Curable artificial nail composition

The curable artificial nail composition, featuring a polyfunctional (meth)acrylate compound and cationic polymerization initiators, addresses the limitations of thiol compounds in 'non-wipe type' gel nail top coats, providing enhanced non-wipe properties and improved curing performance.

JP2025088340AActive Publication Date: 2025-06-11SAKURA COLOR PRODUCTS CORPORATION
View PDF 3 Cites 0 Cited by

Patent Information

Application Number
JP2023202991
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Filing Date
2023-11-30
Publication Date
2025-06-11
Estimated Expiration
2043-11-30

AI Technical Summary

Technical Problem

Existing curable artificial nail compositions for 'non-wipe type' gel nail top coats rely on thiol compounds, which have issues with odor and limited usage, and require additional steps to address oxygen inhibition and uncured components.

Method used

A curable artificial nail composition comprising a polyfunctional (meth)acrylate compound, a cationically polymerizable compound, a radical polymerization initiator, and a cationic polymerization initiator, which eliminates the need for thiol compounds and enhances non-wipe properties.

Benefits of technology

The composition achieves excellent non-wipe properties without thiol compounds, reducing odor issues and uncured components, while maintaining effective curing and adhesion.

✦ Generated by Eureka AI based on patent content.

Smart Images

  • Figure 2025088340000001
    Figure 2025088340000001
  • Figure 2025088340000002
    Figure 2025088340000002
Patent Text Reader

Abstract

To provide (i) a curable artificial nail composition that does not use a thiol compound having an odor problem, is hard to be affected by curing inhibition by oxygen, suppresses an amount of uncured component residual on a surface of a cured coating film, and has excellent no-wipe property, and / or (ii) a curable artificial nail composition that has cationic polymerization initiator as a constituent component, and has excellent no-wipe property.SOLUTION: A curable artificial nail composition contains (a) a trifunctional or more (meth)acrylate compound, (b) a bifunctional or less cationic polymerizable compound and / or a bifunctional or less radical polymerizable compound, (c) a radical polymerization initiator, and (d) a cationic polymerization initiator.SELECTED DRAWING: None
Need to check novelty before this filing date? Find Prior Art

Description

Technical Field

[0001] The present invention relates to a curable artificial nail composition.

Background Art

[0002] The popularity of nail art, which involves decorating natural nails on the hands or feet or attaching artificial nails and then decorating them, is increasing. Also, in order to reinforce nails to prevent cracking and peeling due to external forces, artificial nails are formed on the nails. For such nail decoration and reinforcement, resin-containing materials called so-called manicure, pedicure, and sculptura are applied to the nails.

[0003] Recently, as a material used for nail decoration or reinforcement, a photocurable artificial nail composition called gel nail has attracted attention. Gel nail is a photocurable gel-like nail coating material (photocurable artificial nail composition), and for example, those containing a (meth)acrylate-based oligomer and a (meth)acrylic-based monomer are known. Gel nail is said to be able to form a tough film that is difficult to peel off from the nail by applying it to the nail and irradiating it with ultraviolet light to cure it, thereby forming a crosslinked polymer film by radical polymerization reaction. As gel nail, those composed of three layers, namely, a base coat layer provided on the nail, a color coat layer provided between the base coat layer and the top coat layer, and a top coat layer provided on the outermost surface, are widely known.

[0004] The top coat layer of the gel nail is provided on the outermost surface and serves to adjust the design such as gloss and protect the gel nail. The top coat layer is formed as a cured coating film crosslinked by a radical polymerization reaction by applying a composition for forming a top coat layer containing a (meth)acrylate-based compound and irradiating it with energy rays such as ultraviolet rays to cure it. At that time, since uncured (meth)acrylate-based compounds remained, it was necessary to remove the uncured components by wiping the cured coating film with a solvent. For this reason, recently, there has been an increasing need for a curable artificial nail composition for forming a "non-wipe type" gel nail top coat layer, which uses a composition for forming a top coat layer containing a chain transfer agent and has a curing reaction mechanism that is less susceptible to oxygen inhibition, thereby suppressing the generation of uncured components and eliminating the need to wipe off the uncured components on the surface of the cured coating film after the procedure.

[0005] The following are known as curable artificial nail compositions for forming a "non-wipe type" gel nail top coat layer. Patent Document 1 discloses an artificial nail raw material composition containing (A) a radical polymerizable compound having one or more radical polymerizable unsaturated bonds in one molecule, (B) a polyfunctional thiol compound having two or more thiol groups in one molecule, and (C) a photopolymerization initiator. Patent Document 2 discloses a photocurable artificial nail composition containing a urethane (meth)acrylate oligomer, a (meth)acrylate monomer, a polyfunctional thiol compound, a polymerization initiator, and a tocopherol compound, wherein the content of the tocopherol compound is 1,000 ppm or more and 5,000 ppm or less.

Prior Art Documents

Patent Documents

[0006]

Patent Document 1

Patent Document 2

Summary of the Invention

Problems to be Solved by the Invention

[0007] It is known that a curable artificial nail composition for a "non-wipe type" gel nail top coat layer needs to use a thiol compound that causes a chain transfer reaction and a polyfunctional (meth)acrylate compound that enhances reactivity. Unlike the polymerization reaction of (meth)acrylate-based compounds by a normal chain reaction, such a curable artificial nail composition forms a cured coating film by a chain transfer reaction. In this chain transfer reaction, the polymerization reaction (curing reaction) continues because the thiol group transfers radicals. However, polyfunctional thiol compounds have problems in terms of odor, have limitations in the amount used, and improvement has been desired. As a result of further studies, the present inventors have found that a curable artificial nail composition for non-wipe type gel nails containing a specific polyfunctional (meth)acrylate compound and using a radical polymerization initiator and a cationic polymerization initiator in combination can obtain a non-wipe type curable artificial nail composition without using a thiol compound.

[0008] The problems to be solved by the present invention are: (i) without using a thiol compound that has problems in terms of odor, being less affected by oxygen-induced curing inhibition, suppressing the amount of uncured components remaining on the surface of the cured coating film, and providing a curable artificial nail composition excellent in non-wiping property, and / or (ii) providing a curable artificial nail composition containing a cationic polymerization initiator as a constituent component and excellent in non-wiping property.

Means for Solving the Problems

[0009] As a result of intensive studies to solve the above problems, the present inventors have found that the above problems can be solved by using a curable artificial nail composition having a specific composition, and have completed the present invention. Specifically, it is as follows. [Item 1] A curable artificial nail composition containing (a) a polyfunctional (meth)acrylate compound having 3 or more functional groups, (b) a cationically polymerizable compound having 2 or less functional groups and / or a radically polymerizable compound having 2 or less functional groups, (c) a radical polymerization initiator, and (d) a cationic polymerization initiator. [Item 2] The curable artificial nail composition according to Item 1, wherein the (c) radical polymerization initiator contains an acylphosphine oxide-based polymerization initiator and / or a hydroxy phenyl ketone-based polymerization initiator. [Item 3] The curable artificial nail composition according to Item 1 or 2, wherein the (b) cationic polymerizable compound having 2 or less functional groups and / or the radical polymerizable compound having 2 or less functional groups contains a difunctional or less (meth)acrylate oligomer having a molecular weight of 1,500 or more and a difunctional or less (meth)acrylate monomer having a molecular weight of less than 1,500. [Item 4] The curable artificial nail composition according to any one of Items 1 to 3, wherein the (b) cationic polymerizable compound having 2 or less functional groups and / or the radical polymerizable compound having 2 or less functional groups contains a difunctional or less epoxy compound and / or a difunctional or less (meth)acrylate compound. [Advantages of the Invention]

[0010] According to the present invention, (i) without using a thiol compound that has a problem in terms of odor, it is less affected by oxygen-induced curing inhibition, the amount of uncured components remaining on the surface of the cured coating film is suppressed, and a curable artificial nail composition excellent in non-wiping property can be provided, and / or (ii) a curable artificial nail composition excellent in non-wiping property can be provided by using a cationic polymerization initiator as a constituent component, and thus a particularly remarkable effect can be obtained.

[0011] Although the mechanism by which the curable artificial nail composition of the present invention becomes a non-wiping type curable artificial nail composition in which no uncured components remain on the surface of the cured coating film without using a polyfunctional thiol compound is unknown, the present inventor speculates as follows. Radicals, which are active species that cause radical polymerization, are trapped by oxygen and deactivated. Since the bonding rate of radicals with oxygen is faster than the bonding rate of radicals with monomers, the concentration of radicals decreases on the coating film surface in contact with oxygen, resulting in a decrease in curability and poor curing, and unreacted components remaining on the cured coating film surface. On the other hand, in the present invention, in addition to radicals, cations are used as active species that cause polymerization. Since cations are not trapped by oxygen, a chain transfer reaction can be caused without being affected by oxygen, and the curing reaction can be continued even on the coating film surface. As a result, it is speculated that a non-wiping type curable artificial nail composition can be constituted. Note that the present invention is not limited to this speculation.

Embodiments for Carrying Out the Invention

[0012] The curable artificial nail composition of the present invention is (a) a trifunctional or higher (meth)acrylate compound, (b) a difunctional or lower cationic polymerizable compound and / or a difunctional or lower radical polymerizable compound, (c) a radical polymerization initiator, (d) a cationic polymerization initiator, and is a curable artificial nail composition containing the above components. This will be described in detail below. In this specification, the term “(meth)acrylate compound” means acrylate compounds and methacrylate compounds, the term “(meth)acrylate oligomer” means acrylate oligomers and methacrylate oligomers, and the term “(meth)acrylate monomer” means acrylate monomers and methacrylate monomers, respectively.

[0013] [(a) trifunctional or higher (meth)acrylate compound] The (a) polyfunctional (meth)acrylate compound, which is a constituent of the curable artificial nail composition of the present invention, is a compound having three or more (meth)acryloyl groups in the molecule, and is not particularly limited as long as it is a compound that can be cured by irradiation with energy rays such as light or by heating. The polyfunctional (meth)acrylate compound is preferably one or more (meth)acrylate monomers having three or more (meth)acryloyl groups in the molecule and / or one or more (meth)acrylate oligomers having three or more (meth)acryloyl groups in the molecule.

[0014] (Polyfunctional (meth)acrylate monomer) Examples of the (meth)acrylate monomers having three or more functional groups include tri(meth)acrylate monomers such as glycerin tri(meth)acrylate, trimethylolpropane tri(meth)acrylate, ditrimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, dipentaerythritol tri(meth)acrylate, tris(meth)acryloyloxyethyl phosphate, tris(acryloxyethyl)isocyanurate, and triacryl formal; tetra(meth)acrylate monomers such as diglycerin tetra(meth)acrylate, dimethylolpropane tetra(meth)acrylate, ditrimethylolpropane tetra(meth)acrylate, pentaerythritol tetra(meth)acrylate, and dipentaerythritol tetra(meth)acrylate; polypentaerythritol poly(meth)acrylate such as dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, tripentaerythritol hexa(meth)acrylate, tetrapentaerythritol hexa(meth)acrylate, and tripentaerythritol octa(meth)acrylate, (meth)acrylate monomers having four or more (meth)acrylate groups such as tri(meth)acrylate of isocyanuric acid, triazine tri(meth)acrylate, ethoxylated isocyanuric acid triacrylate, and ethoxylated pentaerythritol tetraacrylate; modified products such as alkylene oxide modified products (ethylene oxide modified products, propylene oxide modified products, butylene oxide modified products, etc.), ε-caprolactone modified products, δ-valerolactone modified products, γ-butyrolactone modified products, β-propiolactone modified products, and polycarboxylic acid modified products (such as succinic acid modified products) of these (meth)acrylate monomers having three or more functional groups; and one or more selected from the group consisting of these.

[0015] Among these, at least one selected from the group consisting of trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol hexa(meth)acrylate, tetrapentaerythritol hexa(meth)acrylate, and tripentaerythritol octa(meth)acrylate is preferable.

[0016] ((Meth)acrylate oligomer having three or more functional groups) The (meth)acrylate oligomer having three or more functional groups is not particularly limited. For example, (i) a (meth)acrylate oligomer having at least one selected from the group consisting of a urethane bond, a bond formed by ring-opening reaction of an epoxy group, an ester bond, an ether bond, a urea bond, a carbonate bond, and an amide bond in the main skeleton (main chain), (ii) a (meth)acrylate oligomer having a molecular chain formed by polymerization of at least one monomer selected from the group consisting of styrene-based, (meth)acrylic-based, olefin-based, and diene-based monomers in the main skeleton (main chain), and the like. At least one selected from the group consisting of these can be mentioned.

[0017] In the (meth)acrylate oligomer having three or more functional groups, the number of (meth)acryloyl groups contained in one molecule is not particularly limited as long as it is 3 or more. From the viewpoints of the curability of the curable artificial nail composition, the hardness of the cured coating film, etc., it is 3 or more, and can be, for example, 10 or less, preferably 8 or less. The number of (meth)acryloyl groups can be confirmed by analyzing using infrared absorption spectroscopy (IR), nuclear magnetic resonance method (NMR), gas chromatography-mass spectrometry (GC / MS), etc.

[0018] The weight average molecular weight of the (meth)acrylate oligomer having three or more functional groups is not particularly limited. For example, it is 1,000 or more, preferably 1,200 or more, more preferably 1,500 or more, and for example, 100,000 or less, preferably 50,000 or less, more preferably 30,000 or less. By setting the range of the weight average molecular weight within such a range, the durability of the cured coating film can be improved while maintaining low viscosity.

[0019] In the present invention, as the trifunctional or higher (meth)acrylate oligomer, it is preferable to use one or more selected from the group consisting of trifunctional or higher urethane (meth)acrylate oligomers (meth)acrylate oligomers having a urethane bond in the main chain), trifunctional or higher epoxy (meth)acrylate oligomers (meth)acrylate oligomers having a molecular chain generated by the ring-opening reaction of an epoxy group), trifunctional or higher ether (meth)acrylate oligomers (meth)acrylate oligomers having an ether bond in the main chain), trifunctional or higher ester (meth)acrylate oligomers (meth)acrylate oligomers having an ester bond in the main chain), and the like.

