JPH01279815A - Treating agent for surface of tooth - Google Patents
Treating agent for surface of toothInfo
- Publication number
- JPH01279815A JPH01279815A JP63246063A JP24606388A JPH01279815A JP H01279815 A JPH01279815 A JP H01279815A JP 63246063 A JP63246063 A JP 63246063A JP 24606388 A JP24606388 A JP 24606388A JP H01279815 A JPH01279815 A JP H01279815A
- Authority
- JP
- Japan
- Prior art keywords
- acid
- tooth
- tooth surface
- anhydride
- surface treatment
- 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.)
- Granted
Links
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims abstract description 30
- 210000004268 dentin Anatomy 0.000 claims abstract description 25
- 210000003298 dental enamel Anatomy 0.000 claims abstract description 23
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims abstract description 15
- 229910001510 metal chloride Inorganic materials 0.000 claims abstract description 15
- 239000000203 mixture Substances 0.000 claims abstract description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 9
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 claims abstract description 6
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 claims abstract description 6
- 239000001110 calcium chloride Substances 0.000 claims abstract description 6
- 229910001628 calcium chloride Inorganic materials 0.000 claims abstract description 6
- 235000006408 oxalic acid Nutrition 0.000 claims abstract description 5
- 150000003839 salts Chemical class 0.000 claims abstract description 5
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims abstract description 4
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims abstract description 4
- 235000015165 citric acid Nutrition 0.000 claims abstract description 4
- 239000011975 tartaric acid Substances 0.000 claims abstract description 4
- 235000002906 tartaric acid Nutrition 0.000 claims abstract description 4
- 239000001103 potassium chloride Substances 0.000 claims abstract description 3
- 235000011164 potassium chloride Nutrition 0.000 claims abstract description 3
- 239000012756 surface treatment agent Substances 0.000 claims description 24
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 11
- 150000008064 anhydrides Chemical class 0.000 claims description 5
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 claims description 4
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 3
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 abstract description 16
- 230000001070 adhesive effect Effects 0.000 abstract description 10
- 239000000463 material Substances 0.000 abstract description 10
- 239000000853 adhesive Substances 0.000 abstract description 9
- 150000008065 acid anhydrides Chemical class 0.000 abstract description 8
- 150000001735 carboxylic acids Chemical class 0.000 abstract description 7
- 238000011049 filling Methods 0.000 abstract description 6
- 239000004568 cement Substances 0.000 abstract description 5
- 208000002925 dental caries Diseases 0.000 abstract description 2
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 abstract 1
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 abstract 1
- 229930016911 cinnamic acid Natural products 0.000 abstract 1
- 235000013985 cinnamic acid Nutrition 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- AIJZIRPGCQPZSL-UHFFFAOYSA-N ethylenetetracarboxylic acid Chemical compound OC(=O)C(C(O)=O)=C(C(O)=O)C(O)=O AIJZIRPGCQPZSL-UHFFFAOYSA-N 0.000 abstract 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 238000012856 packing Methods 0.000 abstract 1
- 229940124597 therapeutic agent Drugs 0.000 abstract 1
- 238000002560 therapeutic procedure Methods 0.000 abstract 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 18
- 230000000694 effects Effects 0.000 description 14
- 239000007864 aqueous solution Substances 0.000 description 10
- 239000000805 composite resin Substances 0.000 description 10
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 9
- 238000005520 cutting process Methods 0.000 description 9
- ARCGXLSVLAOJQL-UHFFFAOYSA-N anhydrous trimellitic acid Natural products OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 5
- 238000004381 surface treatment Methods 0.000 description 5
- 239000002699 waste material Substances 0.000 description 5
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 4
- 210000003074 dental pulp Anatomy 0.000 description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
- -1 2-methacryloyloxyethyl trimellitic acid Chemical compound 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- 241000894006 Bacteria Species 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 239000011350 dental composite resin Substances 0.000 description 3
- 238000005530 etching Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-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
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- LCTONWCANYUPML-UHFFFAOYSA-N Pyruvic acid Chemical compound CC(=O)C(O)=O LCTONWCANYUPML-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 239000000576 food coloring agent Substances 0.000 description 2
- 235000019253 formic acid Nutrition 0.000 description 2
- 230000009931 harmful effect Effects 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
- 150000002763 monocarboxylic acids Chemical class 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- HRRDCWDFRIJIQZ-UHFFFAOYSA-N naphthalene-1,8-dicarboxylic acid Chemical compound C1=CC(C(O)=O)=C2C(C(=O)O)=CC=CC2=C1 HRRDCWDFRIJIQZ-UHFFFAOYSA-N 0.000 description 2
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellitic acid Chemical compound OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 125000006850 spacer group Chemical group 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- 229940014800 succinic anhydride Drugs 0.000 description 2
- 239000000057 synthetic resin Substances 0.000 description 2
- 229920003002 synthetic resin Polymers 0.000 description 2
- 150000000000 tetracarboxylic acids Chemical class 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
- 150000003628 tricarboxylic acids Chemical class 0.000 description 2
- 210000005239 tubule Anatomy 0.000 description 2
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- NOGFHTGYPKWWRX-UHFFFAOYSA-N 2,2,6,6-tetramethyloxan-4-one Chemical compound CC1(C)CC(=O)CC(C)(C)O1 NOGFHTGYPKWWRX-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- AYKYXWQEBUNJCN-UHFFFAOYSA-N 3-methylfuran-2,5-dione Chemical compound CC1=CC(=O)OC1=O AYKYXWQEBUNJCN-UHFFFAOYSA-N 0.000 description 1
- OFNISBHGPNMTMS-UHFFFAOYSA-N 3-methylideneoxolane-2,5-dione Chemical compound C=C1CC(=O)OC1=O OFNISBHGPNMTMS-UHFFFAOYSA-N 0.000 description 1
- WUBBRNOQWQTFEX-UHFFFAOYSA-N 4-aminosalicylic acid Chemical compound NC1=CC=C(C(O)=O)C(O)=C1 WUBBRNOQWQTFEX-UHFFFAOYSA-N 0.000 description 1
- AWQSAIIDOMEEOD-UHFFFAOYSA-N 5,5-Dimethyl-4-(3-oxobutyl)dihydro-2(3H)-furanone Chemical compound CC(=O)CCC1CC(=O)OC1(C)C AWQSAIIDOMEEOD-UHFFFAOYSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- 241000283690 Bos taurus Species 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-N Caprylic acid Natural products CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 102000008186 Collagen Human genes 0.000 description 1
- 108010035532 Collagen Proteins 0.000 description 1
- 239000004471 Glycine Substances 0.000 description 1
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- GRSMWKLPSNHDHA-UHFFFAOYSA-N Naphthalic anhydride Chemical compound C1=CC(C(=O)OC2=O)=C3C2=CC=CC3=C1 GRSMWKLPSNHDHA-UHFFFAOYSA-N 0.000 description 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
- VJDDQSBNUHLBTD-GGWOSOGESA-N [(e)-but-2-enoyl] (e)-but-2-enoate Chemical compound C\C=C\C(=O)OC(=O)\C=C\C VJDDQSBNUHLBTD-GGWOSOGESA-N 0.000 description 1
- 235000011054 acetic acid Nutrition 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 229960004909 aminosalicylic acid Drugs 0.000 description 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- GONOPSZTUGRENK-UHFFFAOYSA-N benzyl(trichloro)silane Chemical compound Cl[Si](Cl)(Cl)CC1=CC=CC=C1 GONOPSZTUGRENK-UHFFFAOYSA-N 0.000 description 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 description 1
- 229940018557 citraconic acid Drugs 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 229920001436 collagen Polymers 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- 230000007850 degeneration Effects 0.000 description 1
- 239000003479 dental cement Substances 0.000 description 1
- 239000005548 dental material Substances 0.000 description 1
- NWADXBLMWHFGGU-UHFFFAOYSA-N dodecanoic anhydride Chemical compound CCCCCCCCCCCC(=O)OC(=O)CCCCCCCCCCC NWADXBLMWHFGGU-UHFFFAOYSA-N 0.000 description 1
- 238000000635 electron micrograph Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- VEPSWGHMGZQCIN-UHFFFAOYSA-H ferric oxalate Chemical compound [Fe+3].[Fe+3].[O-]C(=O)C([O-])=O.[O-]C(=O)C([O-])=O.[O-]C(=O)C([O-])=O VEPSWGHMGZQCIN-UHFFFAOYSA-H 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- ANSXAPJVJOKRDJ-UHFFFAOYSA-N furo[3,4-f][2]benzofuran-1,3,5,7-tetrone Chemical compound C1=C2C(=O)OC(=O)C2=CC2=C1C(=O)OC2=O ANSXAPJVJOKRDJ-UHFFFAOYSA-N 0.000 description 1
