USH1537H - Perfluorinated polyether lubricant compositions - Google Patents
Perfluorinated polyether lubricant compositions Download PDFInfo
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- USH1537H USH1537H US08/348,000 US34800094A USH1537H US H1537 H USH1537 H US H1537H US 34800094 A US34800094 A US 34800094A US H1537 H USH1537 H US H1537H
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- benzothiazole
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- C10M169/04—Mixtures of base-materials and additives
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- 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
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- 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
- C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
- C10M135/32—Heterocyclic sulfur, selenium or tellurium compounds
- C10M135/36—Heterocyclic sulfur, selenium or tellurium compounds the ring containing sulfur and carbon with nitrogen or oxygen
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2213/00—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
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- 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
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- 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
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- 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
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2213/00—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2213/06—Perfluoro polymers
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- 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
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- 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
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
- C10M2219/102—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon only in the ring
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
- C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
- C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
- C10M2219/106—Thiadiazoles
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
- C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
- C10M2219/108—Phenothiazine
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/10—Inhibition of oxidation, e.g. anti-oxidants
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/12—Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives
Definitions
- This invention relates to oxidation-corrosion inhibitors for perfluoropolyalkylether fluids.
- Fluids based on perfluoropolyalkylethers have, in addition to high thermal and oxidative stability, a wide liquid range which make them ideal candidates for aerospace applications. These fluids consist essentially of a mixture of fluorinated polyethers. These fluids have the general formulae:
- R f is a lower perfluoroalkyl group, such as CF 3 , C 2 F 5 , C 3 F 7 and the like, wherein Z is --CX 2 CX 2 O--, --CX 2 CX 2 CX 2 O--or --CX 2 OCX 2 CX 2 O--, where X is --F, --CF 3 , --C 2 F 5 and the like, and m has a value of 5 to 50; or
- Y is --CFXO--, wherein X, R f and Z are as previously defined, and n and p are integers whose sum is between 5 and 200 and the ratio of p to n is between 0.1 and 10, and wherein the Z and Y units are statistically distributed along the PFPAE chain.
- Commercial base fluids have been available for some time, for example, Krytox R (DuPont), Fomblin R (Ausimont), Demnum R (Daikin) and the like. Their practical utility in aerospace and military applications has been hampered by the wear and corrosion of certain metal components exposed to these base fluids under extreme conditions.
- Deficiencies in base fluids are generally removed and the performance of the fluids improved by the use of additives.
- Conventional additives developed for the improvement of a variety of specific properties of hydrocarbon base fluids are generally not suitable for perfluorinated fluids. These conventional additives are not soluble in perfluorinated fluids and are ineffective.
- One way of overcoming this incompatibility is to synthesize compounds containing fluoroalkylether groups plus selected functional groups for specific activity. Although this approach may make the compound soluble in a fluorinated base fluid, mere replacement of hydrocarbon groups with fluorocarbon groups can change the useful properties of the additive itself by changing the properties of the critical functional group present in the additive.
- Another object of this invention is to provide novel stability enhancing additives for perfluoropolyalkylethers.
- the present invention resides in a lubricant composition
- a lubricant composition comprising a perfluorinated polyalkylether base fluid and an oxidation-corrosion inhibiting amount of a perfluoro-substituted benzothiazole.
- the benzothiazole compound additive exhibits excellent solubility in the base fluid and possesses outstanding low volatility characteristics.
- the lubricant composition functions as a noncorrosive, stable material suitable for long term applications over a wide temperature range (-65° F. to >600° F.) in an oxidative environment.
- perfluoro-substituted benzothiazoles used as corrosion inhibitors in the lubricant composition of this invention have the following formula:
- R f is a linear or branched perfluoroalkylether group containing at least one ether linkage and R f ' is a linear or branched perfluoroalkyleneether group containing at least one ether linkage.
- R f and R f ' preferably contain at least two ether linkages.
