CN117017790A - Pit and groove sealing agent containing indicator, and preparation method and application thereof - Google Patents
Pit and groove sealing agent containing indicator, and preparation method and application thereof Download PDFInfo
- Publication number
- CN117017790A CN117017790A CN202311178946.2A CN202311178946A CN117017790A CN 117017790 A CN117017790 A CN 117017790A CN 202311178946 A CN202311178946 A CN 202311178946A CN 117017790 A CN117017790 A CN 117017790A
- Authority
- CN
- China
- Prior art keywords
- pit
- indicator
- groove
- sealing agent
- acid
- 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.)
- Pending
Links
- 238000007789 sealing Methods 0.000 title claims abstract description 47
- 238000002360 preparation method Methods 0.000 title abstract description 6
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 41
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims abstract description 33
- 239000000178 monomer Substances 0.000 claims abstract description 16
- 239000000945 filler Substances 0.000 claims abstract description 14
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 12
- 238000000034 method Methods 0.000 claims abstract description 12
- 239000002824 redox indicator Substances 0.000 claims abstract description 12
- 239000004408 titanium dioxide Substances 0.000 claims abstract description 7
- 239000000463 material Substances 0.000 claims abstract description 3
- 239000002994 raw material Substances 0.000 claims abstract description 3
- -1 acyl phosphorus oxides Chemical class 0.000 claims description 28
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 25
- AMFGWXWBFGVCKG-UHFFFAOYSA-N Panavia opaque Chemical compound C1=CC(OCC(O)COC(=O)C(=C)C)=CC=C1C(C)(C)C1=CC=C(OCC(O)COC(=O)C(C)=C)C=C1 AMFGWXWBFGVCKG-UHFFFAOYSA-N 0.000 claims description 20
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 claims description 20
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 claims description 16
- 239000000843 powder Substances 0.000 claims description 14
- HWSSEYVMGDIFMH-UHFFFAOYSA-N 2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOCCOC(=O)C(C)=C HWSSEYVMGDIFMH-UHFFFAOYSA-N 0.000 claims description 12
- PLXBWHJQWKZRKG-UHFFFAOYSA-N Resazurin Chemical compound C1=CC(=O)C=C2OC3=CC(O)=CC=C3[N+]([O-])=C21 PLXBWHJQWKZRKG-UHFFFAOYSA-N 0.000 claims description 10
- 244000028419 Styrax benzoin Species 0.000 claims description 10
- 235000000126 Styrax benzoin Nutrition 0.000 claims description 10
- 235000008411 Sumatra benzointree Nutrition 0.000 claims description 10
- 229960002130 benzoin Drugs 0.000 claims description 10
- 235000019382 gum benzoic Nutrition 0.000 claims description 10
- 235000010215 titanium dioxide Nutrition 0.000 claims description 10
- 229930006711 bornane-2,3-dione Natural products 0.000 claims description 9
- 239000006229 carbon black Substances 0.000 claims description 9
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 claims description 8
- 229960004889 salicylic acid Drugs 0.000 claims description 8
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 claims description 7
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 7
- 239000000377 silicon dioxide Substances 0.000 claims description 7
- JBIJLHTVPXGSAM-UHFFFAOYSA-N 2-naphthylamine Chemical compound C1=CC=CC2=CC(N)=CC=C21 JBIJLHTVPXGSAM-UHFFFAOYSA-N 0.000 claims description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 6
- 239000002981 blocking agent Substances 0.000 claims description 6
- YQGOJNYOYNNSMM-UHFFFAOYSA-N eosin Chemical compound [Na+].OC(=O)C1=CC=CC=C1C1=C2C=C(Br)C(=O)C(Br)=C2OC2=C(Br)C(O)=C(Br)C=C21 YQGOJNYOYNNSMM-UHFFFAOYSA-N 0.000 claims description 6
- 239000011521 glass Substances 0.000 claims description 6
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 claims description 4
- VFNKZQNIXUFLBC-UHFFFAOYSA-N 2',7'-dichlorofluorescein Chemical compound O1C(=O)C2=CC=CC=C2C21C1=CC(Cl)=C(O)C=C1OC1=C2C=C(Cl)C(O)=C1 VFNKZQNIXUFLBC-UHFFFAOYSA-N 0.000 claims description 4
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 claims description 4
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims description 4
- LOUPRKONTZGTKE-WZBLMQSHSA-N Quinine Chemical compound C([C@H]([C@H](C1)C=C)C2)C[N@@]1[C@@H]2[C@H](O)C1=CC=NC2=CC=C(OC)C=C21 LOUPRKONTZGTKE-WZBLMQSHSA-N 0.000 claims description 4
