EP0244838A1 - Utilisation d'un polyéther perfluoré à viscosité très élevée comme lubrifiant - Google Patents

Utilisation d'un polyéther perfluoré à viscosité très élevée comme lubrifiant Download PDF

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Publication number
EP0244838A1
EP0244838A1 EP87106528A EP87106528A EP0244838A1 EP 0244838 A1 EP0244838 A1 EP 0244838A1 EP 87106528 A EP87106528 A EP 87106528A EP 87106528 A EP87106528 A EP 87106528A EP 0244838 A1 EP0244838 A1 EP 0244838A1
Authority
EP
European Patent Office
Prior art keywords
viscosity
grease
perfluoropolyether
cst
oil
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
Application number
EP87106528A
Other languages
German (de)
English (en)
Other versions
EP0244838B1 (fr
Inventor
Giovanni Zanini
Mario Alfieri
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Solvay Specialty Polymers Italy SpA
Original Assignee
Ausimont SpA
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 Ausimont SpA filed Critical Ausimont SpA
Priority to AT87106528T priority Critical patent/ATE78864T1/de
Publication of EP0244838A1 publication Critical patent/EP0244838A1/fr
Application granted granted Critical
Publication of EP0244838B1 publication Critical patent/EP0244838B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M169/00Lubricating 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
    • C10M169/02Mixtures of base-materials and thickeners
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M107/00Lubricating compositions characterised by the base-material being a macromolecular compound
    • C10M107/38Lubricating compositions characterised by the base-material being a macromolecular compound containing halogen
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M119/00Lubricating compositions characterised by the thickener being a macromolecular compound
    • C10M119/22Lubricating compositions characterised by the thickener being a macromolecular compound containing halogen
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2211/00Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2211/06Perfluorinated compounds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2213/00Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2213/00Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2213/02Organic macromolecular compounds containing halogen as ingredients in lubricant compositions obtained from monomers containing carbon, hydrogen and halogen only
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2213/00Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2213/02Organic macromolecular compounds containing halogen as ingredients in lubricant compositions obtained from monomers containing carbon, hydrogen and halogen only
    • C10M2213/023Organic macromolecular compounds containing halogen as ingredients in lubricant compositions obtained from monomers containing carbon, hydrogen and halogen only used as base material
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2213/00Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2213/04Organic macromolecular compounds containing halogen as ingredients in lubricant compositions obtained from monomers containing carbon, hydrogen, halogen and oxygen
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2213/00Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2213/04Organic macromolecular compounds containing halogen as ingredients in lubricant compositions obtained from monomers containing carbon, hydrogen, halogen and oxygen
    • C10M2213/043Organic macromolecular compounds containing halogen as ingredients in lubricant compositions obtained from monomers containing carbon, hydrogen, halogen and oxygen used as base material
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2213/00Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2213/06Perfluoro polymers
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2213/00Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2213/06Perfluoro polymers
    • C10M2213/0606Perfluoro polymers used as base material
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2213/00Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2213/06Perfluoro polymers
    • C10M2213/062Polytetrafluoroethylene [PTFE]
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2213/00Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2213/06Perfluoro polymers
    • C10M2213/062Polytetrafluoroethylene [PTFE]
    • C10M2213/0623Polytetrafluoroethylene [PTFE] used as base material

