KR20240041068A - Cosmetic Composition With Enhancing Skin Absorption and Without Skin Irritation - Google Patents

Abstract

The present invention is effective in improving the skin absorption rate of active ingredients, including 2,3-butanediol, bis-ethoxydiglycolcyclohexane 1,4-dicarboxylate, and ethoxydiglycol, and reduces skin irritation. Provided is a cosmetic composition without lice. In particular, the present invention is characterized by improving the skin absorption rate of the active ingredient and minimizing skin irritation by mixing the above three raw materials in an optimal ratio.

Description

Cosmetic composition with Enhancing Skin Absorption and Without Skin Irritation {Cosmetic Composition With Enhancing Skin Absorption and Without Skin Irritation}

The present invention relates to a cosmetic composition that has the effect of improving the skin absorption rate of active ingredients and does not cause skin irritation, specifically, 2,3-butanediol, bis-ethoxydiglycolcyclohexane 1,4-dicarboxylate and ethoxydiglycol, and provides a cosmetic composition that is effective in increasing the skin absorption rate of the active ingredient and does not cause skin irritation.

The skin is largely composed of three parts: the stratum corneum, the epidermis, and the dermis. The active ingredients contained in external skin preparation compositions such as cosmetics are absorbed through the outermost skin barrier, depending on how quickly and continuously they are absorbed. The effect is determined. No matter how effective an active ingredient is, if it is not absorbed into the skin, its effectiveness cannot be expected.

In addition, the stratum corneum of the skin is composed of keratinocytes containing keratin protein as a main component and a lipid layer that forms between keratinocytes, so fat-soluble active ingredients are smoothly absorbed into the skin, but water-soluble and high molecular weight active ingredients have difficulty penetrating the skin. . Therefore, the active ingredients contained in external skin preparations such as cosmetics, which are mostly water-soluble, are not easily absorbed into the skin.

The skin originally acts as a barrier to prevent the intrusion of foreign substances from the outside or the evaporation of moisture from the body, and has less permeability to substances than general biological membranes, so how to improve skin permeability is an important task when designing skin absorption products. do. For example, attempts have been made to select a mechanism that increases the thermodynamic activity of the active ingredient, to increase the water-solubility and fat-solubility of the active ingredient, by making it a prodrug, forming a complex using an inclusion compound, or using iontophoresis. , there are points where only certain materials are available, points where the cost is high, and areas where practical application is limited.

The most common way to overcome this is to use skin absorption enhancers. Azone and similar compound fatty acid and alcohol esters, alkylmethyl sulfoxide, and pyrrolidone compounds have been mainly used as skin absorption enhancers. When these are used, side effects such as skin irritation occur while increasing skin permeability to a satisfactory level. There is still a need to select a skin absorption enhancer that can minimize the risk.

In relation to promoting skin absorption of active ingredients, Korean Patent Publication No. 2019-0051880 discloses a cosmetic composition that contains spongy bone fragments, promotes transdermal absorption of the composition, improves durability, and is non-irritating to the skin.

In addition, Korean Patent No. 10-2035260 discloses a cosmetic composition in which vitamin C is dissolved in a mixed solvent containing propanediol, propylene carbonate, ethoxydiglycol, etc., thereby increasing skin absorption rate.

The purpose of the present invention is to provide a cosmetic composition effective in improving skin absorption rate, including alcohol ester, amphoteric compound, polyol, and purified water.

The above-mentioned problem is to provide a cosmetic composition having an effect of improving skin absorption rate containing 2,3-butanediol, bis-ethoxydiglycolcyclohexane 1,4-dicarboxylate, ethoxydiglycol, and purified water. is achieved by

Preferably, the cosmetic composition contains 1.00 to 20.00% by weight of 2,3-butanediol and 1.00 to 5.00% by weight of bis-ethoxydiglycolcyclohexane 1,4-dicarboxylate, based on the total weight of the cosmetic composition. Weight percent, the ethoxy diglycol may be included in an amount of 1.00 to 7.50 weight percent.

Also preferably, the cosmetic composition may include a whitening ingredient, a moisturizing ingredient, and a wrinkle-improving ingredient as active ingredients.

Also preferably, the cosmetic composition is a formulation selected from the group consisting of softening lotion, nourishing lotion, massage cream, nourishing cream, pack, gel, essence, makeup base, foundation, lotion, ointment, gel, cream, patch, and spray. You can.

The cosmetic composition according to the present invention is effective in improving the skin absorption rate of active ingredients, including ethoxydiglycol, bis-ethoxydiglycolcyclohexane 1,4-dicarboxylate, and 2,3-butanediol. There is almost no skin irritation.

