WO1998016187A1 - Compositions de rempissage durcissables pour canal radiculaire destinees a l'utilisation en dentisterie et kits contenant ces dernieres - Google Patents

Compositions de rempissage durcissables pour canal radiculaire destinees a l'utilisation en dentisterie et kits contenant ces dernieres Download PDF

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Publication number
WO1998016187A1
WO1998016187A1 PCT/JP1997/003644 JP9703644W WO9816187A1 WO 1998016187 A1 WO1998016187 A1 WO 1998016187A1 JP 9703644 W JP9703644 W JP 9703644W WO 9816187 A1 WO9816187 A1 WO 9816187A1
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WIPO (PCT)
Prior art keywords
root canal
parts
meth
component
weight
Prior art date
Application number
PCT/JP1997/003644
Other languages
English (en)
Japanese (ja)
Inventor
Takashi Yamamoto
Kouichi Tashiro
Hiroshi Henmi
Original Assignee
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 Sun Medical Co., Ltd. filed Critical Sun Medical Co., Ltd.
Priority to JP51818498A priority Critical patent/JP3638615B2/ja
Publication of WO1998016187A1 publication Critical patent/WO1998016187A1/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K6/00—Preparations for dentistry
    • A61K6/50—Preparations specially adapted for dental root treatment
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K6/00—Preparations for dentistry
    • A61K6/50—Preparations specially adapted for dental root treatment
    • A61K6/54—Filling; Sealing

