Fluorochemical composition comprising a polymer derived from a fluorochemical urethane (meth)acrylate monomer for imparting stain release properties to a substrate
First Claim
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1. A method of treatment of a substrate comprising the step of contacting said substrate with a fluorochemical composition comprising a polymer derived from polymerization of monomer corresponding to the following general formula (I):
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wherein;
Rf is selected from the group consisting of perfluorinated or partially fluorinated aliphatic groups;
L1 and L2 each represent an organic divalent linking group and can be the same or different;
L3 represents an organic linking group with a valence of n+1;
t is 0 or 1;
n is an integer of 2 to 20;
A1 and A2 each independently represent a divalent residue obtained by removing two —
NCO groups from a corresponding diisocyanate, and can be the same or different;
X1 and X2 are each independently selected from the group consisting of O, NH and S;
B1 represents a hydrophilic residue obtained by removing the groups HX1 and HX2 from a compound HX1—
B1—
X2H that comprises a poly(oxyalkylene) group;
G represents a free radical polymerizable group; and
s is 0 or 1, with the proviso that when s is 0, L2 represents a hydrophilic segment comprising a poly(oxyalkylene) group or said polymer is derived from a copolymerization of a monomer according to formula (I) and a poly(oxyalkylene) group containing monomer.
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Abstract
A fluorochemical composition is described comprising a polymer derived from a fluorochemical urethane (meth)acrylate monomer. The fluorochemical composition is useful for imparting stain release properties to a substrate.
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Citations
25 Claims
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1. A method of treatment of a substrate comprising the step of contacting said substrate with a fluorochemical composition comprising a polymer derived from polymerization of monomer corresponding to the following general formula (I):
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wherein; Rf is selected from the group consisting of perfluorinated or partially fluorinated aliphatic groups;
L1 and L2 each represent an organic divalent linking group and can be the same or different;
L3 represents an organic linking group with a valence of n+1;
t is 0 or 1;
n is an integer of 2 to 20;
A1 and A2 each independently represent a divalent residue obtained by removing two —
NCO groups from a corresponding diisocyanate, and can be the same or different;
X1 and X2 are each independently selected from the group consisting of O, NH and S;
B1 represents a hydrophilic residue obtained by removing the groups HX1 and HX2 from a compound HX1—
B1—
X2H that comprises a poly(oxyalkylene) group;
G represents a free radical polymerizable group; and
s is 0 or 1, with the proviso that when s is 0, L2 represents a hydrophilic segment comprising a poly(oxyalkylene) group or said polymer is derived from a copolymerization of a monomer according to formula (I) and a poly(oxyalkylene) group containing monomer. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14)
wherein; X3 and X4 are each independently selected from O or NH, R1 represents a linear or branched alkylene group having 2 to 4 carbon atoms or a group containing a poly(oxyalkylene) moiety, and R2 is hydrogen or a methyl group.
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4. A method according to claim 1, wherein L1 is selected from the group consisting of:
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wherein; R3 represents a linear or branched alkylene group having 2 to 4 carbon atoms; and
R4 represents an alkyl group having 1 to 4 carbon atoms.
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5. A method according to claim 1, wherein L3 corresponds to the following formula:
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wherein; n is an integer of 2 to 20;
Z represents the residue of a free radical initiator;
R5 is hydrogen or a methyl group;
X5 is S;
X6 is O or NH; and
L5 represents an alkylene group having 2 to 4 carbon atoms.
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6. A method according to claim 1, wherein said poly(oxyalkylene) group containing monomer copolymerized with the monomer of formula (I) corresponds to the following formula:
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wherein; R6, R7 and R8 are each independently selected from the group consisting of linear or branched alkylene groups having 2 to 4 carbon atoms;
R9 is hydrogen or an alkyl group having 1 to 4 carbon atoms;
x and y are each independently selected from integers of 0 to 30, provided the sum of x and y is at least 5; and
R10 is hydrogen or a methyl group.
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7. A method according to claim 1, wherein said substrate is a fibrous substrate.
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8. A method according to claim 7, wherein said substrate comprises natural fibers.
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9. A method according to claim 7, wherein said fibers are selected from the group consisting of cellulose fibers, polyester fibers, and blends thereof.
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10. A method according to claim 7, wherein said substrate is textile or paper.
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11. A method according to claim 1, wherein the fluorochemical composition further comprises a polymer selected from the group consisting of polyvinyl alcohols, non-ionic cellulose ethers, polyethylene glycols and copolymers of an alkyl(meth)acrylate and (meth)acrylic acid.
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12. The method of claim 1 wherein s is 0 and L2 represents a hydrophilic segment comprising a poly(oxyalkylene) group.
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13. The method of claim 1 wherein the number of oxyalkylene moieties in said poly(oxyalkylene) group is between 18 and 275.
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14. The method of claim 1 wherein s is 1.
