EP1223911A1 - Substitut d'amalgame - Google Patents

Substitut d'amalgame

Info

Publication number
EP1223911A1
EP1223911A1 EP00974427A EP00974427A EP1223911A1 EP 1223911 A1 EP1223911 A1 EP 1223911A1 EP 00974427 A EP00974427 A EP 00974427A EP 00974427 A EP00974427 A EP 00974427A EP 1223911 A1 EP1223911 A1 EP 1223911A1
Authority
EP
European Patent Office
Prior art keywords
component
filling
filling material
weight
hard tooth
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.)
Withdrawn
Application number
EP00974427A
Other languages
German (de)
English (en)
Inventor
Karsten Dede
Oliver Frey
Oswald Gasser
Rainer Guggenberger
Thomas Luchterhandt
Wolfgang Weinmann
Thomas Klettke
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
3M Deutschland GmbH
Original Assignee
3M Espe AG
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 3M Espe AG filed Critical 3M Espe AG
Publication of EP1223911A1 publication Critical patent/EP1223911A1/fr
Withdrawn legal-status Critical Current

Links

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
    • 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
    • A61K6/80—Preparations for artificial teeth, for filling teeth or for capping teeth
    • A61K6/884—Preparations for artificial teeth, for filling teeth or for capping teeth comprising natural or synthetic resins
    • A61K6/887—Compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds

Definitions

  • the present invention relates to a dental filling system for filling therapy and its use as an amalgam substitute.
  • Amalgams - for example a mixture of a silver-tin alloy with liquid mercury - have been used as standard filling materials in restorative dentistry for 150 years, whereby they are used in particular in the premolar and molar tooth area.
  • amalgam restorations are able to guarantee the preservation of the hard tooth substance and the vitality of the pulp (so-called Standard 1) and also guarantee the tooth shape and function for years (so-called Standard 2).
  • Standard 1 One of the deciding factors for the long-term success of amalgam fillings was the simple processing technology and the comparatively low price, whereby the average survival rate of an amalgam filling can be up to 10 years and more. Nevertheless, amalgam as a standard filling material has been losing more and more market share in recent years.
  • amalgam alternatives were developed and, on the other hand, research was carried out into amalgam substitutes.
  • the aim of the amalgam alternatives is to design the restoration in such a way that it is indistinguishable from the surrounding tooth and this remains so throughout the entire application period (so-called standard 3).
  • this group of materials include, in particular, composites, which should not only have the tooth shade, but also a certain abrasion resistance and a perfect edge adaptation. This is achieved by additionally using an adhesive system (also bond, bonding, bonding system, adhesive, sealer or sealer system) that has to be used accurately in sometimes complicated applications.
  • an amalgam replacement only has to meet the aforementioned standard 2; in addition, the practical application - according to the amalgam - should be quick and easy. This means that, for example, it must be possible to work with steel matrices and wooden wedges, that a simple filling technique can be used, and especially if light curing is intended, this must be possible directly from the occlusal surface.
  • the layered build-up of the filling that is necessary for the amalgam alternatives should be dispensed with and a so-called bulk filling should be possible - again in accordance with the amalgam.
  • DE-A-196 03 577 describes an adhesive system which aims for an edge-free connection between the plastic material and the tooth structure.
  • the excellent connection in such a system means that in the event of a failure of the adhesive system, the fracture occurs between the hard tooth substance and the restorative material. However, this means that in the event of a fracture on or in the tooth structure, there is no longer any protection against caries.
  • DE-A-195 44 670 describes an adhesive system which does not harden radically, but in which a condensation reaction product is formed. An oxygen inhibition layer is avoided in this way.
  • cohesive cracks in the dentin and enamel result from the use of this adhesive system - which in turn aims to avoid a marginal gap.
  • the adhesive system therefore also belongs to a category that aims at an absolute bond between the hard tooth substance and the filling material, without the location of this crack formation being able to be predicted in the event of a crack formation. It can therefore also occur between the bond and the tooth structure.
  • EP-A-0 423 430 describes a dentin adhesive system with a primer and a bond.
  • the aim is for a bond between the hard tooth substance and the restorative material that is predominantly free of marginal gaps, without it being possible to predict where the marginal gap will occur if the adhesive system fails.
  • EP-A-0 088 527 describes a melt conditioner which is intended to produce a better bond between the melt and the filling material than is produced by the normally used etching process by phosphoric acid.
  • DE-A-34 14 163 describes a dentin primer and a dentin bonding system, which likewise aims at a bond between the hard tooth substance and the filling material that is largely free of marginal gaps.
  • these adhesive systems are not used as a pure sealant for the hard tooth substance. They are used exclusively as connecting material, whereby the connection between the sealed hard tooth substance and the shrinking filling material is made.
  • the adhesive systems of the prior art consistently aim for an absolutely higher adhesion between the filling material and the tooth structure.
  • a disadvantage of these systems is that it cannot be predicted where a crack will occur if the adhesive system fails. Fractures in the boundary layer between the adhesive system and the hard tooth substance or in the hard tooth substance are particularly harmful. Reliable protection cannot currently be guaranteed when using the adhesive and filling systems of the prior art.
  • a dental filling system containing a) a dental filling material and b) an adhesive or sealer for hard tooth substance, whereby c) the bond of the adhesive or sealer to the hard tooth substance is stronger than the filling material, in the form that no destructive forces of the shrinking material can be transferred to the adhesive or sealer.
  • Copolymerization This can be achieved, for example: by a low radical content, by applying a powder or a coating, such as an organosilicon compound, which prevents wetting of the two interfaces,
  • a different curing system of filling material and sealer for example a free radical curing filling material and a cationic curing sealer.
  • DE-A-199 37 092 shows that when using differently polymerizing systems, there is very good adhesion between the adhesive and the filling system.
  • a major disadvantage of the technical solutions described is that new adhesive systems and / or filling systems that meet these requirements have to be developed at great expense. None of the solutions shown in the cited document include the simple addition of substances to the sealing and / or filling system which interfere with the initiator system of the other component.
  • the object of the present invention is to provide a simple dental filling system in which the bond forces between the sealer or adhesive system and the filling material are weaker than between the sealer or adhesive system and the hard tooth substance, and which works with conventional dental materials and which does not additional intermediate layer required. This means that no new adhesive systems or filling materials need to be developed.
  • This task is solved by filling systems containing as component i) a sealing system that is capable of adhering to the hard tooth substance, as component ii) a filling material suitable for restorative dentistry, the filling system additionally containing component iii) in component i) and / or component ii) which contains the curing of the other Component is only lowered in the boundary layer between sealer and filling material by disturbing the hardening mechanism in such a way that the adhesion between component i) and ii) is less than the adhesion of component i) to the hard tooth substance.
  • the filling system according to the invention is thus designed such that component i) adheres to the tooth structure.
  • the sealing system preferably adheres to the hard tooth substance in such a way that, after an adhesion test has been carried out, more than 50%, preferably more than 80%, of the surface of the hard tooth substance is coated with the sealing system in the area examined.
  • this can be an amount of 0.01 to 99% by weight, preferably 0.25 to 95% by weight, based on the total weight of component iii) and the component in which the component is iii) is located. All weight percentages given below are based on this.
  • the invention also relates to a kit which comprises the filling system according to the invention, comprising a sealing system and a filling system.
  • the sealing system and filling system are regularly packaged separately, preferably in the form of single-use packaging. The invention is described in more detail below.
  • They can be substances which can be activated by UV or visible light, such as benzoin alkyl ethers, benzil ketals, acylphosphine oxides or aliphatic and aromatic 1,2-diketone compounds, for example camphorquinone, the catalyst activity being known per se by adding activators, such as tertiary amines or organic phosphites Way can be accelerated.
  • activators such as tertiary amines or organic phosphites Way can be accelerated.
  • the catalyst of the filling material - i.e. the amine - can be inhibited by additives in the adhesive system - for example, acids. This takes place in such a way that when the filling material comes into contact with the adhesive, the acid from the adhesive penetrates into the filling material, protonates the amine there and thus makes it unusable as a radical acceptor. As a result, no radical initiation can take place in the boundary layer and no adhesion between the filling material and the adhesive is possible.
  • acids When using acids as component iii), preference is given to those which have sufficient proton mobility, ie either have a pKa value of ⁇ 4.75 or, if their pKa value is greater than or equal to 4.75, are available in sufficient quantities.
  • these acids this means, for example, the use of strong inorganic acids, such as mineral acids, e.g. B. hydrochloric acid, sulfuric acid, phosphoric acid, super acids, such as HSbF ⁇ or HBF, Lewis acids, such as BF 3 adducts, acidic metal salts such as FeCI 3 , AgNO 3 , or complex acids or precursors of acids, such as acid chlorides or anhydrides.
  • the filling system contains an initiator system composed of camphorquinone and aliphatic amine.
  • acids such as weakly acidic acetic acid or carbonic acid derivatives
  • they must be provided in the amount according to the compositions according to the invention in such an amount that a pH of less than 6 is produced on the sealing layer.
  • these compounds correspond to component iii) and their content can be between 0.1 to 99% by weight, preferably between 3 to 90% by weight .-% and particularly preferably between 5 to 75 wt .-%.
  • the content of other acids can - depending on the acid strength - be between 0.1 to 80% by weight, preferably between 3 to 70% by weight and particularly preferably between 5 to 60% by weight.
  • acidic fillers such as citric acid, or acid-functionalized glasses or quartz or those which make the protons available via other mechanisms, such as acidic ion exchangers in combination with soluble salts. It is also conceivable to also use these acidic fillers in the adhesive system, in which case their content should be between 3 to 60% by weight, preferably between 5 to 53% by weight and particularly preferably between 7 to 45% by weight. If they are used in the filling material, the content is between 30 to 85% by weight, preferably between 40 to 82% by weight and particularly preferably between 50 to 80% by weight.
  • acids and / or acidic fillers cannot be incorporated directly into the matrix of the adhesive or of the filling material, it is also conceivable that. subsequently applying a dissolved or suspended acid or an acidic filler to the adhesive, which subsequently penetrates or diffuses into the adhesive.
  • Preferred solvents are those such as water, alcohols, ketones, such as acetone, methyl ethyl ketone or also short-chain, polymerizable compounds, such as 2-hydroxymethacrylate or (2,3-epoxypropyl) methacrylate.
  • the acid strength of the acids used can be increased by adding metal salts, the metal ions of which have a high affinity for the acid anion group.
  • a further possibility of the embodiment according to the invention is, for example, the addition of cations which are capable of forming strong cation-amine complexes, such as copper, zinc, cobalt, silver or iron ions.
  • These compounds can be used in amounts of between 0.01 to 20% by weight, preferably between 1 to 10% by weight and particularly preferably between 1 to 5% by weight.
