JP7283933B2 - 歯科用三次元造形物の作製に用いる歯科用光造形式三次元印刷材料 - Google Patents
歯科用三次元造形物の作製に用いる歯科用光造形式三次元印刷材料 Download PDFInfo
- Publication number
- JP7283933B2 JP7283933B2 JP2019057540A JP2019057540A JP7283933B2 JP 7283933 B2 JP7283933 B2 JP 7283933B2 JP 2019057540 A JP2019057540 A JP 2019057540A JP 2019057540 A JP2019057540 A JP 2019057540A JP 7283933 B2 JP7283933 B2 JP 7283933B2
- Authority
- JP
- Japan
- Prior art keywords
- dimensional
- dental
- printing material
- dimensional printing
- 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.)
- Active
Links
- 239000000463 material Substances 0.000 title claims description 101
- 238000010146 3D printing Methods 0.000 title claims description 81
- 238000004519 manufacturing process Methods 0.000 title claims description 8
- 239000000178 monomer Substances 0.000 claims description 63
- 125000003118 aryl group Chemical group 0.000 claims description 31
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 30
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 30
- 238000000034 method Methods 0.000 claims description 17
- 239000003999 initiator Substances 0.000 claims description 16
- 238000007639 printing Methods 0.000 claims description 14
- 239000011256 inorganic filler Substances 0.000 claims description 11
- 229910003475 inorganic filler Inorganic materials 0.000 claims description 11
- 238000011417 postcuring Methods 0.000 claims description 10
- 239000000412 dendrimer Substances 0.000 claims description 9
- 229920000736 dendritic polymer Polymers 0.000 claims description 9
- 238000004040 coloring Methods 0.000 claims description 5
- 238000010438 heat treatment Methods 0.000 claims description 3
- 238000011156 evaluation Methods 0.000 description 52
- 238000006116 polymerization reaction Methods 0.000 description 48
- 238000000465 moulding Methods 0.000 description 29
- -1 oxime ester compounds Chemical class 0.000 description 26
- 230000000052 comparative effect Effects 0.000 description 16
- 230000008859 change Effects 0.000 description 14
- 239000000843 powder Substances 0.000 description 13
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 10
- 238000005452 bending Methods 0.000 description 9
- 229920001223 polyethylene glycol Polymers 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 7
- 238000005259 measurement Methods 0.000 description 7
- 238000002835 absorbance Methods 0.000 description 6
- 238000004140 cleaning Methods 0.000 description 6
- 239000011521 glass Substances 0.000 description 6
- 239000003086 colorant Substances 0.000 description 5
- 238000005516 engineering process Methods 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 210000000214 mouth Anatomy 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- 239000002202 Polyethylene glycol Substances 0.000 description 4
- 230000001678 irradiating effect Effects 0.000 description 4
- 238000005266 casting Methods 0.000 description 3
- 230000007547 defect Effects 0.000 description 3
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 3
- 238000003475 lamination Methods 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000000206 photolithography Methods 0.000 description 3
- 235000012239 silicon dioxide Nutrition 0.000 description 3
- 239000000377 silicon dioxide Substances 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- ZMZHRHTZJDBLEX-UHFFFAOYSA-N (2-phenylphenyl) prop-2-enoate Chemical class C=CC(=O)OC1=CC=CC=C1C1=CC=CC=C1 ZMZHRHTZJDBLEX-UHFFFAOYSA-N 0.000 description 2
- BXSPZNVFEYWSLZ-UHFFFAOYSA-N (3-phenoxyphenyl)methyl prop-2-enoate Chemical compound C=CC(=O)OCC1=CC=CC(OC=2C=CC=CC=2)=C1 BXSPZNVFEYWSLZ-UHFFFAOYSA-N 0.000 description 2
- XFCMNSHQOZQILR-UHFFFAOYSA-N 2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOC(=O)C(C)=C XFCMNSHQOZQILR-UHFFFAOYSA-N 0.000 description 2
- HWSSEYVMGDIFMH-UHFFFAOYSA-N 2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOCCOC(=O)C(C)=C HWSSEYVMGDIFMH-UHFFFAOYSA-N 0.000 description 2
- RZVINYQDSSQUKO-UHFFFAOYSA-N 2-phenoxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC1=CC=CC=C1 RZVINYQDSSQUKO-UHFFFAOYSA-N 0.000 description 2
- 229910002012 Aerosil® Inorganic materials 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- 238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 239000006087 Silane Coupling Agent Substances 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical class C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- QUZSUMLPWDHKCJ-UHFFFAOYSA-N bisphenol A dimethacrylate Chemical compound C1=CC(OC(=O)C(=C)C)=CC=C1C(C)(C)C1=CC=C(OC(=O)C(C)=C)C=C1 QUZSUMLPWDHKCJ-UHFFFAOYSA-N 0.000 description 2
- 230000002950 deficient Effects 0.000 description 2
- VFHVQBAGLAREND-UHFFFAOYSA-N diphenylphosphoryl-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C)=C1C(=O)P(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 VFHVQBAGLAREND-UHFFFAOYSA-N 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 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 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 230000007246 mechanism Effects 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 239000003505 polymerization initiator Substances 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 229920005651 polypropylene glycol dimethacrylate Polymers 0.000 description 2
- 229920003048 styrene butadiene rubber Polymers 0.000 description 2
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- HHQAGBQXOWLTLL-UHFFFAOYSA-N (2-hydroxy-3-phenoxypropyl) prop-2-enoate Chemical compound C=CC(=O)OCC(O)COC1=CC=CC=C1 HHQAGBQXOWLTLL-UHFFFAOYSA-N 0.000 description 1
- GODZNYBQGNSJJN-UHFFFAOYSA-N 1-aminoethane-1,2-diol Chemical compound NC(O)CO GODZNYBQGNSJJN-UHFFFAOYSA-N 0.000 description 1
- HLIQLHSBZXDKLV-UHFFFAOYSA-N 2-(2-hydroxyethoxy)-1-phenoxyethanol Chemical compound OCCOCC(O)OC1=CC=CC=C1 HLIQLHSBZXDKLV-UHFFFAOYSA-N 0.000 description 1
- IAMASUILMZETHW-UHFFFAOYSA-N 2-(2-hydroxyethoxy)-1-phenoxyethanol;prop-2-enoic acid Chemical compound OC(=O)C=C.OCCOCC(O)OC1=CC=CC=C1 IAMASUILMZETHW-UHFFFAOYSA-N 0.000 description 1
- CEXQWAAGPPNOQF-UHFFFAOYSA-N 2-phenoxyethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOC1=CC=CC=C1 CEXQWAAGPPNOQF-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
- 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 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- QEVGZEDELICMKH-UHFFFAOYSA-N Diglycolic acid Chemical compound OC(=O)COCC(O)=O QEVGZEDELICMKH-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- QCXXDZUWBAHYPA-UHFFFAOYSA-N OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.O=C1NC(=O)NC(=O)N1 Chemical class OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.O=C1NC(=O)NC(=O)N1 QCXXDZUWBAHYPA-UHFFFAOYSA-N 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- 239000004696 Poly ether ether ketone Substances 0.000 description 1
- 229920000488 Poly(1,4-phenylene sulfide) Polymers 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 229920000954 Polyglycolide Polymers 0.000 description 1
- AVUYXHYHTTVPRX-UHFFFAOYSA-N Tris(2-methyl-1-aziridinyl)phosphine oxide Chemical compound CC1CN1P(=O)(N1C(C1)C)N1C(C)C1 AVUYXHYHTTVPRX-UHFFFAOYSA-N 0.000 description 1
- 238000005411 Van der Waals force Methods 0.000 description 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
- ULQMPOIOSDXIGC-UHFFFAOYSA-N [2,2-dimethyl-3-(2-methylprop-2-enoyloxy)propyl] 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(C)(C)COC(=O)C(C)=C ULQMPOIOSDXIGC-UHFFFAOYSA-N 0.000 description 1
- GUCYFKSBFREPBC-UHFFFAOYSA-N [phenyl-(2,4,6-trimethylbenzoyl)phosphoryl]-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C)=C1C(=O)P(=O)(C=1C=CC=CC=1)C(=O)C1=C(C)C=C(C)C=C1C GUCYFKSBFREPBC-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 150000008062 acetophenones Chemical class 0.000 description 1
- XECAHXYUAAWDEL-UHFFFAOYSA-N acrylonitrile butadiene styrene Chemical compound C=CC=C.C=CC#N.C=CC1=CC=CC=C1 XECAHXYUAAWDEL-UHFFFAOYSA-N 0.000 description 1
- 229920001893 acrylonitrile styrene Polymers 0.000 description 1
- 125000005103 alkyl silyl group Chemical group 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- OYLGJCQECKOTOL-UHFFFAOYSA-L barium fluoride Chemical compound [F-].[F-].[Ba+2] OYLGJCQECKOTOL-UHFFFAOYSA-L 0.000 description 1
- 229910001632 barium fluoride Inorganic materials 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical class C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 1
- 150000008366 benzophenones Chemical class 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 239000004568 cement Substances 0.000 description 1
- 239000008119 colloidal silica Substances 0.000 description 1
- 238000012790 confirmation Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- KOMDZQSPRDYARS-UHFFFAOYSA-N cyclopenta-1,3-diene titanium Chemical class [Ti].C1C=CC=C1.C1C=CC=C1 KOMDZQSPRDYARS-UHFFFAOYSA-N 0.000 description 1
- 239000005548 dental material Substances 0.000 description 1
- 125000004386 diacrylate group Chemical group 0.000 description 1
- 239000004205 dimethyl polysiloxane Chemical group 0.000 description 1
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 1
- LTYMSROWYAPPGB-UHFFFAOYSA-N diphenyl sulfide Chemical class C=1C=CC=CC=1SC1=CC=CC=C1 LTYMSROWYAPPGB-UHFFFAOYSA-N 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 210000003128 head Anatomy 0.000 description 1
- FFUAGWLWBBFQJT-UHFFFAOYSA-N hexamethyldisilazane Chemical group C[Si](C)(C)N[Si](C)(C)C FFUAGWLWBBFQJT-UHFFFAOYSA-N 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 229910052746 lanthanum Inorganic materials 0.000 description 1
- FZLIPJUXYLNCLC-UHFFFAOYSA-N lanthanum atom Chemical compound [La] FZLIPJUXYLNCLC-UHFFFAOYSA-N 0.000 description 1
- 229920001427 mPEG Polymers 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Chemical group 0.000 description 1
- 229920000747 poly(lactic acid) Polymers 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920002463 poly(p-dioxanone) polymer Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 239000000622 polydioxanone Substances 0.000 description 1
- 229920002530 polyetherether ketone Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 239000004633 polyglycolic acid Substances 0.000 description 1
- 239000004626 polylactic acid Substances 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920000379 polypropylene carbonate Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- SCUZVMOVTVSBLE-UHFFFAOYSA-N prop-2-enenitrile;styrene Chemical compound C=CC#N.C=CC1=CC=CC=C1 SCUZVMOVTVSBLE-UHFFFAOYSA-N 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical class C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 238000013519 translation Methods 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229960000834 vinyl ether Drugs 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61C—DENTISTRY; APPARATUS OR METHODS FOR ORAL OR DENTAL HYGIENE
- A61C13/00—Dental prostheses; Making same
- A61C13/0003—Making bridge-work, inlays, implants or the like
- A61C13/0006—Production methods
- A61C13/0013—Production methods using stereolithographic techniques
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61C—DENTISTRY; APPARATUS OR METHODS FOR ORAL OR DENTAL HYGIENE
- A61C13/00—Dental prostheses; Making same
- A61C13/0003—Making bridge-work, inlays, implants or the like
- A61C13/0006—Production methods
- A61C13/0019—Production methods using three dimensional printing
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61C—DENTISTRY; APPARATUS OR METHODS FOR ORAL OR DENTAL HYGIENE
- A61C13/00—Dental prostheses; Making same
- A61C13/08—Artificial teeth; Making same
- A61C13/087—Artificial resin teeth
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61C—DENTISTRY; APPARATUS OR METHODS FOR ORAL OR DENTAL HYGIENE
- A61C8/00—Means to be fixed to the jaw-bone for consolidating natural teeth or for fixing dental prostheses thereon; Dental implants; Implanting tools
- A61C8/0012—Means to be fixed to the jaw-bone for consolidating natural teeth or for fixing dental prostheses thereon; Dental implants; Implanting tools characterised by the material or composition, e.g. ceramics, surface layer, metal alloy
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/60—Preparations for dentistry comprising organic or organo-metallic additives
- A61K6/62—Photochemical radical initiators
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B33—ADDITIVE MANUFACTURING TECHNOLOGY
- B33Y—ADDITIVE MANUFACTURING, i.e. MANUFACTURING OF THREE-DIMENSIONAL [3-D] OBJECTS BY ADDITIVE DEPOSITION, ADDITIVE AGGLOMERATION OR ADDITIVE LAYERING, e.g. BY 3-D PRINTING, STEREOLITHOGRAPHY OR SELECTIVE LASER SINTERING
- B33Y70/00—Materials specially adapted for additive manufacturing
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
- C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
- C08F2/50—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light with sensitising agents
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/10—Esters
- C08F20/12—Esters of monohydric alcohols or phenols
- C08F20/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/10—Esters
- C08F20/20—Esters of polyhydric alcohols or polyhydric phenols, e.g. 2-hydroxyethyl (meth)acrylate or glycerol mono-(meth)acrylate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F22/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides or nitriles thereof
- C08F22/10—Esters
- C08F22/12—Esters of phenols or saturated alcohols
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
- C08F220/30—Esters containing oxygen in addition to the carboxy oxygen containing aromatic rings in the alcohol moiety
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29L—INDEXING SCHEME ASSOCIATED WITH SUBCLASS B29C, RELATING TO PARTICULAR ARTICLES
- B29L2031/00—Other particular articles
- B29L2031/753—Medical equipment; Accessories therefor
- B29L2031/7532—Artificial members, protheses
- B29L2031/7536—Artificial teeth
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B33—ADDITIVE MANUFACTURING TECHNOLOGY
- B33Y—ADDITIVE MANUFACTURING, i.e. MANUFACTURING OF THREE-DIMENSIONAL [3-D] OBJECTS BY ADDITIVE DEPOSITION, ADDITIVE AGGLOMERATION OR ADDITIVE LAYERING, e.g. BY 3-D PRINTING, STEREOLITHOGRAPHY OR SELECTIVE LASER SINTERING
- B33Y10/00—Processes of additive manufacturing
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B33—ADDITIVE MANUFACTURING TECHNOLOGY
- B33Y—ADDITIVE MANUFACTURING, i.e. MANUFACTURING OF THREE-DIMENSIONAL [3-D] OBJECTS BY ADDITIVE DEPOSITION, ADDITIVE AGGLOMERATION OR ADDITIVE LAYERING, e.g. BY 3-D PRINTING, STEREOLITHOGRAPHY OR SELECTIVE LASER SINTERING
- B33Y40/00—Auxiliary operations or equipment, e.g. for material handling
- B33Y40/20—Post-treatment, e.g. curing, coating or polishing
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B33—ADDITIVE MANUFACTURING TECHNOLOGY
- B33Y—ADDITIVE MANUFACTURING, i.e. MANUFACTURING OF THREE-DIMENSIONAL [3-D] OBJECTS BY ADDITIVE DEPOSITION, ADDITIVE AGGLOMERATION OR ADDITIVE LAYERING, e.g. BY 3-D PRINTING, STEREOLITHOGRAPHY OR SELECTIVE LASER SINTERING
- B33Y80/00—Products made by additive manufacturing
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Manufacturing & Machinery (AREA)
- Epidemiology (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Dentistry (AREA)
- Materials Engineering (AREA)
- Ceramic Engineering (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Biophysics (AREA)
- Dental Preparations (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Description
分子量 / モノマー分子の両端をメタクリレート基とした時の分子長さ(オングストローム) < 20.0 …式(I)
分子量 / モノマー分子の両端をメタクリレート基とした時の分子長さ(オングストローム) < 20.0 …式(I)
芳香環を有する単官能アクリレートモノマー(a)として、エトキシ化o-フェニルフェノールアクリレート(A-PP-EO)、フェノキシエチルアクリレート(A-PE)、3-フェノキシベンジルアクリレート(A-PB)、フェノキシジエチレングリコールアクリレート(A-P2EG)を実施例に用いた。
多官能メタクリレートモノマー(c)として、トリエチレングリコールジメタクリレート(2M-3EG)、エトキシ化ビスフェノールAジメタクリレート-EO2.6(2M-2.6EO)、エトキシ化ビスフェノールAジメタクリレート-EO4.0(2M-4.0EO)、ウレタンジメタクリレート(UDMA)を比較例及び実施例に用いた。
その他のモノマーとして、2-ヒドロキシ-3-フェノキシプロピルアクリレート(A-PP-OH)、ジメチロール-トリシクロデカンジアクリレート(2A-3cD)、フェノキシエチルメタクリレート(M-PE)、エトキシ化イソシアヌル酸トリアクリレート(3A‐IC)を比較例に用いた。
光重合開始剤(b)として、2,4,6-トリメチルベンゾイル-ジフェニル-フォスフィンオキサイド(MAPO)を比較例及び実施例に用いた。
構造中に無機原子を含まない非樹状ポリマーとして、ポリエチレングリコールMn1000(PEG1000)、ポリプロピレングリコールMn4000(PPG4000)を実施例に用いた。
無機充填材として、微粒子シリカである日本アエロジル株式会社製のAEROSIL® R-812(R-812)を実施例に用いた。
着色材として、顔料である酸化チタン、染料であるSolvent Black 5を実施例に用いた。
下記表1に示す実施例(1)~(17) 及び比較例(1)~(5)の組成表に従って各成分を秤量し、自転公転式ミキサー(THINKY製)用の混合容器に全量投入した。自転公転式ミキサーを用い、2000回転で30分間混合し、光造形式三次元印刷材料を得た。
作製した光造形式三次元印刷材料を用い、以下の測定及び評価を行った。結果を表1に示す。
ただし、実施例(11)~(12) 及び比較例(5)の光造形式三次元印刷材料は、以下評価に用いる試験体を3Dプリンタにて造形する際、23±1℃の環境下では高粘度であり、造形が困難であった。そのため、40-65℃の温度環境下で加温した実施例(11)~(12) 及び比較例(5)の光造形式三次元印刷材料を使用し、各試験体を造形した。
作製した光造形式三次元印刷材料を23±1℃の恒温室で24時間静置させた。静置から24時間後、回転式粘度計を用いて光造形式三次元印刷材料の粘度を測定し、粘度評価結果とした。
A判定:1(mPa・s)以上3000(mPa・s)未満
B判定:3000(mPa・s)以上10000 (mPa・s)未満
C判定:10000 (mPa・s)以上
3Dプリンタ(DG SHAPE製;DWP-80S)を用い、一層あたりの積層高さ50µm及び露光時間8秒の造形条件で、作製した光造形式三次元印刷材料から寸法10mm×10mm×1.2mmの造形物を3枚得た。得られた造形物を、耐水研磨紙#2000により寸法10mm×10mm×1.0mmに研磨し、造形後重合率評価用試験体を3枚得た。
硬化前の光造形式三次元印刷材料及び造形後重合率評価用試験体の、波数4000~7000cm-1における吸光度をFT-IRにより測定した。C=C由来ピーク吸光度(波数:6160cm-1付近)及び基準ピーク吸光度(波数:4925cm-1付近あるいは4680cm-1付近)から、以下式(II)よりC=Cピーク強度比を算出した。
C=Cピーク強度比 = C=C由来ピーク吸光度/基準ピーク吸光度 …式(II)
硬化前の光造形式三次元印刷材料及び造形後重合率評価用試験体のC=Cピーク強度比から以下式(III)より重合率を算出し、造形後重合率評価用試験体3枚分の平均値を造形後重合率評価結果とした。
重合率(%)=(1-造形後試験体のC=Cピーク強度比/硬化前材料のC=Cピーク強度比)×100 …式(III)
後硬化装置であるLC-3Dprint Box(NextDent製)により、測定後の造形後重合率評価用試験体を15分間最終硬化し、最終硬化後重合率評価用試験体を3枚得た。最終硬化後重合率評価用試験体も造形後重合率評価用試験体と同様にFT-IRにより吸光度を測定し、重合率を算出した。最終硬化後重合率評価用試験体3枚分の平均値を最終硬化後重合率評価結果とした。
造形後及び最終硬化後重合率評価結果から、以下式(IV)より重合上昇率(%)を算出した。
重合上昇率(%)=(最終硬化後重合率評価結果-造形後重合率評価結果)/最終硬化後重合率評価結果×100 …式(IV)
A判定:造形後重合率評価結果が80(%)以上、且つ、重合上昇率が15(%)未満
B判定:造形後重合率評価結果が70(%)以上80(%)未満、または、重合上昇率が
15(%)以上20(%)未満
C判定:造形後重合率評価結果が70(%)未満、または、重合上昇率が20(%)以上
3Dプリンタ(DG SHAPE製;DWP-80S)を用い、一層あたりの積層高さ50µm及び露光時間8秒の造形条件で、作製した光造形式三次元印刷材料から寸法2.4mm×2.4mm×26mmの造形物を6本得た。得られた造形物を、耐水研磨紙#1200により寸法2.0mm×2.0mm×26mmになるように研磨した。後硬化装置であるLC-3Dprint Box(NextDent製)により、研磨した造形物を15分間最終硬化し、 曲げ強度評価用試験体を6本得た。
万能試験機インストロン5967型を用い、クロスヘッドスピード2mm/minの条件で、得られた曲げ強度評価用試験体の曲げ強度を測定した。曲げ強度評価用試験体6本の平均値を曲げ強度評価結果とした。
A判定: 50(MPa)以上
B判定: 50(MPa)未満
3Dプリンタ(DG SHAPE製;DWP-80S)を用い、一層あたりの積層高さ200µmの造形条件で、作製した光造形式三次元印刷材料から寸法20mm×10mm×5mmの造形物を同時に6個得た。得られた6個の造形物すべてが所望のデータと1%以内の寸法誤差であることを確認したときの最速造形速度を、造形速度評価結果とした。
A判定: 25(mm/hr)以上
B判定: 25(mm/hr)未満
3Dプリンタ(DG SHAPE製;DWP-80S)を用い、一層あたりの積層高さ50µm及び露光時間8秒の造形条件で、作製した光造形式三次元印刷材料から寸法20mm(X方向)×10mm(Y方向)×5mm(Z方向)の造形物を3個得た。得られた造形物3個のX、Y、Z方向における寸法をデジタル式ノギスで各々計測し、造形後寸法値として記録した。寸法を測定した造形物は、後硬化装置であるLC-3Dprint Box(NextDent製)により15分間最終硬化した。最終硬化した造形物3個のX、Y、Z方向における寸法をデジタル式ノギスで各々計測し、最終硬化後寸法値として記録した。造形後寸法値及びそれに対応する最終硬化後寸法値から、以下式(V)により寸法変化率(%)を算出し、算出された全ての寸法変化率の平均値を寸法変化評価結果とした。
寸法変化率(%)=(|造形後寸法値-最終硬化後寸法値|/造形後寸法値)×100 …式(V)
A判定: 0.50(%)未満
B判定: 0.50(%)以上
Claims (4)
- 歯科用光造形式三次元印刷材料であって、芳香環を有する単官能アクリレートモノマー(a)を少なくとも一種類以上、光重合開始剤(b)および多官能メタクリレートモノマー(c)を含み、
芳香環を有する単官能アクリレートモノマー(a)を構成する全ての原子において、共有結合で隣り合う原子間の電気陰性度差が1.0未満であり、
前記芳香環を有する単官能アクリレートモノマー(a)を10-70wt%、光重合開始剤(b)を0.1-5wt%、 多官能メタクリレートモノマー(c)を25-89.9wt%含み、
多官能メタクリレートモノマー(c)を構成する全ての原子において、共有結合で隣り合う原子間の電気陰性度差が1.0未満であり、且つ、多官能メタクリレートモノマー(c)が下記式(I)を満たすことを特徴とする歯科用光造式三次元印刷材料。
分子量/モノマー分子の両端をメタクリレート基とした時の分子長さ(オングストローム)<20.0…式(I)
- 歯科用光造式三次元印刷材料であって、構造中に無機原子を含まない非樹状ポリマー、無機充填材、着色材の内一つ以上を含む、請求項1に記載の歯科用光造形式三次元印刷材料。
