 カルボン酸である、[1]〜[6]のいずれかに記載のシール膨潤剤。
[8]シール膨潤剤が、低温と高温の両方で良好な安定性を示す、[1]〜[7]のいずれかに記載のシール膨潤剤。
[9]シール膨潤剤が、0.1cSt以上100cSt以下の動粘度を有する、[1]〜[8]のいずれかに記載のシール膨潤剤。
[10]シール膨潤剤が無水である、[1]〜[9]のいずれかに記載のシール膨潤剤。
[11]シール膨潤剤が脂溶性である、[1]〜[10]のいずれかに記載のシール膨潤剤。
[12]基礎流体とシール膨潤添加剤とを含む潤滑流体であって、シール膨潤添加剤が、ソルビトール又はその誘導体と少なくとも1つのカルボン酸とのジエステルを含む、潤滑流体。
[13]潤滑システム中に存在する潤滑流体にシール膨潤剤を加えることを含む、潤滑システム内の天然及び/又は合成ゴムシールのシール完全性を維持する方法であって、該シール膨潤剤が、ソルビトール又はその誘導体と少なくとも1つのカルボン酸とのジエステルを含む、方法。
Claims (10)
- イソソルビドと少なくとも1つのカルボン酸とのジエステルを含む、潤滑流体用のシール膨潤剤。
- 潤滑流体中のシール膨潤剤としての、イソソルビドと少なくとも1つのカルボン酸とのジエステルの使用。
- カルボン酸がモノカルボン酸である、請求項1または2に記載のシール膨潤剤。
- カルボン酸がC4〜C22カルボン酸である、請求項1〜3のいずれか1項に記載のシール膨潤剤。
- シール膨潤剤が、低温と高温の両方で良好な安定性を示す、請求項1〜4のいずれか1項に記載のシール膨潤剤。
- シール膨潤剤が、0.1cSt以上100cSt以下の動粘度を有する、請求項1〜5のいずれか1項に記載のシール膨潤剤。
- シール膨潤剤が無水である、請求項1〜6のいずれか1項に記載のシール膨潤剤。
- シール膨潤剤が脂溶性である、請求項1〜7のいずれか1項に記載のシール膨潤剤。
- 基礎流体とシール膨潤添加剤とを含む潤滑流体であって、シール膨潤添加剤が、イソソルビドと少なくとも1つのカルボン酸とのジエステルを含む、潤滑流体。
- 潤滑システム中に存在する潤滑流体にシール膨潤剤を加えることを含む、潤滑システム内の天然及び/又は合成ゴムシールのシール完全性を維持する方法であって、該シール膨潤剤が、イソソルビドと少なくとも1つのカルボン酸とのジエステルを含む、方法。
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US201261587405P | 2012-01-17 | 2012-01-17 | |
US61/587,405 | 2012-01-17 | ||
PCT/US2013/021637 WO2013109568A1 (en) | 2012-01-17 | 2013-01-16 | Seal swell additive |
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JP2015503673A JP2015503673A (ja) | 2015-02-02 |
JP6042909B2 true JP6042909B2 (ja) | 2016-12-14 |
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US (1) | US9862908B2 (ja) |
EP (1) | EP2804933B1 (ja) |
JP (1) | JP6042909B2 (ja) |
KR (1) | KR101981360B1 (ja) |
CN (1) | CN104066825B (ja) |
BR (1) | BR112014017429B1 (ja) |
CA (1) | CA2859241C (ja) |
ES (1) | ES2680549T3 (ja) |
MX (1) | MX358059B (ja) |
WO (1) | WO2013109568A1 (ja) |
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FR2998569B1 (fr) * | 2012-11-26 | 2015-01-09 | Roquette Freres | Procede de fabrication de compositions de diesters de 1,4 : 3,6-dianhydrohexitol |
JP6322067B2 (ja) * | 2014-07-01 | 2018-05-09 | 日本サン石油株式会社 | 油圧作動油組成物 |
WO2017205271A1 (en) * | 2016-05-24 | 2017-11-30 | The Lubrizol Corporation | Seal swell agents for lubricating compositions |
US10294454B2 (en) | 2016-08-24 | 2019-05-21 | General Electric Company | Methods and kits for cell activation |
WO2019012560A1 (en) * | 2017-07-12 | 2019-01-17 | Council Of Scientific & Industrial Research | COMPOUND OF ISOHEXIDE-DIOXALATE, POLYMERS THEREOF AND CORRESPONDING APPLICATION |
CN114561239B (zh) * | 2022-01-11 | 2022-12-16 | 江苏中晟高科环境股份有限公司 | 一种防滴漏液力传动油 |
Family Cites Families (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3468701A (en) * | 1966-02-09 | 1969-09-23 | Atlas Chem Ind | Method of preventing blocking of aluminum sheet material |
US4116877A (en) | 1977-07-08 | 1978-09-26 | Exxon Research & Engineering Co. | Elastomer compatible seal swell additive for automatic transmission fluids, power transmission fluids and hydraulic steering applications |
