Coating agent, film, and pouch
The coating agent, composed of polymers with betaine and anionic/cationic groups, and a silicone-based surfactant, addresses the adhesive challenges in stoma pouch films by creating a slippery and durable coating film for stoma pouch films.
Patent Information
- Application Number
- JP2023207671
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Filing Date
- 2023-12-08
- Publication Date
- 2025-06-19
AI Technical Summary
Existing stoma pouch films with high concentrations of functional particles face challenges in heat sealing due to weak adhesive forces, and surface-treating with fluorine compounds also struggles with strong adhesive issues.
A coating agent comprising a first polymer with a betaine structure, a second polymer containing anionic or cationic groups, and a silicone-based surfactant, which forms a coating film that is slippery for fluids and reduces the occurrence of cracks and peeling.
The coating film exhibits excellent slipperiness for fluids such as curry and feces, while minimizing cracks and peeling, thereby enhancing the usability and durability of stoma pouch films.
Smart Images

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Abstract
Description
Technical Field
[0001] The present invention relates to a coating agent, a film, and a pouch.
Background Art
[0002] A stoma is an artificially created hole in the abdominal wall, such as by surgery. A stoma is an excretory opening provided to discharge excrement outside the body when a part of the digestive tract (e.g., the large intestine, rectum) or a part of the urethra is resected.
[0003] A bag for receiving excrement discharged from a stoma is sometimes called a stoma pouch (hereinafter, sometimes referred to as "a pouch for a stoma appliance"). When a certain amount of excrement has accumulated in the stoma pouch, the excrement may be discarded (e.g., after flushing the excrement into the toilet) and, if necessary, washed, and then the stoma pouch may be used continuously. Since excrement, especially feces, is viscous, it takes a certain amount of effort to remove the feces from the stoma pouch.
[0004] To facilitate the removal of feces from a stoma pouch, it is known to form a functional layer containing functional particles (specifically, hydrophobic particles and / or lipophobic particles) on the inner surface of the stoma pouch (see Patent Document 1).
Prior Art Documents
Patent Documents
[0005]
Patent Document 1
Patent Document 2
Patent Document 3
Summary of the Invention
Problems to be Solved by the Invention
[0006] However, it may be difficult to manufacture a stoma pouch by heat sealing using the film for stoma pouch actually produced in Patent Document 1 (that is, the film for stoma pouch having a polyester film and a functional layer produced in the examples of Patent Document 1). This is because, in the film for stoma pouch actually produced in Patent Document 1, the content of functional particles in the functional layer is quite high, and thus it is difficult to adhere the functional layers to each other by heat sealing. That is, it is difficult to adhere the functional layers to each other with a strong adhesive force by heat sealing.
[0007] On the other hand, in order to facilitate the discharge of feces from the stoma pouch, it is also conceivable to surface-treat the film with a fluorine compound having a low surface tension. However, it may also be difficult to manufacture a stoma pouch by heat sealing using the film surface-treated with a fluorine compound. This is because it is difficult to adhere the surfaces surface-treated with a fluorine compound to each other with a strong adhesive force by heat sealing.
[0008] Based on the above, it is meaningful to propose a new technology that can facilitate the discharge of feces from the stoma pouch.
[0009] By the way, depending on the use of the pouch, it may be required that it is easy to discharge viscous fluids such as curry, sauce, ketchup, and mayonnaise (hereinafter sometimes referred to as "fluids"). Thus, depending on the use of the pouch or film, it may be required that the fluid easily slides off, that is, slipperiness is required.
[0010] An object of the present invention is to provide a coating agent capable of forming a coating film (that is, a coat layer) excellent in slipperiness of fluids (such as curry, sauce, ketchup, mayonnaise, feces, etc.) and suppressing or reducing the occurrence of cracks and peeling. Another object of the present invention is to provide a film or pouch including a coat layer excellent in slipperiness of fluids and suppressing or reducing the occurrence of cracks and peeling.
Means for Solving the Problem
[0011] To solve this problem, the present invention comprises the configuration of the following [1]. [1] A first polymer containing a monomer unit containing a betaine structure, A second polymer containing a monomer unit containing one of an anionic group and a cationic group, And a silicone-based surfactant, The second polymer does not contain a monomer unit containing both an anionic group and a cationic group, Coating agent.
[0012] According to [1], since the coating agent contains the first polymer, a coating film excellent in the slipperiness of a fluid (for example, curry, sauce, ketchup, mayonnaise, feces, etc.), that is, a coat layer can be formed. This will be explained. Since the first polymer contains a monomer unit containing a betaine structure, a coating film excellent in hydrophilicity can be formed. This coating film can absorb the moisture of the fluid and swell when it comes into contact with the fluid. Therefore, this coating film can form a lubricating surface when it comes into contact with the fluid. Since this surface is lubricating, the performance of the fluid slipping off, that is, the slipperiness is excellent. Therefore, according to the coating agent of [1], a coating film excellent in the slipperiness of a fluid, that is, a coat layer can be formed.
[0013] Moreover, since the coating agent contains the second polymer, the occurrence of cracks in the coating film can be suppressed or reduced. This will be described below. Since the first polymer contains monomer units having a betaine structure, it tends to have high cohesive force, and thus the cohesive force of the coating film also tends to be high. Therefore, cracks may occur in the coating film containing the first polymer. On the other hand, according to [1], since the coating agent contains the second polymer, the occurrence of cracks in the coating film can be suppressed or reduced. This is considered to be because the second polymer contains monomer units containing one of an anionic group and a cationic group, and thus can interact closely with the first polymer, and can relax the cohesive force between the first polymers.
[0014] In addition, since the coating agent contains a silicone-based surfactant, it is possible to effectively lower the surface tension of the coating agent, and it is also possible to lower the interfacial tension between the coating agent and the object to be coated (for example, a base film). Therefore, the occurrence of repellency can be suppressed.
