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WO2009009814A2 - Matériau dentaire - Google Patents

Matériau dentaire Download PDF

Info

Publication number
WO2009009814A2
WO2009009814A2 PCT/AT2008/000258 AT2008000258W WO2009009814A2 WO 2009009814 A2 WO2009009814 A2 WO 2009009814A2 AT 2008000258 W AT2008000258 W AT 2008000258W WO 2009009814 A2 WO2009009814 A2 WO 2009009814A2
Authority
WO
WIPO (PCT)
Prior art keywords
polymeric
dental material
material according
guanidine derivative
oxyalkylenediamine
Prior art date
Application number
PCT/AT2008/000258
Other languages
German (de)
English (en)
Other versions
WO2009009814A3 (fr
Inventor
Christa Hametner
Oskar Schmidt
Christoph Schmidt
Christine Diefenbach
Albert Erdrich
Theresa Puchalska
Karl Heinz Renz
Klaus Ruppert
Original Assignee
Geopharma Produktions Gmbh
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 Geopharma Produktions Gmbh filed Critical Geopharma Produktions Gmbh
Priority to EP08772586A priority Critical patent/EP2180870A2/fr
Publication of WO2009009814A2 publication Critical patent/WO2009009814A2/fr
Publication of WO2009009814A3 publication Critical patent/WO2009009814A3/fr

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L24/00—Surgical adhesives or cements; Adhesives for colostomy devices
    • A61L24/0047—Composite materials, i.e. containing one material dispersed in a matrix of the same or different material
    • A61L24/0073—Composite materials, i.e. containing one material dispersed in a matrix of the same or different material with a macromolecular matrix
    • A61L24/0094—Composite materials, i.e. containing one material dispersed in a matrix of the same or different material with a macromolecular matrix containing macromolecular fillers
    • 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
    • A61K6/70—Preparations for dentistry comprising inorganic additives
    • A61K6/71—Fillers
    • A61K6/76—Fillers comprising silicon-containing compounds
    • 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
    • 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
    • A61K6/891—Compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K6/00—Preparations for dentistry
    • A61K6/90—Compositions for taking dental impressions

Definitions

  • the present invention relates to a polymeric dental material having microbiocidal activity.
  • polymeric dental materials in particular those based on (meth) acrylate, tend to form plaque with prolonged use and poor dental hygiene. Attempts have been made to reduce the harmful plaque formation and also the risk of infection by adding a biocidal active substance.
  • the biocidic agent is a polymeric condensation product formed from a guanidine derivative and an oxyalkylene diamine.
  • Such polymeric guanidine derivatives are e.g. from WO 01/85676 A1, AT 406 163 B and WO 06/047800.
  • biocidal active substance can be washed out of the dental material over time, whereby the plaque formation is favored again.
  • This object is achieved according to the invention with a polymeric dental material containing a siliceous filler which is modified with a polymeric guanidine derivative based on an alkylenediamine and / or an oxyalkylenediamine.
  • the invention is based on the surprising observation that these polymeric guanidine derivatives bind so strongly to silicates that they are practically no longer soluble in water, from the dental material can not be washed out, but still have the microbiocidal effect.
  • Silastic fillers for polymers are known per se. Now, when these fillers are modified with the polymeric guanidine derivative and incorporated into the polymer, they impart the plaque-inhibiting property to the polymer, although they are tightly bound to the siliceous filler.
  • a preferred embodiment of the polymeric dental material according to the invention is characterized in that a polymeric guanidine derivative is provided which contains the alkylenediamine and the oxyalkylenediamine in a molar ratio of between 4: 1 and 1: 4.
  • the amino groups of the alkylenediamine and / or the oxyalkylenediamine are preferably terminal, wherein for the preparation of the polymeric guanidine derivative as the alkylenediamine in the first place, a compound of the general formula
  • n is an integer between 2 and 10, in particular 6, is.
  • polymeric guanidine derivative for the preparation of the polymeric guanidine derivative can as oxyalkylene diamine a compound of the general formula
  • n is an integer between 2 and 5, in particular 2.
  • a polymeric dental material which is characterized in that a polyoxyalkylene guanidine based on triethylene glycol diamine (relative molecular mass: 148), of polyoxypropylene diamine (relative molecular mass: 230) and / or of polyoxyethylene diamine (relative molecular mass: 600) is used as the polymeric guanidine derivative. is provided.
  • silicate filler in which is provided as the polymeric guanidine derivative poly [2- (2-ethoxyethoxyethyl) guanidinium hydrochloride] having at least 3 guanidine residues.
  • the polymeric guanidine derivative has an average molecular weight in the range of 500 to 3,000.
  • the filler may be contained in an amount between 0.05 and 5.0 wt .-%.
  • the polymer is a curable plastic, preferably based on acrylate or methacrylate.
  • silicate filler is not only powdery SiO 2 , but also finely divided silicas and other silicates, especially those that are used today as fillers in plastics technology.
  • the binding of the polymeric guanidine derivative (active ingredient) to the siliceous filler, that is to say the carrier matrix, takes place by presentation of the matrix, which consists, for example, of fine Aerosil Types may exist and mixing a 1-30% Gew. - aqueous solution of the active ingredient at room temperature in a stirred tank.
  • the water can then be removed using conventional technologies, such as fluid bed dryers.
  • the matrix-bound active substance in this form is still very effective against microorganisms, but it is so strongly bound to the filler that it is virtually insoluble in water and can be washed out.
  • the described matrix fixation of the active ingredient thus prevents the migration of the active ingredient in aqueous media. Migration into fatty media is also not possible due to the insolubility of the polar agent.
  • dental materials in a broader sense are suitable, including materials used in the field of orthodontics or maxillofacial surgery or dental cosmetics / aesthetics.
  • materials used in the field of orthodontics or maxillofacial surgery or dental cosmetics / aesthetics are e.g. Filling composites, K & B veneering plastics (for crown and bridge), denture resins, dentin bonding, impression materials, impression trays, temporary K & B materials, implants, dental equipment, dental braces or ligaments, bone cements for maxillofacial surgery and applications for it.
  • Versyo.com is made from the following components with the appropriate weight fractions: a.) Urethane dimethacrylate 90.0 b.) Polyester arethane acrylate 15.0 c.) Oligoether tetraacrylate 13.5 d.) Trimethylopropane trimethacrylate 12.0 e.) Ethoxylated bis-GMA 7, 5 ⁇ f.) Pyrogenic SiO 2 10.5 g.) Photoinitiators / stabilizers 0.75 h.) Color pigments 0.009 The components are homogenized and then polymerized with a suitable light device.
  • Versyo.com + 0.5% bound active ingredient is prepared from the following components with the appropriate proportions by weight: a.) Urethane dimethacrylate 90.0 b.) Polyester urethane acrylate 15.0 c) oligoether tetraacrylate 13.5 d.) Trimethylopropane trimethacrylate 12.0 e.) Ethoxylated bis-GMA 7.5 f.) Pyrogenic SiO2 9.75 g.) Biocidal guanidine derivative 0.75 h.) Photoinitiators / stabilizers 0.75 i.) Color pigments 0.009
  • the bound active ingredient used according to the invention was used in the Versio.com acrylate mixture in use concentrations between 0.25 and 0.75 wt .-% and then the effectiveness of the test bacteria Streptococcus mutans DSM 20523 and Candida albicans DSM 1386 using the method JIS Z 2801 2000 tested on the plastic surface, the samples were eluted for up to 26 weeks at 37 ° C in ultrapure water with constant shaking in a ratio of 1: 1 (cm 2 xm 3 ).

Landscapes

  • Health & Medical Sciences (AREA)
  • Oral & Maxillofacial Surgery (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Plastic & Reconstructive Surgery (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Composite Materials (AREA)
  • Materials Engineering (AREA)
  • Surgery (AREA)
  • Dental Preparations (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

L'invention concerne un matériau dentaire polymère caractérisé en ce qu'il contient une charge siliceuse qui est modifiée par un dérivé de guanidine polymère à base d'une alkylènediamine et/ou d'une oxyalkylènediamine.
PCT/AT2008/000258 2007-07-16 2008-07-16 Matériau dentaire WO2009009814A2 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP08772586A EP2180870A2 (fr) 2007-07-16 2008-07-16 Matériau dentaire

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
ATA1117/2007 2007-07-16
AT0111707A AT505563B1 (de) 2007-07-16 2007-07-16 Dentalwerkstoff

Publications (2)

Publication Number Publication Date
WO2009009814A2 true WO2009009814A2 (fr) 2009-01-22
WO2009009814A3 WO2009009814A3 (fr) 2009-07-09

Family

ID=39944520

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/AT2008/000258 WO2009009814A2 (fr) 2007-07-16 2008-07-16 Matériau dentaire

Country Status (3)

Country Link
EP (1) EP2180870A2 (fr)
AT (1) AT505563B1 (fr)
WO (1) WO2009009814A2 (fr)

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010134904A1 (fr) * 2009-05-18 2010-11-25 Colgate-Palmolive Company Compositions orales contenant des composés polyguanidinium et procédés de fabrication et d'utilisation de celles-ci
WO2011058148A1 (fr) 2009-11-12 2011-05-19 B. Braun Melsungen Ag Utilisation d'agents polymériques ou oligomériques pour des articles médicaux
DE102009052725A1 (de) * 2009-11-12 2011-05-19 B. Braun Melsungen Ag Verwendung von Polyoxyalkylendiamin-basierten Polyguanidinderivaten für medizinische Artikel
US9149661B2 (en) 2009-12-17 2015-10-06 Colgate-Palmolive Company Anti-erosion toothpaste composition
EP3091059A1 (fr) 2015-05-05 2016-11-09 tesa SE Bande collante et masse collante a phase polymere continue
DE102015217860A1 (de) 2015-05-05 2016-11-10 Tesa Se Klebeband mit Klebemasse mit kontinuierlicher Polymerphase
WO2017182536A1 (fr) 2016-04-20 2017-10-26 Ineos Styrolution Group Gmbh Matières à mouler thermoplastiques non pénétrantes à effet antimicrobien
WO2019101916A1 (fr) 2017-11-24 2019-05-31 Tesa Se Composition durcissable à base de résines époxydes modifiées par des acides gras et de durcisseurs
US10610707B2 (en) 2010-01-29 2020-04-07 Colgate-Palmolive Company Oral care product for sensitive enamel care

