JP3415314B2 - Detergent composition - Google Patents

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 particularly to a detergent composition which is remarkably relieved of irritation and damage to the skin, and which is excellent in foamability and feeling of use.

[0002]

2. Description of the Related Art Today, with a growing awareness of safety for the human body, a detergent for clothes, a detergent for kitchen, a detergent for home, a detergent for hair and a detergent for body. With respect to the cleansing agents such as the ones that come into frequent contact with human skin, various attempts have been made to moderate the action on the skin. For example, the pH of the cleaning composition
Is adjusted to 5 to 6 (weakly acidic) to bring it closer to the pH of human skin so that its action on the skin becomes mild,
For example, the main cleaning base is one that is as mild as possible.

As such a hypoallergenic detergent base,
Amino acid-based surfactants and alkylphosphoric acid-based surfactants are used (Japanese Patent Publication No. 50-40125).
JP-B-55-90335, JP-B-58-2731
9). However, although the above-mentioned surfactants are hypoallergenic, they do not necessarily exhibit sufficient foaming power and detergency alone, and have drawbacks such as poor solubility.

In the case of kitchen cleaners, sodium alkylbenzene sulfonate has been widely known as a base having excellent cleaning power, but it has a strong degreasing power from the skin and is liable to cause rough hands. have. Therefore, recently, kitchen cleaners based on sodium alkylethoxysulfate, which is less irritating to the skin, as the main cleaning base, have become the mainstream, and further,
By using a co-surfactant such as tertiary amine oxide and higher fatty acid diethanolamide together, various properties are improved and at the same time, the action on the skin is becoming milder. However, although the effects of various detergents on the skin have become milder than in the past, the current situation is that they have not yet reached a sufficiently satisfactory level.

On the other hand, the sugar derivative surfactant alkylglycoside is not only a mild surfactant but also a nonionic surfactant, it not only produces stable bubbles, but also It is known to act as a foam stabilizer against other anionic surfactants, and has been attracting attention in recent years. For example, JP-A-58-104625
JP-A No. 58-186429 discloses a foaming surfactant composition containing an alkyl glycoside and an anionic / amphoteric surfactant. A foaming surfactant composition containing an agent and an amide / amine oxide is described. Further, JP-A-64-69695 discloses a detergent composition containing an alkyl glycoside and an amphoteric surfactant in a specific ratio.

However, although the surfactant compositions and detergent compositions described in these publications are superior in performance to conventional polyoxyethylene alkyl ether-based detergents, they are alkyl glycosides. The various surfactants used in combination with may have the drawbacks that they are not always mild to the skin, have a bad feeling in use, and have a poor lather, and in particular, have a foaming property during washing. It also has a problem that it is not sufficient in terms of hand roughness.

The amide ether carboxylate which is an amide type anionic surfactant is known as a mild surfactant and is commercially available from CHEM-Y of Germany under the trade name of Akipo. The use feeling of amide ether carboxylate does not have a squeaky feeling unlike alkyl glycosides. However, it is difficult to say that the anionic surfactant is strong, and when it is mixed with a dishwashing detergent or the like, the dish is slippery and difficult to wash, and is not necessarily good. Further, the foaming property is poor by itself, and the application to the detergent is limited to the use as the cosurfactant.

[0008] Conventionally known techniques for applying amide ether carboxylic acid surfactants to detergents are amide ether carboxylic acids, polyoxyethylene alkyl sulfates, fatty acid diethanolamides and higher alcohol alkylene oxides. Detergent combined with an adduct, acyl sarcosinate, etc. (European Patent No. 102118), a method in which an amide ether carboxylic acid surfactant and a polyoxyethylene alkyl sulfate are used in combination (European Patent No. 215504). ), Amide ether carboxylic acid starting from fat and oil, lauryl sulfate ester, lauryl ether sulfate ester, alkyl ether carboxylic acid, lauric acid and glycidyl trimethyl ammonium chloride were reacted 4
Foam bath agents, shampoo agents, shower agents, etc. in combination with graded products (Japanese Patent Publication No. 63-291996, European Patent No. 219893), amide ether carboxylic acids and alkyl ethers containing soap as a main component. Detergent containing carboxylic acid salt (US Pat. No. 4,865)
757 specification) and the like. However, none of these detergents is still satisfactory in terms of foamability.