[0020] Examples of the trifunctional or higher urethane (meth)acrylate oligomer include (i) a reaction product obtained by reacting a polyisocyanate with a (meth)acrylate having a hydroxyl group; (ii) a reaction product obtained by reacting a hydroxyl group-containing (meth)acrylate with an isocyanate group-containing urethane prepolymer obtained by reacting a polyisocyanate with a polyol under conditions of an excess of isocyanate groups; (iii) a reaction product obtained by reacting a (meth)acrylate having an isocyanate group with a hydroxyl group-containing urethane prepolymer obtained by reacting a polyisocyanate with a polyol under conditions of an excess of hydroxyl groups; and the like. To obtain a trifunctional or higher urethane (meth)acrylate oligomer, the molar ratio and the number of functional groups of the components used in the reaction are adjusted so that the molecule has three or more (meth)acryloyl groups. In the present invention, the trifunctional or higher urethane (meth)acrylate oligomer which is the reaction product of the above (i) and / or (ii) is preferable.

[0021] The polyisocyanate used in the production of urethane (meth)acrylate oligomers having three or more functional groups is not particularly limited as long as it is a compound having two or more isocyanate groups in the molecule. For example, aliphatic polyisocyanates such as 1,6-hexamethylene diisocyanate, 1,5-pentamethylene diisocyanate, 2,2,4-trimethylhexamethylene diisocyanate, lysine diisocyanate, lysine triisocyanate; alicyclic diisocyanates such as 1,4-cyclohexane diisocyanate, hydrogenated xylylene diisocyanate, hydrogenated tolylene diisocyanate, isophorone diisocyanate, 4,4'-dicyclohexylmethane diisocyanate, 1,3-bis(isocyanatomethyl)cyclohexane, methylcyclohexane diisocyanate, norbornane diisocyanate; aromatic diisocyanates such as 4,4'-diphenylmethane diisocyanate (MDI), 4,4'-diphenyldimethylmethane diisocyanate, 4,4'-dibenzyl isocyanate, 1,3-phenylene diisocyanate, 1,4-phenylene diisocyanate, tolylene diisocyanate, m-tetramethylxylylene diisocyanate, xylylene diisocyanate, tetramethylxylylene diisocyanate, 2,6-diisocyanate-benzyl chloride, polymethylene polyphenyl polyisocyanate, phenylene diisocyanate, xylylene diisocyanate, tetramethylxylylene diisocyanate, 1,5-naphthylene diisocyanate; polyisocyanate derivatives which are biuret bodies, nurate bodies, adduct bodies, allophanate bodies, carbodiimide bodies, multimers, blocked bodies of these polyisocyanate compounds; etc. One or more selected from the group consisting of these are mentioned.

[0022] The polyol used in the production of urethane (meth)acrylate oligomers having three or more functional groups is not particularly limited as long as it is a compound having one or more hydroxyl groups in the molecule. For example, one or more selected from the group consisting of aliphatic polyols, alicyclic polyols, aromatic polyols, polyether polyols, polyester polyols, polycarbonate polyols, polyolefin polyols, (meth)acrylic polyols, etc. can be mentioned. When using polymer polyol as the polyol component, its weight average molecular weight can be, for example, 200 or more, preferably 300 or more, and can be, for example, 3,000 or less, preferably 2,000 or less.

[0023] Examples of the aliphatic polyol include aliphatic alcohols such as ethylene glycol, diethylene glycol, triethylene glycol, polyethylene glycol, propylene glycol, dipropylene glycol, polypropylene glycol, co(polyethylene oxide-propylene oxide)diol, trimethylene glycol, polytetramethylene glycol, dimethylolpropane, neopentyl glycol, 2,2-diethyl-1,3-propanediol, 2-butyl-2-ethyl-1,3-propanediol, 1,4-tetramethylene diol, 1,3-tetramethylene diol, 2-methyl-1,3-trimethylene diol, 1,5-pentamethylene diol, 1,6-hexamethylene diol, 3-methyl-1,5-pentamethylene diol, 2,4-diethyl-1,5-pentamethylene diol, 1,9-nonanediol, 2-methyl-1,8-octanediol, glycerin, trimethylolpropane, trimethylolethane, pentaerythritol, dipentaerythritol; sugar alcohols such as xylitol, sorbitol; etc. One or more selected from the group consisting of these can be mentioned.

[0024] Examples of the alicyclic polyol include one or more selected from the group consisting of cyclohexane diols such as 1,4-cyclohexane diol, cyclohexyl dimethanol; hydrogenated bisphenols such as hydrogenated bisphenol A; tricyclodecane dimethanol; etc.

[0025] Examples of the aromatic polyol include one or more selected from the group consisting of bisphenol A, bisphenol F, bisphenol S, ethoxylated bisphenol A, and the like.

[0026] Examples of the polyether polyol include polyols that are polyoxyalkylene glycols such as polyethylene glycol, polypropylene glycol, polytetramethylene glycol, polybutylene glycol, polypentamethylene glycol, polyhexamethylene glycol, etc.; polyols that are homo- or random or block copolymers obtained from cyclic ethers such as ethylene oxide, propylene oxide, butylene oxide, tetrahydrofuran, etc.; and one or more selected from the group consisting of the like.

[0027] Examples of the polyester polyol include polyols obtained by reacting a polyhydric alcohol with a polyvalent carboxylic acid; polyols obtained by ring-opening polymerization of a cyclic ester (lactone); polyols obtained from a polyhydric alcohol, a polyvalent carboxylic acid, and a cyclic ester; and one or more selected from the group consisting of the like.

[0028] Examples of the polycarbonate polyol include polyols obtained by reacting a polyhydric alcohol with phosgene; polyols obtained by ring-opening polymerization of a cyclic carbonate (such as alkylene carbonates like ethylene carbonate, trimethylene carbonate, tetramethylene carbonate, hexamethylene carbonate, etc.); and one or more selected from the group consisting of the like.

[0029] Examples of the polyolefin polyol include polyols having a hydroxyl group at the terminal of an olefin homopolymer or copolymer obtained by polymerizing one or more of ethylene, propylene, butene, butadiene, isoprene, etc.; polyols obtained by hydrogenating polyols having a hydroxyl group at the terminal of these olefin homopolymers or copolymers; and one or more selected from the group consisting of the like.

[0030] Examples of the (meth)acrylic polyol include polyols obtained by polymerizing a monomer component containing a (meth)acrylic acid ester and a monomer containing a hydroxyl group; polyols obtained by reacting a (meth)acrylic polymer having a glycidyl group in the side chain with a carboxylic acid such as (meth)acrylic acid; polyols obtained by reacting a (meth)acrylic polymer having a carboxylic acid in the side chain with a glycidyl group-containing compound; and one or more selected from the group consisting of these.

[0031] The (meth)acrylate having a hydroxyl group used in the production of a trifunctional or higher urethane (meth)acrylate oligomer is not particularly limited as long as it is a compound having one or more (meth)acryloyl groups and one or more hydroxyl groups in the molecule. For example, 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 3-hydroxybutyl (meth)acrylate, 1-hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, 6-hydroxyhexyl (meth)acrylate, 8-hydroxyoctyl (meth)acrylate, 10-hydroxydecyl (meth)acrylate, 12-hydroxylauryl (meth)acrylate, 2-hydroxyethyl acryloyl phosphate, 2-(meth)acryloyloxyethyl-2-hydroxypropyl phthalate, polyethylene glycol mono(meth)acrylate, polypropylene glycol mono(meth)acrylate, tris(hydroxyethyl)isocyanuric acid di(meth)acrylate, pentaerythritol diacrylate, pentaerythritol tri(meth)acrylate, dipentaerythritol penta(meth)acrylate, trimethylolpropane di(meth)acrylate, trimethylolethane di(meth)acrylate, glycerin di(meth)acrylate, 2-hydroxy-3-acryloyl-oxypropyl methacrylate, addition reaction products of these (meth)acrylates with cyclic esters such as ε-caprolactone and alkylene oxides such as ethylene oxide, propylene oxide, and butylene oxide; and one or more selected from the group consisting of these.

[0032] In the production of a urethane (meth)acrylate oligomer having three or more functional groups, the isocyanate group-containing (meth)acrylate used is not particularly limited as long as it is a compound having one or more (meth)acryloyl groups and one or more (blocked) isocyanate groups in the molecule. For example, 2-isocyanatoethyl (meth)acrylate, 3-isocyanatopropyl (meth)acrylate, 2-isocyanato-1-methylethyl (meth)acrylate, 2-isocyanato-1,1-dimethylethyl (meth)acrylate, 5-(meth)acryloyloxy-3-oxypentyl isocyanate, 4-isocyanatocyclohexyl (meth)acrylate, 2-(2-isocyanatoethoxy)ethyl (meth)acrylate, 1,1-bis((meth)acryloyloxymethyl)ethyl isocyanate, 2-(2-(meth)acryloyloxyethyloxy)ethyl isocyanate, and one or more selected from the group consisting of compounds obtained by blocking the isocyanate groups of these isocyanate group-containing (meth)acrylates with a blocking agent.

[0033] As the urethane (meth)acrylate oligomer having three or more functional groups, one or more selected from those having one or more selected from the group consisting of a polyether skeleton, a polycarbonate skeleton, an acrylic skeleton, and a polyolefin skeleton can be selected and used. Among them, one or more of a polyether-based urethane (meth)acrylate oligomer having a polyether skeleton and / or a polycarbonate-based urethane (meth)acrylate oligomer having a polycarbonate skeleton are preferable.

[0034] Examples of the epoxy (meth)acrylate oligomer having three or more functional groups include oligomers having a molecular chain generated by a ring-opening reaction of an epoxy group, and for example, one or more such as a reaction product obtained by reacting a polyfunctional epoxy resin with a (meth)acrylate having a functional group that reacts with an epoxy group.

[0035] Examples of the polyfunctional (meth)acrylate oligomers having three or more functional groups include, for example, (i) one or more selected from the group consisting of compounds having a hydroxyl group and a (meth)acryloyl group in the molecule, (meth)acrylic acid, and compounds having a carboxyl group and a (meth)acryloyl group in the molecule, which are reacted with the hydroxyl groups of aliphatic polyether polyols or the hydroxyl groups of aromatic polyether polyols, and reaction products obtained thereby, and the like.

[0036] Examples of the polyfunctional ester (meth)acrylate oligomers having three or more functional groups include, for example, one or more reaction products obtained by reacting a carboxyl group and / or a hydroxyl group of an ester oligomer obtained by reacting a polyol and a polyvalent carboxylic acid with a compound having a hydroxyl group and a (meth)acryloyl group in the molecule and / or (meth)acrylic acid or an acrylic compound having a carboxyl group.

[0037] In the present invention, from the viewpoints of adhesion and durability of the curable artificial nail composition and / or its cured coating film, it is preferable that the polyfunctional (meth)acrylate oligomer having three or more functional groups contains one or more polyfunctional urethane (meth)acrylate oligomers, particularly urethane (meth)acrylate having an alicyclic structure in the molecule. By including a polyvalent or higher urethane (meth)acrylate oligomer in the curable artificial nail composition, a cured coating film excellent in stretchability, adhesion, and strength can be obtained. The number of (meth)acryloyl groups contained in one molecule of the polyfunctional urethane (meth)acrylate oligomer having three or more functional groups is not particularly limited as long as it is 3 or more. From the viewpoints of the curability of the curable artificial nail composition and the hardness of the cured coating film, etc., it is preferably 4 or more, more preferably 6 or more, for example, 12 or less, preferably 10 or less, more preferably 8 or less.

[0038] In the present invention, from the viewpoints of adhesion, durability, etc. of the curable artificial nail composition and / or its cured coating film, as the trifunctional or higher (meth)acrylate compound, it preferably contains one or more trifunctional or higher urethane (meth)acrylate oligomers, and more preferably contains a hexafunctional or higher urethane (meth)acrylate, particularly a hexafunctional or higher polyurethane (meth)acrylate oligomer having a weight average molecular weight of 1,200 or more and 5,000 or less.

[0039] <(Content of trifunctional or higher (meth)acrylate compound)> In the curable artificial nail composition of the present invention, the content of (a) trifunctional or higher (meth)acrylate compound is not particularly limited. With respect to 100% by mass of the total amount of the curable artificial nail composition, for example, it can be 10% by mass or more, preferably 15% by mass or more, more preferably 20% by mass or more, and for example, 50% by mass or less, preferably 45% by mass or less, more preferably less than 40% by mass. When the content of (a) trifunctional or higher (meth)acrylate compound exceeds 50% by mass, the cured coating film of the curable artificial nail composition may become brittle and the cured coating film may be prone to cracking, and the heat generation temperature during curing may increase. When the content of (a) trifunctional or higher (meth)acrylate compound is less than 10% by mass, the curability of the curable artificial nail composition may decrease, resulting in poor curing, and there may be a residue of unreacted components on the surface of the cured coating film.

[0040] [(b) Cationic polymerizable compound having two or less functional groups and / or radical polymerizable compound having two or less functional groups] Among the (b) cationic polymerizable compound having two or less functional groups and / or radical polymerizable compound having two or less functional groups, which are components of the curable artificial nail composition of the present invention, the cationic polymerizable compound having two or less functional groups is a compound having one or two cationic polymerizable groups in the molecule, and the radical polymerizable compound having two or less functional groups is a compound having one or two radical polymerizable groups in the molecule. These are all compounds that can be cured by irradiating energy rays such as light or by heating. (b) As the cationic polymerizable compound having 2 or less functional groups and / or the radical polymerizable compound having 2 or less functional groups, only the cationic polymerizable compound having 2 or less functional groups may be used, only the radical polymerizable compound having 2 or less functional groups may be used, or the cationic polymerizable compound having 2 or less functional groups and the radical polymerizable compound having 2 or less functional groups may be used in combination. In the present invention, as the cationic polymerizable compound having 2 or less functional groups, a 2-functional or less epoxy compound having one or two epoxy groups in the molecule can be used, and as the radical polymerizable compound having 2 or less functional groups, a 2-functional or less (meth)acrylate compound having one or two (meth)acryloyl groups in the molecule can be used, respectively.

[0041] <Cationic polymerizable compound having 2 or less functional groups> The cationic polymerizable compound having 2 or less functional groups has one or two cationic polymerizable groups in the molecule and is a compound that polymerizes by a cation and / or an acid generated from a cationic polymerization initiator. The cationic polymerizable compound having 2 or less functional groups may be a monomer, a polymer or an oligomer. The cationic polymerizable compound having 2 or less functional groups may be used alone or in combination of two or more.

[0042] Examples of the cationic polymerizable group of the cationic polymerizable compound having 2 or less functional groups include an epoxy group, an oxetanyl group, a vinyl ether group and the like. In the present invention, it is preferable that the cationic polymerizable group is an epoxy group and / or a vinyl ether group.

[0043] (Cationic polymerizable compound having 2 or less functional groups having an epoxy group) Examples of the cationic polymerizable compound having 2 or less functional groups having an epoxy group include 2-functional or less epoxy compounds having one or two epoxy groups in the molecule. For example, one or more selected from the group consisting of aliphatic epoxy compounds, alicyclic epoxy compounds, aromatic epoxy compounds and the like can be mentioned.

