Alkoxylated esteramines and salts thereof
AssigneeBASF SE
InventorsBjoern Ludolph, Sophia Ebert, Christian Bittner
Life of this patent
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Abstract
The present invention relates to alkoxylated esteramines of Formula (I) and salts thereof. Esteramines according to the present invention may be used in cleaning composition, for example in liquid laundry detergents. They lead to improved cleaning performance of said compositions, for example when used in cold water washing conditions. They surprisingly boost grease cleaning performance of liquid laundry detergents, especially under cold water washing conditions. Whiteness is also improved. The esteramine according to the present invention show improved compatibility in liquid laundry detergent formulations.
Claims17
An esteramine salt of Formula (I),
- wherein independently from each other
- t being an integer from 1 to 20;
- A1 is independently for each repetition unit t selected from the list consisting of ethyleneoxy group, 1,2-propyleneoxy group, 1,2-butyleneoxy group, 2,3-butyleneoxy group, i-butyleneoxy group, pentyleneoxy group, hexyleneoxy group, styryloxy group, decenyloxy group, dodecenyloxy group, tetradecenyloxy group, and hexadecanyloxy group, wherein for t equal to 1 the oxygen atom of the A1 group is bound to the B1 group and the following A group is always bound via the oxygen atom to the previous A1 group;
- B1 is independently from each other selected from the group consisting of a bond, linear C1 to C12 alkanediyl groups, and branched C1 to C12 alkanediyl groups;
- R4, R8, and R12 being selected from the group consisting of H, linear alkyl, branched alkyl, and cycloalkyl;
- Z1 is selected from the group consisting of alanine, arginine, asparagine, aspartic acid, cysteine, glutamine, glycine, histidine, isoleucine, leucine, lysine, methionine, phenylalanine, proline, serine, threonine, tryptophan, tyrosine, valine, and a compound according to Formula (II), wherein said compound according to Formula (II) connects to the compound according to Formula (I) via the bond labeled with *, with the provisio of at least one group R4, R8, and/or R12 containing at least 7 or more carbon atoms;
- with independently from each other w being an integer from 0 to 12;
- R13 and R14 independently for each repetition unit w being selected from the group consisting of H, linear alkyl, branched alkyl, and cycloalkyl;
- R15, R16, R17, and R18 being selected from the group consisting of H, linear alkyl, branched alkyl, and cycloalkyl and
- wherein the salt is formed by at least partial protonation of the amine group by methanesulfonic acid.
A process for preparation of an esteramine, of Formula (I) or salt thereof,
- wherein independently from each other
- t being an integer from 1 to 100;
- A1 is independently for each repetition unit t selected from the list consisting of ethyleneoxy group, 1,2-propyleneoxy group, 1,2-butyleneoxy group, 2,3-butyleneoxy group, i-butyleneoxy group, pentyleneoxy group, hexyleneoxy group, styryloxy group, decenyloxy group, dodecenyloxy group, tetradecenyloxy group, and hexadecanyloxy group, wherein for t equal to 1 the oxygen atom of the A1 group is bound to the B1 group and the following A1 group is always bound via the oxygen atom to the previous A group;
- B1 is independently from each other selected from the group consisting of a bond, linear C1 to C12 alkanediyl groups, and branched C1 to C12 alkanediyl groups;
- R4, R8, and R12 being selected from the group consisting of H, linear alkyl, branched alkyl, and cycloalkyl;
- Z1 is selected from the group consisting of alanine, arginine, asparagine, aspartic acid, cysteine, glutamine, glycine, histidine, isoleucine, leucine, lysine, methionine, phenylalanine, proline, serine, threonine, tryptophan, tyrosine, valine, and a compound according to Formula (II), wherein said compound according to Formula (II) connects to the compound according to Formula (I) via the bond labeled with *, with the proviso of at least one group R4, R8, and/or R12 containing at least 7 or more carbon atoms;
- with independently from each other
- w being an integer from 0 to 12;
- R13 and R14 independently for each repetition unit w being selected from the group consisting of H, linear alkyl, branched alkyl, and cycloalkyl;
- R15, R16, R17, and R18 being selected from the group consisting of H, linear alkyl, branched alkyl, and cycloalkyl,
- comprising the steps of
- a) Reacting an alcohol according to Formula (III)
- wherein independently from each other
- B1 is selected from the group consisting of a bond, linear C1 to C12 alkanediyl groups, and branched C1 to C12 alkanediyl groups;
- R4, R8, and R12 being selected from the group consisting of H, linear alkyl, branched alkyl, and cycloalkyl;
- with one or more C2 to C16 alkylene oxide, followed by
- b) at least partial esterification of the alkoxylated alcohol with at least one compound selected from the group consisting of alanine, arginine, asparagine, aspartic acid, cysteine, glutamine, glycine, histidine, isoleucine, leucine, lysine, methionine, phenylalanine, proline, serine, threonine, tryptophan, tyrosine, valine, acids according to Formula (IV), and salts thereof,
- with w being an integer from 0 to 12,
- R13 and R14 independently for each repetition unit w being selected from the group consisting of H, linear alkyl, branched alkyl, and cycloalkyl;
- R15, R16, R17, and R18 being selected from the group consisting of H, linear alkyl, branched alkyl, and cycloalkyl.
A product which comprises an esteramine of Formula (I) or salt thereof,
- wherein independently from each other
- t being an integer from 1 to 100;
- A1 is independently for each repetition unit t selected from the list consisting of ethyleneoxy group, 1,2-propyleneoxy group, 1,2-butyleneoxy group, 2,3-butyleneoxy group, i-butyleneoxy group, pentyleneoxy group, hexyleneoxy group, styryloxy group, decenyloxy group, dodecenyloxy group, tetradecenyloxy group, and hexadecanyloxy group, wherein fort equal to 1 the oxygen atom of the A1 group is bound to the B1 group and the following A1 group is always bound via the oxygen atom to the previous A group;
- B1 is independently from each other selected from the group consisting of a bond, linear C1 to C12 alkanediyl groups, and branched C1 to C12 alkanediyl groups;
- R4, R8, and R12 being selected from the group consisting of H, linear alkyl, branched alkyl, and cycloalkyl;
- Z1 is selected from the group consisting of alanine, arginine, asparagine, aspartic acid, cysteine, glutamine, glycine, histidine, isoleucine, leucine, lysine, methionine, phenylalanine, proline, serine, threonine, tryptophan, tyrosine, valine, and a compound according to Formula (II), wherein said compound according to Formula (II) connects to the compound according to Formula (I) via the bond labeled with *, with the proviso of at least one group R4, R8, and/or R12 containing at least 7 or more carbon atoms;
- with independently from each other
- w being an integer from 0 to 12;
- R13 and R14 independently for each repetition unit w being selected from the group consisting of H, linear alkyl, branched alkyl, and cycloalkyl;
- R15, R16, R17, and R18 being selected from the group consisting of H, linear alkyl, branched alkyl, and cycloalkyl and
- wherein the product is a shampoo formulation, a body wash formulation, a liquid laundry detergent formulation, a curing agent for epoxy, a thermoplastic polyamide adhesive, a polyurethane or a polyurea.
Dependencies are inferred from the claim text.