JPH08269493A - Detergent composition - Google Patents

Abstract

PURPOSE: To obtain a detergent composition which is superior to conventional detergents in the texture of foam, such as slipperiness and creaminess of foam, and foam breakability and greatly reduced in irritativeness to the skin by blending a sugar and/or a sugar alcohol and a maltitol hydroxy aliphatic ether(MHE). CONSTITUTION: Component (A) comprising a sugar (e.g. glucose) and/or a sugar alcohol (e.g. sorbitol) and an MHE (B) of the formula (wherein A is a residue obtained by removing n hydroxyl groups from maltitol; R<1> and R<2> are each H, or 1-20C alkyl or branched alkyl; and n is 1 or 2) are blended respectively in amounts of 5-45wt.% and 0.1-10wt.% based on the total weight of a detergent composition. The ratio of the component A to the total surfactants in the detergent composition is preferably (3:1) to (1:3). It is desirable to use an anionic surfactant together with an amphoteric surfactant although they may be used alone. The surfactants are added in an amount of 5-30wt.% when liquid and 50-95wt.% when solid.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a detergent composition,
More specifically, the present invention relates to a cleansing composition which is excellent in slipperiness, creamyness and other foam feel, and is excellent in foam breakage and mild to the skin.

[0002]

2. Description of the Related Art Conventionally, it has been demanded that not only good foaming but also good feeling of foam in a detergent composition, especially a detergent for skin or hair, and various oily substances are used for this purpose. , Water-soluble polymers have been used. However, when these substances are used in a large amount, there are problems such as inhibiting foaming and adversely affecting the stability of the system.

Also, kitchen detergents, household detergents, shampoos,
For cleaning agents such as body shampoo and laundry detergent, it is unavoidable to touch the skin of hands and the like during cleaning, so a cleaning agent composition that is mild and does not have a "slimy feeling" has been studied. It was Conventionally, coconut oil fatty acid diethanolamide, which has been used for detergents, especially shampoo, has excellent properties as a foaming aid, but it is problematic from the viewpoint of sliminess, rinsing point and safety.

The polyoxyethylene alkyl ether type nonionic surfactant as a foaming aid is good in terms of sliminess and rinsability, but is not sufficient from the viewpoint of foaming and safety.

[0005]

SUMMARY OF THE INVENTION It is an object of the present invention to solve problems relating to foam slippage, foam creaminess, foam breakage, etc., and at the same time to prepare a mild detergent composition for the skin.

[0006]

The inventors of the present invention have conducted extensive studies to overcome the above problems, and as a result, together with the conventionally used surfactant, (A) sugar and / or sugar. By blending alcohol and (B) a maltitol hydroxyaliphatic ether represented by the following general formula (1), foaming such as foaming and creamyness can be achieved without foaming and inhibiting the stability of the system. It has been found that the texture, foam breakage can be improved, and that the skin has mild properties, and the present invention has been completed.

That is, the present invention is a detergent composition containing (A) sugar and / or sugar alcohol and (B) maltitol hydroxyaliphatic ether represented by the following general formula (1): In the cleaning composition, 5 to 4 of (A) sugar and / or sugar alcohol is added to the total amount of the cleaning composition.
It is preferable to contain 5% by weight and 0.1 to 10% by weight of (B) maltitol hydroxy fatty acid ether. Also,
In these detergent compositions, the content ratio of (A) sugar and / or sugar alcohol to the total amount of the surfactant in the detergent composition, the total amount of surfactant / (A) sugar and / or sugar alcohol (weight ratio ) Is preferably in the range of 3/1 to 1/3.

Examples of the (A) sugar and / or sugar alcohol used in the present invention include glucose, fructose, galactose, xylose, mannose, arabinose, ribulose, ribose, and other monosaccharides having 5 to 6 carbon atoms, sorbitol, inositol, Examples thereof include sugar alcohols such as mannitol, and in the present invention, one or more of these can be selected and used.

In the present invention, the content of (A) sugar and / or sugar alcohol is 5 to 4 with respect to the total amount of the detergent composition.
5% by weight is preferable, and the ratio of total active agent / sugar and / or sugar alcohol (weight ratio) is the content ratio of (A) sugar and / or sugar alcohol to the total amount of surfactant in the detergent composition. Is preferably 3/1 to 1/3. Outside this range, the effects of the present invention may be impaired. That is, less than 5% by weight of sugar and / or sugar alcohol relative to the total amount of surfactant, or the total amount of active agent / (A) sugar and / or
Alternatively, if the sugar alcohol ratio is less than 3/1, the effect may not be obtained because the interaction effect with the surfactant is insufficient. Furthermore, it exceeds 45% by weight, or 1/3
Exceeds The surfactant may be salted out by the saccharide to become an insoluble matter, which exceeds the appropriate range of the effect.

The maltitol hydroxy aliphatic ether used in the present invention is represented by the following general formula (1). General formula (1)

[0011]

Embedded image (However, in the formula, A is a residue obtained by removing n hydroxyl groups from maltitol, R ¹ and R ² are both hydrogen atoms, and having 1 to 2 carbon atoms.
An alkyl group of 0 or a branched alkyl group, and n represents 1 or 2. ) In the general formula (1), examples of the C _{1 to} C ₂₀ alkyl group or branched alkyl group which is a specific example other than the hydrogen atom of R ¹ and R ² include, for example, a methyl group, an ethyl group,
Examples thereof include isopropyl group, pentyl group, hexyl group, heptyl group, octyl group, lauryl group, myristyl group, palmityl group, stearyl group, 2-ethylhexyl group and isostearyl group.

In the above general formula (1), the residue A is maltitol and is a hydrophilic group, and R ¹ and R ² are hydrophobic groups. Therefore, the total number of carbon atoms of R ¹ and R ² is 10 to 20. Preferably there is. When the total number of carbon atoms of R ¹ and R ² is out of the range of 10 to 20, the balance between hydrophilicity and hydrophobicity is lost and the range of use as an activator is narrowed. In the general formula (1), n
When the ratio is 3 or more, the product becomes a wax and is difficult to use as an activator.

The maltitol hydroxy aliphatic ether used in the present invention can be synthesized, for example, by the method described in JP-A-1-172311. That is, maltitol is dissolved in a non-aqueous solvent such as dimethylformamide, dimethylsulfoxide, dioxane, dimethylacetamide, N-methylpyrrolidone, N-acetylmorpholine, and N-methylsuccinimide, and the following general formula (2) (2)

[0014]

Embedded image (However, in the formula, R ¹ and R ² are the same as in the general formula (1))
50 to 1 in the presence of a catalyst by adding the compound represented by
It is obtained by stirring and reacting at 30 ° C. At this time, the compound represented by the general formula (2) may be used alone or in combination of two or more kinds.

As the catalyst, mineral acids such as sulfuric acid,
Examples thereof include alkali such as lithium hydroxide, sodium hydroxide and potassium hydroxide, sodium alcoholate such as sodium methylate and sodium ethylate, amine such as N-methylbenzylamine and the like.

The molar ratio of maltitol used in this reaction and the compound represented by the general formula (2) is, for example, 1: 1 to 3: 1 when monoether is to be obtained as a main product.
And more preferably 2: 1 to 3: 1. If the amount of maltitol is small, impurities such as triether are likely to be produced, and if the amount is too large, a large amount of maltitol remains, which hinders the subsequent purification.

