JPS63268780A - 歯質接着性化合物 - Google Patents
歯質接着性化合物Info
- Publication number
- JPS63268780A JPS63268780A JP62103220A JP10322087A JPS63268780A JP S63268780 A JPS63268780 A JP S63268780A JP 62103220 A JP62103220 A JP 62103220A JP 10322087 A JP10322087 A JP 10322087A JP S63268780 A JPS63268780 A JP S63268780A
- Authority
- JP
- Japan
- Prior art keywords
- methacryloyloxybenzoic
- adhesive
- compound
- acid
- substituted
- 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
- 150000001875 compounds Chemical class 0.000 title abstract description 10
- 210000004268 dentin Anatomy 0.000 title abstract description 8
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 5
- 125000001424 substituent group Chemical group 0.000 claims abstract description 5
- 239000000126 substance Substances 0.000 claims description 3
- QFPKSTNFHFEHJL-UHFFFAOYSA-N 2-(2-methylprop-2-enoyloxy)benzoic acid Chemical compound CC(=C)C(=O)OC1=CC=CC=C1C(O)=O QFPKSTNFHFEHJL-UHFFFAOYSA-N 0.000 abstract description 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract description 5
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract description 4
- 125000002947 alkylene group Chemical group 0.000 abstract description 4
- 239000000463 material Substances 0.000 abstract description 4
- AOJFQRQNPXYVLM-UHFFFAOYSA-N pyridin-1-ium;chloride Chemical compound [Cl-].C1=CC=[NH+]C=C1 AOJFQRQNPXYVLM-UHFFFAOYSA-N 0.000 abstract description 4
- 239000004851 dental resin Substances 0.000 abstract description 3
- 238000006116 polymerization reaction Methods 0.000 abstract description 3
- 239000000706 filtrate Substances 0.000 abstract description 2
- 239000003112 inhibitor Substances 0.000 abstract description 2
- VHRYZQNGTZXDNX-UHFFFAOYSA-N methacryloyl chloride Chemical compound CC(=C)C(Cl)=O VHRYZQNGTZXDNX-UHFFFAOYSA-N 0.000 abstract description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 abstract 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical class CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 abstract 1
- 230000001747 exhibiting effect Effects 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 abstract 1
- 229960004889 salicylic acid Drugs 0.000 abstract 1
- 239000000853 adhesive Substances 0.000 description 23
- 230000001070 adhesive effect Effects 0.000 description 22
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 13
- 230000000052 comparative effect Effects 0.000 description 13
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 12
- 230000009102 absorption Effects 0.000 description 8
- 238000010521 absorption reaction Methods 0.000 description 8
- 210000003298 dental enamel Anatomy 0.000 description 8
- 239000000203 mixture Substances 0.000 description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 7
- 230000001464 adherent effect Effects 0.000 description 7
- ROJHKBPPJIXIBJ-UHFFFAOYSA-N 3-(2-methylprop-2-enoyloxy)benzoic acid Chemical compound CC(=C)C(=O)OC1=CC=CC(C(O)=O)=C1 ROJHKBPPJIXIBJ-UHFFFAOYSA-N 0.000 description 6
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 6
- 239000004926 polymethyl methacrylate Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- FBAFATDZDUQKNH-UHFFFAOYSA-M iron chloride Chemical compound [Cl-].[Fe] FBAFATDZDUQKNH-UHFFFAOYSA-M 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 239000003505 polymerization initiator Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- DNCFPDURLPJGKX-UHFFFAOYSA-N 4-(2-methylprop-2-enoyloxy)benzoic acid Chemical compound CC(=C)C(=O)OC1=CC=C(C(O)=O)C=C1 DNCFPDURLPJGKX-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 229910052810 boron oxide Inorganic materials 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 239000003479 dental cement Substances 0.000 description 2
- 229910001651 emery Inorganic materials 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- CMHHITPYCHHOGT-UHFFFAOYSA-N tributylborane Chemical compound CCCCB(CCCC)CCCC CMHHITPYCHHOGT-UHFFFAOYSA-N 0.000 description 2
- -1 vinyl compound Chemical class 0.000 description 2
- JUVSRZCUMWZBFK-UHFFFAOYSA-N 2-[n-(2-hydroxyethyl)-4-methylanilino]ethanol Chemical compound CC1=CC=C(N(CCO)CCO)C=C1 JUVSRZCUMWZBFK-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 229920000298 Cellophane Polymers 0.000 description 1
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000001764 infiltration Methods 0.000 description 1
- 230000008595 infiltration Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 210000000214 mouth Anatomy 0.000 description 1
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 1
- 238000005498 polishing Methods 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- JZWFDVDETGFGFC-UHFFFAOYSA-N salacetamide Chemical group CC(=O)NC(=O)C1=CC=CC=C1O JZWFDVDETGFGFC-UHFFFAOYSA-N 0.000 description 1
- KFZUDNZQQCWGKF-UHFFFAOYSA-M sodium;4-methylbenzenesulfinate Chemical compound [Na+].CC1=CC=C(S([O-])=O)C=C1 KFZUDNZQQCWGKF-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 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
- A61K6/30—Compositions for temporarily or permanently fixing teeth or palates, e.g. primers for dental adhesives
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)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Dental Preparations (AREA)
- Adhesives Or Adhesive Processes (AREA)
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62103220A JPS63268780A (ja) | 1987-04-28 | 1987-04-28 | 歯質接着性化合物 |
| DE19873736554 DE3736554A1 (de) | 1987-04-28 | 1987-10-28 | Zahnklebeverbindung |
| US07/319,889 US4985198A (en) | 1987-04-28 | 1989-03-07 | Tooth-adhesive compounds |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62103220A JPS63268780A (ja) | 1987-04-28 | 1987-04-28 | 歯質接着性化合物 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS63268780A true JPS63268780A (ja) | 1988-11-07 |
Family
ID=14348411
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP62103220A Pending JPS63268780A (ja) | 1987-04-28 | 1987-04-28 | 歯質接着性化合物 |
Country Status (3)
| Country | Link |
|---|---|
| US (1) | US4985198A (enExample) |
| JP (1) | JPS63268780A (enExample) |
| DE (1) | DE3736554A1 (enExample) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2012508806A (ja) * | 2008-11-17 | 2012-04-12 | バイエル・マテリアルサイエンス・リミテッド・ライアビリティ・カンパニー | 加水分解によりサリチル酸を放出するバイオフィルム阻害コーティング |
| JP2013100471A (ja) * | 2011-10-13 | 2013-05-23 | Sumitomo Chemical Co Ltd | 化合物、樹脂、レジスト組成物及びレジストパターンの製造方法 |
| JP2018523728A (ja) * | 2015-07-24 | 2018-08-23 | ザ・ユニバーシティ・オブ・シドニー | 殺菌性ポリマー及びその合成 |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2027921C (en) * | 1989-10-19 | 1997-12-09 | Nobuo Nakabayashi | Bone cement composition, cured product thereof, implant material and process for the preparation of the same |
| JP2656417B2 (ja) * | 1991-12-18 | 1997-09-24 | 富士写真フイルム株式会社 | 重合性フェノ−ル誘導体 |
| US6500879B1 (en) | 1993-04-19 | 2002-12-31 | Dentsply Research & Development Corp. | Dental composition and method |
| US6391940B1 (en) | 1993-04-19 | 2002-05-21 | Dentsply Research & Development Corp. | Method and composition for adhering to metal dental structure |