- 239000003178 glass ionomer cement Substances 0.000 description 1
- YMAWOPBAYDPSLA-UHFFFAOYSA-N glycine anhydride Natural products [NH3+]CC(=O)NCC([O-])=O YMAWOPBAYDPSLA-UHFFFAOYSA-N 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 229910003475 inorganic filler Inorganic materials 0.000 description 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- FBAFATDZDUQKNH-UHFFFAOYSA-M iron chloride Chemical compound [Cl-].[Fe] FBAFATDZDUQKNH-UHFFFAOYSA-M 0.000 description 1
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 210000000214 mouth Anatomy 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N n-hexanoic acid Natural products CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- DUCKXCGALKOSJF-UHFFFAOYSA-N pentanoyl pentanoate Chemical compound CCCCC(=O)OC(=O)CCCC DUCKXCGALKOSJF-UHFFFAOYSA-N 0.000 description 1
- BXRNXXXXHLBUKK-UHFFFAOYSA-N piperazine-2,5-dione Chemical compound O=C1CNC(=O)CN1 BXRNXXXXHLBUKK-UHFFFAOYSA-N 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 229940107700 pyruvic acid Drugs 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 230000009974 thixotropic effect Effects 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- VJDDQSBNUHLBTD-UHFFFAOYSA-N trans-crotonic acid-anhydride Natural products CC=CC(=O)OC(=O)C=CC VJDDQSBNUHLBTD-UHFFFAOYSA-N 0.000 description 1
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
- 229940005605 valeric acid Drugs 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
Abstract
Description
【発明の詳細な説明】
(産業上の利用分野)
本発明は歯科医療分野において、歯質に対して接着性を
有する材料を用いて治療する場合に、歯の表面又は窩洞
内面を処理する歯面処理剤に関する。特に、コンポジッ
トレジンに代表される充填修復材料、小窩裂溝填塞材、
接着性セメント等を用いて虫歯等を治療する際に、これ
らの材料を歯質に強固に接着するために歯面を処理する
材料に関するものである。Detailed Description of the Invention (Industrial Field of Application) The present invention is used in the field of dentistry to treat the surface of a tooth or the inner surface of a cavity when treating the tooth using a material that has adhesive properties. Regarding surface treatment agents. In particular, filling repair materials such as composite resin, pit and fissure filling materials,
The present invention relates to materials used to treat tooth surfaces in order to firmly adhere these materials to tooth structure when treating cavities and the like using adhesive cement.
(従来の技術)
虫歯の治療に用いられる有機材料(コンポジットレジン
、グラスアイオノマーセメント、カルボキシレートセメ
ント、コンポジットレジンセメント、小窩裂溝填塞材な
ど)を歯面に接着させるため、エナメル質を酸水溶液等
で処理することが行われている。この処理剤としては、
種々の濃度のリン酸やクエン酸の水溶液が歯面処理剤と
して推奨されているが、処理効果の点から20〜60重
量%濃度のリン酸水溶液が最も一般的に使用されている
。(Conventional technology) In order to bond organic materials (composite resin, glass ionomer cement, carboxylate cement, composite resin cement, pit and fissure fillers, etc.) used in the treatment of dental caries to the tooth surface, enamel is coated with an acid aqueous solution. etc. are being processed. As this processing agent,
Aqueous solutions of phosphoric acid and citric acid with various concentrations are recommended as tooth surface treatment agents, but from the viewpoint of treatment effects, phosphoric acid aqueous solutions with a concentration of 20 to 60% by weight are most commonly used.
特に、う蝕部分の充填修復に用いられるコンポジットレ
ジンは合成樹脂と無機質フィラーからなるが、歯質と接
着しに(いため接着性の改善方法が種々検討されてきた
。従来、最も効果的な修復方法として、う蝕部分を除去
した窩洞のエナメル貫壁を酸水溶液(例えば、リン酸水
溶液)でエツチング処理し、コンポジットレジンの合成
樹脂成分である重合性単量体からなる接着剤を該処理面
に塗布したのちフンポジットレジンで充填修復する方法
が知られている。しかし、歯面はエナメル質および象牙
質から構成されており、特に充填修復する場合はう蝕部
分を除去して作成した窩洞にエナメル質および象牙質の
壁面が存在するため、コンポジットレジンをエナメル質
及び象3ftの双方に強固に接着させることが望ましい
。このため、象牙質に接着する特別の重合性単量体を含
む接着剤が用いられるようになっている。In particular, composite resins used for filling and restoring carious areas are made of synthetic resin and inorganic filler. The method involves etching the enamel wall of the cavity from which the carious area has been removed using an acid aqueous solution (for example, a phosphoric acid aqueous solution), and applying an adhesive made of a polymerizable monomer, which is a synthetic resin component of the composite resin, to the treated surface. It is known that the tooth surface is made up of enamel and dentin, and when performing a filling restoration, a cavity created by removing the carious part is used. Due to the presence of walls of enamel and dentin, it is desirable to bond the composite resin strongly to both the enamel and the dentin.For this reason, adhesives containing special polymerizable monomers that bond to dentin are used. agents are now being used.