The reaction product thus obtained includes
In addition to the maltitol hydroxyaliphatic ether represented by the general formula (1), a salt at the time of neutralization, maltitol, and maltitol aliphatic ether in which three or more kinds of alkyl groups or branched alkyl groups are bonded coexist. . Therefore, for example, when maltitol and salts are removed, it is extracted with a solvent that does not dissolve maltitol, such as methyl alcohol, ethyl alcohol, butyl alcohol, and isopropyl alcohol, or partitioned with water containing a large amount of salt and methyl ethyl ketone, n-butanol. Then, it can be purified by dispersing the organic solvent layer. Further, when maltitol and a salt and maltitol aliphatic ether having three or more alkyl groups or branched alkyl groups bonded to each other are removed, the reaction product is suspended in water or a hot solution of water and alcohol to prepare a hyperporous polymer. (For example, a high-porous resin manufactured by Mitsubishi Kasei Co., Ltd.), a reversed-phase partitioning column such as octadecyl silica, which is first passed through with water, then alcohol such as methanol and ethanol, and a polar organic solvent such as acetonitrile and water. It can be purified by passing a mixed solution and dispersing this solution.

The maltitol aliphatic ether synthesized as described above may be used after distilling off the extraction solvent or purified by a column, or may be used as it is.

The maltitol hydroxyaliphatic ether (B) used in the present invention is preferably contained in an amount of 0.1 to 10% by weight, based on the total amount of the detergent composition, and 0.7.
It is particularly preferable that the content is ˜7% by weight. If it exceeds 10% by weight, foaming may be inhibited and the low temperature stability of the system may be deteriorated, and if it is less than 0.1% by weight, sufficient effects may not be exhibited.

To be more precise, in the blending range of 0.1 to 10% by weight, the foaming does not lower, but the foam breakage tends to be remarkably improved as the blending amount increases.
The difference is clear when compared with coconut fatty acid diethanolamide used as a foaming aid.

Other surfactants used in the present invention include the following anionic and amphoteric surfactants. Anionic surfactant: (1) A linear or branched alkylbenzene sulfonate having an alkyl group having an average carbon number of 10 to 16.

(2) It has a linear or branched alkyl or alkenyl group having an average carbon number of 10 to 20, and has an average of 0.5 to 8 mol of ethylene oxide, propylene oxide or butylene oxide in one molecule. Or an average of 0.5 to 8 moles in one molecule of ethylene oxide and butylene oxide in a molar ratio of 0.1 / 9.9 to 9.9 / 0.1 or an average of 0.5 in one molecule. ~ 8 moles total of 0.1 / 9.9 to 9.9 / 0.1 ratio of ethylene oxide and butylene oxide added alkyl or alkenyl ether sulfate.

(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 α-olefin sulfonate having an average of 10 to 20 carbon atoms in one molecule.

(5) Alkanesulfonate 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) Having an alkyl group or an alkenyl group having an average carbon number of 10 to 20, and having an average of 0.5 to 8 mol of ethylene oxide, propylene oxide, or butylene oxide in one molecule, or in one molecule. 0.5 ~
Alkyl or alkenyl ether carboxylate to which ethylene oxide and propylene oxide are added at a molar ratio of 0.1 / 9.9 to 9.9 / 0.1 of the total amount of 8 moles.

(8) An α-sulfone fatty acid salt or an ester thereof 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.

(10) A phosphoric acid or diester type surfactant having an alkyl group or an alkenyl group having 8 to 24 carbon atoms.

(11) An ethylene or alkenyl group having an average of 10 to 20 carbon atoms, an amide bond in one molecule, and an average of 0.5 to 8 mol of ethylene oxide in one molecule, Propylene oxide or butylene oxide, or an alkyl obtained by adding ethylene oxide and propylene oxide at a molar ratio of 0.1 to 9.9 to 9.9 / 0.1 of an average of 0.5 to 8 moles in one molecule. Or alkenyl amide ether sulfate.

(12) An alkyl or alkenyl ether carboxylate having an alkyl or alkenyl group having an average of 8 to 20 carbon atoms and having a hydroxy ether bond in one molecule.

Amphoteric surfactant: (13) 2-position addition type, secondary amide type 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.

