Fatty acid derivatives and their use as surfactants in detergents and cleaners

• US 6,320,064 B1
• Filed: 11/14/2000
• Issued: 11/20/2001
• Est. Priority Date: 10/27/1995
• Status: Expired due to Fees

• Current Assignee: BASF AG (BASF SE)
• Original Assignee: BASF AG (BASF SE)
• Inventors: Oetter, Günter, Oftring, Alfred, Baur, Richard, Ott, Christian, aus dem Kahmen, Martin
• Primary Examiner(s): Hardee, John
• Application Number:
  US09/710,888
• Time in Patent Office: 371 Days
• Field of Search: 554/44, 554/51, 554/61, 554/66
• US Class Current: 554/44
• CPC Class Codes: C07C 229/16 to carbon atoms of hydrocarbon radicals substituted by amino or carboxyl groups, e.g. ethylenediamine-tetra-acetic acid, iminodiacetic acids
• CPC Class Codes: C07C 229/22 the carbon skeleton being further substituted by oxygen atoms
• CPC Class Codes: C07C 229/26 having more than one amino group bound to the carbon skeleton, e.g. lysine
• CPC Class Codes: C07C 237/06 having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
• CPC Class Codes: C07C 237/08 having the nitrogen atom of at least one of the carboxamide groups bound to an acyclic carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
• CPC Class Codes: C07C 237/10 having the nitrogen atom of at least one of the carboxamide groups bound to an acyclic carbon atom of a hydrocarbon radical substituted by nitrogen atoms not being part of nitro or nitroso groups
• CPC Class Codes: C07C 237/22 having nitrogen atoms of amino groups bound to the carbon skeleton of the acid part, further acylated peptides C07K
• CPC Class Codes: C11D 1/10 Amino carboxylic acids; Imino carboxylic acids; Fatty acid condensates thereof
• CPC Class Codes: C11D 1/46 Esters of carboxylic acids with amino alcohols; Esters of amino carboxylic acids with alcohols
• CPC Class Codes: C11D 1/523 Carboxylic alkylolamides, or dialkylolamides, or hydroxycarboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain one hydroxy group per alkyl group
• CPC Class Codes: C11D 1/525 Carboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain two or more hydroxy groups per alkyl group, e.g. R3 being a reducing sugar rest
• CPC Class Codes: C11D 1/528 Carboxylic amides (R1-CO-NR2R3), where at least one of the chains R1, R2 or R3 is interrupted by a functional group, e.g. a -NH-, -NR-, -CO-, or -CON- group ethers C11D1/526

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.

Claims

1. 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 or hydrogen,

R¹⁶ is a hydroxyl-and/or amino-substituted hydrophilic radical having 2 to 40 carbon atoms or a C₁-C₁₄-alkyl radial 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 an unsubstituted C₁-C₆-alkyl radical or a radical R^16.

2. The fatty amide derivative of claim 1, wherein G is derived from an unsaturated C₁₈ fatty acid.

3. The fatty amide derivative of claim 1, wherein R¹⁶ is an unbranched ω

-hydroalkyl group or an unbranched ω

-aminoalkyl group having, in each case, 2 to 6 carbon atoms, it being possible for the underlying alkyl group to be interrupted by nonadjacent oxygen atoms, NH groups, N-C₁-C₄-alkyl groups, N-C₁-C₄-hydroxyalkyl groups or N-C₁-C₄-aminoalkyl groups.

4. The fatty amide derivative of claim 1, wherein the group

is the radical of an amino acid.