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims description 4
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims description 4
- 125000002362 bornane-2,3-dione group Chemical group 0.000 claims description 4
- UDSAIICHUKSCKT-UHFFFAOYSA-N bromophenol blue Chemical compound C1=C(Br)C(O)=C(Br)C=C1C1(C=2C=C(Br)C(O)=C(Br)C=2)C2=CC=CC=C2S(=O)(=O)O1 UDSAIICHUKSCKT-UHFFFAOYSA-N 0.000 claims description 4
- 239000012952 cationic photoinitiator Substances 0.000 claims description 4
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 claims description 4
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 claims description 4
- MKVYSRNJLWTVIK-UHFFFAOYSA-N ethyl carbamate;2-methylprop-2-enoic acid Chemical compound CCOC(N)=O.CC(=C)C(O)=O.CC(=C)C(O)=O MKVYSRNJLWTVIK-UHFFFAOYSA-N 0.000 claims description 4
- 150000002576 ketones Chemical class 0.000 claims description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 4
- YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 0.000 claims description 4
- 239000001038 titanium pigment Substances 0.000 claims description 4
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 claims description 3
- 229910001392 phosphorus oxide Inorganic materials 0.000 claims description 3
- MSAHTMIQULFMRG-UHFFFAOYSA-N 1,2-diphenyl-2-propan-2-yloxyethanone Chemical compound C=1C=CC=CC=1C(OC(C)C)C(=O)C1=CC=CC=C1 MSAHTMIQULFMRG-UHFFFAOYSA-N 0.000 claims description 2
- OTKCEEWUXHVZQI-UHFFFAOYSA-N 1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(=O)CC1=CC=CC=C1 OTKCEEWUXHVZQI-UHFFFAOYSA-N 0.000 claims description 2
- YIKSHDNOAYSSPX-UHFFFAOYSA-N 1-propan-2-ylthioxanthen-9-one Chemical compound S1C2=CC=CC=C2C(=O)C2=C1C=CC=C2C(C)C YIKSHDNOAYSSPX-UHFFFAOYSA-N 0.000 claims description 2
- PIZHFBODNLEQBL-UHFFFAOYSA-N 2,2-diethoxy-1-phenylethanone Chemical compound CCOC(OCC)C(=O)C1=CC=CC=C1 PIZHFBODNLEQBL-UHFFFAOYSA-N 0.000 claims description 2
- KWVGIHKZDCUPEU-UHFFFAOYSA-N 2,2-dimethoxy-2-phenylacetophenone Chemical compound C=1C=CC=CC=1C(OC)(OC)C(=O)C1=CC=CC=C1 KWVGIHKZDCUPEU-UHFFFAOYSA-N 0.000 claims description 2
- DZZAHLOABNWIFA-UHFFFAOYSA-N 2-butoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OCCCC)C(=O)C1=CC=CC=C1 DZZAHLOABNWIFA-UHFFFAOYSA-N 0.000 claims description 2
- JRBJSXQPQWSCCF-UHFFFAOYSA-N 3,3'-Dimethoxybenzidine Chemical compound C1=C(N)C(OC)=CC(C=2C=C(OC)C(N)=CC=2)=C1 JRBJSXQPQWSCCF-UHFFFAOYSA-N 0.000 claims description 2
- GOLORTLGFDVFDW-UHFFFAOYSA-N 3-(1h-benzimidazol-2-yl)-7-(diethylamino)chromen-2-one Chemical compound C1=CC=C2NC(C3=CC4=CC=C(C=C4OC3=O)N(CC)CC)=NC2=C1 GOLORTLGFDVFDW-UHFFFAOYSA-N 0.000 claims description 2
- ALKYHXVLJMQRLQ-UHFFFAOYSA-N 3-Hydroxy-2-naphthoate Chemical compound C1=CC=C2C=C(O)C(C(=O)O)=CC2=C1 ALKYHXVLJMQRLQ-UHFFFAOYSA-N 0.000 claims description 2
- ZDTNHRWWURISAA-UHFFFAOYSA-N 4',5'-dibromo-3',6'-dihydroxyspiro[2-benzofuran-3,9'-xanthene]-1-one Chemical compound O1C(=O)C2=CC=CC=C2C21C1=CC=C(O)C(Br)=C1OC1=C(Br)C(O)=CC=C21 ZDTNHRWWURISAA-UHFFFAOYSA-N 0.000 claims description 2
- 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 claims description 2
- FRPHFZCDPYBUAU-UHFFFAOYSA-N Bromocresolgreen Chemical compound CC1=C(Br)C(O)=C(Br)C=C1C1(C=2C(=C(Br)C(O)=C(Br)C=2)C)C2=CC=CC=C2S(=O)(=O)O1 FRPHFZCDPYBUAU-UHFFFAOYSA-N 0.000 claims description 2
- 235000001258 Cinchona calisaya Nutrition 0.000 claims description 2
- 239000002202 Polyethylene glycol Substances 0.000 claims description 2
- 244000061456 Solanum tuberosum Species 0.000 claims description 2
- 235000002595 Solanum tuberosum Nutrition 0.000 claims description 2
- RAWPGIYPSZIIIU-UHFFFAOYSA-N [benzoyl(phenyl)phosphoryl]-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)P(=O)(C=1C=CC=CC=1)C(=O)C1=CC=CC=C1 RAWPGIYPSZIIIU-UHFFFAOYSA-N 0.000 claims description 2
- HFVAFDPGUJEFBQ-UHFFFAOYSA-M alizarin red S Chemical compound [Na+].O=C1C2=CC=CC=C2C(=O)C2=C1C=C(S([O-])(=O)=O)C(O)=C2O HFVAFDPGUJEFBQ-UHFFFAOYSA-M 0.000 claims description 2
- OENHQHLEOONYIE-UKMVMLAPSA-N all-trans beta-carotene Natural products CC=1CCCC(C)(C)C=1/C=C/C(/C)=C/C=C/C(/C)=C/C=C/C=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C OENHQHLEOONYIE-UKMVMLAPSA-N 0.000 claims description 2
