TWI236499B - Lubricating oils - Google Patents

Lubricating oils Download PDF

Info

Publication number
TWI236499B
TWI236499B TW090105743A TW90105743A TWI236499B TW I236499 B TWI236499 B TW I236499B TW 090105743 A TW090105743 A TW 090105743A TW 90105743 A TW90105743 A TW 90105743A TW I236499 B TWI236499 B TW I236499B
Authority
TW
Taiwan
Prior art keywords
scope
patent application
composition
item
alkyl
Prior art date
Application number
TW090105743A
Other languages
English (en)
Inventor
Simon Lawford
John Robert Moxey
Andrew Small
Original Assignee
Cognis Performance Chemicals U
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.)
Filing date
Publication date
Application filed by Cognis Performance Chemicals U filed Critical Cognis Performance Chemicals U
Application granted granted Critical
Publication of TWI236499B publication Critical patent/TWI236499B/zh

Links

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
    • C10M171/00—Lubricating compositions characterised by purely physical criteria, e.g. containing as base-material, thickener or additive, ingredients which are characterised exclusively by their numerically specified physical properties, i.e. containing ingredients which are physically well-defined but for which the chemical nature is either unspecified or only very vaguely indicated
    • C10M171/008—Lubricant compositions compatible with refrigerants
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
    • C08G65/2603—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen
    • C08G65/2606—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen containing hydroxyl groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
    • C08G65/2636—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing sulfur
    • 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
    • C10M107/00—Lubricating compositions characterised by the base-material being a macromolecular compound
    • C10M107/20—Lubricating compositions characterised by the base-material being a macromolecular compound containing oxygen
    • C10M107/30—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M107/32—Condensation polymers of aldehydes or ketones; Polyesters; Polyethers
    • C10M107/34—Polyoxyalkylenes
    • 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
    • C10M107/00—Lubricating compositions characterised by the base-material being a macromolecular compound
    • C10M107/46—Lubricating compositions characterised by the base-material being a macromolecular compound containing sulfur
    • 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
    • C10M139/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing atoms of elements not provided for in groups C10M127/00 - C10M137/00
    • 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
    • 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
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/1033—Polyethers, i.e. containing di- or higher polyoxyalkylene groups used as base material
    • 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
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/104—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
    • C10M2209/1045—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only used as base material
    • 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
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/105—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing three carbon atoms only
    • C10M2209/1055—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing three carbon atoms only used as base material
    • 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
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/106—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing four carbon atoms only
    • C10M2209/1065—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing four carbon atoms only used as base material
    • 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
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/107—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of two or more specified different alkylene oxides covered by groups C10M2209/104 - C10M2209/106
    • C10M2209/1075—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of two or more specified different alkylene oxides covered by groups C10M2209/104 - C10M2209/106 used as base material
    • 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
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/108—Polyethers, i.e. containing di- or higher polyoxyalkylene groups etherified
    • C10M2209/1085—Polyethers, i.e. containing di- or higher polyoxyalkylene groups etherified used as base material
    • 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
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/109—Polyethers, i.e. containing di- or higher polyoxyalkylene groups esterified
    • C10M2209/1095—Polyethers, i.e. containing di- or higher polyoxyalkylene groups esterified used as base material
    • 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
    • C10M2221/00—Organic macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2221/003—Organic macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions used as base material
    • 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
    • C10M2221/00—Organic macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2221/02—Macromolecular compounds obtained by reactions of monomers involving only carbon-to-carbon unsaturated bonds
    • C10M2221/025—Macromolecular compounds obtained by reactions of monomers involving only carbon-to-carbon unsaturated bonds used as base material
    • 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
    • C10M2221/00—Organic macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2221/04—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2221/0405—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds used as base material
    • 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
    • C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 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
    • C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
    • C10M2227/06—Organic compounds derived from inorganic acids or metal 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
    • C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
    • C10M2227/06—Organic compounds derived from inorganic acids or metal salts
    • C10M2227/061—Esters derived from boron
    • 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
    • C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
    • C10M2227/06—Organic compounds derived from inorganic acids or metal salts
    • C10M2227/061—Esters derived from boron
    • C10M2227/062—Cyclic 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
    • C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
    • C10M2227/06—Organic compounds derived from inorganic acids or metal salts
    • C10M2227/063—Complexes of boron halides
    • 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
    • C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
    • C10M2227/06—Organic compounds derived from inorganic acids or metal salts
    • C10M2227/065—Organic compounds derived from inorganic acids or metal salts derived from Ti or Zr
    • 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
    • C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
    • C10M2227/06—Organic compounds derived from inorganic acids or metal salts
    • C10M2227/066—Organic compounds derived from inorganic acids or metal salts derived from Mo or W

