US4362510A
Expired / Lapsed
US
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Cementitious dental compositions which do not inhibit polymerization
Assignee: United States Department of Health and Human Services
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Filing: 1981-12-10
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Granted: 1982-12-07
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Expires: 2001-12-10
Abstract
Abstract Cementitious dental compositions suitable for use as luting agents, sedative and insulating bases, temporary and long term restoratives, endodontic sealants, pulp capping materials, tissue packs, impression pastes and adhesives for dental composites and hard tissues comprising a solid phase which includes a metal oxide or hydroxide of tin or a Group II metal and a liquid phase which includes a chelating compound, the chelating compound being an ester of a vanillic acid moiety in which the ester is the product of a reaction of one of an alcohol, a polyhydric alcohol or a polyalkylene glycol and at least one of either vanillic acid or its isomers or homoloynes. The compositions may additionally contain a second chelating compound, Al2O3, an hydrogenated rosin, polymeric materials and polymerizable monomeric materials.
Inventors
- 👤 Gerhard M. Brauer
- 👤 Harold Argentar
- 👤 Jeffrey W. Stansbury
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 06:37
CPC Classifications
A; A61; A61K; A61K6/00; A61K6/70; A61K6/71; A61K6/77; A61K6/30; A61K6/80; A61K6/884; A61K6/887; A61K6/889; A61K6/891; A61K6/90
Claims Analysis
Total Claims: 47
Claim 1
Independent Claim
77 words
A cementitious dental composition comprising a solid phase which includes a metal oxide or hydroxide of tin or a Group II metal and a liquid phase which includes a chelating compound, said chelating compound comprising an ester of a vanillic acid moiety, said ester being the product of a reaction of an alcohol and at least one of a member selected from the group consisting of vanillic acid, isomers of vanillic acid, and homologs of vanillic acid.
Claim 2
Dependent Claim
77 words
A cementitious dental composition comprising a solid phase which includes a metal oxide or hydroxide of tin or a Group II metal and a liquid phase which includes a chelating compound, said chelating compound comprising an ester of a vanillic acid moiety, said ester being the product of a reaction of an alcohol and at least one of a member selected from the group consisting of vanillic acid, isomers of vanillic acid, and homologs of vanillic acid.
Claim 3
Dependent Claim
23 words
The cementitious dental composition of claim 1, wherein said alcohol is straight or branched chain alcohols having from 4 to 15 carbon atoms.
Claim 4
Dependent Claim
13 words
The cementitious dental composition of claim 2, wherein said alcohol is n-hexyl alcohol.
Claim 5
Dependent Claim
15 words
The cementitious dental composition of claim 1, wherein said vanillic acid moiety is vanillic acid.
Claim 6
Dependent Claim
15 words
The cementitious dental composition of claim 1, wherein said vanillic acid moiety is 3-hydroxy-4-methoxybenzoic acid.
Claim 7
Dependent Claim
15 words
The cementitious dental composition of claim 1, wherein said vanillic acid moiety is homovanillic acid.
Claim 8
Dependent Claim
13 words
The cementitious dental composition of claim 1, wherein said ester is n-hexyl vanillate.
Claim 9
Dependent Claim
14 words
The cementitious dental composition of claim 1, wherein said metal oxide is zinc oxide.
Claim 10
Dependent Claim
16 words
The cementitious dental composition of claim 1, wherein said solid phase additionally contains an hydrogenated resin.
Claim 11
Dependent Claim
18 words
The cementitious dental composition of claim 1, wherein said solid phase additionally contains Al 2 O 3 .
Claim 12
Dependent Claim
18 words
The cementitious dental composition of claim 1, wherein said ester is liquid at a temperature of 55° C.
Claim 13
Dependent Claim
17 words
The cementitious dental composition of claim 1, wherein said liquid phase additionally contains a second chelating compound.
Claim 14
Dependent Claim
40 words
The cementitious dental composition of claim 12, wherein said second chelating compound is a member selected from the group consisting of o-ethoxybenzoic acid, o-salicylaldehyde, o-ethoxybenzoyl chloride, 2-methoxy-4-phenylphenol, 2-propoxy-5-methylbenzoic acid, lactic acid, ethoxyacetic acid, acetylacetone, ethyl acetoacetate, citraconic anhydride and ethylenediamine.
