US 5,707,434 AGranted

Water soluble ammonium siloxane compositions and their use as fiber treatment agents

AssigneeDow Corning Corporation

InventorsDaniel Joseph Halloran, Dawn Marie Hoffman

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Abstract

The present invention relates to a water soluble ammonium siloxane composition comprising (A) an aminosiloxane solution comprising a mixture of (i) a triorganosilyl-endblocked aminofunctional siloxane, (ii) an aminofunctional siloxane which it triorganosiloxy-endblocked at one end and hydroxy-endblocked at the other end, and (iii) a hydroxy-endblocked aminofunctional siloxane, (B) a cyclic aminofunctional siloxane, and (C) a polydimethylcyclosiloxane where the aminofunctional group is selected from --R.sup.3 --.sup.+ NHR.sup.5 --R.sup.4 --.sup.+ NH.sub.2 R.sup.5.2A.sup.-, --R.sup.3 --.sup.+ NH.sub.2 --R.sup.4 --.sup.+ NHR.sup.6.A.sup.-, --R.sup.3 --NR.sup.6 --R.sup.4 --.sup.+ NH.sub.3.A.sup.-, --R.sup.3 --.sup.+ NH.sub.2 R.sup.5.A.sup.-, where R.sup.3 is a divalent hydrocarbon radical, R.sup.4 is a divalent hydrocarbon radical, R.sup.5 is hydrogen, alkyl, aryl, or arylalkyl, R.sup.6 is a --C(O)R.sup.7 group where R.sup.7 is a monovalent hydrocarbon group or aryl, and A.sup.- is a halide anion, carboxylate anion, or inorganic oxoanion. This invention further relates to a method of making the water soluble ammonium siloxane composition, and to a method of treating a substrate with the water soluble ammonium siloxane composition.

Claims30

Dependent claims

A water soluble ammonium siloxane composition comprising:

(A) 0.01 to 90 weight percent of an aminosiloxane blend comprising a mixture of:
(i) an aminofunctional siloxane having its formula selected from the group consisting of:
(a) R.sub.3 SiO(Me.sub.2 SiO).sub.x (RR.sup.1 SiO).sub.y (RR.sup.2 SiO).sub.z SiR.sub.3 and
(b) R.sub.3 SiO(Me.sub.2 SiO).sub.x (RR.sup.1 SiO).sub.y SiR.sub.3 ;
and
(ii) an aminofunctional siloxane having its formula selected from the group consisting of:
(a) R.sub.3 SiO(Me.sub.2 SiO).sub.x (RR.sup.1 SiO).sub.y (RR.sup.2 SiO).sub.z SiR.sub.2 OH and
(b) R.sub.3 SiO(Me.sub.2 SiO).sub.x (RR.sup.1 SiO).sub.y SiR.sub.2 OH;
and
(iii) an aminofunctional siloxane having its formula selected from the group consisting of:
(a) HOR.sub.2 SiO(Me.sub.2 SiO).sub.x (RR.sup.1 SiO).sub.y (RR.sup.2 SiO).sub.z SiR.sub.2 OH and
(b) HOR.sub.2 SiO(Me.sub.2 SiO).sub.x (RR.sup.1 SiO).sub.y SiR.sub.2 OH;
(B) 0.1 to 90 weight percent of a cyclic aminofunctional siloxane having the average formula:
##STR19## and (C) 0.1 to 10 weight percent of a compound having the average formula:
##STR20## wherein Me denotes methyl, R is independently a monovalent hydrocarbon radical having from 1 to 6 carbon atoms or an aryl radical, R.sup.1 is a group having its formula selected from the group consisting of --R.sup.3 --.sup.+ NHR.sup.5 --R.sup.4 --.sup.+ NH.sub.2 R.sup.5.2A.sup.-, --R.sup.3 --.sup.+ NH.sub.2 --R.sup.4 --NHR.sup.6.A.sup.-, --R.sup.3 --NR.sup.6 --R.sup.4 --.sup.+ NH.sub.3.A.sup.-, --R.sup.3 --.sup.+ NH.sub.2 R.sup.5.A.sup.-, and wherein R.sup.3 is a divalent hydrocarbon radical having at least 3 carbon atoms, R.sup.4 is a divalent hydrocarbon radical having at least 2 carbon atoms, R.sup.5 is selected from the group consisting of hydrogen, an alkyl radical having from 1 to 6 carbon atoms, an aryl radical, and an arylalkyl radical, R.sup.6 is a --C(O)R.sup.7 group where R.sup.7 is selected from the group consisting of a monovalent hydrocarbon group having from 1 to 20 carbon atoms and an aryl radical, and A.sup.- is an anion selected from the group consisting of halide anions, carboxylate anions, and inorganic oxoanions, R.sup.2 is independently selected from the group consisting of a monovalent hydrocarbon radical having from 2 to 6 carbon atoms and an aryl radical, x has a value of 10 to 10,000, y has a value of 1 to 8,000, z has a value of 1 to 250, x' has an average value of 1 to 8 and y' has an average value of 1 to 8 with the proviso that the value of x'+y' is from 4 to 9, n has an average value of 4 to 9, and with the proviso that the value of y/x+y+z+2 is at least 0.1.

12 more elements

A method of making a water soluble ammonium siloxane composition comprising mixing:

(I) a solution comprising:
(A) 0.01 to 90 weight percent of an aminosiloxane solution comprising a mixture of:
(i) an aminofunctional siloxane having its formula selected from the group consisting of:
(a) R.sub.3 SiO(Me.sub.2 SiO).sub.x (RR.sup.1 SiO).sub.y (RR.sup.2 SiO).sub.z SiR.sub.3 and
(b) R.sub.3 SiO(Me.sub.2 SiO).sub.x (RR.sup.1 SiO).sub.y SiR.sub.3 ;
and
(ii) an aminofunctional siloxane having its formula selected from the group consisting of:
(a) R.sub.3 SiO(Me.sub.2 SiO).sub.x (RR.sup.1 SiO).sub.y (RR.sup.2 SiO).sub.z SiR.sub.2 OH and
(b) R.sub.3 SiO(Me.sub.2 SiO).sub.x (RR.sup.1 SiO).sub.y SiR.sub.2 OH;
and
(iii) an aminofunctional siloxane having its formula selected from the group consisting of:
(a) HOR.sub.2 SiO(Me.sub.2 SiO).sub.x (RR.sup.1 SiO).sub.y (RR.sup.2 SiO).sub.z SiR.sub.2 OH and
(b) HOR.sub.2 SiO(Me.sub.2 SiO).sub.x (RR.sup.1 SiO).sub.y SiR.sub.2 OH;
(B) 0.1 to 90 weight percent of a cyclic aminofunctional siloxane having the average formula:
##STR23## and (C) 0.1 to 10 weight percent of a compound having the average formula:
##STR24## wherein Me denotes methyl, R is independently a monovalent hydrocarbon radical having from 1 to 6 carbon atoms or an aryl radical, R.sup.1 is a group having its formula selected from the group consisting of --R.sup.3 NH--R.sup.4 --NH.sub.2 and --R.sup.3 --NH.sub.2 wherein R.sup.3 is a divalent hydrocarbon radical having at least 3 carbon atoms, R.sup.4 is a divalent hydrocarbon radical having at least 2 carbon atoms, R.sup.2 is independently selected from the group consisting of a monovalent hydrocarbon radical having from 2 to 6 carbon atoms and an aryl radical, x has a value of 10 to 10,000, y has a value of 1 to 8,000, z has a value of 1 to 250, x' has an average value of 1 to 8 and y' has an average value of 1 to 8 with the proviso that the value of x'+y' is from 4 to 9, n has an average value of 4 to 9, and with the proviso that the value of y/x+y+z+2 is at least 0.1;
(II) an acid compound;
and
(III) water.

16 more elements

A method of treating a substrate, the method comprising the step of:

(I) applying to a substrate a water soluble ammonium siloxane composition wherein the water soluble ammonium siloxane composition comprises:
(A) 0.01 to 90 weight percent of an aminosiloxane solution comprising a mixture of:
(i) an aminofunctional siloxane having its formula selected from the group consisting of:
(a) R.sub.3 SiO(Me.sub.2 SiO).sub.x (RR.sup.1 SiO).sub.y (RR.sup.2 SiO).sub.z SiR.sub.3 and
(b) R.sub.3 SiO(Me.sub.2 SiO).sub.x (RR.sup.1 SiO).sub.y SiR.sub.3 ;
and
(ii) an aminofunctional siloxane having its formula selected from the group consisting of:
(a) R.sub.3 SiO(Me.sub.2 SiO).sub.x (RR.sup.1 SiO).sub.y (RR.sup.2 SiO).sub.z SiR.sub.2 OH and
(b) R.sub.3 SiO(Me.sub.2 SiO).sub.x (RR.sup.1 SiO).sub.y SiR.sub.2 OH;
and
(iii) an aminofunctional siloxane having its formula selected from the group consisting of:
(a) HOR.sub.2 SiO(Me.sub.2 SiO).sub.x (RR.sup.1 SiO).sub.y (RR.sup.2 SiO).sub.z SiR.sub.2 OH and
(b) HOR.sub.2 SiO(Me.sub.2 SiO).sub.x (RR.sup.1 SiO).sub.y SiR.sub.2 OH;
(B) 0.1 to 90 weight percent of a cyclic aminofunctional siloxane having the average formula:
##STR26## and (C) 0.1 to 10 weight percent of a compound having the average formula:
##STR27## wherein Me denotes methyl, R is independently a monovalent hydrocarbon radical having from 1 to 6 carbon atoms or an aryl radical, R.sup.1 is a group having its formula selected from the group consisting of --R.sup.3 --.sup.+ NHR.sup.5 --R.sup.4 --.sup.+ NH R.sup.5.2A.sup.-, --R.sup.3 --.sup.+ NH.sub.2 --R.sup.4 --NHR.sup.6.A.sup.-, --R.sup.3 --NR.sup.6 --R.sup.4 --.sup.+ NH.sub.3.A.sup.-, --R.sup.3 --.sup.+ NH.sub.2 R.sup.5.A.sup.-, and wherein R.sup.3 is a divalent hydrocarbon radical having at least 3 carbon atoms, R.sup.4 is a divalent hydrocarbon radical having at least 2 carbon atoms, R.sup.5 is selected from the group consisting of hydrogen, an alkyl radical having from 1 to 6 carbon atoms, an aryl radical, and an arylalkyl radical, R.sup.6 is a --C(O)R.sup.7 group where R.sup.7 is selected from the group consisting of a monovalent hydrocarbon group having from 1 to 20 carbon atoms and an aryl radical, and A.sup.- is an anion selected from the group consisting of halide anions, carboxylate anions, and inorganic oxoanions, R.sup.2 is independently selected from the group consisting of a monovalent hydrocarbon radical having from 2 to 6 carbon atoms and an aryl radical, x has a value of 10 to 10,000, y has a value of 1 to 8,000, z has a value of 1 to 250, x' has an average value of 1 to 8 and y' has an average value of 1 to 8 with the proviso that the value of x'+y' is from 4 to 9, n has an average value of 4 to 9, and with the proviso that the value of y/x+y+z+2 is at least 0.1.

13 more elements

A composition of matter obtained by mixing the incipient ingredients:

(I) a solution comprising:
(A) 0.01 to 90 weight percent of an aminosiloxane solution comprising a mixture of:
(i) an aminofunctional siloxane having its formula selected from the group consisting of:
(a) R.sub.3 SiO(Me.sub.2 SiO).sub.x (RR.sup.1 SiO).sub.y (RR.sup.2 SiO).sub.z SiR.sub.3 and
(b) R.sub.3 SiO(Me.sub.2 SiO).sub.x (RR.sup.1 SiO).sub.y SiR.sub.3 ;
and
(ii) an aminofunctional siloxane having its formula selected from the group consisting of:
(a) R.sub.3 SiO(Me.sub.2 SiO).sub.x (RR.sup.1 SiO).sub.y (RR.sup.2 SiO).sub.z SiR.sub.2 OH and
(b) R.sub.3 SiO(Me.sub.2 SiO).sub.x (RR.sup.1 SiO).sub.y SiR.sub.2 OH;
and
(iii) an aminofunctional siloxane having its formula selected from the group consisting of:
(a) HOR.sub.2 SiO(Me.sub.2 SiO).sub.x (RR.sup.1 SiO).sub.y (RR.sup.2 SiO).sub.z SiR.sub.2 OH and
(b) HOR.sub.2 SiO(Me.sub.2 SiO).sub.x (RR.sup.1 SiO).sub.y SiR.sub.2 OH;
(B) 0.1 to 90 weight percent of a cyclic aminofunctional siloxane having the average formula:
##STR30## and (C) 0.1 to 10 weight percent of a compound having the average formula:
##STR31## wherein Me denotes methyl, R is independently a monovalent hydrocarbon radical having from 1 to 6 carbon atoms or an aryl radical, R.sup.1 is a group having its formula selected from the group consisting of --R.sup.3 NH--R.sup.4 --NH.sub.2 and --R.sup.3 --NH.sub.2 wherein R.sup.3 is a divalent hydrocarbon radical having at least 3 carbon atoms, R.sup.4 is a divalent hydrocarbon radical having at least 2 carbon atoms, R.sup.2 is independently selected from the group consisting of a monovalent hydrocarbon radical having from 2 to 6 carbon atoms and an aryl radical, x has a value of 10 to 10,000, y has a value of 1 to 8,000, z has a value of 1 to 250, x' has an average value of 1 to 8 and y' has an average value of 1 to 8 with the proviso that the value of x'+y' is from 4 to 9, n has an average value of 4 to 9, and with the proviso that the value of y/x+y+z+2 is at least 0.1;
(II) an acid compound;
and
(III) water.

16 more elements

Dependencies are inferred from the claim text.

Facts

Application: 08/730,982Filed 16 Oct 1996
Granted: 13 Jan 1998
Term ends: Not estimatedThe source records don’t support an estimate.

Classification9 codes

C04B 41/009
After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone: characterised by the material treated
C04B 41/4961
Applied to the substrate as oligomers or polymers: polyorganosiloxanes, i.e. polymers with a Si-O-Si-O-chain; "silicones"
C04B 41/64
With organic materials: compounds having one or more carbon-to-metal of carbon-to-silicon linkages
C08L 83/08
Polysiloxanes: containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen

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