Cosmetic composition
Patent Information
- Application Number
- JP2022212643
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Filing Date
- 2022-12-28
- Publication Date
- 2025-01-31
AI Technical Summary
Cosmetics containing polysaccharide thickeners often impair the feeling of penetration during application and can leave a sticky residue after application.
A cosmetic composition comprising a polysaccharide thickener and a polymer with a specific structure, molecular weight, and IOB value, which improves penetration and reduces stickiness.
The composition provides enhanced penetration feeling during application and reduces stickiness after application, offering a more pleasant user experience.
Abstract
Description
[Technical field]
[0001] The present invention relates to a cosmetic composition. [Background technology]
[0002] In order to impart a thickening feel to cosmetics, it is known to incorporate, for example, a polysaccharide thickener.
[0003] For example, Patent Document 1 discloses an oil-in-water emulsion makeup cosmetic comprising (A) a crosspolymer containing 2-acrylamido-2-methylpropanesulfonic acid or a salt thereof, (meth)acrylic acid and / or an ester thereof, and N,N-dimethylacrylamide as structural units, (B) a polysaccharide thickener, and (C) a powder, wherein the mass ratio (A:B) of the components (A) to (B) is 1:3 to 3:1. [Prior art documents] [Patent documents]
[0004] [Patent Document 1] JP 2012-241006 A Summary of the Invention [Problem to be solved by the invention]
[0005] However, cosmetics containing polysaccharide thickeners may lose their penetration feeling during application or may cause a sticky feeling after application, so there is still room for improvement in the usability of cosmetics containing such polysaccharide thickeners.
[0006] The present invention is intended to improve the above-mentioned circumstances, and an object of the present invention is to provide a novel cosmetic composition which has an improved penetration feeling during application and an improved sticky feeling after application. [Means for solving the problem]
[0007] The present invention which achieves the above object is as follows.
[0008] <Aspect 1> A cosmetic composition comprising: The present invention relates to a thickening agent for a composition comprising a polysaccharide-based thickener, a polymer having a structure represented by the following formula (1), and water, [ka] In the formula (1), R 1 , R 2 and R 3 each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, A represents an alkylene group having 2 to 4 carbon atoms, and m and n each independently represent an integer of 1.0 to 50, The number average molecular weight of the polymer is 10,000 or less; and The IOB value of the polymer is 0.4 to 1.8. composition. <Aspect 2> In the formula (1), A is represented by the following formula (2): [ka] In the formula (2), R 4 is an alkyl group having 1 or 2 carbon atoms; 2. The composition of embodiment 1. <Aspect 3> 3. The composition of any one of the preceding claims, wherein the polymer is a random copolymer. <Aspect 4> In the formula (1), m is 2 or more, and R 1 The composition according to any one of aspects 1 to 3, wherein at least a portion of the is a methyl group. <Aspect 5> In the formula (1), R 2 and R 3 5. The composition according to claim 1, wherein at least one of the above is a methyl group. Aspect 6 6. The composition according to claim 1, wherein the polysaccharide thickener comprises at least one selected from the group consisting of xanthan gum, tamarind gum, succinoglycan, and hyaluronic acid. Aspect 7 7. The composition according to claim 1, which is a solubilized cosmetic composition. <Aspect 8> 7. The composition according to claim 1, which is an oil-in-water emulsion cosmetic composition. Effect of the Invention
[0009] According to the present invention, it is possible to provide a novel cosmetic composition which has an improved penetration feeling during application and an improved sticky feeling after application. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS
[0010] DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS The present invention will be described in detail below with reference to the preferred embodiments. Note that the present invention is not limited to the following embodiments, and various modifications can be made within the scope of the present invention.
[0011] <Cosmetic composition> The cosmetic composition of the present invention (hereinafter also simply referred to as the "composition of the present invention") is The present invention relates to a thickening agent for a composition comprising a polysaccharide-based thickener, a polymer having a structure represented by the following formula (1), and water, [ka] In formula (1), R 1 , R 2 and R 3 each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, A represents an alkylene group having 2 to 4 carbon atoms, and m and n each independently represent an integer of 1.0 to 50, The number average molecular weight of the polymer is 10,000 or less, and The IOB value of the polymer is 0.4 to 1.8. composition It is.
[0012] Although the composition of the present invention contains a polysaccharide thickener, it has an improved feeling of penetration during application and an improved sticky feeling after application, as compared to conventional cosmetic preparations.
[0013] Without being limited by theory, it is speculated that this is mainly due to the characteristics of the polymer of the present invention, namely, the unique structure represented by formula (1), a specific range of number average molecular weight (10,000 or less), and a specific range of IOB (Inorganic Organic Balance) value (0.4 to 1.8).
[0014] In addition, the polymer of the present invention, which has a specific structure, is amphiphilic and tends to dissolve in an aqueous phase, but also has hydrophobic properties, so it is thought that it forms a coating together with the polysaccharide thickener, thereby improving the sticky feeling after application.
[0015] <Polysaccharide thickener> The composition of the present invention contains a polysaccharide thickener. By including a polysaccharide thickener, viscosity (thickness) can be imparted to the cosmetic composition.
