JPH09235587A - Water-soluble surfactant composition having low irritation - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a water-soluble surfactant composition excellent in foaming properties, emulsion stability, dispersibility, etc., hardly causing skin irritation and useful as an irritation-alleviating agent by compounding a water-soluble glycoside-type surfactant having a specific structure with at least one kind of other surfactant. SOLUTION: This surfactant composition contains (A) a water-soluble glucoside-type surfactant of the formula Z is a sugar skeleton obtained by removing hydroxyl group from a sugar of the formula Z(OH)q ; (OH)q-1 expresses that the hydroxyl group bonded to the anomeric carbon is substituted among the (q) hydroxyl groups bonded to a sugar structure; [C3 H5 (OH)O]x is a (poly) glycerin residue obtained by polymerizing glycerin at an average degree of polymerization of x (x>=1); R<1> is an aliphatic group; R<2> is a 2-4C lower alkylene; (t) is an integer of 0-20} and (B) at least one kind of surfactant selected from a nonionic, an anionic, a cationic and an amphoteric surfactants. Further, the (poly)glycerin-containing group in a compound of the formula is substituted with the hydroxyl group bonded to the anomeric carbon of a sugar.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a surfactant composition which is excellent in foaming properties, emulsion stability, dispersibility and the like and is mild to the skin of hands, skin, head and the like. The present invention relates to a stimulant alleviating agent for alleviating the irritation of substances and surfactants.

[0002]

2. Description of the Related Art Conventionally, various kinds of household-grade surfactants having a medium-long chain aliphatic group have been used.
I'm still not satisfied. For example, the anionic one has a good foaming property, but is inferior in mildness because of large protein denaturation. Cationic ones are excellent in hair rinsing effect and the like, but have poor foaming and large protein denaturation. The amphoteric type has low protein denaturation but poor foaming. Nonionic ones have low protein denaturation but poor foaming. Further, generally, the emulsion stability and dispersibility of these active agents were insufficient. Furthermore,
These active agents are not sufficiently satisfactory in terms of low irritation, and in practice, the composition for practical use is prepared by reducing the blending amount or adding various stimulants. Is the current situation. In this case, a natural plant extract or the like is used as the stimulant, but there is a problem in that it is difficult to ensure stable formulation and stability over time. Therefore, there is a demand for the development of a mild composition by combining surfactants themselves which do not require such additives.

[0003]

SUMMARY OF THE INVENTION The present invention provides a foaming property,
It is an object of the present invention to provide a surfactant composition having excellent water solubility and emulsion stability and low skin irritation, and a stimulant alleviating agent comprising a surfactant for alleviating the irritation of the surfactant.

[0004]

