JP2003226636A - Weak-acidic cleansing preparation - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a weak-acidic cleansing preparation exhibiting sustainable and high antiseptic effect even without containing a p-oxybenzoic ester and/or phenoxyethanol and optionally, stably formulated with active ingredient(s) such as undecylenic acid, glycyrrhetinic acid, piroctone olamine and/or derivatives thereof, and having safety to the skin and good usability. <P>SOLUTION: This weak-acidic cleansing preparation is obtained by preparing at least one component selected from N-acylglycine salts with at least one component selected from imidazolinium betaine-type surfactants. This cleansing preparation thus obtained has the advantages mentioned above, containing neither p-oxybenzoic ester nor phenoxyethanol. <P>COPYRIGHT: (C)2003,JPO

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a mildly acidic cleansing agent which is highly safe to the skin and has a high antiseptic effect. More specifically, one or two or more selected from N-acylglycine salts and one or more selected from imidazolinium betaine-type surfactants are contained in combination to continuously and extremely A mildly acidic detergent that exhibits a high antiseptic effect, and that can be stably blended with active ingredients such as undecylenic acid, glycyrrhetinic acid, piroctone olamine and their derivatives, and is safe and easy to use on the skin. Regarding

[0002]

2. Description of the Related Art Conventionally, as a cleaning agent for cleaning skin and hair, fatty acid alkali salts (soap), etc., which are excellent in cleaning effect, have good foaming and foam retention, and have an effect of refreshing after washing, etc. Of the anionic surfactants have been used as the main cleaning base. However, detergents using these fatty acid alkali salts as a main washing base are generally alkaline unless pH is adjusted, and have the advantage of high antiseptic effect because they are in a growth environment not suitable for fungi. However, it has the drawback of being highly irritating.

In recent years, in order to obtain a composition mild to the skin, it has been recognized that a weakly acidic detergent close to the pH of the skin surface is preferred. For example, it is characterized by low irritation to the skin. Much research has been conducted on weakly acidic detergents based on N-acyl amino acid salts (Japanese Patent Application Laid-Open No. H8 (1998) -83977).
No. 231381, JP 2001-19632, etc.), it has been widely accepted by people with sensitive skin and alkaline hypersensitivity. Among them, N-acylglycine salt is known to exhibit antibacterial activity by itself, and is a widely used raw material for detergents.

By the way, N-acylglycine salts and the like N-
A weakly acidic detergent based on an acylamino acid salt may not be fully satisfactory in terms of usability such as detergency and foaming power. In order to improve usability, a nonionic surfactant, It is common to use an amphoteric surfactant in combination. However, when such a nonionic or amphoteric surfactant is blended with a detergent containing an N-acylglycine salt as a main base, the N-acylglycene salt forms a complex with these surfactants. There is a problem that the antibacterial effect of the glycine salt is not sufficiently expressed, and it is often the case that a sufficient antiseptic effect cannot be obtained unless paraoxybenzoic acid ester, phenoxyethanol or the like is added to the preparation. However, paraoxybenzoic acid ester and phenoxyethanol may cause side effects such as irritation to the skin and mucous membranes, causing allergic disorders, etc., and may also cause discomfort such as stinging pain, tingling and tingling. It is also known to be given, and it is not desirable to add it to products for people with sensitive skin or alkaline hypersensitivity.

Further, in anticipation of antioxidative effect, anti-inflammatory effect, bactericidal effect against dandruff fungus and acne fungus, etc. for products for sensitive skin and alkaline hypersensitivity, undecylenic acid, glycyrrhetinic acid, piroctone olamine and In some cases, active ingredients such as their derivatives are blended, but it is known that these active ingredients are unstable in an alkaline environment and their effectiveness decreases over time, so that they cannot be blended effectively unless the pH is in the acidic range. Has been.

[0006] Therefore, a sufficient antiseptic effect can be obtained without containing paraoxybenzoic acid ester and / or phenoxyethanol, which is low in irritation and highly safe, and further undecylenic acid, glycyrrhetinic acid, piroctone olamine and their derivatives. It has been desired to develop a weakly acidic detergent capable of stably blending active ingredients such as

[0007]

Therefore, in the present invention, a sustained and very high preservative effect is exhibited without containing paraoxybenzoic acid ester and / or phenoxyethanol, and further, undecylenic acid, glycyrrhetinic acid, piroctone. The object of the present invention is to obtain a weakly acidic cleansing agent which can be stably blended with active ingredients such as olamine and derivatives thereof over time and is safe for skin and good in usability.

[0008]

Means for Solving the Problems As a result of intensive studies to solve the above problems, one or more kinds selected from N-acylglycine salts and an imidazolinium betaine type surfactant are selected. By containing one kind or a combination of two or more kinds, it exerts a long-lasting and very high antiseptic effect without containing paraoxybenzoic acid ester and / or phenoxyethanol, and further, undecylenic acid, glycyrrhetinic acid, piroctone ola It was found that a mildly acidic detergent having a low irritation, high safety, and good usability, which can be stably blended with active ingredients such as min and derivatives thereof, has completed the present invention. .

That is, the present invention contains one or more kinds selected from N-acylglycine salts and one or more kinds selected from imidazolinium betaine type surfactants, and paraoxybenzoic acid. The present invention relates to a weakly acidic detergent containing no acid ester and / or phenoxyethanol, and a weakly acidic detergent comprising an active ingredient such as undecylenic acid, glycyrrhetinic acid, piroctone olamine and their derivatives.

[0010]

BEST MODE FOR CARRYING OUT THE INVENTION Embodiments of the present invention will be described in detail below.

Examples of the N-acylglycine salt used in the present invention include sodium salts such as N-coconut oil fatty acid acylglycine, N-lauroylglycine and N-stearoylglycine, potassium salts and triethanolamine salts. One type or two or more types are selected and used.
Among them, N-coconut oil fatty acid acylglycine potassium is preferably used.

The amount of the N-acylglycine salt compounded is preferably about 1 to 70% by weight, based on the entire detergent, and 3 to 5%.
0% by weight is more preferable.

Examples of the imidazolinium betaine-type surfactant used in the present invention include 2-alkyl-N-carboxymethyl-N-hydroxyethyl imidazolinium betaine having an alkyl group having 8 to 22 carbon atoms.
2-Alkyl-N-carboxyethyl-N-hydroxyethylimidazolinium betaine, 2-alkyl-N-
Sodium carboxymethyl-N-carboxymethyl oxyethyl imidazolinium betaine etc. are illustrated, and 1 type (s) or 2 or more types are selected and used from these.

The amount of the imidazolinium betaine-type surfactant compounded is preferably about 2 to 20% by weight, more preferably 3 to 15% by weight, based on the entire detergent.

A blending ratio of one or more kinds selected from the N-acylglycine salts used in the present invention and one or more kinds selected from an imidazolinium betaine type surfactant in a detergent. Is preferably 1/20 to 10/1 by weight, and more preferably 1/5 to 5/1.

Further, in the present invention, it is possible to stably mix active ingredients such as undecylenic acid, glycyrrhetinic acid, piroctone olamine and their derivatives, which cannot be stably mixed unless the pH is in an acidic range. it can.

These active ingredients are added to a weakly acidic detergent containing one or more selected from N-acylglycine salts and one or more selected from imidazolinium betaine type surfactants. By blending, the antioxidant effect,
It is possible to prevent the effects of each active ingredient, such as the anti-inflammatory effect and the bactericidal effect, from decreasing with time, and to obtain a highly safe detergent with low irritation.

The undecylenic acid derivatives used in the present invention include undecylenic acid ethanolamide, magnesium undecylenate, calcium undecylenate. Examples include zinc undecylenate, potassium undecylenoyl hydrolyzed collagen, glyceryl undecylenate, and the like. As glycyrrhetinic acid and its derivatives, glycyrrhetinic acid derivatives such as glycyrrhetinic acid, stearyl glycyrrhetinic acid, glyceryl glycyrrhetinic acid, and disodium 3-succinyloxyglycyrrhetinic acid are exemplified. , Glycyrrhizic acid, trisodium glycyrrhizinate, monopotassium glycyrrhizinate, dipotassium glycyrrhizinate, monoammonium glycyrrhizinate, and other glycyrrhizic acid derivatives.

The total content of one or two or more selected from undecylenic acid, glycyrrhetinic acid, piroctone olamine and their derivatives in the external preparation for skin of the present invention is, considering the effectiveness and usability, The composition is preferably 0.001 to 5.0% by weight, and 0.01 to 5.0% by weight.
3.0% by weight is particularly preferred. If the amount is less than 0.001% by weight based on the total weight of the composition, the effectiveness is insufficient, and if it exceeds 5% by weight, skin irritation may occur.
It is not preferable because it lowers the formulation stability.

Further, the weakly acidic detergent of the present invention may further contain other components as long as the effects of the present invention are not impaired. As such components, surfactants other than the above, plant extracts, vitamins, alcohols, polyols, oils, pearlizing agents, moisturizing components, thickeners, fragrances, dyes, ultraviolet absorbers, antioxidants, Examples include chelating agents.

[0021]

EXAMPLES The present invention will be described in more detail by showing examples, but the technical scope of the present invention is not limited thereby. Unless otherwise specified, the unit weights in the examples are shown by weight%.

Example 1 Shampoo (1) N-coconut oil fatty acid acylglycine potassium 6.0 (2) 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine 6.5 (3) concentrated glycerin 3 0.0 (4) Coconut oil fatty acid diethanolamide 5.0 (5) Citric acid Amount with pH of 6.5 (6) Amount of purified water with 100 Total production method: (1) to (5) in order (6) ) And uniformly mix and dissolve.

Example 2 Body shampoo (1) N-coconut oil fatty acid acylglycine potassium 9.0 (2) 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine 4.0 (3) 1, 3-butylene glycol 5.0 (4) Coconut oil fatty acid diethanolamide 2.0 (5) Dipotassium glycyrrhizinate 0.2 (6) Ethylenediaminetetraacetic acid 0.1 (7) Citric acid Amount to make pH 6.0 ( 8) Purified water Amount in which the total amount is 100 Manufacturing method: (1) to (7) are sequentially added to (8), and they are uniformly mixed and dissolved.

In addition, in Example 1 and Example 2, those in which the total amount of potassium N-coconut oil fatty acid acylglycine was replaced with sodium polyoxyethylene lauryl sulfate were prepared and designated as Comparative Example 1 and Comparative Example 2, respectively.

Next, the antiseptic effect of the above Examples 1 and 2 and Comparative Examples 1 and 2 was evaluated by the following method.

[0026] Test Methods Test bacteria, E. coli as a bacterium (Escherichia coli), Staphylococcus aureus (Staphylococcus aureus), Staphylococcus epidermidis (Staphylococcus epidermis), Pseudomonas aeruginosa (Pseudomo
nas aeruginosa, Pseudomonas cepacia), deformation bacteria (Pro
teus vulgaris ), as a fungus, black mold ( Aspergillus nig)
er ) was used. The test bacteria were inoculated with 1.0 × 10 ⁶ cells / g of bacteria and 1.0 × 10 ⁵ cells / g of fungi in an aqueous solution of 5.0% by weight of each sample. The number of viable cells was measured by culturing at 37 ° C. and fungi at 25 ° C. for 2 weeks. The preservative effect was judged to be sufficient when the viable cell count after 2 weeks was killed for bacteria and 10 ³ or less for fungi. The evaluation results are shown in Table 1 with a case where a sufficient antiseptic effect was observed, and a case where it was not observed.

[0027]

[Table 1]

As is clear from Table 1, in both Example 1 and Example 2 of the present invention, the addition of 5.0% by weight showed a sufficient antiseptic effect against all the bacteria and black molds tested. . On the other hand, in Comparative Example 1 and Comparative Example 2,
None of them showed a sufficient antiseptic effect against all the test bacteria.

Evaluation of Skin Irritation / Ocular Mucosa Irritation The skin irritation was evaluated by a 48-hour back-occlusion patch test conducted by 30 male panelists using a 1.0 wt% aqueous solution of each Example as a sample. Points were scored according to the criteria shown, and the average value of 30 persons was calculated. Regarding eye mucous membrane irritation, 20 male and female panelists
An actual use test as a group was carried out, and the stimulus that was felt by the eyes during use, such as bleeding into the eyes, was evaluated according to the evaluation criteria shown in Table 3 and scored, and the average value of 20 persons was obtained. The results are shown in Table 4.

[0030]

[Table 2]

[0031]

[Table 3]

[0032]

[Table 4]

As shown in Table 4, the results of the skin irritation evaluation and the eye mucous membrane irritation evaluation showed almost no skin irritation.
Furthermore, almost no irritation of the eye mucous membrane was felt.

No panelists complained about the feeling of use of the weakly acidic detergent of each example.

Example 3 Body shampoo (1) N-coconut oil fatty acid acylglycine potassium 10.00 (2) 2-alkyl-N-carboxymethyl-N-hydroxyethyl imidazolinium betaine 3.00 (3) concentrated glycerin 10.00 (4) Coconut oil fatty acid diethanolamide 10.00 (5) Undecylenic acid 0.05 (6) Citric acid Amount to make pH 6.5 (7) Amount to make purified water 100 100 Manufacturing method: (1 ) To (6) are sequentially added to (7) and mixed and dissolved uniformly.

Example 4 Shampoo (1) N-coconut oil fatty acid methyl taurine sodium 3.0 (2) N-coconut oil fatty acid acylglycine potassium 5.0 (3) Polyoxyethylene (3EO) alkyl (C12) -C15) sodium ether sulfate 2.4 (4) 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine 3.0 (5) coconut oil fatty acid diethanolamide 4.0 (6) citric acid pH Amount to be 5.5 (7) Chloride O- [2-hydroxy-3- (trimethylammonio) propyl] guar gum 0.5 (8) Hydrolyzed collagen powder 0.2 (9) Perfume 0.1 (10) Piroctone olamine 0.02 (11) Purified water Amount with 100 as the total amount Production method: (1) to (10) are sequentially added to (11) and uniformly mixed, To the solution.

[0037]

INDUSTRIAL APPLICABILITY Paraoxybenzoic acid can be obtained by combining one or more selected from N-acylglycine salts and one or more selected from imidazolinium betaine type surfactants. Even if it does not contain an ester and / or phenoxyethanol, it exerts a long-lasting and very high antiseptic effect, and can further contain stably active ingredients such as undecylenic acid, glycyrrhetinic acid, piroctone olamine and their derivatives. It was possible to obtain a weakly acidic detergent which is safe for the skin and has good usability.

Continued front page    F-term (reference) 4C083 AC122 AC251 AC252 AC302                       AC532 AC642 AC661 AC662                       AC711 AC712 AC782 AC792                       AC861 AC862 AD352 AD432                       AD531 AD532 BB05 BB07                       CC23 CC38 DD27 EE01 EE07                       EE10 FF05

Claims (2)

[Claims] 1. Containing one or more selected from N-acylglycine salts and one or more selected from imidazolinium betaine-type surfactants, and containing paraoxybenzoic acid ester and / or Alternatively, a weakly acidic detergent containing no phenoxyethanol. 2. One or more active ingredients selected from undecylenic acid, glycyrrhetinic acid, piroctone olamine and their derivatives, are contained,
The weakly acidic cleaning agent according to claim 1.