Curable artificial nail composition

Abstract

To provide a curable artificial nail composition that exhibits excellent curability and suppresses the temperature rise during the curing process.SOLUTION: A curable artificial nail composition comprises: (a) a (meth)acrylate compound and (b) a polymerization initiator, wherein the polymerization initiator (b) comprises an acylphosphine oxide-based polymerization initiator having one or two phenyl rings in the molecule.SELECTED DRAWING: None

Description

[Technical field]

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

[0002] Nail art, which involves decorating natural nails on the hands and feet or gluing artificial nails and then decorating them, is becoming increasingly popular. In addition, artificial nails are formed on top of the nails to reinforce them and prevent them from cracking or peeling off due to external forces. For such nail decoration or reinforcement, resin-containing materials, so-called manicures, pedicures, and sculptures, are applied to the nails.

[0003] Recently, a photocurable artificial nail composition called gel nail has been attracting attention as a material used for decorating or reinforcing nails. Gel nail is a photocurable gel-like nail coating material (photocurable artificial nail composition), and is known to contain, for example, a (meth)acrylate oligomer and a (meth)acrylic monomer. Gel nail is applied to the nail and cured by irradiating with ultraviolet light, forming a crosslinked polymer coating by radical polymerization reaction, which is said to form a tough coating that is difficult to peel off from the nail.

[0004] It is known that when a curable coating film is formed using a curable artificial nail composition, curing heat (polymerization heat) is generated as the curable compound cures (polymerizes), and the temperature rises during curing becomes high. If the temperature rise during curing is high, the user may feel hot (pain from heat), feel scared, or feel uncomfortable. For this reason, there is a demand for a curable artificial nail composition that maintains the properties such as curability of the curable artificial nail composition and further has a lower temperature rise during curing.

[0005] As curable artificial nail compositions for which the curing heat (polymerization heat) associated with the curing (polymerization) of the curable compound has been investigated, for example, the following are known. Patent Document 1 discloses a base coat composition for auto nails that contains a urethane acrylate oligomer, a monomer component that contains at least hydroxyethyl acrylamide and 2-hydroxyethyl methacrylate, a photopolymerization initiator, and a polymer component. This composition is evaluated for sensitivity to heat during curing in three stages, high, medium, and low, but the specific temperature is unknown. Patent Document 2 discloses a photocurable artificial nail composition containing a urethane (meth)acrylate oligomer, a multifunctional thiol compound, a radical polymerizable compound, a photopolymerization initiator, and a chain transfer agent. The composition is evaluated for the temperature rise during curing on a three-level scale: "feel," "feel slightly," and "feel like heat pain," but the specific temperature is unknown. Patent Document 3 discloses a curable artificial nail composition that has a temperature rise during curing of 23° C. or less and a viscosity of 0.1 Pa·s or more and 60.0 Pa·s or less at 25° C. This curable artificial nail composition is said to have properties such as adhesion of the cured coating film to the substrate (adhesive strength to the nail), adhesion durability, curability, and the aesthetic appearance of the cured coating film, and further has a low temperature rise during curing and excellent application workability. [Prior art documents] [Patent documents]

[0006] [Patent Document 1] JP 2018-80129 A [Patent Document 2] JP 2019-6689 A [Patent Document 3] JP 2022-167213 A Summary of the Invention [Problem to be solved by the invention]

[0007] The present inventors have investigated a curable artificial nail composition containing a (meth)acrylate compound and a polymerization initiator, particularly its constituent components, and have found that by using a polymerization initiator containing an acylphosphine oxide-based polymerization initiator having one or two phenyl rings in the molecule as the polymerization initiator, it is possible to obtain a curable artificial nail composition that has excellent curability and a suppressed temperature rise during curing. An object of the present invention is to provide a curable artificial nail composition that has excellent curability and exhibits a suppressed temperature rise during curing. [Means for solving the problem]

[0008] Means for Solving the Problems The present inventors have conducted intensive research to solve the above problems and have found that the above problems can be solved by providing a curable artificial nail composition containing a polymerization initiator that includes a specific component, thereby completing the present invention. Specifically, the following applies: [Section 1] (a) a (meth)acrylate compound, and (b) a polymerization initiator, The (b) polymerization initiator contains an acylphosphine oxide-based polymerization initiator having one or two phenyl rings in the molecule. Curable artificial nail composition. [Section 2] The acylphosphine oxide polymerization initiator having one or two phenyl rings in the molecule is represented by the formula (1); [ka] (In formula (1), R 11 represents an aliphatic hydrocarbon group having 1 to 12 carbon atoms, an alicyclic hydrocarbon group having 3 to 12 carbon atoms, or an alkoxy group having 1 to 12 carbon atoms. In formula (1), R 12 represents an aliphatic hydrocarbon group having 1 to 12 carbon atoms, an alicyclic hydrocarbon group having 3 to 12 carbon atoms, an aromatic hydrocarbon group having 6 to 20 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, or an aryloxy group having 6 to 20 carbon atoms. R 11 and / or R 12Each of may have a substituent. Item 2. The curable artificial nail composition according to item 1, comprising an acylphosphine oxide polymerization initiator having one or two phenyl rings in the molecule represented by the formula: Effect of the Invention

[0009] The present invention provides a curable artificial nail composition that has excellent curability and exhibits a reduced temperature rise during curing. The mechanism by which the curable artificial nail composition of the present invention exhibits excellent curability and suppresses the temperature rise during curing is unclear, but the present inventors speculate as follows. It is believed that photopolymerization initiators, particularly ultraviolet polymerization initiators, generate radicals by absorbing light (ultraviolet light) with the benzene rings in the polymerization initiator. Up until now, 2,4,6-trimethylbenzoyldiphenylphosphine oxide (TPO) has been widely used as a polymerization initiator for curable artificial nail compositions, as described in the examples of Patent Documents 1 to 3. TPO is a compound having three benzene rings in its molecule, which provides good light (ultraviolet light) absorption efficiency. For this reason, the curing of the curable artificial nail composition is performed by a large amount of radicals, which increases the heat of polymerization and increases the temperature rise during curing. On the other hand, acylphosphine oxide-based polymerization initiators having one or two phenyl rings in their molecules have one or two fewer phenyl rings in their molecules than TPO, and therefore have a lower light (ultraviolet light) absorption efficiency than TPO. For this reason, it is presumed that the curing of the curable artificial nail composition is performed by an appropriate amount of radicals, which allows the heat of polymerization to be suppressed while maintaining the curability of the curable artificial nail composition, and the temperature rise during curing to be suppressed. However, the present invention is not limited to this speculation. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0010] The curable artificial nail composition of the present invention is described below. The curable artificial nail composition of the present invention is a curable artificial nail composition that contains (a) a (meth)acrylate compound and (b) a polymerization initiator, and the (b) polymerization initiator contains an acylphosphine oxide-based polymerization initiator having one or two phenyl rings in the molecule.