- perfluoroalkyleher and perfluoroalkyleneether groups include the following wherein R f can be ##STR3## wherein x has a value of 1 to 20, preferably 3 to 8; and wherein R f ' can be ##STR4## wherein x is as defined above, and y and z each has a value of 1 to 20, preferably 1 to 5.
- an oxidation-corrosion inhibiting amount of the substituted benzothiazole is dissolved in the PFPAE base fluid.
- the amount of the benzothiazole employed generally ranges from about 0.05 to 5.0 weight percent, preferably about 0.5 to 2.0 weight percent, based on the weight of the base fluid. This provides a lubricant containing an amount of oxidation-corrosion inhibiting additive that is adequate for long term applications at elevated temperatures while maintaining excellent formulation stability after storage at low temperatures for long periods of time.
- the benzothiazole-substituted perfluoroalkylethers and perfluoroalkyleneethers are prepared by procedures known in the art.
- One convenient synthesis is given by Jones et al, U.S. Pat. No. 3,666,769, as shown by the following reaction sequence: ##STR5##
- the perfluoroalkyleneether bis-benzothiazole can be prepared in similar manner.
- the crude product (28 g) was heated with 15 g of polyphosphoric acid (PPA) at 200-250° C. for 2 hours, while stirring the mixture vigorously. Distillation of the reaction mixture yielded 23 g of the bisbenzothiazole (yield, 79%; b.p. 197° C./0.03 mm Hg). The infrared spectrum of the product did not show any absorption due to NH or C ⁇ O groups and was consistent with the expected structure.
- PPA polyphosphoric acid
- a lubricant composition was formulated using a base fluid of the formula
- R f is a perfluoroalkyl group of unspecified length, but probably having 1 or 2 carbon atoms, and q and r are integers such that the fluid has a kinematic viscosity of 17.56 cSt. at 100° F.
- This base fluid was Fomblin Z, manufactured by Monticatini Edison of Milan, Italy, and was from the Brayco line of perfluoroalkylether fluids.
- a lubricant composition was formulated using a base fluid of the formula ##STR9## wherein R f is a perfluoroalkyl group of unspecified length, but probably having 2 carbon atoms, and s is an integer such that the fluid has a kinematic viscosity of 282 cSt. at 100° F.
- This base fluid was Krytox 143 AC fluid, a produce of E I dupont de Nemours Co., Wilmington, Del.
- One weight percent of a benzothiazole-substituted perfluoroalkylether of the formula: ##STR10## was mixed into the base fluid.
- a lubricant composition was formulated using the Fomblin Z base fluid referred to in Example II. One weight percent of the bis-benzothiazole prepared in Example I was mixed into the base fluid.
Abstract
A lubricant composition comprises a perfluorinated polyalkylether base fluid (PFPAE) and an oxidation-corrosion inhibiting amount of a perfluoro-substituted benzothiazole or bis-benzothiazole. The benzothiazole compound additive exhibits excellent solubility in the base fluid and possesses outstanding low volatility characteristics. As a result, the lubricant composition functions as a noncorrosive, stable material suitable for long term applications over a wide temperature range (-65° F. to >600° F.) in an oxidative environment.
The perfluoro-substituted benzothiazoles and bis-benzothiazoles have the formula: Q--Rf or Q--Rf '--Q, wherein Q is ##STR1## wherein Rf is a linear or branched perfluoroalkylether group containing at least one ether linkage and Rf ' is a linear or branched perfluoroalkyleneeher group containing at least one ether linkage.
In formulating the lubricant composition of this invention, an oxidation-corrosion inhibiting amount of the substituted benzothiazole is dissolved in the PFPAE base fluid. The amount of the benzothiazole employed generally ranges from about 0.05 to 5.0 weight percent, preferably about 0.5 to 2.0 weight percent, based on the weight of the base fluid. This provides a lubricant containing an amount of oxidation-corrosion inhibiting additive that is adequate for long term applications at elevated temperatures while maintaining excellent formulation stability after storage at low temperatures for long periods of time.
Description
The invention described herein may be manufactured and used by or for the Government of the United States for all governmental purposes without the payment of any royalty.
This invention relates to oxidation-corrosion inhibitors for perfluoropolyalkylether fluids.
Highly fluorinated compounds have long been of interest because of their excellent potential for high temperature applications. Fluids based on perfluoropolyalkylethers (PFPAE) have, in addition to high thermal and oxidative stability, a wide liquid range which make them ideal candidates for aerospace applications. These fluids consist essentially of a mixture of fluorinated polyethers. These fluids have the general formulae:
R.sub.f O(Z).sub.m R.sub.f
wherein Rf is a lower perfluoroalkyl group, such as CF3, C2 F5, C3 F7 and the like, wherein Z is --CX2 CX2 O--, --CX2 CX2 CX2 O--or --CX2 OCX2 CX2 O--, where X is --F, --CF3, --C2 F5 and the like, and m has a value of 5 to 50; or
R.sub.f O(Z).sub.n (Y).sub.p R.sub.f
wherein Y is --CFXO--, wherein X, Rf and Z are as previously defined, and n and p are integers whose sum is between 5 and 200 and the ratio of p to n is between 0.1 and 10, and wherein the Z and Y units are statistically distributed along the PFPAE chain. Commercial base fluids have been available for some time, for example, KrytoxR (DuPont), FomblinR (Ausimont), DemnumR (Daikin) and the like. Their practical utility in aerospace and military applications has been hampered by the wear and corrosion of certain metal components exposed to these base fluids under extreme conditions.
Deficiencies in base fluids are generally removed and the performance of the fluids improved by the use of additives. Conventional additives developed for the improvement of a variety of specific properties of hydrocarbon base fluids are generally not suitable for perfluorinated fluids. These conventional additives are not soluble in perfluorinated fluids and are ineffective. One way of overcoming this incompatibility is to synthesize compounds containing fluoroalkylether groups plus selected functional groups for specific activity. Although this approach may make the compound soluble in a fluorinated base fluid, mere replacement of hydrocarbon groups with fluorocarbon groups can change the useful properties of the additive itself by changing the properties of the critical functional group present in the additive. These difficulties are well known to those familiar with the art. In spite of these difficulties, a few useful additives have been developed for perfluorinated fluids. One such example is the development of PFAE substituted triphenylphosphines, C. E. Snyder, Jr. and C. Tamborski, U.S. Pat. No. 4,097,388. These additives, when dissolved in PFPAE fluids, have significantly reduced the corrosion of certain metal components exposed to the fluid at high temperatures in an oxidative environment.
Jones et al, U.S. Pat. No. 3,666,769, issued May 30, 1972, disclose certain substituted benzothiazoles having in their 2-position a perfluoroalkyl, pefluoroaryl, perfluoro(alkoxyalkyl), perfluoro(aryloxyalkyl) or a polyoxyperfluoroalkylene substituent free of either olefinic or acetylenic unsaturation. These substituted benzothiazoles are very stable to high temperatures and are useful as turbine fluids, hydraulic fluids, lubricants, solvents and heat-transfer fluids.
We have discovered that these substituted benzothiazoles can be employed in small quantities to enhance the stability of fluorinated base fluids.
Accordingly, it is an object of this invention to provide perfluorinated fluids having improved stability properties.
Another object of this invention is to provide novel stability enhancing additives for perfluoropolyalkylethers.
Other objects and advantages of the invention will be apparent to those skilled in the art.
The present invention resides in a lubricant composition comprising a perfluorinated polyalkylether base fluid and an oxidation-corrosion inhibiting amount of a perfluoro-substituted benzothiazole. The benzothiazole compound additive exhibits excellent solubility in the base fluid and possesses outstanding low volatility characteristics. As a result, the lubricant composition functions as a noncorrosive, stable material suitable for long term applications over a wide temperature range (-65° F. to >600° F.) in an oxidative environment.
