Highly viscous composition containing ammonium for skin protection, its manufacturing process and its application

Abstract

The present invention relates to a high-viscosity or solid topical skin composition having a skin-protective function. A technology has been developed to manufacture a formulation with a texture having high viscosity without using wax or surfactants by utilizing a high-viscosity mixture composed of an ammonium salt and an ammonium salt solvent. When a UV blocking material or an antioxidant material is mixed into this and used as a topical skin preparation, an effect of alleviating light-induced skin damage can be obtained without clogging pores or irritation.

Description

Technology Field

[0001] The present invention relates to an ultra-high viscosity topical skin agent having a skin photoaging inhibitory function, wherein surfactants and fats that may cause irritation and inflammation are not used, and polymeric dispersants such as dimethicone that cause a foreign sensation are not used, while a gel with excellent dispersibility can be manufactured and can be utilized as a UV blocker, lip balm, and burn and wound dressing. Background Technology

[0002] As modern life becomes more complex, the incidence of skin immune-related diseases is on the rise. Skin immune diseases are symptoms resulting from a failure to regulate inflammation and are known to be caused by various factors. Representative examples include various types of light originating from natural or artificial sources, such as blue light, ultraviolet rays, and near-infrared rays. Excessive light induces the denaturation of nucleic acids, lipids, and proteins, leading to disruptions in signal transduction systems or metabolic dysfunction.

[0003] Factors and denatured biological components are often not utilized in the performance of normal metabolic processes, causing metabolic stress and accelerating inflammation or skin aging. When chronic skin inflammation or metabolic abnormalities occur, harmful byproducts, such as reactive oxygen species or aldehydes, accumulate in tissues. There is a problem in that damage is accelerated because these components accelerate the damage to biological components.

[0004] Other known factors that cause skin damage include fine dust such as PM2.5 and metals. Inflammation is known to be involved in most of these skin damage mechanisms; therefore, various studies are being conducted to alleviate skin damage by blocking ultraviolet rays or harmful substances, or by applying antioxidant and inflammation-regulating materials to the skin.

[0005] However, most active ingredients are used only in limited quantities because they exhibit low solubility and stability in aqueous-based formulations. Previously, attempts were made to address this through various formulations such as fatty acids, tween, span, PEG, and liposomes, but there are limitations due to the difficulty of dissolving more than 5% and the problem of formulation separation.

[0006] Meanwhile, according to recent studies, various ionic solvents can be prepared by adjusting the mixing ratio of ammonium salts and dissolution aids, and it is known that it is possible to dissolve polyphenols, natural glycosides, and high-molecular-weight carbohydrates, which were previously soluble in less than 1% by weight, up to several to tens of% by weight. By utilizing these properties, not only is there no need to add surfactants or waxes to dissolve bioactive substances, but it is also possible to develop formulations composed of high concentrations of bioactive substances that could not be used previously due to low solubility.

[0007] Furthermore, it is known that the melting point of such compositions tends to decrease drastically. This phenomenon is also known as the eutectic state. This allows for the processing of materials at lower temperatures, helping to reduce heat-induced damage during processing. If utilized effectively, this can drastically increase the stability of the formulation. For example, if an active ingredient is added to a highly viscous liquid composition to form a formulation, cooling it causes it to solidify into a dispersed state, making it possible to maintain the formulation semi-permanently.

[0008] Nevertheless, the application of such ion-based dispersion technology is currently being studied only at a basic level, such as in extraction (EP3280276B1, JP6239976B2), low-temperature chemical reactions (US20140336308A1), and purification (NL2021729B1). Although patents have been registered regarding limited formulation applications for certain lipid-based formulations (US6897195B2) and materials containing eutectic solvents (US20140178315A1), these are merely concepts indicating that they can be applied alongside existing formulations; no industrial applications utilizing the inherent characteristics of eutectic solvents have yet been reported.

[0009] Therefore, it is expected that applying this ionic composition technology to the development of cosmetic and medical formulations will enable the manufacture of products differentiated from existing formulations. Prior art literature

[0010] NL2021729B1EP3280276B1JP6239976B2US20140336308A1US6897195B2US20140178315A1

[0011] Alexandre Paiva et al. (2014) Natural Deep Eutectic Solvents - Solvents for the 21st Century. ACS Sustainable Chemistry & Engineering 2;1063-1071. Korea Food and Drug Administration Notification No. 2012-88, "Methods and Standards for Measuring Ultraviolet Protection Effect, Aug. 24, 2012." ISO 24444:2019(en), "Cosmetics - Sun protection test methods - In vivo determination of the sun protection factor (SPF)" The problem to be solved

[0012] The problem that the present invention aims to solve is to develop an anti-photoaging composition having the effect of preventing skin damage caused by excessive light and / or ingredients included in the product and reducing irritation, and a composition used as a raw material for the anti-photoaging composition.

[0013] Another problem that the present invention aims to solve is to develop a technology for dispersing harmful light-blocking materials without using surfactants, lipids, and / or polymer stabilizers.

[0014] The problem that the present invention aims to solve is to develop a cured formulation or a high-viscosity gel formulation with a melting point of less than 40°C. means of solving the problem

[0015] In order to prepare a cured formulation in which a harmful light blocking material is dispersed without using surfactants, lipids, and / or polymer stabilizers, which is the problem to be solved by the present invention, a method was used in which a halogen salt of an alkyl ammonium ion and a dissolution aid of a halogen salt that is a hydrophilic organic material were mixed in a ratio of 20:1 to 1:20.

[0016] At this time, in order to achieve the goal of developing a curing formulation with a melting point of 40°C or higher, which is another problem that the present invention aims to solve, a technique was applied in which a halogen salt of an alkyl ammonium ion and a hydrophilic organic material were mixed at a temperature higher than 40°C and then cooled to a low temperature to cure. Effects of the invention

[0017] According to the reaction system of the present invention, a wax-free formulation technology has been developed for a product that applies a material blocking ultraviolet and blue light to the skin for UV protection. This not only prevents the blockage of skin pores and the generation of inflammation-inducing substances, but also makes it possible to apply the anti-inflammatory material itself as a formulation material.

[0018] Through this, it is possible to commercialize a light-blocking formulation that is less irritating because irritating surfactants are not used, and has good spreadability, high transparency, and is easy to wash out because oil-soluble excipients such as lipids and silicones that cause a foreign body sensation are not used. Brief explanation of the drawing

[0019] Figure 1 is a schematic diagram comparing a conventional surfactant-based formulation manufacturing process with a manufacturing process using the ionic composition of the present invention. Figure 2 is a photograph comparing the characteristics before and after the liquefaction process for the preparation of an ionic composition in the present invention. Specific details for implementing the invention

[0020] Hereinafter, embodiments of the present invention will be described in detail with reference to the attached drawings so that those skilled in the art can easily implement the present invention. However, the present invention may be embodied in various different forms and is not limited to the embodiments and drawings described herein.

[0021] The present invention relates to a photodamage prevention formulation that can be used for cosmetics, medical purposes, etc., and to an ionic composition capable of dissolving or dispersing a photoaging agent at a concentration of 0.001 to 30 weight%, a method for preparing an ionic composition, and a wax-free photoaging prevention formulation prepared using an ionic composition.

[0022] The anti-photoaging composition of the present invention may include an ionic composition and an anti-photoaging agent. Based on the total weight of the anti-photoaging composition of the present invention, the content of the anti-photoaging agent may be 0.001 to 30 weight%. Preferably, the anti-photoaging agent may be dissolved or dispersed at a concentration of 0.5 to 20 weight%, more preferably at a concentration of 1 to 15 weight%, and most preferably at a concentration of 2 to 10 weight%.

[0023] The above-mentioned photoaging agent can be classified into materials that have the property of physically blocking light or materials that have the property of preventing oxidation caused by light.

[0024] The above-mentioned photoanti-aging agent is not specifically limited to organic or inorganic types. However, a substance that generally has the property of physically blocking light may be an inorganic photoanti-aging agent, and a substance that prevents oxidation caused by light may be an organic photoanti-aging agent.

[0025] The above-mentioned material having the property of physically blocking light, such as TiO2 and ZnO, blocks light in the range of 230 to 450 nm at 1 kWh / m² 2 This includes light-blocking materials that absorb, scatter, or reflect 20 to 99.99% of light when irradiated with light of intensity for 2 hours.

[0026] Meanwhile, the above-mentioned material having the property of physically blocking light may have an SPF index of 20 or higher according to the evaluation of ultraviolet blocking effect according to ISO 24444.

