(Per)fluoropolyether polymers
AssigneeSolvay Specialty Polymers Italy S.P.A.
InventorsMarco Galimberti, Giovanni Fontana, Roberto Valsecchi, Vito Tortelli
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Abstract
The present invention relates to a novel process for the synthesis of (per)fluoropolyether polymers and to certain novel (per)fluoropolyether polymers. The present invention also relates to the use the (per)fluoropolyether polymers thus obtained, as intermediate compounds for the manufacture of further polymers suitable for use as lubricants, notably for magnetic recording media (MRM).
Claims17
A process (PFOR) for the synthesis of at least one polymer (PFPEFOR), said polymer (PFPEFOR) comprising a perfluoropolyether backbone having two chain ends, wherein at least one chain end comprises at least one group selected from linear or branched perfluoroalkyl group comprising from 1 to 6 carbon atoms, —OC(═O)F and —C(═O)F,
- said process (PFOR) comprising:
- (I) contacting at least one compound (F), wherein compound (F) is a perfluoro compound comprising at least two acyl-fluoride groups with at least one compound (H), wherein compound (H) is a hydrogenated compound comprising at least two fluoroformate groups, to provide a polymer (FH) comprising a partially fluorinated polyether backbone having two chain ends,
- wherein said backbone comprises recurring unit(s) derived from said at least one compound (F) alternately arranged with recurring unit(s) derived from said at least one compound (H), and
- wherein at least one of said chain ends comprises at least one group selected from —OC(═O)F and —C(═O)F;
- and
- (II) contacting said polymer (FH) obtained in step (I) with a source of fluorine, to provide at least one polymer (PFPEFOR).
A perfluoropolyether polymer (PFPE*FOR) comprising a perfluoropolyether backbone having two chain ends,
- wherein:
- at least one of said chain end comprises at least one group selected from linear or branched perfluoroalkyl group comprising from 1 to 6 carbon atoms, —OC(═O)F and —C(═O)F, and
- said backbone comprises at least one moiety selected from moieties of formulae (Ia) to (If):
- —(C2F4O)a—;
- (Ia)
- —(C3F6O)b—;
- (Ib)
- —(C4F8O)c—;
- (Ic)
- —(C5F10O)d—;
- (Id)
- —(C6F12O)e—;
- (Ie)
- —(CxF2xO)f—;
- (If)
- wherein
- x is an integer from 7 to 12;
- each of a, b, c, d, e and f is independently 0 or an integer, wherein the sum of a, b, c, d, e and f is such that the average number molecular weight of the backbone of the polymer as determined by NMR analysis is from 282 to 70-000;
- with the proviso that:
- when a is different from 0, at least one of b, c, d, e or f is different from 0,
- when b is different from 0, at least one of a, c, d, e or f is different from 0,
- when c is different from 0, at least one of a, b, d, e or f is different from 0;
- and with the proviso that when said backbone comprises two moieties complying with formulae (Ia) to (If) as defined above, said two moieties are alternately arranged within the backbone.
A polymer (PFPED-EST) comprising a perfluoropolyether backbone having two chain ends, wherein at least one chain end comprises a group of formula —CF2C(═O)OR wherein R is a linear or branched alkyl chain having from 1 to 10 carbon atoms, and wherein said backbone comprises at least one moiety selected from moieties of formulae (Ia) to (If):
- —(C2F4O)a—;
- (Ia)
- —(C3F6O)b—;
- (Ib)
- —(C4F8O)c—;
- (Ic)
- —(C5F10O)d—;
- (Id)
- —(C6F12O)e—;
- (Ie)
- —(CxF2xO)f—;
- (If)
- wherein
- x is an integer from 7 to 12;
- each of a, b, c, d, e and f is independently 0 or an integer, wherein the sum of a, b, c, d, e and f is such that the average number molecular weight of the backbone of the polymer as determined by NMR analysis is from 282 to 70-000;
- with the proviso that when said backbone comprises two moieties complying with formulae (Ia) to (If) as defined above, said two moieties are alternately arranged within the backbone.
A polymer (PFPED-OH) comprising a perfluoropolyether backbone having two chain ends, wherein at least one chain end comprises a group of formula —CF2CH2OH and wherein said backbone comprises at least one moiety selected from moieties of formulae (Ia) to (If):
- —(C2F4O)a—;
- (Ia)
- —(C3F6O)b—;
- (Ib)
- —(C4F8O)c—;
- (Ic)
- —(C5F10O)d—;
- (Id)
- —(C6F12O)e—;
- (Ie)
- —(CxF2xO)f—;
- (If)
- wherein
- x is an integer from 7 to 12;
- each of a, b, c, d, e and f is independently 0 or an integer, wherein the sum of a, b, c, d, e and f is such that the average number molecular weight of the backbone of the polymer as determined by NMR analysis is from 282 to 70-000;
- with the proviso that when said backbone comprises two moieties complying with formulae (Ia) to (If) as defined above said two moieties are alternately arranged within the backbone, and
- with the proviso that the backbone of polymer (PFPED-OH) is different from —[(C2F4O)a(C4F8O)c]y*—.
A polymer (PFPED-OH-X) comprising a perfluoropolyether backbone having two chain ends, wherein at least one chain end comprises a group of formula —CF2CH2O—R1, wherein R1 is a linear or branched alkyl chain comprising from 1 to 16 carbon atoms and substituted with at least 2 groups —OH and wherein said backbone comprises at least one moiety selected from moieties of formulae (Ia) to (If):
- —(C2F4O)a—;
- (Ia)
- —(C3F6O)b—;
- (Ib)
- —(C4F8O)c—;
- (Ic)
- —(C5F10O)d—;
- (Id)
- —(C6F12O)e—;
- (Ie)
- —(CxF2xO)f—;
- (If)
- wherein
- x is an integer from 7 to 12;
- each of a, b, c, d, e and f is independently 0 or an integer, wherein the sum of a, b, c, d, e and f is such that the average number molecular weight of the backbone of the polymer as determined by NMR analysis is from 282 to 70-000;
- with the proviso that when said backbone comprises two moieties complying with formulae (Ia) to (If) as defined above, said two moieties are alternately arranged within the backbone.
A polymer (PFPED-OH-MD) complying with the following formula:
- Ce—B-A-B—Ce
- wherein:
- each Ce is a group of formula —CF2CH2O—R1, wherein R1 is a linear or branched alkyl chain comprising from 1 to 16 carbon atoms and substituted with at least 2 groups —OH;
- each B is a group comprising at least one moiety selected from moieties of formulae (Ia) to (If):
- —(C2F4O)a—;
- (Ia)
- —(C3F6O)b—;
- (Ib)
- —(C4F8O)c—;
- (Ic)
- —(C5F10O)d—;
- (Id)
- —(C6F12O)e—;
- (Ie)
- —(CxF2xO)f—;
- (If)
- wherein
- x is an integer from 7 to 12;
- each of a, b, c, d, e and f is independently 0 or an integer, wherein the sum of a, b, c, d, e and f is such that the average number molecular weight of the backbone of the polymer as determined by NMR analysis is from 282 to 70000;
- with the proviso that when said backbone comprises two moieties complying with formulae (Ia) to (If) as defined above, said two moieties are alternately arranged within the backbone;
- and
- A is a divalent alkyl chain comprising from 3 to 20 carbon atoms, said alkyl chain being substituted with at least one —OH group and being optionally substituted with at least one fluorine atom.
