Patent US4698373A successfully refreshed from Google Patents.
US4698373A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Stable one part dental compositions employing ipn technology
Assignee: Dentsply Research and Development Corp
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Filing: 1984-04-30
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Granted: 1987-10-06
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Expires: 2004-04-30
Abstract
Abstract Compositions hardenable by exposure to heat or electromagnetic radiation are provided by dissolving together to form a blend from about 0% to about 50% by weight of an uncrosslinked polymer, from about 2% to about 30% of a polymerizable monomer, from about 10% to about 70% of a crosslinked polymer in the form of discrete particles having average diameters of from 0.001 micron to about 500 microns and being swollen in said solution and from about 20% to about 70% of a crosslinking agent for said monomer. Such compositions exhibit superior chemical and physical characteristics when hardened and are suitable in a wide variety of applications as construction media. Such compositions are especially suitable in the production of prosthetic dental appliances, such as, for example, prosthetic teeth. It is believed that the hardening of such compositions as, for example, during the preparation of dental appliances forms a polymer system known as an interpenetrating polymer network.
Inventors
- 👤 Louis Tateosian
- 👤 Frederick D. Roemer
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 11:57
CPC Classifications
C; C08; C08F; C08F265/00; C08F265/04; C08F265/06; A; A61; A61K; A61K6/00; A61K6/80; A61K6/884; C08F291/00; Y; Y10; Y10S; Y10S522/00; Y10S522/908
Claims Analysis
Total Claims: 35
Claim 1
Independent Claim
113 words
A hardenable composition comprising a blend of: monofunctinal polymerizable monomer, di- or polyfunctional crosslinking agent reactive with said polymerizable monomer, and from about 10% to about 70% of a crosslinked polymer in the form of discrete particles having average diameters up to about 500 microns, said crosslinked polymer particles being sufficiently well crosslinked as to maintain substantially their structural identity when exposed to the monomers component, said crosslinked polymer particles being capable of swelling with or imbibing at least 10% by weight of the particles of said monomer component, said particles being substantially swollen by said monomer and said crosslinking agent; said composition being capable of being hardened into a water insensitive object.
Claim 2
Dependent Claim
113 words
A hardenable composition comprising a blend of: monofunctinal polymerizable monomer, di- or polyfunctional crosslinking agent reactive with said polymerizable monomer, and from about 10% to about 70% of a crosslinked polymer in the form of discrete particles having average diameters up to about 500 microns, said crosslinked polymer particles being sufficiently well crosslinked as to maintain substantially their structural identity when exposed to the monomers component, said crosslinked polymer particles being capable of swelling with or imbibing at least 10% by weight of the particles of said monomer component, said particles being substantially swollen by said monomer and said crosslinking agent; said composition being capable of being hardened into a water insensitive object.
Claim 3
Dependent Claim
23 words
The composition of claim 1 wherein said crosslinked polymer is present in an amount of from about 40% to about 60% by weight.
Claim 4
Dependent Claim
23 words
The composition of claim 1 wherein said polymerizable monomer is present in an amount of from about 2% to about 5% by weight.
Claim 5
Dependent Claim
23 words
The composition of claim 1 wherein said crosslinking agent is present in an amount of from about 40% to about 60% by weight.
Claim 6
Dependent Claim
22 words
The composition of claim 1 wherein at least about 50% by weight of said particles have average diameters below about 150 microns.
Claim 7
Dependent Claim
74 words
The composition of claim 1 wherein said crosslinked polymer is present in an amount of from about 40% to about 60% by weight, said polymerizable monomer is present in an amount of from about 2% to about 5% by weight, said crosslinking agent is present in an amount of from about 40% to about 60% by weight, and at least about 50% by weight of said particles have average diameters below about 150 microns.
Claim 8
Dependent Claim
45 words
The composition of claims 1, 4, 5 or 6 wherein said crosslinking agent is selected from the group consisting of 2,2-bis(methacryloxyphenyl)propane; ethylene "glycol" dimethacrylate; ethylene "glycol" diacrylate; 2,2-bis[4-(2-hydrloxy-propoxy)phenyl] propane; and the reaction product of either hydroxyethyl acrylate, hydroxypropyl acrylate and their methacrylic homologs with 2,2,4-trimethylhexyl-1,6-diisocyanate.
Claim 9
Dependent Claim
33 words
The composition of claims 1, 5 or 6 further comprising one or more members selected from the group consisting of free radical initiators, photochemical initiators, activators, pigments, fillers, adhesion modifiers and radiopaquing agents.
Claim 10
Dependent Claim
24 words
The composition of claim 8 wherein said blend is admixed with particulate inorganic filler in weight ratios of from about 1:2 to about 2:1.
Claim 11
Dependent Claim
177 words
A process for producing a hard, water insensitive, shaped article comprising: mixing together a blend comprising: monofunctisnal polymerizable monomer, di- or polyfunctional crosslinking agent reactive with said polymerizable monomer, and from about 10% to about 70% of a crosslinked polymer in the form of discrete particles having average diameters up to about 500 microns, said crosslinked polymer particles being sufficiently well crosslinked as to maintain substantially their structural identity when exposed to the monomer component, said crosslinked polymer particles being capable of swelling with or imbibing at least 10% by weight of the particles of said monomer component, said particles being substantially swollen by said monomer and said crosslinking agent; said composition being capable of being hardened into said water insensitive object; maintaining said components in association with one another in said blend for a period of time sufficient to substantially fully swell said particles with mixture of said monomer and said crosslinking agent; shaping said blend; and exposing said blend to heat or to electromagnetic radiation to harden said blend and to provide said shaped article.
Claim 12
Dependent Claim
177 words
A process for producing a hard, water insensitive, shaped article comprising: mixing together a blend comprising: monofunctisnal polymerizable monomer, di- or polyfunctional crosslinking agent reactive with said polymerizable monomer, and from about 10% to about 70% of a crosslinked polymer in the form of discrete particles having average diameters up to about 500 microns, said crosslinked polymer particles being sufficiently well crosslinked as to maintain substantially their structural identity when exposed to the monomer component, said crosslinked polymer particles being capable of swelling with or imbibing at least 10% by weight of the particles of said monomer component, said particles being substantially swollen by said monomer and said crosslinking agent; said composition being capable of being hardened into said water insensitive object; maintaining said components in association with one another in said blend for a period of time sufficient to substantially fully swell said particles with mixture of said monomer and said crosslinking agent; shaping said blend; and exposing said blend to heat or to electromagnetic radiation to harden said blend and to provide said shaped article.
Claim 13
Dependent Claim
23 words
The process of claim 10 wherein said crosslinked polymer is present in an amount of from about 40% to about 60% by weight.
Claim 14
Dependent Claim
23 words
The process of claim 10 wherein said polymerizable monomer is present in an amount of from about 2% to about 5% by weight.
Claim 15
Dependent Claim
23 words
The process of claim 10 wherein said crosslinking agent is present in an amount of from about 40% to about 60% by weight.
Claim 16
Dependent Claim
22 words
The process of claim 10 wherein at least about 50% by weight of said particles have average diameters below about 150 microns.
Claim 17
Dependent Claim
74 words
The process of claim 10 wherein said crosslinked polymer is present in an amount of from about 40% to about 60% by weight, said polymerizable monomer is present in an amount of from about 2% to about 5% by weight, said crosslinking agent is present in an amount of from about 40% to about 60% by weight, and at least about 50% by weight of said particles have average diameters below about 150 microns.
Claim 18
Dependent Claim
45 words
The process of claims 10, 13, 14 or 15 wherein said crosslinking agent is selected from the group consisting of 2,2-bis(methacryloxyphenyl)propane; ethylene "glycol" dimethacrylate; ethylene "glycol" diacrylate; 2,2-bis [4-(2-hydroxy-3-methacryloxypropoxy)phenyl]propane; and the reaction product of either hydroxyethyl acrylate, hydroxypropyl acrylate and the methacrylate homologs with 2,2,4-trimethylhexyl-1,6-diisocyanate.
Claim 19
Dependent Claim
33 words
The process of claims 10, 14 or 15 further comprising one or more members selected from the group consisting of free radical initiators, photochemical initiators, activators, pigments, fillers, adhesion modifiers and radiopaquing agents.
Claim 20
Dependent Claim
24 words
The process of claim 17 wherein said blend is admixed with particulate inorganic filler in weight ratios of from about 1:2 to about 2:1.
Claim 21
Dependent Claim
126 words
A dental appliance comprising a hard, water insensitive, shaped body having at least one portion comprising a polymerized blend comprising: monofunctional polymerizable monomer, di- or polyfunctional crosslinking agent reactive with said polymerizable monomer, and from about 10% to about 70% of a crosslinked polymer in the form of discrete particles having average diameters up to about 500 microns, said crosslinked polymer particles being sufficiently well crosslinked as to maintain substantially their structural identity when exposed to the monomer component, said crosslinked polymer particles being capable of swelling with or imbibing at least 10% by weight of the particles of said monomer component, said particles being substantially swollen by said monomer and said crosslinking agent; said composition being hardened into said water insensitive shaped body by polymerization.
Claim 22
Dependent Claim
126 words
A dental appliance comprising a hard, water insensitive, shaped body having at least one portion comprising a polymerized blend comprising: monofunctional polymerizable monomer, di- or polyfunctional crosslinking agent reactive with said polymerizable monomer, and from about 10% to about 70% of a crosslinked polymer in the form of discrete particles having average diameters up to about 500 microns, said crosslinked polymer particles being sufficiently well crosslinked as to maintain substantially their structural identity when exposed to the monomer component, said crosslinked polymer particles being capable of swelling with or imbibing at least 10% by weight of the particles of said monomer component, said particles being substantially swollen by said monomer and said crosslinking agent; said composition being hardened into said water insensitive shaped body by polymerization.
Claim 23
Dependent Claim
23 words
The appliance of claim 19 wherein said crosslinked polymer is present in an amount of from about 40% to about 60% by weight.
Claim 24
Dependent Claim
23 words
The appliance of claim 19 wherein said polymerizable nonmer is present in an amount of from about 2% to about 5% by weight.
Claim 25
Dependent Claim
23 words
The appliance of claim 19 wherein said crosslinking agent is present in an amount of from about 40% to about 60% by weight.
Claim 26
Dependent Claim
21 words
The appliance of claim 19 wherein at least 50% by weight of said particles have average diameters below about 150 microns.
Claim 27
Dependent Claim
72 words
The appliance of claim 19 wherein said crosslinked polymer is present in an amount of about 40% to about 60% by weight, said polymerizable monomer is present in an amount of from about 2% to about 5% by weight, said crosslinking agent is present in an amount of from about 40% to about 60% by weight, and at least 50% by weight of said particles have average diameters below about 150 microns.
Claim 28
Dependent Claim
44 words
The appliance of claims 19, 22, 23 or 24 wherein said crosslinking agent is selected from the group consisting of 2,2-bis(methacryloxyphenyl)propane; ethylene "glycol" dimethacrylate; ethylene "glycol" diacrylate; 2,2-bis[4-(2-hydroxy-3-methcryloxypropoxy)phenyl]propane; and the reaction product of either hydroxyethyl acrylate, hydroxypropyl acrylate and their methacrylate homologs and 2,2,4-trimethylhexyl-1,6-diisocyanate.
Claim 29
Dependent Claim
33 words
The appliance of claims 19, 23 or 24 further comprising one or more members selected from the group consisting of free radical initiators, photochemical initiators, activators, pigments, fillers, adhesion modifiers and radiopaquing agents.
Claim 30
Dependent Claim
24 words
The appliance of claim 26 wherein said blend is admixed with particulate inorganic filler in weight ratios of from about 1:2 to about 2:1.
Claim 31
Dependent Claim
26 words
The appliance of claim 19, 23 or 24 wherein said appliance exhibits the structure of an interpenetrating polymeric network at least locally interior to said portion.
Claim 32
Dependent Claim
23 words
The appliance of claim 27 wherein said appliance exhibits the structure of an interpenetrating polymeric network at least locally interior to said portion.
Claim 33
Dependent Claim
42 words
The composition of claim 1 wherein said crosslinking agent is present in an amount of from about 20% to about 70%, and said monofunctional monomer is present in an amount of from about 2% to about 30% to about 30% by weight.
Claim 34
Dependent Claim
39 words
The process for claim 10 wherein said crosslinking agent is preset in an amount of from about 20% to about 70%, and said monofunctional monomer is present in an amount of from about 2% to about 30% by weight.
Claim 35
Dependent Claim
39 words
The appliance of claim 19 wherein said crosslinking agent is preset in an amount of from about 20% to about 70%, and said monofunctional monomer is present in an amount of from about 2% to about 30% by weight.
References Cited (Backward Citations)
CA511802A
Cited
GB569975A
Cited
US3470615A
Cited
US3427274A
Cited
US4076671A
Cited
US4302376A
Cited
US4308190A
Cited
US4369262A
Cited
US4396476A
Cited
US4396377A
Cited
US4433958A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1990-10-05 | 1991-04-06 | 1991-10-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1994-10-05 | 1995-04-06 | 1995-10-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1998-10-05 | 1999-04-06 | 1999-10-06 | $7700.00 | Window Closed / Lapsed |