Two component (paste-paste) self-curing dental restorative material

Claim 2

A chemically curable dental restorative material comprising a two-component paste-paste system wherein: (i) a first initiator-containing paste system comprises from about 15 to 40% by weight of a polymerizable methacrylic ester monomeric system comprising a cross-linking methacrylate monomer, at least one co-monomeric methacrylate diluent and a free radical-generating catalyst, and from about 60 to 85% by weight of an inorganic filler prepared by wet milling, surface etching milling, and a silanizing milling; and (ii) a second accelerator-containing paste system comprises from about 15 to 31% by weight of a polymerizable methacrylic ester monomeric system comprising a cross-linking methacrylate monomer, at least one co-monomeric methacrylate diluent and an inorganic amine accelerator and from 69 to 85% by weight of an inorganic filler prepared by wet milling, surface etching milling, and a silanizing milling; said first and second paste systems being admixed in substantially equal proportions to form the chemically curable dental restorative material.

Claim 3

The chemically curable dental restorative material as defined in claim 1 wherein the inorganic filler in each of the paste systems exhibits an average particle size diameter of from about 0.5 to 5 microns.

Claim 4

A chemically curable dental restorative material as defined in claim 2 wherein the inorganic filler in each paste system comprises a mixture of from about 5-99% by weight of borosilicate glass, from about 1-20% by weight of colloidal fumed silica, and from about 0-75% by weight of an alkali metal or alkaline earth metal silicate, said inorganic filler containing from about 2-6% silane coupled thereto.

Claim 5

A chemically curable dental restorative material as defined in claim 1 wherein the inorganic filler in the first initiator-containing paste system consists essentially of borosilicate glass to which has been coupled from about 2-6 weight percent silane and said initiator-containing paste system additionally contains from about 1-5% by weight of colloidal fumed silica.

Claim 6

A chemically curable dental restorative material as defined in claim 1 wherein the cross-linking methacrylate monomer employed in each paste system is the reaction product of 4,4'-isopropylidenediphenol and glycidyl methacrylate.

Claim 7

A chemically curable dental restorative material as defined in claim 1 wherein the co-monomeric methacrylate diluent employed in each paste system is triethyleneglycol dimethacrylate.

Claim 8

A chemically curable dental restorative material as defined in claim 1 wherein the cross-linking methacrylate monomer and co-monomeric methacrylate diluent are substantially color-free exhibiting an APHA color range less than about 50.

Claim 9

A chemically curable dental restorative material as defined in claim 1 wherein each paste system additionally contains an antioxidant.

Claim 10

A chemically curable dental restorative material as defined in claim 8 wherein the antioxidant is 2,6-di-tert-butyl 4-methylphenol.

Claim 11

A chemically curable dental restorative material as defined in Claim 1 wherein the polymerizable methacrylic ester monomeric system of the first initiator-containing paste system comprises from about 20 to 80% by weight of a polymerizable monomeric methacrylic ester, from about 5 to 60% by weight of at least one co-monomeric methacrylate diluent, from about 0.05 to 0.50% by weight of an antioxidant and from about 1 to 7% by weight of a free radical-generating initiator.

Claim 12

A chemically curable dental restorative material as defined in claim 10 wherein the amount of antioxident ranges from about 0.1 to 0.2% by weight of said polymerization system.

Claim 13

A chemically curable dental restorative material as defined in claim 10 wherein the free radical generating initiator is a peroxide initiator.

Claim 14

A chemically curable dental restorative material as defined in claim 12 wherein the peroxide initiator is benzoyl peroxide.

Claim 15

A chemically curable dental restorative material wherein the polymerizable methacrylic ester monomeric system of the second accelerator-containing paste system comprises from about 20 to about 80% by weight of a polymerizable monomeric methacrylic ester, from about 5 to 60% by weight of at least one co-monomeric methacrylate, from about 0.05 to 0.50% by weight of an antioxidant and from about 0.5 to 4% by weight of a tertiary aromatic amine accelerator.

