JP5832544B2 - 歯科用組成物 - Google Patents
歯科用組成物 Download PDFInfo
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- JP5832544B2 JP5832544B2 JP2013534191A JP2013534191A JP5832544B2 JP 5832544 B2 JP5832544 B2 JP 5832544B2 JP 2013534191 A JP2013534191 A JP 2013534191A JP 2013534191 A JP2013534191 A JP 2013534191A JP 5832544 B2 JP5832544 B2 JP 5832544B2
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- LPIQIQPLUVLISR-UHFFFAOYSA-N 2-prop-1-en-2-yl-4,5-dihydro-1,3-oxazole Chemical compound CC(=C)C1=NCCO1 LPIQIQPLUVLISR-UHFFFAOYSA-N 0.000 description 1
- LBVCJVFSSCOLKJ-UHFFFAOYSA-N 3-(4-propylphenoxy)propyl prop-2-enoate Chemical compound CCCC1=CC=C(OCCCOC(=O)C=C)C=C1 LBVCJVFSSCOLKJ-UHFFFAOYSA-N 0.000 description 1
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 description 1
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 description 1
- FQMIAEWUVYWVNB-UHFFFAOYSA-N 3-prop-2-enoyloxybutyl prop-2-enoate Chemical compound C=CC(=O)OC(C)CCOC(=O)C=C FQMIAEWUVYWVNB-UHFFFAOYSA-N 0.000 description 1
- DCQBZYNUSLHVJC-UHFFFAOYSA-N 3-triethoxysilylpropane-1-thiol Chemical compound CCO[Si](OCC)(OCC)CCCS DCQBZYNUSLHVJC-UHFFFAOYSA-N 0.000 description 1
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 description 1
- XOJWAAUYNWGQAU-UHFFFAOYSA-N 4-(2-methylprop-2-enoyloxy)butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCCOC(=O)C(C)=C XOJWAAUYNWGQAU-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
- JHWGFJBTMHEZME-UHFFFAOYSA-N 4-prop-2-enoyloxybutyl prop-2-enoate Chemical compound C=CC(=O)OCCCCOC(=O)C=C JHWGFJBTMHEZME-UHFFFAOYSA-N 0.000 description 1
- RWHRFHQRVDUPIK-UHFFFAOYSA-N 50867-57-7 Chemical compound CC(=C)C(O)=O.CC(=C)C(O)=O RWHRFHQRVDUPIK-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
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 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
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical group OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 1
- KIXUSMZYXZIZMW-UHFFFAOYSA-N C(N)(O)=O.C(N)(O)=O.C(C=C)(=O)OCCC=1C(=C(C=CC1)C)C Chemical compound C(N)(O)=O.C(N)(O)=O.C(C=C)(=O)OCCC=1C(=C(C=CC1)C)C KIXUSMZYXZIZMW-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 1
- 229910052684 Cerium Inorganic materials 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 229910052581 Si3N4 Inorganic materials 0.000 description 1
- LCXXNKZQVOXMEH-UHFFFAOYSA-N Tetrahydrofurfuryl methacrylate Chemical compound CC(=C)C(=O)OCC1CCCO1 LCXXNKZQVOXMEH-UHFFFAOYSA-N 0.000 description 1
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-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
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-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
- ULGYAEQHFNJYML-UHFFFAOYSA-N [AlH3].[Ca] Chemical compound [AlH3].[Ca] ULGYAEQHFNJYML-UHFFFAOYSA-N 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- HFBMWMNUJJDEQZ-UHFFFAOYSA-N acryloyl chloride Chemical compound ClC(=O)C=C HFBMWMNUJJDEQZ-UHFFFAOYSA-N 0.000 description 1
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 238000012644 addition polymerization Methods 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 238000004026 adhesive bonding Methods 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- HXBPYFMVGFDZFT-UHFFFAOYSA-N allyl isocyanate Chemical compound C=CCN=C=O HXBPYFMVGFDZFT-UHFFFAOYSA-N 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium peroxydisulfate Substances [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 1
- VAZSKTXWXKYQJF-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)OOS([O-])=O VAZSKTXWXKYQJF-UHFFFAOYSA-N 0.000 description 1
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 1
- 229910052787 antimony Inorganic materials 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 229960004217 benzyl alcohol Drugs 0.000 description 1
- 230000002902 bimodal effect Effects 0.000 description 1
- 230000008033 biological extinction Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
- 150000001649 bromium compounds Chemical class 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000000404 calcium aluminium silicate Substances 0.000 description 1
- 235000012215 calcium aluminium silicate Nutrition 0.000 description 1
- WNCYAPRTYDMSFP-UHFFFAOYSA-N calcium aluminosilicate Chemical compound [Al+3].[Al+3].[Ca+2].[O-][Si]([O-])=O.[O-][Si]([O-])=O.[O-][Si]([O-])=O.[O-][Si]([O-])=O WNCYAPRTYDMSFP-UHFFFAOYSA-N 0.000 description 1
- 229940078583 calcium aluminosilicate Drugs 0.000 description 1
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 229920002301 cellulose acetate Polymers 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 239000008119 colloidal silica Substances 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- GRWZHXKQBITJKP-UHFFFAOYSA-L dithionite(2-) Chemical compound [O-]S(=O)S([O-])=O GRWZHXKQBITJKP-UHFFFAOYSA-L 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000001493 electron microscopy Methods 0.000 description 1
- 238000005538 encapsulation Methods 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
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000010433 feldspar Substances 0.000 description 1
- 229960002089 ferrous chloride Drugs 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000003178 glass ionomer cement Substances 0.000 description 1
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 1
- 239000000852 hydrogen donor Substances 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 229920003063 hydroxymethyl cellulose Polymers 0.000 description 1
- 229940031574 hydroxymethyl cellulose Drugs 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- NMCUIPGRVMDVDB-UHFFFAOYSA-L iron dichloride Chemical compound Cl[Fe]Cl NMCUIPGRVMDVDB-UHFFFAOYSA-L 0.000 description 1
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 239000012633 leachable Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 229910000000 metal hydroxide Inorganic materials 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 229910052914 metal silicate Inorganic materials 0.000 description 1
- VHRYZQNGTZXDNX-UHFFFAOYSA-N methacryloyl chloride Chemical compound CC(=C)C(Cl)=O VHRYZQNGTZXDNX-UHFFFAOYSA-N 0.000 description 1
- YDKNBNOOCSNPNS-UHFFFAOYSA-N methyl 1,3-benzoxazole-2-carboxylate Chemical compound C1=CC=C2OC(C(=O)OC)=NC2=C1 YDKNBNOOCSNPNS-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- DQMWMUMCNOJLSI-UHFFFAOYSA-N n-carbamothioylbenzamide Chemical compound NC(=S)NC(=O)C1=CC=CC=C1 DQMWMUMCNOJLSI-UHFFFAOYSA-N 0.000 description 1
- 150000004767 nitrides Chemical class 0.000 description 1
- 239000012766 organic filler Substances 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 235000006408 oxalic acid Nutrition 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
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N phosphonic acid group Chemical group P(O)(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000000068 pit and fissure sealant Substances 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 238000012643 polycondensation polymerization Methods 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- 239000012255 powdered metal Substances 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- KCTAWXVAICEBSD-UHFFFAOYSA-N prop-2-enoyloxy prop-2-eneperoxoate Chemical compound C=CC(=O)OOOC(=O)C=C KCTAWXVAICEBSD-UHFFFAOYSA-N 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- LYBIZMNPXTXVMV-UHFFFAOYSA-N propan-2-yl prop-2-enoate Chemical compound CC(C)OC(=O)C=C LYBIZMNPXTXVMV-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
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 239000006254 rheological additive Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- HQVNEWCFYHHQES-UHFFFAOYSA-N silicon nitride Chemical compound N12[Si]34N5[Si]62N3[Si]51N64 HQVNEWCFYHHQES-UHFFFAOYSA-N 0.000 description 1
- 238000004513 sizing Methods 0.000 description 1
- CHLCPTJLUJHDBO-UHFFFAOYSA-M sodium;benzenesulfinate Chemical compound [Na+].[O-]S(=O)C1=CC=CC=C1 CHLCPTJLUJHDBO-UHFFFAOYSA-M 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000001356 surgical procedure Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- MUTNCGKQJGXKEM-UHFFFAOYSA-N tamibarotene Chemical compound C=1C=C2C(C)(C)CCC(C)(C)C2=CC=1NC(=O)C1=CC=C(C(O)=O)C=C1 MUTNCGKQJGXKEM-UHFFFAOYSA-N 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 150000003628 tricarboxylic acids Chemical class 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/16—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
- C07C233/17—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
- C07C233/20—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a carbon atom of an acyclic unsaturated carbon skeleton
-
- 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
- A61K6/887—Compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- A61K6/889—Polycarboxylate cements; Glass ionomer cements
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
Landscapes
- Health & Medical Sciences (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Life Sciences & Earth Sciences (AREA)
- Epidemiology (AREA)
- Plastic & Reconstructive Surgery (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Dental Preparations (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Polyamides (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
Description
(i)1つ又は複数の酸性基を有する下記式(1)の水溶性の重合性化合物と:
AXn (1)
(式中、
Aは、終端の少なくとも2個の窒素原子がX部分とアミド結合を形成する、下記式(3):
式中、
R’は、水素原子、又は置換若しくは非置換の脂肪族炭化水素基若しくは脂環式炭化水素基を表し、各R’は同じであっても異なっていてもよく;
L1、L2及びL3は、同じであっても異なっていてもよく、独立して、単結合を表すか、又は、任意に、炭化水素基の骨格内に窒素及び酸素から選択される1個〜6個のヘテロ原子、並びに任意に、カルボン酸基又はそれらの塩、ヒドロキシル基、チオール基及びアミノ基から選択される1つ〜6つの官能基を含有するC2〜20の直鎖状、分岐状又は環状の炭化水素基を表し、L1及びL2が複数存在する場合、L1及びL2はそれぞれ同じであっても異なっていてもよく;
Q1及びQ2は、同じであっても異なっていてもよく、独立して、単結合を表すか、又はアミド、ウレタン、尿素及びチオ尿素の連結部(linkage)から選択される連結部を表し;
kは少なくとも0の整数であり、
Xは、重合性二重結合を含有し、かつ、Aの窒素原子とアミド結合を形成する部分であり、各Xは同じであっても異なっていてもよく、かつ、下記式(2)で表され:
R1及びR2は互いに独立しており、かつ、水素原子、C1〜6アルキル基又は−(CH2)m−COOM基を表し、Mは水素原子又は金属原子を表し、mは0〜6の整数であり、
Lは結合又はC1〜6アルキレン基であり;及び、
nは少なくとも2の整数である);
(ii)開始剤系と、
(iii)任意に、重合性二重結合を有し得るポリ酸ポリマーと、
(iv)任意に、水及び/又は水溶性溶媒と、
(v)任意に、粒子状充填剤と、
を含む、歯科用組成物を提供する。
(i)ポリアミドを得るための、任意で下記式(5a):
(式中、
L、R1及びR2は請求項1に規定したとおりであり、Y1は脱離基であるか、さもなければY1は、R1又はR2中に存在するカルボキシル基及び隣接するカルボニル基とともに分子内無水物基を形成する);
(ii)工程(i)で得られる前記ポリアミドを、式(5a)の化合物と反応させることによって式(2)の部分を導入する工程であって、Y1が脱離基であり、R1及びR2が上記に規定したとおりである、式(2)の部分を導入する工程と、
を含むか;又は、
(iii)アミドを得るための、ポリアミンと式(5a)の化合物とを含有する混合物を反応させる工程と;
(iv)式(1)の水溶性の重合性化合物を得るための、(iii)で得られるアミドと、少なくとも2つのカルボン酸基又はそれらの無水物を有する化合物とを含有する混合物の逐次重合の工程と、
を含む、水溶性の重合性化合物を調製する方法を提供する。
AXn (1)
の水溶性の重合性化合物を含む。
MOOC−R5−COOM (4)
L、R1及びR2は請求項1に規定したとおりであり、Y1は脱離基であるか、さもなければY1は、R1又はR2中に存在するカルボキシル基及び隣接するカルボニル基とともに分子内無水物基を形成する)。
アミドをベースとしたマクロモノマーの合成
1H−NMR(DMSO−d6,400MHz)=12.280(s,COOH)、8.005〜7.570(m,CONH)、5.636+5.311(s,CH2CCH3COO,ビニルプロトン)、3.476〜3.154(m)、1.832(s,CH2CCH3COO)ppm。
メタクリル酸無水物の濃度の変更
0.0013mol(200mg)のメタクリル酸無水物を添加した以外、上記のとおりに反応を行った。
メタクリル酸無水物の濃度の変更
0.0003mol(46mg)のメタクリル酸無水物を添加した以外、上記のとおりに反応を行った。
マクロモノマー1
1H−NMR(DMSO−d6,400MHz)=8.149〜7.806(m,CONH)、5.683+5.332(ps,CH2CCH3COO,ビニルプロトン(protonen)、3.130〜2.769(m,骨格)、2.504〜2.106(m,骨格)、1.831(s,CH2CCH3COO)ppm。
マクロモノマー2
1H−NMR(DMSO−d6,400MHz)=12.378(s,COOH)、8.145〜7.784(m,CONH)、5.641+5.305(偽s,CH2CCH3COO,ビニルプロトン)、3.378〜2.770(m,骨格)、2.455〜2.167(m,骨格)、1.832(s,CH2CCH3COO)ppm。
マクロモノマー3
1H−NMR(DMSO−d6,400MHz)=12.288(s,COOH)、8.010〜7.795(m,CONH)、5.647+5.311(偽s,CH2CCH3COO,ビニルプロトン)、3.047〜2.779(m,骨格)、2.509〜2.083(m,骨格)、1.843(s,CH2CCH3COO)ppm。
配合例
以下の配合例では、指定の重量部の表面コーティングされたアルミノケイ酸ガラス(d50=1.7μm)をそれぞれ1.0部の液体と混合させる。液体の組成は以下に記載する。
25.00重量(Gew.)% アクリル酸とイタコン酸とのコポリマー、
25.10重量% 2−ヒドロキシエチルメタクリレート(HEMA)、
4.70重量% UDMA(ウレタンジメタクリレート樹脂、CAS:105883−40−7)、
5.00重量% 酒石酸、
5.00重量% マクロモノマー1、
34.58重量% 水、
0.29重量% カンファーキノン、
0.33重量% 4−N,N’−ジメチルアミノベンゾニトリル。
25.00重量% アクリル酸とイタコン酸とのコポリマー、
25.10重量% HEMA、
4.70重量% UDMA(ウレタンジメタクリレート樹脂、CAS:105883−40−7)、
5.00重量% 酒石酸、
9.10重量% マクロモノマー1、
34.64重量% 水、
0.26重量% カンファーキノン、
0.30重量% 4−N,N’−ジメチルアミノベンゾニトリル。
25.00重量% アクリル酸とイタコン酸とのコポリマー、
25.10重量% HEMA、
9.70重量% UDMA(ウレタンジメタクリレート樹脂、CAS:105883−40−7)、
5.00重量% 酒石酸、
9.10重量% マクロモノマー1、
34.61重量% 水、
0.27重量% カンファーキノン、
0.32重量% 4−N,N’−ジメチルアミノベンゾニトリル。
25.00重量% アクリル酸とイタコン酸とのコポリマー、
25.10重量% 2−N,N’−ビスアクリルアミド−N,N’−ジエチル−1,3−プロパン、
4.70重量% UDMA(ウレタンジメタクリレート樹脂、CAS:105883−40−7)、
5.00重量% 酒石酸、
5.00重量% マクロモノマー1、
34.58重量% 水、
0.29重量% カンファーキノン、
0.33重量% 4−N,N’−ジメチルアミノベンゾニトリル。
25.00重量% HEMA修飾ポリアクリル酸、
25.10重量% 2−N,N’−ビスアクリルアミド−N,N’−ジエチル−1,3−プロパン、
4.70重量% UDMA(ウレタンジメタクリレート樹脂、CAS:105883−40−7)、
5.00重量% 酒石酸、
5.00重量% マクロモノマー1、
34.58重量% 水、
0.29重量% カンファーキノン、
0.33重量% 4−N,N’−ジメチルアミノベンゾニトリル。
25.00重量% HEMA修飾ポリアクリル酸、
25.10重量% 2−N,N’−ビスアクリルアミド−N,N’−ジエチル−1,3−プロパン、
4.70重量% UDMA(ウレタンジメタクリレート樹脂、CAS:105883−40−7)、
5.00重量% 酒石酸、
5.00重量% マクロモノマー3、
34.60重量% 水、
0.28重量% カンファーキノン、
0.32重量% 4−N,N’−ジメチルアミノベンゾニトリル。
15.66重量% 2−N,N’−ビスアクリルアミド−N,N’−ジエチル−1,3−プロパン、
31.72重量% マクロモノマー3、
45.75重量% 水、
5.00重量% 酒石酸、
0.99重量% クメンヒドロペルオキシド、及び、
0.89重量% ベンゾイルチオ尿素。
Claims (7)
- 歯科用組成物であって、
(i)1つ又は複数のカルボン酸基又はそれらの塩を有する下記式(1)の水溶性の重合性化合物と、
AXn (1)
(式中、
Aは、終端の少なくとも2個の窒素原子がX部分とアミド結合を形成する、下記式(3):
式中、
R’は、水素原子、又は置換若しくは非置換の脂肪族炭化水素基若しくは脂環式炭化水素基を表し、各R’は同じであっても異なっていてもよく;
L1、L2及びL3は、同じであっても異なっていてもよく、独立して、単結合を表すか、又は、炭化水素基の骨格内に窒素及び酸素から選択される1個又は2個のヘテロ原子、並びに任意に、1つ〜3つのカルボン酸基又はそれらの塩を含有するC 1〜6 の直鎖状、分岐状又は環状の炭化水素基を表し、L1及びL2が複数存在する場合、L1及びL2はそれぞれ同じであっても異なっていてもよく;
Q1及びQ2は、同じであっても異なっていてもよく、独立して、単結合を表すか、又はアミド、ウレタン、尿素及びチオ尿素の連結部から選択される連結部を表し;
kは少なくとも0の整数であり、
Xは、重合性二重結合を含有し、かつ、Aの窒素原子とアミド結合を形成する部分であり、各Xは同じであっても異なっていてもよく、かつ、下記式(2)で表され:
R1及びR2は互いに独立しており、水素原子、C1〜6アルキル基又は−(CH2)m−COOM基を表し、Mは水素原子又は金属原子を表し、mは0〜6の整数であり、
Lは結合又はC1〜6アルキレン基であり;及び、
nは2であり、
ただし、kが0の場合、L 3 は単結合ではない);
(ii)開始剤系と、
を含む、歯科用組成物。 - ポリ酸ポリマー、水、水溶性溶媒及び/又は粒子状充填剤を更に含有する、請求項1に記載の歯科用組成物。
- Q1及びQ2がアミド連結部を表し、kが少なくとも1である、請求項1に記載の歯科用組成物。
- L3がポリオキシアルキレン基を表し、kが0である、請求項1に記載の歯科用組成物。
- 前記式(1)の水溶性の重合性化合物が、300〜10000の平均分子量を有する、請求項1〜4のいずれか一項に記載の歯科用組成物。
- Q1又はQ2が単結合であり、Q1及びQ2のもう一方が、アミド、ウレタン、尿素及びチオ尿素の連結部から選択され、kが少なくとも1である、請求項1〜5のいずれか一項に記載の歯科用組成物。
- 歯科用組成物の調製のための請求項1〜6のいずれか一項に規定される式(1)の化合物の使用。
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EP10013771A EP2444054A1 (en) | 2010-10-19 | 2010-10-19 | Dental composition |
PCT/EP2011/005232 WO2012052160A1 (en) | 2010-10-19 | 2011-10-18 | Dental composition |
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EP (2) | EP2444054A1 (ja) |
JP (1) | JP5832544B2 (ja) |
CN (2) | CN103167859B (ja) |
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-
2010
- 2010-10-19 EP EP10013771A patent/EP2444054A1/en not_active Withdrawn
-
2011
- 2011-10-18 WO PCT/EP2011/005232 patent/WO2012052160A1/en active Application Filing
- 2011-10-18 JP JP2013534191A patent/JP5832544B2/ja not_active Expired - Fee Related
- 2011-10-18 US US13/979,811 patent/US9603780B2/en active Active
- 2011-10-18 CN CN201180050435.1A patent/CN103167859B/zh active Active
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EP2629740A1 (en) | 2013-08-28 |
WO2012052160A1 (en) | 2012-04-26 |
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HK1184077A1 (zh) | 2014-01-17 |
CA2814746A1 (en) | 2012-04-26 |
US20140039087A1 (en) | 2014-02-06 |
CN105878040A (zh) | 2016-08-24 |
JP2013541546A (ja) | 2013-11-14 |
CN103167859B (zh) | 2016-05-04 |
CN103167859A (zh) | 2013-06-19 |
CA2814746C (en) | 2019-08-20 |
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