ところで、歯質を研削具で削除すると切削屑が該接着表
面に付着する。この切削屑にはう蝕部分に存在した細菌
や口腔内に浮遊する細菌が取り込まれていると推定され
ている。仮に、この切削屑を残したまま複合レジン等で
修復すると、該複合レジンと該切削屑が強固に接着して
も、歯面と切削屑の間の接着が不十分なため、この間で
剥離を生ずることになる。また、切削屑の中に存在する
細菌による歯髄への刺激も懸念される。このため、コン
ポジットレジンで充填修復する前に該切削屑を除去する
ことが望ましい。上述のリン酸水溶液により窩洞全面を
処理すれば、エナメル質及び象牙質表面に付着する切削
屑は完全に除去されるが、切削屑で封鎖されていた象牙
細管が開口するため、刺激物質が開口した象牙細管を通
って歯髄に到達し、為害作用を及ぼすことを懸念する考
えもある。By the way, when tooth substance is removed with a grinding tool, cutting waste adheres to the adhesive surface. It is estimated that this cutting waste contains bacteria present in carious areas and bacteria floating in the oral cavity. If this cutting waste is left in place and repaired with a composite resin, etc., even if the composite resin and the cutting waste are strongly bonded, the adhesion between the tooth surface and the cutting waste will be insufficient, and peeling will occur between them. will occur. There is also a concern that the bacteria present in the cuttings may irritate the dental pulp. For this reason, it is desirable to remove the cutting debris before filling and repairing with composite resin. If the entire cavity is treated with the above-mentioned phosphoric acid aqueous solution, the cutting debris adhering to the enamel and dentin surfaces will be completely removed, but the dentinal tubules that were blocked by the cutting debris will open, allowing the irritating substances to open. There is also concern that it may reach the dental pulp through the dentinal tubules and cause harmful effects.
そこで、リン酸にかわる象牙質の歯面処理剤として種々
の有機カルボン酸を歯面処理剤とする研究が進められ、
クエン酸、シュウ酸、蟻酸等の水溶液、または/および
シュウ酸第2鉄、塩化鉄等の金属塩との使用が象牙質の
処理剤として有効との歯面処理剤でエナメル質を処理し
ても、リン酸水溶液で処理する場合に比べてフンポジッ
トレジンとエナメル質問の接着力が十分ではない。この
ため、かかる歯面処理剤を用いる場合には、前もって有
機カルボン酸等で象牙質を処理したのち、再びリン酸水
溶液等でエナメル質を処理しなければならず、煩雑な操
作となる。Therefore, research has been carried out on using various organic carboxylic acids as tooth surface treatment agents for dentin in place of phosphoric acid.
Enamel is treated with a tooth surface treatment agent that is effective as a dentin treatment agent when used with aqueous solutions such as citric acid, oxalic acid, and formic acid, and/or metal salts such as ferric oxalate and iron chloride. However, the adhesion between the Hunposit resin and the enamel is not as strong as when treated with a phosphoric acid aqueous solution. Therefore, when using such a tooth surface treatment agent, it is necessary to first treat the dentin with an organic carboxylic acid or the like and then treat the enamel again with an aqueous phosphoric acid solution or the like, resulting in a complicated operation.
(発明が解決しようとする課題)
上述のごと(、有機カルボン酸からなる歯面処理剤は象
牙質に対しては有効であるが、エナメル質に対しては十
分な処理効果を発揮できない。このため、かかる歯面処
理剤を用いる場合には、象牙質を処理したのち再びリン
酸水溶液等でエナメル質を処理しなければならず、臨床
上からも煩雑な操作が必要であり、歯面処理剤として一
般的に用いるには不適当である。(Problems to be Solved by the Invention) As mentioned above (tooth surface treatment agents made of organic carboxylic acids are effective for dentin, but cannot exhibit sufficient treatment effects for enamel. Therefore, when using such tooth surface treatment agents, it is necessary to treat the dentin and then treat the enamel again with a phosphoric acid aqueous solution, which requires complicated operations from a clinical standpoint, and tooth surface treatment. It is unsuitable for general use as an agent.
また、歯面処理剤の特性として、エナメル質および象牙
質に対する接着力増強のための処理効果が最も重要であ
るが、象牙’!(特に、コラーゲン)の変性作用が少な
いことも望ましい。In addition, the most important characteristic of tooth surface treatment agents is the treatment effect to enhance adhesive strength to enamel and dentin, but ivory! It is also desirable that the denaturing effect of (particularly collagen) is small.
(課題を解決するための手段)
本発明者はこの点に着目し、リン酸に代わるエナメル質
と象牙質を同時に処理できる歯面処理剤について鋭意検
討した結果、本発明に至った。(Means for Solving the Problems) The present inventor focused on this point, and as a result of intensive study on a tooth surface treatment agent that can simultaneously treat enamel and dentin in place of phosphoric acid, the present invention was achieved.
