Nail composition

A nail composition with specific compounds enhances adhesion, removability, and anti-clouding properties, improving the aesthetic and functional performance of nail films.

JP2025103950AActive Publication Date: 2025-07-09NAIL SELECT CO LTD
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Patent Information

Application Number
JP2023221715
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Filing Date
2023-12-27
Publication Date
2025-07-09
Estimated Expiration
2043-12-27

AI Technical Summary

Technical Problem

Existing nail compositions fail to achieve good adhesion to natural nails, easy removability, and resistance to clouding, which are essential for aesthetic and functional properties.

Method used

A nail composition containing specific compounds with radically polymerizable unsaturated double bonds, including a compound with a carboxyl group, is formulated to enhance adhesion, removability, and anti-clouding properties.

Benefits of technology

The composition forms a film with excellent adhesion to natural nails, allows easy removal without damage, and maintains clarity, addressing the aesthetic and functional shortcomings of previous compositions.

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Abstract

To provide a nail composition capable of forming a film that exhibits good adhesion to natural nails, good removability from the nail plate of natural nails, and good resistance to whitening.SOLUTION: A nail composition comprises the following components: (A) a compound having at least one radically polymerizable unsaturated double bond in the molecule (excluding compounds having an acidic group); (B) a compound represented by the general formula (I) in the figure and having at least one radically polymerizable unsaturated double bond and an acidic group in the molecule; and (C) a radical polymerization initiator.SELECTED DRAWING: None
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Description

Technical Field

[0001] The present invention relates to a composition for nails.

Background Art

[0002] A polymer obtained by polymerizing a compound having a radically polymerizable unsaturated double bond has film-forming properties, and the compound is used in a composition for nails.

[0003] As characteristics required for a composition for nails, good adhesiveness between the formed film (artificial nail) and the natural nail, good removability when removing the formed film from the nail plate of the natural nail, etc. are mentioned, and a composition for nails that achieves both of these is required. For example, in Japanese Patent No. 7104391 (Patent Document 1), as such a composition for nails, an artificial nail composition containing the following components (A) to (C) has been proposed. Component (A): A compound having at least one radically polymerizable unsaturated double bond in the molecule Component (B): A compound represented by the following formula

Chemical formula

Prior Art Documents

Patent Documents

[0004]

Patent Document 1

Summary of the Invention

Problems to be Solved by the Invention

[0005] In addition, for a composition for nails, not only good adhesiveness between the formed film and the natural nail and good removability when removing the formed film from the nail plate of the natural nail, but also cloud resistance, etc. are required. Clouding of the formed film is not desirable from the viewpoint of aesthetics.

[0006] Accordingly, an object of the present invention is to provide a nail composition capable of forming a film having good adhesion to natural nails, good removability when removed from the nail plate of natural nails, and good anti-clouding property.

Means for Solving the Problems

[0007] As a result of intensive studies to achieve the above object, the present inventors have found that, in a nail composition containing a compound having at least one radically polymerizable unsaturated double bond in the molecule and a radical polymerization initiator, by using a specific polymerizable compound having a carboxyl group, a film having good adhesion, removability, and anti-clouding property can be formed, and thus the present invention has been completed.

[0008] Therefore, the first composition of the present invention is a nail composition containing the following components (A), (B), and (C). Component (A): A component composed of a compound having at least one radically polymerizable unsaturated double bond in the molecule (excluding compounds having an acidic group). Component (B): A component composed of a compound having at least one radically polymerizable unsaturated double bond and an acidic group in the molecule, and including a compound represented by the following general formula (I). [Chemical formula] (In the formula, A represents a ring structure in which the entire ring skeleton is composed of 5 to 8 carbon atoms, and here, the ring structure may be bonded with one or more alkyl groups. COOH represents a carboxyl group bonded to the ring structure of A. COO represents a carbonyloxy group bonded to the ring structure of A. B represents an acryloyloxy group. The linker represents a straight-chain or branched-chain composed of 2 to 14 carbon atoms that connects the COO (carbonyloxy group) bonded to the ring structure of A and the acryloyloxy group of B.) Component (C): A component composed of a radical polymerization initiator.

[0009] In a preferred example of the first composition of the present invention, the compound represented by the general formula (I) is a compound represented by the following formula (1) and / or a compound represented by the following formula (4).

Chemical formula

Chemical formula

[0010] In another preferred example of the first composition of the present invention, the component (B) includes a compound represented by the following formula (5) and / or a compound represented by the following formula (6).

Chemical formula

Chemical formula

[0011] In another preferred example of the first composition of the present invention, the component (B) includes a compound represented by the following general formula (II).

Chemical formula

[0012] In another preferred example of the first composition of the present invention, the compound represented by the general formula (II) is a compound represented by the following formula (7).

Chemical formula

[0013] Further, the second composition of the present invention is a nail composition containing the following components (A), (B), and (C). Component (A): A component composed of a compound having at least one radically polymerizable unsaturated double bond in the molecule (excluding compounds having an acidic group). Component (B): A component composed of a compound having at least one radically polymerizable unsaturated double bond and an acidic group in the molecule, and including a compound represented by the following general formula (I) and a compound selected from the compounds represented by the following formulas (5) to (7). [Chemical formula] (In the formula, A represents a ring structure in which the entire ring skeleton is composed of 5 to 8 carbon atoms, where the ring structure may be bonded to one or more alkyl groups, COOH represents a carboxyl group bonded to the ring structure of A, COO represents a carbonyloxy group bonded to the ring structure of A, B represents a methacryloyloxy group, Linker represents a straight-chain or branched-chain composed of 2 to 14 carbon atoms that connects the COO (carbonyloxy group) bonded to the ring structure of A and the methacryloyloxy group of B.) [Chemical formula] [Chemical formula] [Chemical formula] Component (C): A component composed of a radical polymerization initiator

[0014] In a preferred example of the second composition of the present invention, the compound represented by the general formula (I) is a compound represented by the following formula (2) and / or a compound represented by the following formula (3). [Chemical formula]

Chem.

[0015] In a preferred example of the first and second compositions of the present invention, the component (A) includes a urethane (meth)acrylate oligomer and a (meth)acrylate monomer.

[0016] In another preferred example of the first and second compositions of the present invention, the (meth)acrylate monomer includes isobornyl (meth)acrylate.

[0017] In another preferred example of the first and second compositions of the present invention, the (meth)acrylate monomer includes 2-hydroxyethyl (meth)acrylate.

[0018] In another preferred example of the first and second compositions of the present invention, the content of the component (A) is 0.5 parts by mass or more and 90 parts by mass or less with respect to 100 parts by mass of the nail composition.

[0019] In another preferred example of the first and second compositions of the present invention, the content of the component (B) is 0.5 parts by mass or more and 40 parts by mass or less with respect to 100 parts by mass of the nail composition.

[0020] In another preferred example of the first and second compositions of the present invention, it is a nail composition for use in gel nails.

Advantages of the Invention

[0021] According to the present invention, it is possible to provide a nail composition capable of forming a film having good adhesiveness to natural nails, good removability when removing from the nail plate of natural nails, and good anti-clouding properties.

Embodiments for Carrying Out the Invention

[0022] Hereinafter, the present invention will be described in detail. The present invention relates to a nail composition. In this specification, the nail composition of the present invention is also simply referred to as "the composition of the present invention".

[0023] In the present invention, a nail composition is a composition used for nails for the purpose of making the nails look beautiful, or for the purpose of protecting or strengthening the nails or repairing damaged nails. For example, the nail composition is used as a manicure, a pedicure or a gel. In this case, a film can be formed on the surface of the nails by applying the nail composition to the nails and curing it. Further, the nail composition can also be used as a primer or a bonder, whereby an adhesive force can be imparted to the nails. Further, the nail composition can also be used as a material for false nails (for example, nail tips, extensions, sculptures, etc.).

