Structure

JP7898811B2Active Publication Date: 2026-08-03NARISU COSMETIC CO LTD
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Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
NARISU COSMETIC CO LTD
Filing Date
2022-10-13
Publication Date
2026-08-03

AI Technical Summary

Benefits of technology

【0015】 本発明の構造体は、形状維持性、靭性、自己修復性に優れるものである。また、本構造体を含有した化粧料は使用感に優れ、特にシワ改善効果に優れる。

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Abstract

To provide a structure having excellent shape maintainability, toughness and self-repairing property.SOLUTION: Provided is a structure having excellent shape maintainability, toughness and self-repairing property in which a host group of a host body constituted of a polymer compound in which the host group is substituted is interacted and cross-linked with a guest group of a guest body constituted of a polymer compound in which the guest group is substituted, where a host group of a side chain of the host body is at least one kind selected from the group consisting of α-cyclodextrin, β-cyclodextrin and γ-cyclodextrin, and a guest group of a side chain of the guest body is a pyrrolidonyl group.SELECTED DRAWING: None
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Description

[Technical Field]

[0001] The present invention relates to a structure that exhibits excellent shape retention, toughness, and self-healing properties, and to a cosmetic containing the same. [Background technology]

[0002] Conventional high-molecular-weight compounds and film-forming agents used in cosmetics lack sufficient shape retention and toughness in the film itself. Therefore, it has been very difficult to achieve cosmetics that improve wrinkles immediately and over time using these high-molecular-weight compounds. Specifically, even if a film made of these high-molecular-weight compounds is formed on areas prone to wrinkles, wrinkles often form on areas that move frequently due to changes in facial expression. As a result, the film, lacking shape retention and toughness, quickly breaks or stretches out, causing the film to wrinkle and making wrinkles even more noticeable.

[0003] Patent Document 1 discloses a crosslinked structure formed by the interaction of host groups and guest groups, which is a self-healing material that re-bonds to its original shape without any particular external force when the cut cross-sections are superimposed. However, while it has excellent self-healing properties, its shape retention and toughness are insufficient.

[0004] Patent Document 2 discloses a wrinkle-improving agent containing (ethyl betaine methacrylate / acrylates) copolymer and polyvinylpyrrolidone, which has excellent immediate effects. However, it only provides temporary improvement after application, and over time, changes in facial expression or external forces can cause the film to break, causing it to wrinkle and make wrinkles even more noticeable, resulting in poor sustainability of the effect. Furthermore, while there is a description regarding adhesion, there is no disclosure whatsoever regarding the shape retention, toughness, or self-healing properties of the aforementioned film. [Prior art documents] [Patent Documents]

[0005] [Patent Document 1] Japanese Patent Publication No. 2017-071710 [Patent Document 2] Japanese Patent Publication No. 2020-164431 [Overview of the project] [Problems that the invention aims to solve]

[0006] The present invention has been made in view of the above-mentioned prior art, and aims to provide a structure that is excellent not only in shape retention and toughness but also in self-healing properties. [Means for solving the problem]

[0007] To achieve the above objectives, the present inventors conducted diligent research and discovered that a structure formed by the interaction and crosslinking of the host group of a host polymer compound (a host group-substituted polymer compound) and the guest group of a guest polymer compound (a guest group-substituted polymer compound), wherein the host group of the side chain of the host compound is at least one selected from the group consisting of α-cyclodextrin, β-cyclodextrin, and γ-cyclodextrin, and the guest group of the side chain of the guest compound is a pyrrolidonyl group, has shape retention, toughness, and self-healing properties, thus completing the present invention.

[0008] The first invention is a structure in which the host group of a host body, which is a polymer compound in which a host group is substituted, and the guest group of a guest body, which is a polymer compound in which a guest group is substituted, interact and crosslink, wherein the host group of the side chain of the host body is at least one selected from the group consisting of α-cyclodextrin, β-cyclodextrin, and γ-cyclodextrin, and the guest group of the side chain of the guest body is a pyrrolidonyl group.

[0009] The second invention relates to the host body having the following general formula (1a) [ka] [In the formula, Ra is a hydrogen atom or a methyl group, R 1represents a divalent group formed by removing one hydrogen atom from a monovalent group selected from the group consisting of a hydroxy group, a thiol group, an alkoxy group which may have one or more substituents, a thioalkoxy group which may have one or more substituents, an alkyl group which may have one or more substituents, an amino group which may have one substituent, an amide group which may have one or more substituents, an aldehyde group which may have one substituent, and a carboxy group, R A represents α-cyclodextrin, β-cyclodextrin or γ-cyclodextrin which is a host group] and the following general formula (2a)

Chemical formula

[0010] The third invention is the structure according to claim 1, wherein the guest body is a polymer compound having vinylpyrrolidone as a repeating structural unit.

