WO1988005651A1 - Radiopaque glass ionomer cement liner for dental cavities - Google Patents

Radiopaque glass ionomer cement liner for dental cavities Download PDF

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Publication number
WO1988005651A1
WO1988005651A1 PCT/GB1987/000085 GB8700085W WO8805651A1 WO 1988005651 A1 WO1988005651 A1 WO 1988005651A1 GB 8700085 W GB8700085 W GB 8700085W WO 8805651 A1 WO8805651 A1 WO 8805651A1
Authority
WO
WIPO (PCT)
Prior art keywords
glass
glass ionomer
liner
dentine
cement
Prior art date
Application number
PCT/GB1987/000085
Other languages
French (fr)
Inventor
Parkash S. Photay
Avtar S. Photay
Original Assignee
Dental Composite 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 Dental Composite Ltd. filed Critical Dental Composite Ltd.
Priority to PCT/GB1987/000085 priority Critical patent/WO1988005651A1/en
Priority to EP87901094A priority patent/EP0312525A1/en
Publication of WO1988005651A1 publication Critical patent/WO1988005651A1/en

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K6/00Preparations for dentistry
    • A61K6/80Preparations for artificial teeth, for filling teeth or for capping teeth
    • A61K6/884Preparations for artificial teeth, for filling teeth or for capping teeth comprising natural or synthetic resins
    • A61K6/887Compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • A61K6/889Polycarboxylate cements; Glass ionomer cements

Definitions

  • This invention relates to the use of lining materials for use with composite restorative materials by the "sandwich technique".
  • the application of composites alone has produced microleakage at the gingival margin, which is probably caused by polymerisation shrinkage forces of the composite creating a channel between the composite and the gingival margin which allows access to bacteria.
  • shrinkage forces are greater than the forces of adhesion between the composite and dentine, necessitating the development of either a new technique or other material to eliminate the channel.
  • Previous workers have utilised glass ionomer cements as a primary layer at the cavity floor or gingival wall prior to the placement of the composite.
  • Glass ionomers adhere strongly to dentine, and their curing mechanism does not create shrinkage forces as great as those for the setting of composites, so reducing the likelihood of microleakage. Moreover, the use of glass ionomers as linings has the desirable effect of continuous fluoride release into adjacent tooth structure, especially relevant in cases of high caries rate and susceptibility.
  • Ceramic/acrylic fillings are transparent to X-rays. As a result, it is impossible for the dentist to inspect restorations, and to detect decalcified dentine, caries, overhanging margins, defects and voids when examining radiographs of teeth restored with non-metallic fillings.
  • the first three problems can be overcome by using a glass ionomer/acrylic cement containing a filler to confer radiopacity, such as barium glass or barium sulphate.
  • the glass ionomer cement would minimiue dontine decalcification and secondary caries if a high fluoride ion-leachable glass were used, together with its constituent calcium salt content.
  • a radiopaque cement should enable detection of defects and voids, it is desirable to reduce their occurrence as far as possible.
  • Other desirable criteria which this liner should meet include:
  • the glass ionomer cement of this invention comprises an ionleachable fluoroaluminosilicate glass together with 15 to 30%, preferably about 20% by weight of barium glass or other suitable radiopaquer agents, to provide radiopacity. Blended with the glass is 0.1 to 10.0%, suitably 3 to 5% by weight of an organic peroxide, preferably benzoyl peroxide. Both glasses are in the form of fine powders, having a wet film thickness of less than about 15 ⁇ when dispersed in water.
  • the frit of the ion-leachable glass has a ternary oxide composition consisting of chemically combined oxides of calcium, aluminium and silicon, wherein:
  • alumina comprises 15-30% by weight of the total glass composition
  • (b) calcium oxide comprises up to 50% by weight of the total glass composition
  • silica comprises from 10-65% by weight of the total glass composition
  • the glass comprises less than 14% by weight of fluorine, introduced by the addition of aluminium fluoride, calcium fluoride and/or fluorine containing minerals such as cryolite.
  • the composition of the glass helps to control the setting time of the cement, which should be between one and ten minutes, and preferably two to five minutes, to allow the dentist adequate working time to mould the cement into the desired shape.
  • BIS-GMA bisphenol A and glycidyl methacrylate usually referred to as BIS-GMA;
  • aqueous solution of a polycarboxylic acid preferably poly (acrylic acid), of concentration 30-50% by weight
  • the polycarboxylic acid solution should contain a maximum of 5% by weight of an amine activator.
  • Representative amines include N,N-dimethyl-p-toluidine, N,N-diethyl-p-toluidine, N,N-dihydroxyethyl-p-toluidine, N,N-dimethyl-3,5-xylldine and p-(dimethylamino) phenylacetic acid, with N,N-dihydroxyethyl-p-toluidine being the preferred activator. Setting occurs by two mechanisms, namely:
  • An alternative embodiment of this invention is the subsitution of the chemical curing agents with a visible light curing systemo
  • a suitable photosensitising system comprises two components, namely an ⁇ -diketone photosensitive species together with an amine reducing agent.
  • Representative ⁇ -diketones include biacetyl, camphoroquinone, 2,2' - furil, p-toluil, ⁇ -and ⁇ -naphthil, benzil, phenanthraquinone and naphthoquinone, with camphoroquinone being the preferred photoinitiator.
  • amines include tripropylamine, tributylamine, N-alkyl dialkanolamines and 2-(dimethylamino) ethyl methacrylate with the latter being the most preferred.
  • Either or both components may be incorporated into either or both pastes, although it is preferred that both pastes contain both components.
  • the quantity of both ingredients is carefully controlled within the range 0.01 to 0.2% by weight of the paste, and most preferably within the range 0.03 to 0.08% by weight.
  • hardening should occur in 5 to 60 seconds, and suitably in 10 to 20 seconds.
  • the set glass ionomer cement of this invention is acid-etched with a 30-40% by weight aqueous solution of orthophosphoric acid for 30 to 60 seconds, washed with water and dried. It is then optionally treated with a dentinal bonding agent prior to the application of a composite restoration.
  • Suitable composites include two-paste chemically cured or single paste visible light cured formulations for the restoration of either anterior or posterior teeth.
  • the two components are thoroughly blended by spatulation for about 30 seconds and immediately placed on the glass ionomer liner, shaped, and allowed to set.
  • the composite With light cured composites, the composite is shaped in the lined cavity, and exposed to an intense beam of light of wavelength 420-450nm for 10 to 60 seconds preferably 10 to 20 seconds, to induce hardening.
  • the composite adhered fairly strongly to the glass ionomer liner as separation was difficult.

