Patent US5525648A successfully refreshed from Google Patents.
US5525648A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Method for adhering to hard tissue
Assignee: 3M Innovative Properties Co
•
Filing: 1995-01-03
•
Granted: 1996-06-11
•
Expires: 2015-01-03
Abstract
Abstract The invention provides a pretreatment method and primer that is applied directly to the hard tissue. The invention has particular utility for adhering to or coating sclerotic dentin and cervical enamel or for adhering to or coating hard tissue in a high humidity environment. The primer enables formation of extremely strong bonds to dentin. The method comprises the steps of: (a) applying to the hard tissue adhesively effective amounts of an acid and a water-dispersible film former comprising a polymer and (b) hardening the film former. Primer compositions are provided for use in this method, comprising a mixture of an acid and a film former comprising a polymer prior to hardening, the mixture being in the form of a film atop the hard tissue.
Inventors
- 👤 Steven M. Aasen
- 👤 F. Andrew Ubel, III
- 👤 Joel D. Oxman
- 👤 Sumita B. Mitra
- 👤 Jon W. Fundingsland
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 15:47
CPC Classifications
A; A61; A61Q; A61Q3/00; A61K; A61K8/00; A61K8/18; A61K8/72; A61K8/81; A61K8/8141; A61K8/8152; Y; Y10; Y10S; Y10S522/00; Y10S522/908; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31855; Y10T428/31935
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
141 words
A method for adhering to or coating hard tissue, comprising the steps of: a) applying to said hard tissue adhesively effective amounts of an inorganic or organic acid and a water-dispersible film former, wherein said film former comprises i) a polymer comprising an adhesively effective amount of carboxylic acid groups, their salts or their reactive derivative groups and an adhesively effective amount of vinyl groups selected from the group consisting of acrylate groups, methacrylate groups and combinations thereof, said polymer having a weight average molecular weight of at least 1100 and ii) a monomer having an adhesively effective amount of vinyl groups selected from the group consisting of acrylate groups, methacrylate groups and combinations thereof; wherein said acid, being different from said film former, has a pKa less than or equal to that of phenol; and b) hardening said film former.
Claim 2
Independent Claim
141 words
A method for adhering to or coating hard tissue, comprising the steps of: a) applying to said hard tissue adhesively effective amounts of an inorganic or organic acid and a water-dispersible film former, wherein said film former comprises i) a polymer comprising an adhesively effective amount of carboxylic acid groups, their salts or their reactive derivative groups and an adhesively effective amount of vinyl groups selected from the group consisting of acrylate groups, methacrylate groups and combinations thereof, said polymer having a weight average molecular weight of at least 1100 and ii) a monomer having an adhesively effective amount of vinyl groups selected from the group consisting of acrylate groups, methacrylate groups and combinations thereof; wherein said acid, being different from said film former, has a pKa less than or equal to that of phenol; and b) hardening said film former.
Claim 3
Dependent Claim
23 words
A method according to claim 1, wherein said acid and said film former are concurrently applied as a mixture to said hard tissue.
Claim 4
Dependent Claim
30 words
A method according to claim 1, wherein said acid is sequentially applied to said hard tissue and rinsed or thinned from the hard tissue before application of said film former.
Claim 5
Dependent Claim
11 words
A method according to claim 1, wherein said monomer is 2-hydroxyethylmethacrylate.
Claim 6
Dependent Claim
22 words
A method according to claim 1, wherein said polymer has a weight average molecular weight in the range from 1,100 to 1,000,000.
Claim 7
Dependent Claim
22 words
A method according to claim 1, wherein said polymer has a weight average molecular weight in the range from 5,000 to 200,000.
Claim 8
Independent Claim
121 words
A method for adhering to or coating hard tissue, comprising the steps of: a) applying to said hard tissue adhesively effective amounts of a water-dispersible film former comprising: i) a polymer comprising an adhesively effective amount of carboxylic acid groups, their salts or their reactive derivative groups and an adhesively effective amount of vinyl groups selected from the group consisting of acrylate groups, methacrylate groups and combinations thereof, said polymer having a weight average molecular weight of at least 1100, ii) a monomer having an adhesively effective amount of vinyl groups selected from the group consisting of acrylate groups, methacrylate groups and combinations thereof, and iii) water; and b) hardening said film former by exposing said film former to actinic radiation.
Claim 9
Independent Claim
121 words
A method for adhering to or coating hard tissue, comprising the steps of: a) applying to said hard tissue adhesively effective amounts of a water-dispersible film former comprising: i) a polymer comprising an adhesively effective amount of carboxylic acid groups, their salts or their reactive derivative groups and an adhesively effective amount of vinyl groups selected from the group consisting of acrylate groups, methacrylate groups and combinations thereof, said polymer having a weight average molecular weight of at least 1100, ii) a monomer having an adhesively effective amount of vinyl groups selected from the group consisting of acrylate groups, methacrylate groups and combinations thereof, and iii) water; and b) hardening said film former by exposing said film former to actinic radiation.
Claim 10
Dependent Claim
22 words
A method according to claim 7, wherein said polymer has a weight average molecular weight in the range from 1,100 to 1,000,000.
Claim 11
Dependent Claim
22 words
A method according to claim 7, wherein said polymer has a weight average molecular weight in the range from 5,000 to 200,000.
Claim 12
Dependent Claim
105 words
A hardenable primer film, said film forming a layer with surface modified hard tissue and prior to being hardened comprising adhesively effective amounts of a water-dispersible film former comprising i) a polymer comprising an adhesively effective amount of carboxylic acid groups, their salts or their reactive derivative groups and an adhesively effective amount of vinyl groups selected from the group consisting of acrylate groups, methacrylate groups and combinations thereof, said polymer having a weight average molecular weight of at least 1100, ii) a monomer having an adhesively effective amount of vinyl groups selected from the group consisting of acrylate groups, methacrylate groups and combinations thereof.
Claim 13
Dependent Claim
105 words
A hardenable primer film, said film forming a layer with surface modified hard tissue and prior to being hardened comprising adhesively effective amounts of a water-dispersible film former comprising i) a polymer comprising an adhesively effective amount of carboxylic acid groups, their salts or their reactive derivative groups and an adhesively effective amount of vinyl groups selected from the group consisting of acrylate groups, methacrylate groups and combinations thereof, said polymer having a weight average molecular weight of at least 1100, ii) a monomer having an adhesively effective amount of vinyl groups selected from the group consisting of acrylate groups, methacrylate groups and combinations thereof.
Claim 14
Dependent Claim
24 words
A film according to claim 10, wherein said film further comprises an acid having a pKa less than or equal to that of phenol.
Claim 15
Dependent Claim
57 words
A film according to claim 11, wherein said polymer has a weight average molecular weight in the range from 1,100 to 200,000 and said acid has a pKa between about -10 and about +5 and is selected from the group consisting of sulfonic acids, carboxylic acids, dicarboxylic acids, phosphonic acid, phosphoric acid, mineral acids and combinations thereof.
Claim 16
Dependent Claim
23 words
A film according to claim 10, wherein said polymer is a polyalkenoic acid further modified by the incorporation of addition polymerizable reactive groups.
Claim 17
Dependent Claim
12 words
A film according to claim 10, wherein said film former comprises 2-hydroxyethylmethacrylate.
Claim 18
Dependent Claim
24 words
A hardenable primer film according to claim 10, wherein said polymer has a weight average molecular weight in the range from 1,100 to 1,000,000.
Claim 19
Dependent Claim
48 words
A hardenable primer film according to claim 10, wherein said polymer has a weight average molecular weight in the range from 5,000 to 200,000 and wherein said film is capable of providing an adhesive shear strength when applied in a high humidity environment of at least 7 MPa.
Claim 20
Dependent Claim
50 words
A hardenable primer film according to claim 11, wherein said film is capable of providing an adhesive shear strength when applied in a high humidity environment of at least 5 MPa and said acid, being present in an adhesively effective amount, has a pKa between about -10 and about +5.
Claim 21
Dependent Claim
50 words
A hardenable primer film according to claim 11, wherein said film is capable of providing an adhesive shear strength when applied in a high humidity environment of at least 7 MPa and said acid, being present in an adhesively effective amount, has a pKa between about -10 and about +5.
Claim 22
Dependent Claim
50 words
A hardenable primer film according to claim 11, wherein said film is capable of providing an adhesive shear strength when applied in a high humidity environment of at least 12 MPa and said acid, being present in an adhesively effective amount, has a pKa between about -10 and about +5.
Claim 23
Dependent Claim
43 words
A hardenable primer film according to claim 11, wherein said film is capable of providing an adhesive shear strength of at least 12 MPa and said acid, being present in an adhesively effective amount, has a pKa between about -10 and about +5.
References Cited (Backward Citations)
US3200142A
Cited
US3882600A
Cited
US3997504A
Cited
US3954475A
Cited
JPS4931754A
Cited
US3872047A
Cited
US4259117A
Cited
US4259075A
Cited
US4368043A
Cited
DE2711234A1
Cited
US4182035A
Cited
US4222780A
Cited
US4212970A
Cited
US4235633A
Cited
EP0029133A1
Cited
US4404150A
Cited
US4383052A
Cited
EP0058483A2
Cited
JPS57143372A
Cited
JPS57167364A
Cited
US4539382A
Cited
US4514342A
Cited
US4443197A
Cited
US4518430A
Cited
US4382782A
Cited
US4535102A
Cited
US4588756A
Cited
US4521550A
Cited
US4499251A
Cited
US4537940A
Cited
US4515930A
Cited
SU1088726A1
Cited
US4544467A
Cited
US4593054A
Cited
EP0155812A2
Cited
US4591649A
Cited
US4525511A
Cited
US4538990A
Cited
US4553941A
Cited
US4732943A
Cited
US4645456A
Cited
US4806381A
Cited
US4648845A
Cited
US4719149A
Cited
GB2190383A
Cited
EP0305083A2
Cited
US4964911A
Cited
EP0323120A2
Cited
US5130347A
Cited
GB2217989A
Cited
US5334625A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1999-06-11 | 1999-12-11 | 2000-06-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2003-06-11 | 2003-12-11 | 2004-06-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2007-06-11 | 2007-12-11 | 2008-06-11 | $7700.00 | Window Closed / Lapsed |