JP6117989B2 - 2ペースト重合性組成物 - Google Patents
2ペースト重合性組成物 Download PDFInfo
- Publication number
- JP6117989B2 JP6117989B2 JP2016510201A JP2016510201A JP6117989B2 JP 6117989 B2 JP6117989 B2 JP 6117989B2 JP 2016510201 A JP2016510201 A JP 2016510201A JP 2016510201 A JP2016510201 A JP 2016510201A JP 6117989 B2 JP6117989 B2 JP 6117989B2
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- Prior art keywords
- meth
- paste
- mass
- compound
- acrylate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 239000000203 mixture Substances 0.000 title claims description 50
- -1 acrylate compound Chemical class 0.000 claims description 78
- 239000002253 acid Substances 0.000 claims description 34
- 239000000945 filler Substances 0.000 claims description 30
- BUUPQKDIAURBJP-UHFFFAOYSA-N sulfinic acid Chemical compound OS=O BUUPQKDIAURBJP-UHFFFAOYSA-N 0.000 claims description 20
- 125000003118 aryl group Chemical group 0.000 claims description 19
- 150000003839 salts Chemical class 0.000 claims description 19
- 150000002896 organic halogen compounds Chemical class 0.000 claims description 16
- 150000002902 organometallic compounds Chemical class 0.000 claims description 15
- 150000007513 acids Chemical class 0.000 claims description 13
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 33
- 238000006116 polymerization reaction Methods 0.000 description 20
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 15
- 230000000694 effects Effects 0.000 description 10
- 230000007423 decrease Effects 0.000 description 9
- 239000011521 glass Substances 0.000 description 9
- NBIIXXVUZAFLBC-UHFFFAOYSA-L Phosphate ion(2-) Chemical compound OP([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-L 0.000 description 7
- 239000003795 chemical substances by application Substances 0.000 description 7
- 238000002156 mixing Methods 0.000 description 7
- 239000000178 monomer Substances 0.000 description 7
- 239000002685 polymerization catalyst Substances 0.000 description 6
- 235000012239 silicon dioxide Nutrition 0.000 description 6
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
- 238000013329 compounding Methods 0.000 description 5
- XPPKVPWEQAFLFU-UHFFFAOYSA-N diphosphoric acid Chemical group OP(O)(=O)OP(O)(O)=O XPPKVPWEQAFLFU-UHFFFAOYSA-N 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 239000001301 oxygen Substances 0.000 description 5
- 229910052760 oxygen Inorganic materials 0.000 description 5
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 5
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 4
- 230000002378 acidificating effect Effects 0.000 description 4
- 229910052783 alkali metal Inorganic materials 0.000 description 4
- 150000003863 ammonium salts Chemical class 0.000 description 4
- 150000001805 chlorine compounds Chemical class 0.000 description 4
- 230000005764 inhibitory process Effects 0.000 description 4
- BVSXRCDUVXEDNL-UHFFFAOYSA-N 2,4,6-tri(propan-2-yl)benzenesulfinic acid Chemical compound CC(C)C1=CC(C(C)C)=C(S(O)=O)C(C(C)C)=C1 BVSXRCDUVXEDNL-UHFFFAOYSA-N 0.000 description 3
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 3
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical group OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 3
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 3
- YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 3
- 239000000378 calcium silicate Substances 0.000 description 3
- 229910052918 calcium silicate Inorganic materials 0.000 description 3
- OYACROKNLOSFPA-UHFFFAOYSA-N calcium;dioxido(oxo)silane Chemical compound [Ca+2].[O-][Si]([O-])=O OYACROKNLOSFPA-UHFFFAOYSA-N 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 235000011180 diphosphates Nutrition 0.000 description 3
- 229910052744 lithium Inorganic materials 0.000 description 3
- 229920001296 polysiloxane Polymers 0.000 description 3
- 229910052700 potassium Inorganic materials 0.000 description 3
- 239000011591 potassium Substances 0.000 description 3
- 229940048084 pyrophosphate Drugs 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- TZSXNOJOZIODBO-UHFFFAOYSA-N 2,4,6-triethylbenzenesulfinic acid Chemical compound CCC1=CC(CC)=C(S(O)=O)C(CC)=C1 TZSXNOJOZIODBO-UHFFFAOYSA-N 0.000 description 2
- CGRMGOGJWHPCFJ-UHFFFAOYSA-N 2,4,6-trimethylbenzenesulfinic acid Chemical compound CC1=CC(C)=C(S(O)=O)C(C)=C1 CGRMGOGJWHPCFJ-UHFFFAOYSA-N 0.000 description 2
- ZKFOEDSYSPDTEB-UHFFFAOYSA-N 2-prop-2-enoyloxybenzoic acid Chemical compound OC(=O)C1=CC=CC=C1OC(=O)C=C ZKFOEDSYSPDTEB-UHFFFAOYSA-N 0.000 description 2
- SKKXTPQPJYBUEF-UHFFFAOYSA-N 3-phosphonooxypropyl prop-2-enoate Chemical compound OP(O)(=O)OCCCOC(=O)C=C SKKXTPQPJYBUEF-UHFFFAOYSA-N 0.000 description 2
- FGWPHDAPRAREAY-UHFFFAOYSA-N 5-amino-2-prop-2-enoyloxybenzoic acid Chemical compound NC1=CC=C(OC(=O)C=C)C(C(O)=O)=C1 FGWPHDAPRAREAY-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000006087 Silane Coupling Agent Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- RYYWUUFWQRZTIU-UHFFFAOYSA-N Thiophosphoric acid Chemical group OP(O)(S)=O RYYWUUFWQRZTIU-UHFFFAOYSA-N 0.000 description 2
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 2
- 229910052788 barium Inorganic materials 0.000 description 2
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 2
- JEHKKBHWRAXMCH-UHFFFAOYSA-N benzenesulfinic acid Chemical compound O[S@@](=O)C1=CC=CC=C1 JEHKKBHWRAXMCH-UHFFFAOYSA-N 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- JDFASTJCXKFWFY-UHFFFAOYSA-L calcium;2,4,6-triethylbenzenesulfinate Chemical compound [Ca+2].CCC1=CC(CC)=C(S([O-])=O)C(CC)=C1.CCC1=CC(CC)=C(S([O-])=O)C(CC)=C1 JDFASTJCXKFWFY-UHFFFAOYSA-L 0.000 description 2
- MGKWLBCLSKZROU-UHFFFAOYSA-L calcium;2,4,6-trimethylbenzenesulfinate Chemical compound [Ca+2].CC1=CC(C)=C(S([O-])=O)C(C)=C1.CC1=CC(C)=C(S([O-])=O)C(C)=C1 MGKWLBCLSKZROU-UHFFFAOYSA-L 0.000 description 2
- 125000002843 carboxylic acid group Chemical group 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- SXPWTBGAZSPLHA-UHFFFAOYSA-M cetalkonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 SXPWTBGAZSPLHA-UHFFFAOYSA-M 0.000 description 2
- 229960000228 cetalkonium chloride Drugs 0.000 description 2
- DDXLVDQZPFLQMZ-UHFFFAOYSA-M dodecyl(trimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)C DDXLVDQZPFLQMZ-UHFFFAOYSA-M 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 238000004898 kneading Methods 0.000 description 2
- XFBCAFRNNFDRNG-UHFFFAOYSA-M lithium;2,4,6-triethylbenzenesulfinate Chemical compound [Li+].CCC1=CC(CC)=C(S([O-])=O)C(CC)=C1 XFBCAFRNNFDRNG-UHFFFAOYSA-M 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 150000001451 organic peroxides Chemical class 0.000 description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
- ABLZXFCXXLZCGV-UHFFFAOYSA-N phosphonic acid group Chemical group P(O)(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 239000001294 propane Substances 0.000 description 2
- SOFSSZFBVOGIKD-UHFFFAOYSA-N pyrimidine-2,4,5-trione Chemical class O=C1NC(=O)C(=O)C=N1 SOFSSZFBVOGIKD-UHFFFAOYSA-N 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 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 2
- 239000000126 substance Substances 0.000 description 2
- 125000000542 sulfonic acid group Chemical group 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 2
- UILJLCFPJOIGLP-BYPYZUCNSA-N (2s)-2-(prop-2-enoylamino)butanedioic acid Chemical compound OC(=O)C[C@@H](C(O)=O)NC(=O)C=C UILJLCFPJOIGLP-BYPYZUCNSA-N 0.000 description 1
- XFHQGYBXSCRMNT-JTQLQIEISA-N (2s)-3-phenyl-2-(prop-2-enoylamino)propanoic acid Chemical compound C=CC(=O)N[C@H](C(=O)O)CC1=CC=CC=C1 XFHQGYBXSCRMNT-JTQLQIEISA-N 0.000 description 1
- RTVWMWLQDABAOV-UHFFFAOYSA-N (3-bromo-4-phosphonooxybutyl) prop-2-enoate Chemical compound C(C=C)(=O)OCCC(COP(O)(O)=O)Br RTVWMWLQDABAOV-UHFFFAOYSA-N 0.000 description 1
- UVMZTDOIPGMKIE-UHFFFAOYSA-N (3-oxo-3-pentoxypropyl)phosphonic acid Chemical compound C(CCCC)OC(CCP(=O)(O)O)=O UVMZTDOIPGMKIE-UHFFFAOYSA-N 0.000 description 1
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 1
- ROZDMUUELHCVQC-ARJAWSKDSA-N (z)-4-oxo-4-(2-prop-2-enoyloxyethoxy)but-2-enoic acid Chemical compound OC(=O)\C=C/C(=O)OCCOC(=O)C=C ROZDMUUELHCVQC-ARJAWSKDSA-N 0.000 description 1
- JSYPRLVDJYQMAI-ODZAUARKSA-N (z)-but-2-enedioic acid;prop-2-enoic acid Chemical compound OC(=O)C=C.OC(=O)\C=C/C(O)=O JSYPRLVDJYQMAI-ODZAUARKSA-N 0.000 description 1
- VNQXSTWCDUXYEZ-UHFFFAOYSA-N 1,7,7-trimethylbicyclo[2.2.1]heptane-2,3-dione Chemical compound C1CC2(C)C(=O)C(=O)C1C2(C)C VNQXSTWCDUXYEZ-UHFFFAOYSA-N 0.000 description 1
- QAQSNXHKHKONNS-UHFFFAOYSA-N 1-ethyl-2-hydroxy-4-methyl-6-oxopyridine-3-carboxamide Chemical compound CCN1C(O)=C(C(N)=O)C(C)=CC1=O QAQSNXHKHKONNS-UHFFFAOYSA-N 0.000 description 1
- RDEMPZLHWXDAPF-UHFFFAOYSA-M 1-hexadecylpyrimidin-1-ium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+]1=CC=CN=C1 RDEMPZLHWXDAPF-UHFFFAOYSA-M 0.000 description 1
- LPLFTYJAPSRTEJ-UHFFFAOYSA-N 10-dihydroxyphosphinothioyloxydecyl prop-2-enoate Chemical compound P(=S)(OCCCCCCCCCCOC(C=C)=O)(O)O LPLFTYJAPSRTEJ-UHFFFAOYSA-N 0.000 description 1
- NTMDDSQESSRCTM-UHFFFAOYSA-N 10-phosphonooxydecyl prop-2-enoate Chemical compound OP(O)(=O)OCCCCCCCCCCOC(=O)C=C NTMDDSQESSRCTM-UHFFFAOYSA-N 0.000 description 1
- FNNBMEPNLFQREK-UHFFFAOYSA-N 11-dihydroxyphosphinothioyloxyundecyl prop-2-enoate Chemical compound P(=S)(OCCCCCCCCCCCOC(C=C)=O)(O)O FNNBMEPNLFQREK-UHFFFAOYSA-N 0.000 description 1
- MZUJONYVTUNSPW-UHFFFAOYSA-N 11-phosphonooxyundecyl prop-2-enoate Chemical compound OP(O)(=O)OCCCCCCCCCCCOC(=O)C=C MZUJONYVTUNSPW-UHFFFAOYSA-N 0.000 description 1
- IVBBKDXIZQKTOK-UHFFFAOYSA-N 16-phosphonooxyhexadecyl prop-2-enoate Chemical compound OP(O)(=O)OCCCCCCCCCCCCCCCCOC(=O)C=C IVBBKDXIZQKTOK-UHFFFAOYSA-N 0.000 description 1
- SPSPIUSUWPLVKD-UHFFFAOYSA-N 2,3-dibutyl-6-methylphenol Chemical compound CCCCC1=CC=C(C)C(O)=C1CCCC SPSPIUSUWPLVKD-UHFFFAOYSA-N 0.000 description 1
- FHCBFWPNQZFQAI-UHFFFAOYSA-N 2-(2-phosphonooxyphenyl)ethyl prop-2-enoate Chemical compound P(=O)(OC1=C(C=CC=C1)CCOC(C=C)=O)(O)O FHCBFWPNQZFQAI-UHFFFAOYSA-N 0.000 description 1
- RKYJPYDJNQXILT-UHFFFAOYSA-N 2-(2-prop-2-enoyloxyethoxycarbonyl)benzoic acid Chemical compound OC(=O)C1=CC=CC=C1C(=O)OCCOC(=O)C=C RKYJPYDJNQXILT-UHFFFAOYSA-N 0.000 description 1
- DVRDWDXWGKCYTR-UHFFFAOYSA-N 2-amino-3-prop-2-enoylbenzoic acid Chemical compound NC1=C(C(O)=O)C=CC=C1C(=O)C=C DVRDWDXWGKCYTR-UHFFFAOYSA-N 0.000 description 1
- ASEUXRQULQEGGL-UHFFFAOYSA-N 2-decyl-2-prop-2-enoyloxypropanedioic acid Chemical compound CCCCCCCCCCC(C(O)=O)(C(O)=O)OC(=O)C=C ASEUXRQULQEGGL-UHFFFAOYSA-N 0.000 description 1
- DILXLMRYFWFBGR-UHFFFAOYSA-N 2-formylbenzene-1,4-disulfonic acid Chemical compound OS(=O)(=O)C1=CC=C(S(O)(=O)=O)C(C=O)=C1 DILXLMRYFWFBGR-UHFFFAOYSA-N 0.000 description 1
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
- AUZRCMMVHXRSGT-UHFFFAOYSA-N 2-methylpropane-1-sulfonic acid;prop-2-enamide Chemical compound NC(=O)C=C.CC(C)CS(O)(=O)=O AUZRCMMVHXRSGT-UHFFFAOYSA-N 0.000 description 1
- DPEWGZYRIAXJOK-UHFFFAOYSA-N 2-nonyl-2-prop-2-enoyloxypropanedioic acid Chemical compound C(C=C)(=O)OC(CCCCCCCCC)(C(=O)O)C(=O)O DPEWGZYRIAXJOK-UHFFFAOYSA-N 0.000 description 1
- PYYUOCGLIQVVIS-UHFFFAOYSA-N 2-octyl-2-prop-2-enoyloxypropanedioic acid Chemical compound C(C=C)(=O)OC(CCCCCCCC)(C(=O)O)C(=O)O PYYUOCGLIQVVIS-UHFFFAOYSA-N 0.000 description 1
- CBNVXKBMPATGEM-UHFFFAOYSA-N 2-pentyl-2-prop-2-enoyloxypropanedioic acid Chemical compound C(C=C)(=O)OC(CCCCC)(C(=O)O)C(=O)O CBNVXKBMPATGEM-UHFFFAOYSA-N 0.000 description 1
- UDXXYUDJOHIIDZ-UHFFFAOYSA-N 2-phosphonooxyethyl prop-2-enoate Chemical compound OP(O)(=O)OCCOC(=O)C=C UDXXYUDJOHIIDZ-UHFFFAOYSA-N 0.000 description 1
- VCGYBVUSUBUHLE-UHFFFAOYSA-N 20-phosphonooxyicosyl prop-2-enoate Chemical compound OP(O)(=O)OCCCCCCCCCCCCCCCCCCCCOC(=O)C=C VCGYBVUSUBUHLE-UHFFFAOYSA-N 0.000 description 1
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 1
- QOXOZONBQWIKDA-UHFFFAOYSA-N 3-hydroxypropyl Chemical group [CH2]CCO QOXOZONBQWIKDA-UHFFFAOYSA-N 0.000 description 1
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 description 1
- JTEUUUADXRPGAJ-UHFFFAOYSA-N 4-amino-2-prop-2-enoylbenzoic acid Chemical compound NC1=CC=C(C(O)=O)C(C(=O)C=C)=C1 JTEUUUADXRPGAJ-UHFFFAOYSA-N 0.000 description 1
- FUUZAKLLHPPMFZ-UHFFFAOYSA-N 4-amino-2-prop-2-enoyloxybenzoic acid Chemical compound NC1=CC=C(C(O)=O)C(OC(=O)C=C)=C1 FUUZAKLLHPPMFZ-UHFFFAOYSA-N 0.000 description 1
- IRQWEODKXLDORP-UHFFFAOYSA-N 4-ethenylbenzoic acid Chemical compound OC(=O)C1=CC=C(C=C)C=C1 IRQWEODKXLDORP-UHFFFAOYSA-N 0.000 description 1
- UZDMJPAQQFSMMV-UHFFFAOYSA-N 4-oxo-4-(2-prop-2-enoyloxyethoxy)butanoic acid Chemical compound OC(=O)CCC(=O)OCCOC(=O)C=C UZDMJPAQQFSMMV-UHFFFAOYSA-N 0.000 description 1
- PDOSDCQRPAABHW-UHFFFAOYSA-N 4-oxo-4-propoxybutanoic acid Chemical compound CCCOC(=O)CCC(O)=O PDOSDCQRPAABHW-UHFFFAOYSA-N 0.000 description 1
- ZVVXONRZVSRAKL-UHFFFAOYSA-N 4-phosphonooxybutyl prop-2-enoate Chemical compound OP(O)(=O)OCCCCOC(=O)C=C ZVVXONRZVSRAKL-UHFFFAOYSA-N 0.000 description 1
- YVPZFPKENDZQEJ-UHFFFAOYSA-N 4-propylcyclohexan-1-ol Chemical compound CCCC1CCC(O)CC1 YVPZFPKENDZQEJ-UHFFFAOYSA-N 0.000 description 1
- XXMPXLWBTGYUHO-UHFFFAOYSA-N 5-phosphonooxypentyl prop-2-enoate Chemical compound OP(O)(=O)OCCCCCOC(=O)C=C XXMPXLWBTGYUHO-UHFFFAOYSA-N 0.000 description 1
- UNLGHUTUQNFLSO-UHFFFAOYSA-N 6-phosphonooxyhexyl prop-2-enoate Chemical compound OP(O)(=O)OCCCCCCOC(=O)C=C UNLGHUTUQNFLSO-UHFFFAOYSA-N 0.000 description 1
- MKNWBTWLMCHXPM-UHFFFAOYSA-N 7-phosphonooxyheptyl prop-2-enoate Chemical compound OP(O)(=O)OCCCCCCCOC(=O)C=C MKNWBTWLMCHXPM-UHFFFAOYSA-N 0.000 description 1
- AIXCHNUSQWJDRQ-UHFFFAOYSA-N 8-phosphonooxyoctyl prop-2-enoate Chemical compound OP(O)(=O)OCCCCCCCCOC(=O)C=C AIXCHNUSQWJDRQ-UHFFFAOYSA-N 0.000 description 1
- OUSRYBRPEYVGHG-UHFFFAOYSA-N 9-phosphonooxynonyl prop-2-enoate Chemical compound OP(O)(=O)OCCCCCCCCCOC(=O)C=C OUSRYBRPEYVGHG-UHFFFAOYSA-N 0.000 description 1
- 229920002126 Acrylic acid copolymer Polymers 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- RSPAHFZYKGFGHN-UHFFFAOYSA-N C(N)(OC(C(CC(CCOC(N)=O)C)(C)C)CCOC(C=C)=O)=O Chemical compound C(N)(OC(C(CC(CCOC(N)=O)C)(C)C)CCOC(C=C)=O)=O RSPAHFZYKGFGHN-UHFFFAOYSA-N 0.000 description 1
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- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
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- NVBMGOHJUIFNAH-UHFFFAOYSA-M lithium;2,4,6-tri(propan-2-yl)benzenesulfinate Chemical compound [Li+].CC(C)C1=CC(C(C)C)=C(S([O-])=O)C(C(C)C)=C1 NVBMGOHJUIFNAH-UHFFFAOYSA-M 0.000 description 1
- MSUZXYWQEDRGFN-UHFFFAOYSA-M lithium;4-methylbenzenesulfinate Chemical compound [Li+].CC1=CC=C(S([O-])=O)C=C1 MSUZXYWQEDRGFN-UHFFFAOYSA-M 0.000 description 1
- NVSKMOMNGUJKCL-UHFFFAOYSA-M lithium;benzenesulfinate Chemical compound [Li+].[O-]S(=O)C1=CC=CC=C1 NVSKMOMNGUJKCL-UHFFFAOYSA-M 0.000 description 1
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- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
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- SGLXWMAOOWXVAM-UHFFFAOYSA-L manganese(2+);octanoate Chemical compound [Mn+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O SGLXWMAOOWXVAM-UHFFFAOYSA-L 0.000 description 1
- SQZZGEUJERGRIN-UHFFFAOYSA-N manganese;pentane-2,4-dione Chemical compound [Mn].CC(=O)CC(C)=O SQZZGEUJERGRIN-UHFFFAOYSA-N 0.000 description 1
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- 229910021645 metal ion Inorganic materials 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- XKBGEWXEAPTVCK-UHFFFAOYSA-M methyltrioctylammonium chloride Chemical compound [Cl-].CCCCCCCC[N+](C)(CCCCCCCC)CCCCCCCC XKBGEWXEAPTVCK-UHFFFAOYSA-M 0.000 description 1
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- GEMHFKXPOCTAIP-UHFFFAOYSA-N n,n-dimethyl-n'-phenylcarbamimidoyl chloride Chemical compound CN(C)C(Cl)=NC1=CC=CC=C1 GEMHFKXPOCTAIP-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- FLESAADTDNKLFJ-UHFFFAOYSA-N nickel;pentane-2,4-dione Chemical compound [Ni].CC(=O)CC(C)=O FLESAADTDNKLFJ-UHFFFAOYSA-N 0.000 description 1
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- WATYAKBWIQTPDE-UHFFFAOYSA-N pentane-2,4-dione;zinc Chemical compound [Zn].CC(=O)CC(C)=O WATYAKBWIQTPDE-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- NPUSTSBKXOLJIC-UHFFFAOYSA-N phenyl(2-prop-2-enoyloxyethoxy)phosphinic acid Chemical compound C=CC(=O)OCCOP(=O)(C1=CC=CC=C1)O NPUSTSBKXOLJIC-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 1
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- 230000037048 polymerization activity Effects 0.000 description 1
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- CHWRSCGUEQEHOH-UHFFFAOYSA-N potassium oxide Chemical compound [O-2].[K+].[K+] CHWRSCGUEQEHOH-UHFFFAOYSA-N 0.000 description 1
- 229910001950 potassium oxide Inorganic materials 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
- YVHWGMMGEAQQRT-UHFFFAOYSA-M potassium;4-methylbenzenesulfinate Chemical compound [K+].CC1=CC=C(S([O-])=O)C=C1 YVHWGMMGEAQQRT-UHFFFAOYSA-M 0.000 description 1
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- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
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- 229910052761 rare earth metal Inorganic materials 0.000 description 1
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- WWYACYKHLMCNBG-UHFFFAOYSA-M sodium;2,4,6-tri(propan-2-yl)benzenesulfinate Chemical compound [Na+].CC(C)C1=CC(C(C)C)=C(S([O-])=O)C(C(C)C)=C1 WWYACYKHLMCNBG-UHFFFAOYSA-M 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
- WSFQLUVWDKCYSW-UHFFFAOYSA-M sodium;2-hydroxy-3-morpholin-4-ylpropane-1-sulfonate Chemical compound [Na+].[O-]S(=O)(=O)CC(O)CN1CCOCC1 WSFQLUVWDKCYSW-UHFFFAOYSA-M 0.000 description 1
- KQSJSRIUULBTSE-UHFFFAOYSA-M sodium;3-(3-ethylcyclopentyl)propanoate Chemical compound [Na+].CCC1CCC(CCC([O-])=O)C1 KQSJSRIUULBTSE-UHFFFAOYSA-M 0.000 description 1
- KFZUDNZQQCWGKF-UHFFFAOYSA-M sodium;4-methylbenzenesulfinate Chemical compound [Na+].CC1=CC=C(S([O-])=O)C=C1 KFZUDNZQQCWGKF-UHFFFAOYSA-M 0.000 description 1
- CHLCPTJLUJHDBO-UHFFFAOYSA-M sodium;benzenesulfinate Chemical compound [Na+].[O-]S(=O)C1=CC=CC=C1 CHLCPTJLUJHDBO-UHFFFAOYSA-M 0.000 description 1
- SFVFIFLLYFPGHH-UHFFFAOYSA-M stearalkonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 SFVFIFLLYFPGHH-UHFFFAOYSA-M 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- 150000004763 sulfides Chemical class 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 150000003510 tertiary aliphatic amines Chemical class 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 description 1
- NHGXDBSUJJNIRV-UHFFFAOYSA-M tetrabutylammonium chloride Chemical compound [Cl-].CCCC[N+](CCCC)(CCCC)CCCC NHGXDBSUJJNIRV-UHFFFAOYSA-M 0.000 description 1
- HWCKGOZZJDHMNC-UHFFFAOYSA-M tetraethylammonium bromide Chemical compound [Br-].CC[N+](CC)(CC)CC HWCKGOZZJDHMNC-UHFFFAOYSA-M 0.000 description 1
- UQFSVBXCNGCBBW-UHFFFAOYSA-M tetraethylammonium iodide Chemical compound [I-].CC[N+](CC)(CC)CC UQFSVBXCNGCBBW-UHFFFAOYSA-M 0.000 description 1
- 150000003585 thioureas Chemical class 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
- GQIUQDDJKHLHTB-UHFFFAOYSA-N trichloro(ethenyl)silane Chemical compound Cl[Si](Cl)(Cl)C=C GQIUQDDJKHLHTB-UHFFFAOYSA-N 0.000 description 1
- HNJXPTMEWIVQQM-UHFFFAOYSA-M triethyl(hexadecyl)azanium;bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](CC)(CC)CC HNJXPTMEWIVQQM-UHFFFAOYSA-M 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 239000005050 vinyl trichlorosilane Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 229910052727 yttrium Inorganic materials 0.000 description 1
- VWQVUPCCIRVNHF-UHFFFAOYSA-N yttrium atom Chemical compound [Y] VWQVUPCCIRVNHF-UHFFFAOYSA-N 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/60—Preparations for dentistry comprising organic or organo-metallic additives
- A61K6/61—Cationic, anionic or redox initiators
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/80—Preparations for artificial teeth, for filling teeth or for capping teeth
- A61K6/884—Preparations for artificial teeth, for filling teeth or for capping teeth comprising natural or synthetic resins
- A61K6/887—Compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/90—Compositions for taking dental impressions
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/62—Monocarboxylic acids having ten or more carbon atoms; Derivatives thereof
- C08F220/68—Esters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
- C08F220/28—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety
- C08F220/283—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety and containing one or more carboxylic moiety in the chain, e.g. acetoacetoxyethyl(meth)acrylate
Landscapes
- Health & Medical Sciences (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Chemical & Material Sciences (AREA)
- Plastic & Reconstructive Surgery (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Dental Preparations (AREA)
- Polymerisation Methods In General (AREA)
Description
一方、この組成物は酸素下における重合で未重合層が生じる(重合阻害)ことが知られており、修復用コンポジットレジン、支台歯築造用レジン、暫間補綴物作製用レジン等の歯科用の重合性組成物としては操作性が悪く研磨が行いにくい等の問題があった。
(a)(メタ)アクリレート化合物、
(b)芳香族スルフィン酸及び/又はその塩、並びに
(c)酸性化合物
を含む第1ペーストと、
(a)(メタ)アクリレート化合物、
(d)有機金属化合物、及び
(e)有機ハロゲン化合物
を含む第2ペーストと、
から構成され、
さらに、第1ペースト、第2ペーストの少なくとも一方に、
(f)フィラー
を含むことを特徴とする2ペースト重合性組成物である。
(a’)酸基を持たない(メタ)アクリレート化合物、
(a’’)酸基を有する(メタ)アクリレート化合物、並びに
(b)芳香族スルフィン酸及び/又はその塩
を含む第1ペーストと、
(a)(メタ)アクリレート化合物、
(d)有機金属化合物、及び
(e)有機ハロゲン化合物
を含む第2ペーストと、
から構成され、
さらに、第1ペースト、第2ペーストの少なくとも一方に、
(f)フィラー
を含むことを特徴とする2ペースト重合性組成物である。
(a)(メタ)アクリレート化合物、
(b)芳香族スルフィン酸及び/又はその塩、並びに
(c)酸性化合物
を含む第1ペーストと、
(a)(メタ)アクリレート化合物、
(d)有機金属化合物、及び
(e)有機ハロゲン化合物
を含む第2ペーストと、
から構成され、
さらに、第1ペースト、第2ペーストの何れにも
(f)フィラー
を含まないことを特徴とする2ペースト重合性組成物である。
ここで、本発明のうち第2の発明においては、第1ペーストに(a’’)酸基を有する(メタ)アクリレート化合物を必ず含むため、(c)酸性化合物は必ずしも含まない。
ガラス板(20mm×30mm×1mm)の上に、シリコーン印象材(商品名:フージョン、株式会社ジーシー製)で作製した直方体の型(20mm×20mm×1mm)を乗せ、さらにその上に金属リング(内径15mm×高さ1mm)を乗せる。その後、各実施例及び各比較例について、第1ペースト、第2ペーストを1:1の質量比で混合練和して得られた練和物を金属リングに充填、さらに上述のシリコーン印象材型、ガラス板の順に乗せ圧接した。練和開始から5分後、ガラス板、シリコーン印象材型を取り外し、硬化体表面のベタつきを目視、触感にて観察した。すべての作業は温度23℃、湿度50%の恒温恒湿下で行った。結果を纏めて表1、表2に示す。なお、ベタつきは下記に示す基準で評価した。
◎:ベタつき全くなし
○:ベタつき僅かにあり
×:ベタつきあり
Claims (5)
- (a)(メタ)アクリレート化合物、
(b)芳香族スルフィン酸及び/又はその塩、並びに
(c)酸性化合物
を含む第1ペーストと、
(a)(メタ)アクリレート化合物、
(d)有機金属化合物、及び
(e)有機ハロゲン化合物
を含む第2ペーストと、
から構成され、
さらに、第1ペースト、第2ペーストの少なくとも一方に、
(f)フィラー
を含むことを特徴とする2ペースト重合性組成物。 - (a)(メタ)アクリレート化合物:15質量%以上95質量%以下、
(b)芳香族スルフィン酸及び/又はその塩:0.01質量%以上5質量%以下、
(c)酸性化合物:0.01質量%以上20質量%以下、並びに
(f)フィラー:5質量%以上80質量%以下
を含む第1ペーストと、
(a)(メタ)アクリレート化合物:15質量%以上95質量%以下、
(d)有機金属化合物:0.001質量%以上1質量%以下、
(e)有機ハロゲン化合物:0.001質量%以上10質量%以下、及び
(f)フィラー:5質量%以上80質量%以下
を含む第2ペーストと、
から構成される請求項1に記載の2ペースト重合性組成物。 - (a’)酸基を持たない(メタ)アクリレート化合物、
(a’’)酸基を有する(メタ)アクリレート化合物、並びに
(b)芳香族スルフィン酸及び/又はその塩
を含む第1ペーストと、
(a)(メタ)アクリレート化合物、
(d)有機金属化合物、及び
(e)有機ハロゲン化合物
を含む第2ペーストと、
から構成され、
さらに、第1ペースト、第2ペーストの少なくとも一方に、
(f)フィラー
を含むことを特徴とする2ペースト重合性組成物。 - (a’)酸基を持たない(メタ)アクリレート化合物と(a’’)酸基を有する(メタ)アクリレート化合物の合計:15質量%以上95質量%以下、
(b)芳香族スルフィン酸及び/又はその塩:0.01質量%以上5質量%以下、並びに
(f)フィラー:5質量%以上80質量%以下
を含む第1ペーストと、
(a)(メタ)アクリレート化合物:15質量%以上95質量%以下、
(d)有機金属化合物:0.001質量%以上1質量%以下、
(e)有機ハロゲン化合物:0.001質量%以上10質量%以下、及び
(f)フィラー:5質量%以上80質量%以下
を含む第2ペーストと、
から構成される請求項3に記載の2ペースト重合性組成物。 - (a)(メタ)アクリレート化合物、
(b)芳香族スルフィン酸及び/又はその塩、並びに
(c)酸性化合物
を含む第1ペーストと、
(a)(メタ)アクリレート化合物、
(d)有機金属化合物、及び
(e)有機ハロゲン化合物
を含む第2ペーストと、
から構成され、
さらに、第1ペースト、第2ペーストの何れにも
(f)フィラー
を含まないことを特徴とする2ペースト重合性組成物。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
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JP2014060873 | 2014-03-24 | ||
JP2014060873 | 2014-03-24 | ||
PCT/JP2015/056734 WO2015146550A1 (ja) | 2014-03-24 | 2015-03-06 | 2ペースト重合性組成物 |
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JPWO2015146550A1 JPWO2015146550A1 (ja) | 2017-04-13 |
JP6117989B2 true JP6117989B2 (ja) | 2017-04-19 |
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US (1) | US9844494B2 (ja) |
JP (1) | JP6117989B2 (ja) |
WO (1) | WO2015146550A1 (ja) |
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KR20200062161A (ko) * | 2017-06-23 | 2020-06-03 | 벨로스바이오 인코포레이티드 | Ror1 항체 면역접합체 |
ES2879378T3 (es) * | 2019-02-07 | 2021-11-22 | Ivoclar Vivadent Ag | Materiales dentales a base de sistemas rédox con derivados de hidroperóxido de cumeno de olor reducido |
JP7356338B2 (ja) * | 2019-12-24 | 2023-10-04 | クラレノリタケデンタル株式会社 | 歯科用硬化性組成物 |
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JPH0653647B2 (ja) * | 1986-04-18 | 1994-07-20 | 而至歯科工業株式会社 | 歯科修復用組成物 |
US5883153A (en) * | 1993-04-15 | 1999-03-16 | Shofu Inc. | Fluoride ion sustained release preformed glass ionomer filler and dental compositions containing the same |
US6288138B1 (en) * | 1997-12-18 | 2001-09-11 | Sun Medical Co., Ltd. | Dental adhesive kit |
JPH11228327A (ja) * | 1998-02-18 | 1999-08-24 | Gc Corp | 歯科用ペースト系グラスアイオノマーセメント組成物 |
JP2003105008A (ja) * | 2001-09-28 | 2003-04-09 | Gc Corp | ペースト状重合性組成物 |
US7250452B2 (en) * | 2003-09-26 | 2007-07-31 | 3M Innovative Properties Company | Dental compositions and methods with arylsulfinate salts |
JP4596798B2 (ja) * | 2004-03-15 | 2010-12-15 | 株式会社トクヤマ | 歯科用硬化性組成物及びその保存方法 |
US20070100019A1 (en) * | 2005-08-02 | 2007-05-03 | Fuming Sun | Catalyst system for dental compositions |
JP2007044064A (ja) * | 2005-08-05 | 2007-02-22 | Gc Corp | 歯科用組成物押出し用ノズル |
DE102005039590B4 (de) * | 2005-08-19 | 2008-05-21 | Heraeus Kulzer Gmbh | Polymerisierbare Dentalzusammensetzung mit einem 2-Komponenten-Initiatorsystem |
JP5101072B2 (ja) * | 2006-09-29 | 2012-12-19 | 株式会社ジーシー | 歯科用組成物 |
JP2010184997A (ja) * | 2009-02-12 | 2010-08-26 | Gc Corp | 二成分系開始剤及びそれを利用した重合性組成物 |
JP5325633B2 (ja) * | 2009-03-30 | 2013-10-23 | クラレノリタケデンタル株式会社 | 2液型の歯科用接着剤 |
JP2010280630A (ja) * | 2009-06-05 | 2010-12-16 | Gc Corp | 歯科用プライマー及び歯科用接着材セット |
JP5350109B2 (ja) | 2009-07-10 | 2013-11-27 | クラレノリタケデンタル株式会社 | 歯科用組成物 |
EP2656831B1 (en) * | 2010-12-20 | 2016-05-11 | Kuraray Noritake Dental Inc. | Curable dental composition |
JP5868127B2 (ja) | 2011-11-08 | 2016-02-24 | 株式会社トクヤマデンタル | 歯科用硬化性組成物 |
WO2015037670A1 (ja) * | 2013-09-13 | 2015-03-19 | 株式会社ジーシー | 重合性組成物及び重合性組成物のキット |
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US20170014311A1 (en) | 2017-01-19 |
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