Landscapes

  • Health & Medical Sciences (AREA)
  • Oral & Maxillofacial Surgery (AREA)
  • Plastic & Reconstructive 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

Novel glass ionomer/acrylic lining materials for use with composite restorations by the sandwich technique. They are formulated as low viscosity two-paste systems, which may be either chemically cured or light cured. The liners contain an ion-leachable fluoroaluminosilicate glass which helps to minimise dentine decalcification and secondary caries. They show adhesion to dentine and to composites, and are radiopaque, which makes possible the detection of faults by X-radiography.

Description

Radiopaque glass ionomer cement liner for dental cavities
Background and Prior Art
This invention relates to the use of lining materials for use with composite restorative materials by the "sandwich technique". Hitherto, the application of composites alone has produced microleakage at the gingival margin, which is probably caused by polymerisation shrinkage forces of the composite creating a channel between the composite and the gingival margin which allows access to bacteria. Such shrinkage forces are greater than the forces of adhesion between the composite and dentine, necessitating the development of either a new technique or other material to eliminate the channel. Previous workers have utilised glass ionomer cements as a primary layer at the cavity floor or gingival wall prior to the placement of the composite. Glass ionomers adhere strongly to dentine, and their curing mechanism does not create shrinkage forces as great as those for the setting of composites, so reducing the likelihood of microleakage. Moreover, the use of glass ionomers as linings has the desirable effect of continuous fluoride release into adjacent tooth structure, especially relevant in cases of high caries rate and susceptibility.
Glass Ionomer Liners
Ceramic/acrylic fillings are transparent to X-rays. As a result, it is impossible for the dentist to inspect restorations, and to detect decalcified dentine, caries, overhanging margins, defects and voids when examining radiographs of teeth restored with non-metallic fillings.
The first three problems can be overcome by using a glass ionomer/acrylic cement containing a filler to confer radiopacity, such as barium glass or barium sulphate. The glass ionomer cement would minimiue dontine decalcification and secondary caries if a high fluoride ion-leachable glass were used, together with its constituent calcium salt content. Although such a radiopaque cement should enable detection of defects and voids, it is desirable to reduce their occurrence as far as possible. Other desirable criteria which this liner should meet include:
(a) translucency;
(b) formulation as a two-paste system,to facilitate dispensation from tubes and syringes for mixing by spatula. This would avoid excessive air entrapment and consequent voids, and when used for cementing, would further reduce the incidence of voids and defects in the restoration;
(c) long shelf like with no separation;
(d) low solubility in oral fluids;
(e) strong adhesion to tooth;
(f) suitable working and setting times;
(g) adequate strength
The Invention
The glass ionomer cement of this invention comprises an ionleachable fluoroaluminosilicate glass together with 15 to 30%, preferably about 20% by weight of barium glass or other suitable radiopaquer agents, to provide radiopacity. Blended with the glass is 0.1 to 10.0%, suitably 3 to 5% by weight of an organic peroxide, preferably benzoyl peroxide. Both glasses are in the form of fine powders, having a wet film thickness of less than about 15μ when dispersed in water.
The frit of the ion-leachable glass has a ternary oxide composition consisting of chemically combined oxides of calcium, aluminium and silicon, wherein:
(a) alumina comprises 15-30% by weight of the total glass composition;
(b) calcium oxide comprises up to 50% by weight of the total glass composition;
(c) silica comprises from 10-65% by weight of the total glass composition;
(d) the weight ratio of calcium oxide to silicon dioxide is greater than 0.92;
(e) the weight ratio of Calcium Oxide: Aluminium ortho phosphate is between 0 and 0.74;
(f) the glass comprises less than 14% by weight of fluorine, introduced by the addition of aluminium fluoride, calcium fluoride and/or fluorine containing minerals such as cryolite. The composition of the glass helps to control the setting time of the cement, which should be between one and ten minutes, and preferably two to five minutes, to allow the dentist adequate working time to mould the cement into the desired shape.
The mixture of powders is blended with an approximately equal weight of a resinous binder to produce a free flowing white paste. Resins pertinent to this work are those used in restorative compositions, particularly:
(a) the addition product of bisphenol A and glycidyl methacrylate usually referred to as BIS-GMA;
(b) the reaction product of an organic di-isocyanate with a hydroxyalkyl methacrylate, termed a urethane dimethacrylate.
When this glass/resin paste is thoroughly blended with an approximately equal weight of an aqueous solution of a polycarboxylic acid, preferably poly (acrylic acid), of concentration 30-50% by weight, setting takes place to form a cement. The polycarboxylic acid solution should contain a maximum of 5% by weight of an amine activator. Representative amines include N,N-dimethyl-p-toluidine, N,N-diethyl-p-toluidine, N,N-dihydroxyethyl-p-toluidine, N,N-dimethyl-3,5-xylldine and p-(dimethylamino) phenylacetic acid, with N,N-dihydroxyethyl-p-toluidine being the preferred activator. Setting occurs by two mechanisms, namely:
(a) extraction of cations from the ion-leachable component of the glass powder, and their migration and interaction with anions of the polycarboxylic acid to form a partially cross-linked structure;
(b) polymerisation of the resin by free radicals generated from the interaction of the peroxide in the powder component with the amine dissolved in the polycarboxylic acid solution.
An alternative embodiment of this invention is the subsitution of the chemical curing agents with a visible light curing systemo A suitable photosensitising system comprises two components, namely anα-diketone photosensitive species together with an amine reducing agent. Representativeα-diketones include biacetyl, camphoroquinone, 2,2' - furil, p-toluil,α-andβ-naphthil, benzil, phenanthraquinone and naphthoquinone, with camphoroquinone being the preferred photoinitiator. Representative amines include tripropylamine, tributylamine, N-alkyl dialkanolamines and 2-(dimethylamino) ethyl methacrylate with the latter being the most preferred. Either or both components may be incorporated into either or both pastes, although it is preferred that both pastes contain both components. For reasons of colour, curing time and stability, the quantity of both ingredients is carefully controlled within the range 0.01 to 0.2% by weight of the paste, and most preferably within the range 0.03 to 0.08% by weight. When irradiated with an intense beam of light of wavelength 420-450nm, hardening should occur in 5 to 60 seconds, and suitably in 10 to 20 seconds.
The set glass ionomer cement of this invention is acid-etched with a 30-40% by weight aqueous solution of orthophosphoric acid for 30 to 60 seconds, washed with water and dried. It is then optionally treated with a dentinal bonding agent prior to the application of a composite restoration.
Suitable composites include two-paste chemically cured or single paste visible light cured formulations for the restoration of either anterior or posterior teeth. In the former case, the two components are thoroughly blended by spatulation for about 30 seconds and immediately placed on the glass ionomer liner, shaped, and allowed to set. With light cured composites, the composite is shaped in the lined cavity, and exposed to an intense beam of light of wavelength 420-450nm for 10 to 60 seconds preferably 10 to 20 seconds, to induce hardening.
The composite adhered fairly strongly to the glass ionomer liner as separation was difficult.

Claims

Claims
1) Formulation of a radiopaque cement/liner which makes possible the detection of faults by X-radiography.
2) A low viscosity two paste system which is easy to handle and gives low film thickness for efficient linings.
3) A liner which shows adhesion to dentine and to composites, which is novel to dental practice.
4) Formulation of a cement/liner which may optionally be chemically cured or visible light cured.
PCT/GB1987/000085 1987-02-04 1987-02-04 Radiopaque glass ionomer cement liner for dental cavities WO1988005651A1 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
PCT/GB1987/000085 WO1988005651A1 (en) 1987-02-04 1987-02-04 Radiopaque glass ionomer cement liner for dental cavities
EP87901094A EP0312525A1 (en) 1987-02-04 1987-02-04 Radiopaque glass ionomer cement liner for dental cavities

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/GB1987/000085 WO1988005651A1 (en) 1987-02-04 1987-02-04 Radiopaque glass ionomer cement liner for dental cavities

Publications (1)

Publication Number Publication Date
WO1988005651A1 true WO1988005651A1 (en) 1988-08-11

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EP (1) EP0312525A1 (en)
WO (1) WO1988005651A1 (en)

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0323120A2 (en) * 1987-12-30 1989-07-05 Minnesota Mining And Manufacturing Company Photocurable ionomer cement systems
EP0329268A2 (en) * 1988-01-15 1989-08-23 Kerr Manufacturing Company (a Delaware corporation) Glass ionomer dental cement curable in two stages
DE3941629A1 (en) * 1988-12-16 1990-06-21 G C Dental Ind Corp DENTAL GLASIONOMER CEMENT MATERIAL
DE3934803A1 (en) * 1989-10-19 1991-04-25 Voco Chemie Gmbh Dental cement with adhesion to dentine - comprises two-component system with inorganic cpd. and acid component and contains unsatd. polymerisable monomers
WO1992021314A1 (en) * 1991-05-31 1992-12-10 Minnesota Mining And Manufacturing Company Universal water-based medical and dental cement
WO1993012759A1 (en) * 1991-12-31 1993-07-08 Minnesota Mining And Manufacturing Company Water-based amalgam adhesive
WO1994009748A1 (en) * 1992-11-04 1994-05-11 British Technology Group Limited Command-curable composition
WO1998011862A1 (en) * 1996-09-18 1998-03-26 MÜHLBAUER, Wolfgang, Carl, Friedrich Dental restoration composition and method
GB2323366A (en) * 1997-03-19 1998-09-23 Gc Kk Curable dental filling resing composition
US6107229A (en) * 1997-06-19 2000-08-22 Ernst Muhlbauer Kg Aluminofluorosilicate glass
GB2353042A (en) * 1999-08-10 2001-02-14 Gc Kk Method for setting dental glass monomer cement
WO2004043681A3 (en) * 2002-11-14 2004-08-19 Hewlett Packard Development Co Rapid prototyping material systems
US6818682B2 (en) 2001-04-20 2004-11-16 3M Innovative Properties Co Multi-part dental compositions and kits
EP2236122A2 (en) 2009-04-02 2010-10-06 VOCO GmbH Polymer-modified glass ionomer cement
EP3338756A1 (en) 2016-12-21 2018-06-27 VOCO GmbH Storage-stable resin-modified glass ionomer cement

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2246589A1 (en) * 1973-09-28 1975-05-02 Lee Pharmaceuticals
FR2253497A1 (en) * 1973-12-10 1975-07-04 Pennwalt Corp
FR2387646A1 (en) * 1977-04-19 1978-11-17 Schmitt Werner FILLING MATERIALS FOR DENTAL USE
GB1532955A (en) * 1974-10-24 1978-11-22 Nat Res Dev Fluoraluminosilicate glasses
WO1979000521A1 (en) * 1978-01-17 1979-08-09 Nat Res Dev Hardenable compositions

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2246589A1 (en) * 1973-09-28 1975-05-02 Lee Pharmaceuticals
FR2253497A1 (en) * 1973-12-10 1975-07-04 Pennwalt Corp
GB1532955A (en) * 1974-10-24 1978-11-22 Nat Res Dev Fluoraluminosilicate glasses
FR2387646A1 (en) * 1977-04-19 1978-11-17 Schmitt Werner FILLING MATERIALS FOR DENTAL USE
WO1979000521A1 (en) * 1978-01-17 1979-08-09 Nat Res Dev Hardenable compositions

