Abstract: The present invention provides a primer composition comprising (i) 0.5-90% by weight of water, (ii) 5-90% by weight of a polymerizable compound having hydroxyl group, (iii) 0.1-90% by weight of a polymerizable compound having acidic group, and (iv) 0.01-30% by weight of a curing agent. When dental adhesive restorative materials such as dental resin cements, composite resins, PMMA resins and the like are made to adhere directly or through bonding agents to substrates such as vital hard tissues, especially an enamel or a dentin of natural teeth, glass ionomer cements and the like, the primer composition is able to impart a strong and durable adhesive property between the both without treating said substrates with an acid and the like.

Abstract: A bone cement is disclosed wherein the liquid component contains a therapeutic or diagnostic substance in combination with an emulsifying agent for said substance.

Abstract: An adhesive showing a strong bonding effect on dentin characterized by comprising in combination a primer comprising a water-miscible monomer and a salt of copper, iron or cobalt, and a curing composition comprising a methacrylate monomer and a polymerization initiator containing a (thio)barbituric acid derivative as one component.

Abstract: A dental material in powder form and being based on(a) aluminum fluorosilicate glass,(b) base metals suitable for dental use, or alloys of these with each other, and optionally(c) dry polycarboxylic acid and/or(d) a chelating agent,which contains at least some of constituent (a) as a sintered mixture with constituent (b).

Abstract: The invention relates to a process for preparing a dental material filler in the form of a copolycondensate. An alkoxy silane having a formula of Si(OR.sup.3).sub.4 and a titanium compound are dissolved in a water-miscible solvent. Optionally, additional alkoxysilanes having the formulas R.sup.1 --Si(OR.sup.3).sub.3 and R.sup.2.sub.2 Si(OR.sup.3).sub.2 are also dissolved in the solvent. The reactants are hydrolyzed and condensed to form a reaction mixture from which a heterosiloxane is formed. The heterosiloxane is separated, optionally washed, dried and tempered. The heterosiloxane may then be ground to a desired size and/or formed into various dental materials, such as fillings, inlays, veneers, seals, crowns, bridges, dentures, artificial teeth and adhesives for dental materials. Alternatively, the reaction may take place without the use of a water miscible solvent, such that the precondensing takes place in water.

Abstract: The acrylic copolymer of the present invention is an acrylic copolymer comprising recurring units derived from a (meth)acrylic ester compound and recurring units derived from a vinyl compound having --SO.sub.3 R (wherein R represents a hydrogen atom or a lower alkyl group) or having an acceptable salt thereof, wherein at least a part of ester groups of the (meth)acrylic ester compound is substituted by a group having recurring units derived from a (meth)acrylic ester. The present invention further provides a process for the preparation of the acrylic copolymer and use application of the acrylic copolymer utilizing its adhesion properties.

Abstract: A novel itaconic acid monoester compound represented by the following general formula (1) ##STR1## (R.sub.1 represents --H or --CH.sub.3, and R.sub.2 represents a C.sub.2 -C.sub.10 alkylene group, an oxyethylene group or a derivative thereof).The above compound is ordinarily synthesized from itaconic anhydride and a hydroxyalkyl ester of (meth)acrylic acid.Further, the above compound has hydrophilic groups and hydrophobic groups in appropriate balance, is superior in hardness, compression strength and water absorbability, and is suitable for use particularly in a dental adhesive comprising the compound or a polymer thereof. When the compound is used in a dental adhesive, the dental adhesive shows strong adhesion to the teeth or a composite resin over a long period even under a wet condition inside the mouth, and has excellent durability.

Abstract: A pasty dental material is disclosed which hardens to a high gloss polishable mass in the presence of an initiator. The mass is formed of a polymerizable bonding agent combined with an organosiloxane filler which contains units of the formula I ##STR1## and which has been subjected to an after treatment which is a condensation in an autoclave for a period of time of 1 hour to 5 days at a temperature of 60.degree. C. to 250.degree. C. under a pressure which is the sum of the partial pressures at the given temperature.

