US4813876A
Expired / Lapsed
US
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Method of treating living pulp tissue
Assignee: Dentsply Research and Development Corp
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Filing: 1987-05-08
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Granted: 1989-03-21
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Expires: 2007-05-08
Abstract
Abstract Biocompatible, shelf-stable, polymerizable compositions which are especially useful for applications requiring direct contact with living pulpal tissue, bone or dentin, and methods for using the compositions are disclosed. The compositions are non-toxic, both before and after in situ polymerization, and include at least one polymerizable monomer or prepolymer which polymerized by a mechanism other than chelation or saponification. In one aspect, the compositions comprise at least one non-toxic polymerizable ethylenically unsaturated monomer or prepolymer and a catalytically effective amount of a free radical initiator system, and preferably, from about 5 to about 70% by weight of calcium hydroxide or calcium oxide.
Inventors
- 👤 Wu-Lan Wang
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 11:20
CPC Classifications
A; A61; A61K; A61K6/00; A61K6/50; A61K6/54; A61K6/20; A61K6/80; A61K6/849; A61K6/876; A61K6/884; A61K6/887; A61K6/891; A61K6/893; Y; Y10; Y10S; Y10S623/00; Y10S623/92; Y10S623/923
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
141 words
A method of treating living pulpal tissue comprising the steps of: contacting living pulpal tissue with a polymerizable composition that is polymerizable in situ by a mechanism other than chelation or saponification, said composition comprising at least one polymerizable monomer or prepolymer component, a curing component for said polymerizable monomer or prepolymer component, and calcium hydroxide or calcium oxide or mixtures thereof, said monomer or prepolymer component, as well as said composition, being substantially non-toxic toward said pulpal tissue, both before and after said composition is polymerized, said non-toxicity being observable by in vitro cell culture bicompatibility testing utilizing monolayers of mouse fibroblast cells (1929 or equivalent) in a growth medium consisting of 5% bovine serum solution in Minium Essential Medium (MEM) or by in vivo histological response testing using prepared teeth of a primate; and polymerizing said composition in situ.
Claim 2
Independent Claim
141 words
A method of treating living pulpal tissue comprising the steps of: contacting living pulpal tissue with a polymerizable composition that is polymerizable in situ by a mechanism other than chelation or saponification, said composition comprising at least one polymerizable monomer or prepolymer component, a curing component for said polymerizable monomer or prepolymer component, and calcium hydroxide or calcium oxide or mixtures thereof, said monomer or prepolymer component, as well as said composition, being substantially non-toxic toward said pulpal tissue, both before and after said composition is polymerized, said non-toxicity being observable by in vitro cell culture bicompatibility testing utilizing monolayers of mouse fibroblast cells (1929 or equivalent) in a growth medium consisting of 5% bovine serum solution in Minium Essential Medium (MEM) or by in vivo histological response testing using prepared teeth of a primate; and polymerizing said composition in situ.
Claim 3
Dependent Claim
42 words
The method of claim 1, wherein said polymerizable composition comprises at least one polymerizable ethylenically unsaturated monomer or prepolymer, and a catalytically effective amount of a free radical initiator system; and wherein said composition is polymerized in situ by free radical initiation.
Claim 4
Dependent Claim
15 words
The method of claim 2, wherein said free radical initiator system comprising a photoinitiator system.
Claim 5
Dependent Claim
18 words
The method of claim 3 wherein said photoinitiator system is operative in response to exposure to visible light.
Claim 6
Dependent Claim
45 words
The method of claim 2, wherein said polymerizable composition comprises from about 45 to about 90% by weight of filler selected from the group consisting of colloidal silica, fused quartz, aluminum oxide, ceramic beads, glass beads, calcium phosphates, metal silicates and aluminosilicates and mixtures thereof.
Claim 7
Dependent Claim
31 words
The method of claim 4, wherein said photoinitiator system comprises an α-diketone and a reducing agent which is capable of reducing said α-diketone when the latter is in an excited state.
Claim 8
Dependent Claim
23 words
The method of claim 2, wherein said free radical initiator system comprises a photoinitiator system operative in response to exposure to visible light.
Claim 9
Dependent Claim
45 words
The method of claim 7, wherein said polymerizable composition comprises from about 45 to about 90% by weight of filler selected from the group consisting of colloidal silica, fused quartz, aluminum oxide, ceramic beads, glass beads, calcium phosphates, metal silicates and aluminosilicates and mixtures thereof.
Claim 10
Dependent Claim
31 words
The method of claim 7, wherein said photoinitiator system comprises an α-diketone, and a reducing agent which is capable of reducing said α-diketone when the latter is in an excited state.
Claim 11
Dependent Claim
34 words
The method of claim 7, wherein said free radical initiator system comprises a photoinitiator system operative upon exposure to light having a wavelength in the range of from about 360 to about 550 nm.
Claim 12
Dependent Claim
50 words
The method of claim 7, wherein said free radical initiator system comprising from about 0.01 to about 5% by weight of α-diketone and from about 0.1 to about 5% by weight of amine, and wherein said composition is in the form of a shelf-stable one package system prior to use.
Claim 13
Dependent Claim
18 words
The method of claim 11, further comprising radiopaque filler in an amount sufficient to render said composition radiopaque.
Claim 14
Dependent Claim
66 words
The method of claim 2, wherein said at least one polymerizable ethylenically unsaturated monomer or prepolymer comprises at least one polymerizable vinyl urethane derived from a member selected from the group consisting of adducts of organic diisocyanates or isocyanate-terminated urethane prepolymers and an ethylenically unsaturated compound having hydroxyl functionality and adducts of hydroxyl terminated prepolymers or organic polyols and an ethylenically unsaturated compound having isocyanato functionality.
Claim 15
Dependent Claim
38 words
The method of claim 13, wherein said ethylenically unsaturated compound having hydroxyl functionality is a member selected from the group consisting of esters of acrylic or methacrylic acid and a hydroxy alkanol of at least two carbon atoms.
Claim 16
Dependent Claim
51 words
The method of claim 13, wherein said polymerizable vinyl urethane prepolymer is selected from the group consisting of prepolymers derived from hexamethylene diisocyanate and hydroxypropyl (meth)acrylate, from trimethyl hexamethylene diisocyanate and hydroxypropyl (meth)acrylate, from the reaction product of methylene-bis-(4-cyclohexyl isocyanate) and a polytetramethylene ether glycol with hydroxypropyl (meth)acrylate, and mixtures thereof.
Claim 17
Dependent Claim
64 words
The method of claim 7, wherein said at least one polymerizable ethylenically unsaturated monomer or prepolymer comprises at least one polymerizable vinyl urethane derived from a member selected from the group consisting of organic diisocyanates or isocyanate-terminated urethane prepolymers and an ethylenically unsaturated compound having hydroxyl functionality and adducts of hydroxyl terminated prepolymers or organic polyols and an ethylenically unsaturated compound having isocyanato functionality.
Claim 18
Dependent Claim
38 words
The method of claim 16, wherein said ethylenically unsaturated compound having hydroxyl functionality is a member selected from the group consisting of esters of acrylic or methacrylic acid and a hydroxy alkanol of at least two carbon atoms.
Claim 19
Dependent Claim
51 words
The method of claim 16, wherein said polymerizable vinyl urethane prepolymer is selected from the group consisting of prepolymers derived from hexamethylene diisocyanate and hydroxypropyl (meth)acrylate, from trimethyl hexamethylene diisocyanate and hydroxypropyl (meth)acrylate, from the reaction product of methylene-bis-(4-cyclohexyl isocyanate) and a polytetramethylene ether glycol with hydroxypropyl (meth)acrylate, and mixtures thereof.
Claim 20
Dependent Claim
101 words
The method of claim 16, wherein said polymerizable vinyl urethane is characterized by the structural formula ##STR4## wherein R 1 and R 5 , independently, are H, alkyl or substituted alkyl; R 2 and R 4 , independently, are alkylene, substituted alkylene, cycloalkylene, substituted cycloalkylene, arylene, or substituted arylene; and R 3 is alkylene, substituted alkylene, cycloalkylene, substituted cycloalkylene, arylene, substituted arylene, heterocyclic, substituted heterocyclic, the reaction product of an organic diisocyanate or an isocyanate terminated prepolymer and a compound having hydroxyl functionality, or the reaction product of a polyol or a hydroxyl terminated prepolymer and a compound having isocyanato functionality.
Claim 21
Dependent Claim
64 words
The method of claim 19, wherein R 1 and R 5 , independently, are H or C 1 -C 4 alkyl; R 2 and R 4 , independently, are C 1 -C 6 alkylene; and R 3 is C 1 -C 6 alkylene, C 2 -C 12 substituted alkylene, or the reaction product of an organic diisocyanate or polyisocyanate with an alkanol or polyalkanol.
Claim 22
Dependent Claim
38 words
The method of claim 13, wherein said at least one polymerizable ethylenically unsaturated monomer or prepolymer comprises a mixture of at least one polymerizable vinyl urethane prepolymer and at least one ester of acrylic acid or methacrylic acid.
Claim 23
Dependent Claim
38 words
The method of claim 21, wherein said at least one ester of acrylic acid or methacrylic acid is a member selected from the group consisting of a diacrylate, a dimethacrylate, a polyacrylate and a polymethacrylate, and mixtures thereof.
Claim 24
Dependent Claim
21 words
The method of claim 22, wherein said at least one ester of acrylic acid or methacrylic acid is triethylene glycol dimethacrylate.
Claim 25
Dependent Claim
50 words
The method of claim 23, wherein said vinyl urethane is selected from the group consisting of vinyl urethanes derived from hexamethylene diisocyanate and hydroxypropyl methacrylate, from trimethyl hexamethylene diisocyanate and hydroxypropyl methacrylate, from the reaction product of methylene-bis-(4-cyclohexyl isocyanate) and a polytetramethylene ether glycol with hydroxypropyl (meth)acrylate, and mixtures thereof.
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