[0011] The fourth invention is that in the host body, Ra in the general formula (1a) is a hydrogen atom, and R 1 is a divalent group formed by removing one hydrogen atom from a monovalent group selected from a carboxy group which may have one substituent or an amide group which may have one or more substituents, and the structure according to claim 2.

[0012] The fifth invention is that in the host body, R in the general formula (2a) 2A divalent group formed by removing one hydrogen atom from a monovalent group selected from the group consisting of a carboxy group which may have one substituent or an amide group which may have one or more substituents. The structure according to claim 2.

[0013] The sixth invention is a cosmetic characterized by containing the structure according to any one of claims 1 to 5.

[0014] The seventh invention is a wrinkle-improving agent characterized by containing the structure according to any one of claims 1 to 5.

Advantages of the Invention

[0015] The structure of the present invention is excellent in shape retention, toughness, and self-healing properties. Further, the cosmetic containing this structure has an excellent feeling in use, and particularly has an excellent wrinkle-improving effect.

Best Mode for Carrying Out the Invention

[0016] Hereinafter, the present invention will be described in more detail. Unless otherwise noted, when the blending amount of a component is expressed as "%" below, it means weight %. Further, the following blending amounts indicate the pure content of the components.

[0017] The structure of the present invention is a crosslinked structure crosslinked by the interaction between the host group of the host body and the guest group of the guest body, and has a so-called three-dimensional network structure formed by crosslinking a polymer. Further, the bond formed by the interaction between the host group and the guest group, so-called host-guest interaction, is used as a crosslinking point.

[0018] In the present invention, the structure in which the cyclodextrin moiety (R A ) as the host group of the host body and the pyrrolidonyl group as the guest group of the guest body interact and are crosslinked is the cyclodextrin moiety (R A) and having an appropriate crosslinking with a pyrrolidonyl group, it has excellent shape retention. This is because when a tensile force or a compressive force is applied to the structure, the molecules of the main chain of the structure deform so as to stretch or contract, but the deformation makes it energetically unstable, and the polymer chains try to return to their original positions by the force of the crosslinking serving as a base point. Also, the cyclodextrin moiety (R A ) and having an appropriate crosslinking with a pyrrolidonyl group, it also has excellent toughness. This is because the structure is strengthened by the force of the interaction of the crosslinking points, so it is difficult to break due to the tensile stress or compressive stress generated in the structure. Furthermore, by having a crosslinking between the cyclodextrin moiety (R A ) and a pyrrolidonyl group, it has self-healing properties. This is because even if the structure is once cut, the cyclodextrin moiety (R A ) and the pyrrolidonyl group interact again by bringing them into contact, and the crosslinking is reconstructed.

[0019] The host body used in the present invention is a polymer compound having the following general formula (1a) and general formula (2a) as constituent units, and the arrangement of each repeating constituent unit may be any of a block polymer, an alternating polymer, and a random polymer, and may also be a graft polymer.

[0020] <Chemical formula 1> JPEG0007898811000003.jpg4783

[0021] <Chemical formula 2> JPEG0007898811000004.jpg4088

[0022] In general formula (1a), Ra is a hydrogen atom or a methyl group, R 1R represents a divalent group formed by removing one hydrogen atom from a monovalent group selected from the group consisting of a hydroxyl group, a thiol group, an optionally substituted alkoxy group, an optionally substituted thioalkoxy group, an optionally substituted alkyl group, an optionally substituted amino group, an optionally substituted amide group, an optionally substituted aldehyde group, and a carboxyl group. A represents the host group, which is α-cyclodextrin, β-cyclodextrin, or γ-cyclodextrin.

[0023] In general formula (1a), R 1 When the group is a divalent group formed by removing one hydrogen atom from an alkoxy group, examples of such alkoxy groups include those having 1 to 10 carbon atoms, specifically methoxy, ethoxy, propoxy, isopropoxy, butoxy, pentyloxy, and hexyloxy groups. Among these, those having 1 to 5 carbon atoms are preferred from the viewpoint of solubility in aqueous solvents, and those having 1 to 2 carbon atoms are particularly preferred. These may be linear or branched.

