CA2657199A1 - Composition adhesive dentaire pour mordancage total comportant une pluralite de monomeres amides d'acide acrylique ou alkylacrylique n-substitue polymerisables differents - Google Patents
Composition adhesive dentaire pour mordancage total comportant une pluralite de monomeres amides d'acide acrylique ou alkylacrylique n-substitue polymerisables differents Download PDFInfo
- Publication number
- CA2657199A1 CA2657199A1 CA002657199A CA2657199A CA2657199A1 CA 2657199 A1 CA2657199 A1 CA 2657199A1 CA 002657199 A CA002657199 A CA 002657199A CA 2657199 A CA2657199 A CA 2657199A CA 2657199 A1 CA2657199 A1 CA 2657199A1
- Authority
- CA
- Canada
- Prior art keywords
- adhesive composition
- dental adhesive
- composition according
- water
- polymerizable
- 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.)
- Abandoned
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 63
- 239000003479 dental cement Substances 0.000 title claims abstract description 43
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 title claims abstract description 14
- 239000000178 monomer Substances 0.000 title claims abstract description 14
- 239000003960 organic solvent Substances 0.000 claims abstract description 12
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims abstract description 9
- 239000007864 aqueous solution Substances 0.000 claims abstract description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 claims description 8
- 239000003999 initiator Substances 0.000 claims description 8
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 6
- 239000003112 inhibitor Substances 0.000 claims description 5
- 239000003381 stabilizer Substances 0.000 claims description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical group CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 4
- 150000007513 acids Chemical class 0.000 claims description 4
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 239000003505 polymerization initiator Substances 0.000 claims description 4
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 4
- 229920006395 saturated elastomer Polymers 0.000 claims description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 2
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 2
- 150000001298 alcohols Chemical group 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000004122 cyclic group Chemical group 0.000 claims description 2
- -1 fluoride compound Chemical class 0.000 claims description 2
- 239000001530 fumaric acid Substances 0.000 claims description 2
- 150000002576 ketones Chemical class 0.000 claims description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 2
- 239000011976 maleic acid Substances 0.000 claims description 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 150000007524 organic acids Chemical class 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000012966 redox initiator Substances 0.000 claims description 2
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims 3
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims 2
- 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 claims 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims 1
- 229930006711 bornane-2,3-dione Natural products 0.000 claims 1
- 235000019253 formic acid Nutrition 0.000 claims 1
- 210000004268 dentin Anatomy 0.000 description 12
- 238000000034 method Methods 0.000 description 12
- 210000003298 dental enamel Anatomy 0.000 description 9
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 8
- 239000002131 composite material Substances 0.000 description 8
- 239000000853 adhesive Substances 0.000 description 7
- 230000001070 adhesive effect Effects 0.000 description 7
- 239000012190 activator Substances 0.000 description 5
- 238000005530 etching Methods 0.000 description 5
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 4
- 239000004568 cement Substances 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 239000012790 adhesive layer Substances 0.000 description 3
- 239000000805 composite resin Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000001228 spectrum Methods 0.000 description 3
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- 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 description 2
- 208000002599 Smear Layer Diseases 0.000 description 2
- 238000004026 adhesive bonding Methods 0.000 description 2
- 239000012736 aqueous medium Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- FMUVMAVCRZXISR-UHFFFAOYSA-N n-[3-(prop-2-enoylamino)pentyl]prop-2-enamide Chemical compound C=CC(=O)NC(CC)CCNC(=O)C=C FMUVMAVCRZXISR-UHFFFAOYSA-N 0.000 description 2
- GJQRYIOSVPEUQJ-UHFFFAOYSA-N n-[3-(prop-2-enoylamino)propyl]prop-2-enamide Chemical compound C=CC(=O)NCCCNC(=O)C=C GJQRYIOSVPEUQJ-UHFFFAOYSA-N 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 210000005239 tubule Anatomy 0.000 description 2
- 238000009736 wetting Methods 0.000 description 2
- DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 description 1
- JYMNQRQQBJIMCV-UHFFFAOYSA-N 4-(dimethylamino)benzonitrile Chemical compound CN(C)C1=CC=C(C#N)C=C1 JYMNQRQQBJIMCV-UHFFFAOYSA-N 0.000 description 1
- 229910000497 Amalgam Inorganic materials 0.000 description 1
- 235000001258 Cinchona calisaya Nutrition 0.000 description 1
- 241000723346 Cinnamomum camphora Species 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- BGNXCDMCOKJUMV-UHFFFAOYSA-N Tert-Butylhydroquinone Chemical compound CC(C)(C)C1=CC(O)=CC=C1O BGNXCDMCOKJUMV-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 239000007767 bonding agent Substances 0.000 description 1
- 229960000846 camphor Drugs 0.000 description 1
- 229930008380 camphor Natural products 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 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 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 210000004513 dentition Anatomy 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000003020 moisturizing effect Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- JPSIUEJLDNCSHS-UHFFFAOYSA-N propane;prop-2-enoic acid Chemical compound CCC.OC(=O)C=C JPSIUEJLDNCSHS-UHFFFAOYSA-N 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 229960000948 quinine Drugs 0.000 description 1
- 239000000565 sealant Substances 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 230000036346 tooth eruption Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Dental Preparations (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
Composition adhésive dentaire ayant un pH d'au moins 3, laquelle comprend une solution aqueuse contenant (a) un monomère amide d'acide acrylique ou acrylique N-substitué par un groupe alkyle polymérisable; (b) un acide carboxylique polymérisable hydrosoluble; et (c) un solvant organique hydrosoluble.
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP06014620.6A EP1878419B1 (fr) | 2006-07-13 | 2006-07-13 | Composition d'adhésif dentaire - Total Etch |
| EP06014620.6 | 2006-07-13 | ||
| US80763606P | 2006-07-18 | 2006-07-18 | |
| US60/807,636 | 2006-07-18 | ||
| PCT/EP2007/005883 WO2008006489A1 (fr) | 2006-07-13 | 2007-07-03 | Composition adhésive dentaire pour mordançage total |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2657199A1 true CA2657199A1 (fr) | 2008-01-17 |
Family
ID=40589949
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002657199A Abandoned CA2657199A1 (fr) | 2006-07-13 | 2007-07-03 | Composition adhesive dentaire pour mordancage total comportant une pluralite de monomeres amides d'acide acrylique ou alkylacrylique n-substitue polymerisables differents |
Country Status (2)
| Country | Link |
|---|---|
| JP (1) | JP5500988B2 (fr) |
| CA (1) | CA2657199A1 (fr) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5878415B2 (ja) * | 2012-03-30 | 2016-03-08 | クラレノリタケデンタル株式会社 | 非対称型ジ(メタ)アクリルアミド含有歯科用組成物 |
| WO2013172266A1 (fr) | 2012-05-14 | 2013-11-21 | Jsr株式会社 | Procédé de production de particules polymères, particules polymères, charge pour colonne de chromatographie et colonne de chromatographie |
| EP2705827B1 (fr) * | 2012-09-11 | 2017-12-27 | DENTSPLY DETREY GmbH | Composition dentaire |
| EP2727576A1 (fr) * | 2012-11-05 | 2014-05-07 | DENTSPLY DETREY GmbH | Composition dentaire |
| AU2016365959B2 (en) | 2015-12-07 | 2021-09-16 | Kuraray Noritake Dental Inc. | Dental adhesive |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3520707B2 (ja) * | 1997-03-03 | 2004-04-19 | 株式会社トクヤマ | 接着性組成物 |
| DE60312714T2 (de) * | 2003-12-23 | 2007-12-06 | Dentsply Detrey Gmbh | Selbstätzende, selbstgrundierende Einkomponenten-Dentalkleberzusammensetzung |
-
2007
- 2007-07-03 JP JP2009518751A patent/JP5500988B2/ja not_active Expired - Fee Related
- 2007-07-03 CA CA002657199A patent/CA2657199A1/fr not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| JP2009542740A (ja) | 2009-12-03 |
| JP5500988B2 (ja) | 2014-05-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| FZDE | Discontinued |
Effective date: 20150703 |
|
| FZDE | Discontinued |
Effective date: 20150703 |