JPS6346114B2 - - Google Patents
Info
- Publication number
- JPS6346114B2 JPS6346114B2 JP55181064A JP18106480A JPS6346114B2 JP S6346114 B2 JPS6346114 B2 JP S6346114B2 JP 55181064 A JP55181064 A JP 55181064A JP 18106480 A JP18106480 A JP 18106480A JP S6346114 B2 JPS6346114 B2 JP S6346114B2
- Authority
- JP
- Japan
- Prior art keywords
- methacryloyloxypropyl
- hydroxy
- formula
- amino
- compound
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 150000001875 compounds Chemical class 0.000 claims description 27
- 239000000203 mixture Substances 0.000 claims description 27
- 239000003479 dental cement Substances 0.000 claims description 23
- 239000000178 monomer Substances 0.000 claims description 20
- -1 5-[N-methyl-N-(2-hydroxy-3-methacryloyloxypropyl)amino]isophthalic acid Chemical compound 0.000 claims description 6
- USICZXPYJJYZKC-UHFFFAOYSA-N 3-[[2-hydroxy-3-(2-methylprop-2-enoyloxy)propyl]-methylamino]phthalic acid Chemical compound CC(=C)C(=O)OCC(O)CN(C)C1=CC=CC(C(O)=O)=C1C(O)=O USICZXPYJJYZKC-UHFFFAOYSA-N 0.000 claims description 3
- MLCPYFRJTZRBJF-UHFFFAOYSA-N 3-[[2-hydroxy-3-(2-methylprop-2-enoyloxy)propyl]amino]phthalic acid Chemical compound CC(=C)C(=O)OCC(O)CNC1=CC=CC(C(O)=O)=C1C(O)=O MLCPYFRJTZRBJF-UHFFFAOYSA-N 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- 230000000379 polymerizing effect Effects 0.000 claims description 3
- QXONDOZGFIURCM-UHFFFAOYSA-N 4-[[2-hydroxy-3-(2-methylprop-2-enoyloxy)propyl]amino]phthalic acid Chemical compound CC(=C)C(=O)OCC(O)CNC1=CC=C(C(O)=O)C(C(O)=O)=C1 QXONDOZGFIURCM-UHFFFAOYSA-N 0.000 claims description 2
- ALUMVBSPTIYVAE-UHFFFAOYSA-N 5-[[2-hydroxy-3-(2-methylprop-2-enoyloxy)propyl]amino]benzene-1,3-dicarboxylic acid Chemical compound CC(=C)C(=O)OCC(O)CNC1=CC(C(O)=O)=CC(C(O)=O)=C1 ALUMVBSPTIYVAE-UHFFFAOYSA-N 0.000 claims description 2
- 239000000853 adhesive Substances 0.000 description 20
- 230000001070 adhesive effect Effects 0.000 description 20
- 239000000805 composite resin Substances 0.000 description 9
- 239000003795 chemical substances by application Substances 0.000 description 8
- 239000000945 filler Substances 0.000 description 8
- 239000000463 material Substances 0.000 description 8
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 208000002925 dental caries Diseases 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- AXDJCCTWPBKUKL-UHFFFAOYSA-N 4-[(4-aminophenyl)-(4-imino-3-methylcyclohexa-2,5-dien-1-ylidene)methyl]aniline;hydron;chloride Chemical compound Cl.C1=CC(=N)C(C)=CC1=C(C=1C=CC(N)=CC=1)C1=CC=C(N)C=C1 AXDJCCTWPBKUKL-UHFFFAOYSA-N 0.000 description 3
- 241000283690 Bos taurus Species 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 210000000214 mouth Anatomy 0.000 description 3
- 150000002978 peroxides Chemical class 0.000 description 3
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- XFCMNSHQOZQILR-UHFFFAOYSA-N 2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOC(=O)C(C)=C XFCMNSHQOZQILR-UHFFFAOYSA-N 0.000 description 2
- LTHJXDSHSVNJKG-UHFFFAOYSA-N 2-[2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOCCOCCOC(=O)C(C)=C LTHJXDSHSVNJKG-UHFFFAOYSA-N 0.000 description 2
- 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 2
- WGLQHUKCXBXUDV-UHFFFAOYSA-N 3-aminophthalic acid Chemical compound NC1=CC=CC(C(O)=O)=C1C(O)=O WGLQHUKCXBXUDV-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 229940126062 Compound A Drugs 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 230000015572 biosynthetic process Effects 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
- 239000003086 colorant Substances 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 210000004268 dentin Anatomy 0.000 description 2
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 2
- 239000011256 inorganic filler Substances 0.000 description 2
- 229910003475 inorganic filler Inorganic materials 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 239000004926 polymethyl methacrylate Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000010453 quartz Substances 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 238000007789 sealing Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 1
- VDYWHVQKENANGY-UHFFFAOYSA-N 1,3-Butyleneglycol dimethacrylate Chemical compound CC(=C)C(=O)OC(C)CCOC(=O)C(C)=C VDYWHVQKENANGY-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
- QYPUKWCBGIWQOC-UHFFFAOYSA-N 4-[[2-hydroxy-3-(2-methylprop-2-enoyloxy)propyl]-methylamino]phthalic acid Chemical compound CC(=C)C(=O)OCC(O)CN(C)C1=CC=C(C(O)=O)C(C(O)=O)=C1 QYPUKWCBGIWQOC-UHFFFAOYSA-N 0.000 description 1