[0024] In general formula (1a), R 1 When the group is a divalent group formed by removing one hydrogen atom from a thioalkoxy group, examples of such thioalkoxy groups include those having 1 to 10 carbon atoms, specifically methylthio, ethylthio, propylthio, isopropylthio, butylthio, pentylthio, and hexylthio groups. Among these, those having 1 to 5 carbon atoms are preferred from the viewpoint of solubility in aqueous solvents, and those having 1 to 2 carbon atoms are particularly preferred. These may be linear or branched.

[0025] In general formula (1a), R 1When the group is a divalent group formed by removing one hydrogen atom from an alkyl group, examples of alkyl groups include those having 1 to 30 carbon atoms, specifically methyl, ethyl, propyl, isopropyl, butyl, pentyl, isopentyl, neopentyl, and hexyl groups. Among these, those having 1 to 5 carbon atoms are preferred from the viewpoint of solubility in aqueous solvents, and those having 1 to 2 carbon atoms are particularly preferred. These may be linear or branched.

[0026] In general formula (1a), R 1 If it is a divalent group formed by removing one hydrogen atom from an amino group which may have one substituent, then the nitrogen atom of the amino group can bond with the carbon atom of the main chain (CC bond).

[0027] In general formula (1a), R 1 If the amide group may have one substituent, the carbon atom of the amide group can bond with the carbon atom of the main chain (CC bond).

[0028] In general formula (1a), R 1 If it is an aldehyde group, the carbon atoms of the aldehyde group can bond with the carbon atoms of the main chain (CC bond).

[0029] In general formula (1a), R 1 If it is a carboxyl group, the carbon atom of the carboxyl group can bond with the carbon atom of the main chain (CC bond).

[0030] In general formula (1a), R 1 It is preferable that the group is a divalent group formed by removing one hydrogen atom from a monovalent group selected from the group consisting of amide groups and carboxyl groups. That is, the repeating structural unit represented by formula (1a) has a hydrogen atom R A A structure having an amide group substituted with R in the side chain, and a hydrogen atom is R A It is preferable that the substituted carboxyl group has at least one of the structures that the side chain has. In this case, a coating with excellent shape retention, toughness, and self-healing properties is easily formed.

[0031] In general formula (1a), R A The host group is represented by at least one selected from α-cyclodextrin, β-cyclodextrin, and γ-cyclodextrin, and is a group formed by removing a hydrogen atom from a hydroxyl group bonded to the carbon atoms at positions 1, 4, and 6 in one of the glucose molecules constituting the cyclodextrin. These groups may also have substituents. Having such a host group facilitates interaction with the guest group described later, thus forming a crosslinked structure with a stable crosslinked structure and also easily exhibiting self-healing properties.

[0032] In general formula (2a), Ra is a hydrogen atom or a methyl group, R 2 This represents a halogen atom, a hydroxyl group, a thiol group, an amino group which may have one substituent, a carboxyl group which may have one substituent, or an amide group which may have one or more substituents.

[0033] In general formula (2a), R 2 If it is an amino group having one substituent, examples include amino groups in which the hydrogen atoms of the amino group are substituted with alkyl groups (e.g., methyl group, ethyl group) or hydroxyalkyl groups (e.g., hydroxymethyl group, hydroxyethyl group).

[0034] In general formula (2a), R 2 If it is a carboxyl group having one substituent, examples include carboxyl groups in which the hydrogen atoms of the carboxyl group are substituted with alkyl groups (e.g., methyl group, ethyl group) or hydroxyalkyl groups (e.g., hydroxymethyl group, hydroxyethyl group).

[0035] In general formula (2a), R 2If the amide group has one or more substituents, that is, if it is a secondary or tertiary amide, then examples include amide groups in which at least one hydrogen atom or two hydrogen atoms of a primary amide are substituted with an alkyl group (e.g., a methyl group, an ethyl group) or a hydroxyalkyl group (e.g., a hydroxymethyl group, a hydroxyethyl group).

[0036] In general formula (2a), R 2 However, it is preferable that the host group is an amide group, an amide group in which one hydrogen atom is substituted with a methyl or ethyl group, an amide group in which both hydrogen atoms are substituted with methyl groups, a carboxyl group, or a carboxyl group in which one hydrogen atom is substituted with a methyl or ethyl group. In this case, the water solubility of the host body is increased, and a crosslinked structure can be easily formed with the guest body described later in an aqueous solvent.

