Detergent composition

Abstract
The present invention is a detergent composition which contains alkali metal N-methyltaurate, alkali metal taurate or alkali metal hypotaurate salt of a specific organic acid or organic alkali N-methyltaurate, organic alkali taurate or organic alkali hypotaurate salt of a specific organic acid. The detergent composition of the present invention is an excellent detergent composition which has better foaming and foam quality, less pH dependence of the foaming, creamy foam, no creaking feeling or stretched feeling and no offensive odor.
Description


BACKGROUND OF THE INVENTION

[0001] 1. Field of the Invention


[0002] (1) The present invention relates to a detergent composition which contains an alkali metal N-methyltaurate salt or an organic alkali N-methyltaurate salt of a fatty acid.


[0003] (2) The present invention relates to a detergent composition which contains an alkali metal taurate salt or an organic alkali taurate salt of a fatty acid.


[0004] (3) The present invention relates to a detergent composition which contains an alkali metal hypotaurate salt or an organic alkali hypotaurate salt of a fatty acid.


[0005] (4) The present invention relates to a detergent composition which contains one or more types chosen from among an alkali metal taurate, N-methyltaurate or hypotaurate salt and an organic alkali taurate, N-methyltaurate or hypotaurate salt of a specific organic acid.


[0006] (5) The present invention relates to a detergent composition which contains one or more types chosen from among an alkali metal taurate, N-methyltaurate or hypotaurate salt and an organic alkali taurate, N-methyltaurate or hypotaurate salt of a acylated peptide.


[0007] 2. The Prior Art


[0008] For the purpose of improving foaming and foam quality, soaps have been frequently used as detergents in products such as cleansing foam, body shampoo and shampoo. Of these, the most frequently used are soaps made from salts of alkali metals, such as sodium and potassium, with fatty acids. On the one hand, they have the advantages of a lower cost, good foaming and a creamy foam quality. On the other hand, they have shortcomings including poor foaming at a neutral pH, creaking feeling and a stretched feeling after use.


[0009] In order to address the foaming at a neutral pH and the creaking feeling, soaps made with a fatty acid and a weak base such as triethanol amine and lysine have been used. However, they have problems in that they have the amine odor due to the weak base part, the foam quality deteriorates and a refreshing feeling is harder to achieve, and they cannot be blended into solid products due to a lower dissolution point (Krafft point).



BRIEF SUMMARY OF THE INVENTION

[0010] The object of the present invention is to provide a detergent composition which has better foaming and foam quality, less pH dependence of the foaming, creamy foaming, no creaking feeling or stretched feeling and no offensive odor.


[0011] 1. [Invention Described in Claims 1-4]


[0012] The inventors conducted earnest research based on the above mentioned problems and discovered that a detergent composition containing an alkali metal N-methyltaurate salt or an organic alkali N-methyltaurate salt of a fatty acid is superior to conventional products because it has better foaming and foam quality, less pH dependence of the foaming, creamy foam, no creaking feeling or stretched feeling and no offensive odor, thus completing the present invention.


[0013] That is, the present invention provides a detergent composition which contains an alkali metal N-methyltaurate salt of a fatty acid represented by the following general formula [Chemical formula 1].


R—COOH2N+(CH3)—CH2—CH2—SO3X+  [Chemical formula 1]


[0014] (In this formula, R denotes a saturated or unsaturated hydrocarbon group with a carbon number of 7-23 and X denotes an alkali metal.)


[0015] Also, the present invention provides a detergent composition which contains an organic alkali N-methyltaurate salt of a fatty acid represented by the following general formula [Chemical formula 2].


R—COOH2N+(CH3)—CH2—CH2—SO3Y+  [Chemical formula 2]


[0016] (In this formula, R denotes a saturated or unsaturated hydrocarbon group with a carbon number of 7-23 and Y denotes an organic alkali.)


[0017] Also, the present invention provides an alkali metal N-methyltaurate salt of a fatty acid represented by the following general formula [Chemical formula 3].


R—COOH2N+(CH3)—CH2—CH2—SO3X+  [Chemical formula 3]


[0018] (In this formula, R denotes a saturated or unsaturated hydrocarbon group with a carbon number of 7-23, and X denotes an alkali metal.)


[0019] Also, the present invention provides an organic alkali N-methyltaurate salt of a fatty acid represented by the following general formula [Chemical formula 4].


R—COOH2N+(CH3)—CH2—CH2—SO3Y+  [Chemical formula 4]


[0020] (In this formula, R denotes a saturated or unsaturated hydrocarbon group with a carbon number of 7-23 and Y denotes an organic alkali.)


[0021] 2. [Invention Described in Claims 5-8]


[0022] The inventors conducted earnest research based on the above mentioned problems and discovered that a detergent composition containing an alkali metal taurate salt or an organic alkali taurate salt of a fatty acid is superior to conventional products because it has better foaming and foam quality, less pH dependence of the foaming, creamy foam, no creaking feeling or stretched feeling and no offensive odor, thus completing the present invention.


[0023] That is, the present invention provides a detergent composition which contains an alkali metal taurate salt of a fatty acid represented by the following general formula [Chemical formula 5].


R—COOH3N+—CH2—CH2—SO3X+  [Chemical formula 5]


[0024] (In this formula, R denotes a saturated or unsaturated hydrocarbon group with a carbon number of 7-23 and X denotes an alkali metal.)


[0025] Also, the present invention provides a detergent composition which contains an organic alkali taurate salt of a fatty acid represented by the following general formula [Chemical formula 6].


R—COOH3N+—CH2—CH2—SO3Y+  [Chemical formula 6]


[0026] (In this formula, R denotes a saturated or unsaturated hydrocarbon group with a carbon number of 7-23 and Y denotes an organic alkali.)


[0027] Also, the present invention provides a surfactant consisting of an alkali metal taurate salt of a fatty acid represented by the following general formula [Chemical formula 7].


R—COOH3N+—CH2—CH2—SO3X+  [Chemical formula 7]


[0028] (In this formula, R denotes a saturated or unsaturated hydrocarbon group with a carbon number of 7-23, and X denotes an alkali metal.)


[0029] Also, the present invention provides a surfactant consisting of an organic alkali taurate salt of a fatty acid represented by the following general formula [Chemical formula 8].


R—COOH2N+—CH2—CH2—SO3Y+  [Chemical formula 8]


[0030] (In this formula, R denotes a saturated or unsaturated hydrocarbon group with a carbon number of 7-23 and Y denotes an organic alkali.)


[0031] 3. [Invention Described in Claims 9-12]


[0032] The inventors conducted earnest research based on the above mentioned problems and discovered that a detergent composition containing an alkali metal hypotaurate salt or an organic alkali hypotaurate salt of a fatty acid is superior to conventional products because it has better foaming and foam quality, less pH dependence of the foaming, creamy foam, no creaking feeling or stretched feeling and no offensive odor, thus completing the present invention.


[0033] That is, the present invention provides a detergent composition which contains an alkali metal hypotaurate salt of a fatty acid represented by the following general formula [Chemical formula 9].


R—COOH2N+—CH2—CH2—SO3Y+  [Chemical formula 9]


[0034] (In this formula, R denotes a saturated or unsaturated hydrocarbon group with a carbon number of 7-23 and X denotes an alkali metal.)


[0035] Also, the present invention provides a detergent composition which contains an organic alkali hypotaurate salt of a fatty acid represented by the following general formula [Chemical formula 10].


R—COOH2N+—CH2—CH2—SO3Y+  [Chemical formula 10]


[0036] (In this formula, R denotes a saturated or unsaturated hydrocarbon group with a carbon number of 7-23 and Y denotes an organic alkali.)


[0037] Also, the present invention provides a surfactant consisting of an alkali metal hypotaurate salt of a fatty acid represented by the following general formula [Chemical formula 11].


R—COOH3N+—CH2—CH2—SO3X+  [Chemical formula 11]


[0038] (In this formula, R denotes a saturated or unsaturated hydrocarbon group with a carbon number of 7-23, and X denotes an alkali metal.)


[0039] Also, the present invention provides a surfactant consisting of an organic alkali hypotaurate salt of a fatty acid represented by the following general formula [Chemical formula 12].


R—COOH3N+—CH2—CH2—SO2X+  [Chemical formula 12]


[0040] (In this formula, R denotes a saturated or unsaturated hydrocarbon group with a carbon number of 7-23 and Y denotes an organic alkali.)


[0041] 4. [Invention Described in Claims 13-20]


[0042] The inventors conducted earnest research based on the above mentioned problems and discovered that a detergent composition containing one or more types chosen from among an alkali metal taurate, N-methyltaurate or hypotaurate salt and an organic alkali taurate, N-methyltaurate or hypotaurate salt of a specific organic acid is superior to conventional products because it has better foaming and foam quality, less pH dependence of the foaming, creamy foam, no creaking feeling or stretched feeling and no offensive odor, thus completing the present invention.


[0043] That is, the present invention provides a detergent composition which contains one or more types chosen from among an alkali metal taurate, N-methyltaurate or hypotaurate salt and an organic alkali taurate, N-methyltaurate or hypotaurate salt of an organic acid chosen from among a group consisting of hydroxy fatty acid, alkyl ether carboxylic acid, hydroxyalkyl ether carboxylic acid, acylated amino acid, glycerine ether carboxylic acid and ester carboxylic acid.


[0044] Also, the present invention provides a detergent composition which contains one or more types chosen from among an alkali metal taurate, N-methyltaurate or hypotaurate salt and an organic alkali taurate, N-methyltaurate or hypotaurate salt of hydroxy fatty acid represented by any of the following [Chemical formulas 13-14].
1


[0045] (In this formula, R1 denotes a saturated or unsaturated hydrocarbon group with a carbon number of 7-23, R2 denotes a methyl group or hydrogen, X denotes an alkali metal or organic alkali and n denotes an integer 1-2.)


(OH)n—R1—COOH3N+CH2—CH2—SO2X+  [Chemical formula 14]


[0046] (In this formula, R1 denotes a saturated or unsaturated hydrocarbon group with a carbon number of 7-23, X denotes an alkali metal or organic alkali and n denotes an integer 1-2.)


[0047] Also, the present invention provides a detergent composition which contains one or more types chosen from among an alkali metal taurate, N-methyltaurate or hypotaurate salt and an organic alkali taurate, N-methyltaurate or hypotaurate salt of alkyl ether carboxylic acid represented by any of the following [Chemical formulas 15-16].
2


[0048] (In this formula, R1 denotes a saturated or unsaturated hydrocarbon group with a carbon number of 8-24, R2 denotes a methyl group or hydrogen, X denotes an alkali metal or organic alkali and n denotes an integer 1-2.)


R1—O(CH2)nCOOH3N+—CH2—CH2—SO2X+  [Chemical formula 16]


[0049] (In this formula, R1 denotes a saturated or unsaturated hydrocarbon group with a carbon number of 8-24, R2 denotes a methyl group or hydrogen, X denotes an alkali metal or organic alkali and n denotes an integer 1-2.)


[0050] Also, the present invention provides a detergent composition which contains one or more types chosen from among an alkali metal taurate, N-methyltaurate or hypotaurate salt and an organic alkali taurate, N-methyltaurate or hypotaurate salt of hydroxyalkyl ether carboxylic acid represented by any of the following [Chemical formulas 17-18].
3


[0051] (In this formula, R1 denotes a saturated or unsaturated hydrocarbon group with a carbon number of 6-22, R2 denotes a methyl group or hydrogen, X denotes an alkali metal or organic alkali and n denotes an integer 1-2.)
4


[0052] (In this formula, R1 denotes a saturated or unsaturated hydrocarbon group with a carbon number of 8-24, X denotes an alkali metal or organic alkali and n denotes an integer 1-2.)


[0053] Also, the present invention provides a detergent composition which contains one or more types chosen from among an alkali metal taurate, N-methyltaurate or hypotaurate salt and an organic alkali taurate, N-methyltaurate or hypotaurate salt of acylated amino acid represented by any of the following [Chemical formulas 19-20].
5


[0054] (In this formula, R1 denotes a saturated or unsaturated hydrocarbon group with a carbon number of 7-23, R2 denotes a residue of an amino acid with the amino group and the carboxyl group removed, R3 denotes a methyl group or hydrogen, X denotes an alkali metal or organic alkali and n denotes an integer


R1—COHN—R2—COOH3N+—CH2—CH2—SO2X+  [Chemical formula 20]


[0055] (In this formula, R1 denotes a saturated or unsaturated hydrocarbon group with a carbon number of 6-22, R2 denotes a residue of an amino acid with the amino group and the carboxyl group removed, X denotes an alkali metal or organic alkali and n denotes an integer 1-2.)


[0056] Also, the present invention provides a detergent composition which contains one or more types chosen from among an alkali metal taurate, N-methyltaurate or hypotaurate salt and an organic alkali taurate, N-methyltaurate or hypotaurate salt of glycerine ether carboxylic acid represented by any of the following [Chemical formulas 21-22].
6


[0057] (In this formula, R1 and R2 denote a saturated or unsaturated hydrocarbon group with a carbon number of 8-24 or hydrogen, R3 denotes a methyl group or hydrogen, X denotes an alkali metal or organic alkali and n denotes an integer 1-2.)
7


[0058] (In this formula, R1 and R2 denote a saturated or unsaturated hydrocarbon group with a carbon number of 8-24 or hydrogen, X denotes an alkali metal or organic alkali and n denotes an integer 1-2.)


[0059] Also, the present invention provides a detergent composition which contains one or more types chosen from among an alkali metal taurate, N-methyltaurate or hypotaurate salt and an organic alkali taurate, N-methyltaurate or hypotaurate salt of ester carboxylic acid represented by any of the following [Chemical formulas 23-24].
8


[0060] (In this formula, R1 denotes a saturated or unsaturated hydrocarbon group with a carbon number of 7-23, R2 denotes a methyl group or hydrogen and X denotes an alkali metal or organic alkali.)
9


[0061] (In this formula, R denotes a saturated or unsaturated hydrocarbon group with a carbon number of 7-23 and X denotes an alkali metal or organic alkali.)


[0062] Also, the present invention provides an alkali metal taurate, N-methyltaurate or hypotaurate salt or an organic alkali taurate, N-methyltaurate or hypotaurate salt of an organic acid chosen from among a group consisting of hydroxy fatty acid, alkyl ether carboxylic acid, hydroxyalkyl ether carboxylic acid, acylated amino acid, glycerine ether carboxylic acid and ester carboxylic acid, represented by the following [Chemical formulas 25-36].
10


[0063] (In this formula, R1 denotes a saturated or unsaturated hydrocarbon group with a carbon number of 7-23, R2denotes a methyl group or hydrogen, X denotes an alkali metal or organic alkali and n denotes an integer 1-2.)


(OH)n—R1—COOH3N+—CH2—CH2—SO2X+  [Chemical formula 26]


[0064] (In this formula, R1 denotes a saturated or unsaturated hydrocarbon group with a carbon number of 7-23, X denotes an alkali metal or organic alkali and n denotes an integer 1-2.)
11


[0065] (In this formula, R1 denotes a saturated or unsaturated hydrocarbon group with a carbon number of 8-24, R2 denotes a methyl group or hydrogen, X denotes an alkali metal or organic alkali and n denotes an integer 1-2.)


(OH)n—R1—COOH3N+—CH2—CH2—SO2X+  [Chemical formula 28]


[0066] (In this formula, R1 denotes a saturated or unsaturated hydrocarbon group with a carbon number of 8-24, R2 denotes a methyl group or hydrogen, X denotes an alkali metal or organic alkali and n denotes an integer 1-2.)
12


[0067] (In this formula, R1 denotes a saturated or unsaturated hydrocarbon group with a carbon number of 6-22, R2 denotes a methyl group or hydrogen, X denotes an alkali metal or organic alkali and n denotes an integer 1-2.)
13


[0068] (In this formula, R1 denotes a saturated or unsaturated hydrocarbon group with a carbon number of 8-24, X denotes an alkali metal or organic alkali and n denotes an integer 1-2.)
14


[0069] (In this formula, R1 denotes a saturated or unsaturated hydrocarbon group with a carbon number of 7-23, R2 denotes a residue of an amino acid with the amino group and the carboxyl group removed, R3 denotes a methyl group or hydrogen, X denotes an alkali metal or organic alkali and n denotes an integer 1-2.)