(14) Carbobetaine-based, amidobetaine-based, sulfobetaine-based, hydroxysulfobetaine-based, or amidosulfobetaine-based amphoteric surfactants having an alkyl group, an alkenyl group, or an acyl group having 8 to 24 carbon atoms.

As counter ions of the anionic residues of these surfactants, alkali metal ions such as sodium and potassium, alkaline earth metal ions such as calcium and magnesium, ammonium ions, and alkanol groups having 2 or 3 carbon atoms are used. Examples thereof include 1 to 3 alkanolamines (for example, monoethanolamine, diethanolamine, triethanolamine, triisopropanolamine, etc.) and the like.

Among these surfactants, (2) alkyl ether sulfate, (3) alkyl sulfate, (4) α
-Olefin sulfonates, (5) anionic surfactants such as saturated or unsaturated fatty acid salts, (11) alkyl amide ether sulfates, (12) alkyl hydroxy ether carboxylates are preferred as main activators. Suitable examples include sodium polyoxyethylene lauryl ether sulfate (average 2 to 3 moles of ethylene oxide added), triethanolamine lauryl sulfate, sodium α-olefinsulfonate (average carbon number 11 to 14), beef tallow / coconut oil (80 / 20) Sodium salt of fatty acid, sodium laurylamide ether sulfate (ethylene oxide average 1 to
3 mol addition), lauryl hydroxy ether carboxylic acid salt (hydroxyethylene oxide average 1 to 3 mol addition), and the like.

In the present invention, the amphoteric surfactants listed above may be used alone, but it is more preferable to use the above-mentioned suitable anionic surfactants and amphoteric surfactants in combination.

When the detergent composition containing the (A) sugar and / or sugar alcohol of the present invention and the (B) maltitol aliphatic ether is used as an aqueous shampoo, the total amount of the surfactant is determined from its suitability. Is preferably contained in an amount of 5 to 30% by weight. When used as a solid skin cleanser,
Due to its suitability, it is preferable to include the total amount of the surfactant in an amount of 50 to 95% by weight.

In the detergent composition of the present invention, in addition to the above-mentioned essential components, nonionic surfactants other than the above, components generally used in such compositions, for example, humectants such as propylene glycol and glycerin, Ethanol, inorganic salts, higher alcohols, hydroxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose,
Viscosity modifiers such as methylcellulose, other fragrances, dyes,
An ultraviolet absorber, an antioxidant, an anti-dandruff agent, a bactericide, an antiseptic and the like can be added as required.

[0040]

EXAMPLES The present invention will be specifically described based on Examples and Comparative Examples. The present invention is not limited to this embodiment. All compounding amounts represent% by weight. The cleaning compositions shown in Examples and Comparative Examples were evaluated by the following methods. Feeling of bubbles: Wet 30 g of human hair with water at 40 ° C and weigh 20 g
Water. Then, 1 g of the shampoo composition was used to wash the hair, and the feel of foam was evaluated by sensory evaluation by 20 female panelists.

(Evaluation item) The appearance of the foam was evaluated from the viewpoint of "creamyness", with "slip of the foam" indicating how the fingers passed when washing the hair. (Evaluation criteria) ○: Better than the reference product ×: Equal to or less than the reference product (Reference product) Polyoxyethylene (3) Lauryl sulfate 15% Sodium coconut fatty acid diethanolamide 3% Water residue (pH 7.2) Out of foam (Ease of rinsing) 30 women were evaluated for defoaming (easiness of rinsing) by the half head method (the hair is divided into left and right halves, one of which is a standard product and the other of which is the product of the present invention). did.

(Evaluation Judgment Criteria) O: Bubbling (easier to rinse) is better than the standard product.

X: Equal to or less than the standard product.

Same as (reference product) (same as reference product when determining the feel of foam) Skin irritation A 5% aqueous solution of a comparative cleaning agent was applied to the upper arm of 30 healthy persons.
I did a closed patch test for 4 hours. After removing the test solution,
The condition of the skin after 1 hour was judged with a magnifying glass, and the one showing a clear reaction was regarded as positive.