Means for Solving the Problems The present inventors have conducted intensive studies to solve the above-mentioned problems, and as a result, have completed the present invention. That is, according to the present invention, a water-soluble glycoside-type surfactant A represented by the following general formula (1), a nonionic surfactant, an anionic surfactant, a cationic surfactant and an amphoteric surfactant are used. There is provided a water-soluble hypoallergenic surfactant composition comprising at least one surfactant B selected from the above. Formula (1) [Z (OH) q-1] -O [C ₃ H ₅ (OH) O] x- - ^{[(R 2 O) t-R} 1 ] (1) (wherein, Z is formula Z (OH) q represents a sugar skeleton from which a hydroxyl group contained in the sugar is removed, and (OH) q-1 is a hydroxyl group bonded to an anomeric carbon among q hydroxyl groups bonded to the sugar skeleton Z. Indicates that the
In [C ₃ H ₅ (OH) O] x-, glycerin is the average degree of polymerization x
Shows a (poly) glycerin residue polymerized with (x ≧ 1),
R ¹ represents an aliphatic group, R ² represents a lower alkylene group having 2 to 4 carbon atoms, t represents a number of 0 to 20 and R ¹ imparts water solubility to the glycoside-type surfactant A. The number of carbon atoms is in the range, and the (poly) glycerin-containing group-
[C ₃ H ₅ (OH) O] x-[(R ² O) t-R ¹ ] is substituted with a hydroxyl group bonded to the anomeric carbon of the sugar) Further, according to the present invention And a water-soluble glycoside-type surfactant A represented by the following general formula (1) and a water-insoluble glycoside-type surfactant A ^* represented by the following general formula (1 *). A water-soluble mild surfactant composition is provided. Formula (1) [Z (OH) q-1] -O [C ₃ H ₅ (OH) O] x- - ^{[(R 2 O) t-R} 1 ] (1) In formula (1 *) [ Z ^* (OH) q ^* -1] -O [C ₃ H ₅ (OH) O] x ^* - - [(R ² * O) t ^* -R ^{1 *]} (1 *) (wherein, Z and Z ^* is the formula Z (OH) q and Z, respectively.
^* Shows a sugar skeleton obtained by removing a hydroxyl group contained in a sugar represented by (OH) q ^* , wherein (OH) q-1 and (OH) q ^* -1 are bonded to sugar skeletons Z and Z ^* , respectively. It indicates that hydroxyl group bonded is substituted in anomeric position carbon of the number and q ^* number of hydroxyl groups, - [C ₃ H ₅ (OH) O] x-
And - [C ₃ H ₅ (OH) O] x ^* - indicates a glycerol was polymerized in an average degree of polymerization x, respectively (x ≧ 1) and ^{x * (x * ≧ 1)} ( poly) glycerol residue, R ¹ and R ^{1 *} represent an aliphatic group, R ² and R ^{2 *} represent a lower alkylene group having 2 to 4 carbon atoms, t and t ^* represent a number of 0 to 20, and R ¹ represents the glycoside. The surface-active agent A has a carbon number in the range of giving water solubility, and the R ^{1 *} has a carbon number in the range of giving a water-insolubility to the glycoside-type surfactant A ^* , ) Glycerin-containing group- [C
₃ H ₅ (OH) O] x-[(R ² O) t-R ¹ ] and-[C ₃
H ₅ (OH) O] x ^* - ^{[(R 2 * O) t *} -R 1 * ] is assumed to replace the hydroxyl groups bonded to the anomeric position carbons of the sugar, respectively) Furthermore, the present invention According to the invention, there is provided a stimulant alleviating agent for alleviating the irritation of a surfactant comprising a water-soluble glycoside type surfactant represented by the following general formula (2). Formula (2) [mA- (OH) q-1] -O [C ₃ H ₅ (OH) O] x- - ^{[(R 2 O) t-R} 1 ] (2) (wherein, mA is Monosaccharide A has an average degree of polymerization m (1.2 ≦ m ≦
2.8) shows a sugar skeleton obtained by removing the hydroxyl group contained in the condensed sugar in (2.8), and (OH) q-1 is substituted with the hydroxyl group bonded to the anomeric carbon among the q hydroxyl groups bonded to the sugar skeleton mA. Is indicated by-[C ₃ H ₅ (OH)
O] x- represents a (poly) glycerin residue in which glycerin was polymerized with an average degree of polymerization x (x ≧ 1), R ¹ represents an aliphatic group, and R ² represents a lower alkylene group having 2 to 4 carbon atoms. Shows,
t represents a number of from 0 to 20, the (poly) glycerin-containing group - [C ₃ H ₅ (OH) O] x - ^{[(R 2 O) t-R} 1 ] is coupled to the anomeric position carbons of the sugar It is assumed that it is replaced with a hydroxyl group)

[0005]

BEST MODE FOR CARRYING OUT THE INVENTION The general formula (1) used in the present invention
The water-soluble glycoside-type surfactant represented by the following general formula (3) Z (OH) q (3) (In the formula, Z represents a sugar skeleton excluding the hydroxyl group contained in the sugar, and (OH) q Represents q hydroxyl groups bonded to the sugar skeleton) or a sugar represented by the following general formula (4) Z (OH) q-1.OR (4) (wherein, Z represents a hydroxyl group contained in the sugar). The removed sugar skeleton is shown, and (OH) q-1.OR (R: a lower alkyl group having 1 to 4 carbon atoms) is bonded to the anomeric carbon atom of the q hydroxyl groups bonded to the sugar skeleton. A lower alkylglycoside represented by (indicating that a hydroxyl group is substituted with an OR group) and the following general formula (5) HO [C ₃ H ₅ (OH) O] x-[(R ² O) t- R ¹ ] (5) (In the formula, R ¹ represents an aliphatic group, R ² represents a lower alkylene group having 2 to 4 carbon atoms, t represents a number of 0 to 20, x represents the average degree of polymerization of glycerin, and is produced by reacting with a (poly) glycerin derivative represented by 1 or more). The reaction when Z (OH) q is used as the reaction raw material can be represented by the following formula. Z (OH) q + HO [C ₃ H ₅ (OH) O] x- - ^{[(R 2 O) t-R} 1 ] (6) → [Z (OH) q-1] -O [C ₃ H ₅ ( OH) O] x- - [(reactions when using R ² O) t-R ^1] + H ₂ O reaction material as Z (OH) q-1 · OR can be expressed by the following equation. Z (OH) q-1 · OR + HO [C 3 H 5 (OH) O] x- - [(R 2 O) t-R 1] (7) → [Z (OH) q-1] -O _{[C 3 H 5 (OH)} O] x- - [(R 2 O) t-R 1] + ROH also water-insoluble glycosidic surfactant represented by the general formula (1 *), the It can be produced by the same reaction as described above.

