AU2016263552A1 - Surgical adhesives - Google Patents
Surgical adhesives Download PDFInfo
- Publication number
- AU2016263552A1 AU2016263552A1 AU2016263552A AU2016263552A AU2016263552A1 AU 2016263552 A1 AU2016263552 A1 AU 2016263552A1 AU 2016263552 A AU2016263552 A AU 2016263552A AU 2016263552 A AU2016263552 A AU 2016263552A AU 2016263552 A1 AU2016263552 A1 AU 2016263552A1
- Authority
- AU
- Australia
- Prior art keywords
- composition according
- methacrylate
- acrylate
- biological tissue
- monomer
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 239000003894 surgical glue Substances 0.000 title abstract description 11
- 239000000203 mixture Substances 0.000 claims abstract description 82
- 239000000178 monomer Substances 0.000 claims abstract description 49
- 230000001070 adhesive effect Effects 0.000 claims abstract description 22
- 239000000853 adhesive Substances 0.000 claims abstract description 21
- 230000005855 radiation Effects 0.000 claims abstract description 19
- 239000000126 substance Substances 0.000 claims abstract description 12
- 230000000903 blocking effect Effects 0.000 claims abstract description 10
- 239000000463 material Substances 0.000 claims abstract description 10
- 230000003014 reinforcing effect Effects 0.000 claims abstract description 10
- 230000003019 stabilising effect Effects 0.000 claims abstract description 10
- 230000000694 effects Effects 0.000 claims abstract description 6
- -1 methoxyethyl Chemical group 0.000 claims description 20
- 238000000034 method Methods 0.000 claims description 18
- NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate group Chemical group C(C=C)(=O)[O-] NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 17
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 15
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 15
- 239000003431 cross linking reagent Substances 0.000 claims description 15
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 13
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 8
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 claims description 7
- 229920001651 Cyanoacrylate Polymers 0.000 claims description 7
- MWCLLHOVUTZFKS-UHFFFAOYSA-N Methyl cyanoacrylate Chemical compound COC(=O)C(=C)C#N MWCLLHOVUTZFKS-UHFFFAOYSA-N 0.000 claims description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 6
- JHWGFJBTMHEZME-UHFFFAOYSA-N 4-prop-2-enoyloxybutyl prop-2-enoate Chemical compound C=CC(=O)OCCCCOC(=O)C=C JHWGFJBTMHEZME-UHFFFAOYSA-N 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 5
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 claims description 5
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 claims description 4
- IISBACLAFKSPIT-UHFFFAOYSA-N Bisphenol A Natural products C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims description 4
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 claims description 4
- 125000004386 diacrylate group Chemical group 0.000 claims description 4
- PSGAAPLEWMOORI-PEINSRQWSA-N medroxyprogesterone acetate Chemical compound C([C@@]12C)CC(=O)C=C1[C@@H](C)C[C@@H]1[C@@H]2CC[C@]2(C)[C@@](OC(C)=O)(C(C)=O)CC[C@H]21 PSGAAPLEWMOORI-PEINSRQWSA-N 0.000 claims description 4
- 229920001223 polyethylene glycol Polymers 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- SAPGBCWOQLHKKZ-UHFFFAOYSA-N 6-(2-methylprop-2-enoyloxy)hexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCCCCOC(=O)C(C)=C SAPGBCWOQLHKKZ-UHFFFAOYSA-N 0.000 claims description 3
