Nail composition
A nail composition with specific compounds and a radical polymerization initiator forms a film with low curing heat, good adhesion, and high gloss, addressing issues of cloudiness and high heat in existing compositions.
Patent Information
- Application Number
- JP2023221716
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Filing Date
- 2023-12-27
- Publication Date
- 2025-07-09
- Estimated Expiration
- 2043-12-27
AI Technical Summary
Existing nail compositions lack good adhesion to natural nails, are prone to cloudiness, and require high curing heat, which affects the appearance and safety of nail treatments.
A nail composition containing specific compounds with radically polymerizable unsaturated double bonds, including phosphate groups or phosphate ester groups, and a radical polymerization initiator, which form a film with low curing heat, good adhesiveness, and high gloss.
The composition achieves good adhesion, resistance to cloudiness, and low curing heat, resulting in a visually appealing and safe nail treatment.
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Abstract
Description
Technical Field
[0001] The present invention relates to a composition for nails.
Background Art
[0002] A polymer obtained by polymerizing a compound having a radically polymerizable unsaturated double bond has film-forming properties, and the compound is used in a composition for nails.
[0003] As a characteristic required for a composition for nails, first, good adhesion between the formed film (artificial nail) and the natural nail can be mentioned. For example, in Japanese Patent No. 7104391 (Patent Document 1), as such a composition for nails, an artificial nail composition containing the following components (A) to (C) has been proposed. Component (A): A compound having at least one radically polymerizable unsaturated double bond in the molecule Component (B): A compound represented by the following formula
Chemical formula
Prior Art Documents
Patent Documents
[0004]
Patent Document 1
Summary of the Invention
Problems to be Solved by the Invention
[0005] In addition to good adhesion between the formed film and the natural nail, a composition for nails is also required to have properties such as resistance to cloudiness, high gloss, and low curing heat for the purpose of making the nails look beautiful and performing the treatment safely.
[0006] Therefore, an object of the present invention is to provide a composition for nails that can form a film having good adhesion, good resistance to cloudiness, and high gloss, and also has low curing heat.
Means for Solving the Problems
[0007] As a result of intensive studies to achieve the above object, the present inventor has found that, in a nail composition containing a compound having at least one radically polymerizable unsaturated double bond in the molecule and a radical polymerization initiator, by using a specific polymerizable compound having a phosphate group or a phosphate ester group as an acidic group, a film having low curing heat, good adhesiveness, good clouding resistance, and high gloss can be formed, and thus the present invention has been completed.
[0008] Therefore, the composition of the present invention is a nail composition containing the following components (A), (B), and (C). Component (A): A component composed of a compound having at least one radically polymerizable unsaturated double bond in the molecule (excluding compounds having an acidic group). Component (B): A component composed of a compound having at least one radically polymerizable unsaturated double bond and a phosphate group or a phosphate ester group as an acidic group in the molecule, and including a compound represented by the following general formula (I). [Chemical formula] (In the formula, X represents an acryloyloxy group or a methacryloyloxy group, The linker represents a linking portion consisting of 3 to 14 carbon atoms that links the acryloyloxy group or methacryloyloxy group of X and the oxygen atom bonded to the phosphorus atom, and the linking portion may further contain a hetero atom selected from an oxygen atom, a sulfur atom, and a nitrogen atom. a is 1 to 10, n is 1 or 2, m is 1 or 2, n + m is 3.) Component (C): A component composed of a radical polymerization initiator
[0009] In a preferred example of the composition of the present invention, the compound represented by the general formula (I) is a compound represented by the following formula (1) and / or a compound represented by the following formula (2).
Chemical formula
Chemical formula
[0010] In a preferred example of the composition of the present invention, the component (A) includes a urethane (meth)acrylate oligomer and a (meth)acrylate monomer.
[0011] In another preferred example of the composition of the present invention, the (meth)acrylate monomer includes isobornyl (meth)acrylate.
[0012] In another preferred example of the composition of the present invention, the (meth)acrylate monomer includes 2-hydroxyethyl (meth)acrylate.
[0013] In another preferred example of the composition of the present invention, the (meth)acrylate monomer includes isobornyl (meth)acrylate and 2-hydroxyethyl (meth)acrylate.
[0014] In another preferred example of the composition of the present invention, the content of the component (A) is 0.5 parts by mass or more and 90 parts by mass or less with respect to 100 parts by mass of the nail composition.
[0015] In another preferred example of the composition of the present invention, the content of the component (B) is 0.5 parts by mass or more and 40 parts by mass or less with respect to 100 parts by mass of the nail composition.
[0016] In another preferred example of the composition of the present invention, it is a nail composition for use in gel nails.
Advantages of the Invention
[0017] According to the present invention, it is possible to provide a nail composition that can form a film having good adhesiveness, good clouding resistance, and high gloss, and that also has a low curing heat.
Mode for Carrying Out the Invention
[0018] The present invention will be described in detail below. The present invention relates to a nail composition. In this specification, the nail composition of the present invention may also be simply referred to as "the composition of the present invention".
[0019] In the present invention, a nail composition is a composition used for nails for the purpose of making the nails look beautiful, or for the purpose of protecting or reinforcing the nails or repairing damaged nails. For example, the nail composition is used as a manicure, a pedicure, or a gel. In this case, by applying the nail composition to the nails and curing it, a film can be formed on the surface of the nails. Further, the nail composition can also be used as a primer or a bonder, whereby an adhesive force can be imparted to the nails. Further, the nail composition can also be used as a material for artificial nails (for example, nail tips, extensions, sculptures, etc.).
[0020] In the present invention, a substance (such as a film or an artificial nail) applied to a nail formed from the nail composition may be referred to as an "artificial nail", and the nail itself may be referred to as a "natural nail".
[0021] <Nail Composition> The composition of the present invention is a nail composition containing the following components (A), (B), and (C), and may further contain a component (D). Further, the composition of the present invention can also contain various additives as additional components. (A) component: A component composed of a compound having at least one radically polymerizable unsaturated double bond in the molecule (however, excluding compounds having an acidic group). (B) component: A component composed of a compound having at least one radically polymerizable unsaturated double bond and a phosphoric acid group or a phosphate ester group as an acidic group in the molecule. (C) component: A component composed of a radical polymerization initiator. Component (D): A component composed of a compound having at least one radically polymerizable unsaturated double bond and an acidic group in the molecule (however, excluding a compound having a phosphate group or a phosphate ester group as the acidic group).
[0022] The composition of the present invention is a composition capable of forming artificial nails by utilizing a polymerization reaction through a radically polymerizable unsaturated double bond in the molecule. Examples of the radically polymerizable unsaturated double bond include a carbon-carbon double bond constituting an acryloyl group, a methacryloyl group, a vinyl group, or an allyl group.
[0023] The composition of the present invention is a composition that can be cured by active energy rays such as ultraviolet rays, visible light rays, electron beams, or heat.
[0024] The composition of the present invention is preferably used as a manicure, a pedicure, or a gel, and particularly preferably used as a gel.
[0025] The composition of the present invention is particularly preferably used for gel nails. Gel nails is a term meaning a technique for forming artificial nails by using a gel that cures by ultraviolet rays, heat, etc., and in some cases, the artificial nails themselves formed by the technique are also referred to as gel nails. Gel nails are often formed from a laminated structure of multiple layers, for example, a top gel layer provided on the surface side for the purpose of gloss and protection, a base gel layer provided on the nail side to ensure adhesiveness to the nail, and a color layer provided between the top gel layer and the base gel layer for coloring. However, the composition of the present invention can be used for part or all of the layers constituting gel nails.
[0026] In the present invention, a compound having one radically polymerizable unsaturated double bond is referred to as a monofunctional compound, and a compound having two or more compounds having a radically polymerizable unsaturated double bond is referred to as a polyfunctional compound. Further, regarding the polyfunctional compound, a compound having two radically polymerizable unsaturated double bonds is also referred to as a bifunctional compound, a compound having three radically polymerizable unsaturated double bonds is also referred to as a trifunctional compound, and so on.
[0027] In addition, the compound having a radically polymerizable unsaturated double bond may be any of a monomer, an oligomer, and a polymer.
[0028] [Component (A): A component composed of a compound having at least one radically polymerizable unsaturated double bond in the molecule (excluding compounds having an acidic group).] Component (A) is a component composed of a compound having at least one radically polymerizable unsaturated double bond in the molecule, but compounds having an acidic group are excluded from component (A). Examples of the acidic group include a carboxyl group, a phosphoric acid group, a phosphate ester group, a sulfonic acid group, and the like.
[0029] The compound corresponding to component (A) preferably has 1 to 9 radically polymerizable unsaturated double bonds in the molecule.
[0030] The compound corresponding to component (A) may be used alone, but it is preferably used in combination of two or more.
[0031] Examples of the compound corresponding to component (A) include alkyl (meth) acrylates such as methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, butyl (meth) acrylate, amyl (meth) acrylate, hexyl (meth) acrylate, and heptyl (meth) acrylate, (meth) acrylates which are esters of an alkylene oxide adduct of an alkylphenol and acrylic acid or methacrylic acid, monofunctional monomers such as cyclohexyl (meth) acrylate, and benzyl (meth) acrylate. Further, monofunctional monomers having a hydroxyl group such as 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, and 3-chloro-2-hydroxypropyl (meth) acrylate are also included. These monofunctional monomers may have a substituent such as a fluoro group in the molecule.
[0032] In addition, examples of the compound corresponding to the component (A) include polyfunctional monomers such as (meth)acrylates which are esters of acrylic acid or methacrylic acid with a polyol or an alkylene oxide adduct of a polyol, such as ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, polyethylene glycol di(meth)acrylate, propylene glycol di(meth)acrylate, and butylene glycol di(meth)acrylate. Examples of the (meth)acrylate which is an ester of a polyol or an alkylene oxide adduct of a polyol with acrylic acid or methacrylic acid include tetramethylolmethane tetra(meth)acrylate, trimethylolethane tri(meth)acrylate, ditrimethylolethane tetra(meth)acrylate, trimethylolpropane tri(meth)acrylate, ditrimethylolpropane tetra(meth)acrylate, glycerin tri(meth)acrylate, diglycerin tetra(meth)acrylate, and dipentaerythritol hexa(meth)acrylate. These polyfunctional monomers may have a substituent such as a fluoro group in the molecule.
[0033] In addition, examples of the compound corresponding to the component (A) also include polyfunctional monomers such as di(meth)acrylates which are esters of acrylic acid or methacrylic acid with an alkylene oxide-modified product of bisphenols such as bisphenol A, F, and S, di(meth)acrylates which are esters of acrylic acid or methacrylic acid with hydrogenated bisphenols such as bisphenol A, F, and S, di(meth)acrylates which are esters of acrylic acid or methacrylic acid with an alkylene oxide-modified product of hydrogenated bisphenols such as bisphenol A, F, and S, and di(meth)acrylates which are esters of acrylic acid or methacrylic acid with an alkylene oxide-modified product of trisphenols. These polyfunctional monomers may have a substituent such as a fluoro group in the molecule.
[0034] The monofunctional monomer and the polyfunctional monomer corresponding to the component (A) are preferably (meth)acrylate monomers.
[0035] (Meth)acrylate means methacrylate or acrylate. Also, the term (meth)acryloyl group means a methacryloyl group or an acryloyl group.
[0036] Examples of the compound corresponding to the component (A) include polyfunctional oligomers, preferably (meth)acrylate oligomers having a plurality of (meth)acryloyl groups in the molecule. Examples of the (meth)acrylate oligomer having a plurality of (meth)acryloyl groups in the molecule include oligomers having a molecular structure in which a plurality of monomers are polymerized to form a chain shape and a plurality of (meth)acryloyl groups in the molecule.
[0037] Examples of the (meth)acrylate oligomer include urethane (meth)acrylate oligomers having a plurality of urethane bonds in the molecular chain, epoxy (meth)acrylate oligomers having a molecular chain formed by a ring-opening reaction of an epoxide, polyester (meth)acrylate oligomers having a plurality of ester bonds in the molecular chain, polyether (meth)acrylate oligomers having a plurality of ether bonds in the molecular chain, and the like.
[0038] The weight average molecular weight of the oligomer used as the compound corresponding to the component (A) is usually 4500 or more and 50,000 or less.
[0039] The weight average molecular weight is the weight average molecular weight measured by gel permeation chromatography (GPC), and polystyrene is used as the standard substance.
[0040] Component (A) preferably contains a urethane (meth)acrylate oligomer and a (meth)acrylate monomer. Here, as the (meth)acrylate monomer, component (A) preferably contains isobornyl (meth)acrylate, and more preferably contains isobornyl (meth)acrylate and 2-hydroxyethyl (meth)acrylate. Further, the (meth)acrylate monomer, isobornyl (meth)acrylate, and 2-hydroxyethyl (meth)acrylate are preferably a methacrylate monomer, isobornyl methacrylate, and 2-hydroxyethyl methacrylate, respectively.
[0041] When component (A) contains a urethane (meth)acrylate oligomer, there is an advantage that cracks are less likely to occur in the artificial nail formed from the nail composition, and the adhesiveness between the natural nail and the artificial nail can be improved. Further, when component (A) contains isobornyl (meth)acrylate, it becomes possible to form an artificial nail having more excellent hardness. Further, 2-hydroxyethyl (meth)acrylate has good compatibility with other component (A), and when component (A) contains 2-hydroxyethyl (meth)acrylate, it becomes possible to form an artificial nail having appropriate hardness and adhesiveness.
[0042] Component (A) preferably contains an alkyl (meth)acrylate as the (meth)acrylate monomer. When component (A) contains an alkyl (meth)acrylate, it becomes possible to form an artificial nail having more excellent hardness.
[0043] The mass ratio of the urethane (meth)acrylate oligomer to the (meth)acrylate monomer is preferably in the range of urethane (meth)acrylate oligomer:(meth)acrylate monomer = 10:90 to 70:30, and more preferably in the range of 30:70 to 50:50.
[0044] The content of the urethane (meth)acrylate oligomer is preferably 10 to 50 parts by mass, more preferably 20 to 40 parts by mass, based on 100 parts by mass of the nail composition.
[0045] The content of the (meth)acrylate monomer is preferably 30 to 90 parts by mass, more preferably 40 to 60 parts by mass, based on 100 parts by mass of the nail composition.
[0046] When the component (A) contains isobornyl (meth)acrylate, the content of isobornyl (meth)acrylate is preferably 10 to 70 parts by mass, more preferably 10 to 30 parts by mass, based on 100 parts by mass of the nail composition.
[0047] When the component (A) contains 2-hydroxyethyl (meth)acrylate, the content of 2-hydroxyethyl (meth)acrylate is preferably 20 to 50 parts by mass, more preferably 30 to 40 parts by mass, based on 100 parts by mass of the nail composition.
[0048] When the component (A) contains alkyl (meth)acrylate, the content of alkyl (meth)acrylate is preferably 20 to 80 parts by mass, more preferably 30 to 60 parts by mass, based on 100 parts by mass of the nail composition.
[0049] The content of the component (A) is preferably 0.5 part by mass or more, more preferably 1 part by mass or more, and even more preferably 2 parts by mass or more, based on 100 parts by mass of the nail composition. Also, the content of the component (A) is preferably 90 parts by mass or less, more preferably 70 parts by mass or less, based on 100 parts by mass of the nail composition.
[0050] Particularly when the composition of the present invention is used for gel nails, the content of component (A) is preferably 0.5 parts by mass or more, more preferably 10 parts by mass or more, still more preferably 30 parts by mass or more, and particularly preferably 50 parts by mass or more with respect to 100 parts by mass of the nail composition. Further, the content of component (A) is preferably 90 parts by mass or less, more preferably 70 parts by mass or less with respect to 100 parts by mass of the nail composition.
[0051] [Component (B): A component composed of a compound having at least one radically polymerizable unsaturated double bond and a phosphoric acid group or a phosphoric acid ester group as an acidic group in the molecule] Component (B) is a component composed of a compound having at least one radically polymerizable unsaturated double bond and a phosphoric acid group or a phosphoric acid ester group as an acidic group in the molecule. The phosphoric acid group refers to -O-P(=O)(OH)2. The phosphoric acid ester group refers to a group having a structure in which one or two hydrogens of the phosphoric acid group are replaced by an organic group, and the phosphoric acid ester group as an acidic group refers to a group having a structure in which one hydrogen of the phosphoric acid group is replaced by an organic group, and this may be referred to as a phosphoric acid monoester group.
[0052] The composition of the present invention contains, as component (B), a compound represented by the following general formula (I). The composition of the present invention may contain a plurality of compounds represented by general formula (I). [Chemical formula] (In the formula, X represents an acryloyloxy group or a methacryloyloxy group, The linker represents a linking portion composed of 3 to 14 carbon atoms that connects the acryloyloxy group or methacryloyloxy group of X and the oxygen atom bonded to the phosphorus atom, and the linking portion may further contain a hetero atom selected from an oxygen atom, a sulfur atom, and a nitrogen atom, a is 1 to 10, n is 1 or 2, m is 1 or 2, n + m is 3.)
[0053] In the above formula (I), the linker represents a linking portion composed of 3 to 14 carbon atoms that connects the acryloyloxy group or methacryloyloxy group of X and the oxygen atom bonded to the phosphorus atom. Here, the linking portion may further contain a heteroatom selected from an oxygen atom, a sulfur atom, and a nitrogen atom. When the linking portion contains a heteroatom, the number of heteroatoms is one or more. Also, when n is 1, the number of carbon atoms constituting the linking portion is preferably 6 to 12, more preferably 8 to 10, and particularly preferably 10. When n is 2, the number of carbon atoms constituting the linking portion is preferably 3 to 6. Examples of the linking portion include a linking portion composed of a linear or branched hydrocarbon group, a linking portion composed of a carbocyclic ring (e.g., cyclohexane ring, tricyclodecane ring, isobornane ring, benzene ring, etc.) in which the entire ring skeleton consists of carbon atoms, a linking portion composed of a heterocyclic ring, a linking portion formed by combining a carbocyclic ring or a heterocyclic ring with a linear or branched hydrocarbon group, a linking portion containing one or more ether bonds or ester bonds [e.g., a linking portion represented by the formula: -(R) x O-R- (wherein R is a divalent hydrocarbon group and x is an integer of 1 or more), etc.
[0054] a represents the number of acryloyloxy groups or methacryloyloxy groups bonded to the linker. When n is 1, a is preferably 1 to 6, more preferably 1 to 4, and particularly preferably 1 to 2. When n is 2, a is preferably 1 to 6, more preferably 1 to 4, and particularly preferably 1 to 2.
[0055] The composition of the present invention preferably contains, as the compound represented by the general formula (I), the compound represented by the following formula (1) and / or the compound represented by the following formula (2).
Chemical formula
Chemical formula
[0056] The compound of formula (1) is a compound called 10-(phosphonooxy)decyl methacrylate or the like. The compound of formula (2) is a compound called bis(GDMA) phosphate, bis(glyceryl dimethacrylate) phosphate, phosphinicobis(oxy-2,1,3-propanetriyl) methacrylate or the like, and is a compound with CAS number 168191-79-5.
[0057] In addition, as the compound represented by the general formula (I), there are compounds in which the methacryloyloxy group of the compound represented by formula (1) and the compound represented by formula (2) is replaced with an acryloyloxy group, that is, compounds called 10-(phosphonooxy)decyl acrylate or the like, compounds called bis(glyceryl diacrylate) phosphate, phosphinicobis(oxy-2,1,3-propanetriyl) acrylate or the like and the like are also suitable.
[0058] (B) component is a compound having an acidic group, and thus it is possible to impart good adhesiveness to the artificial nail formed from the composition of the present invention. The compound of general formula (I) used as component (B) is a compound having an acryloyloxy group or a methacryloyloxy group and a phosphoric acid group or a phosphate ester group as an acidic group. From the viewpoint of electronegativity, carbon and oxygen form a relatively strong bond, so the proton-donating ability is weaker than that of compounds with the same structure except for not having an acryloyloxy group or a methacryloyloxy group. Therefore, the compound of general formula (I) has better water resistance than low-molecular-weight acidic organic compounds without an acryloyloxy group or a methacryloyloxy group. Thus, by using the compound of general formula (I), it is possible to make the artificial nail formed from the composition of the present invention less likely to become cloudy. In addition, the compound of general formula (I) has a specific linking portion between the acryloyloxy group or methacryloyloxy group and the phosphoric acid group or phosphate ester group, so that the curing heat can be dispersed and the rise in curing heat can be suppressed. Further, the compound of general formula (I) has a specific linking portion between the acryloyloxy group or methacryloyloxy group and the phosphoric acid group or phosphate ester group, so that the leveling after curing the composition of the present invention is good and a highly glossy artificial nail can be obtained.
[0059] The content of the compound of general formula (I) is preferably 0.5 to 10 parts by mass, more preferably 2 to 7 parts by mass, based on 100 parts by mass of the nail composition. When the composition of the present invention contains a plurality of compounds represented by general formula (I), the content of the compound of general formula (I) is the total amount of the plurality of compounds.
[0060] The composition of the present invention may further contain an additional compound as component (B) in addition to the compound represented by general formula (I).
[0061] The content of component (B) is preferably 0.5 parts by mass or more, more preferably 1 part by mass or more, and even more preferably 2 parts by mass or more with respect to 100 parts by mass of the nail composition. Also, the content of component (B) is preferably 90 parts by mass or less, more preferably 70 parts by mass or less with respect to 100 parts by mass of the nail composition.
[0062] Particularly when the composition of the present invention is used for gel nails, the content of component (B) is preferably 0.5 parts by mass or more, more preferably 1 part by mass or more, and even more preferably 2 parts by mass or more with respect to 100 parts by mass of the nail composition. Also, the content of component (B) is preferably 40 parts by mass or less, more preferably 20 parts by mass or less, even more preferably 10 parts by mass or less, and particularly preferably 8 parts by mass or less with respect to 100 parts by mass of the nail composition.
[0063] [Component (C): A component composed of a radical polymerization initiator] Component (C) is a component composed of a radical polymerization initiator. The radical polymerization initiator generates radicals, which are active species, by active energy rays such as ultraviolet rays or heat, and has the effect of initiating the polymerization of component (A), component (B), and component (D) that may be used as necessary. A polymerization initiator that generates radicals by active energy rays such as ultraviolet rays is called a "photo radical polymerization initiator", and a polymerization initiator that generates radicals by heat is called a "thermal radical polymerization initiator". The composition of the present invention may contain either a photo radical polymerization initiator or a thermal radical polymerization initiator as component (C), but from the viewpoint of curability, it is preferable to contain a photo radical polymerization initiator. By using a photo radical polymerization initiator, the composition can be cured by irradiating active energy rays for about several tens of seconds to several minutes. Although a cationic polymerization initiator is also known as a polymerization initiator used in nail compositions, the use of a cationic polymerization initiator is not preferable because it may cause toxicity problems.
[0064] (C) The radical polymerization initiator as a component may be used alone or in combination of two or more kinds. It is also possible to use a photo radical polymerization initiator and a thermal radical polymerization initiator in combination.
[0065] (C) The content of the component is preferably 0.01 part by mass or more and 20 parts by mass or less, more preferably 0.1 part by mass or more and 10 parts by mass or less, based on 100 parts by mass of the nail composition.
[0066] [Photo radical polymerization initiator] Examples of the photo radical polymerization initiator include acetophenone-based initiators such as 4-phenoxydichloroacetophenone, 4-t-butyldichloroacetophenone, 4-t-butyltrichloroacetophenone, diethoxyacetophenone, 2-hydroxy-2-phenyl-1-phenylpropan-1-one, 1-(4-dodecylphenyl)-2-hydroxy-2-methylpropan-1-one, 1-(4-isopropylphenyl)-2-hydroxy-2-methylpropan-1-one, 4-(2-hydroxyethoxy)-phenyl-(2-hydroxy-2-propyl) ketone, 1-hydroxycyclohexylphenyl ketone, 2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropan-1-one; benzoin-based initiators such as benzoin, benzoin methyl ether, benzoin isopropyl ether, benzoin isobutyl ether, benzyl methyl ketal; benzophenone-based initiators such as benzophenone, benzoylbenzoic acid, methyl benzoylbenzoate, 4-phenylbenzophenone, hydroxybenzophenone, acrylated benzophenone, 4-benzoyl-4'-methyldiphenyl sulfide, 3,3'-dimethyl-4-methoxybenzophenone, 4,4'-dimethylaminobenzophenone, 4,4'-diethylaminobenzophenone, 3,3',4,4'-tetra(t-butylperoxycarbonyl)benzophenone; thioxanthone-based initiators such as thioxanthone, 2-chlorothioxanthone, 2-methylthioxanthone, 2,4-dimethylthioxanthone, 2,4-diethylthioxanthone, 2,4-diisopropylthioxanthone, isopropylthioxanthone, 1-chloro-4-propoxythioxanthone, 2,4-dichlorothioxanthone; ketone-based initiators such as α-acyloxime ester, methylphenylglyoxylate, benzyl, 9,10-phenanthrenequinone, camphorquinone, dibenzosuberone, 2-ethylanthraquinone, 4',4''-diethylisophthalophenone; imidazole-based initiators such as 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-imidazole; acylphosphine oxide-based initiators such as 2,4,6-trimethylbenzoyldiphenylphosphine oxide; carbazole-based initiators, etc.
[0067] The photo radical polymerization initiator may be used alone or in combination of two or more kinds.
[0068] The content of the photo radical polymerization initiator is preferably 0.01 part by mass or more and 20 parts by mass or less, more preferably 0.1 part by mass or more and 10 parts by mass or less with respect to 100 parts by mass of the nail composition.
[0069] [Thermal radical polymerization initiator] The thermal radical polymerization initiator is preferably a polymerization initiator capable of generating radicals even at room temperature. Here, room temperature means a temperature of 15 to 25°C.
[0070] Examples of the thermal radical polymerization initiator capable of generating radicals even at room temperature include organic peroxides and azo compounds.
[0071] Examples of the organic peroxide include methyl ethyl ketone peroxide, cyclohexanone peroxide, methyl cyclohexanone peroxide, methyl acetate peroxide, acetyl acetate peroxide, 1,1-bis(t-butylperoxy)butane, 1,1-bis(t-butylperoxy)-cyclohexane, 1,1-bis(t-butylperoxy)-2-methylcyclohexane, 1,1-bis(t-butylperoxy)-3,3,5-trimethylcyclohexane, 1,1-bis(t-butylperoxy)cyclododecane, 1,1-bis(t-hexylperoxy)-cyclohexane, 1,1-bis(t-hexylperoxy)-3,3,5-trimethylcyclohexane, 2,2-bis(4,4-di-t-butylperoxycyclohexyl)propane, t-butyl hydroperoxide, t-hexyl hydroperoxide, 1,1,3,3-tetramethylbutyl hydroperoxide, cumene hydroperoxide, p-menthane hydroperoxide, diisopropylbenzene hydroperoxide, di-t-butyl peroxide, dicumyl peroxide, t-butyl cumyl peroxide, α,α'-bis(t-butylperoxy)diisopropylbenzene, 2,5-dimethyl-2,5-bis(t-butylperoxy)hexane, 2,5-dimethyl-2,5-bis(t-butylperoxy)hexyne-3, isobutyryl peroxide, 3,3,5-trimethylhexanoyl peroxide, octanoyl peroxide, lauroyl peroxide, stearoyl peroxide, succinic peroxide, m-toluoyl benzoyl peroxide, benzoyl peroxide, di-n-propyl peroxydicarbonate, diisopropyl peroxydicarbonate, bis(4-t-butylcyclohexyl) peroxydicarbonate, di-2-ethoxyethyl peroxydicarbonate, di-2-ethoxyhexyl peroxydicarbonate, di-3-methoxybutyl peroxydicarbonate, di-s-butyl peroxydicarbonate, di(3-methyl-3-methoxybutyl) peroxydicarbonate, α,α'-bis(neodecanoylperoxy)diisopropylbenzene, t-butylperoxyneodecanoate, t-hexylperoxyneodecanoate, 1,1,3,3-tetramethylbutylperoxyneodecanoate, 1-cyclohexyl-1-methylethylperoxyneodecanoate, cumylperoxyneodecanoate, t-butylperoxypivalate, t-hexylperoxypivalate, t-butylperoxy-2-ethylhexanoate, t-hexylperoxy-2-ethylhexanoate, 1,1,3,3-tetramethylbutylperoxy-2-ethylhexanoate, 2,5-dimethyl-2,5-bis(2-ethylhexanoylperoxy)hexanoate, 1-cyclohexyl-1-methylethylperoxy-2-ethylhexanoate, t-butylperoxy-3,5,5-trimethylhexanoate, t-butylperoxyisopropylmonocarbonate, t-hexylperoxyisopropylmonocarbonate, t-butylperoxy-2-ethylhexylmonocarbonate, t-butylperoxyallylmonocarbonate, t-butylperoxyisobutyrate, t-butylperoxymaleate, t-butylperoxybenzoate, t-hexylperoxybenzoate, t-butylperoxy-m-toluylbenzoate, t-butylperoxylaurate, t-butylperoxyacetate, bis(t-butylperoxy)isophthalate, 2,5-dimethyl-2,5-bis(m-toluylperoxy)hexane, 2,5-dimethyl-2,5-bis(benzoylperoxy)hexane, t-butyltrimethylsilylperoxide, 3,3',4,4'-tetra(t-butylperoxycarbonyl)benzophenone, 2,3-dimethyl-2,3-diphenylbutane and the like can be mentioned.,
[0072] Examples of azo compounds include 1-[(1-cyano-1-methylethyl)azo]formamide, 1,1'-azobis(cyclohexane-1-carbonitrile), 2,2'-azobis(2-methylbutyronitrile), 2,2'-azobisisobutyronitrile, 2,2'-azobis(2,4-dimethyl-4-methoxyvaleronitrile), 2,2'-azobis(2,4-dimethylvaleronitrile), 2-phenylazo-4-methoxy-2,4-dimethylvaleronitrile, 2,2'-azobis(2-methylpropionamidine) dihydrochloride, 2,2-azobis(2-methyl-N-phenylpropionamidine) dihydrochloride, 2,2'-azobis[N-(4-chlorophenyl)-2-methylpropionamidine] dihydrochloride, 2,2'-azobis[N-(4-hydroxyphenyl)-2-methylpropionamidine] dihydrochloride, 2,2'-azobis[2-methyl-N-(2-propenyl)propionamidine] dihydrochloride, 2,2'-azobis[N-(2-hydroxyethyl)-2-methylpropionamidine] dihydrochloride, 2,2'-azobis[2-methyl-N-(phenylmethyl)propionamidine] dihydrochloride, 2,2'-azobis[2-(2-imidazolin-2-yl)propane], 2,2'-azobis[2-(2-imidazolin-2-yl)propane] dihydrochloride, 2,2'-azobis[2-(5-methyl-2-imidazolin-2-yl)propane] dihydrochloride, 2,2'-azobis{2-[1-(2-hydroxyethyl)-2-imidazolin-2-yl]propane} dihydrochloride, 2,2'-azobis[2-(4,5,6,7-tetrahydro-1H-1,3-diazepin-2-yl)propane] dihydrochloride, 2,2'-azobis[2-(3,4,5,6-tetrahydropyrimidin-2-yl)propane] dihydrochloride, 2,2'-azobis[2-(5-hydroxy-3,4,5,6-tetrahydropyrimidin-2-yl)propane] dihydrochloride, 2,2'-azobis(2-methylpropionamide), 2,2'-azobis[2-methyl-N-(2-hydroxyethyl)propionamide], 2,2'-azobis{2-methyl-N-[1,1-bis(hydroxymethyl)-2-hydroxyethyl]propionamide}, 2,2'-Azobis{2-methyl-N-[1,1-bis(hydroxymethyl)ethyl]propionamide}, 2,2'-azobis(2-methylpropane), 2,2'-azobis(2,4,4-trimethylpentane), dimethyl 2,2-azobis(2-methylpropionate), 4,4'-azobis(4-cyanopentanoic acid), 2,2'-azobis[2-(hydroxymethyl)propionitrile], etc. may be mentioned.,
[0073] The thermal radical polymerization initiator may be used alone or in combination of two or more kinds.,
[0074] The content of the thermal radical polymerization initiator is preferably 0.01 part by mass or more and 10 parts by mass or less, more preferably 0.1 part by mass or more and 5 parts by mass or less, based on 100 parts by mass of the nail composition.,
[0075] [Component (D): A component composed of a compound having at least one radically polymerizable unsaturated double bond and an acidic group in the molecule (however, excluding a compound having a phosphate group or a phosphate ester group as the acidic group).] Component (D) is a component composed of a compound having at least one radically polymerizable unsaturated double bond and an acidic group in the molecule, but a compound having a phosphate group or a phosphate ester group as the acidic group, that is, the compound corresponding to component (B) is excluded from component (D). Examples of the acidic group of component (D) include a carboxyl group, a sulfonic acid group, etc.,
[0076] The compound corresponding to component (D) preferably has 1 to 10 radically polymerizable unsaturated double bonds, more preferably 1 to 4.,
[0077] The composition of the present invention may contain component (D). Since component (D) is a compound having an acidic group, it is possible to impart good adhesiveness to the artificial nail formed from the composition of the present invention.,
[0078] The composition of the present invention preferably contains, as component (D), a compound represented by the following general formula (II). The composition of the present invention may contain a plurality of compounds represented by general formula (II). [Chemical formula] (In the formula, A represents a ring structure in which the entire ring skeleton consists of 5 to 8 carbon atoms, where one or more alkyl groups may be bonded to the ring structure, COOH represents a carboxyl group bonded to the ring structure of A, COO represents a carbonyloxy group bonded to the ring structure of A, B represents an acryloyloxy group or a methacryloyloxy group, The linker represents a straight-chain or branched-chain consisting of 2 to 14 carbon atoms that connects the COO (carbonyloxy group) bonded to the ring structure of A and the acryloyloxy group or methacryloyloxy group of B.)
[0079] In the above formula (II), A represents a ring structure in which the entire ring skeleton consists of 5 to 8 carbon atoms. Here, the ring structure is a structure in which carbon atoms are bonded in a ring, and there may be a double bond in the ring. A ring structure that does not contain the largest number of conjugated double bonds is referred to as an alicyclic hydrocarbon structure, and a ring structure that contains the largest number of conjugated double bonds is referred to as an aromatic ring, and in particular, an aromatic ring consisting of 6 carbon atoms is referred to as a benzene ring. In the above formula (II), A is preferably a ring structure consisting of 6 carbon atoms, and more preferably a cyclohexane ring or a benzene ring.
[0080] In the above formula (II), one or more alkyl groups may be bonded to the ring structure of A. As the alkyl group, a methyl group is particularly preferred.
[0081] In the above formula (II), the bonding positions of the carboxyl group (COOH) and the carbonyloxy group (COO) to the ring structure of A are not particularly limited, but it is preferable that the carboxyl group (COOH) and the carbonyloxy group (COO) are bonded to adjacent carbon atoms. For example, when the ring structure of A is a benzene ring, it is preferable that the carboxyl group (COOH) and the carbonyloxy group (COO) bonded to the benzene ring are in an ortho positional relationship.
[0082] In the above formula (II), the linker represents a straight-chain or branched-chain consisting of 2 to 14 carbon atoms that connects the COO (carbonyloxy group) bonded to the ring structure of A and the acryloyloxy group or methacryloyloxy group of B. Specifically, it refers to the part that connects the oxy part of the COO (carbonyloxy group) bonded to the ring structure of A and the oxy part of the acryloyloxy group or methacryloyloxy group of B. The linker is preferably a straight chain, and more preferably a methylene chain. The number of carbon atoms of the linker is preferably 2 to 8, more preferably 2 to 4, and particularly preferably 2.
[0083] As the compound represented by the general formula (II), the compounds represented by the following formulas (3) to (6) are preferably exemplified. The composition of the present invention may contain a plurality of compounds selected from the compounds represented by the formulas (3) to (6).
Chemical formula
Chemical formula
Chemical formula
Chemical formula
[0084] The compound of formula (3) is a compound known as 2-(acryloyloxy)ethyl hydrogen hexahydrophthalate, mono-2-(acryloyloxy)ethyl hexahydrophthalate, 2-(acryloyloxy)ethyl hexahydrophthalate, or the like. The compound of formula (4) is a compound known as 2-(methacryloyloxy)ethyl hydrogen hexahydrophthalate, mono-2-(methacryloyloxy)ethyl hexahydrophthalate, 2-(methacryloyloxy)ethyl hexahydrophthalate, or the like. The compound of formula (5) is a compound known as 2-(methacryloyloxy)ethyl hydrogen phthalate, mono-2-(methacryloyloxy)ethyl phthalate, 2-(methacryloyloxy)ethyl phthalate, or the like. The compound of formula (6) is a compound known as 2-(acryloyloxy)ethyl hydrogen phthalate, mono-2-(acryloyloxy)ethyl phthalate, 2-(acryloyloxy)ethyl phthalate, or the like.
[0085] The compound of general formula (II) is a compound having, in addition to a carbocyclic ring, a linker between an ester bond (COO moiety) bonded to the carbocyclic ring and a (meth)acryloyloxy group as a hydrophobic group. Further, the compound of general formula (II) is a compound having a carboxyl group as an acidic group, and since carbon and oxygen form a relatively strong bond from the viewpoint of electronegativity, the proton-donating ability is weak. The compounds of formulas (3) to (6) have good water resistance due to an appropriate combination of such a hydrophobic group and an acidic group. Therefore, by using the compound of general formula (II) in addition to the compound of general formula (I), the anti-clouding property can be further improved. Furthermore, the compound of general formula (II) is a compound having a plurality of carboxylic acid ester structures, and it can be said that it has a solubility parameter (SP value) close to that of acetone, etc., which is known as a main organic solvent used when removing artificial nails from natural nails of natural nails, from both the viewpoints of the hydrogen bond component and the polar component. Therefore, when the compound of general formula (II) is used, the artificial nails formed from the composition of the present invention have high swelling property with respect to organic solvents, become more flexible when removed from the natural nails, and are easily removed from the natural nails.
[0086] The content of the compound represented by the general formula (II) is preferably 0.5 to 8 parts by mass, and more preferably 2 to 5 parts by mass, based on 100 parts by mass of the nail composition. When the composition of the present invention contains a plurality of compounds represented by the general formula (II), the content of the compound represented by the general formula (II) is the total amount of the plurality of compounds.
[0087] The composition of the present invention can contain, as the component (D), a compound represented by the following formula (7) and / or a compound represented by the following formula (8).
Chemical formula
Chemical formula
[0088] The compound of formula (7) is acrylic acid. The compound of formula (8) is methacrylic acid.
[0089] By using the compound of formula (7) and / or the compound of formula (8) together with the compound represented by the general formula (I), the adhesion between the artificial nail formed and the natural nail can be significantly improved. The compound of formula (7) and / or the compound of formula (8) is a small molecule, easily undergoes a radical polymerization reaction, and also has good compatibility with the materials used in combination, and is considered to contribute to the formation of a uniform cured product. Thereby, it is considered that the effect of improving the adhesion to the natural nail is enhanced.
[0090] The content of the compound of formula (7) and / or the compound of formula (8) is preferably 0.5 to 10 parts by mass, and more preferably 2 to 7 parts by mass, based on 100 parts by mass of the nail composition. The "content of the compound of formula (7) and / or the compound of formula (8)" means the content of the compound when the composition of the present invention contains only one of the compound of formula (7) and the compound of formula (8), and means the total amount of the compound of formula (7) and the compound of formula (8) when the composition of the present invention contains both the compound of formula (7) and the compound of formula (8).
[0091] The content of component (D) is preferably 0.5 parts by mass or more and 10 parts by mass or less, more preferably 2 parts by mass or more and 7 parts by mass or less, based on 100 parts by mass of the nail composition.
[0092] 〔Additional Components〕 The composition of the present invention may contain an additive as an additional component. Examples of the additive include a polymerization accelerator, a polymerization inhibitor, a colorant, an anti-discoloration agent, a fluorescent agent, an ultraviolet absorber, an antibacterial agent, a volatile organic solvent, and a sensitizer.
[0093] The composition of the present invention can be prepared by mixing components appropriately selected as needed.
[0094] The viscosity of the composition of the present invention at 25°C is preferably in the range of 1 to 100 Pa·s, and more preferably in the range of 5 to 60 Pa·s.
[0095] Particularly when the composition of the present invention is a gel, its viscosity at 25°C is preferably in the range of 5 to 100 Pa·s, and more preferably in the range of 10 to 60 Pa·s.
[0096] In the present invention, the viscosity of the composition can be measured using a B-type viscometer.
[0097] When applying the composition of the present invention to natural nails, known application means such as a brush can be used.
[0098] When a photo radical polymerization initiator is used as component (C), the composition of the present invention is cured by irradiating active energy rays such as ultraviolet rays. As the light source of the active energy rays, an LED lamp or the like can be preferably used. When a thermal radical polymerization initiator is used as component (C), heating is usually performed. However, when a thermal radical polymerization initiator that can generate radicals even at room temperature is used, heating is not necessary, and the composition of the present invention can be cured by simply leaving it for a certain period after application.
[0099] The composition of the present invention has a low curing heat. Here, the temperature during the curing of the composition of the present invention preferably has a maximum temperature of less than 40°C, more preferably less than 35°C, and particularly preferably less than 30°C.
[0100] The composition of the present invention can form a cured product having a high gloss. Here, the glossiness of the cured product of the composition of the present invention is preferably 80 or more, more preferably 90 or more, and particularly preferably 100 or more. The upper limit value of the glossiness is, for example, 1000 or less.
[0101] In the present invention, the glossiness is the 60° specular glossiness. A cured film having a thickness of about 0.2 mm obtained by applying the composition of the present invention on a smooth surface of a slide glass and curing it is used as a measurement sample, and the glossiness of the cured product can be measured using a gloss meter (for example, IG-410 manufactured by Horiba).
[0102] The artificial nail formed from the composition of the present invention can be easily removed from the natural nail by using cotton or the like soaked in an organic solvent such as acetone.
Examples
[0103] Hereinafter, the present invention will be described in more detail with reference to examples, but the present invention is not limited to the following examples at all.
[0104] <Components used> The components used for preparing the nail composition are shown below.
[0105] [(Component (A): A component composed of a compound having at least one radically polymerizable unsaturated double bond in the molecule (excluding compounds having an acidic group).)] A1: Urethane acrylate oligomer (polyether type) A2: 2-Hydroxyethyl methacrylate A3: Isobornyl methacrylate
[0106] [(B) component: A component composed of a compound having at least one radically polymerizable unsaturated double bond and a phosphate group or phosphate ester group as an acidic group in the molecule] B1: 10-(Phosphonooxy)decyl methacrylate, the compound of formula (1) B2: Bis(GDMA) phosphate, the compound of formula (2) B3: 2-(Methacryloyloxy)ethyl phosphate B4: Bis[2-(methacryloyloxy)ethyl] phosphate B5: 2-(Acryloyloxy)ethyl phosphate B6: Bis[2-(acryloyloxy)ethyl] phosphate
[0107] Structural formulas of the compounds of B3 to B6 are shown below. B3: 2-(Methacryloyloxy)ethyl phosphate
Chemical formula
Chemical formula
Chemical formula
Chemical formula
[0108] [(C) component: A component composed of a radical polymerization initiator] C1: 2,4,6-Trimethylbenzoyl diphenylphosphine oxide
[0109] <Preparation of the composition for claws> The components shown in Tables 1 to 2 were weighed in the amounts (parts by mass) shown in Tables 1 to 2 using an electronic balance, and these components were stirred and mixed to prepare a nail composition. The viscosity (Pa·s) of the nail composition at 25°C was measured, and the obtained results are shown in Tables 1 to 2. All of the prepared compositions were in a gel form.
[0110]
Table 1
[0111]
Table 2
[0112] <Evaluation> The adhesiveness of the nail composition was evaluated by the following Adhesion Tests 1 and 2, the heat of curing of the nail composition was evaluated by the following Heat of Curing Test 1, the gloss of the nail composition was evaluated by the following Gloss Test 1, and the whitening resistance of the nail composition was evaluated by the following Whitening Resistance Tests 1 and 2.
[0113] [Adhesion Test 1] In Adhesion Test 1, a slide glass was used as the adherend of the nail composition. The adhesiveness (Adhesiveness 1) when the nail composition was applied to the smooth surface of the slide glass and cured was evaluated. The detailed procedure of Adhesion Test 1 is shown below.
[0114] (Preparation of Samples for Adhesion Test 1) First, a slide glass (S1214 manufactured by Matsunami Glass Industry Co., Ltd.) was washed with absolute ethanol and used as the adherend.
[0115] Subsequently, using a spacer (thickness 0.2 mm), the nail composition was applied to a region of 50 mm in length and 10 mm in width on the smooth surface of the slide glass so that the thickness after curing would be approximately 0.2 mm, and a cured product of the nail composition was obtained by ultraviolet irradiation for 30 seconds using a commercially available LED light dedicated to gel nails (Paralight V manufactured by Nail Select Co., Ltd.).
[0116] Subsequently, since there is an uncured layer on the surface of the cured product, the uncured layer is wiped off with a wipe soaked in ethanol to obtain a sample for Adhesion Test 1.
[0117] (Evaluation of Adhesion in Adhesion Test 1) Subsequently, from the longitudinal direction of the cured product on the slide glass, a razor blade (manufactured by Feather, single-edge replacement blade) is applied to the smooth surface of the slide glass at an angle of 25°, and the cured product is pushed in so as to peel off from the slide glass.
[0118] Then, the state where the razor blade was pushed between the cured product and the slide glass was visually observed to evaluate Adhesion 1. The evaluation criteria for Adhesion 1 are shown in Table 3. The obtained results are shown in Tables 9 to 10.
[0119]
Table 3
[0120] [Adhesion Test 2] In Adhesion Test 2, the nail composition was applied to the natural nails of the subject and cured to produce artificial nails, and then the adhesion (Adhesion 2) of the artificial nails after living a normal life for a certain period was evaluated. The detailed procedure of Adhesion Test 2 is shown below.
[0121] (Preparation of Sample for Adhesion Test 2) The surface of the natural nails is wiped with a wipe soaked in ethanol to remove dust and oil.
[0122] Subsequently, the nail composition is applied as a base gel to the surface of the natural nails and cured by ultraviolet irradiation for 30 seconds using a dedicated LED light for gel nails (Paralight V manufactured by Nail Select) to obtain a base gel cured layer.
[0123] Subsequently, a top gel is applied onto the base gel cured layer, and is cured by ultraviolet irradiation for 30 seconds using an LED light dedicated for gel nails to obtain a top gel cured layer. Thereby, artificial nails are formed on natural nails. Note that Para Polish manufactured by Nail Select was used as the top gel.
[0124] (Evaluation of adhesiveness in Adhesiveness Test 2) With artificial nails formed on natural nails, the subject lives their daily life for 14 days. Then, the state of the artificial nails after living their daily life for 14 days is visually observed, and adhesiveness 2 is evaluated. The evaluation criteria for adhesiveness 2 are shown in Table 4. The obtained results are shown in Tables 9 to 10.
[0125]
Table 4
[0126] [Curing Heat Test 1] In Curing Heat Test 1, a slide glass was used as the adherend of the nail composition. The nail composition was applied to the smooth surface of the slide glass and cured, and during that time, the temperature of the nail composition during curing was measured to evaluate the curing heat of the nail composition. The detailed procedure of Curing Heat Test 1 is shown below.
[0127] First, a slide glass (S1214 manufactured by Matsunami Glass Industry Co., Ltd.) is washed with absolute ethanol and used as the adherend.
[0128] Subsequently, using a spacer (thickness: 0.2 mm), the nail composition is applied to a region of 50 mm in length and 10 mm in width on the smooth surface of the slide glass so that the thickness after curing is approximately 0.2 mm.
[0129] Next, the nail composition is irradiated with ultraviolet rays for 30 seconds using a commercially available LED light dedicated for gel nails (Para Light V manufactured by Nail Select). During irradiation, the temperature of the nail composition is measured using a thermograph (Fsv-1200 manufactured by Apiste). The ultraviolet irradiation and the measurement of the temperature of the nail composition are performed at room temperature (25 °C).
[0130] The maximum temperature of the nail composition during irradiation was recorded, and the heat of curing was evaluated. The evaluation criteria for the heat of curing are shown in Table 5. The obtained results are shown in Tables 9 to 10.
[0131]
Table 5
[0132] [Gloss Test 1] In Gloss Test 1, a slide glass was used as the adherend for the nail composition. The gloss of the cured product obtained by applying the nail composition to the smooth surface of the slide glass and curing it was evaluated. The detailed procedure of Gloss Test 1 is shown below.
[0133] First, a slide glass (S1214 manufactured by Matsunami Glass Industry Co., Ltd.) was washed with absolute ethanol and used as the adherend.
[0134] Subsequently, a spacer (thickness: 0.2 mm) was used to apply the nail composition to a 50 mm long and 15 mm wide area on the smooth surface of the slide glass so that the thickness after curing would be approximately 0.2 mm.
[0135] Next, a commercially available LED light dedicated to gel nails (Paralight V manufactured by Nail Select Co., Ltd.) was used to irradiate the nail composition with ultraviolet light for 30 seconds to obtain a cured product of the nail composition. The gloss of the cured product was measured using a high-gloss gloss checker (IG-410 manufactured by Horiba, Ltd.).
[0136] The gloss test was performed three times, the average value of the measured gloss values was obtained, and the gloss was evaluated. The evaluation criteria for the gloss are shown in Table 6. The obtained results are shown in Tables 9 to 10.
[0137]
Table 6
[0138] [Cloudiness Resistance Test 1] In Whitening Resistance Test 1, a slide glass was used as the adherend for the nail composition. The whitening resistance (Whitening Resistance 1) when the nail composition was applied to the smooth surface of the slide glass and cured was evaluated.
[0139] (Preparation of Samples for Whitening Resistance Test 1) Samples for Whitening Resistance Test 1 are obtained by the same procedure as described above (Preparation of Samples for Adhesion Test 1).
[0140] (Evaluation of Whitening Resistance in Whitening Resistance Test 1) The samples for Whitening Resistance Test 1 are placed in a sealed container and stored in a commercially available thermostat (forced convection type, OFP - 600V manufactured by AS ONE Corporation) at 40°C with saturated humidity in a sealed manner. Two small open bottles are installed in the sealed container, and sponges containing water are placed in each of the open bottles. For this reason, the samples do not come into direct contact with water. Then, after 24 hours, the samples are taken out of the sealed container, and the whitening occurrence state of the samples is observed to evaluate Whitening Resistance 1. The evaluation criteria for Whitening Resistance 1 are shown in Table 7. The obtained results are shown in Tables 9 - 10.
[0141]
Table 7
[0142] [Whitening Resistance Test 2] In Whitening Resistance Test 2, the nail composition was applied to the natural nails of the subjects, cured to produce artificial nails, and then the whitening resistance (Whitening Resistance 2) of the artificial nails after a certain period of daily life was evaluated. The detailed procedure of Whitening Resistance Test 2 is shown below.
[0143] (Preparation of Samples for Whitening Resistance Test 2) Samples for Whitening Resistance Test 2 are obtained by the same procedure as described above (Preparation of Samples for Adhesion Test 2).
[0144] (Evaluation of Whitening Property in Whitening Resistance Test 2) With artificial nails formed on natural nails, the subject lives their daily life for 14 days. Then, after living their daily life for 14 days, the state of the artificial nails was visually observed and the whitening resistance 2 was evaluated. The evaluation criteria for whitening resistance 2 are shown in Table 8. The obtained results are shown in Tables 9 to 10.
[0145]
Table 8
[0146] [Test Results] The evaluation results of adhesion tests 1 and 2, curing heat test 1, gloss test 1, and whitening resistance tests 1 and 2 are shown in Tables 9 and 10.
[0147]
Table 9
[0148]
Table 10
[0149] [Discussion] The evaluation results are discussed below.
[0150] [Adhesion] Nail compositions with an evaluation of "×" or "××" for adhesion 1 are presumed to have low adhesion to the nail surface and to cause peeling and / or falling off in a short period. On the other hand, nail compositions with an evaluation of "〇" for adhesion 1 are presumed to have good adhesion to the nail surface, to adhere to the nail surface for a long time, and not to cause peeling and falling off.
[0151] In adhesion test 1, Examples 1 to 16 showed good adhesion, while in Comparative Example 1, sufficient adhesion was not obtained.
[0152] A nail composition with an evaluation of "×" or "××" for adhesion 2 has low adhesion to the nail surface of the natural nail and peels off and / or falls off in a short period. On the other hand, a nail composition with an evaluation of "〇" or "◎" for adhesion 2 has good adhesion to the nail surface, adheres to the nail surface for at least 14 days, and substantially no peeling or falling off occurs.
[0153] In the adhesion test 2, Examples 1 to 16 showed good adhesion, while in Comparative Example 1, sufficient adhesion could not be obtained.
[0154] From the results of the adhesion test 1 and the adhesion test 2, it is considered that the nail compositions of Examples 1 to 16 have good adhesion to natural nails.
[0155] In Examples 1 to 16, a high adhesive strength obtained from the polymerization reaction of the component (A) composed of a compound having at least one radically polymerizable unsaturated double bond in the molecule (excluding compounds having an acidic group), and a high adhesion to the adherend obtained by the component (B) composed of B1 and / or B2 are considered to have obtained good adhesion.
[0156] On the other hand, sufficient adhesion could not be obtained in Comparative Example 1. This is presumably because the composition according to Comparative Example 1 does not contain the component (B) composed of a compound having at least one radically polymerizable unsaturated double bond and a phosphoric acid group or a phosphoric acid ester group as an acidic group in the molecule, and sufficient adhesion to the adherend could not be obtained.
[0157] [Curing heat] For a nail composition with an evaluation of "×" for curing heat, heat stimulation and pain may be felt during the procedure, and in some cases, it may be difficult to continue the procedure. On the other hand, for a nail composition with an evaluation of "〇", "◎", or "◎◎" for curing heat, although heat is felt during the procedure, it is considered to be a curing heat that can usually be tolerated and does not make the procedure difficult.
[0158] In the heat of curing test 1, the nail compositions according to Examples 1 to 16 all had a low heat of curing. In particular, for the nail compositions according to Examples 3 to 16 containing B1 and / or B2 at a certain ratio or more, the maximum temperature of the heat of curing was less than 30°C. On the other hand, in the nail compositions according to Comparative Example 1 not containing the component (B), and Comparative Examples 2, 5, 9, and 12 containing a small amount of a compound not corresponding to the general formula (I) as the component (B), a high heat of curing was observed. From these results, it is considered that the compounds B1 and B2 have a high heat dispersion effect in the composition during curing and greatly contribute to the reduction of the maximum temperature of the heat of curing.
[0159] [Gloss] For the nail composition with the gloss evaluation of "×", since the cured product has little luster, it may damage the vivid appearance of the nail surface. On the other hand, for the nail composition with the gloss evaluation of "〇", "◎", or "◎◎", the nail surface can be made to look vivid, and an artificial nail suitable for surface processing and color arrangement can be provided.
[0160] In the gloss test 1, cured products with high gloss were obtained for all the nail compositions according to Examples 1 to 16. In particular, for the nail compositions according to Examples 3, 5, 7, 9, and 13 to 16 containing B1 at a certain ratio, cured products with excellent gloss were obtained. On the other hand, most of the cured products of the nail compositions according to the comparative examples not containing the component (B) or containing a compound not corresponding to the general formula (I) as the component (B) had low gloss. From these results, it is considered that the compounds B1 and B2, particularly the compound B1, are compounds with a high effect of imparting gloss to the cured product of the nail composition.
[0161] [Cloudiness resistance] For the nail composition with the cloudiness resistance 1 evaluation of "××" or "×", it is presumed that the cured product has poor water resistance, cloudiness occurs, and discoloration and hydrolysis reactions are likely to occur. On the other hand, for the nail composition with the cloudiness resistance 1 evaluation of "〇" or "◎", it is presumed that a stable color can be maintained on the nail surface, and phenomena such as color unevenness and peeling due to hydrolysis reaction do not occur on the nail surface.
[0162] In the white turbidity resistance test 1, Examples 1 to 16 showed good white turbidity resistance, while in Comparative Examples 2 to 15, sufficient white turbidity resistance could not be obtained. In particular, in Comparative Examples 9 to 15 using the compounds of B5 and / or B6 as the component (B), the evaluation of white turbidity resistance 1 was the lowest.
[0163] For the nail composition with the evaluation of the white turbidity resistance test 2 being "××" or "×", phenomena such as white turbidity occur during the test period depending on the environment of daily life. On the other hand, for the nail composition with the white turbidity resistance test 2 being "〇", the cured product thereof has good white turbidity resistance, and the transparency persists for at least 14 days without any change.
[0164] In the white turbidity resistance test 2, Examples 1 to 16 showed good white turbidity resistance, while in Comparative Examples 11, 14, and 15, sufficient white turbidity resistance could not be obtained.
[0165] From the white turbidity resistance test 1 and the white turbidity resistance test 2, it is considered that the nail compositions of Examples 1 to 16 have good white turbidity resistance.
[0166] Since the compound corresponding to the component (B) has a hydrophilic phosphate group or phosphate ester group, it is generally recognized as a compound with low water resistance. Therefore, it was considered that the cured product obtained from the composition containing the component (B) was likely to become turbid, for example, in a humid environment. However, from the results of the white turbidity resistance test 1 and the white turbidity resistance test 2, it can be seen that good white turbidity resistance can be obtained by selecting a specific compound, that is, the compound of the general formula (I), as the compound corresponding to the component (B).
Claims
1. A nail composition containing the following components (A), (B), and (C). Component (A): A component composed of a compound having at least one radically polymerizable unsaturated double bond in the molecule (excluding compounds having an acidic group). Component (B): A component composed of a compound having at least one radically polymerizable unsaturated double bond and a phosphate group or a phosphate ester group as an acidic group in the molecule, and including a compound represented by the following general formula (I). 【Chemical 1】 (In the formula, X represents an acryloyloxy group or a methacryloyloxy group, The linker represents a linking portion consisting of 3 to 14 carbon atoms that connects the acryloyloxy group or methacryloyloxy group of X and the oxygen atom bonded to the phosphorus atom. The linking portion may further contain a heteroatom selected from an oxygen atom, a sulfur atom, and a nitrogen atom, a is 1 to 10, n is 1 or 2, m is 1 or 2, n + m is 3.) Component (C): A component composed of a radical polymerization initiator
2. The nail composition according to claim 1, wherein the compound represented by the general formula (I) is a compound represented by the following formula (1) and / or a compound represented by the following formula (2). 【Chemical 2】 [Chemical Formula 3]
3. The nail composition according to claim 1, wherein the component (A) includes a urethane (meth)acrylate oligomer and a (meth)acrylate monomer.
4. The nail composition according to claim 3, wherein the (meth)acrylate monomer includes isobornyl (meth)acrylate.
5. The nail composition according to claim 3, wherein the (meth)acrylate monomer includes 2-hydroxyethyl (meth)acrylate.
6. The nail composition according to claim 3, wherein the (meth)acrylate monomer includes isobornyl (meth)acrylate and 2-hydroxyethyl (meth)acrylate.
7. The nail composition according to claim 1, wherein the content of the component (A) is 0.5 parts by mass or more and 90 parts by mass or less based on 100 parts by mass of the nail composition.
8. The nail composition according to claim 1, wherein the content of the component (B) is 0.5 parts by mass or more and 40 parts by mass or less based on 100 parts by mass of the nail composition.
9. The nail composition according to any one of claims 1 to 8 for use in gel nails.
Citation Information
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