Hardened artificial claw components
The curable artificial nail composition addresses the issue of poor adhesion and durability in gel nails by using a radical polymerizable compound with a phosphate group and phosphoric acid to enhance nail surface interaction, resulting in a durable and adhesive cured film.
Patent Information
- Authority / Receiving Office
- JP · JP
- Patent Type
- Patents
- Current Assignee / Owner
- SAKURA COLOR PRODUCTS CORPORATION
- Filing Date
- 2022-11-24
- Publication Date
- 2026-06-29
AI Technical Summary
Existing curable artificial nail compositions, such as gel nails, suffer from poor adhesion to the nail surface, leading to peeling and chipping, necessitating frequent reapplication.
A curable artificial nail composition comprising a radical polymerizable compound with a phosphate group, a radical polymerizable compound without a phosphate group, phosphoric acid, and a polymerization initiator, which enhances adhesion and durability by increasing the polarity of the nail surface and improving the interaction between the nail and the cured coating film.
The composition forms a cured coating film with excellent adhesion and peel-off strength, reducing peeling and chipping even after prolonged use, thereby providing improved curability.
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Abstract
Description
[Technical Field]
[0001] This invention relates to a curable artificial nail composition. [Background technology]
[0002] Nail art, which involves decorating natural fingernails and toenails, or attaching artificial nails and then decorating them, is becoming increasingly popular. Furthermore, artificial nails are being formed on top of natural nails to reinforce them and prevent breakage or peeling due to external forces. For the purpose of decorating and strengthening nails, resin-based materials, commonly known as manicures, pedicures, or sculptures, are applied to the nails.
[0003] Recently, gel nails, which are curable artificial nail compositions, have been attracting attention as materials used for nail decoration or reinforcement. Gel nails are curable gel-like nail coating materials (curable artificial nail compositions), and are known to contain, for example, (meth)acrylate oligomers and (meth)acrylic monomers. Gel nails are applied to the nails and cured by irradiation with ultraviolet light, forming a cross-linked polymer film through a radical polymerization reaction, which is said to create a tough film that is difficult to peel off the nails. Gel nails are widely known to consist of three layers: a base layer applied to the nail surface, a color layer placed between the base and top layers, and a top layer applied to the outermost surface.
[0004] To date, curable artificial nail compositions such as gel nails have been studied to meet requirements such as adhesion of the cured coating film to the substrate (adhesion to the nail), adhesion durability, curability, and the aesthetic appearance of the cured coating film. However, there has been a need for further improvement in the properties of conventional curable artificial nail compositions in terms of adhesion of the cured coating film to the substrate (adhesion to the nail) and adhesion durability. Furthermore, curable artificial nail compositions are also required to have properties such as curability and the aesthetic appearance of the cured coating film.
[0005] Patent Document 1 discloses (a) a compound having at least one radically polymerizable unsaturated double bond in the molecule, (b) an acidic phosphorus compound having at least one radically polymerizable unsaturated double bond in the molecule, and (c) an artificial nail compound comprising a radical polymerization initiator. Patent Document 2 contains the following components (A) to (D); (A) A radical polymerizable compound having one or more radical polymerizable unsaturated bonds in one molecule. (B) Silane coupling agents having one or more radical polymerizable unsaturated bonds in one molecule (C) At least one of a phosphate ester having one or more radical polymerizable unsaturated bonds in one molecule, and a phosphite ester having one or more radical polymerizable unsaturated bonds in one molecule. (D) Photopolymerization initiator A raw material composition for artificial nails that contains and can be cured by photopolymerization is disclosed. Patent Document 3 contains the following components (A) to (C); (A) A radical polymerizable compound having one or more radical polymerizable unsaturated bonds in one molecule. (B) At least one alkylene oxide adduct and polyalkylene oxide adduct of (meth)acrylic acid having one or more (except two) (meth)acryloyl groups in one molecule, and having two or more oxyalkylene groups per (meth)acryloyl group in one molecule. (C) Photopolymerization initiator An artificial nail raw material composition is disclosed, characterized in that it contains, and the content of component (B) is 1 to 30% by mass of the total mass of components (A) and (B), and the content of the acidic phosphorus compound is 0 to 30% by mass of the total mass of components (A) and (B). [Prior art documents] [Patent Documents]
[0006] [Patent Document 1] Japanese Patent Publication No. 2010-053097 [Patent Document 2] Patent No. 5636533 [Patent Document 3] Patent No. 6656662 [Overview of the project] [Problems that the invention aims to solve]
[0007] The curable artificial nail compositions described in Patent Documents 1 to 3 are said to be able to form a cured coating film with excellent adhesion to human nails, but peeling or chipping can occur during use, requiring gel nail treatments to be performed again in a short period of time, and their adhesion to nails has not yet been satisfactory. The problem that the present invention aims to solve is to provide a curable artificial nail composition that can form a cured coating film with excellent adhesion to the nail, particularly excellent peel-off strength, and that can form a cured coating film that suppresses peeling and chipping even when used for a long period of time after gel nail treatment, thereby providing a composition with excellent curability. [Means for solving the problem]
[0008] The inventors of the present invention conducted diligent research to solve the above problems and found that the above problems can be solved by creating a curable artificial nail composition with a specific composition, thus completing the present invention. Specifically, it is as follows: [Item 1] A curable artificial nail composition comprising (A) a radical polymerizable compound having a phosphate group, (B) a radical polymerizable compound other than the radical polymerizable compound having a phosphate group, (C) phosphoric acid, and (D) a polymerization initiator. [Item 2] The curable artificial nail composition according to Item 1, wherein the radical polymerizable compound other than the radical polymerizable compound having a phosphate group (B) comprises a urethane (meth)acrylate oligomer. [Effects of the Invention]
[0009] According to the present invention, a cured coating film excellent in adhesion to nails, particularly peel-off strength, can be formed, and even when used for a long time after gel nail application, a cured coating film with suppressed peeling and chipping can be formed, and a curable artificial nail composition excellent in curability is provided, exhibiting a remarkable effect.