The sugars include monosaccharides, oligosaccharides and polysaccharides. Hereinafter, these sugars will be described in detail. (1) Monosaccharides Monosaccharides include those represented by the following general formula (8). CnH ₂ nOn (8) In the above formula, n represents a number of 5 or 6. Specific examples of such monosaccharides include arabinose, ribose, xylose, xylylose, ribulose, glucose, galactose, fructose, mannose, sorbose, talose, fucose, glucoheptose, sedoheptulose,
Examples thereof include mannoheptulose and glucoheptulose. (2) Oligosaccharides Examples of oligosaccharides include those represented by the following formula. _{P (CnH 2 nOn) - (} P-1) H 2 O (9) In the formula, n is a number of 5 or 6. P shows the number of 1-10. Such oligosaccharides include maltose, lactose, cellobiose, isomaltose, gentiobiose, laminaribiose, xylobiose, mannobiose, maltotriose, cellotriose, manninotriose, maltotetraose, polysaccharides (cellulose, hemicellulose, (Starch, inulin, dextrin, dextran, xylan, etc.) are hydrolyzed to have a low molecular weight. (3) Polysaccharides Examples of polysaccharides include cellulose, hemicellulose,
Examples thereof include starch, inulin, dextone, dextran, xylan and the like. (4) Lower alkyl glycoside Examples of the lower alkyl glycoside (where the anomeric carbon of the sugar is substituted with a lower alkoxy group) include methyl glucoside, ethyl glucoside, propyl glucoside, isopropyl glucoside, butyl glucoside, and methyl mannoside. .

The (poly) glycerin derivative represented by the general formula (5) is obtained by adding an alkyl (polyalkyleneoxy) halide (R ^1- ) to (poly) glycerin or acetalized or ketalized (poly) glycerin.
X, X: halogen such as Cl, Br, etc.), alkyl (polyalkyleneoxy) sulfate, etc. are directly reacted, or (poly) glycerin is reacted with alkylene oxide (R ² O), and then alkyl halide, alkyl It can be obtained by reacting a sulfate or the like. In the case of acetalized or ketalized (poly) glycerin, a hydrolysis reaction is produced after the reaction to deacetalize or deketalize. These reactions are conventionally known reactions. Alkylene oxides (R ² O) include ethylene oxide, (iso) propylene oxide, butylene oxide and mixtures thereof. In the general formula (5), the average degree of polymerization of glycerin is 1 or more, preferably 1 to 10. Further, t, which indicates the average number of moles of alkylene oxide added, is 0 to 20, and preferably 0 to 10. Furthermore, R ¹ is
An aliphatic group is shown, but the number of carbon atoms is usually 6 or more. The aliphatic group in this case includes an alkyl group and an alkenyl group. In the water-soluble glycoside-type surfactant represented by the general formula (1) or (2),
The number of carbon atoms of the aliphatic group R ¹ is within a range that imparts water solubility to the activator, and is usually 6 to 14, preferably 6 to 1.
2. In addition, in the water-insoluble glycoside-type surfactant represented by the general formula (1 *), the aliphatic group R
The carbon number of ^{1 *} is a number within the range of rendering the activator water-insoluble, and is usually 14 to 22, preferably 16 to 22, and more preferably 16 to 18. Whether the activator is water-soluble or water-insoluble depends on the number of carbon atoms of the aliphatic groups R ¹ and R ^{1 *} , the type of sugar, and the like. The (poly) glycerin in the present specification means glycerin, polyglycerin or a mixture thereof.

The surfactant composition of the present invention comprises at least one selected from nonionic surfactants, anionic surfactants, cationic surfactants and amphoteric surfactants.
And a water-soluble hypoallergenic glycoside-type surfactant represented by the general formula (1). The anionic surfactant has 8 to 22 carbon atoms, preferably 1
Those having 6 to 22 alkyl groups or alkenyl groups are used. As such a thing, the following can be illustrated, for example. Fatty acid salt, rosin acid salt, naphthenic acid salt, ether carboxylate, alkenyl succinate, N-acyl sarcosine salt, N-acyl glutamate, primary alkyl sulfate, secondary alkyl sulfate, alkyl polyoxyethylene sulfate. Salt, alkyl phenyl polyoxyethylene sulfate, monoacyl glycerol sulfate,
Acyl amino sulfate ester salt, sulfated oil, sulfated fatty acid alkyl ester, α-olefin sulfonate, secondary alkane sulfonate, α-sulfo fatty acid salt, acyl isethionate, N-acyl-N-methyl taurate,
Dialkyl sulfosuccinate, alkyl benzene sulfonate, alkyl naphthalene sulfonate, alkyl diphenyl ether disulfonate, petroleum sulfonate,
Lignin sulfonate, alkyl phosphate, alkyl polyoxyethylene phosphate, alkylphenyl polyoxyethylene phosphate, etc. Examples of the salt-forming cation in the salt such as fatty acid salt or sulfonate include alkali metal ions such as sodium, potassium and lithium, and water-soluble cations such as ammonium ion and alkylammonium ion.

The cationic surfactant has 8 carbon atoms.
Those having from .about.22, preferably from 16 to 22 alkyl groups or alkenyl groups are used. As such a thing, the following can be illustrated, for example. Primary amine salt, acylaminoethyldiethylamine salt, N
-Alkyl polyalkylene polyamine salt, fatty acid polyethylene polyamide salt, amidoamine salt, alkyltrimethylammonium salt, dialkyldimethylammonium salt, alkyldimethylbenzylammonium salt, alkylpyridinium salt, acylaminoethylmethyldiethylammonium salt, acylaminopropyldimethylbenzylammonium salt , Acylaminopropyldimethylhydroxyethylammonium salt, Acylaminoethylpyridinium salt, Diacylaminoethylammonium salt, Diacyloxyethylmethylhydroxyethylammonium salt, Alkyloxymethylpyridinium salt, Alkylimidazoline salt, 1-Hydroxyethyl-2-alkylimidazoline Salt, 1-acylaminoethyl-2-alkylimidazolium salt Alkyl polyoxyethylene amine salts, N- alkylamino propylamine salt, N- alkyl polyethylene polyamine salts, N- acyl polyethylene polyamine salts, fatty acid triethanolamine ester salts. Examples of the salt-forming anion in the salt include halogen anions such as chlorine, bromine and iodine, and inorganic and organic acid anions such as sulfuric acid, nitric acid, phosphoric acid, carbonic acid and carboxylate anions.

The amphoteric surfactant has 8 to 2 carbon atoms.
Those having 2, preferably 16 to 22 alkyl groups or alkenyl groups are used. As such,
For example, the following can be illustrated. N-alkyl nitrilotriacetic acid, N-alkyl dimethyl betaine, acyloylamidoalkyl-N-dimethyl-ammonio betaine, α-trimethylammonio fatty acid, N-
Alkyl-β-aminopropionate, N-alkyl-
β-iminodipropionate, N-alkyloxymethyl-N, N-diethylbetaine, N-alkyl-N, N
-Diaminoethylglycine hydrochloride, N-alkylsulfobetaine, N-alkylhydroxysulfobetaine, N
-Alkyl taurine salts, lecithin and the like.

The nonionic surfactant has 8 carbon atoms.
Those having from .about.22, preferably from 16 to 22 alkyl groups or alkenyl groups are used. As such a thing, the following can be illustrated, for example. Alkyl polyoxyethylene ether, alkyl polyoxyethylene polyoxypropylene ether, alkyl (poly) glycerin ether, fatty acid polyoxyethylene ester, fatty acid polyoxyethylene sorbitan ester, fatty acid polyoxyethylene sorbitol ester,
Polyoxyethylene (hardened) castor oil, alkyl polyoxyethylene amine, alkyl polyoxyethylene amide, alkyl dimethyl amine oxide, fatty acid sorbitan ester, fatty acid polyglycerin ester, fatty acid sucrose ester, alkyl polyglycoside, acyl glucamide, maltitol hydroxy ether, etc. .

In the surfactant composition of the present invention, the mixing ratio of the water-soluble glycoside type surfactant A and the other surfactant B is 1/100 to 50 / weight ratio A / B of both.
1, preferably 1/50 to 20/1. The surfactant composition of the present invention is advantageously used as an aqueous detergent, cream, emulsion or the like. In this case, the detergent, the cream, the total surfactant containing the glycoside-type surfactant in the emulsion The content is 0.1 to 60% by weight, preferably 1 to
30% by weight.

In the surfactant composition of the present invention, the surfactant B can be water-soluble or water-insoluble,
It is preferable to use those having an aliphatic group having 8 to 22 carbon atoms, preferably 16 to 22 carbon atoms, and more preferably 16 to 18 carbon atoms. In this case, it is preferable to use, as the water-soluble glycoside type surfactant A, ^one having an aliphatic group R ¹ having 6 to 14, preferably 6 to 12, and more preferably 8 to 10 carbon atoms. Weight ratio A / B of glycoside-type surfactant A and other surfactant B in the surfactant composition in this case
Is 1/100 to 50/1, preferably 1/50 to 20
It is / 1. Such a surfactant composition shows good water solubility as a whole and low or no irritation even though the surfactant B has a long chain aliphatic group and is poor in water solubility. In addition, it has a good effect of removing oily stains and oils and stability of emulsion.

Further, the preferred surfactant composition of the present invention has an aliphatic group R having 6 to 14 carbon atoms, preferably 8 to 12 carbon atoms.
A water-soluble glycoside type surfactant A having ¹ and a carbon number of 14 to 22, preferably 16 to 22, and more preferably 1
And a water-insoluble glycoside type surfactant A ^* having 6 to 18 aliphatic groups R ^{1 *} . In this case, the weight ratio A / A ^* of the surfactants A and A ^* is 1/100 to 50 /
1, preferably 1/50 to 20/1. Such a surfactant composition has good water-solubility and a good effect of removing oily stains and has extremely low irritation, and is suitable for mild detergents, creams, emulsions and the like. It is possible.

The water-soluble glycoside-type surfactant represented by the general formula (1) used in the present invention has low skin irritation, but is composed of a monosaccharide polymer and has an average degree of polymerization of 1 It has been found that glycoside-type surfactants derived from sugars in the range of .2 to 2.8 do not show any skin irritation. The polymerized sugar can be represented by the following general formula. mA- (OH) q (10) In the above formula, A represents a monosaccharide, m represents an average degree of polymerization, m
A represents a sugar skeleton obtained by removing a hydroxyl group contained in the sugar condensed with the monosaccharide A at an average degree of polymerization of m, and-(OH) q represents q hydroxyl groups bonded to the sugar skeleton mA. As the monosaccharide A,
The thing represented by the said General formula (8) can be mentioned. Particularly preferred monosaccharides include glucose, galactose, mannose, fructose and the like. The average degree of polymerization m of the polymerized sugar is 1.2 to 2.
8, preferably 1.4 to 2.4. The glycoside-type surfactant derived from the polymerized sugar is represented by the general formula (2). The glycoside-type surfactant derived from the polymerized sugar has an excellent effect as a stimulant alleviating agent for alleviating the skin irritation of other surfactants. Therefore,
According to the present invention, in a composition containing a glycoside-type surfactant and another surfactant, at least a part of the glycoside-type surfactant, preferably 50% by weight or more,
More preferably, by using 80 to 100% by weight of the glycoside-type surfactant derived from the polymerized sugar, it is possible to obtain a composition having no or very low skin irritation. By using such a composition, a surfactant product having no or very low skin irritation, such as shampoo, body soap, face wash, soap, toothpaste, mouthwash, dishwashing agent, vegetable detergent , Cosmetics (cream, emulsion, etc.) can be obtained.

[0016]