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15. A fluorochemical composition comprising a polymer derived from a polymerization of a monomer corresponding to the following general formula (I):
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wherein; Rf is selected from the group consisting of perfluorinated or partially fluorinated aliphatic groups;
L1 and L2 each independently represent an organic divalent linking group and may be the same or different;
L3 represents an organic linking group having a valence of n+1;
t is 0 or 1;
n is an integer of 2 to 20;
A1 and A2 each independently represent a divalent residue obtained by removing two —
NCO groups from a corresponding diisocyanate and may be the same or different;
X1 and X2 are each independently selected from the group consisting of O, NH or S;
B1 represents a hydrophilic residue obtained by removing the groups HX1 and HX2 from a compound HX1—
B1—
X2H that comprises a poly(oxyalkylene) group;
G represents a free radical polymerizable group; and
s is 0 or 1, with the proviso that when s is 0, L2 represents a hydrophilic segment comprising a poly(oxyalkylene) group or said polymer is derived from a copolymerization of a monomer according to formula (I) and a poly(oxyalkylene) group containing monomer. - View Dependent Claims (16, 17, 18, 19, 20, 21)
wherein; X3 and X4 are each independently selected from O or NH;
R1 represents a linear or branched alkylene group having 1 to 4 carbon atoms or a group containing poly(oxyalkylene) moiety; and
R2 is hydrogen or a methyl group.
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18. A fluorochemical composition according to claim 15, wherein L1 corresponds to one the following formulas:
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wherein R3 represents a linear or branched alkylene group having 2 to 4 carbon atoms; and
R4 represents an alkyl group having 1 to 4 carbon atoms.
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19. A fluorochemical composition according to claim 15, wherein L3 corresponds to the following formula:
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wherein; n is an integer of 2 to 20;
Z represents the residue of a free radical initiator;
R5 is hydrogen or a methyl group;
X6 is O or NH; and
L5 is an alkylene group having 2 to 4 carbon atoms.
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20. A fluorochemical composition according to claim 15, wherein said poly(oxyalkylene) group containing monomer copolymerized with the monomer of formula (I) corresponds to the following formula:
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wherein; R6, R7 and R8 are each independently selected from the group consisting of linear or branched alkylene groups having 2 to 4 carbon atoms;
R9 is hydrogen or an alkyl group having 1 to 4 carbon atoms;
x and y are each independently selected from integers of 0 to 30, provided the sum of x and y is at least 5; and
R10 is hydrogen or a methyl group.
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21. A fluorochemical composition according to claim 15, wherein the fluorochemical composition further comprises a polymer selected from the group consisting of polyvinyl alcohols, non-ionic cellulose ethers, polyethylene glycols and copolymers of an alkyl(meth)acrylate and (meth)acrylic acid.
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22. A monomer corresponding to the following formula (1):
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wherein; Rf is selected from the group consisting of partially or perfluorinated aliphatic groups;
L1 and L2 each independently represent an organic divalent linking group and can be the same or different;
L3 represents an organic linking group with a valence of n+1;
t is 0 or 1;
n is an integer of 2 to 20;
A1 and A2 each independently represent a divalent residue obtained by removing two —
NCO groups from a corresponding diisocyanate and can be the same or different;
X1 and X2 are each independently selected from the group consisting of O, NH or S;
B1 represents a hydrophilic residue obtained by removing the groups HX1 and HX2 from a compound HX1—
B1—
X2H that comprises a poly(oxyalkylene) group;
G represents a free radical polymerizable group; and
s is 0 or 1. - View Dependent Claims (23, 24)
wherein; R6, R7 and R8 are each independently selected from the group consisting of linear or branched alkylene groups having 2 to 6 carbon atoms;
R9 is hydrogen or an alkyl group having 1 to 4 carbon atoms;
x and y are each independently selected from integers of 0 to 30, provided the sum of x and y is at least 5; and
R10 is hydrogen or a methyl group.
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25. A method of treatment of a substrate comprising the step of contacting said substrate with a fluorochemical composition comprising a polymer derived from polymerization of monomer corresponding to the following general formula (I):
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wherein; Rf is selected from the group consisting of perfluorinated or partially fluorinated aliphatic groups;
L1 and L2 each represent an organic divalent linking group and can be the same or different;
L3 represents an organic linking group with a valence of n+1;
t is 0 or 1;
n is an integer of 2 to 20;
A1 and A2 each independently represent a divalent residue obtained by removing two —
NCO groups from a corresponding diisocyanate, and can be the same or different;
X1 and X2 are each independently selected from the group consisting of O, NH and S;
B1 represents a hydrophilic residue obtained by removing the groups HX1 and HX2 from a compound HX1—
B1—
X2H that comprises a poly(oxyalkylene) group;
G represents a free radical polymerizable group; and
s is 0 or 1, with the proviso that when s is 0, L2 represents a hydrophilic segment comprising a poly(oxyalkylene) group.
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Specification