[0015] The following configurations [2] to
[11] are preferable for the present invention. [2] The coating agent according to [1], wherein the first polymer contains at least one of a silanol group and an alkoxysilyl group. [3] The coating agent according to [1] or [2], wherein the silicone-based surfactant is a polyether-modified silicone oil. [4] The coating agent according to any one of [1] to [3], further containing an alcohol-based solvent. [5] The coating agent according to any one of [1] to [4], which is used for coating a base film. [6] A base film, and a coat layer formed of the coating agent according to any one of [1] to [5] on the base film. A film. [7] The film according to any one of [6], wherein the base film is a polyolefin film or a polyester film. [8] The film according to [6] or [7], which is used as a packaging film. [9] The film according to any one of [6] to [8], which is used as a film for a pouch.
[10] A pouch containing the film according to any one of [6] to [9].
[11] The pouch according to
[10] , which is a stoma pouch. [Advantages of the Invention]
[0016] According to the present invention, it is possible to provide a coating agent capable of forming a coating film (i.e., a coat layer) that is excellent in the slipperiness of a fluid substance (e.g., curry, sauce, ketchup, mayonnaise, feces, etc.) and in which the occurrence of cracks and peeling is suppressed or reduced. According to the present invention, it is also possible to provide a film or a pouch including a coat layer that is excellent in the slipperiness of a fluid substance and in which the occurrence of cracks and peeling is suppressed or reduced. [Embodiments for Carrying Out the Invention]
[0017] Hereinafter, embodiments of the present invention will be described in detail.
[0018] [1. Coating Agent] [1.1. First Polymer] The coating agent of the present embodiment contains a first polymer including monomer units having a betaine structure. Since the coating agent of the present embodiment contains the first polymer, a coating film excellent in the slipperiness of a fluid (for example, curry, sauce, ketchup, mayonnaise, feces, etc.), that is, a coat layer can be formed. This will be described. Since the first polymer contains monomer units having a betaine structure, a coating film excellent in hydrophilicity can be formed. This coating film can absorb the moisture of the fluid when it comes into contact with the fluid and swell. Therefore, this coating film can form a lubricated surface when it comes into contact with the fluid. Since this surface is lubricated, it is excellent in the performance of the fluid slipping off, that is, slipperiness. Therefore, according to the coating agent of the present embodiment, a coating film excellent in the slipperiness of a fluid, that is, a coat layer can be formed.
[0019] The first polymer can be a polymer obtained by polymerizing at least a betaine monomer. That is, the first polymer can be a polymer obtained by polymerizing a monomer containing a betaine monomer.
[0020] Examples of the betaine monomer include a sulfobetaine monomer, a carboxybetaine monomer, and a phosphorylbetaine monomer. Among them, a sulfobetaine monomer is preferable. Note that these may be used alone or in combination of two or more.
[0021] The betaine monomer preferably contains a (meth)acryloyl group. Here, "(meth)acryloyl" means "acryloyl" or "methacryloyl". When the betaine monomer contains a (meth)acryloyl group, the first polymer can be an acrylic polymer.
[0022] Since the sulfobetaine monomer containing a (meth)acryloyl group is easily available, the monomer represented by Formula I is preferable.
Chemical formula
[0023] R 1 is a (meth)acryloylaminoalkyl group having 1 to 4 carbon atoms in the alkyl group or a (meth)acryloyloxyalkyl group having 1 to 4 carbon atoms in the alkyl group. Examples of the (meth)acryloylaminoalkyl group having 1 to 4 carbon atoms include a (meth)acryloylaminomethyl group, a (meth)acryloylaminoethyl group, a (meth)acryloylaminopropyl group, and a (meth)acryloylaminobutyl group. Examples of the (meth)acryloyloxyalkyl group having 1 to 4 carbon atoms in the alkyl group include a (meth)acryloyloxymethyl group, a (meth)acryloyloxyethyl group, a (meth)acryloyloxypropyl group, and a (meth)acryloyloxybutyl group. Among them, a (meth)acryloyloxyalkyl group having 1 to 4 carbon atoms in the alkyl group is preferred, and a methacryloyloxyalkyl group having 1 to 4 carbon atoms in the alkyl group is more preferred.
[0024] R 2 and R 3is independently a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, a hydroxyalkyl group having 1 to 4 carbon atoms, or a (meth)acryloyloxyalkyl group in which the alkyl group has 1 to 4 carbon atoms. Examples of the alkyl group having 1 to 4 carbon atoms include a methyl group, an ethyl group, a propyl group (e.g., n-propyl group, i-propyl group), and a butyl group (e.g., n-butyl group, i-butyl group, s-butyl group, t-butyl group, cyclobutyl group). Examples of the hydroxyalkyl group having 1 to 4 carbon atoms include a hydroxymethyl group, a hydroxyethyl group, a hydroxypropyl group, and a hydroxybutyl group. Examples of the (meth)acryloyloxyalkyl group in which the alkyl group has 1 to 4 carbon atoms include a (meth)acryloylaminomethyl group, a (meth)acryloylaminoethyl group, a (meth)acryloylaminopropyl group, and a (meth)acryloylaminobutyl group. Among them, an alkyl group having 1 to 4 carbon atoms is preferable.
[0025] R 4 is an alkylene group having 1 to 4 carbon atoms or an oxyalkylene group having 1 to 4 carbon atoms. Examples of the alkylene group having 1 to 4 carbon atoms include a methylene group, an ethylene group, a propylene group, and a butylene group. Examples of the oxyalkylene group having 1 to 4 carbon atoms include an oxymethylene group, an oxyethylene group, an oxypropylene group, and an oxybutylene group. Among them, an alkylene group having 1 to 4 carbon atoms is preferable.
[0026] In formula I, R 1 is a (meth)acryloyloxyalkyl group in which the alkyl group has 1 to 4 carbon atoms, R 2 and R 3 are each independently an alkyl group having 1 to 4 carbon atoms, and R 4 is preferably an alkylene group having 1 to 4 carbon atoms. R 1 is a methacryloyloxyalkyl group in which the alkyl group has 1 to 4 carbon atoms, R 2 and R 3 are each independently an alkyl group having 1 to 4 carbon atoms, and R 4It is also preferable that it is an alkylene group having 1 to 4 carbon atoms. Specific examples of the monomer represented by Formula I, that is, the sulfoxy betaine monomer represented by Formula I include, for example, the compounds exemplified as the sulfoxy betaine monomer in Patent Document 2 (that is, Japanese Patent No. 6467226).
[0027] As an example of the carboxy betaine monomer, a monomer represented by Formula II can be mentioned.
Chemical formula
[0028] R 5 and R 6 are each independently a hydrogen atom or an alkyl group having 1 to 4 carbon atoms. Examples of the alkyl group having 1 to 4 carbon atoms include a methyl group, an ethyl group, a propyl group, and a butyl group.
[0029] R 7 is a (meth)acryloyloxyalkyl group in which the alkyl group has 1 to 4 carbon atoms. Examples of the (meth)acryloyloxyalkyl group in which the alkyl group has 1 to 4 carbon atoms include a (meth)acryloyloxymethyl group, a (meth)acryloyloxyethyl group, a (meth)acryloyloxypropyl group, and a (meth)acryloyloxybutyl group.
[0030] R 8 is an alkylene group having 1 to 4 carbon atoms. Examples of the alkylene group having 1 to 4 carbon atoms include a methylene group, an ethylene group, a propylene group, and a butylene group.
[0031] As an example of the phosphorylbetaine monomer, a monomer represented by Formula III can be mentioned. [Chemical formula] In Formula III, R 9 is a (meth)acryloyloxyalkyl group having 1 to 4 carbon atoms in the alkyl group. R 10 is an alkylene group having 1 to 4 carbon atoms. R 11 , R 12 and R 13 are each independently a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
[0032] R 9 is a (meth)acryloyloxyalkyl group having 1 to 4 carbon atoms in the alkyl group. Examples of the (meth)acryloyloxyalkyl group having 1 to 4 carbon atoms in the alkyl group include a (meth)acryloyloxymethyl group, a (meth)acryloyloxyethyl group, a (meth)acryloyloxypropyl group, and a (meth)acryloyloxybutyl group.
[0033] R 10 is an alkylene group having 1 to 4 carbon atoms. Examples of the alkylene group having 1 to 4 carbon atoms include a methylene group, an ethylene group, a propylene group, and a butylene group.
[0034] R 11 、R 12 and R 13 are each independently a hydrogen atom or an alkyl group having 1 to 4 carbon atoms. Examples of the alkyl group having 1 to 4 carbon atoms include a methyl group, an ethyl group, a propyl group, and a butyl group.
[0035] The first polymer may contain monomer units other than the monomer units containing the betaine structure. That is, the first polymer may be a polymer obtained by polymerizing monomers other than the betaine monomer.
[0036] Examples of monomers other than betaine monomers include styrene, α-hydroxystyrene, p-hydroxystyrene, methyl (meth)acrylate, ethyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, tert-butyl (meth)acrylate, neopentyl (meth)acrylate, cyclohexyl (meth)acrylate, benzyl (meth)acrylate, octyl (meth)acrylate, lauryl (meth)acrylate, stearyl (meth)acrylate, cetyl (meth)acrylate, ethyl carbitol (meth)acrylate, hydroxyethyl (meth)acrylate, hydroxypropyl (meth)acrylate, hydroxybutyl (meth)acrylate, methoxyethyl (meth)acrylate, methoxybutyl (meth)acrylate, N-methyl (meth)acrylamide, N-ethyl (meth)acrylamide, N-propyl (meth)acrylamide, N-isopropyl (meth)acrylamide, N-butoxymethyl (meth)acrylamide, N-tert-butyl (meth)acrylamide, N-octyl (meth)acrylamide, N,N-dimethyl (meth)acrylamide, N,N-diethyl (meth)acrylamide, (meth)acryloylmorpholine, diacetone (meth)acrylamide, styrene, methyl itaconate, ethyl itaconate, vinyl acetate, vinyl propionate, N-vinylpyrrolidone, N-vinylcaprolactam, and the like. These may be used alone or in combination of two or more.
[0037] When the total monomer units in the first polymer are 100 mol%, the monomer units containing a betaine structure are preferably 80 mol% or more, more preferably 90 mol% or more, and still more preferably 95 mol% or more.
[0038] The first polymer preferably contains at least one of a silanol group and an alkoxysilyl group, and more preferably contains a silanol group. By the first polymer containing at least one of a silanol group and an alkoxysilyl group, it becomes possible to crosslink the first polymers with each other, and thus the durability of the coating film can be improved.
[0039] To obtain a first polymer containing at least one of a silanol group and an alkoxysilyl group, for example, in the presence of a chain transfer agent containing a compound having an alkoxysilyl group, a monomer containing a betaine monomer may be polymerized.
[0040] As an example of the compound having an alkoxysilyl group, a compound represented by Formula IV can be mentioned.
Chemical formula
[0041] R 14 , R 15 and R 16 are each independently an alkyl group having 1 to 4 carbon atoms or an alkoxy group having 1 to 4 carbon atoms. Examples of the alkyl group having 1 to 4 carbon atoms include a methyl group, an ethyl group, a propyl group, and a butyl group. Examples of the alkoxy group having 1 to 4 carbon atoms include a methoxy group, an ethoxy group, a propoxy group (e.g., n-propoxy group, i-propoxy group), and a butoxy group (e.g., n-butoxy group, i-butoxy group, s-butoxy group, t-butoxy group).
[0042] At least one of R 14 , R 15 and R 16 is an alkoxy group having 1 to 4 carbon atoms. It is preferable that at least one of R 14 , R 15 and R 16 is a methoxy group.
[0043] R14 and R 15 and R 16 It is preferable that at least two of them are alkoxy groups having 1 to 4 carbon atoms. When at least two of them are alkoxy groups having 1 to 4 carbon atoms, it is considered that the durability of the coating film can be further improved. R 14 and R 15 and R 16 It is more preferable that at least two of them are methoxy groups.
[0044] R 14 and R 15 and R 16 It is preferable that all of R 14 and R 15 and R 16 are alkoxy groups having 1 to 4 carbon atoms. When all of them are alkoxy groups having 1 to 4 carbon atoms, it is considered that the durability of the coating film can be further improved. R
[0045] R 17 represents an alkylene group having 1 to 12 carbon atoms. The number of carbon atoms of the alkylene group is preferably 2 or more, more preferably 3 or more. The number of carbon atoms of the alkylene group is preferably 6 or less, more preferably 4 or less, and even more preferably 3. Examples of the alkylene group having 1 to 12 carbon atoms include a methylene group, an ethylene group, a propylene group, and a butylene group.
[0046] As an example of the compound represented by Formula IV, 3-mercaptopropyltrimethoxysilane can be mentioned.
[0047] The addition amount of the compound containing an alkoxysilyl group is preferably 0.01 part by mass or more, more preferably 0.1 part by mass or more, and even more preferably 0.3 part by mass or more with respect to 100 parts by mass of the monomer. On the other hand, the addition amount of the compound containing an alkoxysilyl group may be, for example, 5.0 parts by mass or less, 3.0 parts by mass or less, 2.0 parts by mass or less, or 1.0 parts by mass or less.
[0048] It is preferable to polymerize the monomer in the presence of a polymerization initiator. Examples of the polymerization initiator include azoisobutyronitrile, methyl azoisobutyrate, azobisdimethylvaleronitrile, benzoyl peroxide, potassium persulfate, ammonium persulfate, benzophenone derivatives, phosphine oxide derivatives, benzoketone derivatives, phenylthioether derivatives, azide derivatives, diazo derivatives, disulfide derivatives, and the like. These may be used alone or in combination of two or more.
[0049] The addition amount of the polymerization initiator can be, for example, 0.01 parts by mass to 5 parts by mass with respect to 100 parts by mass of the monomer.
[0050] As an example of the polymerization method, solution polymerization can be mentioned. Examples of the solvent that can be used in solution polymerization include alcohols such as methyl alcohol, ethyl alcohol, isopropyl alcohol, ethylene glycol, and propylene glycol; ketones such as acetone and methyl ethyl ketone; ethers such as diethyl ether and tetrahydrofuran; aromatic hydrocarbon compounds such as benzene, toluene, and xylene; aliphatic hydrocarbon compounds such as n-hexane; alicyclic hydrocarbon compounds such as cyclohexane; acetate esters such as methyl acetate and ethyl acetate; and water. These may be used alone or in combination of two or more. The concentration of the monomer, the polymerization temperature, the polymerization time, etc. can be set as appropriate. The polymerization may be carried out under an inert gas. Examples of the inert gas include nitrogen gas and argon gas.
[0051] The weight average molecular weight of the first polymer is preferably 10,000 or more, more preferably 50,000 or more, and even more preferably 100,000 or more. On the other hand, the weight average molecular weight of the first polymer may be, for example, 1,000,000 or less, 500,000 or less, or 250,000 or less. The weight average molecular weight of the first polymer is a value measured by gel permeation chromatography.
[0052] In the coating agent of this embodiment, when the total content of the first polymer and the second polymer is 100% by mass, the content of the first polymer is preferably 30% by mass or more, more preferably 40% by mass or more, and still more preferably 50% by mass or more. When it is 30% by mass or more, a coating film with more excellent hydrophilicity and slipperiness can be formed. The content of the first polymer may be, for example, 60% by mass or more, 70% by mass or more, 80% by mass or more, or 85% by mass or more. On the other hand, when the total content of the first polymer and the second polymer in the coating agent of this embodiment is 100% by mass, the content of the first polymer is preferably 90% by mass or less, and more preferably 85% by mass or less. When it is 90% by mass or less, the generation of cracks in the coating film can be further suppressed or reduced. When it is 85% by mass or less, the generation of cracks in the coating film can be further more suppressed or reduced. The content of the first polymer may be, for example, 80% by mass or less, 70% by mass or less, 60% by mass or less.
[0053] In 100% by mass of the coating agent of this embodiment, the content of the first polymer is preferably 2% by mass or more, more preferably 3% by mass or more, still more preferably 4% by mass or more, and still more preferably 5% by mass or more. The content of the first polymer may be, for example, 10% by mass or more, 20% by mass or more, 25% by mass or more, 30% by mass or more, or 35% by mass or more. On the other hand, the content of the first polymer may be, for example, 70% by mass or less, 60% by mass or less, 50% by mass or less, or 45% by mass or less.
[0054] <1.2. Second Polymer> The coating agent of the present embodiment contains a second polymer including a monomer unit containing one of an anionic group and a cationic group. Since the coating agent of the present embodiment contains the second polymer, the occurrence of cracks in the coating film can be suppressed or reduced. This will be described. Since the first polymer contains a monomer unit having a betaine structure, it tends to have high cohesive force, and thus the cohesive force of the coating film also tends to be high. Therefore, cracks may occur in the coating film containing the first polymer. On the other hand, according to the present embodiment, since the coating agent contains the second polymer, the occurrence of cracks in the coating film can be suppressed or reduced. This is presumably because the second polymer contains a monomer unit containing one of an anionic group and a cationic group, and thus can interact closely with the first polymer and relax the cohesive force between the first polymers. Since the coating agent of the present embodiment contains the second polymer, the solubility of the first polymer in a solvent can also be increased.
[0055] Examples of the anionic group include a sulfonic acid group, a carboxy group, and salts thereof. Therefore, the anionic group can be, for example, a -SO3 - group or a -COO - group. On the other hand, examples of the cationic group include an ammonium group, a phosphonium group, a sulfonium group, and salts thereof.
[0056] The second polymer may contain a monomer unit containing an anionic group, may contain a monomer unit containing a cationic group, or may contain both (i.e., both a monomer unit containing an anionic group and a monomer unit containing a cationic group).
[0057] Examples of the monomer unit containing an anionic group include a monomer unit containing a sulfonic acid group or a salt thereof, and a monomer unit containing a carboxy group or a salt thereof. Among them, a monomer unit containing a sulfonic acid group or a salt thereof is preferable.
[0058] Examples of polymers containing monomer units containing a sulfonic acid group or a salt thereof include, for example, polystyrene sulfonic acid or a salt thereof. Here, the polystyrene sulfonic acid or a salt thereof may be a polystyrene / styrene sulfonic acid copolymer or a salt thereof.
[0059] Examples of salts of polystyrene sulfonic acid include, for example, alkali metal salts of polystyrene sulfonic acid. Examples of the alkali metal include sodium and potassium. Among them, sodium is preferred because it is easily available. That is, sodium polystyrene sulfonate is preferred because it is easily available.
[0060] Examples of polymers containing monomer units containing a carboxy group or a salt thereof include, for example, sodium alginate and sodium polyacrylate. In addition, sodium salts of copolymers of acrylic acid and maleic acid can also be mentioned.
[0061] On the other hand, as an example of a monomer unit containing a cationic group, a monomer unit derived from diallyldimethylammonium chloride can be mentioned. That is, a monomer unit formed by diallyldimethylammonium chloride can be mentioned.
[0062] A polymer containing a monomer unit derived from diallyldimethylammonium chloride can be a polymer in which at least diallyldimethylammonium chloride is polymerized. That is, this polymer can be a polymer in which a monomer containing diallyldimethylammonium chloride is polymerized.
[0063] Examples of polymers in which at least diallyldimethylammonium chloride is polymerized include, for example, polydiallyldimethylammonium chloride, a copolymer of diallyldimethylammonium chloride and acrylamide, a copolymer of diallyldimethylammonium chloride and acrylic acid, and a copolymer of diallyldimethylammonium chloride, acrylic acid and acrylamide.
[0064] As an example of a monomer unit containing a cationic group, a monomer unit derived from dicyandiamide can also be mentioned. That is, a monomer unit formed by dicyandiamide can be mentioned.
[0065] A polymer containing a monomer unit derived from dicyandiamide can be a polymer in which at least dicyandiamide is polymerized. That is, this polymer can be a polymer in which a monomer containing dicyandiamide is polymerized.
[0066] Examples of polymers in which at least dicyandiamide is polymerized include, for example, a copolymer of dicyandiamide and formaldehyde. Examples of commercially available products include, for example, Unisense KHF10L (manufactured by Senka) and Unisense KHF11L (manufactured by Senka).
[0067] The second polymer does not contain monomer units containing both an anionic group and a cationic group. As an example of a monomer unit containing both an anionic group and a cationic group, a monomer unit containing a betaine structure can be mentioned. The description of the monomer unit containing a betaine structure is omitted because it overlaps with the above description (that is, the description of the monomer unit containing a betaine structure in the first polymer). Therefore, the description of the monomer unit containing a betaine structure in the first polymer can also be treated as the description of the monomer unit containing a betaine structure in the second polymer.
[0068] The weight-average molecular weight of the second polymer may be, for example, 1000 or more, 5000 or more, 10000 or more, or 30000 or more. The weight-average molecular weight of the second polymer may be, for example, 1000000 or less, 500000 or less, 300000 or less, 200000 or less, or 100000 or less. Note that the weight-average molecular weight of the second polymer can be a value measured by gel permeation chromatography.
[0069] <1.3. Surfactant> The coating agent of this embodiment contains a silicone-based surfactant. By using the silicone-based surfactant, it is possible to effectively lower the surface tension of the coating agent and also lower the interfacial tension between the coating agent and the object to be coated (for example, a base film). Therefore, the occurrence of repellency can be suppressed.
[0070] Examples of the silicone-based surfactant include polyether-modified silicone oil and polyglycerin-modified silicone oil. Among them, polyether-modified silicone oil is preferred.
[0071] As an example of the polyether-modified silicone oil, a compound represented by the following formula can be mentioned. R3SiO(R2SiO) m (RR e SiO) n SiR3 R is each independently an alkyl group having 1 to 4 carbon atoms. R e is each independently a group containing a polyether group (hereinafter sometimes referred to as an "introduced group").
[0072] R is each independently an alkyl group having 1 to 4 carbon atoms. Examples of the alkyl group having 1 to 4 carbon atoms include a methyl group, an ethyl group, a propyl group, and a butyl group. Among them, it is preferable that all of the Rs are methyl groups.
[0073] R e is, independently of one another, a group containing a polyether group. Examples of the polyether group include a polyethyleneoxy group and a polypropyleneoxy group. As the polyether group, a group containing both an ethyleneoxy group (EO) and a propyleneoxy group (PO) can also be mentioned. In this case, the ethyleneoxy group (EO) and the propyleneoxy group (PO) may be arranged in a block form or randomly arranged. Each R e 's polyether group may be linked to Si via a linking group. An example of the linking group can be an alkylene group. The number of carbon atoms of the alkylene group may be, for example, 1 to 4. Examples of the alkylene group having 1 to 4 carbon atoms include a methylene group, an ethylene group, a propylene group, and a butylene group.
[0074] The compound represented by this formula can be called a side-chain type polyether-modified silicone oil. The side-chain type polyether-modified silicone oil can include a main chain in which SiO is repeatedly arranged, a plurality of first side chains branched from the main chain, and a plurality of second side chains branched from the main chain. Each first side chain can be, independently of one another, an alkyl group having 1 to 4 carbon atoms (see the description of R). Each second side chain can be, independently of one another, a group containing a polyether group (see the description of R e .
