(Meth) Acrylate Resin And External Film Forming Composition

Abstract

The present invention relates to a (meth) acrylate resin for an external film-forming composition and an external film-forming composition, wherein the (meth) acrylate resin for an external film-forming composition comprises: a (meth) acrylate monomer; the polar monomer is a hydroxyl-containing monomer or an amino-containing monomer or a combination of the hydroxyl-containing monomer and the amino-containing monomer, and the polar monomer accounts for 1-13 weight percent of the total weight of the (methyl) acrylate monomer and the polar monomer; an initiator; and a first solvent. The glass transition temperature (Tg) of the (meth) acrylate resin is less than-30 DEG C. The (meth) acrylate resin for the external film-forming composition can enhance the adhesion and water resistance of the external film-forming composition, and has good compatibility with the external film-forming composition.

Description

Technical Field

[0001] The present invention relates to a (meth)acrylate resin for an external film-forming composition and the external film-forming composition, in particular to a (meth)acrylate resin which can improve the adhesion and water resistance of the external film-forming composition and has good compatibility with the external film-forming composition. Background Art

[0002] In our daily lives, people often suffer from burns, scalds, abrasions, scratches and other wounds on the surface of the skin. Wounds can cause varying degrees of tissue necrosis and vascular rupture and bleeding, inflammatory reactions, and local redness and swelling. Therefore, wound protection has become an important research topic in the field of wound repair.

[0003] In the prior art, there are external film-forming compositions that can be applied to superficial wounds or small wounds on the skin surface such as burns, scalds, abrasions, scratches, etc., which are mainly made from raw materials such as ethanol, ethyl acetate or nitrocellulose. The external film-forming composition can dry quickly and form a breathable and elastic protective film, which is very convenient for protecting and caring for various irregular wounds, and will not affect the patient's daily activities after application.

[0004] However, the existing external film-forming compositions for protecting wounds still have problems of poor adhesion and water resistance. After the existing external film-forming compositions are applied to the skin and dried, the protective film formed is easy to fall off the skin. Although the existing acrylic adhesives can provide good adhesion, they will cause white fog, delamination or excessive viscosity after being added to the external film-forming compositions due to poor compatibility, making it difficult to apply the external film-forming compositions on wounds. Summary of the invention

[0005] The object of the present invention is to provide a (meth)acrylate resin for external film-forming compositions, which can be added to a film-forming agent or mixed in an existing external film-forming composition to make the external film-forming composition have better adhesion and water resistance.

[0006] In order to achieve the above-mentioned object, the present invention provides a (meth)acrylate resin for external film-forming composition, comprising a (meth)acrylate monomer, a polar monomer, an initiator and a first solvent. The polar monomer is a hydroxyl-containing monomer or an amine-containing monomer or a combination thereof, and the polar monomer accounts for between 1 weight percent and 13 weight percent of the total weight of the (meth)acrylate monomer and the polar monomer. The glass transition temperature (Tg) of the (meth)acrylate resin is less than -30°C, the viscosity (25°C) is between 400cps and 3200cps, the weight average molecular weight (Mw) is between 200,000 and 650,000, and the polydispersity index (PDI) is between 3.5 and 6.

[0007] As an optional technical solution, the polar monomer accounts for 2 weight percent to 12 weight percent of the total weight of the (meth)acrylate monomer and the polar monomer.

[0008] As an optional technical solution, the (meth)acrylate monomer is selected from at least one of methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, sec-butyl (meth)acrylate, tert-butyl (meth)acrylate, pentyl (meth)acrylate, n-hexyl (meth)acrylate, cyclohexyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, n-octyl (meth)acrylate, isooctyl (meth)acrylate, isononyl (meth)acrylate, lauryl (meth)acrylate (methyl), tetradecyl acrylate, cyclopentyl (meth)acrylate, cyclohexyl (meth)acrylate (methyl), phenyl (meth)acrylate, phenoxyethyl acrylate, phenoxypropyl (meth)acrylate, phenoxybutyl (meth)acrylate, phenoxydiethylene glycol (meth)acrylate, 2-hydroxy-3-phenoxypropyl (meth)acrylate, tolyl (meth)acrylate and polystyrene (meth)acrylate or any combination thereof.

[0009] As an optional technical solution, the hydroxyl-containing monomer is selected from at least one of 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 3-hydroxypropyl (meth)acrylate, 3-hydroxybutyl (meth)acrylate and 4-hydroxybutyl (meth)acrylate, or any combination thereof.

[0010] As an optional technical solution, the amine-containing monomer is selected from at least one of N,N-dimethylacrylamide, N,N-diethylacrylamide and hydroxyethylacrylamide, or any combination thereof.

[0011] As an optional technical solution, the first solvent is selected from at least one of ethanol, ethyl acetate, butyl acetate, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, isooctane, isopentane and hexamethyldisiloxane, or any combination thereof.

[0012] The present invention also provides an external film-forming composition, comprising the aforementioned (meth)acrylate resin, a film-forming agent, and a second solvent.

[0013] As an optional technical solution, the external film-forming composition comprises 15 to 35 weight percent of the (meth)acrylate resin, 3 to 15 weight percent of the film-forming agent and 50 to 75 weight percent of the second solvent.

[0014] As an optional technical solution, the film-forming agent is selected from at least one of ethyl cellulose, hydroxyethyl cellulose and nitrocellulose or any combination thereof.

[0015] As an optional technical solution, the second solvent is selected from at least one of ethanol, ethyl acetate, butyl acetate, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, isooctane, isopentane and hexamethyldisiloxane, or any combination thereof.

[0016] The (meth)acrylate resin of the present invention can provide good adhesion and water resistance, and has good compatibility with external film-forming agents, and will not cause white fog or delamination problems. In addition, the (meth)acrylate resin of the present invention can be applied to existing external film-forming compositions or external film-forming agents, and can still maintain a low viscosity after being mixed with external film-forming agents, and can be easily applied to wounds to protect the wounds.

[0017] The present invention is described in detail below with reference to specific embodiments, but is not intended to limit the present invention. DETAILED DESCRIPTION

[0018] In order to provide a further understanding of the purpose, structure, features and functions of the present invention, the following detailed description is given in conjunction with the embodiments.

[0019] Herein, (meth)acrylic acid refers to methacrylic acid and acrylic acid, (meth)acrylate refers to methacrylate and acrylate, and (meth)acrylamide refers to methacrylamide and acrylamide.

[0020] The present invention provides a (meth)acrylate resin for an external film-forming composition, which comprises a (meth)acrylate monomer, a polar monomer, an initiator and a first solvent. The polar monomer is a hydroxyl-containing monomer or an amine-containing monomer or a combination thereof (i.e., a combination of a hydroxyl-containing monomer and an amine-containing monomer), and the polar monomer accounts for 1 weight percent to 13 weight percent of the total weight of the (meth)acrylate monomer and the polar monomer.

[0021] Among them, the glass transition temperature (Tg) of the (meth)acrylate resin is less than -30°C. By adding the (meth)acrylate resin with a lower glass transition temperature (Tg) of the present invention, the external film-forming composition can have good adhesion and improve the water resistance of the external film-forming composition. If the glass transition temperature of the (meth)acrylate resin is too high, the external film-forming composition will not be able to adhere to the skin. The viscosity (25°C) of the (meth)acrylate resin is between 400cps and 3200cps, the weight average molecular weight (Mw) is between 200,000 and 650,000, and the polydispersity index (PDI) is between 3.5 and 6. When the viscosity or weight average molecular weight of the (meth)acrylate resin used for the external film-forming composition is higher than the aforementioned range, the viscosity of the external film-forming composition will be too high and it will not be easy to apply to the wound. When its viscosity or weight average molecular weight is lower than the aforementioned range, the fluidity of the external film-forming composition will be too high and it will not be easy to apply to the wound. A polydispersity index (PDI) that is too high or too low will affect the adhesion effect of the external film-forming composition.

[0022] The (meth)acrylate resin of the present invention can provide good adhesion and water resistance, and has good compatibility with external film-forming agents, and will not cause white fog or delamination problems. In addition, the (meth)acrylate resin of the present invention can be applied to existing external film-forming compositions or external film-forming agents, and can still maintain a low viscosity after being mixed with external film-forming agents, and can be easily applied to wounds to protect the wounds.

[0023] The (meth)acrylate monomers suitable for the (meth)acrylate resin of the present invention may be (meth)acrylate monomers having a linear, branched, or cyclic C1-C12 alkyl or alkoxy group, or an aryloxy group, such as but not limited to methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, sec-butyl (meth)acrylate, tert-butyl (meth)acrylate, pentyl (meth)acrylate, n-hexyl (meth)acrylate, cyclohexyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, At least one of or any combination of n-octyl (meth)acrylate, isooctyl (meth)acrylate, isononyl (meth)acrylate, lauryl (meth)acrylate (meth), tetradecyl acrylate, cyclopentyl (meth)acrylate, cyclohexyl (meth)acrylate (meth), phenyl (meth)acrylate, phenoxyethyl acrylate, phenoxypropyl (meth)acrylate, phenoxybutyl (meth)acrylate, phenoxydiethylene glycol (meth)acrylate, 2-hydroxy-3-phenoxypropyl (meth)acrylate, tolyl (meth)acrylate and polystyrene (meth)acrylate.

[0024] The polar monomers used in the (meth)acrylate resin of the present invention preferably account for 2 to 12 weight percent of the total weight of the (meth)acrylate monomers and the polar monomers. When the amount of polar monomers added is too small, the compatibility of the (meth)acrylate resin with the external film-forming agent is poor. When the amount of polar monomers added is too large, the viscosity of the external film-forming composition is too high, which is not conducive to application on wounds.

[0025] Suitable hydroxyl-containing monomers may be, for example, but are not limited to, at least one of 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 3-hydroxypropyl (meth)acrylate, 3-hydroxybutyl (meth)acrylate, and 4-hydroxybutyl (meth)acrylate, or any combination thereof.

[0026] Suitable amine-containing monomers may be, for example, but are not limited to, at least one of N,N-dimethylacrylamide, N,N-diethylacrylamide, and hydroxyethylacrylamide, or any combination thereof.

[0027] The (meth)acrylate resin for the external film-forming composition of the present invention has a specific content of a hydroxyl-containing monomer or / and an amine-containing monomer, so that the (meth)acrylate resin has appropriate polarity and thus has good compatibility with the external film-forming agent. The (meth)acrylate resin for the external film-forming composition of the present invention does not contain a carboxylic acid-containing monomer, so as to avoid discomfort to the skin caused by irritating carboxylic acid groups.

[0028] In one embodiment of the present invention, the (meth)acrylate resin can be obtained by dissolving the (meth)acrylate monomer and the polar monomer in a first solvent, adding an initiator to initiate a polymerization reaction, and then diluting the reaction product with the first solvent. Suitable initiators can be, for example, azobisisobutyronitrile, 2,2'-azobis(2,4-dimethylvaleronitrile), azobisisoheptanenitrile, dimethyl-2,2'-azobis(2-methylpropionic acid), benzoyl peroxide, lauroyl peroxide or capryloyl peroxide, etc., but are not limited thereto. Suitable first solvents can be, for example, ethanol, ethyl acetate, butyl acetate, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, isooctane, isopentane or hexamethyldisiloxane, and the aforementioned first solvents can be used alone or in combination.

[0029] The present invention also provides an external film-forming composition, which has good adhesion and water resistance. The external film-forming composition of the present invention comprises: the aforementioned (meth)acrylate resin, a film-forming agent and a second solvent.

[0030] In one embodiment of the present invention, the external film-forming composition comprises 15 to 35 weight percent of a (meth)acrylate resin, 3 to 15 weight percent of a film-forming agent, and 50 to 75 weight percent of a second solvent.

[0031] The film-forming agent can form a film on the skin to protect the wound. Suitable film-forming agents may be, for example, but not limited to, ethyl cellulose, hydroxyethyl cellulose or nitrocellulose, and the aforementioned film-forming agents may be used alone or in combination.

[0032] In one embodiment of the present invention, the film-forming agent may be, for example, nitrocellulose. Suitable nitrocellulose is one that can form a film on the skin, and there is no particular limitation on its molecular weight or nitrogen content.

[0033] The second solvent is used to adjust the viscosity of the external film-forming composition and reduce the irritation to the skin, so that the external film-forming composition is suitable for application to the wound. In one embodiment of the present invention, the second solvent may be, for example, but not limited to, ethanol, ethyl acetate, butyl acetate, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, isooctane, isopentane or hexamethyldisiloxane, and the aforementioned solvents may be used alone or in combination.

[0034] The external film-forming composition of the present invention may be selectively added with antibacterial agents, moisturizers, polyols, plasticizers, thickeners, antioxidants, stabilizers, and fragrances according to product requirements, but is not limited thereto.

[0035] The external film-forming composition of the present invention can have appropriate viscosity, good adhesion and water resistance by adding a specific (meth)acrylate resin, which is convenient for application to wounds. The (meth)acrylate resin of the present invention has good compatibility with the film-forming agent and the existing external film-forming composition. The appearance of the external film-forming composition formed by adding the (meth)acrylate resin of the present invention can still be transparent and colorless without white fog or stratification problems.

[0036] The following examples are used to further illustrate the present invention, but the contents of the present invention are not limited thereto.

[0037] Example

[0038] Preparation Example 1: Preparation of (meth)acrylate resin for external film-forming composition

[0039] 0.1 parts by weight of azobisisobutyronitrile (AIBN) was added to 30 parts by weight of ethyl acetate (EAC) to form an initiator solution. 77 parts by weight of isooctyl acrylate (2-EHA), 20 parts by weight of methyl acrylate (MA), 3 parts by weight of N,N-dimethylacrylamide (DMAA) were mixed with 70 parts by weight of ethyl acetate (EAC) and nitrogen was introduced for deoxygenation for 30 minutes to form a mixed solution. The initiator solution was placed in a reactor, heated to 85°C in a water bath, and then the mixed solution was dripped into the initiator solution and reacted for 7 hours. After the reaction was completed, it was diluted with ethyl acetate (EAC) to obtain a (meth)acrylate resin with a solid content of 40.05%, a viscosity (25°C) of 477cps, a weight average molecular weight (Mw) of 244,000, a polydispersity index (PDI) of 3.93 and a glass transition temperature (Tg) of -42.41°C.

[0040] Preparation Example 2: Preparation of (meth)acrylate resin for external film-forming composition

[0041] 0.1 parts by weight of azobisisobutyronitrile (AIBN) was added to 25 parts by weight of ethyl acetate (EAC) to form an initiator solution. 75 parts by weight of isooctyl acrylate (2-EHA), 20 parts by weight of methyl acrylate (MA), 5 parts by weight of hydroxyethyl acrylate (2-HEA) were mixed with 41.7 parts by weight of ethyl acetate (EAC), and nitrogen was introduced for deoxygenation for 30 minutes to form a mixed solution. The initiator solution was placed in a reactor, heated to 85°C in a water bath, and then the mixed solution was dripped into the initiator solution and reacted for 7 hours. After the reaction was completed, it was diluted with ethyl acetate (EAC) to obtain a (meth) acrylate resin with a solid content of 40.60%, a viscosity (25°C) of 1026cps, a weight average molecular weight (Mw) of 482,000, a polydispersity index (PDI) of 5.44, and a glass transition temperature (Tg) of -42.98°C.

[0042] Preparation Example 3: Preparation of (meth)acrylate resin for external film-forming composition

[0043] 0.1 parts by weight of azobisisobutyronitrile (AIBN) was added to 25 parts by weight of ethyl acetate (EAC) to form an initiator solution. 70 parts by weight of isooctyl acrylate (2-EHA), 20 parts by weight of methyl acrylate (MA), 10 parts by weight of 4-hydroxybutyl acrylate (4-HBA) were mixed with 41.7 parts by weight of ethyl acetate (EAC) and nitrogen was introduced for deoxygenation for 30 minutes to form a mixed solution. The initiator solution was placed in a reactor, heated to 85°C in water, and then the mixed solution was dripped into the initiator solution and reacted for 7 hours. After the reaction was completed, it was diluted with ethyl acetate (EAC) to obtain a (meth)acrylate resin with a solid content of 41.20%, a viscosity (25°C) of 3109cps, a weight average molecular weight (Mw) of 627,000, a polydispersity index (PDI) of 5.68 and a glass transition temperature (Tg) of -40.76°C.

[0044] Preparation Example 4: Preparation of (meth)acrylate resin for external film-forming composition

[0045] 0.1 parts by weight of azobisisobutyronitrile (AIBN) was added to 30 parts by weight of ethyl acetate (EAC) to form an initiator solution. 72 parts by weight of isooctyl acrylate (2-EHA), 20 parts by weight of methyl acrylate (MA), 5 parts by weight of N,N-dimethylacrylamide (DMAA), 3 parts by weight of 4-hydroxybutyl acrylate (4-HBA) were mixed with 70 parts by weight of ethyl acetate (EAC) and nitrogen was introduced for deoxygenation for 30 minutes to form a mixed solution. The initiator solution was placed in a reactor, heated to 85°C in water, and then the mixed solution was dripped into the initiator solution and reacted for 7 hours. After the reaction was completed, it was diluted with ethyl acetate (EAC) to obtain a (meth)acrylate resin with a solid content of 39.80%, a viscosity (25°C) of 570cps, a weight average molecular weight (Mw) of 364,000, a polydispersity index (PDI) of 4.47 and a glass transition temperature (Tg) of -39.68°C.

[0046] Preparation Example 5: Preparation of (meth)acrylate resin for external film-forming composition

[0047] 0.1 parts by weight of azobisisobutyronitrile (AIBN) was added to 30 parts by weight of ethyl acetate (EAC) to form an initiator solution. 75 parts by weight of isooctyl acrylate (2-EHA), 20 parts by weight of methyl acrylate (MA), 3 parts by weight of N,N-dimethylacrylamide (DMAA), 2 parts by weight of N,N-diethylacrylamide (DEAA) were mixed with 70 parts by weight of ethyl acetate (EAC) and nitrogen was introduced for deoxygenation for 30 minutes to form a mixed solution. The initiator solution was placed in a reactor, heated to 85°C in water, and then the mixed solution was dripped into the initiator solution and reacted for 7 hours. After the reaction was completed, it was diluted with ethyl acetate (EAC) to obtain a (meth)acrylate resin with a solid content of 40.75%, a viscosity (25°C) of 696cps, a weight average molecular weight (Mw) of 280,000, a polydispersity index (PDI) of 4.05 and a glass transition temperature (Tg) of -42.34°C.

[0048] Example 1: Preparation of external film-forming composition

[0049] 15 parts by weight of ethyl acetate (EAC), 2 parts by weight of hexamethyldisiloxane (HMDSO), and 3 parts by weight of nitrocellulose (purchased from Taiwan Nitro Corporation) were added to 10 parts by weight of the (meth)acrylate resin of Preparation Example 1, and stirred evenly at room temperature to prepare an external film-forming composition. The compatibility, adhesion, and water resistance of the obtained external film-forming composition were tested according to the following test methods, and the test results are shown in Table 1 below.

[0050] Example 2: Preparation of external film-forming composition

[0051] 14 parts by weight of ethyl acetate (EAC), 4 parts by weight of hexamethyldisiloxane (HMDSO), and 2 parts by weight of nitrocellulose (purchased from Taiwan Nitro Corporation) were added to 5 parts by weight of the (meth)acrylate resin of Preparation Example 2, and stirred evenly at room temperature to prepare an external film-forming composition. The compatibility, adhesion, and water resistance of the obtained external film-forming composition were tested according to the following test methods, and the test results are shown in Table 1 below.

[0052] Example 3: Preparation of external film-forming composition

[0053] 16 parts by weight of ethyl acetate (EAC), 2 parts by weight of hexamethyldisiloxane (HMDSO), and 2 parts by weight of nitrocellulose (purchased from Taiwan Nitro Corporation) were added to 10 parts by weight of the (meth)acrylate resin of Preparation Example 3, and stirred evenly at room temperature to prepare an external film-forming composition. The compatibility, adhesion, and water resistance of the obtained external film-forming composition were tested according to the following test methods, and the test results are shown in Table 1 below.

[0054] Example 4: Preparation of external film-forming composition

[0055] 16 parts by weight of ethyl acetate (EAC), 2 parts by weight of hexamethyldisiloxane (HMDSO), and 2 parts by weight of nitrocellulose (purchased from Taiwan Nitro Corporation) were added to 10 parts by weight of the (meth)acrylate resin of Preparation Example 4, and stirred evenly at room temperature to prepare an external film-forming composition. The compatibility, adhesion, and water resistance of the obtained external film-forming composition were tested according to the following test methods, and the test results are shown in Table 1 below.

[0056] Example 5: Preparation of external film-forming composition

[0057] 16 parts by weight of ethyl acetate (EAC), 2 parts by weight of hexamethyldisiloxane (HMDSO), and 2 parts by weight of nitrocellulose (purchased from Taiwan Nitro Corporation) were added to 10 parts by weight of the (meth)acrylate resin of Preparation Example 5, and stirred evenly at room temperature to prepare an external film-forming composition. The compatibility, adhesion, and water resistance of the obtained external film-forming composition were tested according to the following test methods, and the test results are shown in Table 1 below.

[0058] Example 6: Preparation of external film-forming composition

[0059] 20 parts by weight of a commercially available external film-forming composition (Chuang Hu Ning, purchased from Xiaolin Pharmaceutical) was added to 10 parts by weight of the (meth)acrylate resin of Preparation Example 1, and stirred evenly at room temperature to prepare an external film-forming composition. The compatibility, adhesion and water resistance of the obtained external film-forming composition were tested according to the following test methods, and the test results are shown in Table 1 below.

[0060] Comparative Example 1: Preparation of external film-forming composition

[0061] 16 parts by weight of ethyl acetate (EAC), 2 parts by weight of hexamethyldisiloxane (HMDSO) and 2 parts by weight of nitrocellulose (purchased from Taiwan Glass Co., Ltd.) were stirred at room temperature to prepare an external film-forming composition. The compatibility, adhesion and water resistance of the external film-forming composition were tested according to the following test methods. The test results are shown in Table 1 below.

[0062] Comparative Example 2: Preparation of external film-forming composition

[0063] 0.1 parts by weight of azobisisobutyronitrile (AIBN) is added to 25 parts by weight of ethyl acetate (EAC) to form an initiator solution. 80 parts by weight of isooctyl acrylate (2-EHA), 20 parts by weight of methyl acrylate (MA) and 41.7 parts by weight of ethyl acetate (EAC) are mixed and nitrogen is introduced for deoxygenation for 30 minutes to form a mixed solution. The initiator solution is placed in a reactor, heated to 85°C in a water bath, and then the mixed solution is dripped into the initiator solution and reacted for 7 hours. After the reaction is completed, it is diluted with ethyl acetate (EAC) to obtain a (meth)acrylate resin with a solid content of 40.95%, a viscosity (25°C) of 783cps and a glass transition temperature (Tg) of -49.37°C.

[0064] 18 parts by weight of ethyl acetate (EAC) and 2 parts by weight of nitrocellulose (purchased from Taiwan Nitro Corporation) were added to 10 parts by weight of the aforementioned (meth)acrylate resin and stirred evenly at room temperature to prepare an external film-forming composition. The compatibility of the obtained external film-forming composition was tested according to the following test method, and the test results are shown in Table 1 below.

[0065] Comparative Example 3: Preparation of external film-forming composition

[0066] 0.1 parts by weight of azobisisobutyronitrile (AIBN) was added to 25 parts by weight of ethyl acetate (EAC) to form an initiator solution. 70 parts by weight of isooctyl acrylate (2-EHA), 15 parts by weight of methyl acrylate (MA), 15 parts by weight of N,N-dimethylacrylamide (DMAA) were mixed with 41.7 parts by weight of ethyl acetate (EAC) and nitrogen was introduced for deoxygenation for 30 minutes to form a mixed solution. The initiator solution was placed in a reactor, heated to 85°C in a water bath, and then the mixed solution was dripped into the initiator solution and reacted for 7 hours. After the reaction was completed, it was diluted with ethyl acetate (EAC) to obtain a (meth)acrylate resin with a solid content of 40.50%, a viscosity (25°C) of 1464cps, a weight average molecular weight (Mw) of 480,000, a polydispersity index (PDI) of 5.38 and a glass transition temperature (Tg) of -28.22°C.

[0067] 18 parts by weight of ethyl acetate (EAC) and 2 parts by weight of nitrocellulose (purchased from Taiwan Nitro Corporation) were added to 10 parts by weight of the aforementioned (meth)acrylate resin and stirred evenly at room temperature to prepare an external film-forming composition. The compatibility and adhesion of the obtained external film-forming composition were tested according to the following test method, and the test results are shown in Table 1 below.

[0068] Comparative Example 4

[0069] A commercially available external film-forming composition (Chuang Hu Ning, purchased from Kobayashi Pharmaceutical) was used to conduct the following adhesion and water resistance tests. The test results are shown in Table 1 below.

[0070] Compatibility test: Visually observe the appearance. If the appearance of the external film-forming composition is transparent, it indicates good compatibility and is recorded as a symbol ○. If the appearance of the external film-forming composition is white fog or turbid, it indicates poor compatibility and is recorded as a symbol ╳. If it is not tested, it is recorded as a symbol -.

[0071] Adhesion test: The external film-forming compositions of Examples 1-6 and Comparative Examples 1-4 were applied to human skin and dried to form films, and the shedding time of the films formed on the skin was recorded. The symbol ○ indicates that the shedding time is greater than 24 hours, the symbol △ indicates that the shedding time is between 12 hours and 24 hours, and the symbol ╳ indicates that the shedding time is less than 12 hours. If not tested, the symbol - is recorded.

[0072] Water resistance test:

[0073] Take out 20 mg of each of the external film-forming compositions of Examples 1-6 and Comparative Examples 1-4, and use a scraper to apply the external film-forming compositions on glass into circular coatings with a diameter of about 1 to 1.5 cm. Then, soak the glass with the external film-forming composition coating in water for 15 minutes, and then take out the glass to confirm whether the external film-forming composition coating is still attached to the glass. If the external film-forming composition coating is still completely attached to the glass, it indicates good water resistance, which is recorded as a symbol ○. If part of the external film-forming composition coating has fallen off the glass, it indicates poor water resistance, which is recorded as a symbol ╳. If it has not been tested, it is recorded as a symbol -.

[0074] Table 1: Test results of external film-forming compositions of Examples 1 to 6 and Comparative Examples 1 to 4

[0075]

[0076]

[0077] It can be seen from Table 1 that the external film-forming compositions containing the (meth)acrylate resin of the present invention of Examples 1 to 6 have good adhesion and water resistance on the skin, and can still maintain a transparent appearance, and are suitable for application to skin wounds without falling off easily. The external film-forming compositions of Comparative Examples 1 and 4 do not contain the (meth)acrylate resin of the present invention, so their adhesion and water resistance to the skin are not good. The external film-forming composition of Comparative Example 2 does not contain an amino-containing monomer or a hydroxyl monomer, so the (meth)acrylate resin is not compatible with nitrocellulose as a film-forming agent, and the appearance is white fog and turbidity, so the adhesion and water resistance tests were not performed. The external film-forming composition of Comparative Example 3 cannot be evenly coated due to its high viscosity, so it cannot be tested for water resistance.

[0078] According to the contents disclosed in the embodiments of the present invention, when the (meth)acrylate resin of the present invention is applied to the external film-forming composition, the adhesion and water resistance of the external film-forming composition can be effectively improved, and the composition can still have appropriate adhesion after being soaked in water, which is conducive to being applied to skin wounds without falling off easily. In addition, the (meth)acrylate resin of the present invention has good compatibility with the film-forming agent or the existing external film-forming composition, and can maintain the transparent appearance of the external film-forming composition.

[0079] Of course, the present invention may have many other embodiments. Without departing from the spirit and essence of the present invention, technicians familiar with the field may make various corresponding changes and deformations based on the present invention, but these corresponding changes and deformations should all fall within the scope of protection of the claims attached to the present invention.

Claims

1. A (meth)acrylate resin for an external film-forming composition, characterized in that Include: (Meth)acrylate monomers; A polar monomer, which is a hydroxyl-containing monomer or an amine-containing monomer or a combination thereof, and the polar monomer accounts for 1 weight percent to 13 weight percent of the total weight of the (meth)acrylate monomer and the polar monomer; Initiator; as well as a first solvent; The (meth)acrylate resin has a glass transition temperature (Tg) of less than -30°C, a viscosity (25°C) of 400 cps to 3200 cps, a weight average molecular weight (Mw) of 200,000 to 650,000, and a polydispersity index (PDI) of 3.5 to 6.

2. The (meth)acrylate resin for an external film-forming composition according to claim 1, wherein The polar monomer accounts for 2 to 12 weight percent of the total weight of the (meth)acrylate monomer and the polar monomer.

3. The (meth)acrylate resin for an external film-forming composition according to claim 1, wherein The (meth)acrylate monomer is selected from at least one of methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, sec-butyl (meth)acrylate, tert-butyl (meth)acrylate, pentyl (meth)acrylate, n-hexyl (meth)acrylate, cyclohexyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, n-octyl (meth)acrylate, isooctyl (meth)acrylate, isononyl (meth)acrylate, lauryl (meth)acrylate (methyl), tetradecyl acrylate, cyclopentyl (meth)acrylate, cyclohexyl (meth)acrylate (methyl), phenyl (meth)acrylate, phenoxyethyl acrylate, phenoxypropyl (meth)acrylate, phenoxybutyl (meth)acrylate, phenoxydiethylene glycol (meth)acrylate, 2-hydroxy-3-phenoxypropyl (meth)acrylate, tolyl (meth)acrylate and polystyrene (meth)acrylate, or any combination thereof.

4. The (meth)acrylate resin for an external film-forming composition according to claim 1, wherein The hydroxyl-containing monomer is selected from at least one of 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 3-hydroxypropyl (meth)acrylate, 3-hydroxybutyl (meth)acrylate and 4-hydroxybutyl (meth)acrylate, or any combination thereof.

5. The (meth)acrylate resin for an external film-forming composition according to claim 1, wherein The amine-containing monomer is selected from at least one of N,N-dimethylacrylamide, N,N-diethylacrylamide and hydroxyethylacrylamide or any combination thereof.

6. The (meth)acrylate resin for an external film-forming composition according to claim 1, wherein The first solvent is selected from at least one of ethanol, ethyl acetate, butyl acetate, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, isooctane, isopentane and hexamethyldisiloxane, or any combination thereof.

7. A film-forming composition for external use, characterized in that Include: The (meth)acrylate resin according to any one of claims 1 to 6; film formers; and Second solvent.

8. The external film-forming composition according to claim 7, characterized in that The external film-forming composition comprises 15 to 35 weight percent of the (meth)acrylate resin, 3 to 15 weight percent of the film-forming agent, and 50 to 75 weight percent of the second solvent.

9. The external film-forming composition according to claim 7, characterized in that: The film-forming agent is selected from at least one of ethyl cellulose, hydroxyethyl cellulose and nitrocellulose or any combination thereof.

10. The external film-forming composition according to claim 7, characterized in that The second solvent is selected from at least one of ethanol, ethyl acetate, butyl acetate, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, isooctane, isopentane and hexamethyldisiloxane, or any combination thereof.

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