Mitsui Toatsu Chemicals, Incorporated

Katsuyoshi Sasagawa

Yoshinobu Kanemura

Masao Imai

Toshiyuki Suzuki

Teruyuki Nagata

Nobuyuki Kajimoto

Koju Okazaki

Tohru Miura

Seiichi Kobayashi

Kiyoshi Shikai

Kouzou Hayashi

Taisaku Kano

Kazuyuki Kuroda

Ryuji Haseyama

Kenichi Fujii

Masatoshi Takagi

Nobuya Kawauchi

Noboru Kawasaki

Yoichi Kawai

Masami Maki

Akihiro Yamaguchi

Mamoru Tanaka

Katsumi Sekiguchi

Hiroshi Ozawa

Chitoshi Shimakawa

Yoshihisa Gotoh

Sachio Yokote

Kunio Nishihara

Eiichi Noda

Yoko Tajiri

Ryuzi Haseyama

Hozumi Ueda

Akio Hyugaji

Kimio Kanno

Masayoshi Miyamoto

A composition for optical materials is herein disclosed which comprises the following two components (a) and (b):

Composition for optical materials and use thereof

One aspect of the present invention relates to a process for preparing plastic lenses having a high-refractive index comprising forming a mixture containing one or more polyisocyanate compounds; one or more active hydrogen compounds selected from the group consisting of a polyol compound having no sulfur atom, a polyol compound having at least one sulfur atom, and a polythiol compound having at least one sulfur atom in addition to the sulfur atom contained in mercapto group and at least one internal releasing agent and then casting and polymerizing the mixture. A second aspect of the present invention relates to a process for preparing a sulfur-containing urethane resin lens is here disclosed which comprises mixing polyisocyanate having two or more isocyanato groups, polythiol having two or more thiol groups and one or more surface active agent selected from the group consisting of fluorine-containing nonionic surface active agents, silicone-containing nonionic surface active agents, alkyl quaternary ammonium salts and acid phosphoric esters and then cast polymerizing the mixture in a mold made of a glass or a metal. Lenses prepared by the processes are also disclosed.

Plastic lenses having a high-refractive index, process for the

A composition for a urethane-base plastic lens, comprising:

Composition for urethane-base plastic lens, urethane-base plastic lens

A composition for optical materials is herein disclosed which comprises the following two components (a) and (b): (a) a component containing at least one of poly isocyanates represented by the formula (1)

Described are a high-speed polymerizable resin composition and a lens obtained from it. The composition comprises:

High-speed polymerizable resin composition and lenses obtained therefrom

A polymerizable monomer has the formula, ##STR1## where R.sub.5 and R.sub.6 are similar or dissimilar and are selected from group consisting of hydrogen and methyl, k is an integer of 2-10, and the isopropenyl substituent on the aromatic ring is in the p-position or m-position. The polymerizable monomer can be used to prepare a high hardness transparent resin which in turn can be used to prepare a laminated transparent plastic material.

Polymerizable monomer useful for the preparation of high hardness

The present invention relates to a high surface hardness transparent resin having excellent scratch resistance, heat resistance and chemical resistance, a glazing material, a protective cover for display devices, an optical lens and a hard coat material comprising the aforesaid resin, and a novel polymerizable monomer which is useful as a raw material of the above-mentioned resin. The monomer is represented by the formula (I) ##STR1## (wherein R is an aliphatic residue having or non having an halogen atom, an oxygen atom, an alicyclic ring, a heterocyclic ring or an aromatic ring, an alicyclic residue, or a heterocyclic residue, n is an integer of 1 to 4, when n=1, X is oxygen or sulfur, when n.gtoreq.2, X's are all oxygen or all sulfur, one X is oxygen while the other X or X's are sulfur, one X is sulfur while the other X or X's are oxygen, or two X's are oxygen while the other X's are sulfur), The aforsaid high surface hardness transparent resin comprises a crosslinked polymer prepared by copolymerizing a monomer (A) represented by the formula (I) and a monomer (B) having, in one molecule, m functional groups of at least one kind selected from the group consisting of CH.sub.2 .dbd.CH--C(O)--O--, CH.sub.2 .dbd.C(CH.sub.3)--C(O)--O--and ##STR2## where (n+m) is an integer of 3 or more.

Optical lens comprised of high surface hardness transparent resin

A laminated transparent plastic material comprises a transparent resin material having a total visible light transmittance of at least 85% and a high hardness transparent resin layer of at least 0.2 mm thick having a pencil hardness of at least 4H, Rockwell M scale hardness of at least 100, and a total visible light transmittance of at least 85% overlying the surface of the transparent resin material, the laminated transparent plastic material having a bending modulus of elasticity of at least 350 kgf/mm.sup.2. A polymerizable monomer has the formula, ##STR1## where R.sub.5 and R.sub.6 are similar or dissimilar and are selected from group consisting of hydrogen and methyl, k is an integer of 2-10, and the isopropenyl substituent on the aromatic ring is in the p-position or m-position.

Laminated transparent plastic material and polymerizable monomer

Casting epoxy resin, polythiol and releasing agent to form lens

A mercapto compound represented by the following formula (1): ##STR1## is obtained by reacting, in the presence of a mineral acid, thiourea with a compound represented by the following formula (2): ##STR2## wherein X means a hydroxyl group or a chlorine or bromine atom, and then adding a base to alkalinize the reaction mixture so that the reaction product is hydrolyzed. The mercapto compound represented by the formula (1) can be reacted with at least one cyanate compound selected from the group consisting of polyisocyanate compounds, polyisothiocyanate compounds and isocyanate-group-containing isothiocyanate compounds to form a sulfur- containing urethane resin. A lens made of the resin is colorless and transparent, has high refractive index and low dispersion characteristics, and is excellent especially in heat resistance.

Mercapto compound, its preparation process, and sulfur-containing

Herein disclosed are an .alpha.-(aminocyclohexyl)alkylamine represented by the following general formula (II): ##STR1## wherein R represents hydrogen atom or a lower alkyl group having 1 to 5 carbon atoms, provided that the amino group bonded to the cyclohexyl group may be in either of the 2-, 3- and 4-positions and a method for preparing it; an .alpha.-(isocyanatocyclohexyl)alkylisocyanate of Formula (II) wherein the amino groups are replaced with isocyanato groups and a method for preparing it; polyisocyanato-isocyanurate represented by the following general formula (IV): ##STR2## wherein R.sub.1, R.sub.2 and R.sub.3 may be the same or different and each represents a group represented by the following general formula: ##STR3## wherein R represents hydrogen atom or an alkyl group having 1 to 5 carbon atoms and n is an integer ranging from 1 to 5 and a method for preparing it; and a resin obtained by polymerizing an organic polyisocyanate containing not lower than 10% by weight of the polyisocyanato-isocyanurate represented by Formula (IV) and a compound having at least two active hydrogen atoms as well as a resin composition for coating materials which comprises the resin.

Alicyclic diamines, alicyclic diisocyanates and

The present invention discloses a composition for high refractive index plastic lens consisting of a monomer mixture wherein a particular aliphatic thiol compound is added to a polyisocyanate represented by general formula (1): ##STR1## wherein each X represents a hydrogen atom or a methyl group; each R represents a chlorine atom, a bromine atom, a methyl group or an ethyl group; m represents an integer of 0-4; and n represents an integer of 2-4, and a polythiol of formula (2): ##STR2## and a high refractive index plastic lens made of a urethane-containing resin obtained by polymerizing said composition.

High refractive index plastic lens and composition therefor

A mercapto compound represented by the following formula (1): ##STR1## is obtained by reacting, in the presence of a mineral acid, thiourea with a compound represented by the following formula (2): wherein X means a hydroxyl group or a chlorine or bromine atom, and then adding a base to alkalinize the reaction mixture so that the reaction product is hydrolyzed. The mercapto compound represented by the formula (1) can be reacted with at least one cyanate compound selected from the group consisting of polyisocyanate compounds, polyisothiocyanate compounds and isocyanate-group-containing isothiocyanate compounds to form a sulfur-containing urethane resin lens made of the resin is colorless and transparent, has high refractive index and low dispersion characteristics, and is excellent especially in heat resistance.

The present invention relates to a high surface hardness transparent resin having excellent scratch resistance, heat resistance and chemical resistance, a glazing material, a protective cover for display devices, an optical lens and a hard coat material comprising the aforesaid resin, and a novel polymerizable monomer which is useful as a raw material of the above-mentioned resin. The monomer is represented by the formula (I) ##STR1## (wherein R is an aliphatic residue having or not having an halogen atom, an oxygen atom, an alicyclic ring, a heterocyclic ring or an aromatic ring, an alicyclic residue, or a heterocyclic residue, n is an integer of 1 to 4, when n=1, X is oxygen or sulfur, when n.gtoreq.2, X's are all oxygen or all sulfur, one X is oxygen while the other X or X's are sulfur, one X is sulfur while the other X or X's are oxygen, or two X's are oxygen while the other X's are sulfur). The aforesaid high surface hardness transparent resin comprises a crosslinked polymer prepared by copolymerizing a monomer (A) represented by the formula (I) and a monomer (B) having, in one molecule, m functional groups of at least one kind selected from the group consisting of CH.sub.2 .dbd.CH--C(O)--O--, CH.sub.2 .dbd.C(CH.sub.3)--C(O)--O-- and ##STR2## where (n+m) is an integer of 3 or more.

Growing community of inventors

Yokohama, Japan

Katsuyoshi Sasagawa