[0027] The above-mentioned materials having the property of preventing oxidation caused by light include oxalic acid, phytic acid, tannins, polyphenols, carotenoids, vitamin A, vitamin C, vitamin E, etc., which have a standard redox potential (E'0(v)) in the range of -0.500 to 0.800 V and are components capable of removing ROS (Reactive oxygen species) generated by light in living organisms.

[0028] The above ionic composition is characterized by having a viscosity of 1000 CP or more at 25°C or a melting point in the range of 25 to 150°C. In this case, the ionic composition can be prepared by mixing an ammonium salt and an ammonium salt solvent in a molar ratio of 1:0.05 to 1:20. The preparation method involves determining the ratio of the ammonium salt and the ammonium salt solvent to suit the conditions for use, mixing them, and then stirring at room temperature, or, if applicable, increasing the temperature to 40 to 80°C and allowing them to stand or stir to convert into a high-viscosity liquid. When this is cooled below the melting point, a formulation having a high-viscosity gel with a unique color or a transparent solid form can be obtained.

[0029] The ammonium salt and the ammonium salt solvent may more preferably be prepared by mixing in a molar ratio of 1:0.1 to 1:10, and most preferably by mixing in a molar ratio of 1:0.4 to 1:1. The ammonium salt may be included in an amount of 10 to 99.999 weight% based on the total weight of the ionic composition.

[0030] A composition for preventing photoaging can be obtained by heating the above ionic composition above its melting point, adding a photoaging agent at a desired concentration, stirring, dispensing into a suitable container, and cooling.

[0031] The anion constituting the above ammonium salt refers to an ionic compound characterized by containing one or more of a chlorine anion, a bromide anion, and an iodine anion in a range of 0.1 to 35 weight% based on the total weight of the ammonium salt. In the case of the cation, phosphatidylcholine; phosphocholine; glycerophosphocholine; D-sphingosine-1-phosphocholine; D-sphinganine-1-phosphocholine; D-phytosphingosine-1-phosphocholine; sphingomyelin; betaine; choline; cholin fatty acid esters; or a substance in which four hydrogens are bonded to a nitrogen-centered atom, or in which one or more hydrogens are substituted with carbon atoms. The carbon atomic group refers to a carbon compound composed of 1 to 24 carbons, and is a functional group characterized by including 0 to 5 cyclic carbon structures in an alkyl group composed of an unbranched chain or a branched chain, including 0 to 23 hydroxyl groups bonded to the alkyl group, including 0 to 23 carboxyl groups, including 0 to 5 aldehyde groups, including 0 to 5 ketone groups, including 0 to 2 phosphate groups, and including 0 to 12 amine groups.

[0032] That is, the ammonium salt may be a primary amine, a secondary amine, a secondary amine, and a halogen salt thereof, in which 1 to 3 hydrogens in the ammonium salt are substituted or unsubstituted alkyl groups.

[0033] The above ammonium salt solvent comprises monosaccharides and phosphate compounds of monosaccharides, such as glyceraldehyde, dihydroxyacetone, erythrose, threose, erythrulose, arabinose, lyxose, ribose, xylose, arabinose, lyxose, ribose, xylose, allose, altrose, glucose, mannose, glucose, idose, galactose, talose, psicose, fructose, sorbose, tagatose, glycero-manno-heptose, glycero-galacto-heptose, glycero-gluco-heptose, heptulose, manno-heptulose, heptulose, allo-heptulose; sucrose, lactose, maltose, trehalose, cellobiose, chitobiose, kojibiose, nigerose, isomaltose, sophorose, laminaribiose, gentiobiose, trehalulose, turanose, maltulose, leucrose, isomaltulose, gentiobiulose, mannobiose, melibiose, melibiulose, rutinose, Disaccharides such as rutinulose and xylobiose;

[0034] Trisaccharides such as nigerotriose, maltotriose, melezitose, maltotirulose, raffinose, kestose, and panose;

[0035] Starch, glycogen, maltodextran, beta-1,3-glucan, beta-1,4-glucan, beta-1,6-glucan and their hydrolysates, polysaccharides such as xylan, pectin, chitin, chitosan and their hydrolysates;

[0036] glyceric acid, xylonic acid, gluconic acid, ascorbic acid, erythorbic acid 등 aldonic acid 류;

[0037] neuraminic acid, ketodeoxyoctulosonic acid 등 ulosonic acid 류;

[0038] glucuronic acid, galacturonic acid, iduronic acid 등 uronic acid 류;

[0039] tartaric acid, mucic acid, saccharic acid 등 aldaric acid 류;

[0040] arginine, histidine, lysine, aspartic aicd, glutamic acid, serine, threonine, asparagine, glutamine, cysteine, selenocysteine, glycine, proline, alanine, valine, isoleucine, leucine, methionine, phenylalanine, tyrosine, tryptophan등 아미노산 및 그 중합체;

[0041] lactic acid, acetic acid, formic acid, citric acid, oxalic acid, uric acid, malic acid, tartaric acid, benzoic aicd 등 유기산;

[0042] creatine, urea, dimethyl urea, putrescine, cadaverine, agmatine, spermidine, spermine, histamine, tyramine 등 아민류;

[0043] Alcohols composed of 1 to 12 carbons and containing one or more hydroxyl groups, such as ethylene glycol, propylene glycol, glycerol, erythritol, threitol, pentanediol, arabitol, xylitol, ribitol, hexanediol, mannitol, corbitol, galactitol, fucitol, iditol, inositol, volemitol, etc.;

[0044] Flavones, flavonols, flavanols, flavanones, isoflavones, catechin, hesperetin, cyanidin, daidzein, proanthocyanidin, quercetin, phenolic acid, ellagic acid, lignans, etc. phenols and their glycosides;

[0045] It can be composed of one or more selected from terpene compounds (terpene compounds) and their glycosides, such as sophoricoside, amino acid-2 glucoside, steviol glucoside, mogroside, asiatic acid, asiaticoside, madecassic acid, madecassoside, and glycyrrhizin.

[0046] The ionic composition prepared through the above composition and method may be used as a cosmetic ingredient in the form of sunscreen gels, sun sticks, dispersions for basic cosmetics, basic cosmetic sticks, color cosmetics, lipsticks, lip balms, etc., or as a raw material for formulations for medical or medical assistance purposes, such as wound soothing agents, burn soothing agents, photoallergy treatments, and contact dermatitis soothing agents, for skin protection and inflammation relief. In addition, it may be used as a raw material for products intended to protect the skin of animals.

[0047] The above-mentioned anti-photoaging composition is intended to prevent skin damage caused by light, and specifically, may be intended to prevent skin damage caused by light such as wrinkle formation, erythema, blemish formation, loss of elasticity, inflammation, and skin dryness.

[0048] Preferred embodiments are presented below to aid in understanding the present invention. However, the following embodiments are provided merely to facilitate a better understanding of the present invention, and the scope of the present invention is not limited by these embodiments.

[0049] <Example>

[0050] To develop a wax-free solid UV protection formulation, an ionic composition serving as the basis of the formulation was prepared.

[0051] Tetraethyl ammonium chloride (TCI, Japan) powder and ascorbic acid (Daejung, Korea) powder were added in a molar ratio of 1.5:1, and liquefaction was induced by stirring at 100 RPM at 60°C. After stirring for 12 hours, it was confirmed that the mixture had converted into a transparent liquid ionic composition. Subsequently, the mixture was cooled at a rate of 1°C per minute, and it was confirmed to convert into a transparent solid state in the range of 43–45°C.

[0052] Subsequently, to prepare a UV-blocking formulation, the ionic composition was heated to 60°C, and TiO2 (DC Chemical, Korea) was added in an amount equal to 3% of the weight of the mixture while stirring at 200 RPM. The prepared sample was placed in a quartz cuvette with a light path of 1 cm, and the UV transmittance at 280 nm was analyzed using a spectrophotometer, and it was confirmed that 98.5% of UV was blocked.

[0053] <Comparative Example>

[0054] When a formulation was prepared with the same composition as in the example but without raising the temperature to induce liquefaction, the composition remained in a powder state, making it impossible to produce a formulation containing TiO2.

[0055] [Experimental Example]

[0056] To determine the melting point according to the mixing ratio of tetraethyl ammonium chloride and ascorbic acid, each powder was mixed in molar ratios of 0.5:1, 1:1, 1.5:1, 2:1, 2.5:1, and 3:1, and then stirred at 100 RPM for 1 day at 60 ℃ using a shaking incubator.