Therefore, an object of the present invention is to provide a detergent composition which is less irritating and damaging to the skin, and is excellent in foaming property and feeling in use.

[0010]

Means for Solving the Problems As a result of intensive studies to maximize the characteristics of alkyl glycosides, the present inventors have found that a specific alkyl glycoside, a specific amide anionic surfactant , Nonionic surface activity
It was found that a detergent composition that can achieve the above-mentioned object can be obtained by using the agent together.

The present invention was made based on the above findings, and contains the following components (a) and (b) in the following amounts :
Further, the present invention provides a detergent composition comprising the following component (e) in the following amount .

(A) Alkyl glycoside represented by the general formula (I) of the following [Chemical formula 11] (the same as the above-mentioned [Chemical formula 1]); 1
~ 50% by weight

[0013]

[Chemical 11]

(B) Amide type anionic surfactant represented by the general formula (II) of the following [Chemical formula 12] (the same as the above-mentioned [Chemical formula 2]); 1 to 50% by weight.

[0015]

[Chemical 12]

(E) The following [Chemical Formula 13] (the same as the above [Chemical Formula 3]
Non-ionic surfactant represented by the general formula (VIII)
0.5-25% by weight

[0017]

[Chemical 13]

The cleaning composition of the present invention will be described in detail below.

In the alkyl glycoside represented by the above general formula (I) which is the component (a) used in the present invention,
As the alkyl group, alkenyl group or alkylphenyl group represented by R ₁ , those having 10 to 14 carbon atoms are particularly preferable from the viewpoint of solubility, foaming property and detergency. Also, R
_{As the} alkylene group represented by ₂ , from the viewpoint of solubility,
Particularly, those having 2 carbon atoms are preferable. The structure of the residue derived from a reducing sugar having 5 to 6 carbon atoms, which is represented by G, is determined by the sugar used, that is, monosaccharide or disaccharide or more.

As a raw material of the residue represented by G, monosaccharides include glucose, galactose, xylose, mannose, lyxose, arabinose, fructose,
And mixtures thereof, and the like, in the case of two or more sugars, maltose, xylobiose, isomaltose, cellobiose, gentibiose, lactose, sucrose, nigerose, turanose, raffinose, gentianose,
Menzitose, a mixture thereof and the like can be mentioned. Among these, preferred raw materials are glucose and fructose as monosaccharides and maltose and sucrose as disaccharides or more from the viewpoint of availability and low cost.

The average value of x in the above general formula (I) is 0 to 5, preferably 0 to 2. The water solubility and crystallinity of the component (a) can be adjusted by the value of x. That is, the larger the value of x, the higher the water solubility and the lower the crystallinity of the component (a).

When the average value of y in the above general formula (I) is larger than 1, that is, when the component (a) is an alkyl glycoside having a disaccharide or more sugar chain as a hydrophilic group, the sugar chain The binding mode is 1-2, 1-3, 1-4, 1-6 bond,
Alternatively, it can include α-, β-pyranoside or furanoside bonds and any mixture of these mixed binding modes. The average value of y in the general formula (I) is 1 to 10, preferably 1 to 1.4, and particularly preferably 1.1 to 1.4. As a method for measuring the value of y (sugar condensation degree of alkyl glycoside), there is, for example, the following NMR measuring method.

[Measurement method by NMR] (1) In the case of solid alkyl glycoside About 100 mg of solid alkyl glycoside was sampled, and deuterated chloroform (CDCl ₃ : manufactured by MERCK) was added to 1.5 m.
1, heavy chloroform containing TMS (CDCl ₃ + TMS:
0.5 ml of MERCK) is added and dissolved. Put the dissolved sample into the NMR measurement tube about 1/3,
Add 1-2 drops of heavy water (D ₂ O) and shake well. The measurement conditions of NMR are: molecular weight: 200-1000, sample concentration: 5
% By weight, internal standard: TMS (D ₂ O added), desired measurement nucleus: ¹ H, analysis classification: quantitative analysis, chart writing overall: 10 ppm, chart writing portion: 5 to 0.5 p
pm, measurement temperature: 50 ° C. The method of calculating the sugar condensation degree from the NMR chart is performed as follows. In the calculation, the integrated value of the peak area (total integrated intensity of hydrogen at the oxygen root portion) occurring at 4 to 3 ppm on the enlarged chart and 2 to
The integrated value of the peak area occurring at 0.5 ppm (total integrated intensity of alkyl portion) is used. The following [Formula 1] shows the calculation formula.