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Emergency Medicine (AREA)
  • Lubricants (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

1236499 A7 B7 經濟部智慧財產局員工消費合作社印製 五、發明說明（1 ) 本發明係有關一種作為潤滑油之聚伸烷基二醇衍生 物，且更特別地，係作為壓縮型冷凍劑之潤滑油。 於傳統之壓縮型冷凍劑中，冷凍劑及潤滑油之混合物 係經包含壓縮機之數個單元循環，其係對氣態冷凍劑產生 壓力以將其轉化成液體。此等單元包含移動零件，且潤滑 油係降低此等零件間之磨擦力所必需者。除此等潤滑性質 外，期望潤滑劑能與冷凍劑相容。此係因冷凍劑/潤滑油之 混合物所遭受之溫度範圍可為從壓縮機内之65充至冷卻器 内之-40°C。若潤滑油於此溫度範圍内之任一點不能與冷束 劑相容，可能發生相分離，而降低潤滑及冷凍處理之效率。 用於冷康劑之各種潤滑油係已知。例如，U s 4 7 5 5 3 16 號案係揭示含有一或多種聚醚多元醇之潤滑油組成物。此 等組成物係適於與壓縮冷凍劑（諸如，^^四氟乙烧 (R134a))使用。 US 4851144號案亦描述適用於諸wR134a之冷康劑之 潤滑油。US 4851144號案之潤滑油係以聚醚多元醇及酯之 混合物為主。 於EP 377122A及EP 634467A中，以聚氧伸烷基二醇之 衍生物為主之潤滑油被揭示。所揭示之潤滑油之一者係以 下述通式表示：
Rl[(OR2)mOR\ 其中R係具有1至1 〇個碳原子之垸基、具1至丨〇個碳原 子之酿基，或具2至6價數之脂族烴基； R2係具2至4個碳原子之伸烷基； 本紙張尺度適用中國國家標準（CNS)A4規格（210 X 297公釐） (請先閱讀背面之注意事項再填寫本頁)
ϋ I Βϋ ·ϋ n n I n an n n I eammm ϋ I 4 A7 1236499 B7__ 五、發明說明（2 ) R係具1至10個碳原子之烧基，或具1至1 〇個碳原子之 醯基； (請先閱讀背面之注意事項再填寫本頁) η係1至6之整數，且 m係1至80之整數。 £卩913456八係揭示用於相對應於上述通式（但其中111 係5-元環伸烷基碳酸酯（即，含-〇_(c=〇)-〇-基）之無鹵素之 冷凍劑之潤滑劑。其未有關於其具有適當可溶性而能使其 與鹵化冷凍劑使用之建議。 吾等現已發展出一種新穎之潤滑油，其係以具雜環取 代基之聚氧伸烷基二醇之衍生物為主。 依據本發明，其提供一種潤滑油，其係包含化學式⑴ 之聚伸烷基二醇衍生物： RX(RaO)x(Rb〇)y(RC〇)zRd ⑴ 其中： x=0或 S， R係包含雜環之C3至Ci5之取代基，其中該環内之雜原 子係氧及/或硫， 伸烷基， 經濟部智慧財產局員工消費合作社印製
Rb係C3伸烷基， …係匕伸烷基，
Rd係與R相同，或係H、之烷基或(^-(：2()之醯基， x，y及z之每一者係個別為〇或1〇〇或更少之整數，且 x+y+z=4至100 ° X較佳係氧。 本紙張尺度適用中國國家標準（CNS)A4規格（210 X 297公爱） 1236499 A7 B7 五、發明說明（4 ) 於1^之情況中，Re、Rf、Rg及Rh之一者係乙基，或Re、Rf、 (請先閱讀背面之注咅？事項再填寫本頁；>
