Hardened artificial claw components
A curable artificial nail composition with a specific formulation of urethane (meth)acrylate oligomer and acrylate compounds ensures high gloss and curability under both LED and UV light, addressing the limitations of existing compositions.
Patent Information
- Application Number
- JP2021111633
- Authority / Receiving Office
- JP · JP
- Patent Type
- Patents
- Current Assignee / Owner
- Filing Date
- 2021-07-05
- Publication Date
- 2025-12-03
- Estimated Expiration
- 2041-07-05
AI Technical Summary
Existing curable artificial nail compositions do not form a cured coating film with excellent curability and high gloss when irradiated with either LED light or UV light, necessitating the selection of a specific light type for effective curing.
A curable artificial nail composition comprising specific components: a urethane (meth)acrylate oligomer with an alicyclic structure, an acrylate compound with a particular structure, and a polymerization initiator, formulated to ensure high curability and gloss regardless of LED or UV light irradiation.
The composition achieves a cured coating film with excellent curability and high gloss when irradiated with either LED or UV light, reducing scratches and enhancing the appearance of the nail coating.
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Abstract
Description
[Technical Field]
[0001] The present invention relates to a curable artificial nail composition. [Background technology]
[0002] Nail art, which involves decorating natural fingernails or toenails or gluing artificial nails onto them, is becoming increasingly popular. Artificial nails are also being formed on top of natural nails to reinforce them and prevent them from cracking or peeling due to external forces. For such nail decoration or reinforcement, resin-containing materials known as manicures, pedicures, and sculptures are applied to the nails.
[0003] Recently, curable artificial nail compositions known as gel nails have been attracting attention as materials used for decorating or reinforcing nails. Gel nails are curable gel-type 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 nails and cured by irradiating them with ultraviolet light, forming a crosslinked polymer coating through a radical polymerization reaction, which is believed to form a tough coating that is resistant to peeling from the nail.
[0004] Gel nails generally include a base coat that is applied directly to the user's nail, a color coat that is applied over the base coat, and a top coat that is applied over the color coat. Of these, the most important quality of the top coat is glossiness, and in particular, the top coat after the uncured components have been wiped off must have high glossiness and excellent luster.
[0005] Patent Document 1 describes a photocurable composition for use as a top coat for nails or artificial nails, which comprises: component (A): a (meth)acrylic oligomer; component (B): a trifunctional (meth)acrylic monomer contained in an amount of 50 to 100 parts by mass per 100 parts by mass of component (A); and component (C): a photopolymerization initiator contained in an amount of 1 to 20 parts by mass per 100 parts by mass of component (A), and which contains 40 to 70% by mass of trimethylolpropane trimethacrylate relative to the total amount of component (B), and which has a transmittance of 10.0% or more at a wavelength of 400 nm in an 800 μm thick cured product. This photocurable composition for top coating of nails or artificial nails was applied to a test piece to a thickness of 100 μm, then cured by irradiating it with a nail LED lamp with a wavelength of 400 to 410 nm for 10 seconds. The uncured components were then wiped off and the gloss was visually confirmed. The evaluation of "gloss after surface treatment" was "Good: glossy." However, there is no mention of the curability or glossiness when irradiated with UV light with a wavelength of approximately 365 nm.
[0006] Patent Document 2 describes a photocurable artificial nail composition containing acryloylmorpholine, a urethane (meth)acrylate oligomer, and a polyfunctional radically polymerizable unsaturated group-containing compound other than the urethane (meth)acrylate oligomer. This photocurable artificial nail composition is prepared by forming a coating film of a certain thickness on a plate, curing it by irradiating it with LED-UV light of a wavelength of 405 nm for 20 seconds, wiping off any uncured components from the cured coating, and measuring the gloss value with a gloss checker, which is said to be 136 to 145. However, there is no mention of the curability or glossiness when irradiated with UV light of a wavelength of approximately 365 nm. [Prior art documents] [Patent documents]
[0007] [Patent Document 1] International Publication No. 2016 / 072353 [Patent Document 2] Japanese Patent Application Laid-Open No. 2017-66042 Summary of the Invention [Problem to be solved by the invention]
[0008] Currently, methods used to harden gel nails include irradiation with LED light (wavelength 385 to 415 nm; peak wavelength approximately 405 nm) and UV light (wavelength 350 to 400 nm; peak wavelength approximately 365 nm, approximately 370 nm, approximately 375 nm, or approximately 380 nm). Previously, curable artificial nail compositions were cured at a wavelength determined by their type, and it was necessary to select a light appropriate for the wavelength of curing. When irradiated with either UV light or LED light, a top coat cured film with excellent curability and high gloss could be formed, but when irradiated with the other, the curability and gloss could be insufficient. For this reason, curable artificial nail compositions, particularly those used as top coats for gel nails, are required to form a top coat cured film with excellent curability and high gloss, regardless of whether they are irradiated with UV light or LED light. The problem to be solved by the present invention is to provide a curable artificial nail composition that forms a cured coating film that has excellent curability and a high gloss when irradiated with either LED light or UV light. [Means for solving the problem]
[0009] As a result of extensive research into solving the above problems, the present inventors have found that the above problems can be solved by forming a curable artificial nail composition with a specific composition, and have thus completed the present invention. Specifically, the following applies: [Item 1] Component (A): At least one component of formula (1): -OCONH-R 1 -NHCOO-R 2 - (1) (In the formula, R 1 is a divalent organic group containing an alicyclic structure, R 2 is an aliphatic hydrocarbon group. A urethane (meth)acrylate oligomer having a repeating unit represented by the formula: Component (B): At least one component of formula (2): [CH2=CHR 3 -COO-R 4 -CH2-CH(OH)-CH2-O-]pR 5 (OH)q (2) (In the formula, R 3 is hydrogen or a methyl group, R 4 is a single bond or -R 6 -O-(R 6 is a divalent organic group), R 5 is a divalent or higher aromatic hydrocarbon group, p is an integer of 1 or greater, and q is an integer of 0 or greater. An acrylate compound having a structure represented by the formula: Component (C): a (meth)acrylate compound other than components (A) and (B), Component (D): polymerization initiator, 1. A curable artificial nail composition comprising: [Item 2] The curable artificial nail composition according to Item 1, wherein the content of component (B) is 5 parts by mass or more and 40 parts by mass or less per 100 parts by mass of the total of components (A) and (C). [Effects of the Invention]
[0010] The present invention exhibits the remarkable effect of being able to obtain a curable artificial nail composition that has excellent curability and forms a cured coating film with high gloss, whether irradiated with LED light or UV light. DETAILED DESCRIPTION OF THE INVENTION
[0011] The curable artificial nail composition of the present invention will be described below. The curable artificial nail composition of the present invention comprises: Component (A): At least one component of formula (1): -OCONH-R 1 -NHCOO-R 2 - (1) (In the formula, R 1 is a divalent organic group containing an alicyclic structure, R 2 is an aliphatic hydrocarbon group. A urethane (meth)acrylate oligomer having a repeating unit represented by the formula: Component (B): At least one component of formula (2): [CH2=CHR 3 -COO-R 4 -CH2-CH(OH)-CH2-O-]pR 5 (OH)q (2) (In the formula, R 3 is hydrogen or a methyl group, R 4 is a single bond or -R 6 -O-(R 6 is a divalent organic group), R 5 is a divalent or higher aromatic hydrocarbon group, p is an integer of 1 or greater, and q is an integer of 0 or greater. An acrylate compound having a structure represented by the formula: Component (C): a (meth)acrylate compound other than components (A) and (B), Component (D): polymerization initiator, Includes: In this specification, "(meth)acrylate" means both "acrylate" and "methacrylate".
[0012] When the curable artificial nail composition of the present invention is irradiated with either LED light or UV light, if a top coat for a gel nail is cured by UV, uncured components remain on the surface due to inhibition by oxygen. When this is wiped off with a solvent, if the curability is poor, scratches will occur, and as a result, the gloss of the coating film will often deteriorate. The curable artificial nail composition of the present invention uses a combination of component (A) that has good UV curability and component (B) that has high UV curability and forms a coating film with high hardness and a high refractive index after curing, and thereby forms a top coat cured coating film with excellent curability, high coating hardness, and high gloss, regardless of whether it is irradiated with LED light having a wavelength of approximately 405 nm or UV light having a wavelength of approximately 365 nm. The inventors speculate that this reduces the occurrence of scratches when wiping off the uncured components with a solvent, and furthermore makes it easier to wipe off the uncured components, resulting in a high gloss appearance, but the present invention is not limited to this speculation.
[0013] [Component (A)] The component (A) is at least a compound represented by the formula (1): -OCONH-R 1 -NHCOO-R 2 - (1) (In the formula, R 1 is a divalent organic group containing an alicyclic structure, R 2 is an aliphatic hydrocarbon group. It is a urethane (meth)acrylate oligomer having a repeating unit represented by the following formula: The (A) component can be obtained, for example, by reacting at least a polyurethane oligomer obtained by reacting an alicyclic polyisocyanate with an alkane polyol with a hydroxyalkyl (meth)acrylate compound or an isocyanate group-containing (meth)acrylate compound.
[0014] The alicyclic diisocyanate is not particularly limited, but specifically, one having 7 to 30 carbon atoms is preferred. For example, one or more selected from the group consisting of isophorone diisocyanate (IPDI), 1,3-cyclopentane diisocyanate, 1,3-cyclohexane diisocyanate, 1,4-cyclohexane diisocyanate, methyl-2,4-cyclohexane diisocyanate, methyl-2,6-cyclohexane diisocyanate, 1,4-bis(isocyanatomethyl)cyclohexane, 1,3-bis(isocyanatomethyl)cyclohexane, 4,4'-dicyclohexylmethane diisocyanate, hydrogenated xylylene diisocyanate, hydrogenated tolylene diisocyanate, hydrogenated diphenylmethane diisocyanate, hydrogenated tetramethylxylene diisocyanate, bis(2-isocyanatoethyl)-4-cyclohexene-1,2-dicarboxylate, 2,5-norbornane diisocyanate, 2,6-norbornane diisocyanate, and the like may be mentioned. Among these, one or more selected from the group consisting of isophorone diisocyanate, 1,3-cyclopentane diisocyanate, 1,4-cyclohexane diisocyanate, hydrogenated xylylene diisocyanate, hydrogenated tolylene diisocyanate, and hydrogenated diphenylmethane diisocyanate are preferred.
[0015] The alkane polyol is not particularly limited as long as it is a compound in which two or more hydrogen atoms of an alkane are substituted with hydroxyl groups. The molecular weight is, for example, less than 500, preferably 50 to 300. Examples include one or more selected from the group consisting of ethylene glycol, propylene glycol, 1,3-propanediol, 1,4-butanediol, 1,3-butanediol, 1,6-hexanediol, 1,8-octanediol, 1,9-nonanediol, neopentyl glycol, 3-methyl-1,5-pentanediol, 2-methyl-1,3-propanediol, 3,3,5-trimethylpentanediol, 2,4-diethyl-1,5-pentanediol, and 1,12-octadecanediol. Among these, one or more selected from the group consisting of 1,3-propanediol, 1,4-butanediol, 1,3-butanediol, and 1,6-hexanediol are preferred.
[0016] The polyurethane oligomer is obtained by reacting an alicyclic polyisocyanate with an alkane polyol in a molar ratio of (alicyclic polyisocyanate) / (alkane polyol) ranging from 1 / 1.8 to 1.8 / 1. The number of repeating units in the polyurethane oligomer is, for example, 3 or more, preferably 6 or more, and for example, 30 or less, preferably 15 or less. The polyurethane oligomer is terminated with an isocyanate group or a hydroxyl group. When the polyurethane oligomer terminates with an isocyanate group, component (A) is obtained by reacting it with a hydroxyalkyl (meth)acrylate compound. When the polyurethane oligomer terminates with a hydroxyl group, component (A) is obtained by reacting it with an isocyanate group-containing (meth)acrylate compound.
[0017] The hydroxyalkyl (meth)acrylate compound may be at least one selected from the group consisting of hydroxyalkyl (meth)acrylates, polyol (meth)acrylates, and alkylene oxide-added polyol (meth)acrylates. For example, hydroxyalkyl (meth)acrylates such as 2-hydroxyethyl (meth)acrylate, 1-hydroxyethyl (meth)acrylate, 3-hydroxypropyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 1-hydroxypropyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, 3-hydroxybutyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, 1-hydroxybutyl (meth)acrylate, and hydroxyphenoxypropyl (meth)acrylate; trimethylolpropane (meth)acrylate, trimethylolpropane di(meth)acrylate, pentaerythritol (meth)acrylate, pentaerythritol di(meth)acrylate, dipentaerythritol (meth)acrylate, dipentaerythritol di(meth)acrylate, and ditrimethylolpropane (meth)acrylate. Examples thereof include one or more selected from the group consisting of polyol (meth)acrylates such as ditrimethylolpropane di(meth)acrylate; (meth)acrylates having an alkylene glycol chain such as diethylene glycol mono(meth)acrylate, triethylene glycol mono(meth)acrylate, tetraethylene glycol mono(meth)acrylate, dipropylene glycol mono(meth)acrylate, tripropylene glycol mono(meth)acrylate, dibutylene glycol mono(meth)acrylate, and tributylene glycol mono(meth)acrylate; and alkylene oxide-added polyol (meth)acrylates such as alkylene oxide-added trimethylolpropane di(meth)acrylate, alkylene oxide-added pentaerythritol tri(meth)acrylate, and alkylene oxide-added dipentaerythritol penta(meth)acrylate. Of these, hydroxyalkyl (meth)acrylates such as 2-hydroxyethyl (meth)acrylate, 3-hydroxypropyl (meth)acrylate, and 4-hydroxybutyl (meth)acrylate are preferred.
[0018] Examples of the isocyanate group-containing (meth)acrylate compound include one or more compounds selected from the group consisting of 2-isocyanatoethyl (meth)acrylate, 3-isocyanatopropyl (meth)acrylate, 2-isocyanato-1-methylethyl (meth)acrylate, 2-isocyanato-1,1-dimethylethyl (meth)acrylate, 4-isocyanatocyclohexyl (meth)acrylate, 2-(2-isocyanatoethoxy)ethyl (meth)acrylate, 1,1-bis((meth)acryloyloxymethyl)ethyl isocyanate, 2-(2-(meth)acryloyloxyethyloxy)ethyl isocyanate, and derivatives thereof. Examples of the derivatives include compounds having an isocyanate group masked with a blocking agent and at least one (meth)acryloyl group, such as 2-[(3,5-dimethylpyrazolyl)carbonylamino]ethyl methacrylate, 2-(0-[1'-methylpropylideneamino]carboxyamino)ethyl methacrylate, etc. Examples of commercially available products include one or more selected from the group consisting of Karenz AOI, Karenz MOI, AOI-VM, Karenz MOI-EG, Karenz BEI, Karenz MOI-BP, Karenz MOI-BM (all manufactured by Showa Denko K.K., registered trademarks), etc.
[0019] In the present invention, component (A) is preferably a urethane (meth)acrylate oligomer obtained by reacting an isocyanate-terminated polyurethane oligomer having a weight-average molecular weight of 10,000 or less, preferably 6,000 or less, obtained by reacting one or more alicyclic polyisocyanates selected from the group consisting of isophorone diisocyanate (IPDI), 1,4-cyclohexane diisocyanate, 4,4'-dicyclohexylmethane diisocyanate, hydrogenated xylylene diisocyanate, hydrogenated tolylene diisocyanate, hydrogenated diphenylmethane diisocyanate, and hydrogenated tetramethylxylene diisocyanate with one or more alkane polyols selected from the group consisting of 1,3-propanediol, 1,4-butanediol, 1,3-butanediol, and 1,6-hexanediol, with a hydroxyalkyl (meth)acrylate compound. More preferred is a polyurethane (meth)acrylate oligomer (cosmetic ingredient name: bisHEA (poly(1,4-butanediol)-9 / IPDI) copolymer) obtained by reacting a polyurethane oligomer having an average of nine repeating units obtained from 1,4-butanediol and isophorone diisocyanate and having isocyanate groups at its terminals with two moles of hydroxyethyl acrylate, or a polyurethane (meth)acrylate oligomer (cosmetic ingredient name: bisHEMA (poly(1,4-butanediol)-9 / IPDI) copolymer) obtained by reacting a polyurethane oligomer having an average of nine repeating units obtained from 1,4-butanediol and isophorone diisocyanate and having isocyanate groups at its terminals with two moles of hydroxyethyl methacrylate.
[0020] The content of component (A) in the curable artificial nail composition of the present invention is not particularly limited. For example, the content is 50% by mass or more, preferably 60% by mass or more, and for example, 90% by mass or less, preferably 80% by mass or less, where the total amount of components (A) to (D) in the curable artificial nail composition is 100% by mass. If the content of component (A) is less than 50% by mass, the viscosity of the curable artificial nail composition may be too low, which may cause problems with application, etc., and the gloss of the cured coating film may be reduced. If the content exceeds 90% by mass, the viscosity of the curable artificial nail composition may be too high, which may cause problems with application, etc.
[0021] [(B) Component] The component (B) is at least a compound represented by the formula (2): [CH2=CHR 3 -COO-R 4 -CH2-CH(OH)-CH2-O-]pR 5 (OH)q (2) (In the formula, R 3 is hydrogen or a methyl group, R 4 is a single bond or -R 6 -O-(R 6 is a divalent organic group), R 5 is a divalent or higher aromatic hydrocarbon group, p is an integer of 1 or greater, and q is an integer of 0 or greater. The component (B) is an acrylate compound having a structure represented by the formula: Component (B) has the effect of imparting high hardness to the cured coating film. Component (B) can be obtained, for example, by reacting at least a polyphenol compound with a (meth)acrylate compound having an epoxy group. Component (B) can also be obtained by reacting at least an aromatic polyepoxy compound with a hydroxyalkyl (meth)acrylate compound.
[0022] Examples of polyphenol compounds include bisphenol A (bis(4-hydroxyphenyl)-2,2-propane), bisphenol F (bis(4-hydroxyphenyl)methane), (2,2-bis(4-hydroxycyclohexyl)propane, bis(4-hydroxycyclohexyl)methane, 4,4'-dihydroxydiphenyl ketone, bis(4-hydroxyphenyl)-1,1-ethane, bis(4-hydroxyphenyl)-1,1-isobutane, bis(4-hydroxy-3-t-butyl-phenyl)-2, Examples include one or more selected from the group consisting of 2-propane, bis(2-hydroxynaphthyl)methane, tetra(4-hydroxyphenyl)-1,1,2,2-ethane, 4,4'-dihydroxydiphenyl sulfone, 4,4'-dihydroxydiphenyl ether, 1,4-bis(4-hydroxyphenoxy)benzene, 1,3-bis(4-hydroxyphenoxy)benzene, 4,4'-dihydroxydiphenyl sulfide, 4,4'-dihydroxybiphenyl, phenol novolac, cresol novolac, and the like. The aromatic polyepoxy compound may be, for example, one or more compounds selected from the group consisting of glycidyl ether compounds of the above-mentioned polyphenol compounds.
[0023] Examples of the (meth)acrylate compound having an epoxy group include one or more compounds selected from the group consisting of glycidyl group-containing (meth)acrylate compounds such as glycidyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate glycidyl ether, and epoxycyclohexylmethyl (meth)acrylate; and mono(meth)acrylates of diglycidyl ether compounds such as dihydroxybenzene diglycidyl ether, dihydroxynaphthalene diglycidyl ether, biphenol diglycidyl ether, and bisphenol diglycidyl ether. Examples of the hydroxyalkyl (meth)acrylate compound include one or more compounds selected from the group consisting of the hydroxyalkyl (meth)acrylate compounds described above in [Component (A)].
[0024] In the present invention, the component (B) is preferably a compound obtained by reacting a bisphenol compound with a glycidyl group-containing (meth)acrylate compound, more preferably a compound obtained by reacting bisphenol A with a glycidyl group-containing (meth)acrylate compound, and is more preferably a compound represented by the following formula (3) obtained by reacting bisphenol A with glycidyl methacrylate: [ka] ···(3) Propoxylated bisphenol A dimethacrylate (bisphenol A diglycidyl methacrylate; Bis-GMA) represented by the following formula is more preferred.
[0025] The content of component (B) in the curable artificial nail composition of the present invention is not particularly limited. For example, the content is 5% by mass or more, preferably 10% by mass or more, and for example, 50% by mass or less, preferably 30% by mass or less, where the total amount of components (A) to (D) in the curable artificial nail composition is 100% by mass. If the content of component (B) is less than 5% by mass, the coating film strength of the curable artificial nail composition may be low and the composition may be easily scratched. If the content exceeds 50% by mass, the flexibility of the cured coating film may be reduced and the composition may be easily cracked or chipped. Furthermore, the content of the component (B) is preferably 5 parts by mass or more and 40 parts by mass or less per 100 parts by mass of the total of the components (A) and (C).
[0026] [(C) component] The component (C) is a (meth)acrylate compound other than the components (A) and (B). Examples of such (meth)acrylate compounds include: i: a (meth)acrylate monomer having one or more (meth)acryloyl groups; ii: (meth)acrylate oligomer having one or more (meth)acryloyl groups, The present invention can include one or more types selected from the group consisting of: Here, the weight-average molecular weight of the (meth)acrylate oligomer is not particularly limited. For example, it is 1,000 or more, preferably 2,000 or more, more preferably 3,000 or more, and for example, 100,000 or less, 30,000 or less, 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.
[0027] <(i) (Meth)acrylate Monomer> The (meth)acrylate monomer is not particularly limited as long as it is a monomer having one or more (meth)acryloyl groups. The number of (meth)acryloyl groups contained in one molecule is not particularly limited, but is 1 to 10, preferably 1 to 8, and more preferably 1 to 6, from the viewpoints of the curability of the curable artificial nail composition, the hardness of the coating film, and the like. In the present invention, it is preferable to use one or more (meth)acrylate monomers having one (meth)acryloyl group as the (meth)acrylate monomer, and it is also preferable to use a mixture of one or more (meth)acrylate monomers having one (meth)acryloyl group and one or more (meth)acrylate monomers having two or more (meth)acryloyl groups.
[0028] Examples of the (meth)acrylate monomer having one (meth)acryloyl group include esters of monohydric alcohols with (meth)acrylic acid, 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, phenyl (meth)acrylate, and benzyl (meth)acrylate; and the hydroxyalkyl (meth)acrylates described above in [Component (A)]. Acrylate compounds; (meth)acrylamide, hydroxyethyl (meth)acrylamide, dimethyl (meth)acrylamide, diethyl (meth)acrylamide, N-methyl (meth)acrylamide, N-hydroxyethyl (meth)acrylamide, N-ethyl (meth)acrylamide, N-methylol (meth)acrylamide, N,N-dimethyl (meth)acrylamide, N,N-diethyl (meth)acrylamide, N,N-dimethylaminopropyl (meth)acrylamide, N,N-dimethylaminoethyl (meth)acrylamide, and other (meth)acryloyl group-containing amide compounds; nitrogen-containing alkyl (meth)acrylates such as N,N-dimethylaminoethyl (meth)acrylate and N,N-diethylaminoethyl (meth)acrylate;Adamantyl (meth)acrylate, (2-methyl-2-ethyl-1,3-dioxolan-4yl)methyl (meth)acrylate, cyclic trimethylolpropane formal (meth)acrylate, (1,4-dioxaspiro[4,5]decan-2yl)methyl (meth)acrylate, tetrafurfuryl alcohol oligo(meth)acrylate, alkoxylated tetrahydrofurfuryl (meth)acrylate, tetrahydrofurfuryl (meth)acrylate, (3-ethyloxetan-3-yl)methyl (meth)acrylate, 4-hydroxybutyric acid Examples thereof include one or more selected from the group consisting of heterocycle-containing (meth)acrylates such as glycidyl (meth)acrylate glycidyl ether, glycidyl (meth)acrylate, (meth)acryloylmorpholine, N-(meth)acryloyloxyethylhexahydrophthalimide, pentamethylpiperidyl (meth)acrylate, isocyanuric acid di(meth)acrylate, isocyanuric acid tri(meth)acrylate, triazine tri(meth)acrylate, N-(meth)acryloxysuccinimide, and N-(meth)acryloxyphthalimide;
[0029] Among these (meth)acrylate monomers having one (meth)acryloyl group, one or more selected from the group consisting of esters of monohydric alcohols and (meth)acrylic acid, 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, and isobornyl (meth)acrylate; hydroxyalkyl (meth)acrylates, such as 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, and hydroxybutyl (meth)acrylate; and heterocycle-containing (meth)acrylates, such as (meth)acryloylmorpholine, are preferred.
[0030] Examples of (meth)acrylate monomers having two or more (meth)acryloyl groups include ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, polyethylene glycol (meth)acrylate, propylene glycol di(meth)acrylate, polypropylene di(meth)acrylate, 1,4-butanediol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, glycerin di(meth)acrylate, trimethylolpropane di(meth)acrylate, pentaerythritol di(meth)acrylate, neopentyl glycol di(meth)acrylate, bisphenol A ethylene oxide-modified di(meth)acrylate, ethoxylated bisphenol A di(meth)acrylate, propoxylated bisphenol A di(meth)acrylate (isopyridenediphenylbis(oxyhydroxypropyl methacrylate), etc.), and propoxylated ethoxylated bisphenol A di(meth)acrylate. di(meth)acrylate monomers such as glycerin tri(meth)acrylate, trimethylolpropane tri(meth)acrylate, ditrimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, ε-caprolactone-modified tris(acryloxyethyl)isocyanurate, and the like; tetra(meth)acrylate monomers such as pentaerythritol tetra(meth)acrylate; dipentaerythritol Examples thereof include one or more selected from the group consisting of polypentaerythritol (meth)acrylates such as penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, tripentaerythritol (meth)acrylate, and tetrapentaerythritol (meth)acrylate; and (meth)acrylate monomers having five or more (meth)acrylate groups such as ethoxylated isocyanuric acid triacrylate and ethoxylated pentaerythritol tetraacrylate.
[0031] 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, polyethylene glycol di(meth)acrylate, propylene glycol di(meth)acrylate, polypropylene di(meth)acrylate, 1,4-butanediol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, trimethylolpropane tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol hexa(meth)acrylate, and the like.
[0032] <(ii) (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. The number of (meth)acryloyl groups contained in one molecule is not particularly limited, but is 1 to 10, preferably 2 to 8, from the viewpoints of the curability of the curable artificial nail composition, the hardness of the coating film, etc. 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.
[0033] The weight-average molecular weight of the (meth)acrylate oligomer is not particularly limited, but is, for example, 1,000 to 100,000, preferably 2,000 to 30,000, and more preferably 3,000 to 20,000. By setting the weight-average molecular weight within this range, it is possible to improve the durability of the cured product while maintaining low viscosity.
[0034] The (meth)acrylate oligomer is not particularly limited, but examples thereof include: a (meth)acrylate oligomer having, in its main skeleton (main chain), one or more bonds selected from the group consisting of a urethane bond, an ester bond, an ether bond, a urea bond, a carbonate bond, and an amide bond; a (meth)acrylate oligomer having a molecular chain formed by polymerization of one or more monomers selected from the group consisting of styrene-based, (meth)acrylic, olefin-based, and diene-based monomers; and the like. The (meth)acrylate oligomer may be either a commercially available product or a synthetic product.
[0035] Examples of the (meth)acrylate oligomer having one or more bonds selected from the group consisting of a urethane bond, an ester bond, an ether bond, a urea bond, a carbonate bond, and an amide bond in its main skeleton (main chain) include one or more bonds selected from the group consisting of a urethane (meth)acrylate oligomer (a (meth)acrylate oligomer having a urethane bond in its main skeleton), a carbonate (meth)acrylate oligomer (a (meth)acrylate oligomer having a carbonate bond in its main skeleton), an ester (meth)acrylate oligomer (a (meth)acrylate oligomer having an ester bond in its main skeleton), and an ether (meth)acrylate oligomer (a (meth)acrylate oligomer having an ether bond in its main skeleton).
[0036] The urethane (meth)acrylate oligomer can be synthesized, for example, by forming an isocyanate group-containing urethane prepolymer by reacting a polyol with a polyisocyanate, and then reacting the isocyanate 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.), but the synthesis method is not limited to this. The polyol that can be used may have, for example, one or more types selected from the group consisting of a polyether skeleton, a polycarbonate skeleton, and an ester skeleton.
[0037] Examples of urethane (meth)acrylate oligomers include those obtained by addition reaction of at least a portion of the isocyanate groups in an isocyanate group-containing polyether urethane prepolymer with a (meth)acrylic compound having a hydroxyl group. The isocyanate group-containing polyether urethane prepolymer is, for example, obtained by reacting a polyol compound having an alkylene group with 3 or more carbon atoms with polyisocyanate, and has a weight average molecular weight of 400 to 30,000. The polyol compound is preferably polypropylene polyol. The polyisocyanate may be at least one selected from the group consisting of non-aromatic polyisocyanates such as isophorone diisocyanate, hexamethylene diisocyanate, xylylene diisocyanate, and their isocyanurates and biuret derivatives.
[0038] The ester (meth)acrylate oligomer 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 the carboxyl group and / or hydroxyl group of an ester oligomer obtained by reacting a polyol with a polycarboxylic acid, but the synthesis 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 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).
[0039] The ether (meth)acrylate oligomer 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)acryloyl group in the molecule, (meth)acrylic acid, and compounds having a carboxyl group and a (meth)acryloyl group in the molecule to the hydroxyl groups of an aliphatic polyether polyol or an aromatic polyether polyol made from a raw material such as bisphenol, but the synthesis method is not limited to this. 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.).
[0040] Examples of (meth)acrylate oligomers having a molecular chain 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 include (meth)acrylate oligomers obtained by reacting one or more polymer polyols selected from the group consisting of polystyrene polyols, acrylic polyols, polyolefin polyols, conjugated diene polyols, etc. with polyisocyanate, followed by reaction with a (meth)acrylate compound having a functional group capable of reacting with a hydroxyl group or an isocyanate group. Among these, urethane (meth)acrylate oligomers obtained using one or more polyol components selected from the group consisting of acrylic polyols, polyolefin polyols, butadiene polyols, etc. are preferred.
[0041] Of these, the component (C) is preferably "i: a (meth)acrylate monomer having one or more (meth)acryloyl groups," more preferably an ester of a monohydric alicyclic alcohol with (meth)acrylic acid, such as cyclohexyl (meth)acrylate, tetrahydrofurfuryl (meth)acrylate, or isobornyl (meth)acrylate, or a hydroxyalkyl (meth)acrylate, such as 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, or hydroxybutyl (meth)acrylate, and even more preferably isobornyl (meth)acrylate or hydroxyethyl (meth)acrylate.
[0042] The content of component (C) in the curable artificial nail composition of the present invention is not particularly limited. For example, the content is 5% by mass or more, preferably 10% by mass or more, and for example, 50% by mass or less, preferably 40% by mass or less, based on 100% by mass of the total amount of components (A) to (D) in the curable artificial nail composition. If the content of component (C) is less than 5% by mass, the viscosity of the curable artificial nail composition may become too high, causing problems in application and handling, and may also result in reduced adhesion. If the content exceeds 50% by mass, the viscosity of the curable artificial nail composition may become too low, causing problems in application and handling.
[0043] [(D) component] Component (D) is a polymerization initiator. Polymerization initiators generate radicals when given energy by irradiation with light (e.g., ultraviolet light, visible light, etc.) or heat. Examples of polymerization initiators include one or more types selected from the group consisting of acylphosphine oxides, α-hydroxyalkylphenones, benzoin ethers, benzil ketals, acid esters, α-aminoalkylphenones, benzophenones, thioxanthones, titanocenes, quinones, peroxides, azo compounds, and persulfates. For example, when a photopolymerization initiator is used, good curability can be imparted to the curable artificial nail composition even when the composition is irradiated with light using various light sources including a UV-LED light source.
[0044] For example, acylphosphine oxide polymerization initiators generate radicals when irradiated with ultraviolet light having a wavelength of 365 to 405 nm, which is emitted from commonly used UV-LED light sources. Therefore, even when curing is performed by irradiating light using various light sources, including UV-LED light sources, the curable artificial nail composition can be imparted with good curability. Furthermore, when curing is performed by irradiating light using a UV-LED light source, yellowing of the cured coating film can be prevented. Examples of the acylphosphine oxide polymerization initiator include one or more selected from the group consisting of 2,4,6-trimethylbenzoyldiphenylphosphine oxide, bis(2,4,6-trimethylbenzoyl)phenylphosphine oxide, bis(2,6-dimethoxybenzoyl)-2,4,4-trimethylpentylphosphine oxide, and the like. In particular, 2,4,6-trimethylbenzoyldiphenylphosphine oxide can be preferably used in the present invention because it also functions as a skin conditioning agent.
[0045] Examples of polymerization initiators other than acylphosphine oxide polymerization initiators include 1-hydroxycyclohexylphenyl ketone, 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, 2-hydroxy-1-{4-[4-(2-hydroxy-2-methylpropionyl)-benzyl]- phenyl}-2-methylpropan-1-one, 1-[4-(2-hydroxyethoxy)phenyl]-2-hydroxy-2-methyl-1-propan-1-one, thioxanthone, 2-methylthioxanthone, 2,4-dimethylthioxanthone, 2,4-diethylthioxanthone, 2-isopropylthioxanthone, 2-chlorothioxanthone, 3-[3,4-dimethyl-9-oxo-9H-thioxanthone-2-yl-oxy]-2-hydroxypropyl-N,N,N-trimethylammonium chloride, fluoxanthone, 2-methylthioxanthone, 2,4-dimethylthioxanthone, 2,4-diethylthioxanthone, 2-isopropylthioxanthone, 2-chlorothioxanthone, 3-[3,4-dimethyl-9-oxo-9H-thioxanthone-2-yl-oxy]-2-hydroxypropyl-N,N,N-trimethylammonium chloride, Orotioxanthone, 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 ethylamino-1-(4-morpholinophenyl)-butanone-1,2,2-dimethoxy-1,2-diphenylethan-1-one, 2-hydroxy-1-{4-[4-(2-hydroxy-2-methylpropionyl)-benzyl]phenyl}-2-methylpropane, isophthalphenone, methyl phenylglyoxylate, 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, benzil 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-methan) 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, dilauroyl peroxide, dibenzoyl peroxide, t-butyl peroxypivalate, t-butyl peroxybenzoate, 2,5-dimethyl-2,5-di(2-ethylhexanoyl) peroxy)hexane, 1,1,3,3-tetramethylbutylperoxy-2-ethylhexanoate, t-butylperoxy-2-ethylhexanoate, n-butyl-4,4-di(t-butylperoxy)valerate, 1,1-di(t-butylperoxy)cyclohexane, 2,2-bis(4,4-di-t-butylperoxycyclohexyl)propane, 1,1-bis(t-butylperoxy)-3,3,5-trimethylcyclohexane, 2,2-bis(t-butylperoxy)butane, 2,Examples include one or more selected from the group consisting of 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, and the like.
[0046] In the present invention, it is preferable to use a polymerization initiator containing an acylphosphine oxide polymerization initiator, and it is preferable to use a polymerization initiator containing an acylphosphine oxide polymerization initiator and another polymerization initiator, particularly an α-hydroxyalkylphenone polymerization initiator. Alternatively, it is also possible to use a polymerization initiator containing an acylphosphine oxide polymerization initiator, an α-hydroxyalkylphenone polymerization initiator, and a peroxide polymerization initiator. The amount of the acylphosphine oxide polymerization initiator used in the polymerization initiator is, when the entire polymerization initiator is taken as 100% by mass, for example, 1% by mass or more, preferably 10% by mass or more, and more preferably 20% by mass or more, and for example, 100% by mass or less, preferably 95% by mass or less, and more preferably 80% by mass or less. The amount of the α-hydroxyalkylphenone polymerization initiator used in the polymerization initiator is, when the total amount of the polymerization initiator is taken as 100% by mass, for example, 1% by mass or more, preferably 10% by mass or more, more preferably 20% by mass or more, and for example, 99% by mass or less, preferably 95% by mass or less, more preferably 80% by mass or less.
[0047] The content of component (D) in the curable artificial nail composition of the present invention is not particularly limited. For example, the content is 0.05% by mass or more, preferably 0.1% by mass or more, and for example, 10% by mass or less, preferably 5% by mass or less, based on 100% by mass of the total amount of components (A) to (D) in the curable artificial nail composition. If the content of component (D) is less than 0.05% by mass, the curability of the curable artificial nail composition may be impaired, the curing of the curable artificial nail composition may take a long time, and in some cases, the curing may not be possible at all. If the content exceeds 10% by mass, the molecular weight of the cured coating film may decrease, making the cured coating film brittle, and the cured coating film of the curable artificial nail composition may yellow (turn yellow).
[0048] [Other ingredients] In addition to the components (A) to (D), various additives may be added to the curable artificial nail composition to the extent that they do not adversely affect the viscosity, application properties, handling properties, and durability of the cured coating film. Examples of such additives include one or more selected from the group consisting of various additives such as radically polymerizable unsaturated group-containing compounds other than components (A) to (C) (hereinafter sometimes referred to as "other radically polymerizable compounds"), colorants, polyfunctional thiol compounds, polyol compounds, polymerization inhibitors, resins, solvents, fragrances, silicone-based and fluorine-based antifoaming agents, silane coupling agents such as γ-glycidoxypropyltrimethoxysilane, photopolymerization accelerators such as tertiary amines, chain transfer agents, fillers, surface tension modifiers, flame retardants, antioxidants, ion adsorbents, stress reducers, preservatives, antibacterial agents, flexibility-imparting agents, waxes, halogen trapping agents, leveling agents, and wetting improvers.
[0049] <Other radical polymerizable compounds> The other radically polymerizable unsaturated group-containing compound is a compound having a radically polymerizable unsaturated group other than a (meth)acryloyl group. The radically polymerizable unsaturated group is a functional group having a carbon-carbon double bond (also called a polymerizable double bond), such as a vinyl group, a vinyl ether group, or an allyl group. Examples of other radical polymerizable compounds include one or more compounds selected from the group consisting of allyl glycidyl ether, styrene, α-methylstyrene, vinyl toluene, α-chlorostyrene, vinyl acetate, and the like.
[0050] <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 coatings, and does not significantly inhibit curing by ultraviolet irradiation (light irradiation). Before curing, the curable artificial nail composition may contain not only pigments but also resin particles and decorative materials that can be incorporated into known curable artificial nail compositions.
[0051] Examples of colorants include brown No. 201, black No. 401, purple No. 201, 401, blue No. 1, 2, 201 to 205, 403, 404, green No. 201, 202, 204, 205, 3, 401, 402, yellow No. 201, 202-(1), 202-(2), 203, 204, 205, 4, 401, 402, 403-(1), 404, 405, 406, orange No. 201, 203, 204, 205, 206, 207, 401, 402, 403, red No. 102, 104-(1), 105-(1), 106, 2, 201, 202, 203, 204, 205, 206, 207, 208, 213, 214, 215, 218, 219, 220, 221, 223, 225, 226, 227, 228, 230-(1), 230-(2), 231, 232, 3, 401, 405, 501, 502, 503, 504, 505, Red No. 506, titanium oxide, iron oxide, chromium oxide, manganese violet, carbon black, metal powder, metal flakes, metal oxide flakes, glass flakes, etc.
[0052] <Multifunctional thiol compounds> The polyfunctional thiol compound is blended as a curability modifier, a crosslinking agent, and a viscosity modifier in the curable artificial nail composition. In addition, blending the polyfunctional thiol compound in the curable artificial nail composition can improve the wiping properties when wiping off and removing 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, or dipentaerythritol with a compound having a thiol group or a group that reacts to become a thiol group. 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), and dipentaerythritol hexakis(3-mercaptopropionate) can be used. When the polyfunctional thiol compound is contained in the curable artificial nail composition, it can be contained in an amount of, for example, 1.0% by mass or more and 10.0% by mass or less, where the entire curable artificial nail composition is taken as 100% by mass.
[0053] 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 these, 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, 1,4-cyclohexanedimethanol, trimethylolpropane, pentaerythritol, and the like.
[0054] The polyester polyol may be one or more selected from the group consisting of condensation polyester polyols, addition polymerization polyester polyols, polycarbonate polyols, etc. The condensation polyester polyols are obtained by a condensation reaction of one or more diol compounds selected from the group consisting of ethylene glycol, propylene glycol, 1,4-butanediol, neopentyl glycol, 1,6-hexanediol, 3-methyl-1,5-pentanediol, 1,4-hexanedimethanol, dimer acid diols, polyethylene glycol, etc. with one or more organic polybasic acids selected from the group consisting of adipic acid, isophthalic acid, terephthalic acid, sebacic acid, etc., and preferably have a molecular weight of 100 to 100,000. The addition polymerization polyester polyol may be polycaprolactone, and preferably have a molecular weight of 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 to 100,000. The polyether polyol may be, for example, a polyether polyol obtained by the opening polymerization of an alkylene oxide.
[0055] The polymerization inhibitor may be, 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 contained in the curable artificial nail composition, it can be blended in such an amount that the amount is, for example, 500 ppm by mass or more, preferably 1,000 ppm by mass or more, and for example, 5,000 ppm by mass or less, preferably 4,500 ppm by mass or less, relative to the entire curable artificial nail composition.
[0056] The resin is not particularly limited as long as it is neither polymerizable nor a polyol compound, and examples thereof include one or more resins selected from the group consisting of polyurethane resins, polyester 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.
[0057] The solvent is not particularly limited as long as it can dilute the curable artificial nail composition and adjust the viscosity during application. For example, one or more solvents 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.
[0058] [Applications and properties of curable artificial nail compositions] The curable artificial nail composition of the present invention has a gloss value of more than 140 and exhibits high gloss and excellent luster both when a cured coating film is formed by irradiation with a UV lamp and when a cured coating film is formed by irradiation with an LED lamp. The curable artificial nail composition of the present invention is a composition for coating the surface of a nail, like so-called common manicures or pedicures, and may be applied to the surface of a user's own nails, which may be sanded, if necessary, to form an uneven surface. The curable artificial nail composition of the present invention is particularly suitable for use as a gel nail. For example, whether it is used to form a base coat layer that is applied directly to a user's nail, a color coat layer that is applied over the base coat layer, or a top coat layer that is applied over that, the cured coating film will not chip or peel for a long period of time (e.g., at least two weeks after curing), and lifting from the underlying layer or the user's nail can be suppressed.
[0059] The curable artificial nail composition of the present invention has a high gloss and excellent luster when cured, and therefore can be suitably used to form a top coat layer for gel nails. In particular, it can be suitably used as a clear top coat, a glitter-containing clear top coat containing a lustrous material such as metal powder, metal flakes, metal oxide flakes, or glass flakes, or a color coat layer toned with a desired colorant. Furthermore, after applying the curable artificial nail composition of the present invention and before curing, small decorations, powders, etc. can be attached to the surface of the coating film of the curable artificial nail composition to enhance the design.
[0060] When forming a cured coating film of the curable artificial nail composition of the present invention, equipment similar to that used for conventional radically polymerizable nail polishes that are cured by ultraviolet light or the like, or general ultraviolet curing equipment, can be used. In particular, when irradiated with UV light (wavelength 350-400 nm; peak wavelength about 365 nm, about 370 nm, about 375 nm, or about 380 nm) from a mercury lamp or metal halide lamp, or ultraviolet light-emitting diode (UV-LED) light (wavelength 385-415 nm; peak wavelength about 405 nm), a cured coating film with excellent curability and high gloss can be formed. Furthermore, ultraviolet light sources such as ultraviolet laser diodes (UV-LDs) can also be used. When the applied coating of the curable artificial nail composition is cured by irradiating it with light such as ultraviolet (UV) rays, the irradiation energy required for curing varies depending on the composition of the curable artificial nail composition, but the irradiation energy (cumulative light amount) is, for example, 5 mJ / cm 2 or more, preferably 10 mJ / cm 2 or more, for example, 1000 mJ / cm2 Less than or equal to 800 mJ / cm 2 If the irradiation energy is within this range, nail art with sufficient adhesion and abrasion resistance can be obtained.
[0061] The cured coating film of the curable artificial nail composition of the present invention has a reduced content of unpolymerized curable components that are caused by polymerization inhibition by oxygen, and therefore, when wiped off with a solvent such as ethanol, isopropanol, ethyl acetate, or acetone, the cured coating film is not damaged and has a high gloss and excellent luster.
[0062] The curable artificial nail composition of the present invention only needs to have a viscosity that allows it to be applied sufficiently with an application tool such as a brush. The curable artificial nail composition preferably has a stress (maximum stress) at break in a tensile test of the cured coating film of 15.0 MPa or more, more preferably 18.0 MPa or more, and even more preferably 20.0 MPa or more. If the stress is less than 15.0 MPa, the composition may be prone to peeling due to rubbing. The strain at break of the cured coating film is preferably 95.0% or more, more preferably 97.0% or more, and even more preferably 100.0% or more.
[0063] [Coating of nails with curable artificial nail composition] The nails to be coated with the curable artificial nail composition of the present invention may be either human fingernails or toenails, or may be the nails of animals such as dogs and cats. When the curable artificial nail composition of the present invention is applied to a nail or a coating film on a nail to coat it, the coated 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 tool such as a brush or an application method such as inkjet can be used.
[0064] Alternatively, an uncured layer having the shape of a nail or the like can be formed on one side of a sheet using the curable artificial nail composition of the present invention, and after bringing this layer into contact (transferring) with the nail surface, the layer can be cured by irradiating it with ultraviolet light, with or without peeling off the sheet. According to the method of forming a layer of a curable artificial nail composition on the surface of a sheet in advance and then transferring the layer, 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, which is advantageous. [Example]
[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. Unless otherwise specified, "%" means "% by mass" and "parts" means "parts by mass."
[0066] <Examples 1 to 5 and Comparative Examples 1 to 6> 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 the mixture was heated to 50°C while stirring with a dissolver and stirred for 1 hour. After stirring, the mixture was allowed to stand for 2 hours and degassed to obtain a curable artificial nail composition. All of these steps were performed in the dark.
[0067] <Comparative Examples 7 and 8> As Comparative Example 7, a commercially available curable artificial nail composition containing a urethane acrylate oligomer, a (meth)acrylate monomer, and TPO was used. As Comparative Example 8, a commercially available curable artificial nail composition containing urethane acrylate oligomer, IBXMA, TPO and 184 was used.
[0068] The components constituting the curable artificial nail composition are the following compounds. UA1: A polyurethane (meth)acrylate oligomer obtained by reacting a polyurethane oligomer with an average of nine repeating units derived from 1,4-butanediol and isophorone diisocyanate (IPDI) and terminal isocyanate groups with two moles of hydroxyethyl acrylate. (Ingredient name: BisHEA (poly(1,4-butanediol)-9 / IPDI) copolymer) UA2: A polyurethane (meth)acrylate oligomer obtained by reacting a polyurethane oligomer having an average of nine repeating units derived from 1,4-butanediol and isophorone diisocyanate and having an isocyanate group at the end with two moles of hydroxyethyl methacrylate (cosmetic ingredient name: bisHEMA (poly(1,4-butanediol)-9 / IPDI) copolymer). Bis-GMA: Isopropylidenediphenylbis(oxyhydroxypropyl methacrylate) IBXA: Isobornyl acrylate IBXMA: Isobornyl methacrylate HEMA: 2-hydroxyethyl methacrylate TPO: 2,4,6-trimethylbenzoyldiphenylphosphine oxide 184: 1-Hydroxy-cyclohexyl-phenyl-ketone UA3: Dicarbamate diHEA trimethylhexyl (cosmetic ingredient name) UA4: Polyurethane-74 (Ingredient name in cosmetics: A copolymer obtained by reacting a polyester prepolymer condensed with diethyl carbonate, hexanediol, glycol, and ε-caprolactone with neopentyl glycol mono(hydroxypivalate) and isophorone diisocyanate (IPDI), blocked with 2-hydroxyethyl acrylate)
[0069] <Gloss value (UV lamp curing)> The resulting curable artificial nail composition was applied to a rigid vinyl chloride plate to form a coating film of a uniform thickness (100 μm) and cured by irradiating with a 36 W UV lamp (irradiation wavelength 365 nm) for 60 seconds. The resulting cured coating film was wiped with an 80% aqueous ethanol solution to remove any uncured components. The rigid vinyl chloride plate was then placed on black drawing paper, and the gloss value (UV lamp curing) was measured using a gloss checker (Horiba, Ltd., IG-310). The results are shown in Tables 1 and 2.
[0070] <Gloss value (LED lamp curing)> The resulting curable artificial nail composition was applied to a rigid vinyl chloride plate to form a coating film of a uniform thickness (100 μm) and cured by irradiating with a 30 W LED lamp (irradiation wavelength 405 nm) for 30 seconds. The resulting cured coating film was wiped with an 80% aqueous ethanol solution to remove any uncured components. The rigid vinyl chloride plate was then placed on black drawing paper, and the gloss value (LED lamp curing) was measured using a gloss checker (Horiba, Ltd., IG-310). The results are shown in Tables 1 and 2.
[0071] [Table 1]
[0072] [Table 2]
[0073] From Table 1, it can be seen that the curable artificial nail compositions of Examples 1 to 5 according to the present invention, which contain components (A), (B), (C), and (D), have a gloss value of over 140 for both the cured coating films obtained by irradiation with a UV lamp and the cured coating films obtained by irradiation with an LED lamp, and thus have a high gloss and excellent luster. On the other hand, Table 2 shows that the curable artificial nail compositions of Comparative Examples 1 to 8, which do not contain component (A) and / or component (B), have a gloss value of less than 140 for the cured coating film obtained by irradiation with an LED lamp, and also in some cases have a gloss value of less than 140 for the cured coating film obtained by irradiation with a UV lamp, which indicates that the compositions have low gloss and problems with luster.
Claims
1. Component (A): At least a compound of formula (1): -OCONH-R 1 -NHCOO-R 2 - (1) (In the formula, R 1 represents a divalent organic group containing an alicyclic structure, R 2 is an aliphatic hydrocarbon group that is an alkylene group.) A urethane (meth)acrylate oligomer having a repeating unit represented by the formula: Component (B): At least a compound of formula (2): [CH 2 =CHR 3 -COO-R 4 -CH 2 -CH(OH)-CH 2 -O-] p R 5 (OH) q (2) (In the formula, R 3 is hydrogen or a methyl group, R 4 is a single bond or -R 6 -O-(R 6 is a divalent organic group), R 5 is a divalent or higher aromatic hydrocarbon group, p is an integer of 1 or greater, and q is an integer of 0 or greater. An acrylate compound having a structure represented by the formula: Component (C): a (meth)acrylate compound other than components (A) and (B), Component (D): polymerization initiator, 1. A curable artificial nail composition comprising: the content of the component (A) is 80% by mass or less, where the total amount of the components (A) to (D) in the curable artificial nail composition is 100% by mass; the content of the component (B) is 5% by mass or more and 30% by mass or less, relative to 100% by mass of the total amount of the components (A) to (D) in the curable artificial nail composition; the content of the component (C) is 5% by mass or more and 40% by mass or less, relative to 100% by mass of the total amount of the components (A) to (D) in the curable artificial nail composition; the content of the component (D) is 0.05% by mass or more and 10% by mass or less, where the total amount of the components (A) to (D) in the curable artificial nail composition is 100% by mass.
2. The content of component (B) is 5 parts by mass or more per 100 parts by mass of the total of components (A) and (C). The curable artificial nail composition according to claim 1 , wherein the amount is from 1 to 40 parts by mass.
Citation Information
Patent Citations
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