[0024]

[Equation 1]

(2) Aqueous Solution Alkyl Glycoside In the case of an aqueous solution alkyl glycoside, the solid content is 100.
A sample is taken so that the amount becomes about mg, and water is evaporated on a hot plate (about 70 to 80 ° C.). Once the water has evaporated, add about 2 ml of heavy water, dissolve and re-evaporate on a hot plate. The operations of dissolution and evaporation with heavy water are repeated three times to replace H ₂ O with D ₂ O. H ₂ O to D ₂
The operation after substituting with O is the same as in the case of the above (1).

The content of the component (a) is 1 in the composition.
˜50 wt%, preferably 1-20 wt%. When the content is less than 1% by weight, detergency and foaming ability are insufficient, which is not preferable, and when it exceeds 50% by weight, production becomes difficult, and in the case of a liquid detergent, solution stability deteriorates. Not preferable.

In the amide type anionic surfactant represented by the above-mentioned general formula (II) which is the component (b) used in the present invention, R ₂ has a carbon number of 2 from the viewpoint of solubility. Alkylene groups are preferred. As the alkyl group or alkenyl group represented by R ₃ , those having 9 to 17 carbon atoms are particularly preferable from the viewpoint of solubility, foaming property and detergency. Further, m in the general formula (II) has an average value of 1
However, those having a foaming property of 1 to 5 are particularly preferable. As the alkali metal represented by M in the general formula (II), sodium, potassium and the like are preferable,
Magnesium or the like is preferable as the alkaline earth metal. Further, as the alkanolamine represented by M,
Monoethanolamine, diethanolamine, triethanolamine and the like are preferable.

From the above, as the component (b), among the amide anionic surfactants represented by the general formula (II), the following [Chemical formula 14 ] (the same as the above [Chemical formula 6 ]) can be used. The amide type anionic surfactant represented by the general formula (III) is particularly preferable.

[0029]

[Chemical 14]

The content of the component (b) is 1 in the composition.
˜50 wt%, preferably 1-20 wt%. If the above content is less than 1% by weight, no improvement in skin mildness, feeling of use, etc. is observed, and if it exceeds 50% by weight, the production becomes difficult, and in the case of a liquid detergent, solution stability deteriorates. It is not preferable because

In the cleaning composition of the present invention, in addition to the essential components (a) and (b), the following (Chemical Formula 15 ) (the same as the above-mentioned (Chemical Formula 4 )) is further used as a (c) component. The combined use of the amide-type nonionic surfactant represented by the general formula (IV)) further improves the mildness of skin and remarkably improves the feeling of use.

[0032]

[Chemical 15]

In the above general formula (IV), the alkylene group represented by R ₂ is preferably one having 2 carbon atoms from the viewpoint of solubility. As the alkyl group or alkenyl group represented by R ₃ , those having 9 to 17 carbon atoms are particularly preferable from the viewpoint of solubility, foaming property and detergency. Further, m in the general formula (IV) has an average value of 1 to 20.
However, those having a foaming property of 1 to 5 are particularly preferable.
Further, B in the general formula (IV) is particularly preferably a hydrogen atom from the viewpoint of foaming property. The average value of n in the group represented by B is 0 to 20, but 0 to 5 is particularly preferable in terms of foaming property.

From the above, as the component (c), the following [Chemical formula 16 ] (the same as the above [Chemical formula 7 ]) among the amide-based nonionic surfactants represented by the above general formula (IV) can be used. The amide-based nonionic surfactant represented by the general formula (V) is particularly preferable.

[0035]

[Chemical 16]

The content of the component (c) in the composition is preferably 0.1 to 50% by weight, more preferably 0.1 to 20% by weight. If the content is less than 0.1% by weight, the above effect is not exhibited, and if it exceeds 50% by weight, the production becomes difficult, and in the case of a liquid detergent, the solution stability tends to deteriorate.