R1—COHN—R2—COOH3N+—CH2—CH2—SO2X+  [Chemical formula 32]


[0070] (In this formula, R1 denotes a saturated or unsaturated hydrocarbon group with a carbon number of 6-22, R2 denotes a residue of an amino acid with the amino group and the carboxyl group removed, X denotes an alkali metal or organic alkali and n denotes an integer 1-2.)
15


[0071] (In this formula, R1 and R2 denote a saturated or unsaturated hydrocarbon group with a carbon number of 8-24 or hydrogen, R3 denotes a methyl group or hydrogen, X denotes an alkali metal or organic alkali and n denotes an integer 1-2.)
16


[0072] (In this formula, R1 and R2 denote a saturated or unsaturated hydrocarbon group with a carbon number of 8-24 or hydrogen, X denotes an alkali metal or organic alkali and n denotes an integer 1-2.)
17


[0073] (In this formula, R1 denotes a saturated or unsaturated hydrocarbon group with a carbon number of 7-23, R2 denotes a methyl group or hydrogen and X denotes an alkali metal or organic alkali.)
18


[0074] (In this formula, R1 denotes a saturated or unsaturated hydrocarbon group with a carbon number of 7-23 and X denotes an alkali metal or organic alkali.)


[0075] 5. [Invention Described in Claims 21-23]


[0076] The inventors conducted earnest research based on the above mentioned problems and discovered that a detergent composition containing one or more types chosen from among an alkali metal taurate, N-methyltaurate or hypotaurate salt and an organic alkali taurate, N-methyltaurate or hypotaurate salt of an acylated peptide is superior to conventional products because it has better foaming and foam quality, less pH dependence of the foaming, creamy foam, no creaking feeling or stretched feeling and no offensive odor, thus completing the present invention.


[0077] That is, the present invention provides a detergent composition which contains one or more types chosen from among an alkali metal taurate, N-methyltaurate or hypotaurate salt and an organic alkali taurate, N-methyltaurate or hypotaurate salt of an acylated peptide.


[0078] Also, the present invention provides a detergent composition which contains one or more types chosen from among an alkali metal taurate, N-methyltaurate or hypotaurate salt and an organic alkali taurate, N-methyltaurate or hypotaurate salt of an acylated peptide represented by the following [Chemical formulas 37-38].
19


[0079] (In this formula, R1 denotes a saturated or unsaturated hydrocarbon group with a carbon number of 7-23, R2 denotes a residue of an amino acid with the amino group and the carboxyl group removed, R3 denotes a methyl group or hydrogen, n denotes an integer 2-30, X denotes an alkali metal or organic alkali.)


R1CO(HN—R2—CO)nOH3N+—CH2—CH2—SO2X+  [Chemical formula 38]


[0080] (In this formula, R1 denotes a saturated or unsaturated hydrocarbon group with a carbon number of 7-23, R2 denotes a residue of an amino acid with the amino group and the carboxyl group removed, n denotes an integer 2-30, X denotes an alkali metal or organic alkali.)


[0081] Also, the present invention provides an alkali metal taurate, N-methyltaurate or hypotaurate salt or an organic alkali taurate, N-methyltaurate or hypotaurate salt of an acylated peptide represented by the following [Chemical formulas 39-40].
20


[0082] (In this formula, R1 denotes a saturated or unsaturated hydrocarbon group with a carbon number of 7-23, R2 denotes a residue of an amino acid with the amino group and the carboxyl group removed, R3 denotes a methyl group or hydrogen, n denotes an integer 2-30, X denotes an alkali metal or organic alkali.)


R1CO(HN—R2—CO)nOH3N+—CH2—H2—SO2X+  [Chemical formula 40]


[0083] (In this formula, R1 denotes a saturated or unsaturated hydrocarbon group with a carbon number of 7-23, R2 denotes a residue of an amino acid with the amino group and the carboxyl group removed, n denotes an integer 2-30, X denotes an alkali metal or organic alkali.)







BRIEF DESCRIPTION OF THE DRAWINGS

[0084]
FIG. 1 is a neutralization titration curve obtained by neutralizing 100 ml of a mixture of 0.01 M acetate and 0.01 M taurine using an aqueous solution of 1 M sodium hydroxide.


[0085]
FIG. 2 is a neutralization titration curve obtained by neutralizing 0.01% lauric acid using 0.01% sodium N-methyltaurate.


[0086]
FIG. 3 is 13C-NMR spectra showing a comparison between Na laurate, sodium N-methyltaurate laurate and Na N-methyltaurate.


[0087]
FIG. 4 is a measurement curve obtained with a differential scanning calorimeter to determine the Krafft point of an aqueous solution of 30% sodium N-methyltaurate laurate.


[0088]
FIG. 5 is a measurement curve obtained with a differential scanning calorimeter to determine the Krafft point of an aqueous solution of 40% sodium N-methyltaurate laurate.







DETAILED DESCRIPTION OF THE INVENTION

[0089] The present invention is further described in detail below.


[0090] The detergent composition of the present invention refers to a composition which has a cleaning effect on objects. The range of objects to be cleaned is not limited. Preferably, it refers to a detergent used on human bodies, such as cosmetics and quasi-drugs. In addition to the aforementioned essential ingredients, other ingredients which are usually contained in a detergent composition can also be blended in, including anionic surfactants such as soap, a alkylsulfuric ester (salt), polyoxyethylenealkyl ether sulfuric acid (salt) and hydroxyalkyl ether carboxylic acid (salt), ampholytic surfactants such as imidazoline type ampholytic surfactants and betaine type ampholytic surfactants, non-ionic surfactants such as a polyoxyethylene alkyl ether, polyoxyethylene fatty acid ester, sucrose fatty acid ester, alkylglycoside and maltitolhydroxy aliphatic ether, cationic surfactants such as trimethylalkyl ammonium chloride, humectants such as glycerine, 1,3-butylene glycol and dipropylene glycol, extracts of plants such as Swertia japonica, Paeonia lactiflora, Iris florentina and Horsetail (Equisetum), drugs such as tranexamic acid and arbutin, perfumes and preservatives.


[0091] The detergent composition of the present invention has excellent foaming and foam quality, creamy foam, less pH dependence of the foaming, no creaking feeling or stretched feeling and no offensive odor.


[0092] 1. [Invention Described in Claims 1-4, Claims 5-8, Claims 9-12]


[0093] In the aforementioned [Chemical formulas 1-12], R denotes a saturated or unsaturated hydrocarbon group with a carbon number of 7-23. Specific examples include linear saturated hydrocarbon groups such as a heptyl group, octyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group, heptadecyl group, octadecyl group and tetraeicosyl group, branched saturated hydrocarbon groups such as a 2-methylheptadecyl group and 2-ethylpentyl group, linear unsaturated hydrocarbon groups such as a 8-heptadecenyl group, oleyl group and 4, 6-octadecadienyl group, and branched unsaturated hydrocarbon groups such as a 2-methyloctadeca-6-ethenyl group.


[0094] In the aforementioned general formulas [Chemical formulas 1-12], X denotes an alkali metal such as sodium, potassium or lithium, and Y denotes an organic alkali such as triethanol amine, diethanol amine or lysine.


[0095] Preparation methods of the alkali metal N-methyltaurate salt of a fatty acid and organic alkali N-methyltaurate salt of a fatty acid represented by the aforementioned [Chemical formulas 1-4] include a method in which the fatty acid is dissolved at a temperature of approximately 80° C. and an aqueous solution of the alkali metal N-methyltaurate salt or the organic alkali N-methyltaurate salt is added to it while being stirred, or an aqueous solution of the N-methyltaurine and an aqueous solution of the alkali are separately added to it while being stirred.


[0096] Preparation methods of the alkali metal taurate salt of a fatty acid and organic alkali taurate salt of a fatty acid represented by the aforementioned [Chemical formulas 5-8] include a method in which the fatty acid is dissolved at a temperature of approximately 80° C. and an aqueous solution of the alkali metal taurate salt or the organic alkali taurate salt is added to it while being stirred, or an aqueous solution of the taurine and an aqueous solution of the alkali are separately added to it while being stirred.


[0097] Preparation methods of the alkali metal hypotaurate salt of a fatty acid and organic alkali taurate salt of a fatty acid represented by the aforementioned [Chemical formulas 9-12] include a method in which the fatty acid is dissolved at a temperature of approximately 80° C. and an aqueous solution of the alkali metal hypotaurate salt or the organic alkali hypotaurate salt is added to it while being stirred, or an aqueous solution of the taurine and an aqueous solution of the alkali are separately added to it while being stirred.


[0098] The appropriate blend ratio of the alkali metal N-methyltaurate salt or the organic alkali N-methyltaurate salt of fatty acid which is blended in the detergent composition of the present invention is 0.5-90 wt %.


[0099] The appropriate blend ratio of the alkali metal taurate salt or the organic alkali taurate salt of fatty acid which is blended in the detergent composition of the present invention is 0.5-90 wt %.


[0100] The appropriate blend ratio of the alkali metal, alkali earth metal or organic alkali hypotaurate salt of fatty acid which is blended in the detergent composition of the present invention is 0.5-90 wt %.


[0101] If the blend ratio is 0.5 wt % or less, then the effect of the present invention is hard to obtain. It is not preferable to have a blend ratio of more than 90 wt %, because then problems arise such as a reduction of the solubility in water.


[0102] 2. [Invention Described in Claims 13-20]


[0103] In the aforementioned [Chemical formulas 13-36], specific examples of the saturated or unsaturated hydrocarbon group with a carbon number of 6-22, a carbon number of 7-23 or a carbon number of 8-24 include linear saturated hydrocarbon groups such as a hexyl group, heptyl group, octyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group, heptadecyl group, octadecyl group and tetraeicosyl group, branched saturated hydrocarbon groups such as a 2-methylheptadecyl group and 2-ethylpentyl group, linear unsaturated hydrocarbon groups such as a 8-heptadecenyl group, oleyl group and 4,6-octadecadienyl group, and branched unsaturated hydrocarbon groups such as a 2-methyloctadeca-6-ethenyl group.


[0104] In the aforementioned [Chemical formulas 13-36], specific examples of alkali metal include sodium, potassium and lithium, and specific examples of the organic alkali include triethanol amine, diethanol amine and lysine.


[0105] Also, in the aforementioned [Chemical formulas 13-36], specific examples of the residue of amino acid with the amino group and the carboxyl group removed include residues of amino acids with the amino groups and the carboxyl groups removed from amino acids such as glycine, alanine, glutamic acid and sarcosine.


[0106] Preparation methods of the alkali metal taurate, N-methyltaurate or hypotaurate salt and an organic alkali taurate, N-methyltaurate or hypotaurate salt of various organic acids represented by the aforementioned [Chemical formulas 13-36] include a method in which the organic acid is dissolved under heated conditions and an aqueous solution of the alkali metal taurate, N-methyltaurate or hypotaurate or the organic alkali taurate, N-methyltaurate or hypotaurate is added to it while being stirred, or an aqueous solution of the taurine, N-methyltaurine or hypotaurine and an aqueous solution of the alkali are separately added to it while being stirred.


[0107] The appropriate blend ratio of the alkali metal taurate, N-methyltaurate or hypotaurate salt and an organic alkali taurate, N-methyltaurate or hypotaurate salt of the organic acid which is blended in the detergent composition of the present invention is 0.5-90 wt %. If the blend ratio is 0.5 wt % or less, then the effect of the present invention is hard to obtain. It is not preferable to have a blend ratio of more than 90 wt %, because then problems arise such as a reduction of the solubility in water.


[0108] 3. [Invention Described in Claims 21-23]


[0109] In the aforementioned [Chemical formulas 37-40], R denotes a saturated or unsaturated hydrocarbon group with a carbon number of 7-23. Specific examples include linear saturated hydrocarbon groups such as a heptyl group, octyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group, heptadecyl group, octadecyl group and tetraeicosyl group, branched saturated hydrocarbon groups such as a 2-methylheptadecyl group and 2-ethylpentyl group, linear unsaturated hydrocarbon groups such as a 8-heptadecenyl group, oleyl group and 4,6-octadecadienyl group, and branched unsaturated hydrocarbon groups such as a 2-methyloctadeca-6-ethenyl group.


[0110] Also, in the aforementioned [Chemical formulas 37-40], R2 denotes the residue of an amino acid with the amino group and the carboxyl group removed from amino acids which constitute peptides. Specific examples include residues of amino acids with the amino groups and the carboxyl groups removed which constitute hydrolyzed silk, hydrolyzed soybean protein, hydrolyzed collagen and hydrolyzed wheat protein, such as glycine, alanine, glutamic acid and sarcosine.


[0111] Also, in the aforementioned [Chemical formulas 37-40], specific examples of X include alkali metals such as sodium, potassium and lithium or organic alkalis including triethanolamine, diethanolamine and lysine.


[0112] Preparation methods of the alkali metal taurate, N-methyltaurate or hypotaurate salt and an organic alkali taurate, N-methyltaurate or hypotaurate salt of acylated peptide represented by the aforementioned [Chemical formulas 37-40] include a method in which the acylated peptide is dissolved under heated conditions and an aqueous solution of the alkali metal taurate, N-methyltaurate or hypotaurate or the organic alkali taurate, N-methyltaurate or hypotaurate is added to it while being stirred, or an aqueous solution of the taurine, N-methyltaurine or hypotaurine and an aqueous solution of the alkali are separately added to it while being stirred.


[0113] The alkali metal taurate, N-methyltaurate or hypotaurate salt and an organic alkali taurate, N-methyltaurate or hypotaurate salt of the acylated peptide which is blended in the detergent composition of the present invention is either blended singly or in combinations of two or more. The appropriate blend ratio of is 0.5-90 wt %. If the blend ratio is 0.5 wt % or less, then the effect of the present invention is hard to obtain. It is not preferable to have a blend ratio of more than 90 wt %, because then problems arise such as a reduction of the solubility in water.



EXAMPLES

[0114] The present invention is further described in detail below. The present invention is not limited to these examples.



1. Examples of Claims 1-4


Preparation Example 1


Preparation of Sodium N-methyltaurate Laurate

[0115] 200 g of lauric acid was stirred and dissolved at 80° C. . 278 ml of 50% aqueous solution of N-methyltaurine, 80 ml of 50% aqueous solution of sodium hydroxide and 200 ml of ion exchanged water were added to it and the mixture was stirred. After cooling, the product was taken out from the container and used as the 50% sodium N-methyltaurate laurate soap.



Preparation Example 2


Preparation of Triethanolamine N-methyltaurate Laurate

[0116] 200 g of lauric acid was stirred and dissolved at 80° C. 278 ml of 50% aqueous solution of N-methyltaurine, 250 ml of 50% aqueous solution of triethanolamine and 200 ml of ion exchanged water were added to it and the mixture was stirred. After cooling, the product was taken out from the container and used as the original 50% triethanolamine N-methyltaurate laurate soap.


[0117] The alkali metal N-methyltaurate salt and the organic alkali N-methyltaurate salt of lauric acid thus prepared were used as test samples for the following tests to prove their efficacy.


[0118] [Foaming Test with the Shaking Method]


[0119] 0.5 wt % of each sample in Table 1 was dissolved in ion exchanged water with 70 ppm calcium chloride already dissolved in it. The pH was then adjusted to 7.0. This solution was kept at 30° C., put into a Nessler's tube with an inner diameter of 3 cm and a height of 20 cm equipped with a sliding plug, and then tilted 90 degrees every second using a pendulum type shaker. After one minute, the sample was taken out of the shaker and the foam height, the foam film thickness and the foam density were measured. The time required for the foam height to be reduced to a half of the original height was also measured. The foam film thickness was measured by taking a photograph of the foam using a microscope at 100 times magnification and calculating the average value on the photograph. The foam density was obtained by sampling 10 ml of the foam and measuring its weight. The measurement results are shown in Table 2.
1TABLE 1Sample nameSample No.Sodium N-methyltaurate laurateTest sample 1Triethanolamine N-methyltaurateTest sample 2laurateSodium laurateControl sample 3Potassium laurateControl sample 4Magnesium laurateControl sample 5Triethanolamine laurateControl sample 6Lysine laurateControl sample 7


[0120]

2











TABLE 2













Foam






Foam
film
Foam




Sample
height
thickness
density
Duration



No.
(cm)
(μ)
(g/ml)
(min.)






















Test
11.6
120
0.243
780



sample 1



Test
10.6
110
0.233
970



sample 2



Control
6.5
100
0.210
80



sample 1



Control
5.5
95
0.200
70



sample 2



Control
4.7
60
0.123
100



sample 3



Control
9.0
95
0.207
530



sample 4











[0121] In the aforementioned foaming test with the shaking method, the foam height relates to how good the foaming is, the foam film thickness and the foam density relate to the creaminess of the foam, and the duration relates to the durability of the foam at the time of use. A larger value indicates a better performance. As shown in the table, sodium laurate, potassium laurate and magnesium laurate are harder to foam at pH 7 because they are salts of a weak acid and a strong base. On the other hand, the alkali metal N-methyltaurate salt of a fatty acid and -the organic alkali N-methyltaurate salt of a fatty acid, which are the surfactants used in the present invention, as well as triethanolamine or a lysine salt of a fatty acid foam well at a more acidic pH because they are salts of a weak acid and a weak base. However, triethanolamine laurate and lysine laurate have lower Krafft points and are liquid at room temperature. Therefore they cannot be used for detergents with a solid formulation. Also, the detergent compositions of the present invention are also shown to be superior in terms of the creaminess and durability of the foam. These results indicate that the test samples, the alkali metal N-methyltaurate salt of a fatty acid and the organic alkali N-methyltaurate salt of a fatty acid, are compounds which have superior effects as surfactants.


[0122] [Sensory Test of the Odor]


[0123] A sensory test of the odor was conducted for the aforementioned test samples and control samples. The results are shown in Table 3.
3TABLE 3Sample No.OdorTest sample 1No odorTest sample 2No odorControl sample 1No odorControl sample 2No odorControl sample 3No odorControl sample 4Ammonia-like odorControl sample 5Ammonia-like odor


[0124] As shown above, the alkali metal N-methyltaurate salt of a fatty acid and the organic alkali N-methyltaurate salt of a fatty acid, which are the surfactants used in the present invention, are salts of a fatty acid and a weak base and yet, similar to alkali metal salts or alkali earth metal salts of a fatty acid, they don't have an offensive odor. This is believed to be due to the fact that they, unlike triethanolamine or lysine, have sulfonate, which is a strong acid, in the same molecule and therefore do not evaporate easily.


[0125] [Sensory Test of Actual Use]


[0126] Fifty panelists were used to conduct the actual use test for Test samples 1 and 2 as well as Control samples 1-5 shown in Table 1. The test was conducted as follows. 5 ml of a 10% aqueous solution of each sample was put on a hand and the hand was washed for 30 seconds. The feeling during use and after rinsing was rated with a five point scale based on the criteria shown in Table 4. The average of the fifty panelists was calculated to obtain the total evalution. The results are shown in Table 5.
4TABLE 4Evaluation pointItem54321FoamingVery goodSomewhatNormalSomewhatVery poorgoodpoorCreaminessVery goodSomewhatNormalSomewhatVery poorof the foamgoodpoorRefreshingVerySomewhatNormalSomewhatVeryfeeling afterrefreshingrefreshingslimyslimyuseMoist feelingVery moistSomewhatNormalSomewhatVeryafter dryingmoiststretchedstretched


[0127]

5









TABLE 5












Moist




Creamines
Refreshing
feeling




s of the
feeling
after


Sample No.
Foaming
foam
after use
drying







Test






sample 1


Test






sample 2


Control



x


sample 1


Control

Δ

x


sample 2


Control


Δ
Δ


sample 3


Control


x



sample 4


Control


Δ



sample 5






⊚: The average of the evaluation points is 4-5.




∘: The average of the evaluation points is 3-3.9.




Δ: The average of the evaluation points is 2-2.9.




x: The average of the evaluation points is 1-1.9.








[0128] Comparison between samples in Table 5 with the same alkali portion indicates that insertion of N-methyltaurine in the structure improves all the feelings during use. The reason why an amphoteric compound which has both strong acid and weak base (—NH2) functional groups, such as N-methyltaurine, has the aforementioned effects is believed to be as follows: during washing when there is plenty of water, the -COO group of the fatty acid dissociates to give a feeling close to sodium soap, whereas after use when it is dry and there is not much water, the —COO group of the fatty acid forms an ion pair with the N+ portion of N-methyltaurine and the melting point of the hydrated crystal, dependent on the concentration, rises to cause insolubility in water and produce the feeling of use of sulfonic acid type surfactants.


[0129] [Structural Analysis Using the Neutralization Titration Curve]


[0130] For the purpose of determining the structure of an alkali metal N-methyltaurate salt of a fatty acid around neutral pH, (1) an aqueous solution of 0.1 M sodium hydroxide was dripped on 100 ml of a mixture of 0.01 M acetic acid and 0.01 M taurine to obtain a neutralization titration curve of this model compound, and (2) 0.01% of lauric acid was dissolved in 100 ml of an aqueous solution of 40% ethanol and 0.1% sodium N-methyltaurate was used to carry out a neutralization titration. The results of (1) and (2) are shown in FIG. 1 and FIG. 2, respectively.


[0131] In FIG. 1, the titration curve has 2 stages and this indicates that —SO3 is neutralized first and then —COO is neutralized. There is a buffer zone in the pH range 6-8 and the solute takes the form of CH3COOH3N+(CH2)2SO3Na+ in this range.


[0132] In FIG. 2, the titration curve is more gradual, indicating neutralization between the weak acid and weak base. Considering this and the aforementioned result, the structure of the test sample in the pH range of 6-8 is estimated to be R—COOH2N+(CH3)(CH2)2SO3Na+.


[0133] [13C-NMR Structural Analysis of a Sodium N-methyltaurate Salt of Lauric Acid]


[0134] Heavy water solutions of 100 mM sodium laurate, sodium N-methyltaurate and sodium N-methyltaurate laurate were prepared and 3C -NMR measurement was conducted on each of them. The spectra are shown in FIG. 3. In the comparison between sodium N-methyltaurate and sodium N-methyltaurate laurate, the carbon at the β position in relation to the nitrogen had a −2.58 ppm shift to a higher magnetic field. This indicates that the nitrogen portion of sodium N-methyltaurate is positively ionized. In the comparison between sodium N-methyltaurate laurate and sodium laurate, the —COO group had a −0.85 ppm shift and the carbons at the α position and the βposition had −0.45 ppm and 0.14 ppm shifts, respectively, to a higher magnetic field. This indicates that the carbon atom of the carboxyl group is subjected to the shielding effect, suggesting that the (−) charge of the carboxylic acid is reduced and the RCOO H2N+— portion is close to the state of an ion pair rather than complete dissociation. Therefore, the reason why the detergent composition of the present invention feels moist when dried is believed to be as follows: when there is less water, the —COO group of the fatty acid and the N+ portion of the N-methyltaurine form an ion pair and produce the feeling of use of that of a sulfonic acid type surfactant.


[0135] [Measurement of the Krafft Point of Sodium N-methyltaurate Laurate]


[0136] The Krafft points of 30% and 40% aqueous solutions of sodium N-methyltaurate laurate were measured using a differential scanning calorimeter (DSC). The results are shown in FIG. 4 and FIG. 5, respectively. 30% and 40% aqueous solutions of sodium N-methyltaurate laurate showed heat absorption peaks, i.e. Krafft points, at around 38° C. and 45° C., respectively. On the other hand, the Krafft point of sodium laurate, when the concentration is 10% or more, is known to be approximately 20° C. Therefore, it is shown that the Krafft point of sodium N-methyltaurate laurate is higher than this and changes with the concentration. In general, a surfactant is insoluble in water at a temperature lower than its Krafft point. This means less irritation and higher safety. A suggested mechanism is as follows: during washing, sodium N-methyltaurate laurate has a lower Krafft point due to a lower concentration in water and therefore shows a performance close to that of sodium laurate; after washing, as the moisture on the skin evaporates, the Krafft point increases and irritation is reduced compared with conventional sodium laurate soap.


[0137] Examples of the detergent composition of the present invention which contain an alkali metal N-methyltaurate salt or organic alkali N-methyltaurate salt of various fatty acids are described below. The blended alkali metal N-methyltaurate salt or organic alkali N-methyltaurate salt of various fatty acids were prepared according to the aforementioned Preparation examples 1 and 2. The blend ratios are expressed in weight percent units.



Example 1


Shampoo

[0138]

6















wt %

















(1) Ethylene glycol fatty acid ester
2.0


(2) Triethanolamine N-methyltaurate laurate
10.0


(3) Dodecyl maltoside
5.0


(4) Laurylsulfobetaine
10.0


(5) Diethanolamide laurate
5.0


(6) Propylene glycol
2.0


(7) Coloring agent, perfume
Appropriate amount


(8) Purified water
Balance










[0139] (Preparation Method)


[0140] Preparation was carried out according to the conventional method.


[0141] The shampoo of the present invention exhibited a lower irritation to hair and scalp, superior foaming properties, no stickiness and superior feeling during use.



Example 2


Shampoo

[0142]

7















wt %

















(1) Sodium cocoylmethyl taurate
8.0


(2) Triethanolamine N-methyltaurate salt of coconut
20.0


fatty acid


(3) Sodium N-methyltaurate salt of myristic acid
2.0


(4) Diethanol amide of coconut fatty acid
4.0


(5) Perfume
Appropriate amount


(6) EDTA.2Na
Appropriate amount


(7) Purified water
Balance










[0143] (Preparation Method)


[0144] Preparation was carried out according to the conventional method.


[0145] The shampoo of the present invention exhibited a lower irritation to hair and scalp, superior foaming properties, no stickiness and superior feeling during use.



Example 3


Body Shampoo

[0146]

8















wt %

















(1) Glycerine
5.0


(2) Potassium N-methyltaurate salt of myristic acid
5.0


(3) Myristic ester of sucrose
1.0


(4) Triethanolamine laurate
10.0


(5) Sodium laurylsulfonsuccinate
5.0


(6) Diethanol amide of coconut oil
3.0


(7) Chelating agent
0.1


(8) Coloring agent, perfume
Appropriate amount


(9) Purified water
Balance










[0147] (Preparation Method)


[0148] Preparation was carried out according to the conventional method.


[0149] The body shampoo of the present invention exhibited a lower irritation to skin, excellent foam in g during use, and a moist feeling after washing was completed.



Example 4


Body Shampoo

[0150]

9















wt %

















(1) Sorbitol
2.0


(2) Erythritol
5.0


(3) Octyl glucoside
15.0


(4) Sodium N-methyltaurate salt of palmitic acid
5.0


(5) Diethanol amide of coconut oil
3.0


(6) Chelating agent
0.1


(7) Cationized cellulose
0.2


(8) Coloring agent, perfume
Appropriate amount


(9) Purified water
Balance










[0151] (Preparation Method)


[0152] Preparation was carried out according to the conventional method.


[0153] The body shampoo of the present invention exhibited a lower irritation to skin, excellent foaming during use, and a moist feeling after washing was completed.



Example 5


Liquid Detergent for Clothes

[0154]

10















wt %

















(1) Sodium POE (3 moles) lauryl ether sulfate
10.0


(2) Maltotritol dodecyl ether
30.0


(3) Lysine N-methyltaurate salt of coconut fatty acid
15.0


(4) Distearyldimethylammonium chloride
2.0


(5) Aprotinin
0.5


(6) Bleach
Appropriate amount


(7) Purified water
Balance










[0155] (Preparation Method)


[0156] Preparation was carried out according to the conventional method.


[0157] The detergent for clothes of the present invention was highly safe and had a superior cleaning capability.



Example 6


Powder Detergent for Clothes

[0158]

11















wt %

















(1) LAS-Na
15.0


(2) Sodium N-methyltaurate salt of coconut fatty
1.0


acid


(3) Octyl glucoside
3.0


(4) Na2SO4
30.0


(5) 2-phenylacetamide
2.0


(6) CMC (66%)
1.5


(7) Metasilicic soda (anhydride)
20.0


(8) Fluorescent whitening agent
0.2


(9) Na2CO3
Balance










[0159] (Preparation Method)


[0160] Preparation was carried out according to the conventional method.


[0161] The powder detergent for clothes of the present invention was highly safe and had a superior cleaning capability.



Example 7


Solid Soap

[0162]

12















wt %




















 (1)
Beef tallow
20.0



 (2)
Coconut oil
12.0



 (3)
Castor oil
 5.0



 (4)
Olive oil
 3.0



 (5)
Sodium hydroxide
 6.0



 (6)
Ethanol
20.0



 (7)
Maltitolhexadecyl ether
 4.0



 (8)
Sodium N-methyltaurate salt of
 1.0




2-ethylhexalic acid



 (9)
Glycerine
 5.0



(10)
Sucrose
10.0



(11)
Cyclohexylguanidine
 3.0



(12)
EDTA
 0.1



(13)
Perfume
Appropriate amount



(14)
Pigment
Appropriate amount



(15)
Purified water
Balance











[0163] (Preparation Method)


[0164] Preparation was carried out according to the conventional method.


[0165] The solid soap of the present invention exhibited a lower irritation to skin, excellent foaming during use, and a refreshing feeling after washing was completed.



Example 8


Liquid Soap

[0166]

13















wt %


















 (1)
Lauric acid
3.0


 (2)
Myristic acid
7.0


 (3)
Palmitic acid
3.0


 (4)
Oleic acid
2.5


 (5)
Lauroyldiethanolamide
6.0


 (6)
Propylene glycol
11.0 


 (7)
Erythritol
4.0


 (8)
Sodium N-methyltaurate salt of coconut
10.0 



fatty acid


 (9)
Triethanolamine N-methyltaurate salt of
3.0



lauric acid


(10)
Sucrose
5.0


(11)
Sodium hydroxide
3.0


(12)
EDTA
0.1


(13)
p-aminobenzamidine
1.0


(14)
Perfume
Appropriate amount


(15)
Purified water
Balance










[0167] (Preparation Method)


[0168] Preparation was carried out according to the conventional method.


[0169] The liquid soap of the present invention exhibited a lower irritation to skin, excellent foaming during use, and a refreshing feeling after washing was completed.



Example 9


Kitchen Detergent

[0170]

14















wt %




















(1)
Sodium α-oleinsulfonate
20.0 



(2)
POE (15 moles) alkyl ether
8.0



(3)
Laurylamidepropyl betaine
5.0



(4)
Ethanol
1.5



(5)
Pigment
Appropriate amount



(6)
Perfume
Appropriate amount



(7)
Sodium N-methyltaurate salt of coconut
10.0 




fatty acid



(8)
Sodium glycerylsulfate laurate
3.0



(9)
Purified water
Balance











[0171] (Preparation Method)


[0172] Preparation was carried out according to the conventional method.


[0173] The kitchen detergent of the present invention exhibited a lower irritation to skin and excellent cleaning capability.



2. Examples of Claims 5-8


Preparation Example 1


Preparation of Sodium Taurate Laurate

[0174] 200 g of lauric acid was stirred and dissolved at 80° C. 250 ml of 50% aqueous solution of taurine, 80 ml of 50% aqueous solution of sodium hydroxide and 200 ml of ion exchanged water were added to it and the mixture was stirred. After cooling, the product was taken out from the container and used as the 50% sodium taurate laurate soap.



Preparation Example 2


Preparation of Triethanolamine Taurate Laurate

[0175] 200 g of lauric acid was stirred and dissolved at 80° C. 250 ml of 50% aqueous solution of taurine, 250 ml of 50% aqueous solution of triethanolamine and 200 ml of ion exchanged water were added to it and the mixture was stirred. After cooling, the product was taken out from the container and used as the original 50°% triethanolamine taurate laurate soap.


[0176] The alkali metal taurate salt and the organic alkali taurate salt of lauric acid thus prepared were used as test samples for the following tests to prove their efficacy.


[0177] [Foaming Test with the Shaking Method]


[0178] 0.5 wt % of each sample in Table 6 was dissolved in ion exchanged water with 70 ppm calcium chloride already dissolved in it. The pH was then adjusted to 7.0. This solution was kept at 30° C., put into a Nessler's tube with an inner diameter of 3 cm and a height of 20 cm equipped with a sliding plug, and then tilted 90 degrees every second using a pendulum type shaker. After one minute, the sample was taken out of the shaker and the foam height, the foam film thickness and the foam density were measured. The time required for the foam height to be reduced to a half of the original height was also measured. The foam film thickness was measured by taking a photograph of the foam using a microscope at 100 times magnification and calculating the average value on the photograph. The foam density was obtained by sampling 10 ml of the foam and measuring its weight. The measurement results are shown in Table 7.
15TABLE 6Sample nameSample No.Sodium taurate laurateTest sample 1Triethanolamine taurate laurateTest sample 2Sodium laurateControl sample 1Potassium laurateControl sample 2Magnesium laurateControl sample 3Triethanolamine laurateControl sample 4Lysine laurateControl sample 5


[0179]

16









TABLE 7









Foam
Foam film
Foam




height
thickness
density
Duration


Sample No.
(cm)
(μ)
(g/ml)
(min.)







Test sample 1
10.6 
110
0.233
680


Test sample 2
9.6
100
0.223
870


Control sample 1
6.5
100
0.210
 80


Control sample 2
5.5
 95
0.200
 70


Control sample 3
4.7
 60
0.123
100


Control sample 4
9.0
 95
0.207
530










[0180] In the aforementioned foaming test with the shaking method, the foam height relates to how good the foaming is, the foam film thickness and the foam density relate to the creaminess of the foam, and the duration relates to the durability of the foam at the time of use. A larger value indicates a better performance. As shown in the table, sodium laurate, potassium laurate and magnesium laurate are harder to foam at pH 7 because they are salts of a weak acid and a strong base. On the other hand, the alkali metal taurate salt of a fatty acid and the organic alkali taurate salt of a fatty acid, which are the surfactants used in the present invention, as well as triethanolamine or a lysine salt of a fatty acid foam well at a more acidic pH because they are salts of a weak acid or a weak base. However, triethanolamine laurate and lysine laurate have lower Krafft points and are liquid at room temperature. Therefore they cannot be used for detergents with a solid formulation. Also, the detergent compositions of the present invention are also shown to be superior in terms of the creaminess and durability of the foam. These results indicate that the test samples, the alkali metal taurate salt of a fatty acid and the organic alkali taurate salt of a fatty acid, are compounds which have superior effects as surfactants.


[0181] [Sensory Test of the Odor]


[0182] A sensory test of the odor was conducted for the aforemen tioned test samples and control samples. The results are shown in Table 8.
17TABLE 8Sample No.OdorTest sampleNo odorTest sampleNo odorControl sampleNo odorControl sampleNo odorControl sampleNo odorControl sampleAmmonia-like odorControl sampleAmmonia-like odor


[0183] As shown above, the alkali metal taurate salt of a fatty acid and the organic alkali taurate salt of a fatty acid, which are the surfactants used in the present invention, are salts of a fatty acid and a weak base and yet, similar to alkali metal salts or alkali earth metal salts of a fatty acid, they don't have an offensive odor. This is believed to be due to the fact that they, unlike triethanolamine or lysine, have sulfonate, which is a strong acid, in the same molecule and therefore do not evaporate easily.


[0184] [Sensory Test of Actual Use]


[0185] Fifty panelists were used to conduct the actual use test for Test samples 1 and 2 as well as Control samples 1-5 shown in Table 6. The test was conducted as follows. 5 ml of a 10% aqueous solution of each sample was put on a hand and the hand was washed for 30 seconds. The feeling during use and after rinsing was rated with a five point scale based on the criteria shown in Table 9. The average of the fifty panelists was calculated to obtain the total evalution. The results are shown in Table 10.
18TABLE 9Evaluation PointItem54321FoamingVery goodSomewhatNormalSomewhatVery poorgoodpoorCreaminessVery goodSomewhatNormalSomewhatVery poorof the foamgoodpoorRefreshingVerySomewhatNormalSomewhatVeryfeeling afterrefreshingrefreshingslimyslimyuseMoist feelingVery moistSomewhatNormalSomewhatVeryafter dryingmoiststretchedstretched


[0186]

19









TABLE 10











Refreshing
Moist




Creaminess
feeling
feeling


Sample No.
Foaming
of the foam
after use
after drying







Test






sample 1


Test






sample 2


Control



x


sample 1


Control

Δ

x


sample 2


Control


Δ
Δ


sample 3


Control


x



sample 4


Control


Δ



sample 5






⊚: The average of the evaluation points is 4-5.




∘: The average of the evaluation points is 3-3.9.




Δ: The average of the evaluation points is 2-2.9.




x: The average of the evaluation points is 1-1.9.








[0187] Comparison between samples in Table 10 with the same alkali portion indicates that insertion of taurine in the structure improves all the feelings during use. The reason why an amphoteric compound which has both strong acid and weak base (—NH2) functional groups, such as taurine, has the aforementioned effects is believed to be as follows: during washing when there is plenty of water, the —COO group of the fatty acid dissociates to give a feeling close to sodium soap, whereas after use when it is dry and there is not much water, the —COO group of the fatty acid forms an ion pair with the N portion of taurine and the melting point of the hydrated crystal, dependent on the concentration, rises to cause insolubility in water and produce the feeling of use of sulfonic acid type surfactants. This is believed to be the reason why the feeling of use of the detergent composition of the present invention is moist after drying.


[0188] Examples of the detergent composition of the present invention which contain an alkali metal taurate salt or organic alkali taurate salt of various fatty acids are described below. The blended alkali metal taurate salt or organic alkali taurate salt of various fatty acids were prepared according to the aforementioned Preparation examples 1 and 2. The blend ratios are expressed in weight percent units.



Example 1


Shampoo

[0189]

20















wt %




















(1)
Ethylene glycol fatty acid ester
2.0



(2)
Triethanolamine taurate laurate
10.0 



(3)
Dodecyl maltoside
5.0



(4)
Laurylsulfobetaine
10.0 



(5)
Diethanolamide laurate
5.0



(6)
Propylene glycol
2.0



(7)
Coloring agent, perfume
Appropriate amount



(8)
Purified water
Balance











[0190] (Preparation Method)


[0191] Preparation was carried out according to the conventional method.


[0192] The shampoo of the present invention exhibited a lower irritation to hair and scalp, superior foaming properties, no stickiness and superior feeling during use.



Example 2


Shampoo

[0193]

21















wt %




















(1)
Sodium cocoylmethyl taurate
8.0



(2)
Triethanolamine taurate salt of
20.0 




coconut fatty acid



(3)
Sodium taurate salt of myristic acid
2.0



(4)
Diethanol amide of coconut fatty acid
4.0



(5)
Perfume
Appropriate amount



(6)
EDTA·2Na
Appropriate amount



(7)
Purified water
Balance











[0194] (Preparation Method)


[0195] Preparation was carried out according to the conventional method.


[0196] The shampoo of the present invention exhibited a lower irritation to hair and scalp, superior foaming properties, no stickiness and superior feeling during use.



Example 3


Body Shampoo

[0197]

22















wt %




















(1)
Glycerine
5.0



(2)
Potassium taurate salt of myristic acid
5.0



(3)
Myristic ester of sucrose
1.0



(4)
Triethanolamine laurate
10.0 



(5)
Sodium laurylsulfonsuccinate
5.0



(6)
Diethanol amide of coconut oil
3.0



(7)
Chelating agent
0.1



(8)
Coloring agent, perfume
Appropriate amount



(9)
Purified water
Balance











[0198] (Preparation Method)


[0199] Preparation was carried out according to the conventional method.


[0200] The body shampoo of the present invention exhibited a lower irritation to skin, excellent foaming during use, and a moist feeling after washing was achieved.



Example 4


Body Shampoo

[0201]

23















wt %



















(1) Sorbitol
2.0



(2) Erythritol
5.0



(3) Octyl glucoside
15.0 



(4) Sodium taurate salt of palmitic acid
5.0



(5) Diethanol amide of coconut oil
3.0



(6) Chelating agent
0.1



(7) Cationized cellulose
0.2



(8) Coloring agent, perfume
Appropriate amount



(9) Purified water
Balance











[0202] (Preparation Method)


[0203] Preparation was carried out according to the conventional method.


[0204] The body shampoo of the present invention exhibited a lower irritation to skin, excellent foaming during use, and a moist feeling after washing was completed.



Example 5


Liquid Detergent for Clothes

[0205]

24















wt %

















(1) Sodium POE (3 moles) lauryl ether sulfate
10.0


(2) Maltotritol dodecyl ether
30.0


(3) Lysine taurate salt of coconut fatty acid
15.0


(4) Distearyldimethylammonium chloride
 2.0


(5) Aprotinin
 0.5


(6) Bleach
Appropriate amount


(7) Purified water
Balance










[0206] (Preparation Method)


[0207] Preparation was carried out according to the conventional method.


[0208] The detergent for clothes of the present invention was highly safe and had a superior cleaning capability.



Example 6


Powder Detergent for Clothes

[0209]

25















wt %



















(1) LAS-Na
15.0 



(2) Sodium taurate salt of coconut fatty acid
1.0



(3) Octyl glucoside
3.0



(4) Na2SO4
30.0 



(5) 2-phenylacetamide
2.0



(6) CMC (66%)
1.5



(7) Metasilicic soda (anhydride)
20.0 



(8) Fluorescent whitening agent
0.2



(9) Na2CO3
Balance











[0210] (Preparation Method)


[0211] Preparation was carried out according to the conventional method.


[0212] The powder detergent for clothes of the present invention was highly safe and had a superior cleaning capability.



Example 7


Solid Soap

[0213]

26















wt %



















(1) Beef tallow
20.0 



(2) Coconut oil
12.0 



(3) Castor oil
5.0



(4) Olive oil
3.0



(5) Sodium hydroxide
6.0



(6) Ethanol
20.0 



(7) Maltitolhexadecyl ether
4.0



(8) Sodium taurate salt of 2-ethylhexalic acid
1.0



(9) Glycerine
5.0



(10) Sucrose
10.0 



(11) Cyclohexylguanidine
3.0



(12) EDTA
0.1



(13) Perfume
Appropriate amount



(14) Pigment
Appropriate amount



(15) Purified water
Balance











[0214] (Preparation Method)


[0215] Preparation was carried out according to the conventional method.


[0216] The solid soap of the present invention exhibited a lower irritation to skin, excellent foaming during use, and a refreshing feeling after washing was completed.



Example 8


Liquid Soap

[0217]

27















wt %



















(1) Lauric acid
3.0



(2) Myristic acid
7.0



(3) Palmitic acid
3.0



(4) Oleic acid
2.5



(5) Lauroyldiethanolamide
6.0



(6) Propylene glycol
11.0 



(7) Erythritol
4.0



(8) Sodium taurate salt of coconut fatty acid
10.0 



(9) Triethanolamine taurate salt of lauric acid
3.0



(10) Sucrose
5.0



(11) Sodium hydroxide
3.0



(12) EDTA
0.1



(13) p-aminobenzamidine
1.0



(14) Perfume
Appropriate amount



(15) Purified water
Balance











[0218] (Preparation Method)


[0219] Preparation was carried out according to the conventional method.


[0220] The liquid soap of the present invention exhibited a lower irritation to skin, excellent foaming during use, and a refreshing feeling after washing was completed.



Example 9


Kitchen Detergent

[0221]

28















wt %



















(1) Sodium α-oleinsulfonate
20.0 



(2) POE (15 moles) alkyl ether
8.0



(3) Laurylamidepropyl betaine
5.0



(4) Ethanol
1.5



(5) Pigment
Appropriate amount



(6) Perfume
Appropriate amount



(7) Sodium taurate salt of coconut fatty acid
10.0 



(8) Sodium glycerylsulfate laurate
3.0



(9) Purified water
Balance











[0222] (Preparation Method)


[0223] Preparation was carried out according to the conventional method.


[0224] The kitchen detergent of the present invention exhibited a lower irritation to skin and excellent cleaning capability.



3. Examples of Claims 9-12


Preparation Example 1


Preparation of Sodium Hypotaurate Laurate

[0225] 200 g of lauric acid was stirred and dissolved at 80° C. 218 ml of 50% aqueous solution of hypotaurine, 80 ml of 50% aqueous solution of sodium hydroxide and 200 ml of ion exchanged water were added to it and the mixture was stirred. After cooling, the product was taken out from the container and used as the 50% sodium hypotaurate laurate soap.



Preparation Example 2


Preparation of Triethanolamine Hypotaurate Laurate

[0226] 200 g of lauric acid was stirred and dissolved at 80° C. 218 ml of 50% aqueous solution of hypotaurine, 250 ml of 50% aqueous solution of triethanolamine and 200 ml of ion exchanged water were added to it and the mixture was stirred. After cooling, the product was taken out from the container and used as the original 50% triethanolamine hypotaurate laurate soap.


[0227] The alkali metal hypotaurate salt and the organic alkali hypotaurate salt of lauric acid thus prepared were used as test samples for the following tests to prove their efficacy.


[0228] [Foaming Test with the Shaking Method]


[0229] 0.5 wt % of each sample in Table 11 was dissolved in ion exchanged water with 70 ppm calcium chloride already dissolved in it. The pH was then adjusted to 7.0. This solution was kept at 30° C., put into a Nessler's tube with an inner diameter of 3 cm and a height of 20 cm equipped with a sliding plug, and then tilted 90 degrees every second using a pendulum type shaker. After one minute, the sample was taken out of the shaker and the foam height, the foam film thickness and the foam density were measured. The time required for the foam height to be reduced to a half of the original height was also measured. The foam film thickness was measured by taking a photograph of the foam using a microscope at 100 times magnification and calculating the average value on the photograph. The foam density was obtained by sampling 10 ml of the foam and measuring its weight. The measurement results are shown in Table 12.
29TABLE 11Sample nameSample No.Sodium hypotaurate laurateTest sample 1Triethanolamine hypotaurate laurateTest sample 2Sodium laurateControl sample 1Potassium laurateControl sample 2Magnesium laurateControl sample 3Triethanolamine laurateControl sample 4Lysine laurateControl sample 5


[0230]

30











TABLE 12












Foam
Foam film
Foam





height
thickness
density
Duration



Sample No.
(cm)
(μ)
(g/ml)
(min.)









Test
10.3 
105
0.241
570



sample 1



Test
9.4
100
0.248
850



sample 2



Control
6.5
100
0.210
 80



sample 1



Control
5.5
 95
0.200
 70



sample 2



Control
4.7
 60
0.123
100



sample 3



Control
9.0
 95
0.207
530



sample 4



Control
9.3
100
0.240
540



sample 5











[0231] In the aforementioned foaming test with the shaking method, the foam height relates to how good the foaming is, the foam film thickness and the foam density relate to the creaminess of the foam, and the duration relates to the durability of the foam at the time of use. A larger value indicates a better performance. As shown in the table, sodium laurate, potassium laurate and magnesium laurate are harder to foam at pH 7 because they are salts of a weak acid and a strong base. On the other hand, the alkali metal hypotaurate salt of a fatty acid and the organic alkali hypotaurate salt of a fatty acid, which are the surfactants used in the present invention, as well as triethanolamine or a lysine salt of a fatty acid foam well at a more acidic pH because they are salts of a weak acid or a weak base. However, triethanolamine laurate and lysine laurate have lower Krafft points and are liquid at room temperature. Therefore they cannot be used for detergents with a solid formulation. Also, the detergent compositions of the present invention are also shown to be superior in terms of the creaminess and durability of the foam. These results indicate that the test samples, the alkali metal hypotaurate salt of a fatty acid and the organic alkali hypotaurate salt of a fatty acid, are compounds which have superior effects as surfactants.


