KR20160044071A - Preservative composition containing methyl 3-acetyl-4-hydroxybenzoate as an active ingredient - Google Patents

Abstract

The present invention relates to a preservative composition containing methyl 3-acetyl-4-hydroxybenzoate represented by chemical formula 1 as an active component. The composition according to the present invention contains methyl 3-acetyl-4-hydroxybenzoate, thereby being used in a wide range of fields such as an external preparation, food, a household product, or the like, by having excellent antibacterial, antifungal, and preservative activities without using a conventional chemical preservative, having few or no side effects, and being harmless to the human body when taken.

Description

A preservative composition containing methyl 3-acetyl-4-hydroxybenzoate as an active ingredient {Preservative composition containing methyl 3-acetyl-4-hydroxybenzoate as an active ingredient}

The present invention relates to a preservative composition, and more particularly, to a preservative composition containing methyl 3-acetyl-4-hydroxybenzoate, which is excellent in antibacterial activity, antifungal activity and antifungal property, To a very excellent preservative composition which can be widely used including foods, quasi drugs, external medicine, and the like.

Various products such as cosmetics and human products are suitable for growth of microorganisms because they contain various materials such as moisturizers, oils, surfactants, inorganic powders, organic water-soluble polymers and perfumes.

Therefore, it is common to add a chemical preservative to prevent the product from being corrupted by the microorganism and to kill the microorganism over time to prevent deterioration of the product. As such chemical preservatives, parabens, imidazolidinyl urea, phenoxyethanol, paraoxybenzoic acid esters, benzalkonium chloride and the like are generally used.

However, recently, new additives such as proteins, gums, vitamins and medicinal plants have been added to the product, and the changes caused by the action of microorganisms are becoming diverse and the preservative effect by chemical preservatives is weakened, and the content of chemical preservatives is increasing. As the content of the chemical preservative increases, problems of human harm such as irritation to the skin and allergic symptoms are caused.

Korean Patent Publication No. 10-2014-0015109 Japanese Patent Application No. 2012-164617

Accordingly, the technical problem to be solved by the present invention is to provide a cosmetic composition which not only has excellent antibacterial, antifungal, and antibacterial properties even when a chemical preservative such as parabens has not been used or is used in a small amount, Such as skin irritation, irritation to allergies, and allergic symptoms, and even when added to food or the like, there is no harm to human body and can be widely used.

In order to solve the problems of the prior art, the present inventors have tested various components, and among these components, methyl 3-acetyl-4-hydroxybenzoate of the following formula 1 has been able to achieve antibacterial, antifungal and antiseptic effects As a result, it has been found that the chemical preservative is not used or its content is reduced, and it is harmless to the human body, Thereby completing the invention.

Accordingly, in order to solve the above problems, the present invention provides a preservative composition comprising methyl 3-acetyl-4-hydroxybenzoate represented by the following formula 1 as an active ingredient.

In the composition according to the present invention, the content of the methyl 3-acetyl-4-hydroxybenzoate is preferably 0.01 to 40% by weight based on the total weight of the composition.

The composition according to the present invention may further contain at least one chemical preservative selected from the group consisting of parabens, phenoxyethanol, sodium benzoate, dehydroacetic acid, potassium sorbate, benzyl alcohol and salicylic acid.

The composition according to the present invention may also be used in combination with at least one selected from the group consisting of 1,2-hexanediol, pentaerythritol, octanediol, ethylhexyl glycerin, ethyl hexanediol, benzyl glycol, diethylene glycol monobenzyl ether, But are not limited to, ether, glyceryl caprylate, glyceryl undecylate, glyceryl caprate, capryloylglycine, caprylhydroxamic acid, methoxydiglycol, butoxydiglycol, butoxyethanol, dipropylene glycol Diethylene glycol monohexyl ether, ethylene glycol monohexyl ether, tropolone, 1,2,6-hexanetriol, ethyl hexanediol, p-aniline acid, hinokitiol, , Levulinic acid, etch maltol, and raspberry ketone.

The composition according to the present invention may be added as a preservative to any one external preparation selected from the group consisting of a cosmetic composition, a composition for external use on the skin, a composition for quasi-drugs, and a composition for external medicine.

