KR20160046639A - Composition for external application to the skin containing meso-2,3-butanediol as a preservative - Google Patents

Abstract

The present invention relates to a composition for external application, which contains meso-2,3-butanediol which is an isomer of 2,3-butanediol, represented by chemical formula 1, so as to have an excellent preservative activity even without chemical preservatives, and to have excellent feeling on the skin by being less irritating.

Description

[0001] The present invention relates to a composition for external application for skin comprising meso-2,3-butanediol as a preservative.

The present invention relates to a composition for external application for skin, which contains meso-2,3-butanediol, which is an isomer of 2,3-butanediol, and which does not contain a chemical preservative but has excellent anti- will be.

The composition for external application for skin may be contaminated with microorganisms through various routes such as contamination by microorganisms that may occur during the production process, contamination of microorganisms by skin contact of fingers during use, or contamination by water during use. Therefore, mixing of preservatives and the like is required to inhibit or kill the growth of microorganisms in the composition and to improve the shelf life of the product.

Commonly used preservatives include, for example, paraoxybenzoic acid esters (commonly referred to as "parabens"), imidazolidinyl urea, phenoxyethanol, or chlorphenacin. These chemical preservatives may exhibit effectiveness as a preservative means for use in the composition for external application for skin. However, these chemical preservatives incorporated into the composition may exhibit skin irritation, allergies and the like, and may even exhibit skin toxicity in severe cases.

It is also possible to prepare a composition for external application for skin which does not contain a preservative such as parabens or phenoxyethanol. In such a case, however, a separate measure or device is required for ensuring buoyancy. For example, aseptic manufacture, restriction of the amount of content or the period of use, and the use of complicated means such as the use of a container which is divided into small portions and which can not be refilled (such as a bag with a backless tube and a dispenser) There is a problem that it is not economical.

On the other hand, some diol-based flotation abilities are known. For example, in the case of 1,2-butanediol and 1,2-hexanediol, flotation abilities are excellent and used partially. However, 1,2-butanediol and 1,2-hexanediol are limited in their use for preserving cosmetic and other external preparations due to safety problems such as skin irritation and irritation.

Korean Patent Laid-Open No. 10-2003-0026065 (published on March 31, 2003)

Therefore, the present inventors searched for a substance that can replace a chemical preservative that has a high irritation and poor safety to skin, and found that meso-2,3-butanediol has excellent repellency and low irritation to skin Thereby completing the present invention.

Accordingly, it is an object of the present invention to provide a composition for external application for skin comprising a preservative component which is high in flotation power and can substitute for a conventional chemical preservative, and which has high safety and feeling on skin.

In order to achieve the above object, the present invention provides a composition for external application for skin containing meso-2,3-butanediol represented by the following formula (1).

INDUSTRIAL APPLICABILITY The composition for external application for skin containing meso-2,3-butanediol according to the present invention exhibits sufficient repellency without using a chemical preservative which is high in the existing stimulus and low in safety for skin, And thus it can be used in various fields such as cosmetics field.

The present invention provides a composition for external application for skin containing meso-2,3-butanediol.

2,3-butanediol is generally produced by fermentation, and Klebsiella pneumoniae , Bacillus polymyxa , and Enterobacter aerogenes, or may be chemically synthesized using Pentoses, Xylose and Arabinose as raw materials.

In particular, in external preparations such as cosmetics, 2,3-butanediol has been conventionally included in compositions as ingredients such as emollients, humectants or wetting agents.

2,3-butanediol can be classified into three isomers by stereochemistry. That is, it can be classified into meso-2,3-butanediol, S, S-2,3-butanediol, R, R-2,3-butanediol, have.

[Chemical Formula 1]

Of these three stereoisomers of 2,3-butanediol, meso-2,3-butanediol has the characteristic that the repellency is lower while the repellency is better than the other stereoisomers.

Therefore, the composition according to the present invention can be used as an alternative to a chemical preservative by using meso-2,3-butanediol having antimicrobial activity as a preservative, and thus, a chemical preservative such as parabens, imidazolidinyl urea, phenoxyethanol, 2-butanediol, 1,2-hexanediol and the like can be provided. In addition, it is possible to control the compounding amount of meso-2,3-butanediol according to a desired use purpose, to ensure sufficient preservation and preservation power without blending a chemical preservative at all, and in particular, And is also more compatible with other components of cosmetics.