[0232] [Sensory Test of the Odor]


[0233] A sensory test of the odor was conducted for the aforementioned test samples and control samples. The results are shown in Table 13.
31TABLE 13Sample No.OdorTest sample 1No odorTest sample 2No odorControl sample 1No odorControl sample 2No odorControl sample 3No odorControl sample 4Ammonia-like odorControl sample 5Ammonia-like odor


[0234] As shown above, the alkali metal hypotaurate salt of a fatty acid and the organic alkali hypotaurate salt of a fatty acid, which are the surfactants used in the present invention, are salts of a fatty acid and a weak base and yet, similar to alkali metal salts or alkali earth metal salts of a fatty acid, they don't have an offensive odor. This is believed to be due to the fact that they, unlike triethanolamine or lysine, have sulfonate, which is a strong acid, in the same molecule and therefore do not evaporate easily.


[0235] [Sensory Test of Actual Use]


[0236] Fifty panelists were used to conduct the actual use test for Test samples 1 and 2 as well as Control samples 1-5 shown in Table 11. The test was conducted as follows. 5 ml of a 10% aqueo us solution of each sample was put on a hand and the hand was washed for 30 seconds. The feeling during use and after rinsing was rated with a five point scale based on the criteria shown in Table 14. The average of the fifty panelists was calculated to obtain the total evalution. The results are shown in Table 15.
32TABLE 14Evaluation PointItem54321FoamingVery goodSomewhatNormalSomewhatVery poorgoodpoorCreaminessVery goodSomewhatNormalSomewhatVery poorof the foamgoodpoorRefreshingVerySomewhatNormalSomewhatVeryfeeling afterrefreshingrefreshingslimyslimyuseMoist feelingVery moistSomewhatNormalSomewhatVeryafter dryingmoiststretchedstretched


[0237]

33









TABLE 15












Moist




Creaminess
Refreshing
feeling




of the
feeling
after


Sample No.
Foaming
foam
after use
drying







Test






sample 1


Test






sample 2


Control



X


sample 1


Control

Δ

X


sample 2


Control


Δ
Δ


sample 3


Control


X



sample 4






⊚: The average of the evaluation points is 4-5.




∘: The average of the evaluation points is 3-3.9.




Δ: The average of the evaluation points is 2-2.9.




X: The average of the evaluation points is 1-1.9.








[0238] Comparison between samples in Table 15 with the same alkali portion indicates that insertion of hypotaurine in the structure improves all the feelings during use. The reason why an amphoteric compound which has both strong acid and weak base (—NH2) functional groups, such as hypotaurine, has the aforementioned effects is believed to be as follows: during washing when there is plenty of water, the —COO group of the fatty acid dissociates to give a feeling close to sodium soap, whereas after use when it is dry and there is not much water, the —COO group of the fatty acid forms an ion pair with the N portion of hypotaurine and the melting point of she hydrated crystal, dependent on the concentration, rises to cause insolubility in water and produce the feeling of use of sulfonic acid type surfactants. This is believed to be the reason why the feeling of use of the detergent composition of the present invention is moist after drying.


[0239] Examples of the detergent composition of the present invention which contain an alkali metal hypotaurate salt or organic alkali hypotaurate salt of various fatty acids are described below. The blended alkali metal hypotaurate salt or organic alkali hypotaurate salt of various fatty acids were prepared according to the aforementioned Preparation examples 1 and 2. The blend ratios are expressed in weight percent units.



Example 1


Shampoo

[0240]

34















wt %



















(1) Ethylene glycol fatty acid ester
2.0



(2) Triethanolamine hypotaurate laurate
10.0



(3) Dodecyl maltoside
5.0



(4) Laurylsulfobetaine
10.0



(5) Diethanolamide laurate
5.0



(6) Propylene glycol
2.0



(7) Coloring agent, perfume
Appropriate amount



(8) Purified water
Balance











[0241] (Preparation Method)


[0242] Preparation was carried out according to the conventional method.


[0243] The shampoo of the present invention exhibited a lower irritation to hair and scalp, superior foaming properties, no stickiness and superior feeling during use.



Example 2


Shampoo

[0244]

35















wt %

















(1) Sodium cocoylmethyl hypotaurate
8.0


(2) Triethanolamine hypotaurate salt of coconut fatty acid
20.0


(3) Sodium hypotaurate salt of myristic acid
2.0


(4) Diethanol amide of coconut fatty acid
4.0


(5) Perfume
Appropriate



amount


(6) EDTA.2Na
Appropriate



amount


(7) Purified water
Balance










[0245] (Preparation Method)


[0246] Preparation was carried out according to the conventional method.


[0247] The shampoo of the present invention exhibited a lower irritation to hair and scalp, superior foaming properties, no stickiness and superior feeling during use.



Example 3


Body Shampoo

[0248]

36















wt %

















(1) Glycerine
5.0


(2) Potassium hypotaurate salt of myristic acid
5.0


(3) Myristic ester of sucrose
1.0


(4) Triethanolamine laurate
10.0


(5) Sodium laurylsulfonsuccinate
5.0


(6) Diethanol amide of coconut oil
3.0


(7) Chelating agent
0.1


(8) Coloring agent, perfume
Appropriate amount


(9) Purified water
Balance










[0249] (Preparation Method)


[0250] Preparation was carried out according to the conventional method.


[0251] The body shampoo of the present invention exhibited a lower irritation to skin, excellent foaming during use, and a moist feeling after washing was completed.



Example 4


Body Shampoo

[0252]

37















wt %



















(1) Sorbitol
2.0



(2) Erythritol
5.0



(3) Octyl glucoside
15.0



(4) Sodium hypotaurate salt of palmitic acid
5.0



(5) Diethanol amide of coconut oil
3.0



(6) Chelating agent
0.1



(7) Cationized cellulose
0.2



(8) Coloring agent, perfume
Appropriate amount



(9) Purified water
Balance











[0253] (Preparation Method)


[0254] Preparation was carried out according to the conventional method.


[0255] The body shampoo of the present invention exhibited a lower irritation to skin, excellent foaming during use, and a moist feeling after washing was completed.



Example 5


Liquid Detergent for Clothes

[0256]

38















wt %

















(1) Sodium POE (3 moles) lauryl ether sulfate
10.0


(2) Maltotritol dodecyl ether
30.0


(3) Lysine hypotaurate salt of coconut fatty acid
15.0


(4) Distearyldimethylammonium chloride
2.0


(5) Aprotinin
0.5


(6) Bleach
Appropriate amount


(7) Purified water
Balance










[0257] (Preparation Method)


[0258] Preparation was carried out according to the conventional method.


[0259] The detergent for clothes of the present invention was highly safe and had a superior cleaning cap ability.



Example 6


Powder Detergent for Clothes

[0260]

39















wt %



















(1) LAS-Na
15.0



(2) Sodium hypotaurate salt of coconut fatty acid
1.0



(3) Octyl glucoside
3.0



(4) Na2SO4
30.0



(5) 2-phenylacetamide
2.0



(6) CMC (66%)
1.5



(7) Metasilicic soda (anhydride)
20.0



(8) Fluorescent whitening agent
0.2



(9) Na2CO3
Balance











[0261] (Preparation Method)


[0262] Preparation was carried out according to the conventional method.


[0263] The powder detergent for clothes of the present invention was highly safe and had a superior cleaning cap ability.



Example 7


Solid Soap

[0264]

40















wt %

















(1) Beef tallow
20.0


(2) Coconut oil
12.0


(3) Castor oil
5.0


(4) Olive oil
3.0


(5) Sodium hydroxide
6.0


(6) Ethanol
20.0


(7) Maltitolhexadecyl ether
4.0


(8) Sodium hypotaurate salt of 2-ethylhexalic acid
1.0


(9) Glycerine
5.0


(10) Sucrose
10.0


(11) Cyclohexylguanidine
3.0


(12) EDTA
0.1


(13) Perfume
Appropriate amount


(14) Pigment
Appropriate amount


(15) Purified water
Balance










[0265] (Preparation Method)


[0266] Preparation was carried out according to the conventional method.


[0267] The solid soap of the present invention exhibited a lower irritation to skin, excellent foaming during use, and a refreshing feeling after washing was completed.



Example 8


Liquid Soap

[0268]

41















wt %

















(1) Lauric acid
3.0


(2) Myristic acid
7.0


(3) Palmitic acid
3.0


(4) Oleic acid
2.5


(5) Lauroyldiethanolamide
6.0


(6) Propylene glycol
11.0


(7) Erythritol
4.0


(8) Sodium hypotaurate salt of coconut fatty acid
10.0


(9) Triethanolamine hypotaurate salt of lauric acid
3.0


(10) Sucrose
5.0


(11) Sodium, hydroxide
3.0


(12) EDTA
0.1


(13) p-aminobenzamidine
1.0


(14) Perfume
Appropriate amount


(15) Purified water
Balance










[0269] (Preparation Method)


[0270] Preparation was carried out according to the conventional method.


[0271] The liquid soap of the present invention exhibited a lower irritation to skin, excellent foaming during use, and a refreshing feeling after washing was completed.



Example 9


Kitchen Detergent

[0272]

42















wt %

















(1) Sodium α-oleinsulfonate
20.0


(2) POE (15 moles) alkyl ether
8.0


(3) Laurylamidepropyl betaine
5.0


(4) Ethanol
1.5


(5) Pigment
Appropriate amount


(6) Perfume
Appropriate amount


(7) Sodium hypotaurate salt of coconut fatty acid
10.0


(8) Sodium glycerylsulfate laurate
3.0


(9) Purified water
Balance










[0273] (Preparation Method)


[0274] Preparation was carried out according to the conventional method.


[0275] The kitchen detergent of the present invention exhibited a lower irritation to skin and excellent cleaning capability.



4. Examples of Claims 13-20

[0276] [The Foaming Test with the Shaking Method] and [the Sensory Test of the Odor]


[0277] 0.5 wt % of each sample was dissolved in ion exchanged water with 70 ppm calcium chloride already dissolved in it. The pH was then adjusted to 7.0. This solution was kept at 30° C., put into a Nessler's tube with an inner diameter of 3 cm and a height of 20 cm equipped with a sliding plug, and then tilted 90 degrees every second using a pendulum type shaker. After one minute, the sample was taken out of the shaker and the foam height, the foam film thickness and the foam density were measured. The time required for the foam height to be reduced to a half of the original height was also measured. The foam film thickness was measured by taking a photograph of the foam using a microscope at 100 times magnification and calculating the average value on the photograph. The foam density was obtained by sampling 10 ml of the foam and measuring its weight. The test samples and the measurement results are shown in the following tables. In the aforementioned foaming test with the shaking method, the foam height relates to how good the foaming is, the foam film thickness and the foam density relate to the creaminess of the foam, and the duration relates to the durability of the foam at the time of use. A larger value indicates a better performance. A sensory test of the odor was then conducted for the test samples and control samples. The results are shown in tables below.
43TABLE 16Sample nameSample No.Sodium N-methyltaurate hydroxylaurateTest sample 1Triethanolamine taurate hydroxylaurateTest sample 2Sodium hydroxylaurateControl sample 1Potassium hydroxylaurateControl sample 2Triethanolamine hydroxylaurateControl sample 3Lysine hydroxylaurateControl sample 4FoamFoam filmFoamheightthicknessdensityDurationSample No.(cm)(μ)(g/ml)(min.)Test11.31150.254890sample 1Test10.31050.2321170sample 2Control7.41070.21390sample 1Control6.61000.21080sample 2Control10.31000.219630sample 3Control10.11000.239670sample 4Sample No.OdorTest sample 1No odorTest sample 2No odorControl sample 1No odorControl sample 2No odorControl sample 3Offensive odorControl sample 4Offensive odor


[0278] As shown above, sodium hydroxylaurate and potassium hydroxylaurate are harder to foam at pH 7 because they are salts of a weak acid and a strong base. On the other hand, the alkali metal taurate and/or N-methyltaurate salt of a hydroxy-fatty acid and the organic alkali taurate and/or N-methyltaurate salt of a hydroxy-fatty acid, which are the surfactants used in the present invention, as well as triethanolamine or a lysine salt of a hydroxy-fatty acid foam well at a more acidic pH because they are salts of a weak acid or a weak base. However, triethanolamine hydroxy-laurate and lysine hydroxy-laurate have lower Krafft points and are liquid at room temperature. Therefore they cannot be used for detergents with a solid formulation. Also, the detergent compositions of the present invention are also shown to be superior in terms of the creaminess and durability of the foam.


[0279] Also, the alkali metal taurate and/or N-methyltaurate salt of a hydroxy-fatty acid and the organic alkali taurate and/or N-methyltaurate salt of a hydroxy-fatty acid, which are the surfactants used in the present invention, are salts of a hydroxy-fatty acid and a weak base and yet, similar to alkali metal salts of a hydroxy-fatty acid, they don't have an offensive odor.
44TABLE 17Sample nameSample No.Sodium hypotaurate hydroxylaurateTest sample 1Triethanolamine hypotaurateTest sample 2hydroxylaurateSodium hydroxylaurateControl sample 1Potassium hydroxylaurateControl sample 2Triethanolamine hydroxylaurateControl sample 3Lysine hydroxylaurateControl sample 4FoamFoam filmFoamheightthicknessdensityDurationSample No.(cm)(μ)(g/ml)(min.)Test11.11200.258910sample 1Test10.51150.2701070sample 2Control7.41070.21390sample 1Control6.61000.21080sample 2Control10.01000.219630sample 3Control10.01000.239670sample 4Sample No.OdorTest sample 1No odorTest sample 2No odorControl sample 1No odorControl sample 2No odorControl sample 3Offensive odor


[0280] As shown above, sodium hydroxylaurate and potassium hydroxylaurate are harder to foam at pH 7 because they are salts of a weak acid and a strong base. On the other hand, the alkali metal hypotaurate salt of a hydroxy-fatty acid and the organic alkali hypotaurate salt of a hydroxy-fatty acid, which are the surfactants used in the present invention, as well as triethanolamine or a lysine salt of a hydroxy-fatty acid foam well at a more acidic pH because they are salts of a weak acid or a weak base. However, the detergent compositions of the present invention are shown to be superior in terms of the creaminess and durability of the foam.


[0281] Also, the alkali metal hypotaurate salt of a hydroxy-fatty acid and the organic alkali hypotaurate salt of a hydroxy-fatty acid, which are the surfactants used in the present invention, are salts of a hydroxy-fatty acid and a weak base and yet, similar to alkali metal salts and alkali earth metal salts of a hydroxy-fatty acid, they don't have an offensive odor.
45TABLE 18The test solutions for the foaming test with theshaking method was adjusted to pH 4.Sample nameSample No.Sodium taurate hydroxylauryl etherTest sample 1carboxylateTriethanolamine N-methyltaurateTest sample 2hydroxylauryl ether carboxylateSodium hydroxylauryl ether carboxylateControl sample1Potassium hydroxylauryl ether carboxylateControl sample2Triethanolamine hydroxylauryl etherControl samplecarboxylate3Lysine hydroxylauryl ether carboxylateControl sample4FoamFoam filmFoamheightthicknessdensityDurationSample No.(cm)(μ)(g/ml)(min.)Test17.81200.2511030sample 1Test16.71150.2541180sample 2Control4.1600.193430sample 1Control5.9650.170440sample 2Control16.3900.189710sample 3Control15.1900.177720sample 4Sample No.OdorTest sample 1No odorTest sample 2No odorControl sample 1No odorControl sample 2No odor


[0282] As shown above, sodium hydroxylauryl ether carboxylate and potassium hydroxylauryl ether carboxylate are harder to foam at pH 4. On the other hand, the sodium taurate and/or N-methyltaurate salt of a hydroxylauryl ether carboxylic acid of the present invention and triethanolamine or a lysine salt of a hydroxylauryl ether carboxylic acid foam well at a more acidic pH. However, the detergent compositions of the present invention are also shown to be superior in terms of the creaminess and durability of the foam, compared with the triethanolamine hydroxylauryl ether carboxylate and lysine hydroxylauryl ether carboxylate.


[0283] Also, the alkali metal taurate and/or N-methyltaurate salt of a hydroxylauryl ether carboxylic acid and the organic alkali taurate and/or N-methyltaurate salt of a hydroxylauryl ether carboxylic acid of the present invention are salts of a hydroxy-fatty acid and a weak base and yet, similar to alkali metal salts and alkali earth metal salts of a hydroxy-fatty acid, they don't have an offensive odor.
46TABLE 19The test solutions for the foaming test with theshaking method was adjusted to pH 4.Sample nameSample No.Sodium hypotaurate hydroxylauryl etherTest sample 1carboxylateTriethanolamine hypotaurateTest sample 2hydroxylauryl ether carboxylateSodium hydroxylauryl ether carboxylateControl sample1Potassium hydroxylauryl ether carboxylateControl sample2Triethanolamine hydroxylauryl etherControl samplecarboxylate3Lysine hydroxylauryl ether carboxylateControl sample4FoamFoam filmFoamheightthicknessdensityDurationSample No.(cm)(μ)(g/ml)(min.)Test17.11150.233930sample 1Test16.51150.2421080sample 2Control4.1600.193430sample 1Control5.9650.170440sample 2Control16.3900.189710sample 3Control15.1900.177720sample 4Sample No.OdorTest sample 1No odorTest sample 2No odorControl sample 1No odorControl sample 2No odor


[0284] As shown above, sodium hydroxylauryl ether carboxylate and potassium hydroxylauryl ether carboxylate are harder to foam at pH 4. On the other hand, the sodium hypotaurate salt of a hydroxylauryl ether carboxylic acid of the present invention and triethanolamine or a lysine salt of a hydroxylauryl ether carboxylic acid foam well at a more acidic pH. However, the detergent compositions of the present invention are also shown to be superior in terms of the creaminess and durability of the foam, compared with the triethanolamine hydroxylauryl ether carboxylate and lysine hydroxylauryl ether carboxylate.


[0285] Also, the alkali metal hypotaurate salt of a hydroxylauryl ether carboxylic acid and the organic alkali hypotaurate of a hydroxylauryl ether carboxylic acid of the present invention are salts of a hydroxy-fatty acid and a weak base and yet, similar to alkali metal salts and alkali earth metal salts of a hydroxy-fatty acid, they don't have an offensive odor.
47TABLE 20Sample nameSample No.Sodium N-methyltaurate lauroylalanineTest sample 1Triethanolamine taurate lauroylalanineTest sample 2Sodium lauroylalanineControl sample1Potassium lauroylalanineControl sample2Triethanolamine lauroylalanineControl sample3Lysine salt of lauroylalanineControl sample4FoamFoam filmFoamheightthicknessdensityDurationSample No.(cm)(μ)(g/ml)(min.)Test9.81050.200830sample 1Test10.71100.210880sample 2Control7.1600.163430sample 1Control6.9650.170440sample 2Control6.3850.179450sample 3Control6.5850.177400sample 4Sample No.OdorTest sample 1No odorTest sample 2No odorControl sample 1No odorControl sample 2No odor


[0286] As shown above, sodium lauroylalanine and potassium lauroylalanine are harder to foam at pH 7. On the other hand, sodium taurate and/or N-methyltaurate salt of lauroylalanine of the present invention and triethanolamine and/or lysine salt of a lauroylalanine foam well at a more acidic pH. However, compared with triethanolamine lauroylalanine and lysine lauroylalanine, the detergent compositions of the present invention are shown to be superior in terms of the creaminess and durability of the foam.


[0287] Also, the alkali metal taurate and/or N-methyltaurate salt of lauroylalanine and the organic alkali taurate and/or N-methyltaurate salt of lauroylalanine of the present invention are salts of a weak acid and a weak base and yet, similar to alkali metal salts or alkali earth metal salts, they don't have an offensive odor.
48TABLE 21Sample nameSample No.Sodium hypotaurate lauroylalanineTest sample 1Triethanolamine hypotaurateTest sample 2lauroylalanineSodium lauroylalanineControl sample1Potassium lauroylalanineControl sample2Triethanolamine lauroylalanineControl sample3Lysine salt of lauroylalanineControl sample4FoamFoam filmFoamheightthicknessdensityDurationSample No.(cm)(μ)(g/ml)(min.)Test9.21000.195810sample 1Test10.51050.205870sample 2Control7.1600.163430sample 1Control6.9650.170440sample 2Control6.3850.179450sample 3Control6.5850.177400sample 4Sample No.OdorTest sample 1No odorTest sample 2No odorControl sample 1No odorControl sample 2No odor


[0288] As shown above, sodium lauroylalanine and potassium lauroylalanine are harder to foam at pH 7. On the other hand, sodium hypotaurate salt of lauroylalanine of the present invention and triethanolamine and/or lysine salt of a lauroylalanine foam well at a more acidic pH. However, compared with triethanolamine lauroylalanine and lysine salt of lauroylalanine, the detergent compositions of the present invention are shown to be superior in terms of the creaminess and durability of the foam.


[0289] Also, the alkali metal hypotaurate salt of lauroylalanine and the organic alkali hypotaurate salt of lauroylalanine of the present invention are salts of a weak acid and a weak base and yet, similar to alkali metal salts or alkali earth metal salts, they don't have an offensive odor.


[0290] In the same manner as described above, sodium taurate, N-methyltaurate or hypotaurate salt or triethanol amine taurate, N-methyltaurate or hypotaurate salt of POE (2) lauryl ether carboxylic acid, glycerine lauryl ether carboxylic acid and lauroylacetic acid were tested by a foaming test with the shaking method and a sensory test of the odor. All of them foamed well even on the acidic side, were superior in terms of the creaminess of the foam and the durability of the foam and had no odor, making them superior ingredients for a detergent composition.


[0291] [Sensory Test of Actual Use]


[0292] Fifty panelists were used to conduct the actual use test for test samples shown in the following tables. The test of actual use was conducted as follows. 10 ml of a 10% aqueous solution of each sample was put on a hand and the hand was washed for 30 seconds. The feeling during use and after rinsing was rated with a five point scale based on the criteria shown below. The average of the fifty panelists was calculated to obtain the total evalution. The results are shown in the following tables.
49TABLE 22Evaluation PointItem54321FoamingVery goodSomewhatNormalSomewhatVery poorgoodpoorCreaminessVery goodSomewhatNormalSomewhatVery poorof the foamgoodpoorRefreshingVerySomewhatNormalSomewhatVeryfeeling afterrefreshingrefreshingslimyslimyuseMoist feelingVery moistSomewhatNormalSomewhatVeryafter dryingmoiststretchedstretched


[0293]

50





TABLE 23








(Various samples and the comprehesive evaluation of them)


















Sample name
Sample No.







Sodium N-methyltaurate hydroxylaurate
Test sample 1



Triethanolamine taurate hydroxylaurate
Test sample 2



Sodium hydroxylaurate
Control sample




1



Triethanolamine hydroxylaurate
Control sample




2



Sodium lauroylmethyl taurate
Control sample




3



















Moist




Creamines
Refreshing
feeling




s of the
feeling
after


Sample No.
Foaming
foam
after use
drying





Test






sample 1


Test






sample 2


Control



X


sample 1


Control


Δ



sample 2


Control


X



sample 3






⊚: The average of the evaluation points is 4-5.




◯: The average of the evaluation points is 3-3.9.




Δ: The average of the evaluation points is 2-2.9.




X : The average of the evaluation points is 1-1.9.








[0294]

51








TABLE 24













Sample name
Sample No.







Sodium hypotaurate hydroxylaurate
Test sample 1



Triethanolamine hypotaurate
Test sample 2



hydroxylaurate



Sodium hydroxylaurate
Control sample




1



Triethanolamine hydroxylaurate
Control sample




2



Sodium lauroylmethyl taurate
Control sample




3



















Moist




Creamines
Refreshing
feeling




s of the
feeling
after


Sample No.
Foaming
foam
after use
drying





Test






sample 1


Test






sample 2


Control



X


sample 1


Control


Δ



sample 2


Control


X



sample 3










[0295]

52








TABLE 25













Sample name
Sample No.







Sodium N-methyltaurate hydroxylauryl
Test sample 1



ether carboxylate



Triethanolamine taurate hydroxylauryl
Test sample 2



ether carboxylate



Sodium hydroxylauryl ether carboxylate
Control sample




1



Triethanolamine hydroxylauryl ether
Control sample



carboxylate
2



Sodium lauroylmethyl taurate
Control sample




3





















Moist





Creamines
Refreshing
feeling





s of the
feeling
after



Sample No.
Foaming
foam
after use
drying







Test







sample 1



Test







sample 2



Control



X



sample 1



Control


Δ
Δ



sample 2



Control


X




sample 3











[0296]

53








TABLE 26













Sample name
Sample No.







Sodium hypotaurate hydroxylauryl ether
Test sample 1



carboxylate



Triethanolamine hypotaurate
Test sample 2



hydroxylauryl ether carboxylate



Sodium hydroxylauryl ether carboxylate
Control sample




1



Triethanolamine hydroxylauryl ether
Control sample



carboxylate
2



Sodium lauroylmethyl taurate
Control sample




3





















Moist





Creamines
Refreshing
feeling





s of the
feeling
after



Sample No.
Foaming
foam
after use
drying







Test







sample 1



Test







sample 2



Control



X



sample 1



Control


Δ
Δ



sample 2



Control


X




sample 3











[0297]

54








TABLE 27













Sample name
Sample No.







Sodium taurate lauroylalanine
Test sample 1



Triethanolamine N-methyltaurate
Test sample 2



lauroylalanine



Sodium lauroylalanine
Control sample




1



Triethanolamine lauroylalanine
Control sample




2



Sodium lauroylmethyl taurate
Control sample




3





















Moist





Creamines
Refreshing
feeling





s of the
feeling
after



Sample No.
Foaming
foam
after use
drying







Test







sample 1



Test







sample 2



Control

Δ





sample 1



Control

Δ
X




sample 2



Control


X




sample 3











[0298]

55








TABLE 28













Sample name
Sample No.







Sodium hypotaurate lauroylalanine
Test sample 1



Triethanolamine hypotaurate
Test sample 2



lauroylalanine



Sodium lauroylalanine
Control sample




1



Triethanolamine lauroylalanine
Control sample




2



Sodium lauroylmethyl taurate
Control sample




3



















Moist




Creaminess
Refreshing
feeling




of the
feeling
after


Sample No.
Foaming
foam
after use
drying





Test






sample 1


Test






sample 2


Control

Δ




sample 1


Control

Δ
X



sample 2


Control


X



sample 3










[0299] Comparison between samples in the comprehensive evaluation tables with the same alkali portion indicates that insertion of taurine, N-methyltaurine or hypotaurine in the structure improves all the feelings during use. The reason why an amphoteric compound which has both strong acid and weak base (—NH2) functional groups, such as taurine, N-methyltaurine or hypotaurine, has the aforementioned effects is believed to be as follows: during washing when there is plenty of water, the —COO group of the fatty acid dissociates to give a feeling close to sodium soap, whereas after use when it is dry and there is not much water, the —COO group of the fatty acid forms an ion pair with the N+ portion of taurine or N-methyltaurine and the melting point of the hydrated crystal, dependent on the concentration, rises to cause insolubility in water and produce the feeling of use of sulfonic acid type surfactants.


[0300] In the same manner as described above, sodium taurate, N-methyltaurate or hypotaurate salt or triethanol amine taurate, N-methyltaurate or hypotaurate salt of POE (2) lauryl ether carboxylic acid, glycerine lauryl ether carboxylic acid and lauroylacetic acid were tested by the same test of actual use and all of them exhibited a superior feeling during use.


[0301] Examples of the detergent composition of the present invention which contain an alkali metal taurine, N-methyltaurate or hypotaurine salt or organic alkali taurine, N-methyltaurate or hypotaurine salt of various organic acids are described below. The blend ratios are expressed in weight percent units.



Example 1


Shampoo

[0302]

56















wt %

















(1) Ethylene glycol fatty acid ester
2.0


(2) Triethanolamine N-methyltaurate hydroxylaurate
10.0


(3) Dodecyl maltoside
5.0


(4) Laurylsulfobetaine
10.0


(5) Sodium lauroyl hydrolyzed silk peptide
5.0


(6) Propylene glycol
2.0


(7) Coloring agent, perfume
Appropriate amount


(8) Purified water
Balance










[0303] (Preparation Method)


[0304] Preparation was carried out according to the conventional method.


[0305] The shampoo of the present invention exhibited a lower irritation to hair and scalp, superior foaming properties, no stickiness and superior feeling during use.


[0306] Also, the shampoos of the present invention for which (2) Triethanolamine N-methyltaurate hydroxylaurate was replaced by the same amount of one or more types chosen from among sodium taurate, N-methyltaurate or hypotaurate salt or triethanol amine taurate, N-methyltaurate or hypotaurate salt of hydroxylauric acid, lauroylalanine, POE (2) lauryl ether carboxylic acid, glycerine lauryl ether carboxylic acid and lauroylacetic acid exhibited similar effects.



Example 2


Shampoo

[0307]

57















wt %

















(1) Sodium cocoylmethyl taurate
8.0


(2) Triethanolamine taurate salt of hydroxylauric
20.0


acid


(3) Sodium N-methyltaurate salt of myristic acid
2.0


(4) Diethanol amide of coconut fatty acid
4.0


(5) Perfume
Appropriate amount


(6) EDTA · 2Na
Appropriate amount


(7) Purified water
Balance










[0308] (Preparation Method)


[0309] Preparation was carried out according to the conventional method.


[0310] The shampoo of the present invention exhibited a lower irritation to hair and scalp, superior foaming properties, no stickiness and superior feeling during use.


[0311] Also, the shampoos of the present invention for which (2) Triethanolamine taurate salt of hydroxylauric acid was replaced by the same amount of one or more types chosen from among sodium taurate, N-methyltaurate or hypotaurate salt or triethanol amine taurate, N-methyltaurate or hypotaurate salt of hydroxylauric acid, hydroxymyristyl ether carboxylic acid, lauroylglycine, POE (2) lauryl ether carboxylic acid, glycerine lauryl ether carboxylic acid and lauroylacetic acid exhibited similar effects.



Example 3


Body Shampoo

[0312]

58















wt %

















(1) Glycerine
5.0


(2) Potassium taurate salt of hydroxymyristic acid
5.0


(3) Myristic ester of sucrose
1.0


(4) Triethanolamine lauryl ether carboxylate
10.0


(5) Sodium laurylsulfonsuccinate
5.0


(6) Diethanol amide of coconut oil
3.0


(7) Chelating agent
0.1


(8) Coloring agent, perfume
Appropriate amount


(9) Purified water
Balance










[0313] (Preparation Method)


[0314] Preparation was carried out according to the conventional method.


[0315] The body shampoo of the present invention exhibited a lower irritation to skin, excellent foaming during use, and a moist feeling after washing was completed.


[0316] Also, the body shampoos of the present invention for which (2) Potassium taurate salt of hydroxymyristic acid was replaced by the same amount of one or more types chosen from among sodium taurate, N-methyltaurate or hypotaurate salt or triethanol amine taurate, N-methyltaurate or hypotaurate salt of hydroxymyristic acid, hydroxymyristyl ether carboxylic acid, palmitoylglutamic acid, POE (2) lauryl ether carboxylic acid, glycerine lauryl ether carboxylic acid and lauroylacetic acid exhibited similar effects.



Example 4


Body Shampoo

[0317]

59















wt %

















(1) Sorbitol
2.0


(2) Erythritol
5.0


(3) Octyl glucoside
15.0


(4) Sodium N-methyltaurate salt of hydroxypalmitic
5.0


acid


(5) Diethanol amine hypotaurate of coconut oil
3.0


(6) Chelating agent
0.1


(7) Cationized cellulose
0.2


(8) Coloring agent, perfume
Appropriate amount


(9) Purified water
Balance










[0318] (Preparation Method)


[0319] Preparation was carried out according to the conventional method.


[0320] The body shampoo of the present invention exhibited a lower irritation to skin, excellent foaming during use, and a moist feeling after washing was completed.


