WO2011042374A1 - Compositions lubrifiantes pour pompes à vide - Google Patents

Compositions lubrifiantes pour pompes à vide Download PDF

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Publication number
WO2011042374A1
WO2011042374A1 PCT/EP2010/064686 EP2010064686W WO2011042374A1 WO 2011042374 A1 WO2011042374 A1 WO 2011042374A1 EP 2010064686 W EP2010064686 W EP 2010064686W WO 2011042374 A1 WO2011042374 A1 WO 2011042374A1
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different
equal
comprised
group
functional
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PCT/EP2010/064686
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Inventor
Fabio Riganti
Valerio Carsetti
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Solvay Solexis S.P.A.
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Priority to CN2010800450732A priority Critical patent/CN102762706A/zh
Priority to JP2012532553A priority patent/JP5705860B2/ja
Priority to US13/499,976 priority patent/US20120196780A1/en
Priority to EP10759933A priority patent/EP2486114A1/fr
Publication of WO2011042374A1 publication Critical patent/WO2011042374A1/fr

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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
    • C10M169/044—Mixtures of base-materials and additives the additives being a mixture of non-macromolecular and macromolecular 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
    • C10M2213/04—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
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/08—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-nitrogen bonds
    • 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
    • C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
    • 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
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/44—Super vacuum or supercritical use