すなわち、歯面処理剤の基質として象牙質表面を処理し
ても歯髄に対する為害作用がないとされている有機カル
ボン酸を用い、本有機カルボン酸のエナメル質に対する
処理効果を増強する特定の添加物とその濃度について鋭
意検討し、エナメル質と象牙質を同時に処理できる歯面
処理剤を発明するに至った。In other words, an organic carboxylic acid that is said to have no harmful effect on the dental pulp even if the dentin surface is treated as a substrate for a tooth surface treatment agent, and a specific additive that enhances the treatment effect of this organic carboxylic acid on enamel. After intensive study on the concentration of enamel and its concentration, we came up with a tooth surface treatment agent that can treat enamel and dentin at the same time.
本発明の歯面処理剤は、有機カルボン酸、金属塩化物及
び水を主要成分としている。The tooth surface treatment agent of the present invention contains an organic carboxylic acid, a metal chloride, and water as main components.
本発明の処理剤に使用できる有機カルボン酸としてはモ
ノカルボン酸、ジカルボン酸、トリカルボン酸、テトラ
カルボン酸およびそれらの酸無水物等が用いられる。モ
ノカルボン酸およびその酸無水物としてはギ酸、酢酸、
乳酸、酪酸、吉草酸、ノナン酸、ヘキサン酸、ヘプタン
酸、ラウリン酸、ピルビン酸、グリシン、メタクリル酸
、アクリル酸、クロトン酸、安息香酸、アミ7安息香酸
、サリチル酸、アミノサリチル酸、無水酢酸、無水酪酸
、無水吉草酸、無水ラウリン酸、無水グリシン、無水ク
ロトン酸、および無水安息香酸等が挙げられる。ジカル
ボン酸およびその酸無水物としては、シュウ酸、コハク
酸、酒石酸、グルタル酸、フマル酸、マレイン酸、マロ
ン酸、シトラコン酸、イタコン酸、(o、m、P)フタ
ル酸、(α、β−)ナフタレン酸、2.3−ナフタレン
ジカルボン酸、2−メタクリロイルオキシエチルトリメ
リット酸、および無水コハク酸、無水マレイン酸、無水
シトラコン酸、無水イタコン酸、無水フタル酸、無水(
α。The organic carboxylic acids that can be used in the treatment agent of the present invention include monocarboxylic acids, dicarboxylic acids, tricarboxylic acids, tetracarboxylic acids, and their acid anhydrides. Monocarboxylic acids and their acid anhydrides include formic acid, acetic acid,
Lactic acid, butyric acid, valeric acid, nonanoic acid, hexanoic acid, heptanoic acid, lauric acid, pyruvic acid, glycine, methacrylic acid, acrylic acid, crotonic acid, benzoic acid, ami7benzoic acid, salicylic acid, aminosalicylic acid, acetic anhydride, anhydride Examples include butyric acid, valeric anhydride, lauric anhydride, glycine anhydride, crotonic anhydride, and benzoic anhydride. Examples of dicarboxylic acids and their acid anhydrides include oxalic acid, succinic acid, tartaric acid, glutaric acid, fumaric acid, maleic acid, malonic acid, citraconic acid, itaconic acid, (o, m, P) phthalic acid, (α, β -) Naphthalic acid, 2.3-naphthalenedicarboxylic acid, 2-methacryloyloxyethyl trimellitic acid, and succinic anhydride, maleic anhydride, citraconic anhydride, itaconic anhydride, phthalic anhydride,
α.
β−)ナフタレン酸、無水1,8−ナフタレンジカルボ
ン酸および2−メタクリロイルオキシエチルトリメリッ
ト酸無水物等があげられる。トリカルボン酸およびその
酸無水物としては、クエン酸、トリメリット酸、トリメ
シン酸、無水トリメリット酸などが挙げられる。テトラ
カルボン酸およびその酸無水物としてエチレンジアミン
四酢酸(EDTA)又はその塩、ピロメリット酸および
無水ピロメリット酸等が用いられる。また(メタ)アよ
く、2種以上混合されて用いられてもよい。これらの有
機カルボン酸の内、クエン酸、コハク酸、シュウ酸、酒
石酸、またはエチレンジアミン四酢酸もしくはその塩、
無水マレイン酸、無水コハク酸等が好ましい。有機カル
ボン酸、金属塩化物および水からなる組成物中の有機カ
ルボン酸の濃度は、5〜50重量%であればよい。より
好ましくは、濃度5〜30重量%である。クエン酸の場
合は5〜30重量%が好ましい。上記の範囲外ではエツ
チング効果が不十分となる。Examples include β-)naphthalic acid, 1,8-naphthalene dicarboxylic anhydride, and 2-methacryloyloxyethyltrimellitic anhydride. Examples of tricarboxylic acids and their acid anhydrides include citric acid, trimellitic acid, trimellitic acid, and trimellitic anhydride. As the tetracarboxylic acid and its acid anhydride, ethylenediaminetetraacetic acid (EDTA) or a salt thereof, pyromellitic acid, pyromellitic anhydride, and the like are used. Moreover, (meta)a, two or more kinds may be mixed and used. Among these organic carboxylic acids, citric acid, succinic acid, oxalic acid, tartaric acid, or ethylenediaminetetraacetic acid or its salt,
Maleic anhydride, succinic anhydride and the like are preferred. The concentration of the organic carboxylic acid in the composition consisting of the organic carboxylic acid, metal chloride and water may be 5 to 50% by weight. More preferably, the concentration is 5 to 30% by weight. In the case of citric acid, it is preferably 5 to 30% by weight. Outside the above range, the etching effect will be insufficient.
