EP0244838A1 - Use of a fluid perfluoropolyether having a very high viscosity as a lubricant - Google Patents
Use of a fluid perfluoropolyether having a very high viscosity as a lubricant Download PDFInfo
- 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
Links
- 239000010702 perfluoropolyether Substances 0.000 title claims abstract description 18
- 239000012530 fluid Substances 0.000 title abstract description 4
- 239000000314 lubricant Substances 0.000 title description 5
- 239000010687 lubricating oil Substances 0.000 claims abstract description 6
- 239000004519 grease Substances 0.000 claims description 23
- 239000003921 oil Substances 0.000 claims description 15
- 229920001343 polytetrafluoroethylene Polymers 0.000 claims description 6
- 239000004810 polytetrafluoroethylene Substances 0.000 claims description 6
- 230000001050 lubricating effect Effects 0.000 claims description 4
- 230000007935 neutral effect Effects 0.000 claims description 3
- -1 polytetrafluoroethylene Polymers 0.000 claims description 2
- 239000000047 product Substances 0.000 description 13
- 238000005259 measurement Methods 0.000 description 6
- 238000005461 lubrication Methods 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- AJDIZQLSFPQPEY-UHFFFAOYSA-N 1,1,2-Trichlorotrifluoroethane Chemical compound FC(F)(Cl)C(F)(Cl)Cl AJDIZQLSFPQPEY-UHFFFAOYSA-N 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 238000004898 kneading Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 230000010355 oscillation Effects 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 238000003466 welding Methods 0.000 description 2
- 229910000975 Carbon steel Inorganic materials 0.000 description 1
- 239000010962 carbon steel Substances 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 239000013043 chemical agent Substances 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000000284 resting effect Effects 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 230000003746 surface roughness Effects 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 230000001052 transient effect Effects 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
- 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
- C10M169/02—Mixtures of base-materials and thickeners
-
- 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
- C10M107/38—Lubricating compositions characterised by the base-material being a macromolecular compound containing halogen
-
- 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
- C10M119/00—Lubricating compositions characterised by the thickener being a macromolecular compound
- C10M119/22—Lubricating compositions characterised by the thickener being a macromolecular compound containing halogen
-
- 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
- C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2211/06—Perfluorinated 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
- C10M2213/00—Organic macromolecular compounds containing halogen 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
- C10M2213/00—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2213/02—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions obtained from monomers containing carbon, hydrogen and halogen only
-
- 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
- C10M2213/00—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2213/02—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions obtained from monomers containing carbon, hydrogen and halogen only
- C10M2213/023—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions obtained from monomers containing carbon, hydrogen and halogen 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
- C10M2213/00—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2213/04—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions obtained from monomers containing carbon, hydrogen, halogen and oxygen
-
- 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
- C10M2213/00—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2213/04—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions obtained from monomers containing carbon, hydrogen, halogen and oxygen
- C10M2213/043—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions obtained from monomers containing carbon, hydrogen, halogen and oxygen 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
- C10M2213/00—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2213/06—Perfluoro polymers
-
- 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
- C10M2213/00—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2213/06—Perfluoro polymers
- C10M2213/0606—Perfluoro polymers 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
- C10M2213/00—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2213/06—Perfluoro polymers
- C10M2213/062—Polytetrafluoroethylene [PTFE]
-
- 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
- C10M2213/00—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2213/06—Perfluoro polymers
- C10M2213/062—Polytetrafluoroethylene [PTFE]
- C10M2213/0623—Polytetrafluoroethylene [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)
Abstract
Description
- 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 use is well-known of fluid perfluoropolyethers, of neutral type, as lubricating oils endowed with high performance characteristics relating to the resistance to the atmospheric and chemical agents in general, even at high temperatures.
- 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.
- It has been suprisingly found now that the perfluoropolyethers having such a high kinematic viscosity as indicated above, show surprisingly improved characteristics of use, as lubricants, over the lower viscosity perfluoropolyethers used up to date.
- The improvement in some specific properties is not attributale simply to the high viscosity of the product, and should be regarded as unforeseeable.
- The perfluoropolyethers according to the invention, having viscosity values comprised within the above specified range, are constituted of linear chains of oxyperfluoroalkylene units selected from the following units:
-CF₂CF₂O-, -CF₂O-, - CF₂CF₂CF₂O-. - The chain end groups are of perfluorinated, neutral type.