Next, the present invention will be described in more detail with reference to examples. In addition, the stimulus relaxation property, foaming property, water solubility and emulsification performance shown below are evaluated as follows. (Relaxation of irritation) 2.0 × 2.0 of the back of a guinea pig (Hartley system, female, 6 weeks old) whose hair was previously shaved
50 μl of a surfactant mixture having a predetermined concentration was applied in the range of cm for 4 days continuously, and the degree of erythema and edema occurring on the 5th day was visually comprehensively evaluated according to the criteria of the Draize method. When the surfactant mixture contained a water-insoluble component, it was solubilized by adding ethanol. <Judgment Criteria of Draize Method> Rating A (erythema and crust) 0: no erythema 1: erythema extremely weak (slightly recognized) 2: erythema clear 3: erythema medium to intensity 4: Erythema Extremely intense to edema Rating B (edema) 0: No edema 1: Very low edema formation (slightly observed) 2: Mild edema formation (clear margin) 3: Medium edema formation (bulge 1 mm) 4: High degree of edema formation (swelling 1 mm or more, spread to areas other than the sample application area) The evaluation of irritation relaxation is indicated by the sum of the above scores A and B. The lower the value, the better the irritation relaxation. Show. (Foaming property) About 10 ml of an aqueous solution containing 0.5% by weight of a surfactant sample was put into a test tube with a scale and kept at a constant temperature of 25 ° C., and shaken 20 times / 10 seconds, and the foam volume after 30 seconds was adjusted. Measure. <Evaluation method> ○: Bubble volume = 80 ml or more Δ: Bubble volume = 55 to 79 ml ×: Bubble volume = 54 ml or less (water-soluble) An aqueous solution containing 1.0% by weight of a surfactant sample was left at 25 ° C for 24 hours. , Visually determine water solubility. <Evaluation method> ○: Transparent Δ: Slight turbidity ×: White turbidity or crystal precipitation (emulsification performance) 30 ml of a 0.5 wt% aqueous solution of the sample was used.
Put it in a test tube with a stopper of 10 ml, add 10 ml of salad oil, shake vigorously at 30 ° C for 30 times, and then continue at 30 ° C.
The mixture was allowed to stand for 30 minutes, and the volume (ml) of the aqueous phase (separated water) separated in the lower part of the test tube was measured to evaluate the emulsification performance. <Evaluation method> ○: Separated water amount is 3 ml or less Δ: Separated water amount is 4 to 6 ml ×: Separated water amount is 7 ml or more

Example 1 Surfactant compositions A to K and comparative surfactants M to W according to the present invention were evaluated for their irritation relieving property, foaming property and water solubility, and the results are shown in Table 1. . The specific contents of the above-mentioned surfactant compositions A to K of the present invention are as follows. Further, the glycoside-type surfactants shown below are shown corresponding to the following general formula (2). [MA- (OH) q-1 ] -O [C 3 H 5 (OH) O] x- - [(R 2 O) t-R 1] (2) (1) surfactant composition (A) (I) Glycoside type surfactant (I) (In the above formula, R ^{1 is} an alkyl group having 10 carbon atoms,
t: 0, x: 1, m: 1.4, A: glucose skeleton,
q: 5) (ii) Anionic surfactant (M) (C-C14 α-sulfofatty acid methyl ester Na)
Salt) (iii) Surfactant mixing weight ratio (I) / (M) = 1/1 (2) Surfactant composition (B) (i) Glycoside type surfactant (II) (in the above formula, R ¹ : an alkyl group having 10 carbon atoms,
t: 0, x: 1, m: 2.0, A: glucose skeleton,
q: 5) (ii) Anionic surfactant (N) (alkyl sulfate Na salt having 12 carbon atoms) (iii) Surfactant mixing weight ratio (II) / (N) = 1.2
/ 1 (3) Surfactant composition (C) (i) Glycoside type surfactant (III) (In the above formula, R ^{1 is} an alkyl group having 10 carbon atoms,
t: 0, x: 1, m: 1.5, A: glucose skeleton,
q: 5) (ii) anionic surfactant (P) (polyethoxysulfate Na salt having an alkyl group having 12 carbon atoms, average degree of polymerization of ethoxy: 3) (iii) surfactant mixture weight ratio (III) /(P)=1.4
/ 1 (4) Surfactant composition (D) (i) Glycoside type surfactant (IV) (In the above formula, R ¹ : mixed alkyl group having 10 and 12 carbon atoms, R ² : ethylene, t : 3, x: 2, m:
1.7, A: glucose skeleton, q: 5) (ii) Anionic surfactant (Q) (acylglutamic acid monotriethanolamine salt having 12 carbon atoms) (iii) Surfactant mixing weight ratio (IV) / (Q) = 1.1
/ 1 (5) Surfactant composition (E) (i) Glycoside type surfactant (V) (In the above formula, R ¹ : mixed alkyl group having 8 and 10 carbon atoms, t: 0, x: 2, m: 1.6, A: mannose skeleton, q: 5) (ii) Anionic surfactant (R) (C-C12 N-methyl-N-acyl taurine Na
Salt) (iii) Surfactant mixing weight ratio (V) / (R) = 1.2
/ 1 (6) Surfactant composition (F) (i) Glycoside type surfactant (VI) (In the above formula, R ^{1 is} an alkyl group having 10 carbon atoms,
t: 0, x: 1, m: 1.4, A: glucose skeleton,
q: 5) (ii) Cationic surfactant (S) (C18 alkyl monoalkyltrimethylammonium chloride) (iii) Surfactant mixing weight ratio (VI) / (S) = 1 /
1.5 (7) Surfactant composition (G) (i) Glycoside type surfactant (VII) (In the above formula, R ^{1 is} an alkyl group having 10 carbon atoms,
t: 0, x: 1, m: 1.5, A: mannose skeleton,
q: 5) (ii) Amphoteric surfactant (T) (C-C12 N-acylamidopropyl-N, N-dimethylammonium betaine) (iii) Surfactant mixing weight ratio (VII) / (T) = 1/1 (8) Surfactant composition (H) (i) Glycoside type surfactant (VIII) (in the above formula, R ¹ : C 10 and C 12 in a weight ratio of 1.5 / 1) Alkyl group, t: 2, x: 1,
(m: 1.4, A: glucose skeleton, q: 5) (ii) Nonionic surfactant (U) (C12 alkyl alcohol polyethoxylate, average degree of polymerization of ethoxy: 7) (iii) Surfactant Agent mixing weight ratio (VIII) / (U) = 1.
3/1 (9) Surfactant composition (J) (i) Glycoside type surfactant (IX) (In the above formula, R ¹ : an alkyl group having 8 carbon atoms, t:
0, x: 1, m: 1.4, A: glucose skeleton, q:
5) (ii) Nonionic surfactant (V) (Glycoside-type surfactant, in the above formula, R ^{1 is} an alkyl group having 18 carbon atoms, t: 0, x: 1, m: 1.6,
A: glucose skeleton, q: 5) (iii) Surfactant mixing weight ratio (IX) / (V) = 1.8
/ 1 (10) Surfactant composition (K) (i) Glycoside type surfactant (X) (In the above formula, R ¹ : an alkyl group having 10 carbon atoms,
t: 0, x: 1, m: 1.3, A: glucose skeleton,
q: 5) (ii) Nonionic surfactant (W) (Mixed weight ratio of C16 and C18: 1/1 alkyl polyglycoside, glucose average degree of polymerization: 1.4) (iii) Surfactant Agent mixing weight ratio (X) / (W) = 1.7
/ 1