[0010] The curable artificial nail composition of the present invention can form a cured coating film excellent in adhesion to nails, particularly peel-off strength, and even when used for a long time after gel nail application, a cured coating film with suppressed peeling and chipping can be formed, and the mechanism by which it is excellent in curability is unknown, but the present inventor speculates as follows. In the curable artificial nail composition of the present invention, the nail surface is activated by phosphoric acid, so that the polarity of the nail surface becomes higher, and the chemically interact between the nail surface with enhanced polarity and the cured coating film containing a monomer having a phosphate group, thereby improving the adhesion between the nail surface and the cured coating film. Particularly, the peel-off strength is improved, and thus, it is possible to form a cured coating film with suppressed peeling and chipping even when used for a long time. Note that the present invention is not limited to this speculation. [Embodiments for Carrying Out the Invention]
[0011] The curable artificial nail composition of the present invention will be described below. In the present specification, “(meth)acrylate” means both “acrylate” and “methacrylate”, and “(meth)acryloyl” means both “acryloyl” and “methacryloyl”.
[0012] [(A) Radical Polymerizable Compound Having a Phosphate Group] The (A) radical polymerizable compound having a phosphate group, which is a constituent component of the curable artificial nail composition of the present invention, has a phosphate group ((-) n P(=O)(OH) 3-nThe group; n is an integer from 1 to 3, (-) is a bond of a phosphorus atom), and there is no particular limitation as long as it is a compound having a radically polymerizable group. The radically polymerizable group is not particularly limited, and examples thereof include ethylenically unsaturated groups such as (meth)acryloyl group, vinyl group, vinyl ether group, allyl group and the like. In the present invention, as the radically polymerizable compound having a phosphate group, a (meth)acrylate compound having a phosphate group is preferable. Examples of the radically polymerizable compound having a phosphate group (A) include the following formula: (CH2=CR 11 -COO-R 12 -) n P(=O)(OH) 3-n (In the formula, R 11 is hydrogen or a methyl group, and when there are a plurality of R 11 , they may be the same or different from each other. R 12 is a divalent organic group, and when there are a plurality of R 12 , they may be the same or different from each other. n is an integer from 1 to 3.) One or more selected from the group consisting of compounds represented by the above are mentioned.
[0013] Examples of (meth)acrylate compounds having such phosphate groups include 2-(meth)acryloyloxyethyl phosphate, 2-(meth)acryloyloxypropyl phosphate, 3-(meth)acryloyloxypropyl phosphate, 2-(meth)acryloyloxybutyl phosphate, 4-(meth)acryloyloxybutyl phosphate, 2-(meth)acryloyloxypentyl phosphate, 5-(meth)acryloyloxypentyl phosphate, 2-(meth)acryloyloxyhexyl phosphate, 6-(meth)acryloyloxyhexyl phosphate, and 2-( (meth)acryloyloxyethyl caprolactone), (meth)acryloyloxyethyl valerate phosphate, (meth)acryloyloxypropyl valerate phosphate, (meth)acryloyloxybutyl valerate phosphate, (meth)acryloyloxypentyl valerate phosphate, (meth)acryloyloxyhexyl valerate phosphate, (meth)acryloyloxyethyl caproate phosphate, (meth)acryloyloxypropyl caproate phosphate, (meth)acryloyloxybutyl caproate phosphate, (meth)acryloyloxypentyl caproate phosphate, phosphorus Caproic acid (meth)acryloyloxyhexyl, caprylic acid (meth)acryloyloxyethyl, caprylic acid (meth)acryloyloxypropyl, caprylic acid (meth)acryloyloxybutyl, caprylic acid (meth)acryloyloxypentyl, caprylic acid (meth)acryloyloxyhexyl, bis(2-(meth)acryloyloxyethyl) phosphate, bis(2-(meth)acryloyloxypropyl) phosphate, bis(3-(meth)acryloyloxypropyl) phosphate, bis(2-(meth)acryloyloxyethyl) phosphate Liloyloxybutyl phosphate, bis(4-(meth)acryloyloxybutyl) phosphate, bis(2-(meth)acryloyloxypentyl) phosphate, bis(5-(meth)acryloyloxypentyl) phosphate, bis(2-(meth)acryloyloxyhexyl) phosphate, bis(6-(meth)acryloyloxyhexyl) phosphate, bis(2-(meth)acryloyloxyethyl caprolactone) phosphate, phosphate esters of polyethylene glycol monoacrylate (acid phosphooxypolyoxyethylene glycol mono(meth)acrylate, etc.),One or more types selected from the group consisting of polypropylene glycol monomethacrylate phosphate esters (such as acid phosphooxypolyoxypropylene glycol mono(meth)acrylate), ethylene oxide-modified phosphate mono(meth)acrylate, ethylene oxide-modified phosphate di(meth)acrylate, propylene oxide-modified phosphate mono(meth)acrylate, propylene oxide-modified phosphate di(meth)acrylate, phosphate-modified epoxy(meth)acrylate, caprolactone-modified phosphate mono(meth)acrylate, caprolactone-modified phosphate di(meth)acrylate, tris(2-(meth)acryloyloxyethyl) phosphate, etc. are mentioned.
[0014] These (meth)acrylate compounds having a phosphate group may be commercially available products, and examples include one or more selected from the group consisting of Kyoeisha Chemical's "Light Acrylate" series (P-1A(N), etc.), Kyoeisha Chemical's "Light Ester" series (P-1M, P-2M, etc.), Unichemical's "Hosmar" series (M, PE, MH, PP, etc.), Nippon Kayaku's "KAYAMER" series (PM2, PM-21, etc.), and Daicel Ornex's "EBECRYL" series (168, 170, KRM8762, etc.).
[0015] In the curable artificial nail composition of the present invention, the content of (A) radical polymerizable compound having a phosphate group is not particularly limited. It is, for example, 0.1% by mass or more, preferably 0.5% by mass or more, more preferably 0.8% by mass or more, and for example, 10.0% by mass or less, preferably 7.0% by mass or less, and more preferably 4.0% by mass or less, based on 100% by mass of the total amount of the curable artificial nail composition. If the content of (A) radical polymerizable compound having a phosphate group exceeds 10.0% by mass, the cured coating film of the curable artificial nail composition may become cloudy over time, and the colored coating film may fade over time. If the content of (A) radical polymerizable compound having a phosphate group is less than 0.1% by mass, the adhesion of the cured coating film of the curable artificial nail composition may not be sufficient.
[0016] [(B) Radical polymerizable compounds other than radical polymerizable compounds having a phosphate group] Other radical polymerizable compounds besides the (B) radical polymerizable compound having a phosphate group, which is a component of the curable artificial nail composition of the present invention, are not particularly limited as long as they have a radical polymerizable group in their molecule and do not have a phosphate group. The radical polymerizable group is not particularly limited and includes ethylenically unsaturated groups, such as (meth)acryloyl group, vinyl group, vinyl ether group, allyl group, etc.
[0017] In the present invention, radical polymerizable compounds other than (B) radical polymerizable compounds having a phosphate group include (meth)acrylate compounds that do not have a phosphate group or radical polymerizable compounds that do not have either a (meth)acrylate group or a phosphate group. Of these, (meth)acrylate compounds that have a (meth)acrylate group but do not have a phosphate group are preferred.
[0018] <(meth)acrylate compounds that do not contain a phosphate group> The (meth)acrylate compounds that do not have a phosphate group are not particularly limited as long as they are radical polymerizable compounds that have one or more (meth)acrylate groups in their molecule and do not have a phosphate group in their molecule, and can be used individually or in mixtures of two or more types. The number of (meth)acrylate groups contained in the molecule is not particularly limited, but from the viewpoint of curability of the curable artificial nail composition and hardness of the cured coating film, it is 1 to 10, preferably 1 to 8. Here, the number of (meth)acrylate groups can be confirmed by analysis using infrared absorption spectroscopy (IR), nuclear magnetic resonance (NMR), gas chromatography-mass spectrometry (GC / MS), etc.
[0019] Examples of (meth)acrylate compounds that do not have a phosphate group include radical polymerizable oligomers that have a (meth)acrylate group but do not have a phosphate group (hereinafter sometimes referred to as "(meth)acrylate oligomers") and radical polymerizable monomers that have a (meth)acrylate group but do not have a phosphate group (hereinafter sometimes referred to as "(meth)acrylate monomers"). In the present invention, it is preferable to use a mixture of one or more (meth)acrylate oligomers and one or more (meth)acrylate monomers as a radical polymerizable compound other than (B) a radical polymerizable compound having a phosphate group.
[0020] ((meth)acrylate oligomer) The (meth)acrylate oligomer is not particularly limited as long as it is an oligomer having one or more (meth)acrylate groups. The number of (meth)acrylate groups contained in the molecule is not particularly limited, but from the viewpoint of curability of the curable artificial nail composition and hardness of the cured coating film, it is 1 to 10, preferably 2 to 8. The number of (meth)acrylate groups can be determined by analysis using methods such as infrared absorption spectroscopy (IR), nuclear magnetic resonance (NMR), and gas chromatography-mass spectrometry (GC / MS).
[0021] Furthermore, when a radical polymerizable phosphate compound having an acrylate group is used as the radical polymerizable compound having a phosphate group (A), the reactivity is high and the heat of curing generated during curing is also high. For this reason, it is preferable to adjust the reactivity of the curable artificial nail composition and lower the heat of curing of the curable artificial nail composition by including a (meth)acrylate oligomer, in particular a methacrylate oligomer, which has relatively low reactivity and generates low heat of curing during curing. This makes it possible to set the heat of curing of the curable artificial nail composition to, for example, 45°C or less, preferably 43°C or less, and more preferably 40°C or less.
[0022] (Meth)acrylate group oligomers are not particularly limited, but for example, (Meth)acrylate oligomers having one or more types of bonds 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), (Meth)acrylate oligomers having molecular chains formed by polymerization of one or more monomers selected from the group consisting of styrene-based, (meth)acrylic-based, olefin-based, and diene-based monomers, One or more types selected from the group consisting of the following are examples.
[0023] Of these, (a) Urethane (meth)acrylate oligomers (meth)acrylate oligomers having urethane bonds as the main skeleton), (b) Epoxy (meth)acrylate oligomers having molecular chains formed by the ring-opening reaction of epoxy groups, (c) Ester (meth)acrylate oligomer (a (meth)acrylate oligomer having an ester bond as its main structure), (d) ether (meth)acrylate oligomers (meth)acrylate oligomers having an ether linkage as the main skeleton), Using one or more types selected from the group consisting of the above is advantageous in terms of adhesion and other factors. The (meth)acrylate oligomer may be either a commercially available product or a synthetic product. Furthermore, in this invention, the curable artificial nail composition and / or its cured coating film may contain one or more types of urethane (meth)acrylate oligomers from the viewpoint of adhesion to the nail and durability. In the curable artificial nail composition of the present invention, by using an oligomer having a methacrylate group and / or an oligomer with a large molecular weight as the (meth)acrylate oligomer, the curing heat of the curable artificial nail composition can be reduced. (Meth)acrylate oligomers can also be used in combination with oligomers other than (meth)acrylate oligomers.
[0024] {urethane (meth)acrylate oligomer} Urethane (meth)acrylate oligomers can be synthesized, for example, by reacting a polyol with a polyisocyanate to form an isocyanate group-containing urethane prepolymer, and then reacting it with a compound having an active hydrogen-containing group and a (meth)acrylate group in the molecule (such as hydroxyalkyl (meth)acrylate or (meth)acrylic acid), but the synthesis method is not limited to this method. Commercially available products include, for example, 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.), UA-4200, UA200PA, UA-33H, UA-1100H, SUA TH1, SUA TH2 (manufactured by Shin Nakamura Chemical Co., Ltd.), UV-3310B (manufactured by Mitsubishi Chemical Corporation), UN-9000PEP, UN-9200A, AU-2040 (manufactured by Tokushiki Co., Ltd.), KUA-PC2I (manufactured by KSM Co., Ltd.), and Art Resin. One or more types selected from the group consisting of UN-6303, UN-9200A, UN-900PEP (manufactured by Negami Kogyo Co., Ltd.), etc., are listed, but are not limited to these.
[0025] When urethane (meth)acrylate oligomers are used in curable artificial nail compositions, a cured coating with excellent elasticity, adhesion, and strength can be obtained, and therefore they are preferred for this purpose. One or more urethane (meth)acrylate oligomers that can be used in the present invention can be selected from those having one or more selected from the group consisting of a non-aromatic polyether skeleton, an aromatic polyether skeleton, a non-aromatic polycarbonate skeleton, an aromatic polycarbonate skeleton, a non-aromatic polyester skeleton, and an aromatic polyester skeleton. Among these, those having one or more non-aromatic polyether skeletons or (non)aromatic polycarbonate skeletons are preferred.
[0026] For example, a urethane (meth)acrylate oligomer having one or more non-aromatic polyether skeletons can be obtained by adding a (meth)acrylic compound having hydroxyl groups to an isocyanate group-containing polyether urethane prepolymer, and then adding the (meth)acrylic compound having hydroxyl groups to 10% or more of the total number of isocyanate groups in the urethane prepolymer. Here, the isocyanate group-containing polyether urethane prepolymer is obtained by reacting a polyol compound having an alkylene group with 3 or more carbon atoms with a polyisocyanate, and having a weight-average molecular weight of, for example, 400 to 30,000. Polypropylene polyol is preferred as the polyol compound. As the polyisocyanate, one or more non-aromatic polyisocyanates are selected from the group consisting of, for example, isophorone diisocyanate, hexamethylene diisocyanate, xylylene diisocyanate, and their isocyanurates and biuret compounds.
[0027] {Epoxy (meth)acrylate oligomer} Epoxy (meth)acrylate oligomers having molecular chains formed by the ring-opening reaction of epoxy groups can be synthesized, for example, by reacting a polyfunctional epoxy resin with a (meth)acrylate having a functional group that reacts with epoxy groups, but this method is not limited to that. 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-Scytec), EPOXY ESTER 3000A, 3000MK, 3002A(N), 3002M(N), 40EM (manufactured by Kyoeisha Chemical Co., Ltd.).
[0028] {Ester (meth)acrylate oligomer} Ester (meth)acrylate oligomers having ester bonds can be synthesized, for example, by adding a compound having a hydroxyl group and a (meth)acrylate group, and / or an acrylic compound having a (meth)acrylic acid or a carboxyl group, to the carboxyl group and / or hydroxyl group of an ester oligomer obtained by the reaction of a polyol and a polycarboxylic acid, but the method is not limited to this. Examples of commercially available products include, but are not limited to, one or more types selected from the group consisting of, for example, Aronics® 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.) and UV-3500BA, UV3520TL, UV-3200B, UV-3000B (manufactured by Mitsubishi Chemical Corporation).
[0029] {ether (meth)acrylate oligomer} Ether (meth)acrylate oligomers having an ether linkage can be synthesized, for example, by adding one or more compounds selected from the group consisting of compounds having a hydroxyl group and a (meth)acrylate group in the molecule, (meth)acrylic acid, and compounds having a carboxyl group and a (meth)acrylate group in the molecule to the hydroxyl group of an aliphatic polyether polyol or the hydroxyl group of an aromatic polyether polyol derived from bisphenol, etc., but the method 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® 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® 3700 (manufactured by Daicel-Scytec Corporation), etc.
[0030] {Weight-average molecular weight of (meth)acrylate oligomers} The weight-average molecular weight of the (meth)acrylate oligomer is not particularly limited. For example, it may be 1,000 or more, preferably 2,000 or more, more preferably 3,000 or more, and for example, 100,000 or less, preferably 30,000 or less, and more preferably 20,000 or less. By setting the weight-average molecular weight within this range, it is possible to improve the durability of the cured coating film while maintaining low viscosity.
[0031] ((meth)acrylate monomer) The (meth)acrylate monomer is not particularly limited as long as it has one or more (meth)acrylate groups and does not have a phosphate group in the molecule. The number of (meth)acrylate groups contained in the molecule is not particularly limited, but from the viewpoint of the curability of the curable artificial nail composition and the hardness of the cured coating film, it is one or more, for example, 10 or less, preferably 8 or less, and more preferably 6 or less. In the present invention, it is preferable to use one or more (meth)acrylate monomers selected from those having one (meth)acrylate group as the (meth)acrylate monomer. It is also preferable to use a mixture of one or more (meth)acrylate monomers having one (meth)acrylate group and one or more (meth)acrylate monomers having two or more (meth)acrylate groups.
[0032] Examples of (meth)acrylate monomers having one (meth)acrylate 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, cyclohexyl (meth)acrylate, tetrahydrofurfuryl (meth)acrylate, iso Esters of monohydric alcohols such as bornyl (meth)acrylate, phenyl (meth)acrylate, benzyl (meth)acrylate, and N-acryloyloxyethyl hexahydrophthalimide 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 (Meth)acrylate group-containing amide compounds such as lylamide, N,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, and hydroxybutyl(meth)acrylate;Nitrogen-containing alkyl (meth)acrylates such as N,N-dimethylaminoethyl (meth)acrylate, N,N-diethylaminoethyl (meth)acrylate, and Nt-butylaminoethyl (meth)acrylate; glycidyl (meth)acrylate; 4-(meth)acryloyloxymethyl-2-cyclohexyl-1,3-dioxolane, adamantyl (meth)acrylate, (2-methyl-2-ethyl-1,3-dioxolane-4yl)methyl (meth)acrylate, cyclic trimethylolpropaneformal (meth)acrylate, (2-isobutyl-2-methyl-1,3-dioxolane-4yl)methyl (meth)acrylate, (2-ethyl-2-methyl-1,3-dioxolane-4yl)methyl (meth)acrylate, (1,4-dioxaspiro[4,5]decane-2yl)methyl (meth) One or more types selected from the group consisting of heterocyclic (meth)acrylates such as acrylate, tetrafurfuryl alcohol oligo(meth)acrylate, alkoxylated tetrahydrofurfuryl(meth)acrylate, tetrahydrofurfuryl(meth)acrylate, (3-ethyloxetan-3-yl)methyl(meth)acrylate, 4-hydroxybutyl(meth)acrylate glycidyl ether, (meth)acryloylmorpholine, N-(meth)acryloyloxyethylhexahydrophthalimide, pentamethylpiperidyl(meth)acrylate, isocyanurate di(meth)acrylate, isocyanurate tri(meth)acrylate, triazine tri(meth)acrylate, N-(meth)acrylooxysuccinimide, and N-(meth)acrylooxyphthalimide.
[0033] Among these (meth)acrylate monomers having one (meth)acrylate group, (i) esters of monohydric alcohols 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, cyclohexyl (meth)acrylate, tetrahydrofurfuryl (meth)acrylate, isobornyl (meth)acrylate, etc., and (meth)acrylic acid, (ii) Hydroxyl group-containing (meth)acrylates such as 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, and hydroxybutyl (meth)acrylate, It is preferable to select one or more from the group consisting of the following:
[0034] Examples of (meth)acrylate monomers having two or more (meth)acrylate 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 propylene glycol di(meth)acrylate, 1,3-butanediol di(meth)acrylate, 1,4-butanediol di(meth)acrylate, 1,9-nonanediol 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, pentaerythritol di(meth)acrylate Di(meth)acrylate monomers such as bisphenol A ethylene oxide-modified di(meth)acrylate, ethoxylated bisphenol A di(meth)acrylate, propoxylated bisphenol A di(meth)acrylate (isopyridene diphenyl bis(oxyhydroxypropyl methacrylate), etc.), propoxylated ethoxylated bisphenol A di(meth)acrylate; glycerin tri(meth)acrylate, trimethylolpropane tri(meth)acrylate, ditrimethylolpropane tri(meth)acrylate, trimethylolpropane propylene oxide-modified tri(meth)acrylate, trimethylolpropane ethylene oxide-modified tri(meth)acrylate, pentaerythritol tri(meth)acrylate, ε-caprolactone-modified tris(acryloxyethyl) isocyanurate, etc.; tetra(meth)acrylate monomers such as pentaerythritol tetra(meth)acrylate;One or more types selected from the group consisting of polypentaerythritol (meth)acrylates such as dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, tripentaerythritol (meth)acrylate, and tetrapentaerythritol (meth)acrylate; and (meth)acrylate monomers having four or more (meth)acrylate groups such as ethoxylated isocyanuric acid triacrylate and ethoxylated pentaerythritol tetraacrylate; etc.
[0035] Among these (meth)acrylate monomers having two or more (meth)acrylate groups, 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, and the following formula [ka] It is preferable to use one or more selected from the group consisting of propoxylated bisphenol A dimethacrylate, trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, etc.
[0036] ((Meth)acrylate-free radical polymerizable compounds) The radical polymerizable compounds that do not have a (meth)acrylate group are not particularly limited. For example, one or more compounds selected from the group consisting of compounds having radically polymerizable unsaturated groups (functional groups having polymerizable carbon-carbon double bonds), such as vinyl groups, vinyl ether groups, and allyl groups. 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.
[0037] <(B) Content of radical polymerizable compounds other than radical polymerizable compounds having a phosphate group> In the curable artificial nail composition of the present invention, the content of radical polymerizable compounds other than (B) radical polymerizable compounds having a phosphate group is not particularly limited. It is, for example, 50.0% by mass or more, preferably 60.0% by mass or more, more preferably 70.0% by mass or more, and for example, 98.0% by mass or less, preferably 96.0% by mass or less, and more preferably 95.0% by mass or less, based on 100% by mass of the total amount of the curable artificial nail composition. If the content of radical polymerizable compounds other than (B) radical polymerizable compounds having a phosphate group exceeds 98.0% by mass, the adhesion of the cured coating film of the curable artificial nail composition may not be sufficient. If the content of radical polymerizable compounds other than (B) radical polymerizable compounds having a phosphate group is less than 50.0% by mass, the cured coating film of the curable artificial nail composition may become cloudy over time, and the colored coating film may fade over time.
[0038] In the curable artificial nail composition of the present invention, (B) the radical polymerizable compounds other than the radical polymerizable compound having a phosphate group preferably include (meth)acrylate oligomers and (meth)acrylate monomers. In this case, the content of both (meth)acrylate oligomers and (meth)acrylate monomers is not particularly limited. The content of (meth)acrylate oligomers is, for example, 10% by mass or more, preferably 20% by mass or more, more preferably 30% by mass or more, with the amount of radical polymerizable compounds other than (B) phosphate groups being 100% by mass, and can be, for example, 90% by mass or less, preferably 80% by mass or less, more preferably 70% by mass or less. The content of (meth)acrylate monomer is, for example, 10% by mass or more, preferably 20% by mass or more, more preferably 30% by mass or more, with the amount of radical polymerizable compounds other than (B) phosphate groups being 100% by mass, and can be, for example, 90% by mass or less, preferably 80% by mass or less, more preferably 70% by mass or less.
[0039] In the present invention, the curability and curing heat of a curable artificial nail composition can be adjusted by preparing the type and amount of radical polymerizable monomers contained in the curable artificial nail composition. In the present invention, it is preferable to use radical polymerizable monomers having functional groups such as (meth)acrylate monomers having hydroxyl groups, or (meth)acrylate compounds having a cyclic structure within the molecule, such as cyclohexyl (meth)acrylate, tetrahydrofurfuryl (meth)acrylate, isobornyl (meth)acrylate, and (meth)acryloylmorpholine, as radical polymerizable monomers, in terms of adhesion (adhesion to the nail), adhesion persistence, curability, and aesthetic appearance of the cured coating film of the curable artificial nail composition.
[0040] [(C) Phosphate] The (C) phosphoric acid component of the curable artificial nail composition of the present invention is orthophosphoric acid (H3PO4), metaphosphoric acid (HPO3), polyphosphoric acid (e.g., pyrophosphoric acid (H4P2O7), tripolyphosphoric acid (H5P8O) 10 It is one or more types selected from the group consisting of chain-like condensed phosphoric acids (such as ) and polymetaphosphoric acids (for example, cyclic condensed phosphoric acids such as trimetaphosphoric acid and tetrametaphosphoric acid) and phosphoric anhydride. These can be commercially available in various purities; for example, readily available and inexpensive 85% phosphoric acid can be used. The phosphoric acid can be mixed together with the other components of the curable artificial nail composition when mixing them, or it may be pre-mixed into the other components of the curable artificial nail composition.
[0041] In the curable artificial nail composition of the present invention, the content of (C) phosphoric acid is not particularly limited. For example, as orthophosphoric acid (H3PO4) per 100% by mass of the total amount of the curable artificial nail composition, it is 0.001% by mass or more, preferably 0.01% by mass or more, more preferably 0.05% by mass or more, for example, 2.0% by mass or less, preferably 1.5% by mass or less, more preferably 1.2% by mass or less. If the content of (C) phosphoric acid exceeds 2.0% by mass, the cured coating film of the curable artificial nail composition may become cloudy over time, and the colored coating film may fade over time. If the content of (C) phosphoric acid is less than 0.001% by mass, the adhesion of the cured coating film of the curable artificial nail composition may not be sufficient.
[0042] [(D) Polymerization initiator] The polymerization initiator (D), which is a component of the curable artificial nail composition of the present invention, is not particularly limited as long as it generates radicals when energy is applied by light (e.g., ultraviolet light) or heat irradiation, and can initiate the polymerization of the "(A) radical polymerizable compound having a phosphate group" and the "(B) radical polymerizable compound other than the radical polymerizable compound having a phosphate group". For example, one or more polymerization initiators selected from the group consisting of acylphosphine oxide, α-hydroxyalkylphenone, benzoin ether, benzyl ketal, acid ester, α-aminoalkylphenone, benzophenone, thioxanthone, titanocene, quinone, peroxide, azo, persulfate, etc. For example, by using a photopolymerization initiator, good curability can be imparted to a curable artificial nail composition even when irradiated with light using various light sources, including UV-LED light sources.
[0043] For example, acylphosphine oxide polymerization initiators generate radicals when irradiated with ultraviolet light of a wavelength of 365-405 nm emitted from commonly used UV-LED light sources. Therefore, even when curing by irradiation with light using various light sources, including UV-LED light sources, good curability can be imparted to the curable composition. Furthermore, when curing by irradiation with light using a UV-LED light source, yellowing of the cured coating film can be prevented. Examples of acylphosphine oxide polymerization initiators include 2,4,6-trimethylbenzoyldiphenylphosphine oxide, 2,6-dimethoxybenzoyldiphenylphosphine oxide, 2,6-dichlorobenzoyldiphenylphosphine oxide, 2,4,6-trimethylbenzoylphenylphosphine methyl ester, 2-methylbenzoyldiphenylphosphine oxide, isopropyl pivaloylphenylphosphine ester, bis-(2,6-dichlorobenzoyl)phenylphosphine oxide, bis-(2,6-dichlorobenzoyl)-2,5-dimethylphenylphosphine oxide, and bis-(2,6-dichlorobenzoyl) One or more of the following can be selected from the group consisting of (2,4,6-dichlorobenzoyl)-4-propylphenylphosphine oxide, bis-(2,6-dichlorobenzoyl)-1-naphthylphosphine oxide, bis-(2,6-dimethoxybenzoyl)phenylphosphine oxide, bis-(2,6-dimethoxybenzoyl)-2,4,4-trimethylpentylphosphine oxide, bis-(2,6-dimethoxybenzoyl)-2,5-dimethylphenylphosphine oxide, bis-(2,4,6-trimethylbenzoyl)phenylphosphine oxide, bis-(2,5,6-trimethylbenzoyl)-2,4,4-trimethylpentylphosphine oxide, etc. In particular, 2,4,6-trimethylbenzoyldiphenylphosphine oxide can be preferably used in the present invention because it also functions as a skin conditioning agent.
[0044] For example, one or more α-hydroxyalkylphenone polymerization initiators can be selected from the group consisting of, for example, 1-hydroxycyclohexylphenyl ketone (IRGACURE184), 1-(4-(phenylthio)-2,2-(O-benzoyloxime))1-hydroxycyclohexylphenyl 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-1-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, etc.
[0045] Polymerization initiators other than acylphosphine oxide-based polymerization initiators and α-hydroxyalkylphenone-based polymerization initiators include, for example, 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, and 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 phenylglyoxyate, butylanthraquinone, ethylanthraquinone, 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-cyclohexanecarbonitride), 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 Oxide, dicumyl peroxide, di(3,5,5-trimethylhexanoyl) peroxide, 2,5-dimethylhexane-2,5-dihydroperoxide, dilauroyl peroxide, disaxinic acid peroxide, dibenzoyl peroxide, parachlorobenzoyl peroxide, 2,4-dichlorobenzoyl peroxide, t-butyl peroxypivalate, t-butyl peroxybenzoate, t-hexyl peroxide parerate, 2,5-dimethyl-2,5-di(2-ethylhexanoyl peroxide Oxy)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-trimethylcyclo One or more substances selected from the group consisting of hexahexane, 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, ammonium persulfate, etc.
[0046] 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 ultraviolet wavelengths of approximately 405 nm and 365 nm irradiated during curing, and it is more preferable to use a polymerization initiator that includes an acylphosphine oxide-based polymerization initiator. In the present invention, it is even more preferable to use a polymerization initiator that includes an α-hydroxyalkylphenone-based polymerization initiator in addition to an acylphosphine oxide-based polymerization initiator. Furthermore, a polymerization initiator composition containing an acylphosphine oxide-based polymerization initiator and a peroxide-based polymerization initiator can also be used.
[0047] In the curable artificial nail composition of the present invention, the content of (D) polymerization initiator is not particularly limited. It is, for example, 0.05% by mass or more, preferably 0.1% by mass or more, more preferably 0.5% by mass or more, and even more preferably 1.0% by mass or more, based on 100% by mass of the total amount of the curable artificial nail composition, and for example, 15.0% by mass or less, preferably 12.0% by mass or less, and more preferably 10.0% by mass or less. If the content of (D) polymerization initiator exceeds 15.0% by mass, the cured coating film of the curable artificial nail composition may become brittle or yellow. If the content of (D) polymerization initiator is less than 0.05% by mass, the curing of the curable artificial nail composition may take a long time, and curing may be incomplete.
[0048] In the curable artificial nail composition of the present invention, when a polymerization initiator containing an acylphosphine oxide polymerization initiator and an α-hydroxyalkylphenone polymerization initiator is used as the (D) polymerization initiator, the content of the acylphosphine oxide polymerization initiator is, for example, 0.1% by mass or more, preferably 0.5% by mass or more, more preferably 1.0% by mass or more, for example 14.0% by mass or less, preferably 12.0% by mass or less, and more preferably 10.0% by mass or less, based on 100% by mass of the total amount of the curable artificial nail composition, and the content of the α-hydroxyalkylphenone 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 14.0% by mass or less, preferably 12.0% by mass or less, and more preferably 10.0% by mass or less, based on 100% by mass of the total amount of the curable artificial nail composition. In this case, the total content of acylphosphine oxide polymerization initiators and α-hydroxyalkylphenone polymerization initiators is, for example, 4.0% by mass or more, for example, 15.0% by mass or less, preferably 12.0% by mass or less, and 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 acylphosphine oxide polymerization initiators exceeds 14.0% by mass, the cured coating film of the curable artificial nail composition may become brittle or yellow. If the content of acylphosphine oxide polymerization initiators 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 become large.
[0049] [(E) Other ingredients] In addition to (A) to (D) above, various other components may be added to the curable artificial nail composition of the present invention as "(E) other components" within a range that does not adversely affect the cured film adhesion, cured film durability, viscosity, handling, storage stability, application properties, curability, etc. (E) Other components include, for example, one or more additives selected from the group consisting of resins, colorants, polyfunctional thiol compounds, polyol compounds, polymerization inhibitors, solvents, fragrances, silicone-based or fluorine-based defoamers, silane coupling agents such as γ-glycidoxypropyltrimethoxysilane, photopolymerization accelerators such as tertiary amines, chain transfer agents, surface tension modifiers, flame retardants, antioxidants, ion adsorbents, stress reducers, preservatives, antibacterial agents, flexibility enhancers, waxes, halogen traps, leveling agents, wetting enhancers, decorative materials, and various other additives.
[0050] The resin is not particularly limited, as long as it is neither polymerizable nor a polyol compound. For example, one or more resins 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, block resins, etc.
[0051] The coloring agent is one or more selected from the group consisting of pigments, luminescent agents, and dyes, and is used in any 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, luminescent agents, organic pigments, and dyes used in nail coating materials, and does not significantly inhibit curing by ultraviolet irradiation (light irradiation), etc. The curable artificial nail composition before hardening can also contain not only pigments, but also resin particles and decorative materials that can be incorporated into known curable artificial nail compositions.
[0052] 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 No. 106, Red No. 2, Red No. 201, Red No. 202, Red No. 203, Red No. 204, Red No. 205, Red No. 206, Red No. 207, Red No. 208, Red No. 213, Red No. 214, Red No. 215, Red No. 218, Red No. 219, Red No. 220, Red No. 221, Red No. 223, Red No. 225, Red No. 226, Red No. 227, Red No. 228, Red No. 230-(1), Red No. 23 One or more types selected from the group consisting of 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 dioxide, iron oxide, chromium oxide, manganese violet, carbon black, metal powder, metal flakes, metal oxide flakes, glass flakes, etc.
[0053] Polyfunctional thiol compounds are incorporated into curable artificial nail compositions as curing modifiers, crosslinking agents, and viscosity modifiers. Furthermore, incorporating polyfunctional thiol compounds into curable artificial nail compositions can improve the wipeability when removing the cured coating film. Examples of polyfunctional thiol compounds include those obtained by reacting a thiol group or a compound having a group that reacts to form a thiol group with the hydroxyl group of a polyol compound such as trimethylolpropane, pentaerythritol, or dipentaerythritol. For example, one or more compounds selected from the group consisting of trimethylolpropane tris(3-mercaptopropionate), tris[(3-mercaptopropionyloxy)-ethyl]-isocyanurate, pentaerythritol tetrakis(3-mercaptobutyrate), pentaerythritol tetrakis(3-mercaptopropionate), dipentaerythritol hexakis(3-mercaptopropionate), etc. When a polyfunctional thiol compound is included in a curable artificial nail composition, it is preferably included in an amount of 1.0 to 10.0% by mass.
[0054] Polyol compounds function as diluents and adhesion enhancers for curable artificial nail compositions. Examples of polyol compounds include one or more selected from the group consisting of alkyl polyols, polyester polyols, polyether polyols, acrylic polyols, polybutadiene polyols, and phenolic polyols. Among these, alkyl polyols, polyester polyols, and polyether polyols are preferred. Examples of alkyl polyols 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, and the like.
[0055] Examples of polyester polyols include one or more selected from the group consisting of condensation-type polyester polyols, addition-polymerized polyester polyols, and polycarbonate polyols. Condensation-type polyester polyols are 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, 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 a molecular weight of 100 to 100,000 is preferred. Examples of addition-polymerized polyester polyols include polycaprolactone, and a molecular weight of 100 to 100,000 is preferred. Polycarbonate polyols are synthesized by methods such as direct phosgenation of polyols or transesterification with diphenyl carbonate, and their molecular weight is preferably between 100 and 100,000. Examples of polyether polyols include polyether polyols obtained by ring-opening polymerization of alkylene oxides.
[0056] Polymerization inhibitors include, for example, one or more selected from the group consisting of quinone compounds, salicylic acid hydrazide, tocopherol compounds, and the like. When a polymerization inhibitor is included in the curable artificial nail composition, it can be blended in an amount of 500 to 5000 ppm, preferably 1000 to 4500 ppm, relative to the total amount of the curable artificial nail composition.
[0057] The solvent is not particularly limited as long as its viscosity during application can be adjusted by dilution. Examples include 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; acetic acid esters such as methyl acetate, ethyl acetate, and butyl acetate; and diacetone alcohol, among others.
[0058] [Viscosity of hardened artificial nail compositions] The curable artificial nail composition of the present invention can have a viscosity at 25°C of, for example, 0.1 Pa·s to 60.0 Pa·s. Preferably, it is 0.5 Pa·s or more, more preferably 0.7 Pa·s or more, preferably 50.0 Pa·s or less, and more preferably 40.0 Pa·s or less. By having a viscosity in this range, a curable artificial nail composition can be made that has excellent applicability with applicators such as brushes and inkjet printers.
[0059] [Uses of hardening artificial nail compositions] The curable artificial nail composition of the present invention is a composition for coating the surface of the nail, similar to so-called general manicures and pedicures.
[0060] The curable artificial nail composition of the present invention is particularly suitable for use as a gel nail. For example, when used to form any of the layers—a base coat layer (gel base; undercoat) applied directly to the user's nail, an intermediate layer (color coat layer) applied on top of the base coat layer, or a top coat layer applied on top of that—the cured coating film will not chip or peel off for a long period of time (for example, at least two weeks after curing), and lifting from the underlying layer or the user's nail can be suppressed. When used as a color coat layer, a variety of colors can be mixed using colorants, such as solid colors, glittery colors, metallic glossy colors, dark colors, and light colors. The curable artificial nail composition of the present invention is particularly suitable for use as a base coat layer (gel base; undercoat layer) due to its excellent adhesion to the nail. After applying the curable artificial nail composition of the present invention, it is also possible to enhance its aesthetic appeal by attaching small decorations, powders, etc., to the surface of the coating film of the curable artificial nail composition before it hardens.
[0061] The apparatus and means used for curing (formation of a cured coating film) after applying the curable artificial nail composition of the present invention are not particularly limited. The equipment used can be similar to that used to cure radically polymerizable curable compositions. For example, general UV curing equipment or nail polish curing equipment can be used. The means are not particularly limited, as long as they can impart the energy necessary to cause the hardening of the curable artificial nail composition. For example, this can include irradiation with energy rays such as light (ultraviolet (UV)), electron beams, or heat. In particular, hardening by ultraviolet (UV) irradiation is preferred because it can be performed relatively quickly and easily. When hardening by irradiation with light such as ultraviolet, a known ultraviolet hardening device is used. Although the amount of energy required for hardening differs depending on the composition of the curable artificial nail composition, for example, when hardening by irradiation with light such as ultraviolet, the irradiation energy (integrated light amount) is, for example, 5 mJ / cm². 2 Preferably 10 mJ / cm² 2 That's all, for example, 1000 mJ / cm 2 Preferably 800 mJ / cm² 2 The following applies: If the irradiation energy is within this range, nail art with sufficient adhesion and abrasion resistance can be obtained.
[0062] As a light source for irradiation, known ultraviolet light sources such as mercury lamps, metal halide lamps, ultraviolet light-emitting diodes (UV-LEDs), and ultraviolet laser diodes (UV-LDs) can be used. Among these, ultraviolet light-emitting diodes (UV-LEDs; wavelength 385-415 nm; peak wavelength approximately 405 nm) and ultraviolet laser diodes (UV-LDs) are preferred from the viewpoint of small size, long lifespan, high efficiency, and low cost.
[0063] [Covering of nails using a hardening artificial nail composition] The nails coated with the curable composition of the present invention may be human fingernails or toenails, or even animal nails such as those of dogs or cats. When applying the curable artificial nail composition of the present invention to a nail or an (uncured) coating applied to a nail, sanding of the application surface is optional. The method of applying the curable artificial nail composition is not particularly limited, and for example, an application tool such as a brush or an application method such as inkjet printing can be used.
[0064] 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 after bringing this layer into contact with (transferring) the nail surface, the sheet can be peeled off or, without peeling it off, cured by applying energy (for example, ultraviolet irradiation). By applying an uncured coating layer to the sheet surface using a curable artificial nail composition beforehand and then transferring it, it is possible to cover the nail surface with a uniform and accurate pattern without using an application tool such as a brush, and there is no need to clean the application tool after use. [Examples]
[0065] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these examples.
[0066] [Examples 1-6, Comparative Examples 1-7] The components shown in Tables 1 and 2 were added to a container in the proportions (parts by mass) shown in Tables 1 and 2, and the mixture was heated to 50°C while stirring with a dissolver. The mixture was degassed for 10 minutes under a pressure of 0.1 MPa while stirring, and then allowed to stand at 80°C for 2 hours to degasse, thereby obtaining a curable artificial nail composition. All of these steps were carried out under light shielding.
[0067] <Ingredients> The components in Tables 1 and 2 are as follows: PUA: Polycarbonate polyurethane methacrylate obtained from hydroxyethyl methacrylate, isophorone diisocyanate, and polycarbonate diol (weight-average molecular weight 29,000) IBXA: Isobornyl acrylate IBXMA: Isobornyl methacrylate HEMA: 2-hydroxyethyl methacrylate TPO:2,4,6-trimethylbenzoyldiphenylphosphine oxide HCl::1-Hydroxycyclohexylphenyl ketone PM1: A mixture of 2-acryloyloxyethyl phosphate and bis(2-acryloyloxyethyl) phosphate. PM2: A mixture of 2-methacryloyloxyethyl phosphate and bis(2-methacryloyloxyethyl) phosphate. PM3: A mixture of mono(2-methacryloyloxyethyl caprolactone) phosphate and bis(2-methacryloyloxyethyl caprolactone) phosphate. PM4: Tris(2-methacryloyloxyethyl) phosphate. PA: Phosphate
[0068] <Peel-off load> The adhesion of the obtained curable artificial nail composition was evaluated based on peel-off load. The peel-off load was measured using a 90° peel-off test as follows. The results are shown in Table 1.
[0069] (90° peel-off test) After drying a nylon board at 50°C for more than 24 hours, the surface was wiped with ethanol to remove dirt, and then a curable artificial nail composition was applied to achieve a cured film thickness of 160 μm. The film was cured for 30 seconds using a 36W LED light to form a cured coating film measuring 10 mm in length and 50 mm in width. The widthwise edge of the cured coating film was clamped with a clip attached to a digital force gauge (IMADA ZTA-100N), and the cured coating film was peeled from the nylon plate at a speed of 100 mm / sec in the widthwise direction at a peeling angle of 90°. The peel-off load (the maximum load (kg) required to peel off the cured coating film) was then measured.
[0070] [Table 1]
[0071] [Table 2]
[0072] As shown in Table 1, all of the curable artificial nail compositions of Examples 1 to 6 had a peel-off load of over 1.00 kg for the cured coating, indicating a large load when removing the cured coating. This allowed them to form a cured coating that could suppress peeling and chipping, and they could be used without problems as gel nails, especially as base coat gel nails. On the other hand, as shown in Table 2, in both cases where (C) phosphoric acid was not used (Comparative Examples 1, 2, 5-7) and (A) monomers containing phosphate groups were not used, the peel-off load of the cured coating was small, less than 1.00 kg, raising concerns about peeling and chipping.
Claims
1. A curable artificial nail composition comprising (A) a radical polymerizable compound having a phosphate group, (B) a radical polymerizable compound other than the radical polymerizable compound having a phosphate group, (C) phosphoric acid, and (D) a polymerization initiator, The (A) radical polymerizable compound having a phosphate group comprises a (meth)acrylate compound having a phosphate group, The radical polymerizable compounds other than the radical polymerizable compounds having a phosphate group (B) include one or more radical polymerizable oligomers having a (meth)acrylate group and not having a phosphate group, and one or more radical polymerizable monomers having a (meth)acrylate group and not having a phosphate group. The curable artificial nail composition.
2. The curable artificial nail composition according to claim 1, wherein the radical polymerizable compound other than the radical polymerizable compound having a phosphate group (B) comprises a urethane (meth)acrylate oligomer.