WO2024029442A1

WO2024029442A1 - Resin composition for living body

Info

Publication number: WO2024029442A1
Application number: PCT/JP2023/027518
Authority: WO
Inventors: 晴香楠亀; 知子川島
Original assignee: パナソニックＩｐマネジメント株式会社
Priority date: 2022-08-01
Filing date: 2023-07-27
Publication date: 2024-02-08
Also published as: JP2024020106A

Abstract

The present disclosure provides a resin composition for a living body, said resin composition being able to adhere strongly to a part of a living body, and being able to be easily peeled from the living body at an arbitrary timing. This resin composition for a living body includes an azide compound and an acid generating agent that generates an acid as a result of an external stimulus. A solidified product of this resin composition for a living body, for example, generates a gas as a result of being irradiated with light, causing a change in volume, and thereby reducing the adhesion strength to a living body. This resin composition for a living body can be used in a cosmetic that adheres to a part of a living body, for example.

Description

Biological resin composition

The present disclosure relates to a biological resin composition.

In recent years, many people have been using cosmetics, such as gel nails and eyelash extensions, that can be worn continuously on the body for a period of several days to several weeks. In conventional techniques, nail cosmetics such as gel nails are strongly adhered to natural nails using a photocurable resin or the like. Furthermore, hair cosmetics such as eyelash extensions have been strongly adhered to eyelashes using moisture-curing resins. When removing these cosmetics from living bodies, it is common to use a solvent such as acetone. When removing nail cosmetics from a living body, polishing is often performed before or after using a solvent.

Patent Document 1 proposes an artificial nail composition that uses radical polymerization to strongly adhere an artificial nail to a natural nail.

Patent Document 2 discloses an artificial nail raw material composition containing a radically polymerizable compound, a polyfunctional thiol compound having a thiol group, and a photopolymerization initiator. By using this artificial nail raw material composition, the adhesiveness between the artificial nail and the natural nail can be maintained for a long period of time without using an adhesive or a primer. When removing the artificial nail obtained by curing this artificial nail raw material composition, first scrape and scratch the artificial nail, then place cotton soaked in acetone on the artificial nail for about 10 minutes, and then The method used is to use a stick or similar tool to peel off the artificial nail from the natural nail.

Patent Document 3 discloses an artificial nail composition containing an ionic monomer that can be polymerized by irradiation with ultraviolet rays. The artificial nail obtained by curing this artificial nail composition can be removed from the natural nail with an acid having a pH of 3.5 or less.

WO 2005/000003 discloses a method for treating a nail surface, in which a covering applied to the nail surface (e.g., a gel nail or an artificial nail) can be removed by solvent soaking, peeling, or a combination thereof for less than 20 minutes, and A kit is proposed.

Cyanoacrylate and the like are generally used as adhesives for eyelash extensions. Cyanoacrylate is an adhesive with strong adhesive strength that hardens and adheres by polymerizing due to humidity in the air. Cyanoacrylate is called an instant adhesive and is widely used not only in industrial and medical applications but also in general households. In eyelash extensions and the like, cyanoacrylate adhesives can be used to strongly bond hair and artificial hair, allowing artificial hair to adhere to eyelashes for several weeks. Patent Document 5 discloses a cyanoacrylate-containing composition containing cyanoacrylate and fullerene. This cyanoacrylate-containing composition can be used as an adhesive composition for eyelash extensions and the like, and has excellent storage stability.

Japanese Patent Application Publication No. 2010-53097 Unexamined Japanese Patent Publication No. 2014-5260 Japanese Patent Application Publication No. 2009-5260 Special table 2019-512000 publication Japanese Patent Application Publication No. 2016-121299

Biological resin compositions such as photo-curable resins used in gel nails and cyanoacrylate moisture-curable resins used in eyelash extensions are capable of adhering to living organisms such as nails and hair with high strength. However, in order to peel them off from living organisms, it is necessary to perform polishing or use solvents such as acetone, acids, etc., and the peeling process places a heavy burden on living organisms such as nails and hair. On the other hand, if the adhesiveness of the biological resin composition to the living body is reduced in order to facilitate the peeling process, a problem arises in that the cosmetic cannot be applied to the living body continuously for a desired period of time.

The present disclosure provides a biological resin composition that can be firmly adhered to a part of a living body and can be easily peeled off from the living body at any timing.

The present disclosure provides a biological resin composition that adheres to a part of a living body, comprising:
The biological resin composition includes:
an azide compound;
an acid generator that generates acid upon external stimulation;
including.

The resin composition for biological use in the present disclosure can be firmly adhered to a part of a living body, and can be easily peeled off from the living body at any timing.

A schematic cross-sectional view showing a state in which a solidified product of the biological resin composition as a base coat and a gel nail are adhered to a nail when the biological resin composition according to the embodiment is used as a base coat agent for gel nails. A state in which a solidified product of the biological resin composition as a base coat, a color gel nail, and a top gel nail are adhered to the nail when the biological resin composition according to the embodiment is used as a base coat agent for gel nails. Schematic sectional view showing A schematic cross-sectional view showing a state in which a solidified product of the biological resin composition as a base coat and a top gel nail are adhered to a nail when the biological resin composition according to the embodiment is used as a base coat agent for gel nails. A schematic cross-sectional view illustrating an example of the principle of decrease in adhesive strength between a solidified product of a biological resin composition and a nail when the biological resin composition according to an embodiment is used as a base coat agent for gel nails.

Hereinafter, embodiments will be described in detail with reference to the drawings. However, more detailed explanation than necessary may be omitted. For example, detailed explanations of well-known matters or redundant explanations of substantially the same configurations may be omitted. This is to avoid making the following description unnecessarily redundant and to facilitate understanding by those skilled in the art.

The accompanying drawings and the following description are provided to enable those skilled in the art to fully understand the present disclosure, and are not intended to limit the subject matter recited in the claims.

(Embodiment)
Hereinafter, embodiments will be described using FIGS. 1 to 3.

[1-1. composition]
The biological resin composition in the embodiment is a biological resin composition that adheres to a biological body. The biological resin composition in this embodiment includes an azide compound and an acid generator that generates acid upon external stimulation. The azide compound is an organic or inorganic compound having an azide group, and decomposes to generate nitrogen gas when external stimulation (for example, light) is applied. Furthermore, the azide compound has the property of releasing nitrogen gas by reacting with an acid. An acid generator that generates acid upon external stimulation has the property of decomposing and generating acid when external stimulation is applied. Acid generation that generates acid due to external stimulation when external stimulation is applied to the solidified material of the biological resin composition in this embodiment in a state where the solidified material is adhered to a part of the living body. Acid is produced from the agent. Nitrogen gas is generated by the reaction between the generated acid and the azide compound. This nitrogen gas causes a volume change in the solidified resin composition for living organisms in this embodiment, reducing the adhesive strength with the part of the living body to which it is adhered. Note that the nitrogen gas generated may also include nitrogen gas generated by decomposition of the azide compound when an external stimulus (for example, light) is applied to the azide compound. By having such a configuration, the resin composition for biological use in the present embodiment can efficiently reduce the adhesive strength of the solidified resin composition for biological use to the living body at any timing, and easily remove it from the living body. It is possible to peel it off.

As described above, the solidified material of the biological resin composition in this embodiment generates gas and causes a volume change when external stimulation is applied, reducing the adhesive strength with the living body. By having such a configuration, the resin composition for biological use in this embodiment allows the solidified product of the resin composition for biological use that is firmly adhered to a part of the living body to be easily removed from the living body at any timing. It is possible to peel it off.

The external stimulus is, for example, at least one selected from the group consisting of light, heat, electricity, magnetic force, and external force. These external stimuli allow easier peeling and are less likely to cause direct damage to the living body. A plurality of stimuli may be combined as external stimuli. When light is used as an external stimulus, for example, ultraviolet light, visible light, near-infrared light, infrared light, far-infrared light, etc. can be used. When heat is used as the external stimulus, a heat source, warm air, near-infrared light, infrared light, far-infrared light, microwaves, or the like may be used as the means for applying heat.

The degree of external stimulation applied is not particularly limited. The degree of external stimulation applied depends on at least one selected from the group consisting of the type and content ratio of the acid generator that generates acid upon external stimulation, which is contained in the biological resin composition in this embodiment. It may be adjusted as appropriate.

As described above, the biological resin composition in this embodiment includes an azide compound and an acid generator that generates acid upon external stimulation.

Examples of the azide compound include azide polymers such as glycidyl azide polymer, organic azide compounds such as alkyl azide, phenyl azide, sulfonyl azide, diphenyl phosphoric azide, and inorganic azides. As the azide compound, one type may be contained, or a plurality of types may be mixed and contained.

The acid generator that generates acid in response to an external stimulus may be, for example, a photoacid generator that generates acid in response to light, or a thermal acid generator that generates acid in response to heat. The photoacid generator may be at least one selected from the group consisting of sulfonium salts, iodonium salts, diazonium salts, sulfonyldiazomethanes, imidosulfonates, oxime sulfonates, and arylsulfonate esters. Examples of the thermal acid generator include sulfonium salts and iodonium salts. One type of acid generator that generates acid upon external stimulation may be included, or a plurality of types may be included in a mixture.

In the embodiment, the acid generator that generates acid upon external stimulation may be a photoacid generator that generates acid upon exposure to light. A photoacid generator has the property of generating a decomposed acid when irradiated with light. With such a configuration, when light is irradiated as an external stimulus, the generated acid reacts with the azide compound to generate nitrogen gas, and the solidified biological resin composition in this embodiment causes a volume change, reducing the adhesive strength with the part of the living body to which it is attached. Furthermore, in addition to the nitrogen gas generated by reaction with an acid, the azide compound also generates nitrogen gas by decomposition of the azide compound itself when exposed to light. Therefore, the biological resin composition of this embodiment can more efficiently reduce the adhesive strength between the solidified material of the biological resin composition and a part of the living body by using light as an external stimulus. can.

As described above, in the biological resin composition of this embodiment, light can be used as an external stimulus to reduce the adhesive strength. Therefore, it is possible to easily reduce the adhesive strength with simple equipment. For example, by appropriately selecting the wavelength, high safety for living organisms can be ensured and direct damage to living organisms can be suppressed.

In addition to the azide compound and the acid generator, the biological resin composition in this embodiment may further contain a polymeric material that serves as a base material of the resin composition. The polymeric material contained in the biological resin composition in this embodiment is selected from materials with high biocompatibility. For example, as a base polymer material, highly biocompatible acrylic material, cyanoacrylate material, silicone material, urethane material, urethane (meth)acrylate material, styrene material, epoxy material, elastomer etc. may be included. One type of these materials may be included, or a mixture of a plurality of types may be included. In particular, urethane (meth)acrylate-based materials are the main materials for soak-off gel nails, and are excellent in terms of adhesion to nails, safety, and flexibility. Furthermore, cyanoacrylate materials have high biosafety and also have high adhesion to hair and the like. Therefore, when the biological resin composition of this embodiment is used in a cosmetic that adheres to hair, cyanoacrylate materials can be suitably used.

The biological resin composition in this embodiment may contain other additives other than the azide compound, the acid generator, and the polymeric material that is the base material of the resin composition. Additives include polymerization initiators, sensitizers, curing agents, curing accelerators, thickeners, leveling agents, deodorants, moisture absorbers, preservatives, foaming agents, colorants, silane coupling agents, organic solvents, Examples include water, organic salts, inorganic salts, inorganic powders, organic powders, beauty ingredients, and medicinal ingredients.

The resin composition for biological use in this embodiment is a resin composition that does not substantially contain additives that are highly toxic to living organisms. Examples of materials that are highly toxic to living organisms include benzene, ethylene dichloride, acetylene dichloride, monochlorobenzene, ethylbenzene, styrene, lead, mercury, and arsenic. The content of these materials in the biological resin composition in this embodiment is, for example, 10 ppm or less, or below the detection limit.

The resin composition for living bodies of this embodiment may be, for example, a resin composition for cosmetics used in cosmetics that adhere to a part of a living body. As described above, the biological resin composition of this embodiment can be firmly adhered to a part of a living body, and can be easily peeled off from the living body at any timing. Therefore, according to the resin composition for biological use of the present embodiment, cosmetics that are worn continuously on a living body for a period of several days to several weeks, such as gel nails and eyelash extensions, can be applied to a living body. It can be used with reduced load.

The living body resin composition of this embodiment may be, for example, a medical resin composition that adheres to a part of a living body. As described above, the biological resin composition of this embodiment can be firmly adhered to a part of a living body, and can be easily peeled off from the living body at any timing. Therefore, the biological resin composition of the present embodiment can be used as an adhesive for a medical skin patch that is continuously attached to a living body for a period of several days to several weeks while reducing the burden on the living body. It can be suitably used as a layer or the like.

In the biological resin composition of the present embodiment, the cosmetic that adheres to a part of a living body may be a cosmetic that is directly adhered to a part of a living body, or may be a cosmetic that is directly adhered to a part of a living body, or may be a cosmetic that is bonded to a part of a living body by a thin film or the like. It may also be a cosmetic that indirectly adheres to a living body through another layer. For example, when the cosmetic is a nail cosmetic, the thin film as another layer may be, for example, at least one selected from the group consisting of a primer, a base gel, and a base coat.

The solidified product of the biological resin composition in this embodiment is, for example, a resin composition in which the biological resin composition contains a solvent and can form a solid substance such as a film by volatilizing the solvent. In some cases, it refers to a solid substance such as a film obtained by volatilizing the solvent of the biological resin composition. In addition, when the biological resin composition in this embodiment is, for example, a curable resin composition that contains a polymerizable compound and can be cured by light or heat, the biological resin composition in this embodiment The solidified product means a cured product of a biological resin composition that is cured by being irradiated with light or heat.

It is desirable that the solidified product of the biological resin composition in this embodiment has a contact angle with water of 30° or more and 110° or less. Contact angle can be measured using a contact angle meter. The contact angle with water is measured by the droplet method. Specifically, it can be obtained by dropping, for example, 5 μL of water onto the flat surface of a solidified product of the biological resin composition and measuring the angle between the surface of the solidified product and the water using a contact angle meter. The contact angle of water can generally represent a permutation of hydrophilic and hydrophobic properties of a material, and can also be correlated to some extent with physical properties of the material such as solubility parameter (hereinafter referred to as "SP value"). It is generally known that materials with similar hydrophilic and hydrophobic properties and materials with similar SP values tend to have good compatibility between the materials and strong adhesive strength. A material having a water contact angle of 30° or more and 110° or less has contact angle characteristics similar to those of living organisms such as nails and hair. Therefore, the solidified resin composition for biological use according to the present embodiment has a high adhesion force to the living body, and can be stably adhered to the living body for a long period of time. When the contact angle of water with respect to the surface of the solidified product of the biological resin composition in this embodiment is 40° or more and 110° or less, it becomes possible to more strongly adhere to the living body. When the contact angle of water with respect to the surface of the solidified product of the biological resin composition in this embodiment is 60° or more and 100° or less, it becomes possible to more strongly adhere to the living body.

In the present embodiment, the light used as an external stimulus to reduce the adhesiveness between the solidified biological resin composition and the living body may have a wavelength within a range of less than 400 nm, for example. Here, in this specification, "the light has a wavelength within a certain specific range" means that the light includes light with a wavelength within the specific range. In other words, when light contains light of multiple wavelengths (that is, light with a spectral distribution), it is sufficient that the light contains at least light of wavelengths within that specific range, and light that is outside of that range is sufficient. may further include light having a wavelength of . The fact that light having a wavelength in the range of less than 400 nm can be used as an external stimulus can prevent the adhesive strength from decreasing in normal life such as general visible light illumination. In this case, the photoacid generator may have light absorption in a wavelength region of at least less than 400 nm.

When the photoacid generator contained in the biological resin composition in the embodiment has light absorption in a wavelength range of less than 400 nm, the solidified material of the biological resin composition is capable of absorbing acid by light having a wavelength of less than 400 nm. A substance that generates gas and causes a change in volume. In this way, when using light having a wavelength within a range of less than 400 nm, and when the photoacid generator contained in the biological resin composition has light absorption in the wavelength region of less than 400 nm, the biological resin composition may be used in daily life. To achieve efficient separation of the solidified material from the living body using a simple method at any timing while preventing the adhesive strength between the solidified material and the living body from decreasing, and to further suppress damage to the living body. I can do it.

Furthermore, the amount of light absorption in the wavelength range of 400 nm or more in the photoacid generator may be 20% or less of the total light absorption in the photoacid generator. In this case, the biological resin composition can be considered to be a substance that is unlikely to undergo a volume change that would reduce the adhesive strength with the biological body when exposed to light having a wavelength of 400 nm or more. Therefore, such a biological resin composition can better prevent adhesive strength from decreasing in normal life such as general lighting.

In this embodiment, the light used as an external stimulus to reduce the adhesion between the solidified biological resin composition and the living body is, for example, light having a wavelength in the range of 280 nm or more and less than 400 nm. You can. That is, the light used as an external stimulus may include, for example, light with a wavelength in the range of 280 nm or more and less than 400 nm. Light having a wavelength of 280 nm or more is highly safe for living organisms. Furthermore, the fact that light having a wavelength of less than 400 nm can be used as an external stimulus can prevent the adhesive strength from decreasing in normal life such as general visible light illumination. In this case, the photoacid generator may have light absorption in a wavelength region of at least 280 nm or more and less than 400 nm. When the photoacid generator contained in the biological resin composition in this embodiment has light absorption in a wavelength range of at least 280 nm or more and less than 400 nm, the solidified material of the biological resin composition has a wavelength range of at least 280 nm or more and less than 400 nm. It is a substance that generates acid and gas when exposed to light with a wavelength of less than 100 mL, causing a change in volume. In this way, when using light having a wavelength in the range of 280 nm or more and less than 400 nm, and when the photoacid generator contained in the biological resin composition has light absorption in the wavelength range of at least 280 nm or more and less than 400 nm, Achieving efficient separation of the solidified material from the living body at any time using a simple method while preventing the adhesive strength between the solidified material of the resin composition for biological use and the living body from decreasing in daily life, and Damage to living organisms can also be further suppressed.

In this embodiment, the light used as an external stimulus to reduce the adhesion between the solidified biological resin composition and the living body is, for example, light having a peak wavelength in the range of 280 nm or more and less than 400 nm. There may be. In this case, while more reliably preventing the adhesive strength between the solidified product of the biological resin composition and the living body from decreasing in normal life, the solidified product and the living body can be bonded to the living body using a simple method and more efficiently. It is possible to achieve separation from the skin and further suppress damage to living organisms.

In the present embodiment, light having a wavelength in the range of 280 nm or more and 380 nm or less is used as the external stimulus to reduce the adhesiveness between the solidified biological resin composition and the living body. It's okay to be hit. That is, the light used as an external stimulus may include, for example, light with a wavelength in the range of 280 nm or more and 380 nm or less. In this case, the photoacid generator may have light absorption in a wavelength range of at least 280 nm or more and 380 nm or less. Since the light applied as an external stimulus has a wavelength within the range of 380 nm or less, it is possible to provide a stimulus with high energy with a wavelength of about 380 nm, and it is also possible to use biological resins in everyday life such as general lighting. It is possible to more reliably prevent the adhesive strength of the solidified composition from decreasing. In other words, when light having a wavelength in the range of 280 nm or more and 380 nm or less is used as an external stimulus, it is possible to more reliably prevent the adhesive strength between the solidified biological resin composition and the living body from decreasing in normal life. At the same time, it is possible to achieve efficient separation of the solidified material from the living body at any desired timing using a simpler method, and to further suppress damage to the living body. Furthermore, since light having a wavelength within the range of 380 nm or less is used, for example, when the biological resin composition of this embodiment is used as a base coat agent for gel nails, gel nails can be bonded during curing of gel nails. This also has the effect of preventing the strength from decreasing.

In this embodiment, the light used as an external stimulus to reduce the adhesion between the solidified biological resin composition and the living body is, for example, light having a peak wavelength in the range of 280 nm or more and 380 nm or less. There may be. In this case, while more reliably preventing the adhesive strength between the solidified product of the biological resin composition and the living body from decreasing in normal life, the solidified product and the living body can be bonded to the living body using a simple method and more efficiently. It is possible to achieve separation from the skin and further suppress damage to living organisms. Furthermore, since light with a peak wavelength of 380 nm or less is used, for example, when the biological resin composition of this embodiment is used as a base coat agent for gel nails, the adhesive strength of the gel nails decreases when the gel nails are cured. This also has the effect of being able to more reliably prevent this.

In the present embodiment, light having a wavelength in the range of 280 nm or more and 370 nm or less is used as the external stimulus to reduce the adhesiveness between the solidified biological resin composition and the living body. Alternatively, light having a wavelength within the range of 280 nm or more and 365 nm or less may be used. Further, the light used as an external stimulus may be, for example, light having a peak wavelength in the range of 280 nm or more and 370 nm or less, or light having a peak wavelength in the range of 280 nm or more and 365 nm or less. Good too. By setting the peak wavelength of the light used as an external stimulus to be 370 nm or less or 365 nm or less, the adhesive strength between the solidified biological resin composition and the living body can be more reliably prevented from decreasing in normal life. It is possible to achieve efficient separation of the solidified material from the living body at any desired timing using a simpler method, and to further suppress damage to the living body. Furthermore, by using light of the above wavelength, for example, when the biological resin composition of this embodiment is used as a base coat agent for gel nails, the adhesive strength of gel nails is prevented from decreasing during curing of gel nails. You can also get the effect that you can.

The light used as an external stimulus may be, for example, light having a peak wavelength within a range of 280 nm or more and 350 nm or less. Since the peak wavelength of the light used as an external stimulus is 350 nm or less, more volume changes occur by irradiating with higher energy. Thereby, it becomes possible to more efficiently peel off the solidified product of the biological resin composition in this embodiment from the biological body.

As an example, if the biological resin composition in this embodiment is one that is cured by light irradiation, a photoacid generator may be used to generate acid to improve the adhesion between the solidified biological resin composition and the living body. The light used for the reduction may be light having a peak wavelength within a range of, for example, 280 nm or more and less than 390 nm. In this case, the light used when curing the biological resin composition in this embodiment by light irradiation may have a wavelength of, for example, 390 nm or more and 450 nm or less.

In the present embodiment, the biological resin composition may contain an azide compound, for example, in a range of 0.5% by mass or more and 50% by mass or less. By containing 0.5% by mass or more of the azide compound, the solidified product of the resin composition for biological use in this embodiment can improve the releasability of nitrogen from living organisms when irradiated with light, which is an external stimulus. . When the azide compound is contained in an amount of 50% by mass or less, it is possible to easily maintain the physical properties of a polymeric material, etc., which is a base material in a resin composition for biological use. Therefore, for example, the effect of improving the adhesive strength between the solidified biological resin composition and the living body before irradiation with light, which is an external stimulus, can be obtained. The concentration of the azide compound in the biological resin composition may be 10% by mass or more. Since the concentration of the azide compound in the biological resin composition is 10% by mass or more, the solidified product of the biological resin composition in this embodiment has better removability from the biological body when irradiated with light, which is an external stimulus. It becomes possible to improve the performance. Moreover, the concentration of the azide compound in the biological resin composition may be 30% by mass or less. Since the concentration of the azide compound in the biological resin composition is 30% by mass or less, the biological resin composition according to the present embodiment is able to absorb the solidified product of the biological resin composition before irradiation with light, which is an external stimulus. It is possible to obtain both properties of high adhesiveness to living organisms and excellent releasability when exposed to light, which is an external stimulus.

The content ratio of the azide compound in the biological resin composition can be determined by, for example, nuclear magnetic resonance (hereinafter referred to as "NMR"), infrared spectroscopy (hereinafter referred to as "IR"), mass spectrometry (hereinafter referred to as "MS"). ), secondary ion mass spectrometry (hereinafter referred to as "SIMS"), inductively coupled plasma mass spectrometry (hereinafter referred to as "ICP-MS"), scanning electron microscopy (hereinafter referred to as "SEM"), It can be confirmed by a scanning electron microscope-energy dispersive X-ray analysis method (hereinafter referred to as "SEM-EDX"), a liquid chromatography method, a spectrophotometer method, or the like. Further, whether the azide compound is dissolved or uniformly dispersed in the biological resin composition can be confirmed by the uniformity of light transmission. It is also possible to confirm whether the azide compound is dissolved or uniformly dispersed in the biological resin composition using the refractive index. Furthermore, it is also possible to evaluate solubility using filter permeability or viscosity.

In the present embodiment, the biological resin composition may contain a photoacid generator in a range of, for example, 0.05% by mass or more and 10% by mass or less. By containing the photoacid generator in an amount of 0.05% by mass or more, the resin composition for biological use in this embodiment can further improve the releasability from the living body upon irradiation with light, which is an external stimulus. By containing the photoacid generator compound in an amount of 10% by mass or less, the compatibility with the polymer material serving as the base material in the biological resin composition increases, and the polymer material serving as the base material in the biological resin composition increases. The effect of easily maintaining physical properties such as Therefore, for example, the effect of improving the adhesive strength between the solidified biomaterial resin composition and the living body before external stimulation is applied can be obtained. The concentration of the photoacid generator in the biological resin composition may be 0.1% by mass or more. Since the concentration of the azide compound in the resin composition for biological use is 0.1% by mass or more, the resin composition for biological use in this embodiment can cause the solidified resin composition for biological use to absorb It becomes possible to further improve the releasability from the substrate. The resin composition for biological use in this embodiment can obtain both the characteristics of high adhesion to living organisms of the solidified resin composition for biological use before external stimulation is applied and excellent releasability when external stimulation is applied. It is possible.

The content ratio of the photoacid generator in the biological resin composition can be determined by, for example, nuclear magnetic resonance method (i.e., NMR), infrared spectroscopy (i.e., IR), mass spectrometry (i.e., MS), secondary ion mass spectrometry, etc. (i.e., SIMS), Inductively Coupled Plasma Mass Spectrometry (i.e., ICP-MS), Scanning Electron Microscopy (i.e., SEM), Scanning Electron Microscopy-Energy Dispersive X-ray Spectroscopy (i.e., SEM) -EDX), liquid chromatography, spectrophotometry, etc. Further, whether the photoacid generator is dissolved or uniformly dispersed in the biological resin composition can be confirmed by the uniformity of light transmission. It is also possible to confirm whether the photoacid generator is dissolved or uniformly dispersed in the biological resin composition using the refractive index. Furthermore, it is also possible to evaluate solubility using filter permeability or viscosity.

The azide compound contained in the biological resin composition in this embodiment may be a glycidyl azide polymer. Glycidyl azide polymer has a property of decomposing and releasing nitrogen gas when it is irradiated with light in a wavelength range of about 400 nm or less, for example. Therefore, when the biological resin composition in this embodiment includes a glycidyl azide polymer, the solidified biological resin composition is irradiated with light to generate nitrogen gas and photoacid due to the photoreaction of the glycidyl azide polymer itself. Nitrogen gas is generated by the reaction between the acid generated from the agent and the glydylyl azide polymer, and the two reactions. Therefore, the volume change of the solidified product of the resin composition for biological use becomes large, and it becomes possible to further improve the releasability from the living body. Furthermore, for the photoreaction of the glycidyl azide polymer, light having a wavelength within the range of 280 nm or more and 380 nm or less can be used as an external stimulus. Light in such a wavelength range is excellent in safety for living organisms. Furthermore, by responding with light in such a wavelength range, it is possible to prevent the adhesive strength between the solidified biological resin composition and the living body from decreasing in normal life. Furthermore, since light in such a wavelength range can be used as an external stimulus, efficient peeling can be achieved at any timing using a simpler method.

The photoacid generator contained in the biological resin composition in this embodiment may be a sulfonium salt. It is possible to generate acid in response to light of any wavelength using a photoacid generator in which the structure of the sulfonium ion, which is the cation site of the sulfonium salt, has been changed. Thereby, light having a wavelength within the range of 280 nm or more and 400 nm or less can be used as an external stimulus. Light in such a wavelength range is excellent in safety for living organisms. Furthermore, by responding with light in such a wavelength range, it is possible to prevent the adhesive strength between the solidified biological resin composition and the living body from decreasing in normal life. Furthermore, since light in such a wavelength range can be used as an external stimulus, efficient peeling can be achieved at any timing using a simpler method.

In the state where the solidified product of the biological resin composition in this embodiment is adhered to the living body, a cover coat layer may be provided on the side opposite to the living body with respect to the solidified product of the biological resin composition. That is, the cover coat layer may be installed such that the solidified body resin composition is located between the living body and the cover coat layer. This cover coat layer preferably has a porosity of 40% or less, for example. With such a configuration, when the solidified biological resin composition in this embodiment undergoes a volume change due to light irradiation, the volume change occurs on the surface on the cover coat layer side, that is, the surface opposite to the biological body. becomes less likely to occur. Therefore, the force of volume change of the solidified material can be efficiently utilized for interfacial peeling between the living body and the solidified material of the resin composition for biological use. Therefore, according to this configuration, it is possible to efficiently reduce the adhesive strength between the solidified product of the biological resin composition and a part of the biological body. Therefore, the solidified material of the biological resin composition in this embodiment can be easily peeled off from the living body by irradiating light at any desired timing to peel the solid material from the living body.

The adhesive strength between the cover coat layer and the solidified biological resin composition is preferably, for example, 0.05 N/cm ² or more. Since the adhesive strength between the cover coat layer and the solidified biological resin composition is 0.05 N/cm ² or more, even if the solidified biological resin composition undergoes a volume change due to external stimulation, , the adhesion or adhesion between the cover coat layer and the solidified product of the resin composition for metamorphoses is easily maintained. Thereby, the stress due to the volume change of the solidified body-use resin composition can be efficiently applied to the interface between the solidified body-use resin composition and the living body. Therefore, it is possible to obtain the effect that the solidified product of the resin composition for living body is more easily peeled off at the interface with the living body. The adhesion strength in the plane direction between the cover coat layer and the solidified biological resin composition is determined by adhering the cover coat layer and the solidified biological resin composition in an area of 1 cm ² and testing the adhesion surface using a tensile tester or the like. The adhesive strength is the maximum load when the adhesive is pulled at a rate of 60 mm/min in a direction perpendicular to . It is desirable that the adhesive force between the cover coat layer and the solidified product of the biological resin composition be as strong as possible. When the adhesive strength between the cover coat layer and the solidified biological resin composition is, for example, 0.5 N/cm ² or more, the stress due to the volume change of the solidified biological resin composition is more efficiently absorbed into the biological resin. It can be applied to the interface between the solidified composition and the living body. Therefore, it is possible to obtain the effect that the solidified product of the resin composition for living body is more easily peeled off at the interface with the living body. The adhesive strength between the cover coat layer and the solidified biomaterial resin composition is, for example, 100 kN/cm ² or less.

The tensile modulus of the cover coat layer is preferably 5 MPa or more. Since the tensile modulus of the cover coat layer is 5 MPa or more, for example, when the volume of the solidified body of the biological resin composition increases due to the application of an external stimulus, the solidified body of the biological resin composition is opposite to that of the biological body. It becomes difficult to expand on the side surface. As a result, the effect that the solidified product of the biological resin composition is easily peeled off at the interface with the biological body can be obtained. In particular, when gas is generated by application of an external stimulus, it is thought that an effect can be obtained in which the gas tends to spread in the plane direction of the interface between the solidified product of the biological resin composition and the living body. Therefore, the effect that the solidified product of the biological resin composition is more easily peeled off at the interface with the biological body can be obtained. The tensile modulus of the cover coat layer can be determined, for example, by a method according to JIS K 7113.

The tensile modulus of the cover coat layer may be 40 MPa or more so that the solidified product of the biological resin composition is more easily peeled off at the interface with the biological body.

Moreover, it is more desirable that the tensile modulus of the cover coat layer is 100 MPa or more. By setting the pressure to 100 MPa or more, force is more easily transmitted in the planar direction, and an effect that peeling becomes easier can be obtained.

The tensile modulus of the cover coat layer is, for example, 400 GPa or less.

When the volume of the solidified biological resin composition changes due to the generation of gas when an external stimulus is applied, that is, the volume of the solidified biological resin composition changes due to the generation of gas due to the external stimulation. When a change is made, the cover coat layer desirably has a gas permeability of 1.5×10 ⁸ cc/m ² ·24 hr ·atm or less. Gas permeability can be measured, for example, by an isobaric method (Japanese Industrial Standards K7126-2), a differential pressure method (Japanese Industrial Standards K7126-1), or the like. When the gas permeability of the cover coat layer is 1.5×10 ⁸ cc/m ² ·24 hr · atm or less, gas generated by external stimulation is difficult to be released to the outside. This provides the effect that the solidified product of the resin composition for biological use can be more easily peeled off from the living body. The covercoat layer may not be completely gas permeable. Therefore, the gas permeability of the cover coat layer is, for example, 0 cc/m ² ·24 hr ·atm or less. Hereinafter, Japanese Industrial Standards will be referred to as "JIS".

When the resin composition for living bodies in this embodiment is used as a resin composition for cosmetics, the part of the living body to which it is attached may be at least one selected from the group consisting of nails, hair, and skin. .

The part of the living body to which the biological resin composition in this embodiment adheres may be at least one selected from the group consisting of nails and hair. Nails or hair do not have a thin, stratum corneum structure that easily peels off like skin. Therefore, by applying the biological resin composition of this embodiment after degreasing the surface, cosmetics such as nails or eyelash extensions formed with the biological resin composition of this embodiment can be applied. It is possible to obtain strong adhesive strength that allows continuous placement on living organisms for several weeks.

When the part of the living body to which the biological resin composition in this embodiment adheres is a nail, the biological resin composition in this embodiment may be applied to a nail base coat agent such as a gel nail base coat agent, It may be an adhesive for bonding the nail tip and the natural nail, or a nail resin composition such as a nail agent such as a gel nail agent.

The biological resin composition according to this embodiment is particularly suitable for use as a base coat agent for gel nails. As explained in the background technology section, gel nails are firmly adhered to the natural nail using a photo-curing resin, etc., so when removing gel nails from the nail, choose from the group consisting of solvents and polishing. At least one of them is required, and the damage to the natural nail is extremely large. However, by using the biological resin composition according to the present embodiment as a base coating agent for gel nails, gel nails can be firmly adhered to natural nails for a necessary period of time, and when it is desired to peel off, external stimulation can be applied. To easily remove gel nails and base coat from natural nails while suppressing damage to natural nails. Therefore, the base coat agent for gel nails may be made of the biological resin composition according to this embodiment. In this case, the base coat agent for gel nails of the present disclosure may contain materials included in known base coat agents for gel nails, selected as appropriate, as materials other than the azide compound and the acid generator.

An example in which the biological resin composition according to the present embodiment is used as a base coat agent for gel nails will be described below.

FIG. 1 shows a state in which a solidified product of the biological resin composition as a base coat and a gel nail are adhered to a nail when the biological resin composition according to the present embodiment is used as a base coat agent for gel nails. FIG. In FIG. 1, 1 represents a nail, 2 represents a solidified biological resin composition as a base coat, and 3 represents a gel nail. A solidified product 2 of a biological resin composition is adhered onto the nail 1 as a base coat, and a gel nail 3 is adhered onto the solidified product 2 of the biological resin composition. FIG. 2 shows a solidified product of the biological resin composition as a base coat, a colored gel nail, and a top gel nail on a nail when the biological resin composition of this embodiment is used as a base coat agent for gel nails. FIG. 3 is a schematic cross-sectional view showing a state in which the two are bonded together. As shown in FIG. 2, the gel nail 3 may have a two-layer structure including a color gel nail 3a and a top gel nail 3b. In FIG. 2, the gel nail 3 has a two-layer structure, but the gel nail 3 may have a multi-layer structure of three or more layers including, for example, a plurality of colored gel layers. FIG. 3 shows a state in which a solidified product of the biological resin composition as a base coat and a top gel nail are adhered to the nail when the biological resin composition of this embodiment is used as a base coat agent for gel nails. FIG. As shown in FIG. 3, only the top gel nail 3b may be provided on the solidified material 2 of the biological resin composition as a base coat without providing the color gel nail.

FIG. 4 illustrates an example of the principle of the decrease in adhesive strength between the solidified product 2 of the biological resin composition and the nail 1 when the biological resin composition according to the present embodiment is used as a base coat agent for gel nails. FIG. As shown in FIG. 4(a), before light is applied, the solidified material 2 of the biological resin composition is firmly adhered to the surface of the nail 1. Gel nail 3 is glued on top. As shown in FIG. 4(b), when light is applied to the solidified material 2 of the biological resin composition by the light generator 10, the azide compound contained in the base coat generates gas, and the biological resin composition Bubbles 21 are generated in the solidified material 2, causing a change in volume of the solidified material 2 of the biological resin composition. Air bubbles 21 are also generated at the interface 4 between the solidified material 2 of the biological resin composition and the nail 1, causing a volume change of the solidified material 2 of the biological resin composition at the bonded portion with the nail 1, and as a result, The substantial contact area between the solidified material 2 of the biological resin composition and the nail 1 is reduced. As a result, as shown in FIG. 4(c), the adhesive strength between the solidified biological resin composition 2 and the nail 1 decreases, and the solidified biological resin composition 2 and gel nail 3 are removed from the nail 1. It becomes easier to remove. Note that when the nail 1 and the solidified product 2 of the resin composition for living body are separated at the interface, the solidified product 2 of the resin composition for living body and the gel nail 3 may be separated at the interface at the same time.

If the part of the living body to which the living body resin composition in this embodiment adheres is hair, the living body resin composition in this embodiment may be, for example, an adhesive for eyelash extensions. In this case, the adhesive for eyelash extensions of the present disclosure may contain materials included in known adhesives for eyelash extensions, selected as appropriate, as materials other than the azide compound and the photoacid generator.

The biological resin composition in this embodiment is not limited to cosmetics, and may be used for medical purposes. For example, the biological resin composition of this embodiment can be used as an adhesive layer of a medical skin patch.

Note that the above-described embodiments are for illustrating the technology of the present disclosure, and therefore various changes, substitutions, additions, omissions, etc. can be made within the scope of the claims or their equivalents.

[1-2. Effects, etc.]
As described above, the biological resin composition in Embodiment 1 is a biological resin composition that adheres to living organisms, and the biological resin composition includes an azide compound and an acid that generates an acid upon external stimulation. A generating agent.

With such a configuration, the biological resin composition in this embodiment can reduce the adhesion strength of the solidified biological resin composition to the biological body at any timing, and easily peel it off from the biological body. It is.

In the present embodiment, the solidified body resin composition may generate gas and change its volume when external stimulation is applied, thereby reducing the adhesive strength with the body. With this configuration, the biological resin composition according to the present embodiment allows the solidified biological resin composition that is firmly adhered to a part of the biological body to be easily peeled off from the biological body at any timing. is possible.

In this embodiment, the external stimulus may be at least one selected from the group consisting of light, heat, magnetism, electricity, and external force. With this configuration, it is possible to prevent the adhesive strength between the solidified biological resin composition and the living body from decreasing in normal life, and to achieve efficient peeling at any timing using a simpler method. Moreover, damage to living organisms can be further suppressed.

In the present embodiment, the acid generator may be a photoacid generator that generates acid when exposed to light, and the external stimulus may include light. With this configuration, it is possible to prevent the adhesive strength between the solidified biological resin composition and the living body from decreasing in normal life, and to achieve efficient peeling at any timing using a simpler method. Moreover, damage to living organisms can be further suppressed.

In the present embodiment, the light may have a wavelength within a range of less than 400 nm, and the photoacid generator may have light absorption in a wavelength range of less than 400 nm. This configuration prevents the adhesive strength between the solidified resin composition for biological use and the living body from decreasing in normal life, and allows for efficient peeling of the solidified material from the living body at any time using a simple method. can be realized, and damage to living organisms can be further suppressed.

In the present embodiment, the biological resin composition may contain a photoacid generator in a range of 0.05% by mass or more and 10% by mass or less. By containing the photoacid generator in an amount of 0.05% by mass or more, the resin composition for biological use in this embodiment can further improve the releasability from the living body upon irradiation with light, which is an external stimulus. By containing the photoacid generator compound in an amount of 10% by mass or less, the compatibility with the polymer material serving as the base material in the biological resin composition increases, and the polymer material serving as the base material in the biological resin composition increases. The effect of easily maintaining physical properties such as Therefore, for example, the effect of improving the adhesive strength between the solidified biomaterial resin composition and the living body before external stimulation is applied can be obtained.

In this embodiment, the photoacid generator may be at least one selected from the group consisting of sulfonium salts, iodonium salts, diazonium salts, sulfonyldiazomethanes, imidosulfonates, oxime sulfonates, and arylsulfonic acid esters. . With this configuration, light having a wavelength in the range of less than 400 nm can be used as an external stimulus. By responding with light in such a wavelength range, it is possible to prevent the adhesive strength between the solidified biological resin composition and the living body from decreasing in normal life. Furthermore, since light in such a wavelength range can be used as an external stimulus, efficient peeling can be achieved at any timing using a simpler method.

The photoacid generator contained in the biological resin composition in this embodiment may be a sulfonium salt. With this configuration, light having a wavelength in the range of less than 400 nm can be used as an external stimulus. By responding with light in such a wavelength range, it is possible to prevent the adhesive strength between the solidified biological resin composition and the living body from decreasing in normal life. Furthermore, since light in such a wavelength range can be used as an external stimulus, efficient peeling can be achieved at any timing using a simpler method.

In the present embodiment, the contact angle of water with respect to the surface of the solidified product of the biological resin composition may be 30° or more and 110° or less. With such a configuration, the solidified resin composition for biological use according to the present embodiment has a high adhesion force to the living body, and can stably adhere to the living body for a long time.

In the present embodiment, the biological resin composition may contain an azide compound in a range of 0.5% by mass or more and 50% by mass or less. By containing 0.5% by mass or more of the azide compound, the solidified product of the resin composition for biological use in this embodiment can improve the releasability of nitrogen from living organisms when irradiated with light, which is an external stimulus. . When the azide compound is contained in an amount of 50% by mass or less, it is possible to easily maintain the physical properties of a polymeric material, etc., which is a base material in a resin composition for biological use. For this reason, for example, the effect of improving the adhesive strength between the solidified product of the biological resin composition and the living body before irradiation with light can be obtained.

In the biological resin composition of this embodiment, the azide compound may include a glycidyl azide polymer. When the biological resin composition in this embodiment includes a glycidyl azide polymer, the solidified biological resin composition is irradiated with light to generate nitrogen gas through a photoreaction of the glycidyl azide polymer itself, and from the photoacid generator. Nitrogen gas is generated by the reaction between the generated acid and gsyridyl azide polymer, and nitrogen gas is generated by the two reactions, so the volume change of the solidified biomaterial resin composition increases, making it easier to remove it from the living body. It becomes possible to improve the performance.

The living body resin composition in this embodiment may be a cosmetic resin composition used in a cosmetic that adheres to a part of a living body. According to this configuration, the biological resin composition according to the present embodiment can be firmly adhered to a part of a living body, and can be easily peeled off from the living body at any timing. Therefore, according to the resin composition for biological use in this embodiment, cosmetics that are worn continuously on a living body for a period of several days to several weeks, such as gel nails and eyelash extensions, can be applied to a living body. It can be used with reduced load.

The biological resin composition in this embodiment may be a medical resin composition that adheres to a part of a living body. According to this configuration, the biological resin composition of this embodiment can be firmly adhered to a part of a living body, and can be easily peeled off from the living body at any timing. Therefore, the biological resin composition of the present embodiment can be used as an adhesive for a medical skin patch that is continuously attached to a living body for a period of several days to several weeks while reducing the burden on the living body. It can be suitably used as a layer or the like.

(Additional note)
The following technology is disclosed by the description of the above embodiments.

(Technology 1)
A biological resin composition that adheres to a part of a living body,
The biological resin composition includes:
an azide compound;
an acid generator that generates acid upon external stimulation;
A biological resin composition containing.

With this configuration, the biological resin composition in technique 1 can be easily peeled off from the living body by reducing the adhesive strength of the solidified material of the biological resin composition to the living body at any timing.

(Technology 2)
The biomaterial resin composition according to technique 1, wherein the solidified material of the biomaterial resin composition generates gas and causes a volume change when the external stimulus is applied, thereby reducing adhesive strength with the living body. With such a configuration, the biological resin composition in technology 2 can easily peel off the solidified biological resin composition that is firmly adhered to a part of the biological body from the biological body at any timing. It is.

(Technology 3)
The biological resin composition according to

technique

1 or 2, wherein the external stimulus is at least one selected from the group consisting of light, heat, magnetism, electricity, and external force. With such a configuration, the biological resin composition in Technology 3 can be used in a simpler manner at any timing while preventing the adhesive strength between the solidified biological resin composition and the living body from decreasing in normal life. It is possible to achieve highly efficient peeling and to further suppress damage to living organisms.

(Technology 4)
The biological resin composition according to technique 3, wherein the acid generator is a photoacid generator that generates acid in response to light, and the external stimulus includes light. With such a configuration, the biological resin composition in technology 4 can be used in a simpler manner at any timing while preventing the adhesive strength between the solidified biological resin composition and the living body from decreasing in normal life. It is possible to achieve highly efficient peeling and to further suppress damage to living organisms.

(Technology 5)
The biological resin composition according to technique 4, wherein the light has a wavelength within a range of less than 400 nm, and the photoacid generator has light absorption in a wavelength range of less than 400 nm. With this configuration, light having a wavelength within a range of less than 400 nm, that is, light including light with a wavelength of less than 400 nm, can be used as an external stimulus. While preventing the adhesive strength from decreasing, it is possible to achieve efficient peeling of the solidified material from the living body at any desired timing using a simple method, and further suppress damage to the living body.

(Technology 6)
The biological resin composition according to technique 4 or technique 5, wherein the biological resin composition contains the photoacid generator in a range of 0.05% by mass or more and 10% by mass or less. By containing the photoacid generator in an amount of 0.05% by mass or more, the biological resin composition of technique 6 can further improve the releasability from the living body upon irradiation with light, which is an external stimulus. By containing the photoacid generator compound in an amount of 10% by mass or less, the compatibility with the polymer material serving as the base material in the biological resin composition increases, and the polymer material serving as the base material in the biological resin composition increases. The effect of easily maintaining physical properties such as Therefore, for example, the effect of improving the adhesive strength between the solidified biomaterial resin composition and the living body before external stimulation is applied can be obtained.

(Technology 7)
Any one of Techniques 4 to 6, wherein the photoacid generator is at least one selected from the group consisting of sulfonium salts, iodonium salts, diazonium salts, sulfonyldiazomethanes, imidosulfonates, oxime sulfonates, and arylsulfonate esters. The biological resin composition according to item 1. With this configuration, the biological resin composition of technology 7 can use light having a wavelength within a range of less than 400 nm as an external stimulus. By responding with light in such a wavelength range, it is possible to prevent the adhesive strength between the solidified biological resin composition and the living body from decreasing in normal life. Furthermore, since light in such a wavelength range can be used as an external stimulus, efficient peeling can be achieved at any timing using a simpler method.

(Technology 8)
The biological resin composition according to any one of techniques 4 to 7, wherein the photoacid generator is a sulfonium salt. With this configuration, the biological resin composition of technology 8 can use light having a wavelength within a range of less than 400 nm as an external stimulus. By responding with light in such a wavelength range, it is possible to prevent the adhesive strength between the solidified biological resin composition and the living body from decreasing in normal life. Furthermore, since light in such a wavelength range can be used as an external stimulus, efficient peeling can be achieved at any timing using a simpler method.

(Technology 9)
The biological resin composition according to any one of Techniques 1 to 8, wherein the contact angle of water to the surface of the solidified material of the biological resin composition is 30° or more and 110° or less. With such a configuration, the solidified resin composition for living body according to technique 9 has a high adhesive force with the living body, and can stably adhere to the living body for a long time.

(Technology 10)
The biological resin composition according to any one of Techniques 1 to 9, wherein the biological resin composition contains the azide compound in a range of 0.5% by mass or more and 50% by mass or less. By containing the azide compound in an amount of 0.5% by mass or more, the solidified material of the resin composition for biological use according to technique 10 can improve the releasability of nitrogen from living organisms when irradiated with light, which is an external stimulus. When the azide compound is contained in an amount of 50% by mass or less, it is possible to easily maintain the physical properties of a polymeric material, etc., which is a base material in a resin composition for biological use. For this reason, for example, the effect of improving the adhesive strength between the solidified product of the biological resin composition and the living body before irradiation with light can be obtained.

(Technology 11)
The biological resin composition according to any one of Techniques 1 to 10, wherein the azide compound includes a glycidyl azide polymer. When the biological resin composition contains a glycidyl azide polymer, when the solidified biological resin composition is irradiated with light, nitrogen gas is generated by the photoreaction of the glycidyl azide polymer itself, and acid and gas generated from the photoacid generator are generated. Nitrogen gas is generated by the reaction of the lysyl azide polymer and nitrogen gas is generated by the two reactions, so the volume change of the solidified biomaterial resin composition becomes large, making it possible to further improve the releasability from the living body. becomes.

(Technology 12)
The biological resin composition according to any one of Techniques 1 to 11, wherein the biological resin composition is a cosmetic resin composition used for a cosmetic that adheres to a part of a living body. According to this configuration, the biological resin composition in technique 12 can be firmly adhered to a part of a living body, and can be easily peeled off from the living body at any timing. Therefore, according to the resin composition for biological use in technology 12, cosmetics that are worn continuously on a living body for a period of several days to several weeks, such as gel nails and eyelash extensions, can be applied to a living body without causing a load on the living body. can be used to reduce the

The biological resin composition of the present disclosure will be explained in more detail with reference to Examples. The biological resin composition of the present disclosure is not limited to the following examples.

[Adhesion evaluation before and after UV irradiation]
(Sample 1)
19.8% by mass of glycidyl azide polymer (GAP manufactured by NOF Corporation) as the azide compound, 1% by mass of a sulfonium salt photoacid generator (CP-310B manufactured by San-Apro Corporation) as the photoacid generator, and commercially available urethane. PREGEL base gel nails manufactured by PRIAMPHA, which is mainly composed of acrylate oligomers, were mixed to a concentration of 79.2% by mass, and the mixture was sufficiently mixed to be homogeneous to prepare a biological resin composition. Note that the sulfonium salt photoacid generator CP-310B has light absorption in a wavelength range of 280 nm or more and less than 400 nm.

The biological resin composition of this sample was applied onto a glass substrate as a base material by performing gap coating to a thickness of 200 μm. The obtained coating film was irradiated with light emitting diode output light (hereinafter referred to as "LED output light") having a wavelength of 390 nm to 400 nm for 2 minutes using a gel nail curing light. As a result, the coating film formed of the biological resin composition on the base material was cured, and a solidified product of the biological resin composition was obtained.

On the top surface of the solidified biological resin composition of Sample 1, PREGEL base gel nail manufactured by Preampa, which has a commercially available urethane acrylate oligomer as its main component, was applied by gap coating to a thickness of 100 μm. The obtained coating film was irradiated with LED output light having a wavelength of 390 nm to 400 nm for 2 minutes using a gel nail curing light. As a result, the gel nail base was cured, and an evaluation sample was obtained in which the surface of the solidified body-use resin composition was coated with gel nail. That is, in the evaluation sample, a laminate of the solidified biological resin composition and the gel nail was formed on the glass substrate.

<Adhesiveness evaluation before UV light irradiation>
Place a cutter knife on the top surface of the above evaluation sample so that it is perpendicular to the surface of the laminate, make four cuts at 3 mm intervals on the surface of the laminate, and then Four orthogonal cuts were made at different angles, and a lattice-like crosscut of 9 squares of 3 mm square was made. Cellophane tape (Scotch Transparent Tape, manufactured by 3M) was strongly pressed against the cross-cut surface, and the tape was peeled off. The adhesion of the solidified biological resin composition was evaluated by checking whether or not the nine cross-cut sections were peeled off when the tape was peeled off. In the laminate of this sample, there were no peeled parts in the 9 squares.

<Foaming evaluation and adhesiveness evaluation after ultraviolet light irradiation>
An evaluation sample prepared in the same manner as above was irradiated with ultraviolet light at 20 J/cm ² . For irradiation with ultraviolet light, an LED light (manufactured by DOWA) having a center peak at 340 nm was used. The intensity of the ultraviolet light was measured using UV LIGHT METER (UV-37SD manufactured by Custom Co., Ltd.), and the irradiation time was adjusted to make the amount of ultraviolet light irradiation 20 J/cm ² . It was visually confirmed that gas was generated and foamed at the light irradiated site of the evaluation sample due to the ultraviolet light irradiation. Cross-cutting was performed on the evaluation sample irradiated with ultraviolet light in the same manner as above, cellophane tape was strongly pressed against the cross-cut surface, and the tape was peeled off. The adhesion of the solidified biological resin composition after irradiation with ultraviolet light was evaluated by checking the presence or absence of peeling of the sample at the cross-cut portion of 9 squares when the tape was peeled off. In the laminate of this sample, peeling was observed in 9 out of 9 squares.

(Sample 2)
19.6% by mass of glycidyl azide polymer (GAP manufactured by NOF Corporation) as the azide compound, 2% by mass of a sulfonium salt photoacid generator (CP-310B manufactured by San-Apro Co., Ltd.) as the photoacid generator, and commercially available urethane. An evaluation sample was prepared in the same manner as Sample 1, except that a biological resin composition containing 78.4% by mass of PREGEL base gel nail manufactured by Preampa, whose main component was an acrylate oligomer, was used. Using the evaluation sample, adhesiveness evaluation before ultraviolet irradiation was performed in the same manner as Sample 1. As a result, there were no peeled parts in the 9 squares before UV irradiation. Next, evaluation of foaming after irradiation with ultraviolet light was performed in the same manner as in Sample 1. As a result, it was confirmed that gas was generated and foamed at the light irradiated area of the evaluation sample. Furthermore, when the adhesiveness was evaluated after irradiation with ultraviolet light, peeling was observed in 9 out of 9 squares.

(Sample 3)
20% by mass of glycidyl azide polymer (GAP manufactured by NOF Corporation) as the azide compound, 0.1% by mass of a sulfonium salt photoacid generator (CP-310B manufactured by San-Apro Co., Ltd.) as the photoacid generator, and commercially available urethane. Adhesion evaluation before UV irradiation using the same method as Sample 1 except that a biological resin composition containing 79.9% by mass of PREGEL base gel nails made by Preampa, whose main component is acrylate oligomer, was used. was carried out. As a result, there were no peeled parts in the 9 squares before UV irradiation. Next, foaming evaluation after irradiation with ultraviolet light was performed in the same manner as in Sample 1. As a result, it was confirmed that gas was generated and foamed at the light irradiated area of the sample, and when adhesiveness was evaluated, peeling was observed in 9 out of 9 squares.

(Sample 4)
As the azide compound, 19.0% by mass of glycidyl azide polymer (GAP, manufactured by NOF Corporation), and 5% by mass of a sulfonium salt-based photoacid generator (CP-210S, manufactured by San-Apro Corporation) as the photoacid generator. PREGEL base gel nails manufactured by PRIAMPHA, whose main component is urethane acrylate oligomer, were mixed to a concentration of 76.0% by mass, and the mixture was sufficiently mixed to be homogeneous to prepare a biological resin composition. Note that the sulfonium salt photoacid generator CP-210S has light absorption in a wavelength range of 280 nm or more and less than 400 nm. Other than that, adhesiveness evaluation before UV irradiation was performed in the same manner as Sample 1. As a result, there were no peeled parts in the 9 squares before UV irradiation. Next, foaming evaluation after irradiation with ultraviolet light was performed in the same manner as in Sample 1. As a result, it was confirmed that gas was generated and foamed at the light irradiated area of the measurement sample. When adhesiveness was evaluated, peeling was observed in 9 out of 9 squares.

(Sample 5)
The same method as Sample 1 was used except that a 365 nm center peak LED light (manufactured by DOWA) was used for ultraviolet light irradiation, and the amount of ultraviolet light irradiation was set to 40 J/cm ² by adjusting the irradiation time. Adhesion was evaluated before UV irradiation. As a result, there were no peeled parts in the 9 squares before UV irradiation. Next, foaming evaluation after irradiation with ultraviolet light was performed in the same manner as in Sample 1. As a result, it was confirmed that gas was generated and foamed at the light irradiated area of the sample, and when adhesiveness was evaluated, peeling was observed in 6 out of 9 squares.

(Sample 6)
As the azide compound, 9.9% by mass of glycidyl azide polymer (GAP manufactured by NOF Corporation), 1% by mass of the sulfonium salt photoacid generator CP-310B (manufactured by San-Apro Co., Ltd.) as the photoacid generator, and 1% by mass of glycidyl azide polymer (GAP manufactured by NOF Corporation). Adhesiveness before UV irradiation was determined in the same manner as Sample 1, except that a biological resin composition containing 89.1% by mass of PREGEL base gel nails manufactured by Preampa, whose main component is urethane acrylate oligomer, was used. An evaluation was conducted. As a result, there were no peeled parts in the 9 squares before UV irradiation. Next, foaming evaluation after irradiation with ultraviolet light was performed in the same manner as in Sample 1. As a result, it was confirmed that gas was generated and foamed at the light irradiated area of the sample, and when adhesiveness was evaluated, peeling was observed in 9 out of 9 squares.

(Sample 7)
As the azide compound, 49.5% by mass of glycidyl azide polymer (GAP manufactured by NOF Corporation), 1% by mass of the sulfonium salt photoacid generator CP-310B (manufactured by San-Apro Co., Ltd.) as the photoacid generator, and commercially available Adhesiveness before UV irradiation was measured in the same manner as Sample 1, except that a biological resin composition containing 49.5% by mass of PREGEL base gel nails manufactured by Preampa, whose main component is urethane acrylate oligomer, was used. An evaluation was conducted. As a result, peeling was observed in 3 out of 9 squares before UV irradiation. Next, foaming evaluation after irradiation with ultraviolet light was performed in the same manner as in Sample 1. As a result, it was confirmed that gas was generated and foamed at the light irradiated area of the sample, and when adhesiveness was evaluated, peeling was observed in 9 out of 9 squares.

(Sample 8)
Instead of a commercially available gel nail base, use 59.0% by mass of urethane methacrylate polymer (manufactured by Kyoeisha Kagaku Co., Ltd.), 1% by mass of Diphenyl (2,4,6-trimethylbenzoyl) phosphine oxide, and Polyethylene Glycol Monomethyl Ether. Methacrylate 40.0% by mass Adhesiveness evaluation before UV irradiation was carried out in the same manner as Sample 1 except that gel nails obtained by mixing were used. As a result, peeling was observed in 5 out of 9 squares before UV irradiation. Next, foaming evaluation after irradiation with ultraviolet light was performed in the same manner as in Sample 1. As a result, it was confirmed that gas was generated and foamed at the light irradiated area of the sample. When adhesiveness was evaluated, peeling was observed in 9 out of 9 squares.

(Sample 9)
Other than using only the solidified body-use resin composition as an evaluation sample, without placing a commercially available PREGEL base gel nail made by PRIAMPHA, whose main component is a urethane acrylate oligomer, on the solidified body-use resin composition. conducted adhesive evaluation before UV irradiation using the same method as Sample 1. As a result, no peeling was observed before UV irradiation. Next, foaming evaluation after irradiation with ultraviolet light was performed in the same manner as in Sample 1. As a result, it was confirmed that gas was generated and foamed at the light irradiated area of the sample, and when adhesiveness was evaluated, peeling was observed in 9 out of 9 squares.

(Sample 21)
Adhesiveness evaluation before UV irradiation was performed in the same manner as Sample 1, except that the biological resin composition was 100% by mass of PREGEL base gel nail manufactured by Preampa, whose main component was a commercially available urethane acrylate oligomer. As a result, there were no peeled parts in the 9 squares before UV irradiation. Next, foaming evaluation after irradiation with ultraviolet light was performed in the same manner as in Sample 1. As a result, no foaming was observed in the light irradiated area of the sample, and when adhesiveness was evaluated, there were no peeled parts in 9 squares.

(Sample 22)
As the azide compound, 20.0% by mass of glycidyl azide polymer (GAP manufactured by NOF Corporation) and 80.0% by mass of PREGEL base gel nail manufactured by Preampa, whose main component is a commercially available urethane acrylate oligomer, were mixed. Adhesiveness evaluation before ultraviolet irradiation was performed in the same manner as Sample 1 except for using the resin composition for biological use. As a result, there were no peeled parts in the 9 squares before UV irradiation. Next, foaming evaluation after irradiation with ultraviolet light was performed in the same manner as in Sample 1. As a result, it was confirmed that gas was generated and foamed at the light irradiated area of the sample, and when adhesiveness was evaluated, peeling was observed in 3 out of 9 squares.

The results of samples 1 to 7 and samples 21 to 22 are summarized in Table 1A and Table 1B. Adhesion before ultraviolet irradiation, releasability and foamability after ultraviolet irradiation were evaluated according to the following criteria based on the results of adhesiveness evaluation and foaming evaluation of the solidified biological resin composition.

・Adhesiveness before UV light irradiation 〇: When there was no peeling in all of the 9 squares of the cross-cut section △: When there was peeling within 5 of the 9 squares of the cross-cut section ×: When there was peeling within 5 of the 9 squares of the cross-cut section When peeling occurs in 6 squares or more - Foaming property after UV light irradiation ○: Foaming was visually confirmed ×: Foaming was not visually confirmed - Peelability after UV light irradiation ○: 9 squares of the cross-cut part When peeling occurs in 6 squares or more in the middle △: When peeling occurs within 5 of 9 squares in the cross-cut part ×: When there is no peeling in all 9 squares in the cross-cut part

From the results shown in Table 1A and Table 1B, when the biological resin composition contains an azide compound and a photoacid generator (samples 1 to 7), the solidified biological resin composition before irradiation with ultraviolet light Adhesion was high, and foaming was observed after irradiation with ultraviolet light, resulting in decreased adhesion and improved releasability. Sample 8, in which the base gel nail was changed from Sample 1, and Sample 9, in which the surface of the solidified biomaterial resin composition was not coated with gel nail in the configuration of Sample 1, also showed that the biomaterial resin composition The same results as Samples 1 to 7 were obtained by including the azide compound and the photoacid generator. When the biological resin composition contains neither an azide compound nor a photoacid generator (sample 21), the solidified biological resin composition has high adhesiveness before irradiation with ultraviolet light, but after irradiation with ultraviolet light, No foaming was observed, no decrease in adhesion was observed, and the releasability was low. In addition, when the biological resin composition contained only an azide compound (sample 22), the adhesiveness of the solidified biological resin composition before ultraviolet light irradiation was high, and foaming was confirmed after ultraviolet light irradiation. The result was a lower releasability than when a photoacid generator was included. This is presumably because the gsyridyl azide polymer itself, which is an azide compound, decomposed and foamed due to photoreaction even when no photoacid generator was included, but the amount of foaming was not large, resulting in low peelability.

[Releasability evaluation for nails]
(Sample 10)
A biological resin composition prepared in the same manner as Sample 1 was applied to the entire surface of the nail with a nail brush, and the biological resin composition was placed on the nail. By irradiating the biological resin composition on the nail with LED output light with a wavelength of 390 nm to 400 nm for 5 minutes using a gel nail curing light, the biological resin composition on the nail is cured and the biological resin is cured. A solidified product of the composition was obtained. Furthermore, in order to install a top gel nail layer on the outermost layer as in the case of general gel nails, a top gel nail (manufactured by Nail Lab, PRESTO TOPGEL) is placed on the top surface of the obtained solidified biological resin composition. was applied. Next, by irradiating LED output light with a wavelength of 390 nm to 400 nm for 5 minutes, a laminated film of the solidified biological resin composition and the top gel nail layer shown in FIG. 3 is formed, and the unfinished surface of the top gel nail layer is removed. The cured resin was wiped off with ethanol.

Peelability was evaluated by measuring the time required to peel off the layered layer of the solidified biological resin composition and top gel nail from the nail using tweezers. Regarding the sample before irradiation with ultraviolet light, the film of the solidified biological resin composition could not be peeled off without acetone. A similarly prepared sample was irradiated with 20 J/cm ² of ultraviolet light in the same manner as Sample 1. Regarding the sample after ultraviolet light irradiation, the film of the solidified biological resin composition could be peeled off from the nail in 30 seconds without acetone.

(Sample 11)
Using a biological resin composition produced in the same manner as Sample 6, the releasability of the film of the solidified biological resin composition from the nail was evaluated in the same manner as Sample 10. As a result, for the sample before irradiation with ultraviolet light, the film of the solidified biological resin composition could not be peeled off without acetone. A similarly prepared sample was irradiated with 20 J/cm ² of ultraviolet light in the same manner as Sample 1. Regarding the sample after ultraviolet light irradiation, the film of the solidified biological resin composition could be peeled off from the nail in 120 seconds without acetone.

(Sample 23)
Using a biological resin composition produced in the same manner as Sample 21, the releasability of the film of the solidified biological resin composition from the nail was evaluated in the same manner as Sample 10. As a result, for the sample before irradiation with ultraviolet light, the film of the solidified biological resin composition could not be peeled off without acetone. A similarly prepared sample was irradiated with 20 J/cm ² of ultraviolet light in the same manner as Sample 1. Regarding the sample after irradiation with ultraviolet light, the film of the solidified biological resin composition could not be peeled off from the nail even after 10 minutes or more. Also, the use of acetone was required for stripping.

(Sample 24)
Using a biological resin composition produced in the same manner as Sample 22, the releasability of the film of the solidified biological resin composition from the nail was evaluated in the same manner as Sample 10. As a result, for the sample before irradiation with ultraviolet light, the film of the solidified biological resin composition could not be peeled off without acetone. A similarly prepared sample was irradiated with 20 J/cm ² of ultraviolet light in the same manner as Sample 1. Regarding the sample after ultraviolet light irradiation, the film of the solidified biological resin composition could be peeled off from the nail in 180 seconds without acetone.

The results for samples 10, 11, 23, and 24 are shown in Table 2. Regarding the results of evaluating the releasability of the solidified biological resin composition to nails before and after irradiation with ultraviolet light, if the film could not be peeled off without acetone before irradiation with ultraviolet light, 〇 indicates that it could be peeled off without acetone. Cases are indicated by ×. After irradiation with ultraviolet light, a case where the film was peeled off sooner than 3 minutes was marked as ○, a case where peeling took more than 3 minutes and less than 10 minutes was marked as △, and a case where the use of acetone was required for peeling was marked as ×.

[Evaluation of adhesion to nails]
(Sample 12)
Using a biogenic resin composition prepared in the same manner as Sample 1, it was applied to the entire surface of the nail of a human hand with a nail brush, the biogenic resin composition was placed on the nail, and a gel nail curing gel was applied. Using a light, the nail was cured by irradiating it with LED output light with a wavelength of 390 nm to 400 nm for 2 minutes, and a film of the solidified biological resin composition was placed on the nail. After curing, the surface was wiped with ethanol, and then normal life was carried out. It was confirmed that the coating did not peel off from the nail for 24 hours or more. Further, after applying the biological resin composition to the nail, the nail was rubbed 100 times with a cotton swab, but no peeling was observed.

In addition, the biological resin composition was coated on a slide glass by gap coating, and cured by irradiating it with LED output light with a wavelength of 390 nm to 400 nm for 2 minutes using a gel nail curing light. A sheet was produced. The contact angle of water on the surface of this film-like sheet was evaluated. The contact angle was measured by a droplet method using DROPMASTER DMO-501 manufactured by Kyowa Interface Science Co., Ltd. The contact angle was evaluated by dropping 5 μL of water. The analysis was performed using the θ/2 method. The contact angle was measured five times and the average value was calculated. The contact angle of water with the surface of this film-like sheet, that is, the surface of the solidified biomaterial resin composition, was 76.1°.

(Sample 13)
Using a biological resin composition prepared in the same manner as Sample 4, a film of the solidified biological resin composition was placed on the nail in the same manner as Sample 12. After curing, the surface was wiped with ethanol, and then normal life was carried out. It was confirmed that the coating did not peel off from the nail for 24 hours or more. Further, after applying the biological resin composition to the nail, the nail was rubbed 100 times with a cotton swab, but no peeling was observed.

In addition, in the same manner as Sample 12, the contact angle of water on the surface of the solidified biological resin composition of Sample 13 was measured. The water contact angle was 67.6°.

Table 3 shows each result.

The biological resin composition of the present disclosure can be used, for example, as a base coat for nails. Moreover, the biological resin composition of the present disclosure can be further used for applications such as eyelash extension adhesives and hair adhesives.

1 Nail 2 Solidified product of biological resin composition 3 Gel nail 3a Color gel nail 3b Top gel nail

Claims

A biological resin composition that adheres to a part of a living body,
The biological resin composition includes:
an azide compound;
A resin composition for biological use, comprising an acid generator that generates acid upon external stimulation.
The solidified body resin composition generates gas and causes a volume change when the external stimulus is applied, reducing the adhesive strength with the part of the body.
The biological resin composition according to claim 1.
The external stimulus is at least one selected from the group consisting of light, heat, magnetism, electricity, and external force.
The biological resin composition according to claim 1.
The acid generator is a photoacid generator that generates acid by light,
the external stimulus includes light;
The biological resin composition according to claim 3.
the light has a wavelength in a range of less than 400 nm;
The photoacid generator has light absorption in a wavelength region of less than 400 nm.
The biological resin composition according to claim 4.
The biological resin composition contains the photoacid generator in a range of 0.05% by mass or more and 10% by mass or less,
The biological resin composition according to claim 4.
The photoacid generator is at least one selected from the group consisting of sulfonium salts, iodonium salts, diazonium salts, sulfonyldiazomethanes, imidosulfonates, oxime sulfonates, and arylsulfonate esters.
The biological resin composition according to claim 4.
the photoacid generator is a sulfonium salt;
The biological resin composition according to claim 4.
The contact angle of water with respect to the surface of the solidified product of the biological resin composition is 30° or more and 110° or less,
The biological resin composition according to claim 1.
The biological resin composition contains the azide compound in a range of 0.5% by mass or more and 50% by mass or less,
The biological resin composition according to claim 1.
The azide compound includes a glycidyl azide polymer.
The biological resin composition according to claim 1.
The living body resin composition is a cosmetic resin composition used in a cosmetic that adheres to a part of a living body.
The biological resin composition according to claim 1.