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5614177A (en) * 1987-11-04 1997-03-25 Rhone-Poulenc Chimie Dentifrice-compatible silica particulates
WO2001085676A1 (fr) * 2000-05-11 2001-11-15 P.O.C. Oil Industry Technology Beratungsges.M.B.H Polymeres biocides a base de sels de guanidine
US20020001834A1 (en) * 1996-04-25 2002-01-03 James R. Keogh Method for attachment of biomolecules to medical device surfaces

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AT505102B1 (de) * 2004-11-05 2010-05-15 Schmidt Oskar Biozid, insbesondere fungizid wirkendes mittel

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5614177A (en) * 1987-11-04 1997-03-25 Rhone-Poulenc Chimie Dentifrice-compatible silica particulates
US20020001834A1 (en) * 1996-04-25 2002-01-03 James R. Keogh Method for attachment of biomolecules to medical device surfaces
WO2001085676A1 (fr) * 2000-05-11 2001-11-15 P.O.C. Oil Industry Technology Beratungsges.M.B.H Polymeres biocides a base de sels de guanidine

Cited By (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8758729B2 (en) 2009-05-18 2014-06-24 Colgate-Palmolive Company Oral compositions containing polyguanidinium compounds and methods of manufacture and use thereof
WO2010134904A1 (fr) * 2009-05-18 2010-11-25 Colgate-Palmolive Company Compositions orales contenant des composés polyguanidinium et procédés de fabrication et d'utilisation de celles-ci
US9572913B2 (en) 2009-11-12 2017-02-21 B. Braun Melsungen Ag Use of polymeric or oligomeric active ingredients for medical articles
WO2011058148A1 (fr) 2009-11-12 2011-05-19 B. Braun Melsungen Ag Utilisation d'agents polymériques ou oligomériques pour des articles médicaux
DE102009052725A1 (de) * 2009-11-12 2011-05-19 B. Braun Melsungen Ag Verwendung von Polyoxyalkylendiamin-basierten Polyguanidinderivaten für medizinische Artikel
WO2011058144A1 (fr) 2009-11-12 2011-05-19 B. Braun Melsungen Utilisation de matériaux biocides polymériques pour des articles médicaux
WO2011058145A1 (fr) * 2009-11-12 2011-05-19 B. Braun Melsungen Ag Utilisation de dérivés de polyguanidine à base de polyoxyalkylène diamine pour des articles médicaux
DE102009052721A1 (de) * 2009-11-12 2011-05-26 B. Braun Melsungen Ag Verwendung polymerer oder oligomerer Wirkstoffe für medizinische Artikel
US9149661B2 (en) 2009-12-17 2015-10-06 Colgate-Palmolive Company Anti-erosion toothpaste composition
US10610707B2 (en) 2010-01-29 2020-04-07 Colgate-Palmolive Company Oral care product for sensitive enamel care
EP3091059A1 (fr) 2015-05-05 2016-11-09 tesa SE Bande collante et masse collante a phase polymere continue
US10308845B2 (en) 2015-05-05 2019-06-04 Tesa Se Adhesive tape featuring adhesive with continuous polymer phase
DE102015217860A1 (de) 2015-05-05 2016-11-10 Tesa Se Klebeband mit Klebemasse mit kontinuierlicher Polymerphase
WO2017182536A1 (fr) 2016-04-20 2017-10-26 Ineos Styrolution Group Gmbh Matières à mouler thermoplastiques non pénétrantes à effet antimicrobien
WO2019101916A1 (fr) 2017-11-24 2019-05-31 Tesa Se Composition durcissable à base de résines époxydes modifiées par des acides gras et de durcisseurs
WO2019101914A1 (fr) 2017-11-24 2019-05-31 Tesa Se Rubans adhésifs à base d'adhésifs réactifs en résine époxyde
WO2019101918A1 (fr) 2017-11-24 2019-05-31 Tesa Se Rubans adhésifs à base d'adhésifs réactifs en résine époxyde

Also Published As

Publication number Publication date
EP2180870A2 (fr) 2010-05-05
AT505563A1 (de) 2009-02-15
WO2009009814A3 (fr) 2009-07-09
AT505563B1 (de) 2011-10-15

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