2-hydroxypropanediamine derivative and detergent composition containing the same

• US 5,714,457 A
• Filed: 01/11/1996
• Issued: 02/03/1998
• Est. Priority Date: 07/09/1993
• Status: Expired due to Term

• Current Assignee: KAO Corporation
• Original Assignee: KAO Corporation
• Inventors: Kitsuki, Tomohito, Tamura, Shigeru, Tosaka, Masaki, Nakano, Akiko, Uno, Mitsuru, Fujikura, Yoshiaki, Maruta, Kazunari, Kita, Katsumi, Yahagi, Kazuyuki
• Primary Examiner(s): Willis, Jr., Prince
• Assistant Examiner(s): Toomer, Cephia D.
• Application Number:
  US08/569,128
• Time in Patent Office: 754 Days
• Field of Search: 510/499, 510/119, 510/130, 562/102, 562/564, 558/25, 560/196
• US Class Current: 510/499
• CPC Class Codes: A61K 2800/75 Anti-irritant
• CPC Class Codes: A61K 8/41 Amines
• CPC Class Codes: A61K 8/416 Quaternary ammonium compounds A61K8/35 takes precedence
• CPC Class Codes: A61K 8/44 Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
• CPC Class Codes: A61K 8/68 Sphingolipids, e.g. ceramides, cerebrosides, gangliosides
• CPC Class Codes: A61Q 19/00 Preparations for care of the skin
• CPC Class Codes: A61Q 19/10 Washing or bathing preparations
• CPC Class Codes: A61Q 5/00 Preparations for care of the hair
• CPC Class Codes: A61Q 5/02 Preparations for cleaning the hair
• CPC Class Codes: C07C 229/12 to carbon atoms of acyclic carbon skeletons
• 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 233/18 having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of an acyclic saturated carbon skeleton
• CPC Class Codes: C07C 233/20 having the carbon atom of the carboxamide group bound to a carbon atom of an acyclic unsaturated carbon skeleton
• CPC Class Codes: C07C 233/36 having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of an acyclic saturated carbon skeleton
• CPC Class Codes: C07C 233/38 having the carbon atom of the carboxamide group bound to a carbon atom of an acyclic unsaturated carbon skeleton
• CPC Class Codes: C07C 235/08 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 235/10 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 305/06 Hydrogenosulfates
• CPC Class Codes: C07C 309/14 containing amino groups bound to the carbon skeleton
• CPC Class Codes: C07C 309/17 containing carboxyl groups bound to the carbon skeleton
• CPC Class Codes: C11D 1/10 : Amino carboxylic acids; Imino carboxylic acids; Fatty acid condensates thereof
• CPC Class Codes: C11D 1/28 : Sulfonation products derived from fatty acids or their derivatives, e.g. esters, amides
• CPC Class Codes: C11D 3/0094 : High foaming compositions

Abstract

The present invention relates to a 2-hydroxypropanediamine derivative represented by the following general formula (1): ##STR1## wherein R¹ and R² mean individually a linear or branched C₆ -C₃₆ alkyl or alkenyl group, X denotes a C₁ -C₆ alkylene or alkenylene group which may be substituted by at least one hydroxyl, sulfonic or carboxyl group and has 1-6 carbon atoms, y¹ is a sulfonic group, a sulfuric acid residue or a carboxyl group, y² means a hydroxyl group, a sulfuric acid residue or ##STR2## and n stands for 0 or 1, or a salt or quaternized product thereof, and a detergent composition containing such a compound. This compound is low in irritativeness to the skin and hair and excellent in foamability, and can give a pleasant feeling to the user'"'"'s skin and the like.

Claims

1. A compound represented by the general formula (1):

##STR34## wherein R¹ and R² are identical with or different from each other and mean individually a linear or branched alkyl or alkenyl group having 6-36 carbon atoms, X denotes an alkylene or alkenylene group which may be substituted by at least one hydroxyl, sulfonic or carboxyl group and has 1-6 carbon atoms, Y¹ is a sulfonic group, a sulfuric acid residue or a carboxyl group, y² means a hydroxyl group, a sulfuric acid residue or ##STR35## and n stands for 0 or 1, or a salt or quaternized product thereof, with the proviso that when n stands for zero, y² is a hydroxyl group and the nitrogen atoms of the formula are not quaternized, then X is not a methylene group.

2. The compound according to claim 1, wherein y¹ is a carboxyl group, and Y² is a hydroxyl group or ##STR36##

3. The compound according to claim 1, wherein R¹ and R² are individually a linear or branched alkyl or alkenyl group having 6-24 carbon atoms.

4. The compound according to claim 2, wherein R¹ and R² are individually a linear or branched alkyl or alkenyl group having 6-24 carbon atoms.

5. The compound according to claim 1, wherein R¹ and R² are individually a linear or branched alkyl or alkenyl group having 6-18 carbon atoms.

6. The compound according to claim 1, which is in the form of a free base or a salt.

7. The compound according to claim 2, which is in the form of a free base or a salt.

8. The compound according to claim 7, which is in the form of a free base or a salt.

9. A detergent composition comprising the compound according to claim 1 and a surfactant.

10. A compound represented by the general formula (1):

##STR37## wherein R¹ and R² are identical with or different from each other and mean individually a linear or branched alkyl or alkenyl group having 6-36 carbon atoms, X denotes an alkylene or alkenylene group which may be substituted by at least one hydroxyl, sulfonic or carboxyl group and has 1-6 carbon atoms, Y¹ is a sulfonic group or a sulfuric acid residue, y² means a hydroxyl group or a sulfuric acid residue or ##STR38## and n stands for 0 or 1, or a salt or quaternized product thereof.

11. The compound according to claim 10, wherein R¹ and R² are individually a linear or branched alkyl or alkenyl group having 6-24 carbon atoms.

12. The compound according to claim 10, wherein R¹ and R² are individually a linear or branched alkyl or alkenyl group having 6-18 carbons.

13. The compound according to claim 10, which is in the form of a free base or a salt.

14. A detergent composition comprising the compound according to claim 10, and a surfactant.

15. A detergent composition according to claim 14, wherein R¹ and R² are individually a linear or branched alkyl or alkenyl group having 6-18 carbons.