JP4874577B2 - Topical skin preparation - Google Patents

Description

The present invention relates to an external preparation for skin, and more particularly, to an external preparation for skin having resistance to contamination of Staphylococcus aureus, Escherichia coli and yeast .

  In skin preparations such as cosmetics, it is important to maintain antiseptic power. In skin external preparations, it is manufactured cleanly at the time of manufacture. For example, even if there is no contamination with microorganisms such as Staphylococcus aureus, Escherichia coli or yeast, the microorganisms are passed through the user depending on the use situation after sales. This is because the possibility of contamination is very high. Usually, even when such microorganisms are mixed, a preservative such as paraben is added so as to have antiseptic power so that the microorganisms are killed in the external preparation for skin. On the other hand, parabens, which are representative of such preservatives, are suspected of having endocrine disrupting effects in butylparaben, and there is a high possibility of transient stimulation in the entire paraben. There may be circumstances that should be restricted to use. In addition, among the various newly developed ingredients for external preparations for skin, there are ingredients that tend to promote the growth of microorganisms, and in this sense, maintaining antiseptic power in external preparations for skin has become difficult year by year. Is increasing. In particular, Staphylococcus aureus, Escherichia coli, or yeast has a high resistance to preservatives and may have pathogenicity. Therefore, maintaining the antiseptic power against these bacteria is a major issue.

  As means for improving the antiseptic power other than parabens, glucopyranosylglycerol, 1,2-pentanediol, undecylenic acid monoglyceride, hydroxyapatite and the like are known, but the antiseptic action against S. aureus, Escherichia coli or yeast is excellent. (For example, see Patent Document 1, Patent Document 2, Patent Document 3, and Patent Document 4).

  By the way, saccharides such as maltose, methylgluces, polyglucosylethyl methacrylate or starch / sodium polyacrylate graft polymer or derivatives thereof are known to have effects such as moisturizing action and skin roughening action in external preparations for skin. (See, for example, Patent Document 5, Patent Document 6, and Patent Document 7).

Further, in the external preparation for skin, lysine, arginine, serine, amino acids such as glycine or hydroxyproline, flexibly allowed the skin, that are known to have an effect of moisturizing improved (e.g., Patent Document 8 , See Patent Document 9 ).

  Furthermore, about 4-n-butylresorcinol or its salt, melanin production inhibitory action (for example, refer patent document 10), cloud fat suppression action (for example, refer patent document 11), acne suppression action (for example, refer patent document 12) ), An effect of improving sunburn and hot flash (for example, see Patent Document 13), an effect of suppressing scar formation after radiation irradiation (for example, see Patent Document 14), an active oxygen scavenging action (for example, Patent Document 15), anti-pruritic action (for example, see Patent Document 16) and the like are known.

However, the sugar acids are properly and derivatives and / or salts thereof saccharide, an amino acid and / or its salts, skin external preparation containing a 4-n-butyl resorcinol and / or its salts, was excellent Paraben-free It was not known to have preservative power.

  The present invention has been made under the circumstances as described above, and an object of the present invention is to provide an external preparation for skin having an excellent antiseptic power without containing an antiseptic such as paraben.

  The present inventors have found that when a saccharide or derivative thereof and an amino acid are combined in an external preparation for skin, the antiseptic power of paraben is significantly reduced. And in the skin external preparation containing such saccharides or a derivative thereof and an amino acid, as a result of earnest research efforts seeking a means for maintaining antiseptic power, 4-n-butylresorcinol and / or its It has been found that by containing a salt, it becomes a skin external preparation having an excellent antiseptic power, and the present invention has been completed.

