JPH06116134A - Detergent composition - Google Patents

Abstract

PURPOSE:To obtain a detergent composition, having creamy foam quality, excellent in smoothness in and after washing the skin, hair, etc., and good in touch such as moistness and softness without any dryness, looseness and stickiness. CONSTITUTION:This detergent composition comprises (A) 0.1-10wt.% nonionic amphiphatic compound, having at least one long-chain branched alkyl group or alkenyl group and at least three hydroxyl groups in one molecule and capable of holding a lamellar liquid crystal structure at a temperature exceeding 25 and 50 deg.C and (B) 5-90wt.% surfactant selected from anionic, amphoteric, nonionic and cationic surfactants. Glycerylated polyols of formula I [G is a residue obtained by removing (a)XOH groups from pentaerythritol, sorbitol, etc.; A is formula II or III (R<1> is branched alkyl or alkenyl)], methyl-branched fatty acid esters of formula IV [(b1) and (b2) are 0-20 and (b1+b2) is 6-20], etc., are cited as the ingredient (A).

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a detergent composition, and more specifically, it has excellent smoothness and good feeling such as moistness and softness during and after washing of skin and hair. The present invention relates to a creamy foamy cleaner composition which is dry and non-greasy.

[0002]

2. Description of the Related Art Conventionally, the problems to be solved by the invention
The basic function of skin and hair cleaners was to remove dirt from the surface of the body and cleanse the skin and hair. However, in recent years, along with the spread of showers, the increase in the frequency of washing baths, the lengthening of hair, changes in hairstyles and other skin care, and changes in the environment surrounding hair care, these skin care and hair care products are simply Not only the function of removing dirt, but also the feel during use and after use, good finished feeling, mildness, conditioning effect,
There has been a demand for simplicity and the like.

Among them, the condition of skin and hair is adjusted,
Cationic polymers, cationic surfactants, oils, silicone derivatives, for the purpose of improving the feel.
Conditioning agents such as protein hydrolysates, moisturizers, animal and plant extracts are widely used (cosmetic science guidebook, edited by Japan Cosmetic Engineers Association, published in 1979).
Among these, silicone derivatives have been recently blended in various compositions because they have the characteristics of less oily feel when dried and excellent smoothness, unlike cationic polymers and cationic surfactants.

Among these silicone derivatives, one of the main ones is water-insoluble dimethylpolysiloxane, but it is extremely difficult to stably disperse this in a detergent composition without adversely affecting detergency and foaming. The current situation is that a satisfactory cleaning agent has not been obtained. In addition, dimethylpolysiloxane, when rinsed with water,
It had the drawback of having strong squeaks and tangled hair.

Polyether-modified silicones are used as other silicone derivatives, but they are water-soluble and have little effect on foaming, but they are washed away with water and therefore remain on the skin and hair. No, no effect was obtained in the dry state from the time of rinsing. Therefore, for the purpose of improving the residual property, there is known a polyether-modified silicone in which hydrophilicity is simply reduced to have self-emulsifying property, but like dimethylpolysiloxane, it has a squeaky feeling at the time of rinsing. It had the drawback of appearing strongly.

On the other hand, a long-chain cationic surfactant having a cationic amino group or a quaternary ammonium group, a long-chain amidoamine, a cationic polymer for the purpose of improving the persistence of the silicone derivative on the skin and hair. Compounds, cationized protein hydrolysates, amino-modified silicones, cation-modified silicones, etc. are used. However, since these are cationic, it is difficult to stably compound them in a composition based on an anionic surfactant, and there are drawbacks that the foamability and the feel during rinsing are not good. .

Therefore, the flexibility of the skin and hair, the dryness and dryness of the skin are improved, the slipperiness at the time of washing is good, the foam quality is creamy, and the skin and the hair at the time of rinsing do not squeak and present a moist feel. There has been a demand for the development of a detergent composition which retains its feeling even after continuous rinsing, has less oily feel when dried, and has excellent smoothness.

[0008]

Under such circumstances, as a result of intensive studies by the present inventors, a combination of a nonionic amphipathic compound which retains a lamellar liquid crystal structure with a surfactant in a wide temperature range and a surfactant has been found. It has been found that a cleaning composition having a good feeling during washing, rinsing and drying, which is not sticky and moist, and has a high effect of preventing dryness and dryness can be obtained when used as a cleaning agent. .

That is, the present invention comprises the following components (A) and (B): (A) having at least one long-chain branched alkyl or alkenyl group and at least three hydroxyl groups in one molecule, and
Nonionic amphipathic compound that retains lamellar liquid crystal structure at temperatures above 5 ° C and 50 ° C (B) Anionic surfactant, amphoteric surfactant, nonionic surfactant and cationic surfactant The present invention provides a detergent composition containing one or more surfactants selected from agents.

The nonionic amphipathic compound of the component (A) used in the present invention has at least one long-chain branched alkyl or alkenyl group and at least three hydroxyl groups in one molecule, and It is necessary to retain the lamellar liquid crystal structure at least at 25 ° C., and it is necessary to retain the lamellar liquid crystal structure even at a temperature exceeding 50 ° C. Here, the confirmation of the lamella-like liquid crystal structure is performed by, for example, The Journal of Cell Biology (The Jou
rnal of Cell Biology), No. 12
Volume, pp. 207-209 and Surface, Vol. 11, Vol.
No., pp. 579-590, using X-ray diffraction and a differential scanning calorimeter (DSC). Examples of the compound having such a property include (A-1), (A-2) and (A-3) shown below.

(A-1) Glycerylated polyols represented by the following general formula (1). A _a (G) (1) [In the formula, G represents a residue obtained by removing a hydroxyl groups from a polyol selected from pentaerythritol, sorbitol, maltitol, glucose, fructose and alkyl glycosides, and A represents

[0012]

[Chemical 1]

(Wherein R ¹ represents a branched alkyl group or alkenyl group having 10 to 36 carbon atoms), and a is a number of 1 or more and does not exceed the total number of hydroxyl groups of the polyol].

(A-2) A methyl branched fatty acid ester represented by the following general formula (2).

[0015]

[Chemical 2]

[In the formula, b ₁ and b ₂ each represent an integer of 0 to 20, and the sum of b ₁ and b ₂ is 6 to 20]

(A-3) A branched fatty acid glyceroglycolipid represented by the following general formula (3).