The amide type anionic surfactant (amide ether carboxylate) which is the component (b) used in the present invention [hereinafter, may be referred to as "amide type anionic surfactant (b)". ] Can be produced, for example, by the method described in European Patent No. 219893.
The method for producing a mixture of the component (b) and the component (c) (hereinafter sometimes referred to as “amide ether derivative mixture”) is not particularly limited, and the amide of the component (c) is not particularly limited. Alternatively, halogen acetic acid may be reacted with a part of the nonionic surfactant (amide ether) [hereinafter, may be referred to as "amide nonionic surfactant (c)"] to produce directly. The amide-based nonionic surfactant (c) may be added later to the amide-based anionic surfactant (b).

The above amide type anionic surfactant (b)
As a method for synthesizing the above-mentioned amide-based nonionic surfactant (c), which is an intermediate for the production of alkanolamine, a fatty acid lower alcohol ester such as fatty acid methyl ester is used as a starting material to react with an alkanolamine, and then polyoxyethylenated Method, a method of reacting an alkanolamine with a fat and oil as a starting material, and then polyoxyethylenating,
Examples thereof include a method of reacting an alkanolamine with a fatty acid as a starting material, and then converting it into polyoxyethylene. Among them, the method of producing a fatty acid lower alcohol ester such as fatty acid methyl ester as a starting material is preferable because it is less colored and does not substantially contain the glycerin derivative as an impurity.

The above amide-based nonionic surfactant (c)
In another method for synthesizing the above, for example, a method in which an oil or fat having a coconut oil fatty acid composition is used as a starting material and a alkanolamine is directly reacted and then polyoxyethylene is formed, the following [Chemical formula 17 ] derived from the oil or fat ( [5 ]] and a large amount of glyceryl ether represented by the general formula (A) is produced, and the yield of the above-mentioned component (c) and thus the above-mentioned component (b) becomes low, which is not preferable in practice. In the method for producing the amide ether derivative mixture, the ratio of the amide anionic surfactant (b) and the amide nonionic surfactant (c) in the obtained amide ether derivative mixture is amide. It can be adjusted by selecting reaction conditions such as a molar ratio and a mixing method when the monohaloacetic acid alkali salt is reacted with the nonionic surfactant (c).

[0040]

[Chemical 17]

In the detergent composition of the present invention, the glyceryl ether represented by the general formula (A) is not substantially contained, or the content of the glyceryl ether is the above-mentioned component (b) and the above-mentioned (c). ) It is preferably 10% by weight or less, more preferably 5% by weight or less, and most preferably 0% by weight (substantially not contained) based on the total content of the components. When the content exceeds 10% by weight, the foaming power of the composition is significantly reduced and the low temperature stability when used as a liquid detergent is significantly deteriorated, which is not preferable.

Examples of the amide type anionic surfactant as the component (b) include those marketed under the trade name of "Akipo" by CHEM-Y of Germany.
Due to its production method, it contains the glyceryl ether, which is not preferable.

In the detergent composition of the present invention, in addition to the essential components (a) and (b),
Further, by using as the component (d) an anionic surfactant containing a sulfate group and / or a sulfonate group in combination, a detergent composition having excellent foaming properties even in the presence of a large amount of oily stains can be obtained. be able to.

The component (d) is a sulfate group and / or
Or, if it is an anionic surfactant containing a sulfonate group, it is not particularly limited, but as a typical example of the component (d), for example, polyoxyalkylene (average addition mole number 1 to 7) is used. ) Alkyl (C8-18)
Ether sulfate, alkyl (carbon number 8 to 18) sulfate,
α-Olefin (C8-20) sulfonate, α-
Sulfo fatty acid (C8-20) methyl ester salt, alkane (C8-20) sulfonate, linear alkyl (C8-18) benzene sulfonate, N-methylacyl (C8-18) Taurate etc. are mentioned.

The component (d) is a polyoxyethylene alkyl represented by the general formula (VI) of the following [Chemical formula 18 ] (the same as the above [Chemical formula 8 ]) from the viewpoint of high foaming property and economical efficiency. Ether sulfate is particularly preferred.