[0075] The content of the silicone-based surfactant in the coating agent of the present embodiment is preferably 0.1 part by mass or more, more preferably 0.5 part by mass or more, still more preferably 1.0 part by mass or more, and still more preferably 1.5 part by mass or more with respect to 100 parts by mass of the first polymer. On the other hand, the content of the silicone-based surfactant in the coating agent of the present embodiment is preferably 3.0 parts by mass or less, and more preferably 2.5 parts by mass or less. When it is 3.0 parts by mass or less, it is possible to avoid clouding of the coating agent and the coating film.
[0076] The content of the silicone-based surfactant is preferably 0.05% by mass or more, more preferably 0.1% by mass or more, in 100% by mass of the coating agent of the present embodiment. The content of the silicone-based surfactant may be, for example, 0.3% by mass or more, or may be 0.5% by mass or more. On the other hand, the content of the silicone-based surfactant may be, for example, 1.5% by mass or less, or may be 1.0% by mass or less.
[0077] <1.4. Solvent> The coating agent of the present embodiment contains a solvent. Examples of the solvent include water, alcohol-based solvents, ketone-based solvents, amide-based solvents, and ether-based solvents. Among them, alcohol-based solvents are preferred. When the solvent contains an alcohol-based solvent, the occurrence of repellency can be further suppressed. In particular, the repellency that may occur when forming a coating film with the coating agent on a substrate film having a relatively high hydrophobicity (for example, a polyolefin film such as a polyethylene film or a polypropylene film) can be further suppressed. Examples of the alcohol-based solvent include methanol, isopropyl alcohol, n-butanol, diacetone alcohol, 2-methoxyethanol, 2-ethoxyethanol, 2-butoxyethanol, and tertiary amyl alcohol. Water is also preferred as the solvent. In particular, it is more preferable that the solvent contains both water and an alcohol-based solvent.
[0078] The content of the alcohol-based solvent in the coating agent of the present embodiment is preferably 5% by mass or more, more preferably 10% by mass or more, in 100% by mass of the solvent. On the other hand, the content of the alcohol-based solvent may be, for example, 50% by mass or less, or may be 30% by mass or less.
[0079] When the coating agent of the present embodiment contains water and an alcohol-based solvent, the total content of water and the alcohol-based solvent is preferably 80% by mass or more, more preferably 90% by mass or more, still more preferably 95% by mass or more, and even more preferably 97% by mass or more in 100% by mass of the solvent. The total content of water and the alcohol-based solvent may be 98% by mass or more, 99% by mass or more, or 100% by mass in 100% by mass of the solvent.
[0080] The content of the solvent is preferably 25% by mass or more, more preferably 50% by mass or more in 100% by mass of the coating agent of the present embodiment. On the other hand, the content of the solvent may be, for example, 99% by mass or less, or 95% by mass or less.
[0081] <1.5. Others> The coating agent of the present embodiment may further contain a polymer other than the first polymer and the second polymer. The coating agent of the present embodiment may further contain a surfactant other than the silicone-based surfactant. The coating agent of the present embodiment may further contain an antioxidant, an ultraviolet absorber, a light stabilizer, a fluorine compound (for example, a fluorine-based leveling agent), etc.
[0082] In the coating agent of the present embodiment, the total content of the first polymer, the second polymer, the silicone-based surfactant, and the solvent is preferably 80% by mass or more, more preferably 90% by mass or more, still more preferably 95% by mass or more, and even more preferably 97% by mass or more. This total content may be 98% by mass or more, 99% by mass or more, or 100% by mass.
[0083] <1.6. Manufacturing method and uses> The coating agent of the present embodiment can be produced, for example, by mixing the first polymer, the second polymer, the silicone-based surfactant, and, if necessary, the solvent.
[0084] The coating agent of the present embodiment can be suitably used for coating a base film. Examples of the base film include a polyolefin film and a polyester film. A polyolefin film may be preferable because it has a low melting point and it is easy to manufacture a pouch by heat sealing. Examples of the polyolefin film include a polyethylene film and a polypropylene film. Examples of the polyester film include a polyethylene terephthalate (PET) film and a polyethylene naphthalate (PEN) film. The PET of the PET film may be a copolymerized PET. The PEN of the PEN film may be a copolymerized PEN. Note that the base film may be surface-treated. Examples of the surface treatment include a corona treatment and a plasma treatment.
[0085] After applying the coating agent of the present embodiment to the base film and drying it as necessary, a coating film, that is, a coat layer can be formed on the base film. When the base film is surface-treated, it is preferable to apply the coating agent to the surface-treated surface. Examples of the coating method include a gravure method, a roll coating method, a dip coating method, a brush coating method, a spray coating method, a bar coating method, a knife coating method, a die coating method, and a spin coating method. In order to accelerate the drying of the coating agent, the base film coated with the coating agent may be heated.
[0086] <2. Film and Pouch> The film of the present embodiment (hereinafter sometimes referred to as “laminated film”) includes a base film and a coat layer formed on the base film. As described above, the film of the present embodiment can be obtained by applying the coating agent of the present embodiment to the base film and drying it as necessary. Note that since the coat layer of the film in the present embodiment is excellent in hydrophilicity, it can be said that the decrease in heat sealability that may occur due to the formation of the coat layer is not significant.
[0087] The thickness of the base film may be, for example, 10 μm or more, 15 μm or more, or 20 μm or more. On the other hand, the thickness of the base film may be, for example, 1000 μm or less, 200 μm or less, 150 μm or less, or 100 μm or less.
[0088] The thickness of the coating layer is preferably 0.1 μm or more, more preferably 0.5 μm or more, and even more preferably 1 μm or more. On the other hand, the thickness of the coating layer is preferably 20 μm or less, more preferably 10 μm or less, even more preferably 5 μm or less, and even more preferably 3 μm or less. The smaller the thickness of the coating layer, the more the decrease in heat sealability that may be caused by the coating layer can be avoided or reduced. In addition to this, it is considered that the smaller the thickness of the coating layer, the more quickly a lubricated surface, that is, a surface excellent in slipperiness, can be formed when the coating layer comes into contact with a fluid.
[0089] The film of this embodiment may further include a layer other than the base film and the coating layer. Examples of the layer other than the base film and the coating layer include an adhesive layer, a non-woven fabric layer, a printing layer, and an inorganic thin film layer. Examples of the fibrous raw material constituting the non-woven fabric layer include cellulose fiber, polyamide fiber, vinylon fiber, polyester fiber, polyethylene fiber, polypropylene fiber, polyolefin fiber, and rayon fiber.
[0090] The film of this embodiment can be suitably used as a packaging film. Examples of the packaging film include a film for drug packaging, a film for food packaging, and a film for electronic component packaging (for example, a film for the exterior of a lithium-ion battery). Among them, it can be particularly preferably used as a film for food packaging.
[0091] The film of this embodiment can be suitably used as a film for a pouch. The film of this embodiment can be particularly suitably used as a film for a retort pouch or a stoma pouch (i.e., a pouch for a stoma appliance). That is, the film of this embodiment can be particularly suitably used as a film for manufacturing a retort pouch or a film for manufacturing a stoma pouch.
[0092] The pouch of this embodiment includes the above-described film (i.e., a film including a base film and a coat layer formed on the base film). The pouch of this embodiment can be obtained, for example, by heat-sealing with the coat layers of the above-described films facing each other. At this time, the coat layers of one film may be adhered to each other, or the coat layers of a plurality of films, for example, two films, may be adhered to each other with the coat layers facing each other. In the pouch of this embodiment, it is preferable that a coat layer is disposed on the inner surface of the pouch. That is, it is preferable that the innermost layer of the pouch of this embodiment is a coat layer.
[0093] The pouch of this embodiment may be, for example, a retort pouch or a stoma pouch. A stoma pouch, i.e., a pouch for a stoma appliance, is a bag for receiving excrement discharged from a stoma. The stoma pouch can be provided with an opening (hereinafter sometimes referred to as a "receiving port") for receiving excrement. The stoma pouch can be further provided with an opening for discharging the excrement accumulated in the stoma pouch. The stoma appliance may include a stoma pouch and a faceplate provided on the stoma pouch. The faceplate can be provided around the receiving port.
[0094] <3. Various modifications can be made to the above-described embodiment> Various modifications can be made to the above-described embodiment. For example, one or more can be selected from the following modification examples and the above-described embodiment can be modified.
[0095] In the above-described embodiment, a configuration in which a coating agent is used to coat a base film was described. However, the present embodiment is not limited to this configuration. For example, a coating agent may be used to coat a glass plate, a silicon wafer, a metal plate, or the like.
[0096] In the above-described embodiment, a configuration in which, after producing the above-described film (i.e., a film including a base film and a coat layer formed on the base film), a pouch including the coat layer is produced was described. However, the present embodiment is not limited to this configuration. For example, a pouch including a coat layer may be produced by coating at least a part of the inner surface of a pouch not including a coat layer with the above-described coating agent. That is, a pouch including a coat layer may be produced by forming a coat layer on at least a part of the inner surface of a pouch not including a coat layer with the above-described coating agent.
[0097] In the above-described embodiment, a configuration in which one or more of the above-described films are adhered by heat sealing to produce a pouch was described. However, the present embodiment is not limited to this configuration. For example, one or more of the above-described films may be cold sealed using an adhesive or a pressure-sensitive adhesive.
Examples
[0098] Examples and comparative examples are given below to more specifically explain the present invention. Hereinafter, unless otherwise specified, "parts" means "parts by mass" and "%" means "% by mass".
[0099] <1. Raw materials> The following raw materials were used. Hereinafter, polymers other than the betaine acrylate polymer may be referred to as ionic functional group-containing polymers. Betaine monomer: 3-((2-(Methacryloyloxy)ethyl)dimethylammonio)propane-1-sulfonate (manufactured by TCI) Radical initiator: VA-086 (manufactured by Fujifilm Wako Pure Chemical Corporation) Chain transfer agent (reaction group introducing agent): 3-mercaptopropyltrimethoxysilane (manufactured by TCI) Polymer containing ionic functional group: Sodium polystyrenesulfonate with an average molecular weight of 70,000 (manufactured by Sigma-Aldrich) Polymer containing ionic functional group: Uniseance KHF11L (manufactured by Senka, solid content concentration 60%, dicyandiamide / formaldehyde copolymer) Polymer containing ionic functional group: Uniseance ZCA1002L (manufactured by Senka, solid content concentration 38%, diallyldimethylammonium chloride / acrylic acid copolymer) Silicone surfactant: KF-640 (manufactured by Shin-Etsu Chemical Co., Ltd., polyether-modified silicone oil) Surfactant: Di-2-ethylhexyl sodium sulfosuccinate (DSSS) (manufactured by TCI) (hydrocarbon anionic type)
[0100] <2. Synthesis of acrylic polymer> 10 g of betaine monomer, 0.07 g of 3-mercaptopropyltrimethoxysilane as a chain transfer agent, and 10 g of pure water were added to a 100 mL multi-necked flask. While stirring the solution in the multi-necked flask, nitrogen gas was directly blown in to remove as much oxygen gas in the multi-necked flask as possible. Next, 0.01 g of radical initiator was added, and the contents of the multi-necked flask were heated to 70 °C in an oil bath and then stirred for 4 hours while maintaining 70 °C. Then, after further adding 0.1 g of radical initiator, the contents of the multi-necked flask were stirred for 4 hours while maintaining the temperature at 70 °C. As a result, a polymer solution (solid content concentration 51%) was obtained. When the weight average molecular weight of the acrylic polymer (hereinafter sometimes referred to as "betaine acrylic polymer") contained in the polymer solution was measured by gel permeation chromatography [manufactured by Tosoh Corporation, HLC-8320GPC], the weight average molecular weight was 199,600.
[0101] <3. Preparation of coating solution> A coating solution having the composition shown in Table 1 was prepared.
[0102] <4. Preparation of Samples for Evaluation> <4.1. Examples 1 to 4 and Comparative Examples 1 to 3> The coating solution was applied to a polypropylene film (Pyren P2161, thickness 50 μm, manufactured by Toyobo Co., Ltd.) using a bar coater. Specifically, the coating solution was dropped onto the corona-treated surface of the polypropylene film, and then the coating solution was uniformly applied onto the polypropylene film using a bar coater of the count shown in Table 1. The polypropylene film coated with the coating solution was placed in an oven at 60°C and heated for 16 hours. Thereby, a film having a polypropylene film and a coating film formed on the polypropylene film (hereinafter, sometimes referred to as a "laminated film") was obtained. The dry film thickness of the coating film was approximately 3 μm. Test pieces were cut out from the laminated film, and each performance was evaluated using these test pieces. <4.2. Example 5> A laminated film was produced in the same manner as in Example 2 except that a polyethylene terephthalate film (E5100, thickness 75 μm, manufactured by Toyobo Co., Ltd.) was used instead of the polypropylene film, and then test pieces were obtained. <4.3. Comparative Example 4> Test pieces were cut out from a commercially available stoma pouch (manufactured by Arkea, Selcare (registered trademark) 1·TD), and each performance was evaluated using these test pieces. Among both sides of this test piece, the surface that was the inner surface of the stoma pouch may be hereinafter referred to as the "I surface".
[0103] <5. Evaluation Method> <5.1. Appearance> After visually checking the state of the coating film, the appearance was evaluated according to the following criteria. 〇: No cracks or peeling ×: At least one of cracks and peeling
[0104] <5.2. Slip Property> Approximately 100 μL of curry (manufactured by Miyajima Soy Sauce) in a commercially available 30-g pack was aspirated with a micropipette and then discharged onto the coating film or the I surface of the test piece. After allowing the test piece to stand vertically for 10 minutes, the sliding distance of the curry was measured. Here, the "sliding distance" refers to the distance at which most of the curry (approximately 90 μL or more) slid down. Note that due to the size of the test piece, the upper limit of the measurable sliding distance was 10 cm. Although curry is a food, in the evaluation of slipperiness, it can be regarded as feces. Since the nature of real feces varies each time, it is difficult to evaluate the sliding distance with good reproducibility. On the other hand, since commercially available curry has more stable properties than real feces, the sliding distance can be evaluated with better reproducibility by using commercially available curry.
[0105] <5.3. Durability> After measuring the sliding distance, the curry was removed from the test piece as much as possible with a pro-wipe. Then, the sliding distance was measured again by the procedure of <5.2. Slipperiness> above. At this time, the curry was discharged at the same location on the test piece.
[0106] <5.4. Heat Sealability> The coating films or the I surfaces of two test pieces cut out from the laminated film were heat-sealed with a heat sealer (Fujitsu Impulse Poly Sealer (registered trademark) P-300) to obtain a heat-sealed sample. The heat-sealing was carried out by adjusting the heating time knob of the heat sealer to 10, then pressing down the pressure lever, and pulling up the pressure lever after the cooling end sound of the heat sealer sounded. While holding one test piece with the thumb and index finger of the right hand and the other test piece with the thumb and index finger of the left hand, the heat-sealed sample was pulled in a direction where the right hand and the left hand were separated by 180°. Then, the heat sealability was evaluated by the appearance according to the following criteria. 〇: No peeling occurs at the seal interface, and at least one of the test pieces breaks. ×: Peeling occurs at the seal interface.
[0107] <6. Results> The following table shows the results.
Table 1
[0108] In the laminated films prepared in Examples 1 to 4, there were no cracks or peeling in the coating film, and excellent slipperiness, durability, and heat sealability were shown. In the laminated film prepared in Example 5, there were no cracks or peeling in the coating film, and excellent slipperiness and durability were shown.
[0109] On the other hand, in Comparative Example 1 where neither the polymer containing an ionic functional group nor the silicone-based surfactant was added to the coating agent, both cracks and peeling occurred. In Comparative Example 2 where the polymer containing an ionic functional group was not added to the coating agent, cracks occurred. In Comparative Example 3 where a hydrocarbon anionic surfactant was added to the coating agent instead of the silicone-based surfactant, peeling occurred. In Comparative Example 4 using a commercially available stoma pouch, the slipperiness was poor. That is, the curry did not slide.
Industrial Applicability
[0110] Since the present invention can provide coating agents, films, and pouches, it is industrially applicable.
Claims
1. A first polymer comprising monomer units containing a betaine structure, a second polymer comprising monomer units containing one of an anionic group and a cationic group, and a silicone surfactant, wherein the second polymer does not contain monomer units containing both an anionic group and a cationic group, A coating agent.
2. The coating agent according to claim 1, wherein the first polymer contains at least one of a silanol group and an alkoxysilyl group.
3. The coating agent according to claim 1, wherein the silicone surfactant is a polyether-modified silicone oil.
4. The coating agent according to claim 1, further comprising an alcohol-based solvent.
5. The coating agent according to claim 1, which is used for coating a base film.
6. A base film, and a coat layer formed of the coating agent according to claim 1 on the base film, A film.
7. The film according to claim 6, wherein the base film is a polyolefin film or a polyester film.
8. The film according to claim 6, which is used as a packaging film.
9. The film according to claim 6, which is used as a film for a pouch.
10. A pouch containing the film according to claim 6.
11. The pouch according to claim 10, which is a stoma pouch.
Citation Information
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