Rg&Rh之二者係甲基，其餘者係氫。例如，Re可為伸丁基 或異伸丁基。 幸父佳地，僅Ra、Rb及Rc之一或二者係於化學式j中存 在。換言之，於本發明之較佳具體例中，心7及2之一或二 者係〇。例如，X可為〇，及/或z可為〇。
Rd可與R相同，或可為Η、CVC20之烷基或^·^之醯 基。若RS^Ci-C^o之烷基或^^⑼之醯基，其較佳係具有1 至15個碳原子，更佳係丨至⑺個碳原子，且最佳係1至6個碳 原子。右之烧基，烧基可為直鏈、分支鍵或環 狀之烧基。適當之烷基包含甲基、乙基、丙基、丁基、戊 基及己基。若Rd係C^C20之醯基，此醯基可為直鏈、分支 鏈或環狀。醯基可進一步具有取代基，例如，烧基取代基， 其可為直鏈、分支鏈或環狀之烷基取代基。此等烷基取代 基包含甲基、乙基、丙基、丁基、戊基及己基。 經濟部智慧財產局員工消費合作社印制衣 x+y+z=4至1〇〇(包含）。較佳地，總和係等於5至50間（包 含）（更佳係15與40間.，且最佳係15與25間）之數。於一具體 例中，x=0，z=0，且y=18。於另一具體例中，x=〇，y=17 且 z=l。 化學式（I)之聚伸烷基二醇衍生物可藉由任何業界已 知之適當方法製備。適當方法係描述於EP 0634467號案之 第7至8頁所述之方法a、B及c。但是，較佳方法係如下所 述。 化學式RXH(R及X係如上所定義）之化合物被作為起 本紙張尺度適用中國國家標準（CNS)A4規格（210 X 297公釐） 1236499 ^___—__ 經濟部智慧財產局員工消費合作社印制衣 A7 B7 發明說明（5 ) 始劑，且與環氧乙烷、環氧丙烷及/或環氧丁烷反應。環氧 乙烷、環氧丙烷或環氧丁烷每一者可以其本身被使用，或 此等伸烷基氧化物之二或更多者之混合物被使用。若二或 多種伸烷基氧化物被使用，此等伸烷基氧化物可以任意順 序依序被反應。因此，RXH可與環氧乙烷、環氧丙烷或環 氧丁统之一者反應，且形成之產物與不同之選自所列示者 之伸烷基氧化物反應，或以相反順序為之。選擇性地，形 成之產物可進一步與，例如，不同之伸烷基氧化物一起反 應，或另外地，與用於第一添加步驟中之相同伸烷基氧化 物反應。於一具體例中，RXH係先與環氧丙烷進行聚合反 應，且形成之產物係與伸異丁基氧化物反應。 起始劑可以RXH或其鹼金屬鹽而被使用之。適當起始 劑之例子包含2-羥基四氫呋喃、2-羥基甲基四氫呋喊、2-羥基甲基四氫噻吩、糠基醇、2-羥基甲基四氫派喃及％經 基咬喃。 此反應較佳係藉由驗、路易士酸或雙金屬氰化物催 化。適Μ之s欠係二氣化侧。適當之驗包含氣氧化鉀。形成 之產物可包含化學式（I)之聚伸烷基二醇衍生物，其中Rd係 Η。 此一產物可使用業界已知之反應進一步反應，如此， Rd被轉化成烷基、醯基或相同於R之基。例如，產物可與 烧基SL化物或二烧基硫酸鹽反應而產生化學式⑴之聚伸 烧基一醇衍生物’其中Rd係烧基。另外，產物可直接或間 接被酯化，以產生化學式（I)之聚伸烷基二醇衍生物，其中 本紙張尺度適用中國國家標準（CNS)A4規格（210 X 297公釐） (請先閱讀背面之注意事項再填寫本頁) f 1236499 A7 B7 五、發明說明（9 ) 二氟乙烧（R134a)及其摻合物）。因此，本發明另一方面係 使用上述之化學式III之删酸醋作為用於此等冷束劑之潤 滑油。 本發明之此等及其它方面將藉由參考下述範例之例示 次•明而描述： 範例1 2-經基甲基四氫呋喃被作為起始劑（RXH)。此化合物 係於下述反應條件下與環氧丙烷反應。此範例中發現之中 間產物及最後產物係落於上述化學式丨之定義中。但是，雖 然中間產物具有約9之y值，最終產物之y值係約18。