EP0599251B1 - Utilisation dans un couplage visqueux d'un fluide comprenant un polyorganosiloxane et un inhibiteur de viscosité - Google Patents

Utilisation dans un couplage visqueux d'un fluide comprenant un polyorganosiloxane et un inhibiteur de viscosité Download PDF

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Publication number
EP0599251B1
EP0599251B1 EP93118776A EP93118776A EP0599251B1 EP 0599251 B1 EP0599251 B1 EP 0599251B1 EP 93118776 A EP93118776 A EP 93118776A EP 93118776 A EP93118776 A EP 93118776A EP 0599251 B1 EP0599251 B1 EP 0599251B1
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European Patent Office
Prior art keywords
group
represented
general formula
ester
hydrocarbon
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.)
Expired - Lifetime
Application number
EP93118776A
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German (de)
English (en)
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EP0599251A1 (fr
Inventor
Norio Yano
Kenichi Sekine
Ikuo Fukuhara
Yukio Yuhashi
Masahiko Fukuda
Manabu Tohyama
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.)
Cosmo Oil Co Ltd
Viscodrive Japan Ltd
DuPont Toray Specialty Materials KK
Original Assignee
Cosmo Oil Co Ltd
Dow Corning Asia Ltd
Viscodrive Japan Ltd
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Publication of EP0599251A1 publication Critical patent/EP0599251A1/fr
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    • C10N2010/08—Groups 4 or 14
    • 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
    • C10N2010/00—Metal present as such or in compounds
    • C10N2010/10—Groups 5 or 15
    • 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
    • C10N2010/00—Metal present as such or in compounds
    • C10N2010/12—Groups 6 or 16
    • 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
    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01—Physico-chemical properties

Definitions

  • the present invention relates to a fluid composition for use in a viscous coupling insusceptible to viscosity decreases and gelation during prolonged use.
  • a viscous coupling is a shaft coupling which depends on the viscosity of a working fluid for its action and is mounted in a differential mechanism or on a propeller shaft as an aid to achieving cruising stability of automobiles or extricating the automobile from off-road conditions. Its durability largely depends on the performance of the working fluid with which it is filled.
  • a viscous coupling is composed of a housing, a hub and several tens of thin annular iron plates attached to each of the housing and the hub, with a highly viscous working fluid being confined in the coupling.
  • JP-B-58-48779 The term "JP-B” as used herein means an "examined Japanese patent publication").
  • a viscous coupling depends on the viscous drag of the working fluid for its action and if it is to be installed in an automobile, it is required that the coupling be of the smallest possible size and yet be capable of generating the necessary torque. Therefore, working fluids of comparatively high viscosity have been employed with viscous couplings. Other requirements for working fluids used in viscous couplings are a small temperature dependency of the viscosity and a high stability at elevated temperatures. While silicone fluids have been conventionally used as working fluids, the most common is a dimethylpolysiloxane fluid having a viscosity of 5,000 to 500,000 centistokes (cSt) at 25°C.
  • cSt centistokes
  • this fluid has a potential to become very hot due to heat generation from shearing action on the fluid or the friction between plate assemblies and it often happens that during prolonged use, the fluid's viscosity increases until it eventually gels. If the working fluid in a viscous coupling undergoes a significant change in its viscosity or if it gels, the initial setting for the performance of the viscous coupling is no longer applicable. This has been the problem with conventional working fluids for viscous couplings that requires solution. On the other hand, if the working fluid in a viscous coupling is heated to relatively high temperatures, it undergoes thermal decomposition that causes viscosity decreases, making it impossible to maintain the initial setting for the performance of the viscous coupling.
  • FR-A-2 539 426 discloses a lubricant for use as an engine oil which comprises 25-98% by weight of a phenylalkyl silicone and optionally various additives including a sulfonate-, phenate- or salicylate-type detergent dispersant. No use of the lubricant in a viscous coupling is suggested. The detergent dispersant is present for dispersing deteriorate products generated in the inside of the engine into the oil.
  • a stable working fluid for use in a viscous coupling that is insusceptible to viscosity decreases due to thermal decomposition can be produced by incorporating a sulfonate, phenate or salicylate in a polyorganosiloxane fluid as a base oil and that a stable working fluid for use in a viscous coupling that is also insusceptible to viscosity increases or gelation can be produced by further incorporating a sulfur, phosphorus or chlorine compound in the foregoing system.
  • the present invention has been accomplished on the basis of this finding.
  • a fluid composition in a viscous coupling which comprises the following component (A) and 0.01-10 wt.% of the following component (B):
  • the base oil of the fluid composition according to the present invention is a polyorganosiloxane represented by the average unit formula (1), in which R 1 represents a hydrocarbon group or halogenated hydrocarbon group.
  • R 1 represents a hydrocarbon group or halogenated hydrocarbon group.
  • Illustrative hydrocarbon groups are C 1-12 straight-chained or branched, saturated or unsaturated aliphatic hydrocarbon groups (e.g., alkyl, alkenyl) and C 6-18 aromatic hydrocarbon groups.
  • Illustrative halogenated hydrocarbon groups are the hydrocarbon groups listed above in which at least one hydrogen atom is replaced by a halogen atom (e.g., fluorine, chlorine, bromine, iodine).
  • Desirable aliphatic hydrocarbon groups and halogenated aliphatic hydrocarbon groups are those which have 1 to 8 carbon atoms, such as methyl, ethyl, butyl, hexyl, octyl, trifluoropropyl and octenyl groups.
  • Exemplary aromatic hydrocarbon groups include phenyl, tolyl and xylyl groups. These groups which are bound to silicon atoms may be the same or different.
  • Polyorganosiloxane has a straight-chained skeleton with minor amounts of branched portions being optionally present. With polyorganosiloxane compounds of the formula (1), the suffix a is close to 2.0 if they are straight-chained and have high molecular weights. The suffix a is greater than 2.0 if they have low molecular weights. The suffix a is smaller than 2.0 if they contain branched moieties.
  • polydimethylsiloxane examples include polydimethylsiloxane, Polydimethyl-methylphenylsiloxane, polymethylphenylsiloxane, polydimethyl-diphenylsiloxane, polymethylhexylsiloxane, polymethyloctylsiloxane, polymethyltrifluoropropylsiloxane, and polydimethylmethyltrifluoropropylsiloxane. Besides these homopolymers and copolymers, mixtures thereof may be employed.
  • the molecular chain of the polyorganosiloxane fluid is preferably terminated with a triorganosilyl groups, such as trimethylsilyl or triethylsilyl group.
  • the polyorganosiloxane fluids listed above have viscosities at 25°C in the range of from 3,000 to 500,000, more preferably from 4,000 to 450,000, particularly from 5,000 to 400,000 centistokes. If their viscosity is too low, they produce such a small viscous drag that the capacity of the viscous coupling must be greatly increased. If their viscosity is too high, they produce such a high viscous drag that excessive heat generation may impair the durability of the viscous coupling.
  • the polyorganosiloxane fluid is incorporated as a base oil.
  • the base oil content assumes the major proportion of the composition, usually in the range of from 90 to 99.99 wt%, preferably 95 to 99.95 wt%, of the composition.
  • the base oil (A) made of the foregoing polyorganosiloxane comprises a small amount of one or more selected from the group consisting of sulfonate, phenate and salicylate incorporated therein.
  • Examples of the sulfonate to be used in the present invention include metallic salts of aliphatic sulfonic acid (R 20 -SO 3 H in which R 20 is an alkyl group) and aromatic sulfonic acid (Ar-SO 3 H in which Ar is an aryl group) with the Group I and II metals of the Periodic Table.
  • metallic salts of aliphatic sulfonic acid R 20 -SO 3 H in which R 20 is an alkyl group
  • Ar-SO 3 H in which Ar is an aryl group aromatic sulfonic acid
  • these metals include alkaline metal, alkaline earth metal (e.g., sodium, potassium, calcium, magnesium, barium, and strontium).
  • Sulfonates which are desirable particularly in the present invention can be easily prepared by an ordinary method which comprises allowing an alkyl-aromatic hydrocarbon to undergo reaction with fuming sulfuric acid or SO 3 gas to effect sulfonation thereof, and the allowing the sulfonated compound to undergo reaction with an oxide or hydroxide of a metal of the Group I or II of the Periodic Table in the presence or absence of carbon dioxide gas.
  • the reaction in the presence of carbon dioxide gas produces a perbasic sulfonate while the reaction in the absence of carbon dioxide gas produces a neutral sulfonate.
  • the alkylaromatic hydrocarbon to be used in the preparation method is represented by the general formula Ar(R 21 )(R 22 ) wherein Ar represents an aryl group, R 21 represents a hydrogen atom or C 10-22 alkyl group and R 22 is preferably a C 8-22 alkyl group if R 21 is a hydrogen atom or C 3-10 alkyl group if R 21 is an alkyl group.
  • Examples of the C 10-22 alkyl group include dodecyl group, tetradecyl group, hexadecyl group, octadecyl group, oleyl group, and hydrocarbon group derived from oligomer of olefin such as propylene and butylene.
  • Examples of the C 3-10 alkyl group include propyl group, butyl group, hexyl group, octyl group, and nonyl group.
  • the phenate to be used in the present invention is a phenolate.
  • Preferred examples of such a phenolate include salts of sulfide of an alkylphenol having a C 8-30 alkyl group added thereto with alkaline earth metals (preferably calcium, magnesium, barium). These phenolates are described, for example, in JP-A-57-142393. As one of these phenolates there is commercially available COSMO PAD210 from Cosmo Oil Co., Ltd.
  • the salicylate to be used in the present invention is preferably a salicylate of an alkaline earth metal.
  • Typical examples of such a salicylate of an alkaline earth metal include salicylates of calcium and magnesium.
  • these salicylates can be obtained by alkylating phenol with a C 14-18 ⁇ -olefin, making a salt of the alkylated phenol with an alkaline metal, allowing the salt to undergo Kolbe-Schmitt reaction to introduce carboxyl groups thereinto, and then subjecting the material to double decomposition or the like to produce a salicylate of an alkaline earth metal.
  • These salicylates are described, for example, in JP-B-61-24560 and JP-B-61-24561.
  • the component (B) is blended in the composition of the present invention in an amount of 0.01 to 10 wt%, particularly 0.1 to 5 wt%. If the content of the component (B) falls below 0.01 wt%, a sufficient effect of inhibiting the viscosity decreases cannot be attained. On the contrary, if the content of the component (B) exceeds 10 wt%, the improvement in such an effect cannot be expected too much.
  • composition of the present invention can be rendered insusceptible to viscosity decreases.
  • one or more selected from the group consisting of sulfur compounds, phosphorus compounds and chlorine compounds represented by the following general formulae (I) to (XI) the composition of the present invention can be rendered insusceptible also to viscosity increases or gelation.
  • the group R 2 is a hydrocarbon.
  • a hydrocarbon group include C 2-20 straight-chained or branched, saturated or unsaturated aliphatic hydrocarbon group (e.g., alkyl, alkenyl), and C 6-26 aromatic hydrocarbon group.
  • Specific examples of these hydrocarbon groups include ethyl group, propyl group, butyl group, nonyl group, dodecyl group, propenyl group, butenyl group, benzyl group, phenyl group, tolyl group, and hexylphenyl group.
  • the group R 3 is a divalent hydrocarbon group such as C 2-20 straight-chained or branched aliphatic hydrocarbon group and C 6-26 aromatic hydrocarbon group. Specific examples of these divalent hydrocarbon groups include ethylene group, propylene group, butylene group, and phenylene group.
  • Typical examples of the sulfur compound (I) include olefin sulfide, and polysulfide compound represented by the general formula R 2 -S x -R 2 (in which x is an integer 2 or more).
  • sulfur compound (I) examples include diisobutyl disulfide, dioctyl polysulfide, ditertiary nonyl polysulfide, ditertiary butyl polysulfide, dibenzyl polysulfide, sulfurized olefins prepared by sulfurizing olefins such as polyisobutylene and terpenes with a sulfurizing agent such as sulfur, and the reaction product of isobutylene and sulfur, which is presumed, but not proven, to have the general formula: and/or the general formula: wherein X and n have the same meanings as described above.
  • the component (II) is a hardened oil or fat that is the reaction product of an oil or fat with sulfur.
  • Illustrative fats and oils include lard, tallow, whale oil, palm oil, coconut oil, rapeseed oil and many other animal and vegetable oil and fats.
  • the reaction products of these fats and oils and sulfur are not simple in their chemical structure and instead are mixtures of various chemical structures which themselves are not clearly identified.
  • R 4 , R 5 , R 6 and R 7 which may be the same or different each represents a hydrocarbon group such as C 3-20 , particularly C 3-12 straight-chained or branched, saturated or unsaturated aliphatic hydrocarbon group (e.g., alkyl, alkenyl) and C 6-20 aromatic hydrocarbon group.
  • hydrocarbon groups include propyl group, butyl group, nonyl group, dodecyl group, octenyl group, phenyl group, and tolyl group.
  • zinc dithiophosphate (III) examples include zinc diisobutyldithiophosphate, zinc dipentyldithiophosphate, zinc di-1-methylheptyldithiophosphate, zinc di-2-ethylhexyldithiophosphate, and zinc diphenyldithiophosphate.
  • R 8 , R 9 , R 10 and R 11 which may be the same or different each represents an alkyl group preferably having 3 to 20 carbon atoms, particularly 3 to 12 carbon atoms, such as propyl group, butyl group, nonyl group and dodecyl group.
  • Me represents a metal selected from the group consisting of Zn, Pb, Mo and Sb.
  • Specific examples of the compound (IV) include zinc diisobutyldithiocarbamate, zinc diamyldithiocarbamate and zinc didodecyldicarbamate.
  • Sulfur as the component (V) is used in powder form. When it is put into the polyorganosiloxane fluid and heated to about 150 to 250°C with stirring, it will be dissolved or uniformly dispersed in the polyorganosiloxane fluid.
  • R 12 and R 13 each represents a divalent hydrocarbon group such as C 2-20 straight-chained or branched aliphatic hydrocarbon group and C 6-26 aromatic hydrocarbon group. Specific examples of these divalent hydrocarbon groups include ethylene group, propylene group, butylene group, and phenylene group.
  • An example of the sulfur compound (VI) is a compound represented by the following general formula:
  • cyclic sulfur compound may be prepared by the synthesis method described, for example, in U.S. Patent 3,925,414.
  • an olefin such as isobutylene may be reacted with sulfur monohalide to give a product which is then reacted with an alkali mercaptide.
  • the group R 14 is a monovalent hydrocarbon group such as C 5-20 straight-chained or branched, saturated or unsaturated aliphatic hydrocarbon group (e.g., alkyl, alkenyl), C 6-26 aromatic hydrocarbon group and cycloalkyl group.
  • these phosphorus additives include monooctyl phosphate, dioctyl phosphate, trioctyl phosphate, dioctyl phosphite, trioctyl phosphite, dioctyl thiophosphate, trioctyl thiophosphate, didecyl phosphate, didecyl phosphite, didodecyl phosphate, tridodecyl phosphate, didodecyl phosphite, tridodecyl phosphite, tridodecyl thiophosphate, trihexadecyl phosphate, trihexadecyl phosphite, trihexadecyl thiophosphate, trioctadecenyl phosphate, trioctadecenyl phosphite, trioctadecenyl thiophosphate, tri
  • the component (VIII) is an alkylamine salt of acidic phosphoric ester, acidic phosphorous ester, acidic thiophosphoric ester or acidic dithiophosphoric ester represented by the general formula (6).
  • the acidic phosphoric ester is particularly suitable for use in a viscous coupling. Specific examples of these compounds include butyl acid phosphate, 2-ethylhexyl acid phosphate, octyl acid phosphate, lauryl acid phosphate, oleyl acid phosphate, and tolyl acid phosphate.
  • the alkylamine to be used for the neutralization of these compounds is represented by the general formula of NR 23 R 24 R 25 (R 23 , R 24 and R 25 each represents a monovalent hydrocarbon group or hydrogen atom, with the proviso that at least one of R 23 , R 24 and R 25 is a hydrocarbon group).
  • Specific examples of these compounds include dibutylamine, octylamine, dioctylamine, laurylamine, dilaurylamine, coconut amine, and tallow amine.
  • Examples of these compounds which are commercially available in the form of salts include "Ortholeum 535" (Du Pont), "Vanlube 672" (Vanderbuild), and "Irgalube 349" (Ciba Geigy).
  • the hydrocarbon as a starting material of the component (IX) is a hydrocarbon having one or more double bonds and containing about 5 to 20 carbon atoms.
  • Examples of phosphorus sulfide as the other starting material include P 2 S 5 , P 2 S 4 , and P 2 S 3 .
  • Examples of the reaction product of such a hydrocarbon and phosphorus sulfide include those obtained by phosphosulfurizing terpenes, low molecular polybutylenes or olefins.
  • R 15 and R 16 may be the same or different and each represents a monovalent hydrocarbon group such as C 1-25 straight-chained or branched, saturated or unsaturated aliphatic hydrocarbon group (e.g., alkyl, alkenyl), C 6-26 aromatic hydrocarbon group and cycloalkyl group.
  • R 15 and R 16 are the same and each represents an alkyl group.
  • R 17 represents a divalent hydrocarbon group having less than about 20 carbon atoms, such as alkylene group and aryl-substituted alkylene group.
  • the amine to be used for the neutralization of the reaction product (X) is an aliphatic, aromatic or alicyclic primary amine having about 5 to 20 carbon atoms.
  • Specific examples of the foregoing compound containing phosphorus and nitrogen include a compound obtained by neutralizing the reaction product of ester hydroxyethyl-O,O'-dihexyldithiophosphate and phosphorus pentaoxide with dodecylamine, a compound obtained by neutralizing the reaction product of ester hydroxypropyl-O,O'-dihexyldithiophosphate and phosphorus pentaoxide with octadecylamine, a compound obtained by neutralizing the reaction product of ester hydroxyhexyl-O,O'-dihexyldithiophosphate and phosphorus pentaoxide with dodecylamine, a compound obtained by neutralizing the reaction product of ester phenylhydroxyethyl-O,O'-dihexyldithiophosphate and phosphorus pentaoxide with dodecylamine, and a compound obtained by neutralizing the reaction product of ester hydroxy
  • the foregoing compound containing phosphorus and nitrogen can be normally prepared by reacting 1 mol of an inorganic phosphorus chemical with about 1 to 5 mols of triester dithiophosphate to produce an acidic intermediate, and then substantially neutralizing the intermediate with an amine. If the foregoing hydrocarbon sulfide has too low a molecular weight, it is subject to evaporation loss. On the contrary, if the hydrocarbon sulfide has too high a molecular weight, it cannot thoroughly exert its desirable effect. On the other hand, if the phosphorus-containing organic compound has too few carbon atoms, it cannot thoroughly exert its desirable effect. The phosphorus-containing organic compound having too many carbon atoms are hardly available.
  • R 18 and R 19 which may be the same or different is preferably a C 4-8 alkyl group.
  • R 18 and R 19 are the same and each represents an alkyl group.
  • diester include dibutyl chlorendate, dihexyl chlorendate, dioctyl chlorendate, and di-2-ethylhexyl chlorendate.
  • the foregoing diester can be prepared by reacting the carboxyl group in chlorendic acid with a C 4-8 alcohol.
  • chlorendic acid is represented as 1,4,5,6,7,7-hexachlorobicyclo-(2,2,1)-hepto-5-ene-2,3-dicarboxylic acid. It can be prepared by a so-called Diels-Alder addition of the corresponding chlorinated cyclopentadiene and maleic anhydride.
  • the sulfur compound (I) is preferably blended in the fluid composition for use in a viscous coupling according to the present invention in an amount of about 0.01 to 10% by weight (hereinafter simply referred to as "%"), particularly about 0.1 to 5%.
  • the component (I) is too low, the desired effect cannot be thoroughly attained. On the contrary, if the content of the component (I) is too high, the component (A) or (I) will undergo thermal deterioration to an undesirably extent. This is also the case for the components (II) to (XI).
  • a particularly preferred content of elemental sulfur as component (V) ranges from about 0.01 to 5.0%, more preferably from about 0.05 to 2.0%.
  • the component (B) that is to be mixed with the component (A) preferably is dissolved in the polyorganosiloxane serving as the base oil. However, this is not necessarily the essential requirement and the component to be added may be merely dispersed in the highly viscous base oil. If desired, the component to be added may react with the base oil.
  • the components (I) to (XI) exhibit their intended effects even if they are added individually to the polyorganosiloxane represented by (A). Needless to say, two or more, or two to six, of these components may be added in admixture to the polyorganosiloxane. In the latter case, the total content of the additional components (I) to (XI) is preferably within the range of from about 0.01 to 10%. Unless otherwise specified, the contents of the components to be incorporated in the composition of the present invention are expressed on the basis of the total amount of the composition.
  • composition of the present invention may comprise conventional heat stabilizers or other common additives incorporated therein. Taking into account the fact that the composition of the present invention is to be exposed to various hostile conditions of its service as a working fluid in viscous couplings, it will be desirable in certain instances to additionally incorporate conventional heat stabilizers to the composition.
  • conventional heat stabilizers include phosphorus compounds and chlorine compounds as disclosed in JP-A-2-91196, known oxidation inhibitors, corrosion inhibitors, and metal deactivators.
  • composition of the present invention is useful as a fluid composition for use in a viscous coupling, it is also suitable as a fluid coupling such as fan coupling.
  • the fluid composition of the present invention for use in a viscous coupling is insusceptible to viscosity decreases due thermal decomposition and viscosity increases or gelation and thus remains stable during a prolonged use.
  • the working fluid of the present invention also offers the additional advantage of improving the wear resistance of the plate assemblies in the viscous coupling, thereby enhancing its durability as well as the reliability of an automobile using that viscous coupling.
  • Fluid compositions having the following formulations were prepared by an ordinary method. These specimens were then subjected to the following tests. The results are set forth in Table 3.
  • compositions excepting those prepared in Comparative Example 1 were prepared by mixing at 60°C for 1 hour with stirring the necessary components in the proportions indicated in Tables 1 and 2.
  • All of the polyorganosiloxane reagents used in Examples 1 to 11 and Comparative Example 1 to 3 had the terminal ends of their molecular chain terminated with a trimethylsilyl group.
  • the calcium sulfonate used in Examples 1 to 11 had a specific gravity (15/4°C) of 1.125 and a calcium proportion of 12.0% by weight (Lubrisol 74 available from Nippon Lubrisol K.K.).
  • the calcium salicylate used in Examples 1 to 11 had a specific gravity (15/4°C) of 1.025 and a calcium proportion of 6.0% by weight (Shell AC60C available from Shell Kagaku K.K.).
  • the calcium phenate used in Examples 1 to 11 had a specific gravity (15/4°C) of 1.01 and a calcium proportion of 5.2% by weight (Oloa 218A available from Olonite Japan K.K.).
  • the ditertiary nonyl polysulfide used in Examples 2 and 10 and Comparative Example 3 was "TNPS" (trade name of Nippon Thiochemical Co., Ltd.) having a specific gravity (15°C/4°C) of 1.045 and a sulfur content of 37.5% by weight.
  • Sulfurized olefin used in Examples 3, 6 and 11 and Comparative Example 2 was "HITEC 053" (trade name of Nippon Cooper Co., Ltd.) having a specific gravity (15°C/4°C) of 1.14, a sulfur content of 46.5% by weight and a viscosity of 9.0 centistokes at 100°C.
  • the tricresyl phosphate used in Examples 4 and 8 and Comparative Example 3 was a product of Daihachi Kagaku K.K. having a specific gravity (15°C/4°C) of 1.17, a phosphorus content of 8.4% by weight and a total acid number of 0.05 mg KOH/g.
  • the zinc dialkyldithiophosphate (1) used in Example 5 contained an alkyl group having 6 carbon atoms and was "HITEC 653" (trade name of Nippon Cooper Co., Ltd.) having a specific gravity (15°C/4°C) of 1.10, a zinc content of 8.5% by weight and a sulfur content of 17.0% by weight.
  • the siloxane having an aromatic group used in Example 11 had a specific gravity (25°C) of 1.080 and a viscosity of 115 centistokes.
  • Ethyl 702 used was "HITIC 4710" (trade name of Ethyl Co., Ltd.).
  • the metal deactivator used was "AMOCO 8087” (trade name of Amoco Co., Ltd.). Comparative Example No.
  • composition wt% 1 Polydimethylsiloxane (300,000 cSt) 100.0 2 Polydimethylsiloxane (300,000 cSt) 99.5 Olefin sulfide 0.5 3 Polydimethylsiloxane (300,000 cSt) 99.0 Ditertiary nonyl polysulfide 0.5 Tricresyl phosphate 0.5
  • compositions prepared in the foregoing examples and comparative examples were evaluated for their performance as working fluids for use in a viscous coupling.
  • the results are set forth in Tables 3 and 4.

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Claims (6)

  1. Utilisation d'une composition de fluide dans un accouplement à fluide visqueux, laquelle composition comporte le composant (A) ci-dessous et 0,01 à 10% en poids du composant (B) ci-dessous:
    (A) un polyorganosiloxane présentant une viscosité de 3000 à 500000 centistokes à 25°C, représenté par la formule de motif moyenne (1) ci-dessous: (R1)aSiO 4-a2 dans laquelle R1 représente un groupe hydrocarboné ou un groupe hydrocarboné halogéné; et l'indice a représente un nombre compris entre 1,9 et 2,1; et
    (B) un ou plusieurs composés destinés à empêcher que la viscosité de la composition de fluide diminue, choisis parmi un sulfonate, un phénate et un salicylate.
  2. Utilisation selon la revendication 1, dans laquelle la composition de fluide comporte de 90 à 99,99% en poids du composant (A).
  3. Utilisation selon la revendication 1, dans laquelle la viscosité dudit composant (A) à 25°C est de 3000 à 400000 cSt.
  4. Utilisation selon la revendication 1, dans laquelle la viscosité dudit composant (A) à 25°C est de 5000 à 400000 cSt.
  5. Utilisation selon la revendication 1, dans laquelle la composition de fluide comporte un ou plusieurs composés choisis dans le groupe constitué du soufre, de composés du soufre, de composés du phosphore et de composés du chlore représentés par les formules générales (I) à (XI) ci-dessous:
    (I) sulfure d'hydrocarbure représenté par la formule générale (2): R2-Sx-(R3-Sx)n-R2 dans laquelle R2 représente un groupe hydrocarboné; R3 représente un groupe hydrocarboné bivalent; l'indice x représente un entier valant 1 ou plus, et peut être identique et différent dans le motif récurrent; et l'indice n représente 0 ou un entier valant 1 ou plus;
    (II) huile ou graisse sulfurées, qui sont le produit de réaction d'une huile ou d'une graisse et du soufre;
    (III) dithiophosphate de zinc, représenté par la formule générale (3):
    Figure 00430001
    dans laquelle R4, R5, R6 et R7, qui peuvent être identiques ou différents, représentent chacun un groupe hydrocarboné; (IV) sel métallique d'acide dialkyldithiocarbamique, représenté par la formule générale (4);
    Figure 00430002
    dans laquelle R8, R9, R10 et R11, qui peuvent être identiques ou différents, représentent chacun un groupe alkyle; et Me représente un métal choisi dans le groupe constitué de Zn, Pb, Mo et Sb;
    (V) soufre élémentaire;
    (VI) sulfure d'hydrocarbure représenté par la formule générale (5):
    Figure 00440001
    dans laquelle R12 et R13 représentent chacun un groupe hydrocarboné bivalent; l'indice x représente un entier valant 1 ou plus, et peut être identique ou différent dans le motif récurrent; et l'indice m représente 0 ou un entier valant 1 ou plus;
    (VII) ester phosphorique, ester phosphoreux, ester thiophosphorique ou ester dithiophosphorique, représentés par la formule générale (6): (R14)bH3-bX3PXc dans laquelle R14 représente un hydrocarbure monovalent; l'indice b représente un entier valant 1, 2 ou 3; l'indice c représente 0 ou l'entier 1; et X représente un atome d'oxygène ou un atome de soufre;
    (VIII) sel d'alkylamine d'ester phosphorique acide, d'ester phosphoreux acide, d'ester thiophosphorique acide, ou d'ester dithiophosphorique acide, représentés par la formule générale (6);
    (IX) produit de réaction d'un hydrocarbure et de sulfure de phosphore;
    (X) composition contenant du phosphore et de l'azote, obtenue par neutralisation avec une amine du produit de réaction de (i) un triester hydroxylé d'acide dithiophosphorique, représenté par la formule générale (7) :
    Figure 00450001
    (dans laquelle R15 et R16 représentent chacun un hydrocarbure monovalent; et R17 représente un hydrocarbure bivalent) et (ii) un acide phosphorique, un oxyde de phosphore ou un phosphore halogéné; et
    (XI) un diester représenté par la formule générale (8) : dans laquelle R18 et R19 représentent chacun un groupe alkyle.
  6. Utilisation selon la revendication 5, dans laquelle la quantité d'addition desdits composants (I) à (XI) est de 0,01 à 10% en poids.
EP93118776A 1992-11-20 1993-11-22 Utilisation dans un couplage visqueux d'un fluide comprenant un polyorganosiloxane et un inhibiteur de viscosité Expired - Lifetime EP0599251B1 (fr)

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EP93118776A Expired - Lifetime EP0599251B1 (fr) 1992-11-20 1993-11-22 Utilisation dans un couplage visqueux d'un fluide comprenant un polyorganosiloxane et un inhibiteur de viscosité

Country Status (3)

Country Link
EP (1) EP0599251B1 (fr)
JP (1) JP3040618B2 (fr)
DE (1) DE69316847T2 (fr)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IT1276799B1 (it) * 1995-06-29 1997-11-03 Dow Corning Formulazioni di f-silicone
US6764982B2 (en) 2001-02-07 2004-07-20 The Lubrizol Corporation Lubricating oil composition
JP2012046730A (ja) * 2010-07-28 2012-03-08 Cosmo Oil Lubricants Co Ltd ファンクラッチ用流体組成物
WO2012112658A1 (fr) 2011-02-17 2012-08-23 The Lubrzol Corporation Lubrifiants possédant une bonne rétention du tbn
WO2018185026A1 (fr) 2017-04-03 2018-10-11 Solvay Specialty Polymers Italy S.P.A. Compositions de fluide de travail

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3759827A (en) * 1970-09-29 1973-09-18 Dow Corning Lubricant compositions
JPS59129294A (ja) * 1983-01-17 1984-07-25 Idemitsu Kosan Co Ltd 高温用潤滑剤
JPH0631389B2 (ja) * 1987-05-30 1994-04-27 コスモ石油株式会社 ビスカスカップリング用流体組成物
JP2579806B2 (ja) * 1988-09-28 1997-02-12 ダウコーニングアジア株式会社 ビスカスカップリング用流体組成物
JPH064850B2 (ja) * 1989-04-21 1994-01-19 キング、インダストリーズ、インコーポレーテッド 熱酸化的に安定な組成物
EP0397507B1 (fr) * 1989-05-10 1995-03-15 Tonen Corporation Fluides de silicone pour accouplements visqueux

Also Published As

Publication number Publication date
JPH06158081A (ja) 1994-06-07
EP0599251A1 (fr) 1994-06-01
DE69316847D1 (de) 1998-03-12
DE69316847T2 (de) 1998-06-18
JP3040618B2 (ja) 2000-05-15

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