Abstract: A method of performing a nonsurgical blepheroplasty is provided which involves adhering opposing eyelid surfaces together to arrest ptosis or eyelid droop. Specific adhesive compositions are provided to permit oxygen permeability, long-lasting adherence and to be non-toxic with respect to the tissues involved. The adhesive is a mixture including an adhesive component, a thermoplastic elastomer component and a solvent component, with a midblock tackifier being an optional ingredient. The method and composition of the invention are primarily of utility to physicians and direct users seeking to bond human tissues together without the necessity of resorting to surgical techniques and is especially adapted to eyelid blepheroplasty procedures.

Abstract: A dental adhesive comprising a (meth)acryloylaminoalkyl carboxylate of the formula ##STR1## in which R.sup.1 represents hydrogen or methyl;R.sup.2 represents methylene or ethylene; andR.sup.3 represents hydrogen, methyl, or ethyl;and at least one of an initiator, a non-toxic solvent, and a filler. The dental adhesive is useful to effect a strong adhesive bonding of dental materials to collagen-containing materials.

Abstract: According to the present invention, a dental adhesive comprising glyceryl mono(meth)acrylate and a polymerizable monomer having at least one olefinic double bond and capable of copolymerizing with said glyceryl mono(meth)acrylate is provided.

Abstract: Salts of lower alkyl vinyl ether/maleic anhydride are described as active components in dental adhesives. A process for the preparation of these salts is described.The salts are partially neutralized mixed salts of lower alkyl vinyl ether/maleic anhydride copolymers. The neutralization of the copolymer is effected with aluminum, and calcium and/or sodium.

Abstract: Bioadhesive pharmaceutical carrier consisting essentially of a polymer blend of sodium carboxymethyl cellulose and xanthan gum or sodium alginate. The invention also provides for a method of control releasing a pharmaceutical active comprising incorporating an active into the bioadhesive pharmaceutical carrier. The invention is particularly adaptable for oral use and teething gels.

Abstract: An oral composition mouthwash or liquid dentifrice containing an aqueous vehicle acceptable vehicle, a substantially water-insoluble noncationic antibacterial antiplaque agent, such as 2,4,4'-trichloro-2'-hydroxy-diphenyl ether (triclosan) and an antibacterial-enhancing agent which enhances delivery of said antibacterial agent to, and retention thereof on, oral surfaces.

Abstract: An oral composition such as a dentifrice, mouthwash, lozenge or chewing gum containing a polyphosphate anticalculus agent, such as tetraalkali metal pyrophosphate and antibacterial antiplaque agent compatible therewith. The antiplaque agent is a substantially water-insoluble noncationic antibacterial agent such as 2,4,4'-trichloro-2'-hydroxydiphenyl ether (Triclosan). Antiplaque effectiveness is optimized by the presence of an antibacterial-enhancing agent which enhances delivery of said antibacterial agent to, and retention thereof on, oral surfaces.

Abstract: An oral composition dentifrice comprising an orally acceptable vehicle, about 5-30% by weight of a siliceous polishing agent, about 0.25-0.35% by weight of a substantially water-insoluble noncationic antibacterial antiplaque agent, such as 2,4,4'-trichloro-2'-hydroxydiphenyl ether (triclosan) and an antibacterial-enhancing agent which enhances the delivery of said antibacterial agent to, and retention thereof on, oral surfaces.

Abstract: Surgical adhesives, comprising an NCO-terminated hydrophilic urethane prepolymer derived from an organic polyisocyanate and a polyol component comprising a polyester polyol derived from an electron-attracting group-containing dicarboxylic acid, such as 2-ketoglutaric acid, are capable of being easily hydrolyzed within a living body after a certain period of time.

Abstract: A material for dentistry having a low odor, a low stimulation and a proper dough stage time is here disclosed which is prepared by blending a monomer selected from the group consisting of (meth)acrylate compounds represented by the general formula ##STR1## R.sub.1 is a hydrogen atom or a methyl group, each of R.sub.3, R.sub.6 and R.sub.10 is an alkyl group, and each of R.sub.2, R.sub.5, R.sub.8 and R.sub.9 is an alkylene group) and (meth)acrylate dimers.

Abstract: Hypersensitive dentin or cementum is treated by applying thereto two copolymerizable monomers which are polymerized in place and function to desensitize the hypersensitive areas. The first copolymerizable monomer used in the invention is the reaction product of N-phenylglycine or N- (p-tolyl)glycine and glycidyl methacrylate (NPG-GMA or NTG-GMA). The second copolymerizable monomer is selected from certain compounds produced by the reaction of an acid anhydride with excess hydroxyethyl methacrylate, e.g., biphenyl dimethacrylate. In a preferred embodiment, the mixture of monomers also contains a photosensitizer, such as camphoroquinone, which makes the mixture photocurable in addition to self-curable.

Abstract: A pasty dental material, which hardens to a high-gloss polishable mass in the presence of an initiator, comprising a polymerizable bonding agent and a finely divided filler based on special heterosiloxanes.

Abstract: Adhesion promoters containing (meth)acryloyloxyethyl dihydrogen phosphate and/or di(meth)acryloyloxyethyl hydrogen phosphate and acidic (meth)acryloyloxyethyl esters of carboxylic acids can improve the adhesion of photopolymerizable tooth materials to the enamel and dentine. The very strong bonding to the dentine immediately after curing proves to be particularly advantageous.

Abstract: The invention relates to new formylpiperazine group-containing (meth)acrylic acid esters and (meth)acrylamides (I) of the general formula (L) ##STR1## in which R.sup.1 is hydrogen or methyl,R.sup.2 is a divalent aliphatic or cycloaliphatic radical, andX is --O-- or --NH--,and to preparations which contain these compounds, for use as adhesive component for the treatment of collagen-containing materials, and to processes for the preparation and to the use of the preparations.

Abstract: A filling composition for dental temporary sealing comprises a component A defined by a puttied base agent composition wherein a base agent containing a water-insoluble liquid acidic phosphate and/or a water-insoluble organic carboxylic acid that is liquid at room temperature contains 5.0 to 50.0 % by weight of finely divided silica, and a component B defined by a puttied setting agent composition wherein a setting agent containing a reactive multi-valent metal salt containing 1.0 to 20.0 % by weight of a finely divided inorganic filler having a solubility of 0.2 or less at 20.degree. C.

Abstract: A denture liner composition is provided comprising a methacrylate polymer and/or copolymer in powder form to be wetted by a liquid composition containing dimethacrylate, butyl methacrylate, and long chain methacrylate monomers, the mixture setting upon wetting and being polymerized by visible light and chemical action. A method for using the composition in denture liner formation is also provided.

Abstract: A composite dental cement composition that is suitable for application with dental posts for either post insertion in a tooth or during core formation is provided. The cement composition includes a polymer matrix in an amount between about 15 and 50 weight percent, a filler in an amount between about 35 and 80 weight percent, and titanium in an amount between about 1 and 15 weight percent. The titanium ingredient chemically interacts with the polymer matrix in order to increase compressive strength of the cement composition. A fluoride compound may be added in order to substantially eliminate caries and further tooth decay.

Abstract: An orthodontic appliance adhesive has a plurality of glass spheres maintained therein. The glass spheres are coated with a release agent which repels the resin of the adhesive, causing the glass spheres to define effective voids within the adhesive when it is cured. These voids facilitate fracture of the adhesive composite. The beads further provide for a uniform spacing between an orthodontal bracket and a tooth when the adhesive is used for such bonding.

Abstract: A biologically compatible adhesive dental primer that is shelf stable as a single component adhesive and includes a mixture of an adhesive promoting and polymerizable monomer system having a free radical polymerizable monomer or prepolymer having ethylenic unsaturation and a phosphorus containing adhesion promoter which is free from halogen atoms bonded directly to a phosphorus atom, and optionally a free radical polymerization catalyst, and an accelerator for the catalyst.