[0046]

[Chemical 18]

In the above general formula (VI), the alkyl group or alkylene group represented by R ₄ is preferably one having 10 to 14 carbon atoms from the viewpoint of solubility and foamability. The average value of p in the general formula (VI) is 1 to 7, but 2 to 5 is particularly preferable in terms of foaming power and mildness to the hand skin. The alkali metal represented by M in the general formula (VI) is preferably sodium, potassium or the like, and the alkaline earth metal is preferably magnesium or the like. As the alkanolamine represented by M, monoethanolamine, diethanolamine, triethanolamine and the like are preferable.

The content of the above-mentioned component (d) is preferably 0.5 to 25% by weight, more preferably 1 to 10% by weight in the composition. If the content is less than 0.5% by weight, the above effect is insufficient, and if it exceeds 25% by weight, production tends to be difficult, and in the case of a liquid detergent, solution stability tends to deteriorate. .

In the detergent composition of the present invention, in addition to the essential components (a) and (b),
Further, as the component (e), the following [Chemical formula 19] (the above-mentioned [Chemical formula 3]
The same as the non-ionic surfactant represented by the general formula (VIII) in a specific ratio is used to enhance the detergency and foaming power in the presence of a large amount of oily soil, and It gives a good feeling. This effect was exhibited only by the combined use of the component (a) and the component (b).

[0050]

[Chemical 19]

In the above general formula (VIII) , the alkyl group, alkenyl group or alkylphenyl group represented by R ₁ is preferably _one having 10 to 14 carbon atoms in view of solubility, foaming property and detergency. preferable. In addition, the above general formula (VII
The average value of q in I) is 1 to 10, but the detergency is
From the viewpoint of foaming property, those having 1-2 are particularly preferable.

The content of the component (e) in the composition is preferably 0.5 to 25% by weight, more preferably 1 to 10% by weight. If the content is less than 0.5% by weight, the above effect is not exhibited, and if it exceeds 25% by weight, the production becomes difficult, and in the case of a liquid detergent, the solution stability tends to deteriorate.

In the detergent composition of the present invention, in addition to the essential components (a) and (b),
Furthermore, by using an amphoteric surfactant in combination as the component (f), it is possible to obtain a detergent composition having excellent foaming properties and skin mildness, and good rinsing properties.

[0054] The component (f), if an amphoteric surfactant, and it is not particularly limited, in terms of points and economy improving effect of the following [Formula 20] (the chemical formula 9)) and a tertiary amine oxide represented by the general formula (IX) or (X), and a general formula (XI) or (XII) of the following [Chemical formula 21 ] (the same as the above [Chemical formula 10]). One or more amphoteric surfactants selected from the group consisting of zwitterionic surfactants represented by

[0055]

[Chemical 20]

[0056]

[Chemical 21]

In the above general formula (IX), the alkyl group or alkenyl group represented by R ₄ is preferably one having 10 to 14 carbon atoms, from the viewpoint of solubility and foaming property.
In the general formulas (IX) and (X), the alkyl group or alkenyl group represented by R ₅ and R ₆ is
From the viewpoint of solubility, a methyl group is particularly preferable. In the general formula (X), the alkyl group or alkenyl group represented by R ₃ is preferably an alkyl group or an alkenyl group having 9 to 17 carbon atoms from the viewpoint of solubility, foaming property and detergency.

In the above general formula (XI), the alkylene group represented by R ₇ is preferably --CH ₂ CH ₂ CH ₂ --or --CH ₂ CH (OH) C, from the viewpoint of solubility and foaming property.
H ₂ - is preferable. Further, the above general formula (XI) or (XII)
In the above, preferable examples of R ₃ , R ₄ , R ₅ and R ₆ are the same as the preferable examples in the above general formula (IX) or (X).

The content of the component (f) in the composition is preferably 0.5 to 25% by weight, more preferably 1 to 10% by weight. If the content is less than 0.5% by weight, the above effect is not sufficiently exhibited, and if it exceeds 25% by weight, the production becomes difficult, and in the case of a liquid detergent, the solution stability tends to deteriorate. It is in.

In the detergent composition of the present invention, if necessary, in addition to the surfactants of the above components (a) to (f), other known surfactants for detergents may be used. An activator can be appropriately added for the purpose of improving detergency and foaming power.

