US4368043A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Adhesive cementing agents for the hard tissues of the human body
Assignee: Kuraray Co Ltd
•
Filing: 1980-05-14
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Granted: 1983-01-11
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Expires: 2000-05-14
Abstract
Abstract An adhesive cementing agent is provided for the hard tissues of the human body, which contains a phosphoric or phosphonic acid ester compound containing at least one polymerizable functional group and either a group of the formula ##STR1## or a group of the formula ##STR2## or a high molecular weight compound obtainable by polymerizing the compound either alone or as a comonomer unit. This adhesive cementing agent has a high affinity for the tooth, bone and other hard tissues of the human body and enjoys prolonged stability in wet environments.
Inventors
- 👤 Junichi Yamauchi
- 👤 Eiichi Masuhara
- 👤 Nobuo Nakabayashi
- 👤 Kyoichiro Shibatani
- 👤 Tooru Wada
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 16:02
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/06; C07F9/08; C07F9/09; C07F9/091; A; A61; A61K; A61K6/00; A61K6/70; A61K6/71; A61K6/76; A61L; A61L24/00; A61L24/04; A61L24/06; A61L27/00; A61L27/14; A61L27/16; Y; Y10; Y10S; Y10S528/00; Y10S528/92
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
165 words
A dental adhesive agent for bonding a dental filling material to the tooth, which comprises: (1) a radical polymerizable monomer selected from the group consisting of an acrylic acid ester, a methacrylic acid ester, styrene and vinylacetate, (2) a curing agent and (3) a compound of formula A in an amount of not less than 2 weight percent based on the radical polymerizable monomer, said formula being: ##STR35## wherein Ra is hydrogen or methyl; Rb is COOY, OCOY, OY, Y, CO(OCH 2 CH 2 ) m , ##STR36## wherein m is an integer of 1 to 5 or CO(OCH 2 CH 2 ) l ##STR37## wherein l is an integer of 1 to 3; Y is a hydrocarbon residue containing 1 to 30 carbon atoms, which residue may be substituted by hydroxyl, alkoxy or halogen; Rc is X or OX wherein X is an aromatic or alicyclic hydrocarbon residue containing 1 to 30 carbon atoms, which may be substituted by hydroxyl, halogen, amino or carboxyl.
Claim 2
Dependent Claim
165 words
A dental adhesive agent for bonding a dental filling material to the tooth, which comprises: (1) a radical polymerizable monomer selected from the group consisting of an acrylic acid ester, a methacrylic acid ester, styrene and vinylacetate, (2) a curing agent and (3) a compound of formula A in an amount of not less than 2 weight percent based on the radical polymerizable monomer, said formula being: ##STR35## wherein Ra is hydrogen or methyl; Rb is COOY, OCOY, OY, Y, CO(OCH 2 CH 2 ) m , ##STR36## wherein m is an integer of 1 to 5 or CO(OCH 2 CH 2 ) l ##STR37## wherein l is an integer of 1 to 3; Y is a hydrocarbon residue containing 1 to 30 carbon atoms, which residue may be substituted by hydroxyl, alkoxy or halogen; Rc is X or OX wherein X is an aromatic or alicyclic hydrocarbon residue containing 1 to 30 carbon atoms, which may be substituted by hydroxyl, halogen, amino or carboxyl.
Claim 3
Dependent Claim
18 words
The dental adhesive agent of claim 1, wherein said compound of formula A is 2-methacryloxyethyl phenyl phosphoric acid.
Claim 4
Dependent Claim
19 words
The dental adhesive agent of claim 1, wherein said compound of formula A is a 2-methacryloxyethyl phenyl phosphonic acid.
Claim 5
Dependent Claim
20 words
The dental adhesive agent of claim 1, wherein said radical polymerizable monomer is an acrylic or methacrylic acid ester compound.
Claim 6
Dependent Claim
48 words
The dental adhesive agent of claim 4, wherein said methacrylic acid ester compound is a compound selected from the group consisting of methyl methacrylate, 2-hydroxyethyl methacrylate, 3-hydroxypropyl methacrylate, bisphenol-A diglycidyl methacrylate, bisphenol-A dimethacrylate, neopentyl glycol dimethacrylate, ethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate and trimethylolpropane trimethacrylate.
Claim 7
Dependent Claim
17 words
The dental adhesive agent of claim 1, wherein said curing agent is a room temperature curing agent.
Claim 8
Dependent Claim
15 words
The dental adhesive agent of claim 1, wherein said curing agent is an ultraviolet sensitizer.
Claim 9
Dependent Claim
212 words
A dental adhesive agent for bonding a dental filling material to the tooth, which comprises: (1) a radical polymerizable monomer selected from the group consisting of an acrylic acid ester, a methacrylic acid ester, styrene and vinyl acetate, (2) a curing agent and (3) a phosphoric and/or phosphonic acid ester compound selected from the group consisting of those compounds having formulas (B), (C), (D), (E) and (F) in an amount of not less than 2 weight percent based on the radical polymerizable monomer, said formulas being: ##STR38## wherein Ra, Ra', Ra" and Ra"' are hydrogen or methyl; Rb, Rb', Rb" and Rb"' are COOY, OCOY, OY, Y, CO(OCH 2 CH 2 ) m , ##STR39## wherein m is an integer of 1 to 5 or ##STR40## wherein l is an integer of 1 to 3; Y is a hydrocarbon residue containing 1 to 30 carbon atoms, which residue may be substituted by hydroxyl, alkoxy or halogen; Rc and Rc' are X or OX where X is a hydrocarbon residue containing 1 to 30 carbon atoms, which may be substituted by hydroxyl, halogen, amino or carboxyl group; Rd is ##STR41## Re is --O--Z--O--, --O--Z-- or --Z--; Rf is ##STR42## Rg is ##STR43## has the same meaning as X, and Rh is ##STR44## .
Claim 10
Dependent Claim
212 words
A dental adhesive agent for bonding a dental filling material to the tooth, which comprises: (1) a radical polymerizable monomer selected from the group consisting of an acrylic acid ester, a methacrylic acid ester, styrene and vinyl acetate, (2) a curing agent and (3) a phosphoric and/or phosphonic acid ester compound selected from the group consisting of those compounds having formulas (B), (C), (D), (E) and (F) in an amount of not less than 2 weight percent based on the radical polymerizable monomer, said formulas being: ##STR38## wherein Ra, Ra', Ra" and Ra"' are hydrogen or methyl; Rb, Rb', Rb" and Rb"' are COOY, OCOY, OY, Y, CO(OCH 2 CH 2 ) m , ##STR39## wherein m is an integer of 1 to 5 or ##STR40## wherein l is an integer of 1 to 3; Y is a hydrocarbon residue containing 1 to 30 carbon atoms, which residue may be substituted by hydroxyl, alkoxy or halogen; Rc and Rc' are X or OX where X is a hydrocarbon residue containing 1 to 30 carbon atoms, which may be substituted by hydroxyl, halogen, amino or carboxyl group; Rd is ##STR41## Re is --O--Z--O--, --O--Z-- or --Z--; Rf is ##STR42## Rg is ##STR43## has the same meaning as X, and Rh is ##STR44## .
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-01-10 | 1986-07-12 | 1987-01-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-01-10 | 1990-07-12 | 1991-01-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-01-10 | 1994-07-12 | 1995-01-11 | $7700.00 | Window Closed / Lapsed |