WO2019220698A1 - Film adhésif de corps vivant, stratifié et procédé cosmétique - Google Patents

Film adhésif de corps vivant, stratifié et procédé cosmétique Download PDF

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Publication number
WO2019220698A1
WO2019220698A1 PCT/JP2019/004363 JP2019004363W WO2019220698A1 WO 2019220698 A1 WO2019220698 A1 WO 2019220698A1 JP 2019004363 W JP2019004363 W JP 2019004363W WO 2019220698 A1 WO2019220698 A1 WO 2019220698A1
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Prior art keywords
membrane
bioadhesive
cellulose
film
adhesive component
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PCT/JP2019/004363
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English (en)
Japanese (ja)
Inventor
貴裕 青木
知子 川島
谷池　優子
Original Assignee
パナソニックＩｐマネジメント株式会社
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Priority to CN201980017042.7A priority Critical patent/CN111818906B/zh
Priority to JP2020518971A priority patent/JP7170231B2/ja
Publication of WO2019220698A1 publication Critical patent/WO2019220698A1/fr

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/64—Proteins; Peptides; Derivatives or degradation products thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73—Polysaccharides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • A61K47/36—Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
    • A61K47/38—Cellulose; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • A61K47/42—Proteins; Polypeptides; Degradation products thereof; Derivatives thereof, e.g. albumin, gelatin or zein
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/70—Web, sheet or filament bases ; Films; Fibres of the matrix type containing drug
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L31/00—Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
    • A61L31/04—Macromolecular materials

Definitions

  • the present disclosure relates to a membrane for bioadhesion, a laminate, and a cosmetic method.
  • Patent Document 1 describes a cosmetic method in which a coloring material such as a pigment is blended in a large amount, cosmetics such as a foundation do not adhere to clothes, etc., and has a so-called secondary adhesion-less effect.
  • the thin film used in is also described.
  • This thin film is composed of a base film and a support, and the base film has a thickness of 10 to 500 nm.
  • a base film is attached to the skin, and the attached thin film support is removed.
  • the material of the base film is a material such as polylactic acid. Components such as hyaluronic acid are supported on the base film.
  • Patent Document 2 describes a self-supporting beauty sheet that is used in a predetermined makeup method and applied on the skin.
  • the self-supporting cosmetic sheet includes at least one biocompatible and / or biodegradable hydrophobic polymer layer.
  • the biocompatible and / or biodegradable polymer is, for example, a non-crosslinked polymer such as non-crosslinked polylactic acid.
  • the hydrophobic polymer layer includes, for example, at least one cationic polymer and at least one anionic polymer.
  • This disclosure Including regenerated cellulose and an adhesive component adhering to the regenerated cellulose, A self-supporting type having a thickness of 20 to 6500 nm,
  • the adhesive component contains a polyamino acid,
  • a membrane for bioadhesion is provided.
  • the above-mentioned membrane for biological application has high adhesion to living tissue while containing regenerated cellulose.
  • FIG. 1A is a cross-sectional view schematically illustrating an example of a laminated body of the present disclosure.
  • FIG. 1B is a cross-sectional view schematically illustrating an example of a positional relationship between regenerated cellulose and an adhesive component in the biomedical adhesive membrane of the present disclosure.
  • FIG. 2A is a diagram illustrating a method of using the membrane for biological sticking of the present disclosure.
  • FIG. 2B is a diagram illustrating a method of using the biomarker membrane of the present disclosure.
  • FIG. 2C is a diagram illustrating a method of using the biomedical adhesive membrane of the present disclosure.
  • FIG. 3 is a cross-sectional view schematically illustrating another example of the laminated body of the present disclosure.
  • the present inventors have developed a self-supporting membrane for bioadhesive membrane composed of regenerated cellulose and having a thickness of several ⁇ m or less, which has not been realized in the past.
  • the inventors of the present invention have further investigated the membrane for living body application, and have found that there is room for improvement from the viewpoint of adhesion to living tissue. Therefore, the present inventors repeated a great deal of trial and error in order to enhance the adhesion of the membrane for living body application to the living tissue.
  • adhesion of a bioadhesive membrane to a living tissue is enhanced by attaching a predetermined adhesive component to the regenerated cellulose in the bioadhesive membrane.
  • the present inventors have devised a biomedical patch membrane according to the present disclosure.
  • (Item 1) Including regenerated cellulose and an adhesive component adhering to the regenerated cellulose, A self-supporting type having a thickness of 20 to 6500 nm,
  • the adhesive component contains a polyamino acid, Membrane for living body application.
  • (Item 2) Item 2.
  • (Item 3) The living body according to item 1 or 2, wherein the polyamino acid has at least one functional group selected from the group consisting of a hydroxyl group, an aldehyde group, a carboxyl group, an amino group, a guanidino group, and a carbonyl group in a repeating structural unit.
  • the polyamino acid has at least one functional group selected from the group consisting of a hydroxyl group, an aldehyde group, a carboxyl group, an amino group, a guanidino group, and a carbonyl group in a repeating structural unit.
  • Membrane for application.
  • the adhesive component contains one or more polyamino acids selected from the group consisting of polyglutamic acid, polytyrosine, polylysine, polyarginine, polyornithine, polyaspartic acid, polyhistidine, and salts thereof,
  • polyamino acids selected from the group consisting of polyglutamic acid, polytyrosine, polylysine, polyarginine, polyornithine, polyaspartic acid, polyhistidine, and salts thereof,
  • the membrane for biological application according to any one of 1 to 3.
  • (Item 7) The bioadhesive membrane according to any one of items 1 to 6, wherein the content of the adhesive component in the bioadhesive membrane is 0.05 to 50% by weight.
  • (Item 9) A biomedical adhesive membrane according to any one of items 1 to 8, A first protective layer disposed on the first main surface of the membrane for bioadhesion and removable from the first main surface; Laminated body.
  • Item 10 (Item 10) Item 10.
  • a cosmetic method for affixing a membrane for bioadhesion is a self-supporting type comprising regenerated cellulose and an adhesive component containing a polyamino acid attached to the regenerated cellulose and having a thickness of 20 to 6500 nm, Attaching a water-containing mounting agent to a biological tissue and the biological sticking membrane, and sticking the biological sticking membrane to the biological tissue, Beauty method.
  • the membrane 10 for bioadhesive shown in FIG. 1A contains regenerated cellulose and an adhesive component.
  • the adhesive component is attached to the regenerated cellulose.
  • the regenerated cellulose typically forms the skeleton (base material) of the bioadhesive membrane 10.
  • the bio-adhesive membrane 10 is a self-supporting membrane having a thickness of 20 to 6500 nm.
  • the “self-supporting membrane” means a membrane capable of maintaining the form of the membrane without a support. For example, when a self-supporting membrane is lifted by pinching a part of the self-supporting membrane with fingers or tweezers, the self-supporting membrane is not damaged without damaging the self-supporting membrane. It is possible to lift the whole.
  • the adhesive component contains a polyamino acid.
  • Regenerated cellulose contains abundant hydroxyl groups in its repeating structure. For this reason, it is considered that the polyamino acid and the regenerated cellulose contained in the adhesive component interact so as to attract each other by hydrogen bonding. For this reason, the adhesive component adheres appropriately to cellulose in the bioadhesive membrane 10.
  • a polyamino acid as an adhesive component for the base film made of polylactic acid described in Patent Document 1. This is because the repeating structure of polylactic acid has no functional group capable of forming a hydrogen bond, and polylactic acid exhibits hydrophobicity. The hydrophilic polyamino acid and the hydrophobic polylactic acid are unlikely to interact with each other, and it is considered that the polyamino acid is not suitable as an adhesive component in the base film of polylactic acid.
  • the outermost surface of living tissue such as skin is mainly composed of proteins such as keratin. Proteins are composed of amide bonds. For this reason, when the bioadhesive membrane 10 is affixed to a biological tissue, a hydrogen bond is formed between the amide bond of the polyamino acid and the amide bond of the protein, and the bioadhesive membrane 10 is higher than the biological tissue. Adhesion can be demonstrated.
  • the adhesive component contains a polyamino acid and has biocompatibility.
  • the biocompatibility means a characteristic that hardly causes harmful phenomena to the living body such as stuffiness and air touch when brought into contact with a living tissue.
  • Polyamino acids are, for example, amino acid homopolymers.
  • the intramolecular interaction tends to decrease due to the influence of charge and hydrophilicity or hydrophobicity.
  • folding is unlikely to occur and a uniform structure is easily formed.
  • the part which can interact easily appears outside and it is easy to interact with a biological tissue or regenerated cellulose.
  • the adhesiveness of the bioadhesive membrane 10 to the biological tissue is more reliably increased.
  • Polyamino acids are typically water soluble.
  • the bioadhesive membrane 10 can be easily detached from the biological tissue using an aqueous solution or the like, and the bioadhesive membrane 10 is unlikely to remain in the living body. Even if the bioadhesive film 10 remains in the living body, the bioadhesive film 10 has biocompatibility, and thus hardly causes a problem in the living body.
  • the amino acid forming the polyamino acid can be L-form, D-form, or racemate.
  • the amino acid forming the polyamino acid is desirably L-form.
  • the polyamino acid has, for example, at least one functional group selected from the group consisting of a hydroxyl group, an aldehyde group, a carboxyl group, an amino group, a guanidino group, and a carbonyl group in a repeating structural unit.
  • these functional groups many hydrogen bonds are formed between the protein such as keratin or regenerated cellulose of the living tissue and the polyamino acid, and the adhesion of the living body adhesive membrane 10 to the living tissue is enhanced.
  • Adhesive components include, for example, polyglutamic acid, polytyrosine, polylysine, polyarginine, polyornithine, polyaspartic acid, polyhistidine, polyserine, polyhydroxyproline, polyhydroxylysine, polyglycine, polyalanine, polycysteine, polyisoleucine, poly From the group consisting of leucine, polymethionine, polyphenylalanine, polyproline, polytryptophan, polyvaline, polythyroxine, polyphosphoserine, poly- ⁇ -alanine, poly- ⁇ -aminobutyric acid, polycreatine, polycitrulline, and salts thereof Contains at least one or more selected polyamino acids.
  • the adhesive component desirably contains at least one or more polyamino acids selected from the group consisting of polyglutamic acid, polytyrosine, polylysine, polyarginine, polyornithine, polyaspartic acid, polyhistidine, and salts thereof. Yes.
  • the adhesive component is attached to the regenerated cellulose typically means that at least a part of the adhesive component is present on the surface of the bioadhesive membrane 10. Indicates the state. However, the state where the adhesive component is present so as to be in contact with the surface of the bioadhesive membrane 10 is also included in the range of “the adhesive component adheres to the regenerated cellulose”. Further, the state where the adhesive component can be eluted on the surface by mounting the bio-adhesive membrane 10 is included in the range of “the adhesive component adheres to the regenerated cellulose”.
  • the adhesive component in the bioadhesive membrane 10 is present on the surface of the bioadhesive membrane 10. For this reason, the adhesive component easily interacts with both the regenerated cellulose and the biological tissue, and the adhesion of the biological patch membrane 10 to the biological tissue is further increased.
  • at least a part of the adhesive component desirably exists continuously between the surface of the biomedical adhesive film 10 and the regenerated cellulose in the thickness direction of the bioadhesive film 10.
  • the adhesive component polyamino acid is useful because it can form hydrogen bonds with the regenerated cellulose at a position away from the surface of the bioadhesive membrane 10.
  • the adhesive component in the bioadhesive membrane 10 may be uniformly distributed in the thickness direction of the bioadhesive membrane 10.
  • the adhesive component may be present concentrated on a specific location in the bioadhesive membrane 10. For example, in the biological patch film 10, a plurality of regions where the adhesive component is present at a high concentration may exist at a predetermined interval.
  • the adhesive component may be present in layers on the surface of the bioadhesive membrane 10.
  • the pressure-sensitive adhesive component layer may cover the entire base material constituted by regenerated cellulose, or may cover a part of the base material.
  • FIG. 1B shows an example of the positional relationship between the regenerated cellulose 13 and the adhesive component 14 in the bioadhesive membrane 10.
  • a part of the adhesive component 14 exists on the surface of the bioadhesive film 10.
  • the adhesive component 14 may be in contact with the surface of the regenerated cellulose 13.
  • a part of the adhesive component 14 is continuously present from the inside of the regenerated cellulose 13 to the surface of the bioadhesive membrane 10 in the thickness direction of the bioadhesive membrane 10.
  • the physical shape formed by the adhesive component 14 in the bioadhesive membrane 10 is not limited to a specific three-dimensional shape.
  • the shape is desirably such that the contact area between the regenerated cellulose 13 and the adhesive component 14 is as large as possible. Thereby, the adhesion effect by the adhesion component 14 increases.
  • the adhesive component 14 may be continuously present from one surface (main surface) of the bioadhesive membrane 10 to the other surface (main surface). A part of the adhesive component 14 may not exist on the surface of the bioadhesive membrane 10 but may exist only in the regenerated cellulose 13.
  • the positional relationship between the regenerated cellulose 13 and the adhesive component 14 is not limited to the state shown in FIG. 1B as long as the adhesive component 14 is attached to the regenerated cellulose 13.
  • the content of the adhesive component in the membrane 10 for biological application is, for example, 0.05 to 50% by weight.
  • the bioadhesive membrane 10 can more reliably exhibit high adhesion to the biological tissue.
  • the content of the adhesive component in the bioadhesive film 10 is 50% by weight or less, stickiness of the bioadhesive film 10 is suppressed, and the bioadhesive film 10 is easily attached to a living body.
  • the ratio of the mass of the adhesive component to the mass of regenerated cellulose is, for example, 0.05 to 90%, and may be 0.05 to 50%.
  • the polyamino acid as the adhesive component has, for example, a weight average molecular weight of 10,000 or more. In this case, the viscosity of the polyamino acid is increased, and the adhesion of the biological patch membrane 10 to the biological tissue is more reliably increased.
  • the polyamino acid has a weight average molecular weight of, for example, 10,000 to 10,000,000.
  • the polyamino acid may have a weight average molecular weight of 10,000 to 2,000,000. When the polyamino acid has a weight average molecular weight of 2,000,000 or less, the adhesive component can be easily attached to the regenerated cellulose.
  • the weight average molecular weight of the polyamino acid can be determined, for example, by gel permeation chromatography (GPC).
  • a sample for GPC measurement can be prepared, for example, by dissolving a commercially available reagent or the like, extracting from a commercially available cosmetic material or drug, or extracting a polyamino acid that is an adhesive component from the bioadhesive membrane 10.
  • the adhesive component is extracted from the bioadhesive membrane 10
  • the bioadhesive membrane 10 is immersed in a solution described later, and only the polyamino acid is made into a solution by a treatment such as stirring, shaking, ultrasonic treatment, or heating.
  • This solution is water or a highly water-soluble solvent such as water, methanol, ethanol, or acetic acid.
  • the bioadhesive membrane 10 In regenerated cellulose, hydrogen bonds are likely to be formed within and / or between molecules, and the bioadhesive membrane 10 tends to have a dense structure. For this reason, the film
  • the raw material of regenerated cellulose is not particularly limited.
  • the raw material of the regenerated cellulose can be plant-derived natural cellulose, bio-derived natural cellulose, regenerated cellulose such as cellophane, or processed cellulose such as cellulose nanofiber. It is advantageous that the concentration of impurities in the raw material of regenerated cellulose is 10% by weight or less.
  • Regenerated cellulose is, for example, cellulose substantially represented by the following formula (I).
  • the cellulose substantially represented by the formula (I) means a cellulose in which 90% or more of hydroxyl groups of glucose residues in the cellulose represented by the formula (I) remain.
  • the ratio of the number of hydroxyl groups of glucose residues in cellulose contained in the biomedical membrane 10 to the number of hydroxyl groups of glucose residues in cellulose represented by formula (I) is, for example, X-ray photoelectron spectroscopy (XPS). ) And other known methods.
  • the regenerated cellulose contained in the biological patch membrane 10 may include a branched structure depending on the case.
  • the artificially derivatized cellulose typically does not fall under “substantially the cellulose represented by the formula (I)”.
  • “cellulose substantially represented by the formula (I)” does not exclude cellulose regenerated through derivatization. Even cellulose regenerated through derivatization may fall under “substantially represented by formula (I)”.
  • the bioadhesive membrane 10 is made of regenerated cellulose.
  • the strength of the membrane formed from a suspension of natural cellulose fibers dispersed in water or the like is borne by hydrogen bonds between the nanofibers constituting the cellulose fibers. Therefore, only a brittle cellulose film can be obtained.
  • the nanofibers are loosened up to the molecular chain unit, so the strength of the membrane composed of regenerated cellulose is borne by hydrogen bonds between cellulose molecular chains. . That is, in a film made of regenerated cellulose, hydrogen bonds between units smaller than those of nanofibers are uniformly formed.
  • the “nanofiber” is also called “nanofibril (or microfibril)” and is the most basic unit in which cellulose molecules are assembled, and has a width of about 4 nm to about 100 nm, for example, about 1 ⁇ m. It has the above length.
  • regenerated cellulose means cellulose that does not have the crystal structure I unique to natural cellulose.
  • the crystal structure of cellulose can be confirmed by an XRD pattern. Natural cellulose shows peaks at around 14-17 ° and 23 °, which are peculiar to the crystal structure I, in the XRD pattern using CuK ⁇ rays, but the regenerated cellulose often has the crystal structure II. It has peaks around ° and 22 °, and no peaks around 14-17 ° and 23 °.
  • the regenerated cellulose contained in the bioadhesive membrane 10 is 90% or more of regenerated cellulose that has not been chemically modified and derivatized.
  • 98% or more of the regenerated cellulose contained in the bioadhesive membrane 10 may be regenerated cellulose that has not been chemically modified or derivatized.
  • the bioadhesive membrane 10 contains a large amount of cellulose that has not been chemically modified and derivatized, and contains more hydroxyl groups per molecular chain of cellulose. For this reason, it is thought that more hydrogen bonds are formed between the molecules of cellulose, and the bioadhesive membrane 10 tends to have high strength.
  • the regenerated cellulose contained in the bio-adhesive membrane 10 may be uncrosslinked.
  • Cellulose contained in the membrane 10 for biological sticking has a crystallinity of 0 to 12%, for example.
  • the amount of hydroxyl groups involved in the formation of the crystal structure is moderately small, and the bioadhesive film 10 tends to have high adhesion to the living body.
  • coat 10 for biological sticking can express various functions by making predetermined
  • the bioadhesive membrane 10 has a thickness of 20 to 6500 nm.
  • the bioadhesive membrane 10 can function as a self-supporting membrane that can be attached to a biological tissue. If the thickness of the bioadhesive membrane 10 is 6500 nm or less, when the bioadhesive membrane 10 is affixed to a biological tissue, the bioadhesive membrane 10 is unlikely to peel off due to friction or stress from the skin. On the other hand, the bioadhesive membrane 10 can be easily peeled from the biological tissue using an aqueous solution or the like.
  • the thickness of the bioadhesive membrane 10 is determined by, for example, measuring the thickness of the bioadhesive membrane 10 at a plurality of locations and averaging them. The thickness at each location can be measured using, for example, a stylus profiling system DEKTAK (registered trademark) manufactured by Bruker Nano Inc.
  • the thickness of the bioadhesive membrane 10 may be 100 nm or more. When the thickness of the bioadhesive film 10 is 100 nm or more, the strength of the bioadhesive film 10 is increased and the bioadhesive film 10 is easy to handle.
  • the thickness of the bioadhesive membrane 10 may be 300 nm or more. When the thickness of the bioadhesive film 10 is 300 nm or more, the strength of the bioadhesive film 10 is further increased, and the bioadhesive film 10 is not easily broken and can be used easily.
  • the thickness of the bioadhesive membrane 10 may be 500 nm or more.
  • the thickness of the bioadhesive membrane 10 may be 2000 nm or less. When the thickness of the bioadhesive membrane 10 is 2000 nm or less, the adhesiveness of the bioadhesive membrane 10 to the biological tissue is high, and the bioadhesive membrane 10 can be stably adhered to the surface of the biological tissue such as skin. it can.
  • the thickness of the bioadhesive membrane 10 may be 1300 nm or less.
  • the bioadhesive membrane 10 When the thickness of the bioadhesive membrane 10 is 1300 nm or less, the bioadhesive membrane 10 has higher adhesion to the biological tissue, and the bioadhesive membrane 10 is stably adhered to the surface of the biological tissue such as skin for a long time. Can be maintained.
  • the shape of the bioadhesive membrane 10 is not particularly limited when the bioadhesive membrane 10 is viewed in plan.
  • the bioadhesive membrane 10 can be circular, elliptical, or polygonal in plan view.
  • the bioadhesive membrane 10 may be indefinite in plan view.
  • the membrane 10 for bioadhesion may be a single-layer membrane or a membrane having a laminated structure in which a plurality of layers are laminated.
  • the active ingredients retained in the plurality of layers may be the same or different for each layer.
  • the bioadhesive membrane 10 may have a laminated structure in which a layer containing cellulose and a layer formed of a material other than cellulose are laminated.
  • the bio-applied membrane 10 is, for example, (i) skin care such as whitening, moisturizing, and wrinkle prevention, (ii) hair care such as hair growth, hair thickening, hair removal, and hair styling, or (iii ) Used for makeup such as foundation, face powder, and nail art.
  • the biomarker membrane 10 is used for administration of drugs such as analgesic / anti-inflammatory drugs, anti-inflammatory drugs, cardiotonic drugs, antifungal drugs, corticosteroid drugs, and blood circulation promoting drugs to the living body. Also good.
  • the membrane 10 for biological sticking may contain components other than the regenerated cellulose and the adhesive component.
  • the biomarking membrane 10 can contain a predetermined active ingredient.
  • the active ingredient can be, for example, a cosmetic ingredient or a medicinal ingredient such as a whitening ingredient, an ultraviolet protection ingredient, a moisturizing ingredient, a hair-growth ingredient, and a cosmetic.
  • Beauty ingredients include, for example, gum arabic, gum tragacanth, galactan, guar gum, carob gum, caraya gum, carrageenan, pectin, agar, quince seed (malmello), algae colloid (gypsum extract), starch (rice, corn, potato, wheat), saxino Vitamin A such as glucan, casein, albumin, gelatin, mucin, chondroitin sulfate, xylitol, maltose, sodium pyrrolidonecarboxylate, retinol, retinal, and retinoic acid, vitamin B such as thiamine, riboflavin, pyridoxine, pyridoxamine, and folic acid, ascorbine Vitamin C such as acid (sodium), vitamin D such as ergocalciferol and cholecalciferol, vitamin E such as ⁇ -tocopherol, phylloki Vitamin K such as chloroquine and menaquinone, vitamin A
  • Medicinal ingredients include, for example, cephalanthin, rutin, isosorbide nitrate, indomethacin, diflucortron valerate, acyclovir, ketoconazole, ketoprofen, diclofenac sodium, dexamethasone propionate, ferbinac, clobetasolpropionate, loxoprofen, methyl salicylate, or tacrolimus It is.
  • active ingredients can be contained in the bioadhesive membrane 10 in a solid, solution, dispersion, or emulsion state.
  • At least a part of the bioadhesive membrane 10 may be colored.
  • at least a part of the bioadhesive membrane 10 may be colored in a color close to the color of the skin. In this case, spots, moles, and scars on the skin can be covered with the bio-applied membrane 10 to make them inconspicuous.
  • the bioadhesive membrane 10 is used by being affixed to the skin at sites such as the face and arms. For this reason, the membrane 10 for biological sticking typically has an area of 7 mm 2 or more. Thereby, a wide area
  • the bioadhesive membrane 10 may be affixed to the surface of a biological tissue other than skin such as an organ. The organ can be protected by sticking the bioadhesive membrane 10 to the surface of the organ. For example, adhesion between organs can be prevented.
  • the laminated body 50 a includes a biological sticking film 10 and a first protective layer 21.
  • the bioadhesive membrane 10 has a first main surface 11 and a second main surface 12.
  • the second main surface 12 is located on the opposite side of the first main surface 11 in the bioadhesive film 10.
  • the first protective layer 21 is disposed on the first main surface 11.
  • the first protective layer 21 is a layer removable from the first main surface 11.
  • the first protective layer 21 is in contact with, for example, the first main surface 11.
  • the first protective layer 21 is, for example, (i) polyethylene, polypropylene, polyethylene terephthalate, nylon, acrylic resin, polycarbonate, polyvinyl chloride, acrylonitrile-butadiene-styrene (ABS) resin, polyurethane, synthetic rubber, cellulose, Teflon (registered) (Trademark), aramid, and a sheet of polymer material such as polyimide, woven fabric, nonwoven fabric, or mesh, (ii) sheet-like metal, or (iii) sheet-like glass.
  • ABS acrylonitrile-butadiene-styrene
  • the first protective layer 21 has a shape that is the same as or different from the shape of the bioadhesive membrane 10 in plan view, and has the same or different size as the bioadhesive membrane 10.
  • a plurality of bioadhesive membranes 10 may be disposed on the single first protective layer 21.
  • the biological sticking membrane 10 can maintain its shape without the first protective layer 21. For this reason, even if the 1st protective layer 21 is removed from the 1st main surface 11, the film
  • the bioadhesive membrane 10 is attached to the facial skin, for example.
  • the bioadhesive membrane 10 may be affixed to the skin of the arm or a biological tissue other than the skin.
  • the laminate 50a is brought close to the second main surface 12 of the bioadhesive membrane 10 toward a specific part (for example, skin) of the living body, and the second main surface 12 of the bioadhesive membrane 10 is placed. Is brought into contact with a specific part of the living body.
  • a mounting agent that is a liquid or a cream may be attached to a specific part of the living body or the bioadhesive film 10.
  • the wearing agent is at least one selected from the group consisting of, for example, an aqueous solution such as pure water, physiological saline, skin lotion, and cosmetic liquid, a lotion containing an organic solvent, a milky lotion, a cosmetic liquid, and a cream.
  • the wearing agent includes, for example, water.
  • the adhesive component of the bioadhesive membrane 10 is typically water-soluble, the adhesive component dissolves in water to lower the viscosity, and the adhesion of the bioadhesive membrane 10 to the skin is improved.
  • the mounting agent may be an aqueous solution containing a polyhydric alcohol.
  • the polyhydric alcohol is, for example, glycerol or propanediol.
  • the bioadhesive membrane 10 can be easily adhered to the skin for a long time.
  • the wearing agent contains, for example, water, fats and oils, alcohol, or an emulsifier, and may further contain one or more active ingredients described above.
  • the mounting agent may be attached to the specific part of the living body or the bioadhesive membrane 10 before the second main surface 12 and the specific part of the living body come into contact with each other. You may make it adhere to the membrane
  • the first protective layer 21 is peeled from the first main surface 11 of the bioadhesive membrane 10.
  • the bioadhesive membrane 10 is in close contact with the biological tissue, and the state where the bioadhesive membrane 10 is adhered to the biological tissue is maintained.
  • the first protective layer 21 is completely peeled off, the entire first main surface 11 of the bioadhesive membrane 10 is exposed as shown in FIG. 2C.
  • the laminated body 50a may be changed like a laminated body 50b shown in FIG.
  • the laminated body 50b is configured in the same manner as the laminated body 50a unless otherwise described.
  • Constituent elements of the laminated body 50b that are the same as or correspond to the constituent elements of the laminated body 50a are assigned the same reference numerals, and detailed descriptions thereof are omitted.
  • the description regarding the stacked body 50a also applies to the stacked body 50b unless there is a technical contradiction.
  • the stacked body 50 b further includes a second protective layer 22.
  • the second protective layer 22 is disposed on the second major surface 12.
  • the second main surface 12 can be protected by the second protective layer 22.
  • the second protective layer 22 facilitates handling of the stacked body 50b.
  • the material of the second protective layer 22 may be the same as the material of the first protective layer 21 or may be different from the material of the first protective layer 21.
  • the second protective layer 22 has a shape that is the same as or different from the shape of the bioadhesive membrane 10 in plan view, and has the same or different size as the bioadhesive membrane 10.
  • the second protective layer 22 has the same or different shape as the first protective layer 21 in plan view, and has the same or different size as the first protective layer 21.
  • the second protective layer 22 is typically removable from the second main surface 12.
  • the second protective layer 22 is peeled from the biomedical adhesive film 10. Thereby, the 2nd main surface 12 is exposed. Thereafter, the second main surface 12 is brought close to a specific part of the living body, and the bioadhesive film 10 is attached to the specific part of the living body in the same manner as in the method of using the laminate 50a.
  • cellulose is dissolved in a solvent to prepare a cellulose solution.
  • a cellulose solution In order to obtain a regenerated cellulose film having a weight average molecular weight of 30,000 or more, cellulose having a weight average molecular weight of at least 30,000 or more is used. Thereby, the self-supporting type
  • a cellulose solution may be prepared using cellulose having a weight average molecular weight of at least 150,000 or more.
  • a self-supporting biomedical adhesive film having a thickness of 1300 nm or less can be produced.
  • the cellulose used for preparing the cellulose solution is not particularly limited as long as it has a desired weight average molecular weight.
  • the cellulose used for preparing the cellulose solution may be, for example, cellulose derived from plants such as pulp and cotton, or cellulose produced by organisms such as bacteria.
  • the impurity concentration in the cellulose raw material is, for example, 10% by weight or less. If the weight average molecular weight of the regenerated cellulose is 2,000,000 or less, it is useful because it is easy to handle. More desirably, the regenerated cellulose has a weight average molecular weight of 1,000,000 or less.
  • the solvent is, for example, a solvent (first solvent) containing at least an ionic liquid.
  • An ionic liquid is a salt composed of an anion and a cation, and can exhibit a liquid state at a temperature of 150 ° C. or lower.
  • the ionic liquid contained in the first solvent is, for example, an ionic liquid containing an amino acid or an alkyl phosphate ester.
  • the first solvent contains such an ionic liquid, cellulose can be dissolved while suppressing a decrease in the molecular weight of cellulose.
  • an amino acid is a component present in a living body
  • an ionic liquid containing the amino acid is advantageous for forming a safer biofilm 10 for a living body.
  • the cellulose may be dissolved by using an ionic liquid diluted in advance with a solvent that does not precipitate the cellulose.
  • an ionic liquid diluted in advance with a solvent that does not precipitate the cellulose.
  • a mixture of an aprotic polar solvent and an ionic liquid may be used as the first solvent.
  • the aprotic polar solvent hardly forms hydrogen bonds and does not easily precipitate cellulose.
  • the ionic liquid contained in the first solvent is, for example, an ionic liquid represented by the following formula (II).
  • the anion is an amino acid.
  • the anion in this ionic liquid, contains a terminal carboxyl group and a terminal amino group.
  • the cation of the ionic liquid represented by the formula (II) may be a quaternary ammonium cation.
  • R 1 to R 6 independently represent a hydrogen atom or a substituent.
  • the substituent can be an alkyl group, a hydroxyalkyl group, or a phenyl group.
  • the substituent may contain a branch in the carbon chain.
  • the substituent may contain a functional group such as an amino group, a hydroxyl group, or a carboxyl group.
  • n is, for example, 4 or 5.
  • the ionic liquid contained in the first solvent may be an ionic liquid represented by the following formula (III).
  • R 1 , R 2 , R 3 , and R 4 independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
  • a second solvent may be further added.
  • the second solvent may be further added to a mixture of cellulose having a predetermined weight average molecular weight and the first solvent.
  • the second solvent is, for example, a solvent that does not precipitate cellulose.
  • the second solvent can be an aprotic polar solvent.
  • the concentration of cellulose in the cellulose solution is typically 0.2 to 15% by weight.
  • concentration of cellulose in the cellulose solution is 0.2% by weight or more, the bioadhesive membrane 10 having a strength necessary for maintaining the shape of the bioadhesive membrane 10 while reducing the thickness of the bioadhesive membrane 10 can be obtained.
  • concentration of the cellulose of a cellulose solution is 15 weight% or less, precipitation of the cellulose in a cellulose solution can be suppressed.
  • the cellulose concentration of the cellulose solution may be 1 to 10% by weight.
  • concentration of cellulose in the cellulose solution is 1% by weight or more, the bioadhesive membrane 10 having higher strength can be obtained.
  • concentration of cellulose in the cellulose solution is 10% by weight or less, a stable cellulose solution in which precipitation of cellulose is further reduced can be prepared.
  • a cellulose solution is applied to the surface of the substrate to form a liquid film on the surface of the substrate.
  • substrate is 70 degrees or less, for example.
  • the wettability of the cellulose solution to the substrate is appropriate, and a liquid film that spreads along the surface of the substrate can be stably formed.
  • the material of the substrate is not particularly limited.
  • the substrate typically has a non-porous structure with a smooth surface. In this case, it is possible to prevent the cellulose solution from entering the inside of the substrate, and it is easy to separate the bioadhesive membrane 10 from the substrate in a subsequent process.
  • the substrate may be subjected to chemical or physical surface modification.
  • a polymer material substrate that has been subjected to surface modification treatment such as ultraviolet (UV) irradiation or corona treatment may be used.
  • the method for surface modification is not particularly limited. For example, application of a surface modifier, surface modification, plasma treatment, sputtering, etching, or blasting can be applied.
  • a method for forming a liquid film of a cellulose solution on a substrate includes, for example, gap coating, slot die coating, spin coating, coating using a bar coater (Metering) that forms a predetermined gap with the surface of the substrate by an applicator or the like. rod coating) and gravure coating. Liquid film thickness adjusted by gap thickness or slot die opening size and coating speed, spin coat rotation speed, bar coater or gravure coat groove depth and coating speed, and cellulose solution concentration By adjusting the thickness, it is possible to adjust the thickness of the biomedical film.
  • the method for forming the liquid film of the cellulose solution on the substrate may be a casting method, screen printing using a squeegee, spray coating, or electrostatic spraying.
  • At least one of the cellulose solution and the substrate may be heated. This heating may be performed, for example, in a temperature range (for example, 40 to 100 ° C.) in which the cellulose solution can be kept stable.
  • the liquid film of the cellulose solution formed on the substrate may be heated.
  • the liquid film may be heated, for example, at a temperature lower than the decomposition temperature of the ionic liquid contained in the first solvent (eg, 50 to 200 ° C.).
  • a solvent other than the ionic liquid for example, the second solvent
  • the heating of the liquid film may be performed under a reduced pressure environment. In this case, a solvent other than the ionic liquid can be appropriately removed in a shorter time at a temperature lower than the boiling point of the solvent.
  • the liquid film may be gelled.
  • the liquid film may be gelled.
  • the liquid film by exposing the liquid film to vapor of a liquid that is soluble in an ionic liquid and does not dissolve cellulose, the liquid film can be gelled to obtain a polymer gel sheet.
  • the ionic liquid in the liquid film comes into contact with water, so that the solubility of cellulose in the liquid film decreases. Thereby, a part of cellulose molecule precipitates and a three-dimensional structure is formed. As a result, the liquid film is gelled.
  • the presence or absence of a gel point can be determined by whether or not the gelled film can be lifted.
  • the heating of the liquid film may be performed before gelling of the liquid film, may be performed after gelling of the liquid film, or may be performed before or after gelling of the liquid film. .
  • the substrate and the polymer gel sheet are immersed in a rinsing liquid that does not dissolve cellulose.
  • the ionic liquid is removed from the polymer gel sheet.
  • This step can be understood as a step of washing the polymer gel sheet.
  • a part of the components (for example, the second solvent) other than the cellulose and the ionic liquid may be removed from the components contained in the cellulose solution.
  • the rinse liquid is typically a liquid that can be dissolved in an ionic liquid.
  • liquids examples include water, methanol, ethanol, propanol, butanol, octanol, toluene, xylene, acetone, acetonitrile, dimethylacetamide, dimethylformamide, and dimethyl sulfoxide.
  • the polymer gel sheet is immersed in the adhesive component solution.
  • the solution of the adhesive component may further contain the above active ingredient.
  • the solvent in the adhesive component solution is, for example, a group consisting of water, ethanol, propanol, butanol, acetone, glycerin, propanediol, 1,3-butanediol, 1,4-butanediol, diglycerin, polyethylene glycol, and dimethicone. Is at least one selected from.
  • the adhesive component may be attached to the polymer gel sheet by spraying, vapor deposition, or coating.
  • the polymer gel sheet may be immersed in a solution, dispersion, or emulsion containing the above active ingredient separately from the immersion of the adhesive component in the solution.
  • the polymer gel sheet is dried.
  • drying methods such as natural drying, vacuum drying, heat drying, freeze drying, and supercritical drying can be applied.
  • the polymer gel sheet may be dried by vacuum heating.
  • the conditions for drying the polymer gel sheet are not particularly limited.
  • a condition for drying the polymer gel sheet a time and temperature sufficient for removing the second solvent and the rinsing liquid are selected. By removing the solvent from the polymer gel sheet, the bioadhesive membrane 10 is obtained.
  • a solvent that can be frozen and has a boiling point of about 100 to 200 ° C. is used.
  • lyophilization can be performed using a solvent such as water, tert-butyl alcohol, acetic acid, 1,1,2,2,3,3,4-heptafluorocyclopentane, or dimethyl sulfoxide.
  • the polymer gel sheet is immersed in the adhesive component solution prior to drying the polymer gel sheet, but the step of attaching the adhesive component after the polymer gel sheet is dried may be performed.
  • a polymer sheet obtained by drying a polymer gel sheet may be immersed in the adhesive component solution.
  • the solution of the adhesive component may further contain the above active ingredient.
  • the polymer sheet after immersion is further dried.
  • the adhesive component may be attached to the polymer gel sheet by spraying, vapor deposition, or coating.
  • the membrane for bioadhesion of the present disclosure will be described in more detail by way of examples.
  • membrane for biological sticking of this indication is not limited to a following example.
  • ⁇ Peel test> A commercially available cosmetic liquid was dropped onto the skin on the inner side of the forearm, and then the biomedical film for each example and each comparative example was applied. After a lapse of 15 minutes, the bioadhesive membrane was rubbed with a cotton swab and the number of times until the bioadhesive membrane peeled from the skin was measured.
  • ⁇ Durability test> A commercially available cosmetic liquid was dropped onto the skin inside the forearm, and then a biomedical adhesive film according to some examples and some comparative examples was attached. After 6 hours, it was confirmed that the bioadhesive membrane was completely peeled from the skin. The case where it did not peel was evaluated as OK, and the case where it peeled was evaluated as NG.
  • Example 1A Cellulose derived from bleached pulp made from wood and having a purity of 90% or more was dissolved in an ionic liquid to prepare a cellulose solution.
  • an ionic liquid in the formula (III), An ionic liquid in which R 1 is a methyl group and each of R 2 , R 3 , and R 4 is an ethyl group was used.
  • a cellulose solution was applied onto the substrate, and the coating film was gelled to form a polymer gel sheet. At this time, the thickness of the coating film of the cellulose solution was adjusted so that the thickness of the biomedical film was 2400 nm. Then, the board
  • the washed polymer gel sheet is dipped in an aqueous solution of sodium polyglutamate having a weight average molecular weight of 2,000,000, and then the polymer gel sheet is dried to obtain the membrane for bioadhesive according to Example 1A. It was.
  • the bioadhesive membrane according to Example 1A had a square shape of about 5 cm square in plan view, and had a transparent appearance.
  • the concentration of sodium polyglutamate contained in the bioadhesive membrane was determined by the method described below.
  • a plurality of sodium polyglutamate aqueous solutions having different concentrations were prepared by dissolving sodium polyglutamate in ultrapure water.
  • the absorbance of the aqueous sodium polyglutamate solution in these aqueous solutions with respect to light having a wavelength of 210 nm was measured with an absorptiometer (manufactured by Shimadzu Corporation, product name: UV-1600).
  • a calibration curve was created based on the concentration and absorbance of the sodium polyglutamate aqueous solution, and the slope a 210 of the calibration curve was determined.
  • Example 1B In the same manner as in Example 1A, except that the dipping conditions were changed so that the mass of sodium polyglutamate contained in the bioadhesive membrane was 0.2% with respect to the mass of the bioadhesive membrane. A membrane for bioadhesion according to 1B was produced.
  • Example 1C In the same manner as in Example 1A, except that the dipping conditions were changed so that the mass of sodium polyglutamate contained in the bioadhesive membrane was 1.2% with respect to the mass of the bioadhesive membrane. A membrane for bioadhesion according to 1C was produced.
  • Example 1D In the same manner as in Example 1A, except that the dipping conditions were changed so that the mass of sodium polyglutamate contained in the bioadhesive membrane was 2.3% with respect to the mass of the bioadhesive membrane. A membrane for bioadhesion according to 1D was prepared.
  • Example 1E In the same manner as in Example 1A, except that the dipping conditions were changed so that the mass of sodium polyglutamate contained in the bioadhesive membrane was 7.1% with respect to the mass of the bioadhesive membrane. A membrane for bioadhesion according to 1E was produced.
  • Example 1F In the same manner as in Example 1A, except that the dipping conditions were changed so that the mass of sodium polyglutamate contained in the bioadhesive membrane was 12.4% with respect to the mass of the bioadhesive membrane. A membrane for bioadhesion according to 1F was produced.
  • Example 1G In the same manner as in Example 1A, except that the immersion conditions were changed so that the mass of the sodium polyglutamate contained in the biomedical membrane was 24.8% with respect to the mass of the biomedical membrane. A membrane for bioadhesion according to 1G was prepared.
  • Comparative Example 1A A biomedical adhesive film according to Comparative Example 1A was produced in the same manner as Example 1A, except that the immersion of the polymer gel sheet in an aqueous solution of sodium polyglutamate was omitted.
  • Table 1 shows the results of the peel test of the bioadhesive membranes according to Examples 1A to 1G and Comparative Example 1A.
  • “-” means that the durability test is not performed.
  • the result of the endurance test of the membrane for biological application according to Examples 1A, 1D, and 1G is shown. It should be noted that the bioadhesive membranes according to Examples 1A to 1G were easily peeled off from the skin with running water after being attached to the skin, and no trace of wearing remained on the skin.
  • Example 1A As shown in Table 1, according to the comparison between Examples 1A to 1G and Comparative Example 1A, it is shown that when the bioadhesive membrane contains sodium polyglutamate, the number of times until exfoliation from the organism in the exfoliation test increases. It was done. As the concentration of sodium polyglutamate in the membrane for living body application increased to 12.4% by mass, the number of times until peeling from the living body in the peeling test increased. Moreover, the membrane
  • Example 2A A polymer gel sheet was formed in the same manner as in Example 1A, except that the thickness of the coating film of the cellulose solution was adjusted so that the thickness of the bioadhesive film was 450 nm. Further, in the same manner as in Example 1A, except that the dipping conditions were changed so that the mass of sodium polyglutamate contained in the bioadhesive membrane was 2.3% with respect to the mass of the bioadhesive membrane, A membrane for bioadhesion according to Example 2A was produced.
  • Example 2B A polymer gel sheet was formed in the same manner as in Example 1A, except that the thickness of the coating film of the cellulose solution was adjusted so that the thickness of the bioadhesive film was 800 nm. Further, in the same manner as in Example 1A, except that the dipping conditions were changed so that the mass of sodium polyglutamate contained in the bioadhesive membrane was 2.3% with respect to the mass of the bioadhesive membrane, A membrane for bioadhesion according to Example 2B was produced.
  • Example 2C A polymer gel sheet was formed in the same manner as in Example 1A, except that the thickness of the coating film of the cellulose solution was adjusted so that the thickness of the bioadhesive film was 1500 nm. Further, in the same manner as in Example 1A, except that the dipping conditions were changed so that the mass of sodium polyglutamate contained in the bioadhesive membrane was 2.3% with respect to the mass of the bioadhesive membrane, A membrane for bioadhesion according to Example 2C was produced.
  • Example 2D A polymer gel sheet was formed in the same manner as in Example 1A, except that the thickness of the coating film of the cellulose solution was adjusted so that the thickness of the bioadhesive film was 3700 nm. Further, in the same manner as in Example 1A, except that the dipping conditions were changed so that the mass of sodium polyglutamate contained in the bioadhesive membrane was 2.3% with respect to the mass of the bioadhesive membrane, A membrane for bioadhesion according to Example 2D was produced.
  • Example 2E A polymer gel sheet was formed in the same manner as in Example 1A, except that the thickness of the coating film of the cellulose solution was adjusted so that the thickness of the bioadhesive membrane was 5100 nm. Further, in the same manner as in Example 1A, except that the dipping conditions were changed so that the mass of sodium polyglutamate contained in the bioadhesive membrane was 2.3% with respect to the mass of the bioadhesive membrane, A membrane for bioadhesion according to Example 2E was produced.
  • Example 2F A polymer gel sheet was formed in the same manner as in Example 1A, except that the thickness of the coating film of the cellulose solution was adjusted so that the thickness of the bioadhesive film was 6500 nm. Further, in the same manner as in Example 1A, except that the dipping conditions were changed so that the mass of sodium polyglutamate contained in the bioadhesive membrane was 2.3% with respect to the mass of the bioadhesive membrane, A membrane for bioadhesion according to Example 2F was produced.
  • Comparative Example 2A A biomedical adhesive membrane according to Comparative Example 2A was produced in the same manner as Comparative Example 1A, except that the thickness of the coating film of the cellulose solution was adjusted so that the thickness of the bioadhesive membrane was 1500 nm.
  • Comparative Example 2B A biomedical adhesive membrane according to Comparative Example 2B was produced in the same manner as Comparative Example 1A, except that the thickness of the coating film of the cellulose solution was adjusted so that the thickness of the bioadhesive membrane was 5100 nm.
  • Comparative Example 2C A biomedical adhesive membrane according to Comparative Example 2C was produced in the same manner as Comparative Example 1A, except that the thickness of the coating film of the cellulose solution was adjusted so that the thickness of the bioadhesive membrane was 6500 nm.
  • Table 2 shows the results of the peel test of the bioadhesive membranes according to Examples 1D, 2A to 2F and Comparative Examples 1A, 2A to 2C. “-” In Table 2 means that an adhesive component is not supported.
  • the biomedical adhesive membranes according to Examples 2A to 2F were easily peeled off from the skin with running water after being attached to the skin, and no trace of wearing remained on the skin.
  • the number of times until exfoliation from the living body in the exfoliation test of the bioadhesive membrane according to the example is as follows. It was more than the number of times until peeling from the living body in the film peeling test. It was shown that even when the thickness of the bioadhesive film was changed in the range of 450 to 6500 nm, the bioadhesive film was firmly adhered to the living body due to the inclusion of sodium polyglutamate in the bioadhesive film. .
  • Example 3A Except for the points described below, a biomedical adhesive membrane according to Example 3A was produced in the same manner as Example 1A. Instead of an aqueous solution of sodium polyglutamate having a weight average molecular weight of 2,000,000, an aqueous solution of sodium polyglutamate having a weight average molecular weight of 15,000 was used. The immersion conditions were adjusted so that the mass of sodium polyglutamate contained in the biomedical adhesive membrane was 12.4% with respect to the mass of the bioadhesive membrane.
  • Example 3B Except for the points described below, a biomedical adhesive membrane according to Example 3B was produced in the same manner as Example 1A. Instead of an aqueous solution of sodium polyglutamate having a weight average molecular weight of 2,000,000, an aqueous solution of sodium polyglutamate having a weight average molecular weight of 400,000 was used. The immersion conditions were adjusted so that the mass of sodium polyglutamate contained in the biomedical adhesive membrane was 12.4% with respect to the mass of the bioadhesive membrane.
  • a biomedical adhesive membrane according to Comparative Example 3A was produced in the same manner as Example 1A. Instead of an aqueous solution of sodium polyglutamate having a weight average molecular weight of 2,000,000, an aqueous solution of sodium glutamate was used. The immersion conditions were adjusted so that the mass of sodium glutamate contained in the biomedical membrane was 12.4% with respect to the mass of the biomedical membrane. The mass of sodium glutamate contained in the biomedical membrane was determined according to the method described in Example 1A.
  • Table 3 shows the results of the peel test of the bioadhesive membranes according to Examples 1D, 3A, 3B and Comparative Examples 1A and 3A.
  • coat for biological sticking which concerns on Example 3A and 3B peeled easily from the skin with running water, and the trace of mounting
  • Example 4A Except for the following points, a biomedical adhesive membrane according to Example 4A was produced in the same manner as Example 1A. Instead of an aqueous solution of sodium polyglutamate having a weight average molecular weight of 2,000,000, an aqueous solution of polytyrosine having a weight average molecular weight of 20,000 was used. The dipping conditions were adjusted so that the mass of polytyrosine contained in the biomedical film was 12.4% with respect to the mass of the biomedical film. The mass of polytyrosine contained in the membrane for bioadhesion was determined according to the method described in Example 1A.
  • Example 4B Except for the following points, a biomedical adhesive membrane according to Example 4B was produced in the same manner as Example 1A. Instead of an aqueous solution of sodium polyglutamate having a weight average molecular weight of 2,000,000, an aqueous solution of polylysine hydrochloride having a weight average molecular weight of 25,000 was used. The dipping conditions were adjusted so that the mass of polylysine hydrochloride contained in the biomedical membrane was 12.4% with respect to the mass of the biomedical membrane. The mass of polylysine hydrochloride contained in the membrane for biological patch was determined according to the method described in Example 1A.
  • Example 4C Except for the following points, a biomedical adhesive membrane according to Example 4C was produced in the same manner as Example 1A. Instead of an aqueous solution of sodium polyglutamate having a weight average molecular weight of 2,000,000, an aqueous solution of polyarginine having a weight average molecular weight of 10,000 was used. The immersion conditions were adjusted so that the mass of polyarginine contained in the biomedical adhesive membrane was 12.4% with respect to the mass of the bioadhesive membrane. The mass of polyarginine contained in the membrane for biopaste was determined according to the method described in Example 1A.
  • Example 4D Except for the following points, a biomedical adhesive membrane according to Example 4D was produced in the same manner as Example 1A. Instead of an aqueous solution of sodium polyglutamate having a weight average molecular weight of 2,000,000, an aqueous solution of polyornithine hydrochloride having a weight average molecular weight of 22,500 was used. The dipping conditions were adjusted so that the mass of polyornithine hydrochloride contained in the biomedical membrane was 12.4% with respect to the mass of the biomedical membrane. The mass of polyornithine hydrochloride contained in the membrane for living body application was determined according to the method described in Example 1A.
  • Example 4E Except for the following points, a biomedical adhesive membrane according to Example 4E was produced in the same manner as Example 1A. Instead of an aqueous solution of sodium polyglutamate having a weight average molecular weight of 2,000,000, an aqueous solution of sodium polyaspartate having a weight average molecular weight of 15,000 was used. The immersion conditions were adjusted so that the mass of sodium polyaspartate contained in the biomedical adhesive membrane was 12.4% with respect to the mass of the bioadhesive membrane. The mass of sodium polyaspartate contained in the membrane for living body application was determined according to the method described in Example 1A.
  • Example 4F a biomedical adhesive membrane according to Example 4F was produced in the same manner as Example 1A. Instead of an aqueous solution of sodium polyglutamate having a weight average molecular weight of 2,000,000, an aqueous solution of polyhistidine having a weight average molecular weight of 15,000 was used. The dipping conditions were adjusted so that the mass of polyhistidine contained in the biomedical membrane was 12.4% with respect to the mass of the biomedical membrane. The mass of polyhistidine contained in the membrane for biological application is It was determined according to the method described in Example 1A.
  • Table 4 shows the results of the peel test of the biomedical adhesive membranes according to Examples 3A, 4A to 4F and Comparative Example 1A.
  • the biomedical adhesive membranes according to Examples 4A to 4F were easily peeled off from the skin with running water after being attached to the skin, and no trace of attachment remained on the skin.
  • Example 5A A polymer gel sheet was formed in the same manner as in Example 1A, except that the thickness of the coating film of the cellulose solution was adjusted so that the thickness of the bioadhesive film was 800 nm.
  • This polymer gel sheet was dried without being immersed in an aqueous solution of sodium polyglutamate to obtain a polymer sheet.
  • This polymer sheet was immersed in an aqueous solution of sodium polyglutamate having a weight average molecular weight of 2,000,000, and then the polymer sheet was dried to produce a membrane for bioadhesive according to Example 5A.
  • the immersion conditions were adjusted so that the mass of sodium polyglutamate contained in the biomedical adhesive membrane was 2.4% of the mass of the bioadhesive membrane.
  • Comparative Example 5B A polylactic acid film produced in the same manner as in Comparative Example 5A was dipped in an aqueous solution of sodium polyglutamate having a weight average molecular weight of 2,000,000, and then the polylactic acid film was dried. A film for application was prepared. The immersion conditions were adjusted so that the mass of sodium polyglutamate contained in the biomedical adhesive membrane was 2.4% of the mass of the bioadhesive membrane.
  • Table 5 shows the results of the peel test and the durability test of the membrane for biological application according to Example 5A, Comparative Example 5A, and Comparative Example 5B.
  • After sticking to the skin for biological sticking which concerns on Example 5A it peeled from skin easily with running water, and the trace of mounting
  • Example 5A As shown in Table 5, in the membrane for living body patch of Example 5A containing sodium polyglutamate and regenerated cellulose, the number of times until peeling from the living body in the peeling test was large. Moreover, the membrane

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Abstract

La présente invention concerne un film adhésif de corps vivant qui a une adhésivité élevée vis-à-vis du biotissu tout en incluant de la cellulose régénérée. Ce film adhésif de corps (10) comprend de la cellulose régénérée et un composant adhésif. Le composant adhésif est fixé à la cellulose régénérée. Le film adhésif de corps (10) est un film auto-porteur ayant une épaisseur de 20 à 6500 nm. Le composant adhésif contient un polyaminoacide. Le film adhésif de corps (10) est capable de conserver une forme de film sans support.
PCT/JP2019/004363 2018-05-17 2019-02-07 Film adhésif de corps vivant, stratifié et procédé cosmétique WO2019220698A1 (fr)

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CN201980017042.7A CN111818906B (zh) 2018-05-17 2019-02-07 生物体贴附用膜、叠层体及美容方法
JP2020518971A JP7170231B2 (ja) 2018-05-17 2019-02-07 生体貼付用膜、積層体、及び美容方法

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JP2001214399A (ja) * 2000-02-01 2001-08-07 Nippon Kyushutai Gijutsu Kenkyusho:Kk 水崩壊性高吸水性複合体及び吸収体物品
JP2001212899A (ja) * 2000-02-01 2001-08-07 Mitsui Chemicals Inc 分解性高吸水性複合体
JP2003313110A (ja) * 2002-04-23 2003-11-06 Nitto Denko Corp 皮膚粘着性シート
JP2006199852A (ja) * 2005-01-21 2006-08-03 Ttc:Kk 食品用抗菌生分解性フィルム又は食品用抗菌生分解性成型フィルム
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WO2022130918A1 (fr) * 2020-12-18 2022-06-23 パナソニックＩｐマネジメント株式会社 Feuille stratifiée cosmétique

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