In the case of the detergent composition according to claims 1 and 2, examples of the other surfactant include polyoxyethylene (average addition mole number 1 to 1) as an anionic surfactant.
5) Alkyl (linear or branched chain having 8 to 18 carbon atoms) ether sulfate ester salt, α-olefin (8 to 2 carbon atoms)
0) Sulfonate, α-sulfo fatty acid (having 8 to 2 carbon atoms)
0) ester salt, N-acyl (8 to 20 carbon atoms) glutamate, monoalkyl (linear or branched chain of 8 to 18 carbon atoms) phosphoric acid ester salt, alkane (8 to 20 carbon atoms)
Examples thereof include sulfonate, soap (having 8 to 18 carbon atoms), and the like (counter ions of the anionic surfactant include alkali metal, alkaline earth metal, ammonium, and alkanolamine). As a nonionic surfactant, polyoxyethylene (average addition mole number 2 to 2
0) alkyl (straight or branched chain having 8 to 18 carbon atoms) ether, alkyl (straight or branched chain having 8 to 18 carbon atoms) glyceryl ether, fatty acid (C 8 to 18) alkanolamide, and the like, Examples of the amphoteric activator include tertiary amine oxide, carbobetaine, sulfobetaine, imidazolinium betaine and the like (all of which have an alkyl group or an alkenyl group having 8 to 18 carbon atoms).

In the case of the detergent composition according to claim 7, as the other surfactant, for example, as a nonionic surfactant, the non-ionic surfactant mentioned in the case of the detergent composition according to claims 1 and 2 is used. Examples thereof include the same as the ionic surfactant (however, the carbon number of the alkyl group of the polyoxyethylene alkyl ether is 8 to 20), and as the amphoteric surfactant, a tertiary amine oxide, Carbobetaine, sulfobetaine, imidazolinium betaine, etc. are mentioned (all have an alkyl group or an alkenyl group having 8 to 18 carbon atoms).

In the case of the detergent composition according to claim 9 , as the other surfactant, for example, as the anionic surfactant, the anionic surfactant mentioned in the case of the detergent composition according to claims 1 and 2 is used. Examples of the ionic surfactant include the same as the examples of the nonionic surfactant, and examples of the nonionic surfactant include the same as the examples of the nonionic surfactant described in the case of the cleaning composition of claim 7. Can be mentioned.

Further, the detergent composition of the present invention contains other components than the above-mentioned components (surfactants) as long as the separation stability, detergency and foamability of the composition are not impaired. Can be added. Examples of the other components include lower aliphatic alcohols such as ethyl alcohol, solubilizing agents such as sodium or potassium salts of toluenesulfonic acid or xylenesulfonic acid and urea, and viscosity of clay minerals or water-soluble polymer substances. Conditioning agents, calcite, silica, calcium phosphate, zeolite, water-insoluble abrasives such as polyethylene, nylon and polystyrene, humectants such as glycerin and sorbitol, feel-improving agents such as cationized cellulose, other enzymes, fragrances, pigments, antiseptic / preservative Examples include mildew agents.

The detergent composition of the present invention is preferably in a liquid form, and the pH of the composition stock solution is 4 to 1.
It is preferably 0, particularly 5 to 8.

The detergent composition of the present invention is prepared according to the conventional method by the above-mentioned essential components (a) component, (b) component and (e).
Ingredients and, if necessary, the above-mentioned respective ingredients [(c), (d ) or (f) ingredient, other surfactants and other ingredients] are added, and water is added to form an aqueous solution [ Usually, depending on the purpose,
Active ingredient (component other than water) concentration is selected from 2 to 80% by weight].

The detergent composition of the present invention is a detergent for clothes,
It is used for various purposes such as kitchen cleaners, household cleaners, hair cleaners, and body cleaners.

[0068]