Claim 15
Dependent Claim
15 words
The cementitious dental composition of claim 12, wherein said second chelating compound is o-ethoxybenzoic acid.
Claim 16
Dependent Claim
14 words
The cementitious dental composition of claim 1, wherein said composition additionally contains an acid.
Claim 17
Dependent Claim
14 words
The cementitious dental composition of claim 15, wherein said acid is a carboxylic acid.
Claim 18
Dependent Claim
30 words
The cementitious dental composition of claim 16, wherein said carboxylic acid is present in an amount of between 0.1 to 10% by weight, based on the weight of the composition.
Claim 19
Dependent Claim
27 words
The cementitious dental composition of claim 16, wherein said carboxylic acid is acetic acid, acrylic acid, methacrylic acid, polyacrylic acid, hydrocinnamic acid, polycarboxylated styrene or dimethylolpropionic acid.
Claim 20
Dependent Claim
30 words
The cementitious dental composition of claim 1, wherein said ester is a divanillate ester which is the product of the reaction of said vanillic acid moiety and a polyhydric alcohol.
Claim 21
Dependent Claim
13 words
The cementitious dental composition of claim 19, wherein said polyhydric alcohol is 1,6-hexamethylenediol.
Claim 22
Dependent Claim
13 words
The cementitious dental composition of claim 19, wherein said polyhydric alcohol is 1,10-decamethylenediol.
Claim 23
Dependent Claim
29 words
The cementitious dental composition of claim 1, wherein the weight of said solid phase per 0.2 ml of liquid phase is in the range of 0.9 to 2.9 grams.
Claim 24
Dependent Claim
28 words
The cementitious dental composition of claim 22, wherein the weight of solid phase per 0.2 ml of liquid phase is in the range of 1.0 to 2.4 grams.
Claim 25
Dependent Claim
39 words
The cementitious dental composition of claim 12, wherein said liquid phase comprises by weight, based on the weight of said liquid phase, between 2.5 to 35% of said ester and between 65 to 97.5% of said second chelating compound.
Claim 26
Dependent Claim
38 words
The cementitious dental composition of claim 12, wherein said liquid phase comprises by weight based on the weight of said liquid phase between 5 to 25% of said ester and 75 to 95% of said second chelating compound.
Claim 27
Dependent Claim
27 words
The cementitious dental composition of claim 12, wherein said phase comprises by weight, based on the weight of liquid phase, 12.5% n-hexyl vanillate and 87.5% o-ethoxybenzoic acid.
Claim 28
Dependent Claim
32 words
The cementitious dental compression of claim 1, wherein said solid phase comprises by weight, 40 to 98% ZnO, 2 to 15% hydrogenated rosin and 0 to 50% Al 2 O 3 .
Claim 29
Dependent Claim
36 words
The cementitious dental composition of claim 1, comprising by weight, a solid phase comprising 64% ZnO, 30% Al 2 O 3 and 6% hydrogenated rosin and liquid phase comprising 12.5% n-hexyl vanillate and 87.5% o-ethoxybenzoic acid.
Claim 30
Dependent Claim
15 words
The cementitious dental composition of claim 1, wherein said composition additionally contains a polymeric material.
Claim 31
Dependent Claim
43 words
The cementitious dental composition of claim 29, wherein said polymeric material is selected from the group consisting of poly(alkyl acrylates), poly(alkyl methacrylates), poly(vinyl chloride), poly(vinyl acetate), polystyrene, polyacetal, polyurethanes, polycarbonates, butadiene-acrylonitrile copolymers, vinyl chloride-vinyl acetate copolymers, acrylonitrile-butadiene-styrene terpolymers and mixtures of the foregoing.
Claim 32
Dependent Claim
32 words
The cementitious dental composition of claim 29, wherein said polymer is present in said composition in an amount of between 1 to 20% by weight, based on the weight of said composition.
Claim 33
Dependent Claim
32 words
The cementitious dental composition of claim 31, wherein said polymer is present in said composition in an amount of between 2 to 10% by weight, based on the weight of said composition.
Claim 34
Dependent Claim
15 words
The cementitious dental composition of claim 1, wherein said composition additionally contains a polymerizable monomer.
Claim 35
Dependent Claim
29 words
The cementitious dental composition of claim 33, wherein said polymerizable monomer polymerizes by a free radical mechanism and said composition further contains a polymerization initiator and a polymerization accelerator.
Claim 36
Dependent Claim
19 words
The cementitious dental composition of claim 34, wherein said polymerizable monomer cures by a redox-initiator-accelerator mechanism or by irradiation.
Claim 37
Dependent Claim
20 words
The cementitious dental composition of claim 33, wherein said polymerizable monomer contains at least one acrylate, methacrylate or vinyl group.
Claim 38
Dependent Claim
31 words
The cementitious dental composition of claim 33, wherein said polymerizable monomers is selected from the group consisting of alkyl acrylates, alkyl methacrylates, alkylene diacrylates, alkylene dimethacrylates, polyol polyacrylates and polyol polymethacrylates.
Claim 39
Dependent Claim
15 words
The cementitious dental composition of claim 37, wherein said alkyl group is methyl or ethyl.
Claim 40
Dependent Claim
17 words
The cementitious dental composition of claim 37, wherein said alkylene group contains 2 to 12 carbon atoms.
Claim 41
Dependent Claim
41 words
The cementitious dental composition of claim 37, wherein said polyol radical contains 2 to 12 carbon atoms and the number of acrylate or methacrylate moieties in said polyol polyacrylates and polyol polymethacrylates, respectively, per polyol radical, is between 2 to 6.
Claim 42
Dependent Claim
30 words
The cementitious dental composition of claim 33, wherein said monomer is present in an amount of between 2.5 to 75% by weight, based on the weight of the liquid phase.
Claim 43
Dependent Claim
30 words
The cementitious dental composition of claim 33, wherein said monomer is present in an amount of between 5 to 60% by weight, based on the weight of the liquid phase.
Claim 44
Dependent Claim
68 words
The cementitous dental composition of claim 28, wherein said composition further contains a polymeric material selected from the group consisting essentially of poly(alkyl acrylates), poly(alkyl methacrylates), poly(vinyl acrylates), poly(vinyl methacrylates), poly(vinyl chloride), poly(vinyl acetate), polystyrene, polyacetal, polyurethanes, polycarbonates, butadiene-acrylonitrile copolymers, vinyl chloride-vinyl acetate copolymers, acrylontrile-butadiene-styrene terpolymers and mixtures of the foregoing in an amount of between 2 to 10% by weight, based on the weight of said composition.
Claim 45
Dependent Claim
55 words
The cementitious dental composition of claim 28, wherein said composition additionally contains a polymerizable monomer selected from the group consisting of methyl acrylate, methyl methacrylate, ethyl acrylate and ethyl methacrylate, in an amount of between 5 to 60% by weight based on the weight of the liquid phase; a polymerization initiator and a polymerization accelerator.
Claim 46
Dependent Claim
90 words
The cementitious dental composition of claim 28, wherein said composition additionally contains a polymerizable monomer selected from the group consisting of polyol polyacrylates and polyol polymethacrylates, in an amount of between 5 to 60% by weight, based on the weight of the liquid phase; a polymerization initiator; and a polymerization accelerator, with the proviso that said polyol radical contain between 2 and 12 carbon atoms and the further proviso that in said polyol polyacrylates and polyol polymethacrylates the number of acrylate or methacrylate moieties, respectively, is between 2 and 6.
Claim 47
Dependent Claim
64 words
The cementitious dental composition of claim 28, wherein said composition additionally contains a polymerizable monomer selected from the group consisting of alkylene diacrylates and alkylene dimethacrylates, in an amount of between 5 to 60% by weight, based on the weight of the liquid phase; a polymerization initiator and a polymerization accelerator, with the proviso that said alkylene group contain 2 to 12 carbon atoms.
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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 |