[0011] [(a) (Meth)acrylate compound] The (a) (meth)acrylate compound, which is a component of the curable artificial nail composition of the present invention, is a compound that has one or more (meth)acryloyl groups in the molecule and can be cured by exposure to energy rays such as light. The (a) (meth)acrylate compound may contain at least one member selected from the group consisting of (meth)acrylate oligomers and (meth)acrylate monomers. In this specification, the term "(meth)acrylate oligomer" refers to an acrylate oligomer and a methacrylate oligomer, and the term "(meth)acrylate monomer" refers to an acrylate monomer and a methacrylate monomer.

[0012] <(Meth)acrylate Oligomer> The (meth)acrylate oligomer is not particularly limited as long as it is an oligomer having one or more (meth)acryloyl groups and a plurality of repeating units in the molecule. Examples of the (meth)acrylate oligomer include one or more types selected from the group consisting of: (i) (meth)acrylate oligomers having in their main skeleton (main chain) one or more types selected from the group consisting of a urethane bond, a bond generated by a ring-opening reaction of an epoxy group, an ester bond, an ether bond, a urea bond, a carbonate bond, and an amide bond; and (ii) (meth)acrylate oligomers having a molecular chain formed by polymerization of one or more types of monomers selected from the group consisting of styrene-based, (meth)acrylic-based, olefin-based, and diene-based monomers.

[0013] Among these, the use of one or more selected from the group consisting of urethane (meth)acrylate oligomers ((meth)acrylate oligomers having a urethane bond in the main skeleton), epoxy (meth)acrylate oligomers having a molecular chain generated by a ring-opening reaction of an epoxy group, ester (meth)acrylate oligomers ((meth)acrylate oligomers having an ester bond in the main skeleton), and ether (meth)acrylate oligomers ((meth)acrylate oligomers having an ether bond in the main skeleton) is advantageous in terms of adhesion, etc. In the present invention, urethane (meth)acrylate oligomers are particularly preferably used. The (meth)acrylate oligomer may be either a commercially available product or a synthetic product. In the present invention, it is preferable that the composition contains one or more urethane (meth)acrylate oligomers from the viewpoint of adhesion and durability of the curable artificial nail composition and / or the cured coating film thereof.

[0014] The urethane (meth)acrylate oligomer can be synthesized, for example, by forming an isocyanate group- or hydroxyl group-containing urethane prepolymer by reaction between a polyisocyanate component and a polyol component, and reacting the isocyanate group- or hydroxyl group-containing urethane prepolymer with a compound having an active hydrogen-containing group and a (meth)acryloyl group in the molecule (hydroxyalkyl (meth)acrylate, (meth)acrylic acid, etc.) or a compound having an isocyanate group and a (meth)acryloyl group in the molecule, but is not limited to this method. In the present invention, it is preferable to form an isocyanate group-containing urethane prepolymer by reaction between a polyisocyanate component and a polyol component, and react the isocyanate group-containing urethane prepolymer with a (meth)acrylate compound containing a hydroxyl group.

[0015] Examples of the polyisocyanate component include one or more selected from the group consisting of tolylene diisocyanate, diphenylmethane diisocyanate, polymethylene polyphenyl polyisocyanate, phenylene diisocyanate, xylylene diisocyanate, tetramethylxylylene diisocyanate, naphthalene diisocyanate, hexamethylene diisocyanate, 1,5-pentamethylene diisocyanate, isophorone diisocyanate, methylene bis(4-cyclohexyl isocyanate), trimethylhexamethylene diisocyanate, hydrogenated tolylene diisocyanate, dicyclohexylmethane diisocyanate, carbodiimide-modified polyisocyanates of these, and isocyanurate-modified polyisocyanates of these.

[0016] Examples of the polyol component include one or more selected from the group consisting of ethylene glycol, diethylene glycol, triethylene glycol, polyethylene glycol, propylene glycol, dipropylene glycol, polypropylene glycol, co(polyethylene oxide-propylene oxide)diol, tetramethylene glycol, polytetramethylene glycol, bisphenol A, ethoxylated bisphenol A, caprolactam-modified polyol, carbonate polyol, polyester polyol, 1,6-hexanediol, trimethylolpropane, glycerin, pentaerythritol, dipentaerythritol, and the like.

[0017] Examples of the (meth)acrylate compound having a hydroxyl group include one or more compounds selected from the group consisting of 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 3-hydroxybutyl (meth)acrylate, polyethylene glycol mono(meth)acrylate, polypropylene glycol mono(meth)acrylate, tris(hydroxyethyl)isocyanuric acid di(meth)acrylate, and pentaerythritol tri(meth)acrylate.

[0018] The polyurethane (meth)acrylate oligomer can be obtained by reacting an alicyclic polyisocyanate compound with a polyol to obtain a polyurethane oligomer having one or more isocyanate groups in the molecule, and then reacting the polyurethane oligomer with a (meth)acrylate compound having a hydroxyl group. The number of (meth)acryloyl groups contained in one molecule of the polyurethane (meth)acrylate oligomer is not particularly limited as long as it is one or more, but from the viewpoint of the curability of the curable artificial nail composition and the hardness of the cured coating film, it is two or more, for example, 10 or less, preferably 8 or less. In the present invention, the number of (meth)acryloyl groups can be confirmed by analysis using infrared absorption spectroscopy (IR), nuclear magnetic resonance (NMR), gas chromatography mass spectrometry (GC / MS), or the like.

[0019] When a urethane (meth)acrylate oligomer is used in a curable artificial nail composition, a cured coating film having excellent elasticity, adhesion, and strength can be obtained. The one or more urethane (meth)acrylate oligomers usable in the present invention can be selected from those having one or more skeletons selected from the group consisting of polyether skeleton, polycarbonate skeleton, polyester skeleton, acrylic skeleton, and polyolefin skeleton. Among them, one or more polyether-based urethane (meth)acrylate oligomers having a polyether skeleton and / or polycarbonate-based urethane (meth)acrylate oligomers having a polycarbonate skeleton are preferred.

[0020] For example, a polyether-based urethane (meth)acrylate oligomer having one or more polyether skeletons can be obtained by adding a (meth)acrylic compound having a hydroxyl group, such as hydroxyethyl (meth)acrylate, to an isocyanate group-containing polyether urethane prepolymer obtained by reacting a polyoxyalkylene polyol, such as polyoxypropylene polyol, with a polyisocyanate, such as isophorone diisocyanate, hexamethylene diisocyanate, xylylene diisocyanate, or an isocyanurate or biuret product thereof, and subjecting 10% or more of the total number of isocyanate groups in the urethane prepolymer to an addition reaction with the (meth)acrylic compound having a hydroxyl group.

[0021] For example, a polycarbonate-based urethane (meth)acrylate oligomer having one or more polycarbonate skeletons can be obtained, like a polyether-based urethane (meth)acrylate oligomer, by adding a (meth)acrylic compound having a hydroxyl group, such as hydroxyethyl (meth)acrylate, to an isocyanate group-containing polycarbonate urethane prepolymer obtained by reacting a polycarbonate polyol with a polyisocyanate, and then subjecting 10% or more of the total number of isocyanate groups in the urethane prepolymer to an addition reaction with the (meth)acrylic compound having a hydroxyl group.

[0022] As the urethane (meth)acrylate oligomer, a commercially available product can be used. Examples of 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 Industries Co., Ltd.), SUA TH1, SUA 2, SUA-16N (manufactured by KSM Corporation), 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 Chemical Industries Co., Ltd.), AU-2040 (manufactured by Tokushiki Co., Ltd.), and KUA-PC2I (manufactured by KSM Corporation).

[0023] An epoxy (meth)acrylate oligomer having a molecular chain generated by a ring-opening reaction of an epoxy group can be synthesized, for example, by reacting a polyfunctional epoxy resin with a (meth)acrylate having a functional group reactive with an epoxy group, but is not limited to this method. Examples of commercially available products include, but are not limited to, one or more selected from the group consisting of EBECRYL 1259, 605, 1606 (manufactured by Daicel-Cytec), EPOXY ESTER 3000A, 3000MK, 3002A(N), 3002M(N), 40EM (manufactured by Kyoeisha Chemical Co., Ltd.).

[0024] An ester (meth)acrylate oligomer having an ester bond can be synthesized, for example, by adding 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 to a carboxyl group and / or a hydroxyl group of an ester oligomer obtained by reacting a polyol with a polyvalent carboxylic acid, but is not limited to this method. Examples of commercially available products include, but are not limited to, one or more types selected from the group consisting of 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, and M-9050 (manufactured by Toagosei Co., Ltd.), and UV-3500BA, UV3520TL, UV-3200B, and UV-3000B (manufactured by Mitsubishi Chemical Corporation).

[0025] An ether (meth)acrylate oligomer having an ether bond can be synthesized, for example, by adding one or more members selected from the group consisting of a compound having a hydroxyl group and a (meth)acryloyl group in the molecule, (meth)acrylic acid, and a compound having a carboxyl group and a (meth)acryloyl group in the molecule to a hydroxyl group of an aliphatic polyether polyol or a hydroxyl group of an aromatic polyether polyol made from a raw material such as bisphenol, but is not limited to this method. Examples of commercially available products 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.), and EBECRYL (registered trademark) 3700 (manufactured by Daicel-Cytec Co., Ltd.).

[0026] <(Meth)acrylate Monomer> The (meth)acrylate monomer is not particularly limited as long as it is a compound other than the (meth)acrylate oligomer and has one or more (meth)acryloyl groups in the molecule. The number of (meth)acryloyl groups contained in one molecule is not particularly limited, but is one or more, for example, 10 or less, preferably 8 or less, more preferably 6 or less, from the viewpoint of the curability of the curable artificial nail composition and the hardness of the cured coating film. In the present invention, the (meth)acrylate monomer may be one or more selected from (meth)acrylate monomers having one (meth)acryloyl group. Also, a mixture of one or more selected from (meth)acrylate monomers having one (meth)acryloyl group and one or more selected from (meth)acrylate monomers having two or more (meth)acryloyl groups may be used.

[0027] Examples of the (meth)acrylate monomer having one (meth)acryloyl group include 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, phenyl (meth)acrylate, benzyl (meth)acrylate, isobornyl (meth)acrylate, and adamantyl (meth)acrylate. Esterification products of monohydric alcohols such as acrylate, cyclohexyl (meth)acrylate, dicyclopentenyl (meth)acrylate, dicyclopentenyloxyethyl (meth)acrylate, and dicyclopentanyl (meth)acrylate with (meth)acrylic acid; acrylamide, hydroxyethyl acrylamide, dimethyl acrylamide, diethyl acrylamide, methacrylamide, N-methyl (meth)acrylamide, N-hydroxyethyl (meth)acrylamide, N-ethyl (meth)acrylamide, N-methylol (meth)acrylamide, N-Methoxymethyl(meth)acrylamide, N-Butoxymethyl(meth)acrylamide, N,N-Dimethyl(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-tert-butyl(meth)acrylamide, N,N-Diheptyl(meth)acrylamide, N,N-Dioctyl(meth)acrylamide, N, (meth)acryloyl group-containing amide compounds such as N-di-tert-octyl(meth)acrylamide, N,N-didodecyl(meth)acrylamide, N,N-dioctadecyl(meth)acrylamide, N,N-dimethylaminopropyl(meth)acrylamide, and N,N-dimethylaminoethyl(meth)acrylamide; hydroxyl group-containing (meth)acrylates such as 2-hydroxyethyl(meth)acrylate, 2-hydroxypropyl(meth)acrylate, hydroxybutyl(meth)acrylate, and pentaerythritol mono(meth)acrylate;Nitrogen-containing alkyl (meth)acrylates such as N,N-dimethylaminoethyl (meth)acrylate, N,N-diethylaminoethyl (meth)acrylate, and Nt-butylaminoethyl (meth)acrylate; phosphate ester (meth)acrylates such as (meth)acryloyloxyethyl phosphate, (meth)acryloyloxypropyl phosphate, caprolactone-modified (meth)acryloyloxyethyl phosphate, (meth)acrylic acid ethyl hexanoate phosphate, and (meth)acrylic acid pentyl propanoate phosphate; glycidyl (meth)acrylate, 4-(meth)acryloyloxymethyl-2-cyclohexyl-1,3-dioxolane, (2-methyl-2-ethyl-1,3-dioxolane-4-yl)methyl (meth)acrylate, cyclic trimethylolpropane formal (meth)acrylate, and (2-isobutyl-2-methyl-1,3-dioxolane-4-yl) Methyl (meth)acrylate, (2-methyl-2-methyl-1,3-dioxolan-4-yl)methyl (meth)acrylate, (1,4-dioxaspiro[4,5]decan-2-yl)methyl (meth)acrylate, tetrahydrofurfuryl (meth)acrylate, tetrafurfuryl alcohol oligo(meth)acrylate, alkoxylated tetrahydrofurfuryl (meth)acrylate, (3-ethyloxetan-3-yl)methyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate glycidyl ether, (meth)acryloylmorpholine, N-(meth)acryloyloxyethylhexahydrophthalimide, pentamethylpiperidyl (meth)acrylate, N-(meth)acryloyloxysuccinimide, N-(meth)acryloyloxyphthalimide and other heterocyclic ring-containing (meth)acrylates can be mentioned as one or more selected from the group consisting of such acrylates.;

[0028] Among these (meth)acrylate monomers having one (meth)acryloyl group, straight-chain or branched alkyl group-containing (meth)acrylates 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, and neopentyl (meth)acrylate; alicyclic mono(meth)acrylate monomers such as isobornyl (meth)acrylate, adamantyl (meth)acrylate, and cyclohexyl (meth)acrylate; hydroxyethyl acrylamide, dimethyl acrylamide, diethyl acrylamide, N-methyl (meth)acrylamide, and N-hydroxyethyl At least one selected from the group consisting of (meth)acrylamide, N-ethyl (meth)acrylamide, N-methylol (meth)acrylamide, N,N-dimethylaminopropyl (meth)acrylamide, N,N-dimethylaminoethyl (meth)acrylamide, and other (meth)acryloyl group-containing amide compounds; 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, hydroxybutyl (meth)acrylate, and other hydroxyl group-containing (meth)acrylates; (meth)acryloylmorpholine, N-(meth)acryloyloxyethylhexahydrophthalimide, tetrahydrofurfuryl (meth)acrylate, (2-methyl-2-ethyl-1,3-dioxolan-4-yl)methyl acrylate, and other heterocyclic ring-containing (meth)acrylates is preferred.

