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US3991008A
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Dental compositions having improved color stability
Assignee: Colgate Palmolive Co
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Filing: 1974-08-12
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Granted: 1976-11-09
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Expires: 1994-08-12
Abstract
Abstract Dental compositions having improved color stability are prepared by employing a redox catalyst system consisting of a hydroperoxide oxidizing agent and a substituted thiourea reducing agent. The composition also comprises a methacrylate monomer, and optionally, a filler and a coupling agent.
Inventors
- 👤 Samuel C. Temin
- 👤 Mildred C. Richards
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 11:35
CPC Classifications
C; C08; C08F; C08F4/00; C08F4/40; A; A61; A61K; A61K6/00; A61K6/80; A61K6/884; A61K6/887; C08F122/00; C08F122/10; C08F122/1006; C08F20/00; C08F20/02; C08F20/10; C08F20/26; C08F20/30; C08K; C08K13/00; C08K13/02; C08K3/00; C08K3/01; C08K3/013; C08K5/00; C08K5/04; C08K5/14; C08K5/36; C08K5/54; Y; Y10; Y10S; Y10S528/00; Y10S528/92
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
163 words
A polymerizable dental composition having improved color stability consisting essentially of 20-100 parts by weight of at least one methacrylate monomer having 2 to 4 polymerizable double bonds, 0-80 parts by weight of inorganic particulate filler, 0-5.0% by weight based on said methacrylate monomer of silane coupling agent, 0.5-5.0% by weight based on said methacrylate monomer of hydroperoxide oxidizing agent and 0.3-2.0% by weight based on said methacrylate monomer of a substituted thiourea reducing agent having the formula ##EQU1## wherein X is hydrogen or Y and Y is C 1 to C 8 alkyl; C 5 or C 6 cycloalkyl; -chloro, -hydroxy- or mercapto- substituted C 1 to C 8 allyl; C 3 to C 4 alkenyl, C 6 to C 8 aryl; chloro-, hydroxy-, methoxy-, or sulfonyl substituted phenyl; C 2 to C 8 acyl; chloro-, or methoxy- substituted C 2 to C 8 acyl; C 7 to C 8 aralkyl; or chloro- or methoxy- substituted C 7 to C 8 aralkyl.
Claim 2
Dependent Claim
163 words
A polymerizable dental composition having improved color stability consisting essentially of 20-100 parts by weight of at least one methacrylate monomer having 2 to 4 polymerizable double bonds, 0-80 parts by weight of inorganic particulate filler, 0-5.0% by weight based on said methacrylate monomer of silane coupling agent, 0.5-5.0% by weight based on said methacrylate monomer of hydroperoxide oxidizing agent and 0.3-2.0% by weight based on said methacrylate monomer of a substituted thiourea reducing agent having the formula ##EQU1## wherein X is hydrogen or Y and Y is C 1 to C 8 alkyl; C 5 or C 6 cycloalkyl; -chloro, -hydroxy- or mercapto- substituted C 1 to C 8 allyl; C 3 to C 4 alkenyl, C 6 to C 8 aryl; chloro-, hydroxy-, methoxy-, or sulfonyl substituted phenyl; C 2 to C 8 acyl; chloro-, or methoxy- substituted C 2 to C 8 acyl; C 7 to C 8 aralkyl; or chloro- or methoxy- substituted C 7 to C 8 aralkyl.
Claim 3
Dependent Claim
72 words
The composition of claim 1 having utility as a dental composite consisting essentially of 20-25 parts by weight of at least one methacrylate monomer, 75-80 parts by weight of said filler, 3.0-5.0% by weight based on said methacrylate monomer of said silane coupling agent, 2.0-3.0% by weight based on said methacrylate monomer of said hydroperoxide oxidizing agent and 0.5-1.0% by weight based on said methacrylate monomer of said substituted thiourea reducing agent.
Claim 4
Dependent Claim
26 words
The composition of claim 1 wherein the methacrylate has a Brookfield viscosity at room temperature and 20 rpm of from about 100 to about 20,000 cps.
Claim 5
Dependent Claim
22 words
The composition of claim 3 wherein said oxidizing agent is characterized by having the peroxy group attached to a tertiary carbon atom.
Claim 6
Dependent Claim
12 words
The composition of claim 4 wherein said oxidizing agent is t-butyl hydroperoxide.
Claim 7
Dependent Claim
12 words
The composition of claim 4 wherein said oxidizing agent is cumene hydroperoxide.
Claim 8
Dependent Claim
12 words
The composition of claim 4 wherein said oxidizing agent is p-methane hydroperoxide.
Claim 9
Dependent Claim
12 words
The composition of claim 4 wherein said oxidizing agent is diisopropyl-benzene hydroperoxide.
Claim 10
Dependent Claim
13 words
The composition of claim 3 wherein said reducing agent is a monosubstituted thiourea.
Claim 11
Dependent Claim
12 words
The composition of claim 9 wherein said reducing agent is allyl thiourea.
Claim 12
Dependent Claim
12 words
The composition of claim 9 wherein said reducing agent is acetyl thiourea.
Claim 13
Dependent Claim
12 words
The composition of claim 9 wherein said reducing agent is phenyl thiourea.
Claim 14
Dependent Claim
14 words
The composition of claim 3 wherein said methacrylate monomer has two polymerizable double bonds.
Claim 15
Dependent Claim
37 words
The composition of claim 13 wherein said methacrylate is a mixture of the reaction product of bisphenol A and glycidyl methacrylate with tetraethylene glycol dimethacrylate, the oxidizing agent is cumene-hydroperoxide and the reducing agent is acetyl thiourea.
Claim 16
Dependent Claim
36 words
The composition of claim 13 wherein said methacrylate is a mixture of the reaction product of bisphenol A and glycidyl methacrylate with 1,6-hexanediol dimethacrylate, the oxidizing agent is cumene-hydroperoxide and the reducing agent is acetyl thiourea.
Claim 17
Dependent Claim
6 words
The cured composition of claim 1.
References Cited (Backward Citations)
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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) | 1979-11-09 | 1980-05-10 | 1980-11-09 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-11-09 | 1984-05-10 | 1984-11-09 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-11-09 | 1988-05-10 | 1988-11-09 | $7700.00 | Window Closed / Lapsed |