Neutralization of phosphate esters, compositions based upon and methods using same

A compound comprising the reaction product of a phosphoric acid ester compound of the formula:

• 10
• Where R1 and R2 are H or a linear, cyclic or branch chained saturated or unsaturated C8-C40 hydrocarbon group, a —(R3—O)m—R4 group, a —R5O—(R3—O)m—R4 group or a
• 11
• where R3 is a C2-C6 alkylene group, preferably an ethylene group, a propylene group or a mixture of ethylene and propylene groups, R4 is H or a linear, cyclic or branch chained saturated or unsaturated C8-C40 group,
• 12
• R5 is a C2-C18 alkylene group, R6 is a linear, cyclic or branch chained saturated or unsaturated C8-C40 hydrocarbon group and m is an integer from 0 to 150, preferably 1 to 20, R7 is H or a linear, cyclic or branch-chained saturated or unsaturated C1-C22 hydrocarbon group or a C1-C22 alcohol group and R8 is a C1-C22 linear, cylic or branched chain saturated or unsaturated hydrocarbon group, with the proviso that when R1 is H, R2 cannot also be H and a neutralizing agent.

A compound comprising the reaction product of a phosphoric acid ester compound according to the formula:

• 13
• Where R1 and R2 are H or a linear, cyclic or branch chained saturated or unsaturated C8-C40 hydrocarbon group, more preferably a C12-C22 hydrocarbon group, a —(R3—O)m—R4 group, a —R5—O—(R3—O)m—R4 group or a
• 14
• where R3 is a C2-C6 alkylene group, preferably an ethylene group, a propylene group or a mixture of ethylene and propylene groups, R4 is H or a linear, cyclic or branch chained saturated or unsaturated C8-C40 group,
• 15
• R5 is a C2-C18 alkylene group, R6 is a linear, cyclic or branch chained saturated or unsaturated C8-C40 hydrocarbon group and m is an integer from 0 to 150, preferably 1 to 20, R7 is H or a linear, cyclic or branch-chained saturated or unsaturated C1-C22 hydrocarbon group or a C1-C22 alcohol group and R1 is a C1-C22 linear, cylic or branched chain saturated or unsaturated hydrocarbon group, with the proviso that when R1 is H. R2 cannot also be H and a neutralizing agent selected from the group consisting of Na2HPO4, K2HPO4, Na3PO4, K3PO4, NaHCO3, KHCO3, Na2CO3, K2CO3, sodium tetraborate tetrahydrate, sodium tetraborate decahydrate and mixtures thereof.

A composition comprising:

• an oil phase and a water phase, said oil phase comprising about 10% to about 90% by weight of said composition and said water phase comprising about 10% to about 90% by weight of said composition, said oil phase comprising about 70% to about 99.75% by weight of an oil and about 0.25% to about 30% by weight of a phosphoric acid ester compound according to the structure:
• 16
• Where R1 and R2 are H or a linear, cyclic or branch chained saturated or unsaturated C8-C40 hydrocarbon group, a —(R3—O)m—R4 group, a —R5—O—(R3—O)m—R4 group or a
• 17
• where R3 is a C2-C6 alkylene group or a mixture of ethylene and propylene groups, R4 is H or a linear, cyclic or branch chained saturated or unsaturated C8-C40 group,
• 18
• R5 is a C2-C18 alkylene group, R6 is a linear, cyclic or branch chained saturated or unsaturated C8-C40 hydrocarbon group and m is an integer from 0 to 150, R7is H or a linear, cyclic or branch-chained saturated or unsaturated C1-C22 hydrocarbon group or a C1-C22 alcohol group and R8 is a C1-C22 linear, cylic or branched chain saturated or unsaturated hydrocarbon group, with the proviso that when R1 is H, R2 cannot also be H and X is selected from the group consisting of NaHCO3, KaHCO3, Na2CO3, K2CO3, Na2HPO4, K2HPO4 and Na2B4O7.

An emulsion composition comprising:

• 1) about 0.5% to about 15% by weight of the reaction product of a phosphoric acid ester compound of the formula:
• 19
• Where R1 and R2 are H or a linear, cyclic or branch chained saturated or unsaturated C8-C40 hydrocarbon group, a —(R3—O)m—R4 group, a —R5—O—(R3—O)m—R4 group or a
• 20
• where R3 is a C2-C6 alkylene group or a mixture of ethylene and propylene groups, R4 is H or a linear, cyclic or branch chained saturated or unsaturated C8-C40 group,
• 21
• R5 is a C2-C18 alkylene group, R6 is a linear, cyclic or branch chained saturated or unsaturated C8-C40 hydrocarbon group and m is an integer from 0 to 150, R7 is H or a linear, cyclic or branch-chained saturated or unsaturated C1-C22 hydrocarbon group or a C1-C22 alcohol group and R8 is a C1-C22 linear, cylic or branched chain saturated or unsaturated hydrocarbon group, with the proviso that when R1 is H, R2 cannot also be H and an effective amount of a neutralizing agent;
• 2) about 15% to about 89.5% by weight of an oil;
• 3) optionally, from 0.1% to about 20% by weight of a secondary emulsifier;
• and
• 4) about 10% to about 75% water.

A composition comprising:

• an emulsion, said emulsion being formed by mixing an oil phase and a water phase, said oil phase comprising about 10% to about 90% by weight of said composition and said water phase comprising about 10% to about 90% by weight of said composition, said oil phase comprising at least about 70% to about 99.75% by weight of an oil;
• and about 0.25% to about 30% by weight of a phosphoric acid ester compound of the formula:
• 22
• Where R1 and R2 are H or a linear, cyclic or branch chained saturated or unsaturated C8-C40 hydrocarbon group, a —(R3—O)m—R4 group, a —R5—O—(R3—O)m—R4 group or a
• 23
• where R3 is a C2-C6 alkylene group, preferably an ethylene group, a propylene group or a mixture of ethylene and propylene groups, R4 is H or a linear, cyclic or branch chained saturated or unsaturated C8-C40 group, a
• 24
• R5 is a C2-C18 alkylene group, R6 is a linear, cyclic or branch chained saturated or unsaturated C8-C40 hydrocarbon group and m is an integer from 0 to 150, R7 is H or a linear, cyclic or branch-chained saturated or unsaturated C1-C22 hydrocarbon group or a C1-C22 alcohol group and R8 is a C1-C22 linear, cylic or branched chain saturated or unsaturated hydrocarbon group, with the proviso that when R1 is H, R2 cannot also be H and an amount of a neutralizing compound effective to produce an emulsion when said oil phase and said water phase are mixed.