That is, the present invention is as follows.
(1) 1) Saccharide and / or salt thereof or derivative and / or salt thereof of 0.1 to 10% by mass, 2) Amino acid and / or salt thereof of 0.001 to 1% by mass, and 3) A skin external preparation characterized by containing 0.01 to 5% by mass of 4-n-butylresorcinol and / or a salt thereof.
(2) The external preparation for skin according to (1), wherein the saccharide and / or salt thereof or a derivative of the saccharide and / or salt thereof has a glucosyl group or a polyglucosyl skeleton.
(3) A saccharide and / or a salt thereof or a derivative of the saccharide and / or a salt thereof selected from maltose, methylgluces, polyglucosylethyl methacrylate, starch / sodium polyacrylate graft polymer, and salts thereof The skin external preparation according to (1), characterized in that there are two or more kinds.
(4) The skin external preparation according to any one of (1) to (3), wherein the amino acid is one or more selected from lysine, arginine, serine, glycine and hydroxyproline. .
(5) The external preparation for skin according to any one of (1) to (4), which does not contain butylparaben.
(6) The external preparation for skin according to any one of (1) to (4), which does not contain paraben.
(7) The external preparation for skin according to any one of (1) to (6), which has a resistance to contamination by Staphylococcus aureus, Escherichia coli and yeast.
(8) Resistance to Staphylococcus aureus, Escherichia coli, and yeast contamination is defined by the fact that the microorganisms die without forming colonies within one week when the microorganisms are planted in a topical skin preparation. The external preparation for skin according to (7), wherein

That is, the present invention is as follows.
(1) 1) sugar acids, it is also properly methyl gluceth, poly glucosyl methacrylate, one or more saccharides derivatives and / or salts thereof selected from starch sodium polyacrylate graft polymer and hydroxypropyl cellulose 0 . And 1 to 10 mass%, 2) amino acids and / or salts thereof 0. And 001-1 wt%, 3) 4-n- butyl-resorcinol and / or a salt thereof 0. A skin external preparation having resistance against contamination of Staphylococcus aureus, Escherichia coli and yeast, characterized by containing 01 to 5% by mass and not containing parabens .
(2), wherein the sugar compound is multitose or isomerized sugar, skin external preparation as described in (1).
(3) The skin external preparation according to (1) or (2) , wherein the amino acid is one or more selected from lysine, arginine, serine, glycine and hydroxyproline.
(4) The resistance to Staphylococcus aureus, Escherichia coli and yeast contamination is defined by the fact that the microorganisms die without forming colonies within one week when the microorganisms are planted in a topical skin preparation. The external preparation for skin according to any one of ( 1) to (3), wherein

(1) Saccharide and / or a salt thereof or a derivative of the saccharide and / or a salt thereof, which are essential components of the external preparation for skin of the present invention, a saccharide and / or a salt thereof or a derivative of the saccharide and And / or a salt thereof as an essential component. “Saccharides” as used in the present invention refers to monosaccharides or polysaccharides (including oligosaccharides), and “derivatives” of such saccharides are those that are not classified into saccharides via the hydroxyl groups of these saccharides or polysaccharides. Refers to the bound compound. In the present invention, it is preferable that the saccharide or its derivative has a skin moisturizing action.

(1) a sugar compound is an essential component of the skin external preparation of the present invention, or skin external preparation of the derivatives and / or salts thereof present invention sugar acids are sugar acids, also properly derivatives of later-described saccharide and / or a It contains a salt as an essential component. The “saccharide” as used in the present invention refers to a monosaccharide or polysaccharide (including oligosaccharides) . In the present invention, it is preferable that the saccharide or its derivative has a skin moisturizing action.

  Moieties that are not classified as sugars include alkyloxy groups, carboxyl groups, alkyl groups or alkenyl groups that may have an alkyloxycarbonyl group, polyoxyethylene chains, poly (meth) acrylic acid chains, polyoxypropylene chains, etc. The polymer substrate of FIG.

It is a derivative of the above saccharides, methyl gluceth, poly glucosyl methacrylate click relays DOO, de Npun-sodium polyacrylate graft polymers, and hydroxypropyl cellulose. Methyl gluces is a compound obtained by adding ethylene oxide to methyl glucoside, and those having an average addition mole number of ethylene oxide of 5 to 25 are preferable. Specific examples include methyl gluces-10 and methyl gluces-20, each having an average added mole number of 10 or 20.

  The saccharides as described above or derivatives thereof have an excellent skin moisturizing action due to the moisture retention derived from the sugar chain, but significantly reduce the antiseptic power of the external preparation for skin due to the utilization of the sugar chain. In particular, when amino acids coexist, this tendency is remarkable because a nitrogen supply source is also secured.