[0321] Also, the body shampoos of the present invention for which (4) Sodium N-methyltaurate salt of palmitic acid was replaced by the same amount of one or more types chosen from among sodium taurate, N-methyltaurate or hypotaurate salt or triethanol amine taurate, N-methyltaurate or hypotaurate salt of hydroxypalmitic acid, hydroxystearyl ether carboxylic acid, stearoylalanine, POE (2) lauryl ether carboxylic acid, glycerine lauryl ether carboxylic acid and lauroylacetic acid exhibited similar effects.



Example 5


Liquid Detergent for Clothes

[0322]

60















wt %

















(1) Sodium hypotaurate POE (3 moles) lauryl ether
10.0


sulfate


(2) Maltotritol dodecyl ether
30.0


(3) Lysine taurate salt of hydroxystearic acid
15.0


(4) Distearyldimethylammonium chloride
2.0


(5) Aprotinin
0.5


(6) Bleach
Appropriate amount


(7) Purified water
Balance










[0323] (Preparation Method)


[0324] Preparation was carried out according to the conventional method.


[0325] The detergent for clothes of the present invention was highly safe and had a superior cleaning capability.


[0326] Also, the liquid detergents for clothes of the present invention for which (3) Lysine taurate salt of hydroxystearic acid was replaced by the same amount of one or more types chosen from among sodium taurate, N-methyltaurate or hypotaurate salt or triethanol amine taurate, N-methyltaurate or hypotaurate salt of hydroxystearic acid, hydroxylauryl ether carboxylic acid, lauroylglycine, POE (2) lauryl ether carboxylic acid, glycerine lauryl ether carboxylic acid and lauroylacetic acid exhibited similar effects.



Example 6


Powder Detergent for Clothes

[0327]

61















wt %



















(1) LAS-Na
15.0



(2) Sodium N-methyltaurate salt of castor oil hydroxy
1.0



fatty acid



(3) Sodium taurate lauroylglycine
3.0



(4) Na2SO4
30.0



(5) 2-phenylacetamide
2.0



(6) CMC (66%)
1.5



(7) Metasilicic soda (anhydride)
20.0



(8) Fluorescent whitening agent
0.2



(9) Na2CO3
Balance











[0328] (Preparation Method)


[0329] Preparation was carried out according to the conventional method.


[0330] The powder detergent for clothes of the present invention was highly safe and had a superior cleaning capability.


[0331] Also, the powder detergents for clothes of the present invention for which (2) Sodium N-methyltaurate salt of castor oil hydroxy fatty acid was replaced by the same amount of one or more types chosen from among sodium taurate, N-methyltaurate or hypotaurate salt or triethanol amine taurate, N-methyltaurate or hypotaurate salt of castor oil hydroxy fatty acid, hydroxylauryl ether carboxylic acid, lauroylalanine, POE (2) lauryl ether carboxylic acid, glycerine lauryl ether carboxylic acid and lauroylacetic acid exhibited similar effects.



Example 7


Solid Soap

[0332]

62















wt %

















(1) Beef tallow
20.0


(2) Coconut oil
12.0


(3) Castor oil
5.0


(4) Olive oil
3.0


(5) Sodium N-methyltaurate
6.0


(6) Ethanol
20.0


(7) Maltitolhydroxyhexadecyl ether
4.0


(8) Sodium taurate salt of lanoline hydroxy
1.0


fatty acid


(9) Glycerine
5.0


(10) Sucrose
10.0


(11) Cyclohexylguanidine
3.0


(12) EDTA
0.1


(13) Perfume
Appropriate amount


(14) Pigment
Appropriate amount


(15) Purified water
Balance










[0333] (Preparation Method)


[0334] Preparation was carried out according to the conventional method.


[0335] The solid soap of the present invention exhibited a lower irritation to skin, excellent foaming during use, and a refreshing feeling after washing was completed.


[0336] Also, the solid soaps of the present invention for which (8) Sodium taurate salt of lanoline hydroxy fatty acid was replaced by the same amount of one or more types chosen from among sodium taurate, N-methyltaurate or hypotaurate salt or triethanol amine taurate, N-methyltaurate or hypotaurate salt of lanoline hydroxy fatty acid, hydroxyisostearyl ether carboxylic acid, isostearoylglycine, POE (2) lauryl ether carboxylic acid, glycerine lauryl ether carboxylic acid and lauroylacetic acid exhibited similar effects.



Example 8


Liquid Soap

[0337]

63















wt %

















(1) Lauric acid
3.0


(2) Myristic acid
7.0


(3) Palmitic acid
3.0


(4) Oleic acid
2.5


(5) Lauroyldiethanolamide
6.0


(6) Propylene glycol
11.0


(7) Erythritol
4.0


(8) Sodium N-methyltaurate salt of hydroxydecanoic
10.0


acid


(9) Triethanolamine taurate salt of lauric acid
3.0


(10) Sucrose
5.0


(11) Sodium hydroxide
3.0


(12) EDTA
0.1


(13) p-aminobenzamidine
1.0


(14) Perfume
Appropriate amount


(15) Purified water
Balance










[0338] (Preparation Method)


[0339] Preparation was carried out according to the conventional method.


[0340] The liquid soap of the present invention exhibited a lower irritation to skin, excellent foaming during use, and a refreshing feeling after washing was completed.


[0341] Also, the liquid soaps of the present invention for which (8) Sodium N-methyltaurate salt of hydroxydecanoic acid was replaced by the same amount of one or more types chosen from among sodium taurate, N-methyltaurate or hypotaurate salt or triethanol amine taurate, N-methyltaurate or hypotaurate salt of hydroxydecane fatty acid, hydroxylauryl ether carboxylic acid, lauroylalanine, POE (2) lauryl ether carboxylic acid, glycerine lauryl ether carboxylic acid and lauroylacetic acid exhibited similar effects.



5. Examples of Claims 21-23

[0342] [The Foaming Test with the Shaking Method and the Sensory Test of the Odor]


[0343] 0.5 wt % of each detergent was dissolved in ion exchanged water with 70 ppm calcium chloride already dissolved in it. The pH was then adjusted to 7.0. This solution was kept at 30° C., put into a Nessler's tube with an inner diameter of 3 cm and a height of 20 cm equipped with a sliding plug, and then tilted 90 degrees every second using a pendulum type shaker. After one minute, the sample was taken out of the shaker and the foam height, the foam film thickness and the foam density were measured. The time required for the foam height to be reduced to a half of the original height was also measured. The foam film thickness was measured by taking a photograph of the foam using a microscope at 100 times magnification and calculating the average value on the photograph. The foam density was obtained by sampling 10 ml of the foam and measuring its weight.


[0344] The test samples and the measurement results are shown in the following tables. In the aforementioned foaming test with the shaking method, the foam height relates to how good the foaming is, the foam film thickness and the foam density relate to the creaminess of the foam, and the duration relates to the durability of the foam at the time of use. A larger value indicates a better performance.
64TABLE 29Sample nameSample No.Sodium taurate salt of lauroyl hydrolyzedTest sample 1silk peptideTriethanolamine N-methyltaurate salt ofTest sample 2lauroyl hydrolyzed soybean proteinSodium salt of lauroyl hydrolyzed silkControl samplepeptide1Potassium salt of lauroyl hydrolyzedControl samplecollagen2Magnesium salt of lauroyl hydrolyzedControl samplecollagen3Triethanolamine salt of lauroyl hydrolyzedControl samplesoybean protein4Lysine salt of lauroyl hydrolyzed wheatControl sampleprotein5FoamFoam filmFoamheightthicknessdensityDurationSample No.(cm)(μ)(g/ml)(min.)Test9.81150.210830sample 1Test11.31050.215890sample 2Control6.7800.173410sample 1Control6.1650.171450sample 2Control4.1700.105110sample 3Control7.3850.170490sample 4Control7.7850.170410sample 5


[0345]

65








TABLE 30













Sample name
Sample No.







Sodium hypotaurate salt of lauroyl
Test sample 1



hydrolyzed silk peptide



Triethanolamine hypotaurate salt of
Test sample 2



lauroyl hydrolyzed soybean protein



Sodium salt of lauroyl hydrolyzed silk
Control sample



peptide
1



Potassium salt of lauroyl hydrolyzed
Control sample



collagen
2



Magnesium salt of lauroyl hydrolyzed
Control sample



collagen
3



Triethanolamine salt of lauroyl hydrolyzed
Control sample



soybean protein
4



Lysine salt of lauroyl hydrolyzed wheat
Control sample



protein
5
















Foam
Foam film
Foam




height
thickness
density
Duration


Sample No.
(cm)
(μ)
(g/ml)
(min.)














Test
9.5
110
0.215
820


sample 1


Test
11.0
100
0.210
870


sample 2


Control
6.7
80
0.173
410


sample 1


Control
6.1
65
0.171
450


sample 2


Control
4.1
70
0.105
110


sample 3


Control
7.3
85
0.170
490


sample 4


Control
7.7
85
0.170
410


sample 5










[0346] As shown above, sodium salt of lauroyl hydrolyzed silk peptide, potassium salt of lauroyl hydrolyzed collagen and magnesium salt of lauroyl hydrolyzed collagen are harder to foam at pH 7.


[0347] On the other hand, sodium taurate salt of lauroyl hydrolyzed silk peptide and triethanolamine N-methyltaurate salt of lauroyl hydrolyzed soybean protein of the present invention, as well as triethanolamine salt of lauroyl hydrolyzed soybean protein, lysine salt of lauroyl hydrolyzed wheat protein, sodium hypotaurate salt of lauroyl hydrolyzed silk peptide, triethanolamine hypotaurate salt of lauroyl hydrolyzed soybean protein, triethanolamine salt of lauroyl hydrolyzed soybean protein and lysine salt of lauroyl hydrolyzed wheat protein foam well at a more acidic pH. However, the detergent compositions of the present invention are shown to be superior in terms of the creaminess and durability of the foam compared with triethanolamine salt of lauroyl hydrolyzed soybean protein and lysine salt of lauroyl hydrolyzed wheat protein.


[0348] [Sensory Test of Actual Use]


[0349] Fifty panelists were used to conduct the actual use test for test samples shown in the following tables. The test of actual use was conducted as follows. 10 ml of a 10% aqueous solution of each sample was put on a hand and the hand was washed for 30 seconds. The feeling during use and after rinsing was rated with a five point scale based on the criteria shown below. The average of the fifty panelists was calculated to obtain the total evalution. The results are shown in the following tables.


[0350] (Evaluation Criteria)
66TABLE 31Evaluation PointItem54321FoamingVery goodSomewhatNormalSomewhatVery poorgoodpoorCreaminessVery goodSomewhatNormalSomewhatVery poorof the foamgoodpoorRefreshingVerySomewhatNormalSomewhatVeryfeeling afterrefreshingrefreshingslimyslimyuseMoist feelingVery moistSomewhatNormalSomewhatVeryafter dryingmoiststretchedstretched


[0351]

67





TABLE 32








(Various samples and the comprehensive evaluation of


them)


















Sample name
Sample No.







Sodium taurate salt of lauroyl hydrolyzed
Test sample 1



silk peptide



Triethanolamine N-methyltaurate salt of
Test sample 2



lauroyl hydrolyzed soybean protein



Sodium salt of lauroyl hydrolyzed silk
Control sample



peptide
1



Magnesium salt of lauroyl hydrolyzed
Control sample



collagen
2



Triethanolamine salt of lauroyl hydrolyzed
Control sample



soybean protein
3



Sodium taurate salt of lauroyl hydrolyzed
Control sample



wheat protein
4



















Moist




Creami-
Refreshing
feeling




ness of the
feeling
after


Sample No.
Foaming
foam
after use
drying





Test






sample 1


Test






sample 2


Control

Δ




sample 1


Control
Δ
×




sample 2


Control

Δ
×



sample 3


Control


×



sample 4






⊚: The average of the evaluation points is 4-5.




◯: The average of the evaluation points is 3-3.9.




Δ: The average of the evaluation points is 2.-2.9.




×: The average of the evaluation points is 1-1.9.








[0352]

68





TABLE 33








(Various samples and the comprehensive evaluation of


them)


















Sample name
Sample No.







Sodium hypotaurate salt of lauroyl
Test sample 1



hydrolyzed silk peptide



Triethanolamine hypotaurate salt of
Test sample 2



lauroyl hydrolyzed soybean protein



Sodium salt of lauroyl hydrolyzed silk
Control sample



peptide
1



Magnesium salt of lauroyl hydrolyzed
Control sample



collagen
2



Triethanolamine salt of lauroyl hydrolyzed
Control sample



soybean protein
3



Lysine salt of lauroyl hydrolyzed wheat
Control sample



protein
4



















Moist




Creami-
Refreshing
feeling




ness of the
feeling
after


Sample No.
Foaming
foam
after use
drying





Test






sample 1


Test






sample 2


Control

Δ




sample 1


Control
Δ
×




sample 2


Control

Δ
×



sample 3


Control


×



sample 4










[0353] Comparison between samples in the comprehensive evaluation tables with the same alkali portion indicates that insertion of taurine, N-methyltaurine or hypotaurine in the structure improves all the feelings during use. The reason why an amphoteric compound which has both strong acid and weak base (—NH2) functional groups, such as taurine, N-methyltaurine or hypotaurine, has the aforementioned effects is believed to be as follows: during washing when there is plenty of water, the —COO group of the fatty acid dissociates to give a feeling close to sodium soap, whereas after use when it is dry and there is not much water, the —COO group of the fatty acid forms an ion pair with the N+ portion of taurine or N-methyltaurine and the melting point of the hydrated crystal, dependent on the concentration, rises to cause insolubility in water and produce the feeling of use of sulfonic acid type surfactants.


[0354] Examples of the detergent composition of the present invention which contain an alkali metal taurine, N-methyltaurate or hypotaurine salt or organic alkali taurine, N-methyltaurate or hypotaurine salt of acylated peptides are described below. The blend ratios are expressed in weight percent units.



Example 1


Shampoo

[0355]

69













wt %
















(1) Ethylene glycol coconut oil fatty acid ester
2.0


(2) Triethanolamine taurate salt of lauroyl
10.0


hydrolyzed silk peptide


(3) Dodecyl maltoside
5.0


(4) Laurylsulfobetaine
10.0


(5) Diethanolamine taurate laurate
5.0


(6) Propylene glycol
2.0


(7) Coloring agent, perfume
Appropriate amount


(8) Purified water
Balance










[0356] (Preparation Method)


[0357] Preparation was carried out according to the conventional method.


[0358] The shampoo of the present invention exhibited a lower irritation to hair and scalp, superior foaming properties, no stickiness and superior feeling during use.



Example 2


Shampoo

[0359]

70













wt %
















(1) Sodium cocoylmethyl taurate
8.0


(2) Sodium N-methyltaurate salt of lauroyl
20.0


hydrolyzed collagen


(3) Sodium hypotaurate salt of myristic acid
2.0


(4) Diethanol amide of coconut fatty acid
4.0


(5) Perfume
Appropriate amount


(6) EDTA ·2Na
Appropriate amount


(7) Purified water
Balance










[0360] (Preparation Method)


[0361] Preparation was carried out according to the conventional method.


[0362] The shampoo of the present invention exhibited a lower irritation to hair and scalp, superior foaming properties, no stickiness and superior feeling during use.



Example 3


Body Shampoo

[0363]

71













wt %
















(1) Glycerine
5.0


(2) Potassium taurate salt of palmitoyl hydrolyzed
5.0


wheat protein


(3) Myristic ester of sucrose
1.0


(4) Potassium N-methyltaurate laurate
10.0


(5) Sodium laurylsulfonsuccinate
5.0


(6) Diethanol amide of coconut oil
3.0


(7) Chelating agent
0.1


(8) Coloring agent, perfume
Appropriate amount


(9) Purified water
Balance










[0364] (Preparation Method)


[0365] Preparation was carried out according to the conventional method.


[0366] The body shampoo of the present invention exhibited a lower irritation to skin, excellent foaming during use, and a moist feeling after washing was completed.



Example 4


Body Shampoo

[0367]

72













wt %
















(1) Sorbitol
2.0


(2) Erythritol
5.0


(3) Potassium N-methyltaurate α-hydroxylaurate
15.0


(4) Sodium N-methyltaurate salt of stearoyl
5.0


hydrolyzed soybean protein


(5) Diethanol amide of coconut oil
3.0


(6) Chelating agent
0.1


(7) Cationized cellulose
0.2


(8) Coloring agent, perfume
Appropriate amount


(9) Purified water
Balance










[0368] (Preparation Method)


[0369] Preparation was carried out according to the conventional method.


[0370] The body shampoo of the present invention exhibited a lower irritation to skin, excellent foaming during use, and a moist feeling after washing was completed.



Example 5


Liquid Detergent for Clothes

[0371]

73













wt %
















(1) Sodium POE (3 moles) lauryl ether sulfate
10.0


(2) Maltotritol hydroxydodecyl ether
30.0


(3) Lysine taurate salt of lauroyl hydrolyzed
15.0


collagen


(4) Sodium taurate laurate
2.0


(5) Aprotinin
0.5


(6) Bleach
Appropriate amount


(7) Purified water
Balance










[0372] (Preparation Method)


[0373] Preparation was carried out according to the conventional method.


[0374] The detergent for clothes of the present invention was highly safe and had a superior cleaning capability.



Example 6


Powder Detergent for Clothes

[0375]

74

















wt %



















(1) LAS-Na
15.0



(2) Sodium taurate salt of lauroyl hydrolyzed soybean
1.0



protein



(3) Octyl glucoside
3.0



(4) Na2SO4
30.0



(5) 2-phenylacetamide
2.0



(6) CMC (66%)
1.5



(7) Metasilicic soda (anhydride)
20.0



(8) Fluorescent whitening agent
0.2



(9) Na2CO3
Balance











[0376] (Preparation Method)


[0377] Preparation was carried out according to the conventional method.


[0378] The powder detergent for clothes of the present invention was highly safe and had a superior cleaning cap ability.



Example 7


Solid Soap

[0379]

75













wt %
















(1)  Beef tallow
20.0


(2)  Coconut oil
12.0


(3)  Castor oil
5.0


(4)  Olive oil
3.0


(5)  Sodium taurate
6.0


(6)  Ethanol
20.0


(7)  Maltitolhydroxyhexadecyl ether
4.0


(8)  Sodium taurate salt of isostearoyl hydrolyzed
1.0


soybean protein


(9)  Glycerine
5.0


(10) Sucrose
10.0


(11) Cyclohexylguanidine
3.0


(12) EDTA
0.1


(13) Perfume
Appropriate amount


(14) Pigment
Appropriate amount


(15) Purified water
Balance










[0380] (Preparation Method)


[0381] Preparation was carried out according to the conventional method.


[0382] The solid soap of the present invention exhibited a lower irritation to skin, excellent foaming during use, and a refreshing feeling after washing was completed.



Example 8


Liquid Soap

[0383]

76















wt %

















(1) Lauric acid
3.0


(2) Myristic acid
7.0


(3) Palmitic acid
3.0


(4) Oleic acid
2.5


(5) Lauroyldiethanolamide
6.0


(6) Propylene glycol
11.0


(7) Erythritol
4.0


(8) Sodium hypotaurate salt of lauroyl hydrolyzed collagen
10.0


(9) Triethanolamine taurate laurate
3.0


(10) Sucrose
5.0


(11) Sodium hydroxide
3.0


(12) EDTA
0.1


(13) p-aminobenzamidine
1.0


(14) Perfume
Appropriate



amount


(15) Purified water
Balance










[0384] (Preparation Method)


[0385] Preparation was carried out according to the conventional method.


[0386] The liquid soap of the present invention exhibited a lower irritation to skin, excellent foaming during use, and a refreshing feeling after washing was completed.



Example 9


Kitchen Detergent

[0387]

77















wt %


















(1)
Sodium α-oleinsulfonate
20.0


(2)
POE (15 moles) alkyl ether
8.0


(3)
Laurylamidepropyl betaine
5.0


(4)
Ethanol
1.5


(5)
Pigment
Appropriate amount


(6)
Perfume
Appropriate amount


(7)
Sodium hypotaurate salt of lauroyl
10.0



hydrolyzed wheat protein


(8)
Sodium glycerylsulfate laurate
3.0


(9)
Purified water
Balance










[0388] (Preparation Method)


[0389] Preparation was carried out according to the conventional method.


[0390] The kitchen detergent of the present invention exhibited a lower irritation to skin and excellent cleaning capability.



Example 10


Shampoo

[0391]

78















wt %


















(1)
Ethylene glycol fatty acid ester
2.0


(2)
Triethanolamine hypotaurate salt of lauroyl
10.0



hydrolyzed silk peptide


(3)
Dodecyl maltoside
5.0


(4)
Laurylsulfobetaine
10.0


(5)
Diethanolamide taurate laurate
5.0


(6)
Propylene glycol
2.0


(7)
Coloring agent, perfume
Appropriate amount


(8)
Purified water
Balance










[0392] (Preparation Method)


[0393] Preparation was carried out according to the conventional method.


[0394] The shampoo of the present invention exhibited a lower irritation to hair and scalp, superior foaming properties, no stickiness and superior feeling during use.



Example 11


Shampoo

[0395]

79















wt %

















(1) Sodium cocoylmethyl taurate
8.0


(2) Sodium hypotaurate salt of lauroyl hydrolyzed collagen
20.0


(3) Sodium hypotaurate salt of myristic acid
2.0


(4) Diethanol amide of coconut fatty acid
4.0


(5) Perfume
Appropriate



amount


(6) EDTA.2Na
Appropriate



amount


(7) Purified water
Balance










[0396] (Preparation Method)


[0397] Preparation was carried out according to the conventional method.


[0398] The shampoo of the present invention exhibited a lower irritation to hair and scalp, superior foaming properties, no stickiness and superior feeling during use.



Example 12


Body Shampoo

[0399]

80















wt %


















(1)
Glycerine
5.0


(2)
Potassium hypotaurate salt of palmitoyl
5.0



hydrolyzed wheat protein


(3)
Myristic ester of sucrose
1.0


(4)
Potassium N-methyltaurate laurate
10.0


(5)
Sodium laurylsulfonsuccinate
5.0


(6)
Diethanol amide of coconut oil
3.0


(7)
Chelating agent
0.1


(8)
Coloring agent, perfume
Appropriate amount


(9)
Purified water
Balance










[0400] (Preparation Method)


[0401] Preparation was carried out according to the conventional method.


[0402] The body shampoo of the present invention exhibited a lower irritation to skin, excellent foaming during use, and a moist feeling after washing was completed.



Example 13


Body Shampoo

[0403]

81















wt %


















(1)
Sorbitol
2.0


(2)
Erythritol
5.0


(3)
Potassium N-methyltaurate α-hydroxylaurate
15.0


(4)
Sodium hypotaurate salt of stearoyl hydrolyzed
5.0



soybean protein


(5)
Diethanol amide of coconut oil
3.0


(6)
Chelating agent
0.1


(7)
Cationized cellulose
0.2


(8)
Coloring agent, perfume
Appropriate amount


(9)
Purified water
Balance










[0404] (Preparation Method)


[0405] Preparation was carried out according to the conventional method.


[0406] The body shampoo of the present invention exhibited a lower irritation to skin, excellent foaming during use, and a moist feeling after washing was completed.



Example 14


Liquid Detergent for Clothes

[0407]

82















wt %

















(1) Sodium POE (3 moles) lauryl ether sulfate
10.0


(2) Maltotritol hydroxydodecyl ether
30.0


(3) Lysine hypotaurate salt of lauroyl hydrolyzed collagen
15.0


(4) Distearyldimethyl ammonium chloride
2.0


(5) Sodium taurate hydroxylauryl ether carboxylate
0.5


(6) Bleach
Appropriate



amount


(7) Purified water
Balance










[0408] (Preparation Method)


[0409] Preparation was carried out according to the conventional method.


[0410] The detergent for clothes of the present invention was highly safe and had a superior cleaning capability.



Example 15


Powder Detergent for Clothes

[0411]

83















wt %


















(1)
LAS-Na
15.0


(2)
Sodium hypotaurate salt of lauroyl hydrolyzed
1.0



soybean protein


(3)
Sodium hypotaurate salt of myristic acid
3.0


(4)
Na2SO4
30.0


(5)
2-phenylacetamide
2.0


(6)
CMC (66%)
1.5


(7)
Metasilicic soda (anhydride)
20.0


(8)
Fluorescent whitening agent
0.2


(9)
Na2CO3
Balance










[0412] (Preparation Method)


[0413] Preparation was carried out according to the conventional method.


[0414] The powder detergent for clothes of the present invention was highly safe and had a superior cleaning cap ability.



Example 16


Solid Soap

[0415]

84















wt %


















(1)
Beef tallow
20.0


(2)
Coconut oil
12.0


(3)
Castor oil
5.0


(4)
Olive oil
3.0


(5)
Sodium taurate
6.0


(6)
Ethanol
20.0


(7)
Maltitolhydroxyhexadecyl ether
4.0


(8)
Sodium hypotaurate salt of isostearoyl
1.0



hydrolyzed soybean protein


(9)
Glycerine
5.0


(10)
Sucrose
10.0


(11)
Cyclohexylguanidine
3.0


(12)
EDTA
0.1


(13)
Perfume
Appropriate amount


(14)
Pigment
Appropriate amount


(15)
Purified water
Balance










[0416] (Preparation Method)


[0417] Preparation was carried out according to the conventional method.


[0418] The solid soap of the present invention exhibited a lower irritation to skin, excellent foaming during use, and a refreshing feeling after washing was completed.



Example 17


Liquid Soap

[0419]

85















wt %


















(1)
Lauric acid
3.0


(2)
Myristic acid
7.0


(3)
Palmitic acid
3.0


(4)
Oleic acid
2.5


(5)
Lauroyldiethanolamide
6.0


(6)
Propylene glycol
11.0


(7)
Erythritol
4.0


(8)
Sodium hypotaurate salt of lauroyl
10.0



hydrolyzed collagen


(9)
Triethanolamine taurate laurate
3.0


(10)
Sucrose
5.0


(11)
Sodium N-methyltaurate
3.0


(12)
EDTA
0.1


(13)
p-aminobenzamidine
1.0


(14)
Perfume
Appropriate amount


(15)
Purified water
Balance










[0420] (Preparation Method)


[0421] Preparation was carried out according to the conventional method.


[0422] The liquid soap of the present invention exhibited a lower irritation to skin, excellent foaming during use, and a refreshing feeling after washing was completed.



Example 18


Kitchen Detergent

[0423]

86















wt %


















(1)
Sodium α-oleinsulfonate
20.0


(2)
POE (15 moles) alkyl ether
8.0


(3)
Laurylamidepropyl betaine
5.0


(4)
Ethanol
1.5


(5)
Pigment
Appropriate amount


(6)
Perfume
Appropriate amount


(7)
Sodium taurate salt of lauroyl hydrolyzed
10.0



wheat protein


(8)
Sodium glycerylsulfate laurate
3.0


(9)
Purified water
Balance










[0424] (Preparation Method)


[0425] Preparation was carried out according to the conventional method.


[0426] The kitchen detergent of the present invention exhibited a lower irritation to skin and excellent cleaning capability.


Claims
  • 1. A detergent composition which contains an alkali metal N-methyltaurate salt of a fatty acid represented by the following general formula [Chemical formula 41].
  • 2. A detergent composition which contains an organic alkali N-methyltaurate salt of a fatty acid represented by the following general formula [Chemical formula 42].
  • 3. An alkali metal N-methyltaurate salt of a fatty acid represented by the following general formula [Chemical formula 43].
  • 4. An organic alkali N-methyltaurate salt of a fatty acid represented by the following general formula [Chemical formula 44].
  • 5. A detergent composition which contains an alkali metal taurate salt of a fatty acid represented by the following general formula [Chemical formula 45].
  • 6. A detergent composition which contains an organic alkali taurate salt of a fatty acid represented by the following general formula [Chemical formula 46].
  • 7. A surfactant consisting of an alkali metal taurate salt of a fatty acid represented by the following general formula [Chemical formula 47].
  • 8. A surfactant consisting of an organic alkali taurate salt of a fatty acid represented by the following general formula [Chemical formula 48].
  • 9. A detergent composition which contains an alkali metal hypotaurate salt of a fatty acid represented by the following general formula [Chemical formula 49].
  • 10. A detergent composition which contains an organic alkali hypotaurate salt of a fatty acid represented by the following general formula [Chemical formula 50].
  • 11. A surfactant consisting of an alkali metal hypotaurate salt of a fatty acid represented by the following general formula [Chemical formula 51].
  • 12. A surfactant consisting of an organic alkali hypotaurate salt of a fatty acid represented by the following general formula [Chemical formula 52].
  • 13. A a detergent composition which contains one or more types chosen from among an alkali metal taurate, N-methyltaurate or hypotaurate salt and an organic alkali taurate, N-methyltaurate or hypotaurate salt of an organic acid chosen from among a group consisting of hydroxy fatty acid, alkyl ether carboxylic acid, hydroxyalkyl ether carboxylic acid, acylated amino acid, glycerine ether carboxylic acid and ester carboxylic acid.
  • 14. A detergent composition which contains one or more types chosen from among an alkali metal taurate, N-methyltaurate or hypotaurate salt and an organic alkali taurate, N-methyltaurate or hypotaurate salt of hydroxy fatty acid represented by any of the following [Chemical formulas 53-54].
  • 15. A detergent composition which contains one or more types chosen from among an alkali metal taurate, N-methyltaurate or hypotaurate salt and an organic alkali taurate, N-methyltaurate or hypotaurate salt of alkyl ether carboxylic acid represented by any of the following [Chemical formulas 55-56].
  • 16. A detergent composition which contains one or more types chosen from among an alkali metal taurate, N-methyltaurate or hypotaurate salt and an organic alkali taurate, N-methyltaurate or hypotaurate salt of hydroxyalkyl ether carboxylic acid represented by any of the following [Chemical formulas 57-58].
  • 17. A detergent composition which contains one or more types chosen from among an alkali metal taurate, N-methyltaurate or hypotaurate salt and an organic alkali taurate, N-methyltaurate or hypotaurate salt of acylated amino acid represented by any of the following [Chemical formulas 59-60].
  • 18. A detergent composition which contains one or more types chosen from among an alkali metal taurate, N-methyltaurate or hypotaurate salt and an organic alkali taurate, N-methyltaurate or hypotaurate salt of glycerine ether carboxylic acid represented by any of the following [Chemical formulas 61-62].
  • 19. A detergent composition which contains one or more types chosen from among an alkali metal taurate, N-methyltaurate or hypotaurate salt and an organic alkali taurate, N-methyltaurate or hypotaurate salt of ester carboxylic acid represented by any of the following [Chemical formulas 63-64].
  • 20. An alkali metal taurate, N-methyltaurate or hypotaurate salt or an organic alkali taurate, N-methyltaurate or hypotaurate salt of an organic acid chosen from among a group consisting of hydroxy fatty acid, alkyl ether carboxylic acid, hydroxyalkyl ether carboxylic acid, acylated amino acid, glycerine ether carboxylic acid and ester carboxylic acid, represented by the following [Chemical formulas 65-76].
  • 21. A detergent composition which contains one or more types chosen from among an alkali metal taurate, N-methyltaurate or hypotaurate salt and an organic alkali taurate, N-methyltaurate or hypotaurate salt of a acylated peptide
  • 22. A detergent composition which contains one or more types chosen from among an alkali metal taurate, N-methyltaurate or hypotaurate salt and an organic alkali taurate, N-methyltaurate or hypotaurate salt of a acylated peptide represented by the following
  • 23. An alkali metal taurate, N-methyltaurate or hypotaurate salt or an organic alkali taurate, N-methyltaurate or hypotaurate salt of a acylated peptide represented by the following [Chemical formulas 79-80].
Divisions (2)
Number Date Country
Parent 09503159 Feb 2000 US
Child 09984041 Oct 2001 US
Parent 09095047 Jun 1998 US
Child 09503159 Feb 2000 US