本発明の処理剤に使用できる金属塩化物は、塩化カリウ
ム、塩化カルシウムまたはこれらの混合物であり、該組
成物中の濃度が5〜50重量%であればよい。なかでも
、濃度5〜30重量%の塩化カルシウムが好適である。The metal chloride that can be used in the treatment agent of the present invention is potassium chloride, calcium chloride, or a mixture thereof, as long as the concentration in the composition is 5 to 50% by weight. Among these, calcium chloride with a concentration of 5 to 30% by weight is preferred.
ところで、小島ら(歯科材料・器械、第1巻131頁(
1982))は、濃度10重量%のクエン酸水溶液に濃
度が3fI量%になるように各種の金属塩化物を加えた
溶液を歯面処理剤として用いたときの歯面処理効果を報
告しているが、金属塩化物として塩化亜鉛を用いる場合
は、象牙質に対する接着力は44kg/am”と低く、
歯面処理剤として不適当であるとしている。By the way, Kojima et al. (Dental Materials and Instruments, Vol. 1, p. 131)
(1982) reported the tooth surface treatment effect when a solution prepared by adding various metal chlorides to a citric acid aqueous solution with a concentration of 10% by weight to a concentration of 3fI% was used as a tooth surface treatment agent. However, when zinc chloride is used as the metal chloride, the adhesive strength to dentin is as low as 44 kg/am'';
It is said to be unsuitable as a tooth surface treatment agent.
また、塩化第2鉄を用いる場合は、象牙質に対する接着
力はすぐれているが、鉄イオンが吸着し、褐色に着色す
るので治療後の審美性の面から問題である。然るに、本
発明の処理剤は、高濃度の金属塩化物を含むにもかかわ
らず、象牙質の着色がなく、審美性をそこなうことなく
歯面処理効果が著しく向上することは驚きである。なお
、金属塩化物の濃度が50重量%をこえるとエツチング
効果が不十分となる。Further, when ferric chloride is used, although it has excellent adhesion to dentin, it adsorbs iron ions and is colored brown, which is a problem from the aesthetic point of view after treatment. However, it is surprising that although the treatment agent of the present invention contains a high concentration of metal chloride, it does not stain dentin and significantly improves the tooth surface treatment effect without impairing aesthetics. Note that if the concentration of metal chloride exceeds 50% by weight, the etching effect will be insufficient.
なお、本発明の歯面処理剤に粘度調節剤を加えて、歯面
に塗布するときには流動性を有しているが、塗布後は速
やかに流動性を失う(チクソトロピー性)ようにし、局
所的塗布を可能とすることも可能である。また、食用色
素等で着色し、塗布部位の識別を容易にすることもでき
る。かかる粘i[部側としてポリビニルピロリドン、カ
ルボキシルメチルセルロースなどに代表される高分子増
粘剤、高分散性シリカ等が挙げられる。また、着色材料
として食用色素等が挙げられる。By adding a viscosity modifier to the tooth surface treatment agent of the present invention, it has fluidity when applied to the tooth surface, but quickly loses its fluidity (thixotropic property) after application, so that it can be locally applied. It is also possible to enable coating. Furthermore, the application site can be easily identified by coloring with food coloring or the like. Examples of such viscosity include polymeric thickeners typified by polyvinylpyrrolidone, carboxymethyl cellulose, and highly dispersible silica. Moreover, food coloring etc. are mentioned as a coloring material.
以下、実施例により本発明の歯面処理剤について具体的
に説明する。Hereinafter, the tooth surface treatment agent of the present invention will be specifically explained with reference to Examples.
(実施例)
実施例1〜16
種々の有機カルボン酸および金属塩化物を用いて、表1
の組成とする歯面処理剤を調製した。歯面処理剤は、1
00m12のビーカーに所定量の有機カルボン酸と水を
入れ、所定量の金属塩化物を加えて十分に攪拌し、透明
な液体として調製した。、同様に、比較例として表1に
示す組成の処理剤を調製した。各処理剤を用いた時の歯
科用コンポジットの歯質に対する接着力を下記の方法で
測定し、歯面処理効果をみた。(Example) Examples 1 to 16 Using various organic carboxylic acids and metal chlorides, Table 1
A tooth surface treatment agent with the following composition was prepared. The tooth surface treatment agent is 1
A predetermined amount of an organic carboxylic acid and water were placed in a 00m12 beaker, and a predetermined amount of metal chloride was added and thoroughly stirred to prepare a transparent liquid. Similarly, processing agents having the compositions shown in Table 1 were prepared as comparative examples. The adhesion force of the dental composite to the tooth substance when each treatment agent was used was measured by the method described below, and the tooth surface treatment effect was examined.