- In particular, the products belonging to the following classes are suitable:
- 1) RʹFO(CF₂CF₂O)m(CF₂O)nRf
wherein Rf and Rʹf, equal to, or different from each other, are either -CF₃ or -C₂F₅, the perfluorooxyalkylene units being randomly distributed along the chain, and indices m, n are such integers that the viscosity (which is a function of the average molecular weight) is within the indicated ranges. Products of this type are disclosed in U.S. patent No. 3,665,041 and are known on the market under the trade name "Fomblin Z®"; - 2) RʹfO(CF₂CF₂O)pRf
wherein Rf and Rʹf, equal to, or different from each other, are either -CF₃ or -C₂F₅ and index p is such an integer that the viscosity falls within the above indicated limits. Products of this type are disclosed in U.S. patent No. 4,523,039; - 3) RʹfO(CF₂CF₂CF₂O)sRf
wherein Rf and Rʹf, equal to, or different from each other, are -CF₃, or -C₂F₅ or -C₃F₇, and index s is an integer such that the viscosity is comprised within the above indicated ranges. Products of this type are disclosed in European patent No 148 482. - On considering the very high viscosity of the products, and that such a viscosity, because of their linear structure, varies to a considerably low degree with varying temperature, as well as their very low volatility, the products of the invention can be advantageously used as lubricants for high temperatures.
- It is known that a relationship, exists which allows the friction coefficient µ to be expressed as a function of Stribeck number ηN/P, wherein η = dynamic viscosity; N = revolution speed; P = applied load per surface unit. Such a relationship, reported on a diagram allows the areas to be evidenced in which the system works under boundary lubrication, mixed lubrication and elastohydrodynamic lubrication conditions; on this regard, reference is made to "Lubricants", by D. Klamann (Verlag Chemie 1984), pages 38-foll..
- 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 procedure used in the test was as follows.
- 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. Then the difference in weight is computed relatively to the number of run metres (ΔW/L):
Z 25 Ditto, with a viscosity of 250 cSt
Z 03 Ditto, with a viscosity of 30 cSt. - The difference in the values measured between the investigated products evidences a lower wear rate in the high-viscosity oil. Above all, the necessary times for wear to be obtained are much higher for the highest-viscosity oil.
- 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.
- It is introduced in the percentage of 74.1% by weight, relatively to the grease.
- The thickening agent is a granular PTFE (average particle diameter 4-5 µm; m.w. 40,000), used in the percentage of 25.9% by weight, relatively to the grease.
- The kneading and homogenizing method is reported in the above-cited patent.
- For comparative purposes, a perfluorinated grease was prepared by using the same PTFE type, and Fomblin ® Z 25 oil, having a viscosity of 250 cSt.
-
- Relatively to the perfluorinated greases of the prior art, the very low degree of oil separation and evaporation results evident.
- 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°).
-
- For a grease according to the invention, formulated with Fomblin® Z 1600, an early transient period was observed, the duration of which increases with decreasing (from 5 to 6 minutes within the selected range). During this period, the grease shows a rheopexic behaviour, followed by a stabilization of the signal at an equilibrium value higher than the initial values. The oscillations of the signal are, under these conditions, lower than of Z greases having a lower viscosity. The dynamic viscosity of the investigated grease at 80 sec⁻¹ is equal to about 1,100 p (poises)whilst that of a grease formulated with Fomblin® Z 25 oil is of about 260 p under the same conditions.
- The behaviour of the viscosity over time, with constant values, shows hence that the grease according to the invention does not offer, at start-up, a higher resistance than under equilibrium conditions. This result, important in connection with the power that the molar will have to apply at start-up, never occurred with greases containing lower-viscosity PFPE-based oils.
- 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.
- On the grease formulated according to the invention a tribological evaluation was carried out, by determining the welding load according to ASTM D 2596 Standard.
- The welding load results higher than 700 kg (device measurement limit).
Claims (4)
-CF₂CF₂O-, -CF₂O-, -CF₂CF₂CF₂O-,
and having a kinematic viscosity within the range of from 8 000 to 40 000 cSt at 20°C as a lubricating oil.
