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WO1994024985A1 - Composition de pate pour ciment dentaire et ciment dentaire - Google Patents

Composition de pate pour ciment dentaire et ciment dentaire Download PDF

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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
Application number
PCT/JP1993/000557
Other languages
English (en)
Japanese (ja)
Inventor
Eiichi Masuhara
Shunji Arita
Weiping Zeng
Original Assignee
Japan Institute Of Advanced Dentistry
Sun Medical Co., Ltd.
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Japan Institute Of Advanced Dentistry, Sun Medical Co., Ltd. filed Critical Japan Institute Of Advanced Dentistry
Priority to JP6514998A priority Critical patent/JP2576850B2/ja
Priority to PCT/JP1993/000557 priority patent/WO1994024985A1/fr
Publication of WO1994024985A1 publication Critical patent/WO1994024985A1/fr

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K6/00Preparations for dentistry
    • A61K6/20Protective 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.
PCT/JP1993/000557 1993-04-28 1993-04-28 Composition de pate pour ciment dentaire et ciment dentaire WO1994024985A1 (fr)

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)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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

Patent Citations (4)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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

Also Published As

Publication number Publication date
JP2576850B2 (ja) 1997-01-29

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