Acrylate polymers, medical adhesive compositions, and medical adhesive patches
The pressure-sensitive adhesive layer formed by copolymerizing acrylate polymers, carboxyl-containing monomers, and phase change monomers with a curing agent solves the problems of comfort and drug compatibility in medical adhesive patches, achieving high comfort and stable adhesion.
Patent Information
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- CHINA LUCKY GROUP CORP
- Filing Date
- 2022-09-07
- Publication Date
- 2026-05-12
AI Technical Summary
Existing medical acrylic pressure-sensitive adhesives are not comfortable enough when applied to the skin, especially in areas where sports activities are taking place or where medication is needed. They also have poor compatibility with water-soluble and oil-soluble drugs, which affects the efficacy of the drugs.
Acrylic ester polymers are prepared by copolymerization of alkyl acrylate monomers, carboxyl-containing monomers and phase change monomers, and then combined with a curing agent to form a pressure-sensitive adhesive layer, which improves adhesion and compatibility, and enhances moisture retention and heat preservation effects.
It achieves high comfort, good drug compatibility and stable adhesion in medical adhesive patches, and can maintain skin moisture and temperature to promote drug action.
Smart Images

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Abstract
Description
Technical Field
[0001] This invention belongs to the field of medical pressure-sensitive adhesive technology, specifically relating to acrylate polymers, medical adhesive compositions, and medical adhesive patches. Background Technology
[0002] Pressure-sensitive adhesives (PSAs) are adhesives that bond to substrates with only external force. They are easy to use, have good stability, and are widely used in the medical and healthcare fields. Currently, medical PSAs are used in wound care, bonding biomedical devices, transdermal drug delivery patches, medical labels, and medical tapes, among many other applications. Among the various types of medical PSAs, acrylic PSAs have two major advantages: First, acrylic PSAs do not require the addition of other additives; they are single-component adhesives, avoiding potential safety issues caused by additives. Furthermore, acrylic PSAs are polymerized in emulsions or solutions, and the polymer products can be used directly as adhesives, offering significant advantages in ease of use during production. Second, acrylic PSAs can be prepared to meet different application requirements by adjusting the content and composition of comonomers, thus offering a significant advantage in ease of use.
[0003] With increasingly diverse and demanding requirements for the performance of medical pressure-sensitive adhesives, these adhesives must not only meet bonding performance standards (initial tack, peel strength, and holding power) but also possess additional properties tailored to different applications, such as comfort when applied to the skin and compatibility with medications. However, most acrylic pressure-sensitive adhesives are typically applied to muscles, joints, and other body parts requiring medication, where movement patterns differ and greater comfort is often necessary. Furthermore, many medications are polar or water-soluble, exhibiting poor compatibility with polyacrylate compounds. Adding such medications to pressure-sensitive adhesives can lead to phase separation, hindering the medication's effectiveness.
[0004] In contrast, patents such as CN201010557593.3 and CN201010557610.3 use amide monomers in their acrylate compounds. Most acrylamide monomers are prone to causing skin irritation and increase the interaction between the adhesive and the skin, resulting in discomfort during removal. CN201410445351.3 adds sodium alginate hydrogel to medical acrylate and stirs thoroughly to obtain sodium alginate adhesive, which is then used to prepare sodium alginate kinesiology patches. Sodium alginate hydrogel and acrylate adhesive are incompatible. Thorough stirring results in a relatively uniform mixture of sodium alginate hydrogel and acrylate adhesive. Sodium alginate cannot effectively diffuse in the acrylate adhesive; only a small amount of sodium alginate hydrogel particles dispersed on the surface can function, limiting the effectiveness of sodium alginate.
[0005] Existing medical pressure-sensitive adhesives are designed for skin application with low irritation; they adhere firmly and do not fall off for various reasons. Some can incorporate oil-soluble drugs, but have poor compatibility with water-soluble drugs. When medical adhesive patches are applied to certain affected areas, users may experience discomfort due to environmental changes, such as moving from a warm, humid indoor environment to a cold, dry outdoor environment.
[0006] Therefore, it is of great significance to develop medical adhesive patches that are highly comfortable and have good compatibility with drugs, thereby facilitating the effectiveness of drugs. Summary of the Invention
[0007] This invention aims to at least partially solve one of the technical problems in related technologies. Therefore, one object of this invention is to provide an acrylate polymer, a medical adhesive composition, and a medical adhesive patch. The acrylate polymer has good holding power and good compatibility with oil-soluble and water-soluble drugs. The pressure-sensitive adhesive layer prepared by mixing the acrylate polymer with a curing agent is used in the medical adhesive patch, resulting in excellent moisturizing effects, which facilitates the absorption, retention, and conduction of skin moisture. Furthermore, the medical adhesive patch can maintain the temperature at the adhesion site, providing excellent heat preservation. Therefore, the medical adhesive patch offers excellent comfort. Simultaneously, the pressure-sensitive adhesive layer of the medical adhesive patch has good adhesion, is not easily detached from the skin or substrate, and has good compatibility with drugs, thus facilitating the drug's efficacy.
[0008] In one aspect of the invention, an acrylate polymer is provided, the acrylate polymer being copolymerized from at least an alkyl acrylate monomer, a carboxyl-containing monomer, and a phase change monomer, wherein the carboxyl-containing monomer does not include the phase change monomer.
[0009] According to embodiments of the present invention, the acrylate polymer, wherein the alkyl acrylate monomer provides the basic pressure-sensitive properties, the carboxyl monomer can improve the holding power of the pressure-sensitive adhesive, extend the bonding time, and prevent peeling around the edges even after long-term application to the skin. Simultaneously, the carboxyl group has a hydrophilic structure, capable of absorbing moisture and increasing compatibility with water-soluble drugs. The phase change monomer can improve the compatibility of the pressure-sensitive adhesive with oil-soluble and water-soluble drugs, and maintain temperature and humidity changes at the bonding site. Therefore, the acrylate polymer of this application has good holding power and good compatibility with oil-soluble and water-soluble drugs. The pressure-sensitive adhesive layer prepared by mixing this acrylate polymer with a curing agent, when used in medical adhesive patches, provides excellent moisturizing effects, facilitating the absorption, retention, and conduction of skin moisture. Furthermore, the medical adhesive patch can maintain the temperature at the bonding site, providing excellent heat preservation. Therefore, the medical adhesive patch offers excellent comfort. At the same time, the pressure-sensitive adhesive layer of the medical adhesive patch has good adhesion, is not easily detached from the skin or substrate, and has good compatibility with drugs, thus facilitating the drug's efficacy.
[0010] In addition, the acrylate polymer according to the above embodiments of the present invention may also have the following additional technical features:
[0011] In some embodiments of the present invention, the phase change monomer side group is a long-chain polyether. This improves the compatibility of the acrylate polymer.
[0012] In some embodiments of the present invention, the phase change monomer includes polyethylene glycol monomethyl ether monoester of maleic acid, wherein the polyethylene glycol portion of the polyethylene glycol monomethyl ether monoester has a molecular weight of 200 to 2000. This improves the compatibility of the acrylate polymer.
[0013] In some embodiments of the present invention, the alkyl acrylate monomer includes at least one of butyl methacrylate, hexyl methacrylate, 2-ethylhexyl methacrylate, n-octyl methacrylate, isooctyl methacrylate, n-nonyl methacrylate, isononyl methacrylate, n-decyl methacrylate, and isodecyl methacrylate.
[0014] In some embodiments of the present invention, the carboxyl-containing monomer includes at least one of acrylic acid, methacrylic acid, carboxyethyl acrylic acid, carboxyethyl methacrylic acid, carboxypentyl acrylic acid, carboxypentyl methacrylic acid, 2-acryloyloxyethyl phthalic acid, 2-methacryloyloxyethyl phthalic acid, 2-acryloyloxyethyl succinic acid, 2-methacryloyloxyethyl succinic acid, 2-acryloyloxyethyl maleic acid, 2-methacryloyloxyethyl maleic acid, carboxylated polycaprolactone monoacrylate, carboxylated polycaprolactone monomethacrylate, 2-acryloyloxyethyl tetrahydrophthalic acid, and 2-methacryloyloxyethyl tetrahydrophthalic acid. This improves the tackiness of the acrylate polymer and its compatibility with water-soluble drugs.
[0015] In some embodiments of the present invention, the acrylate polymer, based on a total monomer content of 100 parts by mass, comprises 50-80 parts by mass of alkyl acrylate monomers, 2-10 parts by mass of carboxyl-containing monomers, and 1-9 parts by mass of phase change monomers. This results in the acrylate polymer exhibiting good tackiness and good compatibility with both oil-soluble and water-soluble drugs.
[0016] In some embodiments of the present invention, the molecular weight of the acrylate polymer is 100,000 to 800,000.
[0017] In another aspect, the present invention provides a medical adhesive composition comprising the aforementioned acrylate polymer and a curing agent. Thus, by mixing the aforementioned acrylate polymer, which has good holding power and good compatibility with oil-soluble and water-soluble drugs, with the curing agent, the acrylate polymer forms a cross-linked network after curing, thereby improving the mechanical properties of the pressure-sensitive adhesive layer. This allows it to adhere to the substrate and skin, preventing it from easily detaching from either the skin or the substrate. Simultaneously, the resulting pressure-sensitive adhesive layer exhibits certain compatibility with both oil-based and water-based drugs, and its phase transition phenomenon minimizes temperature changes on the bonded surface, improving the overall performance of the pressure-sensitive adhesive layer.
[0018] In addition, the medical adhesive composition according to the above embodiments of the present invention may also have the following additional technical features:
[0019] In some embodiments of the present invention, the mass ratio of the acrylate polymer to the curing agent is (50-100):(0.1-5).
[0020] In some embodiments of the present invention, the curing agent is a metal chelate.
[0021] In some embodiments of the present invention, the medical adhesive composition further comprises a tackifying resin. This can further increase the holding power and initial tack of the pressure-sensitive adhesive layer.
[0022] In some embodiments of the present invention, the tackifying resin includes at least one of terpene resin, terpene resin derivative, rosin resin, and rosin resin derivative.
[0023] In some embodiments of the present invention, the mass ratio of the acrylate polymer to the tackifying resin is (50-100):(1-20).
[0024] In some embodiments of the present invention, the medical adhesive composition further comprises: a solvent and an auxiliary agent, wherein the auxiliary agent comprises at least one of a crosslinking agent, a leveling agent, a stabilizer, an antifoaming agent, a filler, a compatibilizing agent, a catalyst, a catalytic promoter, a surfactant, a diluent, a plasticizer, a crosslinking inhibitor, an antioxidant, and an anti-aging agent.
[0025] In another aspect of the present invention, a medical adhesive patch is provided, the medical adhesive patch comprising a substrate, a pressure-sensitive adhesive layer and a release layer stacked sequentially, wherein the pressure-sensitive adhesive layer is made from the above-described medical adhesive composition.
[0026] Therefore, this medical adhesive patch has a good moisturizing effect, which is conducive to the absorption, retention and conduction of skin moisture. Moreover, the medical adhesive patch can maintain the temperature of the adhesion site and has a good heat preservation effect, so the medical adhesive patch has a good comfort. At the same time, the pressure-sensitive adhesive layer of the medical adhesive patch has good adhesion and is not easy to fall off the skin or substrate. It also has good compatibility with drugs and helps the drugs to exert their effects.
[0027] Additional aspects and advantages of the invention will be set forth in part in the description which follows, and in part will be obvious from the description, or may be learned by practice of the invention. Detailed Implementation
[0028] The embodiments of the present invention are described in detail below. It should be noted that these embodiments are merely descriptive and do not limit the present invention in any way.
[0029] In one aspect of the invention, an acrylate polymer is provided. According to embodiments of the invention, the acrylate polymer is copolymerized from at least an alkyl acrylate monomer, a carboxyl-containing monomer, and a phase change monomer, wherein the carboxyl-containing monomer does not include the phase change monomer.
[0030] The inventors discovered that the alkyl acrylate monomers in the aforementioned acrylate polymer provide the basic pressure-sensitive properties, while the carboxyl-containing monomers can improve the holding power of the pressure-sensitive adhesive layer, resulting in a longer adhesion time and reducing the likelihood of peeling around the edges even after prolonged contact with the skin. Simultaneously, the carboxyl groups have a hydrophilic structure, enabling them to absorb moisture and increasing compatibility with water-soluble drugs. The phase change monomers can improve the compatibility of the pressure-sensitive adhesive with both oil-soluble and water-soluble drugs, and maintain temperature and humidity control at the adhesive site. The alkyl acrylate monomers, carboxyl-containing monomers, and phase change monomers all contain unsaturated double bonds, and can be copolymerized through free radical copolymerization to form copolymers. Therefore, the acrylate polymer of this application has good holding power and good compatibility with oil-soluble and water-soluble drugs. The pressure-sensitive adhesive layer prepared by mixing this acrylate polymer with a curing agent, when used in medical adhesive patches, provides excellent moisturizing effects, facilitating the absorption, retention, and conduction of skin moisture. Furthermore, the medical adhesive patch can maintain the temperature at the adhesion site, providing excellent heat preservation. Thus, the medical adhesive patch offers excellent comfort. Simultaneously, the pressure-sensitive adhesive layer of this medical adhesive patch has good adhesion, is not easily detached from the skin or substrate, and has good compatibility with drugs, thus facilitating the drug's efficacy.
[0031] According to embodiments of the present invention, based on a total monomer content of 100 parts by mass, alkyl acrylate monomers account for 50-80 parts by mass, carboxyl-containing monomers account for 2-10 parts by mass, and phase change monomers account for 1-9 parts by mass. The inventors have found that if the amount of alkyl acrylate monomers is less than 50 parts by mass, the resulting adhesive layer has insufficient pressure sensitivity; if the amount of alkyl acrylate monomers is greater than 80 parts by mass, the risk of residue increases. If the amount of carboxyl-containing monomers is less than 2 parts by mass, the peel strength of the adhesive layer is too low, which is not conducive to strong adhesion; if the amount of carboxyl-containing monomers is greater than 10 parts by mass, the peel strength of the adhesive layer is too high. If the amount of phase change monomers is less than 1 part by mass, phase change properties cannot be exhibited; if the amount of phase change monomers is greater than 9 parts by mass, the peel strength will be significantly reduced, resulting in too low adhesion of the adhesive layer to the adhered object. Further, the molecular weight of the acrylate polymer is 100,000-800,000. The inventors discovered that if the molecular weight of the acrylate polymer is less than 100,000, the polymer molecular content is high, posing a risk of adhesive residue; if the molecular weight of the acrylate polymer is greater than 800,000, the adhesive viscosity is relatively high, resulting in unsatisfactory processability. Therefore, this application uses acrylate polymers with a molecular weight of 100,000 to 800,000 to reduce adhesive residue while improving its processability.
[0032] Specifically, the polymerization methods for acrylate polymers in this invention include, but are not limited to, bulk polymerization, solution polymerization, emulsion polymerization, and suspension polymerization, with solution polymerization being preferred. A large amount of heat is generated during the free radical copolymerization process. This invention preferably uses a monomer addition method to ensure a stable reaction, i.e., adding a portion of monomers, initiators, and solvents as substrates, followed by slowly adding a mixed solution of other monomers and initiators. According to one embodiment of the invention, the acrylate polymer is obtained by: mixing a portion of alkyl acrylate monomers, a portion of carboxyl-containing monomers, a phase change monomer, and an initiator to obtain a first mixture; mixing the remaining portion of alkyl acrylate monomers, carboxyl-containing monomers, phase change monomers, and the remaining initiator with a solvent to obtain a second mixture; adding the first mixture dropwise to the second mixture while stirring, and then maintaining the temperature to prepare the acrylate polymer. This ensures a complete polymerization reaction and avoids excessive heat release. It should be noted that those skilled in the art can select the solvent and initiator used in the preparation of the acrylate polymer according to actual needs, and can also select the amount of each material added in the first mixture and the second mixture according to actual needs, which will not be elaborated here.
[0033] According to an embodiment of the present invention, the reaction time of the second mixture is 0.5 to 2 hours, and the reaction temperature is 70 to 85°C. After the second mixture has reacted completely, the first mixture is added. The first mixture is added dropwise over 2 to 5 hours, and its temperature is 70 to 85°C during the dropwise addition. After the dropwise addition is complete, the mixture is kept at a temperature of 70 to 85°C for 3 to 8 hours. This ensures that the polymerization reaction occurs fully and avoids excessive heat release.
[0034] Furthermore, the aforementioned phase change monomer is a compound that can undergo a phase change within a certain temperature range. For example, this application uses a monomer that can undergo a phase change within the range of 20–50°C. According to one embodiment of the present invention, the side group of the phase change monomer is a long-chain polyether. The long-chain polyether is covalently linked to the acrylate backbone, thus the long-chain polyether has good compatibility with the acrylate polymer and can be uniformly dispersed in the acrylate polymer system, which is beneficial to improving the compatibility of the acrylate polymer. At the same time, the polyether segment has a hydrophilic structure and can absorb water, which is beneficial to the absorption, retention and conduction of skin moisture, making the pressure-sensitive adhesive compatible with both oil-based and water-based drugs. Therefore, the compatibility and moisturizing properties of the acrylate polymer can be improved. According to a specific embodiment of the present invention, the aforementioned phase change monomer includes polyethylene glycol monomethyl ether monoester of maleic acid. In the polyethylene glycol monomethyl ether monoester of maleic acid, the molecular weight of the polyethylene glycol portion is 200-2000. Due to the effect of the ether group, the pressure-sensitive adhesive exhibits a certain degree of compatibility with water-soluble compounds. Polyethylene glycol monomethyl ether monoester of maleic acid is a phase change compound that undergoes a phase change within the range of 20-50°C, thus slowing down the temperature change. Therefore, the compatibility and moisture retention of the acrylate polymer can be improved.
[0035] According to embodiments of the present invention, the alkyl acrylate monomers are acrylate monomers with 4 to 12 alkyl carbon atoms, such as at least one of butyl methacrylate, hexyl methacrylate, 2-ethylhexyl methacrylate, n-octyl methacrylate, isooctyl methacrylate, n-nonyl methacrylate, isononyl methacrylate, n-decyl methacrylate, isodecyl methacrylate, butyl acrylate, hexyl acrylate, 2-ethylhexyl acrylate, n-octyl acrylate, isooctyl acrylate, n-nonyl acrylate, isononyl acrylate, n-decyl acrylate, and isodecyl acrylate.
[0036] According to embodiments of the present invention, the aforementioned carboxyl-containing monomers include at least one of acrylic acid, methacrylic acid, carboxyethyl acrylic acid, carboxyethyl methacrylic acid, carboxypentyl acrylic acid, carboxypentyl methacrylic acid, 2-acryloyloxyethyl phthalic acid, 2-methacryloyloxyethyl phthalic acid, 2-acryloyloxyethyl succinic acid, 2-methacryloyloxyethyl succinic acid, 2-acryloyloxyethyl maleic acid, 2-methacryloyloxyethyl maleic acid, carboxylated polycaprolactone monoacrylate, carboxylated polycaprolactone monomethacrylate, 2-acryloyloxyethyl tetrahydrophthalic acid, and 2-methacryloyloxyethyl tetrahydrophthalic acid. These carboxyl-containing monomers act as physical crosslinking points in the polymer system, thereby improving the holding power of the pressure-sensitive adhesive, extending the adhesion time, and reducing the likelihood of peeling around the edges even after long-term application to the skin. Preferably, the carboxyl-containing monomers include at least one of acrylic acid and methacrylic acid.
[0037] In another aspect, the present invention provides a medical adhesive composition. According to an embodiment of the present invention, the medical adhesive composition comprises the above-mentioned acrylate polymer and a curing agent. The inventors have found that mixing the above-mentioned acrylate polymer, which has good holding power and good compatibility with oil-soluble and water-soluble drugs, with the curing agent, results in the acrylate polymer forming a cross-linked network after curing. This improves the mechanical properties of the pressure-sensitive adhesive layer, allowing it to adhere to the substrate and skin without easily detaching from the skin or substrate. Furthermore, the resulting pressure-sensitive adhesive layer exhibits certain compatibility with both oil-based and water-based drugs, and its phase transition phenomenon minimizes temperature changes on the bonded surface, thus improving the performance of the pressure-sensitive adhesive layer.
[0038] Further, the mass ratio of the acrylate polymer to the curing agent is (50-100):(0.1-5). The inventors have found that if the acrylate polymer content is too high, the cured structure becomes too dense, resulting in poor adhesion to the substrate and potential solvent and monomer residues. Conversely, if the acrylate polymer content is too low, the adhesive layer becomes too thin, hindering effective adhesion to the substrate. If the curing agent content is too low, the cured structure becomes too porous, easily sticking to the skin and leaving residue after removal. If the curing agent content is too high, the reactive groups on the curing agent cannot react completely. It should be noted that those skilled in the art can select the specific type of curing agent according to actual needs, as long as the above functions are achieved. According to one embodiment of the present invention, the curing agent is a metal chelate, such as one or more of aluminum chelates, iron chelates, and titanium chelates.
[0039] To further increase the holding power and initial tack of the pressure-sensitive adhesive layer, facilitating its long-term adhesion to the skin, a tackifying resin is further added to the medical adhesive composition of this application. The amount of tackifying resin added is based on a mass ratio of acrylate polymer to tackifying resin of (50-100):(1-20). The pressure-sensitive adhesive prepared with the above ratio exhibits better adhesion and has fewer residual monomers and solvent molecules, thus improving its performance. It should be noted that those skilled in the art can select the specific type of tackifying resin according to actual needs. For example, the tackifying resin may include at least one of terpene resin, terpene resin derivatives, rosin resin, and rosin resin derivatives.
[0040] According to embodiments of the present invention, the medical adhesive composition further comprises: a solvent and an auxiliary agent, wherein the auxiliary agent includes at least one of a crosslinking agent, a leveling agent, a stabilizer, an antifoaming agent, a filler, a compatibilizing agent, a catalyst, a catalytic promoter, a surfactant, a diluent, a plasticizer, a crosslinking inhibitor, an antioxidant, and an anti-aging agent. It should be noted that the above-mentioned solvents and auxiliary agents are all materials conventionally used in the art, and those skilled in the art can select their specific types and amounts according to actual needs. Furthermore, the features and advantages described above for acrylate polymers also apply to this medical adhesive composition, and will not be repeated here.
[0041] In another aspect, the present invention provides a medical adhesive patch. According to an embodiment of the present invention, the medical adhesive patch comprises a substrate, a pressure-sensitive adhesive layer, and a release layer stacked sequentially, wherein the pressure-sensitive adhesive layer is made from the above-described medical adhesive composition. The inventors have found that the medical adhesive patch has excellent moisturizing effects, which is beneficial for the absorption, retention, and conduction of skin moisture. Furthermore, the medical adhesive patch can maintain the temperature at the application site, providing excellent thermal insulation. Therefore, the medical adhesive patch offers excellent comfort. Simultaneously, the pressure-sensitive adhesive layer of the medical adhesive patch has good adhesion, making it less likely to detach from the skin or substrate, and it exhibits good compatibility with medications, thus facilitating the efficacy of the medications.
[0042] Specifically, the materials used for the aforementioned substrates are not strictly limited. For example, materials with excellent properties such as transparency, mechanical strength, thermal stability, water resistance, isotropy, flexibility, and dimensional stability are acceptable, including polyesters such as polyethylene terephthalate, polyethylene naphthalate, and polybutylene terephthalate; cellulose polymers such as diacetylcellulose and triacetylcellulose; and polycarbonate polymers. Furthermore, the release layer is a conventional material in this field, and those skilled in the art can select it according to actual needs; further details are omitted here.
[0043] It should be noted that the features and advantages described above for the medical adhesive composition also apply to this medical adhesive patch, and will not be repeated here.
[0044] The present invention will now be described with reference to specific embodiments. It should be noted that these embodiments are merely descriptive and do not limit the present invention in any way.
[0045] The detailed steps for preparing acrylate polymers are as follows:
[0046] The monomers and initiator benzoyl peroxide as described in Table 1 were mixed evenly and completely dissolved to obtain mixed solution M. Nitrogen gas was introduced into a four-necked flask equipped with a stirrer, reflux condenser, thermometer, constant pressure dropping funnel, and nitrogen inlet tube until all air in the system was replaced by nitrogen. 50 g of ethyl acetate and 22 g of mixed solution M were added, and nitrogen gas was introduced to remove oxygen from the mixture. The temperature was raised to 80°C and maintained for 0.5 hours. The remaining 53 g of mixed solution M was slowly added dropwise over 3 hours, and the temperature was maintained for 6 hours to obtain the acrylate polymer. Experimental Examples 1-5 and Comparative Examples 1-2 were prepared according to the above method, with the material ratios as shown in Table 1. The resulting acrylate polymers were designated as R1, R2, R3, R4, R5, R6, and R7, respectively.
[0047] Table 1
[0048]
[0049] The steps for preparing medical adhesive tape are as follows:
[0050] Weigh 100g each of the prepared acrylate polymers R1-R7, add tackifying resin, curing agent, and 20g toluene, and mix thoroughly to obtain each coating solution. Coat each coating solution onto release paper, dry at 60℃ for 5 minutes, remove the solvent, and then coat it with elastic fabric using a laminating machine. The elastic fabric has an elongation of 160% in the coating direction. Place it in an oven at 40℃ for 5 days to obtain medical pressure-sensitive adhesive tapes T1, T2, T3, T4, T5, T6, and T7. The material ratios for preparing the medical pressure-sensitive adhesive tapes are shown in Table 2.
[0051] Test methods for the performance of medical pressure-sensitive adhesive tape:
[0052] Peel strength: Tested according to standard GB / T2792-2014 Test method 1, test method for peel strength of adhesive tape against stainless steel at 180°.
[0053] Initial tack: Tested according to standard GB / T4852-2002 Initial tack test method for pressure-sensitive adhesive tape.
[0054] Holding power; tested according to the test method for holding power of adhesive tapes in standard GB / T4851-2014.
[0055] Drug compatibility: Sodium alginate, tobrex, and methylphenidate were mixed in a 1:1:1 ratio and labeled as drug 1. Vitamin E, menthol, and safflower oil were mixed in a 1:1:1 ratio and labeled as drug 2. Drug 1 and drug 2 were added to the adhesive separately at a ratio of 2%. The mixture was stirred thoroughly at 50°C for 2 hours, allowed to cool naturally, and allowed to stand for 2 hours. The compatibility between the adhesive and the drugs was then observed.
[0056] Note: The drug ratios provided in this invention are only for testing compatibility and do not take into account drug effects.
[0057] The performance test results of medical pressure-sensitive adhesive tapes T1-T7 are shown in Table 2.
[0058] Table 2
[0059]
[0060]
[0061] Note: "○" indicates the mixture is transparent, and "╳" indicates the mixture is cloudy or contains sediment. The tackifying resin 1 is PINOVA. 3085, Tackifying Resin 2 is DRT TEG.
[0062] According to the test results in Table 2, the medical pressure-sensitive adhesive provided by this invention has a peel force of 1.5-3.7 N / 15 mm, a holding power of over 15 minutes, and an initial tack of 10-16#. The high initial tack makes it easy to apply; the low peel force prevents pain during removal; and the high holding power reduces the likelihood of edge lifting, curling, or detachment during use. The pressure-sensitive adhesive provided by this invention has good compatibility with various drugs, allowing the drugs to be evenly dispersed in the adhesive and applied uniformly to the skin surface, which is beneficial for the drug's effectiveness.
[0063] In the description of this specification, the references to terms such as "one embodiment," "some embodiments," "example," "specific example," or "some examples," etc., indicate that a specific feature, structure, material, or characteristic described in connection with that embodiment or example is included in at least one embodiment or example of the present invention. In this specification, the illustrative expressions of the above terms do not necessarily refer to the same embodiment or example. Furthermore, the specific features, structures, materials, or characteristics described may be combined in any suitable manner in one or more embodiments or examples. Moreover, without contradiction, those skilled in the art can combine and integrate the different embodiments or examples described in this specification, as well as the features of different embodiments or examples.
[0064] Although embodiments of the present invention have been shown and described above, it is understood that the above embodiments are exemplary and should not be construed as limiting the present invention. Those skilled in the art can make changes, modifications, and substitutions to the above embodiments within the scope of the present invention.
Claims
1. A medical adhesive composition, characterized in that, The product includes an acrylate polymer and a curing agent, wherein the acrylate polymer is copolymerized from at least an alkyl acrylate monomer, a carboxyl-containing monomer, and a phase change monomer, wherein the carboxyl-containing monomer does not include the phase change monomer; The phase change monomer side group is a long-chain polyether; The phase change monomer includes polyethylene glycol monomethyl ether monoester of maleic acid, wherein the polyethylene glycol portion of the polyethylene glycol monomethyl ether monoester has a molecular weight of 200-2000. Based on a total monomer content of 100 parts by mass, the alkyl acrylate monomer accounts for 50-80 parts by mass, the carboxyl-containing monomer accounts for 2-10 parts by mass, and the phase change monomer accounts for 1-9 parts by mass; The molecular weight of the acrylate polymer is 100,000 to 800,000.
2. The medical adhesive composition according to claim 1, characterized in that, The alkyl acrylate monomers include at least one of butyl methacrylate, hexyl methacrylate, 2-ethylhexyl methacrylate, n-octyl methacrylate, isooctyl methacrylate, n-nonyl methacrylate, isononyl methacrylate, n-decyl methacrylate, isodecyl methacrylate, butyl acrylate, hexyl acrylate, 2-ethylhexyl acrylate, n-octyl acrylate, isooctyl acrylate, n-nonyl acrylate, isononyl acrylate, n-decyl acrylate, and isodecyl acrylate.
3. The medical adhesive composition according to claim 1, characterized in that, The carboxyl-containing monomer includes at least one of acrylic acid, methacrylic acid, carboxyethyl acrylic acid, carboxyethyl methacrylic acid, carboxypentyl acrylic acid, carboxypentyl methacrylic acid, 2-acryloyloxyethyl phthalic acid, 2-methacryloyloxyethyl phthalic acid, 2-acryloyloxyethyl succinic acid, 2-methacryloyloxyethyl succinic acid, 2-acryloyloxyethyl maleic acid, 2-methacryloyloxyethyl maleic acid, carboxylated polycaprolactone monoacrylate, carboxylated polycaprolactone monomethacrylate, 2-acryloyloxyethyl tetrahydrophthalic acid, and 2-methacryloyloxyethyl tetrahydrophthalic acid.
4. The medical adhesive composition according to claim 1, characterized in that, The mass ratio of the acrylate polymer to the curing agent is (50~100):(0.1~5); The curing agent is a metal chelate.
5. The medical adhesive composition according to claim 1 or 4, characterized in that, Further includes: Tackifying resin, said tackifying resin comprising at least one of terpene resin, terpene resin derivative, rosin resin, and rosin resin derivative; The mass ratio of the acrylate polymer to the tackifying resin is (50~100):(1~20).
6. The medical adhesive composition according to claim 1, characterized in that, Further includes: Solvents and additives, said additives including at least one of crosslinking agents, leveling agents, stabilizers, defoamers, fillers, compatibilizers, catalysts, catalytic promoters, surfactants, diluents, plasticizers, crosslinking inhibitors, antioxidants, and anti-aging agents.
7. A medical adhesive patch, characterized in that, It comprises a substrate, a pressure-sensitive adhesive layer and a release layer stacked sequentially, wherein the pressure-sensitive adhesive layer is made from the medical adhesive composition according to any one of claims 1 to 6.