- 239000000120 Artificial Saliva Substances 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- 239000006087 Silane Coupling Agent Substances 0.000 description 1
- LCXXNKZQVOXMEH-UHFFFAOYSA-N Tetrahydrofurfuryl methacrylate Chemical compound CC(=C)C(=O)OCC1CCCO1 LCXXNKZQVOXMEH-UHFFFAOYSA-N 0.000 description 1
- OKKRPWIIYQTPQF-UHFFFAOYSA-N Trimethylolpropane trimethacrylate Chemical compound CC(=C)C(=O)OCC(CC)(COC(=O)C(C)=C)COC(=O)C(C)=C OKKRPWIIYQTPQF-UHFFFAOYSA-N 0.000 description 1
- FHLPGTXWCFQMIU-UHFFFAOYSA-N [4-[2-(4-prop-2-enoyloxyphenyl)propan-2-yl]phenyl] prop-2-enoate Chemical class C=1C=C(OC(=O)C=C)C=CC=1C(C)(C)C1=CC=C(OC(=O)C=C)C=C1 FHLPGTXWCFQMIU-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 description 1
- 230000000675 anti-caries Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-N benzene-dicarboxylic acid Natural products OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 1
- KUWKJMSBPSRPDB-UHFFFAOYSA-N benzoyl benzenecarboperoxoate;2-methylprop-2-enoic acid Chemical compound CC(=C)C(O)=O.C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 KUWKJMSBPSRPDB-UHFFFAOYSA-N 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 229940106691 bisphenol a Drugs 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 210000003298 dental enamel Anatomy 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003623 enhancer Substances 0.000 description 1
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 description 1
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 1
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Chemical compound CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000005325 percolation Methods 0.000 description 1
- 239000011505 plaster Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 210000003296 saliva Anatomy 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 239000003469 silicate cement Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 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
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 239000005050 vinyl trichlorosilane Substances 0.000 description 1
- LRXTYHSAJDENHV-UHFFFAOYSA-H zinc phosphate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O LRXTYHSAJDENHV-UHFFFAOYSA-H 0.000 description 1
- 239000002672 zinc phosphate cement Substances 0.000 description 1
Landscapes
- Dental Preparations (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP55181064A JPS57105408A (en) | 1980-12-20 | 1980-12-20 | Bonding composition for dental use |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP55181064A JPS57105408A (en) | 1980-12-20 | 1980-12-20 | Bonding composition for dental use |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS57105408A JPS57105408A (en) | 1982-06-30 |
| JPS6346114B2 true JPS6346114B2 (en, 2012) | 1988-09-13 |
Family
ID=16094152
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP55181064A Granted JPS57105408A (en) | 1980-12-20 | 1980-12-20 | Bonding composition for dental use |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS57105408A (en, 2012) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4722960A (en) * | 1983-01-18 | 1988-02-02 | Loctite Corporation | Aluminum filled compositions |
-
1980
- 1980-12-20 JP JP55181064A patent/JPS57105408A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS57105408A (en) | 1982-06-30 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US6506816B1 (en) | Dental resin cements having improved handling properties | |
| Jayasooriya et al. | Efficacy of a resin coating on bond strengths of resin cement to dentin | |
| US4259075A (en) | Method of filling a tooth cavity | |
| US5256447A (en) | Adhesive composition and method | |
| US5306338A (en) | Dental restoration composition | |
| JP2004352698A (ja) | 歯科用組成物 | |
| US5662886A (en) | Adhesive amalgam system | |
| EP0095587A2 (en) | Dental composite and porcelain repair | |
| EP0284275B1 (en) | Dental adhesive composition | |
| JPH02212455A (ja) | イタコン酸モノエステル化合物及びそれらを含有してなる接着剤 | |
| JP4002996B2 (ja) | ガラスイオノマーセメントを使用して暫間義歯装置を合着する方法およびそのためのキット | |
| JPH0331684B2 (en, 2012) | ||
| JPH0597620A (ja) | 歯科用接着性組成物 | |
| JPH0141601B2 (en, 2012) | ||
| JPS5928532B2 (ja) | 歯科用接着組成物 | |
| JPH11209213A (ja) | フッ素徐放性歯科用接着性組成物 | |
| JPS6346114B2 (en, 2012) | ||
| JP2006045179A (ja) | 歯科用セラミックス接着性組成物 | |
| JPS6020426B2 (ja) | 人体硬質組織用の接着剤 | |
| JPS60166603A (ja) | 歯科用接着組成物 | |
| JPS62281885A (ja) | ホスホリル化合物およびそれらを含有してなる接着剤 | |
| JPS58170737A (ja) | プロピルメタクリレ−ト誘導体及び該化合物からなる歯科用接着組成物用重合性単量体 | |
| JP2578212B2 (ja) | マレイン酸モノエステル化合物及びそれらを含有してなる接着剤 | |
| JPS59216808A (ja) | 歯科用接着組成物 | |
| JPS609744B2 (ja) | Ｎ−メチル−Ｎ−（２−ヒドロキシ−３−メタクリロイルオキシプロピル）−ｍ−アミノベンゾイックアシッド及びこの化合物からなる歯科用接着剤 |