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 3
- CNLVUQQHXLTOTC-UHFFFAOYSA-N (2,4,6-tribromophenyl) prop-2-enoate Chemical compound BrC1=CC(Br)=C(OC(=O)C=C)C(Br)=C1 CNLVUQQHXLTOTC-UHFFFAOYSA-N 0.000 claims description 2
- VNQXSTWCDUXYEZ-UHFFFAOYSA-N 1,7,7-trimethylbicyclo[2.2.1]heptane-2,3-dione Chemical compound C1CC2(C)C(=O)C(=O)C1C2(C)C VNQXSTWCDUXYEZ-UHFFFAOYSA-N 0.000 claims description 2
- FJDAOINLDVUIKL-UHFFFAOYSA-N 1-bromoethyl prop-2-enoate Chemical compound CC(Br)OC(=O)C=C FJDAOINLDVUIKL-UHFFFAOYSA-N 0.000 claims description 2
- SXXNVUXQBIYAHT-UHFFFAOYSA-N 1-chloroethyl prop-2-enoate Chemical compound CC(Cl)OC(=O)C=C SXXNVUXQBIYAHT-UHFFFAOYSA-N 0.000 claims description 2
- PUGOMSLRUSTQGV-UHFFFAOYSA-N 2,3-di(prop-2-enoyloxy)propyl prop-2-enoate Chemical compound C=CC(=O)OCC(OC(=O)C=C)COC(=O)C=C PUGOMSLRUSTQGV-UHFFFAOYSA-N 0.000 claims description 2
- FDSUVTROAWLVJA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol;prop-2-enoic acid Chemical compound OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OCC(CO)(CO)COCC(CO)(CO)CO FDSUVTROAWLVJA-UHFFFAOYSA-N 0.000 claims description 2
- AOUSBQVEVZBMNI-UHFFFAOYSA-N 2-bromoethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCBr AOUSBQVEVZBMNI-UHFFFAOYSA-N 0.000 claims description 2
- ICBJBNAUJWZPBY-UHFFFAOYSA-N 2-hydroxyethyl 3-methylbut-2-enoate Chemical compound CC(=CC(=O)OCCO)C ICBJBNAUJWZPBY-UHFFFAOYSA-N 0.000 claims description 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 2
- KUDUQBURMYMBIJ-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC(=O)C=C KUDUQBURMYMBIJ-UHFFFAOYSA-N 0.000 claims description 2
- IRGFSSUHUUPXDL-UHFFFAOYSA-N 3-hydroxy-2-methylhex-2-enoic acid Chemical compound CCCC(O)=C(C)C(O)=O IRGFSSUHUUPXDL-UHFFFAOYSA-N 0.000 claims description 2
- CEGKSTKNXGWVCA-UHFFFAOYSA-N 3-hydroxy-2-methylpent-2-enoic acid Chemical compound CCC(O)=C(C)C(O)=O CEGKSTKNXGWVCA-UHFFFAOYSA-N 0.000 claims description 2
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 claims description 2
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 claims description 2
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 2
- 239000002202 Polyethylene glycol Substances 0.000 claims description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- 239000005864 Sulphur Substances 0.000 claims description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims description 2
- 239000007983 Tris buffer Substances 0.000 claims description 2
- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 claims description 2
- KNSXNCFKSZZHEA-UHFFFAOYSA-N [3-prop-2-enoyloxy-2,2-bis(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C KNSXNCFKSZZHEA-UHFFFAOYSA-N 0.000 claims description 2
- 150000001408 amides Chemical class 0.000 claims description 2
- 229930006711 bornane-2,3-dione Natural products 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- JNNKWUPPLJTSSJ-UHFFFAOYSA-N chloromethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCl JNNKWUPPLJTSSJ-UHFFFAOYSA-N 0.000 claims description 2
- 239000011248 coating agent Substances 0.000 claims description 2
- 238000000576 coating method Methods 0.000 claims description 2
- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 claims description 2
- MHCLJIVVJQQNKQ-UHFFFAOYSA-N ethyl carbamate;2-methylprop-2-enoic acid Chemical compound CCOC(N)=O.CC(=C)C(O)=O MHCLJIVVJQQNKQ-UHFFFAOYSA-N 0.000 claims description 2
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 claims description 2
- 229940093476 ethylene glycol Drugs 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 230000001939 inductive effect Effects 0.000 claims description 2
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims description 2
- YDKNBNOOCSNPNS-UHFFFAOYSA-N methyl 1,3-benzoxazole-2-carboxylate Chemical compound C1=CC=C2OC(C(=O)OC)=NC2=C1 YDKNBNOOCSNPNS-UHFFFAOYSA-N 0.000 claims description 2
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 claims description 2
- 229940124530 sulfonamide Drugs 0.000 claims description 2
- YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 claims description 2
- AINQXPMNCZNRLQ-UHFFFAOYSA-N 6-hydroxyhexyl 3-methylbut-2-enoate Chemical compound CC(=CC(=O)OCCCCCCO)C AINQXPMNCZNRLQ-UHFFFAOYSA-N 0.000 claims 1
- GAZZTULIUXRAAI-UHFFFAOYSA-N [2,3-bis(diethylamino)phenyl]-phenylmethanone Chemical compound CCN(CC)C1=CC=CC(C(=O)C=2C=CC=CC=2)=C1N(CC)CC GAZZTULIUXRAAI-UHFFFAOYSA-N 0.000 claims 1
- 230000023597 hemostasis Effects 0.000 abstract description 8
- 210000001519 tissue Anatomy 0.000 description 74
- 210000003516 pericardium Anatomy 0.000 description 10
- 102100026735 Coagulation factor VIII Human genes 0.000 description 4
- 101000911390 Homo sapiens Coagulation factor VIII Proteins 0.000 description 4
- 239000003365 glass fiber Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- VHSHLMUCYSAUQU-UHFFFAOYSA-N 2-hydroxypropyl methacrylate Chemical compound CC(O)COC(=O)C(C)=C VHSHLMUCYSAUQU-UHFFFAOYSA-N 0.000 description 3
- 230000000977 initiatory effect Effects 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 239000003106 tissue adhesive Substances 0.000 description 3
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 230000035515 penetration Effects 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- CCWGVKSAROFKKH-UHFFFAOYSA-N 1-hydroxyhexyl 3-methylbut-2-enoate Chemical compound CC(=CC(=O)OC(CCCCC)O)C CCWGVKSAROFKKH-UHFFFAOYSA-N 0.000 description 1
- MUZDXNQOSGWMJJ-UHFFFAOYSA-N 2-methylprop-2-enoic acid;prop-2-enoic acid Chemical group OC(=O)C=C.CC(=C)C(O)=O MUZDXNQOSGWMJJ-UHFFFAOYSA-N 0.000 description 1
- FIHBHSQYSYVZQE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCOC(=O)C=C FIHBHSQYSYVZQE-UHFFFAOYSA-N 0.000 description 1
- 241000283690 Bos taurus Species 0.000 description 1
- 102000008186 Collagen Human genes 0.000 description 1
- 108010035532 Collagen Proteins 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 229920000249 biocompatible polymer Polymers 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
- 229920001436 collagen Polymers 0.000 description 1
- 230000009881 electrostatic interaction Effects 0.000 description 1
- 238000000295 emission spectrum Methods 0.000 description 1
- 239000000017 hydrogel Substances 0.000 description 1
- 230000010354 integration Effects 0.000 description 1
- 238000000386 microscopy Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 210000004872 soft tissue Anatomy 0.000 description 1
- 238000001356 surgical procedure Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 230000001960 triggered effect Effects 0.000 description 1
Classifications
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61B—DIAGNOSIS; SURGERY; IDENTIFICATION
- A61B17/00—Surgical instruments, devices or methods
- A61B17/00491—Surgical glue applicators
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61B—DIAGNOSIS; SURGERY; IDENTIFICATION
- A61B17/00—Surgical instruments, devices or methods
- A61B17/00491—Surgical glue applicators
- A61B2017/005—Surgical glue applicators hardenable using external energy source, e.g. laser, ultrasound
Landscapes
- Health & Medical Sciences (AREA)
- Surgery (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Chemical & Material Sciences (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Biomedical Technology (AREA)
- Heart & Thoracic Surgery (AREA)
- Medical Informatics (AREA)
- Molecular Biology (AREA)
- Materials For Medical Uses (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1554583A FR3036288B1 (fr) | 2015-05-21 | 2015-05-21 | Colles chirurgicales |
| FR1554583 | 2015-05-21 | ||
| PCT/FR2016/051211 WO2016185153A1 (fr) | 2015-05-21 | 2016-05-20 | Colles chirurgicales |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AU2016263552A1 true AU2016263552A1 (en) | 2018-01-04 |
Family
ID=54140580
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2016263552A Abandoned AU2016263552A1 (en) | 2015-05-21 | 2016-05-20 | Surgical adhesives |
Country Status (9)
| Country | Link |
|---|---|
| US (3) | US11207443B2 (enExample) |
| EP (1) | EP3297692B1 (enExample) |
| JP (1) | JP7019884B2 (enExample) |
| CN (1) | CN107771086B (enExample) |
| AU (1) | AU2016263552A1 (enExample) |
| CA (1) | CA2986308A1 (enExample) |
| ES (1) | ES2908874T3 (enExample) |
| FR (1) | FR3036288B1 (enExample) |
| WO (1) | WO2016185153A1 (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108815560B (zh) * | 2018-06-21 | 2021-03-12 | 广州迈普再生医学科技股份有限公司 | 多孔组织封堵材料及其制备方法和封堵制品 |
| CN111150878B (zh) * | 2018-11-07 | 2022-03-15 | 财团法人工业技术研究院 | 生物可分解的封合胶及其用途 |
| FR3093000B1 (fr) * | 2019-02-21 | 2022-08-26 | Bertrand Perrin | colles chirurgicales à base de monomères comprenant une fonction phosphate |
| FR3113464B1 (fr) * | 2020-08-20 | 2023-07-14 | Cohesives | Colles chirurgicales |
| CN113350564B (zh) * | 2021-05-20 | 2023-03-10 | 诺一迈尔(苏州)生命科技有限公司 | 生物可降解组织粘合贴片及其制备方法 |
| EP4479101A1 (fr) | 2022-02-18 | 2024-12-25 | Cohesives | Composition photopolymerisable pour adhesif pour tissus biologiques |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4181752A (en) * | 1974-09-03 | 1980-01-01 | Minnesota Mining And Manufacturing Company | Acrylic-type pressure sensitive adhesives by means of ultraviolet radiation curing |
| EP1375617A1 (en) * | 2002-06-19 | 2004-01-02 | 3M Innovative Properties Company | Radiation-curable, solvent-free and printable precursor of a pressure-sensitive adhesive |
| EP1389633A1 (en) * | 2002-08-14 | 2004-02-18 | The Procter & Gamble Company | Improved thermoplastic hydrophilic adhesive compositions for dry and wet surfaces the compositions having an increased water adhesion stability |
| US7045559B2 (en) * | 2003-12-18 | 2006-05-16 | Kimberly-Clark Worldwide, Inc. | Electrically conductive adhesive hydrogels with solubilizer |
| US20060035997A1 (en) * | 2004-08-10 | 2006-02-16 | Orlowski Jan A | Curable acrylate polymer compositions featuring improved flexural characteristics |
| US20060173124A1 (en) * | 2005-02-01 | 2006-08-03 | National Starch And Chemical Investment Holding Corporation | Solution pressure sensitive adhesives based on acrylic block copolymers |
| JP2009518135A (ja) * | 2005-12-07 | 2009-05-07 | ズィマー・インコーポレーテッド | 照射を使用してハイドロゲルを結合させるまたは改質する方法 |
| WO2008075806A1 (en) * | 2006-12-19 | 2008-06-26 | Hak Soo Han | Photo-curable coating composition comprising hyperbranched structure prepolymer, method for preparing the same and product prepared by the same |
| PT1994886E (pt) * | 2007-05-24 | 2013-10-09 | Henkel Ag & Co Kgaa | Ponta de aplicador para aplicação de cola cirúrgica |
| JP2009247437A (ja) * | 2008-04-02 | 2009-10-29 | Nitto Denko Corp | 生体接着剤組成物及びその使用方法 |
| US8256233B2 (en) * | 2008-10-31 | 2012-09-04 | The Invention Science Fund I, Llc | Systems, devices, and methods for making or administering frozen particles |
| JP2010157706A (ja) * | 2008-12-03 | 2010-07-15 | Fujifilm Corp | 光インプリント用硬化性組成物およびそれを用いた硬化物の製造方法 |
| US9314546B2 (en) * | 2009-11-20 | 2016-04-19 | Mitsui Chemicals, Inc. | Adhesive composition for soft tissues, adhesive composition for wound dressing or wound dressing composition |
| DE102010013799A1 (de) * | 2010-04-03 | 2011-10-06 | Lohmann Gmbh & Co Kg | Acrylathaftklebstoff für Anwendungen auf der Haut |
| CN101870650A (zh) * | 2010-07-16 | 2010-10-27 | 北京化工大学常州先进材料研究院 | 一种可光聚合的粘合剂单体的制备与应用 |
| US8871512B2 (en) * | 2010-10-27 | 2014-10-28 | Empire Technology Development Llc | Biocompatible polymerizable acrylate products and methods |
| US20130266664A1 (en) * | 2010-12-20 | 2013-10-10 | Virginia Commonwealth University | Facile method for crosslinking and incorporating bioactive molecules into electrospun fiber scaffolds |
| WO2013025504A1 (en) * | 2011-08-15 | 2013-02-21 | Vivek Shenoy | Device, composition and method for prevention of bone fracture and pain |
| JP6387499B2 (ja) * | 2012-11-21 | 2018-09-12 | アルケア株式会社 | 皮膚用粘着剤組成物、皮膚用粘着剤及び皮膚用粘着シート |
| CN104623725B (zh) * | 2014-12-31 | 2017-01-18 | 深圳清华大学研究院 | 生物粘合剂及其制备方法 |
-
2015
- 2015-05-21 FR FR1554583A patent/FR3036288B1/fr active Active
-
2016
- 2016-05-20 US US15/575,678 patent/US11207443B2/en active Active
- 2016-05-20 WO PCT/FR2016/051211 patent/WO2016185153A1/fr not_active Ceased
- 2016-05-20 CN CN201680029436.0A patent/CN107771086B/zh active Active
- 2016-05-20 AU AU2016263552A patent/AU2016263552A1/en not_active Abandoned
- 2016-05-20 ES ES16732691T patent/ES2908874T3/es active Active
- 2016-05-20 CA CA2986308A patent/CA2986308A1/fr active Pending
- 2016-05-20 JP JP2017560619A patent/JP7019884B2/ja active Active
- 2016-05-20 EP EP16732691.7A patent/EP3297692B1/fr active Active
-
2021
- 2021-12-27 US US17/562,381 patent/US12239759B2/en active Active
-
2025
- 2025-01-27 US US19/037,365 patent/US20250170299A1/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| CN107771086B (zh) | 2021-11-05 |
| CA2986308A1 (fr) | 2016-11-24 |
| ES2908874T3 (es) | 2022-05-04 |
| US12239759B2 (en) | 2025-03-04 |
| JP7019884B2 (ja) | 2022-02-16 |
| FR3036288B1 (fr) | 2018-10-26 |
| FR3036288A1 (fr) | 2016-11-25 |
| US20250170299A1 (en) | 2025-05-29 |
| US20180280564A1 (en) | 2018-10-04 |
| EP3297692B1 (fr) | 2022-01-05 |
| WO2016185153A1 (fr) | 2016-11-24 |
| JP2018517477A (ja) | 2018-07-05 |
| EP3297692A1 (fr) | 2018-03-28 |
| US11207443B2 (en) | 2021-12-28 |
| CN107771086A (zh) | 2018-03-06 |
| US20220143264A1 (en) | 2022-05-12 |
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