[0018]

[Chemical 3]

General formula (1) showing the component (A-1)
Among them, the alkyl glycoside represented by G is methyl
Glucoside, ethyl glucoside, propyl glucoside,
Octyl glucoside, methyl maltoside, ethyl malto
Examples include sid. Also, R ¹Has 16 carbons
.About.36, particularly 18 to 24 branched alkyl groups are preferred.
Such branched alkyl group R¹The following general formula (4)
Or (5)

[0020]

[Chemical 4]

A group represented by the formula [wherein c _{1 to} c ₄ have the same meanings as described above] is preferable. Preferred examples of these branched alkyl groups include methylpentadecyl group, methylhexadecyl group, methylheptadecyl (isostearyl) group, methyloctadecyl group, methylbehenyl group, ethylhexadecyl group, ethyloctadecyl group, ethylbehenyl group. , Butyldodecyl group, butylhexadecyl group,
Butyl octadecyl group, hexyl decyl group, heptyl undecyl group, octyl dodecyl group, decyl dodecyl group,
Examples thereof include a decyltetradecyl group, a dodecylhexadecyl group, and a tetradecyloctadecyl group. Further, in the general formula (1), a is preferably 1 or 2.

Such glycerylated polyols (1)
Can be produced, for example, by reacting a polyol with a corresponding branched alkyl glycidyl ether (6) in the presence of a basic catalyst according to the following formula.

[0023]

[Chemical 5]

[Wherein R ¹ has the same meaning as described above]

The reaction molar ratio between the polyol and the branched alkyl glycidyl ether (6) in this reaction can be appropriately selected depending on the degree of etherification of the desired glycerylated polyol. For example, in order to obtain a desired glycerylated polyol having a high content of 1 mol adduct, it is usually necessary to use the polyol in excess at a ratio of 1.2: 1.0 to 10.0: 1.0. Considering the production amount of 1 mol adduct and the recovery of polyol, 1.5:
A ratio of 1.0 to 5.0: 1.0 is preferable. Further, in order to obtain a desired product having a high content of 2 mol adduct of glycerylated polyol, it is usually 0.3: 1.0 to 1.1: 1.
If the branched alkyl glycidyl ether is used in excess at a ratio of 0, considering the production amount of the 2 mol adduct,
A ratio of 0.4: 1.0 to 0.8: 1.0 is preferable.

The reaction is usually carried out without a solvent, but it is preferable to use an organic solvent for the purpose of assisting the mixing of the polyol and the branched alkyl glycidyl ether. Examples of the organic solvent include dimethyl sulfoxide, dimethylacetamide, dimethylformamide, N-methylpyrrolidone, etc.
It is preferable to use 0 times the amount.

As the catalyst, an acid or basic catalyst generally known as an epoxy group reaction catalyst can be used. When an acid catalyst is used, a side reaction is
It is not preferable because a decomposition reaction of the ether bond or a dehydration reaction of the hydroxyl group of the generated glycerylated polyols occurs.
It is preferable to use a basic catalyst. The basic catalyst used is not particularly limited, but sodium hydroxide, potassium hydroxide, sodium methylate, sodium ethylate, sodium hydride and the like can be mentioned from the viewpoint of reactivity and economy. It is preferable to use these basic catalysts in an amount of 0.01 to 20.0% by weight (hereinafter, simply represented by%), particularly 0.1 to 10.0% with respect to the polyol.

The reaction is carried out at 50 to 200 ° C., preferably 80
It is carried out at ˜150 ° C. If the reaction temperature is less than 50 ° C, the reaction rate is slow, and if it exceeds 200 ° C, the product is colored, which is not preferable.

In this reaction, when water is present in the reaction system, the epoxy group of the branched alkyl glycidyl ether reacts with water to form glyceryl ether as a by-product.
It is preferable to dissolve or disperse the polyol in an organic solvent, heat it to blow dry nitrogen gas, or heat and dehydrate it under reduced pressure to remove water, and then add a branched alkyl glycidyl ether to react.

After completion of the reaction, an organic acid such as acetic acid or citric acid or an inorganic acid such as sulfuric acid, hydrochloric acid or phosphoric acid is added to neutralize the catalyst, and then the organic solvent used in the reaction is removed. In order to avoid thermal decomposition of the reaction product, the organic solvent is preferably removed under reduced pressure, usually at a temperature of 120 ° C or lower.

The glycerylated polyols (1) used in the present invention are usually 1 mol adduct of 1 molecule of a branched alkyl glycidyl ether (6) added to 1 molecule of a polyol,
Branched alkyl glycidyl ether (3) with 3 molecules or more per 1 molecule of polyol in addition to 2 mol addition product with 2 molecules added
It is obtained as a mixture of polymorphic adducts in which is added. Glycerylated polyols (1) thus obtained
Is usually used as a mixture of these 1-mole adducts, 2-mole adducts, or poly-mole adducts. However, if there is a problem due to performance or formulation reasons, etc., such as silica gel column or solvent extraction. It can be purified using a known purification method. The glycerylated polyols (1) of the present invention may contain unreacted glycosides in addition to the desired 1-mol adduct, 2-mol adduct, or polymorph adduct. Such an unreacted glycoside can be used as it is contained if there is no problem in practical use. If there is a problem, an organic solvent such as ethyl acetate, methyl ethyl ketone, methyl isobutyl ketone, chloroform or the like is used. The layer can be removed by a method using an extraction solvent system or a known purification method such as Smith thin film distillation.

In the general formula (2) representing the methyl branched fatty acid ester, the sum of b ₁ and b ₂ is 6 to 20, but preferably 1 from the viewpoint of performance as a cosmetic material.
It is from 0 to 16, particularly preferably 14. The branched methyl group is particularly preferably located near the center of the alkyl main chain.

The methyl branched fatty acid ester (2) is produced according to the following reaction formula.

[0034]

[Chemical 6]

[In the formula, b ₁ and b ₂ have the same meanings as described above, and R ³ represents an alkyl group having 1 to 18 carbon atoms, preferably an alkyl group having 1 to 3 carbon atoms] The target compound (2) is produced by reacting the lower alkyl ester of fatty acid (7) with pentaerythritol (8).

The lower alkyl ester of methyl-branched fatty acid (7) used in this reaction can be obtained by esterifying the corresponding carboxylic acid by a conventional method. Among the corresponding carboxylic acids here, those obtained industrially are usually
A mixture having a uniform distribution of the total number of carbon atoms in the alkyl group and the positions of the branched methyl groups. For example, isostearic acid having a methyl branch obtained as a by-product during the production of oleic acid dimer has a total number of carbon atoms of 18 (b ₁ And the sum of b ₂ is 14%), and the balance is those having a total carbon number of 14, 16, or 20, and the branched methyl group is located almost at the center of the alkyl main chain. [Journal of the American Oil Chemistry Society (J. Amer. Oil Chem. So
c. Vo 1.51, 522, (1974)].

In this reaction, the ratio of the lower alkyl ester of methyl-branched fatty acid (7) and pentaerythritol (8) used is (7) / (8) = 1/1 to 1 in molar ratio.
It is preferably 0/1.

The solvent used in this reaction is not particularly limited, but a lower alkyl ester of methyl-branched fatty acid (7)
And pentaerythritol (8) are preferably dissolved, and dimethylformamide and the like are preferably used.

As the reaction catalyst, an alkali catalyst is usually used, and sodium methylate or the like is preferably used. The catalyst amount is not particularly limited, but it is preferably used in the range of 0.1 to 20 mol% with respect to the lower alkyl ester (7) of methyl branched fatty acid. The reaction temperature of this reaction is selected from the range of 60 to 150 ° C.

Isolation of compound (2) from the reaction mixture is
It can be carried out by a conventional method, for example, by distilling off the solvent, recrystallization, chromatography or the like, or a combination thereof.

[0041] In the general formula (3) indicating the branched fatty acid glyceroglycolipids, c ₁ and c ₂ of R ^2, like the sum thereof from the viewpoint of performance, with the b ₁ and b ₂ as a cosmetic material Is preferably 10 to 16, and particularly preferably 14, c ₃
And c ₄ have a sum of 6 to 14, and especially 8 from the same viewpoint.
It is preferably -12.

The branched fatty acid glyceroglycolipid (3) is produced, for example, according to the following reaction formula.

[0043]

[Chemical 7]

[In the formula, X ¹ represents a halogen atom, M represents a hydrogen atom or a cation group, and R ² has the same meaning as described above.]

That is, fatty acid (1
Compound (3) is obtained by reacting 0).

The compound (9) used in this reaction can be easily produced by a known method such as a reaction of a monosaccharide or oligosaccharide with glycerol monohalohydrin, glycerol dihalohydrin or epihalohydrin.

The compound (10) can be produced, for example, by reacting a fatty acid with an alkaline metal hydroxide such as sodium hydroxide or an amine in the presence of a suitable solvent. Examples of the cation group represented by M in the compound (10) include alkali metal, ammonium group, alkylammonium group, trialkanolamine and the like.

To carry out the present method, for example, the compound (9) and the compound (10) may be reacted at a temperature of 30 to 150 ° C, preferably 70 to 120 ° C. The amount of the compound (10) used here is usually 0.3 to 3.0 times, and particularly preferably 1.0 to 3.0 times the mol of the compound (9).
It is 2.0 times the molar amount. When M of the compound (10) is a hydrogen atom, the reaction is carried out in the presence of an alkaline substance. Examples of the alkaline substance include alkali metal hydroxides such as sodium hydroxide and potassium hydroxide, alkali metal alcoholates and alkylamine hydroxides.

In carrying out this reaction, a polar solvent can be used for the purpose of promoting the mixing of the compound (9) and the compound (10) and allowing the reaction to proceed smoothly. The polar solvent used here is at least one selected from dimethylformamide, dimethylacetamide, dimethylsulfoxide, N-methylpyrrolidone, pyridine, water and the like. The amount of polar solvent used may be selected appropriately. Further, in carrying out this reaction, a phase transfer catalyst can be used for the purpose of promoting this reaction, if necessary. The amount of the phase transfer catalyst used here may be appropriately selected, but is usually 0.1 to 10 mol% with respect to the compound (10). The phase transfer catalyst used here includes, for example, tetraethylammonium bromide, tetrapropylammonium bromide,
Tetrabutylammonium bromide, tetraheptylammonium bromide, tetrahexylammonium bromide, N, N, N-trimethyl-N-octylammonium chloride, N, N, N-trimethyl-N-
Decyl ammonium chloride, N, N, N-trimethyl-N-dodecyl ammonium chloride, N, N, N
-Trimethyl-N-hexadecyl ammonium chloride, N, N, N-trimethyl-N-octadecyl ammonium chloride, N, N-dimethyl-N, N-dihexadecyl ammonium chloride, N, N-dimethyl-
Mention may be made of tetraalkylammonium chlorides such as N, N-dioctadecyl ammonium chloride.

The reaction product of the above reaction contains the desired glyceroglycolipid (3), an inorganic salt as a by-product, an unreacted compound (9) or (10), and the like. There is. Therefore, although the reaction product can be used as it is depending on the purpose of use, when a higher purity product is required, for example, partition chromatography, adsorption chromatography, solvent fractionation method, recrystallization method, etc. It may be appropriately purified by a known method before use.

Thus obtained (A-1) and (A-2)
And (A-3) are thermotropic liquid crystals that retain the lamellar liquid crystal structure in a wide temperature range as described above, and have good properties such as being almost uniformly dispersed as lamellar liquid crystals when mixed with water.

These nonionic amphipathic compounds as the component (A) can be used alone or in combination of two or more kinds, and are added in an amount of 0.1-10%, particularly 1-5% in the total composition. Is preferred.

Examples of the surfactant as the component (B) of the present invention include the following anionic surfactants, amphoteric surfactants, nonionic surfactants and cationic surfactants.

[Anionic Surfactant] (1) A linear or branched alkylbenzene sulfonate having an alkyl group having an average carbon number of 10 to 16. (2) Having a linear or branched alkyl group or alkenyl group having an average carbon number of 10 to 20 and having an average of 0.5 to 10 in one molecule.
8 mol of ethylene oxide, propylene oxide,
Butylene oxide, ethylene oxide and propylene oxide in the ratio of 0.1 / 9.9 to 9.9 / 0.1,
Alternatively, an alkyl or alkenyl ether sulfate in which ethylene oxide and butylene oxide are added at a ratio of 0.1 / 9.9 to 9.9 / 0.1. (3) An alkyl or alkenyl sulfate having an alkyl group or an alkenyl group having an average carbon number of 10 to 20. (4) An olefin sulfonate having an average of 10 to 20 carbon atoms in one molecule. (5) An alkane sulfonate having an average of 10 to 20 carbon atoms in one molecule. (6) A saturated or unsaturated fatty acid salt having an average of 10 to 24 carbon atoms in one molecule. (7) It has an alkyl group or an alkenyl group having an average carbon number of 10 to 20, and an average of 0.5 to 8 moles of ethylene oxide, propylene oxide, butylene oxide, ethylene oxide and propylene oxide per molecule.
At a ratio of 1 / 9.9 to 9.9 / 0.1, or ethylene oxide and butylene oxide of 0.1 / 9.9 to
Alkyl or alkenyl ether carboxylates added at a ratio of 9.9 / 0.1.

(8) An α-sulfofatty acid salt or ester having an alkyl group or an alkenyl group having an average of 10 to 20 carbon atoms. (9) An N-acyl amino acid type surfactant having an acyl group having 8 to 24 carbon atoms and a free carboxylic acid residue or a sulfonic acid residue. (10) A phosphoric acid mono- or diester type surfactant having an alkyl group or an alkenyl group having 8 to 24 carbon atoms or an ethoxylate thereof. (11) A sulfosuccinic acid ester such as a higher alcohol having 8 to 22 carbon atoms or its ethoxylate, or a sulfosuccinic acid ester derived from a higher fatty acid amide. (12) A sulfonate such as higher fatty acid monoethanol amide or diethanol amide having 8 to 20 carbon atoms, or their ethoxylates. (13) A monoglyceride sulfonate having 8 to 20 carbon atoms. (14) A salt of a condensate of a higher fatty acid having 8 to 20 carbon atoms and isethionic acid.

[Amphoteric Surfactant] (15) An α-position addition type secondary amide or tertiary amide type imidazoline type amphoteric surfactant having an alkyl group, an alkenyl group or an acyl group having 8 to 24 carbon atoms. (16) Carbobetaine-based, amidobetaine-based, sulfobetaine-based, hydroxysulfobetaine-based having an alkyl group, an alkenyl group, or an acyl group having 6 to 24 carbon atoms,
Alternatively, an amidosulfobetaine-based amphoteric surfactant.

[Nonionic Surfactant] (17) Having a linear or branched alkyl group or alkenyl group having an average carbon number of 10 to 24, ethylene oxide,
Polyoxyalkylene alkyl ether or polyoxyalkylene alkenyl ether to which propylene oxide or butylene oxide is added. (18) Ethoxylate of monoglyceride having 8 to 20 carbon atoms. (19) Higher fatty acid sucrose ester having 8 to 20 carbon atoms. (20) A polyglycerin fatty acid ester having an acyl group having 8 to 20 carbon atoms. (21) A higher fatty acid monoethanol amide or diethanol amide having 8 to 20 carbon atoms or an ethoxylate thereof. (22) Polyoxyethylene hydrogenated castor oil. (23) Polyoxyethylene sorbitan fatty acid ester having an acyl group having 8 to 20 carbon atoms. (24) Polyoxyethylene sorbit fatty acid ester having an acyl group having 8 to 20 carbon atoms. (25) An alkyl saccharide-based surfactant having a linear or branched alkyl group, alkenyl group or alkylphenyl group having 8 to 18 carbon atoms. (26) Alkylamine oxide having a linear or branched alkyl group having 8 to 20 carbon atoms or an alkenyl group,
Or an alkylamidoamine oxide.

[Cationic Surfactant] (27) An imidazoline ring-opening type quaternary ammonium salt having an alkyl group or an alkenyl group having 7 to 21 carbon atoms.

As the counterion of the anionic residue of these surfactants, alkali metal ions such as sodium and potassium, alkaline earth metal ions such as calcium and magnesium, ammonium ion, and alkanol groups having 2 or 3 carbon atoms. 1 to 3 alkanolamines (eg monoethanolamine, diethanolamine, triethanolamine, triisopropanolamine, etc.)
Can be mentioned. Examples of the counter ion of the cationic residue include halogen ions such as chlorine, bromine and iodine, and methosulfate and saccharinate ions.

Among these surfactants, (2) alkyl ether sulfate, (3) alkyl sulfate, (6)
Saturated or unsaturated fatty acid salt, (9) acylated amino acid,
(10) Phosphoric acid monoester type surfactant, (11) Sulfosuccinate, (12) Amide ether sulfate, (15) Secondary amide type imidazoline type amphoteric surfactant, especially desalting to improve the solubility of the polymer. Improved amido amino acid type amphoteric surfactant (JP-A-63-128)
No. 100), (16) amidobetaine or hydroxysulfobetaine, (17) polyoxyethylene alkyl ether, (25) alkyl saccharide, (26) alkylamine oxide, or (27) alkylimidazoline ring-opening quaternary ammonium salt ( JP-A-4-14912
No. 3) is preferred as the main activator.

Preferred specific examples are sodium polyoxyethylene lauryl ether sulfate (addition of an average of 2 to 3 moles of ethylene oxide), triethanolamine lauryl sulfate, sodium salt of coconut oil fatty acid, coconut oil fatty acid amide ether sulfate, lauroyl-. N-methyl taurine, lauroyl-N-methyl-β-alanine, polyoxyethylene disodium lauryl disodium sulfosuccinate (3 to 7 EO), lauryl phosphate, N-lauroyl-N′-carboxymethyl-N ′-( 2-hydroxyethyl) ethylenediamine triethanolamine salt, N-
Lauroyl-N- (2-hydroxyethyl) -N ',
N'-bis (carboxymethyl) ethylenediamine sodium salt, decyl polyglucoside, lauryl hydroxysulfobetaine, lauric acid amidopropyl dimethylamino acetic acid betaine, polyoxyethylene (20) lauryl ether, lauryl amine oxide, 2-hydroxy-3- [ (2-hydroxyethyl) 2-[(1-oxotetradecyl) amino] ethylamino] propyl-
Examples thereof include N, N, N-trimethylammonium chloride.

These surfactants as the component (B) can be used alone or in combination of two or more kinds, and it is preferable to add 5 to 90% in the total composition. Particularly, in the case of a solid dosage form, 30 to 90%, and in the case of a paste-like dosage form, 20 to 90%.
60%, and in the case of a liquid formulation, it is preferably 10-40%.

In addition to the above-mentioned essential components, these detergent compositions also contain components normally used in detergents such as squalene, lanolin, lanolin derivatives, esters, paraffins, higher alcohols and higher fatty acids. Fats and oils, dimethylpolysiloxane, high molecular weight polysiloxane, methylphenylpolysiloxane, polyether modified silicone, amino modified silicone, carboxy modified silicone, perfluoropolyether, JP-A-61-2675.
No. 05, JP-A 1-1117821, and branched quaternary ammonium salts, JP-A-58-539.
No. 96, Japanese Patent Laid-Open Publication No. 1-117821, feel improvers such as cationic polymers, propylene glycol, glycerin, diethylene glycol monoethyl ether, humectants such as sorbitol, methyl cellulose, carboxyvinyl polymer, hydroxyethyl cellulose, Polyoxyethylene glycol distearate, viscosity modifiers such as ethanol, pearling agents, fragrances, dyes, ultraviolet absorbers, antioxidants, bactericides such as triclosan and trichlorocarban, potassium glycyrrhizinate,
Anti-inflammatory agents such as tocopherol acetate, zinc pyrithione,
Anti-dandruff agents such as octopirox, preservatives such as methylparaben and butylparaben, and other Encyclopedi
a of Shampoo lngredents
The components listed in (Micellepress, 1985) and the like can be optionally added within a range that does not impair the effects of the invention.

The detergent composition of the present invention can be produced by a conventional method. In addition, the pH can be adjusted by a known acidic or alkaline agent used for ordinary detergent compositions.
It is preferable to adjust the pH to 3 to 10, especially pH 4 to 8.

[0065]

EFFECT OF THE INVENTION The detergent composition of the present invention has a good smoothness during washing without deteriorating foaming and detergency, has a creamy foam quality, and has a moist feel to the skin and hair during rinsing. So, even if you continue rinsing, the feeling will last,
It has excellent smoothness and flexibility when dried, and is non-greasy and has an excellent effect of preventing dryness and dryness.

[0066]

EXAMPLES Next, the present invention will be described in more detail with reference to examples, but the present invention is not limited to these examples. Synthesis Example 1 Pentaerythritol 82 g, dimethyl sulfoxide 2
00 g and 1 g of sodium hydroxide were put into a 500 ml flask, heated and dissolved at 105 ° C., dry nitrogen gas was blown thereinto, and about 20 g of water and dimethyl sulfoxide were distilled out to remove water in the reaction system. After 39 g of isostearyl glycidyl ether was added dropwise to this over 1 hour, 1
The reaction was carried out at 05 ° C. for 4 hours with stirring. After the reaction,
Acetic acid (1.5 g) was added to the reaction mixture to neutralize the catalyst, dimethyl sulfoxide was completely distilled off at 80 ° C. under reduced pressure, and 99% ethanol was added to the residue to separate unreacted pentaerythritol by filtration. did. Ethanol was distilled off from the obtained filtrate under reduced pressure, and water was added to the residue 500 times.
ml and ethyl acetate (500 ml) were added and the mixture was extracted with ethyl acetate. The solvent was distilled off from the ethyl acetate-soluble fraction to obtain 63 g of a pale yellow adduct of pentaerythritol isostearyl glycidyl ether. When this crude product is separated and purified using silica gel column chromatography with an elution solvent of acetone: hexane = 2: 1,
The desired pentaerythritol-isostearyl glycidyl ether 1 mol adduct was eluted, and the elution fractions were collected and the solvent was distilled off to obtain the desired pentaerythritol isostearyl glycidyl ether 1 mol adduct 16 g ( Yield 30%) was obtained.

Hydroxyl value 482 (calculated value 486) NMR (CDCl ₃ ): δ (ppm) 3.95 (1H, m, -OCH ₂ -C H OH-CH ₂ O-), 3.67 (6H, s, -C ( C H ₂ OH) ₃ ),
3.46 (8H, m, -OCH _2- ), 1.30 ~ 1.59 (29H, b, -CH ₂ -,-CH-), 0.8
8 (6H, m, -CH ₃ ) IR (liquid film) cm ^-1 : ν _OH (-OH) 3200 to 3400 ν _OH (stretching) (-CH-,-CH ₂ -,-CH ₃ ) 2850,2920 ν _OH (Deflection) (-CH-,-CH ₂ -,-CH ₃ ) 1375,1460 ν _CO (-CO-) 1110,1035,1010

Synthesis Example 2 91 g of sorbitol, 100 g of N-methylpyrrolidone and 1 g of sodium hydroxide were placed in a 300 ml flask, and 1
The mixture was heated to 00 ° C. to dissolve it, and dry nitrogen gas was blown into it to distill about 10 g of water and N-methylpyrrolidone to remove water in the reaction system. After 33 g of isostearyl glycidyl ether was added dropwise thereto over 2 hours, the reaction was carried out at 110 ° C. for 4 hours with stirring. After completion of the reaction, acetic acid (1.5 g) was added to the reaction mixture to neutralize the catalyst, and N-
Methylpyrrolidone was completely distilled off at 80 ° C., 500 g of acetone was added to the residue, and the precipitated unreacted sorbitol was filtered off. Acetone was distilled off from the obtained filtrate under reduced pressure to obtain 42 g of a crude purified product of an adduct of sorbitol / isostearyl glycidyl ether. When this crude product was separated and purified using silica gel column chromatography with an elution solvent of chloroform: methanol = 5: 1, the target 1 mol adduct of sorbitol / isostearyl glycidyl ether was eluted and the elution fraction was obtained. 20 g of 1 mol adduct of the desired sorbitol isostearyl glycidyl ether is collected by collecting the components and distilling off the solvent.
(Yield 39%) was obtained.

Hydroxyl value 664 (calculated value 663) NMR (CDCl ₃ ): δ (ppm) 3.95 to 3.94 (15H, m, -O-CH ₂ , -O-CH-), 1.34 to 1.58 (29H, b, -
CH ₂ -,-CH-), 0.86 (6H, m, -CH ₃ ) IR (liquid film) cm ^-1 : ν _OH (-OH) 3200 to 3400 ν _OH (stretch) (-CH-,-CH ₂ -,-CH ₃ ) 2840,2910 ν _OH (Bend) (-CH-,-CH ₂ -,-CH ₃ ) 1370,1455 ν _CO (-CO-) 1030 ~ 1110

Synthesis Example 3 97 g of methyl glucoside, 200 of dimethyl sulfoxide
g and 1 g of sodium hydroxide were placed in a 500 ml flask and heated to 105 ° C. to dissolve them, and dry nitrogen gas was blown thereinto to distill about 20 g of water and dimethyl sulfoxide to remove water in the reaction system. 33 g of isostearyl glycidyl ether was added dropwise to the flask over 4 hours and then reacted at 105 ° C. for 5 hours with stirring.
After the reaction was completed, 1.5 g of acetic acid was added to the reaction mixture to neutralize the catalyst, and dimethylsulfoxide was added under reduced pressure at 80 ° C.
Completely removed by distillation at 99 ° C., 99% ethanol was added to the residue, and the precipitated unreacted methyl glucoside was filtered off.
Ethanol was distilled off from the obtained filtrate under reduced pressure, 500 ml of water and 500 ml of ethyl acetate were added to the residue for extraction with ethyl acetate, and the solvent was distilled off from the ethyl acetate-soluble fraction to give pale yellow methyl glucoside / iso. 49 g of a crude product of an adduct of stearyl glycidyl ether was obtained. This crude product was separated and purified using silica gel column chromatography to elute the target 1 mol adduct of methyl glucoside / isostearyl glycidyl ether with an elution solvent of acetone: hexane = 4: 1. Collect the eluate fractions and evaporate the solvent to remove the target methyl glucoside
1-Mole Adduct of Isostearyl Glycidyl Ether 16
g was obtained.

Hydroxyl value 436 (calculated value 432) NMR (CDCl ₃ ): δ (ppm) 4.75 (1H, d, -OC H -OCH ₃ ), 3.95 (1H, m, -OCH ₂ -C H OH-CH ₂ O-),
3.77 to 3.35 (12H, m, -OC H ₂ -,-OC H- ), 3.24 (3H, s, -OCH ₃ ), 1.
30 to 1.59 (29H, b, -C H ₂ -,-C H- ), 0.85 (6H, m, -C H ₃ ) IR (liquid film) cm ^-1 : ν _OH (-OH) 3200 to 3400 ν _OH (stretch) (-CH-,-CH ₂ -,-CH ₃ ) 2840,2915 ν _OH (bend) (-CH-,-CH ₂ -,-CH ₃ ) 1375,1460 ν _CO (-CO- ) 1110,1035,1005

Synthesis Example 4 69 g of maltitol, 400 g of N-methylpyrrolidone and 2 g of sodium hydroxide were placed in a 300 ml flask, and 1
It was heated to 10 ° C. to dissolve it, and dry nitrogen gas was blown into the solution to distill about 10 g of water and N-methylpyrrolidone to remove water in the reaction system. 38 g of 2-decyl tetradecyl glycidyl ether was added dropwise to the reaction solution over 2 hours, and then reacted at 110 ° C. for 4 hours while stirring. After completion of the reaction, 5 g of phosphoric acid was added to the reaction mixture to neutralize the catalyst, and then N-methylpyrrolidone was completely distilled off at 80 ° C. under reduced pressure, and 500 g of acetone was added to the residue for precipitation. Unreacted maltitol was filtered off. Acetone was distilled off from the obtained filtrate under reduced pressure to obtain 83 g of a crudely purified adduct of maltitol 2-decyltetradecylglycidyl ether. When this crude product is separated and purified by silica gel column chromatography, the target 1 mol adduct of maltitol 2-decyltetradecyl glycidyl ether is eluted with an eluting solvent of chloroform: methanol = 2: 1. Then, the eluted fractions were collected and the solvent was distilled off to obtain 20 g of a 1 mol adduct of maltitol 2-decyltetradecyl glycidyl ether.

Hydroxyl value 663 (calculated value 670) NMR (CDCl ₃ ): δ (ppm) 4.90 (1H, d, -OC H -OCH ₃ ), 3.96 (1H, m, -OCH ₂ -C H OH-CH) ₂ O-),
3.78 ~ 3.42 (20H, m, -OC H ₂ -,-OC H- ), 1.30 ~ 1.59 (41H, b, -C
H ₂ -,-C H- ), 0.81 (6H, m, -C H ₃ ) IR (liquid film) cm ^-1 : ν _OH (-OH) 3200 to 3400 ν _OH (stretch) (-CH-,- CH ₂ -,-CH ₃ ) 2830,2910 ν _OH (Deflection) (-CH-,-CH ₂ -,-CH ₃ ) 1370,1450 ν _CO (-CO-) 1030,1110

Synthesis Example 5 Methyl isostearate 29.9 was placed in a 1 liter reaction vessel equipped with a distillation condenser equipped with a thermometer, a stirrer and a pressure reducing device.
g (0.1 mol), pentaerythritol 68 g (0.
5 mol), 1.9 g of 28% sodium methylate / methanol solution and 450 ml of dimethylformamide were charged,
2.5 at 100 ° C and 100 to 120 mmHg vacuum
The reaction was carried out over time. During this reaction, about 100 ml of dimethylformamide was distilled from the reaction system. After cooling the contents of the reaction, about 400 ml of water was added and the layers were separated. After extraction by adding ether to the lower layer, the ether layer was added to the initially separated upper layer, and each layer was washed with 200 ml of water three times. After removing the ether under reduced pressure, crude pentaerythritol monoisostearate having a purity of 77% was obtained (yield 70
%). This was purified by silica gel chromatography (ethyl acetate / ethanol) until a single spot was obtained by thin layer chromatography, and 21 g of pentaerythritol monoisostearate (yield 50%) was obtained (purity 94%). IR (liquid film) cm ^-1 : 3450 (OH), 2840 ~ 2950 (CH), 1720 (C =
O), 1640 (CH), 1404 (CO) ¹ H-NMR (CDCl ₃ ): δ (ppm)

[0075]

[Chemical 8]

4.1 [(c), 2H], 3.6 [(b), 6H], 3.3 [(a), 3H], 2.
4 [(d), 2H], 1.1-1.7, [(e), 27H], 0.9 [(f), 6H]

Synthesis Example 6 (1) Glucose 160 g (0.88 mol) and 3-chloro-1,2-propanediol 956 g (8.
8 mol) and Dowex 50WX8 (H
40 g of a mold, 50 to 100 mesh) was added, and the temperature was raised to 60 ° C. with stirring and reacted for 16 hours. After the reaction,
3 unreacted under reduced pressure by filtration with a glass filter
-Chloro-1,2-propanediol was distilled off. The obtained residue was washed with 500 g of acetone three times in total, and then dried under reduced pressure to give 3-chloro-2-hydroxy-1-O-.
79 g of glucosyl propane was obtained (33% yield). (2) 83 g (0.3 mol) of 3-chloro-2-hydroxy-1-O-glucosylpropane obtained in (1) in the reactor
47 g (0.15 mol) of sodium isostearate, 1.0 g of tetrabutylammonium bromide and 200 ml of dimethylformamide were added, and the mixture was heated to 100 ° C. with stirring and reacted for 8 hours. After completion of the reaction, dimethylformamide was distilled off under reduced pressure. To the obtained residue, 300 g of water and 600 g of ethyl acetate were added, shaken vigorously, and allowed to stand to recover an ethyl acetate layer, and ethyl acetate was distilled off under reduced pressure to obtain a crude product. The crude product was further purified by silica gel chromatography (chloroform / methanol = 10: 1) to give 3-O-isostearoyl-
14 g of 1-O-glucosylglycerol was obtained (isolation yield 26%).

[0078]

[Chemical 9]

¹ H-NMR (CDCl ₃ ): δ (ppm, TMS standard): 0.79 to 1.
03 (t, 6H), 1.11 ~ 1.45 (broad, 25H), 1.56 (broad, 2H) 2.33 (broad, 2H), 3.23 ~ 4.39 (m, 11H), 4.88 (broad, 1H) IR (liquid film) cm ^-1 : 3400,2950 ~ 2860,1740,1650,1470,1390
~ 950 mass spectrometry (FAB ionization method) m / z: 521 (M + H) ⁺

Synthesis Example 7 Pentaerythritol 82 g, dimethyl sulfoxide 2
00 g and 1 g of sodium hydroxide were put into a 500 ml flask, heated and dissolved at 105 ° C., dry nitrogen gas was blown thereinto, and about 20 g of water and dimethyl sulfoxide were distilled out to remove water in the reaction system. After 39 g of isostearyl glycidyl ether was added dropwise to this over 1 hour, 1
The reaction was carried out at 05 ° C. for 4 hours with stirring. After the reaction,
Acetic acid (1.5 g) was added to the reaction mixture to neutralize the catalyst, dimethyl sulfoxide was completely distilled off at 80 ° C. under reduced pressure, and 99% ethanol was added to the residue to separate unreacted pentaerythritol by filtration. did. Ethanol was distilled off from the obtained filtrate under reduced pressure, and water was added to the residue 500 times.
ml and ethyl acetate (500 ml) were added and the mixture was extracted with ethyl acetate. The solvent was distilled off from the ethyl acetate-soluble fraction to obtain 63 g of a pale yellow adduct of pentaerythritol isostearyl glycidyl ether. When gel permeation chromatography was performed on this crude product,
1 mole of isostearyl glycidyl ether added to pentaerythritol, 2 moles of diether body, 3 moles of triether body, and 4
It was confirmed that the mixture was a mixture of mole-added tetraethers, and the composition ratios of the monoethers, diethers, triethers and tetraethers were 77%, 19% and 3% from the peak area ratios, respectively. % And 1%.

Hydroxyl value 438 IR (liquid film) cm ^-1 : ν _OH (-OH) 3200 to 3400 ν _OH (stretching) (-CH-,-CH ₂ -,-CH ₃ ) 2850,2920 ν _OH (variable) Angle) (-CH-,-CH ₂ -,-CH ₃ ) 1375,1460 ν _CH (-CO-) 1110,1035,1010

Test Example 1 With respect to the nonionic amphipathic compound obtained in Synthesis Example,
The properties at room temperature (25 ° C) and 55 ° C and the dissolved state in water (concentration 5% by weight) were examined. The results are shown in Table 1. (Evaluation method) The properties at 25 ° C and 55 ° C were examined by a polarizing plate, a polarizing microscope, X-ray diffraction, DSC and the like. The dissolved state in the water system is the same as the property after collecting 1 g of the sample in a 30 ml volume sample bottle, adding ion-exchanged water so that the sample concentration becomes 5% by weight, and heating and stirring repeatedly to mix uniformly. The dissolved state was investigated by the method of.

[0083]

[Table 1]

Example 1 A detergent composition (pH = 7) having the composition shown in Table 3 was produced, and foaming, slippage during fingering / finger passage,
The creaminess of the foam, the feel at the time of rinsing, the feel at the time of drying, the dryness / dryness, and the tackiness were evaluated. The results are shown in Table 4. In each evaluation, 20 g (15 cm) of the hair of a Japanese woman who had undergone a perm treatment was coated with 1 g of the cleaning liquid, and foaming, creamyness of the foam, slipping and rinsing with running water at 40 ° C., a feeling at the beginning of rinsing, and after thoroughly rinsing Regarding the feel of the hair, the feel of the hair after drying with a doyer, take 1 g of the washing liquid on the palm, add tap water in an appropriate amount, and foam when foaming, creamyness of the foam, slip, rinsing start and rinse End and dry After the application, the hand skin was examined by 5 specialized panelists.

[0085]

[Table 2] Bubbling ○: Bubbling is good. Δ: Insufficient foaming. X: Poor foaming. Slip when swirling / Finger passage ○: Slip / Finger passage is good. Δ: Slip / finger passage is insufficient. X: Slip / finger passage is bad. Bubble creaminess ○: Creamy and good. Δ: Insufficient creaminess X: The creaminess is poor. Feeling during rinsing ○: Moisturizing without creaking. Δ: Slightly squeaky and insufficient moist feeling. X: Strong squeaky and no moist feeling at all. Feel after drying ○: Good smoothness, softness and moistness. Δ: Slip was slightly lacking and softness and moist feeling were insufficient. X: Slip was bad and soft and moist feeling was poor. With dryness and dryness ○: There is no dryness and dryness. Δ: Somewhat dry and dry. X: Dryness and dryness are strongly felt. Sticky ○: Not sticky . Δ: A little sticky. X: Sticky.

[0086]

[Table 3]

[0087]

[Table 4]

Example 2 A shampoo having the following composition was produced. The obtained shampoo has good lathering during hair washing, slipperiness, creamy foam quality, no squeaky feeling during rinsing, moist feel, and lasting feeling even after continuous rinsing, smoothness and flexibility after drying. Excellent, non-greasy, dry and dry.

[0089]

(Component) (%) (1) N-lauroyl-N'-carboxymethyl-N '-(2-hydroxyethyl) ethylenediamine TEA salt 12 (2) Polyoxyethylene (5) lauryl disodium sulfosuccinate 12 (3) 1-Mole Adduct of Pentaerythritol Isostearyl Glycidyl Ether (Synthesis Example 1) 3 (4) Palm Oil Fatty Acid Amidopropyl Betaine 1 (5) Monodecanoic Acid Glyceride 1 (6) Perfume 0.5 (7) Dye Appropriate amount (8) Water balance

Example 3 An anti-dandruff shampoo having the following composition was produced. The obtained anti-dandruff shampoo foams well when washing hair, has good slipperiness, has a creamy foam quality, has no moisturizing feel when rinsing, and has a moist feel. Excellent flexibility, non-greasy, dry,
I didn't feel dry. The antidandruff effect was also good.

[0091]

[Table 6] (Components) (%) (1) Lauryl sulfate triethanolamine salt 10 (2) Polyoxyethylene (2) Lauryl disodium sulfosuccinate 4 (3) 1 mol adduct of methyl glucoside / isostearyl glycidyl ether (Synthesis Example 3) 2 (4) Lauryl hydroxysulfobetaine 1 (5) Pantothenyl alcohol 0.2 (6) Cationic polymer (Gaff Coat 755N, manufactured by Gaff Co.) 0.2 (7) Lanolin fatty acid aminopropyl ethyldimethylammonium Etosulfate 0.2 (8) Octopirox 0.5 (9) Perfume and pigment Appropriate amount (10) Water balance

Example 4 An anti-dandruff shampoo having the following composition was produced. The obtained anti-dandruff shampoo foams well when washing hair, has good slipperiness, has a creamy foam quality, has no moisturizing feel when rinsing, and has a moist feel. Excellent flexibility, non-greasy, dry,
I didn't feel dry. The antidandruff effect was also good.

[0093]

Table 7 (Component) (%) (1) 3- (N-lauroylaminoethyl-N-hydroxydiethyl) amino-2-hydroxy-1-propanesulfonic acid TEA salt 10 (2) Polyoxyethylene (3) Lauryl ether sulfate sodium salt 8 (3) Pentaerythritol monoisostearate (Synthesis example 5) 5 (4) Lauryl dimethylamine oxide 2 (5) Cationized guar gum (Diguar C-13-S, Celanese-Stein Hall Company ) 0.1 (6) Polyvinyl alcohol 0.5 (7) Zinc pyrithione 1.0 (8) Perfume and dye, appropriate amount (9) Water balance

Example 5 A conditioning shampoo having the following composition was produced. The resulting conditioning shampoo lathers well when washing hair, has a smooth texture, has a creamy foam quality, does not have a squeaky feeling when rinsing, has a moist feel, and retains that feeling even after continued rinsing, and has smoothness and flexibility after drying. Excellent in
I didn't feel greasy, dry or dry.

[0095]

Table 8 (Component) (%) (1) N-lauroyl-N'-carboxymethyl-N '-(2-hydroxyethyl) ethylenediamine TEA salt 8 (2) Coconut oil fatty acid amide ether sulfate sodium salt (Genapol AMS) -Na, manufactured by Hoechst) 8 (3) Lauric acid monoethanolamide 1 (4) Lauryl dimethylamino acetic acid betaine 1 (5) Maltitol 2-decyltetradecyl glycidyl ether 1 mol adduct (Synthesis example 4) 1 (6) Cationized cellulose (Polymer JR400, manufactured by UCC) 0.3 (7) 2-dodecylhexadecyltrimethyl ammonium chloride 0.2 (8) Monodecanoic acid glyceride 1 (9) Amodimethicone emulsion (SM8702C, Toray. (Dow Corning Silicone) 0. (10) Perfume, dye qs (11) Water Balance

Example 6 A shampoo having a rinse effect having the following composition was produced. The obtained shampoo foams well when washing hair, has good slipperiness, and has a creamy foam quality without creaking when rinsing.
It had a moist feel, maintained its feeling even after continuous rinsing, had excellent smoothness and flexibility after drying, was not sticky, and had no dryness or dryness.

[0097]

Table 9 (Components) (%) (1) N-lauroyl-N- (2-hydroxyethyl) -N ', N'-bis (carboxymethyl) ethylenediamine TEA salt 12 (2) Polyoxyethylene (4) Lauryl ether carboxylate sodium salt 8 (3) Lauroyl-N-methyl-β-alanine sodium 3 (4) Amidopropyl laurate dimethylaminoacetate betaine 2 (5) Cationized cellulose derivative (QUATRISOFT POLYMER LM-200, manufactured by Amerchlo) ) 0.1 (6) 3-O-isostearoyl-1-O-glucosyl glycerol (Synthesis example 6) 5 (7) 2-decyltetradecyltrimethylammonium chloride 0.1 (8) Polyether-modified silicone derivative (SH3775C) , Toray Dow Corning Silicone Co., Ltd.) 3 (9) Dimethyl poly Rokisan (25 10000000Cst at ° C.) 1 (10) Perfume, dye, herbal extract q.s. (11) pH adjusting agent (pH adjusted to 6-7) q.s. (12) Water Balance

Example 7 A face-wash foam having the following composition was produced. The obtained facial cleansing foam has good foaming and slipperiness during cleansing, has a creamy foam quality, has no moisturizing feel when rinsing, has a moist feel, and retains that feeling even after continuous rinsing, and has smoothness and flexibility after drying. It did not feel sticky, dry, or dry.

[0099]

TABLE 10 (Component) (%) (1) an alkyl saccharide _{(C 12 - (EO) 2} - (G) 2.5) * 1) 30 (2) lauryl sulfosuccinate disodium 20 (3) pentaerythritol isostearyl Mixture of 1 mol to 4 mol adduct of glycidyl ether (Synthesis example 7) 9 (4) Potassium laurate 10 (5) Ethylene glycol distearate ^{* 2)} 4 (6) Perfume, pigment, herb extract Suitable amount ( 7) Water balance * 1) C ₁₂ : lauryl group, G: glucose residue * 2) Emanone 3201M (manufactured by Kao)

Example 8 A solid detergent having the composition shown below was produced. The obtained solid detergent has good foaming during cleaning, good slipperiness, creamy foam quality, no creaking upon rinsing, a moist feel, and the sensation continues even after rinsing, smoothness after drying, It had excellent flexibility, was not sticky, and had no dryness or dryness.

[0101]

Table 11 (Components) (%) (1) Sodium monolauryl phosphate 70 (2) Sodium dilauryl phosphate 10 (3) 1 mol adduct of sorbitol isostearyl glycidyl ether (Synthesis example 2) 10 (4) Poly Oxyethylene (10) Lauryl ether 5 (5) Carboxymethyl chitin 0.05 (6) Perfume 0.3 (7) Dye slight amount (8) Baraven 0.3 (9) Water balance

Example 9 A creamy hand wash having the following composition was produced. The obtained hand wash has good foaming properties during cleaning, smoothness, creamy foam quality, no squeaky feeling during rinsing, a moist feel, and a long-lasting feeling even after continuous rinsing, smoothness and flexibility after drying. It did not feel sticky, dry, or dry.

[0103]

Table 12 (Components) (%) (1) Sodium monolauryl phosphate 40 (2) Sodium monocetyl phosphate 5 (3) Pentaerythritol / isostearyl glycidyl ether 1 mol to 4 mol mixture of adducts (Synthesis example 7) ) 5 (4) Lauryl hydroxysulfobetaine 3 (5) Lauryl amine oxide 1 (6) Diethylene glycol monoethyl ether 5 (7) Triclosan 0.1 (8) Sodium chloride 5 (9) Polyethylene glycol (molecular weight 8000) 2 (10 ) Water balance

Example 10 A body shampoo having the following composition was produced. The obtained body shampoo has good foaming properties during cleaning, slipperiness, creamy foam quality, no squeakiness during rinsing, moisturizing feel, and lasting feeling even after continuous rinsing, smoothness after drying and softness. Excellent in stickiness, non-greasy, dry,
I didn't feel dry.

[0105]

[Table 13] (Component) (%) (1) Monolauryl phosphate ditriethanolamine 30 (2) Alkyl saccharide (C ₁₂ -O- (G) ₂ ) ^{* 3)} 10 (3) Lauric acid 5 (4) Cocoyl-N-methyl-taurate 3 (5) Cocoyl isethionate 3 (6) 1-mole adduct of pentaerythritol isostearyl glycidyl ether (Synthesis Example 1) 4 (7) Myristylamine oxide 2 (8) Squalene 0. 1 (9) Perfluoropolyether (FOMBLIN HC / 25, manufactured by Montefluos) 0.1 (10) Denatured ethanol 3 (11) Cationic silk protein hydrolyzate 0.05 (12) Perfume, pigment, preservative, pH adjuster Appropriate amount (13) Water balance * 3) C ₁₂ : Cocoyl group, G: Galactose residue

Example 11 A face cleanser for makeup remover having the following composition was produced. The resulting face cleanser has good foaming properties on the face wash, slipperiness, and a creamy foam quality, without creaking when rinsing, with a moist feel, which lasts even after rinsing, and provides smoothness and flexibility after drying. It did not feel sticky, dry, or dry.

[0107]

Table 14 (Components) (%) (1) Ditriethanolamine monolauryl phosphate 10 (2) Polyoxyethylene (4) lauryl ether triethanolamine sulfate 10 (3) Cocoyl glutamate monosodium 5 (4) Coconut oil Fatty acid sucrose ester (DK ester S-L18A, manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd.) 3 (5) Pentaerythritol monoisostearate (Synthesis example 5) 5 (6) Decamethylcyclopentasiloxane 5 (7) Polyoxyethylene ( 20) Sorbitan monolaurate 2 (8) Perfume proper amount (9) Water balance

Claims (2)

[Claims] 1. The following components (A) and (B): (A) Having at least one long-chain branched alkyl or alkenyl group and at least three hydroxyl groups in one molecule, 2
Nonionic amphipathic compound that retains lamellar liquid crystal structure at temperatures above 5 ° C and 50 ° C (B) Anionic surfactant, amphoteric surfactant, nonionic surfactant and cationic surfactant A detergent composition containing one or more surfactants selected from agents. 2. The cleaning composition according to claim 1, which contains 0.1 to 10% by weight of component (A) and 5 to 90% by weight of component (B).