US4650847A
Expired / Lapsed
US
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Adhesive composition
Assignee: Kuraray Co Ltd
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Filing: 1985-04-04
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Granted: 1987-03-17
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Expires: 2005-04-04
Abstract
Abstract 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: <IMAGE> (I) or <IMAGE> (II) where R1 and R1' each stand for hydrogen or a methyl group, R2 stands for a divalent organic residue having 4 to 40 carbon atoms, X1 and X2 each stand for -O-, -S- or -NH-, a is 0 or 1, and R3 stands for a group of the formula <IMAGE> having 6 to 40 carbon atoms, where R4 and R4' 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 R4' (when b is 2 or 3) being the same or different, at least one of R4 and R4' 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.
Inventors
- 👤 Ikuo Omura
- 👤 Junichi Yamauchi
- 👤 Yoshinori Nagase
- 👤 Fumiko Uemura
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 10:26
CPC Classifications
C; C09; C09J; C09J4/00; A; A61; A61K; A61K6/00; A61K6/70; A61K6/71; A61K6/76; A61K6/77; C07; C07F; C07F9/00; C07F9/02; C07F9/06; C07F9/08; C07F9/09; C07F9/091
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
237 words
A method for restoring a carious tooth, comprising: applying to a wall surface of a cavity in a carious tooth an adhesive composition which comprises 100 parts by weight of a polymerizable monomer comprising (a) 0.5 to 1.5 parts by weight of a compound represented by one of formulas I or II: ##STR157## where R 1 and R' 1 each stand for hydrogen or a methyl group, R 2 stands for a divalent organic residue having 4 to 40 carbon atoms, X 1 and X 2 each stand for --O--, --S-- or --NH--, a is 0 or 1, and R 3 stands for a group of the formula ##STR158## having 6 to 40 carbon atoms; where R 4 and R' 4 each stand for a hydrocarbon group having 1 to 29 carbon atoms, which is unsubstituted or substituted by a halogen atom, or a hydroxyl, amino or carboxyl group, and b is an integer of 0 to 3, a plurality of R' 4 being the same or different, at least one of R 4 and R' 4 having at least three carbon atoms, and Z stands for --O--, --COO-- or --NH--, and (b) 98.5 to 99.5 parts by weight of a vinyl monomer copolymerizable with said compound, and 0.01 to 20 parts by weight of a curing agent; and filling said cavity with a dental filling composition comprising a polymerizable monomer, a filler and a curing agent.
Claim 2
Independent Claim
237 words
A method for restoring a carious tooth, comprising: applying to a wall surface of a cavity in a carious tooth an adhesive composition which comprises 100 parts by weight of a polymerizable monomer comprising (a) 0.5 to 1.5 parts by weight of a compound represented by one of formulas I or II: ##STR157## where R 1 and R' 1 each stand for hydrogen or a methyl group, R 2 stands for a divalent organic residue having 4 to 40 carbon atoms, X 1 and X 2 each stand for --O--, --S-- or --NH--, a is 0 or 1, and R 3 stands for a group of the formula ##STR158## having 6 to 40 carbon atoms; where R 4 and R' 4 each stand for a hydrocarbon group having 1 to 29 carbon atoms, which is unsubstituted or substituted by a halogen atom, or a hydroxyl, amino or carboxyl group, and b is an integer of 0 to 3, a plurality of R' 4 being the same or different, at least one of R 4 and R' 4 having at least three carbon atoms, and Z stands for --O--, --COO-- or --NH--, and (b) 98.5 to 99.5 parts by weight of a vinyl monomer copolymerizable with said compound, and 0.01 to 20 parts by weight of a curing agent; and filling said cavity with a dental filling composition comprising a polymerizable monomer, a filler and a curing agent.
Claim 3
Independent Claim
218 words
A method of restoring a tooth cavity, comprising filling said cavity with an adhesive composition which comprises 100 parts by weight of a polymerizable monomer comprising (a) 0.5 to 1.5 parts by weight of a compound represented by one of formulas I and II: ##STR159## where R 1 and R' 1 each stand for hydrogen or a methyl group, R 2 stands for a divalent organic residue having 4 to 40 carbon atoms, X 1 and X 2 each stand for --O--, --S-- or --NH--, a is 0 or 1, and R 3 stands for a group of the formula ##STR160## having 6 to 40 carbon atoms, where R 4 and R' 4 each stand for a hydrocarbon group having 1 to 29 carbon atoms, which is unsubstituted or substituted 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' 4 being the same or different, at least one of R 4 and R' 4 having at least three carbon atoms, and (b) 98.5 to 99.5 parts by weight of a vinyl monomer copolymerizable with said compound; 20 to 500 parts by weight of a filler; and 0.01 to 20 parts by weight of a curing agent.
Claim 4
Independent Claim
218 words
A method of restoring a tooth cavity, comprising filling said cavity with an adhesive composition which comprises 100 parts by weight of a polymerizable monomer comprising (a) 0.5 to 1.5 parts by weight of a compound represented by one of formulas I and II: ##STR159## where R 1 and R' 1 each stand for hydrogen or a methyl group, R 2 stands for a divalent organic residue having 4 to 40 carbon atoms, X 1 and X 2 each stand for --O--, --S-- or --NH--, a is 0 or 1, and R 3 stands for a group of the formula ##STR160## having 6 to 40 carbon atoms, where R 4 and R' 4 each stand for a hydrocarbon group having 1 to 29 carbon atoms, which is unsubstituted or substituted 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' 4 being the same or different, at least one of R 4 and R' 4 having at least three carbon atoms, and (b) 98.5 to 99.5 parts by weight of a vinyl monomer copolymerizable with said compound; 20 to 500 parts by weight of a filler; and 0.01 to 20 parts by weight of a curing agent.
Claim 5
Independent Claim
231 words
A method for dental treatment which comprises bonding either a tooth and a dental restorative material or dental restorative materials to each other by employing an adhesive composition which comprises 100 parts by weight of a copolymerizable monomer comprising (a) 0.5 to 1.5 parts by weight of a compound represented by one of formulas I or II: ##STR161## where R 1 and R' 1 each stand for hydrogen or a methyl group, R 2 stands for a divalent organic residue having 4 to 40 carbon atoms, X 1 and X 2 each stand for --O--, --S-- or --NH--, a is 0 or 1, and R 3 stands for a group of the formula ##STR162## having 6 to 40 carbon atoms, where R 4 and R' 4 each stand for a hydrocarbon group having 1 to 29 carbon atoms, which is unsubstituted or substituted 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' 4 being the same or different, at least one of R 4 and R' 4 having at least 3 carbon atoms, and (b) 98.5 to 99.5 parts by weight of a vinyl monomer copolymerizable with said compound; 20 to 500 parts by weight of a filler; and 0.01 to 20 parts by weight of a curing agent.
Claim 6
Independent Claim
231 words
A method for dental treatment which comprises bonding either a tooth and a dental restorative material or dental restorative materials to each other by employing an adhesive composition which comprises 100 parts by weight of a copolymerizable monomer comprising (a) 0.5 to 1.5 parts by weight of a compound represented by one of formulas I or II: ##STR161## where R 1 and R' 1 each stand for hydrogen or a methyl group, R 2 stands for a divalent organic residue having 4 to 40 carbon atoms, X 1 and X 2 each stand for --O--, --S-- or --NH--, a is 0 or 1, and R 3 stands for a group of the formula ##STR162## having 6 to 40 carbon atoms, where R 4 and R' 4 each stand for a hydrocarbon group having 1 to 29 carbon atoms, which is unsubstituted or substituted 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' 4 being the same or different, at least one of R 4 and R' 4 having at least 3 carbon atoms, and (b) 98.5 to 99.5 parts by weight of a vinyl monomer copolymerizable with said compound; 20 to 500 parts by weight of a filler; and 0.01 to 20 parts by weight of a curing agent.
Claim 7
Independent Claim
220 words
A method for protecting teeth against dental caries which comprises coating the tooth surface using a pit and a fissure sealant composition having adhesion to tooth which comprises 100 parts by weight of a polymerizable monomer comprising (a) 0.5 to 1.5 parts by weight of a compound represented by one of formulas I and II: ##STR163## where R 1 and R' 1 each stand for hydrogen or a methyl group, R 2 stands for a divalent organic residue having 4 to 40 carbon atoms, X 1 and X 2 each stand for --O--, --S-- or --NH--, a is 0 or 1, and R 3 stands for a group of the formula ##STR164## having 6 to 40 carbon atoms; where R 4 and R' 4 each stand for a hydrocarbon group having 1 to 29 carbon atoms, which is unsubstituted or substituted by a halogen atom, or a hydroxyl, amino or carboxyl group, b is an integer of 0 to 3, a plurality of R' 4 being the same or different, at least one of R 4 and R' 4 having at least 3 carbon atoms, and Z stands for --O--, --COO-- or --NH--, and (b) 98.5 to 99.5 parts by weight of a vinyl monomer copolymerizable with said compound and 0.01 to 20 parts by weight of a curing agent.
Claim 8
Independent Claim
220 words
A method for protecting teeth against dental caries which comprises coating the tooth surface using a pit and a fissure sealant composition having adhesion to tooth which comprises 100 parts by weight of a polymerizable monomer comprising (a) 0.5 to 1.5 parts by weight of a compound represented by one of formulas I and II: ##STR163## where R 1 and R' 1 each stand for hydrogen or a methyl group, R 2 stands for a divalent organic residue having 4 to 40 carbon atoms, X 1 and X 2 each stand for --O--, --S-- or --NH--, a is 0 or 1, and R 3 stands for a group of the formula ##STR164## having 6 to 40 carbon atoms; where R 4 and R' 4 each stand for a hydrocarbon group having 1 to 29 carbon atoms, which is unsubstituted or substituted by a halogen atom, or a hydroxyl, amino or carboxyl group, b is an integer of 0 to 3, a plurality of R' 4 being the same or different, at least one of R 4 and R' 4 having at least 3 carbon atoms, and Z stands for --O--, --COO-- or --NH--, and (b) 98.5 to 99.5 parts by weight of a vinyl monomer copolymerizable with said compound and 0.01 to 20 parts by weight of a curing agent.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1990-03-16 | 1990-09-15 | 1991-03-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1994-03-16 | 1994-09-15 | 1995-03-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1998-03-16 | 1998-09-15 | 1999-03-17 | $7700.00 | Window Closed / Lapsed |