JPH10237488A - Detergent composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a detergent composition which is lowly irritating, has excellent feeling of use and is made proof against discoloration and deterioration in odor otherwise occurring when stored at high temperatures by formulating a detergent containing an N-alkylamidoalkanolsulfuric acid ester salt with a metal chelating agent and an antioxidant. SOLUTION: This composition contains 2-90wt.%, based on the total composition, N-alkylamidoalkanolsulfuric acid ester salt of the formula (wherein R<1> is a 6-22C alkyl or alkenyl; R<2> is a 1-22C alkyl, an alkenyl or hydrogen; R<3> is a 1-5C alkylene; R<4> O is a 2 or 3C oxyalkylene; n is 0-20; and M is hydrogen, an alkali metal, ammonium, a basic amino acid or the like). Although not particularly limited so far as the metal chelating agent can chelate a metal ion, it is desirably ethylenediamine tetraacetic acid, tripolyphosphoric acid or the like and is formulated in an amount of 0.01-1wt.% based on the total composition. The antioxidant is exemplified by a tocopherol, dibutylhydroxytoluene or a gallic acid ester and is formulated in an amount of 0.05-1wt.% based on the total composition.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to a detergent composition containing a specific N-alkylamide alkanol sulfate ester salt, which is blended with a metal chelating agent and an antioxidant to provide a low irritation and excellent feeling upon use. In addition, the present invention relates to a detergent composition which prevents deterioration of its color tone and odor.

[0002]

2. Description of the Related Art Body cleansing compositions generally contain an anionic surfactant as a main component.
Soaps, i.e. higher fatty acid salts, also for hair washing
Alkyl sulfates and alkyl sulfonates are mainly used. However, soaps used for skin cleansing have the drawback of causing squeaks and tension when rinsed. Alkyl sulfates and alkyl sulfonates used for hair washing are excellent in detergency and have no problem in irritation as long as they are incorporated in ordinary detergents. Increasing the amount of these active agents in order to further enhance the irritation leaves room for improvement in irritation.

For this reason, a detergent composition containing a specific N-alkylamide alkanol sulfate has been developed as a detergent having excellent foaming properties, detergency and low irritation (Japanese Patent Application Laid-Open No. 7-267917). No.).

[0004]

However, there has been a demand for a detergent composition having the above-mentioned excellent properties and not causing deterioration of coloring and odor.

Accordingly, an object of the present invention is to provide a detergent composition which has low irritation, is excellent in foaming properties, detergency, and feeling of use, and is capable of preventing deterioration of coloring and smell.

[0006]

Under such circumstances, the present inventors have conducted intensive studies on a cleaning composition using a specific N-alkylamide alkanol sulfate to solve the above-mentioned drawbacks. General formula (1) below
It has been found that by adding a metal chelating agent and an antioxidant to the N-alkylamide alkanol sulfate represented by the formula (1), a detergent composition that prevents coloration and odor deterioration during high-temperature storage can be obtained. Completed the invention.

That is, the present invention relates to (A) the general formula (1)

[0008]

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[0009] (In the formula, R ¹ represents a linear or branched alkyl or alkenyl group having 6 to 22 carbon atoms, R ²
Represents an alkyl group, an alkenyl group or a hydrogen atom having 1 to 22 carbon atoms, R ³ represents a linear or branched alkylene group having 1 to 5 carbon atoms, and R ⁴ O represents an oxyalkylene having 2 to 3 carbon atoms. The group, n, represents an arbitrary number of 0 to 20, and n R ⁴ Os may be the same or different. M is a hydrogen atom,
Alkali metal, alkaline earth metal, ammonium, alkanol ammonium having 2 to 9 carbon atoms, 1 to 1 carbon atom
22 represents an alkyl ammonium or alkenyl ammonium, an alkyl or alkenyl substituted pyridinium having 1 to 18 carbon atoms, or a basic amino acid. )), A detergent composition comprising (B) a metal chelating agent, and (C) an antioxidant.

[0010]

BEST MODE FOR CARRYING OUT THE INVENTION The N-alkylamide sulfate of component (A) used in the present invention is represented by the above general formula (1)
It is represented by In the general formula (1), R ¹
Represents a linear or branched alkyl or alkenyl group having 6 to 22 carbon atoms, and examples of the linear or branched alkyl or alkenyl group having 6 to 22 carbon atoms include hexyl, octyl, decyl, dodecyl, Groups such as tetradecyl, hexadecyl, octadecyl, isostearyl, eicosyl, docosyl and the like are preferred, and straight-chain or branched-chain alkyl groups having 6 to 22 carbon atoms are preferable in terms of foaming properties,
A straight-chain alkyl group having 8 to 18 carbon atoms is particularly preferred.

R ² represents an alkyl group having 1 to 22 carbon atoms, an alkenyl group or a hydrogen atom.
Examples of the alkyl group or alkenyl group 2 include methyl, ethyl, propyl, butyl, and the alkyl group or alkenyl group exemplified for R ¹ above. As R ² , a hydrogen atom or a methyl group is preferable from the viewpoints of foaming properties, safety and chemical stability.

R ³ represents a linear or branched alkylene group having 1 to 5 carbon atoms, and includes a methylene group, a pentylene group,
A 2-methylbutylene group is preferable, and a methylene group is particularly preferable in terms of foaming properties and chemical stability.

R ⁴ O represents an oxyalkylene group having 2 to 3 carbon atoms, preferably an oxyethylene group or an oxypropylene group. n represents an arbitrary number from 0 to 20;
= 0 to 10 is preferable, and n = 0 is particularly preferable. The n R ⁴ Os may be the same or different.

M is a hydrogen atom, an alkali metal, an alkaline earth metal, ammonium, an alkanol ammonium having 2 to 9 carbon atoms, an alkyl ammonium or alkenyl ammonium having 1 to 22 carbon atoms, or an alkyl or alkenyl having 1 to 18 carbon atoms. A substituted pyridinium or a basic amino acid is shown, but ammonium, sodium, potassium, and alkanol ammonium having 2 to 9 carbon atoms are preferable from the viewpoint of foaming property, and ammonium, sodium,
Triethanolammonium is more preferred.

N-alkylamide alkano of component (A)
As the sulfuric acid ester salt, in the general formula (1),
R¹Is a linear or branched alkyl having 6 to 22 carbon atoms in total
Group, R ^TwoIs a hydrogen atom or a methyl group, R^ThreeHas 1 to 5 carbon atoms
A linear or branched alkylene group, R^FourO is oxyethyl
Len group or oxypropylene group, n is any of 0 to 10
Number, M is ammonium, sodium, potassium or total coal
Alkanol ammonium with a prime number of 2 to 9 is preferred
, Especially R¹Is a linear alkyl group having 8 to 18 carbon atoms, R^Two
Is a hydrogen atom or a methyl group, R^ThreeIs a straight chain having 1 to 5 carbon atoms.
A alkylene group, n is 0, M is ammonium, sodium or
Is of triethanolammonium;¹Is carbon
A linear alkyl group of the formulas 8 to 18, R^TwoIs a hydrogen atom, R^ThreeBut
A methylene group, a pentylene group or a 2-methylbutylene group,
n is 0, M is ammonium, sodium or triethano
Of ammonium, especially R¹Has 8 to 18 carbon atoms
A linear alkyl group of R^TwoIs a hydrogen atom, R^ThreeIs methylene
Group, n is 0, M is ammonium, sodium or trie
Tanolammonium is preferred.

The N-alkylamide alkanol sulfate (1) of the component (A) is described in, for example, JP-A-7-267.
It can be produced according to the method described in JP-A-917.

The N of the present invention represented by the general formula (1)
Specific examples of preferred alkylamide alkanol sulfates are as follows.

CH_Three(CH_Two)₁₁NHCOCH_TwoOSO_ThreeNH_Four, CH_Three(CH_Two)₁₁NH
CO (CH_Two)_FiveOSO_ThreeNH_Four, CH_Three(CH_Two)₉NHCO (CH_Two)_TwoOSO_ThreeNH_Four, CH_Three(C
H_Two)₁₁N (CH_Three) COCH_TwoOSO_ThreeNH_Four, CH_Three(CH_Two)₉NHCOCH_TwoOSO_ThreeNH_Four,
CH_Three(CH_Two)₁₁N (CH_Three) COCH_TwoOSO_ThreeNa, CH_Three(CH_Two)₁₁NHCOCH_TwoOSO_Three
Na, CH_Three(CH_Two)₁₁NHCO (CH_Two)_TwoOSO_ThreeNa, CH_Three(CH_Two)₁₁NHCO (C
H_Two)_ThreeOSO_ThreeNa, CH_Three(CH_Two)₁₁NHCO (CH_Two)_FourOSO_ThreeNa, CH_Three(CH_Two)₁₁
NHCO (CH_Two)_FiveOSO_ThreeNa, CH_Three(CH_Two)_TenNHCO (CH_Two)_FourOSO_ThreeNa, CH
_Three(CH_Two)₁₁NHCOCH_TwoCH (CH_Three) CH _TwoCH_TwoOSO_ThreeNa, CH_Three(CH_Two)₁₁NHCO
CH_TwoCH (CH_Three) CH_TwoCH_TwoOSO_ThreeK, CH_Three(CH_Two)₁₃NHCO (CH_Two)_ThreeOSO _ThreeNa,
 CH_Three(CH_Two)₁₃NHCO (CH_Two)_ThreeOSO_ThreeNH_Four, CH_Three(CH_Two)₁₃NHCO (CH_Two)_Four
OSO_ThreeNH_Four, CH_Three(CH_Two)₉NHCO (CH_Two)_ThreeOSO_ThreeNa, CH_Three(CH_Two)₉NHCO
(CH_Two)_ThreeOSO_ThreeHN (CH_TwoCH_TwoOH)_Three, CH_Three(CH_Two)₉NHCO (CH _Two)_ThreeOSO_ThreeH_Two
N (CH_TwoCH_TwoOH)_Two, CH_Three(CH_Two)₉NHCO (CH_Two)_ThreeOSO_ThreeH_ThreeNCH_TwoCH_TwoOH,
CH_Three(CH_Two)₉NHCO (CH_Two)_FiveOSO_ThreeNa, CH_Three(CH_Two)₇NHCO (CH_Two)_FourOSO_Three
Na, CH_Three(CH_Two)₁₁N (CH_Three) CO (CH_Two)_ThreeOSO_ThreeNa, CH_Three(CH_Two)₁₃N (C
H_Three) CO (CH_Two)_FourOSO_ThreeNa, CH_Three(CH_Two)₁₁NHCO (CH_Two)_ThreeOCH_TwoCH_TwoOSO_Three
Na, CH_Three(CH_Two)₁₁NHCO (CH_Two)_FourOCH_TwoCH (CH_Three) OSO_ThreeNa, CH_Three(C
H_Two)₉NHCO (CH_Two)_FourO (CH_TwoCH_TwoO)_FiveSO_ThreeNa

The component (A) N-alkylamide alkanol sulfate may be used alone or in combination of two or more. The amount of the component (A) in the detergent composition of the present invention varies depending on the type of the detergent and the like, but it is 2 to 90% by weight (hereinafter simply referred to as%), particularly 5 to 70% by weight in the whole composition. % Is preferred. When used as a liquid, 5 to 50% of the total composition, particularly 10 to 40%
%, Preferably 10 to 80%, more preferably 15 to 40%, in the case of a paste, and 40 to 90% in the case of a solid.
Particularly, it is preferable to mix 70 to 90%. When the content is within these ranges, foaming is more excellent and a refreshing feeling can be obtained, which is preferable.

The metal chelating agent of component (B) used in the present invention is not particularly limited as long as it has the ability to chelate metal ions. For example, ethylenediaminetetraacetic acid, hydroxyethylethylenediaminetriacetic acid, diethylenetriaminepentaacetic acid , Nitrilotriacetic acid, triethylenetetramine hexaacetic acid, phosphonic acids such as 1-hydroxyethylidene-1,1-diphosphonic acid, tripolyphosphoric acid, ethylene glycol bis (2
-Aminoethyl ether) tetraacetic acid, citric acid, maleic acid, polyacrylic acid, isoamylene-maleic acid copolymer, silicic acid, gluconic acid, hydroxybenzyliminodiacetic acid, iminodiacetic acid and salts thereof.
Among them, ethylenediaminetetraacetic acid, hydroxyethylethylenediaminetriacetic acid, 1-hydroxyethylidene-1,1-diphosphonic acid, citric acid, tripolyphosphoric acid and salts thereof are particularly preferred.

The amount of the metal chelating agent (B) is as follows:
Although not particularly limited, from the viewpoint of sufficiently exhibiting the effect of preventing color and odor deterioration, 0.01 to 1% in the total composition.
It is preferable to mix it, and it is particularly preferable to mix 0.02 to 0.5%, more preferably 0.05 to 0.4%.

Examples of the antioxidant (C) used in the present invention include tocopherols, dibutylhydroxytoluene, butylhydroxyanisole, and gallic esters. Among them, dibutylhydroxytoluene is represented by the following formula (2).

[0023]

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The amount of the antioxidant (C) to be added is not particularly limited. However, from the viewpoint of sufficiently exhibiting the effect of preventing coloration and odor deterioration, it is preferable that 0.05 to 1% be added to the entire composition. Preferred, especially 0.1-0.5%, more preferably 0.2-
It is preferable to add 0.5%.

The detergent composition of the present invention may contain other surfactants such as alkyl sulfates, alkyl sulfonates, polyoxyethylene alkyl sulfates, alkylbenzene sulfonates, N-acyl-N-methyltaurine salts. Surfactants such as sulfonic acid salts of alpha, olefin sulfonate, alkyl ether acetate and polyoxyethylene alkyl ether acetate; nonionics such as fatty acid amide, polyoxyethylene alkyl ether, sugar ester, sugar ether and sugar amide An amphoteric surfactant such as an imidazoline-based or betaine-based amphoteric surfactant can be optionally used in combination as long as the effects of the present invention are not impaired.

Further, as other additives, components usually used in detergents, for example, humectants such as propylene glycol, sorbitol and glycerin, and viscosities such as carboxyvinyl polymer, methylcellulose, ethanol and polyoxyethylene glycol distearate. An agent, a pearlizing agent, a fragrance, a coloring matter, an ultraviolet absorber, an antioxidant aid, a bactericide, an anti-inflammatory agent, and the like can be arbitrarily added as long as the effects of the present invention are not impaired.

The cleaning composition of the present invention can be produced according to a conventional method. In addition, the dosage form is not particularly limited, and may be any dosage form such as liquid, paste, cream, solid, and powder. Liquid, paste, and cream are preferable, In particular, it is preferable to use a liquid. In the case of a liquid state, it is preferable to use water as a liquid medium, and the amount of water is 50% in the total composition.
Preferably it is ~ 90%. Further, the cleaning composition of the present invention is suitable as a body cleaning agent for skin, hair and the like.

The detergent composition of the present invention preferably has an aqueous solution having a pH of 4 to 8, especially 5 to 7, when diluted 10 times by weight with water. In order to obtain a preferable pH, it may be adjusted by adding an acid or an alkali to the detergent composition, and an equimolar ion exchange may be performed on the component (A).

[0029]

Next, the present invention will be described in detail with reference to examples. However, the present invention is not limited to the embodiments described below.

Examples 1 to 9 Cleaning compositions having the compositions shown in Tables 1 and 2 below were produced by a conventional method.

Comparative Examples 1 to 3 Cleaning compositions having the compositions shown in Table 3 below were produced by a conventional method.

Test Example 1 Each of the cleaning compositions obtained in Examples 1 to 9 and Comparative Examples 1 to 3 was evaluated for the effect of preventing coloring and the effect of preventing deterioration of dough odor based on the following methods and criteria. Was. The results are shown in Tables 1 to 3.

(Evaluation method) (1) Coloring prevention effect: Each detergent composition was stored under accelerated test conditions at 50 ° C. for 20 days, and the degree of coloring was compared with that immediately after preparation according to the following evaluation criteria. It was judged by the naked eye. A: Good without any change in color tone. ：: good with almost no change in color tone. Δ: Unusable due to change in color tone. X: Unusable due to remarkable change in color tone.

(2) Effect of Preventing Deterioration of Fabric Odor: Each detergent composition was stored under accelerated test conditions at 50 ° C. for 20 days, and the one immediately after preparation was judged as a standard by sensory evaluation by an odor panelist. ：: good without any change in odor ：: good with almost no change in odor Δ: Smell changed, but usable. ×: Unusable due to significant change in odor.

[0035]

[Table 1]

[0036]

[Table 2]

[0037]

[Table 3]

As is clear from the results of Tables 1 to 3, Examples 1 to 9 were superior to Comparative Examples 1 to 3 in the effect of preventing coloring and the effect of preventing deterioration of the odor of the dough. In addition, the foaming property, detergency, and feeling of use were good with low irritation.

Examples 10 to 18 Shampoos having the compositions shown in Tables 4 and 5 below were produced by a conventional method.

Comparative Examples 4 and 5 Shampoos having the compositions shown in Table 6 below were produced by a conventional method.

Test Example 2 Each shampoo of Examples 10 to 18 and Comparative Examples 4 and 5 was evaluated in the same manner as in Test Example 1. Table 4 shows the results.
To Table 6 below.

[0042]

[Table 4]

[0043]

[Table 5]

[0044]

[Table 6]

As is clear from the results in Tables 4 to 6, Examples 10 to 18 were superior to Comparative Examples 4 and 5 in the effect of preventing coloring and the effect of preventing deterioration of the odor of the dough. In addition, the foaming property, detergency, and feeling of use were good with low irritation.

Example 19 A liquid detergent composition having the following composition was produced by a conventional method.
The resulting liquid detergent composition is less irritating, foaming,
It was excellent in washability and usability, and was excellent in color tone and odor stability when stored at high temperature (50 ° C.).

[0047]

(Table 7) (Components) (%) (1) nC ₁₂ H ₂₅ N (CH ₃ ) CO (CH ₂ ) ₃ OSO ₃ NH ₄ 25 (2) 1-hydroxyethylidene-1,1-diphosphonic acid 0.1 (3) dibutylhydroxytoluene 0.2 (4) triethanolamine laurate 5 (5) fragrance 0.5 (6) purified water balance

Example 20 A liquid detergent composition having the following composition was produced by a conventional method.
The resulting liquid detergent composition is less irritating, foaming,
It was excellent in washability and usability, and also excellent in color tone and odor stability in high-temperature storage.

[0049]

(Table 8) (Components) (%) (1) nC ₁₂ H ₂₅ NHCOCH ₂ OSO ₃ Na 25 (2) 1-hydroxyethylidene-1,1-diphosphonic acid 0.1 (3) dibutylhydroxytoluene 0.2 ( 4) Triethanolamine laurate 5 (5) Fragrance 0.5 (6) Purified water balance (7) Palm oil fatty acid diethanolamide 3 (8) Decanoic acid monoglyceride 2

[0050]

The cleaning composition of the present invention is hypoallergenic and excellent in use feeling, and does not deteriorate in color tone and odor even when stored at high temperatures, and is practically advantageous.

Claims (3)

[Claims] (A) General formula (1) (Wherein, R ¹ represents a straight-chain or branched-chain alkyl group or alkenyl group having 6 to 22 carbon atoms, and R ² represents
22 represents an alkyl group, an alkenyl group or a hydrogen atom,
R ³ represents a linear or branched alkylene group having 1 to 5 carbon atoms; R ⁴ O represents an oxyalkylene group having 2 to 3 carbon atoms; n represents an arbitrary number of 0 to 20; ⁴ O may be the same or different. M is a hydrogen atom, an alkali metal, an alkaline earth metal, ammonium, a total carbon number of 2 to 9
Alkanol ammonium, alkyl ammonium or alkenyl ammonium having 1 to 22 carbon atoms, alkyl or alkenyl substituted pyridinium having 1 to 18 carbon atoms, or basic amino acid. N)
-Alkylamide alkanol sulfate, (B)
A cleaning composition comprising a metal chelating agent and (C) an antioxidant. 2. Component (B) is phosphonic acids such as ethylenediaminetetraacetic acid, hydroxyethylethylenediaminetriacetic acid, diethylenetriaminepentaacetic acid, nitrilotriacetic acid, triethylenetetraminehexaacetic acid, 1-hydroxyethylidene-1,1-diphosphonic acid, and tripolyline. Acid, ethylene glycol bis (2-aminoethyl ether) tetraacetic acid, citric acid, maleic acid, polyacrylic acid, isoamylene-maleic acid copolymer, silicic acid, gluconic acid, hydroxybenzyliminodiacetic acid, iminodiacetic acid and the like The cleaning composition according to claim 1, which is one or more selected from the group consisting of salts. 3. The cleaning composition according to claim 1, wherein the component (c) is at least one selected from the group consisting of tocopherol, dibutylhydroxytoluene, butylhydroxyanisole, and gallic acid ester.