- WURBFLDFSFBTLW-UHFFFAOYSA-N benzil Chemical compound C=1C=CC=CC=1C(=O)C(=O)C1=CC=CC=C1 WURBFLDFSFBTLW-UHFFFAOYSA-N 0.000 claims description 2
- 239000012965 benzophenone Substances 0.000 claims description 2
- 150000008366 benzophenones Chemical class 0.000 claims description 2
- 235000013734 beta-carotene Nutrition 0.000 claims description 2
- 239000011648 beta-carotene Substances 0.000 claims description 2
- TUPZEYHYWIEDIH-WAIFQNFQSA-N beta-carotene Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)CCCC1(C)C)C=CC=C(/C)C=CC2=CCCCC2(C)C TUPZEYHYWIEDIH-WAIFQNFQSA-N 0.000 claims description 2
- 229960002747 betacarotene Drugs 0.000 claims description 2
- 229950011260 betanaphthol Drugs 0.000 claims description 2
- VYXSBFYARXAAKO-WTKGSRSZSA-N chembl402140 Chemical compound Cl.C1=2C=C(C)C(NCC)=CC=2OC2=C\C(=N/CC)C(C)=CC2=C1C1=CC=CC=C1C(=O)OCC VYXSBFYARXAAKO-WTKGSRSZSA-N 0.000 claims description 2
- LOUPRKONTZGTKE-UHFFFAOYSA-N cinchonine Natural products C1C(C(C2)C=C)CCN2C1C(O)C1=CC=NC2=CC=C(OC)C=C21 LOUPRKONTZGTKE-UHFFFAOYSA-N 0.000 claims description 2
- IQFVPQOLBLOTPF-HKXUKFGYSA-L congo red Chemical compound [Na+].[Na+].C1=CC=CC2=C(N)C(/N=N/C3=CC=C(C=C3)C3=CC=C(C=C3)/N=N/C3=C(C4=CC=CC=C4C(=C3)S([O-])(=O)=O)N)=CC(S([O-])(=O)=O)=C21 IQFVPQOLBLOTPF-HKXUKFGYSA-L 0.000 claims description 2
- 239000011350 dental composite resin Substances 0.000 claims description 2
- 125000005520 diaryliodonium group Chemical group 0.000 claims description 2
- KTWOOEGAPBSYNW-UHFFFAOYSA-N ferrocene Chemical compound [Fe+2].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 KTWOOEGAPBSYNW-UHFFFAOYSA-N 0.000 claims description 2
- GNBHRKFJIUUOQI-UHFFFAOYSA-N fluorescein Chemical compound O1C(=O)C2=CC=CC=C2C21C1=CC=C(O)C=C1OC1=CC(O)=CC=C21 GNBHRKFJIUUOQI-UHFFFAOYSA-N 0.000 claims description 2
- CEQFOVLGLXCDCX-WUKNDPDISA-N methyl red Chemical compound C1=CC(N(C)C)=CC=C1\N=N\C1=CC=CC=C1C(O)=O CEQFOVLGLXCDCX-WUKNDPDISA-N 0.000 claims description 2
- CXKWCBBOMKCUKX-UHFFFAOYSA-M methylene blue Chemical compound [Cl-].C1=CC(N(C)C)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 CXKWCBBOMKCUKX-UHFFFAOYSA-M 0.000 claims description 2
- 229960000907 methylthioninium chloride Drugs 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- 239000002245 particle Substances 0.000 claims description 2
- 239000000068 pit and fissure sealant Substances 0.000 claims description 2
- 229920001223 polyethylene glycol Polymers 0.000 claims description 2
- 239000010453 quartz Substances 0.000 claims description 2
- 229960000948 quinine Drugs 0.000 claims description 2
- 229930187593 rose bengal Natural products 0.000 claims description 2
- AZJPTIGZZTZIDR-UHFFFAOYSA-L rose bengal Chemical compound [K+].[K+].[O-]C(=O)C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1C1=C2C=C(I)C(=O)C(I)=C2OC2=C(I)C([O-])=C(I)C=C21 AZJPTIGZZTZIDR-UHFFFAOYSA-L 0.000 claims description 2
- 229940081623 rose bengal Drugs 0.000 claims description 2
- STRXNPAVPKGJQR-UHFFFAOYSA-N rose bengal A Natural products O1C(=O)C(C(=CC=C2Cl)Cl)=C2C21C1=CC(I)=C(O)C(I)=C1OC1=C(I)C(O)=C(I)C=C21 STRXNPAVPKGJQR-UHFFFAOYSA-N 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- PNGLEYLFMHGIQO-UHFFFAOYSA-M sodium;3-(n-ethyl-3-methoxyanilino)-2-hydroxypropane-1-sulfonate;dihydrate Chemical compound O.O.[Na+].[O-]S(=O)(=O)CC(O)CN(CC)C1=CC=CC(OC)=C1 PNGLEYLFMHGIQO-UHFFFAOYSA-M 0.000 claims description 2
- ORZHVTYKPFFVMG-UHFFFAOYSA-N xylenol orange Chemical compound OC(=O)CN(CC(O)=O)CC1=C(O)C(C)=CC(C2(C3=CC=CC=C3S(=O)(=O)O2)C=2C=C(CN(CC(O)=O)CC(O)=O)C(O)=C(C)C=2)=C1 ORZHVTYKPFFVMG-UHFFFAOYSA-N 0.000 claims description 2
- XASAPYQVQBKMIN-UHFFFAOYSA-K ytterbium(iii) fluoride Chemical compound F[Yb](F)F XASAPYQVQBKMIN-UHFFFAOYSA-K 0.000 claims description 2
- OENHQHLEOONYIE-JLTXGRSLSA-N β-Carotene Chemical compound CC=1CCCC(C)(C)C=1\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C OENHQHLEOONYIE-JLTXGRSLSA-N 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 230000000903 blocking effect Effects 0.000 claims 1
- 208000002925 dental caries Diseases 0.000 abstract description 9
- 238000011049 filling Methods 0.000 abstract description 4
- 238000012544 monitoring process Methods 0.000 abstract description 4
- 208000015181 infectious disease Diseases 0.000 abstract description 3
- 230000000052 comparative effect Effects 0.000 description 6
- 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 5
- 241000894006 Bacteria Species 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 125000003963 dichloro group Chemical group Cl* 0.000 description 4
- XOFYZVNMUHMLCC-ZPOLXVRWSA-N prednisone Chemical compound O=C1C=C[C@]2(C)[C@H]3C(=O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 XOFYZVNMUHMLCC-ZPOLXVRWSA-N 0.000 description 4
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 239000003269 fluorescent indicator Substances 0.000 description 3
- 239000000565 sealant Substances 0.000 description 3
- 229910052710 silicon Inorganic materials 0.000 description 3
- 239000010703 silicon Substances 0.000 description 3
- 239000002696 acid base indicator Substances 0.000 description 2
- 230000000675 anti-caries Effects 0.000 description 2
- 230000001580 bacterial effect Effects 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
- 239000003086 colorant Substances 0.000 description 2
- 238000002845 discoloration Methods 0.000 description 2
- 239000001963 growth medium Substances 0.000 description 2
- FZUGPQWGEGAKET-UHFFFAOYSA-N parbenate Chemical compound CCOC(=O)C1=CC=C(N(C)C)C=C1 FZUGPQWGEGAKET-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000008952 bacterial invasion Effects 0.000 description 1
- SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000012258 culturing Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 210000003298 dental enamel Anatomy 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
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- 239000002207 metabolite Substances 0.000 description 1
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- 230000033116 oxidation-reduction process Effects 0.000 description 1
- 239000006223 plastic coating Substances 0.000 description 1
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- 230000002265 prevention Effects 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 210000003296 saliva Anatomy 0.000 description 1
- 238000002444 silanisation Methods 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 238000011179 visual inspection Methods 0.000 description 1
- 238000005406 washing Methods 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
- A61K6/20—Protective coatings for natural or artificial teeth, e.g. sealings, dye coatings or varnish
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/80—Preparations for artificial teeth, for filling teeth or for capping teeth
- A61K6/802—Preparations for artificial teeth, for filling teeth or for capping teeth comprising ceramics
- A61K6/816—Preparations for artificial teeth, for filling teeth or for capping teeth comprising ceramics comprising titanium oxide
-
- 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
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)
- Plastic & Reconstructive Surgery (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Ceramic Engineering (AREA)
- Dental Preparations (AREA)
Abstract
The invention provides a pit and groove sealing agent containing an indicator, and a preparation method and application thereof, and belongs to the technical field of tooth materials. The pit and groove sealing agent containing the indicator comprises the following raw materials in percentage by mass: 10-79% of acrylate monomer; 0-1% of a photoinitiator; 0-0.6% of indicator; 1-10% of titanium dioxide; 1-20% of filler; wherein the indicator consists of a reaction indicator, an acid-base fluorescence indicator and a redox indicator. The pit and groove sealing agent cooperates with the three indicators to achieve pit and groove position calibration, damage indication and colony infection indication, ensures the effectiveness of protection and caries monitoring of children on the pit and groove in the pit and groove implementation process, and achieves the purposes of accurately distinguishing the pit and groove range and accurately filling the pit and groove and directly judging the colony generation when eyes are used for identifying whether the pit and groove has holes and leakage.
Description
Technical Field
The invention belongs to the technical field of tooth materials, and particularly relates to a pit and groove sealing agent containing an indicator, and a preparation method and application thereof.
Background
The pit and groove sealing agent is mainly used for pit and groove sealing and caries prevention. Pit and fissure closure (pit and fissure sealant), also known as point and fissure closure, is a safe and painless method of protecting teeth from tooth decay. The sealant is a protective plastic coating that can be used on the occlusal surface of the posterior teeth. Protecting enamel from being corroded by bacteria and metabolites, and enhancing the anticaries capacity of teeth, thereby achieving an effective anticaries method for preventing caries.
The pit and groove sealing agent is suitable for pit and groove sealing with special depth, and the optimal time for pit and groove sealing is as follows: deciduous molars are 3-4 years old, first permanent molars are 6-7 years old, and second permanent molars are 11-13 years old. The method for closing the pit and the groove is simple and can be finished by cleaning teeth, acid etching, washing and drying, coating a sealing agent and curing. The technology has a history of more than 50 years internationally, and is a painless and noninvasive method.
The principle of pit and groove closing and preventing pit and groove caries is that the pit and groove of teeth is filled up by using a high polymer material, on one hand, the nutrient source of bacteria is broken after the pit and groove is closed, and the bacteria gradually die; on the other hand, the outside is isolated from the caries bacteria and can not enter any more. However, the pit and groove sealer still has a great risk of falling off and chipping, so that it takes 3 to 6 months to examine the sealing effect of the pit and groove sealer, and the examination is usually carried out by colony indicator and visual inspection. However, the pit and groove sealing agent which is commonly used at present cannot be used for identifying whether the pit and groove sealing agent has holes and leaks or not by naked eyes, and the existing pit and groove sealing agent cannot accurately identify the pit and groove range, directly and accurately fill the pit and groove, and directly identify colonies.
Disclosure of Invention
The invention provides a pit and groove sealing agent containing an indicator, a preparation method and application thereof, wherein the pit and groove sealing agent not only can realize the identification of whether a pit and groove has holes and leakage by naked eyes, but also can accurately distinguish the range of the pit and groove and accurately fill the pit and groove, and can also assist in judging the generation of bacterial colonies.
In order to achieve the purpose, the invention provides a pit and groove sealing agent containing an indicator, which comprises the following raw materials in percentage by mass:
20-79% of acrylate monomer;
0.01-1% of photoinitiator;
0.01-0.6% of indicator;
1-16% of titanium dioxide;
1-20% of filler;
the indicator consists of a reaction indicator, an acid-base fluorescent indicator and a redox indicator, wherein the respective addition amount of the indicator is 0.01-0.2%, so that the purposes of accurately distinguishing the range of the pit and the groove and accurately filling the pit and the groove and directly judging the generation of a colony when the pit and the groove are identified by naked eyes to have holes and leakage are achieved.
Preferably, the acrylate monomer is at least one selected from bisphenol a glycerol dimethacrylate (BisGMA), triethylene glycol dimethacrylate (TEGDMA), methacrylate (MMA), hydroxyethyl methacrylate (HEMA), urethane Dimethacrylate (UDMA), ethoxylated bisphenol a glycerol dimethacrylate (BisEMA), polyethylene glycol acrylate (PEGDMA), 6 ethoxylated bisphenol a glycerol dimethacrylate (BisEMA 6), ethylene Glycol Dimethacrylate (EGDMA).
Preferably, the acrylate monomer is at least one selected from bisphenol a glycerol dimethacrylate, urethane dimethacrylate, triethylene glycol dimethacrylate, 6 ethoxylated bisphenol a glycerol dimethacrylate and hydroxyethyl methacrylate.
Preferably, the photoinitiator is selected from camphorquinone, TPO, and at least one photoinitiator selected from benzoin and derivatives, benzils, alkylbenzenes, acylphosphorus oxides, benzophenones, thioxanthones, and cationic photoinitiators; preferably, the photoinitiator is camphorquinone.
Preferably, the benzoin and the derivative are at least one selected from benzoin, benzoin dimethyl ether, benzoin diethyl ether, benzoin isopropyl ether and benzoin butyl ether; the benzil is selected from at least one of diphenylethanone and alpha, alpha-dimethoxy-alpha-phenylacetophenone; the alkyl benzene ketone is at least one selected from alpha, alpha-diethoxyacetophenone, alpha-hydroxyalkyl benzene ketone and alpha-amine alkyl benzene ketone; the acyl phosphorus oxide is selected from at least one of aroyl phosphine oxide and dibenzoyl phenyl phosphine oxide; the diphenyl ketone is selected from at least one of diphenyl ketone, 2, 4-dihydroxydiphenyl ketone and Mi ketone; the thioxanthone is at least one selected from thiopropoxy thioxanthone and isopropyl thioxanthone; the cationic photoinitiator is at least one selected from diaryl iodonium salt, triaryliodonium salt, alkyl iodonium salt and isopropylbenzene ferrocene hexafluorophosphoric acid.
Preferably, the photoinitiator further comprises a secondary photoinitiator selected from the group consisting of ethyl 4-dimethylaminobenzoate (EDMAB) and diphenyliodonium hexafluorophosphate (DPIHP).
Preferably, the reaction indicator is at least one selected from the group consisting of resazurin, mandshurica red, methylene blue, beta-carotene, dibromofluorescein and potato red Y, and the addition amount is 0.01-0.2%, preferably 0.01-0.05%; preferably, the reaction indicator is resazurin and mangash;
the acid-base fluorescence indicator is at least one selected from salicylic acid, 2-naphthylamine, 1-naphthylamine, quinine, 2-hydroxy-3-naphthoic acid, quinoline, 2-naphthol and coumarin, and the addition amount is 0.01-0.2%, preferably 0.01-0.05%; preferably, the acid-base fluorescence indicator is salicylic acid and 2-naphthylamine;
the redox indicator is at least one of fluorescein, dichloro fluorescein, eosin, bromophenol blue, bromocresol green, xylenol orange, rhodamine 6G, fuchsin, congo red, alizarin red S, methyl red, diphenylamine, o-dimethoxy benzidine and acid rose bengal, and the addition amount is 0.01-0.2%, preferably 0.01-0.05%; preferably, the redox indicator is selected from at least one of dichlorofluorescein, eosin, bromophenol blue.
Preferably, the titanium dioxide is at least one of rutile titanium dioxide, anatase titanium dioxide and silica micropowder.
Preferably, the filler is at least one selected from silica powder including at least one of quartz powder, silica micropowder, white carbon black, glass powder including Dan Yingbei glass powder, and ytterbium fluoride powder, and has a particle size of 0.1-2um and a surface subjected to silanization treatment.
The invention also provides a preparation method of the pit and groove sealing agent containing the indicator according to any one of the technical schemes, which comprises the following steps:
and mixing the acrylate monomer, the photoinitiator, the indicator, the titanium pigment and the filler to obtain the pit and groove sealing agent.
The invention also provides an application of the pit and groove sealing agent in pit and groove sealing according to any of the technical schemes.
The invention also provides a dental composite comprising a pit and fissure sealer according to any one of the above technical solutions.
Compared with the prior art, the invention has the advantages and positive effects that:
the pit and groove sealing agent provided by the invention realizes the triple effects of pit and groove position calibration, damage indication and colony infection indication in cooperation with the three indicators, and ensures the effectiveness of pit protection and caries monitoring of children in the pit and groove implementation process. By combining the optimized combination of the three indicators, the special indication effect can be ensured in the curing, breakage and colony infection processes, so that the purposes of identifying whether the pit and the groove have holes or not and leaking by naked eyes, accurately distinguishing the pit and groove range, accurately filling the pit and groove, and directly judging the generation of colonies can be realized.
Detailed Description
The following description of the technical solutions in the embodiments of the present invention will be clear and complete, and it is obvious that the described embodiments are only some embodiments of the present invention, but not all embodiments. All other embodiments, which can be made by those skilled in the art based on the embodiments of the invention without making any inventive effort, are intended to be within the scope of the invention.
Example 1
The acrylic ester monomer (Bis-GMA, UDMA, TEGDMA, bis-EMA 6), photoinitiator (TPO, DPIHP), reaction indicator (resazurin), acid-base fluorescent indicator (2-naphthylamine), redox indicator (dichloro fluorescent yellow), titanium pigment (rutile type, anatase type, silicon micropowder) and filler (white carbon black) with corresponding mass in table 1 are weighed and uniformly mixed to obtain the pit and groove sealing agent.
Example 2
The acrylic ester monomer (Bis-GMA, UDMA, TEGDMA, bis-EMA 6), photoinitiator (camphorquinone, DPIHP), reaction indicator (resazurin, mandshurica red), acid-base fluorescence indicator (salicylic acid), redox indicator (eosin), titanium pigment (rutile type, anatase type) and filler (white carbon black, barium glass powder) with the corresponding mass in table 1 are weighed and uniformly mixed to obtain the pit and fissure sealing agent.
Example 3
The acrylate monomers (Bis-GMA, UDMA, TEGDMA, bis-EMA6, HEMA), photoinitiators (TPO, DPIHP), reaction indicators (resazurin, bengal red), acid-base fluorescence indicators (salicylic acid), redox indicators (dichloro fluorescence yellow), titanium dioxide (rutile type, anatase type) and fillers (white carbon black, barium glass powder) with corresponding mass in the table 1 are weighed and uniformly mixed to obtain the pit and groove sealing agent.
Example 4
The acrylic ester monomers (Bis-GMA, UDMA, TEGDMA, bis-EMA6, HEMA), photoinitiators (camphorquinone, DPIHP), reaction indicators (resazurin), acid-base fluorescence indicators (2-naphthylamine), redox indicators (eosin), titanium dioxide (anatase and silica micropowder) and fillers (white carbon black) with corresponding mass in table 1 are weighed and uniformly mixed to obtain the pit and groove sealing agent.
Comparative example 1
The acrylic ester monomer (Bis-GMA, UDMA, TEGDMA, bis-EMA 6), the photoinitiator (camphorquinone), the reaction indicator (resazurin), the oxidation-reduction indicator (dichloro fluorescent yellow), titanium dioxide (rutile type, silicon micropowder) and the filler (white carbon black) which are in the corresponding mass in the table 1 are weighed and uniformly mixed to obtain the pit and groove sealing agent.
Comparative example 2
The acrylic ester monomer (Bis-GMA, UDMA, TEGDMA, bis-EMA 6), photoinitiator (camphorquinone, DBMAB), reaction indicator (resazurin, mandshurica red), acid-base fluorescence indicator (salicylic acid), titanium dioxide (anatase) and filler (white carbon black) with corresponding mass in the table 1 are weighed and uniformly mixed to obtain the pit and groove sealing agent.
Comparative example 3
The acrylic ester monomer (Bis-GMA, UDMA, TEGDMA, bis-EMA 6), photoinitiator (camphorquinone, DBMAB), acid-base fluorescence indicator (salicylic acid), redox indicator (dichloro fluorescent yellow), titanium white (rutile type, anatase type, silicon micropowder) and filler (white carbon black) with corresponding mass in the table 1 are weighed and uniformly mixed to obtain the pit and groove sealing agent.
Table 1 component proportions of examples
Performance testing
1. Color change of pit and groove sealing agent before and after curing
And (3) testing the pit and groove sealing agent before and after curing by using a color difference meter, comparing colors, and determining the filling position of the pit and groove.
The chromaticity of the pit and fissure sealer before application was measured using a colorimeter based on the L x a x b x color system. For example, L1, a1, b1 can be used to mark the chromaticity of the pit and groove sealer before curing; l2, a2, b2 can be used to mark the chromaticity of the pit and groove sealant after curing;
from the various chromaticities described above, formulas can be utilizedCalculating the difference delta E of chromaticity (the maximum value is more than or equal to 2 and less than or equal to 15), wherein delta E is the difference of chromaticity before and after curing; Δl is the difference between the L values before and after curing; Δa is the difference between a and a before and after curing; Δb is the difference between b and b before and after curing.
TABLE 2 color Change of pit and groove blocking agent before and after curing
As can be seen from the data in table 2, after the light irradiation of the curing lamp, the color of the pit and groove sealing agent is changed from original red to milky, the value of the red coefficient (a) is obviously reduced, the brightness is obviously reduced, the color change is obvious, and the curing process is obviously monitored. The reaction indicator content in comparative example 2 was higher, and its discoloration (red index a and yellow index b) was slightly more pronounced than the other pairs, but was less pronounced than the comparative example overall discoloration due to lack of synergy.
2. Color change before and after failure of pit and groove sealer
And testing the solidified pit and groove sealing agent by using a color difference meter, comparing colors of the pit and groove sealing agents before and after breakage, determining the breakage condition of the pit and groove, soaking the broken pit and groove sealing agent in saliva, and testing the color change of the broken pit and groove sealing agent.
The chromaticity before the coating of the pit and groove sealing agent is based on the color system of L.a.b.measured by a color difference meter, and L3, a3 and b3 can be used for marking the chromaticity before the damage of the pit and groove sealing agent; l4, a4, b4 can be used to mark the chromaticity of the pit and groove sealant after breakage;
from the various chromaticities described above, formulas can be utilizedCalculating a difference delta E of chromaticity, wherein delta E is the difference of chromaticity before and after breakage; Δl is the difference between the L values before and after breakage; Δa is the difference between the values of a before and after breakage; Δb is the difference between the values of b before and after breakage.
TABLE 3 color Change after failure of pit and groove blocking agent
As is clear from the data in Table 3, the deep layer of the pit and groove sealer changes in color from milky to yellow, the values of the red coefficient (a) and the yellow coefficient (b) increase significantly, and the brightness decreases and the color change is significant. The display is clear for the case of breakage. The darker the degree of breakage, the darker the depth of the color change, and the more pronounced the color change. The color change process requires the synergistic effect of a reaction indicator and an acid-base and fluorescent indicator, and the color change effect is not obvious if either indicator is absent.
3. Color change of pit and groove sealer colony before and after attachment
And (3) testing the indication effect of caries colony of the pit and groove sealing agent by naked eyes, performing colony culture on the solidified pit and groove sealing agent, coating a culture medium on the surface of the pit and groove sealing agent, culturing the colony on the culture medium at 37 ℃ for 7 days, determining the condition of the colony attached to the pit and groove, and testing the color change of the pit and groove sealing agent after the colony is attached.
TABLE 4 color Change of different colonies of pit and groove blocking agent
From analysis, the pit and groove sealing agent provided by the invention can be used for carrying out color monitoring on curing reaction and damage process, can more remarkably display the reaction degree and damage degree, can indicate bacterial invasion to a certain degree, and ensures the effectiveness of pit and groove protection and caries monitoring of children in the pit and groove implementation process. Since a small amount of fluorescent reaction indicator was put in, some of the bacterial groups could be identified but the range was smaller in the comparative example. However, in the embodiment with three fully added indicators, all bacteria have the identification indication function mainly because the anti-bacterial group marking capability is improved under the cooperation of the acid-base indicator except the fluorescent mark.
Claims (10)
1. The pit and groove sealing agent containing the indicator is characterized by comprising the following raw materials in percentage by mass:
20-79% of acrylate monomer;
0.01-1% of photoinitiator;
0.01-0.6% of indicator;
1-16% of titanium dioxide;
1-20% of filler;
wherein the indicator consists of a reaction indicator, an acid-base fluorescence indicator and a redox indicator, and the respective addition amount of the indicator is 0.01-0.2%.
2. The pit and fissure blocking agent according to claim 1, wherein the acrylate monomer is selected from at least one of bisphenol a glycerol dimethacrylate, triethylene glycol dimethacrylate, hydroxyethyl methacrylate, urethane dimethacrylate, ethoxylated bisphenol a glycerol dimethacrylate, polyethylene glycol acrylate, 6 ethoxylated bisphenol a glycerol dimethacrylate, ethylene glycol dimethacrylate;
preferably, the acrylate monomer is at least one selected from bisphenol a glycerol dimethacrylate, urethane dimethacrylate, triethylene glycol dimethacrylate, 6 ethoxylated bisphenol a glycerol dimethacrylate and hydroxyethyl methacrylate.
3. The pit and fissure blocking agent according to claim 1, wherein the photoinitiator is selected from camphorquinone, TPO, and at least one of photoinitiators selected from benzoin and derivatives, benzils, alkyl phenones, acyl phosphorus oxides, benzophenones, thioxanthones, and cationic photoinitiators; preferably, the photoinitiator is camphorquinone.
4. A pit and groove sealer according to claim 3 wherein the benzoin and derivative is selected from at least one of benzoin, benzoin dimethyl ether, benzoin diethyl ether, benzoin isopropyl ether, benzoin butyl ether; the benzil is selected from at least one of diphenylethanone and alpha, alpha-dimethoxy-alpha-phenylacetophenone; the alkyl benzene ketone is at least one selected from alpha, alpha-diethoxyacetophenone, alpha-hydroxyalkyl benzene ketone and alpha-amine alkyl benzene ketone; the acyl phosphorus oxide is selected from at least one of aroyl phosphine oxide and dibenzoyl phenyl phosphine oxide; the diphenyl ketone is selected from at least one of diphenyl ketone, 2, 4-dihydroxydiphenyl ketone and Mi ketone; the thioxanthone is at least one selected from thiopropoxy thioxanthone and isopropyl thioxanthone; the cationic photoinitiator is at least one selected from diaryl iodonium salt, triaryliodonium salt, alkyl iodonium salt and isopropylbenzene ferrocene hexafluorophosphoric acid.
5. The pit and groove sealer according to claim 1, wherein the reaction indicator is at least one selected from the group consisting of resazurin, mandshurica red, methylene blue, beta-carotene, dibromofluorescein, and potato red Y, and is added in an amount of 0-0.2%; preferably, the reaction indicator is resazurin and mangash;
the acid-base fluorescence indicator is at least one selected from salicylic acid, 2-naphthylamine, 1-naphthylamine, quinine, 2-hydroxy-3-naphthoic acid, quinoline, 2-naphthol and coumarin, and the addition amount is 0-0.2%; preferably, the acid-base fluorescence indicator is salicylic acid and 2-naphthylamine;
the redox indicator is at least one of fluorescein, dichloro fluorescein, eosin, bromophenol blue, bromocresol green, xylenol orange, rhodamine 6G, fuchsin, congo red, alizarin red S, methyl red, diphenylamine, o-dimethoxy benzidine and acid rose bengal, and the addition amount is 0-0.2%; preferably, the redox indicator is selected from at least one of dichlorofluorescein, eosin, bromophenol blue.
6. The pit and fissure sealer according to claim 1, wherein the titanium white is at least one of rutile titanium white, anatase titanium white, and fine silica powder.
7. The pit and groove sealer according to claim 1, wherein the filler is at least one selected from silica powder including at least one of quartz powder, silica powder, white carbon black, glass powder including Dan Yingbei glass powder, and ytterbium fluoride powder, and has a particle size of 0.1 to 2 μm and a silanized surface.
8. A method of preparing an indicator-containing pit and fissure sealant according to any one of claims 1 to 7, comprising the steps of:
and mixing the acrylate monomer, the photoinitiator, the indicator, the titanium pigment and the filler to obtain the pit and groove sealing agent.
9. Use of a pit and groove blocking agent according to any one of claims 1-7 for pit and groove blocking.
10. A dental composite material, characterized in that it comprises a pit and fissure sealer according to any one of claims 1-7.
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| Application Number | Priority Date | Filing Date | Title |
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| CN202311178946.2A CN117017790A (en) | 2023-09-13 | 2023-09-13 | Pit and groove sealing agent containing indicator, and preparation method and application thereof |
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| CN202311178946.2A CN117017790A (en) | 2023-09-13 | 2023-09-13 | Pit and groove sealing agent containing indicator, and preparation method and application thereof |
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