Definitions

  • the present invention relates to a cured product suitable for a root canal filling that is iiffl into the root canal of a tooth 0 More specifically, it is possible to igffl a ⁇ # agent or a good material for teeth, bones, ceramics, resins, etc. for B3 ⁇ 4 applications Cured tt! Background art
  • Root canal filling was proposed by Grossman as follows (Grossman ⁇ . I .: Enaodontic practice: 10th ed., Lea & Febiger, Phi la delphia, 296-302, 1981). 0 : (1) Easy to operate, exhibit »property and have a sufficient pot life (handling time), (2) Good dimensional stability, (3) Root canal It can be sealed in the vertical direction, (4) there is no irritation to the apical periodontal fiber, (5) it does not penetrate moisture, (6) it is insoluble and does not corrode, (7) it does not allow the growth of bacteria, It has been suggested that (8) it has X 3 ⁇ 4i ⁇ properties, (9) it does not discolor the dentin, (10) it is sterile, and (11) it can be removed depending on the machine.
  • thermoplastic resins that have been given X-ray radiation properties by combining an X ⁇ f property (a property that makes X-rays hard to thigh). It was a material that filled the root canal with properties and solidified in the process of the resin becoming the same temperature. With such a resin, there was no interaction between the resin and the root canal wall, so that the sealing property and adhesion to the root canal wall were not sufficient. The lack of blockage and tightness causes' ⁇ of external foreign matter into the root canal dentin, and it is considered that unhealthyness in the root canal causes collapse of the root and adverse effects on the alveolar bone.
  • thermoplastic resin produced by the technology hardly expects contact with the root canal wall, if a mechanical or physical external force is applied to the root canal wall, the sealability and adhesion may be impaired.
  • an adhesive has been proposed that is applied to enamezo and elephants that contain more calcium 5 ⁇ than in the root canal.
  • Japanese Patent Application Laid-Open No. 49-51443 a filling material for dental treatment using tributyl borane as a polymerization initiator has been proposed.
  • the cured product has no X-ray: ⁇ properties and does not contain heavy acid monomers containing acidic groups that should interact with the root canal wall.
  • the material for use as a root canal filler, the material must be applied within a properly treated dentin root canal.
  • the treatment of the root canal is performed with an aqueous solution of hydrogen peroxide or sodium hypochlorite for the purpose of sterilization or disinfection, but this treatment is not suitable for individual root canal materials. hard.
  • adhesives for dentin such as composite resin and resin cement, or surface treatment agents for hardening curable materials, but they can be applied to the root canal, which contains a very large amount of protein. It is recommended to select a less decalcified and less invasive process, but there are few specific proposals.
  • the present invention provides, as a root canal filling material, a curable exfoliated material exhibiting easy-to-operate fluidity, long life, and excellent X * 3 ⁇ 4Eif properties and sealing properties. To provide.
  • Another object of the present invention is to provide a root canal filling kit in combination with a tooth surface treating agent suitable for the curable composition of the present invention.
  • the object and ij point of the present invention are as follows: (A) Single government food ⁇ W monomer
  • the monomer (A) specifically, for example, (meth) methyl acrylate, (meth) ethyl acrylate, (meth) propyl acrylate, (meth) butyl acrylate, ( (Meth) Pentyl acrylate, hexyl (meth) acrylate, and the like.
  • Each of the above monofunctional heavy monomers can be used alone or in combination I can do it.
  • the weight of the monofunctional heavy ft monomer is slower than that of a polyfunctional heavy ft monomer, so that the curing time can be increased. Therefore, there is an advantage that operating time can be increased.
  • the play (A) in the present invention can contain a ⁇ group in the molecule.
  • a group include a carboxylic acid group, a carboxyhydrate group, a phosphoric acid group, a sulfonic acid group, and the like, and further, a thiocarboxylic acid group, a thiophosphate group, and the like.
  • the heavy functional group in the present invention include an acryloyl group, a methacryloyl group (hereinafter, both may be referred to as a (meth) acryloyl group), a styryl group, a vinyl group, and an aryl group. And unsaturated groups.
  • the monofunctional monomer is a heavy monomer containing one heavy ft group as described above in one molecule.
  • examples of the mono-m-compatible monomers having a carboxyl group in one molecule include monocarboxylic acids, dicarboxylic acids, tricarboxylic acids, and the like. Examples thereof include tetracarboxylic acids and polycarboxylic acids or anhydrides thereof.
  • MAC-10 11-methacryloyloxy 1,1-decanedecanedicarboxylic acid (MAC-10) and 4-methacryloyloleoxyethyltrimellitic acid (4-MET) or its anhydride (4-META) is preferably used.
  • Heavy 14 monomers having a phosphoric acid group or a thiophosphoric acid group in one molecule include, for example, 2- (meth) acryloyloxyshethyl sacyl phosphate, 2 and 3— (meth) acryloino Leoxyprovir acid phosphate, 4- (meth) acryloyloxybutyl acid phosphate, 6- (meth) acryloyloxyhexyl acid phosphate, 8- (meth) acryloyl zoleoxy Ctylacidophosphate, 10- (Meth) acryloyloxydecylacidophosphate, 121- (Meth) acryloyloxydodecylacidophosphate, 2— (Meth) acryloylinoreoxyche Tilphenyl phosphide phosphate, 2- (meth) acryloyl oxexetil p-methoxyphenyl phosphide phosphate and the like can be mentioned.
  • the phosphate groups in these compounds can be replaced with thiophosphate groups.
  • 2-((meth) acryloyloleoxyshetylphenylacyside phosphate and 10- (meth) acryloyloleoxydecyl acid phosphate are preferably used.
  • Examples of the heavy monomer having a sulfonic acid group in one molecule include 2-sulfoethyl (meth) acrylate, 2- or 1-sulfo 1 or 2-propyl (meth) acrylate, and 1- or 3-sulfo 2-butyl ( (Meth) acrylate, 3-butamate 2-sulfo-1-propyl (meth) acrylate, 3-methoxy-1-sulfo 2-provyl (meth) acrylate, 1,1-dimethyl-12-sulfoethyl (meth) acrylamide And the like.
  • 2-methyl-2- (meth) acrylamide propanesulfonic acid is preferably used.
  • a monofunctional heavy monomer having an acidic group in one molecule may be substituted with other substituents such as an amino group, an amide group, a cyano group, a ditrinole group, a hydroxyl group, a thiolae group and a nodogen atom. May be provided. Further, a part or all of the ⁇ group may form a metal salt or a complex, or may form a complex with an ammonium salt or an ammonium salt. Further, a compound with another aminated ⁇ I may be formed.
  • the monomer having an acidic group in one molecule is preferably 0.1 to 30% by weight of the monomer.
  • (B) is the ⁇ ffl coalescence initiator.
  • a polymerization initiator include organic borides and extinct materials containing the same.
  • ⁇ Boron compounds include, for example, triethyl boron, tripropyl boron, triisopropyl boron, tributyl boron, tri-sec-butyl boron, triisobutyl boron, tripentyl boron, trihexyl boron, trioctyl boron, tridecyl boron, Trialkylboranes such as tridodecylboron, tricyclopentylboron, and tricyclohexylboron; alkoxyalkylborons such as butoxydibutylboron; butyldicyclohexylborane, diisoamylborane, 9-borabicyclo [3.3.1] nonane, and the like Examples include dialkylboranes and partially
  • triplyl boron or partially oxidized tributyl boron is preferably used.
  • partially oxidized tributylboron for example, those obtained by adding 0.3 to 0.9 mol of benzene to 1 mol of triptyl hydrogen are preferably used.
  • ⁇ (C) is a thixotropic agent.
  • This thixotropy-imparting agent is formulated to control the thixotropy of the composition, and provides an appropriate viscosity and pavement for root canal filling when preparing a cured composition. It plays a role in shortening the time to gain sex.
  • thixotropy is generally non-spherical particles having a larger axial ratio than spherical particles, and particles less than 100 nm, where the effect of the particle surface becomes important, are considered significant.
  • fillers include pot oxides such as acid i ⁇ , aluminum oxide and vanadium pentoxide, ⁇ ⁇ salts such as canolecidum (gypsum), and oxides such as silica. I can name gay elements. Here, it is preferable to ffl the silica filler.
  • the particle size of the silica filter can be selected according to the purpose, but the average particle size is preferably 0.001 to 100 m, more preferably 0.001 to 50 // m, and still more preferably 0.001 to 10 // m. It is a finely divided silica filler. In particular, when it is used as a root canal filler, it is preferable that the average particle diameter is in the range of 0.001 to 1 since the length can be increased.
  • the content of SiO 2 is usually 60% J3 ⁇ 4 ⁇ , but is preferably 80% or more when used as a root canal filler. Examples of other metals that may be contained in silica include sodium, balium, aluminum, zirconium, strontium, titanium, and fluorine. We can raise the power.
  • a particularly preferable filler is a filler which, when mixed with a heavy ⁇ ft monomer, turns into a yarn having a thixotropic property in a short time such as JlJ ifiK material.
  • a filler which, when mixed with a heavy ⁇ ft monomer, turns into a yarn having a thixotropic property in a short time such as JlJ ifiK material.
  • Judgment bends are almost not drooping (0-5mm), slightly drooping (5-15mm), dripping well (15-40mm), and very dripping (40-50mm).
  • " ⁇ Has a different thixotropy depending on the particle size and amount of the filler and the type of monomer used. ⁇ It can be selected according to the purpose and application. Therefore, the experiment is one of the most favorable (C) It is merely a method and is not intended to limit the scope of the invention.
  • the ⁇ 3 ⁇ 4 component (D) is an X ⁇ i3 ⁇ 4 filler.
  • a filler is added to confirm an X-ray opaque image of the cured product.
  • One of the fillers contains a metal element.
  • the average particle diameter is preferably in the range of 1 to 50 microns.
  • elements such as aluminum, parium, zirconium, strontium, titanium, iron, copper, and cobalt are contained. Preferably, it is included.
  • the present invention is particularly preferred as (D) in view of its use as a medical material, and examples thereof include a filler containing cerium, zirconium, and strontium.
  • zirconium-containing filler examples include fillers such as zirconium oxide, silica zirconium, silica aluminum zirconium, and zirconium phosphate. These fillers can be used alone or in combination to ffl. Further, the surface of these fillers may be treated with a surface treatment such as silanization ⁇ ⁇ titanation ⁇ ! Or the like, or may be coated or embedded with a polymer in advance.
  • m) is a polymerization mentioned or dissolved in (A), preferably having an average particle size of 1 to 300 microns, more preferably 10 to: LOO O microns.
  • a polymer is (A)! It is a polymer that has the property of dissolving or dissolving to increase the viscosity of the fi3 ⁇ 4- (A) liquid and to shorten the curing time.
  • a monofunctional M monomer or copolymer of the monofunctional heavy monomer represented by ( ⁇ ) can be mentioned. Specific examples include polymethyl (meth) acrylate, polyethyl (meth) acrylate, polypropyl (meth) acrylate, polybutyl (meth) acrylate, and a copolymer of methyl (meth) acrylate and ethyl (meth) acrylate. I can do it.
  • m (F) is the Tankankura ⁇ simple quantity. ⁇ (F) is used as needed.