Cited By (31)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU618772B2 (en) * 1987-12-30 1992-01-09 Minnesota Mining And Manufacturing Company Photocurable ionomer cement systems
US5925715A (en) * 1987-12-30 1999-07-20 Minnesota Mining And Manufacturing Company Photocurable ionomer cement systems
EP0323120A3 (en) * 1987-12-30 1989-12-13 Minnesota Mining And Manufacturing Company Photocurable ionomer cement systems
EP0323120A2 (en) * 1987-12-30 1989-07-05 Minnesota Mining And Manufacturing Company Photocurable ionomer cement systems
US5130347A (en) * 1987-12-30 1992-07-14 Minnesota Mining And Manufacturing Company Photocurable ionomer cement systems
EP0329268A3 (en) * 1988-01-15 1989-12-20 Kerr Manufacturing Company (a Delaware corporation) Glass ionomer dental cement curable in two stages
EP0329268A2 (en) * 1988-01-15 1989-08-23 Kerr Manufacturing Company (a Delaware corporation) Glass ionomer dental cement curable in two stages
BE1002916A3 (en) * 1988-12-16 1991-08-06 G C Dental Ind Corp DENTAL CEMENT COMPOSITIONS.
FR2640503A1 (en) * 1988-12-16 1990-06-22 G C Dental Ind Corp IONOMER-GLASS DENTAL CEMENT COMPOSITIONS
DE3941629A1 (en) * 1988-12-16 1990-06-21 G C Dental Ind Corp DENTAL GLASIONOMER CEMENT MATERIAL
DE3934803A1 (en) * 1989-10-19 1991-04-25 Voco Chemie Gmbh Dental cement with adhesion to dentine - comprises two-component system with inorganic cpd. and acid component and contains unsatd. polymerisable monomers
WO1992021314A1 (en) * 1991-05-31 1992-12-10 Minnesota Mining And Manufacturing Company Universal water-based medical and dental cement
WO1993012759A1 (en) * 1991-12-31 1993-07-08 Minnesota Mining And Manufacturing Company Water-based amalgam adhesive
US5601640A (en) * 1992-11-04 1997-02-11 British Technology Group Limited Command-curable composition
WO1994009748A1 (en) * 1992-11-04 1994-05-11 British Technology Group Limited Command-curable composition
CN1051698C (en) * 1992-11-04 2000-04-26 英国技术集团有限公司 Command-curable composition
GB2272222B (en) * 1992-11-04 1996-03-06 British Tech Group Command-curable composition
WO1998011862A1 (en) * 1996-09-18 1998-03-26 MÜHLBAUER, Wolfgang, Carl, Friedrich Dental restoration composition and method
GB2323366A (en) * 1997-03-19 1998-09-23 Gc Kk Curable dental filling resing composition
US6107229A (en) * 1997-06-19 2000-08-22 Ernst Muhlbauer Kg Aluminofluorosilicate glass
GB2353042A (en) * 1999-08-10 2001-02-14 Gc Kk Method for setting dental glass monomer cement
GB2353042B (en) * 1999-08-10 2003-09-10 Gc Kk Method for setting dental glass ionomer cement
US6818682B2 (en) 2001-04-20 2004-11-16 3M Innovative Properties Co Multi-part dental compositions and kits
WO2004043681A3 (en) * 2002-11-14 2004-08-19 Hewlett Packard Development Co Rapid prototyping material systems
JP2006506246A (en) * 2002-11-14 2006-02-23 ヒューレット−パッカード デベロップメント カンパニー エル.ピー. Material system for rapid prototyping
CN100379707C (en) * 2002-11-14 2008-04-09 惠普开发有限公司 Rapid prototyping material systems
JP4776232B2 (en) * 2002-11-14 2011-09-21 ヒューレット−パッカード デベロップメント カンパニー エル.ピー. Material system for rapid prototyping
EP2236122A2 (en) 2009-04-02 2010-10-06 VOCO GmbH Polymer-modified glass ionomer cement
DE102009016025A1 (en) 2009-04-02 2010-10-07 Voco Gmbh Plastic modified glass ionomer cement
EP3338756A1 (en) 2016-12-21 2018-06-27 VOCO GmbH Storage-stable resin-modified glass ionomer cement
US10835453B2 (en) 2016-12-21 2020-11-17 Voco Gmbh Storage-stable resin-modified glass ionomer cement

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Publication number Publication date
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