[0016] In the present invention, the polysaccharide thickener is not particularly limited, and examples thereof include xanthan gum, tamarind gum, succinoglycan, gellan gum, sclerotium gum, gum arabic, Alcaligenes polysaccharide, hydroxyethyl cellulose, guar gum, carrageenan, hyaluronic acid, tuberose polysaccharide, Tremella fuciformis polysaccharide, locust bean gum, oxidized cellulose, etc., and one or more of these polysaccharide thickeners may be used. Among these, the polysaccharide thickener preferably includes at least one selected from the group consisting of xanthan gum, tamarind gum, succinoglycan, and hyaluronic acid. Hyaluronic acid may be used in the form of a salt. Examples of the salt of hyaluronic acid include metal salts such as sodium salt and potassium salt.
[0017] In the composition of the present invention, the content of the polysaccharide-based thickener is not particularly limited and may be, for example, 0.01 mass% or more, 0.05 mass% or more, 0.1 mass% or more, 0.2 mass% or more, 0.3 mass% or more, 0.4 mass% or more, or 0.5 mass% or more relative to the entire composition, and may be 1.0 mass% or less, 0.9 mass% or less, 0.8 mass% or less, 0.7 mass% or less, 0.6 mass% or less, or 0.5 mass% or less.
[0018] Polymer of the Invention The composition of the present invention comprises a polymer of the present invention, which is described below. The polymer of the present invention has a structure represented by formula (1): [ka]
[0019] In formula (1), R 1 , R 2 and R 3 are each independently a hydrogen atom or an alkyl group having 1 to 4 carbon atoms. In the present invention, examples of the alkyl group having 1 to 4 carbon atoms include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, and a tert-butyl group. In addition, these alkyl groups may further have a substituent, so long as the effect of the present invention is not impaired. The substituent is not particularly limited, and examples thereof include a halogeno group.
[0020] According to one embodiment of the present invention, in formula (1), R 1 , R 2 and R 3 may each independently be a hydrogen atom, a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, or a tert-butyl group.
[0021] According to one embodiment of the present invention, in formula (1), R 1 is preferably a hydrogen atom, a methyl group, or an ethyl group. 1 If present, each R1 may be the same or different, and in particular, R 1 At least a part of R is preferably a methyl group. 1 At least a part of these is preferably a methyl group, for example, from the viewpoint of improving the feeling when using the composition of the present invention.
[0022] According to one embodiment of the present invention, in formula (1), R 1 may be in a state where hydrogen atoms and alkyl groups having 1 to 4 carbon atoms are mixed. That is, R 1 A part of R may be a hydrogen atom, and another part may be an alkyl group having 1 to 4 carbon atoms. 1 Some of these are hydrogen atoms and others are methyl groups.
[0023] According to one embodiment of the present invention, in formula (1), R 2 is preferably a hydrogen atom, a methyl group or an ethyl group, and more preferably a methyl group.
[0024] According to one embodiment of the present invention, in formula (1), R 2 may be in a state where hydrogen atoms and alkyl groups having 1 to 4 carbon atoms are mixed. That is, R 2 A part of R may be a hydrogen atom, and another part may be an alkyl group having 1 to 4 carbon atoms. 2 Some of these are hydrogen atoms and others are methyl groups.
[0025] According to one embodiment of the present invention, in formula (1), R 3 is preferably a hydrogen atom, a methyl group or an ethyl group, and more preferably a methyl group.
[0026] According to one embodiment of the present invention, in formula (1), R 2 and R 3 At least one of these is preferably a methyl group.
[0027] In formula (1), A is an alkylene group having 2 to 4 carbon atoms. More specifically, A may be, for example, an ethylene group, a propylene group, a butylene group, an isobutylene group, etc., but is not limited thereto. In particular, A is preferably represented by the following formula (2): [ka]
[0028] In formula (2), R 4 is an alkyl group having 1 or 2 carbon atoms. More specifically, R 4 may be a methyl or ethyl group.
[0029] In formula (1), m and n represent the average number of moles added of each of the structural units. m and n are each independently 1.0 to 50, and more specifically, may be 1.0 or more, 1.5 or more, 2.0 or more, 3.0 or more, 4.0 or more, 5.0 or more, 6.0 or more, 7.0 or more, 8.0 or more, 9.0 or more, or 10 or more, or may be 50 or less, 45 or less, 40 or less, 35 or less, 34 or less, 32 or less, 30 or less, 28 or less, 26 or less, 25 or less, 24 or less, 22 or less, 20 or less, 18 or less, 16 or less, 15 or less, 14 or less, 12 or less, 10 or less, or 5.0 or less.
[0030] In addition, in formula (1), m is preferably 1.0 or more and 14 or less, and more preferably 2.0 or more and 5.0 or less. In addition, in formula (1), n is preferably 2.0 or more and 34 or less, and more preferably 6.0 or more and 12 or less.
[0031] According to one embodiment of the present invention, in formula (1), m+n may be 4.0 or more, 4.5 or more, 5.0 or more, 6.0 or more, 7.0 or more, 8.0 or more, 9.0 or more, 10 or more, 11 or more, 12 or more, 13 or more, 14 or more, or 15 or more, and may be 50 or less, 45 or less, 40 or less, 35 or less, 30 or less, 25 or less, 20 or less, 15 or less, or 12 or less.
[0032] According to one embodiment of the present invention, in formula (1), m:n may be 1:10 to 10:1.