The specific contents of the comparative surfactants M to W are as described above.

[0019]

[Table 1]

[0020]

Since the surfactant composition of the present invention contains a water-soluble glycoside type surfactant, it exhibits water solubility as a whole, and in addition to having high foaming property, It has very low irritation to skin, skin and hair. The surfactant composition of the present invention can be advantageously used as a detergent by adding an appropriate auxiliary component, if necessary. Specific examples of such a cleaning agent include, in addition to the cleaning agent for clothing, a cleaning agent that is often in contact with human hands, for example, a cleaning agent for dishes and a cleaning agent for vegetables and fruits. Further, the composition of the present invention is a shampoo that requires mildness to hair and skin,
Besides being used as a rinse, body shampoo, face wash, etc., it can also be applied as a surfactant for oral products such as toothpaste and mouthwash. Furthermore, since the composition of the present invention can be used as an aqueous liquid containing a surfactant having a long-chain alkyl group having a strong removing action against oily soil such as oily soil in a dissolved state, various household detergents and It can be advantageously used as a cleaning agent for business, industrial use and the like. Furthermore, the surfactant composition of the present invention is a cream,
It can be used as an emulsion stabilizer for stably holding an emulsion composition such as an emulsion. The stimulant alleviation agent of the present invention can be added to various products containing a surfactant to alleviate its irritancy and make a mild mild skin irritant product. In this case, the addition amount is 1% by weight or more, preferably 1 to the surfactant contained in the product.
It is about 200% by weight.

 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Masahiro Sato 1-3-7 Homsho, Sumida-ku, Tokyo Lion Co., Ltd. (72) Haruhiko Toda 1-3-7 Homsho, Sumida-ku, Tokyo Within Lion Corporation

Claims (5)