Abstract: A bonding adhesive for dentistry and a method for preparing the surface of dentin, enamel, or other natural or industrial substrates containing or capable of binding metallic ions, for adhesion of composite materials or resins. First, an aqueous solution of phosphoric acid or a mixture of phosphoric and nitric acids along with aluminum oxalate, or phosphoric acid alone, is applied to the surface.

Abstract: Hydrocolloid adhesive compositions are disclosed comprising a rubbery elastomeric base having dispersed therein hydrocolloid particles, at least some of which are polycationic hydrocolloid particles. The compositions have enhanced resistance to breakdown by body fluids and are especially useful as wound dressings.

Abstract: A sealer for filling a dental root canal which can seal the apex of the root and the root canal perfectly and can be removed with the gutta percha points when refilling is necessary.The sealer of the invention consists of the same basic material as the gutta percha point, so it adheres to the point initimately and firmly and can seal the apex of the root perfectly. The softening temperature of the sealer is about 40.degree.-45.degree. C., so the points and the sealer can be removed same time by heating at low temperature with a heat carrier when refilling is necessary.

Abstract: Disclosed is an adhesive composition comprising (a) 100 parts by weight of a monomer mixture comprising a vinyl monomer having an acidic group in the molecule and a vinyl monomer copolymerizable with said vinyl monomer, (b) 10 to 500 parts by weight of a filler, (c) 0.01 to 10 parts by weight of a polymerization initiator and (d) 0.01 to 10 parts by weight of ascorbic acid or a derivative thereof.This adhesive composition has a high bonding force and an excellent durability even in a severe environment, for example, in the environment in the oral cavity. Accordingly, this adhesive composition is especially valuable used as a dental adhesive.

Abstract: Compositions comprising an oligomer which (a) on average comprises at least one in-chain residue of the general formula ##STR1## wherein Ar.sup.1 is an aromatic group, R.sup.1 is hydrogen or a hydrocarbyl group, X is a group which activates Ar.sup.1 to electrophilic attack, and Y.sup.1 is an organic residue bearing a carboxyl substituent; ad (b) has one or more pendant and/or terminal acyloxymethyl groups are described. They may be used in dental, electronic and electrical applications.

Abstract: A composition containing an adhesive suitable for affixing dentures or ostomy devices to a mucous membrane, which adhesive is a mixture composed of(a) 75-25 wt. % of a blend comprising a divalent calcium salt and a monovalent sodium salt of a lower alkyl vinyl ether/maleic acid copolymer wherein the concentration of Ca is between about 10 and 15 wt. % of the blend; Na is between about 1.5 and about 4 wt. % of the blend and --COOH is between about 9 and about 25 wt. % of the blend;(b) 0-10 wt. % of a lower alkyl vinyl ether/maleic acid auxiliary metal salt wherein said metal is divalent magnesium and/or monovalent potassium and wherein said auxiliary metal represents between about 1.5 and about 15 wt. % of said auxiliary metal salt compound and(c) 25-75 wt. % of a stearic acid metal salt wherein said metal salt is magnesium stearate containing from 0% to about 75% sodium stearate.The invention also relates to the use of said composition as an adhesive used in association with mucous membranes.

Abstract: The invention concerns polymerizable cement mixtures containing(a) polymerizable unsaturated monomers and/or oligomers and/or prepolymers containing acid groups and/or their reactive acid-derivative groups,(b) reactive fillers that can react with these acids or acid derivatives, and(c) curing agentsthat can be employed especially in dentistry as improved dental mixtures as well as in medicine.

Abstract: Organic fluoride sources comprising a tetrafluoroborate salt and capable of releasing fluoride ions into dentition in order to provide inhibition and/or prevention of dental caries are disclosed. A method of releasing fluoride ion into dental tissue is also disclosed.

Abstract: There is disclosed a bone cement composition comprising (a) a liquid component comprising a monomer of an acrylic ester and (b) a powdered component comprising, based on the weight of the powdered component,(i) from 0 to about 20 percent of a methyl methacrylate homopolymer,(ii) from about 30 to about 60 percent of a methyl methacrylate-styrene copolymer, and(iii) from about 30 to about 60 percent of a methyl methacrylate-butyl methacrylate copolymer.

Abstract: Dental restorative compositions comprising a polymerizable poly functional methacylate having the chemical structure: ##STR1## wherein n=1-3, and a filler are disclosed, the binder oligomer and polymer formed are also taught.

Abstract: Metabolically-acceptable, surgical adhesives are prepared from polyisocyanates having the structral formula: ##STR1## wherein R is a polyvalent aliphatic radical of about 1 to 10 carbon atoms or a polyvalent aromatic radical of 6 to about 24 carbon atoms;A is C, S or P;Z is O or S;Y is 1 when A is C or P, and 2 when A is S;n is 1 or 2;p is at least 1;q is 0 or 1, with the proviso that when A is carbon or sulfur, q is 0;r is 0 or 1, with the proviso that when A is carbon or sulfur, r is 0;X is a residue of an organic compound having active hydrogen-containing groups; andX' is a residue of an organic compound having at least 1 active hydrogen-containing group.

Abstract: An adhesive for bonding polymeric material to both collagen and calcium is provided. The adhesive contains a glutaraldehyde component for bonding to collagen and a monophosphate component for bonding to calcium. It has been found that in bonding polymeric filling materials to teeth that the adhesive substantially reduces microleakage around the filling.

Abstract: Carboxylic acids are comminuted with fluoroaluminosilicate glass frit to form a cement powder containing carboxylate salt. The cement powder can be used to prepare glass ionomer dental cements with extended work times.

Abstract: A method for making an adhesive for use in joining soft living tissue including the steps of preparing a hydroxyl-terminated polyester by reacting a biodegradable monomer with a polyhydroxy polymerization initiator in the presence of an amount up to about 2.0 weight percent of a catalyst, and then preparing a diisocyanate-terminated prepolymer adhesive by reacting about 24 to 92 weight percent of the hydroxy-terminated polyester with about 8 to 76 weight percent excess aromatic diisocyante. The polyester and the diisocyanate are preferably dissolved in an organic solvent prior to the mixture thereof in a ratio of solids to solvent of about 60:40. The polyester is a polymer or copolymer of lactide, glycolide or .epsilon.-caprolactone. The initiator is ethylene glycol, diethylene glycol, pentaerythritol or 1,1,1-tris (hydroxymethyl) ethane. The catalyst is stannous octoate, a zinc compound, an aliphatic tertiary amine, dibutyltin diacetate or 1,4-diazabicyclo [2,2,2] octane.

Abstract: A denture adhesive composition which has improved removability from denture plates and easiness in being squeezed out of a tube and which includes a low softening-point resin selected from polyvinyl acetate resins and natural chicles, and at least one compound having a molecular weight of about 120-7000 and containing one or more polyoxypropylene groups of the formula --(CH.sub.2 --CHCH.sub.3 --O).sub.n where n is an integer of 2-120 in an amount of at least 60% of the molecular weight of the compound.

Abstract: A stain resistant no-mix orthodontic adhesive is disclosed. The adhesive comprises:(a) a first component having a relatively low viscosity and which contains an acrylic or methacrylic diester of ethoxylated bisphenol-A, an acrylic or methacrylic diester of an alkanediol, and benzyl acrylate or methacrylate; and(b) a second component containing a filler and an acrylic or methacrylic diester of ethoxylated bisphenol-A, an acrylic or methacrylic diester of an alkanediol, and benzyl methacrylate or acrylate, said filler being present in an amount within the range of from about 50 to about 80 weight percent of said second component,wherein, one of said first and second components contains a perioxide catalyst and the other of said components contains a tertiary amine activator for said peroxide catalyst.

Abstract: Purified diisocyanate polyetherurethane prepolymers and process therefor. Polyetherurethane urea polymers prepared by mixing said prepolymers with an aqueous solution of an amino, ureido or hydroxy substituted amine or a like-substituted alpha-amino acid, and a method of using same as a space filling adhesive sealant in surgery.

Abstract: Elastomeric or flexible surgical adhesives, comprising [A] NCO-terminated hydrophilic urethane prepolymer derived from hydrophilic polyether polyol of higher oxyethylene content, or combination of [A] with [B] unsaturated cyano compound containing cyano group attached to a carbon atom constituting the polymerizable double bond, are used for bonding of tissues, with rapid cure rate and sufficient bonding power.

Abstract: Composites comprising(A) general formula (I), compound of ##STR1## [in the formula, R.sub.1 indicates either hydrogen or methyl group and R.sub.2 indicates hydrogen, alkyl radical with carbon number 1-5 to be possibly substituted with halogen, alkyleneoxide group with carbon number 2-4 to be possibly substituted with halogen or --(CH.sub.2 CH.sub.2 O)nH group (n=integral number of 1-4) to be possibly substituted with either halogen or methyl group],(B) vinyl compounds and/or silane compounds, and optionally(C) free radical developing agent and/or light sensitizer have not only an excellent adhesiveness but anti-irritation and anti-harmfulness against tissue, pulp and the like, for teeth and dentin.

Abstract: Organic esters of chlorine-containing or bromine-containing phosphorus acids and BIS-GMA, as well as organic esters of phosphorus acids having chlorine or bromine bonded directly to phosphorus, the organic radical of said esters containing at least one polymerizable functional group. Also described are dental liner, restorative, composite, and adhesive compositions containing such organic esters, as well as methods for using such compositions to repair or veneer dental tissue.

Abstract: A method of treating a surface to render the surface resistant to undesired adsorption from an aqueous environment, involving treating the surface with a solution containing a polymer mixture comprising (1) a polymer containing (a) reactive groups (A) capable of bonding with the surface to be treated and (b) hydrophobic groups (B); and (2) a polymer comprising (c) at least one hydrophilic polymeric chain (c) and (d) at least one hydrophobic group (D) in the presence of water. Compositions containing the polymer mixture may be used as mouthwashes to prevent or reduce tooth decay and prevent plaque formation. They may also be applied to various surfaces where prevention and/or reduction of colonization by microorganisms on the surfaces is desired.

Abstract: An adhesive composition comprises 100 parts by weight of a polymerizable monomer comprising (a) 1.5 to 100 parts by weight of a compound represented by general formula I or II: ##STR1## where R.sub.1 and R.sub.1 ' each stand for hydrogen or a methyl group, R.sub.2 stands for a divalent organic residue having 4 to 40 carbon atoms, X.sub.1 and X.sub.2 each stand for --O--, --S-- or --NH--, a is 0 or 1, and R.sub.3 stands for a group of the formula ##STR2## having 6 to 40 carbon atoms, where R.sub.4 and R.sub.4 ' each stand for a hydrocarbon group having 1 to 29 carbon atoms, and optionally replaced by a halogen atom, or a hydroxyl, amino or carboxyl group, b is an integer of 0 to 3, and Z stands for --O--, --COO-- or --NH--, a plurality of R.sub.4 ' (when b is 2 or 3) being the same or different, at least one of R.sub.4 and R.sub.4 ' having at least three carbon atoms, and (b) 0 to 98.5 parts by weight of a vinyl monomer copolymerizable with the above compound; and 0.01 to 20 parts by weight of a curing agent.

Abstract: A buffered glass ionomer cement for dental use, including in combination, a mixture of a fine particle, 5-10 microns, powder consisting essentially by weight of______________________________________ silica 20-30% boron oxide 1-10% aluminum oxide 10-20% aluminum fluoride 1-10% calcium fluoride 30-40% phosphorus pentoxide .[.1-5%.]..Iadd.1-10%.Iaddend. ammonium fluoride .[.1-10%.]..Iadd.1-5%.Iaddend. ______________________________________plus five to twenty percent of the weight of the above of zinc oxide and zero to ten percent of titanium dioxide, anda liquid component comprising, by weight polyacrylic acid of low molecular weight, 40% solution in water--100-80% by weight, d-tartaric acid--0-20%. The powder and the liquid component are mixed together in a ratio of from 1:1 to 5:3 by weight.