KR20220034398A - Composition for medical silicon adhesive and medical adhesive bandage including the same - Google Patents

Composition for medical silicon adhesive and medical adhesive bandage including the same Download PDF

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KR20220034398A
KR20220034398A KR1020200116706A KR20200116706A KR20220034398A KR 20220034398 A KR20220034398 A KR 20220034398A KR 1020200116706 A KR1020200116706 A KR 1020200116706A KR 20200116706 A KR20200116706 A KR 20200116706A KR 20220034398 A KR20220034398 A KR 20220034398A
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silicone
medical
hydrogen
vinyl
polymer
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KR102549100B1 (en
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신동군
권준년
박승원
허백영
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주식회사 코빌드
에스아이펠리즈(주)
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS 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
    • A61L15/00Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
    • A61L15/16Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
    • A61L15/42Use of materials characterised by their function or physical properties
    • A61L15/58Adhesives
    • A61L15/585Mixtures of macromolecular compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61FFILTERS IMPLANTABLE INTO BLOOD VESSELS; PROSTHESES; DEVICES PROVIDING PATENCY TO, OR PREVENTING COLLAPSING OF, TUBULAR STRUCTURES OF THE BODY, e.g. STENTS; ORTHOPAEDIC, NURSING OR CONTRACEPTIVE DEVICES; FOMENTATION; TREATMENT OR PROTECTION OF EYES OR EARS; BANDAGES, DRESSINGS OR ABSORBENT PADS; FIRST-AID KITS
    • A61F13/00Bandages or dressings; Absorbent pads
    • A61F13/02Adhesive bandages or dressings
    • A61F13/0246Adhesive bandages or dressings characterised by the skin-adhering layer
    • A61F13/0253Adhesive bandages or dressings characterised by the skin-adhering layer characterized by the adhesive material
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61FFILTERS IMPLANTABLE INTO BLOOD VESSELS; PROSTHESES; DEVICES PROVIDING PATENCY TO, OR PREVENTING COLLAPSING OF, TUBULAR STRUCTURES OF THE BODY, e.g. STENTS; ORTHOPAEDIC, NURSING OR CONTRACEPTIVE DEVICES; FOMENTATION; TREATMENT OR PROTECTION OF EYES OR EARS; BANDAGES, DRESSINGS OR ABSORBENT PADS; FIRST-AID KITS
    • A61F13/00Bandages or dressings; Absorbent pads
    • A61F13/02Adhesive bandages or dressings
    • A61F13/0259Adhesive bandages or dressings characterised by the release liner covering the skin adhering layer
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L83/00Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
    • C08L83/04Polysiloxanes
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L83/00Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
    • C08L83/04Polysiloxanes
    • C08L83/06Polysiloxanes containing silicon bound to oxygen-containing groups
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00Features of adhesives not provided for in group C09J9/00, e.g. additives
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J183/00Adhesives based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Adhesives based on derivatives of such polymers
    • C09J183/04Polysiloxanes
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00Adhesives in the form of films or foils
    • C09J7/30Adhesives in the form of films or foils characterised by the adhesive composition
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00Adhesives in the form of films or foils
    • C09J7/40Adhesives in the form of films or foils characterised by release liners
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61FFILTERS IMPLANTABLE INTO BLOOD VESSELS; PROSTHESES; DEVICES PROVIDING PATENCY TO, OR PREVENTING COLLAPSING OF, TUBULAR STRUCTURES OF THE BODY, e.g. STENTS; ORTHOPAEDIC, NURSING OR CONTRACEPTIVE DEVICES; FOMENTATION; TREATMENT OR PROTECTION OF EYES OR EARS; BANDAGES, DRESSINGS OR ABSORBENT PADS; FIRST-AID KITS
    • A61F13/00Bandages or dressings; Absorbent pads
    • A61F2013/00361Plasters
    • A61F2013/00655Plasters adhesive
    • A61F2013/00697Plasters adhesive elastomer-, e.g. rubber- based
    • A61F2013/00702Plasters adhesive elastomer-, e.g. rubber- based silicon-based
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2301/00Additional features of adhesives in the form of films or foils
    • C09J2301/30Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
    • C09J2301/312Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier parameters being the characterizing feature

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Dermatology (AREA)
  • Biomedical Technology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Vascular Medicine (AREA)
  • Epidemiology (AREA)
  • Materials Engineering (AREA)
  • Hematology (AREA)
  • Materials For Medical Uses (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

The present invention relates to a medical silicone adhesive composition and a medical adhesive bandage including the same. According to the present invention, the medical silicone adhesive composition comprises 0.1 to 1.5 parts by weight of a platinum-based catalyst with respect to 100 parts by weight of a silicone base including: 40 to 80% by weight of both- terminated silicone vinyl polymer (siloxanes and silicones, dimethyl, vinyl terminated); 20 to 60 wt% of a single-terminated silicone vinyl polymer (siloxanes and silicones, dimethyl, mono(vinyl group)-terminated); 0.5 to 5.0 wt% of a side chain silicone hydrogen polymer (siloxanes and silicones, dimethyl, methyl hydrogen, hydrogen-terminated) as a crosslinking agent; 0.2 to 2.0 wt% of a linear silicone hydrogen polymer (hydride terminated polydimethysiloxane) as a chain extender; and 0.5 to 2.0 wt% of 1-ethylcyclohexanol as a retardant. Accordingly, the medical silicone adhesive composition provides is easy to attach and detach while maintaining excellent initial adhesive strength, thereby providing an effect of preventing skin damage during attachment/detachment.

Description

의료용 실리콘 점착제 조성물 및 이를 포함하는 의료용 점착 밴드{COMPOSITION FOR MEDICAL SILICON ADHESIVE AND MEDICAL ADHESIVE BANDAGE INCLUDING THE SAME}Medical silicone adhesive composition and medical adhesive band comprising the same

본 발명은 의료용 실리콘 점착제 조성물 및 및 이를 포함하는 의료용 점착 밴드에 관한 것으로, 보다 상세하게는 종래 점착력 향상제로 사용되는 비닐 메퀴놀 수지를 투입하는 대신에 편말단 실리콘 비닐 폴리머와 가교제인 측쇄형 실리콘 하이드로겐 폴리머를 사용함으로써 점착력을 유지하면서도 경화 후 점착면의 경도를 낮출 수 있는 의료용 실리콘 점착제 조성물 및 이를 포함하는 의료용 점착 밴드에 관한 것이다.The present invention relates to a silicone pressure-sensitive adhesive composition for medical use and a medical adhesive band comprising the same, and more particularly, instead of injecting a vinyl mequinol resin used as a conventional adhesive strength enhancer, one-end silicone vinyl polymer and a cross-linking agent branched silicone hydro It relates to a medical silicone pressure-sensitive adhesive composition capable of lowering the hardness of an adhesive surface after curing while maintaining adhesive strength by using a gen polymer, and a medical adhesive band including the same.

이상적인 드레싱재는 상처와 드레싱재 사이의 습윤환경 유지, 적절한 흡수성 및 투습성이 있어야 하며 상처면의 건조를 막고 주변 정상 피부의 짓무름이 일어나지 않아야 한다. 또한 가스의 교환, 외부로부터의 세균침입 방지 등의 기능성을 갖고, 교환시 상처면에 달라붙어 신생조직 등에 손상을 입히지 않아야 한다. An ideal dressing material should maintain a moist environment between the wound and the dressing material, have adequate absorbency and moisture permeability, prevent drying of the wound surface, and prevent erosion of surrounding normal skin. In addition, it should have functions such as exchange of gas and prevention of intrusion of bacteria from the outside, and should not adhere to the wound surface and damage new tissues during exchange.

한편, 이러한 드레싱재에 사용되는 점착제로는, 점착력이 우수하여 의료 및 산업용으로 많은 분야에서 이용되고 있는 아크릴레이트 점착제가 주로 이용되고 있다. 그러나 아크릴레이트 점착제는 초기 점착력은 우수한 반면 떼었다가 다시 붙이게 되면 점착력이 극도로 약해지는 문제점이 있다. On the other hand, as an adhesive used in such a dressing material, an acrylate adhesive, which is used in many fields for medical and industrial purposes, is mainly used because of its excellent adhesive strength. However, while the initial adhesive strength of the acrylate adhesive is excellent, there is a problem in that the adhesive strength is extremely weak when removed and then re-attached.

