JP2024000276A - artificial nail composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide an artificial nail composition which achieves both good adhesion between a natural nail and an artificial nail and easy removal of the artificial nail from the nail plate of the natural nail.

SOLUTION: The artificial nail composition of the present invention contains: a component (A) being a compound having at least one radical polymerizable unsaturated double bond in a molecule; a component (B) being a compound represented by the formula in the figure; and a component (C) being a radical polymerization initiator.

SELECTED DRAWING: None

COPYRIGHT: (C)2024,JPO&INPIT

Description

The present invention relates to artificial nail compositions.

A polymer obtained by copolymerizing a compound having a radically polymerizable unsaturated bond with another copolymerizable monomer has film-forming properties and is used as an artificial nail composition.

Characteristics required for artificial nail compositions include surface smoothness and gloss, and film durability. A weight average molecular weight of 30,000 to 1,500,000, consisting of 0.1 to 50% by weight of structural units and 50 to 99.9% by weight of structural units derived from radically polymerizable monomers copolymerizable therewith. A cosmetic for skin or nails containing a polymer (B) and (B) a volatile silicone has been proposed (see Patent Document 1).

JP2004-269443A

Artificial nail compositions are often swollen in an organic solvent such as acetone to soften the cured film and then removed from the nail plate. Therefore, characteristics that allow easy removal from the nail plate are also required.

An object of the present invention is to provide an artificial nail composition that has both good adhesion between a natural nail and an artificial nail and easy removability when removing the artificial nail from the nail plate of the natural nail. .

As a result of intensive studies to solve the above problems, the present inventors found that the above objects can be achieved by using a specific acidic phosphorus compound, and have completed the present invention. Specifically, the present invention provides the following.

（Ｃ）成分：ラジカル重合開始剤 The present invention provides an artificial nail composition containing the following components (A) to (C).
(A) Component: Compound having at least one radically polymerizable unsaturated double bond in the molecule (B) Component: Compound represented by the following formula

(C) Component: Radical polymerization initiator

According to the present invention, both the high adhesive strength obtained from the polymerization reaction of the (meth)acrylic compound by the component (A) and the high adhesion to the substrate obtained by the acidic phosphorus compound of the component (B) can be obtained. Therefore, good adhesion between natural nails and artificial nails can be obtained.

Moreover, component (B) is an acrylic acid compound, and has a lower glass transition temperature Tg than a methacrylic acid compound. When the cured product of the artificial nail composition is removed, the lower Tg allows the artificial nail composition to have higher swelling properties with respect to organic solvents and to be more flexible. This makes it easier to remove from natural nails using organic solvents according to the invention.

Therefore, according to the present invention, it is possible to provide an artificial nail composition that has both good adhesion between a natural nail and an artificial nail and easy removability when removing the artificial nail from the nail plate of the natural nail. can.

According to the present invention, it is possible to provide an artificial nail composition that has both good adhesion between a natural nail and an artificial nail and easy removability when removing the artificial nail from the nail plate of the natural nail.

Hereinafter, an example of a preferred form for carrying out the present invention will be described with reference to the drawings. Note that this is just an example, and the technical scope of the present invention is not limited to this.

<Artificial nail composition>
The artificial nail composition according to the present embodiment includes component (A): a compound having at least one radically polymerizable unsaturated double bond in the molecule, and component (B): a compound having at least one radically polymerizable unsaturated double bond in the molecule. It contains an acidic phosphorus compound having a sexually unsaturated double bond, and component (C): a radical polymerization initiator.

[Component (A): compound having at least one radically polymerizable unsaturated double bond in the molecule]
The type of component (A) is not particularly limited. For example, monofunctional monomers include methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, butyl (meth)acrylate, amyl (meth)acrylate, hexyl (meth)acrylate, heptyl (meth)acrylate, etc. Examples include alkyl (meth)acrylate, (meth)acrylate of an alkylene oxide adduct of alkylphenol, cyclohexyl (meth)acrylate, and benzyl (meth)acrylate.

Further, examples include (meth)acrylic vinyl monomers having a hydroxyl group such as 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, and 3-chloro-2-hydroxypropyl (meth)acrylate. be done.

Examples of monomers having more than two functions include 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. .

As the (meth)acrylate of alkylene oxide of polyol, tetramethylolmethanetetra(meth)acrylate, trimethylolethanetri(meth)acrylate, ditrimethylolethanetritetra(meth)acrylate, trimethylolpropane tri(meth)acrylate, ditrimethylol Examples include propanetetra(meth)acrylate, glycerintri(meth)acrylate, diglycerintetra(meth)acrylate, and dipentaerythritol hexa(meth)acrylate.

In addition, di(meth)acrylates of alkylene oxide modified bisphenols such as bisphenols A, F, and S, di(meth)acrylates of hydrogenated bisphenols such as bisphenols A, F, and S, bisphenols A, F, S, etc. Di(meth)acrylates of alkylene oxide modified products of hydrogenated bisphenols and di(meth)acrylates of alkylene oxide modified products of trisphenols are also exemplified.

Other examples include isobornyl (meth)acrylate, which is a combination of a (meth)acrylic group and an isobornyl group (isoborneol with one OH removed).

In addition, polylactonate di(meth)acrylates of alkylene glycols such as polyethylene glycol and polypropylene glycol, polylactonate (meth)acrylates such as glycerin, diglycene, trimethylolpropane, ditrimethylolpropane, pentaerythritol, dipentaerythritol, etc. Polyfunctional monomers are also exemplified.

In this embodiment, (meth)acrylate is a general term for acrylate and methacrylate, and includes both acryloyl group-containing polymerizable monomers and methacryloyl group-containing polymerizable monomers.

(A) component may be a mixture of two or more types instead of one type. In addition to component (A), the artificial nail composition may also contain other polymerizable compounds, such as oligomers or polymers of monomers having at least one polymerizable group in the molecule. Further, the same molecule may have a substituent such as an acidic group or a fluoro group.

Examples of oligomers having multiple (meth)acryloyl groups in the molecule include a molecular chain structure in which multiple monomers are polymerized into a chain, and multiple (meth)acryloyl groups in the molecule. Examples include (meth)acrylate oligomers having Note that the weight average molecular weight of the (meth)acrylate oligomer is usually 400 or more and 50,000 or less.

Examples of (meth)acrylate oligomers include urethane (meth)acrylate oligomers having multiple urethane bonds in their molecular chains, epoxy (meth)acrylate oligomers having molecular chains generated by ring-opening reaction of epoxide, and multiple ester bonds. Examples include polyester (meth)acrylate oligomers having in the molecular chain, polyether (meth)acrylate oligomers having multiple ether bonds in the molecular chain, and the like.

Among these, component (A) is preferably a mixture of (A1) urethane (meth)acrylate oligomer and (A2) (meth)acrylic vinyl monomer and/or isobornyl (meth)acrylate monomer; ) A mixture of urethane acrylate oligomer and (A2) methacrylic vinyl monomer and/or isobornyl methacrylate monomer is more preferable. When component (A) contains the urethane (meth)acrylate oligomer, there is an advantage that the artificial nail formed from the artificial nail composition is less prone to cracking. Another advantage is that artificial nails formed from the artificial nail composition tend to adhere closely to natural nails. Moreover, by containing an alkyl (meth)acrylate monomer and/or an isobornyl (meth)acrylate monomer, an artificial nail having better hardness can be formed.

The mass ratio of component (A1) and component (A2) is not particularly limited, but it is preferably within the range of component (A1): component (A2) = 50:50 to 80:20, and 60:40 to 75: More preferably, it is within the range of 25.

(A) The content of the component is not particularly limited, but the artificial nail composition is a gel nail composition, that is, a coating (gel nail as a top gel layer applied to the surface side and provided for polishing and protection) Adhesion (Gel nail as a base gel layer provided on the nail side to ensure adhesion to the nail), Coloring (Gel nail as a base gel layer provided between the top gel layer and base gel layer for color development) When used as a gel nail layer), the lower limit of the content of component (A) is preferably 0.5 parts by mass or more, and 10 parts by mass or more based on 100 parts by mass of the artificial nail composition. It is more preferably 30 parts by mass or more, even more preferably 50 parts by mass or more. Further, the upper limit of the content of 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 artificial nail composition.

When the artificial nail composition is used as a primer (a liquid agent applied to the surface of the nail to increase the adhesion between the nail and gel nail. Also referred to as nail primer, gel nail base agent, etc.) The lower limit of the content of component (A) is preferably 0.5 parts by mass or more, more preferably 1 part by mass or more, and 2 parts by mass or more based on 100 parts by mass of the artificial nail composition. It is even more preferable that there be. Further, the upper limit of the content of component (A) is preferably 40 parts by mass or less, more preferably 20 parts by mass or less, and 10 parts by mass or less based on 100 parts by mass of the artificial nail composition. It is more preferable that the amount is 8 parts by mass or less, and particularly preferably 8 parts by mass or less.

ｎ＝１の場合：２－アクリロキシエチルフォスフェート
ｎ＝２の場合：ビス（２－アクリロキシエチル）－フォスフェート [Component (B): acidic phosphorus compound having at least one radically polymerizable unsaturated double bond in the molecule]
In this embodiment, component (B) is a compound represented by the following formula.

When n=1: 2-acryloxyethyl phosphate When n=2: Bis(2-acryloxyethyl)-phosphate

According to this embodiment, both the high adhesive strength obtained from the polymerization reaction of the (meth)acrylic compound by the component (A) and the high adhesion to the substrate obtained by the acidic phosphorus compound of the component (B) are obtained. Therefore, good adhesion between natural nails and artificial nails can be obtained.

Moreover, component (B) is an acrylic acid compound, and has a lower glass transition temperature Tg than a methacrylic acid compound. When the cured product of the artificial nail composition is removed, the lower Tg allows the artificial nail composition to have higher swelling properties with respect to organic solvents and to be more flexible. This makes it easier to remove from natural nails using organic solvents according to the invention.

Therefore, according to the present embodiment, it is possible to provide an artificial nail composition that has both good adhesion between a natural nail and an artificial nail and easy removability when removing the artificial nail from the nail plate of the natural nail. Can be done.

The content of component (B) is not particularly limited, but when the artificial nail composition is used for the above-mentioned coating, adhesion, coloring, etc., the lower limit of the content of component (B) is 100 parts by mass of the artificial nail composition. The amount 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. Further, the upper limit of the content of component (B) is preferably 40 parts by mass or less, more preferably 20 parts by mass or less, and 10 parts by mass or less based on 100 parts by mass of the artificial nail composition. It is more preferable that the amount is 8 parts by mass or less, and particularly preferably 8 parts by mass or less.

When the artificial nail composition is used as the above-mentioned primer, the lower limit of the content of component (B) is preferably 0.5 parts by mass or more, and 10 parts by mass, based on 100 parts by mass of the artificial nail composition. It is more preferably at least 30 parts by mass, even more preferably at least 50 parts by mass. Further, the upper limit of the content of component (B) is preferably 90 parts by mass or less, more preferably 70 parts by mass or less, based on 100 parts by mass of the artificial nail composition.

[Component (C): radical polymerization initiator]
The artificial nail composition described in this embodiment contains a radical polymerization initiator. The use of cationic polymerization initiators is undesirable because it can lead to toxicity problems.

The radical polymerization initiator may be photocurable or thermosetting, but since the artificial nail composition can be hardened in several tens of seconds to several minutes, the radical polymerization initiator is photocurable. Preferably, it is of a gender.

[Radical photopolymerization initiator]
When the artificial nail composition is photocurable, component (C) is not particularly limited as long as it has the ability to initiate radical copolymerization by the action of light. For example, 4-phenoxydichloroacetophenone, 4-t-butyl-dichloroacetophenone, 4-t-butyl-trichloroacetophenone, 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)- Acetophenone initiators such as phenyl-(2-hydroxy-2-propyl)ketone, 1-hydroxycyclohexyl phenylketone, 2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropane-1; benzoin, Benzoin-based initiators such as benzoin methyl ether, benzoin isopropyl ether, benzoin isobutyl ether, benzyl methyl ketal; 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-butyl Benzophenone initiators such as (peroxycarbonyl) benzophenone; thioxanthone, 2-chlorothioxanthone, 2-methylthioxanthone, 2,4-dimethylthioxanthone, 2,4-diethylthioxanthone, 2,4-diisopropylthioxanthone, isopropylthioxanthone, 1- Thioxanthone initiators such as chloro-4-propoxythioxanthone and 2,4-dichlorothioxanthone; α-acyloxime ester, methylphenylglyoxylate, benzyl, 9,10-phenanthrenequinone, camphorquinone, dibenzosuberone, Ketone initiators such as 2-ethylanthraquinone, 4',4''-diethylisophthalophenone;2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenyl-1, Examples include imidazole-based initiators such as 2'-imidazole; acylphosphine oxide-based initiators such as 2,4,6-trimethylbenzoyldiphenylphosphine oxide; and carbazole-based initiators.

The photoradical polymerization initiators may be used alone or in combination of two or more.

The content of the photoradical polymerization initiator is not particularly limited, but it is preferably 0.01 parts by mass or more and 20 parts by mass or less, and 0.1 parts by mass or more and 10 parts by mass or less, based on 100 parts by mass of the artificial nail composition. More preferably, it is less than parts by mass.

[Thermal radical polymerization initiator]
When the artificial nail composition is thermosetting, component (C) preferably has room temperature thermosetting properties.

As the thermal radical polymerization initiator having thermosetting property at room temperature, either an organic peroxide or an azo compound may be used. Specific examples of organic peroxides include methyl ethyl ketone peroxide, cyclohexanone peroxide, methyl cyclohexanone peroxide, methyl acetate peroxide, acetylacetate 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-trimethyl Cyclohexane, 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-butylcumyl peroxide, α,α'-bis(t -butylperoxy)diisopropylbenzene, 2,5-dimethyl-2,5-bis(t-butylperoxy)hexane, 2,5-dimethyl-2,5-bis(t-butylperoxy)hexine-3, Isobutyryl peroxide, 3,3,5-trimethylhexanoyl peroxide, octanoyl peroxide, lauroyl peroxide, stearoyl peroxide, succinic acid peroxide, m-toluoylbenzoyl 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)diisopropyl Benzene, t-butylperoxyneodecanoate, t-hexylperoxyneodecanoate, 1,1,3,3-tetramethylbutylperoxyneodecanoate, 1-cyclohexyl-1-methylethylperoxy Neodecanoate, cumyl peroxy neodecanoate, t-butyl peroxy pivalate, t-hexyl peroxy pivalate, t-butyl peroxy-2-ethylhexanoate, t-hexyl peroxy-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-butylperoxyisopropyl monocarbonate, t-hexylperoxyisopropyl monocarbonate , t-butylperoxy-2-ethylhexyl monocarbonate, t-butylperoxyallyl monocarbonate, t-butylperoxyisobutyrate, t-butylperoxymalate, t-butylperoxybenzoate, t-hexylper Oxybenzoate, t-butylperoxy-m-toluylbenzoate, t-butylperoxylaurate, t-butylperoxyacetate, bis(t-butylperoxy)isophthalate, 2,5-dimethyl-2,5- Bis(m-tolylperoxy)hexane, 2,5-dimethyl-2,5-bis(benzoylperoxy)hexane, t-butyltrimethylsilyl peroxide, 3,3',4,4'-tetra(t-butyl (peroxycarbonyl)benzophenone, 2,3-dimethyl-2,3-diphenylbutane, and the like.

Specific examples of azo compounds include 1-[(1-cyano-1-methylethyl)azo]formamide, 1,1'-azobis(cyclohexane-1-carbonitrile), 2,2'-azobis(2-methylbutylene), lonitrile), 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-hydrophenyl)-2-methylpropionamidine]dihydro Chloride, 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)propionate] Pionitrile] and the like.

Thermal radical polymerization initiators may be used alone or in combination of two or more.

Although the content of the thermal radical polymerization initiator is not particularly limited, it is preferably 0.01 parts by mass or more and 10 parts by mass or less, and 0.1 parts by mass or more and 5 parts by mass or less, based on 100 parts by mass of the artificial nail composition. More preferably, it is less than parts by mass.

Note that component (C) may contain both a thermal radical polymerization initiator and a photoradical polymerization initiator.

[Various additives]
The artificial nail composition of this embodiment may contain various known additives, if necessary. Examples of such additives include polymerization accelerators, polymerization inhibitors, colorants, discoloration inhibitors, fluorescent agents, ultraviolet absorbers, antibacterial agents, volatile organic solvents, and the like.

EXAMPLES Hereinafter, the present invention will be specifically explained with reference to Examples, but the present invention is not limited thereto.

<Artificial nail composition>
[Ingredients used]
(A) Radical polymerizable compound having one or more radically polymerizable unsaturated bonds in one molecule A1: Urethane acrylate oligomer (polyether type, weight average molecular weight: 15,000)
A2: Urethane acrylate oligomer (polyether type, weight average molecular weight: 4500)
A3: 2-hydroxypropyl methacrylate A4: Isobornyl methacrylate

(B) Phosphoric acid ester compound B1: 2-acryloxyethyl phosphate (Example)
B2: Bis(2-acryloxyethyl)-phosphate (Example)
B3: 2-methacryloxyethyl phosphate (comparative example)
B4: Bis(2-methacryloxyethyl)-phosphate (comparative example)
B5: Ethyl acid phosphate (comparative example)

ｎ＝１の場合：２－メタクリロキシエチルフォスフェート（化合物Ｂ３）
ｎ＝２の場合：ビス（２－メタクリロキシエチル）－フォスフェート（化合物Ｂ４）

エチルアシッドホスフェート（化合物Ｂ５） The structural formulas of B3 to B5 are as follows.

When n=1: 2-methacryloxyethyl phosphate (compound B3)
When n=2: bis(2-methacryloxyethyl)-phosphate (compound B4)

Ethyl acid phosphate (compound B5)

(C) Photoinitiator C1: 2,4,6-trimethylbenzoyldiphenylphosphine oxide

[Adjustment of artificial nail composition]
According to the adjusted mixing in Table 1-4, the components A1-A4, B1-B5, and C1 were weighed using an electronic balance, and then stirred and mixed to obtain artificial nail compositions according to Example 1-19 and Comparative Example 1-14. Prepared.

Examples 1-19 correspond to artificial nail compositions of the present invention. Comparative Example 1 corresponds to an artificial nail composition that does not contain a component corresponding to component (B) of the present invention. Comparative Example 2-14 corresponds to an artificial nail composition containing a phosphate ester compound different from the component (B) of the present invention. Hereinafter, the artificial nail compositions of Comparative Examples 2-14 are also simply referred to as "artificial nail compositions of prior art."

<Evaluation test>
Adhesion tests 1 and 2 and removability tests 1 and 2 were conducted on each of the prepared artificial nail compositions according to the procedures shown below.

[Evaluation test procedure]
[Adhesion test 1]
In adhesion test 1, the artificial nail composition was applied to a smooth glass surface (slide glass) and the adhesion (adhesion 1) when cured was evaluated. The detailed procedure of Adhesion Test 1 is shown below.

(Preparation of sample for adhesion test 1)
First, a glass slide (S1214, manufactured by Matsunami Glass Industry Co., Ltd.) was washed with anhydrous ethanol and used as an adherend.

Next, using a spacer (thickness 0.1 mm), an artificial nail composition was applied to an area of about 100 μm thick (20 mm long x 40 mm wide) of the adherend obtained in step 1-1, A cured product is obtained using a commercially available LED light exclusively for gel nails.

Subsequently, the uncured layer on the surface of the cured product was wiped off with a wipe impregnated with ethanol to obtain a sample for adhesion test 1.

(Adhesion evaluation and evaluation scale in adhesion test 1)
Next, from the longitudinal direction of the cured artificial nail composition on the slide glass, a razor blade (manufactured by Feather, disposable razor blade (single edge)) was inserted into the glass plate at an angle of 25°, and the artificial nail composition was removed. Push in so that the cured material peels off from the top of the slide glass.

Then, the intrusion state of the razor blade when the razor blade is pushed in is classified according to the scale shown in Table 5, and the evaluation score of the adhesion test 1 (adhesion 1) is determined.

[Adhesiveness test 2]
In adhesion test 2, the artificial nail composition was applied to the subject's natural nail, cured, and then the artificial nail composition was used in daily life for a certain period of time, and then the adhesion (adhesion 2) of the artificial nail composition was evaluated. The detailed procedure of Adhesion Test 2 is shown below.

(Preparation of sample for adhesion test 2)
Using a nail file for gel nails (nail file, roughness: 600 grid), file the natural nail surface to obtain a fresh surface.

Subsequently, the fresh surface is wiped with a wipe impregnated with ethanol to remove dust and oil.

Subsequently, an artificial nail composition is applied to the fresh surface from which dust and the like have been removed, and cured using a commercially available LED light dedicated to gel nails.

Subsequently, a commercially available top gel is applied over the cured artificial nail composition and cured using an LED light exclusively for commercially available gel nails. Note that the top gel is a gel nail product that is applied to the surface of cosmetic gel nails, such as an artificial nail composition applied to natural nails, to obtain a good gloss.

(Adhesion evaluation and evaluation scale in adhesion test 2)
The subjects lived their daily lives for 14 days with the cosmetics applied on their natural nails. Then, the condition of the cured artificial nail composition on the natural nail after 14 days of daily life was classified according to the scale shown in Table 6, and the evaluation score for adhesion test 2 (adhesion 2) was determined.

[Removability test 1]
In removability test 1, the removability of the artificial nail composition (removability 1) was evaluated using the adhesion state, swelling state, and strength of the artificial nail composition when it was cured on a slide glass, and the strength of the plastic batula when it entered. . The detailed procedure of removability test 1 is shown below.

(Preparation of sample for removability test 1)
The procedure for preparing the sample for removability test 1 is the same as that for adhesion test 1.

(Removability evaluation and evaluation scale in removability test 1)
The prepared sample for removability test 1 is immersed in an immersion liquid (acetone) for 10 minutes. Then, the immersed sample for removability evaluation is taken out from the immersion liquid, and the immersion liquid is wiped off.

Next, the appearance of the sample for removability test 1 after wiping off the immersion liquid, such as the adhesion state and swelling state, is observed. If the removability evaluation sample has not peeled off from the glass slide, a plastic spatula is inserted into the adhesive interface to confirm whether the cured artificial nail composition can be removed and the penetration strength required for removal.

These observation results are classified according to the scale shown in Table 7 and are used as the evaluation score for removability test 1 (removability 1).

[Removability test 2]
In removability test 2, similar to adhesion test 2, the artificial nail composition was applied to the subject's natural nail and after curing, the removability of the artificial nail composition after a certain period of daily life (removability 2 ) was evaluated. The detailed procedure of removability test 2 is shown below.

(Preparation of sample for removability test 2)
The preparation of the sample for removability test 2 is the same as for adhesion test 2.

(Removability evaluation and evaluation scale in removability test 2)
The test subjects lived their daily lives for 14 days with the cosmetics prepared as the samples for removability test 2 applied on their natural nails.

For cosmetics such as hardened artificial nail compositions on natural nails after 14 days of daily use, use a nail file for gel nails (nail file, roughness: 80 grid) to remove the top gel on the outermost surface. Scrape it off.

Then, a wipe impregnated with acetone is placed on the cured artificial nail composition from which the top gel has been scraped off, and the fingertip is wrapped in aluminum foil. This prevents acetone from evaporating, and the cured artificial nail composition becomes swollen by acetone. After leaving the fingertips for 10 minutes, remove the aluminum foil and wipe.

After removing the aluminum foil and wipe, an attempt was made to remove the cured artificial nail composition from the natural nail, and the process was observed. The results of this observation are classified according to the scale shown in Table 8 and are used as the evaluation score for removability test 2 (removability 2).

[Evaluation test results]
The results of adhesion tests 1 and 2 and removability tests 1 and 2 are shown in Table 9.

[Discussion of results]
The test results shown in Table 9 will be discussed.

[Adhesiveness]
It is presumed that artificial nail compositions with adhesiveness 1 of "XX" or "x" do not have good adhesion to the nail plate surface and cause peeling and/or falling off in a short period of time. On the other hand, artificial nail compositions with adhesiveness 1 of "0" have good adhesion to the nail plate surface, and are presumed to adhere to the nail plate surface for a long period of time without peeling or falling off.

In Adhesion Test 1, Example 1-19 showed good adhesion, while Comparative Examples 1 and 13-14 did not have sufficient adhesion.

Artificial nail compositions with adhesiveness 2 of "XX" and "x" did not have good adhesion to the surface of the nail plate of a natural nail, and peeling and/or falling occurred during the test period. On the other hand, artificial nail compositions with adhesiveness 2 of "〇" and "◎" had good adhesion to the nail plate surface, adhered to the nail plate surface during the test period, and did not substantially peel or fall off. Ta.

In Adhesion Test 2, Example 1-19 showed good adhesion, while Comparative Examples 1 and 13-14 did not have sufficient adhesion.

From Adhesion Test 1 and Adhesion Test 2, it is considered that the artificial nail composition of the present invention has adhesiveness equivalent to that of the artificial nail composition of the prior art.

Furthermore, since Adhesion 1 and Adhesion 2 generally correspond, Adhesion Test 1 using a glass slide made to look like a natural nail is considered to be appropriate as an adhesion test for artificial nail compositions.

In particular, it was confirmed that Examples 4, 5, 10-13, and 19 had superior adhesive properties compared to other Examples. This is due to the excellent quantitative ratio of components (A) and (B), the high adhesive strength obtained from the polymerization reaction of the (meth)acrylic compound by the component (A), and the acidic phosphorus compound of the component (B). This is presumed to be due to the well-balanced high adhesion with the resulting substrate.

On the other hand, in Comparative Example 1, sufficient adhesiveness could not be obtained. This is presumably because the composition according to Comparative Example 1 did not contain the acidic phosphorus compound of component (B), and therefore sufficient adhesion to the substrate at the adhesive interface could not be obtained.

Comparative Examples 13-14 also failed to provide sufficient adhesion. This is because the ethyl acid phosphate contained as component (B) in the compositions of Comparative Examples 13-14 is not a (meth)acrylic acid compound like in Examples 1-19, so it has sufficient contact with the substrate at the adhesive interface. This is presumed to be because adhesion could not be obtained.

[Removability]
For artificial nail compositions with removability 1 of "XX" or "×", it is difficult to easily remove the cured product from the nail plate surface, and forceful removal may cause damage to the nail plate surface. It is assumed that there is a sex. On the other hand, artificial nail compositions with removability 1 of "〇〇", "〇", "◎◎", and "◎" have good removability of the cured material from the nail plate surface and do not cause damage to the nail plate surface. It is assumed that it can be removed without any problems.

In removability test 1, Examples 1-19 all showed good removability. On the other hand, in Comparative Example 2-12, it was difficult to easily remove the cured product of the artificial nail composition from the nail plate surface.

For artificial nail compositions with removability 2 of "x", it was difficult to easily remove the cured product from the nail plate surface, and forced removal resulted in damage to the nail plate surface. On the other hand, artificial nail compositions with removability 2 of "〇", "◎◎", and "◎" have good removability of cured substances from the nail plate surface, and can be removed without damaging the nail plate surface. Met.

In removability test 2, Examples 1-19 all showed good removability. On the other hand, in Comparative Example 2-12, it was difficult to easily remove the cured product of the artificial nail composition from the nail plate surface.

From removability test 1 and removability test 2, the artificial nail composition of the present invention is considered to have superior removability to the artificial nail compositions of the prior art.

Regarding component (B), B1 and B2 are acrylic acid compounds, and have a lower glass transition temperature Tg than methacrylic acid compounds such as B3 and B4. Due to the lower Tg, the artificial nail compositions of the examples have higher swellability to organic solvents and are more flexible than the cured products of prior art artificial nail compositions when the cured products of the compositions are removed. It is thought that there is. It is therefore considered that the artificial nail compositions of Examples can be more easily removed from natural nails using organic solvents.

According to the invention described in this embodiment, an artificial nail composition is provided that has both good adhesion between a natural nail and an artificial nail and easy removability when removing the artificial nail from the nail plate of the natural nail. can. That is, the present invention not only has excellent adhesion to natural nails when used for the purpose of adding strength to natural nails, regenerating deformed and discolored natural nails, and/or protecting natural nails, but also has excellent adhesion to natural nails. It is also possible to provide an artificial nail composition with excellent subsequent removability.

Claims (1)

An artificial nail composition containing the following components (A) to (C).
(A) Component: Compound having at least one radically polymerizable unsaturated double bond in the molecule (B) Component: Compound represented by the following formula

(C) Component: Radical polymerization initiator