  In the external preparation for skin of the present invention, such saccharides or derivatives thereof can contain only one species or can contain two or more species in combination. Preferred examples of the salt include alkali metal salts such as sodium salt and potassium salt, alkaline earth metal salts such as calcium and magnesium, and organic amine salts such as ammonium salt, triethanolamine salt and triethylamine salt. In order to express the skin moisturizing action as described above, the saccharide or derivative thereof is 0.1 to 10% by mass, more preferably 0.2 to 5% by mass, based on the total amount of the external preparation for skin. It is preferable to make it contain. This is because if the lower limit value is not reached, the above-mentioned action may not be exhibited, and if the upper limit value is exceeded, the effect may reach its peak.

(2) Amino acid and / or salt thereof which is an essential component of the external preparation for skin of the present invention is characterized by containing an amino acid and / or a salt thereof as an essential component. The amino acid, as long as it is known in normal skin external agent applicable particular limitation without, for example, leucine, isoleucine, glutamine, glutamic acid, tryptophan, lysine, arginine, serine, glycine, hydroxyproline, phenylalanine, Alanine and the like can be preferably exemplified, and lysine, arginine, serine, glycine and hydroxyproline can be particularly preferably exemplified. The amino acid may be any of the L-form, D-form and DL-form, but the L-form is preferred.

  In the external preparation for skin of the present invention, such amino acids can contain only one species, or two or more can be contained in combination. Further, as salts, alkali salts such as sodium salts and potassium salts, alkaline earth metal salts such as calcium and magnesium, alkali salts such as ammonium salts, organic ethanol salts such as triethanolamine salts and triethylamine salts, and citrate salts Preferred examples include organic acid salts such as tartrate, mineral acid salts such as phosphate, hydrochloride, sulfate and nitrate.

  These amino acids and / or salts thereof have a skin moisturizing action and an action of promoting improvement such as rough skin.

  In the skin external preparation of the present invention, the preferred content of such amino acids is 0.001 to 1% by mass, more preferably 0.005 to 0.5% by mass. This is because the skin moisturizing effect may not be achieved if the lower limit is not reached, and the effect may reach its peak even if the upper limit is exceeded.

(3) 4-n-Butylresorcinol and / or its salt which is an essential component of the skin external preparation of this invention The skin external preparation of this invention has 4-n-butylresorcinol and / or its salt as an essential component, 0 0.01 to 5% by mass, and more preferably 0.05 to 1% by mass. Such 4-n-butylresorcinol can be prepared according to conventional methods, for example, see Lille, J. et al. Bitter, L .; A. Peiner, V .; Trudy-Nauchono-Issledovatel'skii Institute Sltsev (1969), No. 1 18, 127-34 can be followed.
That is, examples include a method of condensing resorcin and butanoic acid in the presence of zinc chloride and reducing with zinc amalgam / hydrochloric acid, and a method of condensing resorcin and n-butyl alcohol at a high temperature of 200 to 400 ° C.

  The 4-n-butylresorcinol thus obtained can be converted into a salt by reacting with various basic compounds. Such a salt is not particularly limited as long as it is physiologically acceptable, for example, an alkali metal salt such as sodium salt or potassium salt, an alkaline earth metal salt such as calcium salt or magnesium salt, Preferred examples include organic amine salts such as ammonium salts, triethanolamine salts and triethylamine salts, and basic amino acid salts such as lysine salts and arginine salts. Among these salts, alkali metal salts are particularly preferable, and sodium salts are particularly preferable.

  In the external preparation for skin of the present invention, 4-n-butylresorcinol or a salt thereof can be contained alone or in combination of two or more. If the content of such a component is too smaller than the above-mentioned amount, the resistance to microorganisms (preservative effect) may not be exhibited, and if it is too much, the effect may reach its peak.