A method for lubricating a magnetic recording media (MRM), said method comprising providing a magnetic recording media (MRM) comprising at least one magnetic layer, optionally covered by at least one carbon overcoat, and applying at least one of polymer (PFPED-OH), and/or eat least one polymer (PFPED-OH-X), and/or at least one polymer (PFPED-OH-MD), onto said magnetic layer or onto said carbon overcoat, wherein:
- polymer (PFPED-OH) is a polymer comprising a perfluoropolyether backbone having two chain ends, wherein at least one chain end comprises a group of formula —CF2CH2OH and
- wherein said backbone comprises at least one moiety selected from moieties of formulae (Ia) to (If):
- with the proviso that the backbone of polymer (PFPED-OH) is different from —[(C2F4O)a(C4F8O)c]y*,
- polymer (PFPED-OH-X) is a polymer comprising a perfluoropolyether backbone having two chain ends, wherein at least one chain end comprises a group of formula —CF2CH2O—R1, wherein R1 is a linear or branched alkyl chain comprising from 1 to 16 carbon atoms and substituted with at least 2 groups —OH and wherein said backbone comprises at least one moiety selected from moieties of formulae (Ia) to (If);
- polymer (PFPED-OH-MD) is a polymer complying with the following formula:
- Ce—B-A-B—Ce
- wherein:
- each Ce is a group of formula —CF2CH2O—R1, wherein R1 is a linear or branched alkyl chain comprising from 1 to 16 carbon atoms and substituted with at least 2 groups —OH;
- each B is a group comprising at least one moiety of formulae (Ia) to (If);
- and
- A is a divalent alkyl chain comprising from 3 to 20 carbon atoms, said alkyl chain being substituted with at least one —OH group and being optionally substituted with at least one fluorine atom;
- and
- (Ia)-(If) are:
- —(C2F4O)a—;
- (Ia)
- —(C3F6O)b—;
- (Ib)
- —(C4F8O)c—;
- (Ic)
- —(C5F10O)d—;
- (Id)
- —(C6F12O)e—;
- (Ie)
- —(CxF2xO)f—;
- (If)
- wherein
- x is an integer from 7 to 12;
- each of a, b, c, d, e and f is independently 0 or an integer, wherein the sum of a, b, c, d, e and f is such that the average number molecular weight of the backbone of the polymer as determined by NMR analysis is from 282 to 70000;
- with the proviso that when said backbone comprises two moieties complying with formulae (Ia) to (If) as defined above said two moieties are alternately arranged within the backbone.
Use of at least one polymer (PFPEFOR) selected from polymers of at least one of formulae (PFPEFOR-1) to (PFPEFOR-5):
- F—C(═O)—RfCF2—ORFO—[CF2RfCF2—ORFO]y*—CF2RfC(═O)F (PFPEFOR-1)
- F—C(═O)O—RF—O[CF2RfCF2—ORFO]y*—C(═O)F (PFPEFOR-2)
- F—C(═O)—Rf—CF2O—RF—O[CF2RFO]y*—C(═O)F (PFPEFOR-3)
- T-Rf—CF2O—RF—O[CF2RfCF2—ORFO]y*—C(═O)F (PFPEFOR-4)
- T-Rf—CF2O—RF—O[CF2RfCF2—ORFO]y*—CF2RfC(═O)F (PFPEFOR-5)
- wherein
- Rf is a divalent, perfluoro linear or branched alkyl chain, wherein said alkyl chain comprises from 1 to 10 carbon atoms and is optionally interrupted by one or more oxygen atoms,
- RF is a divalent linear or branched perfluoro alkylene chain comprising from 2 to 10 carbon atoms and optionally interrupted by one or more oxygen atoms,
- T is a neutral group in the group comprising fluorine atom and linear or branched perfluoroalkyl chain comprising from 1 to 6 carbon atoms, and
- y* is an integer selected such that the average number molecular weight of the backbone of said polymer (PFPEFOR) as determined by NMR analysis is from 282 to 70 000,
- as intermediate compound in the synthesis of at least one polymer (PFPED-EST), wherein polymer (PFPED-EST) is a polymer comprising a perfluoropolyether backbone having two chain ends, wherein at least one chain end comprises a group of formula —CF2C(═O)OR wherein R is a linear or branched alkyl chain having from 1 to 10 carbon atoms, and wherein said backbone comprises at least one moiety selected from moieties of formulae (Ia) to (If):
- —(C2F4O)a—;
- (Ia)
- —(C3F6O)b—;
- (Ib)
- —(C4F8O)c—;
- (Ic)
- —(C5F10O)d—;
- (Id)
- —(C6F12O)e—;
- (Ie)
- —(CxF2xO)f—;
- (If)
- wherein
- x is an integer from 7 to 12;
- each of a, b, c, d, e and f is independently 0 or an integer, wherein the sum of a, b, c, d, e and f is such that the average number molecular weight of the backbone of the polymer as determined by NMR analysis is from 282 to 70000;
- with the proviso that when said backbone comprises two moieties complying with formulae (Ia) to (If) as defined above, said two moieties are alternately arranged within the backbone.
Dependencies are inferred from the claim text.