[0033] The number average molecular weight of the polymer of the present invention is 10,000 or less. More specifically, the number average molecular weight of the polymer of the present invention may be, for example, 10,000 or less, 5,000 or less, 3,500 or less, 3,000 or less, 2,500 or less, 2,000 or less, 1,500 or less, 1,400 or less, 1,300 or less, 1,200 or less, 1,100 or less, 1,000 or less, 900 or less, 800 or less, 700 or less, or 600 or less, or may be 130 or more, 150 or more, 200 or more, 250 or more, 300 or more, 350 or more, 400 or more, 450 or more, or 500 or more. The number average molecular weight of the polymer of the present invention is preferably 300 or more and 3,500 or less, more preferably 500 or more and 1,200 or less.
[0034] The IOB value of the polymer of the present invention is 0.4 to 1.8. More specifically, the IOB value of the polymer of the present invention may be, for example, 0.4 or more, 0.5 or more, 0.6 or more, or 0.7 or more, and may be 1.8 or less, 1.6 or less, 1.4 or less, or 1.2 or less. The IOB value of the polymer of the present invention is preferably 0.7 or more and 1.2 or less.
[0035] Here, the IOB value is an abbreviation of Inorganic / Organic Balance, which is a value that indicates the ratio of inorganic value to organic value, and is an index that indicates the degree of polarity of an organic compound. Specifically, the IOB value is expressed as IOB value=inorganic value / organic value. For each of the "inorganic value" and "organic value", "inorganic value" is set according to various atoms or functional groups, for example, the "organic value" is 20 for one carbon atom in a molecule, and the "inorganic value" is 100 for one hydroxyl group, and the "inorganic value" and "organic value" are set according to various atoms or functional groups, and the IOB value of the organic compound can be calculated by accumulating the "inorganic value" and "organic value" of all atoms and functional groups in the organic compound (for example, see "Organic Conceptual Diagram-Basics and Applications-" by Yoshio Koda, pp. 11-17, Sankyo Publishing, 1984). For a method for determining the IOB value, refer to the method described in the Examples.
[0036] The polymer of the present invention may be a block copolymer or a random copolymer, but is preferably a random copolymer.
[0037] The method for producing the polymer of the present invention is not particularly limited, and may be, for example, addition polymerization of epoxides corresponding to each structural unit. The addition polymerization may be block polymerization or random polymerization, but is preferably random polymerization.
[0038] The method for producing a polymer of the present invention may further include reacting the polymer obtained by the above-mentioned addition polymerization with an alkyl halide. Through the reaction with the alkyl halide, the hydroxyl groups in the obtained polymer molecule are blocked with an alkyl group, and as a result, the hydrophobicity of the entire polymer can be adjusted as desired. In the present invention, the blocking rate of hydroxyl groups by alkyl groups in the polymer molecule may be, for example, 30% or more, 35% or more, 40% or more, 45% or more, 50% or more, or 55% or more, and may be 60% or less, 59% or less, 58% or less, 57% or less, 56% or less, or 55% or less. The blocking rate of hydroxyl groups by alkyl groups can be determined by the method described in the Examples.
[0039] One of the features of the polymer of the present invention is that it has both high water solubility and high lipid solubility.
[0040] The solubility of the polymer of the present invention in water can be, for example, 10% by weight or more, 20% by weight or more, 30% by weight or more, 40% by weight or more, or 50% by weight or more.
[0041] In addition, the solubility in olive oil can be used as an index of the fat solubility of the polymer of the present invention. The solubility in olive oil of the polymer of the present invention can be, for example, 0.01% by mass or more, 0.05% by mass or more, 0.10% by mass or more, 0.50% by mass or more, or 1.00% by mass or more. The upper limit of the solubility in olive oil of the polymer of the present invention is not particularly limited, and can be, for example, 10% by mass or less.
[0042] In the composition of the present invention, the content of the polymer of the present invention is not particularly limited, and may be, for example, 0.01% by mass or more, 0.02% by mass or more, 0.03% by mass or more, 0.04% by mass or more, 0.05% by mass or more, 0.06% by mass or more, 0.07% by mass or more, 0.08% by mass or more, 0.09% by mass or more, 0.1% by mass or more, 0.2% by mass or more, 0.3% by mass or more, 0.4% by mass or more, 0.5% by mass or more, 0.6% by mass or more, or 0.8% by mass or more. % by mass or more, 0.7% by mass or more, 0.8% by mass or more, 0.9% by mass or more, 1.0% by mass or more, 2.0% by mass or more, 3.0% by mass or more, 4.0% by mass or more, or 5.0% by mass or more, and may be 10% by mass or less, 9.0% by mass or less, 8.0% by mass or less, 7.0% by mass or less, 6.0% by mass or less, 5.0% by mass or less, 4.0% by mass or less, 3.0% by mass or less, 2.0% by mass or less, or 1.0% by mass or less.
[0043] <water> The composition of the present invention contains water. The water used in the composition of the present invention is not particularly limited, and may be, for example, the water used in cosmetics and quasi-drugs. For example, ion-exchanged water, distilled water, ultrapure water, and tap water can be used.
[0044] In the composition of the present invention, the content of water is not particularly limited, and may be, for example, 30% by mass or more, 40% by mass or more, 50% by mass or more, 60% by mass or more, 70% by mass or more, 80% by mass or more, or 90% by mass or more, and 95% by mass or less, 90% by mass or less, 85% by mass or less, 80% by mass or less, 75% by mass or less, or 70% by mass or less, based on the entire composition. The content of water may be appropriately adjusted according to the intended use of the cosmetic composition.