中間產 物及最終產物之\及z值係個別為〇。 2-羥基甲基四氫呋喃（1〇62克）被注入1〇公升之加壓反 應器内。24.3克之曱氧化鉀被添加，此含量係於最終產物 中產生0.20%之濃度所必需者。 然後’環氧丙烷（5000克）係於自動需求系統中之120°C 反應溫度添加至反應器。反應至定壓時，中間產物（3丨52 克）被移除。此中間專物具有99.1亳克KOH/克之羥基數。 於反應器之剩餘之2934克，進一步添加（亦於120°C 時）2885克之環氧丙烷，以產生最終產物，其於以矽酸鎂處 理以移除催化劑後，具有52.3之羥基數。此羥基數指示18 之y值。此產物具有58.4 cSt之黏度（40。〇，且pH值係6.6， 水含量係0.03%，顏色係30哈森(Hazen)。黏度（100°C時）係 10.7 cSt。 本紙張尺度適用中國國家標準（CNS)A4規格（210 X 297公釐） (請先閱讀背面之注意事項再填寫本頁) --------tT--------- 經濟部智慧財產局員工消費合作社印製 12 1236499 經濟部智慧財產局員工消費合作社印製 A7 _______ _B7_____ 五、發明說明（10 ) 範例2 於此範例中，範例1之最終產物與伸異丁基氧化物反 應。形成之產物被發現具有17之7值及1之2值。 範例1製得之第二樣品產物（4·7公斤，55.8之羥基數） 於12〇t時與伸異丁基氧化物（400克，1莫耳）反應。移除催 化劑後，產物（5.1公斤）具有下述性質。 羥基數（亳克KOH/克） 12.8 40°C時之黏度（cSt) 57.6 水(％) 0.02 PH(IPS/水） 6.9 顏色（Pt/Co) 50 外觀 清淅 範例3 於此範例中，範例1之最終產物以甲基封端，如此Rd 為曱基。 3000克之範例1‘之最終產物於9(rc之真空中與756克 (1.25當量）之甲氧化鈉反應4小時。然後力於9〇。。時使Μ) 克（2當量）之氣化甲烧添加至混合物，持續4小時。然後， 產物以水性氫氣酸酸化至PH5，且以水清洗以移除鹽。產 物被分離且以矽酸鎂處理，過濾及乾燥。形成之封端物料 具有5.3之殘餘羥基（90%被封端），40°C時之黏度係42 9， 100°C時之黏度係9.2，產生204之黏度指數。 本紙張尺度適用中國國家標準（CNS)A4規格（210 X 297公釐） -------------------訂--------- (請先閱讀背面之注意事項再填寫本頁) 1236499 經濟部智慧財產局員工消費合作社印製 Α7 Β7 五、發明說明（11 ) 範例4 於此範例中’落於上述化學式III之定義内之硼酸酯被 合成。 具有50羥基數（Mw 1122)、4(rc時之黏度為55cSt之甲 醇之丙氧化物（3〇〇克）與鄰硼酸（1^〜62)(5.5克）一起混合。反 應物與1〇〇耄升之甲苯混合，且混合物於使用迪恩史塔克 (Dean Stark)裝置之迴流時加熱，至反應之水及試劑之水已 被移除（1.6克及2.4克）且無進一步之水被移除為止。然後， 溶劑於真空中移除，以留下約3〇〇克之硼酸酯。 範例5 於此範例中，範例3中生產之潤滑油與範例4之硼酸酯 摻合，以產生依據本發明之具體例之組成物。 1〇克之範例4產物與1〇〇克之範例3產物混合。形成之混 合物被分析且發現具有〇·〇重量％之水含量。未摻合之潤滑 油（範例3)之水含量被測得係〇·丨重量0/〇。 範例6-14 使用不同雜環起始劑之不同分子量之其它聚伸烷基二 醇係依據範例1之方法製備。 