[0029] Examples of the (meth)acrylate monomer having two or more (meth)acryloyl groups include ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, tetraethylene glycol di(meth)acrylate, propylene glycol di(meth)acrylate, polypropylene di(meth)acrylate, ethoxylated polypropylene glycol di(meth)acrylate, ethoxylated ... ) acrylate, 1,3-butanediol di(meth)acrylate, 1,4-butanediol di(meth)acrylate, glycerin di(meth)acrylate, trimethylolpropane di(meth)acrylate, pentaerythritol di(meth)acrylate, neopentyl glycol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, ethoxylated bisphenol A di(meth)acrylate, propoxylated bisphenol A di(meth)acrylate (isopyridene dif di(meth)acrylates such as phosphate ester-based di(meth)acrylates, such as diphenyl bis(oxyhydroxypropyl methacrylate), isocyanuric acid di(meth)acrylate, propoxylated ethoxylated bisphenol A di(meth)acrylate, di(meth)acryloyloxyethyl phosphate, di(meth)acryloyloxypropyl phosphate, caprolactone-modified di(meth)acryloyloxyethyl phosphate, di(meth)acrylic acid ethyl hexanoate phosphate, and di(meth)acrylic acid pentyl propanoate phosphate; ) acrylate monomers; tri(meth)acrylate monomers such as glycerin tri(meth)acrylate, trimethylolpropane tri(meth)acrylate, ditrimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, and ε-caprolactone-modified tris(acryloxyethyl)isocyanurate; tetra(meth)acrylate monomers such as pentaerythritol tetra(meth)acrylate and dipentaerythritol tetra(meth)acrylate;Examples of the monomer include at least one selected from the group consisting of polypentaerythritol poly(meth)acrylates such as dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, tripentaerythritol hexa(meth)acrylate, and tetrapentaerythritol hexa(meth)acrylate, and (meth)acrylate monomers having four or more (meth)acrylate groups such as isocyanuric acid tri(meth)acrylate, triazine tri(meth)acrylate, ethoxylated isocyanuric acid triacrylate, and ethoxylated pentaerythritol tetraacrylate.

[0030] Of these (meth)acrylate monomers having two or more (meth)acryloyl groups, 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, trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, and the like.

[0031] <(a) Composition and Content of (Meth)acrylate Compound> In the curable artificial nail composition of the present invention, the content of the (a) (meth)acrylate compound is not particularly limited, and is, for example, 30.0 mass% or more, preferably 50.0 mass% or more, and more preferably 60.0 mass% or more, relative to 100 mass% of the total amount of the curable artificial nail composition, and is, for example, 98.0 mass% or less, and preferably 97.0 mass% or less.

[0032] In the present invention, the (a) (meth)acrylate compound preferably contains both a (meth)acrylate oligomer and a (meth)acrylate monomer.

[0033] The content of the (meth)acrylate oligomer is, for example, 35.0% by mass or more, preferably 40.0% by mass or more, and for example, 70.0% by mass or less, preferably 55.0% by mass or less, based on the total amount of the curable artificial nail composition (100% by mass). If the content of the (meth)acrylate oligomer is less than 35.0% by mass, the curability of the curable artificial nail composition may decrease, leaving uncured material on the surface, and the viscosity may become too low, resulting in poor application properties. If the content of the (meth)acrylate oligomer is more than 70.0% by mass, the viscosity may become too high, resulting in poor application properties.

[0034] The content of the (meth)acrylate monomer is, for example, 5.0% by mass or more, preferably 10.0% by mass or more, and for example, 60.0% by mass or less, preferably 50.0% by mass or less, based on the total amount of the curable artificial nail composition (100% by mass). If the content of the (meth)acrylate monomer is less than 5.0% by mass, the curability of the curable artificial nail composition may decrease, leaving uncured material on the surface, and the viscosity may become too high. If the content of the (meth)acrylate monomer exceeds 60.0% by mass, the curing heat of the curable artificial nail composition may increase, and the temperature rise during curing may increase, the cured coating film may become brittle and easily crack, and the viscosity may become too low, resulting in reduced applicability.

[0035] [(b) Polymerization initiator] The (b) polymerization initiator contained in the curable artificial nail composition of the present invention is not particularly limited as long as it contains an acylphosphine oxide-based polymerization initiator having one or two phenyl rings in the molecule and is capable of generating radicals and initiating polymerization of the (a) (meth)acrylate compound when energy is imparted thereto by irradiation with light (e.g., ultraviolet light) or heat.

[0036] <Acylphosphine oxide polymerization initiators having one or two phenyl rings in the molecule> Examples of the acylphosphine oxide polymerization initiator having one or two phenyl rings in the molecule include one or more compounds represented by the following formula (A). [ka] (In formula (A), R 1 is an aliphatic hydrocarbon group having 1 to 12 carbon atoms, an alicyclic hydrocarbon group having 3 to 12 carbon atoms, or an aromatic hydrocarbon group having 6 to 20 carbon atoms. 1 When there are two of them, they may be the same or different. In formula (A), R 2 is an aliphatic hydrocarbon group having 1 to 12 carbon atoms, an alicyclic hydrocarbon group having 3 to 12 carbon atoms, an aromatic hydrocarbon group having 6 to 20 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, or an aryloxy group having 6 to 20 carbon atoms. 2 When there are two of them, they may be the same or different. In formula (A), n is 1 or 2. R 1 and / or R 2 Each of may have a substituent.

[0037] R 1 and R 2 Examples of the aliphatic hydrocarbon group having 1 to 12 carbon atoms include a methyl group, an ethyl group, an n-propyl group, an i-propyl group, an n-butyl group, an i-butyl group, a t-butyl group, a hexyl group, an octyl group, a 2-ethylhexyl group, and a decane group. R 1 and R 2 Examples of the alicyclic hydrocarbon group having 3 to 12 carbon atoms include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, and an isobornyl group. R 1 and R 2 Examples of the aromatic hydrocarbon group having 6 to 20 carbon atoms include a phenyl group and a naphthalene group. R 2 Examples of the alkoxy group having 1 to 12 carbon atoms include a methoxy group, an ethoxy group, and a butoxy group. R 2 Examples of the aryloxy group having 6 to 20 carbon atoms include a phenoxy group and a naphthoxy group. R 1 and R 2 Examples of the substituent that may be possessed by the alkyl group include one or more selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a hydroxyl group, a carboxyl group, a nitro group, a sulfonic acid group, an amino group, a carboxylate group, and the like.

[0038] The acylphosphine oxide polymerization initiator having one or two phenyl rings in the molecule is preferably one or more compounds represented by the following formula (1). [ka] (In formula (1), R 11 represents an aliphatic hydrocarbon group having 1 to 12 carbon atoms, an alicyclic hydrocarbon group having 3 to 12 carbon atoms, or an alkoxy group having 1 to 12 carbon atoms. In formula (1), R 12 represents an aliphatic hydrocarbon group having 1 to 12 carbon atoms, an alicyclic hydrocarbon group having 3 to 12 carbon atoms, an aromatic hydrocarbon group having 6 to 20 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, or an aryloxy group having 6 to 20 carbon atoms. R 11 and / or R 12 Each of may have a substituent.

[0039] R 11 and R 12 The aliphatic hydrocarbon group having 1 to 12 carbon atoms, the alicyclic hydrocarbon group having 3 to 12 carbon atoms, and the alkoxy group having 1 to 12 carbon atoms in 1 and R 2 Examples of the groups include the groups exemplified as the aliphatic hydrocarbon group having 1 to 12 carbon atoms, the alicyclic hydrocarbon group having 3 to 12 carbon atoms, and the alkoxy group having 1 to 12 carbon atoms in the above formula. R 12The aromatic hydrocarbon group having 6 to 20 carbon atoms and the aryloxy group having 6 to 20 carbon atoms in 2 Examples of the aromatic hydrocarbon group having 6 to 20 carbon atoms and the aryloxy group having 6 to 20 carbon atoms in the above formula (I) include the groups exemplified above as the aromatic hydrocarbon group having 6 to 20 carbon atoms and the aryloxy group having 6 to 20 carbon atoms. R 11 and R 12 The substituents which may be present in R 1 and R 2 Examples of the substituent that may be possessed by the group include the groups exemplified above.

[0040] The compound represented by formula (1) is R 11 is an alkoxy group having 1 to 12 carbon atoms, preferably a methoxy group, an ethoxy group, or a butoxy group; R 12 is an aromatic hydrocarbon group having 6 to 10 carbon atoms which may have a substituent, preferably a phenyl group which may have a substituent.

[0041] <Polymerization initiators other than acylphosphine oxide polymerization initiators having one or two phenyl rings in the molecule> The polymerization initiator contained in the curable artificial nail composition of the present invention may include a polymerization initiator other than an acylphosphine oxide-based polymerization initiator having one or two phenyl rings in the molecule. Examples of such polymerization initiators include one or more polymerization initiators selected from the group consisting of α-hydroxyalkylphenones, α-hydroxyalkylphenones, benzoin ethers, benzil ketals, acid esters, α-aminoalkylphenones, benzophenones, thioxanthones, titanocenes, quinones, peroxides, azos, and persulfates. In addition, acylphosphine oxide polymerization initiators having three or more phenyl rings in the molecule can also be used within a range in which the temperature rise during curing can be made as desired. Among these, it is preferable to use an α-hydroxyalkylphenone polymerization initiator in combination.

[0042] Examples of the α-hydroxyalkylphenone type photopolymerization initiator include one or more selected from the group consisting of 1-hydroxy-cyclohexyl phenyl ketone (Omnirad 184), 2-hydroxy-2-methyl-1-phenyl-propan-1-one, 1-[4-(2-hydroxymethoxy)-phenyl]-2-hydroxy-2-methyl-1-propan-1-one, 2-hydroxy-1-[4-[4-(2-hydroxy-2-methyl-propionyl)-benzyl]phenyl]-2-methyl-propan-1-one, 1-(4-(phenylthio)-2,2-(O-benzoyloxime))1-hydroxycyclohexyl phenyl ketone, and 1-(4-isopropylphenyl)-2-hydroxy-2-methylpropan-1-one.

[0043] Examples of polymerization initiators other than the acylphosphine oxide polymerization initiator include thioxanthone, 2-methylthioxanthone, 2,4-dimethylthioxanthone, 2,4-diethylthioxanthone, 2-isopropylthioxanthone, 2-chlorothioxanthone, 1-chloro-4-propylthioxanthone, 3-[3,4-dimethyl-9-oxo-9H-thioxanthone-2-yl-oxy]-2-hydroxypropyl-N,N,N-trimethylammonium chloride, fluorothioxanthone, 2-benzyl-2-dimethylamino-1-(4-methylamino)-2-propanediol, 2-methyl ... 2-Methyl-1-[4-(methylthio)phenyl]-2-morpholinopropan-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 Zoin 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(methylisobutyrate), 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 parethate, 2,5-dimethyl-2,5-di(2-ethylhexanoylperoxy)hexane, 1 ,1,3,3-Tetramethylbutylperoxy-2-ethylhexanoate, t-hexylperoxy-2-ethylhexanoate, t-butylperoxy-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)-3,3,5-trimethylcyclohexa Examples of the peroxydicarbonate include at least one selected from the group consisting of peroxydicarbonate, 2,2-bis(t-butylperoxy)butane, 2,2-bis(t-butylperoxy)octane, dicetyl peroxydicarbonate, t-hexylperoxyisopropyl monocarbonate, diisopropyl peroxydicarbonate, t-butylperoxyisopropyl carbonate, di(4-t-butylcyclohexyl)peroxydicarbonate, di(2-ethylhexyl)peroxydicarbonate, potassium persulfate, sodium persulfate, and ammonium persulfate.

[0044] Examples of the acylphosphine oxide polymerization initiator having three or more phenyl rings in the molecule 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, etc. In particular, 2,4,6-trimethylbenzoyldiphenylphosphine oxide (OMNIRAD TPO) can be preferably used in the present invention since it also functions as a skin conditioning agent.

[0045] In the curable artificial nail composition of the present invention, it is preferable to use a polymerization initiator that can efficiently generate radicals and initiate polymerization in the ultraviolet wavelength region (for example, wavelengths around 405 nm and around 365 nm) irradiated during curing, and it is more preferable to use a mixture of an acylphosphine oxide polymerization initiator having one or two phenyl rings in the molecule and another polymerization initiator, particularly a combination of an acylphosphine oxide polymerization initiator having one or two phenyl rings in the molecule and an α-hydroxyalkylphenone polymerization initiator. In addition to the acylphosphine oxide polymerization initiator having one or two phenyl rings in the molecule, a polymerization initiator containing an α-hydroxyalkylphenone polymerization initiator may be used, and a polymerization initiator composition containing an acylphosphine oxide polymerization initiator having one or two phenyl rings in the molecule and a peroxide polymerization initiator may also be used.

[0046] In the curable artificial nail composition of the present invention, the content of the polymerization initiator (b) is not particularly limited. For example, it is, for example, 15% by mass or less, preferably 10% by mass or less, and for example, 2% by mass or more, preferably 4% by mass or more, based on the total amount of the curable artificial nail composition (100% by mass). If the content of the polymerization initiator exceeds 15% by mass, the curability may decrease, and if an acylphosphine oxide-based polymerization initiator having one or two phenyl rings in the molecule is contained in an amount of 15% by mass or more, the cured coating film of the curable artificial nail composition may yellow. If the content of the polymerization initiator is less than 2% by mass, the heat of polymerization may increase, and the temperature rise during curing may increase.

[0047] In the curable artificial nail composition of the present invention, the content of the acylphosphine oxide polymerization initiator having one or two phenyl rings in the molecule in the total amount of (b) polymerization initiator is not particularly limited. For example, it can be 100% (only acylphosphine oxide polymerization initiators having one or two phenyl rings in the molecule are used as the polymerization initiator). In addition, the content of the acylphosphine oxide polymerization initiator having one or two phenyl rings in the molecule in the total amount of (b) polymerization initiator is, for example, less than 100% by mass, preferably 80% by mass or less, more preferably 50% by mass or less, even more preferably 30% by mass or less, and even more preferably 20% by mass or less, and can be, for example, 1% by mass or more, preferably 5% by mass or more, and more preferably 10% by mass or more.

[0048] [(c) Other ingredients] In addition to the above (a) and (b), various components can be blended into the curable artificial nail composition of the present invention as “(c) other components” to the extent that they do not adversely affect the storage stability, curability, color tone of the cured coating film, durability of the cured coating film, adhesion of the cured coating film, viscosity, handleability, coatability, etc. Examples of the (c) other components include one or more selected from the group consisting of various additives such as radical polymerizable compounds other than the (a) (meth)acrylate compound, resins, polyfunctional thiol compounds, polymerization inhibitors, colorants, polyol compounds, solvents, fragrances, anti-settling agents such as alumina, silicone-based and fluorine-based defoamers, silane coupling agents such as γ-glycidoxypropyltrimethoxysilane, polymerization accelerators such as tertiary amines, surface tension adjusters, flame retardants, antioxidants, ion adsorbents, stress reducers, preservatives, antibacterial agents, flexibility imparting agents, waxes, halogen traps, leveling agents, wetting improvers, and decorative materials.

[0049] <(a) Radically polymerizable compound other than (meth)acrylate compound> (a) The radical polymerizable compound other than the (meth)acrylate compound is not particularly limited as long as it is a radical polymerizable compound other than the (meth)acryloyl group-containing polymerizable compound. For example, one or more compounds selected from the group consisting of vinyl group-containing compounds, allyl group-containing compounds, etc. are included. Specifically, one or more compounds selected from the group consisting of styrene, α-methylstyrene, vinyltoluene, α-chlorostyrene, vinyl acetate, vinyl propionate, methyl vinyl ether, ethyl vinyl ether, N-vinylpyrrolidone, vinylpyridine, allyl glycidyl ether, vinyl group-containing oligomers, allyl group-containing oligomers, etc. are included.

[0050] <Resin> The resin is not particularly limited as long as it is neither polymerizable nor a polyol compound, and examples thereof include at least one selected from the group consisting of 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, and block resins.

[0051] <Multifunctional thiol compounds> The (b) polyfunctional thiol compound, which is a component of 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 (b) polyfunctional thiol compound is blended as a chain transfer agent, a curability regulator, a crosslinking agent, and a viscosity regulator of the curable artificial nail composition. By blending the polyfunctional thiol compound in the curable artificial nail composition, it is possible to suppress the remaining of uncured components on the surface of the cured coating film. Examples of polyfunctional thiol compounds 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 become a thiol group. For example, trimethylolpropane tris(3-mercaptopropionate), trimethylolpropane tristhioglycolate, trimethylolpropane tris(3-mercaptobutyrate), pentaerythritol tetrakis thioglycolate, 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-mercapto

[0043] Examples of the polyfunctional thiol group-containing monomer include polyfunctional thiol group-containing monomers such as tributylyloxybutane, 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), trimercaptopropionic acid tris(2-hydroxyethyl)isocyanurate, 1,4-dimethylmercaptobenzene, 2,4,6-trimercapto-s-triazine, and 2-(N,N-dibutylamino)-4,6-dimercapto-s-triazine.Among these, trifunctional or tetrafunctional thiol compounds are preferred, and one or more selected from the group consisting of trimethylolpropane tris(3-mercaptopropionate), trimethylolpropane tristhioglycolate, trimethylolpropane tris(3-mercaptobutyrate), pentaerythritol tetrakis thioglycolate, pentaerythritol tetrakis(3-mercaptobutyrate), and pentaerythritol tetrakis(3-mercaptopropionate) are preferred.

[0052] <Polymerization inhibitor> The polymerization inhibitor is not particularly limited as long as it is a compound capable of suppressing the polymerization of the (a) (meth)acrylate compound. For example, one or more selected from the group consisting of tocopherol-based compounds, quinone-based compounds, phenol-based compounds, catechol-based compounds, oxydiphenylamine-based compounds, nitroso-based compounds, nitrone-based compounds, nitrile-based compounds, hydrazyl-based compounds, and phenothiazine-based compounds can be mentioned. Among these, it is preferable to use tocopherol-based compounds and / or quinone-based compounds.

[0053] Examples of tocopherol compounds include 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, and 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, and the like. Preferably, there is 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, and the like.

[0054] Examples of quinone compounds include one or more compounds selected from the group consisting of hydroquinone, hydroquinone monomethyl ether, 1-o-2,3,5-trimethylolhydroquinone, 2-tert-butylhydroquinone, methylhydroquinone, dimethylhydroquinone, di-t-butylhydroquinone, benzoquinone, p-benzoquinone, 2,6-dichloro-p-benzoquinone, and 2,5-dichloro-p-benzoquinone.

[0055] An example of the phenolic compound is 3,5-t-dibutyl-6-hydroxytoluene. Examples of the catechol compounds include catechol, 4-t-butylcatechol, and the like. Examples of the oxydiphenylamine compounds include 2-oxydiphenylamine, its hydroxyl position isomers, phenyl group substitution products, and amino group alkyl substitution products. Examples of nitroso compounds include compounds having a nitroso group on the α-carbon of a carbonyl compound (e.g., methyl-α-nitrosoisopropyl ketone), N-nitroso-N-phenylhydroxylamine compounds (e.g., N-nitroso-N-phenylhydroxylamine ammonium salt, N-nitroso-N-phenylhydroxylamine aluminum salt), and the like. An example of the nitrone compound is phenyl-t-butyl nitrone. Examples of nitrile compounds include compounds in which a nitrile group is conjugated (such as furfurylidenemalononitrile). A preferred example of the hydrazyl compound is 1,1-diphenyl-2-picrylhydrazyl. Examples of phenothiazine compounds include phenothiazine or compounds having one or more substituents on the aromatic ring moiety.

[0056] In the curable artificial nail composition of the present invention, the content of the polymerization inhibitor is not particularly limited. For example, it can be more than 0% by mass and 1.0% by mass or less based on the total amount of the curable artificial nail composition. It is preferably 0.01% by mass or more, more preferably 0.03% by mass or more. If the content of the polymerization inhibitor exceeds 1.0% by mass, there is a risk that uncured components remain on the surface of the cured coating film of the curable artificial nail composition, and the composition may thicken over time, resulting in a decrease in applicability and handling, and if no polymerization inhibitor is contained, there is a risk that the storage stability may decrease.

