Patent JPS6137341A successfully refreshed from Google Patents.
EP0301516A2
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Dental adhesive composition
Assignee: Mitsubishi Chemical Corp
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Filing: 1988-07-27
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Granted: —
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Expires: 2008-07-27
Abstract
Abstract Disclosed are dental adhesive compositions consisting essentially of (a) at least one urethane prepolymer containing one or more isocyanate groups, or a blend of the urethane prepolymer and an inert diluent; (b) at least one radical-polymerizable unsaturated monomer; (c) a photopolymerization initiator; and, if desired, (d) a polymerizable phosphoric ester compound having a specific structure. These dental adhesive compositions can be used to bond a restorative material to dentin without requiring any troublesome pretreatment with an etching agent such as phosphoric acid, and can exhibit bonding power sufficient for practical purposes.
Inventors
- 👤 Nobuhiro Mukai
- 👤 Hitoshi Ige
- 👤 Takayuki Makino
- 👤 Junko Atarashi
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-05 19:10
CPC Classifications
A; A61; A61K; A61K6/00; A61K6/30
Claims Analysis
Total Claims: 26
Claim 1
Independent Claim
42 words
A dental adhesive composition consisting essentially of (a) at least one urethane prepolymer containing one or more isocyanate groups, or a blend of the urethane prepolymer and an inert diluent; (b) at least one radical-polymericable unsaturated monomer; and (c) a photopolymerization initiator.
Claim 2
Dependent Claim
42 words
A dental adhesive composition consisting essentially of (a) at least one urethane prepolymer containing one or more isocyanate groups, or a blend of the urethane prepolymer and an inert diluent; (b) at least one radical-polymericable unsaturated monomer; and (c) a photopolymerization initiator.
Claim 3
Dependent Claim
102 words
A dental adhesive composition consisting essentially of (a) at least one urethane prepolymer containing one or more isocyanate groups, or a blend of the urethane prepolymer and an inert diluent; (b) at least one radical-polymerizable unsaturated monomer; (c) a photopolymerization initiator; and (d) a polymerizable phosphoric ester compound of the general formula (1): where R is a group selected from the class consisting of of and in which R, is an alkylene group, R is an alkyl group, n is 1 or 2, m is 1 or 2, 1 is 0 or 1, and the sum of (n+m+ℓ) is equal to 3.
Claim 4
Dependent Claim
102 words
A dental adhesive composition consisting essentially of (a) at least one urethane prepolymer containing one or more isocyanate groups, or a blend of the urethane prepolymer and an inert diluent; (b) at least one radical-polymerizable unsaturated monomer; (c) a photopolymerization initiator; and (d) a polymerizable phosphoric ester compound of the general formula (1): where R is a group selected from the class consisting of of and in which R, is an alkylene group, R is an alkyl group, n is 1 or 2, m is 1 or 2, 1 is 0 or 1, and the sum of (n+m+ℓ) is equal to 3.
Claim 5
Dependent Claim
30 words
A dental adhesive composition as claimed in claim 1 wherein the urethane prepolymer containing one or more isocyanate groups is a urethane prepolymer containing an isocyanate group at one end.
Claim 6
Dependent Claim
29 words
A dental adhesive composition as claimed in claim 1 wherein the urethane prepolymer containing one or more isocyanate groups is a urethane prepolymer containing isocyanate groups at both ends.
Claim 7
Dependent Claim
60 words
A dental adhesive composition as claimed in claim 1 wherein the urethane prepolymer containing one or more isocyanate groups is a compound of the structural formula (2): where m is a whole number of 1 to 100, n is a whole number of 0 to 100, and the propylene oxide units may be randomly joined to the ethylene oxide units.
Claim 8
Dependent Claim
60 words
A dental adhesive composition as claimed in claim 1 wherein the urethane prepolymer containing one or more isocyanate groups is a compound of the structural formula (3): where m is a whole number of 1 to 100, n is a whole number of 0 to 100, and the propylene oxide units may be randomly joined to the ethylene oxide units.
Claim 9
Dependent Claim
60 words
A dental adhesive composition as claimed in claim 1 wherein the urethane prepolymer containing one or more isocyanate groups is a compound of the structural formula (4): where m is a whole number of 1 to 100, n is a whole number of 0 to 100, and the propylene oxide units may be randomly joined to the ethylene oxide units.
Claim 10
Dependent Claim
28 words
A dental adhesive composition as claimed in claim 1 wherein the urethane prepolymer containing one or more isocyanate groups has an average molecular weight of 400 to 20,000.
Claim 11
Dependent Claim
59 words
A dental adhesive composition as claimed in claim 5 wherein the urethane prepolymer containing one or more isocyanate groups has been rendered hydrophilic or water-soluble by adjusting its ethylene oxide unit content to a level of 40 to 80 mole percent based on the combined amount of the propylene oxide units and ethylene oxide units constituting the prepolymer chain.
Claim 12
Dependent Claim
68 words
A dental adhesive composition as claimed in claim 1 wherein the urethane prepolymer containing one or more isocyanate groups is a compound obtained by reacting a polyester polyol with a polyisocyanate, the polyester polyol having the structural formula (5): where a is a whole number of 1 to 5, b is a whole number of 4 to 10, and d is a whole number of 1 to 200.
Claim 13
Dependent Claim
35 words
A dental adhesive composition as claimed in claim 1 wherein the urethane prepolymer containing one or more isocyanate groups is a compound obtained by reacting castor oil or a derivative there of with a polyisocyanate.
Claim 14
Dependent Claim
31 words
A dental adhesive composition as claimed in claim 10 wherein the polyisocyanate is one or more compound selected from the group consisting of tolylene diisocyanate, 4,4 -diphenylmethane diisocyanate and hexamethylene diisocyanate.
Claim 15
Dependent Claim
44 words
A dental adhesive composition as claimed in claim 1 wherein the radical-polymerizable unsaturated monomer is a polyethylene glycol di(meth)acrylate of the general formula (7): where R' is a hydrogen atom or a methyl group, and p is a whole number of 1 to 20.
Claim 16
Dependent Claim
48 words
A dental adhesive composition as claimed in claim 1 wherein the radical-polymerizable unsaturated monomer is a urethane di(meth)acrylate of the general formula (8): where R 1 is a hydrogen atom or a methyl group, and R 2 is an alkylene group of 1 to 8 carbon atoms, or
Claim 17
Dependent Claim
53 words
A dental adhesive composition as claimed in claim 1 wherein the radical-polymerizable unsaturated monomer is methyl acrylate, methyl methacrylate, vinyl acetate, ethylene glycol dimethacrylate, triethylene glycol dimethacrylate, triethylene glycol diacrylate, nonaethylene glycol diacrylate, nonaethylene glycol dimethacrylate, tetradecaethylene glycol dimethacrylate, tetradecaethylene glycol diacrylate, trimethylolpropane trimethacrylate, or the urethane dimethacrylate of the structural formula (9):
Claim 18
Dependent Claim
53 words
A dental adhesive composition as claimed in claim 1 wherein the radical-polymerizable unsaturated monomer is a (meth)acrylate compound having a bisphenol A skeleton and represented by the general formula (10) or (11): where R 3 is a hydrogen atom or a methyl group, and q is a whole number of 1 to 20.
Claim 19
Dependent Claim
66 words
A dental adhesive composition as claimed in claim 1 wherein the radical-polymerizable unsaturated monomer is a compound of the general formula (12): where R 1 and R 2 are hydrogen atoms or methyl groups, and X is -CH 2 -, -CH 2 CH 2 -, -(CH 2 ) 3 -, -(CH 2 ) 4 -, (CH 2 ) 5 -. -(CH 2 ) 6 - or
Claim 20
Dependent Claim
54 words
A dental adhesive composition as claimed in claim 1 wherein the radical-polymerizable unsaturated monomer is a hexafunctional urethane (meth)acrylate compound having an isocyanuric acid skeleton and represented by the general formula (13): where R 4 and R 5 are hydrogen atoms or methyl groups, and r is a whole number of 1 to 10.
Claim 21
Dependent Claim
21 words
A dental adhesive composition as claimed in claim 1 wherein the photopolymerization initiator is a mixture of camphorquinone and isoamyl 4-(N,N-dimethylamino)benzoate.
Claim 22
Dependent Claim
22 words
A dental adhesive composition as claimed in claim 1 wherein the photopolymerization initiator is a mixture of camphorquinone and 4,4'-bis(dimethylamino)benzophenone or 4,4-bis(diethylamino)-benzophenone.
Claim 23
Dependent Claim
37 words
A dental adhesive composition as claimed in claim 19 wherein the amounts of camphorquinone and isoamyl 4-(N,N-dimethylamino)benzoate used are 0.05 to 15% by weight and 0.1 to 25% by weight, respectively, based on the radical-polymerizable unsaturated monomer.
Claim 24
Dependent Claim
37 words
A dental adhesive composition as claimed in claim 20 wherein the amounts of camphorquinone and 4,4 -bis(dimethylamino)benzophenone used are 0.03 to 20% by weight and 0.05 to 20% by weight, respectively, based on the radical-polymerizable unsaturated monomer.
Claim 25
Dependent Claim
24 words
A dental adhesive composition as claimed in claim 1 wherein the weight ratio of component (a) to component (b) ranges from 1:50 to 50:1.
Claim 26
Dependent Claim
28 words
A dental adhesive composition as claimed in claim 1 wherein composition (a) and a blend of components (b) and (c) are stored separately and mixed just before use.
References Cited (Backward Citations)
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