Definitions

  • the present invention relates to (per)fluoropolyether lubricant
  • compositions and use thereof for lubricating vacuum pumps are provided.
  • Fluoropolyether lubricants are known in the art for being used in vacuum pumps in highly demanding applications, e.g. in the semiconductor industry, in particular for lubricating compressors and pumps handling reactive and hazardous gases, typically in rotary pumps, turbomolecular pumps, roots pumps and diffusion pumps.
  • Fluoropolyether oils substantially free from volatile fractions are typically used for lubricating vacuum pumps so that back migration of the volatile oil fractions into the vacuum chamber, which is commonly due to heat generated by friction among the moving metallic parts while operating, is generally reduced.
  • EP 0553768 B (AUSIMONT S.P.A.) 03.05.2000 discloses use in vacuum pumps of perfluoropolyethers having at most 0.1 % by weight of fractions exhibiting a molecular weight lower than or equal to 1500 and at most 1.3% by weight of fractions exhibiting a molecular weight lower than or equal to 1800, said perfluoropolyethers being typically endowed with a viscosity ranging from about 140 cSt to about 270 cSt at 20°C and preferably complying with branched perfluoropolyethers having formulae CF 3 (OCF(CF3)CF2)m(OCF 2 )nOCF3, wherein m/n is equal to or higher than 1000, and F(CF 2 CF(CF3)O) q CF 2 CF3.
  • fluoropolyether oils of the prior art in particular linear fluoropolyether oils generally suffer from low thermal-oxidative stability in the presence of metals to be advantageously used as lubricants in high vacuum and ultra-high vacuum pumps.
  • EP 1454938 B (SOLVAY SOLEXIS S.P.A.) 05.10.2005 discloses linear perfluoropolyether oils comprising -CF2CF2O- and -CF2O- recurring units, statistically distributed along the perfluoropolyoxyalkylene chain, in a -CF2 CF2O-/-CF2O- ratio comprised between 2 and 20, which exhibit improved thermal-oxidative stability in the presence of metals with respect to known linear perfluoropolyether oils having a lower -CF2CF2O-/-CF2O- ratio, typically comprised between 0.1 and 10, while maintaining a high viscosity index and a low pour point value as compared with known linear perfluoropolyether oils.
  • the stability of the novel linear perfluoropolyether oils when used as lubricants may be further increased by the addition of perfluoropolyether-based thermal stabilizers comprising functional groups like, e.g., phosphines, phosphates, phosphazenes, benzothiazoles, triazines, amines, substituted amines, nitroderivative compounds.
  • perfluoropolyether-based thermal stabilizers comprising functional groups like, e.g., phosphines, phosphates, phosphazenes, benzothiazoles, triazines, amines, substituted amines, nitroderivative compounds.
  • non-functional PFPE oil comprising at least one (per)fluoropolyoxyalkylene chain (chain F);
  • (B) at least one cyclic phosphazene compound [compound (P)] comprising one or more cyclic moieties having formula (I) or (II) here below: said cyclic moieties comprising, bound to one or more phosphorus atoms, at least one substituent comprising at least one (per)fluoropolyoxyalkylene chain (chain R'F);
  • chain R'F (per)fluoropolyoxyalkylene chain (chain R'F) and at least one functional group comprising at least one monocyclic or polycyclic aromatic ring, said aromatic ring optionally containing one or more heteroatoms selected from N, O and S and one or more substituents different from hydrogen atoms.
  • the lubricant composition of the invention advantageously exhibits improved thermal-oxidative stability in the presence of metals while maintaining low evaporation weight loss and high lubrication performances to be successfully used for high vacuum and ultra-high vacuum applications.
  • (per)fluoropolyether is intended to denote either a fully fluorinated perfluoropolyether or a partially fluorinated fluoropolyether.
  • (per)fluoropolyoxyalkylene chain is intended to denote either a fully fluorinated perfluoropolyoxyalkylene chain or a partially fluorinated fluoropolyoxyalkylene chain.
  • the (per)fluoropolyoxyalkylene chain (chain Rp) of the non-functional (per)fluoropolyether oil (non-functional PFPE oil) of the invention typically comprises one or more recurring units R° having general formula -(CJJ')j -CKK'-O-, wherein J and J', equal to or different from each other, independently represent a fluorine atom or a C-
  • the non-functional PFPE oil of the invention may be a linear
  • non-functional PFPE oil or a branched non-functional PFPE oil.
  • linear non-functional PFPE oil it is meant a non-functional PFPE oil comprising at least one (per)fluoropolyoxyalkylene chain (chain Rp) as defined above, wherein J and J' both represent a fluorine atom and K and K', equal to or different from each other, independently represent a hydrogen atom, a fluorine atom or a chlorine atom.
  • branched non-functional PFPE oil it is meant a non-functional PFPE oil comprising at least one (per)fluoropolyoxyalkylene chain (chain Rp) as defined above, wherein at least one of J, J', K and K' represents a C1 -C6 (per)fluoro(oxy)alkyl group.