[0037] The molar ratio of each repeating structural unit represented by general formula (1a) and general formula (2a) that constitute the host body is not particularly limited, but for example, if the repeating structural unit represented by general formula (1a) is 0.5 to 10 mol% and the repeating structural unit represented by general formula (2a) is 90 to 99.5 mol% relative to all repeating structural units, interaction between the host group of the side chain and the guest group described later is likely to occur, making it easier to form a crosslinked structure, resulting in a stable crosslinked structure with excellent self-healing properties. It is more preferable if the repeating structural unit represented by general formula (1a) is 2 to 4 mol% and the repeating structural unit represented by general formula (2a) is 96 to 98 mol% relative to all repeating structural units, as interaction between the host group of the host body and the guest group of the guest body described later is likely to occur, making it easier to form a crosslinked structure, resulting in a stable crosslinked structure with excellent shape retention, toughness, and self-healing properties.

[0038] The molecular weight of the host organism used in this invention is not particularly limited, but for example, when the molecular weight is 1,000 to 50,000, it can dissolve in water-soluble solvents, and the host group of the host organism readily interacts with the guest group described later. Furthermore, when the molecular weight is 5,000 to 20,000, it dissolves even more readily in water-soluble solvents, and interactions between the host group of the host organism and the guest group of the guest organism described later readily occur, making it easier to form a cross-linked structure.

[0039] The host body for constituting the cross-linking structure may include one or more types. For example, the host body for constituting the cross-linking structure may include only one type, or it may include two or more types of host bodies with different ratios of repeating structural units represented by general formula (1a) and general formula (2a).

[0040] The guest compound used in the present invention is a polymer compound in which the guest group is a pyrrolidonyl group, and is not particularly limited as long as it is used in ordinary cosmetics, and can be natural, semi-synthetic, or synthetic. Preferably, it is a polymer compound containing vinylpyrrolidone, and may be a polymer of vinylpyrrolidone alone, a copolymer containing vinylpyrrolidone, or a crosslinked polymer. In the case of copolymers or crosslinked polymers, it is preferable that the proportion of vinylpyrrolidone to all repeating structural units is 20 mol% or more, in which case the pyrrolidonyl group, which is the guest group, and the host group interact and crosslinking is easily facilitated.

[0041] The arrangement of repeating structural units in the guest polymer may be a homopolymer, a block polymer, an alternating polymer, or a random polymer, and may also be a graft polymer.

[0042] The molecular weight of the guest compound used in this invention is not particularly limited, but for example, when the molecular weight is 1,000 to 2,000,000, interaction with the host group occurs easily, and a crosslinking structure is easily formed, resulting in a stable crosslinked structure. When the molecular weight is 5,000 to 500,000, interaction with the host group occurs easily, and a crosslinking structure is easily formed, resulting in a stable crosslinked structure, and moreover, it forms a coating with excellent shape retention, toughness, and self-healing properties.

[0043] Specific guest compounds used in the present invention include water or ethanol-soluble polymer compounds having pyrrolidonyl groups in their side chains, such as homopolymers like PVP and butylated PVP; (VP / VA) copolymer, (VP / dimethiconyl acrylate / polyurethane) copolymer, (VP / acrylates DMAPA) copolymer, (VP / vinyl caprolactam / DMAPA acrylate) copolymer, (VP / polycarbamyl polyglycol) ester, (VP / methacrylamide / vinylimidazole) copolymer, (VP / dimethylaminoethyl methacrylate) copolymer, (ethylhexyl acrylate / VP / dimethicone methacrylate) copolymer, (acrylates / VP) copolymer, (acrylates / stearyl methacrylate / VP) copolymer, and (ammonium acryloyldimethyltaurate / VP) copolymer. Copolymers such as (styrene / VP) copolymer, (vinyl caprolactam / VP / dimethylaminoethyl methacrylate) copolymer, (maltodextrin / VP) copolymer, (ethylhexyl methacrylate / methyl methacrylate / VP) copolymer, (acrylates / hydroxypropyl acrylate / dimethylaminoethyl methacrylate / diacetone acrylamide / VP) copolymer AMP, (VP / dimethiconyl acrylate / polycarbamyl / polyglycol) ester, (VP / dimethylaminoethyl methacrylate / polycarbamyl polyglycol), triacontanyl PVP, etc.; cross-linked polymers such as (acrylic acid / VP) crosspolymer, (acrylates / VP) crosspolymer, (sodium acryloyldimethyl taurate / VP) crosspolymer, (hydrolyzed wheat protein / PVP) crosspolymer, etc. The abbreviations used in this specification are as follows: PVP = polyvinylpyrrolidone, VP = vinylpyrrolidone, VA = vinyl acetate, DMAPA = dimethylaminopropylamine.

