WO1994024985A1 - Composition de pate pour ciment dentaire et ciment dentaire - Google Patents
Composition de pate pour ciment dentaire et ciment dentaire Download PDFInfo
- Publication number
- WO1994024985A1 WO1994024985A1 PCT/JP1993/000557 JP9300557W WO9424985A1 WO 1994024985 A1 WO1994024985 A1 WO 1994024985A1 JP 9300557 W JP9300557 W JP 9300557W WO 9424985 A1 WO9424985 A1 WO 9424985A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- monomer
- paste composition
- weight
- dental adhesive
- adhesive
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 52
- 239000003479 dental cement Substances 0.000 title claims abstract description 21
- 239000000178 monomer Substances 0.000 claims abstract description 31
- 239000003505 polymerization initiator Substances 0.000 claims abstract description 13
- 230000002378 acidificating effect Effects 0.000 claims abstract description 6
- 229920003048 styrene butadiene rubber Polymers 0.000 claims abstract 2
- 239000011521 glass Substances 0.000 claims description 10
- 229920001577 copolymer Polymers 0.000 claims description 9
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 8
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 claims description 8
- 239000010419 fine particle Substances 0.000 claims description 5
- 125000003118 aryl group Chemical group 0.000 claims description 4
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 claims description 4
- 239000011787 zinc oxide Substances 0.000 claims description 4
- 150000008064 anhydrides Chemical class 0.000 claims description 3
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 229940036348 bismuth carbonate Drugs 0.000 claims description 2
- 150000001622 bismuth compounds Chemical class 0.000 claims description 2
- 229910000416 bismuth oxide Inorganic materials 0.000 claims description 2
- 239000001506 calcium phosphate Substances 0.000 claims description 2
- 229910000389 calcium phosphate Inorganic materials 0.000 claims description 2
- 235000011010 calcium phosphates Nutrition 0.000 claims description 2
- TYIXMATWDRGMPF-UHFFFAOYSA-N dibismuth;oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[Bi+3].[Bi+3] TYIXMATWDRGMPF-UHFFFAOYSA-N 0.000 claims description 2
- GMZOPRQQINFLPQ-UHFFFAOYSA-H dibismuth;tricarbonate Chemical compound [Bi+3].[Bi+3].[O-]C([O-])=O.[O-]C([O-])=O.[O-]C([O-])=O GMZOPRQQINFLPQ-UHFFFAOYSA-H 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 229910052588 hydroxylapatite Inorganic materials 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 2
- XYJRXVWERLGGKC-UHFFFAOYSA-D pentacalcium;hydroxide;triphosphate Chemical compound [OH-].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O XYJRXVWERLGGKC-UHFFFAOYSA-D 0.000 claims description 2
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 claims description 2
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 claims description 2
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims 1
- HDANWDJTHPYEPH-UHFFFAOYSA-N C=CC1=CC=CC=C1.C=CC=C.C(C(=C)C)(=O)OC.C=CC1=CC=CC=C1 Chemical compound C=CC1=CC=CC=C1.C=CC=C.C(C(=C)C)(=O)OC.C=CC1=CC=CC=C1 HDANWDJTHPYEPH-UHFFFAOYSA-N 0.000 claims 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- 210000004268 dentin Anatomy 0.000 abstract description 21
- 239000000853 adhesive Substances 0.000 abstract description 15
- 230000001070 adhesive effect Effects 0.000 abstract description 15
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 abstract description 12
- 230000000704 physical effect Effects 0.000 abstract description 8
- 230000002950 deficient Effects 0.000 abstract description 3
- 239000000126 substance Substances 0.000 abstract 2
- 239000010954 inorganic particle Substances 0.000 abstract 1
- 239000000843 powder Substances 0.000 description 13
- 241000283690 Bos taurus Species 0.000 description 12
- 239000007788 liquid Substances 0.000 description 10
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 7
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 7
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
- 238000005452 bending Methods 0.000 description 4
- 238000005191 phase separation Methods 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- KAKZBPTYRLMSJV-UHFFFAOYSA-N vinyl-ethylene Natural products C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- 229910052782 aluminium Inorganic materials 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 239000011324 bead Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- CVRPVRHBAOPDIG-UHFFFAOYSA-N methyl 2-methylprop-2-enoate;2-(2-methylprop-2-enoyloxy)ethyl 1,3-dioxo-2-benzofuran-5-carboxylate Chemical compound COC(=O)C(C)=C.CC(=C)C(=O)OCCOC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 CVRPVRHBAOPDIG-UHFFFAOYSA-N 0.000 description 3
- RMCCONIRBZIDTH-UHFFFAOYSA-N 2-(2-methylprop-2-enoyloxy)ethyl 1,3-dioxo-2-benzofuran-5-carboxylate Chemical compound CC(=C)C(=O)OCCOC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 RMCCONIRBZIDTH-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000004568 cement Substances 0.000 description 2
- 210000003074 dental pulp Anatomy 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229910010272 inorganic material Inorganic materials 0.000 description 2
- 239000011147 inorganic material Substances 0.000 description 2
- 238000004898 kneading Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 1
- 229920006223 adhesive resin Polymers 0.000 description 1
- 230000000202 analgesic effect Effects 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000000843 anti-fungal effect Effects 0.000 description 1
- 229940121375 antifungal agent Drugs 0.000 description 1
- 239000012267 brine Substances 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 239000000805 composite resin Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 210000003298 dental enamel Anatomy 0.000 description 1
- 239000002781 deodorant agent Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 229960002089 ferrous chloride Drugs 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 239000003178 glass ionomer cement Substances 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000003384 imaging method Methods 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- NMCUIPGRVMDVDB-UHFFFAOYSA-L iron dichloride Chemical compound Cl[Fe]Cl NMCUIPGRVMDVDB-UHFFFAOYSA-L 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- YUODXBRCUKGCQO-UHFFFAOYSA-N n,n,4-trimethylaniline;4,7,7-trimethylbicyclo[2.2.1]heptane-2,3-dione Chemical compound CN(C)C1=CC=C(C)C=C1.C1CC2(C)C(=O)C(=O)C1C2(C)C YUODXBRCUKGCQO-UHFFFAOYSA-N 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 238000004393 prognosis Methods 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- CMHHITPYCHHOGT-UHFFFAOYSA-N tributylborane Chemical compound CCCCB(CCCC)CCCC CMHHITPYCHHOGT-UHFFFAOYSA-N 0.000 description 1
- LRXTYHSAJDENHV-UHFFFAOYSA-H zinc phosphate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O LRXTYHSAJDENHV-UHFFFAOYSA-H 0.000 description 1
- 239000002672 zinc phosphate cement Substances 0.000 description 1
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
Definitions
- the present invention relates to a case where a defective portion of a tooth hard tissue is repaired or prosthetic repaired with metal, ceramics, a polymer composite material (commonly known as a composite resin), or the like. It is used to connect or glue the hard tissues of the teeth (enamel, dentin and cement) to artificial restorations and prostheses.
- the present invention relates to a dental adhesive and a paste composition used therefor.
- adhesive compositions that have been used for dentistry include inorganic materials such as zinc phosphate cement, glass ionomer cement, and organic materials. Some of high polymer materials are available. The inorganic material was inferior in the adhesiveness to the hard tissue of the tooth, and the sealing property was insufficient. In addition, although organic polymer-based materials were excellent in adhesiveness, there was a problem in operability. For example, in Superbond C & B, polymer powder, liquid monomer, and room temperature polymerization initiator are stored separately, and these are stored immediately before use. An appropriate amount of this has been mixed and kneaded to form a paste-like paste, which has been applied to the surface of the adherend and used as an adhesive.
- inorganic materials such as zinc phosphate cement, glass ionomer cement, and organic materials.
- the present invention is provided to solve the above problems of the prior art.
- the dental adhesive of the present invention is a two-component system composed of a paste composition and a polymerization initiator, and each of the components can be separately packaged and stored and sold. It is
- the paste composition of the present invention comprises:
- Inorganic fine particles It is a paste-like composition made of such a composition that can always provide an optimum consistency for an adhesive.
- Methyl methacrylate, styrene and butadiene copolymers include methyl methacrylate, styrene and butadiene copolymers. It is preferred that each component of the component contains 20 to 60% by weight, 20 to 60% by weight and 20 to 50% by weight, respectively. In the paste composition, the copolymer is contained in an amount of preferably from 10 to 50% by weight, more preferably from 15 to 40% by weight.
- Monomers having an acidic group include n-methacryloxyaminosalicylic acid (MASA) and 4-methacryloyl trimerite Acid anhydride (4-MATA) is preferred. Since these compounds have high affinity for dentin, they improve the adhesiveness of the adhesive of the present invention, and are preferred as components having an analgesic effect on living dental pulp. It is contained in the paste composition in a range of preferably 0.1 to 30% by weight, more preferably 1.0 to: 0% by weight.
- the polyfunctional monomer contained in the monomer mixture, is represented by the following general formula (I)
- R 1 and R 2 are each independently a hydrogen atom or a methyl group
- A is the following formula
- R 3 represents a divalent aromatic group which has at least one aromatic ring and may contain an oxygen atom, and n and m are positive integers.
- the polyfunctional (meta) relate type monomer represented by the following can be listed.
- monofunctional monomers contained in the monomer mixture include 2-, hydroxyethyl methacrylate (HEMA) and the like. And a mixture of monomers which can include methyl methacrylate (MMA), preferably 20 to 80% by weight, more preferably Is contained in the paste composition at 30 to 70% by weight.
- MMA methyl methacrylate
- the polyfunctional monomer is preferably contained in an amount of 5 to 40% by weight, and the monofunctional monomer is preferably contained in an amount of 10 to 50% by weight.
- HEMA imparts affinity to dentin
- MMA improves the physical properties of the cured polymer.
- 2.6 E imparts water resistance.
- the inorganic fine particles include barium sulfate, zirconia oxide bismuth oxide, bismuth carbonate, organic bismuth compounds, titanium oxide, and Glasses, glass beads, hydroxys. Dinner and calcium phosphate etc. can be used.
- zinc oxide imparts antibacterial, antifungal and deodorant effects
- glass paste imparts X-ray contrast to the paste composition of the present invention. is there .
- the paste composition of the present invention can be prepared more easily by mixing the components.
- the dental adhesive of the present invention easily and uniformly mixed can be obtained. .
- polymerization initiator examples include those known in the art, such as, for example, trialkylboron (particularly, tri-n-butylboron) and its oxides or partial oxides thereof.
- camphorquinone dimethyl p-toluidine as a visible light polymerization initiator, preferably 0.1 to 2 of the dental adhesive of the present invention. It can be used in the range of 0% by weight.
- the polymer curing can be appropriately selected by those skilled in the art according to the type of the polymerization initiator to be used.
- the dental adhesive of the present invention comprises a paste composition and a polymerization initiator. Because of this two-component system, it can be reliably used by anyone in the clinic, and the adhesiveness between the hard tissue of the tooth and the restoration or prosthesis is further improved, further improving the vital teeth. It has the advantage of being safe and extremely simple to use.
- the paste composition of the present invention can be mixed with a coloring agent such as hydroquinone, if necessary, in an appropriate amount.
- MMA 22 parts
- 2 — 11.1 parts of hydrogenated methacrylate (HEMA), 4-metaacryloyl trimethyl anhydride (4—META) was added to prepare a paste composition.
- the paste composition is used as a base material, and is further added with zirconia oxide to impart X-ray contrast.
- the fracture was determined by cohesive failure of the cured composition near the dentin surface.
- the paste composition was sealed and stored in a glass bottle for 4 weeks, but no phase separation or change in fluidity was observed.
- Example 5 Storage stability The first-storage composition was sealed and stored in a glass bottle for 4 weeks, but no change in phase separation and fluidity was observed.
- Example 3 To 17 parts of the copolymer (BTA powder) used in Example 1, 22 parts of liquid MMA monomer, 17.5 parts of 2.6E and 17.5 parts of HEMA were added. 1 2 parts and 0.3 parts of MASA were added to form a paste, to which 30 parts of the optional hydroxyapatite fine powder and zinc oxide were added. Two parts of the fine powder were added to obtain the paste composition of the present invention, which is the first component. 1) Curing time 0.2 g of this paste composition was subjected to liquid polymerization of the second component. When the initiator (TBB-O) was added with 0.1 lg and kneaded, it gelled after 60 seconds at room temperature and hardened after 20 minutes. 2) Adhesive strength to bovine dentin Tensile adhesive strength after adhesion
- Example 4 Physical properties after polymerization curing Brinell hardness H 17.4 Flexural strength 5 kgf / cm2 5) Storage stability The paste composition was sealed and stored in a glass bottle for 4 weeks. However, no phase separation and no change in fluidity were observed.
- Example 4 17.5 parts of the copolymer (BTA powder) used in Example 1 was compared with 22.1 parts of liquid MMA monomer, and 1.7, 5 parts of 2.6E was added. Add 12.1 parts of HEMA and 0.3 parts of MASA to give a paste yield, and add 30 parts of the optional glass beads fine powder and start photopolymerization. 0.01 parts of campaquinone, 3rd The paste composition of the present invention, which is the first component, was added to 0.01 part of Min.
- the three components are separate, and the storage stability is good.
- the dental adhesive of the present invention is applicable to the physical strength and the dentin, particularly dentin and cement, which have been conventionally required as the requirements to be provided by the dental adhesive. Its adhesive strength has been improved, and it is a great feature that it can be applied to vital teeth without any harm to vital dental pulp with ease.
- the dental adhesive of the present invention it is possible to securely close the tooth-deficient portion, and it is possible to maintain a living tooth for a long period of time. . Therefore, the present invention is expected to have a great effect on maintaining the vitality of living teeth in a long-lived society.
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)
- Dental Preparations (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
L'invention se rapporte à une composition de pâte pour ciments dentaires, qui comprend: (a) un copolymère méthacrylate de méthyle/styrène/butadiène, (b) un monomère acide, (c) un mélange de monomères constitué par des monomères polyfonctionnels et monofonctionnels, et (d) de fines particules inorganiques, ainsi qu'à un ciment dentaire comprenant cette composition et un initiateur de polymérisation. Ce ciment possède des propriétés physiques améliorées et un plus grand pouvoir adhésif contre les substances constituant les dents, en particulier la dentine et le cément, propriétés qui sont pour le ciment dentaire des exigences essentielles. Le ciment dentaire décrit possède en outre l'avantage notable de ne pas endommager la pulpe dentaire, de sorte qu'il peut être appliqué sur les dents vivantes. On peut utiliser un tel ciment pour sceller des parties défectueuses d'une substance de constitution des dents, sans qu'aucun défaut de scellement n'apparaisse, tout en préservant durablement les dents vivantes.
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP6514998A JP2576850B2 (ja) | 1993-04-28 | 1993-04-28 | 歯科用接着剤用ペースト組成物及び歯科用接着剤 |
PCT/JP1993/000557 WO1994024985A1 (fr) | 1993-04-28 | 1993-04-28 | Composition de pate pour ciment dentaire et ciment dentaire |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
