DK2794710T3 - Isocyanat-funktionel præpolymer til et biologisk nedbrydeligt vævsklæbestof - Google Patents

Isocyanat-funktionel præpolymer til et biologisk nedbrydeligt vævsklæbestof Download PDF

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DK2794710T3
DK2794710T3 DK12801750.6T DK12801750T DK2794710T3 DK 2794710 T3 DK2794710 T3 DK 2794710T3 DK 12801750 T DK12801750 T DK 12801750T DK 2794710 T3 DK2794710 T3 DK 2794710T3
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tissue adhesive
functional
adhesive system
component
isocyanate
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DK12801750.6T
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English (en)
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Heike Heckroth
Christoph Eggert
Jörg Hofmann
Klaus Lorenz
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Adhesys Medical Gmbh
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    • 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
    • A61L24/00—Surgical adhesives or cements; Adhesives for colostomy devices
    • A61L24/04—Surgical adhesives or cements; Adhesives for colostomy devices containing macromolecular materials
    • A61L24/046—Surgical adhesives or cements; Adhesives for colostomy devices containing macromolecular materials obtained otherwise than 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
    • A61L24/00—Surgical adhesives or cements; Adhesives for colostomy devices
    • A61L24/001—Use of materials characterised by their function or physical properties
    • A61L24/0042—Materials resorbable by the body
    • 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
    • A61L24/00—Surgical adhesives or cements; Adhesives for colostomy devices
    • A61L24/04—Surgical adhesives or cements; Adhesives for colostomy devices containing macromolecular materials
    • A61L24/043—Mixtures of 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
    • A61L24/00—Surgical adhesives or cements; Adhesives for colostomy devices
    • A61L24/04—Surgical adhesives or cements; Adhesives for colostomy devices containing macromolecular materials
    • A61L24/06—Surgical adhesives or cements; Adhesives for colostomy devices containing macromolecular materials obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C08G18/4833—Polyethers containing oxyethylene units
    • C08G18/4837—Polyethers containing oxyethylene units and other oxyalkylene units
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C08G18/4866—Polyethers having a low unsaturation value
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C08G18/4887—Polyethers containing carboxylic ester groups derived from carboxylic acids other than acids of higher fatty oils or other than resin acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/73—Polyisocyanates or polyisothiocyanates acyclic
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
    • C08G65/2642—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds characterised by the catalyst used
    • C08G65/2645—Metals or compounds thereof, e.g. salts
    • C08G65/2663—Metal cyanide catalysts, i.e. DMC's
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/32—Polymers modified by chemical after-treatment
    • C08G65/329—Polymers modified by chemical after-treatment with organic compounds
    • C08G65/331—Polymers modified by chemical after-treatment with organic compounds containing oxygen
    • C08G65/332—Polymers modified by chemical after-treatment with organic compounds containing oxygen containing carboxyl groups, or halides, or esters thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/32—Polymers modified by chemical after-treatment
    • C08G65/329—Polymers modified by chemical after-treatment with organic compounds
    • C08G65/331—Polymers modified by chemical after-treatment with organic compounds containing oxygen
    • C08G65/332—Polymers modified by chemical after-treatment with organic compounds containing oxygen containing carboxyl groups, or halides, or esters thereof
    • C08G65/3322—Polymers modified by chemical after-treatment with organic compounds containing oxygen containing carboxyl groups, or halides, or esters thereof acyclic
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/32—Polymers modified by chemical after-treatment
    • C08G65/329—Polymers modified by chemical after-treatment with organic compounds
    • C08G65/333—Polymers modified by chemical after-treatment with organic compounds containing nitrogen
    • C08G65/33348—Polymers modified by chemical after-treatment with organic compounds containing nitrogen containing isocyanate group
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
    • C08L71/02—Polyalkylene oxides
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2230/00—Compositions for preparing biodegradable polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2205/00—Polymer mixtures characterised by other features
    • C08L2205/05—Polymer mixtures characterised by other features containing polymer components which can react with one another

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Surgery (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • Materials Engineering (AREA)
  • Engineering & Computer Science (AREA)
  • Toxicology (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Adhesive Tapes (AREA)

Claims (10)

1. Vævsklæbende system der omfatter et vævsklæbemiddel, som omfatter en komponent (A), en komponent (B) og/eller en komponent (C), hvilken komponent (A) er en isocyanatfunktionel præpolymer der er opnået ved a) at omsætte en H-funktionel starterforbindelse der omfatter mindst et Zerewitinoff-aktivt H-atom, med en alkylenoxid-forbindelse og en comonomer til et forstadium der bærer en hydroxylgruppe, hvilken comonomer er valgt fra gruppen, der omfatter lactider, glycolider og blandinger deraf og kombinationer af lactider og/eller glycolider med cykliske dicarboxyl-syreanhydrider, og hvilken comonomer er indbygget i polymerkæden eller -kæderne af forstadiet der bærer hydroxylgrupper, ved en statistisk copolymerisering, og b) at omsætte forstadiet der bærer hydroxylgrupper fra trin (a) med et polyfunktionelt isocyanat til den isocyanat-funktionelle præpolymer, hvilken komponent (B) er en aminofunktionel asparaginsyreester med den almene formel (I)
hvori x er en n-valent organisk gruppe, Ri, R2 er ens eller forskellige organiske grupper uden Zerewitinoff-aktive H-atomer, n er et heltal > 2, hvor den aminofunktionelle asparaginsyreester har en almen formel (VIII)
hvor Ri, R2, R3 er ens eller forskellige organiske grupper uden Zerewiti-noff-aktive H-atomer, og hvor komponent (C) er et reaktionsprodukt af den isocyanat-funktionelle præpolymer (A) med de aminofunktionelle asparaginsyreestere (B).
2. Vævsklæbende system ifølge krav 1, kendetegnet ved, at den H-funktionelle starterforbindelse omfatter 1 til 35 Zerewitinoff-aktive H-atomer.
3. Vævsklæbende system ifølge krav 1 eller 2, kendetegnet ved, at den H-funktionelle starterforbindelse har en gennemsnitlig molvægt på 17 til 10000 g/mol.
4. Vævsklæbende system ifølge et hvilket som helst af de foregående krav, kendetegnet ved, at alkylenoxid-forbindelsen er valgt blandt alkylenoxid-forbindelser, der omfatter 2 til 24 carbonatomer.
5. Vævsklæbende system ifølge krav 4, kendetegnet ved, at alkylenoxid-forbin-delse er udvalgt blandt ethylenoxid og/eller propylenoxid, hvor andelen af ethyle-noxid-enheder i polymerkæden i forstadiet der bærer hydroxylgrupper, er mindst 40 vægt-%.
6. Vævsklæbende system ifølge et hvilket som helst af de foregående krav, kendetegnet ved, at molforholdet mellem alkylenoxid-forbindelsen og en comonomer som er valgt under fremstillingen af forstadiet der bærer hydroxylgrupper, er på 200 : 1 til 1 : 1.
7. Vævsklæbende system ifølge et hvilket som helst af de foregående krav, kendetegnet ved, at den polyfunktionelle isocyanat er valgt blandt alifatiske isocya-nater.
8. Vævsklæbende system ifølge et hvilket som helst af de foregående krav, kendetegnet ved, at det vævsklæbende system omfatter en yderligere hærder.
9. Vævsklæbende system ifølge et hvilket som helst af de foregående krav, kendetegnet ved, at det vævsklæbende system omfatter et fladt beskyttende lag, med hvilket vævsområdet kan bringes i kontakt.
10. Dispenseringssystem der omfatter mindst to kamre til vævsklæbemiddelsy-stemet ifølge et hvilket som helst af kravene 1 til 9, kendetegnet ved, at komponenten (A) er indeholdt i et kammer, og komponenten (B) af vævsklæbemiddel-systemet er indeholdt i et andet kammer.
DK12801750.6T 2011-12-20 2012-12-17 Isocyanat-funktionel præpolymer til et biologisk nedbrydeligt vævsklæbestof DK2794710T3 (da)

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EP11194416 2011-12-20
PCT/EP2012/075823 WO2013092504A1 (de) 2011-12-20 2012-12-17 Isocyanatfunktionelles präpolymer für einen biologisch abbaubaren gewebeklebstoff

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US (2) US9375509B2 (da)
EP (3) EP2794710B1 (da)
JP (1) JP6097764B2 (da)
CN (2) CN104105731A (da)
CY (1) CY1121022T1 (da)
DK (2) DK2794710T3 (da)
ES (2) ES2694826T3 (da)
HK (1) HK1201547A1 (da)
HR (1) HRP20181653T1 (da)
HU (1) HUE040031T2 (da)
LT (1) LT2794710T (da)
PL (1) PL2794710T3 (da)
PT (1) PT2794710T (da)
RS (1) RS57933B1 (da)
SI (1) SI2794710T1 (da)
WO (1) WO2013092504A1 (da)

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EP3808385A1 (de) * 2019-10-15 2021-04-21 Adhesys Medical GmbH Kit aus einem zwei-komponenten gewebekleber und einer temporären schutzabdeckung hierfür sowie dessen verwendung
CN115702182A (zh) 2020-06-26 2023-02-14 科思创德国股份有限公司 基于侧链二醇-和二氨基聚膦腈的聚氨酯及其水凝胶
US20230220147A1 (en) 2020-06-26 2023-07-13 Covestro Deutschland Ag Polyurethanes based on terminal diol- and diaminopolyphosphazenes and their hydrogels
WO2022013345A1 (de) 2020-07-17 2022-01-20 Adhesys Medical Gmbh Kit aus einem zwei-komponenten gewebekleber und einer textilen struktur zur stärkung des bindegewebes nach einer operation sowie dessen verwendung
CN112263706B (zh) * 2020-10-12 2022-05-13 苏州度博迈医疗科技有限公司 一种可生物降解的生物粘合剂及其制备方法
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DE102021102484A1 (de) 2021-02-03 2022-08-04 Adhesys Medical Gmbh Kit für die Gefäßanastomose aus einem zwei-Komponenten Gewebekleber und einer Gefäßprothese sowie dessen Verwendung
DE102021106358A1 (de) 2021-03-16 2022-09-22 Adhesys Medical Gmbh Gewebekleber in Form eines Zweikomponenten-Klebstoffs zur Verwendung bei der Pankreasanastomose im Rahmen der Pankreasresektion
EP4104870A1 (de) 2021-06-15 2022-12-21 Adhesys Medical GmbH Gewebekleber in form eines zweikomponenten-klebstoffs zur verwendung als bakterielle barriere bei der wundbehandlung, insbesondere nach chirurgischen eingriffen
CN114053474A (zh) * 2021-11-24 2022-02-18 华南理工大学 一种具备止血功能的医用胶粘剂及其使用方法
CN114380973B (zh) * 2021-12-10 2023-03-21 华南理工大学 一种基于胆汁酸分子的自修复聚氨酯弹性体及其制备方法
CN114773562B (zh) * 2022-04-27 2023-07-25 广东粤港澳大湾区黄埔材料研究院 生物功能型单组分医用胶粘剂及其制备方法、应用
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US20140316076A1 (en) 2014-10-23
HRP20181653T1 (hr) 2018-12-14
JP6097764B2 (ja) 2017-03-15
WO2013092504A1 (de) 2013-06-27
HK1201547A1 (en) 2015-09-04
US9375509B2 (en) 2016-06-28
EP2794710B1 (de) 2018-08-15
US20160256595A1 (en) 2016-09-08
EP3385294B1 (de) 2020-11-11
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HUE040031T2 (hu) 2019-02-28
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