In the present invention, the term " composition for external application for skin "is a concept covering the entirety of a composition used for external skin application, and includes various cosmetic materials such as basic cosmetics, makeup cosmetics, and hair cosmetics (including body products); Or ointments, and the like, and the present invention provides individual compositions of these types of external-use compositions.

In the present invention, the term "preservative" means that contaminating microorganisms such as bacteria, fungi and yeasts in a product will propagate to contaminate the product, thereby preventing the deterioration of the material and thereby stably preserving the composition for a long period. Buoyancy "refers to the ability of the product to be contaminated from ambient pollutants such as contaminating microorganisms and to prevent the material from deteriorating.

In the present invention, meso-2,3-butanediol is used in an amount of not less than 0.001% by weight, preferably not less than 0.5% by weight, more preferably not less than 1.0% by weight based on the total weight of the composition, By weight or more, more preferably 1.5% by weight or more. Also, in consideration of the effective amount of other ingredients in the composition for external application for skin and the efficiency of blending of meso-2,3-butanediol, the content of meso-2,3-butanediol is 20% by weight or less, or 10% , And more preferably 4 wt% or less.

The meso-2,3-butanediol used in the composition of the present invention may be prepared by a conventional method and incorporated into an external preparation composition, and a commercially available product may be incorporated into the external preparation composition.

When taking into account only the desired effects of the present invention described above, it is not necessary to additionally add other antimicrobial agents or preservatives in the composition for external use of the present invention, but the composition for external use of the present invention is usually used in an external preparation composition Other antibacterial agent may be further added to the composition for external use of the present invention. In the composition of the present invention, as long as the desired effects are not impaired, the ingredients usually contained in the external preparation, depending on the properties of the composition, such as moisturizers, ultraviolet absorbers, vitamins, plant extracts, , A vasodilator, an astringent, a refreshing agent, a hormone, and the like.

The external composition for skin of the present invention may be a cosmetic composition, a pharmaceutical composition, or the like. The composition may be formulated, for example, in the form of a softening agent, a convergent lotion, a nutritional lotion, an eye cream, a nutritional cream, a massage cream, a cleansing cream, a cleansing foam, a cleansing water, a powder, , The formulation is not particularly limited. In addition, in the respective formulations, other components may be mixed and selected without difficulty by those skilled in the art depending on the kind of the composition or purpose of use.

Hereinafter, the present invention will be described in more detail through preferred test examples of the present invention. However, the following test examples are for exemplarily confirming the effects of the present invention, and the scope of the present invention is not limited thereto.

[Formulation Examples 1 to 4 and Comparative Formulation Examples 1 to 4] Nutritional lotion (lotion type)

Formulation Examples 1 to 9 containing meso-2,3-butanediol and meso-2,3-butanediol were not added (Comparative Formulation Example 1) in the conventional manner according to the composition shown in Table 1 below, Samples of Comparative Formulation Examples 1 to 4 in which 2-hexanediol (Comparative Formulations 2 and 3) or methyl paraben, which is a conventional chemical preservative (Comparative Formulation Example 4), were prepared.