於PAG添加25%之甲氧化鈉（丨丨莫耳當量）。然後，甲 醇藉由蒸餾而移除；溫度被緩慢增加至1〇(rc，其後真空被 增加至10毫巴。於此等條件下汽提4小時後，使用氮氣使混 合物回復至大氣壓力。氣化甲烷（1·2莫耳當量）於85_9〇艽時 被溫和地於混合物内起泡3小時。然後，反應混合物被倒入 分離漏斗内，且以0.2體積之飽和鹽水清洗4次。最後，產 -------------------訂-丨-------- (請先閱讀背面之注急事項再填寫本頁)
1236499 A7-------- 五、發明說明（I2 ) 勿；^乾燥2小時’且被過濾以獲得所欲之封端PAG。產 生之聚伸院基二醇之综述係如下述第1表所示者。 範例 編5虎 起始_丨 封端(Rd) ^ 起始之ΟΗ數 結束之ΟΗ數 封端率 封端後之 6 糠基醇 曱基 ---—_ (%) 黏度，cSt 64.7 3.8 94.1 50.4(40°〇 ΤΗΡΜ 9.1(100〇 7 曱基 64.5 4.7 92.7 8 THFA 乙基 52.3 6.8 87.0 9 THFA 曱基 27.0 2.0 92.6 159.0(40°〇 10 THFA 曱基 32.1 1.5 95.3 100.7(40°〇 11 THFA 曱基 66.5 1.0 98.5 28.6(40°〇 12 THFA 曱基 82.5 5.2 93.7 20.4(40°〇 13 THFA 曱基 105 4.6 95.6 13.5(40°〇 14# 丙二醇 甲基 - - - 46 Kosan公司之可購得產物-具封端之羥基甲基之聚丙二醇。 THFA=2-羥基甲基四氫呋喃，^咖=2•麵其甲疾四翁旅喃〇 低溫分離測試 如前所述，良好之低溫分離性質係用於現代壓縮機之 ---------------------------- (請先閱讀背面之注意事項再填寫本頁) 經濟部智慧財產局員工消費合作社印制衣 潤滑劑之重要要件。範例3之產物與比較例14比較。比較例 14係Idemitsu Kosan公司之產物，且係具有相同或非常相似 於EP 3 77122 A之範例8者之化學性質。其以黏度、上濁化 溫度，及鏈結構之線性而言係最相似於範例3。於此測試 中，调滑劑及氟碳化物冷;東劑被密封於管内且被冷卻。任 何分離之溫度被觀察。高溫分離亦可藉由使管件加熱及觀 本紙張尺度適用中國國家標準（CNS)A4規格（210 X 297公釐） 15 1236499 A7 B7 五、發明說明（13 ) 察而評估。低溫分離之結果係如下述第2表所示者。其顯示 範例3之產物即使於-60°C之最低測試溫度時亦不會分離。 但是，比較例14於更高溫度時即分離。 第2表
低溫時之分離溫度 冷凍劑(R134a)内之濃度 5% 10% 30% 40% 比較例14之產物 -41 °C -39°C 39〇C -40°C 範例3之產物 <-60°C <-60°C <-60°C <-60°C 雖然EP 388122A案中之某些範例顯示較低之分離溫 度，但其不能直接相比擬，因其一般係非線性。線性結構 係較佳之商業產物，因為其具有較高黏度指數、較低封端 成本及可符合非常低黏度之分子量要求（此係現今之節省 能源之壓縮機中所要求者）之優點。 (請先閱讀背面之注意事項再填寫本頁) f
T . ϋ ml _ϋ H· ·_ϋ 1 n-I n 1 atme in m -1 I 經濟部智慧財產局員工消費合作社印製 本紙張尺度適用中國國家標準（CNS)A4規格（210 X 297公t ) - 16 -