US4234497A (en) * | 1979-04-30 | 1980-11-18 | Standard Lubricants, Inc. | Iso-palmitate polyol ester lubricants |
US5156850A (en) * | 1990-08-31 | 1992-10-20 | Alza Corporation | Dosage form for time-varying patterns of drug delivery |
US5942475A (en) * | 1996-09-06 | 1999-08-24 | Exxon Chemical Patents Inc. | Engine oil lubricants formed from complex alcohol esters |
JP4364953B2 (ja) * | 1998-05-08 | 2009-11-18 | 新日本石油株式会社 | タービン油組成物 |
ES2194446T3 (es) * | 1998-03-04 | 2003-11-16 | Ato Bv | Derivados de bibiclooctano utilizados como plastificantes. |
JP2000026879A (ja) | 1998-07-14 | 2000-01-25 | Tonen Corp | 内燃機関用潤滑油組成物 |
GB2346892B (en) * | 1999-02-16 | 2002-10-09 | Gkn Technology Ltd | Grease for constant velocity joints |
JP3515719B2 (ja) | 1999-11-12 | 2004-04-05 | 機動建設工業株式会社 | 滑材供給方法 |
NL1015119C2 (nl) * | 2000-05-04 | 2001-11-06 | Inst Agrotechnologisch Onderzoek Ato Dlo | Verbeterde synthese van anhydroglycitol-esters met verbeterde kleur. |
US20030203070A1 (en) * | 2000-09-26 | 2003-10-30 | The Procter & Gamble Company | Compositions containing sorbitan monoesters |
US7485734B2 (en) * | 2005-01-28 | 2009-02-03 | Afton Chemical Corporation | Seal swell agent and process therefor |
CA2622861C (en) | 2005-08-04 | 2013-04-02 | Ashland Licensing And Intellectual Property Llc | Traction fluid containing cycloaliphatic hydrocarbon and dimethylsilicone fluid |
DE102007006442A1 (de) * | 2007-02-05 | 2008-08-07 | Evonik Oxeno Gmbh | Gemisch von Diestern von Dianhydrohexitolderivaten mit Carbonsäuren der Summenformel C8H17COOH, Verfahren zur Herstellung dieser Diester und Verwendung dieser Gemische |
EP2181183A1 (en) * | 2007-08-24 | 2010-05-05 | E. I. du Pont de Nemours and Company | Lubrication oil compositions |
WO2009029474A1 (en) * | 2007-08-24 | 2009-03-05 | E.I. Du Pont De Nemours And Company | Lubrication oil compositions |
US20100210487A1 (en) * | 2009-02-16 | 2010-08-19 | Chemtura Coproration | Fatty sorbitan ester based friction modifiers |
WO2011097443A1 (en) * | 2010-02-04 | 2011-08-11 | Elementis Specialties,Inc | Dianhydrohexitol diester coalescing agent |
ES2562854T3 (es) * | 2011-08-04 | 2016-03-08 | Clariant International Ltd | Empleo de monoésteres de isosorbida como productos activos fungicidas |
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JP2015503673A (ja) | 2015-02-02 |
MX358059B (es) | 2018-08-03 |
KR20140111345A (ko) | 2014-09-18 |
EP2804933A4 (en) | 2015-08-19 |
MX2014008367A (es) | 2014-10-14 |
EP2804933A1 (en) | 2014-11-26 |
CA2859241C (en) | 2019-01-29 |
CN104066825B (zh) | 2017-03-22 |
KR101981360B1 (ko) | 2019-05-22 |
US20140336092A1 (en) | 2014-11-13 |
BR112014017429A8 (pt) | 2017-07-04 |
WO2013109568A1 (en) | 2013-07-25 |
BR112014017429A2 (pt) | 2017-06-13 |
US9862908B2 (en) | 2018-01-09 |
EP2804933B1 (en) | 2018-04-25 |
CN104066825A (zh) | 2014-09-24 |
CA2859241A1 (en) | 2013-07-25 |
ES2680549T3 (es) | 2018-09-10 |
BR112014017429B1 (pt) | 2019-12-31 |
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