Hydrolysis resistant organomodified silylated ionic surfactants

A non-aqueous emulsion comprising a discontinuous phase and a continuous phase wherein said discontinuous phase comprises a non-aqueous hydroxylic solvent and said continuous phase a silane having the formula:

• (R1)(R2)(R3)S1—R4—Si(R5)(R6)(R7)
• wherein
• R1, R2, R3, R5, and R6 are each methyl;
• R4 is a hydrocarbon group of 1 to 3 carbons;
• R7 is selected from the group consisting of R9—RC and R10—RZ;
• R9 is a monovalent radical selected from the group consisting of
• R16(O)w(R17)x— and R18O(C2H4O)d(C3H6O)e(C6H8O)fCH2CH(OH)CH2;
• where R16 and R17 are each independently selected from the group consisting of a divalent hydrocarbon group of 1 to 4 carbon atoms;
• R18 is a divalent hydrocarbon group of 2 to 4 carbon atoms;
• subscripts w and x are 1;
• the subscripts d, e and f are zero or positive and satisfy the following relationships:
• 1≦d+e+f≦10 with d≧1;
• RC is selected from the group consisting of N(R19)(R20),
• where R19 and R20 are independently selected from the group consisting of H, a branched or linear monovalent hydrocarbon radical of 1 to 4 carbons, R26N(R29)(R30), and —R27O(C2H4O)g(C3H6O)h(C4H8O)iR28;
• the subscripts g, h and i are zero or positive and satisfy the following relationships:
• 1≦g+h+i≦10 with g≧1;
• R21, R23, R24, R25 are each independently selected from the group consisting of H and branched or linear monovalent hydrocarbon radicals of 1 to 4 carbons;
• R22 is a monovalent radical selected from the group consisting of H, branched or linear monovalent hydrocarbon radical of 1 to 4 carbons, and —R31O(C2H4O)i(C3H6O)k(C4H8O)lR32;
• the subscripts j, k and l are zero or positive and satisfy the following relationships:
• 1≦j+k+l≦10 with j≧1;
• R26 is a divalent hydrocarbon radical of 1 to 6 carbons, or
• R33O(C2H4O)m(C3H6O)n(C4H8O)oR34;
• the subscripts m, n and o are zero or positive and satisfy the following relationships:
• 1≦m+n+o≦10 with m≧1;
• R29 and R30 are independently selected from the group consisting of H, branched monovalent hydrocarbon radical of 1 to 4 carbons, and linear monovalent hydrocarbon radical of 1 to 4 carbons;
• R27, R31 and R33 are independently selected from the group consisting of a divalent hydrocarbon group of 2 to 4 carbon atoms;
• R28 is a monovalent radical selected from the group consisting of H, a monovalent hydrocarbon radical of 1 to 6 carbons and N(R40)(R41);
• R32 and R34 are independently selected from the group consisting of H, a branched or linear monovalent hydrocarbon radical of 1 to 4 carbons, and R37N(R38)(R39);
• where R37 is a divalent hydrocarbon radical of 1 to 6 carbons;
• R35, R36, R38 and R39 are independently selected from the group consisting of H and branched or linear monovalent hydrocarbon radicals of 1 to 4 carbons;
• R10 is a monovalent radical selected from the group consisting of
• R40(O)y(R41)z— and R42O(C2H4O)p(C3H6O)q(C4H8O)rCH2CH(OH)CH2—;
• where R40 and R41 are each independently selected from the group consisting of a divalent hydrocarbon group of 1 to 4 carbon atoms;
• R42 is a divalent hydrocarbon group of 2 to 4 carbon atoms;
• the subscripts y and z are 1;
• the subscripts p, q and r are zero or positive and satisfy the following relationships:
• 1≦p+q+r≦10 with p≧1;
• RZ is —N—(R43)(R44)αR45SO3(MK)β, —N—(R46)(R47)γR48COO(MK)δ,
• —N+—(R49)(R50)R51OP(═O)(A)(B) or,
• (—C(═O)N(R52)R53N—(R54)(R55))+-(R56OP(═O)(A)(B))(X−)ε;
• where R43, R44, R46, R47, R49, R50, R52, R54 and R55 are independently selected from the group consisting of H, branched monovalent hydrocarbon radical of 1 to 4 carbons, linear monovalent hydrocarbon radical of 1 to 4 carbons and an alkanolamine group having alkyl groups of 2 to 4 carbons;
• and R45 is a divalent group of 3 to 4 carbons;
• MK is a cation selected from the group consisting of Na+,K+, Ca2+, NH4+, and Li+, monovalent ammonium ions derived from mono-, di- and trialkylamines comprising alkyl groups of 2 to 4 carbons, and mono-, di- and trialkanolamines comprising alkyl groups of 2 to 4 carbons;
• subscripts α, β, γ and δ are zero or 1 subject to the following relationships:
• α+β=1 and γ+δ=1;
• R48 and R51 are independently a divalent group of 1 to 4 carbons;
• R53 and R56 are each independently a divalent group of 2 to 4 carbons;
• A and B are selected from O− and OMK;
• X is an anion selected from the group consisting of Cl, Br, and I;
• and the subscript ε is 0, 1 or 2.