◯: There was no positive reaction.

X: A positive reaction appeared.

Example 1 The shampoo composition shown in Table 1 was prepared by a conventional method and its performance was evaluated. The results are shown in Table 1.

[0048]

[Table 1] (Example 2) Shampoo compositions A and B having the following compositions were prepared, and a hair wash test was conducted on 20 long-haired women.
The sensory evaluation was compared and examined. The results are shown in Table 2. Shampoo A (invention product): (wt%) Lauryl sulfate triethanolamine salt 15 Maltitol hydroxylauryl ether 3.0 Mannitol 15.0 Perfume 0.3 Dye trace water Residual shampoo B (comparison) Product: (% by weight) Lauryl sulfate triethanolamine salt 15 Coconut fatty acid diethanolamide 3.0 Fragrance 0.3 Dye Trace water Residue

[0049]

[Table 2] (Example 3) The shampoo composition shown in Table 3 was prepared by a conventional method and its performance was evaluated. The results are shown in Table 3.

[0050]

[Table 3] Example 4 The shampoo composition shown in Table 4 was prepared by a conventional method and its performance was evaluated. The results are shown in Table 4.

[0051]

[Table 4] (Example 5) The shampoo composition shown in Table 5 was prepared by a conventional method and its performance was evaluated. The results are shown in Table 5.

[0052]

[Table 5] (Example 6) Conditioning shampoo The following shampoo was prepared by a conventional method.

(Wt%) Polyoxyethylene (3) Sodium coconut fatty acid amide ether sulfate 20 Maltitol hydroxymyristyl ether 3 Sorbitol 20 Cationized cellulose 0.5 Perfume 0.6 Water 55.9 Evaluation In this Example 6, scalp was observed. The stimulability to hair was also good, and the feeling of foam and breakage of foam were also good.

Example 7 Deodorant Soap A mechanical kneading soap having the following composition was prepared by a conventional method.

(Wt%) Beef tallow / coconut (80/20) fatty acid sodium 60 maltitol hydroxypalmityl ether 10 sorbitol 20 fragrance 2 fungicide (TCC) 0.3 water 7.7 Evaluation It had a good feel, good defoaming, little irritation to the skin, and a clean finish, which was good.

[0056]

According to the present invention, since (A) sugar and / or sugar alcohol and (B) maltitol hydroxyfatty acid ether are blended, foam slip, foam creaminess and the like are improved as compared with the conventional ones. It is possible to provide a cleansing composition which is excellent in the touch and foam breakage of the foam, and is also extremely excellent in skin irritation.

 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Reiji Miyahara 1050 Shinba-cho, Kohoku-ku, Yokohama-shi, Kanagawa Shiseido Daiichi Research Center Co., Ltd.

Claims (3)

[Claims] 1. A detergent composition containing (A) a sugar and / or a sugar alcohol and (B) a maltitol hydroxyl aliphatic ether represented by the following general formula (1). General formula (1) (However, in the formula, A is a residue obtained by removing n hydroxyl groups from maltitol, R ¹ and R ² are both hydrogen atoms, and having 1 to 2 carbon atoms.
An alkyl group of 0 or a branched alkyl group, and n is 1 or 2
Represents ) 2. The cleaning composition according to claim 1, wherein
A detergent containing (A) sugar and / or sugar alcohol in an amount of 5 to 45% by weight and (B) maltitol in an amount of 0.1 to 10% by weight, based on the total amount of the detergent composition. Composition. 3. The detergent composition according to claim 1, wherein the content ratio of (A) sugar and / or sugar alcohol to the total amount of the surfactant in the detergent composition, the total amount of the surfactant / (A ) Sugar and / or sugar alcohol (weight ratio) is 3
The cleaning composition is in the range of / 1 to 1/3.