All technical terms used in the present invention, unless otherwise defined, have the following definitions and correspond to the meaning as generally understood by a person skilled in the art in the relevant field of the present invention. In addition, preferred methods and samples are described in this specification, but similar or equivalent methods are also included in the scope of the present invention.

The term “about” means 30, 25, 20, 15, 10, 9, 8, 7, 6, 5, 9, 8, 7, 6, 5, or means a quantity, level, value, number, frequency, percentage, dimension, size, volume, weight or length that varies by 4, 3, 2 or 1%.

Throughout this specification, unless the context otherwise requires, the words "comprise" and "comprising" include a given step or component, or group of steps or components, but any other step or component, or It should be understood that this implies that no step or group of components is excluded.

The present invention relates to a non-irritating cosmetic composition that improves skin absorption of active ingredients and contains alcohol esters, amphoteric compounds, polyols, and purified water.

In general, methods such as prodrugation, forming complexes using inclusion compounds, or using iontophoresis have disadvantages such as being available only for specific materials, being expensive, and having limited practical application. , When using azone and similar compounds such as fatty acids and alcohol esters, alkylmethyl sulfoxide, and pyrrolidone compounds as skin absorption enhancers, there is a risk of side effects such as skin irritation if the skin permeability is increased to a satisfactory level.

The present invention provides a cosmetic composition containing ethoxydiglycol, bis-ethoxydiglycolcyclohexane 1,4-dicarboxylate, and 2,3-butanediol, which improves skin absorption of the active ingredient. It relates to a cosmetic composition that stimulates the skin and has little side effects such as skin irritation.

Preferably, the cosmetic composition contains 1.00 to 20.00% by weight of 2,3-butanediol and 1.00 to 5.00% by weight of bis-ethoxydiglycolcyclohexane 1,4-dicarboxylate based on the total weight of the cosmetic composition. , it may contain 1.00 to 7.50% by weight of ethoxydiglycol.

Additionally, the cosmetic composition may include whitening ingredients, moisturizing ingredients, and wrinkle-improving ingredients as active ingredients. According to one embodiment, the whitening ingredients include niacinamide, arbutin, and mulberry extract, the moisturizing ingredients include trehalose, betaine, and xylitol, and the wrinkle-improving ingredient includes adenosine, but these types are particularly limited. It doesn't work.

In addition, the cosmetic composition may have a formulation selected from the group consisting of softening lotion, nourishing lotion, massage cream, nourishing cream, pack, gel, essence, makeup base, foundation, lotion, ointment, gel, cream, patch, and spray. .

The present invention will be described in detail below by giving examples, but the scope of the present invention is not limited by these examples.

Examples and Comparative Examples: Preparation of a cosmetic composition effective in improving skin absorption rate

Each raw material was weighed in a beaker according to the components and contents listed in Table 1 below, and then the A phase (aqueous phase) was uniformly mixed at 3000 rpm for 5 minutes using a homo mixer at a temperature of 20 to 80 ° C. . After mixing, phase B (oil phase) was added at the same temperature and mixed uniformly at 3000 rpm for 10 minutes. Next, phase C (additive part) was added and mixed uniformly at 3000 rpm for 5 minutes, and air bubbles were removed to prepare a cosmetic composition.

Composition (% by weight) Comparative Example 1 Comparative example 2 Comparative example 3 Comparative Example 4 Example 1 Example 2 Example 3 A prize Purified water To 100 To 100 To 100 To 100 To 100 To 100 To 100 glycerin 5.00 5.00 5.00 5.00 5.00 5.00 5.00 Niacinamide 2.00 2.00 2.00 2.00 2.00 2.00 2.00 Ethoxydiglycol 7.50 - - 10.00 1.00 5.00 7.50 2,3-Butanediol - 20.00 - 30.00 1.00 10.00 20.00 Disodium EDTA 0.02 0.02 0.02 0.02 0.02 0.02 0.02 carbomer 0.20 0.20 0.20 0.20 0.20 0.20 0.20 B prize antiseptic Appropriate amount Appropriate amount Appropriate amount Appropriate amount Appropriate amount Appropriate amount Appropriate amount Bis-Ethoxydiglycolcyclohexane 1,4-dicarboxylate - - 5.00 10.00 1.00 2.50 5.00 C prize Purified water Appropriate amount Appropriate amount Appropriate amount Appropriate amount Appropriate amount Appropriate amount Appropriate amount Tromethamine Appropriate amount Appropriate amount Appropriate amount Appropriate amount Appropriate amount Appropriate amount Appropriate amount

Comparative Examples 1 to 3 are 2,3-butanediol, ethoxydiglycol, and bis-ethoxydiglycolcyclohexane 1,4-dicarboxylate, which are effective in improving skin absorption rate, alone. Comparative Example 4 and Examples 1 to 3 were three types of 2,3-butanediol, bis-ethoxydiglycolcyclohexane 1,4-dicarboxylate, and ethoxydiglycol. It was manufactured by mixing raw materials.

Experimental Example 1: Evaluation of formulation stability

In order to confirm the stability of the cosmetic composition effective in improving skin absorption rate, the stability of the cosmetic composition of the above Examples and Comparative Examples was evaluated. Specifically, the stability of the Examples and Comparative Examples of the present invention was confirmed by storing them in a thermostat under refrigeration, room temperature, 45°C, 50°C, Cycle Test (C/T) for 4 weeks. The results are shown in Table 2.

Experiment items Comparative Example 1 Comparative example 2 Comparative example 3 Comparative Example 4 Example 1 Example 2 Example 3 cold storage 1 week ○ ○ ○ ○ ○ ○ ○ 2 weeks ○ ○ ○ ○ ○ ○ ○ 4 weeks ○ ○ ○ ○ ○ ○ ○ room temperature 1 week ○ ○ ○ ○ ○ ○ ○ 2 weeks ○ ○ ○ ○ ○ ○ ○ 4 weeks ○ ○ ○ ○ ○ ○ ○ 45℃ 1 week ○ ○ ○ ○ ○ ○ ○ 2 weeks ○ ○ ○ ○ ○ ○ ○ 4 weeks ○ ○ △ △ ○ ○ ○ 50℃ 1 week ○ ○ ○ ○ ○ ○ ○ 2 weeks ○ ○ △ ○ ○ ○ ○ 4 weeks ○ ○ × × ○ ○ ○ C/T 1 week ○ ○ ○ ○ ○ ○ ○ 2 weeks ○ ○ ○ ○ ○ ○ ○ 4 weeks ○ ○ ○ △ ○ ○ ○

- ○: Good, △: Difference from the first time, ×: Change in properties (separation, suspension, change in hardness, feeling of use)

Looking at Table 2, all formulations except Comparative Examples 3 to 4 were stable under all temperature conditions for one month.

Experimental Example 2: Usability Evaluation

In order to confirm the usability of a cosmetic composition that is effective in improving skin absorption rate, 30 adult women were tested to evaluate the feeling of use of Examples 1 to 3 and Comparative Examples 1 to 4. After 1 to 4 were appropriately adjusted to each group and used on both sides of the face, the feeling of spreadability, nutrition, and adhesion felt when applied was evaluated according to the evaluation criteria below, and the results are shown in Table 3 below. Among the above criteria, spreadability includes the ability to spread smoothly on the skin without feeling thick or sticky. Nourishment refers to the feeling of providing nutrition and moisture to the skin when applied to the skin. Adhesion refers to the feeling that the composition is spread thinly on the skin surface and sticks to the skin when applied to the skin. These three standards increase the value of use as a cosmetic. The evaluation criteria are as follows:

- More than 24 women judged it excellent: ◎ (very good)

- 8-23 women judged excellent: Ｏ (good)

- 10-17 women judged as excellent: △ (average)

- Less than 10 women judged as excellent: X (poor)

division Comparative Example 1 Comparative example 2 Comparative Example 3 Comparative Example 4 Example 1 Example 2 Example 3 Spreadability ○ ◎ ◎ △ ◎ ◎ ◎ nutritious × △ △ ○ ◎ ◎ ◎ Adhesion × × × × ◎ ◎ ○ Overall
satisfaction × △ × △ ◎ ◎ ◎

As confirmed in Table 3, the spreadability, nutritiousness, adhesion, and overall satisfaction of Examples 1 to 3 were found to be superior to those of Comparative Examples 1 to 4. In particular, among the formulations mixing three raw materials, 2,3-butanediol, bis-ethoxydiglycolcyclohexane 1,4-dicarboxylate, and ethoxydiglycol, Examples 1 to 3 It was found to have the best feeling of use. Comparative Example 1, in which ethoxy diglycol was used alone, had excellent spreadability, but had very poor nutritional and adhesion properties. In addition, Comparative Examples 2 and 3, which contained 2,3-butanediol and bis-ethoxydiglycolcyclohexane 1,4-dicarboxylate respectively, had excellent spreadability, but poor nutrition and adhesion, resulting in poor overall Satisfaction was low, and Comparative Example 4, which used an excessive amount of the three raw materials 2,3-butanediol, ethoxydiglycol, and bis-ethoxydiglycolcyclohexane 1,4-dicarboxylate, had poor spreadability and adhesion. This overall satisfaction was low.

Experimental Example 3: Confirmation of skin absorption effect

For Examples 1 to 3 and Comparative Examples 1 to 4, an experiment was conducted using Franz Cell to evaluate the skin absorption effect of niacinamide, a water-soluble active substance, under in vitro conditions.

Specifically, an artificial membrane (Strat-M) manufactured by Merck was placed inside an open glass glass, and Examples 1 to 3 and Comparative Examples 1 to 4 were applied in appropriate amounts thereon and then sufficiently absorbed. The receptor portion was filled with 13 mL of PBS, and a permeation experiment was performed at 32°C. After 1, 2, 4, and 8 hours, the receptor portion that penetrated the artificial membrane was extracted using a PBS solvent, and the niacinamide concentration was measured through HPLC analysis. HPLC analysis conditions are shown in Table 4 below.

column C15 (250 ×4.6 ㎜, 5 ㎛, 300 A, Jupiter) detector Reversed phase high-pressure liquid chromatography (UltiMate 3000, Dionex) Flow rate 1.0 ㎖/min absorbance 325 nm mobile phase 90% methanol, isocratic elution

Figure 1 shows the in vitro skin absorption effect evaluation results for Examples 1 to 3 and Comparative Examples 1 to 4. Specifically, rather than Comparative Examples 1 to 3, which contain only one type each of 2,3-butanediol, bis-ethoxydiglycolcyclohexane 1,4-dicarboxylate, and ethoxydiglycol, the above three types Examples 1 to 3 including all showed excellent skin absorption under in vitro conditions.

In particular, Examples 1 to 3 showed excellent skin absorption. In addition, Comparative Example 4, which has an unstable formulation because it contains an excessive amount of 2,3-butanediol, bis-ethoxydiglycolcyclohexane 1,4-dicarboxylate, and ethoxydiglycol, contains the above three It showed lower skin absorption than Examples 1 to 3, which contained a small amount of raw materials in an appropriate ratio. This shows that skin absorption is good only when the formulation is stable and contains appropriate 2,3-butanediol and bis-ethoxydiglycolcyclohexane 1,4-dicarboxylate.

Experimental Example 4: Evaluation of skin irritation

To evaluate skin irritation, a human patch test was conducted according to the Korean Food and Drug Administration standard skin safety test method. Twenty women aged 20-35 were selected as test subjects, and the compositions of the examples and comparative examples were applied to both sides of the test subject's back, avoiding the midline. After leaving it for 1 hour, skin irritation was assessed according to the criteria below. was evaluated and the results are shown in Table 5.

division Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4 Example 1 Example 2 Example 3 +++ 0 0 0 2 0 0 0 ++ 0 0 0 12 0 0 0 + 2 One 3 6 0 0 0 - 18 19 17 0 20 20 20

As shown in Table 5, the compositions of Examples 1 to 3 were found not to cause skin irritation, and were particularly effective in improving skin absorption of 2,3-butanediol and bis-ethoxydigl. When the three raw materials lycolcyclohexane 1,4-dicarboxylate and ethoxydiglycol were used in excessive amounts (Comparative Example 4), skin irritation was caused, but in Examples 1 to 3 including trace or appropriate amounts The composition did not cause skin irritation.

Claims (4)

A cosmetic composition having an effect of improving skin absorption, comprising 2,3-butanediol, bis-ethoxydiglycolcyclohexane 1,4-dicarboxylate, ethoxydiglycol, and purified water. The method of claim 1, wherein the cosmetic composition contains 1.00 to 20.00% by weight of 2,3-butanediol and 1.00% by weight of bis-ethoxydiglycolcyclohexane 1,4-dicarboxylate based on the total weight of the cosmetic composition. to 5.00% by weight, and 1.00 to 7.50% by weight of ethoxydiglycol. The cosmetic composition of claim 1, wherein the cosmetic composition contains a whitening ingredient, a moisturizing ingredient, or a wrinkle-improving ingredient as an active ingredient. The cosmetic composition according to claim 1, wherein the cosmetic composition is a formulation selected from the group consisting of softening lotion, nourishing lotion, massage cream, nourishing cream, pack, gel, essence, makeup base, foundation, lotion, ointment, gel, cream, patch, and spray. A cosmetic composition characterized in that: