JP4091553B2 - Antiseptic disinfectant and cosmetics, pharmaceuticals and foods containing the antiseptic disinfectant - Google Patents

Description

  The present invention relates to an antiseptic disinfectant and cosmetics, pharmaceuticals and foods containing the antiseptic disinfectant, and the object thereof is to preserve the antiseptic disinfectant capable of enhancing the antibacterial activity inherent in 1,2-octanediol and the antiseptic It is to provide cosmetics, medicines and foods containing a bactericide.

  Conventionally, parabens such as methylparaben and ethylparaben, benzoic acid and salts thereof, salicylic acid and salts thereof, and the like have been used in cosmetics, pharmaceuticals or foods as antiseptic disinfectants, and parabens are particularly frequently used. ing.

  However, the above-mentioned conventional antiseptic disinfectants have a drawback that the use concentration range is easily restricted because of low safety such as high skin irritation. For example, the use restriction concentration of paraben and benzoate is 1 %, The limit concentration of benzoic acid and salicylic acid is 0.2%. In addition, since it is easily influenced by pH, the stability of the effect is poor, and further, there is a problem that the antibacterial activity is remarkably lowered by the combined use with other compounding components such as a surfactant. In addition, in recent years, an increasing number of people have an allergic reaction to these antiseptic disinfectants, so the orientation toward safety has increased, and these preservatives / disinfectants have not been blended at all, or the blending amount has been reduced. There is an increasing demand for cosmetics, pharmaceuticals or foods.

Accordingly, various attempts have been made to reduce or eliminate the above-mentioned antiseptic disinfectant. For example, an antiseptic disinfectant comprising 1,2-alkanediol (see Patent Document 1), a cleansing or non-detergent cosmetic moisturizing bacteriostatic agent comprising 1,2-octanediol (see Patent Document 2), 1, An external preparation composition containing 2-pentanediol or hexanediol (see Patent Document 3) is disclosed. However, when a 1,2-alkanediol such as 1,2-octanediol is used alone as a preservative fungicide, a high blending amount may be required in the presence of a nonionic surfactant. When 2-alkanediol was highly blended, a specific raw material odor was generated, which had a problem of odor when blended in cosmetics and the like.
Moreover, in order to improve the antibacterial activity of 1,2-alkanediol, as an example of combining 1,2-alkanediol and other antiseptic fungicides, an external composition comprising 1,2-pentanediol and 2-phenoxyethanol (See Patent Document 4), antiseptic fungicides composed of 1,2-alkanediol and paraben (see Patent Document 5), compositions for external use composed of 1,2-alkanediol and hinokitiol (refer to Patent Document 6), and the like are disclosed. ing.

Japanese Patent Laid-Open No. 11-322591 JP 2001-48720 A JP 2003-81736 A JP-A-10-53510 JP 11-310506 A JP 2001-48781 A

  However, the conventional antiseptics combining 1,2-alkanediol and other preservatives combined the effects of each agent in order to reduce or eliminate the compounding amount of antiseptics such as parabens and benzoic acids. However, it did not enhance the effect of each drug.

（式中、Ｒは炭素数１２〜１８のアルキル基又はアルケニル基を示す。）
請求項３に係る発明は、アルキルジメチルアミノ酢酸ベタインが、ラウリルジメチルアミノ酢酸ベタイン及び／又はミリスチルジメチルアミノ酢酸ベタインであることを特徴とする請求項１に記載の防腐殺菌剤に関する。
請求項４に係る発明は、請求項１〜３のいずれかに記載の防腐殺菌剤を配合したことを特徴とする化粧料、医薬品又は食品に関する。
That is, the invention according to claim 1 relates to an antiseptic disinfectant comprising 1,2-octanediol and alkyldimethylaminoacetic acid betaine.
The invention according to claim 2 relates to the antiseptic disinfectant according to claim 1, wherein the alkyldimethylaminoacetic acid betaine is an alkyldimethylaminoacetic acid betaine represented by the formula (1).

(In the formula, R represents an alkyl or alkenyl group having 12 to 18 carbon atoms.)
The invention according to claim 3 relates to the antiseptic fungicide according to claim 1, wherein the alkyldimethylaminoacetic acid betaine is lauryldimethylaminoacetic acid betaine and / or myristyldimethylaminoacetic acid betaine.
The invention which concerns on Claim 4 is related with the cosmetics, pharmaceutical, or foodstuff characterized by mix | blending the antiseptic disinfectant in any one of Claims 1-3.

  According to the present invention, antibacterial agents such as parabens and benzoic acid that have been conventionally used can be eliminated or used, and the antibacterial agents having high antibacterial activity and high safety and high utility. And cosmetics, pharmaceuticals or foods containing the antiseptic disinfectant.

  The antiseptic disinfectant of the present invention contains 1,2-octanediol and alkyldimethylaminoacetic acid betaine. Examples of the alkyldimethylaminoacetic acid betaine include those represented by the following formula 2 (chemical formula 2), specifically, lauryldimethylaminoacetic acid betaine, myristyldimethylaminoacetic acid betaine, capryldimethylaminoacetic acid betaine, stearyldimethylamino. Examples include betaine acetate and oleyldimethylaminoacetic acid betaine. Moreover, the palm oil alkyldimethylaminoacetic acid betaine which has a palm oil alkyl group may be sufficient. Of these, R in formula 2 (Chemical Formula 2) is preferably alkyldimethylaminoacetic acid betaine having 12 to 18 carbon atoms, particularly preferably lauryldimethylaminoacetic acid betaine or myristyldimethylaminoacetic acid betaine having 12 to 14 carbon atoms.

（式中、Ｒは炭素数８〜２２、好ましくは炭素数１２〜１８、さらに好ましくは炭素数１２〜１４のアルキル基又はアルケニル基を示す。）

(In the formula, R represents an alkyl or alkenyl group having 8 to 22 carbon atoms, preferably 12 to 18 carbon atoms, and more preferably 12 to 14 carbon atoms.)

  In the antiseptic disinfectant according to the present invention, the content of 1,2-octanediol as the first component and the alkyldimethylaminoacetic acid betaine as the second component is not particularly limited. It mix | blends so that it may become 1-10: 1, Preferably 0.2: 1-5: 1. If 1,2-octanediol is added in an amount exceeding 10 times the weight of alkyldimethylaminoacetic acid betaine, and less than 0.1 times by weight, an antibacterial activity enhancing effect cannot be expected, which is not preferable.

  In the antiseptic disinfectant according to the present invention, by including 1,2-octanediol as the first component and alkyldimethylaminoacetic acid betaine as the second component, as shown in the test described later, Due to the synergistic effect of the first component and the second component, an excellent anti-gold power enhancing action is exhibited. Therefore, it is not necessary to blend or blend conventionally used antiseptics such as parabens, benzoic acid, and salicylic acid, and an extremely safe antiseptic can be obtained.

The above-described antiseptic disinfectant according to the present invention is used by being blended with cosmetics, pharmaceuticals or foods.
Specifically, for example, as cosmetics, facial cleansers, lotions, emulsions, creams, foundations, mascaras, nail enamels, lipsticks and other skin cosmetics, shampoos, hair treatments, hair nourishing and hair restorers, hair creams, Hair cosmetics such as hair lotions, hair foams, permanent wave agents, and medicinal cosmetics (quasi-drugs) with specific uses such as stains and freckles are used as medicines for treating acne, gargles, Examples of troches and foods include chewing gum, candy, and beverages.

When the antiseptic disinfectant according to the present invention is blended in cosmetics, pharmaceuticals or foods, components usually used in cosmetics, pharmaceuticals or foods can be arbitrarily blended as appropriate to such an extent that the effects of the present invention are not impaired. For example, in the case of cosmetics and pharmaceuticals (including quasi drugs), fats and oils, waxes, higher fatty acids, lower alcohols, higher alcohols, sterols, fatty acid esters, moisturizers, surfactants, polymer compounds, inorganic pigments, Examples include pigments, fragrances, antioxidants, ultraviolet absorbers, vitamins, astringents, whitening agents, animal and plant extracts, sequestering agents, and purified water.
In the case of food, animal and vegetable oils, polysaccharides, sweeteners, colorants, gum bases and the like can be exemplified.
In the antiseptic disinfectant according to the present invention, when compounded in cosmetics, pharmaceuticals or foods, the compounding amount of the antiseptic disinfectant according to the present invention is not particularly limited, but is 0.01 to 20% by weight in the composition, preferably 0.05 to 5% by weight is blended. When the amount is less than 0.01% by weight, the antibacterial effect is inferior, which is not preferable. Even when the amount exceeds 20% by weight, no further effect can be expected.

Example 1
(Test bacteria)
E. coli (Escherichia coli IF03972) was used as a test bacterium, oral candidiasis (Candida albicans IFO1594) was used as a yeast, and black mold (Aspergillus niger) was used as a mold.

(Preparation of bacterial solution for inoculation)
In the case of Escherichia coli, the bacterial solution for inoculation was cultured on an agar medium at 35 ° C., then transplanted to a bouillon medium and cultured at 35 ° C. A solution obtained by diluting the obtained culture solution to about 10 ⁸ cells / mL with a bouillon medium was used as a bacterial solution for inoculation.
In the case of yeast, the same culture at 30 ° C. and diluted to about 10 ⁷ cells / mL are diluted. In the case of mold, Tween 80 (polyoxyethylene (20) sorbitan monooleate) is cultured after incubation at 25 ° C. what was adjusted to about 10 ⁶ cells / mL suspension of spores was inoculated for bacterial solution 0.2% pressurized saline.

(Preparation of dilution series of test substance)
20,4,3,2.5,2.25,2,1.75,1.5,1.25,1w / v% 1,2-octane with 20 w / w% ethyl cellosolve as the diluent solvent A diol solution was prepared.
Moreover, about lauryl dimethylamino acetic acid betaine liquid (brand name NIKKOL AM-301, pure part 35%, Nikko Chemicals company make) and 1,2 octanediol and an equal amount mixture of lauryl dimethylamino acetic acid betaine liquid, 5 w / A dilution series was prepared by doubling the v% solution.

[Measurement of minimum inhibitory concentration (MIC)]
For each 1 mL of the dilution series containing the test substance, 9 mL of each agar medium was placed in a petri dish, and the inoculum for the inoculum was streaked to a length of about 1 cm. Cultivation was performed at 35 ° C. for E. coli, and the presence or absence of growth of the bacteria after 2 days was determined. Moreover, about yeast and mold, it culture | cultivated at 25 degreeC and the presence or absence of the growth of a microbe after 3 days was determined. At this time, the minimum concentration at which no growth was observed was determined as MIC.
The results are shown in Table 1.

なお、最少発育阻止濃度（ＭＩＣ）によって、抗菌力を評価することができる。被験物質の濃度が低いときは微生物への影響がないが、濃度を増していくと発育抑制が起こる。この程度は、濃度に依存して発育抑制が進み、ついには発育が停止する。そのときの濃度がＭＩＣとして表される。従って、ＭＩＣ以上の濃度になると、微生物は死滅していくことになる。

The antibacterial activity can be evaluated by the minimum inhibitory concentration (MIC). When the concentration of the test substance is low, there is no effect on microorganisms, but as the concentration is increased, growth inhibition occurs. This degree of growth proceeds depending on the concentration, and finally the growth stops. The concentration at that time is expressed as MIC. Therefore, when the concentration is higher than MIC, the microorganisms are killed.

(Dual minimum inhibitory concentration)
Each MIC of the resulting 1,2-octanediol, lauryl dimethylaminoacetic acid betaine solution, and an equal mixture of 1,2 octanediol and lauryldimethylaminoacetic acid betaine solution was converted into 1,2-octanediol and lauryldimethylaminoacetic acid. Plotting was performed with respect to the amount of the betaine solution, and a binary minimum growth inhibition concentration diagram was obtained.
In addition, the effect at the time of mix | blending two types of substances which have antimicrobial property can be determined with a binary minimum growth inhibitory density | concentration. Specifically, when two types of substances having antibacterial properties are blended, the action caused by the substances is roughly classified into a synergistic action, an additive action, and an antagonistic action.
The synergistic action is an action in which two drugs act synergistically to further enhance the inherent antibacterial power. The additive action is an action in which the antibacterial powers of the respective drugs are combined. An antagonistic action is an action when one drug counteracts the antagonistic power of another drug. Then, the method based on the binary minimum growth inhibition concentration diagram is a method of determining from the graph by measuring the MIC for each of the A substance and B substance while changing their ratios, as shown in FIG. According to this, when the MIC (point A) only for substance A and the MIC (point B) only for substance B are connected, the MIC when both substances are used is on the inside of this line (point C) is a synergistic effect in which the antibacterial activity is enhanced by the combined use, if it is on the line (point D), if it is an additive action, if it is outside the line (point E), either or both It can be determined that the antagonistic action counteracts the antibacterial activity and decreases the antibacterial activity.
2 to 4 show the binary minimum inhibitory concentration diagrams regarding the lauryldimethylaminoacetic acid betaine solution.

Example 2
In place of lauryldimethylaminoacetic acid betaine solution, the same procedure as in Example 1 was performed using myristyldimethylaminoacetic acid betaine solution (trade name: Ricavion A-200, 30% pure, manufactured by Shin Nippon Rika Co., Ltd.). The binary minimum inhibitory concentration diagram of each MIC and FIGS. 5-7 was determined (Table 2).

(Evaluation of antibacterial effect)
From the results of FIGS. 2 to 7, it can be seen that the combined use of 1,2-octanediol and alkyldimethylaminoacetic acid betaine enhances the antibacterial activity inherent to 1,2-octanediol against various bacterial species.

Hereinafter, formulation examples of cosmetics, pharmaceuticals and foods containing the antiseptic disinfectant of the present invention will be shown. In addition, a compounding quantity is weight%.
(Formulation example 1: moisturizing cream)
Decaglyceryl monolaurate 1.0
Polyoxyethylene (15) glyceryl monostearate 1.0
Hydrogenated soybean phospholipid 1.0
Stearic acid 4.0
Cetanol 2.0
Behenyl alcohol 2.0
Paraffin 3.0
Squalane 12.0
Jojoba oil 4.0
Methylpolysiloxane 0.2
1,3-butylene glycol 3.0
L-Arginine 0.1
Xanthan gum 0.001
1,2-octanediol 0.25
Myristyldimethylaminoacetic acid betaine solution 0.3
Purified water residue
Total 100.0

(Formulation example 2: hydrophilic ointment)
Ascorbic acid 0.5
Polyoxyethylene cetyl ether 2.0
Hydrogenated soybean phospholipid 1.0
Stearic acid 4.0
Glycerol monostearate 10.0
Liquid paraffin 10.0
Vaseline 4.0
Cetanol 5.0
Propylene glycol 5.0
1,2-octanediol 0.5
Laryldimethylaminoacetic acid betaine solution 0.2
Purified water residue
Total 100.0

(Formulation Example 3: Beverage)
Ascorbic acid 0.5
Glucose liquid sugar 33.0
Grapefruit juice 64.0
1,2-octanediol 0.5
Laryldimethylaminoacetic acid betaine solution 0.1
Sour seasoning
Total 100.0

  The antiseptic disinfectant of the present invention enhances the antibacterial activity inherent to 1,2-alkanediol and has an excellent antibacterial activity, as well as high safety. Therefore, the antiseptic of cosmetics, pharmaceuticals, foods, etc. It can be suitably used as a disinfectant.

It is a figure which shows an example of the method of judging the effect produced by the case where 2 types of substances which have antimicrobial property are mix | blended from binary minimum growth inhibitory density | concentration. 1 is a binary minimum growth inhibitory concentration diagram of Escherichia coli in Example 1. FIG. FIG. 2 is a binary minimum growth inhibitory concentration diagram of yeast in Example 1. FIG. 2 is a dual minimum growth inhibitory concentration diagram of mold in Example 1. 2 is a binary minimum growth inhibitory concentration diagram of Escherichia coli in Example 2. FIG. FIG. 3 is a binary minimum growth inhibitory concentration chart of yeast in Example 2. FIG. 3 is a dual minimum growth inhibitory concentration diagram for fungi in Example 2.

Claims (4)

  An antiseptic disinfectant comprising 1,2-octanediol and alkyldimethylaminoacetic acid betaine. The antiseptic fungicide according to claim 1, wherein the alkyldimethylaminoacetic acid betaine is an alkyldimethylaminoacetic acid betaine represented by the formula (1).

(In the formula, R represents an alkyl or alkenyl group having 12 to 18 carbon atoms.)   The antiseptic disinfectant according to claim 1, wherein the alkyldimethylaminoacetic acid betaine is lauryldimethylaminoacetic acid betaine and / or myristyldimethylaminoacetic acid betaine.   A cosmetic, pharmaceutical product or food comprising the antiseptic disinfectant according to any one of claims 1 to 3.

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