| US5710194A (en) * | 1993-04-19 | 1998-01-20 | Dentsply Research & Development Corp. | Dental compounds, compositions, products and methods |
| US5338773A (en) * | 1993-04-19 | 1994-08-16 | Dentsply Research & Development Corp. | Dental composition and method |
| US6369164B1 (en) | 1993-05-26 | 2002-04-09 | Dentsply G.M.B.H. | Polymerizable compounds and compositions |
| US5998499A (en) | 1994-03-25 | 1999-12-07 | Dentsply G.M.B.H. | Liquid crystalline (meth)acrylate compounds, composition and method |
| US6353061B1 (en) | 1993-05-26 | 2002-03-05 | Dentsply Gmbh | α, ω-methacrylate terminated macromonomer compounds |
| US20050043490A1 (en) * | 1993-05-26 | 2005-02-24 | Klee Joachim E. | Polymerizable compounds and compositions |
| CA2146816A1 (en) | 1994-04-22 | 1995-10-23 | Joachim E. Klee | Process and composition for preparing a dental polymer product |
| US5922785A (en) * | 1997-08-11 | 1999-07-13 | The Kerr Corporation | Dental resins |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5970643A (ja) * | 1982-10-16 | 1984-04-21 | Teikoku Chem Ind Corp Ltd | (メタ)アクリロイルオキシアルキルオキシフエニルカルボン酸及びその製造方法 |
| JPS5970644A (ja) * | 1982-10-16 | 1984-04-21 | Teikoku Chem Ind Corp Ltd | (メタ)アクリロイルオキシアルキルオキシフエニル化合物 |
| JPS59223772A (ja) * | 1983-06-02 | 1984-12-15 | Tokuyama Soda Co Ltd | 重合用組成物 |
| JPS6128567A (ja) * | 1983-12-29 | 1986-02-08 | Tokuyama Soda Co Ltd | 分割包装された歯科用接着材 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1309149A (en) * | 1970-05-21 | 1973-03-07 | Aspro Nicholas Ltd | Substituted phenyl acrylates and fungicidal uses thereof |
| US4144283A (en) * | 1976-10-07 | 1979-03-13 | Toyo Ink Manufacturing Co., Ltd. | Curable coating compositions |
| JPS5817513B2 (ja) * | 1977-10-13 | 1983-04-07 | 三井化学株式会社 | 接着剤組成物 |
| JPS5466614A (en) * | 1977-11-01 | 1979-05-29 | Mitsubishi Gas Chem Co Inc | Preparation of carboxylic acid or its ester |
| DE3269173D1 (en) * | 1981-07-29 | 1986-03-27 | Kuraray Co | Adhesive composition |
| JPS59129278A (ja) * | 1983-01-14 | 1984-07-25 | Kuraray Co Ltd | 歯科・整形外科用接着剤 |
| JPS5915468A (ja) * | 1982-07-16 | 1984-01-26 | Kuraray Co Ltd | 接着剤 |
| JPH0970643A (ja) * | 1995-09-06 | 1997-03-18 | Sugitani Kinzoku Kogyo Kk | 中空中子の製造方法及びその製造装置 |
-
1987
- 1987-04-28 JP JP62103220A patent/JPS63268780A/ja active Pending
- 1987-10-28 DE DE19873736554 patent/DE3736554A1/de active Granted
-
1989
- 1989-03-07 US US07/319,889 patent/US4985198A/en not_active Expired - Fee Related
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5970643A (ja) * | 1982-10-16 | 1984-04-21 | Teikoku Chem Ind Corp Ltd | (メタ)アクリロイルオキシアルキルオキシフエニルカルボン酸及びその製造方法 |
| JPS5970644A (ja) * | 1982-10-16 | 1984-04-21 | Teikoku Chem Ind Corp Ltd | (メタ)アクリロイルオキシアルキルオキシフエニル化合物 |
| JPS59223772A (ja) * | 1983-06-02 | 1984-12-15 | Tokuyama Soda Co Ltd | 重合用組成物 |
| JPS6128567A (ja) * | 1983-12-29 | 1986-02-08 | Tokuyama Soda Co Ltd | 分割包装された歯科用接着材 |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2012508806A (ja) * | 2008-11-17 | 2012-04-12 | バイエル・マテリアルサイエンス・リミテッド・ライアビリティ・カンパニー | 加水分解によりサリチル酸を放出するバイオフィルム阻害コーティング |
| JP2013100471A (ja) * | 2011-10-13 | 2013-05-23 | Sumitomo Chemical Co Ltd | 化合物、樹脂、レジスト組成物及びレジストパターンの製造方法 |
| JP2018523728A (ja) * | 2015-07-24 | 2018-08-23 | ザ・ユニバーシティ・オブ・シドニー | 殺菌性ポリマー及びその合成 |
Also Published As
| Publication number | Publication date |
|---|---|
| US4985198A (en) | 1991-01-15 |
| DE3736554C2 (enExample) | 1993-03-25 |
| DE3736554A1 (de) | 1988-11-10 |
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