  • the purpose of (F) is mainly for the purpose of adjusting the cured fiber of the cured object and improving the mechanical properties of the cured product.
  • aliphatic esters of (meth) acrylic acid such as neopentyl glycol di (meth) acrylate and trimethylolpropanetri (meth) acrylate; 1 mole of bisphenol A and 2 moles of glycidyl ( (Meth) Aroma of acrylates, etc .; ⁇ (Meth) acrylates; Ethylene glycol di (meth) acrylate, diethylene dali Cold (meth) acrylate, triethylene glycol di (meth) acrylate, pentaethylene glycol di (meth) acrylate, nonaethylene glycol di (meth) acrylate, tetradecaethylene glycol (meth) acrylate, etc.
  • Polyethylene propylene glycol (meth) acrylates propylene diol glycol (meth) acrylate, dibrovirene glycol di (meth) acrylate, tripropylene glycol (meth) acrylate, nonapropylene glycol (meta) Polypropylene glycol di (meth) acrylates such as acrylates; 2- (meth) acryloyloxyshethyl isocyanate or 2,2,4-trimethylhexamethylene diisocyanate or 1,3.5— Trimethyl (Meth) acrylates having a urethane bond such as those of hexamethylene diisocyanate and 2-hydroxyethyl (meth) acrylate; (meth) acrylic acid added to the product of bisphenol A with oxyethylene 2,4-bis (4- (meth) acryloyloxypolyethoxyphenyl) propanes and the like.
  • the multifunctional key-forming monomer that can be used as a game (F) can contain a fiber group in the molecule.
  • Examples of the polyfunctional monomer having at least one carboxyl group in one molecule include monocarboxylic acid, dicarboxylic acid, tricarboxylic acid, and tetracarboxylic acid, and derivatives thereof.
  • a polyfunctional heavy ft monomer having at least one phosphate group or thiophosphate group in one molecule includes, for example, bis (2) — (Meth) acryloyloxietyl ⁇ acid phosphate, bis ⁇ 2 or 3— (meth) acryloyloxyprovir ⁇ Examples include acid phosphate.
  • the phosphate group in these compounds can be replaced by a thiophosphate group.
  • the above-mentioned multi-phasic monomer (F) can be used in insects or in combination.
  • the amount of each component is in the range of 10 to 60 dragon parts, preferably 10 to 50 parts by weight, more preferably 15 to 40 parts by weight, based on 100 parts by weight of (A) to (E) in total.
  • fi3 ⁇ 49- (B) force ⁇ 20M »part preferably 1 ⁇ : LO parts by weight, more preferably l ⁇ 5Si part
  • (C) force 1 ⁇ 50 parts by weight, preferably l ⁇ 40Sft part Preferably in the range of 1 to 30 parts by weight
  • ⁇ (E) force 1 to 50 M3 ⁇ 4 parts preferably It is preferably in the range of 1 to 40 parts by weight, more preferably 1 to 3 OSM parts.
  • (A) is 10 to 60 parts by mass, preferably 10 5050 parts by weight, more preferably 15 to 40 Mfi parts
  • component (B) is 1 to 20 parts by weight, preferably 1 to: L OSM part, more preferably 1 to 5 S3 ⁇ 4 part, ⁇ (C) force ⁇ l-50 fiM parts, preferably l-40 mft parts, more preferably 1-30 parts
  • (E) is 1 to 50 parts by weight, preferably 1 to 4 OMM parts, more preferably 1 to 30 parts by weight
  • (F) is 0.1 to 20 parts by weight, preferably 0.1 to: L0M * part. More preferably, it is in the range of 0.1 to 5 M parts.
  • the material can be turned directly into the thigh and turned. Further, depending on the situation, the inside of the root canal may be washed in advance with a liquid containing peroxygen-containing water or an aqueous solution of sodium hypochlorite. In applying this hardening material, it is preferable to pretreat the tooth surface with an etching agent and a tooth surface treatment agent such as Z or a primer.
  • EDTA ethylenediaminetetraacetic acid or a salt thereof
  • DTPA diethylenetriamine or a salt thereof
  • these etchant 1 compositions contain metal ions such as canolasite ion, iron ion, copper ion and covanoleion.
  • the primer include water, Z and an organic sea that can be mixed with water, and other substances containing (A) and / or (B) fi ⁇ of the present invention.
  • pirates containing polymerization initiators such as ⁇ ions such as calcium ions, iron ions, copper ions, and cobalt ions, organic or non-oxide amine compounds, and photosensitizers such as potassium quinaquinone. We can raise the power.
  • water-miscible organic solvents examples include alcohols such as methanol, ethanol, propanol, and isobrovir alcohol; ketones such as acetone and methylethyl ketone; ethers such as tetrahydrofuran (THF); Amides such as dimethylformamide; dimethyl sulfoxide (DMSO); and the like. Among them, ethanol, acetone and DMSO are preferably used.
  • the "solvent” usable here plays an important role as a carrier for diffusing the cured product of the present invention into a living body having a high water content.
  • the cured product of the present invention When the cured product of the present invention is introduced into the root canal, another heat source having X-ray insight It is possible to use a commonly known root canal filler such as a gutta-pouch containing a plastic resin material. Use of a relatively soft M ⁇ material such as gutta-pouch is particularly convenient when the curable composition of the present invention is removed outside the root canal. That is, first, after the gutta bar is mechanically or chemically removed according to a method, the cured product of the present invention can be mechanically exposed. As above, hardening for root canal tt Essence or / and dentin surface treatment or
  • the object of the present invention can be solved.
  • Thermoplastic resin composition Showa 3 ⁇ 43 Chemical Co., Ltd.
  • the symbol shown in Table 1 indicates the following chemical formula ⁇ ).
  • ZC Nippon Metal Chemical Co., Ltd., zirconium oxide ZC :, average particle size 6.1 m
  • RX200 Nippon Aerosil Co., Ltd., Silica RX200, average particle size 12X10-3 m,
  • R972 Nippon Aerojiru Corporation, silica R 972, average particle size 16 X 10 - 3 zm,
  • TBB-0 partially oxidized tributylborane, oxygen about 0.3 mol Z mol 3 ⁇ 4 ⁇ thigh: polymethyl methacrylate, number average molecular weight 400,000, average particle size 3 Oum

