Abstract: An antibacterial bonding compositions for dental use, which comprises (A) an antibacterial primer that comprises an antibacterial polymerizable monomer having an ethylenic unsaturated group and at least one or more cationic groups selected from the group consisting of ammonium bases, pyridinium bases and phosphonium bases, and a volatile solvent, and(B) an adhesive composition comprising an acid group having polymerizable monomer, a polymerizable monomer, and a polymerization initiator; and an adhesive compositions for dental use, which comprises (P) an adhesive primer comprising an acid group having polymerizable monomer, a hydrophilic polymerizable monomer, and water, and (Q) a bonding agent comprising a polymerizable monomer, and an acylphosphine oxide compound and an &agr;-diketone compound both serving as a polymerization initiator.

Abstract: An antibacterial bonding compositions for dental use, which comprises (A) an antibacterial primer that comprises an antibacterial polymerizable monomer having an ethylenic unsaturated group and at least one or more cationic groups selected from the group consisting of ammonium bases, pyridinium bases and phosphonium bases, and a volatile solvent, and(B) an adhesive composition comprising an acid group having polymerizable monomer, a polymerizable monomer, and a polymerization initiator; and an adhesive compositions for dental use, which comprises (P) an adhesive primer comprising an acid group having polymerizable monomer, a hydrophilic polymerizable monomer, and water, and (Q) a bonding agent comprising a polymerizable monomer, and an acylphosphine oxide compound and an &agr;-diketone compound both serving as a polymerization initiator.

Abstract: A polymethacrylate or other bone cement composition having analgesic properties is described. Bone cements containing up to 5% by weight of a local anaesthetic agent, such as lidocaine, have been demonstrated to elute sufficient lidocaine to provide an analgesic effect in vivo.

Abstract: A dental composite material includes a hardenable resin matrix and a filler component. The filler component includes (a) a first plurality of preferably glass particles having an average particle size of from about 1 to about 10 micrometers; (b) a second plurality of preferably glass particles having an average particle size of from about 0.1 to about 1 micrometers; and, (c) a plurality of filler particles having an average particle size of from about 0.01 to about 0.04 micrometers. A method according to the invention includes compacting a dental composite material into a prepared tooth cavity, wherein the material has a packability index above about 300 g/mm2.

Abstract: A two part composition for sealing and/or filling root canals. One or more elastomeric (meth)acrylate oligomers are mixed with one or more diluent comonomers, one or more radiopaque fillers and one or more polymerization initiator systems. One or more antimicrobial agents may also be included in the composition. The components are mixed, undergo a setting reaction and are subsequently cured. In use, the composition is easily removed from the tooth structure if rework is needed, yet provides a tight and effective seal in the root canal. The composition also has a desirable flowable consistency and exhibits good adhesiveness with a tooth substrate.

Abstract: A dental composition including a mono- and/or a poly-cyanoacrylate, a polymerizable monomer, a stabilizer, an initiator, and optionally, pigments and a filling material.

Abstract: Hydrolysis-stable and polymerizable acrylophosphonic acid monoesters with the general formula (I) which are particularly suitable as a component of dental materials are disclosed.

Abstract: A composition for simultaneously etching and priming a tooth surface prior to restoration, comprising a solution of an —SO3 terminated compound resin, and an optional fluoride source. In practice, the composition is applied to the tooth surface and not subsequently washed prior to application of an adhesive or other restorative material.

Abstract: An improved dental adhesive device to hold prosthetic devices in the human mouth is made as a laminate of webs which are bonded together by deforming a film of thermoplastic ethylene oxide polymer and having an external adhesive coating on the laminate. The dental adhesive is produced by continuously applying thermoplastic ethylene oxide polymer between moving webs of cellulose acetate fibers, applying additional thermoplastic ethylene oxide polymer to the external surface of the webs, and then passing said webs in superimposed relationship between a pair of dry heated calender rolls for thermoplastically bonding said webs into a unitary structure. A dry water-activated adhesive material, such as sodium alginate, may be employed with the thermoplastic ethylene oxide polymer by being dissolved or dispersed in the polymer. Synthetic fibers are applied to the webs so as to extend transversely through the webs.

Abstract: Liquid crystalline (meth)acrylates of the invention include at least three rigid rod-like moieties. One of these moieties is comprised between the (meth)acrylate rests and further two moieties are bonded as side chains. The liquid crystalline (meth)acrylates polymerizable using redox initiators and/or photo initiators. The (meth)acrylates of the invention polymerize quantitative and with very low volume shrinkage of less than 2.5 percent.

Abstract: The invention relates to a photopolymerizable composite resin composition for dental restoration i) based on the multifunctional prepolymer mixture of 2,2-bis-(4-(2-hydroxy-3-methacryloyloxypropoxy)phenyl)propane (“Bis-GMA”) and multifunctional prepolymer formed by substituting hydrogen atoms in hydroxyl group with methacrylate groups in this Bis-GMA molecules, and ii) comprising a diluent, an inorganic filler, a photoinitiation system, and other additives. The photopolymerizable composite resin composition for dental restoration based on multifunctional prepolymer mixture has better physical and mechanical properties and biocompatibility than the conventional composition based on only Bis-GMA itself.

Abstract: An anti-microbial dental restorative composition and method of use of the same for use in restoring the function and anatomy of a tooth. Dental restorative materials include bonding agents, resin cements and resin comprise polymerizable unsaturated monomers, oligomers, prepolymers with or without acid groups or combinations thereof. The anti-microbial dental composition prevents secondary decay, greatly enhances sustained anti-microbial activity for a longer period of time with minimum harm to the living structure and surrounding tissues and without affecting the composition's restorative properties.

Abstract: A pressure-sensitive adhesive material made of a weakly elastic mixture comprising a continuous phase formed essentially from a physically cross-linked solid rubber, which comprises a blend of A-B-A block copolymer, such as a styrene-isoprene-styrene block copolymer and a diblock copolymer such as styrene-butadiene, styrene-isoprene or a hydrogenated styrene-diene copolymer such as styrenel/etyhlene butylene, a compatible tackifying resin and a low-molecular weight polyisobutylene, optionally modified by butyl rubber, and a discontinuous phase comprising one or more hydrocolloids that are soluble and/or swellable in water.

Abstract: A marginal treatment material of a denture base, comprising (A) 100 parts by weight of an organopolysiloxane having at least two aliphatic unsaturated hydrocarbons in one molecule and having a viscosity of 500˜5,000 cs at 25° C.; (B) 0.5˜30 parts by weight of an organohydrogen polysiloxane having at least three hydrogen atoms directly bonded to a silicon atom in one molecule; (C) 10˜500 ppm, based on the total of the components (A) and (B), of a silicone-soluble platinum compound; and (D) 0.5˜20 parts by weight of fine silica powder having a BET specific surface area of 50˜500 m2/g, whose surface is made hydrophobic.

Abstract: A method of making a sterile adhesive composition includes placing a mixture of a polymerizable adhesive monomer and a thickening agent in a container, sealing the container, and sterilizing the mixture and the container. The method provides superior viscosity for the monomer composition. The sterile adhesive composition is particularly useful as a medical adhesive and can comprise 1,1-disubstituted ethylene monomers, such as &agr;-cyanoacrylates.

Abstract: The pH-modified monomer and polymer compositions are useful as biomedical and surgical adhesives, sealants, implants and bioactive agent release carriers or matrices. They comprise a monomer or polymer; and an effective amount of an acidic or basic pH modifier effective to modify the pH of an immediate in vivo environment of the composition to a pH range at which the polymer biodegrades at a different rate than at physiologic pH. The invention also relates to in vivo applications in which surfaces are joined or treated with such pH-modified biocompatible compositions.

Abstract: A dental restorative material is disclosed, comprising an amorphous inorganic material having a refractive index in a D-line of sodium in the range of 1.470˜1.520 and having an X-ray opacity; a (meth)acrylic ester monomer not having a benzene ring in a molecule thereof; and a polymerization initiator, if desired, the dental restorative material according to the invention further comprises an amorphous inorganic material having a refractive index in a D-line of sodium equal to or less than that of the (meth)acrylic ester monomer not having a benzene ring in a molecule thereof, the dental restorative material of the invention has an X-ray opacity and translucency close to natural teeth, and has superior esthetics not using a monomer having a benzene ring which has a fear of an environmental hormone action.

Abstract: A kit for dental adhesive comprising a radical polymerizable monomer having an acid group in the molecule, a photosensitizer and/or a peroxide, a water-soluble organic solvent, an organic sulfinic acid and/or a salt thereof or a barbituric acid and/or a derivative thereof, and water. The kit may further comprises a radical polymerizable monomer which has no acid group and is insoluble or hardly soluble in water, an amine compound, a silane coupling agent and a 1,3,5-triazine-2,4-dithion derivative. By using this kit, the adhesive composition can be applied directly to a dentine without conducting a pretreatment.

Abstract: The invention relates to a dental material with at least one polymerizable binder and at least one filler containing a redox-initiator system for the radical polymerization, which comprises an initiator and an activator. The material is characterized in that the filler contains a homogeneous mixture of a first part of the filler, which is mixed with the initiator, a second part of the filler, which is mixed with the activator, and a third part of the filler, which does not contain a component of the initiator system. The materials are particularly suitable as cements and filling materials.

Abstract: Dental composition, product and process using a silicon containing abrasion resistant material. The dental products formed are abrasion resistant and self-lubricating across their entire cross sections. Dental compositions useful for forming dental products in accordance with the invention preferably includes an ethylenically unsaturated silane. The composition is formed into a dental prosthesis, such as an artificial tooth, inlay, onlay, facing, crown or bridge.

Abstract: The invention is directed to methods of making novel porous and solid polyvinyl alcohol hydrogels. These hydrogels are particularly suited for use in the replacement and augmentation of soft tissue or non-load bearing bone of the face, head and cranium.

Abstract: The present invention concerns novel methods for enhancing the mechanical performance of tissue adhesives and sealants which comprises employing a primer molecule in association with a tissue adhesive or sealant, wherein the primer molecule serves to enhance the strength of the interface between the tissue and the adhesive matrix. The primer molecules described herein function to interact with a protein present in the tissue, thereby altering its characteristics to make it more amenable to bonding with the adhesive matrix. Primer molecules may be applied to the tissue independently from the tissue adhesive or sealant or may be mixed with the tissue adhesive or sealant prior to application to the tissue.

Abstract: A denture adhesive composition is disclosed and comprises a polymeric activator in an amount of up to about 3 percent by weight based on the total weight of the denture adhesive composition. This composition exhibits enhanced adhesive performance and reduces oozing and incidence of food occlusion. Also disclosed is a method of preparing a denture adhesive composition comprising: preparing a mixture which comprises a polymeric activator in an amount of up to about 3 percent by weight based on the total weight of the denture adhesive composition; forming a denture adhesive composition including the mixture; and recovering the denture adhesive composition. A method of making a denture adhesive composition more adhesive and less oozing is disclosed as well. This method comprises adding to the denture adhesive composition a polymeric activator in an amount of up to about 3 percent by weight based on the total weight of the denture adhesive composition.

Abstract: The invention provides dental composition system having curable liquid which is useful alone as a light curable composition and which is useful by mixing with a powder in preselected proportions to form dual cure compositions. The composition system is useful as bonding agent, cement, liner, base, restorative, pit and fissure sealants, and/or core build-up material, having improved adhesion to dentin. After storing the powder and the liquid in separate containers for at least two weeks and then mixing a portion of the powder and a portion of the liquid to form a mixture, the polymerizable compound polymerizes within 20 minutes of the mixing to form a first polymeric material having a flexural strength of at least 50 MPa, and an expansion in water at 37° C. after 90 days of less than 1 percent by volume.

Abstract: Single-solution adhesive resin formulations are made of predominantly dimethacrylates or diacrylates containing predominantly) two carboxyl groups and a functionalized methacrylate or acrylate diluent monomer. A novel light-activated initiator can be used for photopolymerization of such adhesives.

Abstract: Star polymers of soft segment forming monomers are useful in forming surgical devices. The star polymers can be encapped with isocyanate, mixed with a filler and/or cross-linked. The polymer compositions are useful, for example, as fiber coatings, surgical adhesives or bone putty, or tissue growth substrate.

Abstract: Single-solution adhesive resin formulations are made of predominantly dimethacrylates or diacrylates containing (predominantly) two carboxyl groups and a functionalized methacrylate or acrylate diluent monomer. A novel light-activated initiator can be used for photopolymerization of such adhesives.

Abstract: A photoinitiator composition that includes (a) 1-aryl-2-alkyl-1,2-ethanedione and (b) a rigid 1,2-dione in a weight ratio of (a):(b) in a range of about 1:20 to about 20:1 is disclosed. The photoinitiator composition can be used in a photocurable dental composition in an amount sufficient to achieve a degree of double-bond conversion of at least 50%. Methods for making the photocurable dental composition are also disclosed.

Abstract: Disclosed are methods for treating endoleaks arising from endovascular repair of abdominal aortic aneurysms. The disclosed methods involve the in situ sealing of endoleaks after placement of an endovascular prostheses in the abdominal aorta. Sealing of endoleaks is achieved by injection of either a biocompatible polymer or prepolymer fluid composition into the endoleak which composition in situ solidifies to seal the leak. Preferably, the biocompatible fluid composition comprises a contrast agent to allow the clinician to visualize the sealing process.

Abstract: The present invention is an endodontic sealer paste and an endodontic core material for root canal filling, retrofilling, and perforation repair. The endodontic sealer paste contains a dry poly(carboxylic acid), zinc oxide, and an aliphatic acid. The endodontic core material contains a pliant polymer, a dry poly(carboxylic acid), and zinc oxide.

Abstract: A polymerizable composition for dental use, containing monomer (a) with a polymerizable olefinic unsaturated group, acylphosphine oxide (b), organic peroxide (c), tertiary amine (d) and aromatic sulfinic acid and/or a salt thereof (e). The polymerizable composition for dental use exerts excellent curability by any of photo-polymerization and chemical polymerization, having a good color for dental use, with less color change between prior to and after polymerization, and excellent light resistance, producing a cured product with a smaller thickness of the unpolymerized layer on the surface, having larger curing depth and excellent adhesion to teeth and metals and the like and great color fastness in hot water and in darkness. By taking advantages of these excellent properties, the polymerizable composition can effectively be used for utilities, for example as a bonding agent, a composite resin, an adhesive agent, a primer and an opaque primer and the like, for dental use.

Abstract: Photopolymerizable compositions that include free radically active and cationically active functional groups, and methods for polymerizing such compositions, in which the onset of cationic polymerization is controllably delayed to extend the time between formation of a moldable gel and formation of a hardened solid.

Abstract: The use of polymerizable monomeric conditioning agents for treating the enamel and dentin of a tooth prior to application of a primer and subsequent application of a bonding resin, or a combination of a primer/bonding resin has been found to provide good shear bond strength on both moist and dry dentin. In addition, the contact angles provided by water on dentin conditioned with the polymerizable conditioners as compared to the non-polymerizable phosphoric acid are much lower, reflecting improved spreading over the surface of the tooth.

Abstract: Disclosed are fluorinated materials for use in dental uses and non-dental uses, e.g., adhesives or coatings. Multifunctional monomers and prepolymers with pendant (meth)acrylate groups were prepared from epoxide ring-opening reactions. Resins based on the fluorinated monomers and prepolymers with diluent comonomers, were photocured as composites with particulate fillers. Fluorine contents of the prepolymers ranged from 15 to 65%. Composites with high transverse strength (up to 120 MPa), low water sorption (as low as 0.11 mass %) and extremely low polymerization shrinkage (as low as 3.4% by volume) were obtained. The fluorinated resins may be employed to produce hydrophobic dental composite materials with high strength and low polymerization shrinkage.

Abstract: A dental adhesive kit is disclosed, comprising a combination of: (i) a self-etching primer comprising (A) from 1.0 to 50% by weight of a methacrylate or acrylate having an acidic group and having at least one unsaturated double bond, (B) from 1.0 to 98% by weight of a water-soluble organic solvent, and (C) from 1.0 to 90% by weight of water; and (ii) a bonding agent comprising (D) from 10 to 90% by weight of a methacrylate or acrylate having neither acidic group nor hydroxyl group and having at least one unsaturated double bond, (E) from 10 to 90% by weight of a methacrylate or acrylate not having an acidic group but having a hydroxyl group and having at least one unsaturated double bond, (F) from 0.1 to 5.0% by weight of a photopolymerization initiator, (G) from 0.1 to 5.0% by weight of a photopolymerization accelerator, and (H) from 1.0 to 60% by weight of a filler.

Abstract: Hydrolysis-stable and polymerizable acrylphosphonic acids are described which are particularly suitable as a component of dental adhesives owing to their adhesion-promoting properties.

Abstract: The invention relates to a process for the preparation of bone cements comprising active compound and to bone replacement materials or implantable drug depots produced therefrom. The bone cement is composed of a solid component and a liquid component. The liquid component is dissolved in an organic solvent whose proportion does not exceed 50% by weight based on the liquid component, and this solution is mixed with the solid component.

Abstract: A coating composition is provided comprising hyaluronic acid or a salt thereof and a blocked polyisocyanate in a solvent comprising water. A method is provided for preparing the coating on a substrate comprising forming a coating mixture of hyaluronic acid or a salt thereof and a blocked polyisocyanate in a solvent comprising water; applying the coating mixture to the substrate; and curing the coating.

Abstract: A primer/bonding composition for dental restorations comprising a photoinitiator system and a monomer system consisting essentially of at least one polymerizable acidic component and at least one hydrophilic monomer. The presence of a high viscosity monomer such as Bis-GMA is not required. The composition has excellent bonding properties, and is shelf-stable for at least about one year when stored in one container.

Abstract: The invention relates to dental compositions containing(a) 5 to 70 wt. %, relative to (a)+(b)+(d), of oligomers and/or polymers,(b) 0 to 95 wt. %, relative to (a)+(b)+(d), of fillers,(c) 0.1 to 3 wt. %, relative to (a), of at least one initiator or one initiator system,(d) 0 to 95 wt. %, relative to (a)+(b)+(d), of the usual adjuncts, including pigments, radiopaque additives and/or thixotropy auxiliaries,characterized in that 5 to 100 wt. % of component (a) comprises oligomers or polymers with the general formula ##STR1## or ##STR2## The dental compositions are suitable for producing filling materials, fixing cements, inlays, onlays, veneers, temporary crown and bridge materials, dentistry and impression materials. In compositions with radical curing, slight volume shrinkage occurs during curing, whereas in cement compositions, better mechanical properties are obtained.

Abstract: The pH-modified monomer and polymer compositions are useful as biomedical and surgical adhesives, sealants, implants and bioactive agent release carriers or matrices. They comprise a monomer or polymer; and an effective amount of an acidic or basic pH modifier effective to modify the pH of an immediate in vivo environment of the composition to a pH range at which the polymer biodegrades at a different rate than at physiologic pH. The invention also relates to in vivo applications in which surfaces are joined or treated with such pH-modified biocompatible compositions.

Abstract: A method for sterilizing a liquid adhesive composition includes subjecting the composition to electron beam irradiation while it is enclosed in a container.