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 [Amide-type anionic surfactant (b) containing amide-type nonionic surfactant (c)] 214.4 g (1 mol) of methyl laurate, 61.7 g of monoethanolamine ( 1.02 mol) and 9.3 g of a 30% by weight sodium methoxide solution in methanol.
The product obtained by heating at 0 ° C. and 50 mmHg for 5 hours was added with 88.2 g (2 mol) of ethylene oxide in an amount of 100 to 1
It was introduced at 10 ° C. and a gauge pressure of 0 to 3.5 atm. 331 g of the reaction mixture was heated to 70-75 ° C., and 174.8 g (1.5 mol) of sodium monochloroacetate (SMCA) and 65.2 g of solid sodium hydroxide were added over 4 hours. SMCA and sodium hydroxide were divided into 5 portions, and added at the start of the reaction and at 1, 2, 3, and 4 hours after the start of the reaction.
After the addition at the 4th hour, the mixture was aged for 1 hour. Next, the reaction temperature was set to 85 ° C., 5.3 g of water was added, and the mixture was aged for 1 hour to obtain 592 g of a reaction mixture. Water is added to the reaction mixture.
Add 00 g and add 36% aqueous hydrochloric acid at 90 ° C to adjust the pH.
The mixture was adjusted to 2.8, stirred for 1 hour, and allowed to stand for 1 hour to perform layer separation to obtain 545 g of an acid product. The acid type compound was adjusted to pH 7 with a 30% sodium hydroxide aqueous solution, and water was added to form a transparent solution to obtain an amide ether derivative mixture shown below. According to this method, the glyceryl ether represented by the general formula (A) is not included.

[Amide Ether Derivative Mixture] Content / Amide Anionic Surfactant (b) [In the General Formula (II), R ₃ = C ₁₁ H ₂₃ , R ₂ = CH ₂ CH ₂ , m = 3, compound in which M = Na] 82% by weight Amide nonionic surfactant (c) [in the general formula (IV), R ₃ = C ₁₁ H ₂₃ , R ₂ = CH ₂ CH ₂ , m = 3, B = H]] 14 wt% ────────── (b) and (c) [(b) :( c) = 85: 15] 96 wt% in total Sodium, glycolates) 4% by weight

[Test Method and Evaluation Criteria] (Foaming Power Test) A detergent aqueous solution (water hardness 3.5 ° DH, 25 ° C.) having a concentration of 0.5% by weight of the detergent (prepared detergent composition) was used. The foaming power when 0.1% by weight of commercially available butter is added as a stain component is evaluated. The foaming power is 40% of the above detergent solution prepared by adding butter to a glass cylindrical container having a diameter of 5 cm and a height of 12 cm.
Add ml and stir for 10 minutes, and evaluate by the foam height immediately after stopping.

(Usage test) Detergent aqueous solution having a detergent concentration of 5% by weight (water hardness 3.5 ° D
H, 40 ℃) 1 liter into a 2 liter beaker,
Soak your hand for 5 minutes up to your wrist. After the immersion, the hands are thoroughly rinsed with running water at 40 ° C., and the feel after wiping the hands with a dry towel is scored according to the following evaluation criteria.・ Good; +2 ・ Slightly good; +1 ・ Neither can be said; 0 ・ Poor; -1 ・ Poor; -2 The above test was conducted on 10 subjects, and the usability was evaluated by the sum of the scores obtained. To do. In this test, it is desirable that the total score is 10 or more.

(Hand roughness test) Detergent aqueous solution having a detergent concentration of 5% by weight (water hardness 3.5 ° D
H, 40 ℃) 1 liter into a 2 liter beaker,
Soak your hands up to your wrist for 20 minutes. After dipping, rinse your hands thoroughly with running water at 40 ° C. This operation is repeated once a day for 10 test subjects for 4 days, and the condition of the hand after 5 days is visually judged according to the following criteria, and the roughness of the hand is evaluated by the average point. In this test, it is desirable that the average score is 4 or more.・ Rough hand roughness is not recognized; 5 ・ Slight hand roughness is recognized; 4 ・ Slight hand roughness is recognized; 3 ・ Hand roughness is significantly recognized; 2 ・ Hand roughness is significantly recognized; 1

[Test Method and Evaluation Criteria] (Detergency Test) 2.5 g of beef tallow containing 0.1% by weight of Sudan III (red dye) as an indicator is applied to a porcelain dish (25 cm in diameter). This, 3g of detergent, water (water hardness 3.5 ° DH) 2
Using a sponge soaked with 7 g, scrub and wash at 40 ° C., and evaluate the detergency based on the number of dishes that can be washed until no more beef tallow is removed from the dishes.

[0075] The detergent composition having the composition shown in Example 1 in Table 1 below were prepared by a test method and evaluation method described above <br/>, washing Kiyoshiryoku, foaming power, feeling and hand roughening An evaluation was made. The results are shown in the table below.
1 ].

