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US 6,204,238 B1Granted
Fatty acid derivatives and their use as surfactants in detergents and cleaners
AssigneeBASF SE
InventorsAlfred Oftring, Martin aus dem Kahmen, Christian Ott, Günter Oetter, Richard Baur
Life of this patent
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Abstract
Fatty acid derivatives based on epoxidized unsaturated fatty acid esters or triglycerides and reacted with amines such as hydroxy- and/or amino-substituted hydrophilic amines or amino acids and/or with alkanols or with water on the epoxy group and/or the carboxylic ester groups are described. These fatty amides are suitable as surfactants in detergents and cleaners.
Claims7
A fatty amide derivative of the formula XXI:
- wherein
- G is an aliphatic C8-C24 radical having an unbranched carbon chain which contains one or more groups of the formula XXII:
- wherein
- R19 is C1-C4-alkyl,
- R16 is a hydroxyl- and/or amino-substituted hydrophilic radical having 2 to 40 carbon atoms or a C1-C14-alkyl radical which has carboxyl and/or sulfo groups in the form of the free acids and/or their alkali metal or ammonium salts and which may be interrupted by nonadjacent oxygen atoms, —NH groups and/or N—C1-C4-alkyl groups, and
- R17 is hydrogen, an unsubstituted C1-C6-alkyl radical or a radical R16.
3 more elements
A process for preparing the fatty amide derivative of the formula XXI:
- wherein
- G is an aliphatic C8-C24 radical having an unbranched carbon chain which contains one or more groups of the formula XXII:
- wherein
- R19 is C1-C4-alkyl or hydrogen,
- R16 is a hydroxyl- and/or amino-substituted hydrophilic radical having 2 to 40 carbon atoms or a C1-C14-alkyl radical which has carboxyl and/or sulfo groups in the form of the free acids and/or their alkali metal or ammonium salts and which may be interrupted by nonadjacent oxygen atoms, —NH groups and/or N—C1-C4-alkyl groups, and
- R17 is hydrogen, an unsubstituted C1-C6-alkyl radical or a radical R16, comprising reacting an epoxidized fatty acid derivative having formula XXIII:
- B3—CO—R20 (XXIII)
- wherein
- B3 is an aliphatic C8-C24 radical having an unbranched carbon chain which contains one or more epoxy groups, and
- R20 is a hydroxyl radical and/or an alkali metal or ammonium salt thereof, a C1-C4-alkoxy radical or a radical of a mono-, di- or triglyceride, wherein the di- or triglyceride radicals are radicals of natural saturated or unsaturated fatty acids,
- with a C1-C5-alkanol or water with catalysis by a protonic acid or Lewis acid, to produce a fatty acid derivative having formula XXIV:
- G—CO—R20 (XXIV)
- wherein G and R20 are as defined above, and subsequently converting the fatty acid derivative having formula XXIV with an amine having formula XXV:
- into the fatty amide derivative having formula XXI, wherein R16 and R17 are as above defined.
11 more elements
Dependencies are inferred from the claim text.