Definitions

  • the object of the invention is the use of fluid perfluo­ropolyethers having a very high kinematic viscosity, comprised within the range of from 8,000 cSt to 40,000 cSt at 20°C, and preferably of at least 10,000 cSt, as lubricating oils, and as the basic components of perfluo­rinated lubricating greases.
  • the products presently available from the market, suita­ble for use as lubricants, are low- or medium viscosity oils, with maximum viscosity values of the order of 2,000 cSt at 20°C.
  • perfluoropolyethers according to the invention having viscosity values comprised within the above specified range, are constituted of linear chains of oxyperfluoroalkylene units selectivelyed from the following units: -CF2CF2O-, -CF2O-, - CF2CF2CF2O-.
  • the chain end groups are of perfluorinated, neutral type.
  • the products of the invention can be advantageously used as lubricants for high temperatures.
  • the perfluoropolyether according to the present invention shows a surprising and unexpected improvement as relates to the wear rate under "mixed" lubrication conditions, as compared to the up to date commonly used perfluoropolyethers, having a much lower viscosity. This improvement cannot be simply explained by taking into account the difference in viscosity; it could be thought as being in some way connected with the molecular structure of the product.
  • the equipment used for measuring the wear rate is essentially constituted by a a pin-on-rig system, consisting of a carbon steel (c 15) pin resting, for a surface area of 12 mm2, on the cylindrical surface, revolving at a rate of 350 rpm, of a specimen of the same material, having an average surface roughness of 0.15 microns, and a diameter of 45 mm.
  • the pin is loaded with a weight of 15 kg.
  • the specimens and the pins are cleaned in 1,1,2-­trichloro-2,2,1-trifluoroethane, let dry and weighed.
  • the specimen is assembled on the equipment in such a way that it can dip inside a tray containing the lubricating oil. After 1,000 revolutions, the specimen is drawn from the equipment, is cleaned in 1,1,2-trichloro-2,2,1-trifluoroethane, let dry and weighed again, and is then assembled again on the equipment. The measurement is repeated after 10,000 rpm.
  • the perfluoropolyethers of the invention are particularly fit for the formulation of perfluorinated greases endowed with enhanced characteristics as compared to analogous products manufactured from lower-viscosity perfluoropolyether oils. Because of the very low value of high-temperature oil separation which was observed (even at a much higher oil percentage in the grease, than in the products of the prior art), the novel grease type results particularly suitable for high temperature uses.
  • a very meaningful characterizing property of the new grease type formulated with the perfluoropolyether oil according to the invention is the low static friction coefficient (measured as the starting resistent torque).
  • the method of preparation of the greases according to the invention is similar to the method as reported in European patent application No. EP 0 095 825, with the difference that, because of the high viscosity of the perfluoropolyether, the kneading and the following homogenizing have to be performed under high temperature conditions (70°C).
  • the oil amounts used for formulating polytetrafluoroethylene (PTFE)-thickened greases vary within the range of from 60% to 90%.
  • Oil used is Fomblin® Z 1600, an above-mentioned product, having a kinematic viscosity of 16,000 cSt at 20°C.
  • the thickening agent is a granular PTFE (average particle diameter 4-5 ⁇ m; m.w. 40,000), used in the percentage of 25.9% by weight, relatively to the grease.
  • a perfluorinated grease was prepared by using the same PTFE type, and Fomblin ® Z 25 oil, having a viscosity of 250 cSt.
  • the formulation comprises 68.5% by weight of Fomblin® Z 25 and 31.5% by weight of PTFE.
  • the rheological characterization of the grease was carried out by means of measurements of its dynamic viscosity by using the plate/cone system mounted on a Rotovisco HAAKE 12 system, with M150 head (PKII/0.3°).
  • the first type of measurements was carried out at 25°C with increasing (flow gradient) values (20; 40; 80 sec ⁇ 1), with the viscosity of the grease being measured at start-up, and after 15 minutes. At each measurement, the used grease was replaced by fresh grease.
  • the limited range of signal oscillation is indicative of a better constancy of lubricating performance.
  • a second type of measurement was carried out under constant conditions of 40 sec ⁇ 1, at temperatures of 25°C; 50°C; 100°C.
  • the endurance of the lubricating grease, at 100°C, is exceptionally good, whilst, under the same conditions, a grease formulated with a lower-viscosity oil (Fomblin® Z 25) shows a trend to unhomogeneousness.
  • the welding load results higher than 700 kg (device measurement limit).

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)
EP87106528A 1986-05-06 1987-05-06 Utilisation d'un polyéther perfluoré à viscosité très élevée comme lubrifiant Expired - Lifetime EP0244838B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT87106528T ATE78864T1 (de) 1986-05-06 1987-05-06 Verwendung eines fluessigen perfluorpolyethers mit sehr hoher viskositaet als schmiermittel.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IT2032286 1986-05-06
IT20322/86A IT1189486B (it) 1986-05-06 1986-05-06 Impiego di un perfluoropolietere fluido ad altissima viscosita' come lubrificante

Publications (2)

Publication Number Publication Date
EP0244838A1 true EP0244838A1 (fr) 1987-11-11
EP0244838B1 EP0244838B1 (fr) 1992-07-29

Family

ID=11165719

Family Applications (1)

Application Number Title Priority Date Filing Date
EP87106528A Expired - Lifetime EP0244838B1 (fr) 1986-05-06 1987-05-06 Utilisation d'un polyéther perfluoré à viscosité très élevée comme lubrifiant

Country Status (6)

Country Link
EP (1) EP0244838B1 (fr)
JP (1) JPS6322896A (fr)
AT (1) ATE78864T1 (fr)
CA (1) CA1285549C (fr)
DE (1) DE3780695D1 (fr)
IT (1) IT1189486B (fr)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0341613A1 (fr) * 1988-05-06 1989-11-15 Daikin Industries, Limited Graisse contenant du fluor et sa préparation
EP0435062A1 (fr) * 1989-12-12 1991-07-03 AUSIMONT S.p.A. Lubrifiants à base de perfluoropolyéther ayant des propriétés antiusures améliorÀ©es
US5171899A (en) * 1988-05-17 1992-12-15 Daikin Industries Ltd. Process for production of 1,1,1-trifluoro-2,2-dichloroethane
WO1995013341A1 (fr) * 1993-11-12 1995-05-18 Aktsionernoe Obschestvo Zakrytogo Tipa 'amtek' Compose de modification antifriction
DE102011055683A1 (de) 2011-11-24 2013-05-29 Götz von Foerster Synthetisches Schmiermittel zur Verwendung als Synovialflüssigkeitsersatz