RʹfO(CF₂CF₂O)m(CF₂O)nRf
wherein Rf and Rʹf, equal to, or different from, each other, are -CF₃ or -C₂F₅, the perfluorooxyalkylene units being randomly distributed along the chain, and indices m, n are such integers that the viscosity of perfluoropolyether is within the indicated ranges.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT87106528T ATE78864T1 (en) | 1986-05-06 | 1987-05-06 | USE OF A LIQUID PERFLUOROPOLYETHER WITH VERY HIGH VISCOSITY AS A LUBRICANT. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IT2032286 | 1986-05-06 | ||
IT20322/86A IT1189486B (en) | 1986-05-06 | 1986-05-06 | USE OF A VERY HIGH VISCOSITY FLUID POLYPOLYERE AS LUBRICANT |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0244838A1 true EP0244838A1 (en) | 1987-11-11 |
EP0244838B1 EP0244838B1 (en) | 1992-07-29 |
Family
ID=11165719
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP87106528A Expired - Lifetime EP0244838B1 (en) | 1986-05-06 | 1987-05-06 | Use of a fluid perfluoropolyether having a very high viscosity as a lubricant |
Country Status (6)
Country | Link |
---|---|
EP (1) | EP0244838B1 (en) |
JP (1) | JPS6322896A (en) |
AT (1) | ATE78864T1 (en) |
CA (1) | CA1285549C (en) |
DE (1) | DE3780695D1 (en) |
IT (1) | IT1189486B (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0341613A1 (en) * | 1988-05-06 | 1989-11-15 | Daikin Industries, Limited | Fluorine-containing grease and its preparation |
EP0435062A1 (en) * | 1989-12-12 | 1991-07-03 | AUSIMONT S.p.A. | Perfluoropolyether lubricants having improved antiwear properties |
US5171899A (en) * | 1988-05-17 | 1992-12-15 | Daikin Industries Ltd. | Process for production of 1,1,1-trifluoro-2,2-dichloroethane |
WO1995013341A1 (en) * | 1993-11-12 | 1995-05-18 | Aktsionernoe Obschestvo Zakrytogo Tipa 'amtek' | Anti-friction modifying compound |
DE102011055683A1 (en) | 2011-11-24 | 2013-05-29 | Götz von Foerster | Synthetic lubricant for use as a synovial fluid replacement |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP3816118B2 (en) * | 1993-12-01 | 2006-08-30 | アウシモント、ソチエタ、ペル、アツィオーニ | Hydrogenated mineral or synthetic greases with improved properties |
JP3875108B2 (en) * | 2002-01-15 | 2007-01-31 | Nokクリューバー株式会社 | Low torque grease composition |
CN110760361B (en) * | 2019-09-24 | 2022-07-26 | 中国石油化工股份有限公司 | Perfluoropolyether lubricating grease and preparation method thereof |
Citations (8)
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 (en) * | 1982-03-19 | 1983-09-28 | Montedison S.p.A. | Perfluoropolyethers, and a process for the preparation of the same |
EP0095825A2 (en) * | 1982-05-31 | 1983-12-07 | Montedison S.p.A. | Process for preparing lubricating greases |
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 (en) * | 1983-12-26 | 1985-07-17 | Daikin Industries, Limited | Process for preparing halogen-containing polyether |
EP0180996A2 (en) * | 1984-11-07 | 1986-05-14 | Daikin Industries, Limited | Fluorine-containing grease composition |
Family Cites Families (1)
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 |
-
1986
- 1986-05-06 IT IT20322/86A patent/IT1189486B/en active
-
1987
- 1987-05-05 CA CA000536351A patent/CA1285549C/en not_active Expired - Lifetime
- 1987-05-06 JP JP62109057A patent/JPS6322896A/en active Pending
- 1987-05-06 DE DE8787106528T patent/DE3780695D1/en not_active Expired - Lifetime
- 1987-05-06 EP EP87106528A patent/EP0244838B1/en not_active Expired - Lifetime
- 1987-05-06 AT AT87106528T patent/ATE78864T1/en not_active IP Right Cessation
Patent Citations (8)
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 (en) * | 1982-03-19 | 1983-09-28 | Montedison S.p.A. | Perfluoropolyethers, and a process for the preparation of the same |
EP0095825A2 (en) * | 1982-05-31 | 1983-12-07 | Montedison S.p.A. | Process for preparing lubricating greases |
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 (en) * | 1983-12-26 | 1985-07-17 | Daikin Industries, Limited | Process for preparing halogen-containing polyether |
EP0180996A2 (en) * | 1984-11-07 | 1986-05-14 | Daikin Industries, Limited | Fluorine-containing grease composition |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0341613A1 (en) * | 1988-05-06 | 1989-11-15 | Daikin Industries, Limited | Fluorine-containing grease and its preparation |
US5171899A (en) * | 1988-05-17 | 1992-12-15 | Daikin Industries Ltd. | Process for production of 1,1,1-trifluoro-2,2-dichloroethane |
EP0435062A1 (en) * | 1989-12-12 | 1991-07-03 | AUSIMONT S.p.A. | Perfluoropolyether lubricants having improved antiwear properties |
WO1995013341A1 (en) * | 1993-11-12 | 1995-05-18 | Aktsionernoe Obschestvo Zakrytogo Tipa 'amtek' | Anti-friction modifying compound |
DE102011055683A1 (en) | 2011-11-24 | 2013-05-29 | Götz von Foerster | Synthetic lubricant for use as a synovial fluid replacement |