  • Another possibility of the embodiment according to the invention is, for example, the addition of non-initiating amines - that is to say amines without abstractable ⁇ -protons, such as triphenylamine or other HALS [hindered amine light stabilizers] - to - in this case - the adhesive. Since the amine also diffuses into the filling material in the boundary layer, it takes over the place of the original initiator amine there and thus prevents polymerization in the boundary layer, which results in “non-adhesion”.
  • non-initiating amines that is to say amines without abstractable ⁇ -protons, such as triphenylamine or other HALS [hindered amine light stabilizers] - to - in this case - the adhesive. Since the amine also diffuses into the filling material in the boundary layer, it takes over the place of the original initiator amine there and thus prevents polymerization in the boundary layer, which results in “non-adhesion”.
  • HALS examples include triarylamines, such as Triphenylamine, 1, 2,2,6,6-pentamethylpiperidines or compounds such as Tinuvin 292 or Tinuvin 123 (from Ciba Specialty Chemicals, Switzerland), which can be used in amounts of between 0.01 and 22% by weight. -%, preferably between 1 to 15 wt .-% and particularly preferably between 1 to 12 wt .-%.
  • Complexing agents for, for example, benzoin alkyl ethers, benzil ketals, acylphosphine oxides or aliphatic and aromatic 1,2-diketone compounds (for example camphorquinone), such as Li salts or divalent chelating cations.
  • the quantitative use of these compounds is between 0.01 to 22% by weight, preferably between 1 to 15% by weight and particularly preferably between 1 to 12% by weight.
  • Suitable initiator systems for triggering the radical polymerization via a redox mechanism are, for example, the systems peroxide / amine, peroxide / barbituric acid derivatives or peroxide / acids.
  • the peroxide can also be inhibited in such a way.
  • Basic compounds such as amines, basic salts, for example the oxides or hydroxides of the elements of the first to third main group or subgroup, or basic fillers, such as fine-grained glasses, and alcoholate salts.
  • amines such as amines, basic salts, for example the oxides or hydroxides of the elements of the first to third main group or subgroup, or basic fillers, such as fine-grained glasses, and alcoholate salts.
  • Alkali- und Erdalkalihalogen.de and - pseudohalogenide are also suitable.
  • Li salts are particularly preferred, in particular Li salts of strong acids such as Li haiogenides and Li tosylates.
  • additives such as the acids described above, acylphophine oxides or non-initiating electron donors are suitable.
  • These compounds can be used in amounts of between 0.01 to 30% by weight, preferably between 1 to 25% by weight and particularly preferably between 1 to 20% by weight.
  • Components i) and ii) are applied in a conventional manner.
  • the hard tooth substance is not etched before component i) is applied. If component iii) has acidic properties, a separate etching step is also not necessary, since the etching process takes place during application.
  • component ii) is applied immediately after component i).
  • Adhesion measurement on cattle teeth by adhesive attachment of a filling material :
  • the adhesive bond was checked by means of a detachment test on bovine teeth.
  • 5 freshly extracted cattle teeth were sanded down so far that a sufficiently large exposed dentin surface was created. Wax plates with a punched-out hole of 6 mm were glued to these areas in order to obtain a standardized adhesive area.
  • a sufficient amount of the test mixtures for a complete wetting of the test surface was then worked in with a microbrush for 20 seconds, briefly blown with compressed air and polymerized for 20 seconds using a light-curing device (Elipar Highlight ® , ESPE).
  • the filling material Pertac II, ESPE, Seefeld
  • the wax plate was removed and the test specimens stored at 36 ° C. and 100% atmospheric humidity for 24 h. Then, the test were "subtracted body in a tensile test (Zwick Universal testing machine). The adhesion values determined are shown in Table 1. To assess the fate of the sealant mixture, the sealant mixes are mixed with 10 ppm rhodamine B (Merck, Darmstadt) and the adhesive bond is examined.
  • a cut of a thickness of 200 microns is made in each case of the filling material and hard tooth substance perpendicular to the tooth or filling surface.
  • the sections of the hard tooth substance and filling material are viewed using a fluorescence microscope (for example Axioplan, from Zeiss) and the whereabouts of the sealant mixture are determined.
  • sealant mixture 1 The following constituents are mixed intensively with one another to produce 10 g of sealant mixture 1:
  • sealer mixture 2 The following constituents are mixed intensively with one another to produce 10 g of sealer mixture 2:
  • sealing compound 4 To produce 10 g of sealing compound 4, the following constituents are mixed intensively with one another: 0.600 g (6% by weight) of aqueous LiCl solution (15.67% by weight);
  • the sealing compound 4 was used in the adhesion measurement tests in conjunction with a cationically curing filling material instead of Pertac II.
  • quartz average particle size 0.9 ⁇ m, was silanized with 5% by weight glycidyloxypropyltrimethoxysilane
  • Adhesion to dentin was 3.5 MPa; the sealing layer mostly remained on the tooth structure.
  • the filling material did not adhere to the bond. After the filling material had been removed, the bond remained largely undamaged on the tooth structure. In the case of the reference mixture, however, the sealant mixture remained predominantly on the filling material.
  • sealer mixtures according to the invention predominantly remain on the hard tooth substance, it has been demonstrated that the sealant mixture adheres more strongly to the hard tooth substance than to the respective filling material.