[0057] <Coloring agent> The colorant may be one or more selected from the group consisting of pigments, luster materials, and dyes, and may be used in any amount to impart a desired color tone to the curable artificial nail composition. In particular, the colorant may be one or more selected from the group consisting of inorganic pigments, luster materials, organic pigments, and dyes used in nail coating materials, and does not significantly inhibit curing by irradiation with ultraviolet light (light irradiation) or the like. The curable artificial nail composition before curing can contain not only pigments but also resin particles and decorative materials that can be incorporated into known curable artificial nail compositions.

[0058] Examples of colorants include Brown No. 201, Black No. 401, Purple No. 201, Purple No. 401, Blue No. 1, Blue No. 2, Blue No. 201, Blue No. 202, Blue No. 203, Blue No. 204, Blue No. 205, Blue No. 403, Blue No. 404, Green No. 201, Green No. 202, Green No. 204, Green No. 205, Green No. 3, Green No. 401, Green No. 402, Yellow No. 201, Yellow No. 202-(1), Yellow No. 20 No. 2-(2), Yellow No. 203, Yellow No. 204, Yellow No. 205, Yellow No. 4, Yellow No. 401, Yellow No. 402, Yellow No. 403-(1), Yellow No. 404, Yellow No. 405, Yellow No. 406, Orange 201 No., Orange No. 203, Orange No. 204, Orange No. 205, Orange No. 206, Orange No. 207, Orange No. 401, Orange No. 402, Orange No. 403, Red No. 102, Red No. 104-(1), Red No. 105-(1 ), Red 106, Red 2, Red 201, Red 202, Red 203, Red 204, Red 205, Red 206, Red 207, Red 208, Red 213, Red 214, Red 215, Red 218, Red 219, Red 220, Red 221, Red 223, Red 225, Red 226, Red 227, Red 228, Red 230-(1), Red 23 Examples of the pigments include one or more selected from the group consisting of Red No. 0-(2), Red No. 231, Red No. 232, Red No. 3, Red No. 401, Red No. 405, Red No. 501, Red No. 502, Red No. 503, Red No. 504, Red No. 505, Red No. 506, titanium oxide, iron oxide, chromium oxide, manganese violet, carbon black, metal powder, metal flakes, metal oxide flakes, glass flakes, and the like.

[0059] In the curable artificial nail composition of the present invention, it is preferable to incorporate a bluing agent in order to form a transparent cured coating film and suppress yellowing of the cured coating film. The bluing agent used in the present invention is preferably one containing a blue colorant and a reactive diluent. As the blue-based colorant, for example, a colorant containing one or more selected from the group consisting of Purple No. 201, Purple No. 401, Blue No. 1, Blue No. 2, Blue No. 201, Blue No. 202, Blue No. 203, Blue No. 204, Blue No. 205, Blue No. 403, Blue No. 404, Green No. 201, Green No. 202, Green No. 204, Green No. 205, Green No. 3, Green No. 401, Green No. 402, etc., is used, preferably a colorant containing one or more selected from the group consisting of Purple No. 201, Purple No. 401, Blue No. 1, Blue No. 2, Blue No. 201, Blue No. 202, Blue No. 203, Blue No. 204, Blue No. 205, Blue No. 403, Blue No. 404, etc. is used. As the reactive diluent, one or more selected from the group consisting of (meth)acrylate monomers in the (a) (meth)acrylate compound can be used.

[0060] <Polyol compound> The polyol compound functions as a diluent and an adhesion improver for 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, and phenolic polyols. Among them, alkyl polyols, polyester polyols, and polyether polyols are preferred. The alkyl polyol may be at least one selected from the group consisting of ethylene glycol, 1,4-butanediol, 1,6-hexanediol, 1,8-octanediol, neopentyl glycol, cyclohexanedimethanol, trimethylolpropane, pentaerythritol, and the like.

[0061] The polyester polyol may be one or more selected from the group consisting of condensation polyester polyol, addition polymerization polyester polyol, polycarbonate polyol, etc. The condensation polyester polyol may be obtained by a condensation reaction between 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, diol dimer acid, 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 the molecular weight is preferably 100 to 100,000. The addition polymerization polyester polyol may be polycaprolactone, and the molecular weight is preferably 100 to 100,000. Polycarbonate polyols are synthesized by direct phosgenation of polyols, transesterification with diphenyl carbonate, or the like, and preferably have a molecular weight of 100 or more and 100,000 or less. An example of the polyether polyol is a polyether polyol obtained by ring-opening polymerization of an alkylene oxide.

[0062] <Solvent> The solvent is not particularly limited as long as it can adjust the viscosity at the time of application by dilution. For example, one or more selected from the group consisting of 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; acetates such as methyl acetate, ethyl acetate, and butyl acetate; and diacetone alcohol.

[0063] [Viscosity of Curable Artificial Nail Composition] The curable artificial nail composition of the present invention can have a viscosity at 25° C. of, for example, 0.1 Pa·s or more and 60.0 Pa·s or less. The viscosity is preferably 0.5 Pa·s or more, more preferably 0.7 Pa·s or more, and is preferably 50.0 Pa·s or less, more preferably 40.0 Pa·s or less. By setting the viscosity within such a range, a curable artificial nail composition that is excellent in applicability with an applicator such as a brush or inkjet can be obtained.

[0064] [Uses of the curable artificial nail composition] The curable artificial nail composition of the present invention is a composition for coating the surface of the nail, like common manicures and pedicures. The curable artificial nail composition of the present invention can be particularly suitably used as a gel nail, and can be used to form any of the following layers: a base coat layer that is applied directly to the user's nail, a color coat layer that is applied on the base coat layer, and a top coat layer that is applied on the base coat layer. Examples of the layers include a color coat layer to which a desired color tone has been imparted, a color top coat layer to which a desired color tone has been imparted, a clear top coat layer to which a desired color tone may be imparted, and a clear top coat layer containing glittering materials (metal powder, metal flakes, metal oxide flakes, glass flakes, etc.). After applying the curable artificial nail composition of the present invention, small decorations, powders, etc. can be attached to the coating film surface of the curable artificial nail composition before curing to enhance the design. The curable artificial nail composition of the present invention has excellent curability, a suppressed polymerization temperature during curing, and further, suppresses the occurrence of chipping, peeling, and lifting of the cured coating film from the underlying layer or the user's nail for a long period of at least two weeks after curing.

[0065] [Coating nails with a curable artificial nail composition] The nails to be coated with the curable composition of the present invention may be either human fingernails or toenails, or may be the nails of animals such as dogs and cats, etc. Furthermore, they may be artificial nails such as nail tips (false nails). When the curable artificial nail composition of the present invention is applied to a nail or an (un)cured coating film on the nail to form a coating, the applied surface may or may not be sanded. The method for applying the curable artificial nail composition is not particularly limited, and for example, an application method using an applicator such as a brush or an inkjet may be used.

[0066] Using the curable artificial nail composition of the present invention, an uncured coating layer having the shape of a nail or the like can be prepared on at least one surface of a sheet, and this layer can be brought into contact (transferred) with the nail surface, and then cured by irradiating with ultraviolet light, with or without peeling off the sheet. By using a method in which an uncured coating layer is first formed on the sheet surface using a curable artificial nail composition and then this is transferred, it is possible to coat the nail surface with a uniform and accurate pattern without using an applicator such as a brush, and there is no need to wash the applicator after use.

[0067] The means for curing the curable artificial nail composition after application is not particularly limited as long as it is a means capable of imparting energy to cause the curing of the curable artificial nail composition. Examples include irradiation with energy rays such as light (ultraviolet rays (UV) etc.), electron beams, and heat. In particular, curing by irradiation with ultraviolet rays (UV) is preferably used since it can be carried out relatively quickly and easily. When curing by irradiation with light such as ultraviolet rays, a known ultraviolet curing device is used. Although the amount of energy required for curing differs depending on the composition of the curable artificial nail composition, for example, when curing by irradiation with light such as ultraviolet rays, the irradiation energy (accumulated light amount) by light irradiation is, for example, 5 mJ / cm. 2 More than 10 mJ / cm, preferably 10 mJ / cm 2 or more, for example 1000 mJ / cm 2 Less than or equal to 800 mJ / cm 2 If the irradiation energy is within this range, nail art having sufficient adhesion and abrasion resistance can be obtained.

[0068] As a light source for irradiating light, for example, a known ultraviolet light source such as a multi-type UV lamp (UV+LED), a mercury lamp, a metal halide lamp, an ultraviolet light emitting diode (UV-LED), an ultraviolet laser diode (UV-LD), etc. Among them, from the viewpoints of small size, long life, high efficiency, and low cost, a multi-type lamp (UV+LED) (three-line main wavelength: about 365 nm, about 405 nm, and about 436 nm), an ultraviolet light emitting diode (UV-LED; wavelength about 385 nm to about 415 nm; peak wavelength about 405 nm), and an ultraviolet laser diode (UV-LD) are preferred. EXAMPLES

[0069] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these examples. In addition, unless otherwise specified, "%" means "% by mass" and "parts" means "parts by mass."

[0070] [Examples 1 to 12, Comparative Examples 1 to 12] The components shown in Tables 1 and 2 were placed in a container in the amounts (parts by mass) shown in Tables 1 and 2, respectively, and heated to 50° C. while stirring with a dissolver. The mixture was defoamed for 10 minutes under a pressure of 0.1 MPa while stirring, and then allowed to stand at 50° C. for 2 hours and defoamed to obtain a curable artificial nail composition. All of these steps were performed in the dark.

[0071] <Ingredients> The components in Tables 1 and 2 are as follows: PUA 1:2-functional polycarbonate-based polyurethane (meth)acrylate (weight average molecular weight 29,000) PUA 2:2-functional alicyclic polyurethane (meth)acrylate (weight average molecular weight 3,000) HEMA: 2-hydroxyethyl methacrylate IBXA: Isobornyl acrylate IBXMA: Isobornyl methacrylate Int 1: 2,4,6-trimethylbenzoylethoxyphenylphosphine oxide Int 2: 2,4,6-trimethylbenzoyldiphenylphosphine oxide Int 3: 1-Hydroxycyclohexyl phenyl ketone

[0072] <Temperature rise during curing> The start temperature of the measurement was measured using a temperature measuring device during curing attached to a cure shrinkage meter (manufactured by Acroedge, product name "Custron"), and the temperature during curing was measured, and the maximum temperature was taken as the maximum curing heat. The samples used in measuring maximum heat of cure were prepared as follows. A substrate fixing jig was provided above the ultraviolet light source, and a transparent glass substrate was fixed to the substrate fixing jig. A hole with a diameter of 1.0 mm was drilled in a fluororesin plate to prepare a fluororesin ring. The prepared fluororesin ring was placed on a transparent glass substrate, and the perforated portion was filled with the curable artificial nail composition so that the film thickness before curing was 1.00±0.05 mm. The fluororesin ring was then covered with a light-shielding material (black aluminum foil) to prepare a sample. The sample was irradiated with ultraviolet light from the transparent glass substrate side to cure the curable artificial nail composition filled in the perforated portion of the fluororesin ring, and the maximum curing heat generated during curing was measured. Using the obtained maximum curing heat, the following formula: Temperature rise during curing (℃) = Maximum curing heat (℃) - Measurement start temperature (℃) The temperature rise during curing was calculated using the above formula. The evaluation results are also shown in Table 1. A temperature of 23.0°C or less is considered to be acceptable.

[0073] [Table 1]

[0074] [Table 2]

[0075] The cured coating films of the curable artificial nail compositions of Examples 1 to 12 and Comparative Examples 1 to 12 all had excellent curability, with no elasticity felt when the cured products were touched with a finger after measuring the temperature rise during curing, and no uncured resin was found to be present. Example 1 is an example in which a polymerization initiator containing an acylphosphine oxide-based polymerization initiator having one or two phenyl rings in the molecule was used, and Comparative Example 1 is an example in which an acylphosphine oxide-based polymerization initiator having three phenyl rings in the molecule was used instead of the acylphosphine oxide-based polymerization initiator having one or two phenyl rings in the molecule in Example 1. The temperature rise during curing in Example 1 is 2.5°C lower than that in Comparative Example 1. Similarly, it can be seen from Tables 1 and 2 that the temperature rise during curing is lower in Examples 2 to 12 compared to Comparative Examples 2 to 12, respectively. This shows that the use of a polymerization initiator containing an acylphosphine oxide polymerization initiator having one or two phenyl rings in the molecule is useful for suppressing the temperature increase during curing of the curable artificial nail composition.

Claims

1. (a) a (meth)acrylate compound, and (b) a polymerization initiator, The polymerization initiator (b) contains an acylphosphine oxide-based polymerization initiator having one or two phenyl rings in the molecule. Curable artificial nail composition.

2. The acylphosphine oxide polymerization initiator having one or two phenyl rings in the molecule is represented by the formula (1); 【Chemistry 1】 (In formula (1), R １１ represents an aliphatic hydrocarbon group having 1 to 12 carbon atoms, an alicyclic hydrocarbon group having 3 to 12 carbon atoms, or an alkoxy group having 1 to 12 carbon atoms. In formula (1), R １２ represents an aliphatic hydrocarbon group having 1 to 12 carbon atoms, an alicyclic hydrocarbon group having 3 to 12 carbon atoms, an aromatic hydrocarbon group having 6 to 20 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, or an aryloxy group having 6 to 20 carbon atoms. R １１ and / or R １２ Each of may have a substituent.

2. The curable artificial nail composition according to claim 1, comprising an acylphosphine oxide polymerization initiator having one or two phenyl rings in the molecule represented by the formula:

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