PCT/JP1993/000557 WO1994024985A1 (fr) | 1993-04-28 | 1993-04-28 | Composition de pate pour ciment dentaire et ciment dentaire |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1994024985A1 true WO1994024985A1 (fr) | 1994-11-10 |
Family
ID=14070252
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP1993/000557 WO1994024985A1 (fr) | 1993-04-28 | 1993-04-28 | Composition de pate pour ciment dentaire et ciment dentaire |
Country Status (2)
Country | Link |
---|---|
JP (1) | JP2576850B2 (fr) |
WO (1) | WO1994024985A1 (fr) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0684033A1 (fr) * | 1994-05-25 | 1995-11-29 | Sun Medical Co., Ltd. | Composition adhésive pour traitement dentaire |
JP2937808B2 (ja) | 1994-05-25 | 1999-08-23 | サンメディカル株式会社 | 歯科用接着性組成物 |
WO2003082931A1 (fr) * | 2002-03-28 | 2003-10-09 | Sun Medical Co., Ltd. | Composition d'amorce de polymerisation de pate, resine de scellement ou colle chirurgicale et kit d'adhesifs |
WO2010132270A1 (fr) * | 2009-05-13 | 2010-11-18 | 3M Innovative Properties Company | Composition de colle dentaire comprenant un additif polymère favorisant l'adhérence et procédé associé |
JP2013075862A (ja) * | 2011-09-30 | 2013-04-25 | Gc Dental Products Corp | 歯科用組成物 |
US8450360B2 (en) | 2010-04-14 | 2013-05-28 | Bayer Cropscience Ag | Process for preparing dithiine-tetracarboximides |
JP7430560B2 (ja) | 2020-03-31 | 2024-02-13 | サンメディカル株式会社 | 歯科用充填用組成物および二剤型歯科用充填剤 |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5879911A (ja) * | 1981-11-05 | 1983-05-13 | Sankin Kogyo Kk | 歯科用接着剤 |
JPS58140047A (ja) * | 1982-02-15 | 1983-08-19 | Shiyoufuu:Kk | トリメリツト酸4−〔2−(メタ)アクリロイルオキシプロピル〕およびその酸無水物 |
JPS63162710A (ja) * | 1986-12-26 | 1988-07-06 | Mitsui Petrochem Ind Ltd | 硬化性組成物 |
JPS6411113A (en) * | 1987-07-03 | 1989-01-13 | Mitsui Petrochemical Ind | Curable composition |
-
1993
- 1993-04-28 WO PCT/JP1993/000557 patent/WO1994024985A1/fr active Application Filing
- 1993-04-28 JP JP6514998A patent/JP2576850B2/ja not_active Expired - Fee Related
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5879911A (ja) * | 1981-11-05 | 1983-05-13 | Sankin Kogyo Kk | 歯科用接着剤 |
JPS58140047A (ja) * | 1982-02-15 | 1983-08-19 | Shiyoufuu:Kk | トリメリツト酸4−〔2−(メタ)アクリロイルオキシプロピル〕およびその酸無水物 |
JPS63162710A (ja) * | 1986-12-26 | 1988-07-06 | Mitsui Petrochem Ind Ltd | 硬化性組成物 |
JPS6411113A (en) * | 1987-07-03 | 1989-01-13 | Mitsui Petrochemical Ind | Curable composition |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0684033A1 (fr) * | 1994-05-25 | 1995-11-29 | Sun Medical Co., Ltd. | Composition adhésive pour traitement dentaire |
US5700875A (en) * | 1994-05-25 | 1997-12-23 | Sun Medical Co., Ltd. | Adhesive composition for dental treatment |
JP2937808B2 (ja) | 1994-05-25 | 1999-08-23 | サンメディカル株式会社 | 歯科用接着性組成物 |
WO2003082931A1 (fr) * | 2002-03-28 | 2003-10-09 | Sun Medical Co., Ltd. | Composition d'amorce de polymerisation de pate, resine de scellement ou colle chirurgicale et kit d'adhesifs |
JPWO2003082931A1 (ja) * | 2002-03-28 | 2005-08-04 | サンメディカル株式会社 | ペースト状重合開始剤組成物、歯科用又は外科用接着剤及び接着剤キット |
WO2010132270A1 (fr) * | 2009-05-13 | 2010-11-18 | 3M Innovative Properties Company | Composition de colle dentaire comprenant un additif polymère favorisant l'adhérence et procédé associé |
JP2012526817A (ja) * | 2009-05-13 | 2012-11-01 | スリーエム イノベイティブ プロパティズ カンパニー | 接着促進ポリマー添加剤を含む歯科用接着剤組成物及び方法 |
US8450360B2 (en) | 2010-04-14 | 2013-05-28 | Bayer Cropscience Ag | Process for preparing dithiine-tetracarboximides |
JP2013075862A (ja) * | 2011-09-30 | 2013-04-25 | Gc Dental Products Corp | 歯科用組成物 |
JP7430560B2 (ja) | 2020-03-31 | 2024-02-13 | サンメディカル株式会社 | 歯科用充填用組成物および二剤型歯科用充填剤 |
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