[0024] In the present invention, a substance (such as a film or false nails) applied to the nails formed from the nail composition may be referred to as an "artificial nail", and the nails themselves may be referred to as "natural nails".

[0025] <Nail composition> The composition of the present invention is a nail composition containing the following components (A), (B) and (C). Further, the composition of the present invention can also contain various additives as additional components. Component (A): A component composed of a compound having at least one radically polymerizable unsaturated double bond in the molecule (however, excluding compounds having an acidic group). Component (B): A component composed of a compound having at least one radically polymerizable unsaturated double bond and an acidic group in the molecule. Component (C): A component composed of a radical polymerization initiator.

[0026] The composition of the present invention is a composition capable of forming artificial nails by utilizing a polymerization reaction through the radically polymerizable unsaturated double bond in the molecule. Examples of the radically polymerizable unsaturated double bond include a carbon-carbon double bond constituting an acryloyl group, a methacryloyl group, a vinyl group or an allyl group.

[0027] The composition of the present invention is a composition that can be cured by active energy rays such as ultraviolet rays, visible light rays, electron beams or heat.

[0028] The composition of the present invention is preferably used as a manicure, a pedicure or a gel, and particularly preferably used as a gel.

[0029] The composition of the present invention is particularly preferably used for gel nails. Gel nails refer to a term meaning a technique for forming artificial nails using a gel that cures by ultraviolet rays, heat, etc., and in some cases, the artificial nails formed by this technique themselves may also be referred to as gel nails. Gel nails are often formed from a laminated structure of multiple layers, for example, a top gel layer provided on the surface side for the purpose of gloss and protection, a base gel layer provided on the nail side to ensure adhesion to the nail, and a color layer provided between the top gel layer and the base gel layer for coloring. However, the composition of the present invention can be used for part or all of the layers constituting gel nails.

[0030] In the present invention, a compound having one radically polymerizable unsaturated double bond is referred to as a monofunctional compound, and a compound having two or more radically polymerizable unsaturated double bonds is referred to as a polyfunctional compound. Further, regarding polyfunctional compounds, a compound having two radically polymerizable unsaturated double bonds is also referred to as a bifunctional compound, a compound having three radically polymerizable unsaturated double bonds is also referred to as a trifunctional compound, and so on.

[0031] Further, the compound having a radically polymerizable unsaturated double bond may be any of a monomer, an oligomer, and a polymer.

[0032] [(Component (A): A component composed of a compound having at least one radically polymerizable unsaturated double bond in the molecule (excluding compounds having an acidic group).)] Component (A) is composed of a compound having at least one radically polymerizable unsaturated double bond in the molecule, but compounds having an acidic group are excluded from component (A). Examples of the acidic group include a carboxyl group, a phosphoric acid group, a phosphate ester group, a sulfonic acid group, and the like.

[0033] The compound corresponding to component (A) preferably has 1 to 10 radically polymerizable unsaturated double bonds.

[0034] The compound corresponding to component (A) may be used alone, but it is preferably used in combination of two or more.

[0035] Examples of the compound corresponding to component (A) include monofunctional monomers such as alkyl (meth) acrylates such as methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, butyl (meth) acrylate, amyl (meth) acrylate, hexyl (meth) acrylate, heptyl (meth) acrylate, etc., (meth) acrylates which are esters of acrylic acid or methacrylic acid with alkylene oxide adducts of isobornyl (meth) acrylate and alkylphenols, cyclohexyl (meth) acrylate, and benzyl (meth) acrylate. Also included are monofunctional monomers having a hydroxyl group such as 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 3-chloro-2-hydroxypropyl (meth) acrylate. These monofunctional monomers may have a substituent such as a fluoro group in the molecule.

[0036] In addition, examples of the compound corresponding to the component (A) include polyfunctional monomers such as (meth)acrylates which are esters of acrylic acid or methacrylic acid with a polyol or an alkylene oxide adduct of a polyol, such as ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, polyethylene glycol di(meth)acrylate, propylene glycol di(meth)acrylate, butylene glycol di(meth)acrylate. Examples of the (meth)acrylate which is an ester of a polyol or an alkylene oxide adduct of a polyol with acrylic acid or methacrylic acid include tetramethylolmethane tetra(meth)acrylate, trimethylolethane tri(meth)acrylate, ditrimethylolethane tetra(meth)acrylate, trimethylolpropane tri(meth)acrylate, ditrimethylolpropane tetra(meth)acrylate, glycerin tri(meth)acrylate, diglycerin tetra(meth)acrylate, and dipentaerythritol hexa(meth)acrylate. These polyfunctional monomers may have a substituent such as a fluoro group in the molecule.

[0037] In addition, examples of the compound corresponding to the component (A) also include polyfunctional monomers such as di(meth)acrylates which are esters of acrylic acid or methacrylic acid with an alkylene oxide-modified product of bisphenols such as bisphenol A, F, S, di(meth)acrylates which are esters of acrylic acid or methacrylic acid with hydrogenated bisphenols such as bisphenol A, F, S, di(meth)acrylates which are esters of acrylic acid or methacrylic acid with an alkylene oxide-modified product of hydrogenated bisphenols such as bisphenol A, F, S, and di(meth)acrylates which are esters of acrylic acid or methacrylic acid with an alkylene oxide-modified product of trisphenols. These polyfunctional monomers may have a substituent such as a fluoro group in the molecule.

[0038] The monofunctional monomer and the polyfunctional monomer corresponding to the component (A) are preferably (meth)acrylate monomers.

[0039] (Meth)acrylate means methacrylate or acrylate. The term (meth)acryloyl group means methacryloyl group or acryloyl group.

[0040] Examples of the compound corresponding to the component (A) include polyfunctional oligomers, preferably (meth)acrylate oligomers having a plurality of (meth)acryloyl groups in the molecule. Examples of the (meth)acrylate oligomer having a plurality of (meth)acryloyl groups in the molecule include oligomers having a molecular structure in which a plurality of monomers are polymerized into a chain shape and a plurality of (meth)acryloyl groups in the molecule.

[0041] Examples of the (meth)acrylate oligomer include urethane (meth)acrylate oligomers having a plurality of urethane bonds in the molecular chain, epoxy (meth)acrylate oligomers having a molecular chain formed by a ring-opening reaction of an epoxide, polyester (meth)acrylate oligomers having a plurality of ester bonds in the molecular chain, polyether (meth)acrylate oligomers having a plurality of ether bonds in the molecular chain, and the like.

[0042] The weight average molecular weight of the oligomer used as the compound corresponding to the component (A) is usually 4500 or more and 50,000 or less.

[0043] The weight average molecular weight is the weight average molecular weight measured by gel permeation chromatography (GPC), and polystyrene is used as the standard substance.

[0044] Component (A) preferably contains a urethane (meth)acrylate oligomer and a (meth)acrylate monomer. Here, as the (meth)acrylate monomer, component (A) preferably contains isobornyl (meth)acrylate, and more preferably contains isobornyl (meth)acrylate and 2-hydroxyethyl (meth)acrylate. Further, the (meth)acrylate monomer, isobornyl (meth)acrylate, and 2-hydroxyethyl (meth)acrylate are preferably a methacrylate monomer, isobornyl methacrylate, and 2-hydroxyethyl methacrylate, respectively.

[0045] When component (A) contains a urethane (meth)acrylate oligomer, there is an advantage that cracks are less likely to occur in the artificial nail formed from the nail composition, and the adhesiveness between the natural nail and the artificial nail can be improved. Further, when component (A) contains isobornyl (meth)acrylate, it becomes possible to form an artificial nail having better hardness. Further, 2-hydroxyethyl (meth)acrylate has good compatibility with other component (A), and when component (A) contains 2-hydroxyethyl (meth)acrylate, it becomes possible to form an artificial nail having appropriate hardness and adhesiveness.