이를 해결하기 위하여 대한민국 등록특허공보 제10-1731612호는 실리콘 비닐 폴리머에 가교제인 블록형 실리콘 하이드로겐 폴리머, 사슬연장제인 선형 실리콘 하이드로겐 폴리머, 점착력 향상제인 비닐 메퀴놀 수지 및 지연제인 에틸사이클로헥사놀을 혼합하여 주제를 형성하고, 여기에 경화제인 백금계 촉매를 혼합하여 제조되는 의료용 실리콘 점착제 조성물을 개시하고 있다.In order to solve this problem, Korean Patent Registration No. 10-1731612 discloses a block-type silicone hydrogen polymer as a crosslinking agent to a silicone vinyl polymer, a linear silicone hydrogen polymer as a chain extender, a vinyl mequinol resin as an adhesion enhancer, and ethylcyclohexanol as a retarder. Disclosed is a medical silicone pressure-sensitive adhesive composition prepared by mixing to form a main agent, and mixing a platinum-based catalyst as a curing agent thereto.

그러나 상기 종래 기술에 따른 의료용 실리콘 점착제 조성물은, 점착력 향상제로 사용되는 비닐 메퀴놀 수지의 특성 상 건조한 표면에 부착 시에는 높은 점착력을 구현할 수 있으나, 점착면의 경도가 높아져 피부 부착 후 제거 시 피부에 통증을 유발 할 수 있는 문제점이 있었다. However, the medical silicone pressure-sensitive adhesive composition according to the prior art can realize high adhesion when attached to a dry surface due to the characteristics of the vinyl mequinol resin used as an adhesion enhancer, but the hardness of the adhesive surface is increased, so that when removed after attaching to the skin, it is applied to the skin. There was a problem that could cause pain.

또한 경화 후 점착면의 경도가 높아 피부의 굴곡면에 부착이 어렵고, 땀에 의해 떨어지는 문제점이 있었다.In addition, since the hardness of the adhesive surface after curing is high, it is difficult to attach to the curved surface of the skin, and there is a problem that it falls off due to sweat.

1. 대한민국 등록특허공보 제10-1731612호(2017.04.24)1. Republic of Korea Patent Publication No. 10-1731612 (2017.04.24) 2. 대한민국 등록특허공보 제10-0859339호(2008.09.12)2. Republic of Korea Patent Publication No. 10-0859339 (2008.09.12)

본 발명은 상기와 같은 종래 기술의 문제점을 해결하기 위한 것으로, 본 발명의 목적은, 점착력이 우수하면서도 경화 후 피부로부터의 탈착이 용이하여 탈착시 피부 손상 및 통증을 유발하지 않는 의료용 실리콘 점착제 조성물을 제공하는 것이다.The present invention is to solve the problems of the prior art as described above, and an object of the present invention is to provide a medical silicone pressure-sensitive adhesive composition that has excellent adhesive strength and is easy to detach from the skin after curing, thereby not causing skin damage and pain during detachment will provide

본 발명의 또 하나의 목적은 경도 조절이 용이하여 피부의 굴곡진 면에도 부착이 용이하고, 땀에 의해 떨어지지 않는 의료용 실리콘 점착제 조성물을 제공하는 것이다.Another object of the present invention is to provide a medical silicone pressure-sensitive adhesive composition that is easily attached to the curved surface of the skin due to easy hardness control and does not fall off due to sweat.

본 발명의 또 하나의 목적은 상기와 같은 의료용 실리콘 점착제 조성물을 포함하는 의료용 점착 밴드를 제공하는 것이다.Another object of the present invention is to provide a medical adhesive band comprising the medical silicone adhesive composition as described above.

상기와 같은 목적을 달성하기 위한 본 발명의 하나의 양상은, 양말단 실리콘 비닐 폴리머(Siloxanes and silicones, dimethyl, vinyl terminated) 40 내지 80 중량%; 편말단 실리콘 비닐 폴리머(Siloxanes and Silicones, dimethyl, mono(vinyl group)-terminated) 20 내지 60 중량 %; 가교제인 측쇄형 실리콘 하이드로겐 폴리머(Siloxanes and Silicones, dimethyl, methyl hydrogen, hydrogen-terminated) 0.5 내지 5.0 중량%; 사슬연장제인 선형 실리콘 하이드로겐 폴리머(Hydride Terminated Polydimethysiloxane) 0.2 내지 2.0 중량%; 및 지연제인 에틸사이클로헥사놀(1-Ethylcyclohexanol) 0.5 내지 2.0 중량%;로 이루어진 실리콘 주제 100 중량부에 대하여, 백금계 촉매 0.1 내지 1.5 중량부를 포함하는, 의료용 실리콘 점착제 조성물에 관한 것이다.One aspect of the present invention for achieving the above object is 40 to 80% by weight of both ends of the silicone vinyl polymer (Siloxanes and silicones, dimethyl, vinyl terminated); 20 to 60 wt % of single-ended silicone vinyl polymers (Siloxanes and Silicones, dimethyl, mono(vinyl group)-terminated); 0.5 to 5.0 wt% of a crosslinking agent, a branched silicone hydrogen polymer (Siloxanes and Silicones, dimethyl, methyl hydrogen, hydrogen-terminated); 0.2 to 2.0 wt% of a linear silicone hydrogen polymer (Hydride Terminated Polydimethysiloxane) as a chain extender; And 0.5 to 2.0 wt% of ethylcyclohexanol (1-Ethylcyclohexanol) as a retardant; with respect to 100 parts by weight of the silicone base consisting of, 0.1 to 1.5 parts by weight of a platinum-based catalyst, it relates to a medical silicone pressure-sensitive adhesive composition.

본 발명의 일 구현예에 따른 의료용 실리콘 점착제 조성물에 있어서, 상기 양말단 실리콘 비닐 폴리머는 비닐 함량이 0.1 내지 1.0 mmol/g, 점도가 1,000 내지 15,000 cp인 것일 수 있다.In the medical silicone pressure-sensitive adhesive composition according to an embodiment of the present invention, the silicone vinyl polymer at both ends may have a vinyl content of 0.1 to 1.0 mmol/g and a viscosity of 1,000 to 15,000 cp.

그리고, 상기 선형 실리콘 하이드로겐 폴리머는, 하이드로겐의 함량이 0.4 내지 0.6 mmol/g인 것일 수 있다.In addition, the linear silicone hydrogen polymer may have a hydrogen content of 0.4 to 0.6 mmol/g.

또한, 상기 측쇄형 실리콘 하이드로겐 폴리머는, 하이드로겐의 함량이 0.5 내지 1.5 mmole/g, 점도가 50 내지 150 cp인 것일 수 있다.In addition, the branched silicone hydrogen polymer may have a hydrogen content of 0.5 to 1.5 mmole/g and a viscosity of 50 to 150 cp.

그리고, 상기 측쇄형 하이드로겐 폴리머는, 아래의 [구조식 1]로 이루어지는 것일 수 있다. And, the side chain type hydrogen polymer may be composed of the following [Structural Formula 1].

[구조식 1][Structural Formula 1]

Figure pat00001
Figure pat00001

또한, 상기 편말단 비닐 폴리머는, 비닐 함량이 0.01 내지 0.05 mmole/g, 점도가 8,000 내지 12,000 cp인 것일 수 있다.In addition, the single-ended vinyl polymer may have a vinyl content of 0.01 to 0.05 mmole/g and a viscosity of 8,000 to 12,000 cp.

그리고, 상기 편말단 비닐 폴리머는, 아래의 [구조식 2]로 이루어지는 것일 수 있다. And, the one-end vinyl polymer may be of the following [Structural Formula 2].