[Claims] 1. A water-soluble glycoside-type surfactant A represented by the following general formula (1), a nonionic surfactant, an anionic surfactant, a cationic surfactant and an amphoteric surfactant. At least one surfactant B selected
A water-soluble hypoallergenic surfactant composition comprising: Formula (1) [Z (OH) q-1] -O [C ₃ H ₅ (OH) O] x- - ^{[(R 2 O) t-R} 1 ] (1) (wherein, Z is formula Z (OH) q represents a sugar skeleton from which a hydroxyl group contained in the sugar is removed, and (OH) q-1 is a hydroxyl group bonded to the anomeric carbon among the q hydroxyl groups bonded to the sugar skeleton Z. Indicates that the
In [C ₃ H ₅ (OH) O] x-, glycerin is the average degree of polymerization x
Shows a (poly) glycerin residue polymerized with (x ≧ 1),
R ¹ represents an aliphatic group, R ² represents a lower alkylene group having 2 to 4 carbon atoms, t represents a number of 0 to 20 and R ¹ imparts water solubility to the glycoside-type surfactant A. The number of carbon atoms is in the range, and the (poly) glycerin-containing group-
[C ₃ H ₅ (OH) O] x-[(R ² O) t-R ¹ ] is substituted with a hydroxyl group bonded to the anomeric carbon of the sugar). 2. The water-soluble glycoside-type surfactant represented by the general formula (1) is composed of a polymer of a monosaccharide and is derived from a sugar having an average degree of polymerization of 1.2 to 2.8. The composition of claim 1, which is 3. A water-soluble glycoside surfactant A represented by the following general formula (1) and a water-insoluble glycoside surfactant A ^* represented by the following general formula (1 *). A water-soluble hypoallergenic surfactant composition comprising: Formula (1) [Z (OH) q-1] -O [C ₃ H ₅ (OH) O] x- - ^{[(R 2 O) t-R} 1 ] (1) In formula (1 *) [ Z ^* (OH) q ^* -1] -O [C ₃ H ₅ (OH) O] x ^* - - [(R ² * O) t ^* -R ^{1 *]} (1 *) (wherein, Z and Z ^* is the formula Z (OH) q and Z, respectively.
^* Shows a sugar skeleton obtained by removing a hydroxyl group contained in a sugar represented by (OH) q ^* , wherein (OH) q-1 and (OH) q ^* -1 are bonded to sugar skeletons Z and Z ^* , respectively. It indicates that hydroxyl group bonded is substituted in anomeric position carbon of the number and q ^* number of hydroxyl groups, - [C ₃ H ₅ (OH) O] x-
And - [C ₃ H ₅ (OH) O] x ^* - indicates a glycerol was polymerized in an average degree of polymerization x, respectively (x ≧ 1) and ^{x * (x * ≧ 1)} ( poly) glycerol residue, R ¹ and R ^{1 *} represent an aliphatic group, R ² and R ^{2 *} represent a lower alkylene group having 2 to 4 carbon atoms, t and t ^* represent a number of 0 to 20, and R ¹ represents the glycoside. The surface-active agent A has a carbon number in the range of giving water solubility, and the R ^{1 *} has a carbon number in the range of giving a water-insolubility to the glycoside-type surfactant A ^* , ) Glycerin-containing group- [C
₃ H ₅ (OH) O] x-[(R ² O) t-R ¹ ] and-[C ₃
H ₅ (OH) O] x ^* - ^{[(R 2 * O) t *} -R 1 * ] is assumed to replace the hydroxyl groups bonded to the anomeric position carbons of the sugar, respectively) 4. The water-soluble glycoside type surfactant represented by the general formula (1) is composed of a polymer of a monosaccharide, and is derived from a sugar having an average degree of polymerization of 1.2 to 2.8. The composition of claim 3 which is one of: 5. A stimulant alleviation agent for alleviating the irritation of a surfactant comprising a water-soluble glycoside type surfactant represented by the following general formula (2). Formula (2) [mA- (OH) q-1] -O [C ₃ H ₅ (OH) O] x- - ^{[(R 2 O) t-R} 1 ] (2) (wherein, mA is Monosaccharide A has an average degree of polymerization m (1.2 ≦ m ≦
2.8) shows a sugar skeleton from which the hydroxyl groups contained therein have been removed from the condensed sugar, and (OH) q-1 is substituted by the hydroxyl group bonded to the anomeric carbon among the q hydroxyl groups bonded to the sugar skeleton mA. Is indicated by-[C ₃ H ₅ (OH)
O] x- represents a (poly) glycerin residue in which glycerin was polymerized with an average degree of polymerization x (x ≧ 1), R ¹ represents an aliphatic group, and R ² represents a lower alkylene group having 2 to 4 carbon atoms. Shows,
t represents a number of from 0 to 20, the (poly) glycerin-containing group - [C ₃ H ₅ (OH) O] x - ^{[(R 2 O) t-R} 1 ] is coupled to the anomeric position carbons of the sugar It is assumed that it is replaced with a hydroxyl group)