DE102008021473A1 - Mit Antiplaque-Wirkstoff(en) ausgestattete Dentalmaterialien - Google Patents
Mit Antiplaque-Wirkstoff(en) ausgestattete Dentalmaterialien Download PDFInfo
- Publication number
- DE102008021473A1 DE102008021473A1 DE102008021473A DE102008021473A DE102008021473A1 DE 102008021473 A1 DE102008021473 A1 DE 102008021473A1 DE 102008021473 A DE102008021473 A DE 102008021473A DE 102008021473 A DE102008021473 A DE 102008021473A DE 102008021473 A1 DE102008021473 A1 DE 102008021473A1
- Authority
- DE
- Germany
- Prior art keywords
- dental material
- salt
- material according
- octenidine
- 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.)
- Ceased
Links
- 239000005548 dental material Substances 0.000 title claims abstract description 38
- 230000002882 anti-plaque Effects 0.000 title claims abstract description 11
- SMGTYJPMKXNQFY-UHFFFAOYSA-N octenidine dihydrochloride Chemical class Cl.Cl.C1=CC(=NCCCCCCCC)C=CN1CCCCCCCCCCN1C=CC(=NCCCCCCCC)C=C1 SMGTYJPMKXNQFY-UHFFFAOYSA-N 0.000 claims abstract description 23
- PCSWXVJAIHCTMO-UHFFFAOYSA-P dequalinium Chemical class C1=CC=C2[N+](CCCCCCCCCC[N+]3=C4C=CC=CC4=C(N)C=C3C)=C(C)C=C(N)C2=C1 PCSWXVJAIHCTMO-UHFFFAOYSA-P 0.000 claims abstract description 11
- 239000000178 monomer Substances 0.000 claims abstract description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 6
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 5
- 238000000034 method Methods 0.000 claims abstract description 4
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 3
- 239000006185 dispersion Substances 0.000 claims abstract 3
- -1 Fatty acid anions Chemical class 0.000 claims description 14
- 150000003839 salts Chemical class 0.000 claims description 12
- 150000001450 anions Chemical class 0.000 claims description 9
- 229960001774 octenidine Drugs 0.000 claims description 9
- 230000000845 anti-microbial effect Effects 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 230000005012 migration Effects 0.000 claims description 3
- 238000013508 migration Methods 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 2
- 150000007513 acids Chemical class 0.000 claims description 2
- 125000002091 cationic group Chemical group 0.000 claims description 2
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 2
- 239000000194 fatty acid Substances 0.000 claims description 2
- 229930195729 fatty acid Natural products 0.000 claims description 2
- 239000000945 filler Substances 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 239000003381 stabilizer Substances 0.000 claims description 2
- 230000002421 anti-septic effect Effects 0.000 claims 4
- 229940064004 antiseptic throat preparations Drugs 0.000 claims 3
- 229910001385 heavy metal Inorganic materials 0.000 claims 1
- 150000002736 metal compounds Chemical class 0.000 claims 1
- 239000003505 polymerization initiator Substances 0.000 claims 1
- 230000003381 solubilizing effect Effects 0.000 claims 1
- 239000000463 material Substances 0.000 description 15
- 239000004480 active ingredient Substances 0.000 description 10
- 241000894006 Bacteria Species 0.000 description 9
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 7
- 230000001580 bacterial effect Effects 0.000 description 6
- YMHOBZXQZVXHBM-UHFFFAOYSA-N 2,5-dimethoxy-4-bromophenethylamine Chemical compound COC1=CC(CCN)=C(OC)C=C1Br YMHOBZXQZVXHBM-UHFFFAOYSA-N 0.000 description 5
- 241000545067 Venus Species 0.000 description 5
- 239000002131 composite material Substances 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 239000000654 additive Substances 0.000 description 4
- 238000009826 distribution Methods 0.000 description 4
- IPCSVZSSVZVIGE-UHFFFAOYSA-M hexadecanoate Chemical compound CCCCCCCCCCCCCCCC([O-])=O IPCSVZSSVZVIGE-UHFFFAOYSA-M 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000013543 active substance Substances 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 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 3
- 229940079593 drug Drugs 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000005368 silicate glass Substances 0.000 description 3
- LGJCFVYMIJLQJO-UHFFFAOYSA-N 1-dodecylperoxydodecane Chemical compound CCCCCCCCCCCCOOCCCCCCCCCCCC LGJCFVYMIJLQJO-UHFFFAOYSA-N 0.000 description 2
- 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 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
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 2
- 230000001464 adherent effect Effects 0.000 description 2
- 230000000844 anti-bacterial effect Effects 0.000 description 2
- 244000052616 bacterial pathogen Species 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
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 125000005442 diisocyanate group Chemical group 0.000 description 2
- 238000002845 discoloration Methods 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000010453 quartz Substances 0.000 description 2
- 230000001235 sensitizing effect Effects 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- BUHVIAUBTBOHAG-FOYDDCNASA-N (2r,3r,4s,5r)-2-[6-[[2-(3,5-dimethoxyphenyl)-2-(2-methylphenyl)ethyl]amino]purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol Chemical compound COC1=CC(OC)=CC(C(CNC=2C=3N=CN(C=3N=CN=2)[C@H]2[C@@H]([C@H](O)[C@@H](CO)O2)O)C=2C(=CC=CC=2)C)=C1 BUHVIAUBTBOHAG-FOYDDCNASA-N 0.000 description 1
- 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
- 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
- YZTDRUCJEUCHIC-UHFFFAOYSA-N 1-(4,4-dichlorocyclohexa-1,5-dien-1-yl)-2-phenylethane-1,2-dione Chemical compound C1=CC(Cl)(Cl)CC=C1C(=O)C(=O)C1=CC=CC=C1 YZTDRUCJEUCHIC-UHFFFAOYSA-N 0.000 description 1
- JVGOFANLFCWVCZ-UHFFFAOYSA-N 1-(6,6-dimethylcyclohexa-2,4-dien-1-yl)-1,2,2-triphenylethane-1,2-diol Chemical compound CC1(C)C=CC=CC1C(O)(C(O)(C=1C=CC=CC=1)C=1C=CC=CC=1)C1=CC=CC=C1 JVGOFANLFCWVCZ-UHFFFAOYSA-N 0.000 description 1
- KWVGIHKZDCUPEU-UHFFFAOYSA-N 2,2-dimethoxy-2-phenylacetophenone Chemical compound C=1C=CC=CC=1C(OC)(OC)C(=O)C1=CC=CC=C1 KWVGIHKZDCUPEU-UHFFFAOYSA-N 0.000 description 1
- NEBBLNDVSSWJLL-UHFFFAOYSA-N 2,3-bis(2-methylprop-2-enoyloxy)propyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(OC(=O)C(C)=C)COC(=O)C(C)=C NEBBLNDVSSWJLL-UHFFFAOYSA-N 0.000 description 1
- 125000004098 2,6-dichlorobenzoyl group Chemical group O=C([*])C1=C(Cl)C([H])=C([H])C([H])=C1Cl 0.000 description 1
- OLQFXOWPTQTLDP-UHFFFAOYSA-N 2-(2-hydroxyethoxy)ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCO OLQFXOWPTQTLDP-UHFFFAOYSA-N 0.000 description 1
- PSYGHMBJXWRQFD-UHFFFAOYSA-N 2-(2-sulfanylacetyl)oxyethyl 2-sulfanylacetate Chemical compound SCC(=O)OCCOC(=O)CS PSYGHMBJXWRQFD-UHFFFAOYSA-N 0.000 description 1
- 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 1
- RBFPEAGEJJSYCX-UHFFFAOYSA-N 2-[2-(2-ethoxyethoxy)ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CCOCCOCCOCCOC(=O)C(C)=C RBFPEAGEJJSYCX-UHFFFAOYSA-N 0.000 description 1
- MZGMQAMKOBOIDR-UHFFFAOYSA-N 2-[2-(2-hydroxyethoxy)ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOCCO MZGMQAMKOBOIDR-UHFFFAOYSA-N 0.000 description 1
- VHSHLMUCYSAUQU-UHFFFAOYSA-N 2-hydroxypropyl methacrylate Chemical compound CC(O)COC(=O)C(C)=C VHSHLMUCYSAUQU-UHFFFAOYSA-N 0.000 description 1
- YXYJVFYWCLAXHO-UHFFFAOYSA-N 2-methoxyethyl 2-methylprop-2-enoate Chemical compound COCCOC(=O)C(C)=C YXYJVFYWCLAXHO-UHFFFAOYSA-N 0.000 description 1
- SMBRHGJEDJVDOB-UHFFFAOYSA-N 2-methylpropanimidamide;dihydrochloride Chemical compound Cl.Cl.CC(C)C(N)=N SMBRHGJEDJVDOB-UHFFFAOYSA-N 0.000 description 1
- NWKKCUWIMOZYOO-UHFFFAOYSA-N 3-methoxybutyl 2-methylprop-2-enoate Chemical compound COC(C)CCOC(=O)C(C)=C NWKKCUWIMOZYOO-UHFFFAOYSA-N 0.000 description 1
- YYVYAPXYZVYDHN-UHFFFAOYSA-N 9,10-phenanthroquinone Chemical compound C1=CC=C2C(=O)C(=O)C3=CC=CC=C3C2=C1 YYVYAPXYZVYDHN-UHFFFAOYSA-N 0.000 description 1
- 241000186044 Actinomyces viscosus Species 0.000 description 1
- 229910002020 Aerosil® OX 50 Inorganic materials 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical class [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- QSJXEFYPDANLFS-UHFFFAOYSA-N Diacetyl Chemical group CC(=O)C(C)=O QSJXEFYPDANLFS-UHFFFAOYSA-N 0.000 description 1
- 241000605986 Fusobacterium nucleatum Species 0.000 description 1
- 241001295925 Gegenes Species 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 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 1
- 229910004298 SiO 2 Inorganic materials 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 241000194019 Streptococcus mutans Species 0.000 description 1
- 241000194023 Streptococcus sanguinis Species 0.000 description 1
- 244000028419 Styrax benzoin Species 0.000 description 1
- 235000000126 Styrax benzoin Nutrition 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- 235000008411 Sumatra benzointree Nutrition 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- OKKRPWIIYQTPQF-UHFFFAOYSA-N Trimethylolpropane trimethacrylate Chemical compound CC(=C)C(=O)OCC(CC)(COC(=O)C(C)=C)COC(=O)C(C)=C OKKRPWIIYQTPQF-UHFFFAOYSA-N 0.000 description 1
- 241001148135 Veillonella parvula Species 0.000 description 1
- GQPVFBDWIUVLHG-UHFFFAOYSA-N [2,2-bis(hydroxymethyl)-3-(2-methylprop-2-enoyloxy)propyl] 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(CO)(CO)COC(=O)C(C)=C GQPVFBDWIUVLHG-UHFFFAOYSA-N 0.000 description 1
- JUDXBRVLWDGRBC-UHFFFAOYSA-N [2-(hydroxymethyl)-3-(2-methylprop-2-enoyloxy)-2-(2-methylprop-2-enoyloxymethyl)propyl] 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(CO)(COC(=O)C(C)=C)COC(=O)C(C)=C JUDXBRVLWDGRBC-UHFFFAOYSA-N 0.000 description 1
- UKMBKKFLJMFCSA-UHFFFAOYSA-N [3-hydroxy-2-(2-methylprop-2-enoyloxy)propyl] 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(CO)OC(=O)C(C)=C UKMBKKFLJMFCSA-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 230000003698 anagen phase Effects 0.000 description 1
- 238000004873 anchoring Methods 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 229940088710 antibiotic agent Drugs 0.000 description 1
- 239000004599 antimicrobial Substances 0.000 description 1
- JPNZKPRONVOMLL-UHFFFAOYSA-N azane;octadecanoic acid Chemical class [NH4+].CCCCCCCCCCCCCCCCCC([O-])=O JPNZKPRONVOMLL-UHFFFAOYSA-N 0.000 description 1
- 230000010065 bacterial adhesion Effects 0.000 description 1
- 229910052916 barium silicate Inorganic materials 0.000 description 1
- HMOQPOVBDRFNIU-UHFFFAOYSA-N barium(2+);dioxido(oxo)silane Chemical compound [Ba+2].[O-][Si]([O-])=O HMOQPOVBDRFNIU-UHFFFAOYSA-N 0.000 description 1
- 229960002130 benzoin Drugs 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 239000003139 biocide Substances 0.000 description 1
- 230000032770 biofilm formation Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 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 1
- 229940106691 bisphenol a Drugs 0.000 description 1
- 229930006711 bornane-2,3-dione Natural products 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000004568 cement Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 230000006735 deficit Effects 0.000 description 1
- 239000011350 dental composite resin Substances 0.000 description 1
- 210000004268 dentin Anatomy 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 235000013681 dietary sucrose Nutrition 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical class CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 description 1
- UJKWLAZYSLJTKA-UHFFFAOYSA-N edma Chemical compound O1CCOC2=CC(CC(C)NC)=CC=C21 UJKWLAZYSLJTKA-UHFFFAOYSA-N 0.000 description 1
- 229940082150 encore Drugs 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- MHCLJIVVJQQNKQ-UHFFFAOYSA-N ethyl carbamate;2-methylprop-2-enoic acid Chemical compound CCOC(N)=O.CC(=C)C(O)=O MHCLJIVVJQQNKQ-UHFFFAOYSA-N 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 238000012757 fluorescence staining Methods 0.000 description 1
- 229910021485 fumed silica Inorganic materials 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000002241 glass-ceramic Substances 0.000 description 1
- 239000005337 ground glass Substances 0.000 description 1
- 235000019382 gum benzoic Nutrition 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical class CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 210000000003 hoof Anatomy 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 230000002779 inactivation Effects 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 230000000622 irritating effect Effects 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 230000001483 mobilizing effect Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 210000000214 mouth Anatomy 0.000 description 1
- 239000002324 mouth wash Substances 0.000 description 1
- GYVGXEWAOAAJEU-UHFFFAOYSA-N n,n,4-trimethylaniline Chemical compound CN(C)C1=CC=C(C)C=C1 GYVGXEWAOAAJEU-UHFFFAOYSA-N 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- 231100000344 non-irritating Toxicity 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 230000002572 peristaltic effect Effects 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 238000002360 preparation method Methods 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
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 230000001698 pyrogenic effect Effects 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 239000012966 redox initiator Substances 0.000 description 1
- 239000012925 reference material Substances 0.000 description 1
- 230000000979 retarding effect Effects 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- LIVNPJMFVYWSIS-UHFFFAOYSA-N silicon monoxide Chemical class [Si-]#[O+] LIVNPJMFVYWSIS-UHFFFAOYSA-N 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 239000010959 steel 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
- 229960004793 sucrose Drugs 0.000 description 1
- 230000009967 tasteless effect Effects 0.000 description 1
- SJMYWORNLPSJQO-UHFFFAOYSA-N tert-butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C)(C)C SJMYWORNLPSJQO-UHFFFAOYSA-N 0.000 description 1
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 1
- BWSZXUOMATYHHI-UHFFFAOYSA-N tert-butyl octaneperoxoate Chemical compound CCCCCCCC(=O)OOC(C)(C)C BWSZXUOMATYHHI-UHFFFAOYSA-N 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 239000010457 zeolite Substances 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
- A61K6/60—Preparations for dentistry comprising organic or organo-metallic additives
- A61K6/69—Medicaments
-
- 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
- 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
- A61K6/891—Compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- A61K6/893—Polyurethanes
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/02—Stomatological preparations, e.g. drugs for caries, aphtae, periodontitis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
Landscapes
- Health & Medical Sciences (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Plastic & Reconstructive Surgery (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Dental Preparations (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Priority Applications (10)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102008021473A DE102008021473A1 (de) | 2008-04-29 | 2008-04-29 | Mit Antiplaque-Wirkstoff(en) ausgestattete Dentalmaterialien |
| EP09004859.6A EP2113237B1 (de) | 2008-04-29 | 2009-04-02 | Mit Antiplaque-Wirkstoff(en) ausgestattete Dentalmaterialien |
| ES09004859T ES2531004T3 (es) | 2008-04-29 | 2009-04-02 | Materiales dentales dotados de principio(s) activo(s) antiplaca |
| AU2009201450A AU2009201450A1 (en) | 2008-04-29 | 2009-04-14 | Dental materials equipped with active anti-plaque substance(s) |
| US12/429,353 US8075905B2 (en) | 2008-04-29 | 2009-04-24 | Dental materials equipped with active anti-plaque substance(s) |
| BRPI0900788A BRPI0900788B1 (pt) | 2008-04-29 | 2009-04-28 | material dental provido de substância ativa antiplaca e processo para prover propriedades antiplaca ao material dental com base em (met)acrilato |
| CN2009101362259A CN101569594B (zh) | 2008-04-29 | 2009-04-29 | 配有活性抗斑物质的牙科材料 |
| MX2009004586A MX2009004586A (es) | 2008-04-29 | 2009-04-29 | Material dental dotado de ingrediente(s) activo(s) antiplaca. |
| JP2009110371A JP5704799B2 (ja) | 2008-04-29 | 2009-04-30 | プラーク防止性作用物質を備えた歯科材料 |
| AU2009201812A AU2009201812A1 (en) | 2008-04-29 | 2009-05-06 | Dental materials equipped with active anti-plaque substance(s) |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102008021473A DE102008021473A1 (de) | 2008-04-29 | 2008-04-29 | Mit Antiplaque-Wirkstoff(en) ausgestattete Dentalmaterialien |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE102008021473A1 true DE102008021473A1 (de) | 2009-11-12 |
Family
ID=40982788
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE102008021473A Ceased DE102008021473A1 (de) | 2008-04-29 | 2008-04-29 | Mit Antiplaque-Wirkstoff(en) ausgestattete Dentalmaterialien |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US8075905B2 (https=) |
| EP (1) | EP2113237B1 (https=) |
| JP (1) | JP5704799B2 (https=) |
| CN (1) | CN101569594B (https=) |
| AU (2) | AU2009201450A1 (https=) |
| BR (1) | BRPI0900788B1 (https=) |
| DE (1) | DE102008021473A1 (https=) |
| ES (1) | ES2531004T3 (https=) |
| MX (1) | MX2009004586A (https=) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102010035856A1 (de) | 2010-08-30 | 2012-03-01 | Heraeus Kulzer Gmbh | Molkekulardispers verteilter Octenidinwirkstoff in Dentalmaterial |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102008021473A1 (de) * | 2008-04-29 | 2009-11-12 | Heraeus Kulzer Gmbh | Mit Antiplaque-Wirkstoff(en) ausgestattete Dentalmaterialien |
| DE102009004368A1 (de) * | 2009-01-08 | 2010-07-15 | Heraeus Kulzer Gmbh | Dentalmaterialien enthaltend antimikrobielle Wirkstoffe zur Verhinderung von Plaque-Anlagerungen |
| DE102009035970A1 (de) * | 2009-08-04 | 2011-02-17 | Heraeus Kulzer Gmbh | Antimikrobiell ausgestattete Dentalmaterialien, insbesondere zur Verhinderung von Plaqueanlagerungen |
| EP2384733B1 (de) * | 2010-05-07 | 2016-07-27 | Ivoclar Vivadent AG | Antimikrobielle Dentalwerkstoffe |
| WO2014100807A1 (en) * | 2012-12-21 | 2014-06-26 | Lonza Inc. | Antimicrobial bispyridine amine compositions and uses |
| DE102015121858B9 (de) * | 2015-12-15 | 2025-04-10 | Kulzer Gmbh | Verfahren zur Herstellung grosser polymerisierter dentaler Materialblöcke |
| CN111051285A (zh) * | 2017-08-21 | 2020-04-21 | 迪氏曼卡博金艾美斯有限公司 | 基于奥替尼啶的化合物 |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2458380A1 (de) | 1973-12-10 | 1975-06-12 | Pennwalt Corp | Zahnfuellmasse |
| US4206215A (en) | 1976-02-25 | 1980-06-03 | Sterling Drug Inc. | Antimicrobial bis-[4-(substituted-amino)-1-pyridinium]alkanes |
| DE3703080A1 (de) | 1986-07-25 | 1988-01-28 | Bayer Ag | (meth)-acrylsaeureester |
| DE3703120A1 (de) | 1986-07-25 | 1988-01-28 | Bayer Ag | Urethangruppen enthaltende (meth)-acrylsaeurederivate von tricyclo (5.2.1.0(pfeil hoch)2(pfeil hoch)(pfeil hoch).(pfeil hoch)(pfeil hoch)6(pfeil hoch))decanen |
| US20070053848A1 (en) * | 2003-08-26 | 2007-03-08 | Stockel Richard F | Antimicrobial materials for dental care applications |
Family Cites Families (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1260941A (en) * | 1983-12-09 | 1989-09-26 | Sanofi | Bis¬4-(substituted-amino)-1-pyridinium|alkane saccharin salts and process of preparation thereof |
| US5472712A (en) * | 1991-12-24 | 1995-12-05 | Euroceltique, S.A. | Controlled-release formulations coated with aqueous dispersions of ethylcellulose |
| US5580578A (en) * | 1992-01-27 | 1996-12-03 | Euro-Celtique, S.A. | Controlled release formulations coated with aqueous dispersions of acrylic polymers |
| US6395303B1 (en) * | 1996-06-10 | 2002-05-28 | Edward Mendell Co., Inc. | Process for preparing a directly compressible solid dosage form containing microcrystalline cellulose |
| DE19932603A1 (de) * | 1999-07-13 | 2001-01-25 | Gruenenthal Gmbh | Wirkstoffhaltiger Mehrschichtfilm aus in situ vernetzten hydrophilen Polymeren |
| DE19937093A1 (de) * | 1999-08-06 | 2001-02-08 | Espe Dental Ag | Adhäsivsysteme III |
| US20060243297A1 (en) * | 2005-04-29 | 2006-11-02 | Brown Dale G | Coated monofilament oriented HDPE dental tapes |
| DK1578350T3 (da) * | 2002-03-26 | 2009-08-10 | Euro Celtique Sa | Sammensætninger med gel-coating med depotvirkning |
| US20050048005A1 (en) * | 2003-08-26 | 2005-03-03 | Stockel Richard F. | Antimicrobial compositions for dental applications |
| DE10332680A1 (de) * | 2003-07-18 | 2005-02-17 | Biomet Deutschland Gmbh | Verwendung von antiseptischen Wirkstoffen in PMMA-Knochenzementen |
| DE10358747A1 (de) * | 2003-12-12 | 2005-07-07 | Lts Lohmann Therapie-Systeme Ag | Darreichungsform basierend auf vernetzten hydrophilen Polymeren |
| DE10358748A1 (de) * | 2003-12-12 | 2005-07-14 | Lts Lohmann Therapie-Systeme Ag | Darreichungsform basierend auf vernetzten hydrophilen Polymeren |
| US20050281757A1 (en) * | 2004-06-17 | 2005-12-22 | Sayed Ibrahim | Oral care film |
| US8318210B2 (en) * | 2005-02-28 | 2012-11-27 | Neos Therapeutics, Lp | Compositions and methods of making sustained release liquid formulations |
| US20060205838A1 (en) | 2005-03-10 | 2006-09-14 | Velamakanni Bhaskar V | Hardenable antimicrobial dental compositions and methods |
| US20070092553A1 (en) * | 2005-10-21 | 2007-04-26 | Pfab Lp | Compositions and methods of making rapidly dissolving lonically masked formulations |
| DE102007040569A1 (de) | 2007-08-28 | 2009-03-05 | Schulz, Hans H. | Verfahren zur Prophylaxe von Karies und Parodontopathien |
| DE102008021473A1 (de) * | 2008-04-29 | 2009-11-12 | Heraeus Kulzer Gmbh | Mit Antiplaque-Wirkstoff(en) ausgestattete Dentalmaterialien |
| DE102009004368A1 (de) * | 2009-01-08 | 2010-07-15 | Heraeus Kulzer Gmbh | Dentalmaterialien enthaltend antimikrobielle Wirkstoffe zur Verhinderung von Plaque-Anlagerungen |
-
2008
- 2008-04-29 DE DE102008021473A patent/DE102008021473A1/de not_active Ceased
-
2009
- 2009-04-02 ES ES09004859T patent/ES2531004T3/es active Active
- 2009-04-02 EP EP09004859.6A patent/EP2113237B1/de active Active
- 2009-04-14 AU AU2009201450A patent/AU2009201450A1/en not_active Abandoned
- 2009-04-24 US US12/429,353 patent/US8075905B2/en active Active
- 2009-04-28 BR BRPI0900788A patent/BRPI0900788B1/pt not_active IP Right Cessation
- 2009-04-29 CN CN2009101362259A patent/CN101569594B/zh not_active Expired - Fee Related
- 2009-04-29 MX MX2009004586A patent/MX2009004586A/es active IP Right Grant
- 2009-04-30 JP JP2009110371A patent/JP5704799B2/ja active Active
- 2009-05-06 AU AU2009201812A patent/AU2009201812A1/en not_active Abandoned
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2458380A1 (de) | 1973-12-10 | 1975-06-12 | Pennwalt Corp | Zahnfuellmasse |
| US4206215A (en) | 1976-02-25 | 1980-06-03 | Sterling Drug Inc. | Antimicrobial bis-[4-(substituted-amino)-1-pyridinium]alkanes |
| DE3703080A1 (de) | 1986-07-25 | 1988-01-28 | Bayer Ag | (meth)-acrylsaeureester |
| DE3703120A1 (de) | 1986-07-25 | 1988-01-28 | Bayer Ag | Urethangruppen enthaltende (meth)-acrylsaeurederivate von tricyclo (5.2.1.0(pfeil hoch)2(pfeil hoch)(pfeil hoch).(pfeil hoch)(pfeil hoch)6(pfeil hoch))decanen |
| US20070053848A1 (en) * | 2003-08-26 | 2007-03-08 | Stockel Richard F | Antimicrobial materials for dental care applications |
Non-Patent Citations (3)
| Title |
|---|
| ISO4049 |
| Langhoff, F.: "Antiseptischer Knochenzement: Freisetzung von Octenidin aus Polymethylmethacrylat (PMMA)", Dissertation, Universität Ulm, 2007 * |
| Merck Index 14th Ed. 2006, Monograph Number: 0006754 |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102010035856A1 (de) | 2010-08-30 | 2012-03-01 | Heraeus Kulzer Gmbh | Molkekulardispers verteilter Octenidinwirkstoff in Dentalmaterial |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101569594A (zh) | 2009-11-04 |
| CN101569594B (zh) | 2013-10-09 |
| JP2009263366A (ja) | 2009-11-12 |
| US8075905B2 (en) | 2011-12-13 |
| ES2531004T3 (es) | 2015-03-09 |
| JP5704799B2 (ja) | 2015-04-22 |
| BRPI0900788B1 (pt) | 2016-07-12 |
| BRPI0900788A2 (pt) | 2010-01-19 |
| US20090297458A1 (en) | 2009-12-03 |
| EP2113237B1 (de) | 2014-12-10 |
| MX2009004586A (es) | 2009-12-18 |
| EP2113237A1 (de) | 2009-11-04 |
| AU2009201450A1 (en) | 2009-11-12 |
| AU2009201812A1 (en) | 2009-11-19 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP2113237B1 (de) | Mit Antiplaque-Wirkstoff(en) ausgestattete Dentalmaterialien | |
| DE60132888T2 (de) | Antimikrobielle zusammensetzung | |
| EP1849450B1 (de) | Dentalwerkstoffe auf der Basis radikalisch polymerisierbarer Makromere mit antimikrobieller Wirkung | |
| EP3692976B1 (de) | Dentalmaterialien auf basis von redoxsystemen mit geruchsarmen cumolhydroperoxidderivaten | |
| EP2103296B1 (de) | Polymerbeschichteter Glasfüllstoff zur Verwendung in Dentalwerkstoffen | |
| EP2698142B1 (de) | Zahnfüllungsmaterialien und Zahnlacke zur Hemmung der Biofilmbildung von Streptococcus mutans und deren Herstellung | |
| EP0717976A2 (de) | Polymerisierbares Dentalmaterial | |
| DE19942923A1 (de) | Dentalklebersystem | |
| EP3692974B1 (de) | Dentalmaterialien mit verbesserten mechanischen eigenschaften | |
| DE19713048B4 (de) | Plaqueinhibierende Composite | |
| EP2461785B1 (de) | Antimikrobiell ausgestattete dentalmaterialien, insbesondere zur verhinderung von plaqueanlagerungen | |
| WO2016142118A1 (de) | Dentalmaterialien auf der basis von hybridmonomeren | |
| EP3692975B1 (de) | Dentalmaterialien mit verbessertem abbindeverhalten | |
| EP2384733B1 (de) | Antimikrobielle Dentalwerkstoffe | |
| EP3373991A1 (de) | Hochschlagzähes, transparentes prothesenmaterial mit niedrigem rest-mma gehalt | |
| EP4032521B1 (de) | Dentalwerkstoff zur herstellung provisorischer kronen und brücken | |
| DE4110612C2 (de) | Polymerisierbares Dentalmaterial | |
| EP2489344A1 (de) | Dentalwerkstoff auf der Basis einer antimikrobiell wirksamen Verbindung | |
| DE102010035856A1 (de) | Molkekulardispers verteilter Octenidinwirkstoff in Dentalmaterial |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OP8 | Request for examination as to paragraph 44 patent law | ||
| R082 | Change of representative |
Representative=s name: BENDELE, TANJA, DIPL.-CHEM. DR. RER. NAT., DE Representative=s name: RUHR-IP PATENTANWAELTE, DE |
|
| R082 | Change of representative |
Representative=s name: BENDELE, TANJA, DIPL.-CHEM. DR. RER. NAT., DE |
|
| R002 | Refusal decision in examination/registration proceedings | ||
| R003 | Refusal decision now final |