Since the preservative composition of the present invention contains methyl 3-acetyl-4-hydroxybenzoate as an active ingredient and can exhibit excellent antibacterial, antifungal and antiseptic effects, it can be used without using a chemical preservative or using a small amount of a chemical preservative It is possible to exhibit excellent antibacterial and antiseptic effects even when used. Therefore, unlike conventional cosmetic products, quasi-drugs, and skin external drug compositions using excessive chemical preservatives that cause skin adverse effects such as skin irritation and allergies, the preservative composition of the present invention hardly causes such skin side effects Do not. In addition, the preservative composition of the present invention has no toxicity to human body even when it is taken, and is a preservative composition having a very wide range of use that can be used for foods, oral administration medicines and the like.

Furthermore, the preservative composition according to the present invention is not classified as a conventional chemical preservative or a chemical preservative, but synergistic effect is generated when it is used together with components having a buoyancy, so that more excellent antibacterial and preservative effects can be exhibited.

Specific details for carrying out the present invention will be described.

The present invention has excellent antimicrobial activity, antifungal activity and antifungal activity even when a chemical preservative such as parabens, which have been widely used, is not used or a small amount thereof is used, but also excellent usability, The present inventors have tested various components to solve the problems of the prior art. The present inventors have conducted extensive researches on various kinds of ingredients, Acetyl-4-hydroxybenzoate of the following formula 1 was able to achieve antibacterial, antifungal and antiseptic effects. As a result, it is possible not only to use the chemical preservative, but also to reduce the content thereof, Found that it is harmless to the human body Thereby completing the invention.

Accordingly, the present invention provides a preservative composition comprising methyl 3-acetyl-4-hydroxybenzoate of Formula 1, which has a wide range of use without skin adverse effects and human toxicity upon administration, as an active ingredient.

[Chemical Formula 1]

In the composition according to the present invention, the content of methyl 3-acetyl-4-hydroxybenzoate is preferably 0.01 to 40% by weight, more preferably 0.5 to 5% by weight, based on the total weight of the total composition. If the content of methyl 3-acetyl-4-hydroxybenzoate is less than 0.01% by weight, it does not greatly contribute to antibacterial, antifungal and preservative effects. If the content is more than 40% by weight, It can cause problems to be solved.

In addition, although the composition of the present invention is not classified as a conventional chemical preservative or a chemical preservative, synergistic effects can be obtained when used together with components having a buoyant force to exhibit more excellent antibacterial and antiseptic effects. As such a chemical preservative, , Phenoxyethanol, sodium benzoate, dehydroacetic acid, potassium sorbate, benzyl alcohol, salicylic acid, and components that are not classified as chemical preservatives but have buoyancy include 1,2-hexanediol, But are not limited to, ethylene glycol monomethyl ether, ethylene glycol monomethyl ether, ethylene glycol monomethyl ether, ethylene glycol monomethyl ether, ethylene glycol monomethyl ether, ethylene glycol monomethyl ether, ethylene glycol monomethyl ether, ethylene glycol monomethyl ether, Capryloylglycine, caprylhydroxamic acid, methoxydiglycol, butoxydiglycol, butoxy, Diethylene glycol monomethyl ether, diethylene glycol monohexyl ether, ethylene glycol monohexyl ether, tropolone, 1,2,6-hexanetriol, ethyl hexanediol, p-aniline Alginate, ricinoleic acid and raspberry ketone, which may be used alone or in admixture with two or more of the compositions of the present invention.

In the present invention, methyl 3-acetyl-4-hydroxybenzoate is used as an active ingredient exhibiting antibacterial, antifungal and antiseptic effects. In addition to its role as a preservative, the methyl 3-acetyl- There are a variety of useful uses, which make it possible to prepare very useful compositions.

Specifically, the methyl 3-acetyl-4-hydroxybenzoate, which is an active ingredient of the composition according to the present invention, is a colorless transparent liquid which is easily dissolved in water and does not require the use of a solubilizing agent, have.

In addition, the composition containing methyl 3-acetyl-4-hydroxybenzoate according to the present invention can be used to produce a cosmetic composition by a known cosmetic preparation method, and is not limited to general skin cosmetics, , External medicine, and food.

These formulations may be prepared in any conventional formulation and may be in the form of, for example, an emulsion, a microemulsion, a skin, a lotion, a cream, a foundation, an essence, a gel, a pack, a foam cleanser, a softening longevity, But the present invention is not limited thereto, and may be manufactured in the form of an eyeliner, a shampoo, a rinse, a soap, a body cleanser, a regular detergent, a hair dye, a toothpaste, a female cleanser, a wet tissue, a mouth cleanser,

In the cosmetic composition of each formulation, the components other than the above-mentioned methyl 3-acetyl-4-hydroxybenzoate can be selected and mixed without difficulty by those skilled in the art depending on the formulations of the other cosmetics, the purpose of use, and the like.

For better understanding of the present invention, embodiments and the like will be described in detail. However, the embodiments according to the present invention can be modified into various other forms, and the scope of the present invention should not be construed as being limited to the following embodiments. Embodiments of the present invention are provided to more fully describe the present invention to those skilled in the art.

≪ Preparation of test composition 1 >

A liquid type composition was prepared by a conventional method using the composition components and contents shown in Table 1 below. The compositions according to the present invention were referred to as Examples 1 to 3, and the compositions to be compared with the compositions according to the present invention were named as Comparative Examples 1 to 2 Respectively.

Category (% by weight) Example Comparative Example One 2 3 One  2 Purified water to 100 to 100 to 100 to 100 to 100 Methyl 3-acetyl-4-hydroxybenzoate 0.1 0.2 0.3 - - glycerin 3 3 3 3 3 Wax 3 3 3 3 3 butter 2 2 2 2 2 High fatty acid 3 3 3 3 3 Polystearate 3 3 3 3 3 Xanthan gum 0.03 0.03 0.03 0.03 0.03 incense q.s. q.s. q.s. q.s. q.s. Methyl paraben - - - 0.2 - Ethyl paraben - - - 0.1 - Propylparaben - - - 0.1 -

< Test Example  1: Test for effect as preservative>

In order to test the antibacterial and antiseptic effects of Examples 1-3 and 1-2, bacteria or fungi were added to the samples and the change in the number of inoculated bacteria was confirmed. When the number of fungi or bacteria started to become less than 20 CFU / g The blades were recorded as shown in Table 2 below and measured up to 28 days. The test procedure is as follows.

First, after 40 g of each sample was loaded, the bacteria, that is, Staphylococcus ( Staphylococcus aureus) aureus ATCC 6538), Pseudomonas aeruginosa ATCC 15522, Escherichia coli coli ATCC 10536) was added to the sample to make 10 ⁶ mice per 1 g of the sample, and the mixture was stored for 4 weeks. Then, the change in the number of inoculated bacteria was observed every 1 day, 7 days, 14 days, 21 days, and 28 days after the inoculation day.

The test procedure using fungi is the same as the test using bacteria, except that fungi Aspergillus niger ATCC 9642 and Candida albicans ATCC 10231 were used instead of bacteria.

Evaluation items Example Comparative Example One 2 3 One 2 Germ 7 days 5 days 1 day 14 days More than 28 days Fungus 7 days 3 days 1 day 14 days More than 28 days

As shown in Table 2, Comparative Example 2 showed no antibacterial, antifungal and preservative effects because no preservative or chemical preservative was used. In Comparative Example 1, no fungi of 20 CFU / g or less The number of bacteria showed antibacterial and antiseptic effect.

On the other hand, Example 1 of the present invention shows bacterial and fungal water counts of bacteria and fungi not more than 20 CFU / g from 7 days after the conventional chemical preservative was not used, , And antifungal and antiseptic effects were high.

In particular, in the case of Examples 2 and 3 containing 0.2% by weight or more of methyl 3-acetyl-4-hydroxybenzoate, the number of fungi and bacteria was sharply decreased and the fungi of 20 CFU / g or less from day 1 to 5 Indicating antibacterial, antifungal and antiseptic effects that are far superior to those of Comparative Example 1 containing a chemical preservative.

< Test Example  2: skin irritation evaluation test>

In order to evaluate the skin irritation of the compositions of Example 2 and Comparative Example 1, the first stimulation test was performed on the human body through the human patch test as follows.

The CTFA guidelines for healthy adults and boys [Reference: The Cosmetic, Toility and Fragrance Association. Inc. Washington, D.C., 2003 June 1994). 15 mL of the sample and solution was dropped into a Finn chamber, and this was placed on the back of the human body to be tested and fixed with a tape. After 24 hours, the patches were removed. After 4 hours, the skin reaction of the test site was judged according to the following criteria. The results are shown in Table 3 below.

<Criteria>

-: No erythema or special symptoms

+/-: Slightly redder than surrounding

+: Significantly reddened than surrounding

++: More reddening and swelling than the surrounding area

The number of test subjects = number of test subjects = number of test subjects (number of test subjects)

sample Tested embroidery Judgment result Irritation degree ++ + +/- - Example 2 30 0 0 0 30 0.0 Comparative Example 1 30 0 One 4 25 0.2

As shown in Table 3, in Example 2 using methyl 3-acetyl-4-hydroxybenzoate as a preservative, skin irritation was significantly reduced as compared with Comparative Example 1 using a chemical preservative.

&Lt; Preparation 2 of test composition >

Acetyl-4-hydroxybenzoate contained in the composition of the present invention and the antimicrobial and preservative effect enhanced by the synergistic effect of the component which has not been classified as a chemical preservative or a chemical preservative, 4 and Table 5 in the conventional manner.

Example 2 contains only methyl 3-acetyl-4-hydroxybenzoate in the composition as shown in Table 1, Examples 4 to 10 contain methyl 3-acetyl-4-hydroxybenzoate with conventional chemical preservatives or preservatives , But the components exhibiting an antiseptic effect are added. Comparative Examples 3 to 10 contain only components known to exhibit conventional chemical preservatives or preservative effects without methyl 3-acetyl-4-hydroxybenzoate.

Category (% by weight) Example 2 4 5 6 7 8 9 10 Purified water to 100 to 100 to 100 to 100 to 100 to 100 to 100 to 100 Methyl 3-acetyl-4-hydroxybenzoate 0.2 0.1 0.1 0.1 0.1 0.1 0.1 0.1 1,2-hexanediol - One - - - - - - Octanediol - - 0.2 - - - - - Methoxydiglycol - - - 0.1 - - - - Caprylic hydroxamic acid - - - - 0.1 - - - Troponone - - - - - 0.05 - - Phenoxyethanol - - - - - - 0.3 - glycerin 3 3 3 3 3 3 3 3 Wax 3 3 3 3 3 3 3 3 butter 2 2 2 2 2 2 2 2 High fatty acid 3 3 3 3 3 3 3 3 Polystearate 3 3 3 3 3 3 3 3 Xanthan gum 0.03 0.03 0.03 0.03 0.03 0.03 0.03 0.03 incense q.s. q.s. q.s. q.s. q.s. q.s. q.s. q.s. Methylparaben - - - - - - - 0.1 Ethylparaben - - - - - - - 0.05 Propylparaben - - - - - - - 0.05

Category (% by weight) Comparative Example 3 4 5 6 7 8 9 Purified water to 100 to 100 to 100 to 100 to 100 to 100 to 100 Methyl 3-acetyl-4-hydroxybenzoate - - - - - - - 1,2-hexanediol 2 - - - - - - Octanediol - 0.4 - - - - - Methoxydiglycol - - 0.3 - - - - Caprylic hydroxamic acid - - - 0.15 - - - Troponone - - - - 0.1 - - Phenoxyethanol - - - - - 0.5 - glycerin 3 3 3 3 3 3 3 Wax 3 3 3 3 3 3 3 butter 2 2 2 2 2 2 2 High fatty acid 3 3 3 3 3 3 3 Polystearate 3 3 3 3 3 3 3 Xanthan gum 0.03 0.03 0.03 0.03 0.03 0.03 0.03 incense q.s. q.s. q.s. q.s. q.s. q.s. q.s. Methylparaben - - - - - - 0.2 Ethylparaben - - - - - - 0.1 Propylparaben - - - - - - 0.1

< Test Example  3: Test for effect as preservative>

Acetyl-4-hydroxybenzoate in accordance with the present invention and the antimicrobial and preservative effect enhanced by the synergistic effect of the antifungal component, which was not classified as a chemical preservative or a chemical preservative, 4-10 and Comparative Example 3-9, bacteria or fungi were added to the samples and the change of the inoculum number was confirmed. The number of days when the number of fungi or bacteria started to become 20 CFU / g or less was recorded and shown in Table 6 below, and was measured up to 28 days. The test procedure is the same as in Test Example 1 above.

Evaluation items Example Comparative Example 2 4 5 6 7 8 9 10 3 4 5 6 7 8 9 Germ 5 One 4 One One One 5 5 10 10 10 28 14 14 14 Fungus 3 2 3 One One One 2 5 10 10 28 14 10 14 14

As shown in Table 6, the number of fungi or bacteria of 20 CFU / g or less was shown from 10 days in Comparative Example 3-9, which was not classified as a chemical preservative or a chemical preservative, In the case of Examples 2 and 4-10 containing methyl 3-acetyl-4-hydroxybenzoate of the present invention, the number of fungi or bacteria was 20 CFU / g or less after 1 day to 5 days, Antibacterial and antiseptic effect.

In particular, in the case of Examples 4 to 10, methyl 3-acetyl-4-hydroxybenzoate used as a preservative and a component having a repelling force not classified as a trace amount of a chemical preservative or a chemical preservative were used together to generate a synergistic effect , It was found that the antimicrobial and preservative effect was remarkably improved as compared with Example 2 in which only methyl 3-acetyl-4-hydroxybenzoate was used.

< Test Example  4: skin irritation evaluation test>

In order to evaluate the skin irritation of Examples 5 and 10 and Comparative Examples 4 and 9, the first stimulation test was performed on the human body in the same manner as in Test Example 2, and the results are shown in Table 7 below.

sample Tested embroidery Judgment result Irritation degree ++ + +/- - Example 5 30 0 0 2 27 0.06 Example 10 30 0 0 One 29 0.03 Comparative Example 4 30 One One 4 24 0.3 Comparative Example 9 30 0 One 3 26 0.16

As shown in Table 7 above, Examples 5 and 10 contain only minor amounts of chemical preservatives, indicating that skin irritation was significantly less than Comparative Examples 4 and 9, which used relatively high amounts of chemical preservatives.

Claims (5)

Acetyl-4-hydroxybenzoate of Formula 1 as an active ingredient.
[Chemical Formula 1]

The preservative composition according to claim 1, wherein the content of methyl 3-acetyl-4-hydroxybenzoate is 0.01 to 40% by weight based on the total weight of the composition. A preservative according to claim 1, further comprising at least one chemical preservative selected from the group consisting of parabens, phenoxyethanol, sodium benzoate, dehydroacetic acid, potassium sorbate, benzyl alcohol and salicylic acid. Composition. The composition according to claim 1, wherein it is selected from the group consisting of 1,2-hexanediol, pentylene glycol, octanediol, ethylhexyl glycerin, ethyl hexanediol, benzyl glycol, diethylene glycol monobenzyl ether, But are not limited to, ether, glyceryl caprylate, glyceryl undecylate, glyceryl caprate, capryloylglycine, caprylhydroxamic acid, methoxydiglycol, butoxydiglycol, butoxyethanol, dipropylene glycol Diethylene glycol monohexyl ether, ethylene glycol monohexyl ether, tropolone, 1,2,6-hexanetriol, ethyl hexanediol, p-aniline acid, hinokitiol, , Levulinic acid, etchol maltol, and raspberry ketone. &Lt; RTI ID = 0.0 &gt; 21. &lt; / RTI &gt; The preservative composition according to any one of claims 1 to 4, which is added as a preservative to any one external preparation selected from the group consisting of cosmetic preparations, external skin cosmetic compositions, quasi-drug compositions and external pharmaceutical compositions .