[0057] The results before and after the liquefaction process are shown in Fig. 2. After 24 hours of mixing, the powder melted, and a transparent liquid composition was obtained. Among these, complete liquids were obtained in the test groups mixed at molar ratios of 1.5:1 and 2:1, while powders that were not completely melted were observed in the remaining test groups. As a result of analyzing the temperature at which fluidity disappeared while cooling the completely melted test groups at a rate of 1°C per minute, the freezing point was confirmed to be 43–45°C for the test group mixed at a molar ratio of 1.5:1 and 51–55°C for the test group mixed at a molar ratio of 2:1. Therefore, it was confirmed that the composition most advantageous for processing is the mixture of tetraethyl ammonium chloride and ascorbic acid in a 1.5:1 ratio (refer to the test group highlighted by the red square in Fig. 2 (B)).

Claims

Claim 1 An ionic composition comprising an ammonium salt, wherein the ionic composition has a viscosity of 1000 CP or more at 25°C, the ionic composition has a melting point of 25 to 150°C, the ionic composition is prepared by mixing an ammonium salt and an ammonium salt solvent in a molar ratio of 1:0.05 to 1:20, and the ammonium salt comprises 0.1 to 35 weight% of one or more selected from the group consisting of chlorine anions, bromide anions, and iodine anions based on the total weight of the ammonium salt, and the ammonium salt comprises phosphatidylcholine; phosphocholine; glycerophosphocholine; D-sphingosine-1-phosphocholine; D-sphinganine-1-phosphocholine; D-phytosphingosine-1-phosphocholine; sphingomyelin; betaine; choline; An ionic composition comprising an ionic compound of a cation selected from the group consisting of choline fatty acid esters; primary ammonium; secondary ammonium; and tertiary ammonium, and an anion selected from the group consisting of a chlorine anion, a bromide anion, and an iodide anion, wherein the ammonium salt is included in an amount of 10 to 99.999 weight% based on the total weight of the ionic composition. Claim 2 delete Claim 3 delete Claim 4 In claim 1, the primary ammonium, secondary ammonium, and tertiary ammonium are substituted with at least one hydrocarbon group, and the hydrocarbon group is C 1-24 Phosphorus unbranched chain alkyl group or C 3-24 An ionic composition comprising a branched-chain alkyl group, wherein the hydrocarbon group comprises 0 to 5 cyclic alkyl groups, wherein the hydrocarbon group comprises 0 to 23 groups selected from the group consisting of hydroxyl groups and carboxyl groups, wherein the hydrocarbon group comprises 0 to 5 groups selected from the group consisting of aldehyde groups and ketone groups, wherein the hydrocarbon group comprises 0 to 12 amine groups, and wherein the hydrocarbon group comprises 0 to 2 phosphate groups. Claim 5 In claim 1, the ammonium salt solvent comprises monosaccharides and their phosphate compounds, disaccharides, trisaccharides, polysaccharides and their hydrolysates, aldonic acids, urosonic acids, uronic acids, aldaric acids, amino acids and their polymers, organic acids, amines, C 1-12 An ionic composition comprising one or more selected from the group consisting of alcohols, flavones, flavonols, flavanols, flavanones, isoflavones, phenols and their glycosides, terpenes and their glycosides. Claim 6 A composition for preventing photoaging comprising an ionic composition according to claim 1 and an antiphotoaging agent, wherein the antiphotoaging agent is an inorganic antiphotoaging agent and / or an organic antiphotoaging agent, wherein the organic antiphotoaging agent comprises at least one selected from the group consisting of oxalic acid, phytic acid, tannins, polyphenols, carotenoids, vitamin A, vitamin C, and vitamin E, and the inorganic antiphotoaging agent comprises TiO2 or ZnO. Claim 7 In claim 6, the photo-antiaging composition wherein the content of the photo-antiaging agent is 0.001 to 30 weight% based on the total weight of the photo-antiaging composition. Claim 8 delete Claim 9 delete Claim 10 delete Claim 11 delete Claim 12 delete Claim 13 delete Claim 14 delete Claim 15 delete Claim 16 delete Claim 17 delete Claim 18 delete Claim 19 delete Claim 20 delete Claim 21 delete Claim 22 delete

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