[구조식 2][Structural Formula 2]

Figure pat00002
Figure pat00002

본 발명의 또 하나의 양상은, 제1 이형 필름; 상기 제1 이형 필름 상에 적층되는 폴리우레탄 필름; 상기 폴리우레탄 필름 상에 적층되는 의료용 실리콘 점착층; 및 상기 의료용 실리콘 점착층 상에 적층되는 제2 이형 필름;을 포함하고, 상기 의료용 실리콘 점착층은 상기 의료용 실리콘 점착층 조성물로 이루어짐을 특징으로 하는 의료용 점착 밴드에 관한 것이다.Another aspect of the present invention, the first release film; a polyurethane film laminated on the first release film; Medical silicone adhesive layer laminated on the polyurethane film; and a second release film laminated on the medical silicone adhesive layer, wherein the medical silicone adhesive layer relates to a medical adhesive band comprising the medical silicone adhesive layer composition.

본 발명의 일 구현예에 따른 의료용 점착 밴드에 있어서. 상기 폴리우레탄 필름은 두께가 10 내지 65 ㎛ 범위이고, 상기 의료용 실리콘 점착층은 두께가 75 내지 510 ㎛ 범위인 것일 수 있다.In the medical adhesive band according to an embodiment of the present invention. The polyurethane film may have a thickness in the range of 10 to 65 μm, and the medical silicone adhesive layer may have a thickness in the range of 75 to 510 μm.

또한, 상기 제1 이형지 및 제2 이형지는, 종이, PET(polyethyleneterephtalate), 불소 PET, PE(polyethylene), CPP(casting polypropylene), OPP(oriented polypropylene) 및 PC(polycarbonate) 중 어느 하나로 이루어지는 것일 수 있다.In addition, the first release paper and the second release paper, paper, PET (polyethyleneterephtalate), fluorine PET, PE (polyethylene), CPP (casting polypropylene), OPP (oriented polypropylene) and PC (polycarbonate) may be made of any one of. .

상기와 같은 구성을 가지는 본 발명에 따른 의료용 실리콘 점착제 조성물은, 종래 점착력 향상제로 사용되는 비닐 메퀴놀 수지 대신에 편말단 비닐 폴리머와 가교제인 측쇄형 실리콘 하이드로겐 폴리머를 혼합 사용함으로써, 우수한 점착력을 유지하면서도 경화 후 점착면의 경도가 낮아 피부로부터의 탈착이 용이하여 탈착시 피부 손상을 방지할 수 있는 효과가 있다.The silicone pressure-sensitive adhesive composition for medical use according to the present invention having the above configuration maintains excellent adhesive strength by mixing a single-end vinyl polymer and a side-chain silicone hydrogen polymer as a crosslinking agent instead of a conventional vinyl mequinol resin used as an adhesive strength enhancer However, after curing, the hardness of the adhesive surface is low, so it is easy to detach from the skin, which has the effect of preventing damage to the skin during detachment.

또한, 본 발명에 따르면 경화 후 점착면의 경도를 낮추어 피부의 굴곡면에 부착이 가능하며, 나아가 점착층의 경도 조절이 용이하여 다양한 제품 구현이 가능하다는 장점이 있다. In addition, according to the present invention, it is possible to lower the hardness of the adhesive surface after curing, so that it can be attached to the curved surface of the skin, and furthermore, it is easy to control the hardness of the adhesive layer, so that various products can be realized.

본 발명은 다양한 변환을 가할 수 있고 여러 가지 구현예를 가질 수 있는 바, 특정 구현예들을 도면에 예시하고 상세하게 설명하고자 한다. 그러나, 이는 본 발명을 특정한 실시 형태에 대해 한정하려는 것이 아니며, 본 발명의 사상 및 기술 범위에 포함되는 모든 변환, 균등물 내지 대체물을 포함하는 것으로 이해되어야 한다. 본 발명을 설명함에 있어서 관련된 공지 기술에 대한 구체적인 설명이 본 발명의 요지를 흐릴 수 있다고 판단되는 경우 그 상세한 설명을 생략한다.Since the present invention can apply various transformations and can have various implementations, specific implementations are illustrated in the drawings and described in detail. However, this is not intended to limit the present invention to specific embodiments, and should be understood to include all modifications, equivalents, and substitutes included in the spirit and scope of the present invention. In describing the present invention, if it is determined that a detailed description of a related known technology may obscure the gist of the present invention, the detailed description thereof will be omitted.

제1, 제2 등의 용어는 다양한 구성요소들을 설명하는데 사용될 수 있지만, 상기 구성요소들은 상기 용어들에 의해 한정되어서는 안 된다. 상기 용어들은 하나의 구성요소를 다른 구성요소로부터 구별하는 목적으로만 사용된다. Terms such as first, second, etc. may be used to describe various elements, but the elements should not be limited by the terms. The above terms are used only for the purpose of distinguishing one component from another.

본 출원에서 사용한 용어는 단지 특정한 구현예를 설명하기 위해 사용된 것으로, 본 발명을 한정하려는 의도가 아니다. 단수의 표현은 문맥상 명백하게 다르게 뜻하지 않는 한, 복수의 표현을 포함한다. 본 출원에서, "포함하다" 또는 "가지다" 등의 용어는 명세서상에 기재된 특징, 숫자, 단계, 동작, 구성요소, 부품 또는 이들을 조합한 것이 존재함을 지정하려는 것이지, 하나 또는 그 이상의 다른 특징들이나 숫자, 단계, 동작, 구성요소, 부품 또는 이들을 조합한 것들의 존재 또는 부가 가능성을 미리 배제하지 않는 것으로 이해되어야 한다. The terminology used in the present application is used only to describe specific 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 application, terms such as “comprise” or “have” are intended to designate that a feature, number, step, operation, component, part, or combination thereof described in the specification exists, but one or more other features It should be understood that this does not preclude the existence or addition of numbers, steps, operations, components, parts, or combinations thereof.

이하에서는 본 발명의 의료용 실리콘 점착제 조성물에 대하여 바람직한 실시예를 참조하여 더욱 상세하게 설명한다. Hereinafter, the medical silicone pressure-sensitive adhesive composition of the present invention will be described in more detail with reference to preferred examples.

본 발명에 따른 의료용 실리콘 점착제 조성물은 양말단 실리콘 비닐 폴리머(Siloxanes and silicones, dimethyl, vinyl terminated) 40.0 내지 80.0 중량%, 편말단 실리콘 비닐 폴리머(Siloxanes and Silicones, di-Methyl, mono(vinyl group)-terminated) 20.0 내지 60.0 중량%, 가교제인 측쇄형 실리콘 하이드로겐 폴리머(Siloxanes and Silicones, di-Methyl, Methyl hydrogen, hydrogen-terminated) 0.5 내지 5.0 중량%, 사슬연장제인 선형 실리콘 하이드로겐 폴리머(Hydride Terminated Polydimethysiloxane) 0.2 내지 1.0 중량%, 및 지연제인 에틸사이클로헥사놀(1-Ethylcyclohexanol) 0.5 내지 1.0 중량%로 이루어진 실리콘 주제 100 중량부에 대하여, 경화제인 백금 촉매 0.1 내지 1.5 중량부를 혼합하여 이루어진다.Medical silicone pressure-sensitive adhesive composition according to the present invention is a silicone vinyl polymer (Siloxanes and silicones, dimethyl, vinyl terminated) 40.0 to 80.0% by weight, one-end silicone vinyl polymer (Siloxanes and Silicones, di-Methyl, mono (vinyl group)- 20.0 to 60.0 wt% of terminated), 0.5 to 5.0 wt% of branched silicone hydrogen polymer (Siloxanes and Silicones, di-Methyl, Methyl hydrogen, hydrogen-terminated) as a crosslinking agent, and Hydride Terminated Polydimethysiloxane as a chain extender ) 0.2 to 1.0% by weight, and 0.1 to 1.5 parts by weight of a platinum catalyst as a curing agent with respect to 100 parts by weight of a silicone base consisting of 0.5 to 1.0% by weight of ethylcyclohexanol as a retarder.

상기 양말단 실리콘 비닐 폴리머는 본 발명에 따른 의료용 실리콘 점착제 조성물의 응집력과 형상 유지를 위한 베이스 물질로서, 양말단에 비닐 폴리머가 형성되며, 비닐 함량이 0.1 내지 1.0 mmol/g, 점도가 1,000 내지 15,000 cp인 것을 사용한다. 여기서 상기 실리콘 비닐 폴리머의 실리콘 점착제 조성물에 대한 함량, 비닐 함량 및 점도가 상기 범위를 벗어날 경우, 실리콘 점착제 조성물의 응집력과 형상 유지가 제대로 이루어지지 않을 우려가 있다.The silicone vinyl polymer at both ends is a base material for cohesive force and shape maintenance of the medical silicone pressure-sensitive adhesive composition according to the present invention, and a vinyl polymer is formed at both ends, the vinyl content is 0.1 to 1.0 mmol/g, and the viscosity is 1,000 to 15,000. cp is used. Here, when the content of the silicone vinyl polymer for the silicone pressure-sensitive adhesive composition, the vinyl content, and the viscosity are out of the above ranges, there is a fear that the cohesive force and shape maintenance of the silicone pressure-sensitive adhesive composition may not be properly achieved.

여기에서, 본 발명에 따른 의료용 실리콘 점착제 조성물은, 종래 점착력 향상제로 사용되는 비닐 메퀴놀 수지(Silicic acid sodium salt hydrolysis products with chlorotrimethylsilane and dichloroethenylmethylsilane)와 가교제로 사용되는 블록형 실리콘 하이드로겐 폴리머(Methylhydrosiloxane-dimethysiloxane Copolymer, Trimethylsiloxy terminated) 대신에 편말단 실리콘 비닐 폴리머(Siloxanes and Silicones, di-Methyl, mono(vinyl group)-terminated)와 가교제로서 측쇄형 실리콘 하이드로겐 폴리머(Siloxanes and Silicones, di-Methyl, Methyl hydrogen, hydrogen-terminated)를 혼합 투입하는 것을 발명의 특징으로 한다.Here, the medical silicone pressure-sensitive adhesive composition according to the present invention is a block-type silicone hydrogen polymer (Methylhydrosiloxane-dimethysiloxane) used as a crosslinking agent with a vinyl mequinol resin (Silicic acid sodium salt hydrolysis products with chlorotrimethylsilane and dichloroethenylmethylsilane) used as a conventional adhesive enhancer Copolymer, Trimethylsiloxy terminated) instead of single-ended silicone vinyl polymers (Siloxanes and Silicones, di-Methyl, mono(vinyl group)-terminated) and branched silicone hydrogen polymers (Siloxanes and Silicones, di-Methyl, Methyl hydrogen, hydrogen-terminated) is a feature of the invention.

본 발명에 있어서, 상기 측쇄형 실리콘 하이드로겐 폴리머는 편말단 비닐 폴리머와 양말단 비닐 폴리머를 연결하는 가교제(cross rinker)의 역할을 하는 것으로서, 측쇄형의 방향성으로 인해 경도 조절 및 경화도 조절이 가능한 특징이 있다. 또한 상기 측쇄형 실리콘 하이드로겐 폴리머는 양말단 비닐 폴리머와 측쇄형 하이드로겐 폴리머의 연결 시 양말단 비닐 폴리머에 반응을 하지 않는 비닐 관능기를 만들어 점착력을 향상시키는 역할을 하게 된다.In the present invention, the side chain type silicone hydrogen polymer serves as a cross linker connecting the vinyl polymer at one end and the vinyl polymer at both ends. There is a characteristic. In addition, the branched silicone hydrogen polymer serves to improve adhesive strength by making a vinyl functional group that does not react to the vinyl polymer at both ends when connecting the vinyl polymer at both ends to the branched hydrogen polymer.

한편 종래 기술에서 가교제로 사용되는 블록형의 실리콘 하이드로겐은 경화 반응 시 비닐 폴리머의 비닐기와 반응을 하게 되는데 양쪽에 하이드로겐 관능기가 있을 시 반응 속도가 빠르게 되고 경화 후 한 개의 하이드로겐 폴리머에 4개의 비닐 폴리머가 붙어 조밀한 구조가 형성이 되어 경도가 높게 되는 문제점이 있다. 따라서 본 발명에서는 이를 해결하기 위해서 측쇄에 하이드로겐 관능기가 붙은 실리콘 하이드로겐을 사용함으로써, 한쪽 방향으로 비닐 폴리머가 붙는 반응이 구성되어 경화 후 경도가 낮게 될 수 있다. On the other hand, the block-type silicone hydrogen used as a crosslinking agent in the prior art reacts with the vinyl group of the vinyl polymer during the curing reaction. There is a problem in that the vinyl polymer is attached to form a dense structure and the hardness is high. Therefore, in the present invention, by using silicon hydrogen having a hydrogen functional group attached to the side chain in order to solve this problem, a reaction in which the vinyl polymer is attached in one direction is constituted, so that the hardness after curing can be low.

상기 상기 측쇄형 하이드로겐 폴리머는, 아래의 [구조식 1]로 이루어지는 것일 수 있다. The branched-chain hydrogen polymer may be of the following [Structural Formula 1].

[구조식 1][Structural Formula 1]

Figure pat00003
Figure pat00003

이때, 상기 측쇄형 실리콘 하이드로겐 폴리머는 하이드로겐의 함량이 0.5 내지 1.5 mmole/g, 점도가 50 내지 150 cp인 것을 0.5 내지 5.0 중량% 사용할 수 있다.In this case, 0.5 to 5.0 wt% of the branched silicone hydrogen polymer having a hydrogen content of 0.5 to 1.5 mmole/g and a viscosity of 50 to 150 cp may be used.

상기 측쇄형 실리콘 하이드로겐 폴리머의 하이드로겐의 함량 및 점도가 상기 범위를 벗어날 경우, 경도 및 점착력이 낮아질 우려가 있으며, 상기 범위 이하로 투입 시 경화가 안될 우려가 있다.When the hydrogen content and viscosity of the branched-chain silicone hydrogen polymer are out of the above ranges, there is a fear that hardness and adhesive strength may be lowered, and there is a fear that curing may not be possible when added below the above ranges.

본 발명에 있어서, 상기 편말단 실리콘 비닐 폴리머는 상기 측쇄형 실리콘 하이드로겐 폴리머에 반응하는 폴리머로서, 상기 양말단 실리콘 비닐 폴리머와 함께 의료용 실리콘 점착제 조성물의 응집력과 형상 유지를 위한 베이스 물질이다. In the present invention, the one-end silicone vinyl polymer is a polymer that reacts with the side-chain silicone hydrogen polymer, and is a base material for cohesive force and shape maintenance of the medical silicone pressure-sensitive adhesive composition together with the silicone vinyl polymer at both ends.

본 발명에 따른 상기 편말단 실리콘 비닐 폴리머는 한쪽에만 반응성 비닐 관능기가 있어 양말단 비닐 폴리머와 사용 시 경화 과정에서 입체 구조가 형성되어 경화 후 경도가 낮아지게 된다. 여기에서 편말단 비닐 폴리머와 양말단 비닐 폴리머는 측쇄형 하이드로겐 폴리머의 가교제 역할에 의하여 서로 연결되며, 이때 양말단 비닐 폴리머의 미반응을 하는 비닐 관능기가 점착력을 구현하게 되어 점착력 조절이 가능하게 된다. The one-end silicone vinyl polymer according to the present invention has a reactive vinyl functional group on only one side, so that a three-dimensional structure is formed during the curing process when used with both ends of the vinyl polymer, so that the hardness is lowered after curing. Here, the vinyl polymer at one end and the vinyl polymer at both ends are connected to each other by the role of a crosslinking agent of the side chain type hydrogen polymer, and at this time, the unreacted vinyl functional groups of the vinyl polymer at both ends realize the adhesive force, so it is possible to control the adhesive force. .

본 발명에 있어서, 상기 편말단 비닐 폴리머는, 아래의 [구조식 2]로 이루어지는 것일 수 있다. In the present invention, the single-ended vinyl polymer may be of the following [Structural Formula 2].

[구조식 2][Structural Formula 2]

Figure pat00004
Figure pat00004

이때 상기 편말단 실리콘 비닐 폴리머는 비닐 함량이 0.01 내지 0.05 mmole/g, 점도가 8,000 내지 12,000 cp인 것을 사용할 수 있다. 상기 편말단 비닐 폴리머의 비닐 함량 및 점도가 상기 범위를 벗어날 경우, 점착력이 낮아질 우려가 있다.In this case, the single-ended silicone vinyl polymer may have a vinyl content of 0.01 to 0.05 mmole/g and a viscosity of 8,000 to 12,000 cp. When the vinyl content and the viscosity of the one-end vinyl polymer are out of the above ranges, there is a fear that the adhesive force may be lowered.

본 발명에 있어서 상기 선형 실리콘 하이드로겐 폴리머는, 사슬의 길이를 늘려주는 사슬연장제로써 선형으로 이루지며, 상기 선형 실리콘 하이드로겐 폴리머에 의해 경화 후 응집력이 높아진다. 이때 상기 선형 실리콘 하이드로겐 폴리머는 하이드로겐의 함량이 0.4 내지 0.6 mmol/g인 것을 사용하며, 상기 선형 실리콘 하이드로겐 폴리머의 실리콘 점착제 조성물에 대한 함량 및 하이드로겐의 함량이 상기 범위를 벗어날 경우, 응집력의 향상효과가 미비해질 우려가 있다.In the present invention, the linear silicone hydrogen polymer is made linear as a chain extender to increase the length of the chain, and the cohesive force is increased after curing by the linear silicone hydrogen polymer. In this case, as the linear silicone hydrogen polymer, a hydrogen content of 0.4 to 0.6 mmol/g is used, and when the content of the linear silicone hydrogen polymer in the silicone pressure-sensitive adhesive composition and the hydrogen content are outside the above ranges, the cohesive force There is a risk that the improvement effect of the

상기 에틸사이클로헥사놀은 경화를 지연시켜 점착제 시트 생산 시 코팅 장비에서 작업 가능 시간을 확보하기 위해 첨가되는 것으로 여기서 상기 에틸사이클로헥사놀의 실리콘 점착제 조성물에 대한 함량이 상기 범위를 벗어날 경우, 작업시간을 제대로 확보하지 못할 우려가 있다.The ethylcyclohexanol is added to delay curing to secure workable time in the coating equipment when producing the pressure-sensitive adhesive sheet. There is a risk that it may not be properly secured.

상기 백금계 촉매는 의료용 실리콘 점착제를 시트 형식으로 생산을 하기 위한 촉매로써 디비닐디실록산 플라티움(1,3-divinyldisiloxane Platium)을 사용한다. 바람직하게는 0.48 내지 0.5%의 백금 촉매를, 실리콘 주제 100 중량부에 대하여 0.1 내지 1.5 중량부로 사용하는데, 상기 백금계 촉매의 실리콘 점착제 조성물에 대한 함량이 상기 범위를 벗어날 경우, 경화시간 및 작업시간이 불특정하게 변하게 될 우려가 있다.The platinum-based catalyst uses divinyldisiloxane platinum (1,3-divinyldisiloxane Platium) as a catalyst for producing a medical silicone pressure-sensitive adhesive in a sheet form. Preferably, 0.48 to 0.5% of a platinum catalyst is used in an amount of 0.1 to 1.5 parts by weight based on 100 parts by weight of the silicone base material. There is a risk that this will become unspecified.

이에 의하여 본 발명에 따르면, 종래 점착력 향상제로 사용되는 비닐 메퀴놀 수지와 가교제로 사용되는 블록형 실리콘 하이드로겐 폴리머 대신에 측쇄형 실리콘 하이드로겐 폴리머와 편말단 비닐 폴리머를 혼합 사용함으로써, 우수한 초기 점착력을 유지하면서도 점착면의 경도를 낮추어 탈착이 용이하게 되며, 탈착시 통증이나 피부 손상을 방지할 수 있는 효과가 있다.Accordingly, according to the present invention, by using a mixture of a branched silicone hydrogen polymer and one-end vinyl polymer instead of a conventional vinyl mequinol resin used as an adhesive strength enhancer and a block-type silicone hydrogen polymer used as a crosslinking agent, excellent initial adhesive strength is improved. While maintaining, the hardness of the adhesive surface is lowered to facilitate detachment, and there is an effect of preventing pain or damage to the skin during detachment.

본 발명의 또 하나의 양상은, 제1 이형 필름과, 상기 제1 이형 필름 상에 적층되는 폴리우레탄 필름과, 상기 폴리우레탄 필름 상에 적층되는 의료용 실리콘 점착층 및 상기 의료용 실리콘 점착층 상에 적층되는 제2 이형 필름을 포함하고, 상기 의료용 실리콘 점착층은 전술한 바와 같은 의료용 실리콘 점착층 조성물로 이루어짐을 특징으로 하는 의료용 점착 밴드에 관한 것이다.Another aspect of the present invention is a first release film, a polyurethane film laminated on the first release film, and a medical silicone adhesive layer laminated on the polyurethane film and laminated on the medical silicone adhesive layer It relates to a medical adhesive band comprising a second release film, wherein the medical silicone adhesive layer is made of the medical silicone adhesive layer composition as described above.

본 발명에 따른 상기 의료용 점착 밴드에 있어서. 상기 폴리우레탄 필름은 두께가 10 내지 65 ㎛ 범위이고, 상기 의료용 실리콘 점착층은 두께가 75 내지 510 ㎛ 범위인 것일 수 있다.In the medical adhesive band according to the present invention. The polyurethane film may have a thickness in the range of 10 to 65 μm, and the medical silicone adhesive layer may have a thickness in the range of 75 to 510 μm.

이때, 상기 제1 이형지 및 제2 이형지는, 종이, PET(polyethyleneterephtalate), 불소 PET, PE(polyethylene), CPP(casting polypropylene), OPP(oriented polypropylene) 및 PC(polycarbonate) 중 어느 하나로 이루어질 수 있다.In this case, the first release paper and the second release paper, paper, PET (polyethyleneterephtalate), fluorine PET, PE (polyethylene), CPP (casting polypropylene), OPP (oriented polypropylene) and PC (polycarbonate) may be made of any one of.

이와 같이 본 발명에 따르면, 측쇄형 실리콘 하이드로겐 폴리머와 양말단 비닐 폴리머 및 편말단 비닐 폴리머의 비율을 적절하게 조절함으로써, 경화후 점착층의 경도 조절이 용이하여 다양한 제품에 구현이 가능하다는 장점을 가질 수 있다. As described above, according to the present invention, by appropriately adjusting the ratio of the branched silicone hydrogen polymer to the vinyl polymer at both ends and the vinyl polymer at the one end, it is easy to control the hardness of the adhesive layer after curing, so that it can be implemented in various products. can have

이하 본 발명을 아래 실시예에 의거하여 더욱 상세히 설명하겠는바 본 발명이 실시예에 의해 한정되는 것은 아니다.Hereinafter, the present invention will be described in more detail based on the following examples, but the present invention is not limited by the examples.

1. 의료용 실리콘 점착제 조성물의 제조1. Preparation of medical silicone pressure-sensitive adhesive composition

(( 실시예Example 1) One)

비닐 함량이 0.1 mmol/g, 점도가 1,000 cp인 실리콘 비닐 폴리머(Siloxanes and silicones, dimethyl, vinyl terminated, CAS 번호 또는 식별번호 : 68083-19-2) 50 중량%, 편말단 실리콘 비닐 폴리머(Siloxanes and Silicones, di-Methyl, mono(vinyl group)-terminated, CAS 번호 또는 식별번호 : 68952-00-1) 45 중량%, 가교제로서 측쇄형 실리콘 하이드로겐 폴리머(Siloxanes and Silicones, di-Methyl, Methyl hydrogen, hydrogen-terminated, CAS 번호 또는 식별번호 : 69013-23-6) 3.0 중량%, 사슬연장제로서 하이드로겐의 함량이 0.4 mmol/g인 선형 실리콘 하이드로겐 폴리머(Hydride Terminated Polydimethysiloxane, CAS 번호 또는 식별번호 : 70900-21-9) 1.0 중량%, 지연제로써 에틸사이클로헥사놀(1-Ethylcyclohexanol, CAS 번호 또는 식별번호 : 1940-18-7) 1.0 중량%로 이루어진 실리콘 주제 100 중량부에 대하여, 백금계 촉매인 디비닐디실록산 플라티움(1,3-divinyldisiloxane Platium, CAS 번호 또는 식별번호 : 2627,95,4) 0.5 중량부를 혼합하여 의료용 실리콘 점착제 조성물을 제조하였다.50 wt% of a silicone vinyl polymer (Siloxanes and silicones, dimethyl, vinyl terminated, CAS number or identification number: 68083-19-2) having a vinyl content of 0.1 mmol/g and a viscosity of 1,000 cp, one-ended silicone vinyl polymer (Siloxanes and Silicones, di-Methyl, mono(vinyl group)-terminated, CAS number or identification number: 68952-00-1) 45% by weight, branched-chain silicone hydrogen polymer (Siloxanes and Silicones, di-Methyl, Methyl hydrogen, hydrogen-terminated, CAS number or identification number: 69013-23-6) 3.0 wt%, a linear silicone hydrogen polymer (Hydride Terminated Polydimethysiloxane, CAS number or identification number: 70900-21-9) 1.0 wt%, as a retardant, ethylcyclohexanol (1-Ethylcyclohexanol, CAS number or identification number: 1940-18-7) 1.0 wt%, based on 100 parts by weight of a silicone base consisting of 1.0 wt%, platinum-based catalyst A medical silicone pressure-sensitive adhesive composition was prepared by mixing 0.5 parts by weight of phosphorus divinyldisiloxane platinum (1,3-divinyldisiloxane Platium, CAS number or identification number: 2627,95,4).

(( 실시예Example 2) 2)

실리콘 비닐 폴리머 48 중량%, 편말단 실리콘 비닐 폴리머 47.5 중량%, 측쇄형 실리콘 하이드로겐 폴리머 2.5 중량%를 사용하는 것을 제외하고는 실시예 1과 동일하게 실시하였다.It was carried out in the same manner as in Example 1, except that 48 wt% of a silicone vinyl polymer, 47.5 wt% of a one-end silicone vinyl polymer, and 2.5 wt% of a branched silicone hydrogen polymer were used.

(( 비교예comparative example 1) One)

비닐 함량이 0.1 mmol/g, 점도가 1,000 cp인 실리콘 비닐 폴리머(Siloxanes and silicones, dimethyl, vinyl terminated, CAS 번호 또는 식별번호 : 68083-19-2) 50 중량%, 가교제로써 하이드로겐의 함량이 0.05 mmol/g, 점도가 50 cp인 블록형 실리콘 하이드로겐 폴리머(Methylhydrosiloxane-dimethysiloxane Copolymer, Trimethylsiloxy terminated, CAS 번호 또는 식별번호 : 68037-59-2) 1.0 중량% , 사슬연장제로써 하이드로겐의 함량이 0.4 mmol/g인 선형 실리콘 하이드로겐 폴리머(Hydride Terminated Polydimethysiloxane, CAS 번호 또는 식별번호 : 70900-21-9) 1.0 중량%, 점착력 향상제로써 비닐 함량이 0.1 mmol/g인 비닐 메퀴놀 수지(Silicic acid sodium salt hydrolysis products with chlorotrimethylsilane and dichloroethenylmethylsilane, CAS 번호 또는 식별번호 : 68584-83-8) 47 중량%, 지연제로써 에틸사이클로헥사놀(1-Ethylcyclohexanol, CAS 번호 또는 식별번호 : 1940-18-7) 1.0 중량%로 이루어진 실리콘 주제 100 중량부에 대하여, 백금계 촉매인 디비닐디실록산 플라티움(1,3-divinyldisiloxane Platium, CAS 번호 또는 식별번호 : 2627,95,4) 0.8 중량부를 혼합하여 의료용 실리콘 점착제 조성물을 제조하였다.50% by weight of a silicone vinyl polymer (Siloxanes and silicones, dimethyl, vinyl terminated, CAS number or identification number: 68083-19-2) having a vinyl content of 0.1 mmol/g and a viscosity of 1,000 cp, and a hydrogen content of 0.05 as a crosslinking agent mmol/g, a block-type silicone hydrogen polymer having a viscosity of 50 cp (Methylhydrosiloxane-dimethysiloxane Copolymer, Trimethylsiloxy terminated, CAS number or identification number: 68037-59-2) 1.0% by weight, the content of hydrogen as a chain extender is 0.4 mmol/g of linear silicone hydrogen polymer (Hydride Terminated Polydimethysiloxane, CAS number or identification number: 70900-21-9) 1.0% by weight, vinyl mequinol resin (Silicic acid sodium salt) having a vinyl content of 0.1 mmol/g as an adhesive enhancer hydrolysis products with chlorotrimethylsilane and dichloroethenylmethylsilane, CAS No. or Identification Number: 68584-83-8) 47% by weight, 1.0% by weight of ethylcyclohexanol (1-Ethylcyclohexanol, CAS No. or Identification Number: 1940-18-7) as a retardant With respect to 100 parts by weight of the silicone base consisting of prepared.

(( 비교예comparative example 2) 2)

네오덤TM (에버레이드사, 대한민국)을 사용하였다.Neoderm TM (Everade, Korea) was used.

2. 의료용 실리콘 점착제 조성물의 평가2. Evaluation of medical silicone adhesive composition

상기 실시예 및 비교예에 따른 시편에 대한 초기 점착력, 재점착력, 점착면 경도, 흡수도 및 창상치유효과를 다음과 같은 방법으로 측정하였으며, 그 결과는 아래 [표 1]에 나타내었다.Initial adhesive force, re-adhesive force, adhesive surface hardness, absorbency, and wound healing effect were measured for the specimens according to the Examples and Comparative Examples in the following manner, and the results are shown in [Table 1] below.

(1) 180도 박리 점착력 시험(초기 점착력)(1) 180 degree peel adhesion test (initial adhesion)

점착력 측정을 하기위하여 만능시험기(Universial Test Machine, Instron)를 이용하여 JIS Z 0237에 의거하여 측정하였다. 구체적인 측정 방법은 시편을 스테인레스 시험판에 박리지를 제거하고 점착면을 올려놓은 후 시편 위에서 300mm/min의 속도로 1회 왕복하여 부착하였다. 부착이 끝난 시편은 20분이 경과 한 후에 다음과 같은 조건으로 점착력을 측정하였다. 로드셀(Load Cell) 50N, 시편의 폭은 24mm, 시편의 길이(Gauge Length)는 300mm, 크로스헤드의 속도(Cross Head Speed)는 300mm/min로 하여 측정하였다.In order to measure the adhesive force, it was measured according to JIS Z 0237 using a universal test machine (Instron). In a specific measurement method, the specimen was attached to a stainless test plate by removing the release paper, placing an adhesive surface on it, and then reciprocating once at a speed of 300 mm/min on the specimen. After 20 minutes had elapsed, the adhesive strength of the specimens after attachment was measured under the following conditions. Load cell (Load Cell) 50N, the width of the specimen was 24mm, the length of the specimen was 300mm, and the crosshead speed was 300mm/min.

(2) 180도 박리 점착력 시험(재점착력)(2) 180 degree peel adhesion test (re-adhesive force)

구체적인 시험 방법은 상기의 초기 점착력 시험 방법과 같으며 다만, 아래에 제시된 방법으로 시편을 확보하여 점착력을 측정하였다. 성인 남녀 10명을 선발하여, 24 ~ 26℃, 상대습도 40 ~ 50%의 조건에서 5시간을 대기시킨 후에 시편을 부착시키고 상기의 조건에서 1시간 동안 부착 후에 떼어내어 상기의 초기 점차력 시험 방법과 같이 측정을 한 후 측정값을 평균 내었다.The specific test method is the same as the above initial adhesion test method, except that the adhesive force was measured by securing a specimen by the method presented below. The above initial gradual force test method by selecting 10 adult male and female, waiting for 5 hours at 24 ~ 26℃ and 40 ~ 50% relative humidity, attaching the specimen, attaching it for 1 hour under the above conditions, and removing it After the measurements were taken, the measured values were averaged.

(3) 점착면 경도 시험(3) Adhesive surface hardness test

시편을 5cm ×5cm의 크기에 두께 6.4mm(1/4인치)로 제작을 하여 Shore O(쇼어 O형 경도계)를 이용하여 임의의 5곳을 측정을 하여 평균 값을 계산한다. ASTM D 2240 및 ISO 7169-1의 시험방법에 의거하여 측정을 한다.Prepare a specimen with a size of 5 cm × 5 cm and a thickness of 6.4 mm (1/4 inch), measure 5 random places using a Shore O (Shore O-type durometer), and calculate the average value. It is measured according to the test method of ASTM D 2240 and ISO 7169-1.

(4) 흡수도(%)(4) Absorption (%)

시편을 1cm× 1cm의 크기로 취하여 상온에서 24시간동안 방치 후 초기 무게(A)를 측정하고 37℃의 증류수에 48시간 동안 함침 보관 후 꺼내어 표면의 물기를 닦아낸 후 무게(B)를 측정한다. 최종적으로 다음 식을 이용하여 계산한다.Take a specimen with a size of 1 cm × 1 cm, leave it at room temperature for 24 hours, measure the initial weight (A), keep it impregnated in distilled water at 37 ° C for 48 hours, take it out, wipe off the moisture on the surface, and measure the weight (B) . Finally, it is calculated using the following formula.

흡수도(%) = (B-A)/A × 100Absorption (%) = (B-A)/A × 100

(5) 창상치유효과 측정(5) Measurement of wound healing effect

생후 6 ~ 8주경의 체중 250 ~ 300g 레트를 사용하였고 레트는 램부탈로 복강마취 시켰다. 기관내 삽관이나 산소의 공급은 별도로 하지 않고 자발적으로 실내공기를 호흡하도록 하였다. 옆구리 등 부위를 삭모하고 제모기로 털을 완전히 제거한 후 수술부위를 포비돈 및 알코올로 소독하였으며 가능한 한 무균적 수술을 시행하였다. 등 부위에 50π㎟의 피부 결손을 만든 후 창상 부위를 생리식염수로 세척하고 마른 거즈로 닦은 후 창상부위보다 약 1cm 넓게 시편을 부착시키고 탈락되는 것을 방지하기 위하여 몸통에 탄력붕대로 가볍게 고정을 하였다. 드레싱 후 3, 6, 9, 12, 15일째 드레싱 교환을 하였으며 시간경과에 따른 피부결손 부위의 상피화 형성의 정도 및 드레싱 교환시 신생조직의 탈리 현상, 광학 현미경을 이용한 조직학적 검사를 실시하여 창상치유 효과를 측정하였다.Rats weighing 250 to 300 g, aged 6 to 8 weeks, were used, and the rats were intraperitoneally anesthetized with rambutal. Without endotracheal intubation or oxygen supply, they were allowed to breathe room air voluntarily. After shaving the flanks and other areas and completely removing the hair with a depilator, the surgical site was disinfected with povidone and alcohol, and aseptic surgery was performed as much as possible. After making a 50π㎟ skin defect on the back, wash the wounded area with physiological saline and wipe with dry gauze. The dressing was changed on the 3rd, 6th, 9th, 12th, and 15th days after the dressing, and the degree of epithelialization of the skin defect area over time, the detachment of the new tissue during dressing change, and histological examination using an optical microscope to heal the wound The effect was measured.

구분division 180도 박리 점착력
(kgf/25mm)
180 degree peel adhesion
(kgf/25mm)
점착면 경도Adhesive surface hardness 흡수도(%)Absorption (%) 창상치유효과wound healing effect
초기 점착력
(kgf/25mm)
initial adhesion
(kgf/25mm)
재점착력
(kgf/25mm)
re-adhesion
(kgf/25mm)
실시예 1Example 1 2.372.37 1.851.85 3333 385385 우수Great 실시예 2Example 2 2.352.35 1.821.82 3232 385385 우수Great 비교예 1Comparative Example 1 2.402.40 1.921.92 3838 385385 우수Great 비교예 2Comparative Example 2 1.601.60 0.400.40 3030 220220 보통commonly

상기 [표 1]에서, 비교예 1은 종래 기술로서 본 발명자의 기존 특허발명인 대한민국 등록특허공보 제10-1731612호의 실험예을 기재한 것이고, 비교예 2는 상기 본 발명자의 특허발명에서 종래 기술로 기재된 발명의 실험예를 기재한 것이다. 즉, 본 발명자는 상기 기존 특허발명 출원 당시 종래 기술(비교예 2)의 문제점인 흡수도 및 창상치유효과가 우수하면서도 초기 점착력 및 재점착력이 우수한 의료용 점착제 조성물을 출원하여 기 등록받은 바 있다.In [Table 1], Comparative Example 1 describes the experimental example of Korean Patent No. 10-1731612, which is the inventor's existing patented invention as the prior art, and Comparative Example 2 is the prior art described in the inventor's patented invention Experimental examples of the invention are described. That is, the present inventor applied for and previously registered a medical pressure-sensitive adhesive composition having excellent initial adhesion and re-adhesion while excellent in absorbency and wound healing effect, which are problems of the prior art (Comparative Example 2) at the time of filing for the existing patent invention.

그러나, 배경기술에서 기재한 바와 같이 상기 기존 특허발명의 문제점을 해결하기 위하여 본원 발명을 출원하였는 바, 본원 발명에 따른 실시예의 경우 비교예 1에 비하여 흡수도 및 창상치유 효과는 동일하고, 점착력의 경우 비교예 1에 비하여 94 내지 96 %를 유지하였다. 반면에, 경화 후 점착면의 경도는 비교예 1에 비하여 상당히 낮게 유지됨을 알 수 있다.However, as described in the background art, the present invention has been filed to solve the problems of the existing patented invention, and in the case of the example according to the present invention, the absorbency and wound healing effect are the same as compared to Comparative Example 1, and the adhesive strength In the case of Comparative Example 1, 94 to 96% was maintained. On the other hand, it can be seen that the hardness of the adhesive surface after curing is maintained significantly lower than that of Comparative Example 1.

이에 의하여, 본 발명에 따르면, 종래 기술과 거의 동등한 점착력을 유지하면서도, 경화 후 점착면의 경도를 낮추어 탈착시 피부 손상을 방지할 수 있으며, 피부의 굴곡면에 부착이 가능하고, 땀에 의해 떨어지는 문제점을 개선할 수 있다.Accordingly, according to the present invention, it is possible to prevent damage to the skin during detachment by lowering the hardness of the adhesive surface after curing while maintaining the adhesive force almost equal to that of the prior art, and it is possible to attach to the curved surface of the skin, and to fall off by sweat problem can be improved.

이상에서 본 발명의 바람직한 실시예에 대하여 설명하였으나, 해당 기술 분야에서 통상의 지식을 가진 자라면 특허청구범위에 기재된 본 발명의 사상으로부터 벗어나지 않는 범위 내에서, 구성 요소의 부가, 변경, 삭제 또는 추가 등에 의해 본 발명을 다양하게 수정 및 변경시킬 수 있을 것이며, 이 또한 본 발명의 권리범위 내에 포함된다고 할 것이다. Although preferred embodiments of the present invention have been described above, those of ordinary skill in the art can add, change, delete or add components within the scope that does not depart from the spirit of the present invention described in the claims. It will be possible to variously modify and change the present invention by, etc., which will also be included within the scope of the present invention.

예를 들어, 단일형으로 설명되어 있는 각 구성 요소는 분산되어 실시될 수도 있으며, 마찬가지로 분산된 것으로 설명되어 있는 구성 요소들도 결합된 형태로 실시될 수 있다. 본 발명의 범위는 상기 상세한 설명보다는 후술하는 특허청구범위에 의하여 나타내어지며, 특허청구범위의 의미 및 범위 그리고 그 균등 개념으로부터 도출되는 모든 변경 또는 변형된 형태가 본 발명의 범위에 포함되는 것으로 해석되어야 한다.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 invention 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 equivalent concepts should be interpreted as being included in the scope of the present invention. do.

본 발명은 종래 점착력 향상제로 사용되는 비닐 메퀴놀 수지를 투입하는 대신에 편말단 실리콘 비닐 폴리머와 가교제인 측쇄형 실리콘 하이드로겐 폴리머를 사용함으로써 점착력을 유지하면서도 경화 후 점착면의 경도를 낮출 수 있는 의료용 실리콘 점착제 조성물 및 이를 포함하는 의료용 점착 밴드에 관한 것이다.The present invention is a medical application that can lower the hardness of the adhesive surface after curing while maintaining adhesive strength by using a side-chain silicone hydrogen polymer as a crosslinking agent and a silicone vinyl polymer at one end instead of injecting a vinyl mequinol resin used as a conventional adhesive strength improver It relates to a silicone adhesive composition and a medical adhesive band comprising the same.

Claims (10)

실리콘 비닐 폴리머(Siloxanes and silicones, dimethyl, vinyl terminated) 40 내지 80 중량%;
편말단 비닐 폴리머(Siloxanes and Silicones, di-Methyl, mono(vinyl group)-terminated) 20 내지 60 중량 %;
가교제인 측쇄형 실리콘 하이드로겐 폴리머(Siloxanes and Silicones, di-Methyl, Methyl hydrogen, hydrogen-terminated) 0.5 내지 5.0 중량%;
사슬연장제인 선형 실리콘 하이드로겐 폴리머(Hydride Terminated Polydimethysiloxane) 0.2 내지 2.0 중량%; 및 지연제인 에틸사이클로헥사놀(1-Ethylcyclohexanol) 0.5 내지 2.0 중량%;로 이루어진 실리콘 주제 100 중량부에 대하여, 백금계 촉매 0.1 내지 1.5 중량부를 포함하는 것을 특징으로 하는, 의료용 실리콘 점착제 조성물.
40 to 80% by weight of silicone vinyl polymers (Siloxanes and silicones, dimethyl, vinyl terminated);
20 to 60 wt % of single-ended vinyl polymers (Siloxanes and Silicones, di-Methyl, mono(vinyl group)-terminated);
0.5 to 5.0 wt% of branched silicone hydrogen polymer (Siloxanes and Silicones, di-Methyl, Methyl hydrogen, hydrogen-terminated) as a crosslinking agent;
0.2 to 2.0 wt% of a linear silicone hydrogen polymer (Hydride Terminated Polydimethysiloxane) as a chain extender; And 0.5 to 2.0 weight % of ethylcyclohexanol (1-Ethylcyclohexanol) as a retarder; based on 100 parts by weight of the silicone base consisting of, 0.1 to 1.5 parts by weight of a platinum-based catalyst, a medical silicone pressure-sensitive adhesive composition.
제1항에 있어서,
상기 실리콘 비닐 폴리머는
비닐 함량이 0.1 내지 1.0 mmol/g, 점도가 1,000 내지 15,000 cp인 것을 특징으로 하는, 의료용 실리콘 점착제 조성물.
According to claim 1,
The silicone vinyl polymer is
A silicone pressure-sensitive adhesive composition for medical use, characterized in that the vinyl content is 0.1 to 1.0 mmol/g, and the viscosity is 1,000 to 15,000 cp.
제1항에 있어서,
상기 선형 실리콘 하이드로겐 폴리머는,
하이드로겐의 함량이 0.4 내지 0.6 mmol/g인 것을 특징으로 하는, 의료용 실리콘 점착제 조성물.
According to claim 1,
The linear silicone hydrogen polymer is
A silicone pressure-sensitive adhesive composition for medical use, characterized in that the content of hydrogen is 0.4 to 0.6 mmol/g.
제1항에 있어서,
상기 측쇄형 하이드로겐 폴리머는,
하이드로겐의 함량이 0.1 내지 1.5 mmole/g, 점도가 50 내지 150 cp인 것을 특징으로 하는, 의료용 실리콘 점착제 조성물.
According to claim 1,
The branched hydrogen polymer is
A silicone pressure-sensitive adhesive composition for medical use, characterized in that the content of hydrogen is 0.1 to 1.5 mmole/g, and the viscosity is 50 to 150 cp.
제4항에 있어서,
상기 측쇄형 하이드로겐 폴리머는,
아래의 [구조식 1]로 이루어짐을 특징으로 하는, 의료용 실리콘 점착제 조성물.
[구조식 1]
Figure pat00005

5. The method of claim 4,
The branched hydrogen polymer is
A silicone pressure-sensitive adhesive composition for medical use, characterized in that it consists of the following [Structural Formula 1].
[Structural Formula 1]
Figure pat00005

제1항에 있어서,
상기 편말단 비닐 폴리머는,
비닐 함량이 0.01 내지 0.05 mmole/g, 점도가 500 내지 20,000 cp인 것을 특징으로 하는, 의료용 실리콘 점착제 조성물.
According to claim 1,
The one-end vinyl polymer is
A silicone pressure-sensitive adhesive composition for medical use, characterized in that the vinyl content is 0.01 to 0.05 mmole/g, and the viscosity is 500 to 20,000 cp.
제6항에 있어서,
상기 편말단 비닐 폴리머는,
아래의 [구조식 2]로 이루어짐을 특징으로 하는, 의료용 실리콘 점착제 조성물.
[구조식 2]
Figure pat00006

7. The method of claim 6,
The one-end vinyl polymer is
A silicone pressure-sensitive adhesive composition for medical use, characterized in that it consists of the following [Structural Formula 2].
[Structural Formula 2]
Figure pat00006

제1 이형 필름;
상기 제1 이형 필름 상에 적층되는 폴리우레탄 필름;
상기 폴리우레탄 필름 상에 적층되는 의료용 실리콘 점착층; 및
상기 의료용 실리콘 점착층 상에 적층되는 제2 이형 필름;을 포함하고,
상기 의료용 실리콘 점착층은 상기 제1항 내지 제7항 중 어느 한 항에 따른 의료용 실리콘 점착층 조성물로 이루어짐을 특징으로 하는 의료용 점착 밴드.
a first release film;
a polyurethane film laminated on the first release film;
Medical silicone adhesive layer laminated on the polyurethane film; and
Including; a second release film laminated on the medical silicone adhesive layer;
The medical silicone adhesive layer is medical adhesive band, characterized in that made of the medical silicone adhesive layer composition according to any one of claims 1 to 7.
제8항에 있어서,
상기 폴리우레탄 필름은 두께가 10 내지 65 ㎛ 범위이고,
상기 의료용 실리콘 점착층은 두께가 75 내지 510 ㎛ 범위임을 특징으로 하는 의료용 점착 밴드.
9. The method of claim 8,
The polyurethane film has a thickness in the range of 10 to 65 μm,
The medical silicone adhesive layer has a thickness of 75 to 510 μm, characterized in that the medical adhesive band.
제8항에 있어서,
상기 제1 이형지 및 제2 이형지는,
종이, PET(polyethyleneterephtalate), 불소 PET, PE(polyethylene), CPP(casting polypropylene), OPP(oriented polypropylene) 및 PC(polycarbonate) 중 어느 하나로 이루어짐을 특징으로 하는 의료용 점착 밴드.


9. The method of claim 8,
The first release paper and the second release paper,
Paper, PET (polyethyleneterephtalate), fluorine PET, PE (polyethylene), CPP (casting polypropylene), OPP (oriented polypropylene) and PC (polycarbonate), characterized in that made of any one medical adhesive band.


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