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP3816118B2 (ja) * 1993-12-01 2006-08-30 アウシモント、ソチエタ、ペル、アツィオーニ 改良された特性を有する、水素添加された鉱物性または合成グリース
JP3875108B2 (ja) * 2002-01-15 2007-01-31 Nokクリューバー株式会社 低トルクグリース組成物
CN110760361B (zh) * 2019-09-24 2022-07-26 中国石油化工股份有限公司 一种全氟聚醚型的润滑脂及其制备方法

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3242218A (en) * 1961-03-29 1966-03-22 Du Pont Process for preparing fluorocarbon polyethers
US3665041A (en) * 1967-04-04 1972-05-23 Montedison Spa Perfluorinated polyethers and process for their preparation
EP0089820A1 (fr) * 1982-03-19 1983-09-28 Montedison S.p.A. Perfluoropolyéthers et un procédé pour leur préparation
EP0095825A2 (fr) * 1982-05-31 1983-12-07 Montedison S.p.A. Procédé pour la préparation de graisses lubrifiantes
US4438007A (en) * 1982-09-14 1984-03-20 The United States Of America As Represented By The Secretary Of The Air Force Perfluorinated aliphatic polyalkylether lubricant with an additive composed of an aromatic phosphine substituted with perfluoroalkylether groups
US4438006A (en) * 1981-06-29 1984-03-20 The United States Of America As Represented By The Secretary Of The Air Force Perfluorinated aliphatic polyalkylether lubricant with an additive composed of an aromatic phosphine substituted with perfluoroalkylether groups
EP0148482A2 (fr) * 1983-12-26 1985-07-17 Daikin Industries, Limited Procédé de préparationdes polyéthers contenant un halogène
EP0180996A2 (fr) * 1984-11-07 1986-05-14 Daikin Industries, Limited Composition de graisse contenant du fluor

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4523039A (en) * 1980-04-11 1985-06-11 The University Of Texas Method for forming perfluorocarbon ethers

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3242218A (en) * 1961-03-29 1966-03-22 Du Pont Process for preparing fluorocarbon polyethers
US3665041A (en) * 1967-04-04 1972-05-23 Montedison Spa Perfluorinated polyethers and process for their preparation
US4438006A (en) * 1981-06-29 1984-03-20 The United States Of America As Represented By The Secretary Of The Air Force Perfluorinated aliphatic polyalkylether lubricant with an additive composed of an aromatic phosphine substituted with perfluoroalkylether groups
EP0089820A1 (fr) * 1982-03-19 1983-09-28 Montedison S.p.A. Perfluoropolyéthers et un procédé pour leur préparation
EP0095825A2 (fr) * 1982-05-31 1983-12-07 Montedison S.p.A. Procédé pour la préparation de graisses lubrifiantes
US4438007A (en) * 1982-09-14 1984-03-20 The United States Of America As Represented By The Secretary Of The Air Force Perfluorinated aliphatic polyalkylether lubricant with an additive composed of an aromatic phosphine substituted with perfluoroalkylether groups
EP0148482A2 (fr) * 1983-12-26 1985-07-17 Daikin Industries, Limited Procédé de préparationdes polyéthers contenant un halogène
EP0180996A2 (fr) * 1984-11-07 1986-05-14 Daikin Industries, Limited Composition de graisse contenant du fluor

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0341613A1 (fr) * 1988-05-06 1989-11-15 Daikin Industries, Limited Graisse contenant du fluor et sa préparation
US5171899A (en) * 1988-05-17 1992-12-15 Daikin Industries Ltd. Process for production of 1,1,1-trifluoro-2,2-dichloroethane
EP0435062A1 (fr) * 1989-12-12 1991-07-03 AUSIMONT S.p.A. Lubrifiants à base de perfluoropolyéther ayant des propriétés antiusures améliorÀ©es
WO1995013341A1 (fr) * 1993-11-12 1995-05-18 Aktsionernoe Obschestvo Zakrytogo Tipa 'amtek' Compose de modification antifriction
DE102011055683A1 (de) 2011-11-24 2013-05-29 Götz von Foerster Synthetisches Schmiermittel zur Verwendung als Synovialflüssigkeitsersatz
WO2013076271A1 (fr) 2011-11-24 2013-05-30 Von Foerster Goetz Lubrifiant synthétique s'utilisant comme substitut du liquide synovial

Also Published As

Publication number Publication date
IT8620322A1 (it) 1987-11-06
ATE78864T1 (de) 1992-08-15
JPS6322896A (ja) 1988-01-30
DE3780695D1 (de) 1992-09-03
IT8620322A0 (it) 1986-05-06
IT1189486B (it) 1988-02-04
EP0244838B1 (fr) 1992-07-29
CA1285549C (fr) 1991-07-02

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