HYDROLYSIS RESISTANT ORGANOMODIFIED TRISILOXANE IONIC SURFACTANTS

1 . A composition comprising a siloxane having the formula:

M 1 DM 2

wherein

M 1 =(R 1 )(R 2 )(R 3 )SiO 1/2 ;

M 2 =(R 4 )(R 5 )(R 6 )SiO 1/2 and

D=(R 7 )(Z)SiO 2/2

where R 1 , R 2 , R 3 , R 4 , R 5 , R 6 and R 7 are each independently selected from the group consisting of 1 to 4 carbon monovalent hydrocarbon radicals, aryl, and a hydrocarbon group of 4 to 9 carbons containing an aryl group;

Z is a hydrophilic substituent selected from the group consisting of R 8 —R A , R 9 —R C , and R 10 —R Z ;

R 8 is a monovalent radical

of

R 11 (O) t (R 12 ) u (O) v , R 13 —CHCH 2 CH(OH)CH(O—)CH 2 CH 2 ; and

R 14 O(C 2 H 4 O) a (C 3 H 6 O) b (C 4 H 8 O) c ;

where R 11 and R 12 are each independently selected from the group consisting of a divalent hydrocarbon group of 1 to 4 carbon atoms, that may each be optionally substituted with one or more OH radicals;

R 13 is a divalent hydrocarbon group of 2 to 4 carbon atoms;

R 14 is a divalent hydrocarbon group of 1 to 6 carbons, that may each be optionally branched; subscripts t, u and v are zero or 1; t

the subscripts a, b and c are zero or positive and satisfy the following relationships:

1 ≦a+b+c≦ 10 with a≧1;

R A is a monovalent radical selected from the group consisting of SO 3 M K , —C(═O)CH 2 CH(R 15 )COOM K ; —PO 3 H M K ; COOM K ; where R 15 is H or SOM K ;

M K is a cation selected from the group consisting of Na + , K + , Ca 2+ , NH 4 + , Li + , and monovalent ammonium ions derived from mono-, di- and trialkylamines of 2 to 4 carbons or mono-, di- and trialkanolamines of 2 to 4 carbons;

R 9 is a monovalent radical selected from the group consisting of R 16 (O) w (R 17 ) x and R 18 O(C 2 H 4 O) d (C 3 H 6 O) e (C 4 H 8 O) f CH 2 CH(OH)CH 2 ;

where R 16 and R 17 are each independently selected from the group consisting of a divalent hydrocarbon group of 1 to 4 carbon atoms, that may each be optionally substituted with one or more OH radicals;

R 18 is a divalent hydrocarbon group of 2 to 4 carbon atoms; subscripts w and x are zero or 1;

the subscripts d, e and f are zero or positive and satisfy the following relationships:

1 ≦d+e+f≦ 10 with d≧1;

R C is selected from the group consisting of N(R 19 )(R 20 ),

where R 19 and R 20 are independently selected from the group consisting of H, a branched or linear monovalent hydrocarbon radical of 1 to 4 carbons; R 26 N(R 29 )(R 30 ), and —R 27 O(C 2 H 4 O) g (C 3 H 6 O) h (C 4 H 8 O) i R 28 ;

the subscripts g, h and i are zero or positive and satisfy the following relationships:

1 ≦g+h+i≦ 10 with g≧1.

R 21 , R 23 , R 24 , R 25 are independently selected from the groups consisting of H, a branched or linear monovalent hydrocarbon radical of 1 to 4 carbons;

R 22 is H, a branched or linear monovalent hydrocarbon radical of 1 to 4 carbons, or —R 31 O(C 2 H 4 O) j (C 3 H 6 O) k (C 4 H 8 O) l R 32 ;

the subscripts j, k and l are zero or positive and satisfy the following relationships:

1 ≦j+k+l≦ 10 with j≧1;

R 26 is a divalent hydrocarbon radical of 1 to 6 carbons that may be optionally substituted with a heterocyclic group containing nitrogen, sulfur, oxygen or combinations thereof or R 33 O(C 2 H 4 O) m (C 3 H 6 O) n (C 4 H 8 O) o R 34 ;

the subscripts m, n and o are zero or positive and satisfy the following relationships:

1 ≦m+n+o≧ 10 with m≧1;

R 29 and R 30 are independently selected from the group consisting of H or a branched or linear monovalent hydrocarbon radical of 1 to 4 carbons;

R 27 , R 31 and R 33 are divalent radicals independently selected from the group consisting of a divalent hydrocarbon group of 2 to 4 carbon atoms;

R 28 is H, a monovalent hydrocarbon radical of 1 to 6 carbons, or N(R 35 )(R 36 );

R 32 and R 34 are independently selected from the group consisting of H, a branched or linear monovalent hydrocarbon radical of 1 to 4 carbons, and R 37 N(R 38 )(R 39 ); where R 37 is a divalent hydrocarbon radical of 1 to 6 carbons; R 35 , R 36 , R 38 and R 39 are independently selected from the group consisting of H and branched or linear monovalent hydrocarbon radicals of 1 to 4 carbons;

R 10 is a monovalent radical selected from the group consisting of R 40 (O) y (R 41 ) z and R 42 O(C 2 H 4 O) p (C 3 H 6 O) q (C 4 H 8 O) r CH 2 CH(OH)CH 2 ;

where R 40 and R 41 are each independently selected from the group consisting of a divalent hydrocarbon bridging group of 1 to 4 carbon atoms, that may be each optionally substituted with one or more OH radicals;

R 42 is a divalent hydrocarbon group of 2 to 4 carbon atoms; subscripts y and z are zero or 1;

the subscripts p, q and r are zero or positive and satisfy the following relationships:

1 ≦p+q+r≦ 10 with p≧1.

R Z is a monovalent radical selected from the group consisting of

N—(R 43 )(R 44 ) α R 45 SO 3 -(M K ) β , N—(R 46 )(R 47 ) γ R 48 COO-(M K ) δ ,

N + -(R 49 )(R 50 )R 51 OP(═O)(A)(B) or,

(—C(═O)N(R 52 )R 53 N—(R 54 )(R 55 )) + -(R 56 OP(═O)(A)(B))(X) ε ;

where R 43 , R 44 , R 46 , R 47 , R 49 , R 50 , R 52 , R 54 and R 55 are independently selected from the group consisting of H, a branched or linear monovalent hydrocarbon radical of 1 to 4 carbons, and an alkanolamine group of 2 to 4 carbons;

R 45 is a divalent group of 3 to 4 carbons;

the subscripts α, β, γ, δ and ε are zero or 1 subject to the following relationships: α+β=1 and γ+δ=1;

R 48 and R 51 are independently a divalent group of 1 to 4 carbons;

R 53 and R 56 are each independently a divalent group of 2 to 4 carbons;

A and B are selected from the group consisting of O— and OM K ;

X is an anion selected from the group of anions consisting of Cl, Br, and I;

and the subscript ε is 0, 1 or 2.

2 . The composition of claim 1 where

R 1 and R 4 are propyl, isopropyl, butyl, sec-butyl, iso-butyl, or tert-butyl;

R 2 , R 3 , R 5 , R 6 , R 7 is methyl;

R 11 is —CH 2 CH 2 CH 2 —; R 12 is —CH 2 CH(OH)CH 2 —;

R 13 is —H 2 CH 2 —; R 14 is —CH 2 CH 2 CH 2 —, —CH(CH 3 )CH 2 CH 2 —, or —CH 2 CH(CH 3 )CH 2 —;

R 15 =H;

R 16 is —H 2 CH 2 CH 2 —;

R 17 is CH 2 CH(OH)CH 2 —;

R 18 is —CH 2 CH 2 CH 2 —;

R 19 and R 20 is H, methyl, ethyl, propyl, isopropyl or

—R 27 O(C 2 H 4 O) g (C 3 H 6 O) h (C 4 H 8 O) i R 28 ;

R 27 is —CH 2 CH 2 CH 2 —, H or methyl;

R 21 and R 23 are H;

R 22 =H, methyl or —R 31 O(C 2 H 4 O) j (C 3 H 6 O) k (C 4 H 8 O) l R 32 ;

R 31 is —CH 2 CH 2 CH 2 —; j is 1-5, k and l=0;

R 32 is H or methyl; R 24 and R 25 are H;

R 40 is —CH 2 CH 2 CH 2 —; R 41 is —H 2 CH(CH 3 )CH 2 —;

R 42 is —CH 2 CH 2 CH 2 —;

R 43 and R 44 are H or methyl;

R 45 is —CH 2 CH 2 CH 2 — or —CH 2 CH 2 CH 2 CH 2 —;

R 46 and R 47 are H or methyl;

R 48 is —CH 2 CH 2 CH 2 — or —CH 2 CH 2 CH 2 CH 2 —;

R 49 and R 50 are H or methyl; and

R 52 , R 54 and R 55 are H or methyl.

3 . The composition of claim 2 wherein Z is R 8 —R A .

4 . The composition of claim 2 wherein Z is R 9 —R C .

5 . The composition of claim 2 wherein Z is R 10 —R Z .

6 . An aqueous emulsion where the discontinuous phase comprises water and the continuous phase comprises the composition of claim 1 .

7 . An aqueous emulsion where the discontinuous phase comprises water and the continuous phase comprises the composition of claim 2 .

8 . An aqueous emulsion where the discontinuous phase comprises water and the continuous phase comprises the composition of claim 3 .

9 . An aqueous emulsion where the discontinuous phase comprises water and the continuous phase comprises the composition of claim 4 .

10 . An aqueous emulsion where the discontinuous phase comprises water and the continuous phase comprises the composition of claim 5 .

11 . An aqueous emulsion where the discontinuous phase comprises the composition of claim 1 and the continuous phase comprises water.

12 . An aqueous emulsion where the discontinuous phase comprises the composition of claim 2 and the continuous phase comprises water.

13 . An aqueous emulsion where the discontinuous phase comprises the composition of claim 3 and the continuous phase comprises water.

14 . An aqueous emulsion where the discontinuous phase comprises the composition of claim 4 and the continuous phase comprises water.

15 . An aqueous emulsion where the discontinuous phase comprises the composition of claim 5 and the continuous phase comprises water.

16 . A non-aqueous emulsion where the discontinuous phase comprises a non-aqueous hydroxylic solvent and the continuous phase comprises the composition of claim 1 .

17 . A non-aqueous emulsion where the discontinuous phase comprises a non-aqueous hydroxylic solvent and the continuous phase comprises the composition of claim 2 .

18 . A non-aqueous emulsion where the discontinuous phase comprises a non-aqueous hydroxylic solvent and the continuous phase comprises the composition of claim 3 .

19 . A non-aqueous emulsion where the discontinuous phase comprises a non-aqueous hydroxylic solvent and the continuous phase comprises the composition of claim 4 .

20 . A non-aqueous emulsion where the discontinuous phase comprises a non-aqueous hydroxylic solvent and the continuous phase comprises the composition of claim 5 .

21 . A non-aqueous emulsion where the continuous phase comprises a non-aqueous hydroxylic organic solvent and the discontinuous phase comprises the composition of claim 1 .

22 . A non-aqueous emulsion where the continuous phase comprises a non-aqueous hydroxylic organic solvent and the discontinuous phase comprises the composition of claim 2 .

23 . A non-aqueous emulsion where the continuous phase comprises a non-aqueous hydroxylic organic solvent and the discontinuous phase comprises the composition of claim 3 .

24 . A non-aqueous emulsion where the continuous phase comprises a non-aqueous hydroxylic organic solvent and the discontinuous phase comprises the composition of claim 4 .

25 . A non-aqueous emulsion where the continuous phase comprises a non-aqueous hydroxylic organic solvent and the discontinuous phase comprises the composition of claim 5 .