JP5455378B2 - 歯科分野で使用可能なプラスチック成形部材を製造するための材料 - Google Patents
歯科分野で使用可能なプラスチック成形部材を製造するための材料 Download PDFInfo
- Publication number
- JP5455378B2 JP5455378B2 JP2008557726A JP2008557726A JP5455378B2 JP 5455378 B2 JP5455378 B2 JP 5455378B2 JP 2008557726 A JP2008557726 A JP 2008557726A JP 2008557726 A JP2008557726 A JP 2008557726A JP 5455378 B2 JP5455378 B2 JP 5455378B2
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- Prior art keywords
- initiator
- polymerization
- cuvette
- mixture
- component
- 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.)
- Expired - Fee Related
Links
- 239000000463 material Substances 0.000 title claims description 41
- 238000004519 manufacturing process Methods 0.000 title claims description 9
- 239000004033 plastic Substances 0.000 title description 14
- 229920003023 plastic Polymers 0.000 title description 14
- 239000003999 initiator Substances 0.000 claims description 62
- 238000000034 method Methods 0.000 claims description 55
- 238000006116 polymerization reaction Methods 0.000 claims description 43
- 229920000642 polymer Polymers 0.000 claims description 40
- 239000000203 mixture Substances 0.000 claims description 33
- 230000008569 process Effects 0.000 claims description 13
- 239000000843 powder Substances 0.000 claims description 12
- 238000000586 desensitisation Methods 0.000 claims description 11
- 238000002347 injection Methods 0.000 claims description 11
- 239000007924 injection Substances 0.000 claims description 11
- 238000002156 mixing Methods 0.000 claims description 10
- 229920001187 thermosetting polymer Polymers 0.000 claims description 10
- 239000007788 liquid Substances 0.000 claims description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 8
- 239000013543 active substance Substances 0.000 claims description 7
- 238000005538 encapsulation Methods 0.000 claims description 6
- 239000012190 activator Substances 0.000 claims description 5
- 238000010438 heat treatment Methods 0.000 claims description 5
- 238000000926 separation method Methods 0.000 claims description 4
- 230000000379 polymerizing effect Effects 0.000 claims 1
- 239000000178 monomer Substances 0.000 description 26
- 239000011049 pearl Substances 0.000 description 13
- 239000002245 particle Substances 0.000 description 9
- 150000002978 peroxides Chemical class 0.000 description 9
- 238000002360 preparation method Methods 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 8
- 239000000945 filler Substances 0.000 description 8
- 238000001723 curing Methods 0.000 description 7
- 238000012545 processing Methods 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- 230000008901 benefit Effects 0.000 description 6
- 239000000049 pigment Substances 0.000 description 6
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 5
- 238000011049 filling Methods 0.000 description 5
- 230000000977 initiatory effect Effects 0.000 description 5
- 238000003860 storage Methods 0.000 description 5
- 238000012719 thermal polymerization Methods 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
- 235000019400 benzoyl peroxide Nutrition 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 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 description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 2
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 2
- 230000004913 activation Effects 0.000 description 2
- -1 azo compound Chemical class 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 229930006711 bornane-2,3-dione Natural products 0.000 description 2
- 239000002775 capsule Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000003607 modifier Substances 0.000 description 2
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 2
- 239000004926 polymethyl methacrylate Substances 0.000 description 2
- 238000010526 radical polymerization reaction Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 230000008961 swelling Effects 0.000 description 2
- 229920001169 thermoplastic Polymers 0.000 description 2
- 239000004416 thermosoftening plastic Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- MFEWNFVBWPABCX-UHFFFAOYSA-N 1,1,2,2-tetraphenylethane-1,2-diol Chemical compound C=1C=CC=CC=1C(C(O)(C=1C=CC=CC=1)C=1C=CC=CC=1)(O)C1=CC=CC=C1 MFEWNFVBWPABCX-UHFFFAOYSA-N 0.000 description 1
- KCWWCWMGJOWTMY-UHFFFAOYSA-N 1-benzyl-5-phenyl-1,3-diazinane-2,4,6-trione Chemical compound O=C1C(C=2C=CC=CC=2)C(=O)NC(=O)N1CC1=CC=CC=C1 KCWWCWMGJOWTMY-UHFFFAOYSA-N 0.000 description 1
- DNZPLHRZXUJATK-UHFFFAOYSA-N 2-sulfanylidene-5-[[5-[2-(trifluoromethyl)phenyl]furan-2-yl]methyl]-1,3-diazinane-4,6-dione Chemical compound FC(F)(F)C1=CC=CC=C1C(O1)=CC=C1CC1C(=O)NC(=S)NC1=O DNZPLHRZXUJATK-UHFFFAOYSA-N 0.000 description 1
- YDIYEOMDOWUDTJ-UHFFFAOYSA-N 4-(dimethylamino)benzoic acid Chemical compound CN(C)C1=CC=C(C(O)=O)C=C1 YDIYEOMDOWUDTJ-UHFFFAOYSA-N 0.000 description 1
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 1
- XRUKRHLZDVJJSX-UHFFFAOYSA-N 4-cyanopentanoic acid Chemical compound N#CC(C)CCC(O)=O XRUKRHLZDVJJSX-UHFFFAOYSA-N 0.000 description 1
- QSJXEFYPDANLFS-UHFFFAOYSA-N Diacetyl Chemical group CC(=O)C(C)=O QSJXEFYPDANLFS-UHFFFAOYSA-N 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- 206010037660 Pyrexia Diseases 0.000 description 1
- 244000028419 Styrax benzoin Species 0.000 description 1
- 235000000126 Styrax benzoin Nutrition 0.000 description 1
- 235000008411 Sumatra benzointree Nutrition 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000005273 aeration Methods 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- 229940125717 barbiturate Drugs 0.000 description 1
- HNYOPLTXPVRDBG-UHFFFAOYSA-N barbituric acid Chemical compound O=C1CC(=O)NC(=O)N1 HNYOPLTXPVRDBG-UHFFFAOYSA-N 0.000 description 1
- 229960002130 benzoin Drugs 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 239000004568 cement Substances 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 210000003679 cervix uteri Anatomy 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000001311 chemical methods and process Methods 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 238000005354 coacervation Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 239000003479 dental cement Substances 0.000 description 1
- 239000011350 dental composite resin Substances 0.000 description 1
- 239000005548 dental material Substances 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- ISAOCJYIOMOJEB-UHFFFAOYSA-N desyl alcohol Natural products C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- MKVYSRNJLWTVIK-UHFFFAOYSA-N ethyl carbamate;2-methylprop-2-enoic acid Chemical compound CCOC(N)=O.CC(=C)C(O)=O.CC(=C)C(O)=O MKVYSRNJLWTVIK-UHFFFAOYSA-N 0.000 description 1
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 1
- 230000009969 flowable effect Effects 0.000 description 1
- 125000002541 furyl group Chemical group 0.000 description 1
- 235000019382 gum benzoic Nutrition 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 238000000016 photochemical curing Methods 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical class OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 230000008092 positive effect Effects 0.000 description 1
- 238000012805 post-processing Methods 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 239000011253 protective coating Substances 0.000 description 1
- 238000003847 radiation curing Methods 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000008439 repair process Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- BUUPQKDIAURBJP-UHFFFAOYSA-N sulfinic acid Chemical compound OS=O BUUPQKDIAURBJP-UHFFFAOYSA-N 0.000 description 1
- 238000006557 surface reaction Methods 0.000 description 1
- 230000002123 temporal effect Effects 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 238000001029 thermal curing Methods 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S525/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S525/902—Core-shell
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)
- Graft Or Block Polymers (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102006010075.1 | 2006-03-04 | ||
| DE102006010075A DE102006010075B4 (de) | 2006-03-04 | 2006-03-04 | Verfahren zur Herstellung von im Dentalbereich einsetzbaren Kunststoffformteilen |
| PCT/EP2007/051975 WO2007099158A2 (de) | 2006-03-04 | 2007-03-02 | Material zur herstellung von im dentalbereich einsetzbaren kunststoffformteilen |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2009529021A JP2009529021A (ja) | 2009-08-13 |
| JP2009529021A5 JP2009529021A5 (https=) | 2013-04-25 |
| JP5455378B2 true JP5455378B2 (ja) | 2014-03-26 |
Family
ID=38316649
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008557726A Expired - Fee Related JP5455378B2 (ja) | 2006-03-04 | 2007-03-02 | 歯科分野で使用可能なプラスチック成形部材を製造するための材料 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US8067482B2 (https=) |
| EP (3) | EP3090724B1 (https=) |
| JP (1) | JP5455378B2 (https=) |
| DE (1) | DE102006010075B4 (https=) |
| WO (1) | WO2007099158A2 (https=) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102007032836A1 (de) * | 2007-07-12 | 2009-01-15 | Evonik Röhm Gmbh | Emulsionspolymerisat enthaltend Aktivatoren, Verfahren zu dessen Herstellung sowie dessen Verwendung in Zwei- oder Mehrkomponentensystemen |
| DE102008056293A1 (de) | 2008-11-07 | 2010-09-02 | Retec Kunststofftechnik Gmbh | Polymerisierbares Mehrkomponenten-Prothesenausgangsmaterial, insbesondere für Dentalprothesen |
| DE102009029786B3 (de) | 2009-06-18 | 2010-09-30 | Heraeus Kulzer Gmbh | Behälter enthaltend den PMMA-Pulveranteil eines Zweikomponentensystems aus PMMA-Pulverkomponente und MMA-Monomerkomponente sowie Verwendungen derartiger Behälter |
| ES2723399T3 (es) | 2015-09-28 | 2019-08-27 | Coltene/Whaledent Ag | Procedimiento para producir bloques odontológicos de material compuesto |
Family Cites Families (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE940493C (de) | 1952-12-06 | 1956-03-22 | Bayer Ag | Verfahren zur Herstellung von geformten Koerpern, insbesondere Zahnprothesen |
| DE1544924C3 (de) * | 1965-10-22 | 1974-02-14 | Bayer Ag, 5090 Leverkusen | Verfahren zur Herstellung von Dentalformkörpern |
| DE2408640A1 (de) | 1973-03-02 | 1974-09-12 | Dentsply Int Inc | Acrylpolymermischungen |
| DE2312934C3 (de) * | 1973-03-15 | 1980-01-24 | Et. Dentaire Ivoclar, Schaan (Liechtenstein) | Verfahren und Vorrichtung zur Herstellung von Dentalprothesen aus Kunststoff |
| DE2403211C3 (de) | 1974-01-23 | 1981-12-24 | Etablissement Dentaire Ivoclar, Schaan | Werkstoff für Dentalzwecke |
| US4284551A (en) * | 1979-11-30 | 1981-08-18 | American Dental Association Health Foundation | Tertiary aromatic amine accelerators derived from para-aminophenethanol |
| JPH04187609A (ja) * | 1990-11-22 | 1992-07-06 | Nikkiso Co Ltd | 歯科用複合材料 |
| US5154762A (en) * | 1991-05-31 | 1992-10-13 | Minnesota Mining And Manufacturing Company | Universal water-based medical and dental cement |
| DE19706064C2 (de) | 1997-02-17 | 1999-04-08 | Schmidt Karl Heinz Dr | Plastische aushärtbare Einkomponentenmasse, insbesondere zur Herstellung von Zahnprothesen |
| US6605651B1 (en) * | 1998-09-09 | 2003-08-12 | Biomat Sciences, Inc. | Curing methods and material compositions having dental and other applications |
| DE19841342A1 (de) * | 1998-09-10 | 2000-04-20 | Merck Patent Gmbh | Neue Reaktivsysteme aus polymerisierbaren Monomeren , die Peroxide und stabilisierten Boralkylverbindungen enthalten |
| DE19919581A1 (de) | 1999-04-29 | 2000-11-02 | Espe Dental Ag | Dentalmaterialien, Verfahren zu ihrer Aushärtung und deren Verwendung |
| DE19941829A1 (de) | 1999-09-02 | 2001-03-15 | Voco Gmbh | Autopolymerisierende Dentalzusammensetzung und ihre Verwendung |
| DE10137968A1 (de) * | 2001-08-08 | 2003-03-06 | Roehm Gmbh | Depot-Polymerisationsstarter-Perlen |
| JP2004010529A (ja) * | 2002-06-06 | 2004-01-15 | Kazuo Okuma | 歯科用充填材料および歯科用合着材料として用いられる材料 |
| US7393493B2 (en) * | 2003-02-27 | 2008-07-01 | A Enterprises, Inc. | Crosslinkable polymeric materials and their applications |
| DE10339329A1 (de) * | 2003-08-25 | 2005-03-24 | Röhm GmbH & Co. KG | Monomer - Polymer-Systeme mit steuerbarer Topfzeit |
| DE10355992A1 (de) * | 2003-11-27 | 2005-06-30 | Curasan Ag | Bioresorbierbares Kompositmaterial |
| JP2005289961A (ja) * | 2004-03-12 | 2005-10-20 | Shiyoufuu:Kk | 微小カプセルを含有する硬化性組成物 |
-
2006
- 2006-03-04 DE DE102006010075A patent/DE102006010075B4/de not_active Expired - Fee Related
-
2007
- 2007-03-02 JP JP2008557726A patent/JP5455378B2/ja not_active Expired - Fee Related
- 2007-03-02 EP EP16163084.3A patent/EP3090724B1/de active Active
- 2007-03-02 EP EP16163080.1A patent/EP3090723B1/de active Active
- 2007-03-02 US US12/224,699 patent/US8067482B2/en active Active
- 2007-03-02 WO PCT/EP2007/051975 patent/WO2007099158A2/de not_active Ceased
- 2007-03-02 EP EP07712418.8A patent/EP1991197B1/de active Active
Also Published As
| Publication number | Publication date |
|---|---|
| US20090036612A1 (en) | 2009-02-05 |
| WO2007099158A3 (de) | 2008-03-13 |
| DE102006010075B4 (de) | 2010-01-28 |
| EP3090724A1 (de) | 2016-11-09 |
| EP3090724B1 (de) | 2018-09-12 |
| DE102006010075A1 (de) | 2007-09-06 |
| EP3090723A1 (de) | 2016-11-09 |
| EP3090723B1 (de) | 2018-12-12 |
| JP2009529021A (ja) | 2009-08-13 |
| WO2007099158A2 (de) | 2007-09-07 |
| EP1991197A2 (de) | 2008-11-19 |
| US8067482B2 (en) | 2011-11-29 |
| EP1991197B1 (de) | 2016-09-21 |
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