The perfluoro-substituted benzothiazoles used as corrosion inhibitors in the lubricant composition of this invention have the following formula:
Q--R.sub.f or Q--R.sub.f '--Q
wherein Q is ##STR2## wherein Rf is a linear or branched perfluoroalkylether group containing at least one ether linkage and Rf ' is a linear or branched perfluoroalkyleneether group containing at least one ether linkage. Rf and Rf ' preferably contain at least two ether linkages.
Examples of the perfluoroalkyleher and perfluoroalkyleneether groups include the following wherein Rf can be ##STR3## wherein x has a value of 1 to 20, preferably 3 to 8; and wherein Rf ' can be ##STR4## wherein x is as defined above, and y and z each has a value of 1 to 20, preferably 1 to 5.
In formulating the lubricant composition of this invention, an oxidation-corrosion inhibiting amount of the substituted benzothiazole is dissolved in the PFPAE base fluid. The amount of the benzothiazole employed generally ranges from about 0.05 to 5.0 weight percent, preferably about 0.5 to 2.0 weight percent, based on the weight of the base fluid. This provides a lubricant containing an amount of oxidation-corrosion inhibiting additive that is adequate for long term applications at elevated temperatures while maintaining excellent formulation stability after storage at low temperatures for long periods of time.
The benzothiazole-substituted perfluoroalkylethers and perfluoroalkyleneethers are prepared by procedures known in the art. One convenient synthesis is given by Jones et al, U.S. Pat. No. 3,666,769, as shown by the following reaction sequence: ##STR5## The perfluoroalkyleneether bis-benzothiazole can be prepared in similar manner.
The following examples illustrate the invention:
To a solution of 11.7 g (93.2 mmol) of 2-aminobenzenethiol in 75 ml of anhydrous dietheyl ether was added 25.0 g (23.3 mmol) of the diacid fluoride ##STR7## wherein y+z is 3, over a period of 30 minutes. A mild exotherm was observed during the addition. The reaction mixture was refluxed for 3 hours with stirring. Stirring was then continued at room temperature for an additional 20 hours. At the end of this period, the amine salts had separated as a white solid. This solid was filtered off and the filtrate was treated with 2N HCl (3×100 ml) and phase separated. The ether layer was washed with water (2×100 ml), phase separated, dried over anhydrous magnesium sulfate and the solvent removed. 28 g of crude product was obtained as a yellow liquid.
The crude product (28 g) was heated with 15 g of polyphosphoric acid (PPA) at 200-250° C. for 2 hours, while stirring the mixture vigorously. Distillation of the reaction mixture yielded 23 g of the bisbenzothiazole (yield, 79%; b.p. 197° C./0.03 mm Hg). The infrared spectrum of the product did not show any absorption due to NH or C═O groups and was consistent with the expected structure.
A lubricant composition was formulated using a base fluid of the formula
F(CF.sub.2 CF.sub.2 O).sub.r (CF.sub.2 O).sub.q R.sub.f
wherein Rf is a perfluoroalkyl group of unspecified length, but probably having 1 or 2 carbon atoms, and q and r are integers such that the fluid has a kinematic viscosity of 17.56 cSt. at 100° F. This base fluid was Fomblin Z, manufactured by Monticatini Edison of Milan, Italy, and was from the Brayco line of perfluoroalkylether fluids. One weight percent of a benzothiazole-substituted perfluoroalkylether of the formula: ##STR8## synthesized following the procedure given in Jones et al, above, was mixed into the base fluid.
A series of ferrous alloy coupons were immersed in the the inhibited fluid composition prepared above. For comparison, tests were also carried out in which specimens were immersed in base fluid which did not contain the oxidation-corrosion inhibiting additive. Air was bubbled through the Fomblin Z, both inhibited and not inhibited, at the rate of one liter per hour for 24 hours. Tests were conducted at constant temperatures of 525° F., 550° F. and 575° F. The alloy specimens as well as the test apparatus were weighed before and after each test. The data obtained are set forth in Table I, below.