- 歯科用光造式三次元印刷材料であって、23℃における粘度(mPa・s)が1以上3000未満である、請求項1~2のいずれかに記載の歯科用光造形式三次元印刷材料。
- 請求項1~3のいずれかに記載の歯科用光造形式三次元印刷材料を用い、任意の光造形式三次元印刷機の推奨条件により造形された歯科用三次元造形物が、光および/または加熱式の後硬化装置による最終硬化を必要としない、歯科用三次元造形物の製造方法。
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2019057540A JP7283933B2 (ja) | 2019-03-26 | 2019-03-26 | 歯科用三次元造形物の作製に用いる歯科用光造形式三次元印刷材料 |
KR1020200035664A KR20200115253A (ko) | 2019-03-26 | 2020-03-24 | 치과용 3차원 조형물의 제작에 사용되는 치과용 광조형식 3차원 인쇄 재료 |
US16/829,212 US11759299B2 (en) | 2019-03-26 | 2020-03-25 | Dental stereolithography-type three-dimensional printing material for preparing dental three-dimensional modeled object |
EP20165629.5A EP3735957A1 (en) | 2019-03-26 | 2020-03-25 | Stereolithography-type three-dimensional printing material used for preparing dental three-dimensional formed article |
CN202010224686.8A CN111821201A (zh) | 2019-03-26 | 2020-03-26 | 用于牙科用三维造型物的制作的牙科用光造型式三维印刷材料 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2019057540A JP7283933B2 (ja) | 2019-03-26 | 2019-03-26 | 歯科用三次元造形物の作製に用いる歯科用光造形式三次元印刷材料 |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2020158417A JP2020158417A (ja) | 2020-10-01 |
JP7283933B2 true JP7283933B2 (ja) | 2023-05-30 |
Family
ID=72428131
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2019057540A Active JP7283933B2 (ja) | 2019-03-26 | 2019-03-26 | 歯科用三次元造形物の作製に用いる歯科用光造形式三次元印刷材料 |
Country Status (5)
Country | Link |
---|---|
US (1) | US11759299B2 (ja) |
EP (1) | EP3735957A1 (ja) |
JP (1) | JP7283933B2 (ja) |
KR (1) | KR20200115253A (ja) |
CN (1) | CN111821201A (ja) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPWO2020218446A1 (ja) * | 2019-04-24 | 2020-10-29 | ||
JPWO2021162007A1 (ja) * | 2020-02-10 | 2021-08-19 | ||
CN113136008A (zh) * | 2021-03-23 | 2021-07-20 | 深圳光华伟业股份有限公司 | 一种高精度的3d打印光固化树脂 |
WO2023008233A1 (ja) | 2021-07-30 | 2023-02-02 | 株式会社トクヤマデンタル | 三次元造形物の製造方法 |
US20230137027A1 (en) | 2021-10-28 | 2023-05-04 | Align Technology, Inc. | Methods for post-processing additively manufactured objects with sensor feedback |
KR20230149368A (ko) * | 2022-04-19 | 2023-10-27 | 오스템임플란트 주식회사 | 3d 프린팅용 치관용 레진 조성물 및 그 제조방법 |
CN116144134A (zh) * | 2023-03-14 | 2023-05-23 | 吉林大学 | 一种3d打印含聚醚醚酮的抗菌流体光敏树脂及制备方法 |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20180000570A1 (en) | 2016-06-30 | 2018-01-04 | Dentsply Sirona Inc. | High strength three dimensional fabricating material systems and methods for producing dental products |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5641391A (en) * | 1995-05-15 | 1997-06-24 | Hunter; Ian W. | Three dimensional microfabrication by localized electrodeposition and etching |
CN101518500A (zh) * | 2009-03-23 | 2009-09-02 | 李榕卿 | 基于材料杂化改性原理的牙科用强化树脂材料制备方法 |
CN101507687B (zh) * | 2009-04-07 | 2011-06-22 | 李榕卿 | 旨在改善耐磨性及强韧性的牙科复合树脂材料制备方法 |
EP2986654B1 (en) | 2013-04-18 | 2020-03-18 | Dentca, Inc. | Photo-curable resin compositions and method of using the same in three-dimensional printing for manufacturing artificial teeth and denture base |
KR102282860B1 (ko) * | 2015-01-19 | 2021-07-28 | 오르보테크 엘티디. | 희생 지지부를 가진 3차원 금속 구조물의 프린팅 |
JP6797127B2 (ja) | 2015-10-08 | 2020-12-09 | 三井化学株式会社 | 光硬化性組成物、義歯床及び有床義歯 |
CN109562026A (zh) | 2016-08-02 | 2019-04-02 | 三井化学株式会社 | 光固化性组合物、义齿基托及带托义齿 |
JP6807530B2 (ja) | 2016-11-10 | 2021-01-06 | 岡本化学工業株式会社 | 光学的立体造形用組成物 |
-
2019
- 2019-03-26 JP JP2019057540A patent/JP7283933B2/ja active Active
-
2020
- 2020-03-24 KR KR1020200035664A patent/KR20200115253A/ko active Search and Examination
- 2020-03-25 EP EP20165629.5A patent/EP3735957A1/en active Pending
- 2020-03-25 US US16/829,212 patent/US11759299B2/en active Active
- 2020-03-26 CN CN202010224686.8A patent/CN111821201A/zh active Pending
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20180000570A1 (en) | 2016-06-30 | 2018-01-04 | Dentsply Sirona Inc. | High strength three dimensional fabricating material systems and methods for producing dental products |
Also Published As
Publication number | Publication date |
---|---|
EP3735957A1 (en) | 2020-11-11 |
US11759299B2 (en) | 2023-09-19 |
CN111821201A (zh) | 2020-10-27 |
US20200390527A1 (en) | 2020-12-17 |
JP2020158417A (ja) | 2020-10-01 |
KR20200115253A (ko) | 2020-10-07 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP7283933B2 (ja) | 歯科用三次元造形物の作製に用いる歯科用光造形式三次元印刷材料 | |
JP7153570B2 (ja) | 高粘度成分を含むプリント可能な組成物及びそれから3d物品を生成する方法 | |
JP7036810B2 (ja) | 層状歯科用製品を製造するための3次元造形材料系および方法 | |
JP7350738B2 (ja) | ウレタン成分及び単官能性反応性希釈剤を含む光重合性組成物、物品、並びに方法 | |
US11618211B2 (en) | Production of molded bodies from an inorganic-organic hybrid polymer with high resolution using 3D printing, molded bodies with a high flexural strength and elastic modulus, and the use thereof for dental purposes | |
US9456963B2 (en) | Photo-curable resin compositions and method of using the same in three-dimensional printing for manufacturing artificial teeth and denture base | |
JP2023159151A (ja) | ウレタン成分及び反応性希釈剤を含む光重合性組成物、物品、並びに方法 | |
US6939489B2 (en) | Desktop process for producing dental products by means of 3-dimensional plotting | |
RU2680802C2 (ru) | Трехмерные системы поделочных материалов для изготовления стоматологических изделий | |
US20180049954A1 (en) | Photo-curable resin compositions and method of using the same in three-dimensional printing for manufacturing articifial teeth and denture base | |
KR20160055727A (ko) | 광경화성 수지 조성물 및 인공 치아 및 의치상 제조를 위한 3차원 인쇄에 이를 이용하는 방법 | |
JP2002291771A (ja) | 3次元プロッティングを用いた歯科用製品のデスクトップ製造方法 | |
CN103505295A (zh) | 由保持柔软的牙科材料制成的成型体及其制备方法 | |
EP3604353A1 (en) | Photocurable composition, denture base, and plate denture | |
JP2023537297A (ja) | 三次元印刷オブジェクト用の付加製造用組成物 | |
WO2023190071A1 (ja) | 光硬化性組成物、立体造形物、鋳型、硬化物を製造する方法及び有床義歯の製造方法 | |
CN115348981A (zh) | 光固化性组合物、固化物和牙科用制品 | |
CN112673035B (zh) | 包含陶瓷纤维和纳米团簇的复合材料、牙科产品、套件盒及其制备和使用方法 | |
JPH02180250A (ja) | コンピュータ削りした造形歯科用物体の着色および表面密封方法 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20220215 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20230222 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20230424 |
|
RD02 | Notification of acceptance of power of attorney |
Free format text: JAPANESE INTERMEDIATE CODE: A7422 Effective date: 20230424 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20230509 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20230518 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 7283933 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |