Abstract: The invention provides a dental glass ionomer cement composition comprising (a) an .alpha.-.beta. unsaturated carboxylic acid polymer having a weight-average molecular weight lying in a specific range, (b) a polymerizable unsaturated organic compound having a CH.sub.2 .dbd.C(R1)--COO group, (c) water, (d) an organic aromatic compound having a --SO.sub.2 group, (e) a fluoroaluminosilicate glass powder having a mean particle size and specific gravity each lying in a specific range and capable of reacting with the component (a), and (f) a compound containing at least one element selected from the group consisting of aluminum, iron and tin. This composition can be cured either without recourse to conventional redox reaction systems or without exposure to visible light. It can be used with good-enough physical properties for dental therapy while it is harmless to the dental pulp, and can be stored over an extended period of time.

Abstract: The invention relates to photopolymerizable dental compositions of ethylenically unsaturated monomers and/or polymers thereof which are curable in two curing steps. Besides being comprised of fillers, said compositions also contain a photoinitiator component I having a light absorption maximum of <450 nm and a molar extinction of the light absorption of <10 at wavelengths of 470 nm or higher, and a photoinitiator component II having a molar extinction of the light absorption of >20 at least at one wavelength of at least >450 nm.

Abstract: An elastomeric orthodontic device such as a ligature, rotation wedge or force module is made of a composition selected from one or more classes of materials, such that the device has certain physical properties useful for orthodontic treatment and also is resistant to staining by common foods and beverages such as mustard, tea and coffee.

Abstract: The present invention provides a novel dental composition and a method of making shaped dental articles therefrom via photoiniferter polymerization. The dental composition comprises acrylic photoiniferter block polymer, a monomer charge comprising free radically polymerizable acrylic monomer, and a filler and optionally includes pigments, sensitizers, medicaments, stabilizers, accelerators, etc. The dental composition is alternately exposed to a source of radiant energy and shaped in a desired manner in order to form a partially cured dental article. The partially cured dental article is then cured by a final exposure to the radiant energy source, providing a final cured article. The resultant reinforced acrylic copolymer system provides a shaped dental article which can be a denture base, a denture liner or a restorative.

Abstract: A polycarbonate dimethacrylate which is the condensation product of 2 parts of hydroxyalkylmethacrylate of the formula. ##STR1## in which A is C.sub.1 -C.sub.6 alkylene, and 1 part of a bis(chloroformate) of the formula ##STR2## in which R is C.sub.2 -C.sub.5 alkylene having at least two carbon atoms in its principal chain and n is an integer from 1 to 4, is usable, admixed with a secondary monomer suitable for dental applications, such as BIS-GMA; UDMA or the like, as an adhesive system for dental restorative materials. Particularly useful is the novel condensation product of 2-hydroxyethylmethacrylate and triethylene glycol bis(chloroformate).Dental adhesives containing these components are suitable for application to enamel, pretreated dentin, porcelain and metallic surfaces. The dentin surfaces are pretreated by application of an alcoholic solution of an alkali metal salt of benzene sulfinic acid.

Abstract: Dental crowns and bridges are made from thermoplastic molding compositions which are a mixture of thermoplastic material (for example, polycaprolactone), a free-radically polymerizable resin (for example, a urethane diacrylate oligomer), and free-radical initiator (for example, a visible-light cure photoinitiator). The mixture is solid at 38.degree. C., has a melting or softening point that comfortably can be withstood by oral tissues, and can be imprinted with a heat-stable custom shape memory and semi-thermoplastic properties by shaping the composition to a desired shape and then causing or permitting the resin to undergo polymerization.

Abstract: A modelling liquid used for building up dental porcelain, comprising:(A) a photopolymerizable compound having at least one ethylenically unsaturated double bond,(B) a photopolymerization initiator,(C) a reducing agent, and(D) a polymerization inhibitor.

Abstract: The invention describes a material for making temporary crowns and bridges that comprises two pastes and can be mixed in a static mixer/application in one cycle without the incorporation of bubbles, and can be easily pressed out. The polymers produced from this are aesthetically pleasing and remarkably break-resistant. Their polymerization-related shrinkage proves to be extremely low. Their radiopaqueness meets clinical requirements.

Abstract: A photo-curable resin composition containing a polycarbonate having a number average molecular weight of between 200 and 10,000 and containing at least two (meth)acrylate groups in the molecule, or a diglycidyl phthalate (meth)acrylate, an organic polymer fine powder having an average particle diameter of between 1 .mu.m and 50 .mu.m and a photo-radical polymerization initiator; and a coating liquid to be applied to a resin pattern. This resin composition is useful for preparing a clasp pattern exhibiting a theoretical form for retention, durability, etc., i.e., a cast clasp basic pattern, for producing, by a lost wax method, a cast clasp which is a metal component for holding a partial denture, retaining it and supporting it.

Abstract: The present invention provides a novel dental composition and a method of making shaped dental articles therefrom via photoiniferter polymerization. The dental composition comprises acrylic photoiniferter block polymer, a monomer charge comprising free radically polymerizable acrylic monomer, and a filler and optionally includes pigments, sensitizers, medicaments, stabilizers, accelerators, etc. The dental composition is alternately exposed to a source of radiant energy and shaped in a desired manner in order to form a partially cured dental article. The partially cured dental article is then cured by a final exposure to the radiant energy source, providing a final cured article. The resultant reinforced acrylic copolymer system provides a shaped dental article which can be a denture base, a denture liner or a restorative.

Abstract: An elastomeric orthodonic device such as a ligature, rotation wedge or force module is made of a composition selected from one or more classes of materials, such that the device has certain physical properties useful for orthodontic treatment and also is resistant to staining by common foods and beverages such as mustard, tea and coffee.

Abstract: One component, visible light-cured dental restorative compositions having fluoride release properties for the purpose of reducing the chances of secondary caries are provided. The compositions include inorganic particulate fluoride leachable glass.

Abstract: A polycarbonate dimethacrylate which is the condensation product of 2 parts of hydroxyalkylmethacrylate of the formula ##STR1## in which A is C.sub.1 -C.sub.6 alkylene, and 1 part of a bis(chloroformate) of the formula ##STR2## in which R is C.sub.2 -C.sub.5 alkylene having at least two carbon atoms in its principal chain and n is an integer from 1 to 4, is usable, admixed with a secondary monomer suitable for dental applications, such as BIS-GMA; PUDMA or the like, as an adhesive system for dental restorative materials. Particularly useful is the novel condensation product of 2-hydroxyethylmethacrylate and triethylene glycol bis(chloroformate).

Abstract: Improved permanent soft denture liners are disclosed which consist substantially of an amount of one or more polysiloxanes selected from acryloxyalkyl and methacryloxyalkyl-terminated polydialkylsiloxanes in which the polysiloxane is crosslinked by a material selected from suitable heat, light or chemically activated initiators with or without crosslinking agents. The preferred embodiments are visible light activated and can be applied, fitted, cured and installed in one sitting.

Abstract: A light-polymerizable resin composition for the preparation of clasp patterns comprises (a) a light-polymerizable compound having at least one ethylenically unsaturated double bond, (b) an organic filler material, (c) a light polymerization initiator and (d) a reducing agent. The light-polymerizable compound is solid at normal temperature, and may be a mono- or polyfunctional acrylate or methacrylate.

Abstract: Curable compositions are described which contain a binder and a high propion of fillers having a mean grain size of <50 .mu.m. The filler proportion of the curable compositions is so high that they cannot be used for the intended purpose because of their high viscosity However, they can be liquefied by exposure to oscillation in the frequency range of 20 Hz to 20 MHz with an amplitude of 1 .mu.m to 5 mm so that they are workable and can be employed for the intended purpose.

Abstract: Disclosed is a dental composition comprising a (meth)acrylic ester compound as the principal component and containing a polymerization initiator, which is characterized by having incorporated therein a grafted rubber obtained by polymerizing at least one ethylenically unsaturated monomer in the presence of a rubber. This dental composition can be cured to yield a cured product having excellent strength properties and, therefore, is particularly useful in applications such as a molar restoration material and a denture base resin.

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: Acrylic and methacrylic esters of substituted 1,2-bis(phenoxy)-3,3,4,4,5,5-hexafluoro-1-cyclopentenes of the formula ##STR1## in which, in each case independently of one another, R.sup.1 and R.sup.2 denote C.sub.1 -to C.sub.4 -alkyl, C.sub.1 - to C.sub.4 -halogenoalkyl or hydrogen,R.sup.3 and R.sup.4 denote (n+1)- or (m+1)-valent, straight-chain or branched hydrocarbon radicals having 2 to 15 carbon atoms, which may optionally contain 1 to 3 oxygen bridges,R.sup.5 and R.sup.6 denote hydrogen or methyl,X represents ##STR2## and n and m denote integers from 1 to 5The ester can be polymerized to form dental fillings, coatings and artificial teeth.

Abstract: Photopolymerizable dental compositions are proposed which are curable with visible light and which apart from usual auxiliary substances and additives contain polymerizable monomers of the group of the poly-thiol compounds and of the group of the poly-ene compounds and a photoinitiator and which, in order to obtain a curing free from any smeary layer, contain at least 10% by weight poly-thiol compound(s), at least 10% by weight poly-ene compound(s) and 0.01 to 5% by weight of at least one acyl phosphine compound as photoinitiator. The compositions can advantageously be used as dental impression compositions.

Abstract: A restorative dental composite material consists essentially of an organosilicon monomer selected from a class of siloxane materials which are cross-linkable utilizing visible light sensitive photoinitiators, an amount of filler material, a coupling agent and an amount of activator. An amount of ethylenically unsaturated monomer, an amount of thermally pre-polymerized particle material and/or a pigment material can be added to the composite if indicated. The materials exhibit greatly improved properties including a high degree of conversion, minimum water sorption and good color stability.

Abstract: A dental photopolymerizable type resin composition is provided, which comprises (a) a photopolymerizable compound that has therein at least one ethylenically unsaturated double bond and is a solid either crystalline or amorphous at 40.degree. C. or lower, (b) an inorganic filler, (c) a photopolymerization initiator, and (d) a reducing agent. That compound may be a mono- or poly-functional (meth)acrylate.

Abstract: A dental glass ionomer cement composition comprises:(a) 5 to 100 parts by weight of a polymer of an .alpha.-.beta. unsaturated carboxylic acid having a weight average molecular weight of 5,000 to 40,000,(b) 5 to 100 parts by weight of a fluoroaluminosilicate glass powder having an average particle size of 0.02 to 10 .mu.m and a specific gravity of 2.4 to 4.0 and capable of reacting with said "polymer of an .alpha.-.beta. unsaturated carboxylic acid having a weight average molecular weight of 5,000 to 40,000",(c) 5 to 100 parts by weight of a polymerizable unsaturated organic compound having at least one CH.sub.2 .dbd.C(R1)--COO--group wherein R1=H or CH.sub.3,(d) 0.01 to 5 parts by weight of a polymerization catalyst,(e) 2 to 50 parts by weight of water,(f) 0.01 to 20 parts by weight of a surface active agent, and(g) 0.01 to 5 parts by weight of a reducing agent, and optionally h. 0 to 50 parts by weight of an inorganic filler having an average particle size of 0.02 to 10 .mu.

Abstract: In a dental composite containing a polymerizable (meth)acrylic compound, photoinitiator, accelerator, inorganic filler and conventional auxiliaries, the improvement wherein the composite by weight comprises about(a) 10-50% of at least one monomer which contains at least 2 polymerizable (meth)acrylic acid groups,(b) 5-80% of a glass or a glass ceramic which has an average particle size of between about 0.1 and 10 .mu.m and has been post-treated with .gamma.-methacryloxypropyltrimethoxysilane up to a carbon content of between about 0.5 and 2.5% by weight,(c) 2-10% of a surface-treated microfiller and(d) 0.1-5% of a photoactivator consisting of a mixture of camphorquinone and p-dialkylaminobenzenesulphonamide. The composition has a long pot life and good surface color when cured.

Abstract: A visible light ray-curable monomeric composition for fastening loose teeth, comprising: a filler component consisting of fine, solid particles having an average size of 0.01 to 100 .mu.m and in an amount of 40% to 85% based on the weight of the total weight of the composition; a polyfunctional monomer component consisting of a radical-polymerizable, polyfunctional monomer; a monofunctional monomer consisting of a radical-polymerizable, monofunctional monomer; and a photopolymerization initiator; having a viscosity of 1,000 to 500,000 cps at a temperature of 25.degree. C., and contained in a light-shielded container.

Abstract: A crude drug ingredient having bactericidal activity incorporated into a curable composition comprising a (meth)acrylate type monomer, a polymerization initiator and if necessary a filler to formulate the ingredient into the drug having sustained release property. The curable composition containing the crude drug ingredient is applied to a defective part of a tooth or an artificial gum for preventing dental diseases such as carious tooth, pyorrhea alveolaris, and the like.

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: Disclosed is a method for producing an intra-oral dental bandage membrane and/or therapeutic membrane containing therapeutic agent. Actinic light is used to polymerize the membrane composition material to fix the composition in position locked with rigid dental structure such as teeth. The polymerizable substance is manipulated and shaped in a fluid state and then set, as shaped very rapidly in situ. Also disclosed is a new treatment membrane that in a preferred form is a non-symetrical oligomer that is a urethane polyacrylate.

Abstract: A light curable pit and fissure sealant composition comprises 2,2-propane-bis [3-(4-phenoxy)-1,2-dihydroxy-propane-1- methacrylate] and triethylene glycol dimethacrylate in a 55:45 weight ratio, a polymerization initiator, titanium dioxide as an opaquing agent, and DEA-EMA of at least 95 percent purity as the polymerization accelerator. Optionally, up to 50% filler can be used.

Abstract: A light curable dental liquid or paste comprises an ethylenic unsaturated monomer, a light polymerization initiator and an organic filler. The light polymerization initiator is a combination of an organic peroxide and a pyrylium salt compound of: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 each represents a hydrogen atom, an alkyl group and the like, X stands for an oxygen or sulfur atom and Y for an anionic functional group.

Abstract: This invention relates to a composition for use in a screen printing screen.

Abstract: A combined chemical-light-polymerization type composition for dental restoration consists of a formulation A composed mainly of a. an ethylenically polymerizable unsaturated compound, b. a photopolymerization initiator and c. a reducing agent, and a formulation B composed mainly of d. a filler and e. an organic perioxide. The formulations A and B are separately packaged and designed to be mixed for use.

Abstract: Disclosed is a new urethane polyacrylate having at least one terminal isocyanato acrylic pendent radical. Preferably the molecular chain within the acrylate caps has been extended with a polyhydroxy compound just before final end capping with isocyanato acrylic. The isocyanato acrylic is preferably isocyanato ethyl methacrylate and the urethane is diisocyanate capped polyether and the polyether radical is oxyalkylene. The method for producing the urethane polyacrylate involves end capping a polyol with diisocyanate yielding a reaction product with two reactive equivalents of isocyanate and then capping less than all of the isocyanate with a hydroxyacrylate, after which the remaining isocyanate is reacted with polyol to provide chain extension. The chain extending polyol is then capped with a isocyanato acrylic.

Abstract: (Methy)acrylic acid esters of the general formula(Mo).sub.n --[--A--O--CO--CH.sub.2 --O--CH.sub.2 --CH.sub.2 --O--CH.sub.2 --CO--O--].sub.x --A--(OM).sub.nare described whereinA is an alcohol radical having at least 4 chain atoms between two junction sites.M is CH.sub.2 .dbd.C(R.sup.1)--CO wherein R.sup.1 stands for hydrogen or methyl,n is 1 or 2, andx is 0.3 to 3.These esters are suited for the preparation of dental compositions.

Abstract: A novel light curing composition for dental restoration comprises (a) a polymerizable compound containing at least one ethylenically unsaturated double-bond, (b) at least one photo-polymerization initiator selected from ketal base compounds defined hereinafter, (c) at least one photo-polymerization initiator selected from benzoin alkyl ether base compounds defined hereinafter, (d) a reducing agent and (e) a filler.

Abstract: A visible light activated cavity liner which provides an available source of leachable calcium and fluoride to the base of a tooth cavity, said composition comprising a photopolymerizable matrix material, a photo initiator, a reducing agent, a synthetic hydroxyapatite filler and a powdered glass ionomer filler.

Abstract: Disclosed is a photocurable composition comprising (a) a radical-polymerizable monomer, (b) an .alpha.-ketocarbonyl compound and (c) a derivative of mercaptobenzimidazole, mercaptobenzothiazole or mercaptobenzoxazole or an aromatic amine nucleus-substituted with an electron-attractive group. This composition has a high photocuring speed at a temperature close to normal temperature and gives a cured product excellent in various physical properties. This composition is valuable as a dental adhesive or resin.