[0044] Examples of the aliphatic epoxy compound include compounds having an aliphatic group such as an alkyl group and an epoxy group in the molecule. Examples of the aliphatic epoxy compound include alkylene oxides having 4 or more carbon atoms such as butylene oxide, pentylene oxide, hexylene oxide, heptylene oxide, and octylene oxide; glycidyl ethers of alcohols having no cyclic structure of monovalent or higher such as methanol, ethanol, 1-propyl alcohol, isopropyl alcohol, allyl alcohol, 1-butanol, ethylene glycol, 1,2-propanediol, 1,3-propanediol, 1,4-butanediol, neopentyl glycol, 1,6-hexanediol, diethylene glycol, triethylene glycol, tetraethylene glycol, dipropylene glycol, polyethylene glycol, polypropylene glycol, glycerin, diglycerin, erythritol, trimethylolethane, trimethylolpropane, pentaerythritol, dipentaerythritol, sorbitol, polyether polyol, polyester polyol, polycarbonate polyol, polyolefin polyol, etc.; glycidyl esters of carboxylic acids of monovalent or higher such as acetic acid, propionic acid, butyric acid, stearic acid, adipic acid, sebacic acid, maleic acid, and itaconic acid; epoxidized products of oils and fats having double bonds such as epoxidized linseed oil, epoxidized soybean oil, and epoxidized castor oil; epoxidized products of polyolefins and polyalkadienes such as epoxidized polybutadiene; and one or more selected from the group consisting of the above.

[0045] Examples of the alicyclic epoxy compound include compounds having an alicyclic epoxy group which is an epoxy group composed of two adjacent carbon atoms and an oxygen atom constituting an alicyclic ring in the molecule, or compounds having an alicyclic ring and an epoxy group in the molecule.

[0046] Examples of the compound having an alicyclic epoxy group include one or more selected from the group consisting of 3,4-epoxycyclohexylmethyl-3,4-epoxycyclohexanecarboxylate, 3,4-epoxy-1-methylcyclohexyl-3,4-epoxy-1-methylhexanecarboxylate, 6-methyl-3,4-epoxycyclohexylmethyl-6-methyl-3,4-epoxycyclohexanecarboxylate, 3,4-epoxy-3-methylcyclohexylmethyl-3,4-epoxy-3-methylcyclohexanecarboxylate, 3,4-epoxy-5-methylcyclohexylmethyl-3,4-epoxy-5-methylcyclohexanecarboxylate, 2-(3,4-epoxycyclohexyl-5,5-spiro-3,4-epoxy)cyclohexane metadioxane, bis(3,4-epoxycyclohexylmethyl) adipate, 3,4-epoxy-6-methylcyclohexylcarboxylate, methylene bis(3,4-epoxycyclohexane), dicyclopentadiene diepoxide, ethylene bis(3,4-epoxycyclohexanecarboxylate), and the like.

[0047] Examples of the compound having an alicyclic ring and an epoxy group include glycidyl ethers of alicyclic alcohols. Examples of the glycidyl ethers of alicyclic alcohols include hydrides of bisphenol type epoxy compounds (hydrogenated bisphenol type epoxy compounds) such as 2,2-bis[4-(2,3-epoxypropoxy)cyclohexyl]propane, 2,2-bis[3,5-dimethyl-4-(2,3-epoxypropoxy)cyclohexyl]propane, bis[o,o-(2,3-epoxypropoxy)cyclohexyl]methane, bis[o,p-(2,3-epoxypropoxy)cyclohexyl]methane, bis[p,p-(2,3-epoxypropoxy)cyclohexyl]methane, bis[3,5-dimethyl-4-(2,3-epoxypropoxy)cyclohexyl]methane; hydrogenated biphenol type epoxy compounds; hydrogenated phenol novolac type epoxy compounds; hydrogenated cresol novolac type epoxy compounds; hydrogenated cresol novolac type epoxy compounds of bisphenol A; hydrogenated naphthalene type epoxy compounds; hydrogenated products of trisphenol methane type epoxy compounds, etc., and one or more selected from the group consisting of these are mentioned.

[0048] Examples of the aromatic epoxy compound include compounds having an aromatic group such as a phenyl group and an epoxy group in the molecule. Examples of the aromatic epoxy compound include bisphenol A type epoxy resin, bisphenol F type epoxy resin, bisphenol S type epoxy resin, fluorene bisphenol type epoxy resin, phenol novolac type epoxy resin, cresol novolac type epoxy resin, bisphenol A novolac type epoxy resin, bisphenol F novolac type epoxy resin, tetramethyl bisphenol type epoxy resin, 3',4'-epoxycyclohexylmethyl-3,4-epoxycyclohexanecarboxylate (bi-7-oxabicyclo[4,1,0]heptane), 3,4-epoxycyclohexylmethyl (meth)acrylate, (3,3',4,4'-diepoxy)bicyclohexyl, dicyclopentadiene dimethanol diglycidyl ether, xylene-novolac type glycidyl ether, etc., and one or more selected from the group consisting of these are mentioned.

[0049] (Cationic polymerizable compound having an oxetanyl group and having 2 or less functional groups) Examples of the cationic polymerizable compound having an oxetanyl group and having 2 or less functional groups include 3,3-bis(vinyl oxymethyl)oxetane, 3-ethyl-3-hydroxymethyloxetane, 3-ethyl-3-(2-ethylhexyloxymethyl)oxetane, 3-ethyl-3-(hydroxymethyl)oxetane, 3-ethyl-3-[(phenoxy)methyl]oxetane, 3-ethyl-3-(hexyloxymethyl)oxetane, 3-ethyl-3-(chloromethyl)oxetane, 3,3-bis(chloromethyl)oxetane, 1,4-bis[(3-ethyl-3-oxetanylmethoxy)methyl]benzene, bis([1-ethyl(3-oxetanyl)]methyl)ether, 4,4'-bis[(3-ethyl-3-oxetanyl)methoxymethyl]bicyclohexyl, 4,4'-bis[3-ethyl-(3-oxetanyl)methoxymethyl]biphenyl, 1,4-bis[(3-ethyl-3-oxetanyl)methoxymethyl]cyclohexane, 1,4-bis([(3-ethyl-3-oxetanyl)methoxy]methyl)benzene, 3-ethyl-3([(3-ethyloxetane-3-yl)methoxy]methyl)oxetane, xylylene bisoxetane, and the like. One or more oxetane compounds selected from the group consisting of these are mentioned.

[0050] (Cationic polymerizable compound having a vinyl ether group and having 2 or less functional groups) Examples of the cationically polymerizable compound having a vinyl ether group and having two or less functional groups include aryl vinyl ethers such as phenyl vinyl ether; alkyl vinyl ethers such as n-butyl vinyl ether and n-octyl vinyl ether; cycloalkyl vinyl ethers such as cyclohexyl vinyl ether; vinyl ethers having a hydroxyl group such as 2-hydroxyethyl vinyl ether, diethylene glycol monovinyl ether, and 2-hydroxybutyl vinyl ether; polyfunctional vinyl ethers such as hydroquinone divinyl ether, 1,4-butanediol divinyl ether, cyclohexane divinyl ether, cyclohexanedimethanol divinyl ether, ethylene glycol divinyl ether, diethylene glycol divinyl ether, and triethylene glycol divinyl ether; and one or more vinyl ether compounds selected from the group consisting of these.

[0051] In the present invention, as the cationically polymerizable compound having two or less functional groups, a cationically polymerizable compound having two or less functional groups and having an epoxy group and / or a cationically polymerizable compound having two or less functional groups and having a vinyl ether group are preferable, and among these, one or more selected from the group consisting of aliphatic epoxy resins such as alkylene oxides, aromatic epoxy resins, alicyclic epoxy resins, vinyl ether compounds, etc. are more preferable.

[0052] <Radical polymerizable compound having two or less functional groups> The radical polymerizable compound having two or less functional groups has one or two radical polymerizable groups in the molecule and is a compound that polymerizes by radicals generated from a radical polymerization initiator. The radical polymerizable group of the radical polymerizable compound having two or less functional groups is preferably an ethylenically unsaturated group, and examples thereof include (meth)acryloyl group, vinyl group, allyl group, styryl group, alkenyl group, alkenylene group, maleimide group, etc. In the present invention, it is preferable that the radical polymerizable group is one or more selected from the (meth)acryloyl group, vinyl group, allyl group, and styryl group.

[0053] As the radical polymerizable compound having two or less functional groups, it is preferably one or more of radical polymerizable monomers having one or two radical polymerizable groups in the molecule and / or one or more of radical polymerizable oligomers having one or two radical polymerizable groups in the molecule. As the radical polymerizable compound having two or less functional groups, it is preferable to use a (meth)acrylate compound having one or two (meth)acryloyl groups in the molecule. In particular, it preferably contains a radical polymerizable oligomer having two or less functional groups and a molecular weight of 1,500 or more, particularly a (meth)acrylate oligomer having two or less functional groups and a molecular weight of 1,500 or more, and a radical polymerizable monomer having two or less functional groups and a molecular weight of less than 1,500, particularly a (meth)acrylate monomer having two or less functional groups and a molecular weight of less than 1,500. The radical polymerizable compound having two or less functional groups may contain a cationic polymerizable group in addition to the radical polymerizable group. In this case, the total of the radical polymerizable group and the cationic polymerizable group is not particularly limited, but is preferably 2 or less.

[0054] (Radical polymerizable monomer having two or less functional groups) Examples of the radical polymerizable monomer having two or less functional groups include one or more selected from the group consisting of (meth)acrylate monomers, vinyl monomers (styrene-based monomers, vinyl ether monomers, vinyl ester monomers, vinyl ketone monomers, N-vinyl monomers, etc.), allyl monomers (allyl ether monomers, allyl ester monomers, etc.), unsaturated carboxylic acid monomers (maleic acid ester monomers, fumaric acid ester monomers, itaconic acid ester monomers, cinnamic acid ester monomers, crotonic acid ester monomers, etc.), maleimide monomers, unsaturated nitrile monomers, etc. Among these, it preferably contains one or more selected from the group consisting of highly reactive (meth)acrylate monomers, vinyl monomers, and allyl monomers, and more preferably contains a (meth)acrylate monomer. The molecular weight of the radical polymerizable monomer having two or less functional groups is preferably less than 1,500, preferably less than 1,000, and more preferably less than 500.

[0055] Examples of the (meth)acrylate monomer include one or more selected from monofunctional (meth)acrylate monomers having one (meth)acryloyl group and difunctional (meth)acrylate monomers having two (meth)acryloyl groups.

[0056] Examples of the functional (meth)acrylate monomers include aliphatic (meth)acrylate compounds such as methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, t-butyl (meth)acrylate, butoxyethyl (meth)acrylate, isoamyl (meth)acrylate, neopentyl (meth)acrylate, hexyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, heptyl (meth)acrylate, octylheptyl (meth)acrylate, nonyl (meth)acrylate, decyl (meth)acrylate, lauryl (meth)acrylate, stearyl (meth)acrylate; alicyclic (meth)acrylate compounds such as cyclohexyl (meth)acrylate, isobornyl (meth)acrylate, dicyclopentanyl (meth)acrylate, dicyclopentenyl (meth)acrylate, dicyclopentenyl oxyethyl (meth)acrylate, dicyclopentanyl (meth)acrylate, adamantyl (meth)acrylate, 2-ethyl-2-adamantyl (meth)acrylate, 3-hydroxy-1-adamantyl (meth)acrylate; aromatic (meth)acrylate compounds such as benzyl (meth)acrylate, phenyl (meth)acrylate, o-biphenyl (meth)acrylate, 1-naphthyl (meth)acrylate, 2-naphthyl (meth)acrylate, phenoxyethyl (meth)acrylate, p-cumylphenoxyethyl (meth)acrylate, o-phenylphenoxyethyl (meth)acrylate, 1-naphthoxyethyl (meth)acrylate, 2-naphthoxyethyl (meth)acrylate, phenoxypolyethylene glycol (meth)acrylate, nonylphenoxypolyethylene glycol (meth)acrylate, phenoxypolypropylene glycol (meth)acrylate, 2-hydroxy-3-phenoxypropyl (meth)acrylate, 2-hydroxy-3-(o-phenylphenoxy)propyl (meth)acrylate, 2-hydroxy-3-(1-naphthoxy)propyl (meth)acrylate, 2-hydroxy-3-(2-naphthoxy)propyl (meth)acrylate;(Meth)acrylate compounds having a hydroxyl group such as 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, 3-chloro-2-hydroxypropyl (meth)acrylate, polyethylene glycol mono(meth)acrylate, polypropylene glycol mono(meth)acrylate, pentaerythritol mono(meth)acrylate; (Meth)acrylate compounds having an ether bond such as methoxypolyethylene glycol (meth)acrylate, ethoxypolyethylene glycol (meth)acrylate, methoxypolypropylene glycol (meth)acrylate, ethoxypolypropylene glycol (meth)acrylate, methoxyethyl (meth)acrylate; (Meth)acrylate compounds having a carboxyl group such as (meth)acrylic acid, succinic acid mono(2-(meth)acryloyloxyethyl), phthalic acid mono(2-(meth)acryloyloxyethyl), maleic acid mono(2-(meth)acryloyloxyethyl), ω-carboxy-polycaprolactone mono(meth)acrylate, mono(2-(meth)acryloyloxyethyl) succinate, adipic acid 1,6-hexanediol (meth)acrylate;(Meth)acrylate compounds having a nitrogen atom such as N,N-dimethylaminoethyl (meth)acrylate, N,N-diethylaminoethyl (meth)acrylate, N-t-butylaminoethyl (meth)acrylate, N,N-dimethyl(meth)acrylamide, N-methylol(meth)acrylamide, N-isopropyl(meth)acrylamide, N,N-dimethylaminopropyl (meth)acrylamide, diacetone(meth)acrylamide, (meth)acrylamide, N-methyl(meth)acrylamide, N-hydroxyethyl (meth)acrylamide, N-ethyl (meth)acrylamide, N-methoxymethyl (meth)acrylamide, N-butoxymethyl (meth)acrylamide, N,N-diethyl (meth)acrylamide, N,N-dipropyl (meth)acrylamide, N,N-diisopropyl (meth)acrylamide, N,N-dibutyl (meth)acrylamide, N,N-diisobutyl (meth)acrylamide, N,N-di-t-butyl (meth)acrylamide, N,N-diheptyl (meth)acrylamide, N,N-dioctyl (meth)acrylamide, N,N-di-t-octyl (meth)acrylamide, N,N-didodecyl (meth)acrylamide, N,N-dioctadecyl (meth)acrylamide, N,N-dimethylaminopropyl (meth)acrylamide, N,N-dimethylaminoethyl (meth)acrylate, 2-(meth)acryloyloxyethyl isocyanate; (Meth)acrylate compounds having a phosphorus atom such as 2-((meth)acryloyloxy)ethyl phosphate, (meth)acryloyloxypropyl phosphate, caprolactone-modified (meth)acryloyloxyethyl phosphate, ethyl hexanoate (meth)acrylate phosphate, pentyl propanoate (meth)acrylate phosphate; (Meth)acrylate compounds having a silicon atom such as 3-(meth)acryloxypropyltrimethoxysilane;One or more selected from the group consisting of heterocyclic ring-containing (meth)acrylate compounds such as glycidyl (meth)acrylate, 3,4-epoxycyclohexylmethyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate glycidyl ether, (3-ethyloxetane-3-yl)methyl (meth)acrylate, 4-(meth)acryloyloxymethyl-2-cyclohexyl-1,3-dioxolane, (2-methyl-2-ethyl-1,3-dioxolan-4-yl)methyl (meth)acrylate, cyclic trimethylolpropane formal (meth)acrylate, (2-isobutyl-2-methyl-1,3-dioxolan-4-yl)methyl (meth)acrylate, (2-methyl-2-methyl-1,3-dioxolan-4-yl)methyl (meth)acrylate, (1,4-dioxaspiro[4,5]decane-2-yl)methyl (meth)acrylate, tetrahydrofurfuryl (meth)acrylate, tetrafurfuryl alcohol oligo (meth)acrylate, alkoxylated tetrahydrofurfuryl (meth)acrylate, (3-ethyloxetane-3-yl)methyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate glycidyl ether, (meth)acryloylmorpholine, N-(meth)acryloyloxyethylhexahydrophthalimide, pentamethylpiperidyl (meth)acrylate, N-(meth)acryloxysuccinimide, N-(meth)acryloxyphthalimide; etc.;

[0057] Examples of the bifunctional (meth)acrylate monomers include ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, tetraethylene glycol di(meth)acrylate, polyethylene glycol di(meth)acrylate, propylene glycol di(meth)acrylate, dipropylene glycol di(meth)acrylate, tripropylene glycol di(meth)acrylate, tetrapropylene glycol di(meth)acrylate, polypropylene glycol di(meth)acrylate, 1,3 - butanediol di(meth)acrylate, 1,4 - butanediol di(meth)acrylate, neopentyl glycol di(meth)acrylate, 3 - methyl - 1,5 - pentanediol di(meth)acrylate, 1,6 - hexanediol di(meth)acrylate, 2 - butyl - 2 - ethyl - 1,3 - propanediol di(meth)acrylate, 1,9 - nonanediol di(meth)acrylate, 1,10 - decanediol di(meth)acrylate, glycerin di(meth)acrylate, diglycerin di(meth)acrylate, dimethylolpropane di(meth)acrylate, trimethylolpropane di(meth)acrylate, ditrimethylolpropane di(meth)acrylate, pentaerythritol di(meth)acrylate, pentaerythritol di(meth)acrylate monostearate, dipentaerythritol di(meth)acrylate, tricyclodecane dimethanol di(meth)acrylate, hydroxypivalic acid neopentyl glycol di(meth)acrylate, ethylene bis(meth)acrylamide, 2 - hydroxy - 3 - (meth)acryloyloxypropyl (meth)acrylate, 2,2 - bis[4 - ((meth)acryloyloxy·diethoxy)phenyl]propane, 2,2 - bis[4 - ((meth)acryloyloxy·polyethoxy)phenyl]propane, 2,2 - bis(4 - (meth)acryloxyethoxyphenyl)propane, 2,2 - bis(4 - (meth)acryloxypolyethoxyphenyl)propane, bis(4 - (meth)acryloxyphenyl)sulfide, bis(4 - (meth)acryloylthiophenyl)sulfide, 9,One or more selected from the group consisting of phosphate ester-based di(meth)acrylates such as 9-bis(4-(2-(meth)acryloyloxyethoxy)phenyl)fluorene, 9,9-bis(4-(2-(2-(meth)acryloyloxyethoxy)ethoxy)phenyl)fluorene, bisphenol A diglycidyl ether di(meth)acrylate, ethoxylated propylene glycol di(meth)acrylate, ethoxylated polypropylene glycol di(meth)acrylate, ethoxylated 2-methyl-1,3-propanediol di(meth)acrylate, ethoxylated bisphenol A di(meth)acrylate, propoxylated bisphenol A di(meth)acrylate, ethoxylated bisphenol F di(meth)acrylate, propoxylated bisphenol F di(meth)acrylate, ethoxylated fluorene di(meth)acrylate, propoxylated fluorene di(meth)acrylate, ethoxylated propoxylated bisphenol A di(meth)acrylate, ethoxylated propoxylated bisphenol F di(meth)acrylate, ethoxylated propoxylated fluorene di(meth)acrylate, di(meth)acrylate isocyanurate, di(meth)acryloyloxyethyl phosphate, di(meth)acryloyloxypropyl phosphate, caprolactone-modified di(meth)acryloyloxyethyl phosphate, di(meth)acrylic acid ethyl hexanoate, di(meth)acrylic acid pentyl propionate, etc. are mentioned.,

[0058] Among these monofunctional (meth)acrylate monomers, aliphatic (meth)acrylate monomers such as methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, t-butyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, neopentyl (meth)acrylate; alicyclic (meth)acrylate compounds such as isobornyl (meth)acrylate, adamantyl (meth)acrylate, cyclohexyl (meth)acrylate; hydroxyl group-containing (meth)acrylates such as 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, hydroxybutyl (meth)acrylate; nitrogen-containing (meth)acrylate compounds such as hydroxyethyl acrylamide, dimethylacrylamide, diethylacrylamide, N-methyl (meth)acrylamide, N-hydroxyethyl (meth)acrylamide, N-ethyl (meth)acrylamide, N-methylol (meth)acrylamide, N,N-dimethylaminopropyl (meth)acrylamide, N,N-dimethylaminoethyl (meth)acrylamide; heterocyclic ring-containing (meth)acrylates such as (meth)acryloylmorpholine, N-(meth)acryloyloxyethylhexahydrophthalimide, tetrahydrofurfuryl (meth)acrylate, (meth)acryloylmorpholine, the content of (2-methyl-2-ethyl-1,3-dioxolan-4-yl)methyl acrylate, etc., one or more selected from the group consisting of such are preferred. Among these bifunctional (meth)acrylate monomers, it is preferable to use one or more selected from the group consisting of ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, tetraethylene glycol di(meth)acrylate, polyethylene glycol di(meth)acrylate, propylene glycol di(meth)acrylate, polypropylene di(meth)acrylate, 1,3-butanediol di(meth)acrylate, 1,4-butanediol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, propoxylated bisphenol A dimethacrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, etc.

[0059] Examples of the vinyl compound and allyl compound as the radical polymerizable compound having two or less functional groups include one or more selected from a monofunctional vinyl monomer or monofunctional allyl monomer having one vinyl group or allyl group, and a bifunctional vinyl monomer or bifunctional allyl monomer having two vinyl groups or allyl groups.

[0060] Examples of the monofunctional vinyl monomer, monofunctional allyl monomer, bifunctional vinyl monomer or bifunctional allyl monomer include one or more selected from the group consisting of styrene, α-methylstyrene, vinyltoluene, α-chlorostyrene, divinylbenzene, vinyl acetate, vinyl propionate, methyl vinyl ether, ethyl vinyl ether, N-vinylpyrrolidone, vinyl pyridine, allyl glycidyl ether, etc.

[0061] ((Meth)acrylate oligomer having two or less functional groups) The bifunctional or less (meth)acrylate oligomers are not particularly limited. For example, (i) (meth)acrylate oligomers having at least one selected from the group consisting of urethane bonds, bonds formed by ring-opening reactions of epoxy groups, ester bonds, ether bonds, urea bonds, carbonate bonds, and amide bonds in the main skeleton (main chain), (ii) (meth)acrylate oligomers having a molecular chain formed by polymerization of at least one monomer selected from the group consisting of styrene-based, (meth)acrylic-based, olefin-based, and diene-based monomers in the main skeleton (main chain), and the like. One or more selected from the group consisting of these are exemplified.

[0062] In the bifunctional or less (meth)acrylate oligomer, the number of (meth)acryloyl groups contained in one molecule is not particularly limited as long as it is 2 or 1. From the viewpoints of the curability of the curable artificial nail composition, the hardness of the cured coating film, etc., it is preferable to contain a bifunctional (meth)acrylate oligomer. The number of (meth)acryloyl groups can be confirmed by the method described in the above "(3-functional or more (meth)acrylate oligomers)", etc.

[0063] The weight average molecular weight of the bifunctional or less (meth)acrylate oligomer is not particularly limited. For example, it is 1,000 or more, preferably 1,200 or more, more preferably 1,500 or more, and for example, 100,000 or less, preferably 50,000 or less, more preferably 40,000 or less. By setting the range of the weight average molecular weight within such a range, the durability of the cured coating film can be improved while maintaining a low viscosity.

[0064] In the present invention, as the bifunctional or lower (meth)acrylate oligomer, one or more selected from the group consisting of a bifunctional or lower urethane (meth)acrylate oligomer (a (meth)acrylate oligomer having a urethane bond in the main chain), a bifunctional or lower epoxy (meth)acrylate oligomer (a (meth)acrylate oligomer having a molecular chain formed by ring-opening reaction of an epoxy group), a bifunctional or lower ether (meth)acrylate oligomer (a (meth)acrylate oligomer having an ether bond in the main chain), a bifunctional or lower ester (meth)acrylate oligomer (a (meth)acrylate oligomer having an ester bond in the main chain), etc. are preferably used. It is more preferable that the bifunctional or lower (meth)acrylate oligomer includes a bifunctional or lower urethane (meth)acrylate oligomer. As the bifunctional or lower urethane (meth)acrylate oligomer, it preferably includes a bifunctional urethane (meth)acrylate having a polyether skeleton or a polycarbonate skeleton in the molecule.

[0065] Examples of the bifunctional or lower urethane (meth)acrylate oligomer include (i) a reaction product obtained by reacting a polyisocyanate with a (meth)acrylate having a hydroxyl group; (ii) a reaction product obtained by reacting a hydroxyl group-containing (meth)acrylate with an isocyanate group-containing urethane prepolymer obtained by reacting a polyisocyanate with a polyol under conditions of an excess of isocyanate groups; (iii) a reaction product obtained by reacting an isocyanate group-containing (meth)acrylate with a hydroxyl group-containing urethane prepolymer obtained by reacting a polyisocyanate with a polyol under conditions of an excess of hydroxyl groups; and the like. One or more selected from the group consisting of these may be mentioned. In order to obtain a bifunctional or lower urethane (meth)acrylate oligomer, by adjusting the molar ratio and the number of functional groups of the components used in the reaction, the molecule is made to have two or one (meth)acryloyl group. In the present invention, a urethane (meth)acrylate oligomer of a bifunctional or lower (meth)acrylate oligomer which is a reaction product of the above (i) and / or (ii) is preferable.

[0066] In the production of a bifunctional or lower urethane (meth)acrylate oligomer, as the polyisocyanate, polyol, (meth)acrylate having a hydroxyl group, and isocyanate group-containing (meth)acrylate used, the polyisocyanate, polyol, (meth)acrylate having a hydroxyl group, and isocyanate group-containing (meth)acrylate described in the above “(3-functional or higher (meth)acrylate oligomer)” can be used respectively. The bifunctional or lower urethane (meth)acrylate oligomer can be selected and used from those having one or more selected from the group consisting of a polyether skeleton, a polycarbonate skeleton, a polyester skeleton, an acrylic skeleton, and a polyolefin skeleton. Among them, one or more of a bifunctional polyether-based urethane (meth)acrylate oligomer having a polyether skeleton and / or a bifunctional polycarbonate-based urethane (meth)acrylate oligomer having a polycarbonate skeleton are preferable.

[0067] As the bifunctional or lower urethane (meth)acrylate oligomer, commercially available products may be used. Examples of the commercially available products include, but are not limited to, one or more selected from the group consisting of AH-600, AT-600, UA-306H, UF-8001G (manufactured by Kyoeisha Chemical Co., Ltd.), RUA-071, RUA-003VE, RUA-075, RUA-048 (manufactured by Asia Chemical Industry Co., Ltd.), SUA TH1, SUA 2, SUA-16N (manufactured by KSM Co., Ltd.), UV-3310B (manufactured by Mitsubishi Chemical Corporation), Art Resin UN-6303, UN-6304, UN-6305, UN-9000PEP, UN-9200A, UN-353, UN-333, UN-352 (manufactured by Negami Industry Co., Ltd.), AU-2040 (manufactured by Tokushiki Co., Ltd.), KUA-PC2I (manufactured by KSM Co., Ltd.), etc.

[0068] As the difunctional or less epoxy (meth)acrylate oligomer, difunctional or less ether (meth)acrylate oligomer, and difunctional or less ester (meth)acrylate oligomer, they can be obtained by using the same method as the trifunctional or more epoxy (meth)acrylate oligomer, trifunctional or more ether (meth)acrylate oligomer, and trifunctional or more ester (meth)acrylate oligomer described in the above “(Trifunctional or more (meth)acrylate oligomer)” so that the number of functional groups is 2 or less. Further, commercially available products of the difunctional or less epoxy (meth)acrylate oligomer, difunctional or less ether (meth)acrylate oligomer, and difunctional or less ester (meth)acrylate oligomer may be used.

[0069] Examples of commercially available products of the difunctional or less epoxy (meth)acrylate oligomer, difunctional or less ether (meth)acrylate oligomer, and difunctional or less ester (meth)acrylate oligomer include, but are not limited to, one or more selected from the group consisting of EBECRYL 1259, 605, 1606 (manufactured by Daicel Cytec Co., Ltd.), EPOXY ESTER 3000A, 3000MK, 3002A(N), 3002M(N), 40EM (manufactured by Kyoeisha Chemical Co., Ltd.), etc.

[0070] Examples of commercially available products of the difunctional or less ether (meth)acrylate oligomer include, but are not limited to, one or more selected from the group consisting of UV-6640B, UV-6100B, UV-3700B (manufactured by Mitsubishi Chemical Corporation), Light Acrylate (registered trademark) 3EG-A, 4EG-A, 9EG-A, 14EG-A, PTMGA-250, BP-4EA, BP-4PA, BP-10EA, Light Ester 4EG, 9EG, 14EG (manufactured by Kyoeisha Chemical Co., Ltd.), EBECRYL (registered trademark) 3700 (manufactured by Daicel Cytec Co., Ltd.), etc.

[0071] Examples of commercially available ester (meth) acrylate oligomers having two or fewer functional groups include, for example, Aronix (registered trademark) M-6100, M-6200, M-6250, M-6500, M-7100, M-7300K, M-8030, M-8060, M-8100, M-8530, M-8560, M-9050 (manufactured by Toagosei Co., Ltd.), UV-3500BA, UV3520TL, UV-3200B, UV-3000B (manufactured by Mitsubishi Chemical Corporation), etc. One or more selected from the group consisting of these are exemplified, but the invention is not limited thereto.

[0072] <(b) Content of cationically polymerizable compound having two or fewer functional groups and / or radically polymerizable compound having two or fewer functional groups> In the curable artificial nail composition of the present invention, the content of (b) a cationically polymerizable compound having two or fewer functional groups and / or a radically polymerizable compound having two or fewer functional groups is not particularly limited. For example, it is 10% by mass or more, preferably 20% by mass or more, more preferably 25% by mass or more, and for example, 80% by mass or less, preferably 75% by mass or less, more preferably 70% by mass or less with respect to 100% by mass of the total amount of the curable artificial nail composition. When the content of (b) a cationically polymerizable compound having two or fewer functional groups and / or a radically polymerizable compound having two or fewer functional groups exceeds 80% by mass, the cured coating film of the curable artificial nail composition may become brittle and the cured coating film may be easily cracked, and the heat generation temperature during curing may increase, and it may be difficult to adjust the viscosity and there may be a problem in coatability. When the content of (b) a cationically polymerizable compound having two or fewer functional groups and / or a radically polymerizable compound having two or fewer functional groups is less than 10% by mass, it may be difficult to adjust the viscosity of the curable artificial nail composition and there may be a problem in coatability, and the curability may decrease and curing failure may occur, and unreacted components may remain on the surface of the cured coating film.

[0073] In the present invention, it is preferable to use a (b) difunctional or lower cationic polymerizable compound and / or a difunctional or lower radical polymerizable compound by mixing a difunctional radical polymerizable oligomer with a difunctional or lower cationic polymerizable monomer and / or a difunctional or lower radical polymerizable monomer. In this case, the content of the difunctional radical polymerizable oligomer is not particularly limited, and is, for example, 10% by mass or more, preferably 20% by mass or more, more preferably 25% by mass or more, and for example, 70% by mass or less, preferably 65% by mass or less, more preferably 60% by mass or less, based on 100% by mass of the total amount of the curable composition. When the content of the difunctional radical polymerizable oligomer exceeds 70% by mass, the viscosity of the curable artificial nail composition may become too high, resulting in problems with coatability. There is a risk that the curability may decrease and the viscosity may become too low. When the content of the difunctional radical polymerizable oligomer is less than 10% by mass, the viscosity of the curable artificial nail composition may become too low, resulting in problems with coatability, and there is a risk that the curability may decrease, resulting in poor curing and unreacted components remaining on the surface of the cured coating film.

[0074] [(c) Radical polymerization initiator] The (c) radical polymerization initiator, which is a constituent component of the curable artificial nail composition of the present invention, generates radicals when energy is applied by irradiation with light (for example, ultraviolet light) or heat, etc., and is not particularly limited as long as it can initiate the polymerization of the (a) trifunctional or higher (meth)acrylate compound and the (b) difunctional or lower radical polymerizable compound. For example, one or more polymerization initiators selected from the group consisting of acylphosphine oxide-based, α-hydroxyalkylphenone-based, benzoin ether-based, benzyl ketal-based, acid ester-based, α-aminoalkylphenone-based, benzophenone-based, thioxanthone-based, titanocene-based, quinone-based, peroxide-based, azo-based, persulfate-based, etc. can be mentioned. For example, when a photoinitiator is used, good curability can be imparted even when the curable artificial nail composition is irradiated with light using various light sources including a UV-LED light source.

[0075] For example, acylphosphine oxide-based polymerization initiators generate radicals upon irradiation with ultraviolet light having a wavelength of 365 to 405 nm emitted from a commonly used UV-LED light source. Therefore, good curability can be imparted to the curable composition even when curing is performed by irradiating light using various light sources including a UV-LED light source. Furthermore, when curing is performed by irradiating light using a UV-LED light source, yellowing of the cured coating film can be prevented. Examples of the acylphosphine oxide-based polymerization initiator include one or more selected from the group consisting of 2,4,6-trimethylbenzoyldiphenylphosphine oxide, bis(2,4,6-trimethylbenzoyl)phenylphosphine oxide, bis(2,6-dimethoxybenzoyl)-2,4,4-trimethylpentylphosphine oxide, 2,4,6-trimethylbenzoylethoxyphenylphosphine oxide, and the like. In the present invention, it is preferable to use 2,4,6-trimethylbenzoyldiphenylphosphine oxide (OMNIRAD TPO) and 2,4,6-trimethylbenzoylethoxyphenylphosphine oxide. Since 2,4,6-trimethylbenzoyldiphenylphosphine oxide also functions as a skin conditioning agent, it can be preferably used.

[0076] Examples of polymerization initiators other than acylphosphine oxide-based polymerization initiators include 1-hydroxy-cyclohexyl-phenyl-ketone (OMNIRAD 184), 1-(4-(phenylthio)-2,2-(O-benzoyloxime)) 1-hydroxycyclohexyl phenyl ketone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, 1-(4-isopropylphenyl)-2-hydroxy-2-methylpropan-1-one, 1-[4-(2-hydroxyethoxy)phenyl]-2-hydroxy-2-methyl-propan-1-one, 2-hydroxy-1-{4-[4-(2-hydroxy-2-methylpropionyl)-benzyl]-phenyl}-2-methylpropan-1-one, 1-[4-(2-hydroxyethoxy)phenyl]-2-hydroxy-2-methyl-1-propan-1-one, thioxanthone, 2-methylthioxanthone, 2,4-dimethylthioxanthone, 2,4-diethylthioxanthone, 2-isopropylthioxanthone, 2-chlorothioxanthone, 1-chloro-4-propylthioxanthone, 3-[3,4-dimethyl-9-oxo-9H-thioxanthon-2-yl-oxy]-2-hydroxypropyl-N,N,N-trimethylammonium chloride, fluorothioxanthone, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butan-1-one, 2-methyl-1-(4-methylthiophenyl)-2-morpholinopropan-1-one, oligo(2-hydroxy-2-methyl-1-(4-(1-methylvinyl)phenyl)propanone), 4-benzoyl-4'-methyl-diphenyl sulfide, 1,2-octanedione, 2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropan-1-one, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butanone-1, 2,2-dimethoxy-1,2-diphenylethane-1-one, 2-hydroxy-1-{4-[4-(2-hydroxy-2-methylpropionyl)-benzyl]phenyl}-2-methylpropane, isophthalphenone, methyl phenylglyoxylate, butyl anthraquinone ethyl anthraquinone, phenanthrenequinone, camphorquinone, benzophenone, 4-phenylbenzophenone, benzoylbenzoic acid, hydroxybenzophenone, 4,4'-Bis(diethylamino)benzophenone, benzoin, benzoin ethyl ether, benzoin isopropyl ether, benzoin butyl ether, benzoin isobutyl ether, benzyl dimethyl ketal, 4-phenoxydichloroacetophenone, 4-t-butyl-dichloroacetophenone, 4-t-butyl-trichloroacetophenone, diethoxyacetophenone, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butanone, 2,2'-azobis(4-methoxy-2,4-dimethylvaleronitrile), 2,2'-azobis(2-amidinopropane) dihydrochloride, 2,2'-azobis(2,4-dimethylvaleronitrile), 2,2'-azobis(isobutyronitrile), 2,2'-azobis-2-methylbutyronitrile, 1,1-azobis(1-cyclohexanecarbonitrile), 2,2'-azobis(2-methylpropionitrile), 2,2'-azobis(2-cyclopropylpropionitrile), 2,2'-azobis(methyl isobutyrate), t-butyl hydroperoxide, cumene hydroperoxide, diacetyl peroxide, didecanoyl peroxide, di-t-butyl peroxide, methyl ethyl ketone peroxide, cyclohexanone peroxide, dicumyl peroxide, di(3,5,5-trimethylhexanoyl) peroxide, 2,5-dimethylhexane-2,5-dihydroperoxide, dilauroyl peroxide, disuccinic acid peroxide, dibenzoyl peroxide, parachlorobenzoyl peroxide, 2,4-dichlorobenzoyl peroxide, t-butyl peroxypivalate, t-butyl peroxybenzoate, t-hexyl peroxide parelate, 2,5-dimethyl-2,5-di(2-ethylhexanoylperoxy)hexane, 1,1,3,3-tetramethylbutyl peroxy-2-ethylhexanoate, t-hexyl peroxy-2-ethylhexanoate, t-butyl peroxy-2-ethylhexanoate, n-butyl-4,4-di(t-butylperoxy)valerate, 1,1-di(t-butylperoxy)cyclohexane, 1,1-di(t-hexylperoxy)cyclohexane, 2,2-bis(4,4-di-t-butylperoxycyclohexyl)propane, 1,1-bis(t-butylperoxy)-3,One or more selected from the group consisting of 3,5-trimethylcyclohexane, 2,2-bis(t-butylperoxy)butane, 2,2-bis(t-butylperoxy)octane, dicetyl peroxydicarbonate, t-hexyl peroxyisopropyl monocarbonate, diisopropyl peroxydicarbonate, t-butyl peroxyisopropyl carbonate, di(4-t-butylcyclohexyl) peroxydicarbonate, di(2-ethylhexyl) peroxydicarbonate, potassium persulfate, sodium persulfate, ammonium persulfate, etc. may be mentioned.,

[0077] In the curable artificial nail composition of the present invention, it is preferable to contain an acylphosphine oxide-based polymerization initiator and / or a hydroxy phenyl ketone-based polymerization initiator. In the curable artificial nail composition of the present invention, it is preferable to use a polymerization initiator that can generate radicals and initiate polymerization at around 405 nm and around 365 nm of the ultraviolet wavelength irradiated during curing, and it is more preferable to use a polymerization initiator containing an acylphosphine oxide-based polymerization initiator. Further, in addition to the acylphosphine oxide-based polymerization initiator, a polymerization initiator containing an α-hydroxyalkylphenone-based polymerization initiator may be used, and a polymerization initiator composition containing an acylphosphine oxide-based polymerization initiator and a peroxide-based polymerization initiator can also be used.

[0078] In the curable artificial nail composition of the present invention, the content of (c) radical polymerization initiator is not particularly limited. For example, it is 0.1% by mass or more, preferably 1.0% by mass or more, more preferably 4.0% by mass or more, and for example, 15.0% by mass or less, preferably 12.0% by mass or less, more preferably 10.0% by mass or less, based on 100% by mass of the total amount of the curable artificial nail composition. If the content of (c) radical polymerization initiator exceeds 15.0% by mass, the cured coating film of the curable artificial nail composition may become brittle or may yellow. If the content of (c) radical polymerization initiator is less than 0.1% by mass, it may take time to cure the curable artificial nail composition, and there is also a risk of poor curing and residual unreacted components on the surface of the cured coating film.

[0079] In the curable artificial nail composition of the present invention, when (c) the radical polymerization initiator contains an acylphosphine oxide-based polymerization initiator and an α-hydroxyalkylphenone-based polymerization initiator, the content of the acylphosphine oxide-based polymerization initiator is, for example, 0.05% by mass or more, preferably 0.5% by mass or more, more preferably 1.0% by mass or more, for example 4.0% by mass or less, preferably 3.0% by mass or less, more preferably 2.0% by mass or less, based on 100% by mass of the total amount of the curable artificial nail composition. The content of the α-hydroxyalkylphenone-based polymerization initiator is, for example, 1.0% by mass or more, preferably 2.0% by mass or more, more preferably 3.0% by mass or more, for example less than 15.0% by mass, preferably 12.0% by mass or less, more preferably 10.0% by mass or less, based on 100% by mass of the total amount of the curable artificial nail composition. The total content of the acylphosphine oxide-based polymerization initiator and the α-hydroxyalkylphenone-based polymerization initiator is, for example, 1.05% by mass or more, preferably 2.0% by mass or more, more preferably 3.0% by mass or more, still more preferably 4.0% by mass or more, even more preferably 4.1% by mass or more, for example 15.0% by mass or less, preferably 12.0% by mass or less, more preferably 10.0% by mass or less, based on 100% by mass of the total amount of the curable artificial nail composition. When the content of the acylphosphine oxide-based polymerization initiator exceeds 4.0% by mass, the cured coating film of the curable artificial nail composition may become brittle or may be yellowed. When the content of the acylphosphine oxide-based polymerization initiator is less than 0.05% by mass, the curing heat of the curable artificial nail composition may increase, and the temperature rise during curing may increase.

[0080] [(d) Cationic polymerization initiator] (d) The cationic polymerization initiator, which is a constituent of the curable artificial nail composition of the present invention, is not particularly limited as long as it releases a substance that initiates cationic polymerization upon irradiation with active energy rays or heating and can initiate the polymerization of at least (b) a cationic polymerizable compound having two or less functional groups. Examples of the active energy rays include ultraviolet rays, electron beams, and radiation (β-rays, γ-rays). Examples of the substance that initiates cationic polymerization include Lewis acids or cationic species. Examples of the cationic polymerization initiator include ionic cationic polymerization initiators and non-ionic cationic polymerization initiators.

[0081] Among the cationic polymerization initiators, examples of the ionic cationic polymerization initiator include salts composed of a cationic part that absorbs active energy rays or heat and an anionic part that serves as a source of Lewis acid. Examples of the cationic part include one or more selected from the group consisting of sulfonium, iodonium, diazonium, ammonium, pyridinium, phosphonium, borate, selenium, gallate, oxonium, thioxanthonium, bromide salts, etc. Among these, the cationic part preferably has one to three aromatic rings, and examples include aromatic sulfonium, aromatic iodonium, aromatic diazonium, aromatic ammonium, etc. Examples of the anionic part include one or more selected from the group consisting of hexafluorophosphate, hexafluoroantimonate, tetrakis(pentafluorophenyl)borate, tetrafluoroborate, hexachloroantimonate, trifluoroacetate, trifluorophosphate, methanesulfonate, trifluoromethanesulfonate, tris(pentafluoroethyl)trifluorophosphate, toluenesulfonate, triflate, etc.

[0082] Examples of the ionic cationic polymerization initiator include one or more selected from the group consisting of sulfonium salts (especially aromatic sulfonium salts), iodonium salts (especially aromatic iodonium salts), diazonium salts (especially aromatic diazonium salts), ammonium salts, pyridinium salts, phosphonium salts (especially aromatic phosphonium salts), and the like.

[0083] Examples of sulfonium salts include triphenylsulfonium hexafluorophosphate, triphenylsulfonium hexafluoroantimonate, triphenylsulfonium methanesulfonate, triphenylsulfonium trifluoromethanesulfonate, triphenylsulfonium trifluoroacetate, triphenylsulfonium tetrafluoroborate, triphenylsulfonium bromide, triphenylsulfonium tetrakis(pentafluorophenyl)borate, tris(4-methylphenyl)sulfonium hexafluorophosphate, tris(4-methylphenyl)sulfonium hexafluoroantimonate, 4-methoxyphenyldiphenylsulfonium trifluoromethanesulfonate, 4-methoxyphenyldiphenylsulfonium trifluoroacetate, 4-phenylthiophenyldiphenylsulfonium trifluoromethanesulfonate, 4-phenylthiophenyldiphenylsulfonium trifluoroacetate, 4-phenylthiophenyldiphenylsulfonium hexafluorophosphate, 4-phenylthiophenyldiphenylsulfonium hexafluoroantimonate, 4-phenylthiophenyldiphenylsulfonium phenyltris(pentafluorophenyl)borate, di(4-methylphenyl)-4-phenylthiophenylsulfonium hexafluorophosphate, di(4-methylphenyl)-4-phenylthiophenylsulfonium hexafluoroantimonate, di(4-fluorophenyl)-4-phenylthiophenylsulfonium hexafluorophosphate, di(4-fluorophenyl)-4-phenylthiophenylsulfonium hexafluoroantimonate, (4-hydroxyphenyl)methylbenzylsulfonium tetrakis(pentafluorophenyl)borate, (4-hydroxyphenyl)methylbenzylsulfonium hexafluorophosphate, (4-hydroxyphenyl)methylbenzylsulfonium hexafluoroantimonate, (4-hydroxyphenyl)methyl(2-methylbenzyl)sulfonium hexafluorophosphate, (4-hydroxyphenyl)methyl(2-methylbenzyl)sulfonium hexafluoroantimonate,(4-Hydroxyphenyl)methyl-1-naphthylmethylsulfonium hexafluorophosphate, (4-hydroxyphenyl)methyl-1-naphthylmethylsulfonium hexafluoroantimonate, (4-hydroxyphenyl)dimethylsulfonium hexafluorophosphate, (4-hydroxyphenyl)dimethylsulfonium hexafluoroantimonate, (4-acetoxyphenyl)dimethylsulfonium hexafluorophosphate, (4-acetoxyphenyl)dimethylsulfonium hexafluoroantimonate, (4-acetoxyphenyl)methylbenzylsulfonium hexafluorophosphate, (4-acetoxyphenyl)methylbenzylsulfonium hexafluoroantimonate, (4-hydroxyphenyl)methylbenzylsulfonium phenyltris(pentafluorophenyl)borate, (4-hydroxyphenyl)methyl(2-methylbenzyl)sulfonium phenyltris(pentafluorophenyl)borate, (4-hydroxyphenyl)methyl-1-naphthylmethylsulfonium phenyltris(pentafluorophenyl)borate, (p-methoxycarbonyloxyphenyl)methylbenzylsulfonium hexafluorophosphate, (p-methoxycarbonyloxyphenyl)methylbenzylsulfonium hexafluoroantimonate, (p-methoxycarbonyloxyphenyl)methylbenzylsulfonium phenyltris(pentafluorophenyl)borate, 4-phenylcarbonyl-4'-diphenylsulfonio-diphenyl sulfide hexafluorophosphate, bis[4-(diphenylsulfonio)phenyl]sulfide phenyltris(pentafluorophenyl)borate, [4-(2-thioxanthonylthio)phenyl]phenyl-2-thioxanthonylsulfonium phenyltris(pentafluorophenyl)borate, 4-(4-benzoyl-phenylthio)phenyl-diphenylsulfonium hexafluorophosphate, 4-(4-benzoyl-phenylthio)phenyl-diphenylsulfonium hexafluoroantimonate, 4-(4-benzoyl-phenylthio)phenyl-di(4-methylphenyl)sulfonium hexafluorophosphate,4-(4-benzoyl-phenylthio)phenyl-di(4-methylphenyl)sulfonium hexafluoroantimonate, 4-(4-benzoyl-phenylthio)phenyl-di(4-fluorophenyl)sulfonium hexafluorophosphate, 4-(4-benzoyl-phenylthio)phenyl-di(4-fluorophenyl)sulfonium hexafluoroantimonate, 4-(4-t-butylphenylcarbonyl)-4'-diphenylsulfoniodylphenyl sulfide hexafluoroantimonate, 4-(4-t-butylphenylcarbonyl)-4'-di(p-tolyl)sulfoniodylphenyl sulfide tetrakis(pentafluorophenyl)borate, 4-(4-biphenylylthio)phenyl-4-biphenylylphenylsulfonium tetrakis(pentafluorophenyl)borate, 4-(4-biphenylylthio)phenyl-4-biphenylylphenylsulfonium phenyltris(pentafluorophenyl)borate, 4-(4-biphenylylthio)phenyl-4-biphenylylphenylsulfonium tris(pentafluoroethyl) trifluorophosphate, 4-(4-(4-methylbenzoyl)phenylthio)phenyl-diphenylsulfonium hexafluorophosphate, 4-(4-(4-methylbenzoyl)phenylthio)phenyl-diphenylsulfonium hexafluoroantimonate, 4-(4-(4-methylbenzoyl)phenylthio)phenyl-di(4-methylphenyl)sulfonium hexafluorophosphate, 4-(4-(4-methylbenzoyl)phenylthio)phenyl-di(4-methylphenyl)sulfonium hexafluoroantimonate, 4-(4-(4-methylbenzoyl)phenylthio)phenyl-di(4-fluorophenyl)sulfonium hexafluorophosphate, 4-(4-(4-methylbenzoyl)phenylthio)phenyl-di(4-fluorophenyl)sulfonium hexafluoroantimonate, 4-(4-(4-t-butylbenzoyl)phenylthio)phenyl-diphenylsulfonium hexafluorophosphate, 4-(4-(4-t-butylbenzoyl)phenylthio)phenyl-diphenylsulfonium hexafluoroantimonate,4-(4-(4-tert-Butylbenzoyl)phenylthio)phenyl-di(4-methylphenyl)sulfonium hexafluorophosphate, 4-(4-(4-tert-Butylbenzoyl)phenylthio)phenyl-di(4-methylphenyl)sulfonium hexafluoroantimonate, 4-(4-(4-tert-Butylbenzoyl)phenylthio)phenyl-di(4-fluorophenyl)sulfonium hexafluorophosphate, 4-(4-(4-tert-Butylbenzoyl)phenylthio)phenyl-di(4-fluorophenyl)sulfonium hexafluoroantimonate, tri-p-tolylsulfonium hexafluorophosphate, tri-p-tolylsulfonium trifluoromethanesulfonate, diphenyl-4-(phenylthio)phenylsulfonium hexafluorophosphate, diphenyl-4-(phenylthio)phenylsulfonium hexafluoroantimonate, diphenyl-4-(phenylthio)phenylsulfonium tetrafluoroborate, diphenyl[4-(phenylthio)phenyl]sulfonium tris(pentafluoroethyl)trifluorophosphate, diphenyl[4-(phenylthio)phenyl]sulfonium tetrakis(pentafluorophenyl)borate, 4,4'-bis(diphenylsulfonio)phenyl sulfide bishexafluorophosphate, 4,4'-bis(diphenylsulfonio)phenyl sulfide bishexafluoroantimonate, 4,4'-bis(diphenylsulfonio)diphenyl sulfide bishexafluorophosphate, 4,4'-bis(diphenylsulfonio)diphenyl sulfide bishexafluoroantimonate, 4,4'-bis[di(4-fluorophenyl)sulfonio]phenyl sulfide bishexafluorophosphate, 4,4'-bis[di(4-fluorophenyl)sulfonio]phenyl sulfide bishexafluoroantimonate, 4,4'-bis[di(4-methylphenyl)sulfonio]phenyl sulfide bishexafluorophosphate, 4,4'-bis[di(4-methylphenyl)sulfonio]phenyl sulfide bishexafluoroantimonate, 4,4'-bis[di(β-hydroxyethoxy)phenylsulfonio]phenyl sulfide bis-hexafluorophosphate,One or more selected from the group consisting of 4,4'-bis[di(β-hydroxyethoxy)phenylsulfonio]phenyl sulfide bis-hexafluoroantimonate, 4,4'-bis[di(β-hydroxyethoxy)phenylsulfonio]diphenyl sulfide bis-hexafluoroantimonate, 4,4'-bis[di(β-hydroxyethoxy)phenylsulfonio]diphenyl sulfide bis-hexafluorophosphate, 7-[di(p-tolyl)sulfonio]-2-isopropylthioxanthone hexafluoroantimonate, 7-[di(p-tolyl)sulfonio]-2-isopropylthioxanthone tetrakis(pentafluorophenyl)borate, cyclopropyldiphenylsulfonium tetrafluoroborate, etc.

[0084] Examples of iodonium salts include phenyl-4-(2'-hydroxy-1'-tetradecaoxy)phenyl iodonium trifluoromethanesulfonate, phenyl-4-(2'-hydroxy-1'-tetradecaoxy)phenyl iodonium p-toluenesulfonate, 4-(2'-hydroxy-1'-tetradecaoxy)phenyl iodonium hexafluoroantimonate, diphenyliodonium trifluoroacetate, diphenyliodonium hexafluorophosphate, diphenyliodonium hexafluoroantimonate, diphenyliodonium trifluoromethanesulfonate, diphenyliodonium tetrakis(pentafluorophenyl)borate, diphenyliodonium tetrafluoroborate, bis(4-methylphenyl)iodonium hexafluorophosphate, bis(4-methylphenyl)iodonium hexafluoroantimonate, bis(4-methylphenyl)iodonium trifluoromethanesulfonate, bis(4-methylphenyl)iodonium tetrakis(pentafluorophenyl)borate, bis(4-t-butylphenyl)iodonium hexafluorophosphate, bis(4-t-butylphenyl)iodonium hexafluoroantimonate, bis(4-t-butylphenyl)iodonium trifluoromethanesulfonate, bis(4-t-butylphenyl)iodonium tetrakis(pentafluorophenyl)borate, bis(4-octylphenyl)iodonium hexafluorophosphate, bis(4-octylphenyl)iodonium hexafluoroantimonate, bis(4-octylphenyl)iodonium tetrakis(pentafluorophenyl)borate, bis(4-dodecylphenyl)iodonium hexafluorophosphate, bis(4-dodecylphenyl)iodonium hexafluoroantimonate, bis(4-dodecylphenyl)iodonium tetrakis(pentafluorophenyl)borate, bis(4-fluorophenyl)iodonium triflate, bis(4-nonylphenyl)iodonium hexafluorophosphate, (4-methoxyphenyl)phenyl iodonium hexafluorophosphate, (4-methoxyphenyl)phenyl iodonium hexafluoroantimonate,One or more selected from the group consisting of (4-methoxyphenyl)phenyl iodonium trifluoromethanesulfonate, (4-methoxyphenyl)phenyl iodonium trifluoroacetate, (tolylcumyl)iodonium hexafluorophosphate, (tolylcumyl)iodonium hexafluoroantimonate, (tolylcumyl)iodonium tetrakis(pentafluorophenyl)borate, (4-methylphenyl)(4-isobutylphenyl)iodonium hexafluorophosphate, (4-methylphenyl)(4-isobutylphenyl)iodonium hexafluoroantimonate, (4-methylphenyl)(4-isobutylphenyl)iodonium tetrakis(pentafluorophenyl)borate, (4-methylphenyl)(4-isopropylphenyl)iodonium tetrakis(pentafluorophenyl)borate, etc.

[0085] Examples of the diazonium salt include one or more selected from the group consisting of phenyl diazonium hexafluorophosphate, phenyl diazonium hexafluoroantimonate, phenyl diazonium tetrafluoroborate, 4-nitrobenzene diazonium tetrafluoroborate, etc.

[0086] Examples of the ammonium salt include one or more selected from the group consisting of tetramethylammonium butyltris(2,6-difluorophenyl)borate, tetramethylammonium hexyltris(p-chlorophenyl)borate, tetramethylammonium hexyltris(3-trifluoromethylphenyl)borate, benzyldimethylphenylammonium butyltris(2,6-difluorophenyl)borate, benzyldimethylphenylammonium hexyltris(p-chlorophenyl)borate, benzyldimethylphenylammonium hexyltris(3-trifluoromethylphenyl)borate, etc.

[0087] Examples of the pyridinium salt include one or more selected from the group consisting of 1-benzyl-2-cyanopyridinium hexafluorophosphate, 1-benzyl-2-cyanopyridinium hexafluoroantimonate, 1-benzyl-2-cyanopyridinium tetrafluoroborate, N-(α-phenylbenzyl)-2-cyanopyridinium hexafluorophosphate, N-(α-phenylbenzyl)-2-cyanopyridinium hexafluoroantimonate, N-(α-naphthylmethyl)-2-cyanopyridinium hexafluorophosphate, N-(α-naphthylmethyl)-2-cyanopyridinium hexafluoroantimonate, N-benzyl-2-cyanopyridinium hexafluorophosphate, N-benzyl-2-cyanopyridinium hexafluoroantimonate, and the like.

[0088] Examples of the phosphonium salt include one or more selected from the group consisting of tetraphenylphosphonium hexafluorophosphate, tetraphenylphosphonium hexafluoroantimonate, triphenyl(3,3-dicyano-2-propenyl)phosphonium hexafluorophosphate, triphenyl(3,3-dicyano-2-propenyl)phosphonium hexafluoroantimonate, triphenylmethoxyphosphonium hexafluorophosphate, triphenylmethoxyphosphonium hexafluoroantimonate, n-butoxytriphenylphosphonium hexafluorophosphate, n-butoxytriphenylphosphonium hexafluoroantimonate, and the like.

[0089] Among the cationic polymerization initiators, examples of the nonionic cationic polymerization initiator include one or more selected from the group consisting of trichloromethyl-1,3,5-triazine compounds, diazomethane compounds, imidosulfonate compounds, oximesulfonate compounds, metallocene compounds, benzoin tosylate compounds, and the like. As the nonionic cationic polymerization initiator, trichloromethyl-1,3,5-triazine compounds are preferred. Examples of the trichloromethyl-1,3,5-triazine compound include one or more selected from the group consisting of 2-(3-chlorophenyl)-4,6-bis(trichloromethyl)-1,3,5-triazine, 2-(4-methylthiophenyl)-4,6-bis(trichloromethyl)-1,3,5-triazine, 2-(3,4-dimethoxystyryl)-4,6-bis(trichloromethyl)-1,3,5-triazine, 2-(4-methoxyphenyl)-4,6-bis(trichloromethyl)-1,3,5-triazine, 2-(4-methoxynaphthyl)-4,6-bis(trichloromethyl)-1,3,5-triazine, 2-piperonyl-4,6-bis(trichloromethyl)-1,3,5-triazine, 2-(4-methoxystyryl)-4,6-bis(trichloromethyl)-1,3,5-triazine, 2-[2-(5-methylfuran-2-yl)ethenyl]-4,6-bis(trichloromethyl)-1,3,5-triazine, 2-[2-(furan-2-yl)ethenyl]-4,6-bis(trichloromethyl)-1,3,5-triazine, 2-(4-diethylamino-2-methylstyryl)-4,6-bis(trichloromethyl)-1,3,5-triazine, and the like.

[0090] As the cationic polymerization initiator, commercially available products may be used. For example, Sun-Aid series (SI-60L, SI-80L, SI-100L, SI-110L, SI-150L, SI-180L, SI-145, SI-160, SI-300, SI-360, etc.) manufactured by Sanshin Chemical Industry Co., Ltd.; KAYARAD series (PCI-220, PCI-620, etc.) manufactured by Nippon Kayaku Co., Ltd.; CYRACURE series (UVI-6990, UVI-6992, UVI-6970, UVI-6974, UVI-6976, UVI-950, etc.) manufactured by Dow Chemical Company; Adeka Arcles series (SP-150, SP-170, SP-500, SP-172, SP-151, SP-171, CP-77, CP-66, etc.) manufactured by ADEKA Corporation; CI series (2481, 2624, 2639, 2734, 2758, 2823, 2855, 5102, etc.), CIT series (1370, 1682, etc.), CIP series (1866S, 2048S, 2064S, etc.) manufactured by Nippon Soda Co., Ltd.; DPI series (101, 102, 103, 105, 106, 109, 201, etc.), MPI series (103, 105, 106, 109, etc.), BBI series (101, 102, 103, 105, etc.), TPS series (101, 102, 103, 105, 106, 109, 300, 1000, etc.), MDS series (103, 105, 106, 109, 110, 201, 205, 209, 300, 301, etc.), DTS series (102, 103, 105, etc.), NAT series (103, etc.), NDS series (103, etc.), BDS series (109, etc.), MNPS series (109, etc.), HDS series (109, etc.) manufactured by Midori Chemical Co., Ltd.; PHOTOINITIATOR series (2074, etc.) manufactured by Solvay Japan K.K.; CPI series (100P, 101A, 110P, 200K, etc.) manufactured by San-Apro Ltd.; Omnicat series (250, 270, etc.) manufactured by IGM Resins; Irgacure 290 manufactured by BASF; DAICAT II manufactured by Daicel Corporation; UVACURE series (1591, 1590, etc.) manufactured by Daicel-Ornex Co., Ltd.; CD series (1010, 1011, 1012, etc.) manufactured by Sartomer; FFC509 manufactured by 3M. One or more selected from the group consisting of these may be mentioned.

[0091] In the curable artificial nail composition of the present invention, the content of the (d) cationic polymerization initiator is not particularly limited. Based on 100% by mass of the total amount of the curable artificial nail composition, for example, it can be 0.1% by mass or more, preferably 0.3% by mass or more, more preferably 0.5% by mass or more, and for example, 25.0% by mass or less, preferably 20.0% by mass or less, more preferably 18.0% by mass or less. When the content of the (d) cationic polymerization initiator exceeds 25.0% by mass, the cured coating film of the curable artificial nail composition may become brittle or may yellow. When the content of the (d) cationic polymerization initiator is less than 0.1% by mass, it may take a long time to cure the curable artificial nail composition, and there may be poor curing and unreacted components may remain on the surface of the cured coating film.

[0092] [(e) Other components] In the curable artificial nail composition of the present invention, in addition to the above (a) to (d), various components may be included as "(e) other components" as long as they do not adversely affect storage stability, curability, color tone of the cured coating film, cured coating film durability, cured coating film adhesiveness, viscosity, handleability, coatability, etc. Examples of the (e) other components include one or more selected from the group consisting of various additives such as resins, polyfunctional thiol compounds, polymerization inhibitors, colorants, polyol compounds, cationic polymerizable compounds having three or more functional groups, solvents, plasticizers, fragrances, inorganic fillers, anti-settling agents, silicone-based and fluorine-based defoaming agents, silane coupling agents such as γ-glycidoxypropyltrimethoxysilane, polymerization accelerators such as tertiary amines, surface tension adjusters, flame retardants, antioxidants, ion adsorbents, low stress agents, preservatives, antibacterial agents, flexibility imparting agents, waxes, halogen trap agents, leveling agents, wetting improvers, decorative materials, etc.

[0093] <Resin> The resin that may be contained in the curable artificial nail composition of the present invention is not particularly limited as long as it is a resin that is not polymerizable and is not a polyol compound. For example, polyurethane resins, polyester resins, polyamide resins, polyether resins, olefin resins, aromatic olefin resins, aromatic hydrocarbon resins, acrylic resins, vinyl chloride resins, vinyl acetate resins, polyvinyl alcohol resins, polyvinyl acetal resins, core-shell polymers, graft resins, block resins, etc. One or more selected from the group consisting of the above can be mentioned.

[0094] <Polyfunctional thiol compound> The polyfunctional thiol compound that may be contained in the curable artificial nail composition of the present invention is not particularly limited as long as it is a compound having two or more thiol groups in the molecule. The polyfunctional thiol compound is blended as a chain transfer agent, a curability modifier, a crosslinking agent, and a viscosity modifier of the curable artificial nail composition. By blending the polyfunctional thiol compound into the curable artificial nail composition, it is possible to suppress the remaining of the uncured components on the surface of the cured coating film. Examples of the polyfunctional thiol compound include those obtained by reacting a hydroxyl group of a polyol compound such as trimethylolpropane, pentaerythritol, dipentaerythritol, or ethylene glycol with a compound having a thiol group or a group that reacts to form a thiol group. For example, trimethylolpropane tris(3-mercaptopropionate), trimethylolpropane trithioglycolate, trimethylolpropane tris(3-mercaptobutyrate), pentaerythritol tetrakisthiolglycolate, pentaerythritol tetrakis(3-mercaptobutyrate), pentaerythritol tetrakis(3-mercaptopropionate), dipentaerythritol hexakis(3-mercaptopropionate), dipentaerythritol hexakis(3-mercaptobutyrate), 1,3,5-tris[2-(3-mercaptobutyryloxy)ethyl]-1,3,5-triazine-2,4,6(1H,3H,5H)-trione, tris[(3-mercaptopropionyloxy)-ethyl]-isocyanurate, 1,4-bis(3-mercaptobutyryloxy)butane, 1,2-ethanedithiol, 1,3-propanedithiol, 1,4-butanedithiol, 1,6-hexanedithiol, 1,8-octanedithiol, 1,2-cyclohexanedithiol, decanedithiol, ethylene glycol bisthioglycolate, ethylene glycol bisthiopropionate, ethylene glycol bisthioglycolate (EGTG), 1,4-butanediol bisthiopropionate (BDTG), tris(2-hydroxyethyl) isocyanurate trimercaptopropionate, 1,4-dimethylmercaptobenzene, 2,4,6-trimercapto-s-triazine, 2-(N,N-dibutylamino)-4,6-dimercapto-s-triazine, and one or more selected from the group consisting of polyfunctional thiol group-containing monomers such as these.Among these, trifunctional or tetrafunctional thiol compounds are preferred, and one or more selected from the group consisting of trimethylolpropane tris(3-mercaptopropionate), trimethylolpropane trithioglycolate, trimethylolpropane tris(3-mercaptobutyrate), pentaerythritol tetrakisthioglycolate, pentaerythritol tetrakis(3-mercaptobutyrate), and pentaerythritol tetrakis(3-mercaptopropionate) are preferred.

[0095] <Polymerization inhibitor> The polymerization inhibitor that may be contained in the curable artificial nail composition of the present invention is not particularly limited as long as it can suppress the polymerization of the above (a) trifunctional or higher (meth)acrylate compound and the above (b) bifunctional or lower cationic polymerizable compound and / or bifunctional or lower radical polymerizable compound. For example, one or more selected from the group consisting of tocopherol compounds, quinone compounds, phenol compounds, catechol compounds, oxydiphenylamine compounds, nitroso compounds, nitrone compounds, nitrile compounds, hydrazyl compounds, phenothiazine compounds, etc. can be mentioned. Among these, it is preferable to use a tocopherol compound and / or a quinone compound.

[0096] Examples of the tocopherol compounds include one or more selected from the group consisting of tocol, α-tocopherol, β-tocopherol, γ-tocopherol, δ-tocopherol, η-tocopherol, α-tocotrienol, β-tocotrienol, γ-tocotrienol, δ-tocotrienol, α-tocopherol acetate, β-tocopherol acetate, γ-tocopherol acetate, δ-tocopherol acetate, α-tocopherol succinate, β-tocopherol succinate, γ-tocopherol succinate, δ-tocopherol succinate, α-tocopherol glycine ester, β-tocopherol glycine ester, γ-tocopherol glycine ester, δ-tocopherol glycine ester, α-tocotrienol acetate, β-tocotrienol acetate, γ-tocotrienol acetate, δ-tocotrienol acetate, α-tocotrienol succinate, β-tocotrienol succinate, γ-tocotrienol succinate, δ-tocotrienol succinate, etc. Preferably, one or more selected from the group consisting of tocol, α-tocopherol, β-tocopherol, γ-tocopherol, δ-tocopherol, η-tocopherol, α-tocotrienol, β-tocotrienol, γ-tocotrienol, δ-tocotrienol, α-tocopherol acetate, β-tocopherol acetate, γ-tocopherol acetate, δ-tocopherol acetate, etc. are included.

[0097] Examples of the quinone compounds include one or more selected from the group consisting of hydroquinone, hydroquinone monomethyl ether, 1-o-2,3,5-trimethylol hydroquinone, 2-t-butyl hydroquinone, methyl hydroquinone, dimethyl hydroquinone, di-t-butyl hydroquinone, benzoquinone, p-benzoquinone, 2,6-dichloro-p-benzoquinone, 2,5-dichloro-p-benzoquinone, etc.

[0098] Examples of the phenol compounds include 3,5-t-dibutyl-6-hydroxytoluene, etc. Examples of the catechol compounds include catechol, 4-t-butyl catechol, etc. Examples of the oxydiphenylamine compounds include one or more selected from the group consisting of 2-oxydiphenylamine, its hydroxyl group positional isomers, phenyl group-substituted products, alkyl-substituted products of the amino group, and the like. Examples of the nitroso compounds include one or more selected from the group consisting of compounds having a nitroso group at the α-carbon of a carbonyl compound (such as methyl-α-nitrosoisopropyl ketone), N-nitroso-N-phenylhydroxylamine compounds (such as N-nitroso-N-phenylhydroxylamine ammonium salt, N-nitroso-N-phenylhydroxylamine aluminum salt), and the like. Examples of the nitrone compounds include phenyl-t-butyl nitrone and the like. Examples of the nitrile compounds include one or more selected from the group consisting of compounds in which the nitrile group is conjugated (such as furfurylidene malononitrile), and the like. Examples of the hydrazyl compounds include 1,1-diphenyl-2-picrylhydrazyl. Examples of the phenothiazine compounds include one or more selected from the group consisting of phenothiazine or compounds having one or more substituents on the aromatic ring portion, and the like.

[0099] <Colorant> Examples of the colorant that may be contained in the curable artificial nail composition of the present invention include one or more selected from the group consisting of pigments, brighteners, and dyes, and are used in an arbitrary amount to impart a desired color tone to the curable artificial nail composition. In particular, it is one or more selected from the group consisting of inorganic pigments, brighteners, organic pigments, pearl pigments, and dyes used in nail coatings, and does not significantly inhibit curing by ultraviolet irradiation (light irradiation) or the like. In the curable artificial nail composition before curing, it is also possible to mix not only pigments and the like but also resin particles and decorative materials that can be blended into known curable artificial nail compositions.

[0100] Examples of the colorant include one or more selected from the group consisting of Pigment Brown 201, Pigment Black 401, Pigment Violet 201, Pigment Violet 401, Pigment Blue 1, Pigment Blue 2, Pigment Blue 201, Pigment Blue 202, Pigment Blue 203, Pigment Blue 204, Pigment Blue 205, Pigment Blue 403, Pigment Blue 404, Pigment Green 201, Pigment Green 202, Pigment Green 204, Pigment Green 205, Pigment Green 3, Pigment Green 401, Pigment Green 402, Pigment Yellow 201, Pigment Yellow 202-(1), Pigment Yellow 202-(2), Pigment Yellow 203, Pigment Yellow 204, Pigment Yellow 205, Pigment Yellow 4, Pigment Yellow 401, Pigment Yellow 402, Pigment Yellow 403-(1), Pigment Yellow 404, Pigment Yellow 405, Pigment Yellow 406, Pigment Orange 201, Pigment Orange 203, Pigment Orange 204, Pigment Orange 205, Pigment Orange 206, Pigment Orange 207, Pigment Orange 401, Pigment Orange 402, Pigment Orange 403, Pigment Red 102, Pigment Red 104-(1), Pigment Red 105-(1), Pigment Red 106, Pigment Red 2, Pigment Red 201, Pigment Red 202, Pigment Red 203, Pigment Red 204, Pigment Red 205, Pigment Red 206, Pigment Red 207, Pigment Red 208, Pigment Red 213, Pigment Red 214, Pigment Red 215, Pigment Red 218, Pigment Red 219, Pigment Red 220, Pigment Red 221, Pigment Red 223, Pigment Red 225, Pigment Red 226, Pigment Red 227, Pigment Red 228, Pigment Red 230-(1), Pigment Red 230-(2), Pigment Red 231, Pigment Red 232, Pigment Red 3, Pigment Red 401, Pigment Red 405, Pigment Red 501, Pigment Red 502, Pigment Red 503, Pigment Red 504, Pigment Red 505, Pigment Red 506, titanium oxide, iron oxide, chromium oxide, manganese violet, carbon black, metal powder, metal flake, metal oxide flake, glass flake, etc.

[0101] In the curable artificial nail composition of the present invention, it is preferable to blend a bluing agent for forming a transparent cured coating film and suppressing yellowing of the cured coating film. As the bluing agent used in the present invention, those containing a blue-based colorant and a reactive diluent are preferably used. As the blue-based colorant, for example, Color Purple No. 201, Color Purple No. 401, Color Blue No. 1, Color Blue No. 2, Color Blue No. 201, Color Blue No. 202, Color Blue No. 203, Color Blue No. 204, Color Blue No. 205, Color Blue No. 403, Color Blue No. 404, Color Green No. 201, Color Green No. 202, Color Green No. 204, Color Green No. 205, Color Green No. 3, Color Green No. 401, Color Green No. 402, etc., a colorant containing one or more selected from the group consisting of, preferably, Color Purple No. 201, Color Purple No. 401, Color Blue No. 1, Color Blue No. 2, Color Blue No. 201, Color Blue No. 202, Color Blue No. 203, Color Blue No. 204, Color Blue No. 205, Color Blue No. 403, Color Blue No. 404, etc., a colorant containing one or more selected from the group consisting of is used. As the reactive diluent, one or more selected from the group consisting of the above-mentioned "(b) cationic polymerizable compounds having two or less functional groups and / or radical polymerizable compounds having two or less functional groups" can be used.

[0102] <Polyol compound> The polyol compound that may be contained in the curable artificial nail composition of the present invention has functions as a diluent and an adhesion improver of the curable artificial nail composition. Examples of the polyol compound include one or more selected from the group consisting of alkyl polyols, polyester polyols, polyether polyols, acrylic polyols, polybutadiene polyols, phenolic polyols, etc. Among them, alkyl polyols, polyester polyols, and polyether polyols are preferable. Examples of the alkyl polyol include one or more selected from the group consisting of ethylene glycol, 1,4-butanediol, 1,6-hexanediol, 1,8-octanediol, neopentyl glycol, cyclohexanedimethanol, trimethylolpropane, pentaerythritol, etc.

[0103] Examples of the polyester polyol include one or more selected from the group consisting of a condensation-type polyester polyol, an addition-polymerized polyester polyol, a polycarbonate polyol, etc. The condensation-type polyester polyol is obtained by a condensation reaction of one or more diol compounds selected from the group consisting of ethylene glycol, propylene glycol, diethylene glycol, 1,4-butanediol, neopentyl glycol, 1,6-hexanediol, 3-methyl-1,5-pentanediol, 1,9-nonanediol, 1,4-hexanedimethanol, dimer acid diol, polyethylene glycol, etc. and one or more organic polybasic acids selected from the group consisting of adipic acid, isophthalic acid, terephthalic acid, sebacic acid, etc., and preferably has a molecular weight of 100 or more and 100,000 or less. Examples of the addition-polymerized polyester polyol include polycaprolactone, and preferably has a molecular weight of 100 or more and 100,000 or less. The polycarbonate polyol is synthesized by direct phosgenation of a polyol, a transesterification method using diphenyl carbonate, etc., and preferably has a molecular weight of 100 or more and 100,000 or less. Examples of the polyether polyol include a polyether polyol obtained by ring-opening polymerization of an alkylene oxide.

[0104] <Cationic polymerizable compound having three or more functional groups> The cationic polymerizable compound having three or more functional groups that may be contained in the curable artificial nail composition of the present invention is not particularly limited as long as it has three or more cationic polymerizable groups in the molecule and polymerizes by a cation and / or an acid generated from a cationic polymerization initiator. The cationic polymerizable compound having three or more functional groups may be a monomer, a polymer or an oligomer. The cationic polymerizable compound having three or more functional groups may be used alone or in combination of two or more. Examples of the cationic polymerizable group of the cationic polymerizable compound having three or more functional groups include an epoxy group, an oxetanyl group, a vinyl ether group, etc. In the present invention, the cationic polymerizable group is preferably an epoxy group and / or a vinyl ether group.

[0105] <Solvent> The solvent that may be contained in the curable artificial nail composition of the present invention is not particularly limited as long as it can adjust the viscosity during application by dilution. For example, alcohols such as methanol, ethanol, propanol, n-butanol, and i-butanol; ketones such as acetone, methyl isobutyl ketone, methyl ethyl ketone, and cyclohexanone; cellosolves such as ethyl cellosolve; aromatic hydrocarbons such as toluene and xylene; glycol ethers such as propylene glycol monomethyl ether; acetate esters such as methyl acetate, ethyl acetate, and butyl acetate; and diacetone alcohol. One or more selected from the group consisting of these can be mentioned.

[0106] [Viscosity of curable artificial nail composition] The curable artificial nail composition of the present invention can have a viscosity at 25 °C, for example, of 0.1 Pa·s or more and 60.0 Pa·s or less. Preferably it is 0.5 Pa·s or more, more preferably 0.7 Pa·s or more, and preferably 50.0 Pa·s or less, more preferably 40.0 Pa·s or less. By setting such a viscosity range, a curable artificial nail composition excellent in coating workability with a coating tool such as a brush or an inkjet can be obtained.

[0107] [Use of curable artificial nail composition] The curable artificial nail composition of the present invention is a composition for coating the surface of nails, such as so-called general manicure and pedicure. The curable artificial nail composition of the present invention can be particularly preferably used as a gel nail. For example, it can be used to form any of a base coat layer directly applied to the user's nail, a color coat layer applied on the base coat layer, and a top coat layer further applied thereon. It can suppress the cured coating film from chipping, peeling, or floating from the lower layer or the user's nail for a long period (for example, at least 2 weeks after curing). In particular, it can be used as a curable artificial nail composition for a non-wipe type top coat layer having excellent curability.

[0108] The curable artificial nail composition of the present invention can be preferably used as a clear top coat layer that may be imparted with a desired color tone, a color top coat layer having a desired color tone, a clear top coat layer with glitter containing a glitter material such as metal powder, metal flakes, metal oxide flakes, glass flakes, etc. Further, after applying the curable artificial nail composition of the present invention and before curing, it is also possible to attach small ornaments, powders, etc. to the surface of the coating film of the curable artificial nail composition to enhance the design.

[0109] [Coating of nails using a curable artificial nail composition] The nails coated with the curable composition of the present invention may be either human fingernails or toenails, or the nails of animals such as dogs and cats. Further, they may be artificial nails such as nail tips (false nails). When applying and coating the curable artificial nail composition of the present invention on the nail or the (un)cured coating film provided on the nail, sanding may or may not be performed on the coating surface. The coating method of the curable artificial nail composition is not particularly limited, and for example, a coating tool such as a brush or a coating method such as inkjet can be used.

[0110] Using the curable artificial nail composition of the present invention, an uncured coating film layer having a shape such as a nail is formed on at least one surface of a sheet, and after bringing this layer into contact (transfer) with the nail surface, the sheet can be peeled off or not peeled off, and then cured by irradiating with ultraviolet rays. According to the method of providing an uncured coating film layer on the sheet surface in advance using the curable artificial nail composition and transferring it, it is possible to coat the surface of the nail with a uniform and accurate pattern without using a coating tool such as a brush, and there is no need to wash the coating tool after use.

[0111] Regarding the curing means of the curable artificial nail composition after application, there is no particular limitation as long as it is a means capable of imparting energy that causes the curable artificial nail composition to cure. For example, energy beam irradiation such as light (ultraviolet light (UV), etc.), electron beam, heat, etc. can be mentioned. In particular, curing by ultraviolet light (UV) irradiation can be preferably used because it can be carried out relatively quickly and simply. When curing by irradiating light such as ultraviolet light, a known device for ultraviolet curing can be used. Although the amount of energy required for curing varies depending on the composition of the curable artificial nail composition, for example, when curing by irradiating light such as ultraviolet light, the irradiation energy (integrated light amount) by light irradiation is, for example, 5 mJ / cm 2 or more, preferably 10 mJ / cm 2 or more, and for example, 1000 mJ / cm 2 or less, preferably 800 mJ / cm 2 or less. If the irradiation energy is within this range, a nail art having sufficient adhesion and abrasion resistance can be obtained.

[0112] As the light source when irradiating light, for example, known ultraviolet light sources such as multi-type UV lamps (UV + LED), mercury lamps, metal halide lamps, ultraviolet light-emitting diodes (UV-LED), and ultraviolet laser diodes (UV-LD) can be used. Among them, from the viewpoints of small size, long life, high efficiency, and low cost, multi-type UV lamps (UV + LED) (three-line main wavelengths: about 365 nm, about 405 nm, and about 436 nm), ultraviolet light-emitting diodes (UV-LED; wavelength about 385 nm to about 415 nm; peak wavelength about 405 nm), and ultraviolet laser diodes (UV-LD) are preferable.

Examples

[0113] The present invention will be described in more detail with reference to the following examples, but the present invention is not limited only to these examples. Unless otherwise specified, “%” means “mass %” and “part” means “part by mass”.

[0114] [Examples 1 to 25, Comparative Examples 1 to 5] The components shown in Table 1 and Table 2 were put into a container so as to have the quantitative ratios (parts by mass) shown in Table 1 and Table 2, respectively, and heated to 50°C with stirring by a dissolver and stirred. Defoaming was carried out under a pressure of 0.1 MPa for 10 minutes while stirring, and after stirring, it was left standing at 50°C for 2 hours for defoaming to obtain a curable artificial nail composition. All of these steps were carried out under light shielding.

[0115] <Component> The components in Table 1 and Table 2 are as follows, respectively. (a) A (meth)acrylate compound having 3 or more functional groups PUA1: 6-functional alicyclic polyurethane (meth)acrylate (weight average molecular weight 2,400) TMPMA: Trimethylolpropane trimethacrylate TMPA: Trimethylolpropane trimethacrylate

[0116] (b) A cationic polymerizable compound having 2 or less functional groups and / or a radical polymerizable compound having 2 or less functional groups PUA2: 2-functional polyether-based polyurethane (meth)acrylate (weight average molecular weight 1,600) PUA3: 2-functional polyether-based polyurethane (meth)acrylate (weight average molecular weight 21,000) HEMA: Hydroxyethyl methacrylate IBXA: Isobornyl acrylate IBXMA: Isobornyl methacrylate THFMA: Tetrahydrofurfuryl methacrylate PEA: A mixture of 2-acryloyloxyethyl phosphate and bis(2-acryloyloxyethyl) phosphate DMAA: Dimethylacrylamide AGE: Allyl glycidyl ether BO: 1,2-Butylene oxide

[0117] (c) A radical polymerization initiator RPI1: Hydroxycyclohexyl phenyl ketone RPI2: Trimethylbenzoyl dimethylphosphine oxide

[0118] (d) Cationic polymerization initiator CPI1: Bis(4-t-butylphenyl)iodonium hexafluorophosphate CPI2: (4-Methylphenyl)(4-isobutylphenyl)iodonium hexafluorophosphate CPI3: (4-Hydroxyphenyl)dimethylsulfonium hexafluorophosphate CPI4: Triphenylsulfonium hexafluorophosphate CPI5: 2-(3,4-Dimethoxystyryl)-4,6-bis(trichloromethyl)-1,3,5-triazine

[0119] <Surface curability> The obtained curable artificial nail composition was applied onto a rigid vinyl chloride plate to form a coating film with a film thickness of 100 μm, and irradiated with a 36 W multi-type (UV + LED) lamp (irradiation wavelength: about 385 nm to about 415 nm) for 30 seconds to obtain a test piece with a cured coating film. The surface of the cured coating film of the test piece with the cured coating film was touched with a finger 20 seconds after the irradiation ended, and the surface curability was evaluated based on the following criteria according to the presence or absence of surface adhesiveness and tack. A and B are qualified, and C is unqualified. The evaluation results of the surface curability are shown together in Tables 1 and 2. A: No uncured components remain on the surface of the cured coating film. No adhesiveness (tack) is felt when touching the surface of the cured coating film. B: No uncured components remain on the surface of the cured coating film. Slight adhesiveness (tack) is felt when touching the surface of the cured coating film. C: No uncured components remain on the surface of the cured coating film. Tack is felt when touching the surface of the cured coating film, and the test piece adheres to the finger pressing the test piece.

[0120]

Table 1

[0121]

Table 2

[0122] As shown in Table 1 and Table 2, the curable artificial nail compositions of Examples 1 to 25 all have excellent surface curability. On the other hand, Comparative Example 1 that does not contain a cationic polymerization initiator, Comparative Example 2 that does not contain a (meth)acrylate compound having three or more functional groups, and the curable artificial nail compositions of Comparative Examples 3 to 5 that do not contain a radical polymerization initiator were all inferior in surface curability. From this, it can be seen that the curable artificial nail compositions of Examples 1 to 25 are all useful as non-wipe type gel nails because no uncured components remain on the surface of the cured coating film when a cured coating film is formed on the nail, and are particularly useful as non-wipe type top gel nails.

Claims

1. (a) A trifunctional or higher (meth)acrylate compound, (b) A cationically polymerizable compound having two or fewer functional groups and / or a radically polymerizable compound having two or fewer functional groups, (c) A radical polymerization initiator, (d) A cationic polymerization initiator, A curable artificial nail composition containing the above.

2. The curable artificial nail composition according to claim 1, wherein the radical polymerization initiator (c) includes an acylphosphine oxide-based polymerization initiator and / or a hydroxy-phenyl ketone-based polymerization initiator.

3. The curable artificial nail composition according to claim 1 or 2, wherein the cationically polymerizable compound having two or fewer functional groups and / or the radically polymerizable compound having two or fewer functional groups includes a (meth)acrylate oligomer having two or fewer functional groups and a molecular weight of 1,500 or more, and a (meth)acrylate monomer having two or fewer functional groups and a molecular weight of less than 1,500.

4. The curable artificial nail composition according to claim 1 or 2, wherein the cationically polymerizable compound having two or fewer functional groups and / or the radically polymerizable compound having two or fewer functional groups includes an epoxy compound having two or fewer functional groups and / or a (meth)acrylate compound having two or fewer functional groups.

Citation Information

Patent Citations

  • Photocurable composition for topcoat of nails or artificial nails

    WO2016072353A1

  • Artificial nail raw material composition, method of curing artificial nail raw material composition, method of producing artificial nail, and artificial nail

    JP2014005260A

  • Light-cured artificial claw components

    JP6755544B2