KR102269037B1 - Mutifunctional medical polyurethane film having improved permeability by controlling fine porosity and method of manufacturing the same - Google Patents

Abstract

Disclosed are a multifunctional medical polyurethane film with improved air permeability through micropore control, and a method for manufacturing the same. The method for manufacturing a multifunctional medical polyurethane film according to an embodiment of the present invention comprises the following steps of: inputting isocyanate to a mixed solution of stirring a polyol and a chain extender to prepare a polyurethane solution; inputting a cage compound to the polyurethane solution to prepare a foaming solution; and applying the foaming solution to the release paper, drying the same and forming a polyurethane film.

Description

Multifunctional medical polyurethane film with improved air permeability through micropore control, and manufacturing method thereof {MUTIFUNCTIONAL MEDICAL POLYURETHANE FILM HAVING IMPROVED PERMEABILITY BY CONTROLLING FINE POROSITY AND METHOD OF MANUFACTURING THE SAME}

The present invention relates to a multifunctional medical polyurethane film and a method for manufacturing the same, and more particularly, to control micropores by including a cage compound in a polyurethane solution during the preparation of a polyurethane film and introducing a cage compound into the polyurethane matrix. and to a multifunctional medical polyurethane film with improved breathability and a method for manufacturing the same.

The skin is one of the organs that protects the human body from external stimuli, prevents moisture loss, and performs important life-protecting functions such as temperature control and bacterial invasion. If the skin is damaged by burns or various traumas, its protective function is lost. In severe cases, it can lead to various side effects such as water loss and bacterial infection from the outside, making it difficult to treat the affected area or causing additional side effects such as secondary dysfunction or damage. will affect Therefore, in order to speed up the healing of wounds on the wounded skin and minimize secondary side effects, wound healing using a dressing should be performed, and dressing is a method of covering the wound with something to protect the wound surface. say

The major factors involved in wound healing include wet environment, infection, foreign body/necrotic tissue, temperature, oxygen concentration, and pH. And the ideal dressing material requirements are the ability to retain adequate moisture at the contact surface with the wound, the ability to absorb exudates, the ease of attachment to and removal from the wound, the ability to transmit gas and water vapor to the outside, the insulation from the outside, and the resistance to the intrusion of bacteria. Defense, non-toxic to human body, excellent mechanical properties, economic feasibility, etc. are mentioned.

Dressings are divided into dry, wet, and antibacterial dressings. Conventional dry dressings are easy to absorb exudate, but do not have a protective function against bacterial infection. There is a problem that it is not easy to remove when attached and replaced, and there is a disadvantage that the dressing material must be replaced several times a day because there is a lot of exudate in the initial stage of healing.

Recently, various wet dressings that have improved the problems of dry dressings have been developed and used, and it is a known fact that wet dressings repair wounds without risk of infection, reduce the number of dressing changes, and cause less pain. However, wet dressings are relatively expensive and cannot be applied to a wide range of wounds due to the lack of ease of control of hygroscopicity and moisture permeability, but are applied only to specific uses.

Types of wet dressings currently mainly used include film type, hydrocolloid type, hydrogel type, nonwoven type using sodium alginate, etc., and polyurethane foam type. Among wet dressings, film-type dressings consist of a thin polyurethane film covered with an acrylic adhesive layer, which is permeable to gases but impermeable to microorganisms and liquids. Such a polyurethane film dressing has the advantages of simplicity of use and ease of manufacture, and is transparent so that wound site evaluation is easy, but there is a problem in that it is somewhat difficult to control hygroscopicity and moisture permeability.

Patent Document 1: Republic of Korea Patent Publication No. 10-2001-0081190 Patent Document 2: Republic of Korea Patent Publication No. 10-2007-0094501 Patent Document 3: Republic of Korea Patent Publication No. 10-0846141

Embodiments of the present invention include a cage compound in the polyurethane solution during the manufacture of the polyurethane film by introducing a cage compound into the matrix of polyurethane to control micropores and improve air permeability, a multifunctional medical polyurethane film and a method for manufacturing the same would like to provide

The method for manufacturing a multifunctional medical polyurethane film according to an embodiment of the present invention comprises the steps of preparing a polyurethane solution by adding isocyanate to a mixed solution in which a polyol and a chain extender are stirred, and a cage compound in the polyurethane solution. It includes the steps of preparing a foaming solution and applying the foaming solution on a release paper and drying it to form a polyurethane film.

In addition, according to an embodiment of the present invention, the cage compound is POSS (polyhedral oligomeric silsesquioxane, (RSiO _1.5 ) _n , R = hydrogen, alkyl, alkylene, allyl, allylene or a derivative thereof, n = 1 to 5) provides a method for producing a multifunctional medical polyurethane film, characterized in that.

In addition, according to an embodiment of the present invention, the POSS is an aminopropylisooctyl polyhedral oligomeric silsesquioxane (aminopropylisooctyl polyhedral oligomeric silsesquioxane), characterized in that it comprises a method of manufacturing a medical polyurethane film to provide.

In addition, according to an embodiment of the present invention, the polyol is polypropylene oxide glycol, polyethylene oxide glycol, polytetramethylene ether glycol, ethylene oxide / propylene oxide copolymer, polytetrahydrofuran / ethylene oxide copolymer, polytetrahydro Furan/propylene oxide copolymer, polybutylene carbonate glycol, polyhexamethylene carbonate glycol, polycaprolactone glycol, polyethylene adipate, polybutylene adipate, polyneopentyl adipate and polyhexamethylene adipate selected from the group consisting of It provides a method for producing a multifunctional medical polyurethane film, characterized in that any one or more.

In addition, according to an embodiment of the present invention, the isocyanate is diphenylmethane-4,4'-diisocyanate, diphenyl methane diisocyanate (MDI), toluene diisocyanate (Toluene diisocyanate, TDI), hexa Multifunctionality, characterized by comprising at least one selected from the group consisting of methylene diisocyanate (Hexamethylene diisocyanate, HDI), dicyclohexylmethane diisocyanate (H12MDI), and isophorone diisocyanate (IPDI) A method for manufacturing a medical polyurethane film is provided.

In addition, according to an embodiment of the present invention, the chain extender is hydrazine, ethylenediamine, piperazine, diethylenetriamine, triethylenetetramine, tetraethylenepentamine, pentaethylenehexamine, guanidine, melamine, 2, 4,6-triaminopyrimidine, dipropylenetriamine, tetrapropylenepentamine, tripropylenetetramine, 1,4-butanediamine, 1,6-hexanediamine, 1,8-octanediamine, 1,10-decane Diamine, 2-methylpentamethylenediamine, 1,12-dodecanediamine, isophoronediamine, ethylene glycol, propylene glycol, diethylene glycol, triethylene glycol, 1,3-butanediol, 1,4-butanediol, 1,5 -Provides a method for producing a multifunctional medical polyurethane film comprising at least one selected from the group consisting of -pentanediol, 1,6-hexanediol, trimethylol propane, and polytetramethylene ether glycol.

In addition, according to an embodiment of the present invention, the foaming solution provides a method of manufacturing a multifunctional medical polyurethane film, characterized in that it further comprises acrinol (acrinol) as an antibacterial material.

In addition, according to an embodiment of the present invention, there is provided a multifunctional medical polyurethane film with improved air permeability manufactured according to the above manufacturing method.

In addition, according to an embodiment of the present invention, the polyurethane film provides a multifunctional medical polyurethane film with improved ventilation, characterized in that the cage compound is present between the polyurethane chains in the polyurethane film do.

In addition, according to an embodiment of the present invention, the polyurethane film provides a multifunctional medical polyurethane film with improved breathability, characterized in that it has a moisture permeability ^{of 300 g/m 2 ·h or more.}

In addition, according to an embodiment of the present invention, the polyurethane film provides a multifunctional medical polyurethane film with improved breathability, characterized in that it has a tensile strength ^{of 5.0kg·f/cm 2 or more.}

In addition, according to an embodiment of the present invention, the polyurethane film has a porosity of 40 to 50%, an air permeability of 10 to 50 sec/100cc, and micropores having a diameter of 3 to 10 nm per ^{unit area of 1 mm 2} To provide a multifunctional medical polyurethane film with improved breathability, characterized in that it comprises 200 pieces.

Embodiments of the present invention, in manufacturing a multifunctional medical polyurethane film, by introducing the cage compound into the matrix of the polyurethane by including the cage compound in the polyurethane solution, micropores can be controlled and air permeability can be improved.

1 is a conceptual diagram for explaining a process in which a cage compound introduces micropores in a matrix of polyurethane during the manufacture of a polyurethane film according to an embodiment of the present invention.

Hereinafter, embodiments of the present invention will be described in detail with reference to the accompanying drawings. The following examples are presented in order to sufficiently convey the spirit of the present invention to those of ordinary skill in the art to which the present invention pertains. The present invention is not limited to the embodiments presented herein and may be embodied in other forms. The drawings may omit the illustration of parts irrelevant to the description in order to clarify the present invention, and may slightly exaggerate the size of the components to help understanding.

The terminology used herein is for the purpose of referring to specific embodiments only, and is not intended to limit the present invention. And, as used herein, the singular forms also include the plural forms unless the phrases clearly indicate the opposite. Also, as used herein, the meaning of 'comprising' or 'containing' specifies a particular characteristic, region, integer, step, operation, element or component, and other specific characteristic, region, integer, step, operation, element, or This does not exclude the addition of ingredients.

In the present invention, terms such as first, second, etc. are used to describe various components, and the terms are used only for the purpose of distinguishing one component from other components.

In addition, the terminology used herein is only used to describe exemplary embodiments, and is not intended to limit the present invention. The singular expression includes the plural expression unless the context clearly dictates otherwise. In the present specification, terms such as "comprise", "comprising" or "have" are intended to designate the presence of an embodied feature, number, step, element, or a combination thereof, but one or more other features or It should be understood that it does not preclude the possibility of the presence or addition of numbers, steps, elements, or combinations thereof.

Since the present invention may have various changes and may have various forms, specific embodiments will be illustrated and described in detail below. However, this is not intended to limit the present invention to the specific disclosed form, it should be understood to include all modifications, equivalents and substitutes included in the spirit and scope of the present invention.

According to the polyurethane film and its manufacturing method according to an embodiment of the present invention, it is possible to manufacture a multifunctional medical polyurethane film.

For example, as a method of manufacturing a polyurethane film, it includes the steps of preparing a polyurethane solution, preparing a foaming solution, and applying the foaming solution on a release paper and drying to form a polyurethane film.

The polyurethane solution is prepared by adding 15 to 60 parts by weight of isocyanate to a mixed solution in which 30 to 70 parts by weight of a polyol and 5 to 30 parts by weight of a chain extender are stirred.

Polyurethane is a polymer material having a urethane bond obtained by the reaction of a polyol and an isocyanate.

In order to smoothly proceed with the polyurethane reaction, an oligomer in which a part of the functional groups of the diisocyanate is urethane-bonded with the polyol by first reacting a polyol with a diisocyanate compound is prepared, and this oligomer is called a polyurethane prepolymer.

A main polyurethane polymer is prepared by introducing a chain extender to the polyurethane prepolymer.

The polyol is polypropylene oxide glycol, polyethylene oxide glycol, polytetramethylene ether glycol, ethylene oxide / propylene oxide copolymer, polytetrahydrofuran / ethylene oxide copolymer, polytetrahydrofuran / propylene oxide copolymer, polybutylene carbonate Any one of glycol, polyhexamethylene carbonate glycol, polycaprolactone glycol, polyethylene adipate, polybutylene adipate, polyneopentyl adipate, and polyhexamethylene adipate or a mixture thereof may be used.

Polyethylene oxide glycol and polypropylene oxide glycol having two hydroxyl groups and having a molecular weight of 500 to 5,000 can be used, and polyethylene oxide glycol and polypropylene oxide glycol can be mixed in a molar ratio of 4:6 to 6:4. can

The polyol is preferably included in the polyurethane solution in an amount of 30 to 70 parts by weight.

The chain extender is an amine chain extender, such as hydrazine, ethylenediamine, piperazine, diethylenetriamine, triethylenetetramine, tetraethylenepentamine, pentaethylenehexamine, guanidine, melamine, 2,4,6-triaminopyri. Midine, dipropylenetriamine, tetrapropylenepentamine, tripropylenetetramine, 1,4-butanediamine, 1,6-hexanediamine, 1,8-octanediamine, 1,10-decanediamine, 2-methylpentamethylene Any one of diamine, 1,12-dodecanediamine, isophoronediamine, or a mixture thereof may be used. Preferably, ethylenediamine or 1,4-butanediamine may be used as the chain extender.

The chain extender is a diol chain extender, such as ethylene glycol, propylene glycol, diethylene glycol, triethylene glycol, 1,3-butanediol, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, etc. of diols, triols such as trimethylol propane, and polytetramethylene ether glycol, or a mixture thereof. Preferably, ethylene glycol or propylene glycol may be used as the chain extender.

The chain extender is preferably included in the polyurethane solution in an amount of 5 to 30 parts by weight.

The isocyanate is diphenylmethane-4,4'-diisocyanate, diphenyl methane diisocyanate (MDI), toluene diisocyanate (Toluene diisocyanate, TDI), hexamethylene diisocyanate (Hexamethylene diisocyanate, HDI), dicy Any one of chlorohexylmethane diisocyanate (H12MDI) and isophorone diisocyanate (IPDI) or a mixture thereof may be used.

The isocyanate is preferably included in the polyurethane solution in an amount of 15 to 60 parts by weight.

The foaming solution is prepared by adding 2 to 10 parts by weight of a cage compound to the polyurethane solution.

A foaming solution is prepared by adding the cage compound to the polyurethane solution, and the foaming solution is foamed and applied to prepare a polyurethane film. Specifically, the foaming solution is applied on a release paper and dried to form a polyurethane film.

During the process of foaming the polyurethane solution, the cage compound is introduced between the polyurethane matrices, and may form fine pores in the matrix when the polyurethane matrix is formed. Accordingly, a space is formed by the cage compound in the polyurethane matrix.

For example, the cage compound may be present between polyurethane chains in the polyurethane film.

Therefore, the cage compound serves to introduce micropores inside the polyurethane film and control their opening rate.

The cage compound is an organic-inorganic silane compound POSS (polyhedral oligomeric silsesquioxane, (RSiO _1.5 ) _n , R = hydrogen, alkyl, alkylene, allyl, allylene, or derivatives thereof, and n = 1 to 5). .

For example, the POSS may use aminopropylisooctyl polyhedral oligomeric silsesquioxane.

The cage compound may be used in which one or more of the substituents in the compound are substituted with a hydroxyl group (OH group). A partially substituted hydroxyl group of the cage compound introduces the cage compound into the polyurethane matrix, and may secure a space in the polyurethane matrix.

The cage compound may be mixed with the polyurethane solution to form pores in the polyurethane matrix when foaming, and the amount of micropores and the tensile strength of the polyurethane film may be controlled according to the content of the cage compound.

The cage compound may be included in an amount of 2 to 10 parts by weight based on 100 parts by weight of the polyurethane solution, and when it is less than 2 parts by weight, sufficient moisture permeability cannot be obtained, and when it is more than 10 parts by weight, the interval of the polyurethane matrix is widened and sufficient tension There is a problem that strength cannot be secured.

The polyurethane is foamed by adding water to the polyurethane solution as a foaming agent.

In addition, a foaming solution may be prepared by adding a crosslinking agent and a surfactant to the polyurethane solution.

For example, the crosslinking agent may be any one of glycerin, trimethylolpropane, 1,2,4-butanetriol, sorbitol, or a mixture thereof. The crosslinking agent serves to improve the mechanical properties of the film through a crosslinking reaction when the polyurethane film is formed.

For example, surfactants include BASF's F-68, F-87, F-88, F-108, and F-127, which are ethylene oxide/propylene oxide block copolymers, and L580, L-603, L-, which are silicone surfactants. 688, L-5420, SZ-1703, L-6900, L-3150, Y-7931, L-1580, L-5340, L-5333, -6701, L-5740M, L-3002, L-626 One or a mixture thereof may be used, and a known surfactant may be used according to a known method.

The foaming liquid may further include acrinol as an antibacterial material.

The acrinol as a skin infection treatment material can reduce secondary infection caused by penetration of foreign substances into the affected area, and relieve pain and itchiness.

In addition, it may further include any one or more selected from the group comprising collagen, elastin, chitosan, alginic acid, casein, fibrin, laminin, albumin, hyaluronic acid and fibronectin.

For example, the hyaluronic acid (HA) is a biodegradable, biocompatible material, and is a natural polymer having a broad molecular weight range of about 1,000 to 10,000,000 g/mole, and hyaluronic acid is an extracellular matrix of connective tissue. , ECM), has viscoelastic properties, regulates tissue hydration, forms a hydrated network with collagen fibers in the ECM, and plays an important role in wound healing and cell fluidity and differentiation in the process.

For example, collagen has excellent biocompatibility and tissue compatibility, low antigenicity, cell adhesion, differentiation and proliferation promoting action, hemostatic effect, and can be absorbed after complete degradation in vivo.

For example, chitosan is a biodegradable, hydrophilic natural polymer that can exhibit an anti-inflammatory effect adjacent to the wound site, and reduce the hydrophobicity of the bacterial surface, thereby reducing the adhesion of the wound area to the epidermis, thereby inhibiting bacterial growth at the wound site. It may have a bacteriostatic action.

The polyurethane film thus prepared has improved moisture permeability and breathability, so that it can be utilized as a multifunctional medical polyurethane film. In addition, the polyurethane film has the advantage that it is easy to evaluate the wound site because it is transparent.

Polyurethane film is variously applied to advanced wound care (AWC), and polyurethane film is highly likely to come into contact with blood or body fluids from the human skin, so it realizes high moisture permeability and permeability of the wound area. ), have high adhesion to the wound site, and implement excellent material properties such as tensile strength.

Polyurethane film according to an embodiment of the present invention has a high moisture permeability (300g/m ² ·h or more) while having a tensile strength of ^{5.0kg·f/cm 2 or more.} Accordingly, even after being attached to the wounded patient's skin, it does not float according to the movement of the wounded patient, and has the advantage that it can be easily removed.

For example, the polyurethane film may ^{have a moisture permeability of 300 g/m 2} ·h or more. In addition, the polyurethane film has a porosity of 40 to 50%, an air permeability of 10 to 50 sec/100cc, and 50 to 200 ^{micropores having a diameter of 3 to 10 nm per unit area of 1 mm 2 .}

In addition, the polyurethane film may have a tensile strength of ^{5.0 kg·f/cm 2 or more.}

The foregoing description of the present application is for illustration, and those of ordinary skill in the art to which the present application pertains will understand that it can be easily modified into other specific forms without changing the technical spirit or essential features of the present application. Therefore, it should be understood that the embodiments described above are illustrative in all respects and not restrictive. For example, each component described as a single type may be implemented in a dispersed form, and likewise components described as distributed may be implemented in a combined form.

The scope of the present application is indicated by the following claims rather than the above detailed description, and all changes or modifications derived from the meaning and scope of the claims and their equivalents should be construed as being included in the scope of the present application.

Claims (12)

preparing a polyurethane solution by adding isocyanate to a mixed solution in which a polyol and a chain extender are stirred;
preparing a foaming solution by adding 2 to 10 parts by weight of a cage compound to 100 parts by weight of the polyurethane solution; and
and applying the foaming solution on a release paper and drying to form a polyurethane film,
The cage compound of the formed polyurethane film is present between the polyurethane chains in the polyurethane film,
The polyurethane film has a moisture permeability of 300 g / m 2 ·h or more,
The polyurethane film has a tensile strength of 5.0kg·f/cm2 or more,
The polyurethane film has a porosity of 40 to 50%, an air permeability of 10 to 50 sec/100cc, and a multifunctionality with improved ventilation including 50 to 200 micropores having a diameter of 3 to 10 nm per 1 mm2 of the unit area. A method for manufacturing a medical polyurethane film. According to claim 1,
The cage compound is POSS (polyhedral oligomeric silsesquioxane, (RSiO _1.5 ) _n , R = hydrogen, alkyl, alkylene, allyl, allylene or derivatives thereof, and n = 1 to 5). A method for producing a urethane film. 3. The method of claim 2,
The POSS is an aminopropylisooctyl polyhedral oligomeric silsesquioxane (aminopropylisooctyl polyhedral oligomeric silsesquioxane), characterized in that it comprises a multifunctional medical polyurethane film manufacturing method. According to claim 1,
The polyol is polypropylene oxide glycol, polyethylene oxide glycol, polytetramethylene ether glycol, ethylene oxide / propylene oxide copolymer, polytetrahydrofuran / ethylene oxide copolymer, polytetrahydrofuran / propylene oxide copolymer, polybutylene carbonate Multifunctionality, characterized in that at least one selected from the group consisting of glycol, polyhexamethylene carbonate glycol, polycaprolactone glycol, polyethylene adipate, polybutylene adipate, polyneopentyl adipate and polyhexamethylene adipate A method for manufacturing a medical polyurethane film. According to claim 1,
The isocyanate is diphenylmethane-4,4'-diisocyanate, diphenyl methane diisocyanate (MDI), toluene diisocyanate (Toluene diisocyanate, TDI), hexamethylene diisocyanate (Hexamethylene diisocyanate, HDI), dicy Chlohexylmethane diisocyanate (Dicyclohexylmethane diisocyanate, H12MDI) and isophorone diisocyanate (Isoporone diisocyanate, IPDI) method of manufacturing a multifunctional medical polyurethane film comprising at least one selected from the group consisting of. According to claim 1,
The chain extender is hydrazine, ethylenediamine, piperazine, diethylenetriamine, triethylenetetramine, tetraethylenepentamine, pentaethylenehexamine, guanidine, melamine, 2,4,6-triaminopyrimidine, dipropylene Triamine, tetrapropylene pentamine, tripropylene tetramine, 1,4-butanediamine, 1,6-hexanediamine, 1,8-octanediamine, 1,10-decanediamine, 2-methylpentamethylenediamine, 1, 12-dodecanediamine, isophoronediamine, ethylene glycol, propylene glycol, diethylene glycol, triethylene glycol, 1,3-butanediol, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, Trimethylol propane, and polytetramethylene ether glycol production method of a multifunctional medical polyurethane film comprising any one or more selected from the group consisting of. According to claim 1,
The foaming liquid is a method of manufacturing a multifunctional medical polyurethane film, characterized in that it further comprises acrinol (acrinol) as an antibacterial material.


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