[0076]

[Table 1]

From the results of the above [Table 1] , the cleaning composition of the present invention (the present product 1 ), which further contains the component (e) in addition to the components (a) and (b). It has been found that has excellent cleaning properties, foaming properties, feeling of use, and low surface roughness.

[0078]

The cleaning composition of the present invention (claim 1) is
The irritation and damage to the skin are remarkably alleviated, and the foaming property and the feeling of use are excellent, which is of high practical value. The cleansing composition of the present invention (claim 2) is of high practical value with further improved skin mildness and feeling of use.
The cleaning composition of the present invention (claim 3) is excellent in foamability and low temperature stability. The detergent composition of the present invention (Claim 7) is excellent in detergency and foamability in the presence of a large amount of oily soil, has little protein denaturing action, is mild to the skin, and has a high practical value. The detergent composition of the present invention (claim 1 ) is excellent in detergency and foamability in the presence of a large amount of oily soil, and is significantly less irritating and damaging to the skin, and is excellent in usability. It has high practical value. The detergent composition of the present invention (Claim 9 ) is excellent in detergency and foaming power in the presence of a large amount of oily soil, and is significantly less irritative and damaging to the skin, and is excellent in rinsing property. It has high practical value.

Continuation of the front page (56) References JP-A-4-18494 (JP, A) JP-A-5-262626 (JP, A) JP-A2-164819 (JP, A) JP-A-5-1299 (JP , A) JP 5-43890 (JP, A) JP 4-126799 (JP, A) JP 58-104625 (JP, A) JP 4-114100 (JP, A) JP 63-291996 (JP, A) JP 64-24898 (JP, A) JP 1-144495 (JP, A) JP 2-84496 (JP, A) JP 4-372696 (JP, A) European Patent Application Publication 102118 (EP, A 1) (58) Fields searched (Int.Cl. ⁷ , DB name) C11D 1/00-17/00 A61K 7/50 A61K 7/075

Claims (10)

(57) [Claims] 1. A cleaning composition comprising the following components (a) and (b) in the following amounts , and further containing the following (e) component in the following amounts . (A) Alkyl glycoside represented by the general formula (I) of the following [Chemical formula 1]; 1 to 50% by weight (B) Amide-based anionic surfactant represented by the general formula (II) of the following [Chemical Formula 2]; 1 to 50 wt% (E) Non-ion represented by the general formula (VIII) of the following [Chemical Formula 3]
0.5 % to 25% by weight embedded image 2. The washing according to claim 1, which contains 0.1 to 50% by weight of an amide-based nonionic surfactant represented by the following general formula (IV) represented by the following [Chemical formula 4 ] as the component (c). Agent composition. [Chemical 4] 3. A glyceryl ether represented by the general formula (A) of the following [Chemical Formula 5 ] is not substantially contained, or the content of the glyceryl ether is less than that of the component (b) and the component (c). The cleaning composition according to claim 1 or 2, which is 10% by weight or less based on the total content. [Chemical 5] 4. The average value of y in the component (a) is
The cleaning composition according to any one of claims 1 to 3, which is 1 to 1.4. Wherein said component (b), the cleaning agent according to claim 1 is an amide-containing anionic surfactant represented by the following formula [Formula 6] (III) Composition. [Chemical 6] Wherein said component (c), an amide-based nonionic surfactant represented by the general formula (V) is claim 2 detergent composition according the following general formula [7]. [Chemical 7] 7. The detergent composition according to claim 1, which contains 0.5 to 25% by weight of an anionic surfactant containing a sulfate group and / or a sulfonate group as the component (d). object. 8. The component (d), a polyoxyethylene alkyl ether sulfate represented by the general formula (VI) is 7. detergent composition according the following formula 8. [Chemical 8] 9. As component (f), the detergent composition according to any one of claims 1-8, containing an amphoteric surfactant 0.5 to 25% by weight. 10. The tertiary amine oxide represented by the general formula (IX) or (X) of the following [Chemical formula 9], and the general formula (XI) of the following [Chemical formula 10], 1 selected from the group consisting of zwitterionic surfactants represented by (XII)
The cleaning composition according to claim 9 , which is one or more amphoteric surfactants. [Chemical 9] [Chemical 10]