[0046] Component (A) preferably contains an alkyl (meth)acrylate as the (meth)acrylate monomer. When component (A) contains an alkyl (meth)acrylate, it becomes possible to form an artificial nail having better hardness.

[0047] The mass ratio of the urethane (meth)acrylate oligomer to the (meth)acrylate monomer is preferably in the range of urethane (meth)acrylate oligomer:(meth)acrylate monomer = 10:90 to 70:30, and more preferably in the range of 30:70 to 50:50.

[0048] The content of the urethane (meth)acrylate oligomer is preferably 10 to 50 parts by mass, more preferably 20 to 40 parts by mass, based on 100 parts by mass of the nail composition.

[0049] (The content of the (meth)acrylate monomer is preferably 30 to 90 parts by mass, more preferably 40 to 60 parts by mass, based on 100 parts by mass of the nail composition.

[0050] When component (A) contains isobornyl (meth)acrylate, the content of isobornyl (meth)acrylate is preferably 20 to 80 parts by mass, more preferably 40 to 60 parts by mass, based on 100 parts by mass of the nail composition.

[0051] (When component (A) contains 2-hydroxyethyl (meth)acrylate, the content of 2-hydroxyethyl (meth)acrylate is preferably 20 to 50 parts by mass, more preferably 30 to 40 parts by mass, based on 100 parts by mass of the nail composition.

[0052] (When component (A) contains alkyl (meth)acrylate, the content of alkyl (meth)acrylate is preferably 20 to 50 parts by mass, more preferably 30 to 40 parts by mass, based on 100 parts by mass of the nail composition.

[0053] (The content of component (A) is preferably 0.5 part by mass or more, more preferably 1 part by mass or more, and still more preferably 2 parts by mass or more, based on 100 parts by mass of the nail composition. Also, the content of component (A) is preferably 90 parts by mass or less, more preferably 70 parts by mass or less, based on 100 parts by mass of the nail composition.

[0054] When the composition of the present invention is used for gel nails, the content of component (A) is preferably 0.5 parts by mass or more, more preferably 10 parts by mass or more, still more preferably 30 parts by mass or more, and particularly preferably 50 parts by mass or more, based on 100 parts by mass of the nail composition. Further, the content of component (A) is preferably 90 parts by mass or less, more preferably 70 parts by mass or less, based on 100 parts by mass of the nail composition.

[0055] [Component (B): A component composed of a compound having at least one radically polymerizable unsaturated double bond and an acidic group in the molecule] Component (B) is a component composed of a compound having at least one radically polymerizable unsaturated double bond and an acidic group in the molecule. Examples of the acidic group include a carboxyl group, a phosphoric acid group, a phosphoric acid ester group, a sulfonic acid group and the like. The phosphoric acid group refers to -O-P(=O)(OH)2. The phosphoric acid ester group refers to a group having a structure in which one or two hydrogens of the phosphoric acid group are replaced by an organic group. The phosphoric acid ester group as an acidic group refers to a group having a structure in which one hydrogen of the phosphoric acid group is replaced by an organic group, and may be referred to as a phosphoric acid monoester group in some cases.

[0056] The composition of the present invention contains, as component (B), a compound represented by the following general formula (I). The composition of the present invention may contain a plurality of compounds represented by general formula (I). [Chemical formula] (In the formula, A represents a ring structure in which the entire ring skeleton is composed of 5 to 8 carbon atoms, where the ring structure may be bonded with one or more alkyl groups, COOH represents a carboxyl group bonded to the ring structure of A, COO represents a carbonyloxy group bonded to the ring structure of A, B represents an acryloyloxy group or a methacryloyloxy group, The linker represents a straight-chain or branched-chain consisting of 2 to 14 carbon atoms that connects the COO (carbonyloxy group) bonded to the ring structure of A and the acryloyloxy group or methacryloyloxy group of B.

[0057] In the above formula (I), A represents a ring structure in which the entire ring skeleton consists of 5 to 8 carbon atoms. Here, the ring structure is a structure in which carbon atoms are bonded in a ring, and there may be a double bond in the ring. A ring structure that does not contain the largest number of conjugated double bonds is called an alicyclic hydrocarbon structure, a ring structure that contains the largest number of conjugated double bonds is called an aromatic ring, and in particular, an aromatic ring consisting of 6 carbon atoms is called a benzene ring. In the above formula (I), A is preferably a ring structure consisting of 6 carbon atoms, and more preferably a cyclohexane ring or a benzene ring.

[0058] In the above formula (I), one or more alkyl groups may be bonded to the ring structure of A. As the alkyl group, a methyl group is particularly preferred.

[0059] In the above formula (I), the bonding positions of the carboxyl group (COOH) and the carbonyloxy group (COO) to the ring structure of A are not particularly limited, but it is preferable that the carboxyl group (COOH) and the carbonyloxy group (COO) are bonded to adjacent carbon atoms. For example, when the ring structure of A is a benzene ring, the carboxyl group (COOH) and the carbonyloxy group (COO) bonded to the benzene ring are preferably in an ortho position relationship.

[0060] In the above formula (I), the linker represents a straight-chain or branched-chain consisting of 2 to 14 carbon atoms that connects the COO (carbonyloxy group) bonded to the ring structure of A and the acryloyloxy group or methacryloyloxy group of B. Specifically, it refers to the part that connects the oxy part of the COO (carbonyloxy group) bonded to the ring structure of A and the oxy part of the acryloyloxy group or methacryloyloxy group of B. The linker is preferably a straight-chain, and more preferably a methylene chain. The number of carbon atoms in the linker is preferably 2 to 8, more preferably 2 to 4, and particularly preferably 2.

[0061] As the compound represented by the general formula (I), compounds represented by the following formulas (1) to (4) are preferably exemplified. The composition of the present invention may contain a plurality of compounds selected from the compounds represented by the formulas (1) to (4).

Chemical formula

Chemical formula

Chemical formula

Chemical formula

[0062] The compound of formula (1) is a compound such as 2-(acryloyloxy)ethyl hydrogen hexahydrophthalate, mono-2-(acryloyloxy)ethyl hexahydrophthalate, or 2-(acryloyloxy)ethyl hexahydrophthalate. The compound of formula (2) is a compound such as 2-(methacryloyloxy)ethyl hydrogen hexahydrophthalate, mono-2-(methacryloyloxy)ethyl hexahydrophthalate, or 2-(methacryloyloxy)ethyl hexahydrophthalate. The compound of formula (3) is a compound such as 2-(methacryloyloxy)ethyl hydrogen phthalate, mono-2-(methacryloyloxy)ethyl phthalate or 2-(methacryloyloxy)ethyl phthalate. The compound of formula (4) is a compound such as 2-(acryloyloxy)ethyl hydrogen phthalate, mono-2-(acryloyloxy)ethyl phthalate or 2-(acryloyloxy)ethyl phthalate.

[0063] (Component (B) is a compound having an acidic group, and thus it is possible to impart good adhesiveness to the artificial nail formed from the composition of the present invention. The compound of general formula (I) used as component (B) is a compound having, in addition to a carbocyclic ring, a linker between an ester bond (COO moiety) bonded to the carbocyclic ring and a (meth)acryloyloxy group as a hydrophobic group. Further, the compound of general formula (I) is a compound having a carboxyl group as an acidic group, and since carbon and oxygen form a relatively strong bond from the viewpoint of electronegativity, it has a weaker proton donating ability than a compound having a phosphate group as an acidic group. The compound of general formula (I) has good water resistance as compared with a compound having a phosphate group as an acidic group or a low-molecular acidic compound having only a carbocyclic ring as a main hydrophobic group due to such an appropriate combination of a hydrophobic group and an acidic group. Therefore, by using the compound of general formula (I), clouding hardly occurs in the artificial nail formed from the composition of the present invention. Furthermore, the compound of general formula (I) is a compound having two carboxylic acid ester structures and can be said to be a compound having a solubility parameter (SP value) close to that of acetone, etc., which is known as a main organic solvent used when removing the artificial nail from the nail plate of the natural nail. Therefore, when the compound of general formula (I) is used, the artificial nail formed from the composition of the present invention has high swellability with respect to the organic solvent, becomes more flexible when removed from the nail plate of the natural nail, and is easily removed from the natural nail.

[0064] The content of the compound represented by the general formula (I) is preferably 0.5 to 10 parts by mass, and more preferably 2 to 7 parts by mass, based on 100 parts by mass of the nail composition. When the composition of the present invention contains a plurality of compounds represented by the general formula (I), the content of the compound represented by the general formula (I) is the total amount of the plurality of compounds.

[0065] The composition of the present invention preferably contains, as the component (B), in addition to the compound represented by the general formula (I), a compound represented by the following formula (5) and / or a compound represented by the following formula (6).

Chemical formula

Chemical formula

[0066] The compound of formula (5) is acrylic acid. The compound of formula (6) is methacrylic acid.

[0067] By using the compound of formula (5) and / or the compound of formula (6) together with the compound represented by the general formula (I), the adhesiveness between the artificial nail and the natural nail formed can be significantly improved. The compound of formula (5) and / or the compound of formula (6) is a small molecule, easily undergoes a radical polymerization reaction, and also has good compatibility with the materials used in combination, and is considered to contribute to the formation of a uniform cured product. Thereby, it is considered that the effect of improving the adhesion to the natural nail becomes higher.

[0068] The content of the compound of formula (5) and / or the compound of formula (6) is preferably 0.5 to 10 parts by mass, and more preferably 2 to 5 parts by mass, based on 100 parts by mass of the nail composition. The "content of the compound of formula (5) and / or the compound of formula (6)" means the content of the compound when the composition of the present invention contains only one of the compound of formula (5) and the compound of formula (6), and means the total amount of the compound of formula (5) and the compound of formula (6) when the composition of the present invention contains both the compound of formula (5) and the compound of formula (6).

[0069] The mass ratio of the compound of general formula (I) to the compounds of formulas (5) to (6) is preferably in the range of compound of general formula (I):compounds of formulas (5) to (6) = 70:30 to 10:90, and more preferably in the range of 50:50 to 20:80. Here, when the composition of the present invention contains a plurality of compounds represented by general formula (I), the content of the compound of general formula (I) is the total amount of the plurality of compounds. Further, when the composition of the present invention contains both compounds of formulas (5) to (6), the content of the compounds of formulas (5) to (6) is the total amount of the compound of formula (5) and the compound of formula (6).

[0070] Preferably, the composition of the present invention contains, as component (B), in addition to the compound represented by general formula (I), a compound represented by the following general formula (II). The composition of the present invention may contain a plurality of compounds represented by general formula (II).

Chemical formula

[0071] In the above formula (II), the linker represents a straight-chain or branched-chain consisting of 3 to 14 carbon atoms connecting the acryloyloxy group or methacryloyloxy group of X and the oxygen atom bonded to the phosphorus atom. Specifically, it refers to the part connecting the oxy part of the acryloyloxy group or methacryloyloxy group of X and the oxygen atom bonded to the phosphorus atom. The linker is preferably a straight-chain, and more preferably a methylene chain. The number of carbon atoms of the linker is preferably 6 to 12, more preferably 8 to 10, and particularly preferably 10.

[0072] As the compound represented by the general formula (II), the compound represented by the following formula (7) is preferably exemplified.

Chemical formula

[0073] The compound of formula (7) is a compound called 10-(phosphonooxy)decyl methacrylate or the like.

[0074] By using the compound represented by the general formula (II) together with the compound represented by the general formula (I), the adhesiveness to natural nails and the removability when removing from the nail plate of natural nails can be significantly improved.

[0075] The content of the compound of the general formula (II) is preferably 0.5 to 10 parts by mass, more preferably 2 to 5 parts by mass, based on 100 parts by mass of the nail composition. When the composition of the present invention contains a plurality of compounds represented by the general formula (II), the content of the compound represented by the general formula (II) is the total amount of the plurality of compounds.

[0076] The mass ratio of the compound of the general formula (I) to the compound of the general formula (II) is preferably in the range of compound of the general formula (I): compound of the general formula (II) = 90:10 to 30:70, more preferably in the range of 90:10 to 50:50. Here, when the composition of the present invention contains a plurality of compounds represented by the general formula (I), the content of the compound represented by the general formula (I) is the total amount of the plurality of compounds. Further, when the composition of the present invention contains a plurality of compounds represented by the general formula (II), the content of the compound represented by the general formula (II) is the total amount of the plurality of compounds.

[0077] The content of the component (B) is preferably 0.5 part by mass or more, more preferably 1 part by mass or more, still more preferably 2 parts by mass or more, based on 100 parts by mass of the nail composition. Also, the content of the component (B) is preferably 90 parts by mass or less, more preferably 70 parts by mass or less, based on 100 parts by mass of the nail composition.

[0078] Particularly when the composition of the present invention is used for gel nails, the content of component (B) is preferably 0.5 parts by mass or more, more preferably 1 part by mass or more, and even more preferably 2 parts by mass or more with respect to 100 parts by mass of the nail composition. Also, the content of component (B) is preferably 40 parts by mass or less, more preferably 20 parts by mass or less, even more preferably 10 parts by mass or less, and particularly preferably 8 parts by mass or less with respect to 100 parts by mass of the nail composition.

[0079] [Component (C): Component consisting of a radical polymerization initiator] Component (C) is a component consisting of a radical polymerization initiator. The radical polymerization initiator has the action of generating radicals, which are active species, by active energy rays such as ultraviolet rays or heat, and initiating the polymerization of component (A) and component (B). A polymerization initiator that generates radicals by active energy rays such as ultraviolet rays is called a "photo radical polymerization initiator", and a polymerization initiator that generates radicals by heat is called a "thermal radical polymerization initiator". The composition of the present invention may contain either a photo radical polymerization initiator or a thermal radical polymerization initiator as component (C), but from the viewpoints of curing rate and storage stability of the composition, it is preferable to contain a photo radical polymerization initiator. By using a photo radical polymerization initiator, the curing of the composition can be completed by irradiating active energy rays for about several tens of seconds to several minutes. Although cationic polymerization initiators are also known as polymerization initiators used in nail compositions, the use of cationic polymerization initiators is not preferable because of possible toxicity problems.

[0080] The radical polymerization initiator as component (C) may be used alone or in combination of two or more. It is also possible to use a photo radical polymerization initiator and a thermal radical polymerization initiator in combination.

[0081] The content of component (C) is preferably 0.01 parts by mass or more and 20 parts by mass or less, and more preferably 0.1 parts by mass or more and 10 parts by mass or less with respect to 100 parts by mass of the nail composition.