  • Suitable non-functional PFPE oils according to the invention include, notably, the followings:
  • - T and T are independently selected from -CF3, -C2F5 and -C3F7 groups;
  • - b1 ' and b2' are independently integers ⁇ 0 such that the b17b2' ratio is comprised between 0.1 and 5 and the (b1 '+b2') sum is comprised between 5 and 250; should b1 ' and b2' be both different from zero, the different recurring units are generally statistically distributed along the perfluoropolyoxyalkylene chain.
  • Said products can be produced by photooxidation of C2F4 as reported in US 3715378 (MONTECATINI EDISON S.P.A.) 06.02.1973 and
  • - T 2 and T 2 are independently selected from -CF 3 , -C 2 F 5 , -C3F7, -C4F9, -CF 2 CI, -CF 2 CF 2 CI groups;
  • the c27c1 ' ratio is comprised between 2 and 20;
  • the c17(c1 '+c2'+c3'+c4') ratio is comprised between 0.05 and 0.4;
  • the different recurring units are generally statistically distributed along the perfluoropolyoxyalkylene chain.
  • Said products can be produced as described in EP 1454938 B (SOLVAY SOLEXIS S.P.A.) 05.10.2005 .
  • - T 3 and T 3 ' are independently selected from -C 2 Fs and -C3F7 groups;
  • - d' is an integer comprised between 5 and 250.
  • Said products can be obtained by a method comprising fluorinating a polyethyleneoxide, e.g. with elemental fluorine, and optionally thermally fragmentating the so-obtained fluorinated polyethyleneoxide as reported in US 4523039 (THE UNIVERSITY OF TEXAS) 1 1.06.1985 .
  • Hal is a halogen selected from fluorine and chlorine atoms, preferably a fluorine atom;
  • - e1 ', e2', and e3' are independently integers ⁇ 0 such that the (e1 '+e2'+e3') sum is comprised between 5 and 250; should at least two of e1 ', e2' and e3' be different from zero, the different recurring units are generally statistically distributed along the (per)fluoropolyoxyalkylene chain.
  • Said products may be prepared by ring-opening polymerizing
  • - Y is selected from a fluorine atom or a -CF3 group
  • - f1 ' and f2' are independently integers ⁇ 0 such that the f17f2' ratio is comprised between 20 and 1000 and the (f1 '+f2') sum is comprised between 5 and 250; should f1 ' and f2' be both different from zero, the different recurring units are generally statistically distributed along the perfluoropolyoxyalkylene chain.
  • Said products can be obtained by photooxidation of C3F6 as described in CA 786877 (MONTEDISON S.P.A.) 04.06.1968 and by subsequent conversion of the end groups as described in GB 1226566
  • - g1 ', g2' and g3' are independently integers ⁇ 0 such that the (g1 '+g2'+g3') sum is comprised between 5 and 250; should at least two of g1 ', g2' and g3' be different from zero, the different recurring units are generally statistically distributed along the perfluoropolyoxyalkylene chain.
  • Said products can be manufactured by photooxidation of a mixture of C3F6 and C2F4 and subsequent treatment with fluorine as described in US 3665041 (MONTECATINI EDISON SPA) 23.05.1972 .
  • - h' is an integer comprised between 5 and 250.
  • Said products can be prepared by ionic hexafluoropropylene epoxide oligomerization and subsequent treatment with fluorine as described in US 3242218 (E. I. DU PONT DE NEMOURS AND CO.) 22.03.1966 .
  • - i' is an integer comprised between 2 and 250.
  • Said products can be obtained by ionic telomerization of the
  • R 1 f is a C1-C6 perfluoroalkyl group
  • R 2 f is selected from a fluorine atom and a C1-C6 perfluoroalkyl group
  • - j1 ' is equal to 1 or 2;
  • - j2' is an integer comprised between 5 and 250.
  • Said products can be produced by the copolymerization of
  • hexafluoroacetone with an oxygen-containing cyclic comonomer selected from ethylene oxide, propylene oxide, epoxy-butane and/or trimethylene oxide (oxethane) or substituted derivatives thereof and subsequent perfluorination of the resulting copolymer, as detailed in patent application WO 87/00538 (LAGOW ET AL.) 29.01.1987 .
  • oxygen-containing cyclic comonomer selected from ethylene oxide, propylene oxide, epoxy-butane and/or trimethylene oxide (oxethane) or substituted derivatives thereof
  • Preferred non-functional PFPE oils suitable for the purpose of the invention include, notably, the followings:
  • T 2 and T 2 ' are -CF3 groups
  • the c27c1 ' ratio is comprised between 2 and 5;
  • the c17(c1 '+c2'+c3'+c4') ratio is comprised between 0.1 and 0.3;
  • the different recurring units being generally statistically distributed along the perfluoropolyoxyalkylene chain;
  • non-functional PFPE oils commercially available from Solvay Solexis S.p.A. under the trade name FOMBLIN® (type M, Z or Y), said oils generally comprising at least one oil complying with either of formulae here below:
  • non-functional PFPE oils commercially available from Daikin under the trade name DEMNUM®, said oils generally comprising at least one oil complying with formula here below:
  • non-functional PFPE oils commercially available from Du Pont de Nemours under the trade name KRYTOX®, said oils generally comprising at least one low-molecular weight, fluorine end-capped, homopolymer of hexafluoropropylene epoxide complying with formula here below:
  • non-functional PFPE oils suitable for the purpose of the invention include, notably, non-functional PFPE oils complying with formula (2) as described hereinabove and non-functional PFPE oils commercially available from Solvay Solexis S.p.A. under the trade name FOMBLIN® (type M, Z or Y) as described hereinabove.
  • a mixture of more than one non-functional PFPE oil as defined above may also be used in the lubricant composition of the invention.
  • Preferred mixtures of more than one non-functional PFPE oil as defined above include, notably, mixtures of at least one linear non-functional PFPE oil as defined above with at least one branched non-functional PFPE oil as defined above.
  • suitable mixtures of at least one linear non-functional PFPE oil as defined above with at least one branched non-functional PFPE oil as defined above include, notably, those commercially available from Solvay Solexis S.p.A. under the trade name FOMBLIN® W.
  • phosphazene compound [compound (P)] of the invention typically comprises one or more recurring units R having general formula -(CF2)j -CFK-O-, wherein K is selected from a fluorine atom and a C1-C5
  • (per)fluoro(oxy)alkyl group and j is an integer comprised between 0 and 3, said recurring units being generally statistically distributed along the (per)fluoropolyoxyalkylene chain.
  • - Rf is a (per)fluoropolyoxyalkylene chain comprising one or more recurring units having formula -CF2O(CF2CF2O) P '(CF2O) q 'CF2-, wherein p' and q' are integers such that the number average molecular weight of the chain is comprised between 1000 and 2000, the q'/p' ratio being comprised between 0.2 and 2;
  • R'f is a (per)fluoropolyoxyalkylene chain comprising one or more recurring units having formula -(C3F6O) q (CF(CF3)O) r -, wherein q and r are integers such that the number average molecular weight of the chain is comprised between 500 and 700, the q/r ratio being > 2.
  • EP 1336614 A SOLVAY SOLEXIS S.P.A. 20.08.2003 .
  • the compound (P) complies with formula l-B) or (ll-B) here below:
  • R"f and R"'f independently represent a (per)fluoropolyoxyalkylene chain comprising one or more recurring units selected from:
  • said recurring units being generally statistically distributed along the (per)fluoropolyoxyalkylene chain;
  • - Z and Z' equal to or different from each other, independently represent a polar group of formula -O " M + , wherein M is selected from hydrogen, a monovalent metal, preferably an alkaline metal, and an ammonium radical having formula -NR-1 R2R3R4, wherein each of R-
  • - n is an integer comprised between 1 and 3, preferably equal to 1 ;
  • - z is an integer comprised between 1 and 4, preferably equal to 1 ;
  • n + nf is equal to 6;
  • nz' + nf is equal to 8.
  • the compound (P) of this second embodiment of the invention preferably complies with formula (l-B) or (ll-B) here above, wherein R"fO- and R"'fO- are selected from:
  • - T 4 is selected from -CF 3 , -CF 2 CF 3 , -CF 2 CF 2 CF 3 , -(CF 2 )f-CF 2 (T 1 ) and -(CF2)f-CF(T-
  • - J is selected from groups having formulae -CE'(Y)CE2O(CH2CH2O) s i- and -CE'YO(CH2CH2O)s2-, wherein E and E', equal to or different from each other, are independently selected from a fluorine atom, a hydrogen atom and a -CF3 group, E being preferably a hydrogen atom and E' being preferably selected from a fluorine atom and a -CF3 group, Y is selected from a fluorine atom and a -CF3 group, s1 and s2, equal to or different from each other, are integers comprised between 0 and 5;
  • - T 5 is selected from -CF 3 , -CFYCF3, -CF(Y)CF(Y)CF 3 , -(CFY)f-CFY(T'i) and -(CFY ⁇ -CYCT-iXT ⁇ ), wherein f is 0 or 1 , T'i and T 2 , equal to or different from each other, are independently selected from chlorine, bromine and hydrogen atoms;
  • - r', s' and t' are numbers such that the (r'+ s'+ t') sum is comprised between 1 and 100, the t'/(r'+ s') ratio being comprised between 0.01 and 0.1 ;
  • R * f is a C-i-Ce perfluoroalkylene group
  • - 11 ", u1 ", t2", u2" are numbers such that the (t1 "+ u1 "+ t2"+ u2") sum is comprised between 1 and 100, the (t1 "+ t2") /(u1 "+ u2") ratio being comprised between 0.01 and 0.1 ;
  • - v' is a number comprised between 1 and 100; (e) T 4 -CF2CH2-(OCF2CF2CH2)w'-OR * fO-(CH2CF2CF 2 O)w'-J- wherein:
  • - w' is a number comprised between 1 and 100.
  • the compound (P) of this second embodiment of the invention more preferably complies with formula (l-B * ) or (ll-B * ) here below:
  • - T * is selected from -CF3, -CF2CF3 and -CF2CF2CF3 groups;
  • - s * is a number comprised between 0 and 5.
  • M being preferably an alkaline metal selected from Li, Na and K or an ammonium radical having formula -NR-1 R2R3R4, wherein each of R-
  • - A is selected from: (i) -QR groups, wherein Q is a divalent group selected from -O-, -S-, -NR-
  • - m is equal to 3 or 4;
  • Preferred lubricant compositions of the invention comprise one or more compounds (P) according to the first and/or the second embodiment of the invention as detailed above.
  • More preferred lubricant compositions of the invention comprise one or more compounds (P) according to the second embodiment of the invention as detailed above.
  • Most preferred lubricant compositions of the invention comprise one or more compounds (P) complying with either of formulae (lll-B) or (lll-B bis) as described above.
  • the functional (per)fluoropolyether derivative (functional PFPE derivative) of the invention comprises at least one (per)fluoropolyoxyalkylene chain (chain R'F) as defined above and at least one functional group typically comprising at least one ether, thioether, ester or amine group comprising at least one monocyclic or polycyclic aromatic ring, said aromatic ring optionally containing one or more heteroatoms selected from N, O and S and one or more substituents different from hydrogen atoms.
  • the functional (per)fluoropolyether derivative (functional PFPE derivative) of the invention preferably complies with formula (V) here below:
  • - Rp is a (per)fluoropolyoxyalkylene chain (chain R'F) as defined above;
  • non-functional end-groups selected from a fluorine atom, a chlorine atom and a C1-C3 (per)fluoroalkyl group optionally containing one or more chlorine atoms,
  • - Wi and W2 equal to or different from each other, independently represent a fluorine atom or a -CF3 group
  • - p1 and pV are independently integers comprised between 1 and 3, preferably being equal to 1 when Wi and/or W2 are -CF3 groups.
  • the functional PFPE derivative of the invention more preferably complies with formula (VI) here below:
  • (a') A is selected from oxygen and sulphur atoms
  • (b') B is selected from an oxygen atom, a sulphur atom and a -NH group,
  • (c') W is selected from a hydrogen atom and a -CF3 group
  • Y is selected from phenyl, pyridine, triazine, benzoxazole,
  • benzothiazole and benzopyrazine groups optionally substituted with one or more substituents different from hydrogen atoms,
  • non-functional end-groups selected from a fluorine atom, a chlorine atom, a -CF3 group, a -C2F5 group and a -(CF2) n CI group, wherein n is an integer comprised between 1 and 3,
  • n * are integers such that the number average molecular weight of the functional PFPE derivative is comprised between 400 and 10000, the m * /n * ratio being comprised between 0.1 and 10.
  • Preferred lubricant compositions of the invention comprise one or more functional PFPE derivatives selected from:
  • Most preferred lubricant compositions of the invention comprise one or more functional PFPE derivatives complying with formula (VI) as described above wherein both T" and T" are functional end-groups as defined above (bifunctional PFPE derivatives).
  • Non-limitative examples of suitable bifunctional PFPE derivatives include, notably, the followings:
  • - bifunctional PFPE derivatives complying with formula here below: wherein m * and n * are integers such that the number average molecular weight of the bifunctional PFPE derivative is comprised between 1000 and 6000, preferably between 2000 and 4000, the m/n ratio being comprised between 0.1 and 5;
  • bifunctional PFPE derivatives commercially available from Solvay Solexis S.p.A. under the trade name FOMBLIN® DA 410, said bifunctional PFPE derivatives complying with formula here below: wherein m * and n * are integers such that the number average molecular weight of the bifunctional PFPE derivative is comprised between 1000 and
  • 6000 preferably between 2000 and 4000, the m/n ratio being comprised between 0.1 and 5.
  • lubricant compositions comprising one or more bifunctional PFPE derivatives complying with formula here below: wherein m * and n * are integers such that the number average molecular weight of the bifunctional PFPE derivative is comprised between 1000 and 6000, preferably between 2000 and 4000, the m/n ratio being comprised between 0.1 and 5.
  • the lubricant composition of the invention typically comprises at least one cyclic phosphazene compound [compound (P)] as defined above in an amount of at least 0.1 % by weight, preferably at least 0.2% by weight, more preferably at least 0.3% by weight with respect to the weight of the non-functional PFPE oil.
  • the lubricant composition of the invention typically comprises at least one cyclic phosphazene compound [compound (P)] as defined above in an amount of at most 15% by weight, preferably at most 10% by weight, more preferably at most 5% by weight with respect to the weight of the non-functional PFPE oil.
  • the lubricant composition of the invention typically comprises at least one functional PFPE derivative different from compound (P) as defined above in an amount of at least 0.5% by weight, preferably at least 1 % by weight, more preferably at least 2% by weight with respect to the weight of the non-functional PFPE oil.
  • the lubricant composition of the invention typically comprises at least one functional PFPE derivative different from compound (P) as defined above in an amount of at most 15 % by weight, preferably at most 10% by weight, more preferably at most 6% by weight with respect to the weight of the non-functional PFPE oil.
  • compound (P) comprising at least one cyclic phosphazene compound [compound (P)] in an amount ranging from 0.3% to 5% by weight with respect to the weight of the non-functional PFPE oil and at least one functional PFPE derivative different from compound (P) as defined above in an amount ranging from 2% to 6% by weight with respect to the weight of the non-functional PFPE oil.
  • the lubricant composition of the invention typically has a kinematic
  • ⁇ viscosity ( ⁇ ) ranging from 100 to 350, preferably from 120 to 300, as measured at 20°C by ASTM D445.
  • the lubricant composition can also further comprise other additives
  • anti-rust additives notably including one or more anti-rust additives, oxidation inhibitors, antifoam agents, anti-wear additives and anti-scuff additives.
  • lubricant composition of the invention include, notably, functional PFPEs commercially available from Solvay Solexis S.p.A. under the trade names FOMBLIN® DA305, FOMBLIN® DA306 and FOMBLIN® DA308.
  • Another object of the invention is use of the lubricant composition as
  • the non-functional PFPE oil (1 ) is a linear non-functional PFPE oil having formula CF3O-(CF2O)n(CF2CF2O) m (CF2CF2CF2O) r (CF2CF2CF2CF 2 O)s -CF3, wherein m, n, r and s are integers such that the number average molecular weight is about 1 1000, the m/n ratio being about 2.7.
  • the non-functional PFPE oil (2) is a FOMBLIN® M15 linear non-functional PFPE oil having formula CF3O-(CF2CF 2 O) m (CF 2 O)n-CF3, wherein m and n are integers such that the number average molecular weight is about 10600, the m/n ratio being about 0.9.
  • the non-functional PFPE oil (3) is a FOMBLIN® M30 linear non-functional PFPE oil having formula CF3O-(CF2CF 2 O) m (CF 2 O)n-CF3, wherein m and n are integers such that the number average molecular weight is about 13000, the m/n ratio being about 0.9.
  • the non-functional PFPE oil (4) is a FOMBLIN ® Y25/6 branched non-functional PFPE oil having formula
  • the compound (P1) is a cyclic phosphazene compound having formula
  • indexes are integers such that the number average molecular weight is about 8300.
  • m and n are integers such that the number average molecular weight is about 3800, the m/n ratio being about 0.9.
  • the sintered metal bearing of Fe-Cu-Sn-C type was impregnated with the lubricant composition of the invention at 30°C, under vacuum (7 mbar), for
  • the sintered metal bearing so treated was then allowed to drain for about 15 minutes, so that the amount of lubricant composition impregnated in the sintered metal bearing was about 0.05 g.
  • the sintered metal bearing so impregnated was placed in a ventilated oven set at 200°C and weighted every 48-72 hours.
  • Weight loss of the lubricant composition was checked as a function of time.
  • Tribological test method Sliding wear tests were conducted with a ball-on-disk tribometer at 140°C during 6 hours under the following operating conditions:
  • a lubricant composition was prepared by mixing non-functional PFPE oil (3) with 0.5% by weight of non-functional PFPE oil (3) of compound (P1 ) and 5% by weight of non-functional PFPE oil (3) of functional PFPE derivative (1 ).
  • a composition was prepared by mixing non-functional PFPE oil (3) with
  • a composition was prepared by mixing non-functional PFPE oil (3) with
  • composition of Example 1 of the invention showed a substantial increase of the induction time to degradation with respect to compositions of comparative Examples 1 C and 2C, that is to say that the lubricant composition of the invention showed improved thermal-oxidative stability with respect to compositions comprising at least one non-functional PFPE oil as defined above and either at least one compound (P) as defined above or at least one functional PFPE derivative as defined above.
  • a lubricant composition was prepared by mixing non-functional PFPE oil (1 ) with 3% by weight of non-functional PFPE oil (1 ) of compound (P1 ) and 3% by weight of non-functional PFPE oil (1) of functional PFPE derivative
  • a lubricant composition was prepared by mixing non-functional PFPE oil
  • a lubricant composition was prepared by mixing non-functional PFPE oil (4) with 3% by weight of non-functional PFPE oil (4) of compound (P1 ) and 3% by weight of non-functional PFPE oil (4) of functional PFPE derivative
  • a composition was prepared by mixing non-functional PFPE oil (2) with
  • Example 3C showed a substantial decrease of the induction time to degradation with respect to the lubricant composition of Example 4 of the invention.
  • a composition was prepared by mixing non-functional PFPE oil (2) with 3% by weight of non-functional PFPE oil (2) of functional PFPE derivative
  • Example 4C showed a substantial decrease of the induction time to degradation with respect to the lubricant composition of Example 4 of the invention.
  • the tribological tests performed with the lubricant composition of Example 3 of the invention showed that substantially low or even slightly decreased wear volumes were measured with respect to compositions of comparative Examples 3C and 4C, that is to say that the lubricant composition of the invention showed good or slightly improved anti-wear properties with respect to compositions comprising at least one non-functional PFPE oil as defined above and either at least one compound (P) as defined above or at least one functional PFPE derivative as defined above.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)

Abstract

L'invention concerne une composition lubrifiante qui comprend : (A) au moins une huile de (per)fluoropolyéther (huile PFPE) non fonctionnelle comprenant au moins une chaîne (per)fluoropolyoxyalkylène (chaîne RF) ; (B) au moins un composé de phosphazène cyclique [composé (P)], comprenant une ou plusieurs fractions cycliques de formule (I) ou (II) ci-dessous : lesdites fractions cycliques comprenant, reliés à un ou plusieurs atomes de phosphore, au moins un substituant qui comprend au moins une chaîne (per)fluoropolyoxyalkylène (chaîne R'F) ; (C) au moins un dérivé de (per)fluoropolyéther fonctionnel (dérivé de PFPE fonctionnel) différent du composé (P) comprenant au moins une chaîne (per)fluoropolyoxyalkylène (chaîne R'F) et au moins un groupe fonctionnel qui comprend au moins un cycle aromatique monocyclique ou polycyclique, ledit cycle aromatique contenant éventuellement un ou plusieurs hétéroatomes choisis parmi N, O et S et un ou plusieurs substituants différents d'atomes d'hydrogène.
PCT/EP2010/064686 2009-10-06 2010-10-01 Compositions lubrifiantes pour pompes à vide WO2011042374A1 (fr)

Priority Applications (4)

Application Number Priority Date Filing Date Title
CN2010800450732A CN102762706A (zh) 2009-10-06 2010-10-01 用于真空泵的润滑剂组合物
JP2012532553A JP5705860B2 (ja) 2009-10-06 2010-10-01 真空ポンプ用潤滑剤組成物
US13/499,976 US20120196780A1 (en) 2009-10-06 2010-10-01 Lubricant compositions for vacuum pumps
EP10759933A EP2486114A1 (fr) 2009-10-06 2010-10-01 Compositions lubrifiantes pour pompes à vide

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP09172280.1 2009-10-06
EP09172280 2009-10-06

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WO2011042374A1 true WO2011042374A1 (fr) 2011-04-14

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US (1) US20120196780A1 (fr)
EP (1) EP2486114A1 (fr)
JP (1) JP5705860B2 (fr)
CN (1) CN102762706A (fr)
TW (1) TW201124523A (fr)
WO (1) WO2011042374A1 (fr)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013120827A2 (fr) 2012-02-17 2013-08-22 Solvay Specialty Polymers Italy S.P.A. (per)fluoropolyéthers contenant des groupes terminaux bi- ou ter-phényle
JP2014517131A (ja) * 2011-06-24 2014-07-17 ソルベイ スペシャルティ ポリマーズ イタリー エス．ピー．エー． （パー）フルオロポリエーテルブロックコポリマー
US9487724B2 (en) 2012-08-08 2016-11-08 Agency For Science, Technology And Research Lubricants for magnetic recording media
WO2018172172A1 (fr) 2017-03-20 2018-09-27 Solvay Specialty Polymers Italy S.P.A. Polymères fluorés et leurs utilisations
US11985841B2 (en) 2020-12-07 2024-05-14 Oti Lumionics Inc. Patterning a conductive deposited layer using a nucleation inhibiting coating and an underlying metallic coating

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Publication number Priority date Publication date Assignee Title
CN108893176A (zh) * 2018-06-12 2018-11-27 天津大学 一种全氟聚醚润滑油及其制备方法

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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2014517131A (ja) * 2011-06-24 2014-07-17 ソルベイ スペシャルティ ポリマーズ イタリー エス．ピー．エー． （パー）フルオロポリエーテルブロックコポリマー
WO2013120827A2 (fr) 2012-02-17 2013-08-22 Solvay Specialty Polymers Italy S.P.A. (per)fluoropolyéthers contenant des groupes terminaux bi- ou ter-phényle
US9487724B2 (en) 2012-08-08 2016-11-08 Agency For Science, Technology And Research Lubricants for magnetic recording media
WO2018172172A1 (fr) 2017-03-20 2018-09-27 Solvay Specialty Polymers Italy S.P.A. Polymères fluorés et leurs utilisations
US11985841B2 (en) 2020-12-07 2024-05-14 Oti Lumionics Inc. Patterning a conductive deposited layer using a nucleation inhibiting coating and an underlying metallic coating

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Publication number Publication date
US20120196780A1 (en) 2012-08-02
TW201124523A (en) 2011-07-16
EP2486114A1 (fr) 2012-08-15
JP2013506747A (ja) 2013-02-28
CN102762706A (zh) 2012-10-31
JP5705860B2 (ja) 2015-04-22

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