[0044] The host and guest compounds used in this invention can form a crosslinked structure by mixing them mainly under an aqueous volatile solvent, which allows the host groups of the host compound and the guest groups of the guest compound to interact. For example, it is preferable to prepare aqueous solutions of the host compound and the guest compound in advance and then mix them, as this method is easy. As for the mixing method, it is preferable to process the mixture with a disperser mixer, with a rotation speed of 1,000 to 10,000 rpm. In this case, excellent shape retention, toughness, and self-healing properties are obtained. The rotation time is not particularly limited and can be adjusted as appropriate while checking the crosslinking status of the host compound and the guest compound.

[0045] In the present invention, the mixed weight ratio of host body to guest body is preferably guest body / host body = 0.1 to 5.0, and within this range, the self-healing properties of the coating formed by the structure are excellent. Furthermore, a guest body / host body ratio of 0.1 to 1.0 is more preferable, and within this range, the shape retention, toughness, and self-healing properties of the coating formed by the structure are excellent.

[0046] The amount of the structure of the present invention incorporated into each composition when used as a cosmetic or wrinkle-improving agent is not particularly limited. It should be incorporated in an amount that allows the properties of the structure of the present invention to be exhibited, according to the dosage form, but is generally 1% or more, preferably 5% or more, and more preferably 10% or more of the total composition. However, the structure itself may also be used as a cosmetic or wrinkle-improving agent.

[0047] The method of using the structure of the present invention is not particularly limited. The structure may be used after the solvent has been removed from a pre-crosslinked structure, or it may be used in a state in which it has been dissolved in a solvent. Preferably, the host and guest bodies of the present invention are dissolved in an aqueous volatile solvent, mixed, and then the resulting composition is applied to the skin or the like, and a film of the structure is formed as the solvent evaporates. The film formed on the skin has excellent shape retention, toughness, and self-healing properties. Here, the aqueous volatile solvent is a polar solvent that evaporates at 25°C and 1 atm, and water, ethanol, or a mixture thereof are preferred.

[0048] Furthermore, for example, if the structure of the present invention is incorporated into a lotion and applied while massaging to smooth out wrinkles, the aqueous volatile solvent in the lotion gradually evaporates, forming a film with excellent shape retention and toughness, which immediately improves wrinkles. Moreover, because this film has self-healing properties, it is less prone to creasing over time and has excellent aesthetics.

[0049] Furthermore, for example, if the structure of the present invention is incorporated into an O / W emulsion type makeup base and foundation or loose powder is applied on top, the aqueous volatile solvent in the makeup base evaporates, forming a film with shape retention, toughness, and self-healing properties. This makes the foundation or loose powder applied on top less likely to break down, and the makeup maintains its finished look without creasing.

[0050] Furthermore, for example, when the structure of the present invention is dissolved in water, ethanol, or a mixture thereof, spread thinly, and dried to form a film with a thickness of 1 μm, and then applied to the face, it exhibits a high moisture evaporation suppression effect, allows for makeup to be applied over it, and possesses shape retention, toughness, and self-healing properties, resulting in a film that is less prone to creasing over time and has excellent aesthetics.

[0051] The aqueous volatile solvent is preferably water, ethanol, or a mixture thereof. However, in addition to the essential components mentioned above, one or more other aqueous non-volatile solvents commonly used in cosmetics, etc., may be used in appropriate combinations as needed, as long as the effects of the present invention are not impaired.

[0052] The structure of the present invention may, in addition to the essential components mentioned above, appropriately combine one or more other polymers commonly used in cosmetics, etc., as needed, as long as the effects of the present invention are not impaired.

[0053] Cosmetics containing the structure of the present invention may also contain, in addition to the essential components mentioned above, other components commonly used in cosmetics, as needed, provided that the effects of the present invention are not impaired. For example, additives such as aqueous non-volatile solvents, pearlescent agents, humectants, thickeners, polymers, fragrances, bactericides, preservatives, antioxidants, chelating agents, UV absorbers, anti-inflammatory agents, antioxidants, cooling agents, herbal extracts, and vitamins can be added as appropriate. The proportion of these components can be appropriately selected according to their type and purpose, and they may be used individually or in combination of two or more as appropriate.

[0054] Cosmetics containing the structure of the present invention are particularly suitable for use as wrinkle-improving agents. The film formed by the structure of the present invention has excellent shape retention properties. Here, "shape retention properties" refer to the force that causes the film to return to its original shape when stretched or contracted by an external force. Therefore, when a film is formed in an area where wrinkles have been intentionally stretched, the stretched skin tries to return to its original wrinkled state, while the film exerts a force that tries to restore its original shape (the film itself tries to maintain the shape it was in when applied), thus maintaining the stretched state of the wrinkles. Furthermore, the film formed by the structure of the present invention has excellent toughness properties. Here, "toughness" refers to the strength of the structure's resilience, meaning it is resistant to breakage when subjected to external forces. A film with excellent toughness is less likely to break due to external forces such as changes in facial expression. Furthermore, the coating formed from the structure of the present invention has self-healing properties. "Self-healing properties" here refer to the effect that even if the structure film is cut by an external force, it will re-adhere and the coating will be repaired simply by bringing the cut surfaces into close contact and leaving them undisturbed. Although the details of the self-healing mechanism are not entirely clear, it is thought that when the structure film of the present invention is cut with scissors or the like, the break mainly occurs due to the dissociation of the crosslinked portion of the host-guest structure, but if the cut surfaces are brought into close contact, the crosslinking is restored through interaction and the coating re-adheres, thus self-healing occurs. Because the structure of the present invention has self-healing properties, the coating formed by the structure can be easily re-adhered and function as the original structure film even if it is cut or broken due to changes in appearance or external force.

[0055] The structure of the present invention can be used in various cosmetic formulations, including lotions, emulsions, creams, eye creams, serums, face masks, hand creams, body creams, sunscreens, makeup bases, foundations, and the like.

[0056] Furthermore, after using a cosmetic product containing the structure of the present invention, skincare can be performed using creams, emulsions, or lotions, or makeup can be applied over the film. [Examples]

[0057] Next, the wrinkle-improving agent of the present invention will be described in detail with reference to Examples 1 to 4 and Comparative Examples 1 to 6, but the present invention is not limited thereto. First, the evaluation methods used in each example and comparative example will be described.

[0058] <Synthesis of host organism> The host organisms shown in Table 1 below were prepared in accordance with Japanese Patent Publication No. 2017-71710.

[0059] [Table 1]

[0060] <Sample Preparation> (1) For the host bodies shown in Examples 1-4 and Comparative Examples 1-6, aqueous solutions were prepared at twice the concentration shown in Table 2 below. When dissolving the host bodies in water, they were dissolved by stirring at 90°C for 8 hours. (2) For Examples 1-4 and Comparative Examples 1-6, aqueous solutions of the guest compounds were prepared by conventional methods at twice the concentration of the formulations shown in Table 2 below. (3) The aqueous solutions of (1) and (2) were placed in a beaker in a 1:1 ratio and dispersed at room temperature (3,000 rpm, 30 seconds) to obtain samples of each example and comparative example.

[0061] Examples 1-4 and Comparative Examples 1-6 prepared as described above were compared and evaluated according to the following evaluation criteria for the following four items: (i) shape retention, (ii) toughness, (iii) self-healing properties, and (iv) wrinkle improvement effect (immediate and over time).

[0062] (i) Shape retention 1 (tensile deformation) <Experimental Method> A box made of a Teflon® sheet measuring 3cm x 7cm x 2cm was fitted inside a gold dish measuring 3cm x 7cm. 20g of Examples 1-4 and Comparative Examples 1-6 were poured into the box, and the mixture was left to stand in a drying oven for 24 hours. After that, the mixture was left to stand for 24 hours in an environment of 20°C and 50% humidity to obtain the structure. The structure was stretched 10mm laterally at a speed of 5mm / s using a rheometer (FUDOU Rheometer RTC). After that, the amount of stretching compared to the original state was checked when the structure was removed from the rheometer.

[0063] <Evaluation Criteria> ◎: Lateral elongation is less than 1 mm. ○: Lateral elongation is 1 mm or more but less than 3 mm. △: Lateral elongation is 3mm or more but less than 7mm. ×: Lateral elongation is 7mm or more. -: Breakage during the elongation process.

[0064] (ii) Shape retention 2 (compression deformation) <Experimental Method> A box made of a Teflon® sheet measuring 3cm x 7cm x 2cm was fitted inside a gold pan measuring 3cm x 7cm. 35g of Examples 1-4 and Comparative Examples 1-6 were poured into the box, and the samples were left to stand in a drying oven for 48 hours. After that, the samples were left to stand for 24 hours in an environment of 20°C and 50% humidity to obtain the structures. The structures were compressed vertically by 5mm at a speed of 5mm / s using a rheometer (FUDOU Rheometer RTC). After that, the amount of shrinkage compared to before compression was checked when the structures were removed from the rheometer. <Evaluation Criteria> ◎: Vertical shrinkage is less than 1 mm. ○: Vertical shrinkage is 1 mm or more but less than 2 mm. △: Vertical shrinkage is 2mm or more but less than 4mm. ×: Vertical shrinkage is between 4mm and 5mm. -: Crushed during the compression process.