Claims (1)

1236499 六、申請專利範圍 第90105743號專利申請案申請專利範圍修正本 修正日期：93年4月 1. 一種潤滑油組成物，其係包含有一具化學式⑴之聚伸 烷基二醇衍生物： RX(RaO)x(Rb〇)y(Rc〇)zRd ⑴ 其中： X=0或 S， R包含一衍生自四氫呋喃、甲基四氫呋喃、四氫噻吩、 甲基四氫噻吩、糠基或四氫糠基之(^至“雜環部份，其 係直接地或經由一烴基鍵結而被附接至X， Ra係C2伸烷基， Rb係C3伸烷基， Re係C4伸烷基， Rd係與R相同，或為Η、CVC20烷基或crC2〇醯基， X，y及z之每一者係個別為〇或是為1〇〇或以下之整數， 且x+y+z=4至1〇〇 〇 2. 如申請專利範圍第1項之組成物，其額外地包含一冷凍 劑。 3·如申請專利範圍第2項之組成物，其中該冷凍劑包含 1，1，1，2-四氟乙烷（R134a)、二氟曱烷（R32)、五氟乙烷 (R125)或1，1，1_三氟乙烷（R134a)或者此等的摻合物。 4·如申請專利範圍第1項之組成物，其中Ra、Rb&Rc之每 一者係以下面的化學式來表示： [-C(Re)(Rf)-C(Rg)(Rh)-J 17 1236499 六、申請專利範圍 其中： 於!^之情況中，Re、Rf、Rg及Rh之每一者係氫· 於Rb之情況中，Re、Rf、以及…之其令—者^甲基，且 其它者係氫； 之價·況中 ，口卜丁、G丞，或 Rf、Rg&Rh之二者係甲基，而其餘者係氫 5·如申請專利範圍第i項之組成物，·其tx，y&z之一或 者係0。 / 6·如申請專利範圍第i項之組成物，其中Rd係甲基、乙基、 丙基、丁基、戊基、己基或選擇性以甲基、乙基、丙基、 丁基、戊基或己基取代之醯基。 7·如申請專利範圍第1項之組成物，其中x+y+z=5至50。 8·如前述申請專利範圍之任一項之組成物，其額外地包含 一具化學式（III)之硼酸酯·· [RY-X-(RaO)r(Rb〇)s(RC〇)「〇-]3_B (j⑴， 其中 x=o 或 S， R係為一 (^至匚⑺烷基，或一包含有一雜環之C3-Ci5取代 基，其中位於該環内之雜原子係氧及/或硫， Ra係匕伸烷基， 1^係〇3伸烷基， Re係c4伸烷基， r，s，t之每一者係個別為〇或是為5〇或以下之整數，且 r+s+t=3 至 50(包含）。 18 1236499 申叫專利範圍 9.如申請專利範圍第8項之組成物，其中係甲基、丙基、 丁基、戊基或己基。 ι〇·如申請專利範圍第8項之組成物，其中該硼酸酯係鄰硼 酸以及甲醇之丙氧化物之反應產物。 11·如申請專利範圍第8之組成物，其中，僅以潤滑油加上 酯為基準計，該具化學式（111)之硼酸酯係以一為1至25 重夏％之數量而存在。 19
TW090105743A 2000-02-02 2001-03-12 Lubricating oils TWI236499B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GBGB0002260.8A GB0002260D0 (en) 2000-02-02 2000-02-02 Lubricating oils

Publications (1)

Publication Number Publication Date
TWI236499B true TWI236499B (en) 2005-07-21

Family

ID=9884727

Family Applications (1)

Application Number Title Priority Date Filing Date
TW090105743A TWI236499B (en) 2000-02-02 2001-03-12 Lubricating oils

Country Status (13)

Country Link
US (1) US6903055B2 (zh)
EP (1) EP1257623B1 (zh)
JP (2) JP5015400B2 (zh)
KR (1) KR100743773B1 (zh)
AR (1) AR027342A1 (zh)
AT (1) ATE281506T1 (zh)
AU (1) AU2001226966A1 (zh)
BR (1) BR0107961B1 (zh)
DE (1) DE60106873T2 (zh)
GB (1) GB0002260D0 (zh)
MY (1) MY126095A (zh)
TW (1) TWI236499B (zh)
WO (1) WO2001057164A1 (zh)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6962665B2 (en) 2000-12-08 2005-11-08 E. I. Du Pont De Nemours And Company Refrigerant compositions containing a compatibilizer
US6991744B2 (en) 2000-12-08 2006-01-31 E. I. Du Pont De Nemours And Company Refrigerant compositions containing a compatibilizer
EP1454667A1 (en) * 2003-03-03 2004-09-08 Laporte Performance Chemicals UK Limited Foam control agent
EP2361984A1 (en) 2003-10-09 2011-08-31 E. I. du Pont de Nemours and Company Gene silencing by using modified micro-RNA molecules
MX221601B (en) † 2004-05-14 2004-07-22 Basf Ag Functional fluids containing alkylene oxide copolymers having low pulmonary toxicity
WO2007000302A1 (en) * 2005-06-27 2007-01-04 Cognis Ip Management Gmbh Lubricants for refrigeration systems
CA2689583C (en) * 2007-06-12 2016-02-02 Idemitsu Kosan Co., Ltd. Lubricant composition for refrigerator and compressor using the same
AR070686A1 (es) 2008-01-16 2010-04-28 Shell Int Research Un metodo para preparar una composicion de lubricante
US9868919B2 (en) 2013-03-12 2018-01-16 The Lubrizol Corporation Lubricating composition containing lewis acid reaction product
JP6159373B2 (ja) * 2015-10-07 2017-07-05 出光興産株式会社 冷凍機油、冷凍機用組成物、冷凍機及び冷凍機油の選定方法
WO2017079190A1 (en) * 2015-11-06 2017-05-11 Shrieve Chemical Products, Inc. Oil miscible polyalkylene glycols and uses thereof
CN109970961B (zh) * 2017-12-22 2021-07-23 万华化学集团股份有限公司 一种端烯基封端不饱和聚醚的制备方法
CN111801406B (zh) * 2018-03-06 2022-06-21 瑞孚化工有限公司 包含聚亚烷基二醇的润滑剂和制冷剂组合物及其用途
FR3092585B1 (fr) * 2019-02-05 2021-02-12 Total Marketing Services Composition lubrifiante pour compresseur

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5354664A (en) * 1976-10-28 1978-05-18 Chuo Kagaku Kougiyou Kk Operated fluid for liquid pressure machines
JPS5929625A (ja) * 1982-08-11 1984-02-16 Nisso Yuka Kogyo Kk フツ素化炭化水素系組成物
JPS61103885A (ja) * 1984-10-26 1986-05-22 Nippon Oil & Fats Co Ltd ブレ−キ液用硼酸エステルの製造法
JPH07113116B2 (ja) * 1987-03-18 1995-12-06 株式会社日本触媒 潤滑油脱水剤
JPH03188193A (ja) * 1989-12-15 1991-08-16 Sanyo Chem Ind Ltd ブレーキ液組成物
US5094768A (en) * 1990-03-30 1992-03-10 Lubrizol Genetics, Inc. Liquid compositions for refrigeration systems containing boron compositions
JP2901012B2 (ja) * 1990-06-08 1999-06-02 日本石油株式会社 冷凍機用潤滑油
ES2129410T3 (es) * 1990-09-17 1999-06-16 Mitsui Chemicals Inc Policarbonato, utilizacion, produccion y purificacion de este compuesto.
EP0582451B1 (en) * 1992-08-05 1997-12-10 Nippon Oil Co., Ltd. Refrigerator oil composition for fluoroalkane refrigerant
JP3265069B2 (ja) * 1992-08-05 2002-03-11 日石三菱株式会社 フッ化アルカン冷媒用冷凍機油組成物、及び同組成物を含有する冷凍機用流体組成物
JPH07109478A (ja) * 1993-10-12 1995-04-25 Osaki Kogyo Kk 熱酸化安定剤及びそれを含有する潤滑剤
US5595678A (en) * 1994-08-30 1997-01-21 Cpi Engineering Services, Inc. Lubricant composition for ammonia refrigerants used in compression refrigeration systems
US5746933A (en) * 1994-11-07 1998-05-05 Nippon Oil Co., Ltd. Lubricating oil and composition for refrigerating machine, and refrigerating machine
JP3360999B2 (ja) * 1994-11-07 2003-01-07 新日本石油株式会社 冷凍機用潤滑油、冷凍機用組成物および冷凍機器
EP0974633A4 (en) * 1997-02-27 2000-01-26 Daikin Ind Ltd COOLING DEVICE AND HYDRAULIC MEDIUM
US6268317B1 (en) * 1997-10-30 2001-07-31 Matsushita Electric Industrial Co., Ltd. Working fluid for refrigerating cycle equipment and the refrigerating cycle equipment using the same

Also Published As

Publication number Publication date
WO2001057164A8 (en) 2001-09-13
DE60106873T2 (de) 2005-04-21
ATE281506T1 (de) 2004-11-15
DE60106873D1 (de) 2004-12-09
US6903055B2 (en) 2005-06-07
GB0002260D0 (en) 2000-03-22
JP2003522253A (ja) 2003-07-22
AU2001226966A1 (en) 2001-08-14
JP5015400B2 (ja) 2012-08-29
KR20020082220A (ko) 2002-10-30
KR100743773B1 (ko) 2007-07-30
AR027342A1 (es) 2003-03-26
JP5583165B2 (ja) 2014-09-03
US20030153470A1 (en) 2003-08-14
EP1257623B1 (en) 2004-11-03
BR0107961A (pt) 2002-10-29
EP1257623A1 (en) 2002-11-20
JP2012180527A (ja) 2012-09-20
WO2001057164A1 (en) 2001-08-09
MY126095A (en) 2006-09-29
BR0107961B1 (pt) 2011-09-06

Similar Documents

Publication Publication Date Title
TWI236499B (en) Lubricating oils
JP6422565B2 (ja) 低粘度及び高粘度指数を有するキャップされた油溶性ポリアルキレングリコール
US10160928B2 (en) Demulsifiers for oil soluble polyalkylene glycol lubricants
JPH05262873A (ja) 末端封鎖ポリアルキレングリコール
WO1995015367A1 (fr) Huile de lubrification pour refrigerateur a compression
WO2009134638A2 (en) Polyoxyalkylene glycol diether lubricating composition preparation and use
WO2014189711A1 (en) Polyalkylene glycols useful as lubricant additives for hydrocarbon base oils
WO2007000302A1 (en) Lubricants for refrigeration systems
JPH0472390A (ja) 圧縮型冷凍機用潤滑油
CN106574205A (zh) 用于工业润滑剂应用中的基础油的烷基封端油溶性聚合物粘度指数改进添加剂
JP2876242B2 (ja) ポリアルキレングリコールポリカーボネート
JPH04183789A (ja) フロン圧縮機用潤滑油
JP3429031B2 (ja) 圧縮型冷凍機用潤滑油
JPH07119430B2 (ja) 圧縮型冷凍機用潤滑油
JPH02242823A (ja) シアノエチル化ポリエーテルポリオール及び該化合物を有効成分として含有する冷凍機油
WO1995034613A1 (fr) Composition d'huile de lubrification presentant une excellente stabilite, procede de production et procede de raffinage de ladite huile
CN117777352A (zh) 黏度指数改进剂及制备方法、冷冻机油、工作流体组合物
JP2001262169A (ja) アンモニア冷媒用冷凍機油
JPH0762368A (ja) 潤滑油組成物
JP3096333B2 (ja) 潤滑油
JP2000212584A (ja) 冷凍機油組成物
JP4079706B2 (ja) 解乳化剤
JP2774451B2 (ja) 圧縮型冷凍機用潤滑油の製造方法
JPH093469A (ja) 潤滑剤
JPH0726279A (ja) 冷凍機用潤滑油及びこれを含有する冷凍機用の作動流体

Legal Events

Date Code Title Description
MM4A Annulment or lapse of patent due to non-payment of fees