TABLE I ______________________________________ BASE FLUID FORMULATED FLUID PROPERTIES 525° F. 525° F. 550° F. 575° F. ______________________________________ Kinematic Viscosity -72.8 +0.50 +0.20 +0.86 Change at 100° F. (%) Acid Number Change 36.2 <0.05 <0.05 <0.05 (mg KOH/g) Fluid Loss (wt. %) 48.7 0.00 0.00 0.00 Metal Weight Change (mg/cm.sup.2) 4140 Steel +0.07 -0.01 +0.13 +0.53 52100 Bearing Steel +0.13 +0.06 +0.04 +0.02 410 Stainless Steel -0.19 +0.05 +0.04 0.00 M-50 Tool Steel +0.08 +0.08 +0.04 +0.65 440C Stainless Steel +0.14 0.00 -0.05 -0.03 Fluid Appearance Clear Clear Clear Clear yellow yellow ______________________________________
A lubricant composition was formulated using a base fluid of the formula ##STR9## wherein Rf is a perfluoroalkyl group of unspecified length, but probably having 2 carbon atoms, and s is an integer such that the fluid has a kinematic viscosity of 282 cSt. at 100° F. This base fluid was Krytox 143 AC fluid, a produce of E I dupont de Nemours Co., Wilmington, Del. One weight percent of a benzothiazole-substituted perfluoroalkylether of the formula: ##STR10## was mixed into the base fluid.
A series of ferrous alloy coupons were immersed in the the inhibited fluid composition prepared above. For comparison, tests were also carried out in which specimens were immersed in base fluid which did not contain the oxidation-corrosion inhibiting additive. Air was bubbled through the Krytox 143 AC, both inhibited and not inhibited, at the rate of one liter per hour for 24 hours. Tests were conducted at constant temperatures of 600° F. and 625° F. The alloy specimens as well as the test apparatus were weighed before and after each test. The data obtained are set forth in Table II, below.
TABLE II ______________________________________ FORMULATED BASE FLUID FLUID PROPERTIES 600° F. 625° F. 600° F. 625° F. ______________________________________ Kinematic Viscosity +0.27 -4.71 +2.90 +3.90 Change at 100° F. (%) Acid Number Change 0.05 0.10 0.02 0.02 (mg KOH/g) Fluid Loss (wt. %) 10.62 22.60 0.00 0.10 Metal Weight Change (mg/cm.sup.2) 4140 Steel -0.80 -5.42 +0.48 +0.38 52100 Bearing Steel +0.81 -10.52 +0.08 +0.24 410 Stainless Steel -5.27 -7.73 0.00 +0.03 M-50 Tool Steel -1.14 -7.78 +0.04 +0.67 440C Stainless Steel -5.23 -10.76 +0.02 +0.11 Fluid Appearance Clear Clear Clear Clear with with straw yellow ppt. ppt. color color with fine ppt. ______________________________________
A lubricant composition was formulated using the Fomblin Z base fluid referred to in Example II. One weight percent of the bis-benzothiazole prepared in Example I was mixed into the base fluid.
A series of ferrous alloy coupons were immersed in the the inhibited fluid composition prepared above. Air was bubbled through the inhibited fluid at the rate of one liter per hour for 24 hours. Tests were conducted at constant temperatures of 550° F. and 575° F. The alloy specimens as well as the test apparatus were weighed before and after each test. The data obtained are set forth in Table III, below, along with data from Example II, Table I, for the base fluid which did not contain the oxidation-corrosion inhibiting additive.
TABLE III ______________________________________ FORMULATED BASE FLUID FLUID PROPERTIES 525° F. 550° F. 575° F. ______________________________________ Kinematic Viscosity -72.8 +0.40 +1.15 Change at 100° F. (%) Acid Number Change 36.2 <0.00 0.00 (mg KOH/g) Fluid Loss (wt. %) 48.7 0.00 0.00 Metal Weight Change (mg/cm.sup.2) 4140 Steel +0.07 0.00 +0.24 52100 Bearing Steel +0.13 0.00 -0.27 410 Stainless Steel -0.19 0.00 0.00 M-50 Tool Steel +0.08 +0.09 -0.12 440C Stainless Steel +0.14 -0.04 0.00 Fluid Appearance Clear Clear Clear yellow yellow ______________________________________
The data in Tables I-III clearly demonstrate that the lubricant compositions of this invention have little, if any corrosive effect on ferrous alloys. Further, there was insignificant degradation of the base fluids themselves at the elevated temperatures of the tests.
Various modifications may be made to the invention as described without departing from the spirit of the invention or the scope of the appended claims.
Claims (14)
1. A lubricant composition comprising a perfluorinated polyalkylether base fluid and an oxidation-corrosion inhibiting amount of a perfluoro-substituted benzothiazole.
2. The composition of claim 1 wherein said perfluoro-substituted benzothiazole has the formula Q--Rf, wherein Q is ##STR11## and wherein Rf is a linear or branched perfluoroalkylether group containing at least one ether linkage.
3. The composition of claim 1 wherein the amount of said substituted benzothiazole is about 0.05 to 5.0 weight percent.
4. The composition of claim 1 wherein the amount of said substituted benzothiazole is about 0.5 to 2.0 weight percent.
5. The composition of claim 2 wherein Rf is ##STR12## wherein x has a value of 1 to 20.
6. The composition of claim 2 wherein Rf is
C.sub.2 F.sub.5 O(C.sub.2 F.sub.4 O).sub.x CF.sub.2 --
wherein x has a value of 1 to 20.
7. The composition of claim 5 wherein said base fluid has the general formula F(CF2 CF2 O)r (CF2 O)q Rf, wherein Rf is a perfluoroalkyl group having 1 or 2 carbon atoms, and q and r are integers such that the fluid has a kinematic viscosity of 17.56 cSt. at 100° F. and wherein said x has a value of 3.
8. The composition of claim 5 wherein said base fluid has the general formula ##STR13## wherein Rf is a perfluoroalkyl group having 1 or 2 carbon atoms, and s is an integer such that the fluid has a kinematic viscosity of 282 cSt. at 100° F. and wherein said x has a value of 3.
9. A lubricant composition comprising a perfluorinated polyalkylether base fluid and an oxidation-corrosion inhibiting amount of a perfluoro-substituted bis-benzothiazole.
10. The composition of claim 9 wherein said perfluoro-substituted bis-benzothiazole has the formula Q--Rf '--Q, wherein Q is ##STR14## and wherein Rf ' is a linear or branched perfluoroalkyleneether group containing at least one ether linkage.
11. The composition of claim 9 wherein the amount of said substituted bis-benzothiazole is about 0.05 to 5.0 weight percent.
12. The composition of claim 9 wherein the amount of said substituted bis-benzothiazole is about 0.5 to 2.0 weight percent.
13. The composition of claim 10 wherein Rf ' is ##STR15## wherein y+z is 3.
14. The composition of claim 9 wherein said base fluid has the general formula F(CF2 CF2 O)r (CF2 O)q Rf, wherein Rf is a perfluoroalkyl group having 1 or 2 carbon atoms, and q and r are integers such that the fluid has a kinematic viscosity of 17.56 cSt. at 100° F. and wherein Rf ' is ##STR16## wherein y+z is 3.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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US08/348,000 USH1537H (en) | 1994-12-01 | 1994-12-01 | Perfluorinated polyether lubricant compositions |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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US08/348,000 USH1537H (en) | 1994-12-01 | 1994-12-01 | Perfluorinated polyether lubricant compositions |
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USH1537H true USH1537H (en) | 1996-06-04 |
Family
ID=34102524
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US08/348,000 Abandoned USH1537H (en) | 1994-12-01 | 1994-12-01 | Perfluorinated polyether lubricant compositions |
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1994
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