Claim 16

A chemically curable dental restorative material wherein the polymerizable methacrylic ester monomeric system of the second accelerator-containing paste system comprises from about 20 to about 80% by weight of a polymerizable monomeric methacrylic ester, from about 5 to 60% by weight of at least one co-monomeric methacrylate, from about 0.05 to 0.50% by weight of an antioxidant and from about 0.5 to 4% by weight of a tertiary aromatic amine accelerator.

Claim 17

A chemically curable dental restorative material as defined in claim 14 wherein the teritary aromatic amine accelerator is N,N-dihydroxyethyl-p-bis-toluidine having a melting point of 53.5°-54.5° C.

Claim 18

A chemically curable dental restorative material as defined in claim 14 wherein the second accelerator-containing paste additionally contains from about 1 to 8% by weight of an ultraviolet absorber.

Claim 19

A chemically curable dental restorative material as defined in claim 16 wherein the ultraviolet absorber is a member selected from the group consisting of benzophenones and benzotriazoles.

Claim 20

A chemically curable dental restorative material as defined in claim 1 wherein the polymerizable methacrylic ester monomeric system of each paste system additionally contains trace amounts of a low alumina dye, pigment or lakolene preparation.

Claim 21

A chemically curable dental restorative material as defined in claim 1 wherein each paste system comprises from about 18 to 33% by weight of the polymerizable methacrylic ester monomeric system and from about 67 to 82% by weight of the inorganic filler.

Claim 22

A chemically curable dental restorative material for posterior applications which comprises a two component paste-paste system wherein: (i) the first initiator-containing paste system comprises (a) about 18 to 22% by weight of a polymerizable methacrylic ester monomeric system comprising 52.81% by weight of the reaction product of 4,4'-isopropylidenediphenol and glycidyl methacrylate, 43.21% by weight of triethyleneglycol dimethacrylate, 0.14% by weight of 2,6-di-tert-butyl 4-methylphenol and 3.84% by weight of benzoyl peroxide and (b) about 78 to 82% by weight of an inorganic filler prepared by wet milling, surface etching milling, and a silanizing milling comprising a mixture of from about 5-20% borosilicate, from about 10-20% colloidal fumed silica, and from about 60-85% barium silicate, said inorganic filler having an average particle size diameter of from about 0.5 to about 5 microns and containing from about 2-6% silane coupled thereto; and (ii) the second accelerator-containing paste system comprises (a) about 18 to 22% by weight of a polymerizable methacrylic ester monomeric system comprising 52.06% by weight of the reaction product of 4,4'-isopropylidene diphenol and glycidyl methacrylate, 42.59% by weight triethyleneglycol dimethacrylate, 0.14% by weight 2,6-di-tert-butyl 4-methylphenol, 1.42% by weight dihydroxyethyl p-toluidene and 3.79% by weight of a benzotriazole, and (b) about 78 to 82% by weight of an inorganic filler prepared by wet milling, surface etching milling and a silanizing milling which comprises a mixture of from about 5-20% borosilicate, from about 10-20% colloidal fumed silica, and from about 60-85% barium silicate, said filler having an average particle size diameter of from 0.5 to about 5 microns and containing from about 2-6% silane coupled thereto; said first and second paste systems being admixed in substantially equal proportions to form the chemically curable dental restorative material.

Claim 23

A chemically curable dental restorative material for posterior applications which comprises a two component paste-paste system wherein: (i) the first initiator-containing paste system comprises (a) about 18 to 22% by weight of a polymerizable methacrylic ester monomeric system comprising 52.81% by weight of the reaction product of 4,4'-isopropylidenediphenol and glycidyl methacrylate, 43.21% by weight of triethyleneglycol dimethacrylate, 0.14% by weight of 2,6-di-tert-butyl 4-methylphenol and 3.84% by weight of benzoyl peroxide and (b) about 78 to 82% by weight of an inorganic filler prepared by wet milling, surface etching milling, and a silanizing milling comprising a mixture of from about 5-20% borosilicate, from about 10-20% colloidal fumed silica, and from about 60-85% barium silicate, said inorganic filler having an average particle size diameter of from about 0.5 to about 5 microns and containing from about 2-6% silane coupled thereto; and (ii) the second accelerator-containing paste system comprises (a) about 18 to 22% by weight of a polymerizable methacrylic ester monomeric system comprising 52.06% by weight of the reaction product of 4,4'-isopropylidene diphenol and glycidyl methacrylate, 42.59% by weight triethyleneglycol dimethacrylate, 0.14% by weight 2,6-di-tert-butyl 4-methylphenol, 1.42% by weight dihydroxyethyl p-toluidene and 3.79% by weight of a benzotriazole, and (b) about 78 to 82% by weight of an inorganic filler prepared by wet milling, surface etching milling and a silanizing milling which comprises a mixture of from about 5-20% borosilicate, from about 10-20% colloidal fumed silica, and from about 60-85% barium silicate, said filler having an average particle size diameter of from 0.5 to about 5 microns and containing from about 2-6% silane coupled thereto; said first and second paste systems being admixed in substantially equal proportions to form the chemically curable dental restorative material.

Claim 24

A chemically curable dental restorative material for anterior applications comprising a two component paste-paste system wherein: (i) the first initiator-containing paste system comprises (a) about 27.5 to 31.5% by weight of a polymerizable methacrylic ester monomeric system comprising 52.81% by weight of the reaction product of 4,4'-isopropylidenediphenol and glycidyl methacrylate, 42.21% by weight of triethyleneglycol dimethacrylate, 0.14% by weight of 2,6-di-tert-butyl 4-methylphenol, and 3.84% by weight of benzoyl peroxide; (b) about 63.5 to 71.5% by weight of a borosilicate filler prepared by wet milling, surface etching milling and a silanizing milling and having an average particle size of about 2.0 microns and further having about 3.5% silane coupled thereto; and (c) 1 to 5% by weight of colloidal fumed silica; and (ii) the second accelerator-containing paste system comprises (a) about 18 to 22% by weight of a polymerizable methacrylic ester monomeric system comprising 52.31% by weight of the reaction product of 4,4'-isopropylidene diphenol and glycidyl methacrylate, 42.80% by weight triethyleneglycol dimethacrylate, 0.14% by weight 2,6-di-tert-butyl 4-methylphenol, 0.95% by weight dihydroxyethyl p-toluidene and 3.80% by weight of a benzotriazole, and (b) about 78 to 82% by weight of an inorganic filler prepared by wet milling, surface etching milling, and a silanizing milling which comprises a mixture of from about 5-20% borosilicate, from about 10-20% colloidal fumed silica, and from about 60-85% barium silicate, said filler having an average particle size diameter of from 0.5 to about 5 microns and containing from about 2-6% silane coupled thereto; said first and second paste systems being admixed in substantially equal proportions to form the chemically curable dental restorative material.

Claim 25

A chemically curable dental restorative material for anterior applications comprising a two component paste-paste system wherein: (i) the first initiator-containing paste system comprises (a) about 27.5 to 31.5% by weight of a polymerizable methacrylic ester monomeric system comprising 52.81% by weight of the reaction product of 4,4'-isopropylidenediphenol and glycidyl methacrylate, 42.21% by weight of triethyleneglycol dimethacrylate, 0.14% by weight of 2,6-di-tert-butyl 4-methylphenol, and 3.84% by weight of benzoyl peroxide; (b) about 63.5 to 71.5% by weight of a borosilicate filler prepared by wet milling, surface etching milling and a silanizing milling and having an average particle size of about 2.0 microns and further having about 3.5% silane coupled thereto; and (c) 1 to 5% by weight of colloidal fumed silica; and (ii) the second accelerator-containing paste system comprises (a) about 18 to 22% by weight of a polymerizable methacrylic ester monomeric system comprising 52.31% by weight of the reaction product of 4,4'-isopropylidene diphenol and glycidyl methacrylate, 42.80% by weight triethyleneglycol dimethacrylate, 0.14% by weight 2,6-di-tert-butyl 4-methylphenol, 0.95% by weight dihydroxyethyl p-toluidene and 3.80% by weight of a benzotriazole, and (b) about 78 to 82% by weight of an inorganic filler prepared by wet milling, surface etching milling, and a silanizing milling which comprises a mixture of from about 5-20% borosilicate, from about 10-20% colloidal fumed silica, and from about 60-85% barium silicate, said filler having an average particle size diameter of from 0.5 to about 5 microns and containing from about 2-6% silane coupled thereto; said first and second paste systems being admixed in substantially equal proportions to form the chemically curable dental restorative material.