(4) Skin external preparation of the external preparation for skin of the Invention The present invention, the essential component, 1) sugar acids, methyl gluceth also is properly poly glucosyl methacrylate, starch sodium polyacrylate graft polymer and hydroxypropyl It contains one or more saccharide derivatives selected from cellulose and / or salts thereof, 2) amino acids and / or salts thereof, and 3) 4-n-butylresorcinol and / or salts thereof. And
The skin external preparation of this invention can contain the arbitrary components normally used with skin external preparations, such as cosmetics, besides this essential component. Examples of such optional ingredients include macadamia nut oil, avocado oil, corn oil, olive oil, rapeseed oil, sesame oil, castor oil, safflower oil, cottonseed oil, jojoba oil, coconut oil, palm oil, liquid lanolin, and hardened coconut oil. , hydrogenated oil, Japan wax, hydrogenated castor oil, beeswax, candelilla wax, carnauba wax, insect wax, lanolin, reduced lanolin, hard lanolin, oils such jojoba wax, waxes; liquidity paraffin, squalane, pristane, ozokerite, paraffin, ceresin, petrolatum, hydrocarbons such as microcrystalline wax; oleic acid, isostearic acid, lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, higher fatty acids such as undecylenic acid; Se chill alcohol, stearyl alcohol, Isosuteari Alcohol, behenyl alcohol, octyldodecanol, myristyl alcohol, higher alcohols such as cetostearyl alcohol; Lee Sookutan cetyl, isopropyl myristate, isostearate hexyl decyl, diisopropyl adipate, sebacic di-2-ethylhexyl, cetyl lactate, malate Diisostearyl acid, ethylene glycol di-2-ethylhexanoate, neopentyl glycol dicaprate, glycerin di-2-heptylundecanoate, glycerin tri-2-ethylhexanoate, trimethylolpropane tri-2-ethylhexanoate, trimethylolpropane triisostearate, synthetic ester oils such as tetra-2-ethylhexanoate pentane pentaerythritol; di methyl polysiloxane, methylphenyl Rokisan, linear polysiloxanes such as diphenyl polysiloxane; O Kuta tetramethyl cyclotetrasiloxane, decamethylcyclopentasiloxane, cyclic polysiloxanes such as dodeca methylcyclohexane siloxane; amino-modified polysiloxane, polyether-modified polysiloxane, alkyl-modified poly siloxanes, oils such silicone oils of modified polysiloxanes and fluorine-modified polysiloxane; fatty acid soap (sodium laurate, sodium palmitate), potassium lauryl sulfate, an anionic surfactant such as alkyl sulfate, triethanolamine ether agents; salt stearyl trimethyl ammonium, benzalkonium chloride, cationic surfactants such as lauryl amine oxide; Lee Midazorin ampholytic surfactants (2-cocoyl-2-Imida Sledding pyridinium hydroxide-1-carboxylate et Ciro carboxymethyl disodium salt), betaine-based surfactants (alkyl betaines, amido betaines, sulfobetaine and the like), amphoteric surfactants such as acyl methyl taurine; Seo Rubitan fatty acid esters ( Sorbitan monostearate, sorbitan sesquioleate, etc.), glycerin fatty acids (such as glyceryl monostearate), propylene glycol fatty acid esters (such as propylene glycol monostearate), hardened castor oil derivatives, glycerin alkyl ether, POE sorbitan fatty acid ester (POE sorbitan monooleate, polyoxyethylene sorbitan monostearate, etc.), POE sorbite fatty acid esters (POE-sorbitol monolaurate, etc.), POE glycerin fatty acid ester Tells (POE-glycerol monoisostearate, etc.), POE fatty acid esters (polyethylene glycol monooleate, POE distearate, etc.), POE alkyl ethers (POE2-octyldodecyl ether, etc.), POE alkylphenyl ethers (POE nonylphenyl) Ethers, etc.), Pluronic types, POE / POP alkyl ethers (POE / POP2-decyltetradecyl ether, etc.), Tetronics, POE castor oil / hardened castor oil derivatives (POE castor oil, POE hardened castor oil, etc.), sucrose fatty acid esters, (such as glycerin mono-oleyl ether (selachyl alcohol)) alkyl glyceryl ether, nonionic surfactants such as alkyl glucosides; Po triethylene glycol, glycerin, 1,3-Bed Glycol, erythritol Le, sorbitol, xylitol, maltitol, propylene glycol, dipropylene glycol, diglycerin, isoprene glycol, 1,3-butanediol, 1,2-pentanediol, 2,4-hexanediol, 1,2 - hexanediol, 1,2 polyhydric alcohols octanediol; sodium pin Lori pyrrolidone carboxylic acid, lactic acid, moisturizing ingredients, such as sodium lactate; may be processed to the front surface, mica, talc, kaolin, synthetic mica, calcium carbonate, magnesium carbonate, silicic anhydride (silica), aluminum oxide powder such as barium sulfate; may be processed to the front surface, red iron oxide, yellow iron oxide, black iron oxide, cobalt oxide, the processed front surface; ultramarine, iron blue, titanium oxide, inorganic pigments such zinc oxide Even though it may, mica titanium, Sakanarinhaku, pearl agent such as bismuth oxychloride; les over yellowing is good Red No. 202 even if the red No. 228, Red No. 226, Yellow No. 4, Blue No. 404, Organics such as yellow 5, red 505, red 230, red 223, orange 201, red 213, yellow 204, yellow 203, blue 1, green 201, purple 201, red 204 dyes; Po Riechiren powder, polymethyl methacrylate, nylon powder, organic powders such as organopolysiloxane elastomers; Pas Raamino benzoic acid UV absorbers, anthranilic acid UV absorbers, salicylic acid ultraviolet absorbers, cinnamic acid UV absorbers, benzophenone UV absorbers, sugar UV absorbers, 2- (2′-hydroxy-5′-t-octylphenyl) benzotriazole, 4 Ultraviolet absorbers such as methoxy-4'-t-butyl dibenzoylmethane; ethanol, lower alcohols such as isopropanol; vitamin A or a derivative thereof, vitamin B ₆ hydrochloride, vitamin B ₆ tripalmitate, vitamin B ₆ dioctanoate, vitamin B ₂ or derivatives thereof, vitamin B such as vitamin B ₁₂ , vitamin B ₁₅ or derivatives thereof, α-tocopherol, β-tocopherol, γ-tocopherol, vitamin E such as vitamin E acetate, vitamin D , vitamin H, pantothenic acid, pantethine, vitamins pyrroloquinoline quinone such like; full E Bruno carboxylate antimicrobial agents such as ethanol; a acrylic acid - alkyl copolymers and / or salts thereof methacrylic acid, carboxyvinyl polymers and / or salts thereof Xanthan gum or hydroxypropi Preferred examples include thickeners such as cellulose.

In the external preparation for skin of the present invention, an excellent antiseptic effect is expressed by the action of 4-n-butylresorcinol and / or a salt thereof, which are essential components, and therefore, methylparaben, ethylparaben, which are preservatives with concern for use, propyl paraben, containing no Parabe emissions, such as butyl paraben. Preservative power can be maintained without containing not only parabens but also ethanol, and an alcohol-free external preparation for skin can be realized. The external preparation for skin of the present invention, have preferred even in this sense.

As the dosage form of the external preparation for skin of the present invention, any dosage form known as an external preparation for skin can be applied without particular limitation. For example, lotions, essences, emulsions, creams, gels and the like are preferably exemplified. can Ru. The external preparation for skin of the present invention can be produced by treating the essential components and optional components according to a conventional method according to the dosage form. Thus obtained external preparation for skin, skin moisturizing, excellent skin roughening improvement effects, while containing a saccharide or a derivative thereof and an amino acid, it is excellent in anti-microbial fouling.

  The type of the external preparation for skin of the present invention can be applied without particular limitation as long as it is externally applied to the skin. For example, cosmetics including quasi-drugs, external preparations for skin, sundries for skin use, etc. are suitable. It is particularly preferable to apply to cosmetics including quasi-drugs.

Hereinafter, the present invention will be described more specifically with reference to examples, but it goes without saying that the present invention is not limited to such examples.
In the following Examples, the amino acid is L-form.