[0082] [Photo radical polymerization initiator] Examples of the photo radical polymerization initiator include acetophenone - type initiators such as 4 - phenoxydichloroacetophenone, 4 - t - butyl - dichloroacetophenone, 4 - t - butyl - trichloroacetophenone, diethoxyacetophenone, 2 - hydroxy - 2 - phenyl - 1 - phenylpropan - 1 - one, 1 - (4 - dodecylphenyl) - 2 - hydroxy - 2 - methylpropan - 1 - one, 1 - (4 - isopropylphenyl) - 2 - hydroxy - 2 - methylpropan - 1 - one, 4 - (2 - hydroxyethoxy) - phenyl - (2 - hydroxy - 2 - propyl) ketone, 1 - hydroxycyclohexylphenyl ketone, 2 - methyl - 1 - [4 - (methylthio)phenyl] - 2 - morpholinopropan - 1 - one; benzoin - type initiators such as benzoin, benzoin methyl ether, benzoin isopropyl ether, benzoin isobutyl ether, benzyl methyl ketal; benzophenone - type initiators such as benzophenone, benzoylbenzoic acid, methyl benzoylbenzoate, 4 - phenylbenzophenone, hydroxybenzophenone, acrylated benzophenone, 4 - benzoyl - 4'-methyldiphenyl sulfide, 3,3'-dimethyl - 4 - methoxybenzophenone, 4,4'-dimethylaminobenzophenone, 4,4'-diethylaminobenzophenone, 3,3',4,4'-tetra(t - butylperoxycarbonyl)benzophenone; thioxanthone - type initiators such as thioxanthone, 2 - chlorothioxanthone, 2 - methylthioxanthone, 2,4 - dimethylthioxanthone, 2,4 - diethylthioxanthone, 2,4 - diisopropylthioxanthone, isopropylthioxanthone, 1 - chloro - 4 - propoxythioxanthone, 2,4 - dichlorothioxanthone; ketone - type initiators such as α - acyloxime ester, methylphenylglyoxylate, benzyl, 9,10 - phenanthrenequinone, camphorquinone, dibenzosuberone, 2 - ethylanthraquinone, 4',4'' - diethylisophthalophenone; imidazole - type initiators such as 2,2'-bis(2 - chlorophenyl) - 4,4',5,5'-tetraphenyl - 1,2'-imidazole; acylphosphine oxide - type initiators such as 2,4,6 - trimethylbenzoyldiphenylphosphine oxide; carbazole - type initiators, etc.

[0083] The photo radical polymerization initiator may be used alone or in combination of two or more kinds.

[0084] The content of the photo radical polymerization initiator is preferably 0.01 part by mass or more and 20 parts by mass or less, more preferably 0.1 part by mass or more and 10 parts by mass or less, based on 100 parts by mass of the nail composition.

[0085] [Thermal radical polymerization initiator] The thermal radical polymerization initiator is preferably a polymerization initiator capable of generating radicals even at room temperature. Here, room temperature means a temperature of 15 to 25°C.

[0086] Examples of the thermal radical polymerization initiator capable of generating radicals even at room temperature include organic peroxides and azo compounds.

[0087] Examples of organic peroxides include methyl ethyl ketone peroxide, cyclohexanone peroxide, methyl cyclohexanone peroxide, methyl acetate peroxide, acetyl acetate peroxide, 1,1-bis(t-butylperoxy)butane, 1,1-bis(t-butylperoxy)-cyclohexane, 1,1-bis(t-butylperoxy)-2-methylcyclohexane, 1,1-bis(t-butylperoxy)-3,3,5-trimethylcyclohexane, 1,1-bis(t-butylperoxy)cyclododecane, 1,1-bis(t-hexylperoxy)-cyclohexane, 1,1-bis(t-hexylperoxy)-3,3,5-trimethylcyclohexane, 2,2-bis(4,4-di-t-butylperoxycyclohexyl)propane, t-butyl hydroperoxide, t-hexyl hydroperoxide, 1,1,3,3-tetramethylbutyl hydroperoxide, cumene hydroperoxide, p-menthane hydroperoxide, diisopropylbenzene hydroperoxide, di-t-butyl peroxide, dicumyl peroxide, t-butyl cumyl peroxide, α,α'-bis(t-butylperoxy)diisopropylbenzene, 2,5-dimethyl-2,5-bis(t-butylperoxy)hexane, 2,5-dimethyl-2,5-bis(t-butylperoxy)hexyne-3, isobutyryl peroxide, 3,3,5-trimethylhexanoyl peroxide, octanoyl peroxide, lauroyl peroxide, stearoyl peroxide, succinic peroxide, m-toluoyl benzoyl peroxide, benzoyl peroxide, di-n-propyl peroxydicarbonate, diisopropyl peroxydicarbonate, bis(4-t-butylcyclohexyl) peroxydicarbonate, di-2-ethoxyethyl peroxydicarbonate, di-2-ethoxyhexyl peroxydicarbonate, di-3-methoxybutyl peroxydicarbonate, di-s-butyl peroxydicarbonate, di(3-methyl-3-methoxybutyl) peroxydicarbonate, α,α'-Bis(neodecanoylperoxy)diisopropylbenzene, t-butylperoxyneodecanoate, t-hexylperoxyneodecanoate, 1,1,3,3-tetramethylbutylperoxyneodecanoate, 1-cyclohexyl-1-methylethylperoxyneodecanoate, cumylperoxyneodecanoate, t-butylperoxypivalate, t-hexylperoxypivalate, t-butylperoxy-2-ethylhexanoate, t-hexylperoxy-2-ethylhexanoate, 1,1,3,3-tetramethylbutylperoxy-2-ethylhexanoate, 2,5-dimethyl-2,5-bis(2-ethylhexanoylperoxy)hexanoate, 1-cyclohexyl-1-methylethylperoxy-2-ethylhexanoate, t-butylperoxy-3,5,5-trimethylhexanoate, t-butylperoxyisopropylmonocarbonate, t-hexylperoxyisopropylmonocarbonate, t-butylperoxy-2-ethylhexylmonocarbonate, t-butylperoxyallylmonocarbonate, t-butylperoxyisobutyrate, t-butylperoxymaleate, t-butylperoxybenzoate, t-hexylperoxybenzoate, t-butylperoxy-m-toluylbenzoate, t-butylperoxylaurate, t-butylperoxyacetate, bis(t-butylperoxy)isophthalate, 2,5-dimethyl-2,5-bis(m-toluoylperoxy)hexane, 2,5-dimethyl-2,5-bis(benzoylperoxy)hexane, t-butyltrimethylsilylperoxide, 3,3',4,4'-tetra(t-butylperoxycarbonyl)benzophenone, 2,3-dimethyl-2,3-diphenylbutane, etc. can be mentioned.,

[0088] Examples of azo compounds include 1-[(1-cyano-1-methylethyl)azo]formamide, 1,1'-azobis(cyclohexane-1-carbonitrile), 2,2'-azobis(2-methylbutyronitrile), 2,2'-azobisisobutyronitrile, 2,2'-azobis(2,4-dimethyl-4-methoxyvaleronitrile), 2,2'-azobis(2,4-dimethylvaleronitrile), 2-phenylazo-4-methoxy-2,4-dimethylvaleronitrile, 2,2'-azobis(2-methylpropionamidine) dihydrochloride, 2,2-azobis(2-methyl-N-phenylpropionamidine) dihydrochloride, 2,2'-azobis[N-(4-chlorophenyl)-2-methylpropionamidine] dihydrochloride, 2,2'-azobis[N-(4-hydroxyphenyl)-2-methylpropionamidine] dihydrochloride, 2,2'-azobis[2-methyl-N-(2-propenyl)propionamidine] dihydrochloride, 2,2'-azobis[N-(2-hydroxyethyl)-2-methylpropionamidine] dihydrochloride, 2,2'-azobis[2-methyl-N-(phenylmethyl)propionamidine] dihydrochloride, 2,2'-azobis[2-(2-imidazolin-2-yl)propane], 2,2'-azobis[2-(2-imidazolin-2-yl)propane] dihydrochloride, 2,2'-azobis[2-(5-methyl-2-imidazolin-2-yl)propane] dihydrochloride, 2,2'-azobis{2-[1-(2-hydroxyethyl)-2-imidazolin-2-yl]propane} dihydrochloride, 2,2'-azobis[2-(4,5,6,7-tetrahydro-1H-1,3-diazepin-2-yl)propane] dihydrochloride, 2,2'-azobis[2-(3,4,5,6-tetrahydropyrimidin-2-yl)propane] dihydrochloride, 2,2'-azobis[2-(5-hydroxy-3,4,5,6-tetrahydropyrimidin-2-yl)propane] dihydrochloride, 2,2'-azobis(2-methylpropionamide), 2,2'-azobis[2-methyl-N-(2-hydroxyethyl)propionamide], 2,2'-azobis{2-methyl-N-[1,1-bis(hydroxymethyl)-2-hydroxyethyl]propionamide}, 2,2’-Azobis{2-methyl-N-[1,1-bis(hydroxymethyl)ethyl]propionamide}, 2,2’-azobis(2-methylpropane), 2,2’-azobis(2,4,4-trimethylpentane), dimethyl 2,2-azobis(2-methylpropionate), 4,4’-azobis(4-cyanopentanoic acid), 2,2’-azobis[2-(hydroxymethyl)propionitrile] and the like can be mentioned.

[0089] The thermal radical polymerization initiator may be used alone or in combination of two or more.

[0090] The content of the thermal radical polymerization initiator is preferably 0.01 part by mass or more and 10 parts by mass or less, more preferably 0.1 part by mass or more and 5 parts by mass or less, based on 100 parts by mass of the nail composition.

[0091] 〔Additional Components〕 The composition of the present invention may contain an additive as an additional component. Examples of the additive include a polymerization accelerator, a polymerization inhibitor, a colorant, a discoloration inhibitor, a fluorescent agent, an ultraviolet absorber, an antibacterial agent, a volatile organic solvent, a precipitation inhibitor, a thickener, an extender pigment, a wetting improver and the like.

[0092] The composition of the present invention can be prepared by mixing components appropriately selected as needed.

[0093] The composition of the present invention preferably has a viscosity at 25°C in the range of 0.1 to 120 Pa·s, more preferably in the range of 2 to 70 Pa·s.

[0094] Particularly when the composition of the present invention is a gel, its viscosity at 25°C is preferably in the range of 5 to 100 Pa·s, more preferably in the range of 10 to 60 Pa·s.

[0095] In the present invention, the viscosity of the composition can be measured using a B-type viscometer.

[0096] When applying the composition of the present invention to natural nails, known application means such as a brush can be used.

[0097] When the composition of the present invention is cured using a photo radical polymerization initiator as the component (C), irradiation with active energy rays such as ultraviolet rays is performed. As the light source of the active energy rays, an LED lamp or the like can be preferably used. When a thermal radical polymerization initiator is used as the component (C), heating is usually performed. However, when a thermal radical polymerization initiator capable of generating radicals even at room temperature is used, heating is not necessary, and after applying the composition of the present invention, it can be cured by simply leaving it for a certain period of time.

[0098] The artificial nails formed from the composition of the present invention can be easily removed from natural nails by using cotton or the like soaked in an organic solvent such as acetone.

Examples

[0099] Hereinafter, the present invention will be described in more detail with reference to examples, but the present invention is not limited to the following examples at all.

[0100] <Components used> The components used for preparing the nail composition are shown below.

[0101] [(A) component: a component composed of a compound having at least one radically polymerizable unsaturated double bond in the molecule (excluding compounds having an acidic group).] A1: Urethane acrylate oligomer (polyether type, weight average molecular weight: 15000) A2: 2-Hydroxyethyl methacrylate A3: Isobornyl methacrylate

[0102] [(B) component: a component composed of a compound having at least one radically polymerizable unsaturated double bond and an acidic group in the molecule.] B1: 2-(Acryloyloxy)ethyl hexahydrophthalate, the compound of formula (1) B2: Mono-2-(acryloyloxy)ethyl phthalate, the compound of formula (4) B3: Acrylic acid, the compound of formula (5) B4: Methacrylic acid, the compound of formula (6) B5: 10-(Phosphonooxy)decyl methacrylate, the compound of formula (7) B6: Mono-2-(acryloyloxy)ethyl succinate B7: 2-(Methacryloyloxy)ethyl phosphate B8: Bis[2-(methacryloyloxy)ethyl] phosphate B9: 2-(Acryloyloxy)ethyl phosphate B10: Bis[2-(acryloyloxy)ethyl] phosphate B11: 2-(Methacryloyloxy)ethyl hexahydrophthalate, the compound of formula (2) B12: Mono-2-(methacryloyloxy)ethyl phthalate, the compound of formula (3)

[0103] The structural formulas of the compounds of B6 to B10 are shown below. B6: Mono-2-(acryloyloxy)ethyl succinate

Chem.

Chem.

Chem.

Chem.

Chem.

[0104] [Component (C): Component consisting of a radical polymerization initiator] C1: 2,4,6-Trimethylbenzoyldiphenylphosphine oxide

[0105] [Preparation of nail composition] The components shown in Tables 1 to 2 were weighed by an electronic balance in the amounts (parts by mass) shown in Tables 1 to 2, and these components were stirred and mixed to prepare a nail composition. The viscosity of the nail composition at 25°C was measured, and the obtained results are shown in Tables 1 to 2. All of the prepared compositions were in a gel form.

[0106] [Table 1]

[0107] [Table 2]

[0108] [Evaluation] The adhesiveness of the nail composition was evaluated by the following Adhesiveness Tests 1 and 2, the removability of the nail composition was evaluated by the following Removability Tests 1 and 2, and the anti-clouding property of the nail composition was evaluated by the following Anti-clouding Tests 1 and 2.

[0109] [Adhesiveness Test 1] In Adhesiveness Test 1, a slide glass was used as the adherend of the nail composition. The adhesiveness (Adhesiveness 1) when the nail composition was applied to the smooth surface of the slide glass and cured was evaluated. The detailed procedure of Adhesiveness Test 1 is shown below.

[0110] [Preparation of sample for Adhesiveness Test 1] First, a slide glass (S1214 manufactured by Matsunami Glass Industry Co., Ltd.) was washed with absolute ethanol and used as the adherend.

[0111] Subsequently, using a spacer (thickness 0.2 mm), the nail composition was applied to a 20 mm long × 40 mm wide area on the smooth surface of a slide glass so that the cured thickness would be approximately 200 μm, and a cured product of the nail composition was obtained by irradiating with ultraviolet light for 30 seconds using a commercially available LED light dedicated to gel nails (Paralight V manufactured by Nail Select).

[0112] Subsequently, since there is an uncured layer on the surface of the cured product, the uncured layer was wiped off with a wipe soaked in ethanol to obtain a sample for Adhesion Test 1.

[0113] (Evaluation of Adhesion in Adhesion Test 1) Subsequently, from the longitudinal direction of the cured product on the slide glass, a razor blade (Feather, single-edge replacement blade) was applied to the smooth surface of the slide glass at an angle of 25°, and the cured product was pushed in so as to peel it off from the slide glass.

[0114] Then, the state where the razor blade was pushed between the cured product and the slide glass was visually observed, and Adhesion 1 was evaluated. The evaluation criteria for Adhesion 1 are shown in Table 3. The obtained results are shown in Tables 9 to 10.

[0115]

Table 3

[0116] [Adhesion Test 2] In Adhesion Test 2, the nail composition was applied to the natural nails of the subjects and cured to produce artificial nails, and then the adhesion (Adhesion 2) of the artificial nails after living a normal life for a certain period was evaluated. The detailed procedure of Adhesion Test 2 is shown below.

[0117] (Preparation of Sample for Adhesion Test 2) The surface of the natural nails was wiped with a wipe soaked in ethanol to remove dust and oil.

[0118] Subsequently, a nail composition is applied to the surface of the natural nail as a base gel and cured by ultraviolet irradiation for 30 seconds using an LED light dedicated to gel nails (ParaLight V manufactured by Nail Select) to obtain a base gel cured layer.

