Quaternary organosilicon surfactants, methods of making same and applications containing the same

A surfactant composition comprising a quaternary organosilicon salt having the general formula (I):

• AOaR4b(BOcR11d)eC (I)
• wherein:
• A=R1R2R3Si—;
• B=—Si(R5)(R6)—;
• C=R7R8R9Si—;
• subscripts a, b, c, d and e are 0 or 1 and subject to the following relationships:
• a+b=1 and when e=1, c+d=1;
• R1, R2, R3, R5, R7, R8 are each independently selected from the group consisting of monovalent hydrocarbon groups containing from 1 to 8 carbon atoms, monovalent aryl and alkaryl hydrocarbon groups containing from 6 to 12 carbon atoms, and R10,
• where R10 is selected from the group consisting of branched monovalent hydrocarbon groups containing from 3 to 6 carbon atoms;
• R4 and R11 are each independently a divalent hydrocarbon group containing from 1 to 4 carbon atoms;
• R6 and R9 are each independently selected from the group consisting of linear or branched monovalent hydrocarbon groups containing from 1 to 8 carbon atoms, and R12, provided that R6 and R9 are different and one of R6 or R9 is R12,
• wherein R12 is selected from R* or —R13R14N⊕(R15)(R16)R17X{grave over (Y)},
• wherein R* is
• Wherein R19 and R20 are independently selected from H or Methyl,
• R21 and R22 are different, and selected from OH or R23;
• R23 is —N⊕(R15)(R16)R17X{grave over (Y)},
• wherein R13 is a divalent hydrocarbon group containing from 3 to 12 carbon atoms, and optionally substituted by one or more hydroxyl groups,
• R14 is selected from the group consisting of —OCH2CH(OH)CH2— and an alkyleneoxide group of the general formula (II):
• —[OC2H4]h—[OC3H6]i—[OC4H8]k—OCH2CH(OH)CH2— (II)
• wherein subscripts h, i and k are zero or positive and satisfy the following relationships:
• 1≦h+i+k≦15, more specifically, 1≦h+i+k≦10, even more specifically h is from 0 to 8, i is from 0 to 5 and k is from 0 to 4,
• R15 and R16 are independently selected from the group consisting of a monovalent hydrocarbon group containing from 1 to 2 carbon atoms,
• R17 is selected from the group consisting of linear or branched hydrocarbon groups containing from 1 to 6 carbon atoms, which may each be optionally substituted with one or more hydroxyl groups, and an alkyleneoxide group of the general formula (III):
• [OC2H4]m—[OC3H6]n−[OC4H8]p—R18 (III)
• wherein subscripts m, n and p are zero or positive and satisfy the following relationships:
• 1≦m+n+p≦15,
• R18 is selected from the group consisting of —OH and monovalent hydrocarbon groups containing from 1 to 4 carbon atoms;
• and
• X{grave over (Y)} is R34, or a more biodegradable group RPE,
• R34 is selected from the group consisting of carboxylic acid anion moiety containing from 2 to 22 carbon atoms, and has the general formula:
• {grave over (Y)}O—C(═O)—C(R35)(R36)(R37)
• wherein subscripts q, r and s are 0 or 1,
• R35 and R36 are selected from H, OH, a hydrocarbon group of 1-3 carbon atoms or CH2OH,
• R37 is selected from H, OH, a hydrocarbon group of 1-3 carbon atoms, CH2OH or —(CH R38)f—CH2R39,
• wherein R38 is H, OH, a hydrocarbon group of 1-3 carbon atoms or CH2OH;
• R39 is H or OH,
• subscript f is 0 to 3,
• where RPE is a polyester moiety derived from the esterification of the corresponding hydroxy carboxylic acid or a mixture of corresponding hydroxy carboxylic acids and carboxylic acids, wherein the hydroxy carboxylic acid(s) contain(s) from 2 to 8 carbon atoms, and RPE is of the general formula (Z):
• {grave over (Y)}O—C(═O)—CH(3-[q+r+s])(R24)q(R25)r(R26)s (Z)
• subscripts q, r and s are 0 or 1,
• where R24, R25, R26 are independently selected from —OH, —CH2OH, —(CH2)mOR27, —CH3, —CH2CH3, —(CH2)mO—C(═O)(CR30R31)tCH2OR32, or R28,
• where R27 is —C(═O)—CH(3-[q+r+s])(R24)q(R25)r(R26)s
• R28 is —R29OR27, where R29 is a divalent hydrocarbon radical of 2 to 6 carbon atoms,
• R30 and R31 are independently selected from H, —OH, —CH2OH, —(CH2)mO—R27, —CH3, —CH2CH3, or —(CH2)mO—C(═O)—(CR30R31)tCH2OR32,
• R32 is independently selected from H, —CH2OH, —CH3, —CH2CH3, R27, or [—C(═O)(CR30R31)tCH2O]w—R33,
• R33 is independently selected from H, —CH2OH, —CH3, or —CH2CH3,
• where,
• subscript m is 0 to 3,
• subscript t is 1 to 5,
• subscript w is 1 to 5, and
• the number of ester linkages in RPE is between 1 and 10,
• provided that when any one or more of R24, R25 and R26 are of the formula —(CH2)mO—C(═O)(CR30R31)tCH2OR32 that R24, R25 and R26 group contains from 1 to 10 —(CH2)mO—C(═O)(CR30R31)tCH2OR32 groups.