US 8,012,593 B2 · Textile coating formulations comprising crosslinkable liquid silicones, metal alkoxides and functional coreactants

A textile substrate coated with a crosslinkable liquid silicone composition suited, on curing, for the long-lasting protective and/or applicational coating/treatment of a textile substrate, said composition comprising a formulation of:

(A) at least one polyorganosiloxane (POS) resin containing, per molecule, at least two different siloxyl units selected from among those of M, D, T and Q types, one of said structural units being a T unit or a Q unit, and at least three hydrolyzable/condensable groups of OH and/or OR1 types, in which R1 is a linear or branched C1 to C6 alkyl radical;
(B) a compound or mixture of compounds selected from the group consisting of (B-1), (B-2), (B-3) and a mixture of (B-1) and (B-2),
where:
(B-1) is at least one metal alkoxide of general formula:
M[(OCH2CH2)aOR2]n (I)
in which M is a metal selected from the group consisting of Ti, Zr, Ge, Mn and Al;
n=valency of M;
the R2 substituents, which may be identical or different, are each a linear or branched C1 to C12 alkyl radical;
a represents zero, 1 or 2;
with the provisos that, when the symbol a represents zero, the alkyl radical R2 has from 2 to 12 carbon atoms and, when the symbol a represents 1 or 2, the alkyl radical R2 has from 1 to 4 carbon atoms;
(B-2) is at least one metal polyalkoxide produced by the partial hydrolysis of the monomeric alkoxides of formula (I) indicated above in which the symbol R2 is as defined above with the symbol a representing zero;
and
(B-3) is a combination of (B-1) and/or (B-2) with:
(B-3/1), at least one optionally alkoxylated organosilane containing, per molecule, at least one C2-C6 alkenyl group, and/or
(B-3/2), at least one organosilicon compound comprising at least one epoxy, amino, ureido, isocyanato and/or isocyanurate radical;
(C) a compound selected from the group consisting of (C-1), (C-2) and a mixture of (C-1) and (C-2):
(C-1) at least one silane and/or at least one POS which is essentially linear and/or at least one POS resin, each of said organosilicon compounds containing, per molecule, attaching functional group(s) (AF) capable of reacting with (A) and/or (B) or capable of generating, in situ, functional groups capable of reacting with (A) and/or (B) and applicational functional group(s) (UF) which can be identical to or different from said AFs;
and
(C-2) at least one hydrocarbonaceous compound comprising at least one saturated or unsaturated, linear or branched hydrocarbonaceous radical and optionally one or more heteroatom(s) other than Si and existing in the form of a monomeric, oligomeric (linear, cyclic or branched) or polymeric (linear, cyclic or branched) structure, the said hydrocarbonaceous compound containing, per molecule, attaching functional group(s) (AF) capable of reacting with (A) and/or (B) or capable of generating, in situ, functional groups capable of reacting with (A) and/or (B) and applicational functional group(s) (UF) which can be identical to or different from the AFs;
(D) optionally, a nonreactive additive system comprising:
(i) at least one organic solvent/diluent and/or at least one nonreactive organosilicon compound;
(2i) and/or water, in the event of a liquid silicone formulation in aqueous dispersion or emulsion;
and
(E) optionally, at least one auxiliary agent other than (D).

21 more elements

A textile substrate having individual strands, wherein the individual strands have a protective sheath therearound, said protective sheath comprising a silicone composition comprising:

(A) at least one polyorganosiloxane (POS) resin containing, per molecule, at least two different siloxyl units selected from among those of M, D, T and Q types, one of said structural units being a T unit or a Q unit, and at least three hydrolyzable/condensable groups of OH and/or OR1 types, in which R1 is a linear or branched C1 to C6 alkyl radical;
(B) a compound or mixture of compounds selected from the group consisting of (B-1), (B-2), (B-3) and a mixture of (B-1) and (B-2),
where:
(B-1) is at least one metal alkoxide of general formula:
M[(OCH2CH2)aOR2]n (I)
in which M is a metal selected from the group consisting of Ti, Zr, Ge, Mn and Al;
n=valency of M;
the R2 substituents, which may be identical or different, are each a linear or branched C1 to C12 alkyl radical;
a represents zero, 1 or 2;
with the provisos that, when the symbol a represents zero, the alkyl radical R2 has from 2 to 12 carbon atoms and, when the symbol a represents 1 or 2, the alkyl radical R2 has from 1 to 4 carbon atoms;
(B-2) is at least one metal polyalkoxide produced by the partial hydrolysis of the monomeric alkoxides of formula (I) indicated above in which the symbol R2 is as defined above with the symbol a representing zero;
and
(B-3) is a combination of (B-1) and/or (B-2) with:
(B-3/1), at least one optionally alkoxylated organosilane containing, per molecule, at least one C2-C6 alkenyl group, and/or
(B-3/2), at least one organosilicon compound comprising at least one epoxy, amino, ureido, isocyanato and/or isocyanurate radical;
(C) a compound selected from the group consisting of (C-1), (C-2) and a mixture of (C-1) and (C-2):
(C-1) at least one silane and/or at least one POS which is essentially linear and/or at least one POS resin, each of said organosilicon compounds containing, per molecule, attaching functional group(s) (AF) capable of reacting with (A) and/or (B) or capable of generating, in situ, functional groups capable of reacting with (A) and/or (B) and applicational functional group(s) (UF) which can be identical to or different from said AFs;
and
(C-2) at least one hydrocarbonaceous compound comprising at least one saturated or unsaturated, linear or branched hydrocarbonaceous radical and optionally one or more heteroatom(s) other than Si and existing in the form of a monomeric, oligomeric (linear, cyclic or branched) or polymeric (linear, cyclic or branched) structure, the said hydrocarbonaceous compound containing, per molecule, attaching functional group(s) (AF) capable of reacting with (A) and/or (B) or capable of generating, in situ, functional groups capable of reacting with (A) and/or (B) and applicational functional group(s) (UF) which can be identical to or different from the AFs;
(D) optionally, a nonreactive additive system comprising:
(i) at least one organic solvent/diluent and/or at least one nonreactive organosilicon compound;
(2i) and/or water, in the event of a liquid silicone formulation in aqueous dispersion or emulsion;
and
(E) optionally, at least one auxiliary agent other than (D).

21 more elements

A method for imparting softness, hydrophobicity, oleophobicity, hydrophilicity or antistatic properties to a textile substrate, comprising depositing thereon a thus effective amount of a silicone composition comprising:

(A) at least one polyorganosiloxane (POS) resin containing, per molecule, at least two different siloxyl units selected from among those of M, D, T and Q types, one of said structural units being a T unit or a Q unit, and at least three hydrolyzable/condensable groups of OH and/or OR1 types, in which R1 is a linear or branched C1 to C6 alkyl radical;
(B) a compound or mixture of compounds selected from the group consisting of (B-1), (B-2), (B-3) and a mixture of (B-1) and (B-2),
where:
(B-1) is at least one metal alkoxide of general formula:
M[(OCH2CH2)aOR2]n (I)
in which M is a metal selected from the group consisting of Ti, Zr, Ge, Mn and Al;
n=valency of M;
the R2 substituents, which may be identical or different, are each a linear or branched C1 to C12 alkyl radical;
a represents zero, 1 or 2;
with the provisos that, when the symbol a represents zero, the alkyl radical R2 has from 2 to 12 carbon atoms and, when the symbol a represents 1 or 2, the alkyl radical R2 has from 1 to 4 carbon atoms;
(B-2) is at least one metal polyalkoxide produced by the partial hydrolysis of the monomeric alkoxides of formula (I) indicated above in which the symbol R2 is as defined above with the symbol a representing zero;
and
(B-3) is a combination of (B-1) and/or (B-2) with:
(B-3/1), at least one optionally alkoxylated organosilane containing, per molecule, at least one C2-C6 alkenyl group, and/or
(B-3/2), at least one organosilicon compound comprising at least one epoxy, amino, ureido, isocyanato and/or isocyanurate radical;
(C) a compound selected from the group consisting of (C-1), (C-2) and a mixture of (C-1) and (C-2):
(C-1) at least one silane and/or at least one POS which is essentially linear and/or at least one POS resin, each of said organosilicon compounds containing, per molecule, attaching functional group(s) (AF) capable of reacting with (A) and/or (B) or capable of generating, in situ, functional groups capable of reacting with (A) and/or (B) and applicational functional group(s) (UF) which can be identical to or different from said AFs;
and
(C-2) at least one hydrocarbonaceous compound comprising at least one saturated or unsaturated, linear or branched hydrocarbonaceous radical and optionally one or more heteroatom(s) other than Si and existing in the form of a monomeric, oligomeric (linear, cyclic or branched) or polymeric (linear, cyclic or branched) structure, the said hydrocarbonaceous compound containing, per molecule, attaching functional group(s) (AF) capable of reacting with (A) and/or (B) or capable of generating, in situ, functional groups capable of reacting with (A) and/or (B) and applicational functional group(s) (UF) which can be identical to or different from the AFs;
(D) optionally, a nonreactive additive system comprising:
(i) at least one organic solvent/diluent and/or at least one nonreactive organosilicon compound;
(2i) and/or water, in the event of a liquid silicone formulation in aqueous dispersion or emulsion;
and
(E) optionally, at least one auxiliary agent other than (D), and thence curing said composition.