[接着力測定法]
抜去後、直ちに冷凍保存した新鮮中前歯の唇側面をシリ
コーンカーバイト紙で研磨して、平滑なエナメル質また
は象牙質表面を作成した。該表面に面積を規定した穴を
開けたスペーサーを置いた。[Method for Measuring Adhesion Strength] Immediately after extraction, the labial side of a freshly frozen middle anterior tooth was polished with silicone carbide paper to create a smooth enamel or dentin surface. A spacer with a hole of a defined area was placed on the surface.
所定濃度に調整した歯面処理剤を該穴中のエナメル質ま
たは象牙質表面に塗布し、40秒間放置し、水洗し、空
気流で乾燥した。該表面に歯科用コンポジットレジン用
リン酸エステル系ボンディング材(商品名:クリアフィ
ルフォトボンド、クラレ社製)を塗布し、30秒間放置
し、空気流で揮発成分を蒸発し、光照射器(クイックラ
イト、モリタ製作所製)で20秒間光照射して重合させ
た。歯科用コンポジットレジン(商品名;クリアフィル
フオトポステリア、クラレ社製)を該穴に充填し、上記
の光照射器で60秒間光照射して重合硬化させた。スペ
ーサーを除去した後、硬化したフンポジットレジン上に
リン酸エステル系歯科用接着性セメント(パナビア、ク
ラレ社製)でステンレス棒を接着固定した。37°Cの
水中に24時間保管した後、万能試験機を用いて2mm
15)の速度で引っ張り接着力を測定した。なお、硬化
コンポジットレジンとステンレス棒の間で破壊すること
がないようにした。A tooth surface treatment agent adjusted to a predetermined concentration was applied to the enamel or dentin surface in the hole, left for 40 seconds, washed with water, and dried with air flow. A phosphate ester bonding material for dental composite resin (product name: Clearfil Photobond, manufactured by Kuraray Co., Ltd.) is applied to the surface, left for 30 seconds, volatile components are evaporated with an air stream, and a light irradiator (quick) is applied. Light (manufactured by Morita Seisakusho) was used for irradiation with light for 20 seconds for polymerization. A dental composite resin (trade name: Clearfil Photo Posteria, manufactured by Kuraray Co., Ltd.) was filled into the hole, and was polymerized and cured by irradiation with light for 60 seconds using the above-mentioned light irradiator. After removing the spacer, a stainless steel rod was adhesively fixed onto the hardened Funposit resin using a phosphate ester dental adhesive cement (Panavia, manufactured by Kuraray). After being stored in water at 37°C for 24 hours, 2 mm was measured using a universal testing machine.
The tensile adhesive strength was measured at a speed of 15). In addition, we made sure that there would be no breakage between the hardened composite resin and the stainless steel rod.
[歯面処理効果]
本発明による処理剤は、エナメル質および象牙質の双方
にすぐれた接着力を示す。これに対して比較例の処理剤
はエナメル質の接着力は大きくても、象牙質の接着力が
不十分であった。また、ウシ歯髄に由来するフラーゲン
線維に対する変性について、実施例5と比較例2の処理
剤の影響を電顕写真で比較すると、実施例による処理剤
の影響の小″さいことが認められた。[Tooth surface treatment effect] The treatment agent according to the present invention exhibits excellent adhesive strength to both enamel and dentin. On the other hand, although the treatment agent of the comparative example had a high adhesion force to enamel, its adhesion force to dentin was insufficient. Further, when comparing the effects of the processing agents of Example 5 and Comparative Example 2 on the degeneration of fullerogen fibers derived from bovine dental pulp using electron micrographs, it was found that the effects of the processing agents of Example were small.
表 1
(発明の効果)
本発明により、エナメル質面と象牙質面の両方を処理で
きる歯面処理剤を得ることができた。Table 1 (Effects of the Invention) According to the present invention, a tooth surface treatment agent capable of treating both the enamel surface and the dentin surface could be obtained.
特許出願人 株式会社 り ラ しPatent applicant RiRashi Co., Ltd.
Claims (3)
び水を構成要素とするエナメル質面および/または象牙
質面を処理するための歯面処理剤であつて、 (イ)該有機カルボン酸又はその無水物が、有機カルボ
ン酸又はその無水物、金属塩化物および水からなる組成
物に対し、その濃度が5〜50重量%であり、 (ロ)該金属塩化物が塩化カリウム、塩化カルシウムま
たはこれらの混合物で、該組成物に対し、その濃度が5
〜50重量%であることを特徴とする歯面の処理剤。(1) A tooth surface treatment agent for treating enamel and/or dentin surfaces, which comprises an organic carboxylic acid or its anhydride, metal chloride, and water, and (a) the organic carboxylic acid. or its anhydride has a concentration of 5 to 50% by weight based on the composition consisting of an organic carboxylic acid or its anhydride, a metal chloride, and water; (b) the metal chloride is potassium chloride, calcium chloride; or a mixture thereof, the concentration of which is 5% relative to the composition.
A tooth surface treatment agent characterized in that the amount is 50% by weight.
酸、酒石酸またはエチレンジアミン四酢酸もしくはその
塩である請求項第1項記載の歯面の処理剤。(2) The tooth surface treatment agent according to claim 1, wherein the organic carboxylic acid is citric acid, succinic acid, oxalic acid, tartaric acid, ethylenediaminetetraacetic acid, or a salt thereof.
物に対して5〜30重量%含まれてなる請求項第1項記
載の歯面の処理剤。(3) The tooth surface treatment agent according to claim 1, wherein each of citric acid and calcium chloride is contained in an amount of 5 to 30% by weight based on the composition.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP63246063A JPH0686367B2 (en) | 1987-09-30 | 1988-09-29 | Tooth surface treatment agent |
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP24863187 | 1987-09-30 | ||
JP660388 | 1988-01-14 | ||
JP62-248631 | 1988-01-14 | ||
JP63-6603 | 1988-01-14 | ||
JP63246063A JPH0686367B2 (en) | 1987-09-30 | 1988-09-29 | Tooth surface treatment agent |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH01279815A true JPH01279815A (en) | 1989-11-10 |
JPH0686367B2 JPH0686367B2 (en) | 1994-11-02 |
Family
ID=27277244
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP63246063A Expired - Lifetime JPH0686367B2 (en) | 1987-09-30 | 1988-09-29 | Tooth surface treatment agent |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH0686367B2 (en) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH06145020A (en) * | 1991-06-03 | 1994-05-24 | Shono Yasuo | Crystal-forming dentine pretreating agent and its production |
WO1995027470A1 (en) * | 1994-04-08 | 1995-10-19 | Kabushiki Kaisha Shofu | Tooth surface treatment |
US5925690A (en) * | 1995-11-20 | 1999-07-20 | Tokuyama Corproation | Dental primer composition and kit |
KR100295218B1 (en) * | 1992-07-13 | 2001-09-17 | 겜마 아키라 | Skin external composition |
DE112006003909T5 (en) | 2006-05-24 | 2009-04-16 | Kabushiki Kaisha Shofu | Dental adhesive primer composition |
EP3496729A4 (en) * | 2016-08-08 | 2020-10-07 | Launchpad Medical, Inc | Compositions and methods for adhesion to surfaces |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS62231652A (en) * | 1986-04-01 | 1987-10-12 | 三井化学株式会社 | Dental adhesive surface treatment method |
-
1988
- 1988-09-29 JP JP63246063A patent/JPH0686367B2/en not_active Expired - Lifetime
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS62231652A (en) * | 1986-04-01 | 1987-10-12 | 三井化学株式会社 | Dental adhesive surface treatment method |
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH06145020A (en) * | 1991-06-03 | 1994-05-24 | Shono Yasuo | Crystal-forming dentine pretreating agent and its production |
KR100295218B1 (en) * | 1992-07-13 | 2001-09-17 | 겜마 아키라 | Skin external composition |
WO1995027470A1 (en) * | 1994-04-08 | 1995-10-19 | Kabushiki Kaisha Shofu | Tooth surface treatment |
US5707611A (en) * | 1994-04-08 | 1998-01-13 | Kabushiki Kaisha Shofu | Tooth surface treating agent |
JP3505182B2 (en) * | 1994-04-08 | 2004-03-08 | 株式会社松風 | Tooth surface treatment agent |
US5925690A (en) * | 1995-11-20 | 1999-07-20 | Tokuyama Corproation | Dental primer composition and kit |
DE112006003909T5 (en) | 2006-05-24 | 2009-04-16 | Kabushiki Kaisha Shofu | Dental adhesive primer composition |
EP3496729A4 (en) * | 2016-08-08 | 2020-10-07 | Launchpad Medical, Inc | Compositions and methods for adhesion to surfaces |
US11247941B2 (en) | 2016-08-08 | 2022-02-15 | RevBio, Inc. | Compositions and methods for adhesion to surfaces |
Also Published As
Publication number | Publication date |
---|---|
JPH0686367B2 (en) | 1994-11-02 |
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