JPH0657292A - Detegent composition - Google Patents

Abstract

PURPOSE:To provide a detergent compsn. which is mild to the hair and skin, excellent in detergency and foaming power, and good in feel during use. CONSTITUTION:The detergent compsn. contains a mixture comprising an amidosulfobetaine compd. of formula I and a polyoxyethylene fatty acid amide compd. of formula II. In the formulas, R<1> and R<4> are each a 7-21C alkyl, etc.; R<2> and R<3> are each Me, Et, or OH; X<1> and Y are each H, OH, or SO3M; X<2> is H, SO3M, COCH(OH)CH(SO3M)COON, etc.; n is 2-10; M is Na, ammonium, etc.; m is 2-20; provided that if Y is H or OH, then X<1> is SO3M, and if Y is SO3M, then X<1> is H or OH.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a detergent composition which is excellent in foaming power and detergency, exhibits creamy foaming and gives a good feel during use, and has less protein denaturation.

[0002]

2. Description of the Related Art Conventionally, alkyl sulfates, polyoxyethylene alkyl ether sulfates, as activators for detergents,
And anionic surfactants such as α-olefin sulfonates are widely used. Although these anionic surfactants have excellent foaming power and detergency, they are irritating to the skin and cause rough skin, and therefore are not practically satisfactory.

On the other hand, as a means for improving skin irritation,
Uses polyoxyethylene fatty acid amide surfactants such as polyoxyethylene fatty acid amide ether sulfate and polyoxyethylene amide sulfosuccinate to suppress skin irritation to a low level and provide excellent foaming power and detergency. It is possible to obtain a cleaning agent having
2298. The method of the present invention solves the problem of skin irritation and the problem of detergency / foaming power at the same time, but it has a slimy feeling at the time of rinsing and has a less dry feeling on the skin after drying, which is suitable for clothing. Like detergent, kitchen cleaner, hair cleaner and body cleaner,
It is not always satisfactory as a cleaning agent that comes into contact with human skin.

[0004]

DISCLOSURE OF THE INVENTION The present invention is intended to provide a detergent composition which has a mild action on the skin and hair, is excellent in detergency and foaming power, and has a good feeling in use. Is.

[0005]

[Means for Solving the Problems] The present inventors have conducted earnest studies to obtain a detergent composition which causes less skin irritation, less slickness during rinsing, and a refreshing feel on the skin after washing. As a result, they have found that the above problems can be achieved by blending a polyoxyethylene fatty acid amide compound having a specific chemical structure with an amide sulfobetaine compound, and completed the present invention.

That is, the present invention provides at least one amidosulfobetaine compound represented by the following general formula (I):

[Chemical 4] [In the formula (I), R ¹ represents an alkyl group having 7 to 21 carbon atoms or an alkenyl group, R ² and R ³ each independently represent a methyl group, an ethyl group, or a hydroxyethyl group; Represents an integer of 2 to 10, X ¹ and Y each independently represent a hydrogen atom, a hydroxyl group, or a —SO ₃ M ¹ group, provided that when Y is a —SO ₃ M ¹ group, X ^{1 and} Represents a hydroxyl group or a hydrogen atom, and when Y is a hydrogen atom or a hydroxyl group, X ¹ represents a —SO ₃ M ¹ group, M ¹ represents a sodium atom, a cationic residue of an alkanolamine, or an ammonium group. . ]
And a polyoxyethylene fatty acid amide compound represented by the following general formula (II):

[Chemical 5] [In the formula (II), R ⁴ represents an alkyl group having 7 to 21 carbon atoms or an alkenyl group, m represents an integer of 2 to 20, X ² represents a hydrogen atom, a —SO ₃ M ² group, or An atomic group represented by the following general formula (III):

[Chemical 6]And M²Is an alkali metal atom, alkanol amine
Cationic residue, ammonium group, or basic
Represents a cationic residue of a mino acid, and is represented by Z in the above formula (III).
And W are each independently a hydrogen atom, a hydroxyl group,
Or -SO₃M ^FourRepresents a group, provided that W is -SO₃M
^FourWhen it is a group, Z represents a hydroxyl group or a hydrogen atom,
When W is a hydrogen atom or a hydroxyl group, Z is -SO₃M
^FourRepresents a group, M³And M^FourAre each independent of each other,
Alkali metal atom, cationic residue of alkanolamine
Group, ammonium group, cationic residue of basic amino acid
Represents ] Containing at least one selected from
It is characterized by that.

[0007]

In the present invention, the amide sulfobetaine compound represented by the general formula (I) uses a fatty acid having 8 to 22 carbon atoms as a starting material, and uses a fatty acid having a tertiary amino group such as dimethylaminopropylamine. Produced by dehydration condensation with a lower alkyldiamine containing amide to produce an amide containing a tertiary amino group, separately reacting epichlorohydrin with sulfite to prepare chlorohydroxypropane sulfonate, and reacting both of them in the presence of a base. can do. The fatty acid used to form the acyl group in the formula (I) is a linear or branched fatty acid having 8 to 22 carbon atoms, and examples thereof include caprylic acid, capric acid,
It is selected from lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid and the like.

Illustrative representative amide sulfobetaine compounds useful in the present invention include lauryl amide dimethyl hydroxypropyl sulfobetaine and cocoyl amide dimethyl hydroxypropyl sulfobetaine.
However, the amide sulfobetaine used in the present invention is not limited to these.

In the present invention, the polyoxyethylene fatty acid amide compound represented by the general formula (II) uses a fatty acid having 8 to 22 carbon atoms as a starting material, which is esterified with a lower alcohol and monoethanolamine. Amidation with, followed by oxyethylenation by addition of ethylene oxide to prepare polyoxyethylene fatty acid amide, which is further subjected to sulfation reaction, and the resulting reaction product is treated with a basic compound Alternatively, the reaction product can be obtained by neutralizing the reaction product with maleic anhydride and a sulfite and then neutralizing the reaction product.

The fatty acid used for constituting the acyl group in the formula (II) is a linear or branched fatty acid having 8 to 22 carbon atoms, and examples thereof include caprylic acid, capric acid, lauric acid and myristin. It is selected from acids, palmitic acid, stearic acid, oleic acid, palm fatty acid and the like. However, the fatty acids that can be used are not limited to these.

A typical polyoxyethylene fatty acid amide compound of the formula (II) is polyoxyethylene (2)
Lauryl amide, polyoxyethylene (5) Lauryl amide sulfosuccinate salt, polyoxyethylene (2)
Examples thereof include myristyl amide sulfate, polyoxyethylene (2) cocoyl amide sulfate, and polyoxyethylene (5) lauryl amide sulfate. However, the polyoxyethylene fatty acid amide compound that can be used in the present invention is not limited to these.

The detergent composition of the present invention has the above formula (I)
Compound component (a) and compound component (b) of formula (II)
Other surfactants may be included in addition to the formulation. Other surfactants include fatty acid soap, higher alcohol sulfate ester salt, polyoxyethylene higher alcohol sulfate ester salt, higher alcohol phosphate ester salt, polyoxyethylene higher alcohol phosphate ester salt, polyoxyethylene higher fatty acid phosphate salt. Ester salt,
Anion surface activity of sulfonated higher fatty acid salt, sulfonated higher fatty acid higher alcohol ester salt, higher alcohol sulfosuccinate ester salt, acylmethyl taurine, N-long chain acyl-glutamate, acyl isethionate, α-olefin sulfonate, etc. One or more types of agents, nonionic surfactants such as fatty acid diethanolamide and fatty acid monoethanolamide, and amphoteric surfactants such as alkyl betaine / alkyl amide betaine / alkyl imidazolium betaine can be used.

In the detergent composition of the present invention, the formula (I)
The compounding weight ratio of the compound component (a) of (1) to the compound component (b) of formula (II) is preferably 1:10 to 10: 1, more preferably 3: 7 to 7: 3. . When the above blending ratio (a) / (b) is less than 1:10, sliminess may be increased during rinsing, and the dry feeling of the skin may be insufficient, and it may be 10:
When it exceeds 1, the foam quality may not be creamy and the cleaning effect may be insufficient. In the detergent composition of the present invention, the compound component (a) of the formula (I) and the formula (II)
The content (dry) of the compound component (b) compound is preferably 1% by weight to 40% by weight.

The composition of the present invention may contain solubilizers such as glycols, emollients such as ester oils, moisturizers such as hyaluronic acid, chitin and chitosan, aloe extract, placenta extract, etc., if necessary. Cell activator, allantoin,
Anti-inflammatory agents such as glycyrrhizinic acid, anti-dandruff agents such as zinc pyrithione and piroctone olamine, and bactericides, fragrances, pigments and the like can be added.

[0015]

EXAMPLES The present invention will be described in more detail by the following production examples and examples.

Examples 1 to 3 and Comparative Examples 1 and 2 The following body shampoo compositions were prepared in which the pure concentration of the active agent was adjusted to 20%, and the foaming power during use, sliminess during rinsing, and drying were obtained. A refreshing feeling and a protein denaturation rate test were performed later.

The test method was as follows. Foaming power The cleaning agent was diluted with distilled water so that the active component pure content was 0.2%, and the foaming power was measured according to the method described in JIS K3362.

Numbness 10 panelists 20 to 40 years old, using 5 ml of a sample taken in a sponge for bathing, wash their hands and forearm three times with warm water of about 40 ° C., and evaluate the results. Was calculated. There is no slimy feeling …………………… 4 points Almost no slimy feeling ………… 3 points Somewhat slimy feeling ……………… 2 points There is a clear slimy feeling ………… 1 point

[0019] After feeling the above-mentioned evaluation at the time of rinsing, the washed portion was naturally dried, and the result was evaluated. There is no slimy feeling and it is refreshing ………… 4 points There is almost no slimy feeling and it is refreshing …… 3 points There is a slight slimy feeling, and a refreshing feeling is thin ………… 2 points The rest is not refreshing ………… 1 point

(Protein Denaturation Rate Testing Method) The ovalbumin denaturation rate when the sample was added to an ovalbumin pH7 buffer solution to a sample concentration of 1% using aqueous high performance liquid chromatography, was determined by the absorption peak at 220 nm. Was measured using. Denaturation rate (%) = (H ₀ −H _s ) / H ₀ × 100 H ₀ : height of 220 nm absorption peak of ovalbumin H _s : 22 when sample is added to ovalbumin buffer solution
The standard for evaluating the height of the 0 nm absorption peak was set as follows. ⊚: Ovalbumin denaturation rate of less than 10% ◯: Ovalbumin denaturation rate of 20% to 30% Δ: Ovalbumin denaturation rate of 30% to 50% ×: Ovalbumin denaturation rate of 50% or more

The test results are shown in Table 1.

[Table 1]

Example 4 A conditioning shampoo having the following composition was prepared. Ingredient Amount (%) Cocoyl amide dimethyl hydroxypropyl 25.5 sulfobetaine (30% solution) Polyoxyethylene (5) lauryl amide ether 15.5 sulfosuccinate Na salt (30% solution) lauroyl methyl -β- alanine Sodium (30% solution) 5.0 Polyoxyethylene (2) laurylamide 3.2 Ether sulfate Na salt (37% solution) Lauric acid diethanolamide 2.0 Glycerin 3.0 Collagen 0.1 Cationized guar gum 0.3 Carboxymethyl chitin 0.2 EDTA 0.1 Citric acid Amount of water to make pH = 6.5 Table 2 shows the balance test results.

Example 5 A pearly shampoo having the following composition was prepared. Ingredient Amount (%) lauryl amide dimethyl hydroxypropyl 20.0 sulfobetaine (30% solution) Polyoxyethylene (5) lauryl amide ether 16.2 sulphate triethanolamine salt (37% solution) N- cocoyl -L-glutamic acid 5.0 monotriethanolamine (30% solution) lauroylmethyltaurine sodium (30% solution) 5.0 lauric acid diethanolamide 2.0 coconut oil fatty acid monoethanolamide 1.5 sodium hyaluronate 0.5 Caustic soda pH = 6 Amount Methylparaben 0.1 Perfume Appropriate amount Water Balance Table 2 shows the test results.

Example 6 A transparent kitchen detergent having the following composition was prepared. Ingredient Amount (%) Cocoyl amide dimethyl hydroxypropyl 20.0 sulfobetaine (30% solution) Polyoxyethylene (5) lauryl amide ether 16.2 sulphate sodium salt (37% solution) Polyoxyethylene (2) cocoyl 3 0.0 Monoethanolamide Cocoyldiethanolamide 6.0 Methylparaben 0.2 EDTA 0.1 Water residual test results are shown in Table 2.

[0025]

[Table 2]

[0026]

EFFECT OF THE INVENTION The detergent composition of the present invention has sufficient foaming power / detergency, has less skin slimy feeling during rinsing,
It has an excellent feeling of dryness on the skin after drying, has low protein denaturation, and is highly practical.

─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. ⁵ Identification code Office reference number FI technical display area C11D 1:29)

Claims (1)

[Claims] 1. At least one represented by the following general formula (I):
One amide sulfobetaine compound:[In the formula (I), R¹Is an alkyl group having 7 to 21 carbon atoms,
Or represents an alkenyl group, R²And R³Are each other
Independently of methyl, ethyl, or hydroxyethyl
Represents a radical group, n represents an integer of 2 to 10, and X represents¹， O
And Y are each independently a hydrogen atom, a hydroxyl group, or
Is -SO₃M¹Represents a group, provided that Y is -SO₃M¹Basis
, Then X¹Represents a hydroxyl group or a hydrogen atom, and Y
When is a hydrogen atom or a hydroxyl group, X¹Is -SO₃M¹Basis
And M¹Is the sodium atom, alkanolami
Represents a cationic residue of amino acid or an ammonium group.
You ] And at least 1 represented by the following general formula (II)
Species of polyoxyethylene fatty acid amide compounds:[In the formula (II), R^FourIs an alkyl group having 7 to 21 carbon atoms,
Or an alkenyl group, and m represents an integer of 2 to 20.
Then X²Is a hydrogen atom, -SO₃M²Group, or one of the following
An atomic group represented by general formula (III):And M²Is an alkali metal atom, alkanol amine
Cationic residue, ammonium group, or basic
Represents a cationic residue of a mino acid, and is represented by Z in the above formula (III).
And W are each independently a hydrogen atom, a hydroxyl group,
Or -SO₃M ^FourRepresents a group, provided that W is -SO₃M
^FourWhen it is a group, Z represents a hydroxyl group or a hydrogen atom,
When W is a hydrogen atom or a hydroxyl group, Z is -SO.₃M^Four
Represents a group, M³And M^FourAre independent of each other.
Lucari metal atom, cationic residue of alkanolamine
Group, ammonium group, cationic residue of basic amino acid
Represents ] A cleaning agent group characterized by containing
A product.