WO2013076271A1 (en) | 2011-11-24 | 2013-05-30 | Von Foerster Goetz | Synthetic lubricant for use as a synovial fluid replacement |
Also Published As
Publication number | Publication date |
---|---|
DE3780695D1 (en) | 1992-09-03 |
IT1189486B (en) | 1988-02-04 |
JPS6322896A (en) | 1988-01-30 |
EP0244838B1 (en) | 1992-07-29 |
ATE78864T1 (en) | 1992-08-15 |
CA1285549C (en) | 1991-07-02 |
IT8620322A0 (en) | 1986-05-06 |
IT8620322A1 (en) | 1987-11-06 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US5124058A (en) | Perfluoropolyether lubricants having antiwear properties | |
EP0605403B1 (en) | Lubricating greases | |
US4941987A (en) | Lubricating greases | |
DE69718550T2 (en) | silicone oils | |
US4324671A (en) | Grease compositions based on fluorinated polysiloxanes | |
US6040277A (en) | Grease compositions employing fluorinated polymer oils and hexagonal lattice boron nitride | |
KR100964059B1 (en) | Low torque grease composition | |
CA1285549C (en) | Use of a fluid perfluoropolyether, having a very high viscosity, as a lubricant | |
Currie et al. | Flow characteristics of organopolysiloxane fluids and greases | |
US5210123A (en) | Grease compositions employing a vinylidene fluoride-hexafluoroisobutylene copolymer thickening agent | |
Okrent | The effect of lubricant viscosity and composition on engine friction and bearing wear. II | |
US4431556A (en) | Oxidation stable polyfluoroalkylether grease compositions | |
US5169548A (en) | Antirust additives for lubricants or greases based on perfluoropolyethers | |
Kussi | Chemical, physical and technological properties of polyethers as synthetic lubricants | |
Brown Jr | Methyl alkyl silicones. A new class of lubricants | |
US3702823A (en) | Fluorosilicone lubricants containing 2-nitromesitylene | |
US3859221A (en) | Lubricant compositions exhibiting synergistic relief of metal fatigue | |
RU2290416C2 (en) | Antifriction composition polymeric material | |
Yoshida et al. | Behaviour of polymer-thickened oils in lubricated concentrated contacts | |
Sicre et al. | Rheological and tribological characterisation of six wet lubricants for space | |
Mizuhara et al. | Investigation of a method for evaluating fire-resistant hydraulic fluids by means of an oil testing machine | |
RU2260036C1 (en) | Low-temperature instrumental oil | |
JPH0823031B2 (en) | Lubricating oil composition | |
Marchionni et al. | Viscosity of Perfluoropolyether Lubricants: Influence of Structure, Chain Dimensions and Molecular Interactions | |
RU2100424C1 (en) | Low-freezable oil for feathering hinges of helicopter rotors |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): AT BE DE ES FR GB IT NL SE |
|
17P | Request for examination filed |
Effective date: 19880503 |
|
17Q | First examination report despatched |
Effective date: 19890509 |
|
ITF | It: translation for a ep patent filed | ||
GRAA | (expected) grant |
Free format text: ORIGINAL CODE: 0009210 |
|
AK | Designated contracting states |
Kind code of ref document: B1 Designated state(s): AT BE DE ES FR GB IT NL SE |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: NL Effective date: 19920729 Ref country code: FR Effective date: 19920729 Ref country code: DE Effective date: 19920729 Ref country code: BE Effective date: 19920729 Ref country code: AT Effective date: 19920729 |
|
REF | Corresponds to: |
Ref document number: 78864 Country of ref document: AT Date of ref document: 19920815 Kind code of ref document: T |
|
REF | Corresponds to: |
Ref document number: 3780695 Country of ref document: DE Date of ref document: 19920903 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: ES Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 19921109 |
|
EN | Fr: translation not filed | ||
NLV1 | Nl: lapsed or annulled due to failure to fulfill the requirements of art. 29p and 29m of the patents act | ||
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: GB Effective date: 19930506 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: SE Effective date: 19930507 |
|
PLBE | No opposition filed within time limit |
Free format text: ORIGINAL CODE: 0009261 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT |
|
26N | No opposition filed | ||
GBPC | Gb: european patent ceased through non-payment of renewal fee |
Effective date: 19930506 |
|
EUG | Se: european patent has lapsed |
Ref document number: 87106528.0 Effective date: 19931210 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: IT Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES;WARNING: LAPSES OF ITALIAN PATENTS WITH EFFECTIVE DATE BEFORE 2007 MAY HAVE OCCURRED AT ANY TIME BEFORE 2007. THE CORRECT EFFECTIVE DATE MAY BE DIFFERENT FROM THE ONE RECORDED. Effective date: 20050506 |