Abstract: The invention relates to vinylcyclopropane derivatives according to the formula ##STR1## in which A is --[--Y--CO--C(.dbd.CH.sub.2)R.sup.4 ].sub.m or --C(.dbd.CH.sub.2)CO--O--C.sub.1-4 -alkyl, U and X, independently of each other, stand for CO, COO or CONH; Y and Z stand for O or NH or are absent, but Y and Z cannot be absent at the same time; n, m stand for a whole number from 0 to 4, but n and m are not 0 at the same time; R.sup.1 is H, CH.sub.3 or Cl; R.sup.2, R.sup.3 stand for H, a C.sub.1 - to C.sub.10 -alkyl or alkylene radical, which can be interrupted by O, S or NH, for a C.sub.6 - to C.sub.14 -aryl or arylene, C.sub.7 - to C.sub.14 -alkylaryl or alkylarylene or a C.sub.5 - to C.sub.8 -cycloalkyl or cycloalkylene radical; and R.sup.4 is H or a C.sub.1 - to C.sub.10 -alkyl radical, and to processes for their production. The compounds are suitable in particular for the production of adhesives, cements, composites and mouldings.

Abstract: An antimicrobial denture adhesive, denture cleansing creme or denture soaking or brushing composition comprises a combination of 8-hydroxyquinoline (or its salt) and at least one copper(II) salt. The composition fights denture stomatitis by inhibiting Candida albicans.

Abstract: An adhesive composition for surgical use including an .alpha.-cyanoacrylate adhesive composition with a polymer characteristic for biodegrading and bioabsorbing the adhesive into the body of a living organism. It is preferred that the polymer is a co-polymer of DL-lactic acid and .epsilon.-caprolactone or a co-polymer of DL-lactic acid, ethylene glycol and .epsilon.-caprolactone, or a co-polymer of ethylene glycol and .epsilon.-caprolactone.

Abstract: The invention relates to an adhesive system for fixing dental restorative materials to hard dental substance constitutingi) a component which contains at least one activator which is a constituent of a chemical initiator system, and contains at least one ethylenically unsaturated compound which is capable of polymerization,ii) a component which contains at least one ethylenically unsaturated compound which is capable of polymerization but otherwise contains no further activator, which is able to start chemical curing with the activator from component i), andiii) a dental restorative material which contains at least one activator which, together with the activator from i), is able to start a polymerization reaction, or a cement for fixing dental restorative materials that have already cured, which contains at least one activator which, together with the activator from component i), is able to start radical polymerization.

Abstract: A silicone composition useful for dental temporary sealing is disclosed, which comprises:(A) 100 parts by weight of an organopolysiloxane having at least two aliphatic unsaturated hydrocarbons in one molecule and having a viscosity of from 50 to 1,000 cSt at 25.degree. C.;(B) from 0.1 to 40 parts by weight of an organohydrogenpolysiloxane having at least three hydrogen atoms directly bonded to a silicon atom in one molecule;(C) from 10 to 500 ppm, based on the total amount of (A) and (B), of a silicone-soluble platinum compound;(D) from 10 to 400 parts by weight of an inorganic filler; and(E) a finely powdered silica having a BET specific surface area of from 50 to 500 m.sup.2 /g, the surface of which is made hydrophobic.

Abstract: An adhesive system has been developed for orthodontic ceramic brackets which minimizes tooth fracture and makes bracket removal easier and more predictable. The adhesive system makes use of current filled adhesives and a plasticizer (e.g. diethyl phthalate, xylene, etc.). Additions of plasticizer between 10 to 20 weight percent of the adhesive will decrease the adhesion in excess of 50%. This adhesive permits more patient comfort while at the same time allowing for the use of ceramic brackets.

Abstract: An antimicrobial caries-detecting composition, which comprises(i) water, a water-miscible solvent or a combination thereof, (ii) a dye capable of staining the caries-infected portions of teeth, and (iii) at least one antimicrobial agent.

Abstract: A curable dental adhesive composition of the type including polymerizable monomer and polymerization initiator may be easily prepared and applied to a tooth surface by using a tool which includes fibrous or sponge material, adapted to fit within a person's mouth, and carrying at least part of the polymerization initiator. Polymerizable monomer and any remaining polymerization initiator as well as filler and other ingredients may be brought into contact with the tool to form the curable composition just prior to applying the composition to the tooth surface. The tool may be part of a kit which also includes a container for polymerizable monomer and, as necessary, one or more additional containers for remaining polymerization initiator(s), fillers, etc. No separate mixing container is required.