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  • 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)

Abstract

Des compositions durcissables se caractérisant par une fluidité qui permet de les utiliser facilement en tant que matières de remplissage du canal radiculaire restent utilisables pendant une durée prolongée et présentent d'excellentes propriétés de contraste qux rayons X et d'obturation. Ces compositions comprennent des monomères (A) polymérisables monofonctionnels, des intitiateurs (B) de polymérisation contenant du bore, des agents thixotropes (C), des charges (D) de contraste aux rayons X et des polymères qui gonflent ou se dissolvent en présence du constituant (A). Des agents de traitement de la surface du canal radiculaire destinés aux compositions présentées ci-avant sont également décrits.
PCT/JP1997/003644 1996-10-11 1997-10-09 Compositions de rempissage durcissables pour canal radiculaire destinees a l'utilisation en dentisterie et kits contenant ces dernieres WO1998016187A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP51818498A JP3638615B2 (ja) 1996-10-11 1997-10-09 歯科根管充填用硬化性組成物およびそれを含むキット

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP26974296 1996-10-11
JP8/269742 1996-10-11

Publications (1)

Publication Number Publication Date
WO1998016187A1 true WO1998016187A1 (fr) 1998-04-23

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WO (1) WO1998016187A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2009131250A1 (fr) 2008-04-25 2009-10-29 サンメディカル株式会社 Composition durcissable à usage dentaire facile à retirer
US20120213832A1 (en) * 2009-10-23 2012-08-23 Tatsuya Ori Removable dental curable composition

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP6734658B2 (ja) 2016-02-15 2020-08-05 株式会社松風 ２ペースト型根管充填用シーラー組成物
JP6734659B2 (ja) 2016-02-15 2020-08-05 株式会社松風 根管充填用シーラー組成物

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH01100109A (ja) * 1987-10-09 1989-04-18 Kureha Chem Ind Co Ltd ペースト状歯科用根管充填材料
JPH03279309A (ja) * 1990-03-14 1991-12-10 Daikin Ind Ltd 根管充填用材料
JPH08119822A (ja) * 1994-10-20 1996-05-14 Sogo Shika Iryo Kenkyusho:Kk 歯科用接着性根管充填材料

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH01100109A (ja) * 1987-10-09 1989-04-18 Kureha Chem Ind Co Ltd ペースト状歯科用根管充填材料
JPH03279309A (ja) * 1990-03-14 1991-12-10 Daikin Ind Ltd 根管充填用材料
JPH08119822A (ja) * 1994-10-20 1996-05-14 Sogo Shika Iryo Kenkyusho:Kk 歯科用接着性根管充填材料

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2009131250A1 (fr) 2008-04-25 2009-10-29 サンメディカル株式会社 Composition durcissable à usage dentaire facile à retirer
US20110070563A1 (en) * 2008-04-25 2011-03-24 Sun Medical Co., Ltd. Easily removable dental curable composition
US8426488B2 (en) 2008-04-25 2013-04-23 Sun Medical Co., Ltd. Easily removable dental curable composition
JP5479326B2 (ja) * 2008-04-25 2014-04-23 サンメディカル株式会社 易除去性歯科用硬化性組成物
EP2272486A4 (fr) * 2008-04-25 2014-04-30 Sun Medical Co Ltd Composition durcissable à usage dentaire facile à retirer
US20120213832A1 (en) * 2009-10-23 2012-08-23 Tatsuya Ori Removable dental curable composition

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