[0119] Subsequently, a top gel is applied onto the base gel cured layer and cured by ultraviolet irradiation for 30 seconds using an LED light dedicated to gel nails to obtain a top gel cured layer. Thereby, an artificial nail is formed on the natural nail. Note that Parapolish Top manufactured by Nail Select was used as the top gel.

[0120] (Evaluation of adhesiveness in Adhesiveness Test 2) With an artificial nail formed on the natural nail, the subject lives their daily life for 14 days. Then, the state of the artificial nail after 14 days of daily life is visually observed to evaluate adhesiveness 2. The evaluation criteria for adhesiveness 2 are shown in Table 4. The obtained results are shown in Tables 9 - 10.

[0121]

Table 4

[0122] [Removability Test 1] In Removability Test 1, a slide glass was used as the adherend of the nail composition. The removability (Removability 1) when the nail composition was applied to the smooth surface of the slide glass and cured was evaluated. The detailed procedure of Removability Test 1 is shown below.

[0123] (Preparation of sample for Removability Test 1) A sample for Removability Test 1 is obtained by the same procedure as described above (Preparation of sample for Adhesiveness Test 1).

[0124] (Evaluation of removability in Removability Test 1) The sample for Removability Test 1 is immersed in the immersion liquid (acetone) for 10 minutes. Then, the sample for Removability Evaluation 1 is taken out of the immersion liquid and the immersion liquid is wiped off.

[0125] Subsequently, for the sample for removability test 1, the adhesion state between the slide glass and the cured product of the nail composition and the swelling state of the cured product of the nail composition are visually observed to evaluate removability 1. When the sample for removability test 1 has not peeled off from the slide glass, a plastic spatula is pushed between the slide glass and the cured product of the nail composition to confirm whether the cured product can be removed. The evaluation criteria for removability 1 are shown in Table 5. The obtained results are shown in Tables 9 to 10.

[0126]

Table 5

[0127] [Removability Test 2] In removability test 2, the nail composition was applied to the natural nails of the subjects, cured to produce artificial nails, and then the removability (removability 2) of the artificial nails after a certain period of daily life was evaluated. The detailed procedure of removability test 2 is shown below.

[0128] (Preparation of Sample for Removability Test 2) A sample for removability test 2 is obtained by the same procedure as the above (Preparation of Sample for Adhesion Test 2).

[0129] (Evaluation of Removability in Removability Test 2) With the artificial nails formed on the natural nails, the subjects live their daily lives for 14 days.

[0130] After 14 days of daily life, for the artificial nails, the outermost top gel cured layer is scraped off using a nail file for gel nails (nail clipper, roughness: 150 grids).

[0131] Then, a wipe soaked with acetone is placed on the artificial nails from which the top gel cured layer has been scraped off, and the fingertip is wrapped with aluminum foil. The aluminum foil can prevent the evaporation of acetone. After leaving the fingertip standing for 10 minutes, the aluminum foil and the wipe are removed.

[0132] Subsequently, an attempt is made to remove the artificial nail from the natural nail, the state is observed, and removability 2 is evaluated. The evaluation criteria for removability 2 are shown in Table 6. The obtained results are shown in Tables 9 to 10.

[0133]

Table 6

[0134] [Cloudiness resistance test 1] In the cloudiness resistance test 1, a slide glass was used as the adherend of the nail composition. The cloudiness resistance (cloudiness resistance 1) when the nail composition was applied to the smooth surface of the slide glass and cured was evaluated.

[0135] (Preparation of sample for cloudiness resistance test 1) A sample for the cloudiness resistance test 1 is obtained by the same procedure as in the above (Preparation of sample for adhesion test 1).

[0136] (Evaluation of cloudiness resistance in cloudiness resistance test 1) The sample for the cloudiness resistance test 1 is placed in a sealed container and stored in a commercially available thermostat (forced convection type, OFP-600V manufactured by AS ONE Corporation) at 40 °C under saturated humidity in a sealed state. Two small open bottles are installed in the sealed container, and a sponge containing water is placed in each of the open bottles. Therefore, the sample does not directly touch the water. Then, after 7 days, the sample is taken out from the sealed container, the state of cloudiness generation of the sample is observed, and the cloudiness resistance 1 is evaluated. The evaluation criteria for cloudiness resistance 1 are shown in Table 7. The obtained results are shown in Tables 9 to 10.

[0137]

Table 7

[0138] [Cloudiness resistance test 2] In the cloudiness resistance test 2, the nail composition was applied to the natural nails of the subjects, cured to produce artificial nails, and then the cloudiness resistance (cloudiness resistance 2) of the artificial nails after a certain period of daily life was evaluated. The detailed procedure of the cloudiness resistance test 2 is shown below.

[0139] (Preparation of Samples for Cloudiness Resistance Test 2) Samples for the cloudiness resistance test 2 are obtained by the same procedure as in the above (preparation of samples for the adhesion test 2).

[0140] (Evaluation of Cloudiness in Cloudiness Resistance Test 2) With the artificial nail formed on the natural nail, the subject lives their daily life for 14 days. Then, the state of the artificial nail after 14 days of daily life is visually observed to evaluate the cloudiness resistance 2. The evaluation criteria for cloudiness resistance 2 are shown in Table 8. The obtained results are shown in Tables 9 - 10.

[0141] [Table 8]

[0142] [Test Results] The evaluation results of the adhesion tests 1 and 2, the removability tests 1 and 2, and the cloudiness resistance tests 1 and 2 are shown in Tables 9 and 10.

[0143] [Table 9]

[0144] [Table 10]

[0145] [Discussion] The evaluation results are discussed below.

[0146] [Adhesion] It is presumed that the nail composition with an evaluation of "×" for adhesion 1 has low adhesion to the nail surface and causes peeling and / or dropping off in a short period. On the other hand, the nail composition with an evaluation of "〇" or "◎" for adhesion 1 has good adhesion to the nail surface, adheres to the nail surface for a long time, and is presumed not to cause peeling and dropping off.

[0147] In the adhesion test 1, Examples 1 to 18 showed good adhesion, while in Comparative Examples 1, 2, 5, 8, 11, 14, and 17, sufficient adhesion was not obtained.

[0148] For the nail composition with the evaluation of adhesion 2 being "×" or "××", the adhesion to the nail surface of the natural nail is low, and peeling and / or dropping off occur in a short period. On the other hand, for the nail composition with the evaluation of adhesion 2 being "〇" or "◎", it has good adhesion to the nail surface, adheres to the nail surface for at least 14 days, and peeling and dropping off do not substantially occur.

[0149] In the adhesion test 2, Examples 1 to 18 showed good adhesion, while in Comparative Examples 1, 2, 5, 8, 11, 14, and 17, sufficient adhesion was not obtained.

[0150] From the results of the adhesion test 1 and the adhesion test 2, it is considered that the nail compositions of Examples 1 to 18 have good adhesion to natural nails.

[0151] In Examples 1 to 18, it is presumed that good adhesion was obtained due to the high adhesive strength obtained from the polymerization reaction of the component (A) composed of a compound having at least one radically polymerizable unsaturated double bond in the molecule (excluding compounds having an acidic group) and the high adhesion to the adherend obtained by the component (B) containing the compounds (B1, B2, B11, and B12) of the general formula (I).

[0152] On the other hand, sufficient adhesion was not obtained in Comparative Example 1. This is presumably because the composition according to Comparative Example 1 does not contain the component (B) which is a compound having an acidic group, and sufficient adhesion to the adherend was not obtained.

[0153] Comparative Examples 5, 8, 11, 14, and 17 also did not obtain sufficient adhesion. This is presumably because the compositions according to Comparative Examples 5, 8, 11, 14, and 17 contain a compound having a phosphate group as the acidic group as the component (B), and sufficient adhesion to the adherend was not obtained.

