WO2023058771A1 - 分包型の歯科用硬化性組成物 - Google Patents
分包型の歯科用硬化性組成物 Download PDFInfo
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- WO2023058771A1 WO2023058771A1 PCT/JP2022/037733 JP2022037733W WO2023058771A1 WO 2023058771 A1 WO2023058771 A1 WO 2023058771A1 JP 2022037733 W JP2022037733 W JP 2022037733W WO 2023058771 A1 WO2023058771 A1 WO 2023058771A1
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- FFFUDCAMFSUXJT-UHFFFAOYSA-N n-[2-(dimethylamino)ethyl]-n'-[2-[ethyl(methyl)amino]ethyl]-n,n'-dimethylpropane-1,3-diamine Chemical compound CCN(C)CCN(C)CCCN(C)CCN(C)C FFFUDCAMFSUXJT-UHFFFAOYSA-N 0.000 description 1
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001298 n-hexoxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- XTOAVCKZNAHVEP-UHFFFAOYSA-N n-octyl-1-pyridin-2-ylmethanimine Chemical compound CCCCCCCCN=CC1=CC=CC=N1 XTOAVCKZNAHVEP-UHFFFAOYSA-N 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- CWKYKJQWSSZVDF-UHFFFAOYSA-N n-propyl-1-pyridin-2-ylmethanimine Chemical compound CCCN=CC1=CC=CC=N1 CWKYKJQWSSZVDF-UHFFFAOYSA-N 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000004957 naphthylene group Chemical group 0.000 description 1
- 125000005484 neopentoxy group Chemical group 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 229960002446 octanoic acid Drugs 0.000 description 1
- 230000001151 other effect Effects 0.000 description 1
- 125000004043 oxo group Chemical group O=* 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- SIWVEOZUMHYXCS-UHFFFAOYSA-N oxo(oxoyttriooxy)yttrium Chemical compound O=[Y]O[Y]=O SIWVEOZUMHYXCS-UHFFFAOYSA-N 0.000 description 1
- BFYJDHRWCNNYJQ-UHFFFAOYSA-N oxo-(3-oxo-3-phenylpropoxy)-(2,4,6-trimethylphenyl)phosphanium Chemical compound CC1=CC(C)=CC(C)=C1[P+](=O)OCCC(=O)C1=CC=CC=C1 BFYJDHRWCNNYJQ-UHFFFAOYSA-N 0.000 description 1
- JOUSPCDMLWUHSO-UHFFFAOYSA-N oxovanadium;propan-2-ol Chemical compound [V]=O.CC(C)O.CC(C)O.CC(C)O JOUSPCDMLWUHSO-UHFFFAOYSA-N 0.000 description 1
- 125000006353 oxyethylene group Chemical group 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- ZRSNZINYAWTAHE-UHFFFAOYSA-N p-methoxybenzaldehyde Chemical compound COC1=CC=C(C=O)C=C1 ZRSNZINYAWTAHE-UHFFFAOYSA-N 0.000 description 1
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 1
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- XYJRXVWERLGGKC-UHFFFAOYSA-D pentacalcium;hydroxide;triphosphate Chemical compound [OH-].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O XYJRXVWERLGGKC-UHFFFAOYSA-D 0.000 description 1
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 125000005561 phenanthryl group Chemical group 0.000 description 1
- 125000005562 phenanthrylene group Chemical group 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- PJNZPQUBCPKICU-UHFFFAOYSA-N phosphoric acid;potassium Chemical compound [K].OP(O)(O)=O PJNZPQUBCPKICU-UHFFFAOYSA-N 0.000 description 1
- 125000004193 piperazinyl group Chemical group 0.000 description 1
- 238000005498 polishing Methods 0.000 description 1
- 229920001084 poly(chloroprene) Polymers 0.000 description 1
- 229920001483 poly(ethyl methacrylate) polymer Polymers 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 235000019275 potassium ascorbate Nutrition 0.000 description 1
- 229940017794 potassium ascorbate Drugs 0.000 description 1
- DJEHXEMURTVAOE-UHFFFAOYSA-M potassium bisulfite Chemical compound [K+].OS([O-])=O DJEHXEMURTVAOE-UHFFFAOYSA-M 0.000 description 1
- 235000010259 potassium hydrogen sulphite Nutrition 0.000 description 1
- BHZRJJOHZFYXTO-UHFFFAOYSA-L potassium sulfite Chemical compound [K+].[K+].[O-]S([O-])=O BHZRJJOHZFYXTO-UHFFFAOYSA-L 0.000 description 1
- 235000019252 potassium sulphite Nutrition 0.000 description 1
- CONVKSGEGAVTMB-RXSVEWSESA-M potassium-L-ascorbate Chemical compound [K+].OC[C@H](O)[C@H]1OC(=O)C(O)=C1[O-] CONVKSGEGAVTMB-RXSVEWSESA-M 0.000 description 1
- HPWMVNFJSFHJIW-UHFFFAOYSA-M potassium;2,4,6-tri(propan-2-yl)benzenesulfinate Chemical compound [K+].CC(C)C1=CC(C(C)C)=C(S([O-])=O)C(C(C)C)=C1 HPWMVNFJSFHJIW-UHFFFAOYSA-M 0.000 description 1
- NLZLDWFYQXFPSZ-UHFFFAOYSA-M potassium;2,4,6-triethylbenzenesulfinate Chemical compound [K+].CCC1=CC(CC)=C(S([O-])=O)C(CC)=C1 NLZLDWFYQXFPSZ-UHFFFAOYSA-M 0.000 description 1
- SCRWQCKSJIHKKV-UHFFFAOYSA-M potassium;2,4,6-trimethylbenzenesulfinate Chemical compound [K+].CC1=CC(C)=C(S([O-])=O)C(C)=C1 SCRWQCKSJIHKKV-UHFFFAOYSA-M 0.000 description 1
- YVHWGMMGEAQQRT-UHFFFAOYSA-M potassium;4-methylbenzenesulfinate Chemical compound [K+].CC1=CC=C(S([O-])=O)C=C1 YVHWGMMGEAQQRT-UHFFFAOYSA-M 0.000 description 1
- LZSBNSVOXWMXLL-UHFFFAOYSA-M potassium;benzenesulfinate Chemical compound [K+].[O-]S(=O)C1=CC=CC=C1 LZSBNSVOXWMXLL-UHFFFAOYSA-M 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 125000006308 propyl amino group Chemical group 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 125000003373 pyrazinyl group Chemical group 0.000 description 1
- 125000003226 pyrazolyl group Chemical group 0.000 description 1
- 125000001725 pyrenyl group Chemical group 0.000 description 1
- PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical group C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 description 1
- SLUHLANJIVXTRQ-UHFFFAOYSA-N pyridin-2-ylthiourea Chemical compound NC(=S)NC1=CC=CC=N1 SLUHLANJIVXTRQ-UHFFFAOYSA-N 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 229910052705 radium Inorganic materials 0.000 description 1
- HCWPIIXVSYCSAN-UHFFFAOYSA-N radium atom Chemical compound [Ra] HCWPIIXVSYCSAN-UHFFFAOYSA-N 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000007717 redox polymerization reaction Methods 0.000 description 1
- 238000001226 reprecipitation Methods 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- NNNVXFKZMRGJPM-KHPPLWFESA-N sapienic acid Chemical compound CCCCCCCCC\C=C/CCCCC(O)=O NNNVXFKZMRGJPM-KHPPLWFESA-N 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 230000001568 sexual effect Effects 0.000 description 1
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 description 1
- 229910010271 silicon carbide Inorganic materials 0.000 description 1
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 1
- PPASLZSBLFJQEF-RKJRWTFHSA-M sodium erythorbate Chemical compound [Na+].OC[C@@H](O)[C@H]1OC(=O)C(O)=C1[O-] PPASLZSBLFJQEF-RKJRWTFHSA-M 0.000 description 1
- 235000010352 sodium erythorbate Nutrition 0.000 description 1
- GCLGEJMYGQKIIW-UHFFFAOYSA-H sodium hexametaphosphate Chemical compound [Na]OP1(=O)OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])O1 GCLGEJMYGQKIIW-UHFFFAOYSA-H 0.000 description 1
- 235000019982 sodium hexametaphosphate Nutrition 0.000 description 1
- 229940079827 sodium hydrogen sulfite Drugs 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- CMZUMMUJMWNLFH-UHFFFAOYSA-N sodium metavanadate Chemical compound [Na+].[O-][V](=O)=O CMZUMMUJMWNLFH-UHFFFAOYSA-N 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- KNHRGMOGYVTHPU-UHFFFAOYSA-M sodium;2,4,6-triethylbenzenesulfinate Chemical compound [Na+].CCC1=CC(CC)=C(S([O-])=O)C(CC)=C1 KNHRGMOGYVTHPU-UHFFFAOYSA-M 0.000 description 1
- GRBCNEIBDFNEES-UHFFFAOYSA-M sodium;2,4,6-trimethylbenzenesulfinate Chemical compound [Na+].CC1=CC(C)=C(S([O-])=O)C(C)=C1 GRBCNEIBDFNEES-UHFFFAOYSA-M 0.000 description 1
- NTUROZDXWLPVHB-UHFFFAOYSA-M sodium;3-diphenylphosphanylbenzenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C1=CC=CC(P(C=2C=CC=CC=2)C=2C=CC=CC=2)=C1 NTUROZDXWLPVHB-UHFFFAOYSA-M 0.000 description 1
- PVGBHEUCHKGFQP-UHFFFAOYSA-N sodium;n-[5-amino-2-(4-aminophenyl)sulfonylphenyl]sulfonylacetamide Chemical compound [Na+].CC(=O)NS(=O)(=O)C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=C1 PVGBHEUCHKGFQP-UHFFFAOYSA-N 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000010183 spectrum analysis Methods 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 125000001174 sulfone group Chemical group 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- KUCOHFSKRZZVRO-UHFFFAOYSA-N terephthalaldehyde Chemical compound O=CC1=CC=C(C=O)C=C1 KUCOHFSKRZZVRO-UHFFFAOYSA-N 0.000 description 1
- 125000004213 tert-butoxy group Chemical group [H]C([H])([H])C(O*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000005922 tert-pentoxy group Chemical group 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 239000001577 tetrasodium phosphonato phosphate Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 125000000101 thioether group Chemical group 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- UWHZIFQPPBDJPM-BQYQJAHWSA-N trans-vaccenic acid Chemical compound CCCCCC\C=C\CCCCCCCCCC(O)=O UWHZIFQPPBDJPM-BQYQJAHWSA-N 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- 229910000391 tricalcium phosphate Inorganic materials 0.000 description 1
- 235000019731 tricalcium phosphate Nutrition 0.000 description 1
- 229940078499 tricalcium phosphate Drugs 0.000 description 1
- GQIUQDDJKHLHTB-UHFFFAOYSA-N trichloro(ethenyl)silane Chemical compound Cl[Si](Cl)(Cl)C=C GQIUQDDJKHLHTB-UHFFFAOYSA-N 0.000 description 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
- STDMRMREKPZQFJ-UHFFFAOYSA-H tricopper;2-hydroxypropane-1,2,3-tricarboxylate Chemical compound [Cu+2].[Cu+2].[Cu+2].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O.[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O STDMRMREKPZQFJ-UHFFFAOYSA-H 0.000 description 1
- BDZBKCUKTQZUTL-UHFFFAOYSA-N triethyl phosphite Chemical compound CCOP(OCC)OCC BDZBKCUKTQZUTL-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- PBCRPKLFTJSXBG-UHFFFAOYSA-N trimethoxy(non-8-enyl)silane Chemical compound CO[Si](OC)(OC)CCCCCCCC=C PBCRPKLFTJSXBG-UHFFFAOYSA-N 0.000 description 1
- RKLXSINPXIQKIB-UHFFFAOYSA-N trimethoxy(oct-7-enyl)silane Chemical compound CO[Si](OC)(OC)CCCCCCC=C RKLXSINPXIQKIB-UHFFFAOYSA-N 0.000 description 1
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 1
- YUYCVXFAYWRXLS-UHFFFAOYSA-N trimethoxysilane Chemical compound CO[SiH](OC)OC YUYCVXFAYWRXLS-UHFFFAOYSA-N 0.000 description 1
- CYTQBVOFDCPGCX-UHFFFAOYSA-N trimethyl phosphite Chemical compound COP(OC)OC CYTQBVOFDCPGCX-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- 229910000404 tripotassium phosphate Inorganic materials 0.000 description 1
- 235000019798 tripotassium phosphate Nutrition 0.000 description 1
- MJOVEPJSFHDSOJ-UHFFFAOYSA-N tris(1,1,1,3,3,3-hexafluoropropan-2-yl) phosphite Chemical compound FC(F)(F)C(C(F)(F)F)OP(OC(C(F)(F)F)C(F)(F)F)OC(C(F)(F)F)C(F)(F)F MJOVEPJSFHDSOJ-UHFFFAOYSA-N 0.000 description 1
- FQLSDFNKTNBQLC-UHFFFAOYSA-N tris(2,3,4,5,6-pentafluorophenyl)phosphane Chemical compound FC1=C(F)C(F)=C(F)C(F)=C1P(C=1C(=C(F)C(F)=C(F)C=1F)F)C1=C(F)C(F)=C(F)C(F)=C1F FQLSDFNKTNBQLC-UHFFFAOYSA-N 0.000 description 1
- IDXDWPWXHTXJMZ-UHFFFAOYSA-N tris(2,4,6-trimethylphenyl)phosphane Chemical compound CC1=CC(C)=CC(C)=C1P(C=1C(=CC(C)=CC=1C)C)C1=C(C)C=C(C)C=C1C IDXDWPWXHTXJMZ-UHFFFAOYSA-N 0.000 description 1
- RERMPCBBVZEPBS-UHFFFAOYSA-N tris(2,6-dimethylphenyl)phosphane Chemical compound CC1=CC=CC(C)=C1P(C=1C(=CC=CC=1C)C)C1=C(C)C=CC=C1C RERMPCBBVZEPBS-UHFFFAOYSA-N 0.000 description 1
- GMRACXJRJFIBHU-UHFFFAOYSA-N tris(4-bromophenyl)phosphane Chemical compound C1=CC(Br)=CC=C1P(C=1C=CC(Br)=CC=1)C1=CC=C(Br)C=C1 GMRACXJRJFIBHU-UHFFFAOYSA-N 0.000 description 1
- IQKSLJOIKWOGIZ-UHFFFAOYSA-N tris(4-chlorophenyl)phosphane Chemical compound C1=CC(Cl)=CC=C1P(C=1C=CC(Cl)=CC=1)C1=CC=C(Cl)C=C1 IQKSLJOIKWOGIZ-UHFFFAOYSA-N 0.000 description 1
- GEPJPYNDFSOARB-UHFFFAOYSA-N tris(4-fluorophenyl)phosphane Chemical compound C1=CC(F)=CC=C1P(C=1C=CC(F)=CC=1)C1=CC=C(F)C=C1 GEPJPYNDFSOARB-UHFFFAOYSA-N 0.000 description 1
- WXAZIUYTQHYBFW-UHFFFAOYSA-N tris(4-methylphenyl)phosphane Chemical compound C1=CC(C)=CC=C1P(C=1C=CC(C)=CC=1)C1=CC=C(C)C=C1 WXAZIUYTQHYBFW-UHFFFAOYSA-N 0.000 description 1
- PXYCJKZSCDFXLR-UHFFFAOYSA-N tris[4-(trifluoromethyl)phenyl]phosphane Chemical compound C1=CC(C(F)(F)F)=CC=C1P(C=1C=CC(=CC=1)C(F)(F)F)C1=CC=C(C(F)(F)F)C=C1 PXYCJKZSCDFXLR-UHFFFAOYSA-N 0.000 description 1
- 239000011882 ultra-fine particle Substances 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 125000005287 vanadyl group Chemical group 0.000 description 1
- 239000005050 vinyl trichlorosilane Substances 0.000 description 1
- 125000005023 xylyl group Chemical group 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 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
-
- 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
- A61K6/831—Preparations for artificial teeth, for filling teeth or for capping teeth comprising non-metallic elements or compounds thereof, e.g. carbon
-
- 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
- A61K6/831—Preparations for artificial teeth, for filling teeth or for capping teeth comprising non-metallic elements or compounds thereof, e.g. carbon
- A61K6/836—Glass
-
- 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
- A61K6/84—Preparations for artificial teeth, for filling teeth or for capping teeth comprising metals or alloys
-
- 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
Definitions
- the present invention relates to a sachet-type dental curable composition used for bonding dental prostheses such as crowns, inlays, and bridges to tooth structure, and for building abutments in dental treatment. More specifically, the present invention relates to a sachet-type dental curable composition having good chemical polymerization curable properties and excellent adhesion durability to CAD/CAM resins.
- a prosthetic device such as an inlay, onlay or crown that fits the shape of the restored part is manufactured outside the oral cavity in advance, and is attached to the dental adhesive. Bonding prosthetic restorations using lumber are common.
- CAD/CAM that thermally and/or photopolymerizes a composite material consisting of a (meth)acrylate-based polymerizable monomer and an inorganic filler from a conventionally used metal prosthetic device.
- Prosthetic devices made of resins for dental implants and hard resins for dental crowns have become mainstream.
- Some hardened resins are polymerized by heat and/or light and have a material strength similar to that of teeth. It can also be applied to the posterior teeth where the occlusal pressure is very high. When a dental prosthesis using these cured resins is adhered to an abutment tooth, a dental resin cement is usually used.
- the resin for CAD/CAM is thermally polymerized by heating as described above, there are fewer unreacted polymerizable groups on the surface than the photopolymerization type resin material, and the reaction with the dental adhesive material is reduced. However, its adhesiveness was a problem.
- Patent Document 1 discloses that a dental adherend including a dental glass-ceramic restoration (especially a glass-ceramic restoration containing lithium disilicate) can be treated without using a conventionally used primer.
- a two-paste dental curable composition has been proposed that has clinically acceptable bond durability.
- a polymerization initiator system for a packaged dental curable composition that provides good mechanical properties, aesthetic properties, and good adhesion is selected from hydroperoxides and diperoxides.
- a polymerization initiator system consisting of an organic peroxide, a transition metal compound, and an ascorbic acid derivative is disclosed.
- Patent Document 3 an organic peroxide, a thiourea derivative, an ascorbate, A polymerization initiator system consisting of a vanadium compound has been proposed.
- Patent Document 1 exhibits high adhesion durability to a glass-ceramic restoration containing lithium disilicate, but thermal polymerization by heating is performed. It has been found that the resin for CAD/CAM currently used has a small number of unreacted polymerizable groups on the surface, and thus there is room for improvement in adhesion durability. Moreover, although the dental curable composition containing the polymerization initiator system disclosed in Patent Documents 2 and 3 has high polymerization curability, there is room for improvement in adhesion durability to CAD/CAM resins. rice field.
- an object of the present invention is to provide a packaged dental curable composition that has good chemical polymerization curable properties and excellent adhesion durability to CAD/CAM resins.
- the present invention includes the following inventions.
- a 1 represents a polymerizable functional group selected from the group consisting of (meth)acryloyloxy group, vinyl group, and epoxy group
- M is a divalent divalent having a straight chain with a carbon chain length of 5 or more represents an aliphatic group or a divalent aromatic group having 6 or more carbon atoms
- a 2 , A 3 , and A 4 each independently represents a hydroxyl group, an alkyl group having 1 to 5 carbon atoms, or 1 carbon atom; is an alkoxy group of ⁇ 5 and at least one of A 2 , A 3 and A 4 is an alkoxy group having 1 to 5 carbon atoms.
- a silane coupling agent F
- a 2 , A 3 and A 4 are each independently a hydroxyl group, an alkyl group having 1 to 3 carbon atoms or an alkoxy group having 1 to 3 carbon atoms, and A 2 , A 3 and A 4 is an alkoxy group having 1 to 3 carbon atoms.
- A2 , A3 , and A4 are each independently a hydroxyl group, a methyl group, or a methoxy group, and at least one of A2 , A3 , and A4 is a methoxy group,
- M is a linear alkylene group with a carbon chain length of 8 or more.
- the silane coupling agent (F) is 5-(meth)acryloyloxypentyltrimethoxysilane, 6-(meth)acryloyloxyhexyltrimethoxysilane, 7-(meth)acryloyloxyheptyltrimethoxysilane, 8-(meth)acryloyloxyoctyltrimethoxysilane, 9-(meth)acryloyloxynonyltrimethoxysilane, 10-(meth)acryloyloxydecyltrimethoxysilane, 11-(meth)acryloyloxyundecyltrimethoxysilane, 8 -(meth)acryloyloxyoctylmethyldimethoxysilane, 10-(meth)acryloyloxydecylmethyldimethoxysilane, 11-(meth)acryloyloxyundecylmethyldimethoxysilane, and (meth)acryloyloxy
- Silane coupling agent (F) is 8-(meth)acryloyloxyoctyltrimethoxysilane, 9-(meth)acryloyloxynonyltrimethoxysilane, 10-(meth)acryloyloxydecyltrimethoxysilane, 11-
- the packaging type according to any one of [1] to [10], which is at least one selected from the group consisting of (meth)acryloyloxyundecyltrimethoxysilane and (meth)acryloyloxymethylphenethyltrimethoxysilane. dental curable composition.
- the present invention it is possible to provide a packaged dental curable composition that has good chemical polymerization curability and excellent adhesion durability to CAD/CAM resins.
- the packaged dental curable composition of the present invention comprises a polymerizable monomer having an acidic group (A), a polymerizable monomer having no acidic group (B), an ascorbic acid compound (C), an organic Peroxide (D), transition metal compound (E), and the following general formula (f-1)
- a 1 represents a polymerizable functional group selected from the group consisting of (meth)acryloyloxy group, vinyl group, and epoxy group
- M is a divalent divalent having a straight chain with a carbon chain length of 5 or more represents an aliphatic group or a divalent aromatic group having 6 or more carbon atoms
- a 2 , A 3 , and A 4 each independently represents a hydroxyl group, an alkyl group having 1 to 5 carbon atoms, or 1 carbon atom; to 5 alkoxy groups, and at least one of A 2 , A 3 and A 4 is an alkoxy group having 1 to 5 carbon atoms.
- a silane coupling agent (F) represented by
- a CAD/CAM resin is thermally polymerized by heating when it is produced by polymerizing and curing, and there are few unreacted polymerizable groups on the surface of the resin.
- the polymerizable monomer (A) having an acidic group of the present invention the polymerizable monomer (B) having no acidic group, the ascorbic acid compound (C), the organic peroxide
- the polymerization initiator system of the composition containing the substance (D) and the transition metal compound (E) has a high polymerization initiation efficiency even under acidic conditions, and the polymerization rate is sufficiently improved, so that the surface of the resin for CAD/CAM is reduced.
- a cross-linking reaction also occurs efficiently with the polymerizable groups.
- the CAD/CAM resin contains a filler (silica, etc.) and a polymerizable monomer ((meth)acrylic acid ester, etc.), and its shape is not particularly limited, and may be block-shaped, disk-shaped, or the like.
- the general formula (f- Since the silane coupling agent (F) represented by 1) has a long spacer portion with a carbon chain length of 5 or more, it exhibits high hydrophobicity and suppresses the hydrolysis reaction.
- the acidic group-containing polymerizable monomer (A) of the present invention is an essential component for the curable dental composition of the present invention to exhibit adhesiveness.
- the polymerizable monomer (A) having an acidic group has the effect of demineralizing tooth substance.
- the polymerizable monomer having an acidic group (A) has at least one acidic group such as a phosphoric acid group, a phosphonic acid group, a pyrophosphate group, a thiophosphoric acid group, a carboxylic acid group, a sulfonic acid group, and acryloyl
- a polymerizable monomer having at least one polymerizable group such as a group, a methacryloyl group, an acrylamide group, or a methacrylamide group.
- a polymerizable monomer having an acidic group (A ) is preferably monofunctional having one of an acryloyl group, a methacryloyl group, an acrylamide group and a methacrylamide group as a polymerizable group.
- Specific examples of the polymerizable monomer (A) having an acidic group include the following.
- Polymerizable monomers having a phosphoric acid group include, for example, 2-(meth)acryloyloxyethyl dihydrogenphosphate, 3-(meth)acryloyloxypropyl dihydrogenphosphate, 4-(meth)acryloyloxybutyldihydrogenphosphate, hydrogen phosphate, 5-(meth)acryloyloxypentyl dihydrogen phosphate, 6-(meth) acryloyloxyhexyl dihydrogen phosphate, 7-(meth) acryloyloxyheptyl dihydrogen phosphate, 8-(meth) acryloyloxy Octyl dihydrogen phosphate, 9-(meth) acryloyloxy nonyl dihydrogen phosphate, 10-(meth) acryloyloxydecyl dihydrogen phosphate, 11-(meth) acryloyloxy undecyl dihydrogen phosphate, 12-(meth) ) acryloyl oxide decy
- Polymerizable monomers having a phosphonic acid group include, for example, 2-(meth)acryloyloxyethylphenylphosphonate, 5-(meth)acryloyloxypentyl-3-phosphonopropionate, 6-(meth)acryloyloxy Hexyl-3-phosphonopropionate, 10-(meth)acryloyloxydecyl-3-phosphonopropionate, 6-(meth)acryloyloxyhexylphosphonoacetate, 10-(meth)acryloyloxydecylphosphonoacetate , acid chlorides, alkali metal salts, ammonium salts and amine salts thereof.
- Examples of the polymerizable monomer having a pyrophosphate group include bis[2-(meth)acryloyloxyethyl] pyrophosphate, bis[4-(meth)acryloyloxybutyl] pyrophosphate, bis[6-( meth)acryloyloxyhexyl], bis[8-(meth)acryloyloxyoctyl]pyrophosphate, bis[10-(meth)acryloyloxydecyl]pyrophosphate, their acid chlorides, alkali metal salts, ammonium salts, and amines Salt etc. are mentioned.
- polymerizable monomers having a thiophosphate group examples include 2-(meth)acryloyloxyethyl dihydrogenthiophosphate, 3-(meth)acryloyloxypropyl dihydrogenthiophosphate, 4-(meth)acryloyloxy butyl dihydrogenthiophosphate, 5-(meth)acryloyloxypentyl dihydrogenthiophosphate, 6-(meth)acryloyloxyhexyl dihydrogenthiophosphate, 7-(meth)acryloyloxyheptyl dihydrogenthiophosphate, 8 -(meth)acryloyloxyoctyl dihydrogenthiophosphate, 9-(meth)acryloyloxynonyl dihydrogenthiophosphate, 10-(meth)acryloyloxydecyl dihydrogenthiophosphate, 11-(meth)acryloyloxyundecyl dihydrogenthiophosphate, 12-(meth)acryloyl oxide dec
- polymerizable monomers having a carboxylic acid group examples include (meth)acrylic acid, 4-[2-[(meth)acryloyloxy]ethoxycarbonyl]phthalic acid, and 4-(meth)acryloyloxyethyltrimellitic acid.
- Polymerizable monomers having a sulfonic acid group include, for example, 2-(meth)acrylamido-2-methylpropanesulfonic acid, 2-sulfoethyl (meth)acrylate, acid chlorides, alkali metal salts, ammonium salts thereof, and amine salts.
- polymerizable monomers (A) having an acidic group polymerizable monomers having a phosphoric acid group, polymerizable monomers having a pyrophosphate group, and polymerizable monomers having a carboxylic acid group is preferred from the viewpoint of exhibiting better adhesion to tooth substance, adhesion to CAD / CAM resin, especially adhesion durability is more excellent, a polymerizable monomer having a phosphoric acid group, and a carboxylic acid A polymerizable monomer having a group is more preferred.
- a (meth)acrylate-based monofunctional polymerizable monomer or carboxylic acid having a phosphoric acid group having an alkyl group having 6 to 20 carbon atoms or an alkylene group having 6 to 20 carbon atoms as a main chain in the molecule A (meth)acrylate-based polymerizable monomer having a group is more preferable, and a (meth)acrylate-based monofunctional polymerizable monomer having a phosphoric acid group having an alkylene group having 8 to 12 carbon atoms as a main chain in the molecule.
- Body is even more preferred.
- 10-methacryloyloxydecyldihydrogen phosphate 4-(meth)acryloyloxyethyltrimellitic acid and 4-(meth)acryloyloxyethyltrimellitic anhydride are particularly preferred, and 10-methacryloyloxydecyldihydrogenphosphate is most preferred.
- the polymerizable monomer (A) having an acidic group may be blended alone or in combination of two or more.
- the content of the polymerizable monomer (A) having an acidic group is not particularly limited as long as the effect of the present invention is exhibited.
- the range is preferably from 1 to 50 parts by mass, more preferably from 2 to 25 parts by mass, and from 2 to 20 parts by mass. A range of 10 parts by mass is more preferred.
- 100% by mass of the total amount of the polymerizable monomer components of the curable dental composition means the polymerizable monomer contained in the first agent and the polymerizable monomer contained in the second agent. It means the case where the sum of the monomers is converted to 100 parts by mass.
- total amount of the curable dental composition means the total amount of the components contained in the first agent and the components contained in the second agent.
- the packaged dental curable composition of the present invention contains a polymerizable monomer (B) having no acidic group.
- the polymerizable monomer (B) having no acidic group is a polymerizable monomer that undergoes a radical polymerization reaction with a polymerization initiator system to polymerize.
- the polymerizable monomer (B) having no acidic group may be used alone or in combination of two or more.
- Preferred examples of the polymerizable monomer (B) having no acidic group include the following hydrophilic polymerizable monomer (B-1) and hydrophobic polymerizable monomer (B-2).
- the hydrophilic polymerizable monomer (B-1) means a polymerizable monomer having a solubility in water at 25° C. of 10% by mass or more. Those having a solubility of 30% by mass or more are preferable, and those capable of dissolving in water at an arbitrary ratio at 25°C are more preferable.
- the hydrophilic polymerizable monomer (B-1) promotes the penetration of the components of the curable dental composition into the dentin and also penetrates into the dentin by itself to form an organic component (collagen) in the dentin. to adhere to.
- hydrophilic polymerizable monomer (B-1) examples include 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate (hereinafter sometimes abbreviated as "HEMA"), and 3-hydroxypropyl (meth)acrylate. , 2-hydroxypropyl (meth)acrylate, 1,3-dihydroxypropyl (meth)acrylate, 2,3-dihydroxypropyl (meth)acrylate, 2-((meth)acryloyloxy)ethyltrimethylammonium chloride, etc.
- HEMA 2-hydroxyethyl methacrylate
- 3-hydroxypropyl (meth)acrylate 2-hydroxypropyl (meth)acrylate, 1,3-dihydroxypropyl (meth)acrylate, 2,3-dihydroxypropyl (meth)acrylate, 2-((meth)acryloyloxy)ethyltrimethylammonium chloride, etc.
- (Meth)acrylic acid ester-based polymerizable monomer bifunctional (meth)acrylic acid ester-based polymerizable monomer such as polyethylene glycol di(meth)acrylate (average addition mole number of oxyethylene group: 9 or more) 2-Hydroxyethyl (meth)acrylate is preferred from the viewpoints of exhibiting superior adhesiveness to tooth substance, adhesiveness to CAD/CAM resins, and particularly excellent adhesion durability.
- “(meth)acryl” means acryl and methacryl, and expressions such as “(meth)acryloyl” and "(meth)acrylate” are the same.
- the hydrophobic polymerizable monomer (B-2) means a crosslinkable polymerizable monomer having a solubility in water at 25°C of less than 10% by mass.
- Examples of the hydrophobic polymerizable monomer (B-2) include aromatic compound-based monofunctional polymerizable monomers and bifunctional polymerizable monomers, and aliphatic compound-based monofunctional polymerizable monomers. Examples include monomers, bifunctional polymerizable monomers, and trifunctional or higher polymerizable monomers.
- the hydrophobic polymerizable monomer (B-2) improves the mechanical strength, handleability, etc. of the cured product of the dental curable composition.
- aromatic compound-based monofunctional polymerizable monomers examples include benzyl (meth)acrylate, p-cumyl-phenoxyethylene glycol (meth)acrylate, and 2-phenoxybenzyl (meth)acrylate. Among these, benzyl methacrylate and p-cumyl-phenoxyethylene glycol methacrylate are preferred.
- aromatic compound-based bifunctional polymerizable monomers include aromatic di(meth)acrylates.
- aromatic compound-based bifunctional polymerizable monomers include 2,2-bis((meth)acryloyloxyphenyl)propane, 2,2-bis[4-(3-acryloyloxy-2- hydroxypropoxy)phenyl]propane, 2,2-bis[4-(2-hydroxy-3-methacryloyloxypropoxy)phenyl]propane (hereinafter sometimes abbreviated as “Bis-GMA”), 2,2-bis (4-(meth)acryloyloxyethoxyphenyl)propane, 2,2-bis(4-(meth)acryloyloxypolyethoxyphenyl)propane, 2,2-bis(4-(meth)acryloyloxydiethoxyphenyl)propane , 2,2-bis(4-(meth)acryloyloxytriethoxyphenyl)propane, 2,2-bis(4-(meth)acryloyl
- Examples of aliphatic compound-based monofunctional polymerizable monomers include methyl (meth) acrylate, ethyl (meth) acrylate, butyl (meth) acrylate, isobornyl (meth) acrylate, stearyl (meth) acrylate, dicyclopenta Nil (meth)acrylate, butoxydiethylene glycol (meth)acrylate, methoxypolyethylene glycol (meth)acrylate and the like. Among these, isobornyl methacrylate is preferred.
- aliphatic compound-based bifunctional polymerizable monomers examples include erythritol di(meth)acrylate, sorbitol di(meth)acrylate, mannitol di(meth)acrylate, pentaerythritol di(meth)acrylate, and dipentaerythritol.
- glycerol dimethacrylate triethylene glycol di(meth)acrylate, neopentyl glycol dimethacrylate, 2,2,4-trimethylhexamethylenebis(2-carbamoyloxyethyl) dimethacrylate and 1,2-bis(3 -methacryloyloxy-2-hydroxypropyloxy)ethane is preferred.
- trifunctional or higher polymerizable monomers examples include trimethylolpropane tri(meth)acrylate, trimethylolethane tri(meth)acrylate, trimethylolmethane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, Pentaerythritol tetra(meth)acrylate, dipentaerythritol tri(meth)acrylate, dipentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, N,N-(2,2,4-trimethylhexamethylene) bis[2-(aminocarboxy)propane-1,3-diol]tetramethacrylate, 1,7-diacryloyloxy-2,2,6,6-tetraacryloyloxymethyl-4-oxaheptane and the like.
- HEMA HEMA
- Bis-GMA D-2.6E
- TEGDMA TEGDMA
- polymerizable monomer (B) having no acidic group hydrophilic polymerizable monomer (B-1) and hydrophobic polymerizable monomer (B-2)
- B-1) and hydrophobic polymerizable monomer (B-2) may be used alone. may be contained, or may be blended in combination of two or more.
- the content of the polymerizable monomer (B) that does not contain an acidic group is not particularly limited as long as the effect of the present invention is exhibited, but the composition has high permeability to the tooth substance and excellent adhesiveness, and the cured product is From the viewpoint of having sufficient mechanical strength, it is preferably in the range of 50 to 99 parts by mass, and 60 to 98 parts by mass, based on 100 parts by mass of the total amount of polymerizable monomer components in the packaged dental curable composition of the present invention. A range of parts by weight is more preferred, and a range of 70 to 95 parts by weight is even more preferred.
- the packaged dental curable composition of the present invention contains an ascorbic acid compound (C), an organic peroxide (D), and a transition metal compound (E) as a polymerization initiator system.
- the packaged dental curable composition of the present invention has a good chemical polymerization curable property by combining such a polymerization initiator system and using it together with other components, and can be used for CAD/CAM. Adhesive durability to resin for use is excellent.
- Examples of the ascorbic acid compound (C) include salts, esters, and ethers of ascorbic acid. Among these, salts and esters of ascorbic acid are preferable because the effects of the present invention are more excellent.
- the polymerization initiation efficiency is high even under acidic conditions, the polymerization rate can be sufficiently improved, good chemical polymerization curability can be obtained, and CAD/
- the cross-linking reaction between the polymerizable groups and the components contained in the packaged curable dental composition of the present invention occurs efficiently. This effect and the effect of suppressing the hydrolysis reaction due to the use of the silane coupling agent (F) act synergistically without interfering with each other. excellent in nature.
- Salts of ascorbic acid include sodium L-ascorbate, calcium L-ascorbate, potassium ascorbate, and stereoisomers thereof (eg, sodium isoascorbate, etc.). Among these, sodium L-ascorbate is preferred.
- Esters of ascorbic acid include those formed by reacting one or more of the hydroxy groups of ascorbic acid with a carboxylic acid.
- carboxylic acids include caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, behenic acid, lignoceric acid, cerotic acid, myristoleic acid, palmitoleic acid, sapienic acid, and oleic acid.
- C6-C30 saturated or unsaturated fatty acids such as acids, elaidic acid, vaccenic acid, linoleic acid, linoleic acid, ⁇ -linolenic acid, arachidonic acid, eicosapentaenoic acid, erucic acid, and docosahexaenoic acid is mentioned.
- the number of carbon atoms in the fatty acid is preferably 10-28, more preferably 12-26, even more preferably 14-24.
- esters of stearic acid and ascorbic acid and esters of palmitic acid and ascorbic acid are preferably used.
- Ethers of ascorbic acid include ethyl ascorbate and cetyl ascorbate.
- the ascorbic acid compound (C) may be blended alone or in combination of two or more.
- the content of the ascorbic acid compound (C) is determined from the viewpoint of curability, mechanical strength of the cured product, and adhesion to tooth substance and CAD/CAM resin, particularly adhesion durability.
- the range is preferably 0.01 to 8 parts by mass, more preferably 0.1 to 5 parts by mass, and 0.5 to
- the range of 2 parts by mass is more preferable, the range of 0.8 to 2 parts by mass is particularly preferable, and the range of 1.2 to 2 parts by mass is most preferable from the viewpoint of particularly excellent effects.
- the content of the ascorbic acid compound (C) is determined from the viewpoint of curability, mechanical strength of the cured product, and adhesion to tooth substance and CAD/CAM resin, especially adhesion durability.
- the total amount of the dental curable composition is preferably 0.001 to 7.0% by mass, more preferably 0.01 to 5.0% by mass, further preferably 0.1 to 2.0% by mass, and 0 2 to 1.5% by mass is particularly preferable, and 0.4 to 1.5% by mass is most preferable from the viewpoint of particularly excellent effects.
- the ascorbic acid compound (C) may be dissolved in the composition or dispersed in the composition in the form of powder.
- the ascorbic acid compound (C) When the ascorbic acid compound (C) is dispersed in the form of a powder, if the average particle size is too large, the operability or curability tends to decrease. More preferred.
- the average particle size of the ascorbic acid compound (C) powder is determined by image analysis using image analysis type particle size distribution measurement software (Mac-View; manufactured by Mountec Co., Ltd.) based on electron micrographs of 100 or more particles. After that, it can be calculated as the volume average particle size.
- the shape of the particles when the ascorbic acid compound (C) is dispersed in the form of powder includes various shapes such as spherical, needle-like, plate-like, and crushed shapes, but is not particularly limited.
- the ascorbic acid compound (C) can be produced by a conventionally known method such as a pulverization method, a freeze-drying method, a reprecipitation method, etc. From the viewpoint of the average particle size of the resulting powder, the pulverization method and the freeze-drying method are preferable. .
- Organic peroxides (D) include diacyl peroxides, peroxyesters, dialkyl peroxides, peroxyketals, ketone peroxides and hydroperoxides.
- diacyl peroxides include benzoyl peroxide, 2,4-dichlorobenzoyl peroxide, m-toluoyl peroxide and the like.
- peroxyesters include t-butylperoxybenzoate, bis(t-butylperoxy)isophthalate, 2,5-dimethyl-2,5-bis(benzoylperoxy)hexane, t-butylperoxy-2-ethyl hexanoate, t-butylperoxyisopropyl carbonate and the like.
- dialkyl peroxides include dicumyl peroxide, di-t-butyl peroxide, lauroyl peroxide and the like.
- peroxyketals include 1,1-bis(t-butylperoxy)3,3,5-trimethylcyclohexane, 1,1-bis(t-butylperoxy)cyclohexane, 1,1-bis(t- hexylperoxy)cyclohexane and the like.
- ketone peroxides include methyl ethyl ketone peroxide, cyclohexanone peroxide, methyl acetoacetate peroxide and the like.
- hydroperoxides include t-butyl hydroperoxide, cumene hydroperoxide, p-diisopropylbenzene hydroperoxide, 1,1,3,3-tetramethylbutyl hydroperoxide and the like.
- hydroperoxides and peroxyesters are particularly preferred.
- hydroperoxides t-butyl hydroperoxide, cumene hydroperoxide, and 1,1,3,3-tetramethylbutyl hydroperoxide are preferably used.
- peroxyesters t-butyl peroxybenzoate is preferably used.
- the organic peroxide (D), in combination with other components, is excellent in chemical polymerization curability, adhesion to CAD/CAM resins, especially adhesion durability.
- the organic peroxide (D) may be blended alone or in combination of two or more.
- the content of the organic peroxide (D) determines the polymerizability in the packaged dental curable composition of the present invention from the viewpoint of chemical polymerization curability, adhesion to CAD/CAM resins, and particularly adhesion durability.
- the range of 0.01 to 10 parts by mass is preferable, the range of 0.1 to 5 parts by mass is more preferable, and the range of 0.5 to 3 parts by mass is even more preferable with respect to 100 parts by mass of the total amount of the monomer components. .
- the content of the organic peroxide (D) is within the above range, so that the desired operation time can be adjusted.
- a copper compound and a vanadium compound are preferably used as the transition metal compound (E).
- Copper compounds include carboxylate copper (II), ⁇ -diketone copper (II), ⁇ -ketoester copper (II), copper alkoxide, copper dithiocarbamate, salts of copper and inorganic acids, and the like.
- Copper (II) carboxylates include copper (II) citrate, copper (II) acetate, copper (II) phthalate, copper (II) tartrate, copper (II) oleate, copper (II) octylate, octene copper (II) acid, copper (II) naphthenate, copper (II) methacrylate, copper (II) 4-cyclohexylbutyrate, and the like.
- ⁇ -diketone copper includes acetylacetone copper (II), trifluoroacetylacetone copper (II), hexafluoroacetylacetone copper (II), 2,2,6,6-tetramethyl-3,5-heptanedionato copper ( II), benzoylacetone copper (II), and the like.
- the ⁇ -ketoester copper (II) includes ethyl copper (II) acetoacetate and the like.
- Copper alkoxides include copper (II) methoxide, copper (II) ethoxide, copper (II) isopropoxide, copper (II) 2-(2-butoxyethoxy) ethoxide, copper (II) 2-(2-methoxyethoxy ) ethoxide and the like.
- copper dithiocarbamate examples include copper (II) dimethyldithiocarbamate.
- Salts of copper and inorganic acids include copper(II) nitrate, copper(II) bromide and copper(II) chloride. These may be used individually by 1 type, and may be used in combination of 2 or more types as appropriate.
- carboxylic acid copper (II), ⁇ -diketone copper (II), ⁇ -ketoester copper (II) are preferable from the viewpoint of solubility and reactivity with respect to the polymerizable monomer, and copper (II) acetate , acetylacetone copper(II) are more preferred.
- the vanadium compounds are preferably IV-valent and/or V-valent vanadium compounds.
- IV- and/or V-valent vanadium compounds include divanadium tetroxide (IV), vanadyl acetylacetonate (IV), vanadium stearate oxide (IV), oxovanadium oxalate (IV), and vanadyl sulfate.
- vanadyl tetroxide (IV), vanadyl sulfate (IV), vanadyl acetylacetonate (IV), bis(maltrate) oxovanadium (IV) are preferable, and vanadyl acetylacetonate (IV) and Bis(maltrate)oxovanadium(IV) is more preferred.
- a vanadium compound can be used individually by 1 type or in combination of 2 or more types.
- the transition metal compound (E), in combination with other components, is excellent in chemical polymerization curability, adhesion to CAD/CAM resins, especially adhesion durability.
- the content of the transition metal compound (E) is determined from the viewpoint of chemical polymerization curability, adhesion to CAD/CAM resins, particularly adhesion durability. With respect to 100 parts by mass of the total amount of the monomer components, the range is preferably 0.0001 to 1 part by mass, more preferably 0.0005 to 0.5 parts by mass, and 0.001 to 0.2 parts by mass. Ranges are more preferred. Moreover, the content of the transition metal compound (E) is within the above range, so that the desired operation time can be adjusted.
- a 1 in the general formula (f-1) of the silane coupling agent (F) represents a polymerizable functional group selected from the group consisting of a (meth)acryloyloxy group, a vinyl group, and an epoxy group
- M represents carbon.
- a 2 , A 3 , and A 4 each independently represent a hydroxyl group; , an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 5 carbon atoms, and at least one of A 2 , A 3 and A 4 is an alkoxy group having 1 to 5 carbon atoms.
- a 1 is a copolymer of a silane coupling agent (F) and a polymerizable monomer (a polymerizable monomer having an acidic group (A) and a polymerizable monomer having no acidic group (B))
- a (meth)acryloyloxy group is preferred, and a methacryloyloxy group is more preferred.
- the divalent aliphatic group for M may be a linear divalent aliphatic group having a carbon chain length of 5 or more, and may have a branched chain in addition to the linear chain. It is thought that having a straight chain with a carbon chain length of 5 or more facilitates alignment of the molecules when bound on a CAD/CAM resin, and can increase the hydrophobization of the adhesion interface. Moreover, as the aliphatic group, a linear aliphatic group having a carbon chain length of 5 or more is preferable from the viewpoint of further increasing the hydrophobization of the adhesion interface.
- the aliphatic group may consist only of carbon atoms and hydrogen atoms, or may contain heteroatoms such as oxygen, nitrogen and sulfur atoms.
- the linear carbon chain length of the aliphatic group of M is preferably 6 or more, more preferably 7 or more, and even more preferably 8 or more, in order to further improve the hydrophobicity of the adhesion interface.
- the linear carbon chain length of the aliphatic group of M is preferably 20 or less, more preferably 15 or less, and even more preferably 12 or less.
- the aliphatic group includes an alkylene group, an alkenylene group, and an alkynylene group, with an alkylene group being preferred. Examples of alkylene groups include pentamethylene, hexamethylene, heptamethylene, octamethylene, nonamethylene, decamethylene, undecamethylene and dodecamethylene groups.
- M is a linear alkylene group having a carbon chain length of 8 or more, containing a silane coupling agent (F), a package type and dental curable compositions.
- the aliphatic group or aromatic group of M may contain any divalent group.
- Optional divalent groups include bonds other than carbon-carbon bonds such as ether groups, ester groups, amide groups, sulfonyl groups, urethane groups, thioether groups, and the like.
- the number of carbon atoms in the alkylene group is preferably 1-15, more preferably 1-10, still more preferably 1-8, and particularly preferably 1-6.
- the divalent aliphatic group and divalent aromatic group of M may have a substituent.
- substituents include halogen atoms; functional groups not containing carbon atoms such as hydroxyl, oxo, amino, cyano, and nitro groups; alkyl groups having 1 to 6 carbon atoms; alkoxy groups having 1 to 6 carbon atoms; Examples include alkenyl groups of numbers 2 to 6.
- the number of substituents is preferably 1-10, more preferably 1-8, even more preferably 1-4.
- the divalent aromatic group for M may be a monocyclic group containing only carbon atoms or a heterocyclic group.
- a nitrogen atom, a sulfur atom, an oxygen atom, etc. are mentioned as a heteroatom contained in a heterocyclic group.
- the number of heteroatoms contained in the heterocyclic group is preferably 1-3.
- the number of carbon atoms in the aromatic group is 6 or more, preferably 7 or more, more preferably 8 or more, and even more preferably 9 or more.
- the number of carbon atoms in the aromatic group is preferably 35 or less, more preferably 20 or less, and even more preferably 16 or less.
- the divalent aromatic group includes an arylene group having an alkylene group and an arylene group.
- the arylene group includes a phenylene group; a polycyclic aromatic group such as a naphthylene group, an anthracenylene group, a phenanthrylene group, a biphenylene group, and a fluorenylene group.
- the alkylene group of the arylene group having an alkylene group includes methylene group, ethylene group, n-propylene group, isopropylene group, butylene group, pentylene group, hexylene group, heptylene group, octylene group, nonylene group, decylene group and dodecylene group. etc.
- both of the two bonds of the aromatic group of M may be bonded to an alkylene group.
- the arylene group having an alkylene group examples include an ethylenephenylene group, a diethylenephenylene group, a triethylenephenylene group, a propylenephenylene group and a butylenephenylene group.
- the aromatic group is an arylene group having an alkylene group having a substituent
- the substituent may be on the aromatic ring or on the alkylene group.
- the aromatic group for M an arylene group having an alkylene group is preferred.
- the bond of the divalent aromatic group is preferably located at the para-position of the aromatic ring.
- the number of carbon atoms in the alkyl groups of A 2 , A 3 and A 4 is preferably 1 to 3, more preferably 1.
- the number of carbon atoms in the alkoxy groups of A 2 , A 3 and A 4 is preferably 1 to 3, more preferably 1 from the viewpoint of adhesion durability to CAD/CAM resins.
- Alkoxy groups for A 2 , A 3 and A 4 include methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, sec-butoxy and tert-butoxy groups.
- the alkyl group includes methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group and the like.
- the alkoxy groups of A 2 , A 3 and A 4 are more preferably methoxy groups from the viewpoint of adhesion durability to CAD/CAM resins.
- the silane coupling agent (F) in the curable dental composition separately from the surface treatment agent for the filler, good adhesion to CAD/CAM resin can be obtained even when no primer is used. Durability can be obtained. This is because the hydrolysis reaction of the chemical bond between the silica in the CAD/CAM resin and the silane coupling agent in the dental curable composition, which causes a decrease in adhesion durability, is By using a silane coupling agent (F) containing a compound having a long spacer portion, the adhesion interface is sufficiently hydrophobized due to the high hydrophobicity of the silane coupling agent (F), suppressing the hydrolysis reaction. Because we can.
- the polymerization initiator system has a high polymerization initiation efficiency even under acidic conditions, and the polymerization rate is sufficiently improved, so that the polymerizable groups on the surface of the CAD/CAM resin are In spite of the small amount, the crosslinking reaction between the polymerizable groups and the components contained in the packaged dental curable composition of the present invention occurs efficiently, and they synergize without interfering with each other's effects. As a result of its effective action, excellent adhesion durability to CAD/CAM resins can be obtained.
- Silane coupling agents (F) may be used alone or in combination of two or more.
- any known agent satisfying general formula (f-1) can be used without limitation.
- Specific examples of the silane coupling agent (F) include vinyl group-containing silane coupling agents such as vinylhexyltrimethoxysilane, vinylheptyltrimethoxysilane, vinyloctyltrimethoxysilane; 5-(meth)acryloyloxypentyltrimethoxy Silane, 6-(meth)acryloyloxyhexyltrimethoxysilane, 7-(meth)acryloyloxyheptyltrimethoxysilane, 8-(meth)acryloyloxyoctyltrimethoxysilane, 9-(meth)acryloyloxynonyltrimethoxysilane , 10-(meth)acryloyloxydecyltrimethoxysilane, 11-(meth)acryloy
- silane coupling agents (F) 8-(meth)acryloyloxyoctyltrimethoxysilane and 9-(meth)acryloyloxynonyl are particularly preferred from the viewpoint of adhesion durability and handleability to CAD/CAM resins. Trimethoxysilane, 10-(meth)acryloyloxydecyltrimethoxysilane, 11-(meth)acryloyloxyundecyltrimethoxysilane, and (meth)acryloyloxymethylphenethyltrimethoxysilane are preferably used.
- the content of the silane coupling agent (F) is preferably 0.1 to 10.0% by mass based on the total amount of the packaged dental curable composition of the present invention in terms of excellent adhesive strength.
- 0.5 to 9.0% by mass is more preferable, 1.0 to 8.0% by mass is more preferable, and 1.2 to 7.0% by mass is Especially preferred.
- the packaging is divided into a first agent containing the polymerizable monomer (A) having an acidic group and a second agent containing the silane coupling agent (F). type of dental hardenable composition.
- a polymerizable monomer (A) having an acidic group and a silane It is preferable to package and mix the coupling agent (F).
- the first and second agents are At least one may contain a filler (G).
- any filler can be used as the filler (G) as long as it does not impair the effects of the present invention, including inorganic fillers, organic fillers, and composite fillers of inorganic fillers and organic fillers.
- the filler (G) may be blended alone or in combination of two or more.
- the average particle size of the filler (G) is preferably 0.001-10 ⁇ m, more preferably 0.001-5 ⁇ m.
- inorganic fillers examples include silica; silica-based minerals such as kaolin , clay , mica , and mica; Ceramics and glasses containing 2 O 3 , SrO, ZnO, CaO, P 2 O 5 , Li 2 O, Na 2 O and the like are included. Glasses include lithium borosilicate glass, borosilicate glass, bioglass, lanthanum glass, barium glass, strontium glass, soda glass, zinc glass, and fluoroaluminosilicate glass.
- Inorganic fillers include crystalline quartz, hydroxyapatite, alumina, titanium oxide, yttrium oxide, zirconia, barium sulfate, aluminum hydroxide, sodium fluoride, potassium fluoride, sodium monofluorophosphate, lithium fluoride, and ytterbium fluoride. is also preferably used. Fine particle silica having an average particle size of 0.001 to 0.1 ⁇ m is preferably used in terms of adhesiveness and handleability.
- a filler (G) is further included, and the filler (G) is an inorganic filler having an average particle size of 0.001 ⁇ m or more and 0.1 ⁇ m or less, and an average particle size of more than 0.1 ⁇ m and 10 ⁇ m or less. and an inorganic filler.
- a commercially available product may be used as the inorganic filler.
- the average particle size of the inorganic filler means the average particle size before the surface treatment.
- organic fillers examples include polymethyl methacrylate, polyethyl methacrylate, polyfunctional methacrylate polymers, polyamide, polystyrene, polyvinyl chloride, chloroprene rubber, nitrile rubber, and styrene-butadiene rubber.
- Composite fillers of inorganic fillers and organic fillers include those in which inorganic fillers are dispersed in organic fillers, and inorganic/organic composite fillers in which inorganic fillers are coated with various polymers.
- the filler (G) may be surface-treated in advance with a known surface treatment agent such as a silane coupling agent before use.
- a known surface treatment agent such as a silane coupling agent
- surface treatment agents include vinyltrimethoxysilane, vinyltriethoxysilane, vinyltrichlorosilane, vinyltri( ⁇ -methoxyethoxy)silane, ⁇ -methacryloyloxypropyltrimethoxysilane, ⁇ -glycidoxypropyltrimethoxysilane, ⁇ -mercaptopropyltrimethoxysilane, ⁇ -aminopropyltriethoxysilane and the like.
- the average particle size (average primary particle size) can be determined by a laser diffraction scattering method or electron microscope observation of particles.
- the laser diffraction scattering method is convenient for measuring the particle size of 0.1 ⁇ m or more
- the electron microscope observation is convenient for measuring the particle size of ultrafine particles of less than 0.1 ⁇ m.
- the standard 0.1 ⁇ m is a value measured by a laser diffraction scattering method.
- a 0.2% sodium hexametaphosphate aqueous solution is used as a dispersion medium, and the particle size distribution can be measured on a volume basis with a laser diffraction particle size distribution analyzer (SALD-2300, manufactured by Shimadzu Corporation).
- a scanning electron microscope (SU3800, S-4000, manufactured by Hitachi High-Technologies Corporation, etc.) can be used for electron microscope observation.
- For electron microscopic observation take an electron micrograph of the particles, and measure the particle diameter of the particles (200 or more) observed in the unit field of view of the photograph, using image analysis type particle size distribution measurement software (Mac-View (manufactured by Mountech Co., Ltd.) )).
- Mac-View manufactured by Mountech Co., Ltd.
- the particle diameter is obtained as an arithmetic mean value of the longest length and the shortest length of the particles, and the average primary particle diameter is calculated from the number of particles and their particle diameters.
- the content of the filler (G) is not particularly limited as long as the effect of the present invention is exhibited.
- the range of 20 to 500 parts by mass is preferable, the range of 50 to 300 parts by mass is more preferable, and the range of 100 to 250 parts by mass is even more preferable. Within these ranges, sufficient X-ray opacity of the cured product or sufficient mechanical strength can be obtained, and sufficient operability of the paste can be obtained.
- the content of the filler (G) is not particularly limited as long as the effect of the present invention is exhibited, but is preferably 50 to 97% by mass, preferably 55 to 97% by mass, based on the total amount of the packaged dental curable composition of the present invention. 95% by mass is more preferable, and 60 to 90% by mass is even more preferable.
- the packaged dental curable composition of the present invention may contain a ligand compound.
- the ligand compound is at least one compound selected from the group consisting of ligands containing phosphorus atoms and ligands containing nitrogen atoms.
- a ligand containing a phosphorus atom contains a phosphorus atom as a coordinating atom.
- a ligand containing a nitrogen atom contains a nitrogen atom as a coordinating atom.
- An embodiment includes a packaged dental curable composition that further contains a ligand compound.
- a packaged dental curable composition containing a ligand compound also has good chemical polymerization curability and excellent adhesion durability to a CAD/CAM resin.
- a preferred embodiment includes a packaged dental curable composition in which the ligand compound contains a ligand containing a nitrogen atom.
- Another preferred embodiment includes a packaged dental curable composition in which the ligand compound contains a ligand containing a phosphorus atom.
- ligands containing phosphorus atoms include phosphine ligands and phosphite ligands.
- Specific examples of the ligand containing a phosphorus atom include compounds represented by the following general formula (1), compounds represented by the general formula (2), compounds represented by the general formula (3) and A compound represented by the general formula (4) and the like can be mentioned.
- One ligand containing a phosphorus atom may be used alone, or two or more thereof may be used in combination.
- R 1 to R 15 each independently represent a hydrogen atom, a halogen atom, a polar group, an optionally substituted alkyl group, or an optionally substituted alkoxy group.
- R 16 to R 35 each independently represent a hydrogen atom, a halogen atom, a polar group, an optionally substituted alkyl group, or an optionally substituted alkoxy group, and X 1 represents an optionally substituted divalent aliphatic group.
- Z 1 to Z 3 are each independently a hydrogen atom, a halogen atom, an optionally substituted alkyl group, or an optionally substituted alkoxy group, and Z 1 to Z 3 is a hydrogen atom.
- P( OY1 ) 3 (4) (Y 1 each independently represent an optionally substituted alkyl group or an optionally substituted aryl group.)
- the ligands containing phosphorus atoms from the viewpoint of curability, mechanical strength of the cured product, and adhesion to tooth substance and CAD/CAM resin, especially adhesion durability, the ligand represented by the above general formula (1) and compounds represented by general formula (2) are preferred.
- R 1 to R 15 are preferably a hydrogen atom, an optionally substituted alkyl group, or an optionally substituted alkoxy group.
- R 16 to R 35 are preferably a hydrogen atom, an optionally substituted alkyl group, or an optionally substituted alkoxy group.
- Z 1 to Z 3 are preferably hydrogen atoms, optionally substituted alkyl groups, or optionally substituted alkoxy groups.
- the optionally substituted alkyl group of R 1 to R 15 may be linear or branched.
- the number of carbon atoms in the alkyl groups of R 1 to R 15 is not particularly limited, preferably 1 to 12, more preferably 1 to 6, even more preferably 1 to 4, and particularly preferably 1 to 3.
- Alkyl groups represented by R 1 to R 15 include methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group and isopentyl group.
- the alkyl groups of R 1 to R 15 may be unsubstituted.
- substituents for the alkyl groups of R 1 to R 15 include halogen atoms (fluorine atom, chlorine atom, bromine atom, iodine atom), hydroxy groups, alkoxy groups having 1 to 6 carbon atoms, and A dialkylamino group having an alkyl group, an amino group, and the like can be mentioned.
- Halogen atoms of R 1 to R 15 include fluorine, chlorine, bromine and iodine atoms.
- Polar groups of R 1 to R 15 include an acid anhydride group, a carboxylic acid group, a carboxylic acid ester group, a carboxylic acid chloride group, a carboxylic acid amide group, a carboxylic acid group, a sulfonic acid group, a sulfonic acid ester group, and a sulfone group.
- carboxylic acid group, carboxylic acid ester group, carboxylic acid chloride group, carboxylic acid amide group, carboxylic acid group, sulfonic acid group, sulfonic acid ester group, sulfonic acid chloride group, sulfone Acid amide group, sulfonate group, aldehyde group are preferred, carboxylic acid group, carboxylic acid ester group, carboxylic acid chloride group, carboxylic acid group, sulfonic acid group, sulfonic acid ester group, sulfonate chloride group, sulfonate group , aldehyde groups
- Salts of carboxylic acid groups and sulfonic acid groups include alkali metal salts such as lithium, sodium and potassium, and alkaline earth metal salts such as magnesium, calcium, strontium, barium and radium.
- the number of polar groups is preferably 1-9, more preferably 1-5, even more preferably 1-3.
- R 1 to R 15 are substituted alkyl groups, specific examples thereof include trifluoromethyl groups.
- the optionally substituted alkoxy group of R 1 to R 15 may be linear or branched.
- the number of carbon atoms in the alkoxy groups of R 1 to R 15 is not particularly limited, preferably 1 to 12, more preferably 1 to 6, even more preferably 1 to 4, and particularly preferably 1 to 3.
- Alkoxy groups for R 1 to R 15 include methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, sec-butoxy, tert-butoxy, n-pentyloxy and isopentyloxy.
- Substituents for the alkoxy groups for R 1 to R 15 include the same substituents for the alkyl groups for R 1 to R 15 .
- R 1 to R 15 may be the same or different.
- R 1 to R 15 may be partially the same hydrogen atoms, alkyl groups or alkoxy groups, for example.
- the optionally substituted alkyl groups R 16 to R 35 are the same as the optionally substituted alkyl groups R 1 to R 15 .
- the optionally substituted alkoxy groups R 16 to R 35 are the same as the optionally substituted alkoxy groups R 1 to R 15 .
- the halogen atoms for R 16 to R 35 are the same as the halogen atoms for R 1 to R 15 .
- the polar groups for R 16 to R 35 are the same as the polar groups for R 1 to R 15 .
- the optionally substituted divalent aliphatic group of X 1 may be linear or branched.
- the number of carbon atoms in the divalent aliphatic group is preferably 1-20, more preferably 1-16, still more preferably 1-12, and particularly preferably 1-8.
- the divalent aliphatic group for X 1 includes an alkylene group, an alkenylene group, and an alkynylene group, with an alkylene group being preferred.
- Alkylene groups include methylene, ethylene, propylene, butylene, methylpropylene, dimethylpropylene, pentamethylene, hexamethylene, heptamethylene, octamethylene, nonamethylene, decamethylene, and undecamethylene. group, dodecamethylene group, and the like.
- Substituents for the divalent aliphatic group of X 1 include the same substituents for the alkyl groups of R 1 to R 15 .
- Z 1 to Z 3 may be the same or different.
- the optionally substituted alkyl groups Z 1 to Z 3 are the same as the optionally substituted alkyl groups R 1 to R 15 .
- At least one of Z 1 to Z 3 may be a hydrogen atom, and Z 1 to Z 3 may all be hydrogen atoms.
- Specific examples of Ar include the following groups.
- one or two of Z 1 to Z 3 are hydrogen atoms, and the other one or two of Z 1 to Z 3 are straight or branched chains substituted with halogen atoms.
- the optionally substituted alkoxy groups Z 1 to Z 3 are the same as the optionally substituted alkoxy groups R 1 to R 15 .
- a preferred embodiment includes a phosphine compound in which all Ars in the compound represented by general formula (3) are 3,5-dimethylphenyl groups.
- Other preferred embodiments include phosphine compounds in which all Ars in the compound represented by general formula (3) are 4-methylphenyl groups.
- three Y 1 may be the same or different.
- the optionally substituted alkyl group for Y 1 is the same as the optionally substituted alkyl group for R 1 to R 15 .
- the number of carbon atoms in the optionally substituted aryl group of Y 1 is preferably 6-20, more preferably 6-14, even more preferably 6-10.
- the substituents for the aryl group of Y 1 include those similar to the substituents for the alkyl groups of R 1 to R 15 .
- the aryl group which may have a substituent for Y 1 includes a phenyl group, a biphenyl group, an indenyl group, a naphthyl group, an anthryl group, a phenanthryl group, a fluorenyl group and a pyrenyl group; a tolyl group, a xylyl group and a trimethylphenyl group. , an ethylphenyl group, an isopropylphenyl group, a phenyl group substituted with an alkyl group such as a tetramethylphenyl group, and the like.
- One preferred embodiment includes phosphite compounds in which three Y 1 are 1,1,1,3,3,3-hexafluoro-2-propyl groups.
- Other preferred embodiments include phosphite compounds in which three Y 1 are 2,4,-di-tert-butylphenyl groups.
- Examples of monodentate phosphine compounds represented by the general formula (1) include triphenylphosphine, diphenyl(o-tolyl)phosphine, tri(o-tolyl)phosphine, tri(p-tolyl)phosphine, tris(2,4, 6-trimethylphenyl)phosphine, tris(2,6-dimethylphenyl)phosphine, tris(2-methoxyphenylphosphine), tris(4-methoxyphenylphosphine), tris(2,6-dimethoxyphenyl)phosphine (hereinafter, " DMPP”), diphenyl (2-methoxyphenyl) phosphine, phosphine compounds having an electron-donating group such as 4-(dimethylamino) triphenylphosphine; (2-fluorophenyl) diphenylphosphine, (2 -chlorophenyl)diphenylphosphine, (2-
- Examples of the bidentate phosphine compound of the general formula (2) include bis(diphenylphosphino)methane, 1,2-bis(diphenylphosphino)ethane, 1,3-bis(diphenylphosphino)propane, 1,4- Phosphine compounds such as bis(diphenylphosphino)butane, 1,5-bis(diphenylphosphino)pentane, 1,6-bis(diphenylphosphino)hexane and the like can be mentioned.
- Examples of the bidentate phosphine compound of the general formula (3) include ( ⁇ )-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (hereinafter sometimes abbreviated as “BINAP”), ( ⁇ )-2,2′-bis(di-p-tolylphosphino)-1,1′-binaphthyl, ( ⁇ )-2,2′-bis(di-p-fluorophosphino)-1,1′- Binaphthyl, ( ⁇ )-2,2'-bis(di-p-trifluoromethylphosphino)-1,1'-binaphthyl, ( ⁇ )-2,2'-bis[di(3,5-xylyl) phosphino]-1,1'-binaphthyl and the like.
- BINAP diphenylphosphino-1,1′-binaphthyl
- Examples of the phosphite compound of the general formula (4) include trimethylphosphite, triethylphosphite, tris(1,1,1,3,3,3-hexafluoro-2-propyl)phosphite, triphenylphosphite, and tris(2,4-di-t-butylphenyl)phosphite.
- Examples of the ligand containing a nitrogen atom include a compound represented by the general formula (5), a compound represented by the general formula (6), and a polydentate ligand (7) containing a nitrogen-containing heterocyclic ring. etc.
- the ligands containing nitrogen atoms may be used singly or in combination of two or more.
- R 36 R 37 NX 2 -NR 38 R 39 (5) (R 36 to R 39 each independently represent an optionally substituted alkyl group, and X 2 represents an optionally substituted divalent aliphatic group.)
- R 40 , R 41 and R 42 each independently represent an optionally substituted alkyl group
- X 3 and X 4 each independently well represents a divalent aliphatic group which may contain an oxygen atom and/or a nitrogen atom
- m and n each independently represent an integer of 1 or more
- Y 2 has a substituent any two or more of R 40 , R 41 , R 42 and Y 2 may together form a ring.
- 42 , X 3 and X 4 may be the same or different when there are a plurality of them.
- the optionally substituted alkyl groups R 36 to R 39 are the same as the optionally substituted alkyl groups R 1 to R 15 .
- the divalent aliphatic group optionally having substituent(s) for X 2 is the same as the divalent aliphatic group optionally having substituent(s) for X 1 .
- the optionally substituted alkyl groups for R 40 , R 41 and R 42 are the same as the optionally substituted alkyl groups for R 1 to R 15 .
- the number of carbon atoms in the monoalkylamino group (-NHR a (R a represents an alkyl group)) and the dialkylamino group (-NR b R c (R b and R c represent an alkyl group)) of Y 2 is particularly 1 to 12 are preferred, 1 to 6 are more preferred, 1 to 4 are even more preferred, and 1 to 3 are particularly preferred.
- alkyl group of the monoalkylamino group and dialkylamino group of Y 2 examples include alkyl groups which may have substituents of R 1 to R 15 and which satisfy the number of carbon atoms mentioned above.
- dialkylamino group each alkyl group may have the number of carbon atoms described above.
- the monoalkylamino group optionally having substituent(s) for Y 2 includes methylamino group, ethylamino group, propylamino group, isopropylamino group, butylamino group, isobutylamino group, t-butylamino group, pentyl Examples include an amino group and a hexylamino group.
- Examples of the optionally substituted dialkylamino group for Y 2 include a dimethylamino group, a diethylamino group, a dipropylamino group, a diisopropylamino group, a dibutylamino group, a diisobutylamino group, a dipentylamino group, a dihexylamino group, An ethylmethylamino group is mentioned.
- the alkyl group of the monoalkylamino group and dialkylamino group of Y 2 may be substituted with a substituent. Examples of the substituent include those similar to those of the alkyl groups of R 1 to R 15 .
- the divalent aliphatic groups of X3 and X4 may be linear or branched.
- the number of carbon atoms in the divalent aliphatic group is preferably 1-20, more preferably 1-16, still more preferably 1-12, and particularly preferably 1-8.
- the divalent aliphatic group includes an alkylene group, an alkenylene group, and an alkynylene group, with an alkylene group being preferred.
- Alkylene groups include methylene, ethylene, propylene, butylene, methylpropylene, dimethylpropylene, pentamethylene, hexamethylene, heptamethylene, octamethylene, nonamethylene, decamethylene, and undecamethylene. group, dodecamethylene group, and the like.
- Substituents for the divalent aliphatic group of X 3 and X 4 include those similar to those of the divalent aliphatic group of X 1 .
- the divalent aliphatic groups of X3 and X4 may contain an oxygen atom and/or a nitrogen atom.
- X 3 and X 4 may be the same or different.
- n and n each independently represent an integer of 1 or more, preferably an integer of 1 to 8, more preferably an integer of 1 to 6, more preferably an integer of 1 to 5 , 1 to 3 are particularly preferred. m and n may be the same or different.
- R 40 , R 41 , R 42 and Y 2 may together form a ring.
- R 40 , R 41 or R 42 and Y 2 may together form a ring.
- R 40 and Y 2 , and R 41 and R 42 together form a ring, and the compound may have two rings.
- the nitrogen atom of the amino group of Y 2 and R 40 may together form a ring.
- the ring may contain oxygen atoms and/or nitrogen atoms.
- the compound represented by general formula (6) may be a compound having a bicyclo ring.
- Y 2 and R 40 together form a ring, and R 41 or R 42 and Y 2 together It may be a compound having a bicyclo ring having a ring formed by combining.
- R 40 , R 41 and R 42 are linear or branched alkyl groups having 1 to 6 carbon atoms and optionally having substituents.
- At least one of the first agent and the second agent contains a ligand compound, and the ligand compound is a compound represented by general formula (1), and a compound represented by general formula (5).
- At least one of the first agent and the second agent contains a ligand compound
- the ligand compound is a compound represented by general formula (6).
- R 40 , R 41 and R 42 are linear or branched alkyl groups having 1 to 6 carbon atoms and optionally having a substituent wherein the divalent aliphatic group of X3 and X4 represents an alkylene group that does not contain an oxygen atom and a nitrogen atom, m and n each independently represents an integer of 1 or more, Y2 is substituted a monoalkylamino group or dialkylamino group optionally having a group, wherein R 40 , R 41 or R 42 and Y 2 together form a ring; and sexual compositions.
- At least one of the first agent and the second agent contains a ligand compound
- the ligand compound is a compound represented by general formula (6). and in the above general formula, m is 1 and n is 2, and the compound as a whole contains four nitrogen atoms.
- the polydentate ligand (7) containing a nitrogen-containing heterocycle includes a heterocycle containing a 5- or 6-membered ring containing a nitrogen atom, has two or more nitrogen atoms in the molecule, and is bidentate or more represents a ligand compound of
- the number of nitrogen atoms in the molecule of the polydentate ligand (7) is 2 or more, and may be 3 or more.
- the number of heterocycles contained in the polydentate ligand (7) may be one, or two or more.
- nitrogen-containing heterocyclic ring examples include nitrogen-containing five-membered rings such as pyrrole ring, pyrazole ring and imidazole ring; nitrogen-containing six-membered rings such as pyridine ring, pyrazine ring, pyridazine ring, piperazine ring, pyrimidine ring and triazine ring; mentioned.
- the nitrogen-containing heterocyclic ring may be a condensed ring of a 5- or 6-membered ring containing a nitrogen atom and another ring (e.g., an aromatic ring).
- the condensed ring of a 5- or 6-membered ring containing a nitrogen atom and an aromatic ring examples include a quinoline ring, an isoquinoline ring, an indole ring, a benzimidazole ring, and a benzotriazole ring.
- the polydentate ligand (7) may contain a heterocyclic ring containing a 5- or 6-membered ring containing a nitrogen atom, for example, a condensed ring such as an indole ring, a benzimidazole ring, a benzotriazole ring, and a heterocyclic ring containing a 5- or 6-membered ring containing a nitrogen atom.
- a condensed ring such as an indole ring, a benzimidazole ring, a benzotriazole ring, and a heterocyclic ring containing a 5- or 6-membered ring containing a nitrogen atom.
- the polydentate nature of the polydentate ligand (7) may be bidentate or more, and may be tridentate, tetradentate, or the like.
- polydentate amine compound of the general formula (5) examples include N,N,N',N'-tetramethylethylenediamine (hereinafter sometimes abbreviated as "TMEDA”), N,N,N',N' -tetramethylpropylenediamine (hereinafter sometimes abbreviated as "TMPDA”), N,N,N',N'-tetramethyl-1,4-diaminobutane, N,N,N',N'-tetraethyl
- TMEDA N,N,N',N'-tetramethylethylenediamine
- TMPDA N,N,N',N'-tetramethyl-1,4-diaminobutane
- TEEDA ethylenediamine
- N,N,N',N'-tetrakis(2-hydroxyethyl)ethylenediamine and the like examples include ethylenediamine (hereinafter sometimes abbreviated as "TEEDA”), N,N
- Examples of the compound represented by the general formula (6) include compounds having a cyclo ring such as 1,4,8,11-tetramethyl-1,4,8,11-tetraazacyclotetradecane; 4,11-dimethyl -Compounds having a bicyclo ring such as 1,4,8,11-tetraazabicyclohexadecane; 2,5,9,12-tetramethyl-2,5,9,12-tetraazatetradecane, 2,6,9, 13-tetramethyl-2,6,9,13-tetraazatetradecane, 2,5,8,12-tetramethyl-2,5,8,12-tetraazatetradecane, N,N,N,N',N '',N'-pentamethyldiethylenetriamine (hereinafter sometimes abbreviated as "PMDETA”), hexamethyltris(2-aminoethyl)amine, N,N-bis(2-dimethylaminoethyl)-N, having a
- Examples of the polydentate ligand (7) containing a nitrogen-containing heterocycle include 2,2-bipyridine, 4,4'-di-(5-nonyl)-2,2'-bipyridine, N-(n-propyl ) pyridylmethanimine, N-(n-octyl)pyridylmethanimine, N-propyl-N,N-di(2-pyridylmethyl)amine, N′,N′′-dimethyl-N′,N′′-bis ((pyridin-2-yl)methyl)ethane-1,2-diamine, 2,6-bis(1-pyrazole)-pyridine (hereinafter sometimes abbreviated as "DPP"), 2-(2-pyridyl ) benzimidazole, tris[(2-pyridyl)methyl]amine, 3,6-di(2-pyridyl)-1,2,4,5-tetrazine, N,N,N',N'-te
- tri(o-tolyl)phosphine, tris(2,6-dimethoxyphenyl)phosphine, triphenylphosphite, TMEDA, TMPDA, TEEDA, PMDETA and Me 6 TREN are preferably used.
- the ligand compounds may be blended singly or in combination of two or more.
- the ligand compound is used to enhance the catalytic activity of the transition metal compound in the packaged dental curable composition of the present invention.
- the content of the ligand compound is determined from the viewpoint of curability, mechanical strength of the cured product, and adhesion to tooth substance and CAD/CAM resin, particularly adhesion durability.
- the range is preferably 0.005 to 10 parts by mass, more preferably 0.01 to 5 parts by mass, and 0.05 to 3 parts by mass relative to 100 parts by mass of the total amount of polymerizable monomer components in the composition. A range of parts is more preferred.
- the packaged dental curable composition of the present invention contains a redox polymerization initiator.
- a redox polymerization initiator in order for the packaged dental curable composition of the present invention to be a dual-cure composition that can be polymerized even by irradiation with light, as a component other than the polymerization initiator system described above, At least one of the first agent and the second agent may further contain a conventionally known photopolymerization initiator.
- photopolymerization initiators examples include ⁇ -diketones, ketals, thioxanthones, (bis)acylphosphine oxides, and ⁇ -aminoacetophenones.
- ⁇ -diketones examples include dl-camphorquinone (commonly known as "CQ"), benzyl, and 2,3-pentanedione.
- Ketals include, for example, benzyl dimethyl ketal and benzyl diethyl ketal.
- Thioxanthones include, for example, 2-chlorothioxanthone and 2,4-diethylthioxanthone.
- acylphosphine oxides include, for example, 2,4,6-trimethylbenzoyldiphenylphosphine oxide, 2,6-dimethoxybenzoyldiphenylphosphine oxide, and 2,6-dichlorobenzoyldiphenylphosphine.
- bisacylphosphine oxides include bis(2,4,6-trimethylbenzoyl)phenylphosphine oxide, bis(2,6-dichlorobenzoyl)-2,5-dimethylphenylphosphine oxide, bis(2,6- dichlorobenzoyl)-4-propylphenylphosphine oxide, bis(2,6-dichlorobenzoyl)-1-naphthylphosphine oxide, bis(2,6-dimethoxybenzoyl)phenylphosphine oxide, bis(2,6-dimethoxybenzoyl)- 2,4,4-trimethylpentylphosphine oxide, bis(2,6-dimethoxybenzoyl)-2,5-dimethylphenylphosphine oxide, dibenzoylphenylphosphine oxide, tris(2,4-dimethylbenzoyl)phosphine oxide, tris( 2-methoxybenzoyl)phosphine oxide
- ⁇ -Aminoacetophenones include, for example, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-1-butanone, 2-benzyl-2-diethylamino-1-(4-morpholinophenyl)-1 -butanone, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-1-propanone, 2-benzyl-2-diethylamino-1-(4-morpholinophenyl)-1-propanone, 2-benzyl- 2-dimethylamino-1-(4-morpholinophenyl)-1-pentanone, 2-benzyl-2-diethylamino-1-(4-morpholinophenyl)-1-pentanone.
- the photopolymerization initiator may be used singly or in combination of two or more.
- the content of the photopolymerization initiator is not particularly limited, but from the viewpoint of the curability of the obtained dental curable composition, etc. It is preferably 0.005 to 5 parts by mass, even more preferably 0.01 to 3 parts by mass.
- a photopolymerization initiator and a polymerization accelerator for the photopolymerization initiator may be used in combination.
- the organic peroxide (D) may be used in combination with a polymerization accelerator.
- Polymerization accelerators used together with the organic peroxide (D) and/or the photopolymerization initiator include tertiary amines, aldehydes, thiol compounds, triazine compounds substituted with a trihalomethyl group, thiourea compounds, and sulphine.
- Acids benzotriazole compounds, benzimidazole compounds, sulfites, hydrogensulfites, borate compounds, barbituric acid and derivatives thereof, and the like.
- One of the polymerization accelerators may be used alone, or two or more thereof may be used in combination.
- tertiary amines include N,N-dimethylaniline, N,N-dimethyl-p-toluidine, N,N-dimethyl-m-toluidine, N,N-diethyl-p-toluidine, N,N -dimethyl-3,5-dimethylaniline, N,N-dimethyl-3,4-dimethylaniline, N,N-dimethyl-4-ethylaniline, N,N-dimethyl-4-isopropylaniline, N,N-dimethyl -4-t-butylaniline, N,N-dimethyl-3,5-di-t-butylaniline, N,N-bis(2-hydroxyethyl)-3,5-dimethylaniline, N,N-bis( 2-hydroxyethyl)-p-toluidine, N,N-bis(2-hydroxyethyl)-3,4-dimethylaniline, N,N-bis(2-hydroxyethyl)-
- Aldehydes include, for example, terephthalaldehyde and benzaldehyde derivatives.
- Benzaldehyde derivatives include dimethylaminobenzaldehyde, p-methoxybenzaldehyde, p-ethoxybenzaldehyde, pn-octyloxybenzaldehyde and the like.
- Examples of thiol compounds include 3-mercaptopropyltrimethoxysilane, 2-mercaptobenzoxazole, 2-mercaptobenzimidazole, decanethiol, and thiobenzoic acid.
- the triazine-based compound substituted with a trihalomethyl group known s-triazine compounds having at least one trihalomethyl group such as trichloromethyl group and tribromomethyl group can be used without any limitation.
- thiourea compounds include thiourea, methylthiourea, ethylthiourea, ethylenethiourea, N,N'-dimethylthiourea, N,N'-diethylthiourea, N,N'-di-n-propylthiourea, N, N'-dicyclohexylthiourea, trimethylthiourea, triethylthiourea, tri-n-propylthiourea, tricyclohexylthiourea, tetramethylthiourea, tetraethylthiourea, tetra-n-propylthiourea, tetracyclohexylthiourea, 1-( 2-pyridyl)-2-thiourea, 4,4-dimethylethylenethiourea and the like.
- One of the thiourea compounds may be used alone, or two or more may be used in combination.
- sulfinic acids examples include p-toluenesulfinic acid, sodium p-toluenesulfinate, potassium p-toluenesulfinate, lithium p-toluenesulfinate, calcium p-toluenesulfinate, benzenesulfinic acid and sodium benzenesulfinate.
- sodium benzenesulfinate, sodium p-toluenesulfinate, 2,4,6-triisopropylbenzenesulfinic acid, and sodium 2,4,6-triisopropylbenzenesulfinate are preferred.
- One of the sulfinic acids may be used alone, or two or more of them may be used in combination.
- Benzotriazole compounds include, for example, 1H-benzotriazole (hereinafter sometimes abbreviated as “BTA”), 5-methyl-1H-benzotriazole, 5,6-dimethyl-1H-benzotriazole and the like.
- BTA 1H-benzotriazole
- Benzimidazole compounds include, for example, benzimidazole, 5-methylbenzimidazole, 5,6-dimethylbenzimidazole and the like.
- Sulfites include, for example, sodium sulfite, potassium sulfite, calcium sulfite, ammonium sulfite and the like.
- Hydrogen sulfites include, for example, sodium hydrogen sulfite, potassium hydrogen sulfite, and the like.
- borate compounds include arylborate compounds having 1 to 4 aryl groups in one molecule (eg, tetraphenylboron, tetrakis(p-chlorophenyl)boron, etc.) and salts thereof.
- Barbituric acid and derivatives thereof include, for example, barbituric acid, 5-butylbarbituric acid, 1,3,5-trimethylbarbituric acid, 1-cyclohexyl-5-ethylbarbituric acid, 1-benzyl-5- Phenyl barbituric acid, salts thereof, and the like.
- the polymerization accelerator for the photopolymerization initiator may be used singly or in combination of two or more.
- the content of the polymerization accelerator for the photopolymerization initiator is not particularly limited. It is preferably 0.001 to 10 parts by mass, more preferably 0.005 to 5 parts by mass, and 0.01 to 3 parts by mass with respect to 100 parts by mass of the total amount of the monomer components. is more preferred.
- At least one of the first agent and the second agent may further contain a fluoride ion-releasing substance.
- a fluoride ion-releasing substance By blending a fluoride ion-releasing substance, a dental resin cement that can impart acid resistance to tooth substance can be obtained.
- fluoride ion releasing substances include fluoride ion releasing polymers such as copolymers of methyl methacrylate and methacrylic acid fluoride; cetylamine hydrofluoride, cyclohexylamine hydrofluoride, diisobutylamine fluoride; Hydrates, hydrofluorides of aliphatic or cycloaliphatic primary, secondary or tertiary amines such as triethylamine trihydrofluoride; sodium fluoride, potassium fluoride, sodium monofluorophosphate, metal fluorides such as lithium fluoride and ytterbium fluoride; The fluoride ion-releasing substances may be used singly or in combination of two or more.
- At least one of the first agent and the second agent may contain a pH adjuster.
- the pH adjuster is used for the purpose of adjusting and stabilizing the pH of the packaged dental curable composition of the present invention.
- the pH adjuster is not particularly limited as long as the effects of the present invention are achieved, but acids such as lactic acid, succinic acid, gluconic acid, citric acid, phosphoric acid and carbonic acid, and salts thereof are preferably used.
- the pH adjusters may be used singly or in combination of two or more.
- Phosphates include alkali metal phosphates such as trisodium phosphate and tripotassium phosphate; alkali metal hydrogen phosphates such as disodium hydrogen phosphate and dipotassium hydrogen phosphate; sodium dihydrogen phosphate, phosphorus dihydrogen phosphate alkali metal salts such as potassium dihydrogen phosphate; alkyl phosphate alkali metal salts such as sodium dodecyl phosphate; sodium glycerophosphate, disodium glycerophosphate; alkaline earth phosphates such as tricalcium phosphate and trimagnesium phosphate metal salts; alkaline earth metal hydrogen phosphates such as calcium hydrogen phosphate and magnesium hydrogen phosphate; and alkaline earth metal dihydrogen phosphates such as calcium dihydrogen phosphate.
- disodium hydrogen phosphate, sodium dodecyl phosphate, sodium glycerophosphate, and disodium glycerophosphate are examples
- the packaged dental curable composition of the present invention may contain a polymerization inhibitor, an ultraviolet absorber, a thickener, a solvent (e.g., water, an organic solvent), Additives such as colorants, antibacterial agents, and fragrances may be added to at least one of the first agent and the second agent. These may be blended individually by 1 type, respectively, and may use 2 or more types together.
- polymerization inhibitors examples include hydroquinone, hydroquinone monomethyl ether, dibutylhydroquinone, dibutylhydroquinone monomethyl ether, t-butylcatechol, 2-t-butyl-4,6-dimethylphenol, 2,6-di-t-butylphenol, 2,6-di-t-butyl-4-methylphenol and the like.
- the content of the solvent (e.g., water, organic solvent) in the packaged curable dental composition is less than 1% by mass of the total amount of the packaged dental curable composition. is preferred, more preferably less than 0.1% by mass, and even more preferably less than 0.01% by mass.
- the packaged dental curable composition of the present invention may be prepared according to a conventional method according to the types and amounts of the components.
- the sachet-type curable dental composition of the present invention is used in the form of a two-pack.
- the two-component form can be appropriately selected from a powder and liquid form, a paste and liquid form, a two-paste form, and the like. used in the form It is preferable to store each paste in a state in which the pastes are isolated from each other, knead the two pastes immediately before use, and allow chemical polymerization to proceed and harden.
- the paste is usually prepared by kneading a powdery filler (G) with a liquid component prepared by mixing ingredients other than the filler (G).
- the sachet-type curable dental composition of the present invention is used for bonding dental prostheses such as crowns, inlays, and bridges to dentin, and for constructing abutments, etc. for damaged teeth.
- the packaged dental curable composition of the present invention can be used as a dental cement such as a dental resin cement.
- dental resin cements it is particularly suitable for use as a self-adhesive dental resin cement.
- the present invention includes embodiments in which the above configurations are combined in various ways within the scope of the technical idea of the present invention as long as the effects of the present invention are exhibited.
- HEMA 2-hydroxyethyl methacrylate
- Bis-GMA 2,2-bis[4-(2-hydroxy-3-methacryloyloxypropoxy)phenyl]propane
- D-2.6E 2,2-bis(4-methacryloyloxypoly Ethoxyphenyl)propane (average number of added moles of ethoxy groups: 2.6)
- TEGDMA triethylene glycol dimethacrylate
- R972 Fine particle silica manufactured by Nippon Aerosil Co., Ltd., trade name "Aerosil (registered trademark) R972", average particle size: 16 nm
- Alumina Aluminum oxide manufactured by Nippon Aerosil Co., Ltd., trade name "AEROXIDE (registered trademark) Alu C", average particle size: 13 nm
- TPBSS sodium 2,4,6-triisopropylbenzenesulfinate
- DEPT N,N-bis(2-hydroxyethyl)-p-toluidine
- BTA 1H-benzotriazole
- DMETU 4,4-dimethylethylenethiourea
- Examples 1 to 9 and Comparative Examples 1 to 4 Among the components listed in Tables 1 and 2, components other than the filler and the ascorbic acid compound are mixed at room temperature to form a uniform liquid component, and then the obtained liquid component, the ascorbic acid compound and the filler are kneaded. Thus, divided-package type curable dental compositions of Examples 1 to 9 and Comparative Examples 1 to 4 were prepared. Next, using these packaged dental curable compositions, the degree of polymerization at 32° C. and the adhesive strength to CAD/CAM resins were measured immediately after production according to the methods described below. Tables 1 and 2 show the compounding ratio (parts by weight) and test results of this dental curable composition.
- ATR measurement device diamond micro ATR device, single-reflection horizontal ATR SmartOrbit (registered trademark), manufactured by ThermoFisher Scientific
- FT-IR measuring device Frier transform infrared spectrometer “Nicolet 6700” manufactured by ThermoFisher Scientific
- the curable dental composition obtained by mixing the first agent and the second agent in each example and comparative example was placed on the sample stage of a diamond micro ATR machine set at 32°C.
- a real-time IR measurement was performed to measure the spectrum of the dental curable composition at each time.
- the real-time IR measurement was started from the time when the curable dental composition immediately after mixing was placed.
- the polymerization rate at 32° C. is preferably 45% or more, and preferably 47.5% or more, from the viewpoint of adhesion to CAD/CAM resins having few unreacted polymerizable groups on the resin surface, particularly adhesion durability. It is more preferably 50% or more, more preferably 50% or more.
- the dental curable composition obtained by mixing the first agent and the second agent was applied to one end surface (circular cross-section ). Then, the end surface of the side on which the dental hardenable composition was built up was made a smooth surface (adherend treatment surface) in the round hole so that the center of the round hole and the center of the stainless steel cylindrical rod were substantially aligned. ), and a cylindrical rod made of stainless steel was pressed vertically against the smooth surface to bond it, thereby preparing a test sample. Ten test samples were produced. After removing the excess curable dental composition protruding from the circumference of the cylindrical stainless steel rod when pressed, the test sample was allowed to stand at room temperature for 30 minutes and immersed in distilled water.
- the test sample immersed in distilled water was allowed to stand in a thermostatic chamber maintained at 37°C for 24 hours. Further, after standing for 10 days in a constant temperature chamber maintained at 70° C., the tensile bond strength was examined and evaluated as bond durability.
- the tensile bond strength was measured using a universal testing machine (manufactured by Shimadzu Corporation) with a crosshead speed of 2 mm/min.
- the tensile bond strength in the table is the average value of the measured values for 10 test samples.
- the packaged dental curable composition of the present invention (Examples 1 to 9) had a polymerization rate of 48 to 54% and a tensile adhesive strength to CAD/CAM resin. is 12.9 MPa or more, which is excellent.
- the packaged dental curable composition of the present invention can be suitably used for bonding dental prostheses such as crowns, inlays and bridges to dentin, building abutments, and the like in dental treatment.
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Abstract
Description
[1]酸性基を有する重合性単量体(A)、酸性基を有しない重合性単量体(B)、アスコルビン酸化合物(C)、有機過酸化物(D)、遷移金属化合物(E)、及び下記一般式(f-1)
[2]前記アスコルビン酸化合物(C)が、アスコルビン酸の塩及びエステルからなる群から選ばれる少なくとも一つの化合物である、[1]に記載の分包型の歯科用硬化性組成物。
[3]前記遷移金属化合物(E)が、銅化合物又はバナジウム化合物である、[1]又は[2]に記載の分包型の歯科用硬化性組成物。
[4]前記酸性基を有する重合性単量体(A)を含有する第一剤と、前記シランカップリング剤(F)を含有する第二剤に分包されている、[1]~[3]のいずれかに記載の分包型の歯科用硬化性組成物。
[5]Mが、炭素鎖長が7以上の直鎖を有する二価の脂肪族基、又は炭素数が7以上の二価の芳香族基である、[1]~[4]のいずれかに記載の分包型の歯科用硬化性組成物。
[6]A2、A3、及びA4が、それぞれ独立して、水酸基、炭素数1~3のアルキル基又は炭素数1~3のアルコキシ基であり、A2、A3、及びA4の少なくとも1つが炭素数1~3のアルコキシ基である、[1]~[5]のいずれかに記載の分包型の歯科用硬化性組成物。
[7]A2、A3、及びA4が、それぞれ独立して、水酸基、メチル基又はメトキシ基であり、A2、A3、及びA4の少なくとも1つがメトキシ基である、[1]~[6]のいずれかに記載の分包型の歯科用硬化性組成物。
[8]A2、A3、及びA4がメトキシ基である、[1]~[7]のいずれかに記載の分包型の歯科用硬化性組成物。
[9]Mが、炭素鎖長が8以上の直鎖を有するアルキレン基である、[1]~[8]のいずれかに記載の分包型の歯科用硬化性組成物。
[10]前記シランカップリング剤(F)が、5-(メタ)アクリロイルオキシペンチルトリメトキシシラン、6-(メタ)アクリロイルオキシヘキシルトリメトキシシラン、7-(メタ)アクリロイルオキシへプチルトリメトキシシラン、8-(メタ)アクリロイルオキシオクチルトリメトキシシラン、9-(メタ)アクリロイルオキシノニルトリメトキシシラン、10-(メタ)アクリロイルオキシデシルトリメトキシシラン、11-(メタ)アクリロイルオキシウンデシルトリメトキシシラン、8-(メタ)アクリロイルオキシオクチルメチルジメトキシシラン、10-(メタ)アクリロイルオキシデシルメチルジメトキシシラン、11-(メタ)アクリロイルオキシウンデシルメチルジメトキシシラン、及び(メタ)アクリロイルオキシメチルフェネチルトリメトキシシランからなる群より選ばれる少なくとも1種である、[1]~[9]のいずれかに記載の分包型の歯科用硬化性組成物。
[11]シランカップリング剤(F)が、8-(メタ)アクリロイルオキシオクチルトリメトキシシラン、9-(メタ)アクリロイルオキシノニルトリメトキシシラン、10-(メタ)アクリロイルオキシデシルトリメトキシシラン、11-(メタ)アクリロイルオキシウンデシルトリメトキシシラン、及び(メタ)アクリロイルオキシメチルフェネチルトリメトキシシランからなる群より選ばれる少なくとも1種である、[1]~[10]のいずれかに記載の分包型の歯科用硬化性組成物。
[12]前記アスコルビン酸化合物(C)の含有量と、前記シランカップリング剤(F)の含有量との質量比が、アスコルビン酸化合物(C):シランカップリング剤(F)=1:1~1:200である、[1]~[11]のいずれかに記載の分包型の歯科用硬化性組成物。
[13]フィラー(G)をさらに含有する、[1]~[12]のいずれかに記載の分包型の歯科用硬化性組成物。
[14]配位子化合物をさらに含有する、[1]~[13]のいずれかに記載の分包型の歯科用硬化性組成物。
[15]歯科用レジンセメントである、[1]~[14]のいずれかに記載の分包型の歯科用硬化性組成物。
で表されるシランカップリング剤(F)とを備える。
CAD/CAM用レジンは、重合硬化させて製造する際に加熱による熱重合が行われており、レジン表面の未反応の重合性基が少ない。当該CAD/CAM用レジンに対して、本発明の酸性基を有する重合性単量体(A)、酸性基を有しない重合性単量体(B)、アスコルビン酸化合物(C)、有機過酸化物(D)、遷移金属化合物(E)を含有する組成物の重合開始剤系は酸性条件においても重合開始効率が高く、重合率が充分に向上することで前記CAD/CAM用レジン表面の少ない重合性基とも架橋反応が効率的に生じる。CAD/CAM用レジンは、フィラー(シリカ等)と重合性単量体((メタ)アクリル酸エステル等)を含み、形態は特に限定されず、ブロック状、円盤状等であってもよい。
また、接着耐久性の低下原因となるCAD/CAM用レジン中のシリカと硬化性組成物中のシランカップリング剤との化学結合の加水分解反応に対しては、本発明の一般式(f-1)で表されるシランカップリング剤(F)は、炭素鎖長が5以上の長いスペーサー部を有することから高い疎水性を示し、前記加水分解反応を抑制する。
以上の二つの効果が、お互いに妨げることなく、相乗的に作用することにより本発明の分包型の歯科用硬化性組成物ではCAD/CAM用レジンに対する接着耐久性が向上したものと推定される。以下、本発明の分包型の歯科用硬化性組成物に含有される成分についてそれぞれについて説明する。
歯質及びCAD/CAM用レジン(熱重合開始剤を含有する熱重合型のレジン材料の重合硬化物)に対する接着性、特に接着耐久性の観点から、酸性基を有する重合性単量体(A)は、アクリロイル基、メタクリロイル基、アクリルアミド基又はメタクリルアミド基のいずれか1個を重合性基として有する単官能性であることが好ましい。酸性基を有する重合性単量体(A)の具体例としては、下記のものが挙げられる。
それらの中でも、分子内に主鎖として炭素数6~20のアルキル基又は炭素数6~20のアルキレン基を有するリン酸基を有する(メタ)アクリレート系単官能性重合性単量体又はカルボン酸基を有する(メタ)アクリレート系重合性単量体がさらに好ましく、分子内に主鎖として炭素数8~12のアルキレン基を有するリン酸基を有する(メタ)アクリレート系単官能性重合性単量体がよりさらに好ましい。
また、10-メタクリロイルオキシデシルジハイドロジェンホスフェート、4-(メタ)アクリロイルオキシエチルトリメリット酸及び4-(メタ)アクリロイルオキシエチルトリメリット酸無水物が特に好ましく、10-メタクリロイルオキシデシルジハイドロジェンホスフェートが最も好ましい。
酸性基を有する重合性単量体(A)の含有量は、本発明の効果を奏する限り特に限定されないが、CAD/CAM用レジンに対する接着性のうち、特に接着耐久性がより優れる点から、本発明の分包型の歯科用硬化性組成物の重合性単量体成分の全量100質量部において、1~50質量部の範囲が好ましく、2~25質量部の範囲がより好ましく、2~10質量部の範囲がさらに好ましい。
本明細書において、「歯科用硬化性組成物の重合性単量体成分の全量100質量部」とは、第一剤に含まれる重合性単量体と、第二剤に含まれる重合性単量体の合計を100質量部に換算した場合を意味する。
また、本明細書において、「歯科用硬化性組成物の全量」とは、第一剤に含まれる成分と、第二剤に含まれる成分との合計量を意味する。
酸性基を有しない重合性単量体(B)として、下記親水性重合性単量体(B-1)及び疎水性重合性単量体(B-2)が好適に挙げられる。
親水性重合性単量体(B-1)は、歯科用硬化性組成物の成分の歯質への浸透を促進するとともに、自らも歯質に浸透して歯質中の有機成分(コラーゲン)に接着する。
親水性重合性単量体(B-1)としては、例えば、2-ヒドロキシエチルアクリレート、2-ヒドロキシエチルメタクリレート(以下、「HEMA」と略称することがある)、3-ヒドロキシプロピル(メタ)アクリレート、2-ヒドロキシプロピル(メタ)アクリレート、1,3-ジヒドロキシプロピル(メタ)アクリレート、2,3-ジヒドロキシプロピル(メタ)アクリレート、2-((メタ)アクリロイルオキシ)エチルトリメチルアンモニウムクロライド等の単官能性(メタ)アクリル酸エステル系重合性単量体;ポリエチレングリコールジ(メタ)アクリレート(オキシエチレン基の平均付加モル数:9以上)等の二官能性(メタ)アクリル酸エステル系重合性単量体などが挙げられ、歯質に対してより優れた接着性を発現する点、CAD/CAM用レジンに対する接着性、特に接着耐久性がより優れる点から、2-ヒドロキシエチル(メタ)アクリレートが好ましい。
なお、本明細書において「(メタ)アクリル」とは、アクリル及びメタクリルを意味し、「(メタ)アクリロイル」、「(メタ)アクリレート」等の表現も同様である。
疎水性重合性単量体(B-2)としては、例えば、芳香族化合物系の単官能性重合性単量体及び二官能性重合性単量体、脂肪族化合物系の単官能性重合性単量体及び二官能性重合性単量体、三官能性以上の重合性単量体などが挙げられる。疎水性重合性単量体(B-2)は、歯科用硬化性組成物の硬化物の機械的強度、取り扱い性などを向上させる。
これらの中でも、グリセロールジメタクリレート、トリエチレングリコールジ(メタ)アクリレート、ネオペンチルグリコールジメタクリレート、2,2,4-トリメチルヘキサメチレンビス(2-カルバモイルオキシエチル)ジメタクリレート及び1,2-ビス(3-メタクリロイルオキシ-2-ヒドロキシプロピルオキシ)エタンが好ましい。
酸性基を含有しない重合性単量体(B)の含有量は、本発明の効果を奏する限り特に限定されないが、組成物の歯質への浸透性が高く接着性に優れるとともに、硬化物が十分な機械的強度を有する点から、本発明の分包型の歯科用硬化性組成物における重合性単量体成分の全量100質量部において、50~99質量部の範囲が好ましく、60~98質量部の範囲がより好ましく、70~95質量部の範囲がさらに好ましい。
本発明の分包型の歯科用硬化性組成物は、重合開始剤系としてアスコルビン酸化合物(C)、有機過酸化物(D)、及び遷移金属化合物(E)を含む。本発明の分包型の歯科用硬化性組成物は、このような重合開始剤系を組み合わせて、さらに他の成分と一緒に用いることで、良好な化学重合硬化性を有し、CAD/CAM用レジンに対する接着耐久性に優れる。また、このような重合開始剤系を組み合わせて、さらに他の成分と一緒に用いることで、分包型の歯科用硬化性組成物を使用する際の操作時間を適度な範囲内に設定できる。
カルボン酸の好適な例としては、カプリル酸、カプリン酸、ラウリン酸、ミリスチン酸、パルミチン酸、ステアリン酸、アラキジン酸、ベヘン酸、リグノセリン酸、セロチン酸、ミリストレイン酸、パルミトレイン酸、サピエン酸、オレイン酸、エライジン酸、バクセン酸、リノール酸、リノールエライジン酸、α-リノレン酸、アラキドン酸、エイコサペンタエン酸、エルカ酸、及びドコサヘキサエン酸等の炭素数6~30の飽和脂肪酸又は不飽和脂肪酸等の脂肪酸が挙げられる。
前記脂肪酸の炭素数としては、10~28が好ましく、12~26がより好ましく、14~24がさらに好ましい。これらの中でも、特にステアリン酸とアスコルビン酸のエステル、パルミチン酸とアスコルビン酸のエステル(パルミチン酸アスコルビル)が好適に用いられる。
また、アスコルビン酸化合物(C)の含有量は、硬化性、硬化物の機械的強度、並びに歯質及びCAD/CAM用レジンに対する接着性、特に接着耐久性の観点から、本発明の分包型の歯科用硬化性組成物の全量において、0.001~7.0質量%が好ましく、0.01~5.0質量%がより好ましく、0.1~2.0質量%がさらに好ましく、0.2~1.5質量%が特に好ましく、前記効果に特に優れる点から、0.4~1.5質量%が最も好ましい。
ジアシルペルオキシド類の具体例としては、ベンゾイルペルオキシド、2,4-ジクロロベンゾイルペルオキシド、m-トルオイルペルオキシド等が挙げられる。
ペルオキシエステル類の具体例としては、t-ブチルペルオキシベンゾエート、ビス(t-ブチルペルオキシ)イソフタレート、2,5-ジメチル-2,5-ビス(ベンゾイルペルオキシ)ヘキサン、t-ブチルペルオキシ-2-エチルヘキサノエート、t-ブチルペルオキシイソプロピルカーボネート等が挙げられる。
ジアルキルペルオキシド類の具体例としては、ジクミルペルオキシド、ジ-t-ブチルペルオキシド、ラウロイルペルオキシド等が挙げられる。
ペルオキシケタール類の具体例としては、1,1-ビス(t-ブチルペルオキシ)3,3,5-トリメチルシクロヘキサン、1,1-ビス(t-ブチルペルオキシ)シクロヘキサン、1,1-ビス(t-ヘキシルペルオキシ)シクロヘキサン等が挙げられる。
ケトンペルオキシド類の具体例としては、メチルエチルケトンペルオキシド、シクロヘキサノンペルオキシド、メチルアセトアセテートペルオキシド等が挙げられる。
ハイドロペルオキシド類の具体例としては、t-ブチルハイドロペルオキシド、クメンハイドロペルオキシド、p-ジイソプロピルベンゼンハイドロペルオキシド、1,1,3,3-テトラメチルブチルハイドロペルオキシド等が挙げられる。
有機過酸化物(D)の含有量は、化学重合硬化性、CAD/CAM用レジンに対する接着性、特に接着耐久性の観点から、本発明の分包型の歯科用硬化性組成物における重合性単量体成分の全量100質量部に対して、0.01~10質量部の範囲が好ましく、0.1~5質量部の範囲がより好ましく、0.5~3質量部の範囲がさらに好ましい。また、有機過酸化物(D)の含有量が前記範囲内であることで、所望の操作時間に調整することができる。
カルボン酸銅(II)としては、クエン酸銅(II)、酢酸銅(II)、フタル酸銅(II)、酒石酸銅(II)、オレイン酸銅(II)、オクチル酸銅(II)、オクテン酸銅(II)、ナフテン酸銅(II)、メタクリル酸銅(II)、4-シクロヘキシル酪酸銅(II)等が挙げられる。
β-ジケトン銅(II)としては、アセチルアセトン銅(II)、トリフルオロアセチルアセトン銅(II)、ヘキサフルオロアセチルアセトン銅(II)、2,2,6,6-テトラメチル-3,5-ヘプタンジオナト銅(II)、ベンゾイルアセトン銅(II)等が挙げられる。
β-ケトエステル銅(II)としては、アセト酢酸エチル銅(II)等が挙げられる。
銅アルコキシドとしては、銅(II)メトキシド、銅(II)エトキシド、銅(II)イソプロポキシド、銅(II)2-(2-ブトキシエトキシ)エトキシド、銅(II)2-(2-メトキシエトキシ)エトキシド等が挙げられる。
ジチオカルバミン酸銅としては、ジメチルジチオカルバミン酸銅(II)等が挙げられる。
銅と無機酸の塩としては、硝酸銅(II)、臭化銅(II)及び塩化銅(II)が挙げられる。
これらは1種を単独で用いてもよく、2種以上を適宜組合せて用いてもよい。これらの内でも、重合性単量体に対する溶解性と反応性の観点から、カルボン酸銅(II)、β-ジケトン銅(II)、β-ケトエステル銅(II)が好ましく、酢酸銅(II)、アセチルアセトン銅(II)がより好ましい。
IV価及び/又はV価のバナジウム化合物類としては、例えば、四酸化二バナジウム(IV)、バナジルアセチルアセトナート(IV)、ステアリン酸酸化バナジウム(IV)、シュウ酸オキソバナジウム(IV)、硫酸バナジル(IV)、バナジウムナフテネート、バナジウムベンゾイルアセトネート、ビス(マルトラート)オキソバナジウム(IV)、オキソビス(1-フェニル-1,3-ブタンジオネート)バナジウム(IV)、五酸化バナジウム(V)、バナジウム(V)オキシトリイソプロポキシド、メタバナジン(V)酸ナトリウム、メタバナジン(V)酸アンモニウム等が挙げられる。
中でも接着性などの観点から、四酸化二バナジウム(IV)、硫酸バナジル(IV)、バナジルアセチルアセトナート(IV)、ビス(マルトラート)オキソバナジウム(IV)が好ましく、バナジルアセチルアセトナート(IV)及びビス(マルトラート)オキソバナジウム(IV)がより好ましい。バナジウム化合物は、1種単独で又は2種以上組み合わせて用いることができる。
前記遷移金属化合物(E)の含有量は、化学重合硬化性、CAD/CAM用レジンに対する接着性、特に接着耐久性の観点から、本発明の分包型の歯科用硬化性組成物における重合性単量体成分の全量100質量部に対して、0.0001~1質量部の範囲が好ましく、0.0005~0.5質量部の範囲がより好ましく、0.001~0.2質量部の範囲がさらに好ましい。また、遷移金属化合物(E)の含有量が前記範囲内であることで、所望の操作時間に調整することができる。
また、前記脂肪族基としては、接着界面の疎水化をより高める点から、炭素鎖長が5以上の直鎖状の脂肪族基が好ましい。脂肪族基は、炭素原子と水素原子のみから構成されていてもよく、酸素原子、窒素原子、硫黄原子などのヘテロ原子を含んでいてもよい。
また、Mの脂肪族基が有する直鎖の炭素鎖長は、20以下が好ましく、15以下がより好ましく、12以下がさらに好ましい。脂肪族基としては、アルキレン基、アルケニレン基、アルキニレン基が挙げられ、アルキレン基が好ましい。
アルキレン基としては、ペンタメチレン基、ヘキサメチレン基、ヘプタメチレン基、オクタメチレン基、ノナメチレン基、デカメチレン基、ウンデカメチレン基、ドデカメチレン基などが挙げられる。
ある好適な実施形態としては、一般式(f-1)において、Mが、炭素鎖長が8以上の直鎖を有するアルキレン基である、シランカップリング剤(F)を含有する、分包型の歯科用硬化性組成物が挙げられる。
芳香族基の炭素数としては、6以上であり、7以上が好ましく、8以上がより好ましく、9以上がさらに好ましい。また、芳香族基の炭素数としては、35以下が好ましく、20以下がより好ましく、16以下がさらに好ましい。
二価の芳香族基としては、アルキレン基を有するアリーレン基、アリーレン基が挙げられる。
前記アリーレン基としては、フェニレン基;ナフチレン基、アントラセニレン基、フェナントリレン基、ビフェニレン基、フルオレニレン基などの多環芳香族基が挙げられる。
アルキレン基を有するアリーレン基のアルキレン基としては、メチレン基、エチレン基、n-プロピレン基、イソプロピレン基、ブチレン基、ペンチレン基、ヘキシレン基、ヘプチレン基、オクチレン基、ノニレン基、デシレン基、ドデシレン基等が挙げられる。また、Mの芳香族基は、2つの結合手がいずれもアルキレン基と結合していてもよい。
前記アルキレン基を有するアリーレン基としては、エチレンフェニレン基、ジエチレンフェニレン基、トリエチレンフェニレン基、プロピレンフェニレン基、ブチレンフェニレン基など挙げられる。芳香族基が置換基を有する、アルキレン基を有するアリーレン基である場合、該置換基は、芳香環上にあってもよく、前記アルキレン基上にあってもよい。Mの芳香族基としては、アルキレン基を有するアリーレン基が好ましい。また、接着界面の疎水化をより高める点から、二価の芳香族基の結合手は、芳香環のパラ位に位置することが好ましい。
A2、A3、及びA4のアルコキシ基の炭素数としては、1~3が好ましく、CAD/CAM用レジンに対する接着耐久性の観点から、炭素数1がより好ましい。
A2、A3、及びA4のアルコキシ基としては、メトキシ基、エトキシ基、n-プロポキシ基、イソプロポキシ基、n-ブトキシ基、sec-ブトキシ基、tert-ブトキシ基などが挙げられる。アルキル基としては、メチル基、エチル基、n-プロピル基、イソプロピル基、n-ブチル基、イソブチル基などが挙げられる。A2、A3、及びA4のアルコキシ基は、CAD/CAM用レジンに対する接着耐久性の観点から、メトキシ基がより好ましい。
これは、接着耐久性の低下原因となるCAD/CAM用レジン中のシリカと、歯科用硬化性組成物中のシランカップリング剤との化学結合の加水分解反応を、炭素鎖長が5以上の長いスペーサー部を有する化合物を含むシランカップリング剤(F)を用いることで、シランカップリング剤(F)の高い疎水性に起因して接着界面が十分に疎水化され、前記加水分解反応を抑制できるためである。
さらに、この加水分解反応の抑制効果に加えて、重合開始剤系が、酸性条件においても重合開始効率が高く、重合率が充分に向上することでCAD/CAM用レジンの表面の重合性基が少ないにもかかわらず、該重合性基と本発明の分包型の歯科用硬化性組成物に含有される成分との架橋反応が効率的に生じ、これらがお互いに効果を妨げることなく、相乗的に作用する結果、CAD/CAM用レジンに対して優れた接着耐久性が得られる。
シランカップリング剤(F)としては、一般式(f-1)を満たす公知のものが制限なく使用できる。
シランカップリング剤(F)の具体例としては、ビニルヘキシルトリメトキシシラン、ビニルヘプチルトリメトキシシラン、ビニルオクチルトリメトキシシラン等のビニル基含有シランカップリング剤;5-(メタ)アクリロイルオキシペンチルトリメトキシシラン、6-(メタ)アクリロイルオキシヘキシルトリメトキシシラン、7-(メタ)アクリロイルオキシへプチルトリメトキシシラン、8-(メタ)アクリロイルオキシオクチルトリメトキシシラン、9-(メタ)アクリロイルオキシノニルトリメトキシシラン、10-(メタ)アクリロイルオキシデシルトリメトキシシラン、11-(メタ)アクリロイルオキシウンデシルトリメトキシシラン、8-(メタ)アクリロイルオキシオクチルメチルジメトキシシラン、10-(メタ)アクリロイルオキシデシルメチルジメトキシシラン、11-(メタ)アクリロイルオキシウンデシルメチルジメトキシシラン、(メタ)アクリロイルオキシメチルフェネチルトリメトキシシランなどの(メタ)アクリロイルオキシ基含有シランカップリング剤が挙げられる。
また、ある好適な実施形態においては、本発明の分包型の歯科用硬化性組成物において、アスコルビン酸化合物(C)の含有量と、シランカップリング剤(F)の含有量との質量比は、硬化性、硬化物の機械的強度、並びに歯質及びCAD/CAM用レジンに対する接着性、特に接着耐久性の観点から、アスコルビン酸化合物(C):シランカップリング剤(F)=1:1~1:200であることが好ましく、1:1.5~1:150であることがより好ましく、1:2~1:80であることがさらに好ましく、1:3~1:70であることが特に好ましく、前記効果に特に優れる点から、1:4~1:50であることが最も好ましい。
接着性、取り扱い性の点で、平均粒子径が0.001~0.1μmの微粒子シリカが好ましく使用される。
ある好適な実施形態としては、フィラー(G)をさらに含み、フィラー(G)が、平均粒子径が0.001μm以上0.1μm以下の無機系フィラーと、平均粒子径が0.1μm超10μm以下の無機系フィラーとを含む、分包型の歯科用硬化性組成物が挙げられる。
無機系フィラーとしては、市販品を使用してもよい。市販品としては、「アエロジル(登録商標)OX50」、「アエロジル(登録商標)50」、「アエロジル(登録商標)200」、「アエロジル(登録商標)380」、「アエロジル(登録商標)R972」、「アエロジル(登録商標)130」、「AEROXIDE(登録商標)Alu C」(以上、いずれも日本アエロジル株式会社製、商品名)が挙げられる。
なお、本発明において、無機系フィラーに後記するように表面処理をした場合は、無機系フィラーの平均粒子径は、表面処理前の平均粒子径を意味する。
レーザー回折散乱法は、例えば、0.2%ヘキサメタリン酸ナトリウム水溶液を分散媒に用いて体積基準でレーザー回折式粒子径分布測定装置(SALD-2300、株式会社島津製作所製)により測定できる。
電子顕微鏡観察には、走査型電子顕微鏡(株式会社日立ハイテクノロジーズ製、SU3800、S-4000等)を使用できる。電子顕微鏡観察は、粒子の電子顕微鏡写真を撮り、その写真の単位視野内に観察される粒子(200個以上)の粒子径を、画像解析式粒度分布測定ソフトウェア(Mac-View(株式会社マウンテック製))を用いて測定することにより求めることができる。このとき、粒子径は、粒子の最長の長さと最短の長さの算術平均値として求められ、粒子の数とその粒子径より、平均一次粒子径が算出される。
また、フィラー(G)の含有量は、本発明の効果を奏する限り特に限定されないが、本発明の分包型の歯科用硬化性組成物の全量において、50~97質量%が好ましく、55~95質量%がより好ましく、60~90質量%がさらに好ましい。
P(OY1)3 (4)
(Y1はそれぞれ独立して、置換基を有していてもよいアルキル基、又は置換基を有していてもよいアリール基を表す。)
R1~R15のアルキル基としては、メチル基、エチル基、n-プロピル基、イソプロピル基、n-ブチル基、イソブチル基、sec-ブチル基、tert-ブチル基、n-ペンチル基、イソペンチル基、sec-ペンチル基、ネオペンチル基、n-ヘキシル基、イソヘキシル基、n-ヘプチル基、n-オクチル基、n-ノニル基、n-デシル基、n-ウンデシル基、n-ドデシル基等が挙げられる。R1~R15のアルキル基は無置換であってもよい。
R1~R15のアルキル基の置換基としては、ハロゲン原子(フッ素原子、塩素原子、臭素原子、ヨウ素原子)、ヒドロキシ基、炭素数1~6のアルコキシ基、いずれも炭素数1~6のアルキル基を有するジアルキルアミノ基、アミノ基等が挙げられる。
R1~R15の極性基である場合、極性基の数は1~9が好ましく、1~5がより好ましく、1~3がさらに好ましい。
R1~R15が置換基を有するアルキル基である場合、具体的には、トリフルオロメチル基等が挙げられる。
R1~R15のアルコキシ基としては、メトキシ基、エトキシ基、n-プロポキシ基、イソプロポキシ基、n-ブトキシ基、sec-ブトキシ基、tert-ブトキシ基、n-ペンチルオキシ基、イソペンチルオキシ基、sec-ペンチルオキシ基、tert-ペンチルオキシ基、ネオペンチルオキシ基、n-ヘキシルオキシ基、イソヘキシルオキシ基、sec-ヘキシルオキシ基、tert-ヘキシルオキシ基、ネオヘキシルオキシ基等が挙げられる。
R1~R15のアルコキシ基の置換基としては、R1~R15のアルキル基の置換基と同様のものが挙げられる。
二価の脂肪族基の炭素数としては、1~20が好ましく、1~16がより好ましく、1~12がさらに好ましく、1~8が特に好ましい。
X1の二価の脂肪族基としては、アルキレン基、アルケニレン基、アルキニレン基が挙げられ、アルキレン基が好ましい。
アルキレン基としては、メチレン基、エチレン基、プロピレン基、ブチレン基、メチルプロピレン基、ジメチルプロピレン基、ペンタメチレン基、ヘキサメチレン基、ヘプタメチレン基、オクタメチレン基、ノナメチレン基、デカメチレン基、ウンデカメチレン基、ドデカメチレン基などが挙げられる。
X1の二価の脂肪族基の置換基としては、R1~R15のアルキル基の置換基と同様のものが挙げられる。
(R36~R39はそれぞれ独立して置換基を有していてもよいアルキル基を表し、X2は置換基を有していてもよい二価の脂肪族基を表す。)
ビスアシルホスフィンオキシド類としては、例えば、ビス(2,4,6-トリメチルベンゾイル)フェニルホスフィンオキシド、ビス(2,6-ジクロロベンゾイル)-2,5-ジメチルフェニルホスフィンオキシド、ビス(2,6-ジクロロベンゾイル)-4-プロピルフェニルホスフィンオキシド、ビス(2,6-ジクロロベンゾイル)-1-ナフチルホスフィンオキシド、ビス(2,6-ジメトキシベンゾイル)フェニルホスフィンオキシド、ビス(2,6-ジメトキシベンゾイル)-2,4,4-トリメチルペンチルホスフィンオキシド、ビス(2,6-ジメトキシベンゾイル)-2,5-ジメチルフェニルホスフィンオキシド、ジベンゾイルフェニルホスフィンオキシド、トリス(2,4-ジメチルベンゾイル)ホスフィンオキシド、トリス(2-メトキシベンゾイル)ホスフィンオキシド、及びこれらの塩(例えば、ナトリウム塩、カリウム塩、アンモニウム塩)等が挙げられる。これら(ビス)アシルホスフィンオキシド類の中でも、2,4,6-トリメチルベンゾイルジフェニルホスフィンオキシド、2,4,6-トリメチルベンゾイルメトキシフェニルホスフィンオキシド、ビス(2,4,6-トリメチルベンゾイル)フェニルホスフィンオキシド及び2,4,6-トリメチルベンゾイルフェニルホスフィンオキシドナトリウム塩が好ましい。
さらに、有機過酸化物(D)は重合促進剤を併用してもよい。
有機過酸化物(D)及び/又は光重合開始剤とともに用いる重合促進剤としては、第3級アミン類、アルデヒド類、チオール化合物、トリハロメチル基により置換されたトリアジン系化合物、チオ尿素化合物、スルフィン酸類、ベンゾトリアゾール化合物、ベンゾイミダゾール化合物、亜硫酸塩、亜硫酸水素塩、ボレート化合物、バルビツール酸及びその誘導体などが挙げられる。重合促進剤は1種を単独で用いてもよく、2種以上を併用してもよい。
ベンゾイミダゾール化合物としては、例えば、ベンゾイミダゾール、5-メチルベンゾイミダゾール、5,6-ジメチルベンゾイミダゾール等が挙げられる。
亜硫酸塩としては、例えば、亜硫酸ナトリウム、亜硫酸カリウム、亜硫酸カルシウム、亜硫酸アンモニウム等が挙げられる。
亜硫酸水素塩としては、例えば、亜硫酸水素ナトリウム、亜硫酸水素カリウム等が挙げられる。
ボレート化合物としては、例えば、1分子中に1~4個のアリール基を有するアリールボレート化合物(例えば、テトラフェニルホウ素、テトラキス(p-クロロフェニル)ホウ素等)及びこれらの塩などが挙げられる。
バルビツール酸及びその誘導体としては、例えば、バルビツール酸、5-ブチルバルビツール酸、1,3,5-トリメチルバルビツール酸、1-シクロヘキシル-5-エチルバルビツール酸、1-ベンジル-5-フェニルバルビツール酸、及びこれらの塩などが挙げられる。
フッ素イオン放出性物質としては、例えば、メタクリル酸メチルとメタクリル酸フルオライドとの共重合体などのフッ素イオン放出性ポリマー;セチルアミンフッ化水素酸塩、シクロヘキシルアミンフッ化水素酸塩、ジイソブチルアミンフッ化水素酸塩、トリエチルアミン三フッ化水素酸塩などの脂肪族又は脂環式第1、第2又は第3級アミンのフッ化水素酸塩;フッ化ナトリウム、フッ化カリウム、モノフルオロリン酸ナトリウム、フッ化リチウム、フッ化イッテルビウム等の金属フッ化物類等が挙げられる。前記フッ素イオン放出性物質は、1種を単独で使用してもよく、2種以上を併用してもよい。
pH調整剤は本発明の効果を奏する限り特に限定されないが、乳酸、コハク酸、グルコン酸、クエン酸、リン酸、及び炭酸等の酸、ならびにその塩が好適に用いられる。前記pH調整剤は、1種を単独で使用してもよく、2種以上を併用してもよい。
重合禁止剤としては、例えば、ハイドロキノン、ハイドロキノンモノメチルエーテル、ジブチルハイドロキノン、ジブチルハイドロキノンモノメチルエーテル、t-ブチルカテコール、2-t-ブチル-4,6-ジメチルフェノール、2,6-ジ-t-ブチルフェノール、2,6-ジ-t-ブチル-4-メチルフェノール等が挙げられる。
ある実施形態では、分包型の歯科用硬化性組成物における溶媒(例えば、水、有機溶媒)の含有量が分包型の歯科用硬化性組成物の全量において、1質量%未満であることが好ましく、0.1質量%未満であることがより好ましく、0.01質量%未満であることがさらに好ましい。
本発明の分包型の歯科用硬化性組成物は、歯科用レジンセメント等の歯科用セメントとして使用できる。歯科用レジンセメントの中でも、特に、自己接着性歯科用レジンセメントとして好適に用いられる。
MDP:10-メタクリロイルオキシデシルジハイドロジェンホスフェート
HEMA:2-ヒドロキシエチルメタクリレート
Bis-GMA:2,2-ビス〔4-(2-ヒドロキシ-3-メタクリロイルオキシプロポキシ)フェニル〕プロパン
D-2.6E:2,2-ビス(4-メタクリロイルオキシポリエトキシフェニル)プロパン(エトキシ基の平均付加モル数:2.6)
TEGDMA:トリエチレングリコールジメタクリレート
PA:パルミチン酸アスコルビル
ANa:L-アスコルビン酸ナトリウム
THP:1,1,3,3-テトラメチルブチルハイドロペルオキシド
BPB:t-ブチルペルオキシベンゾエート
CuA:酢酸銅(II)
VOAA:バナジルアセチルアセトナート(IV)
8-MOS:8-メタクリロイルオキシオクチルトリメトキシシラン
11-MUS:11-メタクリロイルオキシウンデシルトリメトキシシラン
11-MUES:11-メタクリロイルオキシウンデシルトリエトキシシラン
γ-MPS:γ-メタクリロイルオキシプロピルトリメトキシシラン
表面処理バリウムガラス:
バリウムガラス(エステック社製、商品コード「E-3000」)をボールミルで粉砕し、バリウムガラス粉を得た。得られたバリウムガラス粉の平均粒子径をレーザー回折式粒子径分布測定装置(株式会社島津製作所製、型式「SALD-2300」)を用いて体積基準で測定したところ、2.4μmであった。このバリウムガラス粉100質量部に対して常法により3質量部のγ-メタクリロイルオキシプロピルトリメトキシシランで表面処理を行い、表面処理バリウムガラスを得た。
R972:日本アエロジル株式会社製の微粒子シリカ、商品名「アエロジル(登録商標)R972」、平均粒子径:16nm
アルミナ:日本アエロジル株式会社製の酸化アルミニウム、商品名「AEROXIDE(登録商標)Alu C」、平均粒子径:13nm
P(OPh)3:トリフェニルホスファイト
TPBSS:2,4,6-トリイソプロピルベンゼンスルフィン酸ナトリウム
DEPT:N,N-ビス(2-ヒドロキシエチル)-p-トルイジン
BTA:1H-ベンゾトリアゾール
DMETU:4,4-ジメチルエチレンチオ尿素
BHT:2,6-ジ-t-ブチル-4-メチルフェノール
表1及び表2に記載の各成分の内、フィラー及びアスコルビン酸化合物以外の成分を常温で混合し、均一な液状成分とした後、得られた液状成分とアスコルビン酸化合物及びフィラーとを混練することにより、実施例1~9及び比較例1~4の分包型の歯科用硬化性組成物を調製した。
次いで、これらの分包型の歯科用硬化性組成物を用い、後述の方法に従って、製造直後において、32℃における重合率、CAD/CAM用レジンへの接着強さを測定した。表1及び表2に、この歯科用硬化性組成物の配合比(質量部)及び試験結果を示す。
FT-IR測定機(フーリエ変換赤外分光装置「Nicolet 6700」、ThermoFisherScientific社製)にATR測定装置(ダイヤモンドマイクロATR機、1回反射型水平型ATR SmartOrbit(登録商標)、ThermoFisherScientific社製)を設置した。測定条件は、測定範囲:4000cm-1~650cm-1、入射角:45°、スキャン回数:1回、プリズム:ダイヤモンドとした。
重合率c(%)={1-(b2/a2)/(b1/a1)}×100
CAD/CAM用レジン(クラレノリタケデンタル株式会社製、商品名「カタナ アベンシアブロック」)を流水下にて#1000のシリコンカーバイド紙にて研磨した。研磨後、表面の水をエアブローすることで乾燥した。乾燥後、さらにアルミナ研磨剤50ミクロン(株式会社モリタ製)でサンドブラスト処理を前記乾燥面に実施し、被着体処理面とした。該被着体処理面に、直径5mmの丸穴を有する厚さ約150μmの粘着テープを貼着し、接着面積を規制した。
各実施例、比較例において第一剤と第二剤を混和して得られた歯科用硬化性組成物を、ステンレス製円柱棒(直径7mm、長さ2.5cm)の一方の端面(円形断面)に築盛した。
次いで、上記の丸穴の中心と上記のステンレス製円柱棒の中心とが略一致するように、該歯科用硬化性組成物を築盛した側の端面を丸穴内の平滑面(被着体処理面)に載置し、その平滑面に対して垂直にステンレス製の円柱棒を押し付けて接着して、供試サンプルを作製した。供試サンプルは、10個作製した。押し付けた際にステンレス製の円柱棒の周囲からはみ出た余剰の該歯科用硬化性組成物を除去した後、供試サンプルを、30分間室温で静置し、蒸留水に浸漬した。蒸留水に浸漬した供試サンプルを、37℃に保持した恒温器内に24時間静置した。さらに70℃に保持した恒温器内に10日間静置した後、引張接着強さを調べ、接着耐久性として評価した。
引張接着強さは、万能試験機(株式会社島津製作所製)にてクロスヘッドスピードを2mm/分に設定して測定した。表中の引張接着強さは、10個の供試サンプルについての測定値の平均値である。
また、アスコルビン酸化合物(C)を含まない分包型の歯科用硬化性組成物(比較例3、4)においては、重合率が39%以下であり、シランカップリング剤(F)を含んでいても、CAD/CAM用レジンに対する引張接着強さも8.3MPa以下と低いことが確認された。比較例3、4においては、アスコルビン酸化合物(C)の代わりに、重合促進剤を用いたものの、重合率を高めることも、CAD/CAM用レジンに対する引張接着強さを高めることもできなかった。
Claims (15)
- 酸性基を有する重合性単量体(A)、酸性基を有しない重合性単量体(B)、アスコルビン酸化合物(C)、有機過酸化物(D)、遷移金属化合物(E)、及び下記一般式(f-1)
- 前記アスコルビン酸化合物(C)が、アスコルビン酸の塩及びエステルからなる群から選ばれる少なくとも一つの化合物である、請求項1に記載の分包型の歯科用硬化性組成物。
- 前記遷移金属化合物(E)が、銅化合物又はバナジウム化合物である、請求項1又は2に記載の分包型の歯科用硬化性組成物。
- 前記酸性基を有する重合性単量体(A)を含有する第一剤と、前記シランカップリング剤(F)を含有する第二剤に分包されている、請求項1~3のいずれか一項に記載の分包型の歯科用硬化性組成物。
- Mが、炭素鎖長が7以上の直鎖を有する二価の脂肪族基、又は炭素数が7以上の二価の芳香族基である、請求項1~4のいずれか一項に記載の分包型の歯科用硬化性組成物。
- A2、A3、及びA4が、それぞれ独立して、水酸基、炭素数1~3のアルキル基又は炭素数1~3のアルコキシ基であり、A2、A3、及びA4の少なくとも1つが炭素数1~3のアルコキシ基である、請求項1~5のいずれか一項に記載の分包型の歯科用硬化性組成物。
- A2、A3、及びA4が、それぞれ独立して、水酸基、メチル基又はメトキシ基であり、A2、A3、及びA4の少なくとも1つがメトキシ基である、請求項1~6のいずれか一項に記載の分包型の歯科用硬化性組成物。
- A2、A3、及びA4がメトキシ基である、請求項1~7のいずれか一項に記載の分包型の歯科用硬化性組成物。
- Mが、炭素鎖長が8以上の直鎖を有するアルキレン基である、請求項1~8のいずれか一項に記載の分包型の歯科用硬化性組成物。
- 前記シランカップリング剤(F)が、5-(メタ)アクリロイルオキシペンチルトリメトキシシラン、6-(メタ)アクリロイルオキシヘキシルトリメトキシシラン、7-(メタ)アクリロイルオキシへプチルトリメトキシシラン、8-(メタ)アクリロイルオキシオクチルトリメトキシシラン、9-(メタ)アクリロイルオキシノニルトリメトキシシラン、10-(メタ)アクリロイルオキシデシルトリメトキシシラン、11-(メタ)アクリロイルオキシウンデシルトリメトキシシラン、8-(メタ)アクリロイルオキシオクチルメチルジメトキシシラン、10-(メタ)アクリロイルオキシデシルメチルジメトキシシラン、11-(メタ)アクリロイルオキシウンデシルメチルジメトキシシラン、及び(メタ)アクリロイルオキシメチルフェネチルトリメトキシシランからなる群より選ばれる少なくとも1種である、請求項1~9のいずれか一項に記載の分包型の歯科用硬化性組成物。
- シランカップリング剤(F)が、8-(メタ)アクリロイルオキシオクチルトリメトキシシラン、9-(メタ)アクリロイルオキシノニルトリメトキシシラン、10-(メタ)アクリロイルオキシデシルトリメトキシシラン、11-(メタ)アクリロイルオキシウンデシルトリメトキシシラン、及び(メタ)アクリロイルオキシメチルフェネチルトリメトキシシランからなる群より選ばれる少なくとも1種である、請求項1~10のいずれか一項に記載の分包型の歯科用硬化性組成物。
- 前記アスコルビン酸化合物(C)の含有量と、前記シランカップリング剤(F)の含有量との質量比が、アスコルビン酸化合物(C):シランカップリング剤(F)=1:1~1:200である、請求項1~11のいずれか一項に記載の分包型の歯科用硬化性組成物。
- フィラー(G)をさらに含有する、請求項1~12のいずれか一項に記載の分包型の歯科用硬化性組成物。
- 配位子化合物をさらに含有する、請求項1~13のいずれか一項に記載の分包型の歯科用硬化性組成物。
- 歯科用レジンセメントである、請求項1~14のいずれか一項に記載の分包型の歯科用硬化性組成物。
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Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0357916B2 (ja) | 1981-04-09 | 1991-09-03 | Basf Ag | |
JP2008088086A (ja) * | 2006-09-29 | 2008-04-17 | Gc Corp | 歯科用組成物 |
JP2009144054A (ja) * | 2007-12-14 | 2009-07-02 | Gc Corp | 重合性組成物 |
WO2016007453A1 (en) | 2014-07-10 | 2016-01-14 | 3M Innovative Properties Company | Two-component self-adhesive dental composition, process of production and use thereof |
WO2017038218A1 (ja) | 2015-08-28 | 2017-03-09 | 株式会社ジーシー | 歯科用セメント |
WO2019004391A1 (ja) | 2017-06-28 | 2019-01-03 | クラレノリタケデンタル株式会社 | 2ペースト型歯科用硬化性組成物 |
-
2022
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Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0357916B2 (ja) | 1981-04-09 | 1991-09-03 | Basf Ag | |
JP2008088086A (ja) * | 2006-09-29 | 2008-04-17 | Gc Corp | 歯科用組成物 |
JP2009144054A (ja) * | 2007-12-14 | 2009-07-02 | Gc Corp | 重合性組成物 |
WO2016007453A1 (en) | 2014-07-10 | 2016-01-14 | 3M Innovative Properties Company | Two-component self-adhesive dental composition, process of production and use thereof |
WO2017038218A1 (ja) | 2015-08-28 | 2017-03-09 | 株式会社ジーシー | 歯科用セメント |
WO2019004391A1 (ja) | 2017-06-28 | 2019-01-03 | クラレノリタケデンタル株式会社 | 2ペースト型歯科用硬化性組成物 |
Non-Patent Citations (1)
Title |
---|
TSUKAGOSHI KOU, HIROTA MASATSUGU, NOMOTO RIE, HAYAKAWA TOHRU: "Bond strength and computational analysis for silane coupling treatments on the adhesion of resin block for CAD/CAM crowns", DENTAL MATERIALS JOURNAL, THE JAPANESE SOCIETY FOR DENTAL MATERIALS AND DEVICES, JP, vol. 39, no. 5, 28 September 2020 (2020-09-28), JP , pages 844 - 854, XP093055735, ISSN: 0287-4547, DOI: 10.4012/dmj.2019-139 * |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2024029507A1 (ja) * | 2022-08-03 | 2024-02-08 | 三井化学株式会社 | 硬化性組成物調製用キット、硬化性組成物、硬化物及び歯科材料 |
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