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

• US 6,004,923 A
• Filed: 04/27/1998
• Issued: 12/21/1999
• 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, Gunter, Oftring, Alfred, Baur, Richard, Ott, Christian, aus dem Kahmen, Martin
• Primary Examiner(s): Gupta, Yogendra
• Assistant Examiner(s): Hardee, John R.
• Application Number:
  US09/051,915
• Time in Patent Office: 603 Days
• Field of Search: 510/488, 510/502, 510/480, 510/470, 510/499
• US Class Current: 510/499
• 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 method of cleaning a grease-soiled nontextile material comprising contacting the material with a fatty acid derivative having formula I:

space="preserve" listing-type="equation">A.sup.1 --CO--R.sup.1 (I)

wherein

A¹ is an aliphatic C₈ -C₂₄ radical having an unbranched carbon chain which contains one or more groups represented by formula II;

##STR22## R¹ is, a hydroxyl radical or an alkali metal or ammonium salt thereof, a C₁ -C₄ -alkoxy radical, or a radical of a mono-, di- or triglyceride, it being possible for the two latter radicals to be of natural saturated or unsaturated fatty acids or identical or different radicals A¹ ;

R² is a hydrophilic radical having 2-40 carbon atoms; and

R³ is hydrogen, a C₁ -C₄ -alkyl radical or a hydrophilic radical having 2-40 carbon atoms.

2. The method as claimed in claim 1, wherein A¹ is derived from an unsaturated C₁₈ fatty acid.

3. The method as claimed in claim 1, wherein R² is an unbranched ω

-hydroxyalkyl group or an unbranched ω

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

4. The method as claimed in claim 1, wherein R² is a polyalkylene glycol group having 3 to 40 carbon atoms.

5. The method as claimed in claim 1, wherein the nontextile material is a metal article.

6. The method as claimed in claim 1, wherein the nontextile material is contacted with an additional cleaning agent.

7. A method according to claim 1 wherein R¹ is a hydroxyl radical or an alkoxy radical.

8. A composition for cleaning nontextile materials, comprising water and a fatty acid derivative having formula I:

space="preserve" listing-type="equation">A.sup.1 --CO--R.sup.1 (I)

wherein

A¹ is an aliphatic C₈ -C₂₄ radical having an unbranched carbon chain which contains one or more groups represented by formula II;

##STR23## R¹ is a hydroxyl radical or an alkali metal or ammonium salt thereof, a C₁ -C₄ -alkoxy radical, or a radical of a mono-, di- or triglyceride, it being possible for the two later radicals to be of natural saturated or unsaturated fatty acids or identical or different radicals A¹ ;

R² is a hydrophilic radical having 2-40 carbon atoms; and

R³ is hydrogen, a C₁ -C₄ -alkyl radical or a hydrophilic radical having 2-40 carbon atoms.

9. A composition according to claim 8, where R¹ is a hydroxyl radical or an alkoxy radical.