[0065] (iii) Toughness (fracture resistance) <Experimental Method> The structure obtained by the method in

[0062] was stretched laterally at a speed of 5 mm / s using a rheometer (FUDOU Rheometer RTC), and it was confirmed whether the structure fractured within 2 seconds (when stretched by 10 mm).

[0066] <Evaluation Criteria> ○: It will not break. ×: To be broken. (iv) Self-healing property

[0067] <Experimental Method> Structures for Examples 1-4 and Comparative Examples 1-6 were obtained using the same method as described above. After cutting the structures with scissors, it was checked whether they could be re-bonded without applying any particular external force when the cross-sections were overlapped.

[0068] <Evaluation Criteria> ○: Reattach. ×: Do not reattach.

[0069] (v) Wrinkle improvement effect (immediate and over time) <Experimental Method> Ten expert panelists visually evaluated the wrinkle grade using Examples 1-4 and Comparative Examples 1-6. The method is as follows. (1) After washing the face, the subjects were allowed to acclimate for 15 minutes in an environment of 20°C and 50% humidity, and their faces were photographed using VISIA® CR (manufactured by CANFIELD). (2) Apply cellophane tape to the deepest part of the wrinkle at the outer corner of the eye to stretch it out and smooth the wrinkle. (3) Apply 0.2 mL of the sample to the wrinkled area in (2) and allow to dry for 15 minutes. (4) Remove the cellophane tape and immediately take a VISIA scan. (5) Four hours after removing the cellophane tape, a VISIA scan was taken again. (6) In accordance with the "Guidelines for Evaluating Anti-Wrinkle Products for Obtaining New Efficacy Claims (Japanese Society of Cosmetic Scientists)," wrinkle grades were scored on a 15-point scale from 0.0 to 7.0 (in increments of 0.5), and comparisons were made before application, immediately after application and drying, and 4 hours after application and drying.

[0070] <Evaluation Criteria> ◎: The average improvement value of the wrinkle grade of the 10 panelists was between 2.0 and 3.0. ○: The average improvement in wrinkle grade among the 10 panelists was between 1.0 and 2.0. △: The average improvement in wrinkle grade among the 10 panelists was between 0.5 and 1.0. ×: The average improvement in wrinkle grade among the 10 panelists was less than 0.5.

[0071] [Table 2]

[0072] As can be seen from Table 2, referring to Examples 1 to 4 of the present invention, a composition containing a structure formed by the interaction and crosslinking of a host polymer compound having cyclodextrin in its side chain and a guest polymer compound having pyrrolidonyl groups in its side chain was applied to a wrinkled area to form a film, and the wrinkle grade was evaluated immediately after drying and 4 hours after drying. Compared to Comparative Example 1, the wrinkles were clearly improved. On the other hand, as in Comparative Examples 2 to 5, when only the host polymer or the guest polymer was used, the wrinkles were not improved. From this, it can be concluded that the host group (cyclodextrin portion (R A The structure formed by the interaction of the guest group (pyrrolidonyl group) of the guest organism improves wrinkles due to its shape retention, and further improves wrinkles over time due to its excellent toughness and self-healing properties. In contrast, when polyethylene glycol, which is known to interact with the same host organism, was used, as in Comparative Example 6, shape retention was insufficient, and wrinkles were not improved.

[0073] From the above results, it has been proven that a composition containing a crosslinked structure formed by the interaction of a host body, which is a polymer compound having general formula (1a) and general formula (2a) as constituent units, and a guest body, which is a polymer compound having pyrrolidonyl groups in its side chains, has an excellent wrinkle-improving effect.

[0074] Prescription examples An aqueous solution was first prepared by interacting the host and guest bodies in the same manner as shown in

[0060] . After mixing components other than those mentioned above by conventional methods, the aqueous solution of the structure in which the host and guest bodies interacted was mixed to obtain the composition of each formulation. It was confirmed that the effects of the present invention were achieved in all formulations.

[0075] Example 5 <Makeup base to prevent makeup from smudging> Ingredients Amount (%) Cyclopentasiloxane 10.0 Dimethicone 10.0 Lauryl PEG-9 Polydimethylsiloxyethyl Dimethicone 0.5 1,3-Butylene glycol 5.0 Glycerin 2.0 PEG-50 Hydrogenated Castor Oil 2.0 Sorbitan sesquiisostearate 2.0 Xanthan gum 0.1 Appropriate amount of color pigment Preservative (appropriate amount) Chelating agent (appropriate amount) pH adjuster (appropriate amount) water residue <Structure: Aqueous solution in which a host organism and a guest organism have interacted> Host body 1 5.0 PVP 1.0 Wednesday 15.0 Total 100.0 *PVP: PVP K30 (manufactured by ISP Japan Co., Ltd.) When the above composition was used as a base for makeup, the makeup hardly smudged even after 10 hours.

[0076] Example 6 <Wrinkle-improving cream> Ingredients Amount (%) Glycerin 8.0 Mineral oil 10.0 Cetyl ethylhexanoate 5.0 Cetanol 5.0 Glyceryl stearate 2.0 PEG-50 Hydrogenated Castor Oil 2.0 Sorbitan sesquioleate 1.0 Carbomer 0.1 Xanthan gum 0.1 pH adjuster (appropriate amount) Preservative (appropriate amount) water residue <Structure: Aqueous solution in which a host organism and a guest organism have interacted> Host body 2 2.0 (VP / VA) Copolymer 8.0 Water 25.0 Total 100.0 *(VP / VA) Copolymer: PVP / VA S-630 (manufactured by ISP Japan Co., Ltd.) The above composition exhibited excellent wrinkle-improving effects both immediately and over time.

[0077] Example 7 <Face Mask> Ethanol 30.0 Glycerin 2.0 <Structure: Aqueous solution in which a host organism and a guest organism have interacted> Host body 2 10.0 (VP / VA) Copolymer 10.0 Water 48.0 Total 100.0 *(VP / VA) Copolymer: PVP / VA S-630 (manufactured by ISP Japan Co., Ltd.) After preparing an aqueous solution by the method shown in

[0060] , a film was formed to a thickness of 1 μm. When this film was applied to the face, it exhibited excellent evaporation suppression effects, and makeup could be applied over the film.

Claims

1. A structure in which the host group of a host body, which is a polymer compound in which the host group is substituted, and the guest group of a guest body, which is a polymer compound in which the guest group is substituted, interact and crosslink, The host group of the side chain of the host organism is at least one selected from the group consisting of α-cyclodextrin, β-cyclodextrin, and γ-cyclodextrin, and the guest group of the side chain of the guest organism is a pyrrolidonyl group. The host body is defined by the following general formula (1a) 【Chemistry 1】 [In the formula, Ra is a hydrogen atom or a methyl group, R 1 R represents a divalent group formed by removing one hydrogen atom from a monovalent group selected from the group consisting of a hydroxyl group, a thiol group, an optionally substituted alkoxy group, an optionally substituted thioalkoxy group, an optionally substituted alkyl group, an optionally substituted amino group, an optionally substituted amide group, an optionally substituted aldehyde group, and a carboxyl group. A represents the host group, which is α-cyclodextrin, β-cyclodextrin, or γ-cyclodextrin. and the following general formula (2a) 【Chemistry 2】 [In the formula, Ra is a hydrogen atom or a methyl group, R 2 [This represents a halogen atom, a hydroxyl group, a thiol group, an amino group which may have one substituent, a carboxyl group which may have one substituent, or an amide group which may have one or more substituents.] Composed of, A polymer compound in which, for all repeating structural units, the repeating structural units represented by general formula (1a) account for 0.5 to 10 mol%, and the repeating structural units represented by general formula (2a) account for 90 to 99.5 mol%, The guest compound is a polymer compound having vinylpyrrolidone as a repeating structural unit. The mixed weight ratio of the host body to the guest body is guest body / host body = 0.1 to 5.

0. A cosmetic composition characterized by containing a structure.

2. In the host body, Ra in the general formula (1a) is a hydrogen atom, and R 1 The cosmetic composition according to claim 1, characterized in that the group is a divalent group formed by removing one hydrogen atom from a monovalent group selected from a carboxyl group which may have one substituent or an amide group which may have one or more substituents.

3. In the host body, R in the general formula (2a) 2 The cosmetic composition according to claim 1, characterized in that the group is a divalent group formed by removing one hydrogen atom from a monovalent group selected from the group consisting of a carboxyl group which may have one substituent or an amide group which may have one or more substituents.

4. A cosmetic composition according to any one of claims 1 to 3, which is a wrinkle-improving agent.