A non-aqueous emulsion comprising a continuous phase and a discontinuous phase wherein said continuous phase comprises a non-aqueous hydroxylic organic solvent and said discontinuous phase comprises a silane having the formula:

• (R1)(R2)(R3)Si—R4—Si(R5)(R6)(R7)
• wherein
• R1, R2, R3, R5, and R6 are each methyl;
• R4 is a hydrocarbon group of 1 to 3 carbons;
• R7 is selected from the group consisting of R9—RC and R10—RZ;
• R9 is a monovalent radical selected from the group consisting of
• R16(O)w(R17)x— and R18O(C2H4O)d(C3H6O)e(C6H8O)fCH2CH(OH)CH2;
• where R16 and R17 are each independently selected from the group consisting of a divalent hydrocarbon group of 1 to 4 carbon atoms;
• R18 is a divalent hydrocarbon group of 2 to 4 carbon atoms;
• subscripts w and x are 1;
• the subscripts d, e and f are zero or positive and satisfy the following relationships:
• 1≦d+e+f≦10 with d≧1;
• RC is selected from the group consisting of N(R19)(R20),
• where R19 and R20 are independently selected from the group consisting of H, a branched or linear monovalent hydrocarbon radical of 1 to 4 carbons, R26N(R29)(R30), and —R27O(C2H4O)g(C3H6O)h(C4H8O)iR28;
• the subscripts g, h and i are zero or positive and satisfy the following relationships:
• 1≦g+h+i≦10 with g≧1;
• R21, R23, R24, R25 are each independently selected from the group consisting of H and branched or linear monovalent hydrocarbon radicals of 1 to 4 carbons;
• R22 is a monovalent radical selected from the group consisting of H, branched or linear monovalent hydrocarbon radical of 1 to 4 carbons, and —R31O(C2H4O)j(C3H6O)k(C4H8O)lR32;
• the subscripts j, k and 1 are zero or positive and satisfy the following relationships:
• 1≦j+k+l≦10 with j≧1;
• R26 is a divalent hydrocarbon radical of 1 to 6 carbons, or
• R33O(C2H4O)m(C3H6O)n(C4H8O)oR34;
• the subscripts m, n and o are zero or positive and satisfy the following relationships:
• 1≦m+n+o≦10 with m≧1;
• R29 and R30 are independently selected from the group consisting of H, branched monovalent hydrocarbon radical of 1 to 4 carbons, and linear monovalent hydrocarbon radical of 1 to 4 carbons;
• R27, R31 and R33 are independently selected from the group consisting of a divalent hydrocarbon group of 2 to 4 carbon atoms;
• R28 is a monovalent radical selected from the group consisting of H, a monovalent hydrocarbon radical of 1 to 6 carbons and N(R40)(R41);
• R32 and R34 are independently selected from the group consisting of H, a branched or linear monovalent hydrocarbon radical of 1 to 4 carbons, and R37N(R38)(R39);
• where R37 is a divalent hydrocarbon radical of 1 to 6 carbons;
• R35, R36, R38 and R39 are independently selected from the group consisting of H and branched or linear monovalent hydrocarbon radicals of 1 to 4 carbons;
• R10 is a monovalent radical selected from the group consisting of
• R40(O)y(R41)n— and R42O(C2H4O)p(C3H6O)q(C4H8O)rCH2CH(OH)CH2—;
• where R40 and R41 are each independently selected from the group consisting of a divalent hydrocarbon group of 1 to 4 carbon atoms;
• R42 is a divalent hydrocarbon group of 2 to 4 carbon atoms;
• the subscripts y and z are 1;
• the subscripts p, q and r are zero or positive and satisfy the following relationships:
• 1≦p+q+r≦10 with p≧1;
• RZ is —N—(R43)(R44)αR45SO3(MK)β, —N—(R46)(R47)γR48COO(MK)δ,
• —N+—(R49)(R50)R51OP(═O)(A)(B) or,
• (—C(═O)N(R52)R53N—(R54)(R55))+—(R56OP(═O)(A)(B))(X)ε;
• where R43, R44, R46, R47, R49, R50, R52, R54 and R55 are independently selected from the group consisting of H, branched monovalent hydrocarbon radical of 1 to 4 carbons, linear monovalent hydrocarbon radical of 1 to 4 carbons and an alkanolamine group having alkyl groups of 2 to 4 carbons;
• and R45 is a divalent group of 3 to 4 carbons;
• MK is a cation selected from the group consisting of Na+,K+, Ca2+, NH4+, and Li+, monovalent ammonium ions derived from mono-, di- and trialkylamines comprising alkyl groups of 2 to 4 carbons, and mono-, di- and trialkanolamines comprising alkyl groups of 2 to 4 carbons;
• subscripts α, β, γ and δ are zero or 1 subject to the following relationships:
• α+β=1 and γ+δ=1;
• R48 and R51 are independently a divalent group of 1 to 4 carbons;
• R53 and R56 are each independently a divalent group of 2 to 4 carbons;
• A and B are selected from O− and OMK;
• X is an anion selected from the group consisting of Cl, Br, and I;
• and the subscript ε is 0, 1 or 2.