JP2013500072A5 - - Google Patents
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- Publication number
- JP2013500072A5 JP2013500072A5 JP2012521803A JP2012521803A JP2013500072A5 JP 2013500072 A5 JP2013500072 A5 JP 2013500072A5 JP 2012521803 A JP2012521803 A JP 2012521803A JP 2012521803 A JP2012521803 A JP 2012521803A JP 2013500072 A5 JP2013500072 A5 JP 2013500072A5
- Authority
- JP
- Japan
- Prior art keywords
- coacervate
- group
- polyanion
- polycation
- adhesive
- 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.)
- Granted
Links
- 229920000447 polyanionic polymer Polymers 0.000 claims 26
- 239000000853 adhesive Substances 0.000 claims 24
- 230000001070 adhesive effect Effects 0.000 claims 24
- 238000004132 cross linking Methods 0.000 claims 20
- 239000003814 drug Substances 0.000 claims 12
- 125000003118 aryl group Chemical group 0.000 claims 10
- 210000000988 bone and bone Anatomy 0.000 claims 10
- 238000004519 manufacturing process Methods 0.000 claims 10
- 239000002131 composite material Substances 0.000 claims 6
- 229920000058 polyacrylate Polymers 0.000 claims 6
- 150000001875 compounds Chemical class 0.000 claims 5
- 239000003999 initiator Substances 0.000 claims 5
- 239000000758 substrate Substances 0.000 claims 5
- 239000003795 chemical substances by application Substances 0.000 claims 4
- 229940079593 drug Drugs 0.000 claims 4
- 230000000269 nucleophilic effect Effects 0.000 claims 4
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 claims 4
- 210000001519 tissue Anatomy 0.000 claims 4
- 125000003277 amino group Chemical group 0.000 claims 3
- 239000004053 dental implant Substances 0.000 claims 3
- 239000007800 oxidant agent Substances 0.000 claims 3
- 230000001590 oxidative effect Effects 0.000 claims 3
- 229920000642 polymer Polymers 0.000 claims 3
- 108090000623 proteins and genes Proteins 0.000 claims 3
- 102000004169 proteins and genes Human genes 0.000 claims 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims 2
- 108010010803 Gelatin Proteins 0.000 claims 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims 2
- 229920000388 Polyphosphate Polymers 0.000 claims 2
- 238000004873 anchoring Methods 0.000 claims 2
- 239000012867 bioactive agent Substances 0.000 claims 2
- 210000004204 blood vessel Anatomy 0.000 claims 2
- 150000001768 cations Chemical class 0.000 claims 2
- 229920000159 gelatin Polymers 0.000 claims 2
- 239000008273 gelatin Substances 0.000 claims 2
- 235000019322 gelatine Nutrition 0.000 claims 2
- 235000011852 gelatine desserts Nutrition 0.000 claims 2
- 125000002883 imidazolyl group Chemical group 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 229920005615 natural polymer Polymers 0.000 claims 2
- 229930014626 natural product Natural products 0.000 claims 2
- 239000003505 polymerization initiator Substances 0.000 claims 2
- 238000006116 polymerization reaction Methods 0.000 claims 2
- 239000001205 polyphosphate Substances 0.000 claims 2
- 235000011176 polyphosphates Nutrition 0.000 claims 2
- 230000005855 radiation Effects 0.000 claims 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims 1
- VALXVSHDOMUUIC-UHFFFAOYSA-N 2-methylprop-2-enoic acid;phosphoric acid Chemical compound OP(O)(O)=O.CC(=C)C(O)=O VALXVSHDOMUUIC-UHFFFAOYSA-N 0.000 claims 1
- UDXXYUDJOHIIDZ-UHFFFAOYSA-N 2-phosphonooxyethyl prop-2-enoate Chemical compound OP(O)(=O)OCCOC(=O)C=C UDXXYUDJOHIIDZ-UHFFFAOYSA-N 0.000 claims 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical group NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims 1
- 102000008186 Collagen Human genes 0.000 claims 1
- 108010035532 Collagen Proteins 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- WTDRDQBEARUVNC-LURJTMIESA-N L-DOPA Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C(O)=C1 WTDRDQBEARUVNC-LURJTMIESA-N 0.000 claims 1
- 208000034693 Laceration Diseases 0.000 claims 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical group OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims 1
- 102000007056 Recombinant Fusion Proteins Human genes 0.000 claims 1
- 108010008281 Recombinant Fusion Proteins Proteins 0.000 claims 1
- 150000001336 alkenes Chemical group 0.000 claims 1
- 125000003282 alkyl amino group Chemical group 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- 125000000129 anionic group Chemical group 0.000 claims 1
- 230000017531 blood circulation Effects 0.000 claims 1
- 125000005619 boric acid group Chemical group 0.000 claims 1
- 125000005620 boronic acid group Chemical group 0.000 claims 1
- 125000002843 carboxylic acid group Chemical group 0.000 claims 1
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical group OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 claims 1
- 229920001436 collagen Polymers 0.000 claims 1
- 125000004185 ester group Chemical group 0.000 claims 1
- 125000003916 ethylene diamine group Chemical group 0.000 claims 1
- 239000012634 fragment Substances 0.000 claims 1
- 150000004676 glycans Chemical class 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 125000001072 heteroaryl group Chemical group 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 230000005764 inhibitory process Effects 0.000 claims 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical group CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims 1
- 102000035118 modified proteins Human genes 0.000 claims 1
- 108091005573 modified proteins Proteins 0.000 claims 1
- NQIMONOHVBBZKE-UHFFFAOYSA-N n-[2-(3,4-dihydroxyphenyl)ethyl]-2-methylprop-2-enamide Chemical compound CC(=C)C(=O)NCCC1=CC=C(O)C(O)=C1 NQIMONOHVBBZKE-UHFFFAOYSA-N 0.000 claims 1
- 230000003647 oxidation Effects 0.000 claims 1
- 238000007254 oxidation reaction Methods 0.000 claims 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N phosphonic acid group Chemical group P(O)(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims 1
- WDHYRUBXLGOLKR-UHFFFAOYSA-N phosphoric acid;prop-2-enoic acid Chemical compound OC(=O)C=C.OP(O)(O)=O WDHYRUBXLGOLKR-UHFFFAOYSA-N 0.000 claims 1
- 229920000768 polyamine Polymers 0.000 claims 1
- 229920000137 polyphosphoric acid Polymers 0.000 claims 1
- 229920001282 polysaccharide Polymers 0.000 claims 1
- 239000005017 polysaccharide Substances 0.000 claims 1
- 230000002441 reversible effect Effects 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-L sulfate group Chemical group S(=O)(=O)([O-])[O-] QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims 1
- 125000000542 sulfonic acid group Chemical group 0.000 claims 1
- 239000002407 tissue scaffold Substances 0.000 claims 1
- 229920001567 vinyl ester resin Chemical group 0.000 claims 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US12/508,280 US8283384B2 (en) | 2008-01-24 | 2009-07-23 | Adhesive complex coacervates and methods of making and using thereof |
| US12/508,280 | 2009-07-23 | ||
| PCT/US2010/043009 WO2011011658A1 (en) | 2009-07-23 | 2010-07-23 | Adhesive complex coacervates and methods of making and using thereof |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2013500072A JP2013500072A (ja) | 2013-01-07 |
| JP2013500072A5 true JP2013500072A5 (enExample) | 2013-09-12 |
| JP5928825B2 JP5928825B2 (ja) | 2016-06-01 |
Family
ID=43499829
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012521803A Active JP5928825B2 (ja) | 2009-07-23 | 2010-07-23 | 接着複合コアセルベートならびにそれを作製および使用する方法 |
Country Status (7)
| Country | Link |
|---|---|
| US (3) | US8283384B2 (enExample) |
| EP (1) | EP2456466B1 (enExample) |
| JP (1) | JP5928825B2 (enExample) |
| CN (1) | CN102548581A (enExample) |
| AU (1) | AU2010275504A1 (enExample) |
| CA (1) | CA2768501A1 (enExample) |
| WO (1) | WO2011011658A1 (enExample) |
Families Citing this family (65)
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| KR101540752B1 (ko) | 2008-01-24 | 2015-07-31 | 유타대학연구재단 | 접착성 복합 코아세르베이트 및 그 제조 방법 및 사용 방법 |
| US8283384B2 (en) | 2008-01-24 | 2012-10-09 | University Of Utah Research Foundation | Adhesive complex coacervates and methods of making and using thereof |
| US8232327B2 (en) * | 2008-11-12 | 2012-07-31 | Howmedia Osteonics Corp | Tetra calcium phosphate based organophosphorus compositions and methods |
| JP2012526155A (ja) * | 2009-08-25 | 2012-10-25 | ポステック アカデミー−インダストリー ファンデーション | イガイ接着蛋白質またはその変異体に陰イオン性高分子が含まれたコアセルベート |
| WO2011106595A1 (en) * | 2010-02-26 | 2011-09-01 | University Of Utah Research Foundation | Adhesive complex coacervates produced from electrostatically associated block copolymers and methods for making and using the same |
| US9119605B2 (en) | 2010-05-06 | 2015-09-01 | Zimmer, Inc. | Synthetic polymer adhesives and methods for making, using and delivering the same |
| EP2569342B1 (en) | 2010-05-11 | 2022-01-26 | Howmedica Osteonics Corp. | Organophosphorous, multivalent metal compounds,&polymer adhesive interpenetrating network compositions&methods |
| CN103025360A (zh) * | 2010-05-24 | 2013-04-03 | 犹他大学研究基金会 | 增强的粘合剂复合物凝聚层和其制备和使用方法 |
| EP2637708A2 (en) * | 2010-11-12 | 2013-09-18 | University of Utah Research Foundation | Simple adhesive coacervates and methods of making and using thereof |
| US8765189B2 (en) | 2011-05-13 | 2014-07-01 | Howmedica Osteonic Corp. | Organophosphorous and multivalent metal compound compositions and methods |
| WO2012177257A1 (en) * | 2011-06-23 | 2012-12-27 | National Cheng Kung University | Adhesive cell tissue gels |
| WO2013003400A1 (en) * | 2011-06-28 | 2013-01-03 | University Of Utah Research Foundation | Adhesive complex coacervates and methods of making and using thereof |
| CN109602944A (zh) | 2011-11-13 | 2019-04-12 | 克里斯龙公司 | 原位可交联的聚合物组合物及其方法 |
| US20140308364A1 (en) * | 2011-11-16 | 2014-10-16 | The University Of North Carolina At Chapel Hill | Gelatinous hydroxyapatite-nanocomposites |
| EP2798027A4 (en) * | 2011-11-28 | 2015-10-07 | Boxin Zhao | METHOD AND APPARATUS FOR COLLAGE ASSEMBLY IN AQUEOUS MEDIUM |
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| CN110373153B (zh) * | 2019-08-22 | 2021-04-06 | 中国科学院长春应用化学研究所 | 一种高粘合强度的生物粘合剂及其制备方法 |
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2009
- 2009-07-23 US US12/508,280 patent/US8283384B2/en active Active
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2010
- 2010-07-23 JP JP2012521803A patent/JP5928825B2/ja active Active
- 2010-07-23 CA CA2768501A patent/CA2768501A1/en not_active Abandoned
- 2010-07-23 WO PCT/US2010/043009 patent/WO2011011658A1/en not_active Ceased
- 2010-07-23 AU AU2010275504A patent/AU2010275504A1/en not_active Abandoned
- 2010-07-23 EP EP10802933.1A patent/EP2456466B1/en active Active
- 2010-07-23 CN CN2010800383973A patent/CN102548581A/zh active Pending
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2012
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2018
- 2018-03-12 US US15/918,423 patent/US10517987B2/en active Active
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