US4362889A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Use of a polyfunctional surface-active comonomer and other agents to improve adhesion between a resin or composite material and a substrate
Assignee: American Dental Association
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Filing: 1980-10-27
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Granted: 1982-12-07
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Expires: 2000-10-27
Abstract
Abstract A family of polyfunctional surface-active comonomers which act to improve the adhesion between a resin or composite material and solid surfaces capable of binding polyvalent cations is described. These polyfunctional surface-active comonomers, or "PolySACs", are preferably the reaction product of an epoxy acrylate or methacrylate and an aminobenzoate. The adhesion of the resin or composite material to certain solid surfaces is also improved by the preparatory treatment of these surfaces with a monobasic acid of intermediate strength followed by treatment with a mordant. In its most preferred form the invention is employed in reconstructive dental work to improve the adhesion between a resin or composite material and dentin. The dentin is cleansed with isotonic formic acid, treated with an isotonic ferric chloride mordant and then treated with a PolySAC which is the reaction product of an oligomeric diglycidyl ether, acrylic acid and lithium ortho-aminobenzoate. The resin or composite material is then applied.
Inventors
- 👤 Rafael L. Bowen
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 04:55
CPC Classifications
A; A61; A61K; A61K6/00; A61K6/30
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
73 words
A compound, useful as an adhesive between a resin or composite material and a solid surface capable of binding polyvalent cations, of the formula ##STR6## where A is a monomer polymerizable by free radical polymerization, X is a univalent metal cation, m is an integer which may vary between 0 and 10, n is an integer which may vary between 0 and 2, and the aminobenzoate structure ##STR7## represents ortho-, meta- or para-aminobenzoate.
Claim 2
Dependent Claim
73 words
A compound, useful as an adhesive between a resin or composite material and a solid surface capable of binding polyvalent cations, of the formula ##STR6## where A is a monomer polymerizable by free radical polymerization, X is a univalent metal cation, m is an integer which may vary between 0 and 10, n is an integer which may vary between 0 and 2, and the aminobenzoate structure ##STR7## represents ortho-, meta- or para-aminobenzoate.
Claim 3
Dependent Claim
12 words
A compound as in claim 1 wherein A is acrylate or methacrylate.
Claim 4
Dependent Claim
11 words
A compound as in claim 1 wherein the aminobenzoate is ortho-aminobenzoate.
Claim 5
Dependent Claim
15 words
A compound as in claim 1 wherein A is acrylate and the aminobenzoate is ortho-aminobenzoate.
Claim 6
Dependent Claim
18 words
A compound as in claim 1 wherein A is acrylate, X is lithium and the aminobenzoate is ortho-aminobenzoate.
Claim 7
Dependent Claim
60 words
The reaction product, useful as an adhesive between a resin or composite material and a solid surface capable of binding polyvalent cations, of (a) the addition of a monomer polymerizable by free radical polymerization to all but one of the epoxy groups of a polyepoxide to form an intermediate, (b) followed by the reaction of this intermediate with an aminobenzoate.
Claim 8
Dependent Claim
60 words
The reaction product, useful as an adhesive between a resin or composite material and a solid surface capable of binding polyvalent cations, of (a) the addition of a monomer polymerizable by free radical polymerization to all but one of the epoxy groups of a polyepoxide to form an intermediate, (b) followed by the reaction of this intermediate with an aminobenzoate.
Claim 9
Dependent Claim
21 words
The reaction product as in claim 6 wherein the monomer polymerizable by free radical polymerization is acrylate acid or methacrylic acid.
Claim 10
Dependent Claim
52 words
The reaction product as in claim 7 wherein the polyepoxide is selected from the group consisting of the diglycidyl ether of a bisphenol A oligomer, the diglycidyl ether of resorcinol, ortho-glycidyl phenyl glycidyl ether, polyglycidyl ether of ortho-cresol-formaldehyde novolac, polyglycidyl ether of phenol formaldehyde novolac and di(2-methyl) glycidyl ether of ethylene glycol.
Claim 11
Dependent Claim
12 words
The reaction product as in claim 8 wherein the aminobenzoate is ortho-aminobenzoate.
Claim 12
Dependent Claim
19 words
The reaction product as in claim 9 wherein the polyepoxide is the diglycidyl ether of a bisphenol A oligomer.
Claim 13
Dependent Claim
17 words
A dental adhesive composition comprising a compound as in claim 1 or 4 dissolved in a solvent.
Claim 14
Dependent Claim
18 words
A dental adhesive composition comprising a reaction product as in claim 6 or 10 dissolved in a solvent.
Claim 15
Dependent Claim
30 words
An article of manufacture comprising as components thereof: (a) a monobasic acid, (b) a mordant, and (c) a polyfunctional surface-active comonomer comprising a compound as in claim 1 or 4.
Claim 16
Dependent Claim
26 words
An article of manufacture comprising as components thereof: (a) a monobasic acid, (b) a mordant and (c) a reaction product as in claim 6 or 10.
Claim 17
Dependent Claim
15 words
A compound as in claim 1 wherein A is methacrylate and the aminobenzoate is ortho-aminobenzoate.
Claim 18
Dependent Claim
50 words
An article of manufacture comprising as components thereof: (a) a monobasic acid of intermediate strength, (b) a mordant selected from the group consisting of iron (III), zinc, copper (II), aluminum, cobalt (II) and chromium (III), and (c) a polyfunctional surface-active comonomer comprising a compound as in claim 1 or 4.
Claim 19
Dependent Claim
46 words
An article of manufacture comprising as components thereof: (a) a monobasic acid of intermediate strength, (b) a mordant selected from the group consisting of iron (III), zinc, copper (II), aluminum, cobalt (II) and chromium (III), and (c) a reaction product as in claim 6 or 10.
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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) | 1985-12-06 | 1986-06-07 | 1986-12-07 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-12-06 | 1990-06-07 | 1990-12-07 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-12-06 | 1994-06-07 | 1994-12-07 | $7700.00 | Window Closed / Lapsed |