Claim 26

A chemically curable dental restorative material for posterior applications exhibiting a thermal expansion ranging from about 12-14.5 mm./mm./°C.×10 -6 which comprises a two component paste-paste system wherein: (i) the first initiator-containing paste system comprises (a) about 18 to 22% by weight of a polymerizable methacrylic ester monomeric system comprising from about 20% to 80% by weight of a polymerizable monomeric methacrylic ester, from about 5 to 60% by weight of at least one co-monomeric methacrylate diluent, from about 0.05 to 0.5% by weight of an antioxidant and from about 1 to 7% by weight of a free radical-generating initiator and (b) about 78 to 82% by weight of an inorganic filler comprising a mixture of from about 10-20% by weight of colloidal fumed silica, 5-20% by weight of borosilicate glass, and from about 60-85% by weight of an alkali metal or alkaline earth metal silicate, said inorganic filler containing from about 2-6% silane coupled thereto, said filler prepared by wet milling, surface etching milling and a silanizing milling; and (ii) the second accelerator-containing paste system comprises (a) about 18 to 22% by weight of a polymerizable methacrylic ester monomeric system comprising from about 20 to about 80% by weight of a polymerizable monomeric methacrylate ester, from about 5 to 60% by weight of at least one co-monomeric methacrylate, from about 0.05 to 0.50% by weight of an antioxidant and from about 0.5 to 4% by weight of a tertiary aromatic amine accelerator, and (b) about 78 to 82% by weight of an inorganic filler comprising a mixture of from about 10-20% by weight of colloidal fumed silica, 5-20% by weight of borosilicate glass and from about 60-85% by weight of an alkali metal or alkaline earth metal silicate, said inorganic filler containing from about 2-6% silane coupled thereto, said filler prepared by wet milling, surface etching milling and a silanizing milling; said first and second paste systems being admixed in substantially equal proportions to form the chemically curable dental restorative system.

Claim 27

A chemically curable dental restorative material for posterior applications exhibiting a thermal expansion ranging from about 12-14.5 mm./mm./°C.×10 -6 which comprises a two component paste-paste system wherein: (i) the first initiator-containing paste system comprises (a) about 18 to 22% by weight of a polymerizable methacrylic ester monomeric system comprising from about 20% to 80% by weight of a polymerizable monomeric methacrylic ester, from about 5 to 60% by weight of at least one co-monomeric methacrylate diluent, from about 0.05 to 0.5% by weight of an antioxidant and from about 1 to 7% by weight of a free radical-generating initiator and (b) about 78 to 82% by weight of an inorganic filler comprising a mixture of from about 10-20% by weight of colloidal fumed silica, 5-20% by weight of borosilicate glass, and from about 60-85% by weight of an alkali metal or alkaline earth metal silicate, said inorganic filler containing from about 2-6% silane coupled thereto, said filler prepared by wet milling, surface etching milling and a silanizing milling; and (ii) the second accelerator-containing paste system comprises (a) about 18 to 22% by weight of a polymerizable methacrylic ester monomeric system comprising from about 20 to about 80% by weight of a polymerizable monomeric methacrylate ester, from about 5 to 60% by weight of at least one co-monomeric methacrylate, from about 0.05 to 0.50% by weight of an antioxidant and from about 0.5 to 4% by weight of a tertiary aromatic amine accelerator, and (b) about 78 to 82% by weight of an inorganic filler comprising a mixture of from about 10-20% by weight of colloidal fumed silica, 5-20% by weight of borosilicate glass and from about 60-85% by weight of an alkali metal or alkaline earth metal silicate, said inorganic filler containing from about 2-6% silane coupled thereto, said filler prepared by wet milling, surface etching milling and a silanizing milling; said first and second paste systems being admixed in substantially equal proportions to form the chemically curable dental restorative system.

Claim 28

A chemically curable dental restorative material as defined in claim 22 wherein the second accelerator-containing paste additionally contains from about 1 to 8% by weight of an ultraviolet absorber.

Claim 29

A chemically curable dental restorative material for anterior applications exhibiting a thermal expansion ranging from about 12-14.5 mm./mm./°C.×10 -6 which comprises a two component paste-paste system wherein: (i) the first initiator-containing paste system comprises (a) about 27.5 to 31.5% by weight of a polymerizable methacrylic ester monomeric system comprising from about 20% to 80% by weight of a polymerizable monomeric methacrylic ester, from about 5 to 60% by weight of at least one co-monomeric methacrylate diluent, from about 0.05 to 0.5% by weight of an antioxidant and from about 1 to 7% by weight of a free-radical generating initiator; (b) about 63.5 to 71.5% by weight of a borosilicate filler prepared by wet milling, surface etching milling and a silanizing milling and having about 2-4.5% silane coupled thereto; and (c) 1-5% by weight of colloidal fumed silica; and (ii) the second accelerator-containing paste system comprises (a) about 18 to 22% by weight of a polymerizable methacrylic ester monomeric system comprising from about 20% to 80% by weight of a polymerizable monomeric methacrylate ester, from about 5 to 60% by weight of at least one co-monomeric methacrylate, from about 0.05 to 0.50% by weight of an antioxidant and from about 0.5 to 4% by weight of a tertiary aromatic amine accelerator, and (b) about 78 to 82% of an inorganic filler comprising a mixture of from about 10-20% by weight of colloidal fumed silica, 5-20% by weight of borosilicate glass and from about 60-85% by weight of an alkali metal or alkaline earth metal silicate, said inorganic filler containing from about 2-6% silane coupled thereto, said filler prepared by wet milling, surface etching milling and a silanizing milling; said first and second paste systems being admixed in substantially equal proportions to form the chemically curable dental restorative system.

Claim 30

A chemically curable dental restorative material for anterior applications exhibiting a thermal expansion ranging from about 12-14.5 mm./mm./°C.×10 -6 which comprises a two component paste-paste system wherein: (i) the first initiator-containing paste system comprises (a) about 27.5 to 31.5% by weight of a polymerizable methacrylic ester monomeric system comprising from about 20% to 80% by weight of a polymerizable monomeric methacrylic ester, from about 5 to 60% by weight of at least one co-monomeric methacrylate diluent, from about 0.05 to 0.5% by weight of an antioxidant and from about 1 to 7% by weight of a free-radical generating initiator; (b) about 63.5 to 71.5% by weight of a borosilicate filler prepared by wet milling, surface etching milling and a silanizing milling and having about 2-4.5% silane coupled thereto; and (c) 1-5% by weight of colloidal fumed silica; and (ii) the second accelerator-containing paste system comprises (a) about 18 to 22% by weight of a polymerizable methacrylic ester monomeric system comprising from about 20% to 80% by weight of a polymerizable monomeric methacrylate ester, from about 5 to 60% by weight of at least one co-monomeric methacrylate, from about 0.05 to 0.50% by weight of an antioxidant and from about 0.5 to 4% by weight of a tertiary aromatic amine accelerator, and (b) about 78 to 82% of an inorganic filler comprising a mixture of from about 10-20% by weight of colloidal fumed silica, 5-20% by weight of borosilicate glass and from about 60-85% by weight of an alkali metal or alkaline earth metal silicate, said inorganic filler containing from about 2-6% silane coupled thereto, said filler prepared by wet milling, surface etching milling and a silanizing milling; said first and second paste systems being admixed in substantially equal proportions to form the chemically curable dental restorative system.

Claim 31

A chemically curable dental restorative material as defined in claim 24 wherein the second accelerator-containing paste additionally contains from about 1 to 8% by weight of an ultraviolet absorber.

Claim 32

A chemically curable dental restorative material as defined in claim 24 wherein the second accelerator-containing paste contains about 1% by weight of a tertiary aromatic amine accelerator.