21 more elements

A method for the treatment of a textile substrate, comprising directly depositing thereon a silicone composition comprising:

(A) at least one polyorganosiloxane (POS) resin containing, per molecule, at least two different siloxyl units selected from among those of M, D, T and Q types, one of said structural units being a T unit or a Q unit, and at least three hydrolyzable/condensable groups of OH and/or OR1 types, in which R1 is a linear or branched C1 to C6 alkyl radical;
(B) a compound or mixture of compounds selected from the group consisting of (B-1), (B-2), (B-3) and a mixture of (B-1) and (B-2),
where:
(B-1) is at least one metal alkoxide of general formula:
M[(OCH2CH2)aOR2]n (I)
in which M is a metal selected from the group consisting of Ti, Zr, Ge, Mn and Al;
n=valency of M;
the R2 substituents, which may be identical or different, are each a linear or branched C1 to C12 alkyl radical;
a represents zero, 1 or 2;
with the provisos that, when the symbol a represents zero, the alkyl radical R2 has from 2 to 12 carbon atoms and, when the symbol a represents 1 or 2, the alkyl radical R2 has from 1 to 4 carbon atoms;
(B-2) is at least one metal polyalkoxide produced by the partial hydrolysis of the monomeric alkoxides of formula (I) indicated above in which the symbol R2 is as defined above with the symbol a representing zero;
and
(B-3) is a combination of (B-1) and/or (B-2) with:
(B-3/1), at least one optionally alkoxylated organosilane containing, per molecule, at least one C2-C6 alkenyl group, and/or
(B-3/2), at least one organosilicon compound comprising at least one epoxy, amino, ureido, isocyanato and/or isocyanurate radical;
(C) a compound selected from the group consisting of (C-1), (C-2) and a mixture of (C-1) and (C-2):
(C-1) at least one silane and/or at least one POS which is essentially linear and/or at least one POS resin, each of said organosilicon compounds containing, per molecule, attaching functional group(s) (AF) capable of reacting with (A) and/or (B) or capable of generating, in situ, functional groups capable of reacting with (A) and/or (B) and applicational functional group(s) (UF) which can be identical to or different from said AFs;
and
(C-2) at least one hydrocarbonaceous compound comprising at least one saturated or unsaturated, linear or branched hydrocarbonaceous radical and optionally one or more heteroatom(s) other than Si and existing in the form of a monomeric, oligomeric (linear, cyclic or branched) or polymeric (linear, cyclic or branched) structure, the said hydrocarbonaceous compound containing, per molecule, attaching functional group(s) (AF) capable of reacting with (A) and/or (B) or capable of generating, in situ, functional groups capable of reacting with (A) and/or (B) and applicational functional group(s) (UF) which can be identical to or different from the AFs;
(D) optionally, a nonreactive additive system comprising:
(i) at least one organic solvent/diluent and/or at least one nonreactive organosilicon compound;
(2i) and/or water, in the event of a liquid silicone formulation in aqueous dispersion or emulsion;
and
(E) optionally, at least one auxiliary agent other than (D);
and thereafter curing said composition.

22 more elements

A method for the treatment of a textile substrate, comprising coating the individual yarns, fibers and/or filaments of which, at any point in the preparation, restoration and/or maintenance thereof, with a silicone composition comprising:

(A) at least one polyorganosiloxane (POS) resin containing, per molecule, at least two different siloxyl units selected from among those of M, D, T and Q types, one of said structural units being a T unit or a Q unit, and at least three hydrolyzable/condensable groups of OH and/or OR1 types, in which R1 is a linear or branched C1 to C6 alkyl radical;
(B) a compound or mixture of compounds selected from the group consisting of (B-1), (B-2), (B-3) and a mixture of (B-1) and (B-2),
where:
(B-1) is at least one metal alkoxide of general formula:
M[(OCH2CH2)aOR2]n (I)
in which M is a metal selected from the group consisting of Ti, Zr, Ge, Mn and Al;
n=valency of M;
the R2 substituents, which may be identical or different, are each a linear or branched C1 to C12 alkyl radical;
a represents zero, 1 or 2;
with the provisos that, when the symbol a represents zero, the alkyl radical R2 has from 2 to 12 carbon atoms and, when the symbol a represents 1 or 2, the alkyl radical R2 has from 1 to 4 carbon atoms;
(B-2) is at least one metal polyalkoxide produced by the partial hydrolysis of the monomeric alkoxides of formula (I) indicated above in which the symbol R2 is as defined above with the symbol a representing zero;
and
(B-3) is a combination of (B-1) and/or (B-2) with:
(B-3/1), at least one optionally alkoxylated organosilane containing, per molecule, at least one C2-C6 alkenyl group, and/or
(B-3/2), at least one organosilicon compound comprising at least one epoxy, amino, ureido, isocyanato and/or isocyanurate radical;
(C) a compound selected from the group consisting of (C-1), (C-2) and a mixture of (C-1) and (C-2):
(C-1) at least one silane and/or at least one POS which is essentially linear and/or at least one POS resin, each of said organosilicon compounds containing, per molecule, attaching functional group(s) (AF) capable of reacting with (A) and/or (B) or capable of generating, in situ, functional groups capable of reacting with (A) and/or (B) and applicational functional group(s) (UF) which can be identical to or different from said AFs;
and
(C-2) at least one hydrocarbonaceous compound comprising at least one saturated or unsaturated, linear or branched hydrocarbonaceous radical and optionally one or more heteroatom(s) other than Si and existing in the form of a monomeric, oligomeric (linear, cyclic or branched) or polymeric (linear, cyclic or branched) structure, the said hydrocarbonaceous compound containing, per molecule, attaching functional group(s) (AF) capable of reacting with (A) and/or (B) or capable of generating, in situ, functional groups capable of reacting with (A) and/or (B) and applicational functional group(s) (UF) which can be identical to or different from the AFs;
(D) optionally, a nonreactive additive system comprising:
(i) at least one organic solvent/diluent and/or at least one nonreactive organosilicon compound;
(2i) and/or water, in the event of a liquid silicone formulation in aqueous dispersion or emulsion;
and
(E) optionally, at least one auxiliary agent other than (D), and thereafter curing said composition.

21 more elements

A textile substrate coated with a crosslinkable liquid silicone composition suited, on curing, for the long-lasting protective and/or applicational coating/treatment of a textile substrate, consisting essentially of a formulation of:

(A) at least one polyorganosiloxane (POS) resin containing, per molecule, at least two different siloxyl units selected from among those of M, D, T and Q types, one of said structural units being a T unit or a Q unit, and at least three hydrolyzable/condensable groups of OH and/or OR1 types, in which R1 is a linear or branched C1 to C6 alkyl radical;
(B) a compound or mixture of compounds selected from the group consisting of (B-1), (B-2), (B-3) and a mixture of (B-1) and (B-2),
where:
(B-1) is at least one metal alkoxide of general formula:
M[(OCH2CH2)aOR2]n (I)
in which M is a metal selected from the group consisting of Ti, Zr, Ge, Mn and Al;
n=valency of M;
the R2 substituents, which may be identical or different, are each a linear or branched C1 to C12 alkyl radical;
a represents zero, 1 or 2;
with the provisos that, when the symbol a represents zero, the alkyl radical R2 has from 2 to 12 carbon atoms and, when the symbol a represents 1 or 2, the alkyl radical R2 has from 1 to 4 carbon atoms;
(B-2) is at least one metal polyalkoxide produced by the partial hydrolysis of the monomeric alkoxides of formula (I) indicated above in which the symbol R2 is as defined above with the symbol a representing zero;
and
(B-3) is a combination of (B-1) and/or (B-2) with:
(B-3/1), at least one optionally alkoxylated organosilane containing, per molecule, at least one C2-C6 alkenyl group, and/or
(B-3/2), at least one organosilicon compound comprising at least one epoxy, amino, ureido, isocyanato and/or isocyanurate radical;
(C) a compound selected from the group consisting of (C-1), (C-2) and a mixture of (C-1) and (C-2):
(C-1) at least one silane and/or at least one POS which is essentially linear and/or at least one POS resin, each of said organosilicon compounds containing, per molecule, attaching functional group(s) (AF) capable of reacting with (A) and/or (B) or capable of generating, in situ, functional groups capable of reacting with (A) and/or (B) and applicational functional group(s) (UF) which can be identical to or different from said AFs;
and
(C-2) at least one hydrocarbonaceous compound comprising at least one saturated or unsaturated, linear or branched hydrocarbonaceous radical and optionally one or more heteroatom(s) other than Si and existing in the form of a monomeric, oligomeric (linear, cyclic or branched) or polymeric (linear, cyclic or branched) structure, the said hydrocarbonaceous compound containing, per molecule, attaching functional group(s) (AF) capable of reacting with (A) and/or (B) or capable of generating, in situ, functional groups capable of reacting with (A) and/or (B) and applicational functional group(s) (UF) which can be identical to or different from the AFs;
(D) optionally, a nonreactive additive system comprising:
(i) at least one organic solvent/diluent and/or at least one nonreactive organosilicon compound;
(2i) and/or water, in the event of a liquid silicone formulation in aqueous dispersion or emulsion;
and
(E) optionally, at least one auxiliary agent other than (D).

21 more elements

Textile coating formulations comprising crosslinkable liquid silicones, metal alkoxides and functional coreactants

Life of this patent

Textile coating formulations comprising crosslinkable liquid silicones, metal alkoxides and functional coreactants

Life of this patent

Abstract

Claims16