[0154] [Removability] For nail compositions with a "×" or "××" evaluation of removability 1, it is presumed that it is not easy to remove the cured product from the nail surface, and if forced to remove it, it may damage the nail surface. On the other hand, for nail compositions with an evaluation of removability 1 of "〇", "○○", "◎", or "◎◎", it is presumed that the cured product can be easily removed from the nail surface without damaging the nail surface.

[0155] In removability test 1, Examples 1 to 18 all showed good removability. In particular, in Examples 2 to 18, by increasing the content of the compounds (B1, B2, B11, and B12) of the general formula (I), the removability was further improved. On the other hand, Comparative Examples 2 to 4 contain only acrylic acid or methacrylic acid as the compound having an acidic group, but it was not easy to remove the cured product of the nail composition from the nail surface.

[0156] For nail compositions with an evaluation of removability 2 of "×", it is presumed that it is not easy to remove the cured product from the nail surface, and if forced to remove it, it will damage the nail surface. On the other hand, for nail compositions with an evaluation of removability 2 of "〇", "◎", or "◎◎", it is presumed that the cured product can be easily removed from the nail surface without damaging the nail surface.

[0157] In removability test 2, Examples 1 to 18 all showed good removability. On the other hand, in Comparative Examples 2 to 4, it was not easy to remove the cured product of the nail composition from the nail surface.

[0158] From the results of removability test 1 and removability test 2, it is considered that the nail compositions of Examples 1 to 18 have good removability when removed from the nails of natural nails.

[0159] [Whitening resistance] A nail composition with a whitening resistance 1 evaluation of "××" or "×" is presumed to have poor water resistance in its cured product, resulting in whitening, and is prone to discoloration and hydrolysis reactions. On the other hand, a nail composition with a whitening resistance 1 evaluation of "〇" or "◎" is presumed to be able to maintain a stable color on the nail surface and not exhibit phenomena such as color unevenness and peeling caused by hydrolysis reactions on the nail surface.

[0160] In the whitening resistance test 1, Examples 1 to 18 showed good whitening resistance, while Comparative Examples 5 to 19 did not obtain sufficient whitening resistance.

[0161] For a nail composition with a whitening resistance test 2 evaluation of "××" or "×", phenomena such as whitening occur during the test period depending on the daily life environment. On the other hand, for a nail composition with a whitening resistance test 2 of "〇", its cured product has good whitening resistance, maintains transparency for at least 14 days, and no changes occur.

[0162] In the whitening resistance test 2, Examples 1 to 18 showed good whitening resistance, while Comparative Examples 6, 7, 9, 10, 12, 13, 15, 16, 18, and 19 did not obtain sufficient whitening resistance.

[0163] From the whitening resistance test 1 and the whitening resistance test 2, it is considered that the nail compositions of Examples 1 to 18 have good whitening resistance.

[0164] In Examples 1 to 18, it was confirmed that they were superior in whitening resistance compared to Comparative Examples 5 to 19. This is considered to be due to the difference in component (B) used in Examples 1 to 18 and Comparative Examples 5 to 19. The compounds (B1, B2, B11, and B12) of general formula (I) used in Examples 1 to 18 are compounds having a carboxyl group, and in the obtained cured product, they are less acidic than the compounds (B6 to B10) having a phosphate group used in Comparative Examples 5 to 19, and the acid-promoting effect on the hydrolysis reaction is limited. Also, the hydrophobic structural part of the compounds (B1, B2, B11, and B12) of general formula (I) also contributes to water resistance, and it is presumed that excellent whitening resistance was obtained.

[0165] On the one hand, in Examples 13 to 18, a compound (B5) having a phosphate group was used, and the result was excellent in cloud resistance. This is because, in addition to using compounds (B1, B11, and B12) having a carboxyl group, the compound (B5) having a phosphate group is a compound having a relatively long-chain carbon chain, which is presumed to contribute to water resistance and thus excellent cloud resistance was obtained.

Claims

1. A nail composition containing the following components (A), (B), and (C). Component (A): A component composed of a compound having at least one radically polymerizable unsaturated double bond in the molecule (excluding compounds having an acidic group). Component (B): A component composed of a compound having at least one radically polymerizable unsaturated double bond and an acidic group in the molecule, and containing a compound represented by the following general formula (I). 【Chemical 1】 (In the formula, A represents a ring structure in which the entire ring skeleton consists of 5 to 8 carbon atoms, where the ring structure may be bonded to one or more alkyl groups. COOH represents a carboxyl group bonded to the ring structure of A. COO represents a carbonyloxy group bonded to the ring structure of A. B represents an acryloyloxy group. The linker represents a straight-chain or branched-chain consisting of 2 to 14 carbon atoms that connects the COO (carbonyloxy group) bonded to the ring structure of A and the acryloyloxy group of B.) Component (C): A component composed of a radical polymerization initiator

2. The nail composition according to claim 1, wherein the compound represented by the general formula (I) is a compound represented by the following formula (1) and / or a compound represented by the following formula (4). [Chemical 2] [Chemical Formula 3]

3. The nail composition according to claim 1, wherein the component (B) contains a compound represented by the following formula (5) and / or a compound represented by the following formula (6). 【Chemical Formula 4】 【Chemical Formula 5】

4. The nail composition according to claim 1, wherein the component (B) contains a compound represented by the following general formula (II). 【Chemical Formula 6】 (In the formula, X represents an acryloyloxy group or a methacryloyloxy group. The linker represents a straight-chain or branched-chain consisting of 3 to 14 carbon atoms that connects the acryloyloxy group or methacryloyloxy group of X and the oxygen atom bonded to the phosphorus atom. n is 1 or 2. m is 1 or 2. n + m is 3.)

5. The nail composition according to claim 4, wherein the compound represented by the general formula (II) is a compound represented by the following formula (7). 【Chemical Formula 7】

6. A nail composition containing the following components (A), (B), and (C). Component (A): A component composed of a compound having at least one radically polymerizable unsaturated double bond in the molecule (excluding compounds having an acidic group). Component (B): A component composed of a compound having at least one radically polymerizable unsaturated double bond and an acidic group in the molecule, which contains a compound represented by the following general formula (I) and a compound selected from the compounds represented by the following formulas (5) to (7). 【Chemical 8】 (In the formula, A represents a ring structure in which the entire ring skeleton consists of 5 to 8 carbon atoms, where the ring structure may be bonded to one or more alkyl groups. COOH represents a carboxyl group bonded to the ring structure of A. COO represents a carbonyloxy group bonded to the ring structure of A. B represents a methacryloyloxy group. The linker represents a straight-chain or branched-chain consisting of 2 to 14 carbon atoms that connects the COO (carbonyloxy group) bonded to the ring structure of A and the methacryloyloxy group of B.) 【Chemical Formula 9】 【Chemical Formula 10】 【Chemical 11】 Component (C): A component consisting of a radical polymerization initiator

7. The nail composition according to claim 6, wherein the compound represented by the general formula (I) is a compound represented by the following formula (2) and / or a compound represented by the following formula (3). 【Chemical Formula 12】 【Chemical 13】

8. The nail composition according to claim 1, wherein the component (A) contains a urethane (meth)acrylate oligomer and a (meth)acrylate monomer.

9. The nail composition according to claim 8, wherein the (meth)acrylate monomer contains isobornyl (meth)acrylate.

10. The nail composition according to claim 8, wherein the (meth)acrylate monomer contains 2-hydroxyethyl (meth)acrylate.

11. The nail composition according to claim 1, wherein the content of the component (A) is 0.5 parts by mass or more and 90 parts by mass or less based on 100 parts by mass of the nail composition.

12. The nail composition according to claim 1, wherein the content of the component (B) is 0.5 parts by mass or more and 40 parts by mass or less based on 100 parts by mass of the nail composition.

13. The nail composition according to any one of claims 1 to 12 for use in gel nails.

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  • Artificial claw components

    JP7104391B1