[Example 1]
In accordance with the formulation shown below, lotion 1 which is an external preparation for skin of the present invention was prepared. That is, the prescription ingredients were heated at 80 ° C., stirred and solubilized, and cooled with stirring to obtain a lotion. Similarly, the skin lotion of Comparative Example 1 in which 4-n-butylresorcinol sodium was substituted with methylparaben was also produced.

(Lotion 1)
Polyethylene glycol 1500 0.5% by mass
1,3-butanediol 5% by mass
Glycerin 8% by mass
Multitose 0.4% by mass
Hydroxyproline 1% aqueous solution 0.2% by mass
Serine 1% aqueous solution 0.2% by mass
Glycine 1% aqueous solution 0.2% by mass
Isomerized sugar 0.1% by mass
Polyoxyethylene (60) hydrogenated castor oil 0.3% by mass
Methyl Gluces-20 0.5% by mass
("Gurucam E-20" manufactured by Amacall)
POP (23) POE (34) stearyl 0.2% by mass
4-n-butylresorcinol 0.3% by mass
84.1% by mass of water

[Test example]
With respect to the lotion 1 and the lotion of Comparative Example 1, the resistance (antiseptic effect) against microbial contamination was examined. After pre-culturing 20 ml of these lotions at 37 ° C. for 24 hours, each lotion contains cells of Staphylococcus aureus IFO12732 or Escherichia coli IFO3972 or yeast (Candida albicans IFO1594) Bacteria solution prepared to 1 × 10 6 cells / ml (final concentration) with PBS was added, 20 μl of this was seeded on tryptosoy agar (TSA) medium, and cultured at 37 ° C. for 24-48 hours. The number of colonies was counted. The results are shown in Table 1. From this, it can be seen that the external preparation for skin of the present invention is excellent in resistance (preservation effect) against contamination of microorganisms such as Staphylococcus aureus, Escherichia coli and yeast.

[Example 2]
According to the formulation shown below, in the same manner as in Example 1, skin lotion 2 and the skin lotion of Comparative Example 2 in which 4-n-butylresorcinol sodium in the skin lotion 2 was replaced with methylparaben were prepared to counteract the contamination of microorganisms. The property (preservative effect) was examined. The results are shown in Table 2. This result was the same as in Example 1.

(Lotion 2)
Polyethylene glycol 1500 0.5% by mass
1,3-butanediol 5% by mass
Glycerin 8% by mass
Multitose 0.4% by mass
Hydroxyproline 1% aqueous solution 0.2% by mass
Serine 1% aqueous solution 0.2% by mass
Glycine 1% aqueous solution 0.2% by mass
Polyglucosylethyl methacrylate 0.1% by mass
(Daiichi Seika Co., Ltd.)
Polyoxyethylene (60) hydrogenated castor oil 0.3% by mass
0.5% by mass of starch / sodium polyacrylate graft polymer
(Manufactured by Sanyo Chemical Co., Ltd., Sunfresh ST-100)
POP (23) POE (34) stearyl 0.2% by mass
4-n-butylresorcinol 0.3% by mass
84.1% by mass of water

Example 3
According to the formulation shown below, in the same manner as in Example 1, the lotion 3 and the lotion of Comparative Example 3 in which 4-n-butylresorcinol sodium in the lotion 3 was replaced with methylparaben were prepared to counteract the contamination of microorganisms. The property (preservative effect) was examined. The results are shown in Table 3. This result was also the same as in Examples 1 and 2.

(Lotion 3)
Polyethylene glycol 1500 0.5% by mass
1,3-butanediol 5% by mass
Glycerin 8% by mass
Multitose 0.4% by mass
Hydroxyproline 1% aqueous solution 0.2% by mass
Serine 1% aqueous solution 0.2% by mass
Glycine 1% aqueous solution 0.2% by mass
Polyglucosylethyl methacrylate 0.1% by mass
Polyoxyethylene (60) hydrogenated castor oil 0.3% by mass
Methyl Gluces-20 0.5% by mass
POP (23) POE (34) stearyl 0.2% by mass
4-n-butylresorcinol 0.3% by mass
84.1% by mass of water

Example 4
In the same manner as in Example 1, a skin lotion 4 was prepared according to the formulation shown below, and the resistance (antiseptic effect) against microbial contamination was examined. The number of S. aureus colonies, the number of colonies of Escherichia coli, and the number of colonies of yeast were all 0, and the results were also the same as in Examples 1-3.

(Lotion 4)
Polyethylene glycol 1500 0.5% by mass
1,3-butanediol 8% by mass
Glycerin 5% by mass
Multitose 0.4% by mass
Hydroxyproline 1% aqueous solution 0.2% by mass
Serine 1% aqueous solution 0.2% by mass
Glycine 1% aqueous solution 0.2% by mass
Isomerized sugar 0.1% by mass
Polyoxyethylene (60) hydrogenated castor oil 0.3% by mass
Methyl Gluces-20 0.5% by mass
POP (23) POE (34) stearyl 0.2% by mass
4-n-butylresorcinol 0.1% by mass
84.2% by mass of water

Example 5
In accordance with the formulation shown below, emulsion 4 which is an external preparation for skin of the present invention was prepared. That is, a), b) and c) are heated to 80 ° C., respectively, and b) is added to a) to gel, and the ingredients of c) are added to the mixture with stirring and emulsified, and then homogenized with a homogenizer. The emulsion 4 was obtained by stirring and cooling. Comparative Example 4 in which 0.3% by mass of 4-n-butylresorcinol was substituted by 0.1% by mass of butylparaben and 0.2% by mass of methylparaben, and Comparative Example 3 in which 0.3% by mass of methylparaben was substituted were also produced. Then, it was evaluated according to Test Example 1. The results are shown in Table 4. From this, it can be seen that the external preparation for skin of the present invention has a resistance (preservative power) against the contamination of microorganisms more than when butylparaben is blended without using butylparaben.

(Emulsion 4)
I)
Alkyl acrylate (10 to 30 carbon atoms) / acrylic acid copolymer ("Pemlen TR-2" manufactured by Goodrich) 0.4% by mass
Polyethylene glycol 1500 0.5% by mass
1,3-butanediol 5% by mass
Glycerin 8% by mass
Multitose 0.4% by mass
Hydroxyproline 1% aqueous solution 0.2% by mass
Serine 1% aqueous solution 0.2% by mass
Glycine 1% aqueous solution 0.2% by mass
Isomerized sugar 0.1% by mass
("Penta Bitein"; manufactured by Penta Farm)
Polyoxyethylene (60) hydrogenated castor oil 0.3% by mass
Methyl Gluces-20 0.5% by mass
POP (23) POE (34) stearyl 0.2% by mass
4-n-butylresorcinol 0.3% by mass
Water 77.2% by mass
B)
10% aqueous potassium hydroxide solution 3% by mass
7% by mass of water
C)
Liquid paraffin 5% by mass
Behenyl alcohol 1% by mass
Serakil alcohol 0.5% by mass

  The present invention can be applied to external preparations for skin such as external preparations for skin and cosmetics.

Claims (4)

1) Sugar acids, is also properly methyl gluceth, poly glucosyl methacrylate, starch derivatives of poly sodium graft polymer of acrylic acid and one or more saccharide is selected from hydroxypropylcellulose and / or a salt thereof 0. 1) to 10% by mass , 2) amino acids and / or their salts 0 . And 001-1 wt%, 3) 4-n- butyl-resorcinol and / or a salt thereof 0. An external preparation for skin having resistance against contamination of Staphylococcus aureus, Escherichia coli and yeast, characterized by containing 01 to 5% by mass and containing no paraben . The skin external preparation according to claim 1, wherein the saccharide is maltose or isomerized sugar . The skin external preparation according to claim 1 or 2 , wherein the amino acid is one or more selected from lysine, arginine, serine, glycine and hydroxyproline. The resistance to contamination of the Staphylococcus aureus, Escherichia coli, and yeast is defined by the fact that the microorganisms die without forming colonies within one week when the microorganisms are planted in a topical skin preparation. The external preparation for skin according to any one of claims 1 to 3, wherein: