KR101336928B1 - Tissue Adhesion preventer in the form of Nonwoven Fabric including Polyoctylcyanoacrylate and Manufacturing Method thereof - Google Patents
Tissue Adhesion preventer in the form of Nonwoven Fabric including Polyoctylcyanoacrylate and Manufacturing Method thereof Download PDFInfo
- Publication number
- KR101336928B1 KR101336928B1 KR1020110068010A KR20110068010A KR101336928B1 KR 101336928 B1 KR101336928 B1 KR 101336928B1 KR 1020110068010 A KR1020110068010 A KR 1020110068010A KR 20110068010 A KR20110068010 A KR 20110068010A KR 101336928 B1 KR101336928 B1 KR 101336928B1
- Authority
- KR
- South Korea
- Prior art keywords
- polyoctylcyanoacrylate
- tissue adhesion
- preventing material
- adhesion preventing
- weight
- Prior art date
Links
Images
Classifications
-
- D—TEXTILES; PAPER
- D04—BRAIDING; LACE-MAKING; KNITTING; TRIMMINGS; NON-WOVEN FABRICS
- D04H—MAKING TEXTILE FABRICS, e.g. FROM FIBRES OR FILAMENTARY MATERIAL; FABRICS MADE BY SUCH PROCESSES OR APPARATUS, e.g. FELTS, NON-WOVEN FABRICS; COTTON-WOOL; WADDING ; NON-WOVEN FABRICS FROM STAPLE FIBRES, FILAMENTS OR YARNS, BONDED WITH AT LEAST ONE WEB-LIKE MATERIAL DURING THEIR CONSOLIDATION
- D04H1/00—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres
- D04H1/70—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres characterised by the method of forming fleeces or layers, e.g. reorientation of fibres
- D04H1/72—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres characterised by the method of forming fleeces or layers, e.g. reorientation of fibres the fibres being randomly arranged
- D04H1/728—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres characterised by the method of forming fleeces or layers, e.g. reorientation of fibres the fibres being randomly arranged by electro-spinning
-
- 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
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/14—Macromolecular materials
-
- 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
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/50—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
- A61L27/54—Biologically active materials, e.g. therapeutic substances
-
- 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
-
- 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
- A61L31/048—Macromolecular materials obtained by reactions only involving carbon-to-carbon unsaturated bonds
-
- 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
- A61L31/14—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
- A61L31/16—Biologically active materials, e.g. therapeutic substances
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01D—MECHANICAL METHODS OR APPARATUS IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS
- D01D5/00—Formation of filaments, threads, or the like
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01D—MECHANICAL METHODS OR APPARATUS IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS
- D01D5/00—Formation of filaments, threads, or the like
- D01D5/0007—Electro-spinning
- D01D5/0015—Electro-spinning characterised by the initial state of the material
- D01D5/003—Electro-spinning characterised by the initial state of the material the material being a polymer solution or dispersion
- D01D5/0038—Electro-spinning characterised by the initial state of the material the material being a polymer solution or dispersion the fibre formed by solvent evaporation, i.e. dry electro-spinning
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F1/00—General methods for the manufacture of artificial filaments or the like
- D01F1/02—Addition of substances to the spinning solution or to the melt
- D01F1/10—Other agents for modifying properties
- D01F1/103—Agents inhibiting growth of microorganisms
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/02—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D01F6/18—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds from polymers of unsaturated nitriles, e.g. polyacrylonitrile, polyvinylidene cyanide
-
- D—TEXTILES; PAPER
- D04—BRAIDING; LACE-MAKING; KNITTING; TRIMMINGS; NON-WOVEN FABRICS
- D04H—MAKING TEXTILE FABRICS, e.g. FROM FIBRES OR FILAMENTARY MATERIAL; FABRICS MADE BY SUCH PROCESSES OR APPARATUS, e.g. FELTS, NON-WOVEN FABRICS; COTTON-WOOL; WADDING ; NON-WOVEN FABRICS FROM STAPLE FIBRES, FILAMENTS OR YARNS, BONDED WITH AT LEAST ONE WEB-LIKE MATERIAL DURING THEIR CONSOLIDATION
- D04H1/00—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres
- D04H1/40—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties
- D04H1/42—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties characterised by the use of certain kinds of fibres insofar as this use has no preponderant influence on the consolidation of the fleece
- D04H1/4282—Addition polymers
- D04H1/43—Acrylonitrile series
-
- D—TEXTILES; PAPER
- D04—BRAIDING; LACE-MAKING; KNITTING; TRIMMINGS; NON-WOVEN FABRICS
- D04H—MAKING TEXTILE FABRICS, e.g. FROM FIBRES OR FILAMENTARY MATERIAL; FABRICS MADE BY SUCH PROCESSES OR APPARATUS, e.g. FELTS, NON-WOVEN FABRICS; COTTON-WOOL; WADDING ; NON-WOVEN FABRICS FROM STAPLE FIBRES, FILAMENTS OR YARNS, BONDED WITH AT LEAST ONE WEB-LIKE MATERIAL DURING THEIR CONSOLIDATION
- D04H3/00—Non-woven fabrics formed wholly or mainly of yarns or like filamentary material of substantial length
-
- 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
- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/40—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a specific therapeutic activity or mode of action
- A61L2300/404—Biocides, antimicrobial agents, antiseptic agents
-
- 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
- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/40—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a specific therapeutic activity or mode of action
- A61L2300/41—Anti-inflammatory agents, e.g. NSAIDs
-
- 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
- A61L2300/00—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L2300/60—Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a special physical form
- A61L2300/602—Type of release, e.g. controlled, sustained, slow
Abstract
본 발명은 폴리옥틸시아노아크릴레이트를 포함하는 부직포 형태의 조직유착 방지재 및 그의 제조 방법에 관한 것으로, 인체 내에서 생분해가 가능하고, 항생제나 소염제를 포함하고 있어 조직유착 방지재가 인체 내에서 분해가 되면서 항생제나 소염제가 서서히 방출되는 서방성 제제의 특성을 지니게 하여 인체의 치료에 도움을 주기 위한 것이다. 본 발명에 따르면, 유기용매에 폴리옥틸시아노아크릴레이트를 첨가 및 용해시켜 폴리옥틸시아노아크릴레이트 혼합물을 제조한 후, 폴리옥틸시아노아크릴레이트 혼합물에 친수성 고분자 및 항생제 또는 소염제를 첨가 및 교반하여 조직유착 방지재용 원액을 제조하는 단계, 및 조직유착 방지재용 원액을 전기방사시켜 부직포 형태의 조직유착 방지재를 수득하는 단계를 포함하는 것을 특징으로 하는 부직포 형태의 조직유착 방지재 및 그의 제조 방법을 제공한다.The present invention relates to a tissue non-woven tissue adhesion preventing material containing polyoctylcyanoacrylate and a method for manufacturing the same, which is biodegradable in the human body, and includes an antibiotic or an anti-inflammatory agent so that the tissue adhesion preventing material is decomposed in the human body. Becoming a slow release of antibiotics or anti-inflammatory drugs to help the treatment of the human body to have the characteristics of the drug. According to the present invention, polyoctylcyanoacrylate is added and dissolved in an organic solvent to prepare a polyoctylcyanoacrylate mixture, and then, hydrophilic polymer and antibiotic or anti-inflammatory agent are added and stirred to the polyoctylcyanoacrylate mixture. A method of manufacturing a nonwoven fabric adhesion preventing material and a method for producing the non-woven fabric, characterized in that it comprises the step of preparing a stock solution for preventing tissue adhesion, and the step of electrospinning the stock solution for preventing adhesion to tissue. to provide.
Description
본 발명은 조직유착 방지재 및 그의 제조 방법에 관한 것으로, 더욱 상세하게는 인체 내에서 생분해가 가능하고, 항생제나 소염제를 포함하고 있어 조직유착 방지재가 인체 내에서 분해가 되면서 항생제나 소염제가 서서히 방출되는 서방성 제제의 특성을 지녀 인체의 치료에 도움이 되는 생분해성 폴리옥틸시아노아크릴레이트(Poly Octylcyanoacrylate)를 포함하는 부직포 형태의 조직유착 방지재 및 그의 제조 방법에 관한 것이다.The present invention relates to a tissue adhesion preventing material and a method for manufacturing the same, more specifically, biodegradable in the human body, and includes an antibiotic or anti-inflammatory agent, so that the anti-tissue adhesion agent is released in the human body, the antibiotic or anti-inflammatory agent is gradually released. The present invention relates to a non-woven tissue adhesion preventing material including a biodegradable polyoctylcyanoacrylate (Poly Octylcyanoacrylate) having the characteristics of a sustained-release preparation, and a method of manufacturing the same.
조직유착은 외과적 개복수술 후 복강내부에 형성된 상처의 자연치유과정에서 발생할 수 있는 다른 조직과 상처부위와의 비정상적인 섬유성 연결조직의 결합을 의미한다. 이러한 조직유착은 자연적인 현상이지만 조직유착이 발생하는 부위가 적절하지 못하면 환자에게 통증이나 불편감을 주거나 기능장애를 초래할 수 있고, 유착 박리를 위한 재수술이 필요할 수도 있으며, 조직유착은 특히 정형외과, 심장 혈관외과, 소화기 외과 및 산부인과 분야에 있어서 문제가 되고 있으므로 환자의 생명을 위협할 수도 있어 조직유착을 차단하거나, 유착속도를 지연해야 할 상황이 발생한다.Tissue adhesion refers to the combination of abnormal fibrous connective tissue with other tissues that may occur during natural healing of wounds formed in the abdominal cavity after surgical open surgery. This is a natural phenomenon, but if the site where the tissue adhesion occurs is not appropriate, it may cause pain or discomfort to the patient or cause dysfunction, and may require reoperation to remove the adhesion. It is a problem in the fields of vascular surgery, gastrointestinal surgery and obstetrics and gynecology, which may threaten the patient's life, thus causing tissue adhesion or delaying adhesion.
이러한 이유로 인해 수술부위에 피부나 장기조직의 유착이 발생하지 않도록 얇은 멤브레인 필름 타입이나 겔 타입의 조직유착 방지막이 사용되고 있는데 멤브레인 필름 타입은 구부러지기 쉬워 해부학적 구조에 잘 맞고 조직의 상호작용을 허용하지않는 차단막을 형성하는데 용이하기 때문에 개복수술과 같이 수술부위가 넓고 장시간에 걸쳐 피부나 장기조직이 재건되는 부위에 주로 사용되며 겔 타입의 유착 방지막은 복강수술과 같이 수술부위가 좁고 1 내지 2주 사이에 조직이 재건되는 부위에 발라서 사용한다. 이외에도 조직유착을 방지하기 위해 여러 가지 방법이 이용되고 있는데 복강세척을 통해 장막 표면의 부착을 최소화시키거나 헤파린용액을 첨가하는 방법 등이 있다.For this reason, a thin membrane film type or gel type tissue adhesion prevention film is used to prevent adhesion of skin or organ tissues to the surgical site. The membrane film type is easily bendable to fit anatomical structures and does not allow tissue interaction. Because it is easy to form a barrier film, it is used for large areas of surgery such as laparotomy and reconstruction of skin or organ tissue over a long period of time. Gel-type adhesion barrier is narrow for 1 to 2 weeks, like abdominal surgery. Apply to the area where tissue is rebuilt. In addition, a variety of methods are used to prevent tissue adhesion. There are methods of minimizing the adhesion of the surface of the intestinal membrane through intraperitoneal washing or adding heparin solution.
그러나 멤브레인 필름 타입의 경우는 필름이 피부나 장기조직과 유착할 수 있으며, 필름이 세균에 오염될 수 있는 문제점이 있었다. 또한 겔 타입의 유착 방지막, 복강세척 및 헤파린 용액을 이용하는 방법은 외과적 기법을 응용한 것으로 적용부위에 제약이 있는 문제점이 있다.However, in the case of the membrane film type, the film may adhere to skin or organ tissues, and the film may be contaminated with bacteria. In addition, the method of using a gel-type anti-adhesion film, intraperitoneal washing, and heparin solution has a problem in that it is applied to a surgical technique and has limitations in application area.
따라서 본 발명의 목적은 피부나 장기조직과의 유착이 발생하지 않고, 인체 내에서 생분해되는 소재인 폴리옥틸시아노아크릴레이트를 포함하는 부직포 형태의 조직유착 방지재 및 그의 제조 방법을 제공하는 데 있다.Accordingly, an object of the present invention is to provide a non-woven tissue adhesion preventing material and a method of manufacturing the same, including polyoctylcyanoacrylate, which is a material that is biodegradable in the human body without adhesion to skin or organ tissues. .
본 발명의 다른 목적은 부직포 형태의 조직유착 방지재가 생분해되는 동안 내부에 있던 항생제 또는 소염제가 서서히 방출되어 세균증식을 억제하고 인체의 상처회복을 돕는 부직포 형태의 조직유착 방지재 및 그의 제조 방법을 제공하는 데 있다.Another object of the present invention is to provide a non-woven tissue adhesion prevention material and a method of manufacturing the same, while antibiotic or anti-inflammatory agent was released slowly during the biodegradation of the non-woven tissue adhesion material to inhibit bacterial growth and help the wound recovery of the human body. There is.
상술한 바와 같은 목적을 달성하기 위한 본 발명은 폴리옥틸시아노아크릴레이트, 및 항생제 또는 소염제 중 어느 하나를 포함하는 부직포 형태의 조직유착 방지재를 제공한다.The present invention for achieving the object as described above provides a non-woven tissue adhesion preventing material comprising polyoctylcyanoacrylate, and any one of antibiotics or anti-inflammatory agents.
여기서 상기 폴리옥틸시아노아크릴레이트의 분자량은 100,000 내지 300,000일 수 있다.Here, the molecular weight of the polyoctylcyanoacrylate may be 100,000 to 300,000.
그리고 상기 항생제는, 그라미시딘, 날리딕신산, 네오마이신, 노낵틴, 노르플록사신, 바시트라신, 세팔로스포린, 스트렙토마이신, 아미노글리코시드, 악토노마이신, 암피실린, 카나마이신, 퀴놀론, 클로람페니콜, 테라마이신, 테트라사이클린, 패튤린 및 페니실린으로 구성된 군으로부터 하나 이상 선택될 수 있고, 상기 소염제는, 글루카메타신, 나부메톤, 나프록센, 니메수리드, 덱사메타손, 덱시부프로펜, 디클로페낙, 디플루니살, 로나졸락, 로녹시캄, 록소프로펜, 메크로페남산, 메페남산, 멜록시캄, 모니플루메이트, 베노릴레이트, 브로멜라인, 살리실산 이미다졸, 세라티오펩티다제, 세레콕시브, 술린닥, 시녹시캄, 아세메타신, 아세클로페낙, 아스피린, 알미노프로펜, 암페낙나트륨, 에몰파죤, 에토돌락, 염산벤지다민, 염산프로파세타몰, 옥사프로진, 이부프로펜, 이부프록삼, 인도메타신, 잘토프로펜, 케토롤락, 케토프로펜, 클로닉신, 탈니플루메이트, 테녹시캄, 톨메틴나트륨, 톨페남산, 티아프로펜산, 페노프로펜, 펜티아작, 펠루비프로펜, 프라노프로펜, 프로글루메타신, 프로제스토젠스, 플루르비프로펜, 플루페남산, 피라지노부타존 및 피록시캄으로 구성된 군으로부터 하나 이상 선택될 수 있다.And the antibiotics are gramicidine, nalidixic acid, neomycin, nonnectin, norfloxacin, bacitracin, cephalosporin, streptomycin, aminoglycosides, actonomycin, ampicillin, kanamycin, quinolone, chloramphenicol, At least one selected from the group consisting of teramicin, tetracycline, patulin and penicillin, wherein the anti-inflammatory agent is glucamethasine, nabumethone, naproxen, nimesuride, dexamethasone, dexibuprofen, diclofenac, diflunisal, Ronazolac, Ronoxicam, Roxoprofen, Mecrofenamic Acid, Mefenamic Acid, Meloxycamp, Moniflumate, Benolate, Bromelain, Salicylic Acid Imidazole, Cerathiopeptidase, Celecoxib, Sulfonate Lindac, Synoxycam, Acemetasin, Aceclofenac, Aspirin, Alminopropene, Amfenac Sodium, Emorphazone, Etodolac, Benzidamine Hydrochloride, Propacetamol Hydrochloride, Oxapro , Ibuprofen, ibuproxam, indomethacin, zaltoprofen, ketorolac, ketoprofen, clonicin, talniflumate, tenoxycam, tolmethine sodium, tolphenic acid, thiapropenic acid, phenopropene, penti One or more selected from the group consisting of azac, pelubiprofen, pranopropene, proglumetacin, progestogens, flurbiprofen, flufenamic acid, pyrazinobutazone, and pyroxicam.
한편 본 발명은 유기용매에 폴리옥틸시아노아크릴레이트를 첨가 및 용해시켜 폴리옥틸시아노아크릴레이트 혼합물을 제조하는 단계, 상기 폴리옥틸시아노아크릴레이트 혼합물에 친수성 고분자, 및 항생제 또는 소염제 중 적어도 어느 하나를 첨가 및 교반하여 조직유착 방지재용 원액을 제조하는 단계, 및 상기 조직유착 방지재용 원액을 전기방사시켜 부직포 형태의 조직유착 방지재를 수득하는 단계를 포함하는 것을 특징으로 하는 부직포 형태의 조직유착 방지재의 제조방법을 제공한다.Meanwhile, the present invention provides a method for preparing a polyoctylcyanoacrylate mixture by adding and dissolving polyoctylcyanoacrylate in an organic solvent, at least one of a hydrophilic polymer, and an antibiotic or an anti-inflammatory agent in the polyoctylcyanoacrylate mixture. Preparing a solution for preventing adhesion to tissues by adding and stirring the mixture, and electrospinning the solution for preventing adhesion to tissues to obtain tissue adhesion preventing materials in the form of nonwoven fabrics. Provided are methods for preparing ash.
여기서 상기 폴리옥틸시아노아크릴레이트 혼합물을 제조하는 단계는, 상기 유기용매 100중량부를 기준으로 상기 폴리옥틸시아노아크릴레이트 1 내지 20중량부를 첨가 및 용해시켜 제조하는 것일 수 있다.Here, the preparing of the polyoctylcyanoacrylate mixture may be performed by adding and dissolving 1 to 20 parts by weight of the polyoctylcyanoacrylate based on 100 parts by weight of the organic solvent.
그리고, 상기 조직유착 방지재용 원액을 제조하는 단계는, 상기 폴리옥틸시아노아크릴레이트 혼합물에 상기 유기용매 100중량부를 기준으로 상기 친수성 고분자는 0.001 내지 2중량부 및 상기 항생제 또는 상기 소염제는 0.001 내지 0.5중량부를 첨가 및 교반하여 제조하는 것일 수 있다.The preparing of the stock solution for preventing tissue adhesion may include 0.001 to 2 parts by weight of the hydrophilic polymer and 0.001 to 0.5 parts of the antibiotic or the anti-inflammatory agent based on 100 parts by weight of the organic solvent in the polyoctylcyanoacrylate mixture. It may be prepared by adding and stirring the parts by weight.
그리고 또한, 상기 유기용매는, 에틸아세테이트, 메틸렌클로라이드, 벤젠, 클로로포름, 메틸알콜, 에틸알콜, 아세톤, 알칼리수, 톨루엔, 자일렌, 디메틸 포름아마이드, 디메틸 설폭시드, 트리플루오로 아세트산, 트리플루오로 에틸렌, 헥사 플루오로 이소프로판올, 메틸렌 클로라이드, 테트라 하이드로 푸란으로 구성된 군으로부터 하나 이상 선택될 수 있다.In addition, the organic solvent is ethyl acetate, methylene chloride, benzene, chloroform, methyl alcohol, ethyl alcohol, acetone, alkaline water, toluene, xylene, dimethyl formamide, dimethyl sulfoxide, trifluoro acetic acid, trifluoro ethylene And hexa fluoro isopropanol, methylene chloride, tetra hydrofuran.
그리고 또한, 상기 친수성 고분자는 아가로스, 알긴산, 알부민, 젤라틴, 카르복시메틸 셀룰로오스, 콜라겐, 폴리비닐알콜 및 폴리에틸렌옥사이드로 구성된 군으로부터 하나 이상 선택될 수 있다.In addition, the hydrophilic polymer may be selected from the group consisting of agarose, alginic acid, albumin, gelatin, carboxymethyl cellulose, collagen, polyvinyl alcohol and polyethylene oxide.
그리고 또한, 상기 부직포 형태의 조직유착 방지재를 수득하는 단계의 전기방사는 전압이 1 내지 100kV이고, 방사거리는 1 내지 60cm이고, 유속은 0.001 내지 1ml/min인 조건으로 수행될 수 있다.In addition, the electrospinning of the step of obtaining the tissue non-woven tissue adhesion preventing material may be carried out under the condition that the voltage is 1 to 100kV, the radiation distance is 1 to 60cm, the flow rate is 0.001 to 1ml / min.
본 발명에 따른 부직포 형태의 조직유착 방지재는 비표면적이 큰 다공성 소재로서 수술 후 환부에의 적용시, 피부나 장기조직과의 유착이 발생하지 않고, 폴리옥틸시아노아크릴레이트를 포함하고 있어 인체 내에서 생분해가 가능하다.Non-woven tissue adhesion prevention material according to the present invention is a porous material with a large specific surface area when applied to the affected area after surgery, does not occur adhesion to the skin or organ tissue, and contains polyoctylcyanoacrylate in the human body Biodegradable at
또한 본 발명에 따른 부직포 형태의 조직유착 방지재는 항생제 또는 소염제를 포함하고 있어, 조직유착 방지용 필름이 분해되면서 항생제 또는 소염제가 서서히 방출되는 서방성 제제의 특성을 지니면서, 세균증식을 억제하고 염증유발을 차단할 수 있는 효과를 나타낼 수 있다.In addition, the tissue adhesion prevention material of the nonwoven fabric according to the present invention includes an antibiotic or an anti-inflammatory agent, while having a characteristic of sustained-release preparations in which the antibiotic or anti-inflammatory agent is slowly released as the tissue adhesion prevention film is decomposed, inhibiting bacterial growth and inducing inflammation It can have an effect that can block.
도 1은 본 발명에 따른 부직포 형태의 조직유착 방지재에 사용되는 폴리옥틸시아노아크릴레이트의 제조과정을 보여주는 흐름도이다.
도 2는 본 발명에 따른 폴리옥틸시아노아크릴레이트를 포함하는 부직포 형태의 조직유착 방지재의 제조방법을 보여주는 흐름도이다.1 is a flow chart showing the manufacturing process of the polyoctylcyanoacrylate used in the tissue adhesion prevention material of the nonwoven form according to the present invention.
Figure 2 is a flow chart showing a method for producing a tissue adhesion preventing material of the non-woven fabric containing polyoctylcyanoacrylate according to the present invention.
하기의 설명에서는 본 발명의 실시예에 따른 동작을 이해하는데 필요한 부분만이 설명되며, 그 이외 부분의 설명은 본 발명의 요지를 흐리지 않도록 생략될 것이라는 것을 유의하여야 한다.In the following description, only parts necessary for understanding the operation according to the embodiment of the present invention will be described, it should be noted that the description of other parts will be omitted so as not to obscure the subject matter of the present invention.
또한 이하에서 설명되는 본 명세서 및 청구범위에 사용된 용어나 단어는 통상적이거나 사전적인 의미로 한정해서 해석되어서는 아니 되며, 발명자는 그 자신의 발명을 가장 최선의 방법으로 설명하기 위해 용어의 개념으로 적절하게 정의할 수 있다는 원칙에 입각하여 본 발명의 기술적 사상에 부합하는 의미와 개념으로 해석되어야만 한다. 따라서 본 명세서에 기재된 실시예와 도면에 도시된 구성은 본 발명의 바람직한 하나의 실시예에 불과할 뿐이고, 본 발명의 기술적 사상을 모두 대변하는 것은 아니므로, 본 출원시점에 있어서 이들을 대체할 수 있는 다양한 균등물과 변형예들이 있을 수 있음을 이해하여야 한다.Also, the terms and words used in the present specification and claims should not be construed to be limited to ordinary or dictionary meanings, and the inventor is not limited to the concept of terms in order to describe his invention in the best way. It should be construed in accordance with the meaning and concept consistent with the technical idea of the present invention based on the principle that it can be properly defined. Therefore, the embodiments described in the present specification and the configurations shown in the drawings are merely one preferred embodiment of the present invention, and not all of the technical ideas of the present invention are described. Therefore, It is to be understood that equivalents and modifications are possible.
본 발명은 옥틸시아노아크릴레이트 제조시 부산물로 생성되는 폴리옥틸시아노아크릴레이트를 사용하여 생분해성을 높이고, 항생제 또는 소염제를 첨가하여 인체의 상처회복에 도움이 되는 폴리옥틸시아노아크릴레이트를 포함하는 부직포 형태의 조직유착 방지재 및 그의 제조 방법에 관한 것이다.The present invention improves biodegradability using polyoctylcyanoacrylate produced as a by-product when producing octylcyanoacrylate, and includes polyoctylcyanoacrylate which helps to recover the wound by adding antibiotics or anti-inflammatory agents. It relates to a non-woven tissue adhesion preventing material and a method of manufacturing the same.
본 발명에서 사용하는 폴리옥틸시아노아크릴레이트는 옥틸시아노아크릴레이트를 제조하는 과정에서 생산되는 부산물로서, 지금까지는 모두 폐기되어 왔다.Polyoctylcyanoacrylates used in the present invention are by-products produced in the process of producing octylcyanoacrylates, and all of them have been discarded.
본 발명에서 사용하는 폴리옥틸시아노아크릴레이트의 제조공정을 도 1에 나타내었다.The manufacturing process of the polyoctyl cyanoacrylate used by this invention is shown in FIG.
이를 상세히 살펴보면, 용매 존재 하에 시아노아세트산(cyannoacetic acid)과 옥탄 알콜을 1:1 당량비로 반응시켜 옥틸시아노아세테이트를 제조하는 단계; 용매 존재 하에 상기 옥틸시아노아세테이트와 파라포름알데히드를 1:1 당량비로 반응시키는 단계; 반응이 완료되면 용매를 제거한 후 옥틸시아노아크릴레이트를 분리 및 정제하는 단계; 및 옥틸시아노아크릴레이트를 정제하고 남은 부산물에서 폴리옥틸시아노아크릴레이트를 수득하는 단계를 포함한다.Looking at this in detail, the step of reacting cyanoacetic acid (cyannoacetic acid) and octane alcohol in a 1: 1 equivalent ratio in the presence of a solvent to prepare octylcyanoacetate; Reacting the octylcyanoacetate and paraformaldehyde in a 1: 1 equivalent ratio in the presence of a solvent; When the reaction is completed, after removing the solvent to separate and purify octylcyanoacrylate; And purifying octylcyanoacrylate and obtaining polyoctylcyanoacrylate from the remaining by-products.
이때, 상기 각 반응과정에서 사용하는 용매는 당업계에서 통상적으로 사용하는 유기용매를 들 수 있으며, 예를 들면, 벤젠, 톨루엔 또는 자일렌 등을 사용할 수 있으나, 이에만 한정되는 것은 아니다.At this time, the solvent used in each reaction process may include an organic solvent commonly used in the art, for example, benzene, toluene or xylene may be used, but is not limited thereto.
또한 상기 폴리옥틸시아노아크릴레이트는 부산물을 실리카겔로 정제하여 수득할 수 있으며, 그 함량은 조성물 총 중량에 대하여 0.001~4 중량%가 바람직하다.In addition, the polyoctylcyanoacrylate can be obtained by purifying by-products with silica gel, the content of which is preferably 0.001 to 4% by weight based on the total weight of the composition.
본 발명에서는 분자량이 100,000 내지 300,000인 폴리옥틸시아노아크릴레이트를 사용할 수 있으나, 이에만 한정되는 것은 아니다.In the present invention, a polyoctylcyanoacrylate having a molecular weight of 100,000 to 300,000 may be used, but is not limited thereto.
다만, 분자량이 100,000 미만인 폴리옥틸시아노아크릴레이트를 사용하면 제조되는 부직포 형태의 조직유착 방지재의 인장강도가 약해 외력에 의해 쉽게 파손될 염려가 있고, 분자량이 300,000을 초과하면 인장강도는 향상될 수 있으나, 생체 내에서 흡수되는 기간이 길어질 수 있는 문제가 발생한다.However, when the polyoctylcyanoacrylate having a molecular weight of less than 100,000 is used, the tensile strength of the nonwoven fabric-type tissue adhesion preventing material is weak, so that it may be easily damaged by external force.If the molecular weight exceeds 300,000, the tensile strength may be improved. Therefore, a problem arises in that the period of absorption in the living body can be long.
본 발명에서 사용하는 항생제는 그라미시딘, 날리딕신산, 네오마이신, 노낵틴, 노르플록사신, 바시트라신, 세팔로스포린, 스트렙토마이신, 아미노글리코시드, 악토노마이신, 암피실린, 카나마이신, 퀴놀론, 클로람페니콜, 테라마이신, 테트라사이클린, 패튤린 및 페니실린으로 구성된 군으로부터 하나 이상 선택될 수 있고, 본 발명에서 사용하는 소염제는 글루카메타신, 나부메톤, 나프록센, 니메수리드, 덱사메타손, 덱시부프로펜, 디클로페낙, 디플루니살, 로나졸락, 로녹시캄, 록소프로펜, 메크로페남산, 메페남산, 멜록시캄, 모니플루메이트, 베노릴레이트, 브로멜라인, 살리실산 이미다졸, 세라티오펩티다제, 세레콕시브, 술린닥, 시녹시캄, 아세메타신, 아세클로페낙, 아스피린, 알미노프로펜, 암페낙나트륨, 에몰파죤, 에토돌락, 염산벤지다민, 염산프로파세타몰, 옥사프로진, 이부프로펜, 이부프록삼, 인도메타신, 잘토프로펜, 케토롤락, 케토프로펜, 클로닉신, 탈니플루메이트, 테녹시캄, 톨메틴나트륨, 톨페남산, 티아프로펜산, 페노프로펜, 펜티아작, 펠루비프로펜, 프라노프로펜, 프로글루메타신, 프로제스토젠스, 플루르비프로펜, 플루페남산, 피라지노부타존 및 피록시캄으로 구성된 군으로부터 하나 이상 선택될 수 있으나, 이에만 한정되는 것은 아니다.Antibiotics used in the present invention are gramicidine, nalidixic acid, neomycin, nonactin, norfloxacin, vacitracin, cephalosporin, streptomycin, aminoglycosides, actonomycin, ampicillin, kanamycin, quinolone, It may be at least one selected from the group consisting of chloramphenicol, teramycin, tetracycline, patulin and penicillin, and the anti-inflammatory agent used in the present invention is glucamethasine, nabumethone, naproxen, nimesuride, dexamethasone, dexibuprofen, diclofenac , Diflunisal, Ronazolac, Ronoxicam, Roxopropene, Mecrofenamic Acid, Mefenamic Acid, Meloxycam, Moniflumate, Benorylate, Bromelain, Salicylic Acid Imidazole, Cerathiopeptidase, Celecoxib, sulindac, synoxycam, acemethacin, aceclofenac, aspirin, aminopropene, ampfenac sodium, emolfazone, etodolak, benzidamine hydrochloride, hydrochloric acid Propacetamol, oxaprozin, ibuprofen, ibuproxam, indomethacin, zaltoprofen, ketorolac, ketoprofen, clonicin, talniflumate, tenoxycam, tolmethinate sodium, tolpenomic acid, thiapro From the group consisting of phenic acid, phenopropene, pentiazac, pelubiprofen, pranopropene, proglumetacin, progestogens, flurbiprofen, flufenamic acid, pyrazinobutazone and pyroxicam One or more may be selected, but is not limited thereto.
도 2는 본 발명의 실시예에 따른 폴리옥틸시아노아크릴레이트를 포함하는 부직포 형태의 조직유착 방지재의 제조방법에 따른 흐름도이다.Figure 2 is a flow chart according to a method for manufacturing a non-woven fabric tissue adhesion preventing material comprising a polyoctylcyanoacrylate according to an embodiment of the present invention.
S10단계에서 폴리옥틸시아노아크릴레이트 혼합물을 제조한다. 더욱 상세하게는, 유기용매에 폴리옥틸시아노아크릴레이트를 첨가 및 용해시켜 제조한다.In step S10 to prepare a polyoctylcyanoacrylate mixture. More specifically, it is prepared by adding and dissolving polyoctylcyanoacrylate in an organic solvent.
여기서 사용하는 유기용매는 에틸아세테이트(Ethyl Acetate), 메틸렌클로라이드(Methylene Chloride), 벤젠(Benzene), 클로로포름(Chloroform), 메틸알콜(Methyl Alcohol), 에틸알콜(Ethyl Alcohol), 아세톤(Acetone), 알칼리수(Alkaline Water), 톨루엔(Toluene), 자일렌(Xylene), 디메틸 포름아마이드(Dimethyl Formamide), 디메틸 설폭시드(Dimethyl Sulfoxide), 트리플루오로 아세트산(TFA, Trifluoro Acetic Acid), 트리플루오로 에틸렌(TFE, Trifluoro Ethylene), 헥사 플루오로 이소프로판올(HFIP, Hexa Fluoro isopropanol), 메틸렌 클로라이드(MC, Methylene chloride), 테트라 하이드로 푸란(THF, Tetra Hydro Furan) 등으로 구성된 군으로부터 선택되는 하나 또는 둘 이상의 혼합용매일 수 있으나, 이에만 한정되는 것은 아니다.The organic solvent used here is ethyl acetate, methylene chloride, benzene, benzene, chloroform, methyl alcohol, ethyl alcohol, acetone, alkaline water. (Alkaline Water), Toluene, Xylene, Dimethyl Formamide, Dimethyl Sulfoxide, Trifluoro Acetic Acid (TFA), Trifluoro Ethylene (TFE) One or two mixed solvents selected from the group consisting of Trifluoro Ethylene, Hexa Fluoro isopropanol (HFIP), Methylene chloride (MC), Tetra Hydro Furan (THF) But it is not limited thereto.
그리고 유기용매 100중량부를 기준으로 폴리옥틸시아노아크릴레이트 1 내지 20중량부를 첨가 및 용해시켜 폴리옥틸시아노아크릴레이트 혼합물을 제조하는 것일 수 있다.And it may be to prepare a polyoctyl cyanoacrylate mixture by adding and dissolving 1 to 20 parts by weight of polyoctyl cyanoacrylate based on 100 parts by weight of an organic solvent.
폴리옥틸시아노아크릴레이트 혼합물을 제조할 때, 유기용매 100중량부를 기준으로, 폴리옥틸시아노아크릴레이트의 혼합비율이 20중량부를 초과하게 되면, 폴리옥틸시아노아크릴레이트 혼합물의 점도가 적정한 값보다 커져 균일한 혼합물의 제조가 어렵게 되어, 200㎛이하의 두께를 갖는 필름의 제조가 어려워지며, 폴리옥틸시아노아크릴레이트의 혼합비율이 1중량부 미만이면, 폴리옥틸시아노아크릴레이트 혼합물의 점도가 적정한 값보다 작아져서, 필름의 두께가 50㎛미만이 되어 상품가치가 떨어질 수 있다.When preparing the polyoctylcyanoacrylate mixture, if the mixing ratio of the polyoctylcyanoacrylate exceeds 20 parts by weight based on 100 parts by weight of the organic solvent, the viscosity of the polyoctylcyanoacrylate mixture is higher than the appropriate value. It becomes large, making it difficult to manufacture a uniform mixture, making it difficult to manufacture a film having a thickness of 200 μm or less, and when the mixing ratio of polyoctylcyanoacrylate is less than 1 part by weight, the viscosity of the polyoctylcyanoacrylate mixture is Smaller than the appropriate value, the thickness of the film may be less than 50 μm, resulting in a drop in commodity value.
이어서, S20단계에서 조직유착 방지재용 원액을 제조한다. 더욱 상세하게는, 폴리옥틸시아노아크릴레이트 혼합물에 친수성 고분자 및 항생제 또는 소염제를 첨가 및 교반함으로써 제조할 수 있다.Subsequently, prepare a stock solution for preventing tissue adhesion in step S20. More specifically, it can be prepared by adding and stirring a hydrophilic polymer and an antibiotic or anti-inflammatory agent to the polyoctylcyanoacrylate mixture.
여기서 조직유착 방지재용 원액은, 폴리옥틸시아노아크릴레이트 혼합물에 유기용매 100중량부를 기준으로 친수성 고분자는 0.001 내지 2중량부 및 항생제 또는 소염제는 0.001 내지 0.5중량부를 첨가 및 교반하여 제조할 수 있다.Here, the stock solution for tissue adhesion preventing material may be prepared by adding and stirring 0.001 to 2 parts by weight of the hydrophilic polymer and 0.001 to 0.5 parts by weight of the antibiotic or anti-inflammatory agent based on 100 parts by weight of the organic solvent in the polyoctylcyanoacrylate mixture.
이어서, S30단계에서 부직포 형태의 조직유착 방지재를 수득한다. 더욱 상세하게는, 조직유착 방지재용 원액을 전기방사시켜 부직포 형태의 조직유착 방지재를 수득한다.Subsequently, a non-tissue tissue adhesion preventing material is obtained in step S30. More specifically, the stock solution for tissue adhesion preventing material is electrospun to obtain a tissue adhesion preventing material in the form of a nonwoven fabric.
여기서 전기방사의 방법으로는 일반적으로 알려진 방법을 사용하였다. 본 발명의 전기방사를 위한 전기방사 장치의 기본적인 구성은 전원공급부, 방사부 및 적층부의 세 부분으로 이루어진다. 이때, 사용 전원으로는 교류전류와 직류전류 모두 사용이 가능하고, 방사부는 고분자 용액 또는 용융물이 들어있는 주사기 펌프와 연결되어 있어서 토출되는 용액의 양을 일정하게 조절하는 기능을 한다.Herein, a generally known method was used as the method of electrospinning. The basic configuration of the electrospinning apparatus for electrospinning of the present invention consists of three parts: a power supply unit, a radiating unit and a stacking unit. At this time, both the alternating current and the direct current can be used as the power source, and the radiating part is connected to the syringe pump containing the polymer solution or the melt to function to constantly adjust the amount of the discharged solution.
또한 본 발명에서의 전기방사의 조건으로 전압이 1 내지 100kV이고, 방사거리는 1 내지 60cm이고, 유속은 0.001 내지 1ml/min으로 수행되는 것일 수 있다.In addition, under the conditions of electrospinning in the present invention, the voltage is 1 to 100kV, the radiation distance is 1 to 60cm, and the flow rate may be performed at 0.001 to 1ml / min.
전압이 1kV 미만인 경우, 낮은 전압으로 인하여 충분한 정전기적 인력/척력이 발생하지 않아 방사되지 않을 수 있는 문제가 있고, 100kV를 초과하는 경우, 높은 전압으로 인하여 스파크를 발생시킬 수 있다.If the voltage is less than 1kV, there is a problem that the electrostatic attraction / repulsion does not occur due to the low voltage may not radiate, and if it exceeds 100kV, it may generate a spark due to the high voltage.
또한, 상기 유속이 분당 0.001ml 미만인 경우, 너무 낮은 용액의 유속으로 인하여 생산성에 문제가 있을 수 있고, 분당 1ml를 초과하는 경우, 너무 빠른 용액의 유속으로 인하여 용매의 휘발이 완전히 일어나지 않아 섬유화가 되지 않을 가능성이 있다.In addition, if the flow rate is less than 0.001ml per minute, there may be a problem in productivity due to the flow rate of the solution is too low, if it exceeds 1ml per minute, volatilization of the solvent does not completely occur due to the flow rate of the solution too fast does not become a fiber There is no possibility.
나아가 방사부 주사기의 바늘의 출입경의 크기를 조절하여 나노 또는 마이크로 크기의 다양한 직경을 갖는 섬유를 얻을 수 있고, 이를 이용해 부직포 형태의 조직유착 방지재를 얻을 수 있다.Furthermore, by adjusting the size of the diameter of the needle of the spinneret syringe, it is possible to obtain fibers having various diameters of nano or micro size, and to obtain a non-woven tissue adhesion preventing material.
한편, 제조된 부직포 형태의 조직유착 방지재는 전기방사 과정을 거치면서 적정량보다 적은 양의 항생제 또는 소염제를 포함하게 될 수 있어 전술한 제조공정에 의해 제조된 부직포 형태의 조직유착 방지재에 항생제 또는 소염제를 도포하는 단계를 더 포함할 수 있다.On the other hand, the non-woven tissue adhesion preventive material prepared may include less than an appropriate amount of antibiotics or anti-inflammatory agents during the electrospinning process, the antibiotics or anti-inflammatory agents to the non-woven tissue adhesion prevention material prepared by the above-described manufacturing process It may further comprise the step of applying.
Claims (10)
상기 폴리옥틸시아노아크릴레이트 혼합물에 친수성 고분자,
및 항생제 또는 소염제 중 적어도 어느 하나를 첨가 및 교반하여 조직유착 방지재용 원액을 제조하는 단계;
상기 조직유착 방지재용 원액을 전기방사시켜 부직포 형태의 조직유착 방지재를 수득하는 단계; 및
상기 부직포 형태의 조직유착 방지재에 상기 항생제 또는 소염제를 도포하는 도포단계; 를 포함하고,
상기 폴리옥틸시아노아크릴레이트 혼합물을 제조하는 단계는,
상기 유기용매 100중량부를 기준으로 상기 폴리옥틸시아노아크릴레이트 1 내지 20중량부를 첨가 및 용해시켜 제조하고,
상기 부직포 형태의 조직유착 방지재를 수득하는 단계의 전기방사는 전압이 1 내지 100kV이고, 방사거리는 1 내지 60cm이고, 유속은 0.001 내지 1ml/min인 조건으로 수행되는 것을 특징으로 하는 부직포 형태의 조직유착 방지재의 제조방법.Preparing a polyoctylcyanoacrylate mixture by adding and dissolving polyoctylcyanoacrylate to an organic solvent;
Hydrophilic polymer in the polyoctylcyanoacrylate mixture,
And adding and stirring at least one of an antibiotic or an anti-inflammatory agent to prepare a stock solution for preventing tissue adhesion.
Electrospinning the stock solution for tissue adhesion preventing material to obtain a tissue adhesion preventing material in the form of a nonwoven fabric; And
An application step of applying the antibiotic or anti-inflammatory agent to the tissue adhesion preventing material of the nonwoven fabric form; Lt; / RTI >
Preparing the polyoctylcyanoacrylate mixture,
It is prepared by adding and dissolving 1 to 20 parts by weight of the polyoctylcyanoacrylate based on 100 parts by weight of the organic solvent,
Electrospinning of the step of obtaining the nonwoven fabric adhesion preventing material of the nonwoven fabric type, characterized in that the voltage is 1 to 100kV, the radiation distance is 1 to 60cm, flow rate is 0.001 to 1ml / min conditions Method for producing adhesion preventing material.
상기 폴리옥틸시아노아크릴레이트 혼합물에 상기 유기용매 100중량부를 기준으로 상기 친수성 고분자는 0.001 내지 2중량부 및 상기 항생제 또는 상기 소염제는 0.001 내지 0.5중량부를 첨가 및 교반하여 제조하는 것을 특징으로 하는 부직포 형태의 조직유착 방지재의 제조방법.According to claim 4, The step of preparing a stock solution for preventing tissue adhesion,
The hydrophilic polymer is 0.001 to 2 parts by weight based on 100 parts by weight of the organic solvent in the polyoctylcyanoacrylate mixture and 0.001 to 0.5 parts by weight of the antibiotic or the anti-inflammatory agent is prepared by adding and stirring Method for producing tissue adhesion preventing material of
상기 폴리옥틸시아노아크릴레이트의 분자량은 100,000 내지 300,000인 것을 특징으로 하는 부직포 형태의 조직유착 방지재의 제조방법.5. The method of claim 4,
The molecular weight of the polyoctylcyanoacrylate is a method for producing a tissue adhesion preventing material of the non-woven fabric, characterized in that 100,000 to 300,000.
에틸아세테이트, 메틸렌클로라이드, 벤젠, 클로로포름, 메틸알콜, 에틸알콜, 아세톤, 알칼리수, 톨루엔, 자일렌, 디메틸 포름아마이드, 디메틸 설폭시드, 트리플루오로 아세트산, 트리플루오로 에틸렌, 헥사 플루오로 이소프로판올, 메틸렌 클로라이드 및 테트라 하이드로 푸란으로 구성된 군으로부터 하나 이상 선택된 것을 특징으로 하는 부직포 형태의 조직유착 방지재의 제조방법.The method of claim 4, wherein the organic solvent,
Ethyl acetate, methylene chloride, benzene, chloroform, methyl alcohol, ethyl alcohol, acetone, alkaline water, toluene, xylene, dimethyl formamide, dimethyl sulfoxide, trifluoro acetic acid, trifluoro ethylene, hexafluoro isopropanol, methylene chloride And tetrahydrofuran. The method of claim 1, wherein the non-woven fabric is selected from the group consisting of tetrahydrofuran.
아가로스, 알긴산, 알부민, 젤라틴, 카르복시메틸 셀룰로오스, 콜라겐, 폴리비닐알콜 및 폴리에틸렌옥사이드로 구성된 군으로부터 하나 이상 선택된 것을 특징으로 하는 부직포 형태의 조직유착 방지재의 제조방법.The method of claim 4, wherein the hydrophilic polymer,
Agarose, alginic acid, albumin, gelatin, carboxymethyl cellulose, collagen, polyvinyl alcohol and polyethylene oxide, characterized in that at least one selected from the group consisting of polyethylene oxide.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020110068010A KR101336928B1 (en) | 2011-07-08 | 2011-07-08 | Tissue Adhesion preventer in the form of Nonwoven Fabric including Polyoctylcyanoacrylate and Manufacturing Method thereof |
| PCT/KR2012/004677 WO2013009010A2 (en) | 2011-07-08 | 2012-06-14 | Tissue adhesion prevention material comprising poly octylcyanoacrylate in the form of non-woven fabric |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020110068010A KR101336928B1 (en) | 2011-07-08 | 2011-07-08 | Tissue Adhesion preventer in the form of Nonwoven Fabric including Polyoctylcyanoacrylate and Manufacturing Method thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20130006143A KR20130006143A (en) | 2013-01-16 |
| KR101336928B1 true KR101336928B1 (en) | 2013-12-04 |
Family
ID=47506646
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020110068010A KR101336928B1 (en) | 2011-07-08 | 2011-07-08 | Tissue Adhesion preventer in the form of Nonwoven Fabric including Polyoctylcyanoacrylate and Manufacturing Method thereof |
Country Status (2)
| Country | Link |
|---|---|
| KR (1) | KR101336928B1 (en) |
| WO (1) | WO2013009010A2 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3666940A1 (en) * | 2018-12-14 | 2020-06-17 | Charité - Universitätsmedizin Berlin | Method of producing poly(alkyl cyanoacrylate) based nano/microfibers and uses thereof |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20020027747A (en) * | 2000-10-05 | 2002-04-15 | 오석송 | A water soluble and biodegradable polymer gel, and a process of preparing for the same |
| US20050178395A1 (en) | 2003-11-20 | 2005-08-18 | Angiotech International Ag | Polymer compositions and methods for their use |
| KR100785378B1 (en) * | 2005-09-05 | 2007-12-14 | 주식회사 바이오레인 | Multi-layered antiadhesion barrier |
| KR20110066615A (en) * | 2009-12-11 | 2011-06-17 | 주식회사 원바이오젠 | Biodegradable nanofiber sheet comprising chitosan for anti-adhesion membrane and process for preparing the same |
-
2011
- 2011-07-08 KR KR1020110068010A patent/KR101336928B1/en active IP Right Grant
-
2012
- 2012-06-14 WO PCT/KR2012/004677 patent/WO2013009010A2/en active Application Filing
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20020027747A (en) * | 2000-10-05 | 2002-04-15 | 오석송 | A water soluble and biodegradable polymer gel, and a process of preparing for the same |
| US20050178395A1 (en) | 2003-11-20 | 2005-08-18 | Angiotech International Ag | Polymer compositions and methods for their use |
| KR100785378B1 (en) * | 2005-09-05 | 2007-12-14 | 주식회사 바이오레인 | Multi-layered antiadhesion barrier |
| KR20110066615A (en) * | 2009-12-11 | 2011-06-17 | 주식회사 원바이오젠 | Biodegradable nanofiber sheet comprising chitosan for anti-adhesion membrane and process for preparing the same |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2013009010A3 (en) | 2013-03-14 |
| WO2013009010A2 (en) | 2013-01-17 |
| KR20130006143A (en) | 2013-01-16 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN101623517B (en) | Medical anti-sticking membrane and preparation method thereof | |
| KR100785378B1 (en) | Multi-layered antiadhesion barrier | |
| US20210008505A1 (en) | Novel electrospun synthetic dental barrier membranes for guided tissue regeneration and guided bone regeneration applications | |
| TW200925342A (en) | Method for production of nanofibres | |
| JP2004321484A (en) | Medical high molecular nano-micro fiber | |
| CN104096272A (en) | Postoperation anti-infectious composite electrostatic-spinning nanometer fiber-film sheet for repairing hernia and preparation method thereof | |
| KR101182736B1 (en) | Core-shell type nano fibrous Scaffolds and manufacturing method thereof | |
| CN107823692B (en) | Wound dressing composite nanofiber membrane and preparation method thereof | |
| GB2484319A (en) | Electrospinning fibres comprising honey and biocompatible polymer | |
| CN102397580A (en) | Anti-adhesion fiber membrane with hemostasis and antibiosis functions and preparation method thereof | |
| KR20120131039A (en) | A suture comprising drug-loaded polymer film and a preparation method thereof | |
| US10894113B1 (en) | Prosthetic implantable antibacterial surgical mesh | |
| Kiaee et al. | Multilayered controlled released topical patch containing tetracycline for wound dressing | |
| CN111632193B (en) | Chitosan-based nerve fiber membrane, preparation method, nerve conduit and application | |
| KR20050048360A (en) | Nonwoven nanofibrous membranes for guided tissue regeneration and their fabrication method | |
| CN102908667A (en) | Preparation method for partially absorbable fiber film hernia patch | |
| KR101336928B1 (en) | Tissue Adhesion preventer in the form of Nonwoven Fabric including Polyoctylcyanoacrylate and Manufacturing Method thereof | |
| CN101947353A (en) | Degradable medical composite conduit containing functional nano coating and preparation method thereof | |
| KR100464930B1 (en) | Barrier membrance for guided tissue regeneration and the preparation thereof | |
| KR101277509B1 (en) | Tissue Adhesion prevention film including Polyoctylcyanoacrylate and Manufacturing Method thereof | |
| CN109475656A (en) | Allow the dressing of the controlled extended release of melbine | |
| KR101082935B1 (en) | Method of manufacturing porous film for anti-adhesive-membrane and slow emission materials | |
| CN110359276A (en) | Poly- decanedioic acid glycerol ester group tunica fibrosa of polyisopropyl acrylamide molecular brush and its preparation method and application | |
| JP2017529154A (en) | Electronegative fiber for use in wound healing | |
| Movahedi et al. | Synthesis of polyurethane/hyaluronic acid/Royal Jelly electrospun scaffold and evaluating its properties for wound healing |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A201 | Request for examination | ||
| E902 | Notification of reason for refusal | ||
| E90F | Notification of reason for final refusal | ||
| E701 | Decision to grant or registration of patent right | ||
| GRNT | Written decision to grant | ||
| FPAY | Annual fee payment |
Payment date: 20161129 Year of fee payment: 4 |
|
| FPAY | Annual fee payment |
Payment date: 20171128 Year of fee payment: 5 |
|
| FPAY | Annual fee payment |
Payment date: 20190527 Year of fee payment: 6 |