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)
  • Plastic & Reconstructive Surgery (AREA)
  • Dental Preparations (AREA)

Abstract

L'invention concerne un système d'obturation contenant, comme composant i), un système de scellement pouvant adhérer à la structure de la dent, et, comme composant ii) un matériau d'obturation approprié pour la dentisterie restauratrice. Ce système d'obturation présente en outre un composant iii) dans le composant i) et/ou le composant ii) qui réduit le durcissement de l'autre composant en perturbant le mécanisme de durcissement uniquement dans la couche limite entre la résine de scellement et le matériau d'obturation de sorte que l'adhérence entre les composants i) et ii) soit inférieure à celle du composant i) sur la structure de la dent.
EP00974427A 1999-10-22 2000-10-20 Substitut d'amalgame Withdrawn EP1223911A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE19951063A DE19951063A1 (de) 1999-10-22 1999-10-22 Amalgamersatz
DE19951063 1999-10-22
PCT/EP2000/010342 WO2001028501A1 (fr) 1999-10-22 2000-10-20 Substitut d'amalgame

Publications (1)

Publication Number Publication Date
EP1223911A1 true EP1223911A1 (fr) 2002-07-24

Family

ID=7926614

Family Applications (1)

Application Number Title Priority Date Filing Date
EP00974427A Withdrawn EP1223911A1 (fr) 1999-10-22 2000-10-20 Substitut d'amalgame

Country Status (5)

Country Link
US (1) US7097456B1 (fr)
EP (1) EP1223911A1 (fr)
AU (1) AU1274101A (fr)
DE (1) DE19951063A1 (fr)
WO (1) WO2001028501A1 (fr)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1882469A1 (fr) * 2006-07-28 2008-01-30 3M Innovative Properties Company Préparation à base de polyether et leur utilisation
EP2935393A4 (fr) 2012-12-18 2016-06-01 Basf Se Matériaux semi-conducteurs à base de polymères de naphtalènediimide-vinylène-oligothiophène-vinylène
JP6400021B2 (ja) 2012-12-19 2018-10-03 ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ ビスアシルホスフィン酸の誘導体、その製造および光開始剤としての使用
EP3539969A1 (fr) 2018-03-14 2019-09-18 ETH Zurich Nouveaux photo-initiateurs et leur application

Family Cites Families (16)

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Publication number Priority date Publication date Assignee Title
US4514372A (en) 1983-03-09 1985-04-30 Inco Limited Process of producing cobalt-containing solutions and salts
DE3414163A1 (de) 1984-04-14 1985-10-17 Kulzer & Co GmbH, 6393 Wehrheim Photopolymerisierbarer phosphathaltiger dentaler haftvermittler-lack
DE59001245D1 (de) 1989-10-19 1993-05-27 Heraeus Kulzer Gmbh Dentales haftmittel.
DE19544670C2 (de) 1995-11-30 2003-01-09 Heraeus Kulzer Gmbh & Co Kg Verfahren zur Herstellung oligomerer Kondensationsprodukte aromatischer Tricarbonsäuren und Epoxy(meth)acrylaten
DE19603577C2 (de) 1996-02-01 2003-11-13 Heraeus Kulzer Gmbh & Co Kg Adhäsive
DE19743564A1 (de) 1996-10-26 1998-04-30 Henkel Kgaa Lösungsmittelfreie strahlungshärtbare Primer
JP4083257B2 (ja) * 1997-03-19 2008-04-30 株式会社ジーシー 歯科充填用レジン組成物
DE19736471A1 (de) 1997-08-21 1999-02-25 Espe Dental Ag Lichtinduziert kationisch härtende Zusammensetzungen und deren Verwendung
US6172131B1 (en) 1997-10-16 2001-01-09 Ivoclar Ag Hydrolysis-stable and polymerizable acrylphosphonic acids
US6407148B1 (en) * 1997-11-13 2002-06-18 3M Espe Ag Metal-free dental filling system as a substitute for amalgam
AU743626B2 (en) * 1997-11-13 2002-01-31 3M Espe Ag Metal-free dental filling system as a substitute for amalgam
US5997302A (en) * 1997-11-26 1999-12-07 Jeneric Pentron Incorporated Method for the formation of dental restorations from condensable composites
US6288138B1 (en) * 1997-12-18 2001-09-11 Sun Medical Co., Ltd. Dental adhesive kit
US5980253A (en) * 1998-01-12 1999-11-09 3M Innovative Properties Company Process for treating hard tissues
DE19806572B4 (de) 1998-02-17 2007-01-25 3M Espe Ag Adhäsive Befestigung von dentalen Füllungsmaterialien
DE19937092A1 (de) 1999-08-06 2001-02-08 Espe Dental Ag Adhäsivsysteme I

Non-Patent Citations (1)

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Title
See references of WO0128501A1 *

Also Published As

Publication number Publication date
DE19951063A1 (de) 2001-04-26
AU1274101A (en) 2001-04-30
US7097456B1 (en) 2006-08-29
WO2001028501A1 (fr) 2001-04-26

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