Raw material name Formulation Example Comparative Formulation Example One 2 3 4 5 6 7 8 9 One 2 3 4 Purified water Balance Balance Balance Balance Balance Balance Balance Balance Balance Balance Balance Balance Balance Liquid paraffin 5.0 5.0 5.0 5.0 5.0 5.0 5.0 5.0 5.0 5.0 5.0 5.0 5.0 glycerin 5.0 5.0 5.0 5.0 5.0 5.0 5.0 5.0 5.0 5.0 5.0 5.0 5.0 Cetyl octanoate 5.0 5.0 5.0 5.0 5.0 5.0 5.0 5.0 5.0 5.0 5.0 5.0 5.0 Concentrated glycerin 3.0 3.0 3.0 3.0 3.0 3.0 3.0 3.0 3.0 3.0 3.0 3.0 3.0 Cyclomethicone 2.0 2.0 2.0 2.0 2.0 2.0 2.0 2.0 2.0 2.0 2.0 2.0 2.0 Dimethicone 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 Stearic acid 0.8 0.8 0.8 0.8 0.8 0.8 0.8 0.8 0.8 0.8 0.8 0.8 0.8 Cetostearyl alcohol 0.7 0.7 0.7 0.7 0.7 0.7 0.7 0.7 0.7 0.7 0.7 0.7 0.7 Glycerin stearate 0.6 0.6 0.6 0.6 0.6 0.6 0.6 0.6 0.6 0.6 0.6 0.6 0.6 Triethanolamine 0.2 0.2 0.2 0.2 0.2 0.2 0.2 0.2 0.2 0.2 0.2 0.2 0.2 Carboxyvinyl polymer 0.15 0.15 0.15 0.15 0.15 0.15 0.15 0.15 0.15 0.15 0.15 0.15 0.15 Ethylenediamine sodium acetate 0.02 0.02 0.02 0.02 0.02 0.02 0.02 0.02 0.02 0.02 0.02 0.02 0.02 Spices Suitable amount Suitable amount Suitable amount Suitable amount Suitable amount Suitable amount Suitable amount Suitable amount Suitable amount Suitable amount Suitable amount Suitable amount Suitable amount Meso-2,3-butanediol 0.5 One 1.5 2 3 4 5 10 12 - - - _ 1,2-hexanediol - - - - - - - - - - 0.5 One - Methyl paraben - - - - - - - - - - - - 0.5

[Test Example 1] Flotation test

To evaluate the buoyant force, 20 g of the cosmetic formulations of Formulation Examples 1 to 94 and Comparative Formulation Examples 1 to 4 were mixed with Escherichia coli coli ; ATCC 8739), Staphlyococcus (Staphylococcus aureus) aureus ; ATCC 6538) and Pseudomonas aeruginosa aeruginosa ; ATCC 99027) was added at an initial concentration of 10 ⁶ cfu (colony forming unit) / g per sample. 1 g of each cosmetic was taken at intervals of 1, 7, 14, 21, and 28 days while the cells were cultured in a constant temperature bath at 22.5 캜 for 4 weeks, and the viable cell counts were measured. The results are shown in Table 32 below.

In the case of mold, Penicillium citrinum ; ATCC 9849) and Aspergillus niger (ATCC 16404) to an initial concentration of 10 ⁶ cfu / g per sample. The mixture was incubated at 25 ° C in a thermostatic chamber, The presence of hyphae and spores on the surface was observed and the results are shown in Table 2 below.

Cosmetics Bacteria (cfu / g) Mold ^* Initial number of bacteria 1 day 7 days 14 days 21st 28th Formulation Example 1 1 x 10 ⁶ 1425 <1000 <1000 <1000 <1000 + Formulation Example 2 1 x 10 ⁶ 1324 <1000 <100 <100 <10 - Formulation Example 3 1 x 10 ⁶ <1000 <100 <10 <10 <10 - Formulation Example 4 1 x 10 ⁶ <1000 <100 <10 <10 <10 - Formulation Example 5 1 x 10 ⁶ <100 <10 <10 <10 <10 - Formulation Example 6 1 x 10 ⁶ <10 <10 <10 <10 <10 - Formulation Example 7 1 x 10 ⁶ <10 <10 <10 <10 <10 - Formulation Example 8 1 x 10 ⁶ <10 <10 <10 <10 <10 - Formulation Example 9 1 x 10 ⁶ <10 <10 <10 <10 <10 - Comparative Formulation Example 1 1 x 10 ⁶ 2200 10000 4000 3500 <1000 ++ Comparative Formulation Example 2 1 x 10 ⁶ 1250 <1000 <10 <10 <10 - Comparative Formulation Example 3 1 x 10 ⁶ 1000 100 <10 <10 <10 - Comparative Formulation Example 4 1 x 10 ⁶ <10 <10 <10 <10 <10 -

- : There was no spawning and mycelium spawning for 8 weeks.

+ : Molding on the wall or lid within 4 weeks

++ : Mending within 4 weeks and mold on part of the surface

+++: Mildew and mold on the entire surface within 4 weeks

The results shown in the above Table 2 show that the formulation using meso-2,3-butanediol can exhibit a preservative effect, especially when meso-2,3-butanediol is contained in an amount of 1.5 wt% 4) exhibited a repellency similar to or better than comparative formulations 2 and 3 using the conventional 1,2-hexanediol preservative and contained meso-2,3-butanediol in an amount of at least 4 wt% (Formulation Examples 6 to 9), it is confirmed that they exhibit a very excellent flotation power similar to Comparative Formulation Example 4 using the conventional methylparaben preservative.

[Test Example 2] Usability (stimulus) test

Experiments were conducted to evaluate the stimulation sensation for the samples of Formulation Example 6 and Comparative Formulation Examples 1 to 4. Specifically, 15 panelists were randomly assigned 0.5 ml each of the samples of Formulation Example 6 and Comparative Formulation Examples 1 to 4, respectively. The samples were rubbed on the skin, and the stimuli such as 'stinging' and 'burning' were evaluated. The results are shown in Table 3 below.

<Evaluation Criteria>

0 - 0.4 : None

0.4 to 1.0 : Slight (minor)

1.1 to 2.0 Moderate

2.1 to 3.0 : Severe (severe)

Test substance Formulation Example 6 Comparative Formulation Example 1 Comparative Formulation Example 2 Comparative Formulation Example 3 Comparative Formulation Example 4 Stinginess 0.19 0.20 0.32 0.38 0.92 Burning 0.62 0.54 0.79 0.94 0.85 Average 0.41 0.37 0.56 0.66 0.89

As shown in Table 3, as compared with the comparative formulations 2 and 3 using the existing 1,2-hexanediol and the comparative formulation 4 using the conventional methylparaben preservative, a larger amount of meso-2, The degree of irritation of Formulation Example 6 using 3-butanediol was very low.

[Test Example 3] Skin irritation test

2,3-butanediol, a stereoisomer of 2,3-butanediol, Meso-2,3-butanediol, S, S-2,3-butanediol, To evaluate the skin safety of 1,2-butanediol, 1,2-butanediol and 1,2-hexanediol, which is a conventional diol, the test for 24 hours was carried out. The patches were attached to the upper part of the subject and 20 μl of the prepared test material was applied using an IQ chamber (chemotechique, Sweeden). The patches were attached and after 24 hours, the patches were removed. The first reading was performed 30 minutes after removing the patch, and the second reading was performed after 24 hours.

To determine the intensity of the skin irritation of the sample, weights were assigned according to the degree of positive skin reaction, and the average skin response was obtained to determine the skin irritation of the sample. The average skin response was calculated by the following formula (1). The experimental results are shown in Table 5.

Score Skin irritation intensity Less than 1 (Grade I) No stimulation 1 to 3 (Grade II) Light stimulus 3 to less than 5 (Grade III) Moderate irritation 5 or more (Grade IV) River stimulation

Test substance content(%) Score Purified water 100 0.32 1,3-butanediol 30 0.52 1,2-butanediol 30 2.48 S, S-2,3-butanediol 30 2.12 R, R-2,3-butanediol 30 1.45 Meso-2,3-butanediol 30 0.41 1,2-hexanediol 20 2.54

In the results of Table 5 above, meso-2,3-butanediol showed lower skin irritation levels than 1,2-hexanediol, and other stereoisomers such as S, S-2,3-butanediol, The skin irritation level was lower than that of R-2,3-butanediol.

Through the above test examples and the like, the composition for external application for skin according to the present invention uses meso-2,3-butanediol which is stereochemically isomeric, so that, without using a conventional chemical preservative or 1,2-hexanediol, And at the same time, the skin stimulation or stimulation level is much lower than that of conventional chemical preservatives or 1,2-hexanediol, so that the feeling of use is improved.

Claims (6)

A composition for external application for skin comprising meso-2,3-butanediol represented by the following formula (1) as a preservative.
[Chemical Formula 1]

The composition for external application for skin according to claim 1, wherein the content of meso-2,3-butanediol is 0.001 to 20% by weight based on the total weight of the composition. 3. The composition for external application for skin according to claim 2, wherein the content of meso-2,3-butanediol is 1.5 to 4% by weight based on the total weight of the composition. The composition for external application for skin according to claim 1, wherein the composition uses meso-2,3-butanediol as a sole preservative. The composition for external application for skin according to claim 1, wherein the composition has little skin irritation. 6. The composition for external application for skin according to any one of claims 1 to 5, wherein the composition is a cosmetic composition.