CA2437622C - Dental and medical polymer composites and compositions - Google Patents
Dental and medical polymer composites and compositions Download PDFInfo
- Publication number
- CA2437622C CA2437622C CA2437622A CA2437622A CA2437622C CA 2437622 C CA2437622 C CA 2437622C CA 2437622 A CA2437622 A CA 2437622A CA 2437622 A CA2437622 A CA 2437622A CA 2437622 C CA2437622 C CA 2437622C
- Authority
- CA
- Canada
- Prior art keywords
- nanofiller
- methacrylate
- monomer mixture
- organic
- dental
- 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
- 239000000203 mixture Substances 0.000 title claims abstract description 101
- 229920000642 polymer Polymers 0.000 title claims abstract description 71
- 239000002131 composite material Substances 0.000 title abstract description 50
- 239000000412 dendrimer Substances 0.000 claims abstract description 110
- 229920000736 dendritic polymer Polymers 0.000 claims abstract description 102
- 239000000178 monomer Substances 0.000 claims abstract description 39
- 239000002904 solvent Substances 0.000 claims abstract description 26
- 238000000034 method Methods 0.000 claims abstract description 23
- 238000004519 manufacturing process Methods 0.000 claims abstract description 18
- 239000000945 filler Substances 0.000 claims description 23
- 239000003999 initiator Substances 0.000 claims description 18
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical group COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 17
- 238000002156 mixing Methods 0.000 claims description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical group CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 14
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 14
- 239000002245 particle Substances 0.000 claims description 13
- 239000000654 additive Substances 0.000 claims description 12
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 11
- 239000003054 catalyst Substances 0.000 claims description 11
- -1 colourants Substances 0.000 claims description 11
- 239000000835 fiber Substances 0.000 claims description 10
- 239000012442 inert solvent Substances 0.000 claims description 10
- 239000003479 dental cement Substances 0.000 claims description 9
- 239000011248 coating agent Substances 0.000 claims description 7
- 238000000576 coating method Methods 0.000 claims description 7
- 229920003229 poly(methyl methacrylate) Polymers 0.000 claims description 7
- 239000004926 polymethyl methacrylate Substances 0.000 claims description 7
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 6
- 239000003365 glass fiber Substances 0.000 claims description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate group Chemical group C(C=C)(=O)[O-] NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 5
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 5
- 150000002576 ketones Chemical class 0.000 claims description 5
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 claims description 4
- 125000005250 alkyl acrylate group Chemical group 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims description 4
- 125000003158 alcohol group Chemical group 0.000 claims description 3
- 230000001998 anti-microbiological effect Effects 0.000 claims description 3
- 239000003963 antioxidant agent Substances 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 229920001577 copolymer Polymers 0.000 claims description 3
- 229940088679 drug related substance Drugs 0.000 claims description 3
- 239000010439 graphite Substances 0.000 claims description 3
- 229910002804 graphite Inorganic materials 0.000 claims description 3
- 239000004014 plasticizer Substances 0.000 claims description 3
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 2
- 239000004698 Polyethylene Substances 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 claims description 2
- 229920000573 polyethylene Polymers 0.000 claims description 2
- 229920000734 polysilsesquioxane polymer Polymers 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 claims description 2
- 239000011227 reinforcement additive Substances 0.000 claims 3
- 229920001223 polyethylene glycol Polymers 0.000 claims 2
- 239000002202 Polyethylene glycol Substances 0.000 claims 1
- 239000002685 polymerization catalyst Substances 0.000 claims 1
- 239000003505 polymerization initiator Substances 0.000 claims 1
- 239000000463 material Substances 0.000 abstract description 13
- 238000011049 filling Methods 0.000 abstract description 10
- 239000007943 implant Substances 0.000 abstract description 8
- 229920000587 hyperbranched polymer Polymers 0.000 description 20
- 239000011159 matrix material Substances 0.000 description 19
- 238000006243 chemical reaction Methods 0.000 description 13
- 108010062982 histone DNA binding protein-1 Proteins 0.000 description 13
- 238000001723 curing Methods 0.000 description 12
- 239000000499 gel Substances 0.000 description 12
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 12
- 210000004268 dentin Anatomy 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 8
- 229940063557 methacrylate Drugs 0.000 description 8
- 230000001070 adhesive effect Effects 0.000 description 7
- 150000008064 anhydrides Chemical class 0.000 description 7
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 7
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 7
- 239000000758 substrate Substances 0.000 description 7
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- 239000000306 component Substances 0.000 description 6
- 229940059574 pentaerithrityl Drugs 0.000 description 6
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 6
- 239000011347 resin Substances 0.000 description 6
- 229920005989 resin Polymers 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 210000000988 bone and bone Anatomy 0.000 description 5
- 238000005755 formation reaction Methods 0.000 description 5
- DCUFMVPCXCSVNP-UHFFFAOYSA-N methacrylic anhydride Chemical compound CC(=C)C(=O)OC(=O)C(C)=C DCUFMVPCXCSVNP-UHFFFAOYSA-N 0.000 description 5
- 230000002787 reinforcement Effects 0.000 description 5
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 5
- AMFGWXWBFGVCKG-UHFFFAOYSA-N Panavia opaque Chemical compound C1=CC(OCC(O)COC(=O)C(=C)C)=CC=C1C(C)(C)C1=CC=C(OCC(O)COC(=O)C(C)=C)C=C1 AMFGWXWBFGVCKG-UHFFFAOYSA-N 0.000 description 4
- 239000000853 adhesive Substances 0.000 description 4
- 238000010276 construction Methods 0.000 description 4
- 238000001704 evaporation Methods 0.000 description 4
- 230000008020 evaporation Effects 0.000 description 4
- 125000000524 functional group Chemical group 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 210000001519 tissue Anatomy 0.000 description 4
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 3
- 239000004970 Chain extender Substances 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 239000007822 coupling agent Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 125000003700 epoxy group Chemical group 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 125000005395 methacrylic acid group Chemical group 0.000 description 3
- 239000012766 organic filler Substances 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- 229920005862 polyol Polymers 0.000 description 3
- 150000003077 polyols Chemical class 0.000 description 3
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- SXMUXFDPJBTNRM-UHFFFAOYSA-N [2-hydroxy-3-[4-[2-[4-[2-hydroxy-3-(2-methylprop-2-enoyloxy)propoxy]phenyl]propan-2-yl]phenoxy]propyl] 2-methylprop-2-enoate;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.C1=CC(OCC(O)COC(=O)C(=C)C)=CC=C1C(C)(C)C1=CC=C(OCC(O)COC(=O)C(C)=C)C=C1 SXMUXFDPJBTNRM-UHFFFAOYSA-N 0.000 description 2
- 125000000746 allylic group Chemical group 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- 229910052788 barium Inorganic materials 0.000 description 2
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 239000005548 dental material Substances 0.000 description 2
- 238000007598 dipping method Methods 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 238000000227 grinding Methods 0.000 description 2
- 239000011256 inorganic filler Substances 0.000 description 2
- 229910003475 inorganic filler Inorganic materials 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- ODLMAHJVESYWTB-UHFFFAOYSA-N propylbenzene Chemical compound CCCC1=CC=CC=C1 ODLMAHJVESYWTB-UHFFFAOYSA-N 0.000 description 2
- 239000010453 quartz Substances 0.000 description 2
- 230000036647 reaction Effects 0.000 description 2
- 238000007614 solvation Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- VNQXSTWCDUXYEZ-UHFFFAOYSA-N 1,7,7-trimethylbicyclo[2.2.1]heptane-2,3-dione Chemical compound C1CC2(C)C(=O)C(=O)C1C2(C)C VNQXSTWCDUXYEZ-UHFFFAOYSA-N 0.000 description 1
- OZDGMOYKSFPLSE-UHFFFAOYSA-N 2-Methylaziridine Chemical compound CC1CN1 OZDGMOYKSFPLSE-UHFFFAOYSA-N 0.000 description 1
- 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 1
- KOAUHLUAUFQHBM-UHFFFAOYSA-M 2-methylprop-2-enoate;propan-2-olate;titanium(4+) Chemical compound [Ti+4].CC(C)[O-].CC(C)[O-].CC(C)[O-].CC(=C)C([O-])=O KOAUHLUAUFQHBM-UHFFFAOYSA-M 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 description 1
- 229910000497 Amalgam Inorganic materials 0.000 description 1
- 239000004971 Cross linker Substances 0.000 description 1
- 238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- 102100021608 Inositol monophosphatase 2 Human genes 0.000 description 1
- 101710150707 Inositol monophosphatase 2 Proteins 0.000 description 1
- 101710126176 Insulin-like growth factor 2 mRNA-binding protein 2 Proteins 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 229920000265 Polyparaphenylene Polymers 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 101710111748 Signal peptide peptidase-like 3 Proteins 0.000 description 1
- 229910001069 Ti alloy Inorganic materials 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 150000008360 acrylonitriles Chemical class 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 239000002313 adhesive film Substances 0.000 description 1
- 229960005363 aluminium oxide Drugs 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 229930006711 bornane-2,3-dione Natural products 0.000 description 1
- 239000013590 bulk material Substances 0.000 description 1
- 239000004568 cement Substances 0.000 description 1
- 239000000788 chromium alloy Substances 0.000 description 1
- 230000008602 contraction Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000001054 cortical effect Effects 0.000 description 1
- 239000011350 dental composite resin Substances 0.000 description 1
- 210000003298 dental enamel Anatomy 0.000 description 1
- 230000003467 diminishing effect Effects 0.000 description 1
- UYMKPFRHYYNDTL-UHFFFAOYSA-N ethenamine Chemical group NC=C UYMKPFRHYYNDTL-UHFFFAOYSA-N 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 230000009969 flowable effect Effects 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229920006150 hyperbranched polyester Polymers 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000016507 interphase Effects 0.000 description 1
- 238000010030 laminating Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- VHRYZQNGTZXDNX-UHFFFAOYSA-N methacryloyl chloride Chemical compound CC(=C)C(Cl)=O VHRYZQNGTZXDNX-UHFFFAOYSA-N 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 238000013001 point bending Methods 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920006295 polythiol Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- ARJOQCYCJMAIFR-UHFFFAOYSA-N prop-2-enoyl prop-2-enoate Chemical compound C=CC(=O)OC(=O)C=C ARJOQCYCJMAIFR-UHFFFAOYSA-N 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000012779 reinforcing material Substances 0.000 description 1
- 230000008439 repair process Effects 0.000 description 1
- 238000001878 scanning electron micrograph Methods 0.000 description 1
- 238000004626 scanning electron microscopy Methods 0.000 description 1
- 239000006120 scratch resistant coating Substances 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 238000004513 sizing Methods 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 125000005504 styryl group Chemical group 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 125000002348 vinylic group Chemical group 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/005—Reinforced macromolecular compounds with nanosized materials, e.g. nanoparticles, nanofibres, nanotubes, nanowires, nanorods or nanolayered materials
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/20—Protective coatings for natural or artificial teeth, e.g. sealings, dye coatings or varnish
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/30—Compositions for temporarily or permanently fixing teeth or palates, e.g. primers for dental adhesives
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/40—Composite materials, i.e. containing one material dispersed in a matrix of the same or different material
- A61L27/44—Composite materials, i.e. containing one material dispersed in a matrix of the same or different material having a macromolecular matrix
- A61L27/48—Composite materials, i.e. containing one material dispersed in a matrix of the same or different material having a macromolecular matrix with macromolecular fillers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y30/00—Nanotechnology for materials or surface science, e.g. nanocomposites
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L101/00—Compositions of unspecified macromolecular compounds
- C08L101/005—Dendritic macromolecules
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y5/00—Nanobiotechnology or nanomedicine, e.g. protein engineering or drug delivery
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Epidemiology (AREA)
- Materials Engineering (AREA)
- Medicinal Chemistry (AREA)
- Nanotechnology (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- Dermatology (AREA)
- Composite Materials (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Physics & Mathematics (AREA)
- Transplantation (AREA)
- Physics & Mathematics (AREA)
- Condensed Matter Physics & Semiconductors (AREA)
- Manufacturing & Machinery (AREA)
- Crystallography & Structural Chemistry (AREA)
- Plastic & Reconstructive Surgery (AREA)
- Birds (AREA)
- Dental Preparations (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polymerisation Methods In General (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US26647601P | 2001-02-06 | 2001-02-06 | |
| FI20010222 | 2001-02-06 | ||
| US60/266,476 | 2001-02-06 | ||
| FI20010222A FI20010222A0 (fi) | 2001-02-06 | 2001-02-06 | Lääketieteellisesti hammashoidolliset polymeerikomposiitit ja -koostumukset |
| PCT/FI2002/000087 WO2002062901A1 (en) | 2001-02-06 | 2002-02-06 | Dental and medical polymer composites and compositions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2437622A1 CA2437622A1 (en) | 2002-08-15 |
| CA2437622C true CA2437622C (en) | 2011-05-31 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2437622A Expired - Fee Related CA2437622C (en) | 2001-02-06 | 2002-02-06 | Dental and medical polymer composites and compositions |
Country Status (12)
| Country | Link |
|---|---|
| EP (1) | EP1368430B1 (enExample) |
| JP (1) | JP3971307B2 (enExample) |
| KR (1) | KR100893126B1 (enExample) |
| CN (1) | CN100393813C (enExample) |
| AT (1) | ATE407976T1 (enExample) |
| AU (1) | AU2002231823B2 (enExample) |
| BR (1) | BR0207480B1 (enExample) |
| CA (1) | CA2437622C (enExample) |
| DE (1) | DE60228823D1 (enExample) |
| ES (1) | ES2312554T3 (enExample) |
| PL (1) | PL204442B1 (enExample) |
| WO (1) | WO2002062901A1 (enExample) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005092986A1 (ja) * | 2004-03-25 | 2005-10-06 | Toyo Boseki Kabushiki Kaisha | 樹脂組成物 |
| DE102005018451B4 (de) * | 2005-04-20 | 2008-07-24 | Heraeus Kulzer Gmbh | Verwendung von dendritischen Verbindungen in Dentalmaterialien |
| US8562346B2 (en) | 2005-08-30 | 2013-10-22 | Zimmer Dental, Inc. | Dental implant for a jaw with reduced bone volume and improved osseointegration features |
| WO2007064688A2 (en) * | 2005-11-30 | 2007-06-07 | Ashland Licensing And Intellectual Property Llc | Prepregs and cured in place solid surfaces prepared therefrom |
| US9149345B2 (en) | 2007-08-30 | 2015-10-06 | Zimmer Dental, Inc. | Multiple root implant |
| EP2145613A1 (de) | 2008-07-02 | 2010-01-20 | Ernst Mühlbauer GmbH & Co.KG | Infiltrant für die Dentalapplikation |
| US8899982B2 (en) | 2008-07-02 | 2014-12-02 | Zimmer Dental, Inc. | Implant with structure for securing a porous portion |
| US8562348B2 (en) | 2008-07-02 | 2013-10-22 | Zimmer Dental, Inc. | Modular implant with secured porous portion |
| US9095396B2 (en) | 2008-07-02 | 2015-08-04 | Zimmer Dental, Inc. | Porous implant with non-porous threads |
| EP2548546A1 (de) | 2008-08-13 | 2013-01-23 | Ernst Mühlbauer GmbH & Co.KG | Röntgenopaker Infiltrant |
| US20100114314A1 (en) | 2008-11-06 | 2010-05-06 | Matthew Lomicka | Expandable bone implant |
| JP2010126569A (ja) * | 2008-11-26 | 2010-06-10 | Hakuto Co Ltd | 感光性樹脂組成物 |
| EP2226061B2 (de) | 2009-03-06 | 2017-01-25 | Ernst Mühlbauer GmbH & Co.KG | Infiltrant für die Dentalapplikation |
| US9200108B2 (en) | 2009-03-24 | 2015-12-01 | Basf Se | Radiation-curing, highly functional polyurethane (meth)acrylate |
| US9707058B2 (en) | 2009-07-10 | 2017-07-18 | Zimmer Dental, Inc. | Patient-specific implants with improved osseointegration |
| DE202009016522U1 (de) | 2009-11-24 | 2010-03-04 | Ernst Mühlbauer Gmbh & Co. Kg | Infiltrant zur Behandlung einer Zahnschmelzläsion |
| US8602782B2 (en) | 2009-11-24 | 2013-12-10 | Zimmer Dental, Inc. | Porous implant device with improved core |
| CN102643500B (zh) * | 2012-04-01 | 2013-12-04 | 哈尔滨工业大学 | 有机-无机纳米复合树脂及其制备方法 |
| JP6035073B2 (ja) * | 2012-07-25 | 2016-11-30 | 株式会社トクヤマデンタル | 歯科用硬化性組成物 |
| JP6055227B2 (ja) * | 2012-08-03 | 2016-12-27 | 株式会社トクヤマデンタル | 歯科用常温重合レジン |
| JP5991880B2 (ja) * | 2012-08-10 | 2016-09-14 | 株式会社トクヤマデンタル | 粉液型歯科用接着材およびこれを用いた歯科用接着キット |
| JP6124533B2 (ja) * | 2012-08-20 | 2017-05-10 | 株式会社トクヤマデンタル | 歯科用セメントキット |
| DE102012016418B4 (de) * | 2012-08-21 | 2024-04-25 | Kulzer Gmbh | Dentaler Haftvermittler für Hochleistungspolymere |
| CN103948516A (zh) * | 2014-05-19 | 2014-07-30 | 北京化工大学常州先进材料研究院 | 一种齿科修复用光固化复合树脂及其制备方法 |
| KR20170012709A (ko) * | 2015-07-22 | 2017-02-03 | 주식회사 쿠보텍 | 민어 부레의 접착성분을 함유하는 치과용 본드 |
| JP6667554B2 (ja) | 2015-12-28 | 2020-03-18 | ヤマハ株式会社 | Ｆｒｐ用樹脂組成物、ｆｒｐシート及び成形体 |
| CN107537061B (zh) * | 2016-06-23 | 2019-11-22 | 辽宁爱尔创生物材料有限公司 | 一种牙科用复合树脂材料的制备方法及其制备的产品 |
| CN109431817A (zh) * | 2018-12-20 | 2019-03-08 | 四川华柚医疗器械有限公司 | 一种新型树脂牙及其制作方法 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4443702A1 (de) * | 1994-12-08 | 1996-06-13 | Ivoclar Ag | Feinkörnige unter Druck oder Scherbeanspruchung fließfähige polymerisierbare Zusammensetzungen |
| US5760142A (en) * | 1996-12-04 | 1998-06-02 | Dentsply Detrey G.M.B.H. | Epoxide-amine dendrimers and the preparation and use thereof |
| BR9807449A (pt) * | 1997-02-21 | 2000-04-25 | Dentsply Int Inc | Material dental polimerizável de baixa contração. |
| DE19736665A1 (de) * | 1997-08-22 | 1999-02-25 | Espe Dental Ag | Härtbare Masse mit Silan-Dendrimeren |
| FI980528A7 (fi) * | 1998-03-09 | 1999-09-10 | Bioxid Oy | Uusi prepreg |
-
2002
- 2002-02-06 ES ES02711891T patent/ES2312554T3/es not_active Expired - Lifetime
- 2002-02-06 EP EP02711891A patent/EP1368430B1/en not_active Expired - Lifetime
- 2002-02-06 WO PCT/FI2002/000087 patent/WO2002062901A1/en not_active Ceased
- 2002-02-06 AT AT02711891T patent/ATE407976T1/de not_active IP Right Cessation
- 2002-02-06 BR BRPI0207480-0A patent/BR0207480B1/pt not_active IP Right Cessation
- 2002-02-06 CN CNB028059034A patent/CN100393813C/zh not_active Expired - Fee Related
- 2002-02-06 JP JP2002563245A patent/JP3971307B2/ja not_active Expired - Fee Related
- 2002-02-06 CA CA2437622A patent/CA2437622C/en not_active Expired - Fee Related
- 2002-02-06 DE DE60228823T patent/DE60228823D1/de not_active Expired - Lifetime
- 2002-02-06 KR KR1020037010390A patent/KR100893126B1/ko not_active Expired - Fee Related
- 2002-02-06 AU AU2002231823A patent/AU2002231823B2/en not_active Ceased
- 2002-02-06 PL PL365346A patent/PL204442B1/pl unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL365346A1 (en) | 2004-12-27 |
| AU2002231823B2 (en) | 2006-02-23 |
| WO2002062901A8 (en) | 2003-11-13 |
| PL204442B1 (pl) | 2010-01-29 |
| CN1643073A (zh) | 2005-07-20 |
| KR20040011460A (ko) | 2004-02-05 |
| EP1368430A1 (en) | 2003-12-10 |
| ATE407976T1 (de) | 2008-09-15 |
| JP2004525216A (ja) | 2004-08-19 |
| KR100893126B1 (ko) | 2009-04-10 |
| BR0207480A (pt) | 2004-08-10 |
| ES2312554T3 (es) | 2009-03-01 |
| CN100393813C (zh) | 2008-06-11 |
| JP3971307B2 (ja) | 2007-09-05 |
| EP1368430B1 (en) | 2008-09-10 |
| WO2002062901A1 (en) | 2002-08-15 |
| CA2437622A1 (en) | 2002-08-15 |
| DE60228823D1 (de) | 2008-10-23 |
| BR0207480B1 (pt) | 2011-12-13 |
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| MKLA | Lapsed |
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