BRPI0612426A2 - composições dentais endurecìveis, método para preparar uma restauração dental e composto - Google Patents
composições dentais endurecìveis, método para preparar uma restauração dental e composto Download PDFInfo
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- BRPI0612426A2 BRPI0612426A2 BRPI0612426-7A BRPI0612426A BRPI0612426A2 BR PI0612426 A2 BRPI0612426 A2 BR PI0612426A2 BR PI0612426 A BRPI0612426 A BR PI0612426A BR PI0612426 A2 BRPI0612426 A2 BR PI0612426A2
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- meth
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- composition according
- dental
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- FZUGPQWGEGAKET-UHFFFAOYSA-N parbenate Chemical compound CCOC(=O)C1=CC=C(N(C)C)C=C1 FZUGPQWGEGAKET-UHFFFAOYSA-N 0.000 description 1
- 230000037361 pathway Effects 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 150000004968 peroxymonosulfuric acids Chemical class 0.000 description 1
- RPGWZZNNEUHDAQ-UHFFFAOYSA-N phenylphosphine Chemical compound PC1=CC=CC=C1 RPGWZZNNEUHDAQ-UHFFFAOYSA-N 0.000 description 1
- 239000005365 phosphate glass Substances 0.000 description 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N phosphonic acid group Chemical group P(O)(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- WDHYRUBXLGOLKR-UHFFFAOYSA-N phosphoric acid;prop-2-enoic acid Chemical class OC(=O)C=C.OP(O)(O)=O WDHYRUBXLGOLKR-UHFFFAOYSA-N 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
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- 229920001992 poloxamer 407 Polymers 0.000 description 1
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- 229920005862 polyol Polymers 0.000 description 1
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- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 230000002980 postoperative effect Effects 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000012716 precipitator Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- ARJOQCYCJMAIFR-UHFFFAOYSA-N prop-2-enoyl prop-2-enoate Chemical group C=CC(=O)OC(=O)C=C ARJOQCYCJMAIFR-UHFFFAOYSA-N 0.000 description 1
- QTECDUFMBMSHKR-UHFFFAOYSA-N prop-2-enyl prop-2-enoate Chemical compound C=CCOC(=O)C=C QTECDUFMBMSHKR-UHFFFAOYSA-N 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- QZEFLBCONQGWJJ-UHFFFAOYSA-N propan-2-one;prop-2-enamide Chemical compound CC(C)=O.CC(C)=O.NC(=O)C=C QZEFLBCONQGWJJ-UHFFFAOYSA-N 0.000 description 1
- BOQSSGDQNWEFSX-UHFFFAOYSA-N propan-2-yl 2-methylprop-2-enoate Chemical compound CC(C)OC(=O)C(C)=C BOQSSGDQNWEFSX-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 238000011321 prophylaxis Methods 0.000 description 1
- MUYIJHPQJTXCJE-UHFFFAOYSA-N propoxy dihydrogen phosphate Chemical compound CCCOOP(O)(O)=O MUYIJHPQJTXCJE-UHFFFAOYSA-N 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000007717 redox polymerization reaction Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000000395 remineralizing effect Effects 0.000 description 1
- 238000012552 review Methods 0.000 description 1
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- 238000004062 sedimentation Methods 0.000 description 1
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- 238000000926 separation method Methods 0.000 description 1
- 125000005372 silanol group Chemical group 0.000 description 1
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- 229910052710 silicon Inorganic materials 0.000 description 1
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- HQVNEWCFYHHQES-UHFFFAOYSA-N silicon nitride Chemical compound N12[Si]34N5[Si]62N3[Si]51N64 HQVNEWCFYHHQES-UHFFFAOYSA-N 0.000 description 1
- 229920002379 silicone rubber Polymers 0.000 description 1
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- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 229910052682 stishovite Inorganic materials 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical compound FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 150000003585 thioureas Chemical class 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 229910052905 tridymite Inorganic materials 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 125000005590 trimellitic acid group Chemical group 0.000 description 1
- 238000003828 vacuum filtration Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
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- 229940045860 white wax Drugs 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
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- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/80—Preparations for artificial teeth, for filling teeth or for capping teeth
- A61K6/884—Preparations for artificial teeth, for filling teeth or for capping teeth comprising natural or synthetic resins
- A61K6/887—Compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
Landscapes
- Health & Medical Sciences (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Plastic & Reconstructive Surgery (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Dental Preparations (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US67898605P | 2005-05-09 | 2005-05-09 | |
| US60/678,986 | 2005-05-09 | ||
| PCT/US2006/017833 WO2006122081A1 (en) | 2005-05-09 | 2006-05-09 | Dental compositions containing hybrid monomers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BRPI0612426A2 true BRPI0612426A2 (pt) | 2010-11-09 |
Family
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Family Applications (1)
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| BRPI0612426-7A BRPI0612426A2 (pt) | 2005-05-09 | 2006-05-09 | composições dentais endurecìveis, método para preparar uma restauração dental e composto |
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| EP (1) | EP1879543B1 (https=) |
| JP (1) | JP2008543743A (https=) |
| KR (1) | KR101330957B1 (https=) |
| CN (2) | CN102512329A (https=) |
| AU (1) | AU2006244182B2 (https=) |
| BR (1) | BRPI0612426A2 (https=) |
| CA (1) | CA2607695C (https=) |
| WO (1) | WO2006122081A1 (https=) |
Families Citing this family (48)
| Publication number | Priority date | Publication date | Assignee | Title |
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| JP2008535936A (ja) * | 2005-02-10 | 2008-09-04 | ザ リージェンツ オブ ザ ユニバーシティ オブ コロラド， ア ボディー コーポレイト | 架橋ポリマーにおける応力緩和 |
| US8877830B2 (en) | 2005-02-10 | 2014-11-04 | The Regents Of The University Of Colorado, A Body Corporate | Stress relief for crosslinked polymers |
| US8075307B2 (en) | 2007-09-28 | 2011-12-13 | Ultradent Products, Inc. | Polymerizable temporary coating methods and systems for intraoral devices |
| JP5179250B2 (ja) * | 2007-11-30 | 2013-04-10 | 富士フイルム株式会社 | 光記録用組成物およびホログラフィック記録媒体 |
| JP5236409B2 (ja) * | 2008-05-30 | 2013-07-17 | 富士フイルム株式会社 | 光記録用組成物、ホログラフィック記録媒体および情報記録再生方法 |
| BRPI0913521A2 (pt) * | 2008-09-04 | 2015-10-13 | 3M Innovative Properties Co | composição dental endurecível e artigo dental |
| BRPI0914427C8 (pt) | 2008-10-15 | 2018-07-24 | 3M Innovative Properties Co | composição dental endurecível |
| BRPI0914464A2 (pt) * | 2008-10-22 | 2015-10-27 | 3M Innovative Properties Co | "composição dentária endurecível, artigos dentários e monômero bifenil di(met)acrilato" |
| US9296846B2 (en) * | 2008-12-18 | 2016-03-29 | The Trustees Of The University Of Pennsylvania | Porous polymer coating for tooth whitening |
| JP2010246902A (ja) * | 2009-03-23 | 2010-11-04 | Fujifilm Corp | 眼内レンズ用硬化性樹脂組成物、眼内レンズ用材料、及び眼内レンズ |
| EP2552380B1 (en) | 2010-03-31 | 2019-04-24 | 3M Innovative Properties Company | Polymerizable isocyanurate monomers and dental compositions |
| RU2565414C2 (ru) | 2010-05-25 | 2015-10-20 | 3М Инновейтив Пропертиз Компани | Метод обработки поверхности частиц неорганического оксида, твердеющие стоматологические композиты, частицы с обработанной поверхностью и соединения для обработки поверхности |
| EP2444054A1 (en) * | 2010-10-19 | 2012-04-25 | Dentsply DeTrey GmbH | Dental composition |
| US8809446B2 (en) | 2010-12-15 | 2014-08-19 | Eastman Chemical Company | Substituted 3-oxopentanoates and their uses in coating compositions |
| US9029451B2 (en) | 2010-12-15 | 2015-05-12 | Eastman Chemical Company | Waterborne coating compositions that include 2,2,4-trimethyl-3-oxopentanoate esters as reactive coalescents |
| US8809447B2 (en) | 2010-12-15 | 2014-08-19 | Eastman Chemical Company | Acetoacetate-functional monomers and their uses in coating compositions |
| EP2675422B1 (en) | 2011-02-15 | 2020-09-30 | 3M Innovative Properties Company | Dental compositions comprising ethylenically unsaturated addition-fragmentation agent |
| WO2012112321A2 (en) | 2011-02-15 | 2012-08-23 | 3M Innovative Properties Company | Dental compositions comprising mixture of isocyanurate monomer and tricyclodecane monomer |
| US8431626B2 (en) | 2011-05-18 | 2013-04-30 | 3M Innovative Properties Company | Disulfide monomers comprising ethylenically unsaturated norbornyl groups suitable for dental compositions |
| US8455565B2 (en) | 2011-05-18 | 2013-06-04 | 3M Innovative Properties Company | Disulfide monomers comprising ethylenically unsaturated groups suitable for dental compositions |
| DE102011106816B9 (de) * | 2011-05-30 | 2018-05-30 | Kulzer Gmbh | Nach Härtung bruchresistentes Prothesenbasismaterial, erhalten aus autopolymerisierenden oder kaltpolymerisierenden Zusammensetzungen |
| EP2726049B1 (en) | 2011-06-29 | 2022-08-17 | 3M Innovative Properties Company | Dental compositions comprising a fatty mono(meth)acrylate |
| US9758597B2 (en) | 2011-08-05 | 2017-09-12 | The Regents Of The University Of Colorado, A Body Corporate | Reducing polymerization-induced shrinkage stress by reversible addition-fragmentation chain transfer |
| WO2013028397A2 (en) | 2011-08-23 | 2013-02-28 | 3M Innovative Properties Company | Dental compositions comprising addition-fragmentation agents |
| CN102827500B (zh) * | 2012-07-16 | 2015-09-16 | 长兴（中国）投资有限公司 | 一种抗刮且耐磨的组合物及其制备方法和应用 |
| JP6351608B2 (ja) | 2012-11-12 | 2018-07-04 | スリーエム イノベイティブ プロパティズ カンパニー | 付加開裂剤を含む歯科用組成物 |
| WO2014099317A1 (en) | 2012-12-17 | 2014-06-26 | 3M Innovative Properties Company | Addition-fragmentation oligomers |
| CN105051007B (zh) | 2013-03-20 | 2020-03-13 | 3M创新有限公司 | 高折射率加成-断裂剂 |
| EP2986269A1 (en) | 2013-04-15 | 2016-02-24 | 3M Innovative Properties Company | Dental composition containing high refractive index monomers |
| EP3046962B1 (en) | 2013-09-20 | 2018-05-23 | 3M Innovative Properties Company | Trithiocarbonate-containing addition-fragmentation agents |
| CN105683257B (zh) | 2013-10-16 | 2018-02-13 | 3M创新有限公司 | 包含烯丙基二硫化物的加成‑断裂低聚物 |
| US9730864B2 (en) | 2014-02-18 | 2017-08-15 | 3M Innovative Properties Company | Addition-fragmentation oligomers having high refractive index groups |
| DE102014219218A1 (de) * | 2014-09-24 | 2016-03-24 | Mühlbauer Technology Gmbh | Polymerisierbares Dentalmaterial |
| US10479848B2 (en) | 2015-02-20 | 2019-11-19 | 3M Innovative Properties Company | Addition-fragmentation oligomers |
| EP3246001B1 (en) * | 2016-05-19 | 2023-03-29 | DENTSPLY DETREY GmbH | Dental composition |
| WO2017078883A1 (en) | 2015-11-06 | 2017-05-11 | 3M Innovative Properties Company | Redox polymerizable composition with photolabile transition metal complexes |
| CN108348404B (zh) | 2015-11-06 | 2021-06-08 | 3M创新有限公司 | 利用光不稳定过渡金属络合物的氧化还原可聚合牙科用组合物 |
| WO2017095704A1 (en) | 2015-12-03 | 2017-06-08 | 3M Innovative Properties Company | Redox polymerizable composition with photolabile reducing agents |
| EP3411006A1 (en) | 2016-02-05 | 2018-12-12 | 3M Innovative Properties Company | Dental compositions comprising nanoparticles providing a refractive index differential between polymerizable resin and filler |
| US10968197B2 (en) | 2016-10-20 | 2021-04-06 | 3M Innovative Properties Company | Photoinitiators with protected carbonyl group |
| CN108186371B (zh) * | 2018-02-05 | 2020-09-22 | 上海御齿台医疗科技有限公司 | 安全种植牙用粘合剂及其制备方法 |
| EP3610824B1 (en) * | 2018-08-14 | 2021-11-24 | DENTSPLY SIRONA Inc. | Dental prosthesis |
| EP3864002B1 (en) | 2018-10-09 | 2023-12-27 | 3M Innovative Properties Company | Addition-fragmentation agent with pendent amine groups |
| US10898415B2 (en) | 2019-01-02 | 2021-01-26 | Kerr Corporation | Fillers for dental restorative materials |
| EP3932383B1 (de) * | 2020-07-03 | 2022-08-24 | Ivoclar Vivadent AG | Komposite mit verringerter polymerisationsschrumpfungsspannung |
| US12404419B2 (en) | 2020-11-05 | 2025-09-02 | 3M Innovative Properties Company | Imide addition-fragmentation agents |
| EP4444809A1 (en) | 2021-12-06 | 2024-10-16 | 3M Innovative Properties Company | Adhesives comprising cyclic imide addition-fragmentation and adhesion agents |
| WO2023105315A1 (en) | 2021-12-06 | 2023-06-15 | 3M Innovative Properties Company | Dental compositions |
Family Cites Families (58)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1569021A (en) | 1976-03-17 | 1980-06-11 | Kuraray Co | Adhesive cementing agents containing partial phosphonic orphosphonic acid esters |
| DE2830927A1 (de) | 1978-07-14 | 1980-01-31 | Basf Ag | Acylphosphinoxidverbindungen und ihre verwendung |
| DE2909994A1 (de) | 1979-03-14 | 1980-10-02 | Basf Ag | Acylphosphinoxidverbindungen, ihre herstellung und verwendung |
| DE2909992A1 (de) | 1979-03-14 | 1980-10-02 | Basf Ag | Photopolymerisierbare aufzeichnungsmassen, insbesondere zur herstellung von druckplatten und reliefformen |
| US4695251A (en) | 1980-04-07 | 1987-09-22 | Minnesota Mining And Manufacturing Company | Orthodontic bracket adhesive and abrasive for removal thereof |
| US4356296A (en) | 1981-02-25 | 1982-10-26 | The United States Of America As Represented By The Secretary Of The Navy | Fluorinated diacrylic esters and polymers therefrom |
| US4539382A (en) | 1981-07-29 | 1985-09-03 | Kuraray Co., Ltd. | Adhesive composition |
| JPS59135272A (ja) | 1983-01-21 | 1984-08-03 | Kuraray Co Ltd | 接着剤 |
| US4503169A (en) | 1984-04-19 | 1985-03-05 | Minnesota Mining And Manufacturing Company | Radiopaque, low visual opacity dental composites containing non-vitreous microparticles |
| GR852068B (https=) | 1984-08-30 | 1985-12-24 | Johnson & Johnson Dental Prod | |
| DE3443221A1 (de) | 1984-11-27 | 1986-06-05 | ESPE Fabrik pharmazeutischer Präparate GmbH, 8031 Seefeld | Bisacylphosphinoxide, ihre herstellung und verwendung |
| US4642126A (en) | 1985-02-11 | 1987-02-10 | Norton Company | Coated abrasives with rapidly curable adhesives and controllable curvature |
| DE3516257A1 (de) | 1985-05-07 | 1986-11-13 | Bayer Ag, 5090 Leverkusen | (meth)-acrylsaeureester und ihre verwendung |
| DE3516256A1 (de) | 1985-05-07 | 1986-11-13 | Bayer Ag, 5090 Leverkusen | (meth)-acrylsaeureester und ihre verwendung |
| US4648843A (en) | 1985-07-19 | 1987-03-10 | Minnesota Mining And Manufacturing Company | Method of dental treatment using poly(ethylenically unsaturated) carbamoyl isocyanurates and dental materials made therewith |
| US4652274A (en) | 1985-08-07 | 1987-03-24 | Minnesota Mining And Manufacturing Company | Coated abrasive product having radiation curable binder |
| DE3536076A1 (de) | 1985-10-09 | 1987-04-09 | Muehlbauer Ernst Kg | Polymerisierbare zementmischungen |
| CA1323949C (en) | 1987-04-02 | 1993-11-02 | Michael C. Palazzotto | Ternary photoinitiator system for addition polymerization |
| AU618772B2 (en) | 1987-12-30 | 1992-01-09 | Minnesota Mining And Manufacturing Company | Photocurable ionomer cement systems |
| US5076844A (en) | 1988-12-10 | 1991-12-31 | Goldschmidt AG & GDF Gesellschaft fur Dentale Forschung u. Innovationen GmbH | Perfluoroalkyl group-containing (meth-)acrylate esters, their synthesis and use in dental technology |
| DE3844619A1 (de) | 1988-12-10 | 1990-07-12 | Goldschmidt Ag Th | Verwendung von perfluoroalkylgruppen aufweisenden (meth-)acrylsaeureestern in der dentaltechnik |
| US5154762A (en) | 1991-05-31 | 1992-10-13 | Minnesota Mining And Manufacturing Company | Universal water-based medical and dental cement |
| DE69329392T2 (de) | 1992-12-22 | 2001-01-04 | Commonwealth Scientific And Industrial Research Organisation, Campbell | Neue ringöffnende monomere |
| US5530038A (en) | 1993-08-02 | 1996-06-25 | Sun Medical Co., Ltd. | Primer composition and curable composition |
| JP3701699B2 (ja) * | 1994-02-04 | 2005-10-05 | 株式会社松風 | （メタ）アクリル酸エステル誘導体 |
| US5501727A (en) | 1994-02-28 | 1996-03-26 | Minnesota Mining And Manufacturing Company | Color stability of dental compositions containing metal complexed ascorbic acid |
| EP0712622B1 (en) | 1994-11-21 | 1999-09-01 | Tokuyama Corporation | Dental composition and kit |
| AUPN023294A0 (en) | 1994-12-22 | 1995-01-27 | Commonwealth Scientific And Industrial Research Organisation | Polymerisable monomers and polymers |
| FR2759369B1 (fr) * | 1997-02-13 | 1999-04-02 | Essilor Int | Nouveaux monomeres mono(thio)(meth)acrylates, composes intermediaires pour la synthese de ces monomeres, compositions polymerisables et polymeres obtenus et leurs applications optiques et ophtalmiques |
| US6030606A (en) | 1998-06-22 | 2000-02-29 | 3M Innovative Properties Company | Dental restoratives comprising Bis-EMA6 |
| US6669927B2 (en) | 1998-11-12 | 2003-12-30 | 3M Innovative Properties Company | Dental compositions |
| SE9904080D0 (sv) | 1998-12-03 | 1999-11-11 | Ciba Sc Holding Ag | Fotoinitiatorberedning |
| DE19860361A1 (de) | 1998-12-24 | 2000-06-29 | Espe Dental Ag | Vernetzbare Monomere auf Cyclosiloxanbasis, deren Herstellung und deren Verwendung in polymerisierbaren Massen |
| DE19860364C2 (de) | 1998-12-24 | 2001-12-13 | 3M Espe Ag | Polymerisierbare Dentalmassen auf der Basis von zur Aushärtung befähigten Siloxanverbindungen, deren Verwendung und Herstellung |
| JP4637994B2 (ja) | 1999-03-31 | 2011-02-23 | クラレメディカル株式会社 | 歯科用接着剤 |
| TWI284540B (en) | 1999-05-13 | 2007-08-01 | Kuraray Co | Bonding composition suitable to tooth tissue |
| DE19934407A1 (de) | 1999-07-22 | 2001-01-25 | Espe Dental Ag | Hydrolysierbare und polymerisierbare Silane mit geringer Viskosität und deren Verwendung |
| DE19943712C1 (de) * | 1999-09-08 | 2001-05-17 | Ivoclar Ag Schaan | Hydrolysierbare und polymerisierbare Silane auf der Basis von Methylendithiepan |
| US6572693B1 (en) | 1999-10-28 | 2003-06-03 | 3M Innovative Properties Company | Aesthetic dental materials |
| AU3505400A (en) | 1999-10-28 | 2001-05-08 | 3M Innovative Properties Company | Dental materials with nano-sized silica particles |
| US6387981B1 (en) | 1999-10-28 | 2002-05-14 | 3M Innovative Properties Company | Radiopaque dental materials with nano-sized particles |
| US6730156B1 (en) | 1999-10-28 | 2004-05-04 | 3M Innovative Properties Company | Clustered particle dental fillers |
| DE10026432A1 (de) | 2000-05-29 | 2002-02-14 | 3M Espe Ag | Präpolymere (Meth)acrylate mit polycyclischen oder aromatischen Segmenten |
| KR100453344B1 (ko) * | 2000-09-22 | 2004-10-20 | 미쯔이카가쿠 가부시기가이샤 | 아크릴산 에스테르화합물 및 그 용도 |
| US7173074B2 (en) | 2001-12-29 | 2007-02-06 | 3M Innovative Properties Company | Composition containing a polymerizable reducing agent, kit, and method |
| US6765036B2 (en) | 2002-01-15 | 2004-07-20 | 3M Innovative Properties Company | Ternary photoinitiator system for cationically polymerizable resins |
| US7393882B2 (en) | 2002-01-31 | 2008-07-01 | 3M Innovative Properties Company | Dental pastes, dental articles, and methods |
| US6982288B2 (en) | 2002-04-12 | 2006-01-03 | 3M Innovative Properties Company | Medical compositions containing an ionic salt, kits, and methods |
| US20040206932A1 (en) | 2002-12-30 | 2004-10-21 | Abuelyaman Ahmed S. | Compositions including polymerizable bisphosphonic acids and methods |
| US20040151691A1 (en) | 2003-01-30 | 2004-08-05 | Oxman Joel D. | Hardenable thermally responsive compositions |
| US7090722B2 (en) | 2004-05-17 | 2006-08-15 | 3M Innovative Properties Company | Acid-reactive dental fillers, compositions, and methods |
| US7090721B2 (en) | 2004-05-17 | 2006-08-15 | 3M Innovative Properties Company | Use of nanoparticles to adjust refractive index of dental compositions |
| US7156911B2 (en) | 2004-05-17 | 2007-01-02 | 3M Innovative Properties Company | Dental compositions containing nanofillers and related methods |
| US7649029B2 (en) | 2004-05-17 | 2010-01-19 | 3M Innovative Properties Company | Dental compositions containing nanozirconia fillers |
| EP1784155B1 (en) | 2004-08-11 | 2011-09-28 | 3M Innovative Properties Company | Self-adhesive compositions including a plurality of acidic compounds |
| AU2006244175A1 (en) | 2005-05-09 | 2006-11-16 | 3M Innovative Properties Company | Hardenable dental compositions with low polymerization shrinkage |
| US7495054B2 (en) * | 2005-09-19 | 2009-02-24 | 3M Innovative Properties Company | Curable compositions containing dithiane monomers |
| DE502006003930D1 (de) * | 2006-02-24 | 2009-07-23 | Ivoclar Vivadent Ag | Dentalmaterialien auf der Basis von multicyclischen Allylsulfiden |
-
2006
- 2006-05-09 CN CN2011104312155A patent/CN102512329A/zh active Pending
- 2006-05-09 CA CA2607695A patent/CA2607695C/en not_active Expired - Fee Related
- 2006-05-09 WO PCT/US2006/017833 patent/WO2006122081A1/en not_active Ceased
- 2006-05-09 CN CNA2006800249520A patent/CN101217927A/zh active Pending
- 2006-05-09 JP JP2008511256A patent/JP2008543743A/ja active Pending
- 2006-05-09 KR KR1020077026041A patent/KR101330957B1/ko not_active Expired - Fee Related
- 2006-05-09 BR BRPI0612426-7A patent/BRPI0612426A2/pt not_active Application Discontinuation
- 2006-05-09 AU AU2006244182A patent/AU2006244182B2/en not_active Ceased
- 2006-05-09 EP EP06752426A patent/EP1879543B1/en not_active Expired - Lifetime
- 2006-05-09 US US11/912,949 patent/US7888400B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| AU2006244182B2 (en) | 2012-02-02 |
| WO2006122081A1 (en) | 2006-11-16 |
| CA2607695C (en) | 2013-12-24 |
| CN101217927A (zh) | 2008-07-09 |
| CN102512329A (zh) | 2012-06-27 |
| EP1879543B1 (en) | 2012-11-21 |
| US7888400B2 (en) | 2011-02-15 |
| JP2008543743A (ja) | 2008-12-04 |
| EP1879543A1 (en) | 2008-01-23 |
| AU2006244182A1 (en) | 2006-11-16 |
| CA2607695A1 (en) | 2006-11-16 |
| KR20080013898A (ko) | 2008-02-13 |
| KR101330957B1 (ko) | 2013-11-18 |
| US20080194722A1 (en) | 2008-08-14 |
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