Kuraray Co., Ltd.

Ikuo Omura

Junichi Yamauchi

Yoshinori Nagase

Mitsunobu Kawashima

Kyoichiro Shibatani

Fumiko Uemura

Koichi Okada

Mayumi Yamashita

Masahiro Sato

Tokugen Yasuda

Hitoshi Inoue

Satsuki Kitajima

Takashi Makabe

Wu Yang

Eiji Ikeguchi

Tatsuhiko Higaki

One embodiment of the invention provides a dental cement composition which includes (a) an acid group-having polymerizable monomer, (b) a polyalkenoic acid, (c) an ion-leachable glass filler, (d) a polymerizable monomer not having an acid group, (e) water, (f) a peroxide, (g) a salt of an aromatic sulfinic acid, and (h) an aromatic secondary amine and/or an aromatic tertiary amine.

Dental cement composition

The invention refers to a dental composition kit which comprises a combination of (A) a one-pack primer composition containing (a) an acid group-having polymerizable monomer and (b) an aromatic secondary amine and/or an aromatic tertiary amine, and (B) a cement composition containing (c) a polyalkenoic acid, (d) an ion-leachable glass filler, (e) a polymerizable monomer, (f) water, (g) a peroxide and (h) a salt of an aromatic sulfinic acid. A dental composition kit of this invention is easy to handle, and the cured product of the compositions bonds well to teeth. The kit is useful in restoring decayed or injured teeth and in bonding prostheses to teeth.

Dental composition kit

A molded polymer article comprises a main molded body having on the surface thereof a hydrophilic polymer layer, the article being obtained by polymerizing both a monomer having a hydrophilic group and coated on the surface of a hydrophilic mold, and a polymerizable composition consisting essentially of a monomer and/or oligomer and placed in the mold. The hydrophilic polymer layer has excellent adhesiveness to the main body of the molded polymer article and excellent durability, so that the high hydrophilic property can be maintained, even when the article is exposed to external forces such as friction, over a long period of time. The molded articles are therefore useful as, in particular, contact lenses.

Molded polymer article having a hydrophilic surface and process for producing the same

Ocular lens material and process for producing the same

Polymerizable composition

An adhesive composition comprising a polymerizable thiocarboxylic acid or a derivative thereof of the general formula ##STR1## wherein X.sub.1 is an oxygen atom or a sulfur atom and where X.sub.1 is an oxygen atom, R.sub.1 is an organic group containing at least one olefinic double bond and R.sub.2 is a mercapto group, and where X.sub.1 is a sulfur atom, R.sub.1 is an organic group and R.sub.2 is a mercapto group, a halogen atom, --OR.sub.3, or --SR.sub.3, where R.sub.3 is a monovalent organic group, and at least one of R.sub.1 and R.sub.3 has at least one olefinic double bond, are useful as primers or adhesives and provide a water-resistant, high-strength bond to noble metal adherends which are used in dental and other applications.

Method of bonding a metal or alloy utilizing a polymerizable

Provided is a dental restorative material having high mechanical strength, abrasion resistance, hardness and excellent aesthetic appearance because it contains a large amount of an ultrafine filler having a particle size of 0.1 .mu.m or less, and can hence be used for restoring molars as well as foreteeth. The dental restorative material comprises an inorganic filler with a size of 0.1 .mu.m or less which is insoluble in water and surface-treated with a silane coupling agent represented by the following general formula: ##STR1## and a (meth)acrylate monomer composition containing at least 50% by weight based on the weight of the composition of at least one hydrophobic multifunctional (meth)acrylate represented by the following general formula: ##STR2## said surface-treated inorganic filler being incorporated in an amount of at least 100 parts by weight based on 100 parts by weight of said monomer composition.

Dental restorative material

Method of bonding with adhesive composition containing a thiocarboxylic

The invention provides dental compositions comprising a radical-polymerizable monomer and an organic peroxide, which are dissolved in a volatile tertiary alochol. Also provided are the compositions packed in a plastic contains, having a long shelf life.

Dental composition

There is provided an adhesive comprising (a) a compound having at least one mercapto group or polysulfide group joined to a saturated carbon atom and at least one olefinic double bond and (b) a solvent which does not copolymerize with said compound or a liquid polymerizable monomer which copolymerizes with said compound.

Method of adhesion with a sulfide group containing adhesive

Method of adhesion with a mercapto group containing adhesive

Curable resinous compositions which comprise (a) a metal element-containing inorganic filler which has been treated with an oxo acid of pentavalent phosphorus or a derivative thereof, which has the general formula: ##STR1## wherein A.sub.1 is an organic group having at least one ethylenic double bond capable of radical polymerization and containing 5 to 60 carbon atoms, A.sub.2 is a hydroxyl or mercapto group, a halogen atom or an organic group containing 1 to 60 carbon atoms, at least one of A.sub.1 and A.sub.2 contains at least one hydrocarbyl group containing 4 to 60 carbon atoms, X.sub.1 is an oxygen or sulfur atom and X.sub.2 is a hydroxyl or mercapto group of a halogen atom, and (b) at least one monomer capable of radical polymerization which is selected from the group consisting of methacrylates and acrylates, are useful for the production of cured articles which may be used in dentistry.

Curable resinous composition

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. It shows a superior adhesive strength on any of hard tissues in a living body, such as teeth and bones, metals, organic polymers and ceramics. It maintains a high adhesive strength for a long time even if it is exposed to moisture, or immersed in water. It is particularly effective for use in dentistry, though it is useful for a variety of other purposes, too.

Adhesive composition

This invention relates to two-pack type dental lining compositions comprising (a) a solution of a polymer having at least 10 mole % of a carboxyl-containing vinyl monomer, and (b) a solution of a zirconium chelate compound represented by the following general formula ##STR1## (wherein R.sub.1 denotes --CH.sub.3, --OCH.sub.3 or --OCH.sub.2 CH.sub.3, R.sub.2 stands for an alkoxy of 2 to 10 carbon atoms, and n is an integer from 2 to 4).

Dental lining composition

An adhesive composition comprises 100 parts by weight of a polymerizable monomer comprising (a) 1.5 to 50 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) 50 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. It shows a superior adhesive strength on any of hard tissues in a living body, such as teeth and bones, metals, organic polymers and ceramics. It maintains a high adhesive strength for a long time even if it is exposed to moisture, or immersed in water. It is particularly effective for use in dentistry, though it is useful for a variety of other purposes, too.

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Kurashiki, Japan

Ikuo Omura