[0045] <Other Ingredients> The composition of the present invention may further contain other components in addition to the above-mentioned components according to the intended use. Although the following will explain the components by way of example, the present invention is not limited by these components.
[0046] (Moisturizer) The composition of the present invention may further comprise a moisturizing agent.The moisturizing agent is not particularly limited, and may include, for example, glycerin, butylene glycol, dipropylene glycol, PEG-8 (polyethylene glycol), trimethylglycine, glucose, sorbitol, and maltitol.These moisturizing agents may be used alone or in combination of two or more.
[0047] In the composition of the present invention, when a moisturizer is contained, the content thereof is not particularly limited and may be, for example, 0.5% by mass or more, 1.0% by mass or more, 2.0% by mass or more, 3.0% by mass or more, 4.0% by mass or more, 5.0% by mass or more, 6.0% by mass or more, 7.0% by mass or more, 8.0% by mass or more, 9.0% by mass or more, or 10% by mass or more, relative to the entire composition, and may be 30% by mass or less, 25% by mass or less, 20% by mass or less, 15% by mass or less, 12% by mass or less, or 10% by mass or less.
[0048] (Surfactant) The composition of the present invention may further contain a surfactant. Examples of the surfactant include nonionic surfactants, anionic surfactants, cationic surfactants, and amphoteric surfactants. These surfactants may be used alone or in combination of two or more.
[0049] The nonionic surfactant is not particularly limited, and examples thereof include, but are not limited to, PPG-13 decyltetradeceth-24, PEG-20 glyceryl monoisostearate, PEG-7 glyceryl coconut oil fatty acid, PEG-10 monoisostearate, PEG-12 monoisostearate, polyethylene glycol 400 monooleate, polyethylene glycol 400 monostearate, POE(20) sorbitan monostearate, etc. In this specification, "POE" means a polyoxyethylene group.
[0050] Examples of anionic surfactants include fatty acid soaps such as soap bases, laurates (sodium, potassium, magnesium, ammonium, monoethanolamine, triethanolamine, etc. salts; the same applies below), and palmitates; higher alkyl sulfates such as lauryl sulfate; alkyl ether sulfates such as POE lauryl sulfate; N-acyl sarcosinates such as lauroyl sarcosine; phosphates such as POE oleyl ether phosphate and POE stearyl ether phosphate; di-2-ethylhexyl sulfocobalt; succinates, monolauroyl monoethanolamide polyoxyethylene sulfosuccinate, lauryl polypropylene glycol sulfosuccinate, and other sulfosuccinates; alkylbenzene sulfonates, such as linear dodecylbenzene sulfonate; N-acyl glutamates, such as N-lauroyl glutamate, N-myristoyl-L-glutamate; N-acyl glutamates, such as N-lauroyl glutamate, N-myristoyl glutamate, and N-stearoyl glutamate; N-lauroyl glycine salts, N-myristoyl glycine salts, N-stearoyl glutamate, and other N-Acyl glycine salts such as tearyl glycine salts; N-acylalanine salts such as N-lauroyl alanine salt, N-myristoyl alanine salt, and N-stearoyl alanine salt; N-acylaspartates such as N-lauroyl aspartate, N-myristoyl aspartate, and N-stearoyl aspartate; long-chain acyl lower alkyl taurine salts such as N-cocoyl-N-methyl taurine salt, N-lauroyl-N-methyl taurine salt, N-myristoyl-N-methyl taurine salt, N-stearoyl-N-methyl taurine salt, and N-cocoyl taurine salt ; hydroxy ether carboxylates such as dodecane-1,2-diol acetate ether salt; higher fatty acid ester sulfates such as hydrogenated coconut oil fatty acid glycerin sulfate; sulfated oils such as turmeric oil; POE alkyl ether carboxylic acids, POE alkyl allyl ether carboxylates, α-olefin sulfonates, higher fatty acid ester sulfonates, secondary alcohol sulfates, higher fatty acid alkylolamide sulfates, lauroyl monoethanolamide succinates, N-palmitoyl aspartic acid disalts, and the like, but are not limited to these.
[0051] Examples of cationic surfactants include alkyl trimethyl ammonium salts such as stearyl trimethyl ammonium chloride and lauryl trimethyl ammonium chloride, distearyl dimethyl ammonium chloride dialkyl dimethyl ammonium salts, poly(N,N'-dimethyl-3,5-methylene piperidinium) chloride, alkyl pyridinium salts such as cetyl pyridinium chloride, alkyl quaternary ammonium salts, alkyl dimethyl benzyl ammonium salts, alkyl isoquinolinium salts, dialkyl morphonium salts, POE alkyl amines, alkyl amine salts, polyamine fatty acid derivatives, amyl alcohol fatty acid derivatives, benzalkonium chloride, and benzethonium chloride, but are not limited to these.
[0052] Examples of amphoteric surfactants include imidazoline-based amphoteric surfactants such as 2-undecyl-N,N,N-(hydroxyethylcarboxymethyl)-2-imidazoline sodium and 2-cocoyl-2-imidazolinium hydroxide-1-carboxyethyloxy-2 sodium salt, and betaine-based surfactants such as 2-heptadecyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, lauryl dimethylaminoacetic acid betaine, alkyl betaine, amido betaine, and sulfobetaine, but are not limited to these.
[0053] In the composition of the present invention, when a surfactant is contained, its content is not particularly limited and may be, for example, from 0.01% by mass to 10% by mass, from 0.1% by mass to 5.0% by mass, or from 0.2% by mass to 3.0% by mass, relative to the entire composition.
[0054] (Other optional ingredients) In addition to the above-mentioned components, the composition of the present invention may contain other optional additive components that are usually used in external skin preparations such as cosmetics and medicines, such as chelating agents, lower alcohols, pH adjusters, antioxidants, powder components, fragrances, etc., as needed, within the scope of not impairing the objects and effects of the present invention, but are not limited to these examples.
[0055] Examples of chelating agents include, but are not limited to, sodium edetate, sodium metaphosphate, and the like.
[0056] Examples of lower alcohols include, but are not limited to, ethanol, isopropanol, and the like.
[0057] Examples of pH adjusters include, but are not limited to, buffers such as lactic acid-sodium lactate and citric acid-sodium citrate; amino acids (eg, glycine, etc.); and the like.
[0058] Examples of antioxidants include, but are not limited to, dibutylhydroxytoluene (BHT), butylhydroxyanisole (BHA), and the like.
[0059] Examples of powder components include, but are not limited to, inorganic powders (e.g., talc, kaolin, bentonite, magnesium aluminosilicate, silicic anhydride, titanium oxide, zinc oxide, etc.); organic powders (e.g., cellulose powder, etc.); inorganic pigments (e.g., iron sesquioxide, yellow iron sesquioxide, black iron oxide, etc.); and organic pigments (e.g., aluminum lake, etc.).
[0060] <Formulation and Use of the Composition of the Present Invention> The dosage form of the composition of the present invention can be adjusted arbitrarily according to the purpose.For example, the composition of the present invention may be a solution system, a solubilized system, an emulsion system, a powder dispersion system, a water-oil two-layer system, a water-oil-powder three-layer system, a gel, a mist, a spray, a mousse, a roll-on, or a stick, or may be a preparation impregnated or applied to a sheet such as a nonwoven fabric.In addition, the emulsion system may be, for example, an oil-in-water emulsion composition or a water-in-oil emulsion composition.
[0061] The composition of the present invention may further contain one or more oils according to the above-mentioned formulation. The oils are not particularly limited, and examples thereof include polar oils, hydrocarbon oils, silicone oils, and fragrances.
[0062] Furthermore, the product form of the cosmetic of the present invention is not particularly limited, and may be, for example, facial cosmetics such as lotion, milky lotion, cream, pack, etc.; makeup cosmetics such as foundation, lipstick, eye shadow, etc.; sunscreen cosmetics (sunscreen agents); body cosmetics; aromatic cosmetics; skin cleansing agents such as makeup removers and body shampoos; hair cosmetics such as hair liquids, hair tonics, hair conditioners, shampoos, rinses, hair growth agents, etc.; or ointments, etc. EXAMPLES
[0063] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these examples.
[0064] Synthesis Examples 1 and 2 In the following Synthesis Examples 1 and 2, polymers having structures represented by the following formula (3) were each synthesized: [ka] In addition, in the formula (3), the part in the brackets [ ] represents a random copolymer.
[0065] Synthesis Example 1 Synthesis example 1: R 1 =H, R 2 =H, R 3 =CH3, R 4 Polymer 1 with =CH3, m=2.0, and n=6.0 Polymer 1 was obtained by the following synthesis method.
[0066] 128g of methanol and 6.4g of potassium hydroxide as a catalyst were charged into an autoclave, and the air in the autoclave was replaced with dry nitrogen, and the catalyst was completely dissolved at 80°C while stirring. Next, a mixture of 592g of glycidol and 1392g of propylene oxide was dropped at 95°C over 20 hours using a dropping device, and then stirred for 5 hours. The reaction composition was taken out of the autoclave, neutralized with hydrochloric acid to pH 6 to 7, and treated at 100°C for 1 hour under reduced pressure of -0.095MPa (50mmHg) to remove the contained moisture. After further treatment, filtration was performed to remove the salt produced, and 2000g of polymer 1 of Synthesis Example 1 was obtained.
[0067] Various physical properties of the obtained polymer 1 were determined below.
[0068] (number average molecular weight) The number average molecular weight of the obtained polymer 1 was calculated by gel permeation chromatography (GPC). The system was a SHODEX (registered trademark) GPC101 GPC dedicated system, the differential refractometer was SHODEX RI-71s, the guard column was SHODEX KF-G, and three columns were continuously equipped with HODEX KF804L. The column temperature was 40°C, and tetrahydrofuran was used as the developing solvent at a flow rate of 1 ml / min. 0.1 ml of a 0.1 wt% tetrahydrofuran solution of the obtained reaction product was injected, and a chromatogram represented by refractive index intensity and elution time was obtained using a BORWIN GPC calculation program. The number average molecular weight was calculated from this chromatogram using polyethylene glycol as the standard, and was about 530.
[0069] (Weight average molecular weight) The weight average molecular weight of the obtained polymer 1 was about 859 as determined by GPC calculation in the same manner as above.
[0070] (Polydispersity) From the results of the number average molecular weight and weight average molecular weight obtained above, the polydispersity Mw / Mn of Polymer 1 was 1.62.
[0071] (IOB value) The IOB value of the obtained polymer 1 was determined as follows and was found to be 1.1.
[0072] More specifically, in the polymer 1, the organic value was calculated by setting the carbon at 20 and the iso branch at -10. The inorganic value was calculated by setting the hydroxyl group at 100 and the ether bond at 20. Methanol moiety: (1 carbon, 1 hydroxyl group) x 1 Organic value: 20 Inorganic value: 100 Glycidol moiety: (3 carbon atoms, 1 iso branch, 1 hydroxyl group, 1 ether bond) x 2 Organic value: (60-10) x 2 = 100 Inorganic value: (100+20)×2=240 Propylene oxide moiety: (carbon number 3, iso branch 1, ether bond 1) x 6 Organic value: (60-10) x 6 = 300 Inorganic value: 20 x 6 = 120 As a result, the total organic value is 420 and the total inorganic value is 460, resulting in an IOB value of 1.09.
[0073] (cloud point) A 5 wt % aqueous solution of the obtained polymer 1 was prepared and heated to 85° C., and then cooled to become a transparent solution at 74° C. Therefore, it was found that the cloud point of polymer 1 was 74° C.
[0074] (Hydroxyl value) The hydroxyl value of the obtained polymer 1 was 294 as measured according to the measurement method of JIS K-1557-1.
[0075] (Solubility in Water) The solubility of the obtained polymer 1 in water was determined in the same manner as in the "compatibility evaluation" described below, and was found to be 50% by mass or more.
[0076] (Solubility in olive oil) The solubility of the obtained polymer 1 in olive oil was determined as follows. That is, polymer 1 was mixed with olive oil so that the concentration was 1.0 wt%, and the appearance was confirmed. If it was uniform, it was marked as "Good". In this case, the solubility of polymer 1 in olive oil was 1.0 mass%.
[0077] The various physical property values of Polymer 1 measured as above are shown in Table 1 below.
[0078] Synthesis Example 2 Synthesis example 2: R 1 =H and CH3, R 2 =H and CH3, R 3 =CH3, R 4 Polymer 2 with =CH3, m=2.0, and n=6.0 Polymer 2 was obtained by the synthesis according to the following method.
[0079] 128g of methanol and 6.4g of potassium hydroxide as a catalyst were charged into an autoclave, and the air in the autoclave was replaced with dry nitrogen, and the catalyst was completely dissolved at 80°C while stirring. Next, a mixture of 592g of glycidol and 1392g of propylene oxide was dropped at 95°C over 20 hours using a dropping device, and then stirred for 2 hours. Next, 244g of potassium hydroxide was charged, and the inside of the system was replaced with dry nitrogen, and then 200g of methyl chloride was pressed in at a temperature of 80 to 130°C and reacted for 5 hours. Then, the reaction composition was taken out of the autoclave, neutralized with hydrochloric acid to a pH of 6 to 7, and treated at a reduced pressure of -0.095MPa (50mmHg) and 100°C for 1 hour to remove the contained moisture. After the treatment, filtration was performed to remove the salt produced, and 1820g of polymer 2 was obtained. A sample was taken before the reaction with methyl chloride, and the purified product had a hydroxyl value of 125, so R 2 and R 3 The ratio of methyl groups to hydrogen atoms (CH3 / H) in the polymer was found to be 0.57. In other words, the hydroxyl group blocking rate of polymer 2 was 57%.
[0080] As in the case of the above-mentioned polymer 1, various physical property values were determined for the obtained polymer 2, and the respective results are shown in Table 1 below.
[0081] [Table 1]
[0082] Examples 1 to 7 and Comparative Example 1 Compositions (lotions) of Examples 1 to 7 and Comparative Example 1 were prepared based on the formulations shown in Table 2 below, and their usability was evaluated based on the following evaluation method. The results obtained are shown in Table 2.
[0083] Unless otherwise specified, the numerical values in Tables 2 and 3 described below represent blend amounts, and the unit is mass %.
[0084] (Evaluation of the feeling of penetration during application) Each composition was assessed by a panel of seven experts on the effectiveness of application to the skin and classified as follows: "A": Five or more out of seven panelists responded that they felt the product penetrate during application; "B": Three to four out of seven panelists responded that they felt the product penetrate during application; "C": 1 to 2 out of 7 panelists responded that they felt the product penetrate during application; "D": All seven panelists answered that they did not feel any penetration.
[0085] (Evaluation of sticky feeling on skin after application) "A": 5 or more out of 7 panelists answered that it was not sticky; "B": 3 to 4 out of 7 panelists answered that it was not sticky; "C": 1 to 2 out of 7 panelists answered that it was not sticky; "D": All seven panelists answered that it felt sticky.
[0086] [Table 2]
[0087] As is clear from Table 2, the composition of Comparative Example 1, which did not contain the polymer of the present invention but contained xanthan gum as a polysaccharide-based thickener, was evaluated as having no penetration feeling during application and also having a sticky feeling after application.
[0088] In contrast, it was found that the compositions of Examples 1 to 7, which contained the polymer of the present invention, all had an improved feeling of penetration during application and also had an improved sticky feeling after application.
[0089] Examples 8 to 13 and Comparative Examples 2 to 4 Compositions (lotions) of Examples 8 to 13 and Comparative Examples 2 to 4 were prepared based on the formulations shown in Table 3 below, and their usability was evaluated based on the same evaluation methods as above. The results obtained are shown in Table 3.
[0090] In addition, tamarind gum was used as the polysaccharide thickener in Examples 8 and 9 and Comparative Example 2. Succinoglycan was used as the polysaccharide thickener in Examples 10 and 11 and Comparative Example 3. Sodium hyaluronate was used as the polysaccharide thickener in Examples 12 and 13 and Comparative Example 4.
[0091] [Table 3]
[0092] As is clear from Table 3, the compositions of Comparative Examples 2 to 4, which did not contain the polymer of the present invention but contained a polysaccharide-based thickener, all performed poorly in the evaluation of the penetration feeling during application and the evaluation of the sticky feeling after application, regardless of the type of polysaccharide-based thickener.
[0093] In contrast to these Comparative Examples, it was found that the compositions of Examples 8 to 13, which contained the polymer of the present invention, all had an improved feeling of penetration during application and also had an improved sticky feeling after application.
[0094] <Prescription Example> The following are exemplary formulation examples of the composition of the present invention. The present invention is not limited to the following formulation examples. In addition, "Polymer 1" and "Polymer 2" in the formulation examples are "Polymer 1" and "Polymer 2" synthesized in the above-mentioned "Synthesis Example 1" and "Synthesis Example 2", respectively.
[0095] Formulation example 1: Oil-in-water emulsion Content of ingredients (mass %) water residue Polymer 1 0.5 Glycerin 10 BG 5.0 DPG 5.0 Dimethicone 3.0 Diglycerin 1.0 Nicotinamide 5.0 (PEG-240 / Decyltetradeceth-20 / HDI) copolymer Mar 1.0 Sodium chloride 0.5 Xanthan gum 0.2 Polyquaternium-51 0.01 Glutamic acid 0.1 Aspartic acid 0.1 Tea Leaf Extract 0.01 Sodium acetylated hyaluronate 0.01 Sodium hyaluronate 0.01 Trimethylsiloxysilicate 0.1 Methionine 0.01 Water-soluble collagen 0.01 Sodium citrate 0.1 Sodium metaphosphate 0.1 (Acrylates / Alkyl acrylate (C10-30)) Cross Polymer 0.05 Ethanol 0.5 Potassium hydroxide 0.03 Citric acid 0.1 Sodium pyrosulfite 0.1 Alanine 0.1 BHT 0.01 Phenoxyethanol 0.6 Chlorphenesin 0.2 Fragrance 0.05 Total: 100
[0096] Formulation Example 2: Oil-in-water emulsion Content of ingredients (mass %) water residue Polymer 1 1.0 Nicotinamide 5.0 Dipotassium glycyrrhizinate 0.1 DL-α-tocopherol acetate 0.1 Seaweed extract 0.01 Magnesium chloride 0.01 Calcium chloride 0.01 Lemon extract 0.05 Glycerin 5.0 Dipropylene glycol 5.0 Ethanol 4.0 1,3-Butylene glycol 3.0 Methylpolysiloxane 3.0 Behenyl Alcohol 1.5 α-Olefin Oligomer 1.0 Xylitol 1.0 Diisostearyl malate 2.0 Pentaerythritol tetra 2-ethylhexanoate 1.0 Stearyl alcohol 0.5 Sodium N-stearoyl-N-methyl taurate 0.3 Disodium edetate 0.02 Xanthan gum 0.1 Sodium citrate 0.1 Distearyldimethylammonium chloride 0.05 Citric acid 0.02 L-Arginine hydrochloride 0.01 Isopropanol 0.01 Angelica extract 0.01 dl-α-Tocopherol 2-L-Ascorbyl Phosphate Diester Terpotassium salt 0.01 Acetylated sodium hyaluronate 0.01 Scutellaria extract 0.01 Perilla extract 0.01 Coix seed extract 0.01 Phenoxyethanol 0.5 Total: 100
[0097] Formulation Example 3: Oil-in-water emulsion Content of ingredients (mass %) water residue Polymer 1 0.5 4-Methoxysalicylic acid potassium salt 2.0 Nicotinamide 5.0 Dipotassium glycyrrhizinate 0.1 Glucosyl Hesperidin 0.01 Hawthorn Extract 0.01 Turmeric Extract 0.01 Soapberry extract 0.001 Inosit 0.01 Iris Root Extract 0.01 Ginkgo Biloba Extract 0.01 Dutch Mustard Extract 0.01 Water-soluble collagen (F) 0.01 Glycerin 6.0 1,3-Butylene glycol 6.0 α-Olefin Oligomer 4.0 Ethanol 3.0 Cetyl 2-ethylhexanoate 3.0 Methylpolysiloxane 3.0 Dipropylene glycol 2.0 Polyoxyethylene glyceryl isostearate 1.5 Polyethylene glycol 1000 1.0 Polyoxyethylene glyceryl monostearate 1.0 Behenyl Alcohol 0.5 Vaseline 0.5 Polyethylene glycol 20000 0.5 Stearic acid 0.4 Isostearic acid 0.3 Behenic acid 0.3 Batyl alcohol 0.2 Carboxyvinyl polymer 0.2 Potassium hydroxide 0.2 Succinoglycan 0.1 Disodium edetate 0.03 Phytosteryl 2-O-Lauroyl-L-Glutamate Cthyldodecyl) 0.1 Sodium pyrosulfite 0.01 Phenoxyethanol 0.6 Fragrance 0.05 Total: 100
[0098] Formulation Example 4: Oil-in-water cream Content of ingredients (mass %) water residue Polymer 2 1.0 Cetyl ethylhexanoate 7.0 Glycerin 5.0 Ethanol 1.0 Nicotinamide 5.0 Nylon-12 5.0 Cetearyl Alcohol 5.0 DPG 5.0 Caprylic / Capric Triglyceride 5.0 Macadamia nut fatty acid phytosteryl 3.0 Glyceryl Stearate 1.5 Dimethicone 1.0 Diisostearyl malate 1.0 Erythritol 1.0 Tocopherol acetate 0.2 Caffeine 0.1 Xanthan gum 0.05 Succinoglycan 0.05 Sapindus mukorossi peel extract 0.01 Angelica keiskei leaf / stem extract 0.01 Tea Leaf Extract 0.01 Yuzu Seed Extract 0.01 Jujube Fruit Extract 0.01 Spiny giraffe / Hijirimen / Mitsuishi kelp / Usabu green laver / Wakame extract 0.01 Turmeric rhizome extract 0.01 Mitsuishikonbu / Wakame extract 0.01 Chlorella extract 0.01 Beheneth-20 0.5 (HDI / trimethylolhexyllactone) crosspolymer 0.1 Carbomer 0.07 BG 1.0 Sodium citrate 0.07 EDTA-3Na 0.05 Potassium hydroxide 0.06 Citric acid 0.05 Sodium pyrosulfite 0.01 Sodium metaphosphate 0.02 Dipivalate PPG-3 0.1 Tocopherol 0.1 Silica 0.1 Phenoxyethanol 0.7 Fragrance 0.1 Iron oxide 0.01 Total: 100
[0099] Formulation Example 5: Solubilizing lotion Content of ingredients (mass %) water residue Polymer 2 1.0 Tranexamic acid 2.0 Nicotinamide 1.0 Dutch Mustard Extract 0.01 Inosit 0.01 Water-soluble collagen (F) 0.01 Lysine hydrochloride 0.01 Dipropylene glycol 5.0 Glycerin 5.0 Maltitol 2.0 1,3-Butylene glycol 1.0 Hyaluronic acid 0.05 Polyoxyethylene polyoxypropylene decyl tetradecyl ether -tel 1.0 Carboxyvinyl polymer 0.3 Erythritol 1.0 Disodium edetate 0.02 Magnesium Ascorbyl Phosphate 1.0 Sodium polyacrylate 0.2 Sodium pyrosulfite 0.01 Rosemary oil 0.01 Yeast extract (3) 0.01 L-Arginine hydrochloride 0.01 Phenoxyethanol 0.3 Fragrance 0.02 Total: 100
[0100] Formulation Example 6: Oil-in-water lotion Content of ingredients (mass %) water residue Polymer 2 1.0 Nicotinamide 1.0 DPG 5.0 BG 5.0 Glycerin 5.0 Diglycerin 3.0 Potassium Methoxysalicylate 3.0 Lactobacillus / Rice fermentation product 0.5 PEG-60 hydrogenated castor oil 1.0 Diphenylsiloxyphenyl trimethicone 1.0 2-O-Ethyl ascorbic acid 0.3 Erythritol 1.0 Glycyrrhizic acid 2K 0.3 Xanthan gum 0.1 Sodium polyacrylate 0.1 Yuzu Fruit Extract 0.01 Sodium acetylated hyaluronate 0.01 Sodium Hyaluronate 0.01 Hamamelis Leaf Extract 0.01 Carbomer 0.15 Polyglyceryl-2 Diisostearate 1.0 Potassium hydroxide 0.2 EDTA-2Na 0.2 Isostearyl alcohol 1.0 Isostearic acid 1.0 Sodium citrate 0.1 Citric acid 0.02 Sodium pyrosulfite 0.01 Phenoxyethanol 0.6 Fragrance 0.01 Total: 100
Claims
1. A cosmetic composition comprising: The present invention comprises a polysaccharide thickener, a polymer having a structure represented by the following formula (1), and water, [Formula 1] In the formula (1), R 1 , R 2 and R 3 each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, A represents an alkylene group having 2 to 4 carbon atoms, and m and n each independently represent an integer from 1.0 to 50, The number average molecular weight of the polymer is 10,000 or less; and The IOB value of the polymer is 0.4 to 1.
8. composition.
2. In the formula (1), A is represented by the following formula (2): [chemical 2] In the formula (2), R 4 is an alkyl group having 1 or 2 carbon atoms; The composition of claim 1.
3. The composition of claim 1 or 2, wherein the polymer is a random copolymer.
4. In the formula (1), m is 2 or more, and R 1 The composition according to claim 1 or 2, wherein at least a portion of the groups are methyl groups.
5. In the formula (1), R 2 and R 3 The composition according to claim 1 or 2, wherein at least one of the following is a methyl group.
6. The composition of claim 1 or 2, wherein the polysaccharide thickener comprises at least one selected from the group consisting of xanthan gum, tamarind gum, succinoglycan, and hyaluronic acid.
7. The composition according to claim 1 or 2, which is a solubilized cosmetic composition.
8. The composition according to claim 1 or 2, which is an oil-in-water emulsion cosmetic composition.