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1,4-Bis[(3'-methacroyl-2'-hydroxypropoxy)methyl] cyclohexane

Assignee: Scientific Pharmaceuticals Inc
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Filing: 1980-06-11
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Granted: 1981-12-08
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Expires: 2000-06-11
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Abstract

Abstract Dimethacrylates are provided having the following chemical structure: ##STR1## where ##STR2## is a saturated, 6 membered, monocyclic, hydrocarbyl ring system; and R 1 , R 2 and R 3 are the same or different and are hydrogen or alkyl or alkoxy groups having 1 to 12 carbon atoms. These compounds are useful in dental material which cures to form polymers having high mechanical strength, low water sorption, resistance to staining, good color stability when exposed to short-wave radiation (e.g., sunlight) and good chemical resistance to the oral environment. Also provided are a method for polymerizing this compound in situ on teeth and a tooth comprising a polymer of this compound.

Inventors

  • 👤 Jan A. Orlowski

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 12:16
CPC Classifications
C; C08; C08F; C08F20/00; C08F20/02; C08F20/10; C08F20/26; C08F20/30; A; A61; A61K; A61K6/00; A61K6/80; A61K6/884; A61K6/887; Y; Y10; Y10S; Y10S522/00; Y10S522/908; Y10S528/00; Y10S528/92

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 57 words
A polymer of a dimethacrylate of the following chemical structure: ##STR14## wherein ##STR15## is a saturated, 6 membered, monocyclic, hydrocarbyl ring system; and R 1 , R 2 and R 3 are the same or different and are hydrogen or alkyl groups having 1 to 12 carbon atoms or alkoxy groups having 1 to 12 carbon atoms.
Claim 2
Dependent Claim 57 words
A polymer of a dimethacrylate of the following chemical structure: ##STR14## wherein ##STR15## is a saturated, 6 membered, monocyclic, hydrocarbyl ring system; and R 1 , R 2 and R 3 are the same or different and are hydrogen or alkyl groups having 1 to 12 carbon atoms or alkoxy groups having 1 to 12 carbon atoms.
Claim 3
Dependent Claim 10 words
A polymer according to claim 1 which is a homopolymer.
Claim 4
Dependent Claim 28 words
A polymer according to claim 1 which is a copolymer of at least 10% by weight of said dimethacrylate and the balance a copolymerizable acrylic or methacrylic monomer.
Claim 5
Dependent Claim 25 words
A polymer of a dimethacrylate according to claim 1 wherein R 1 , R 2 and R 3 each have 1 to 4 carbon atoms.
Claim 6
Dependent Claim 15 words
A polymer of a dimethacrylate according to claim 1 which is a polymer of 1,4-bis[(3'-methacroyl-2'-hydroxypropoxy)methyl]cyclohexane.
Claim 7
Dependent Claim 167 words
A copolymer according to claim 3 which is a polymer of (1) said dimethacrylate, (2) a second monomer selected from the group consisting of di- and trimethacrylates having from 10 to 18 carbon atoms, said second monomer further being selected from the group consisting of alkylene glycol dimethacrylates, polyalkylene glycol dimethacrylates and alkanetriol trimethacrylates, and (3) a third monomer selected from the group consisting of 2,2-bis[4'(3"-methacroyl-2"-hydroxypropoxy)phenyl]propane, 2,2-bis[4'(2"-methacroylethoxy)phenyl]propane, 2-methacroylethyl-3-methacroyl-2-hydroxy propyl tetrahydrophthalate, 2-methacroylethyl-3-methacroyl-2-hydroxypropyl hexahydrophthalate and 2,2-bis(4'-methacroylphenyl)propane, the weight ratio of said first monomer to said third monomer being from about 3:5 to 5:3, said at least one first monomer constituting from about 30% to 50% by weight of said polymerizable material, and said third monomer constituting from about 30% to about 50% by weight of said polymerizable material, the total amount of said first monomer plus said third monomer constituting from about 70% to about 80% by weight of said polymerizable material; and said second monomer constitutes from about 20% to about 30% by weight of said polymerizable material.
Claim 8
Dependent Claim 50 words
A dental material comprising polymerizable unsaturated material comprising at least about 10% by weight of the dimethacrylate monomer of the polymer of claim 1, the remainder of said polymerizable material being at least 10% by weight of another acrylic or methacrylic monomer acceptable for oral application associated with dental treatment.
Claim 9
Dependent Claim 41 words
A dental material according to claim 7, wherein said polymerizable unsaturated material comprises about 20 to about 90% by weight of said dimethacrylate and about 10 to about 80% by weight of another monomeric polymethacrylate suitable for use in dental materials.
Claim 10
Dependent Claim 40 words
A dental material according to claim 8, wherein said other monomeric polymethacrylate is selected from the group consisting of diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, tetraethylene glycol dimethacrylate, 1,6-hexanediol dimethacrylate, trimethylolpropane trimethacrylate, 2,2-bis[4'(3"-methacroyl-2"-hydroxypropoxy)phenyl]propane, 2,2-bis[4'(2"-methacroylethoxy)phenyl]propane, 2-methacroylethyl-3-methacroyl-2-hydroxypropyl tetrahydrophthalate, 2-methacroylethyl-3-methacroyl-2-hydroxypropyl hexahydrophthalate and 2,2-bis(4'-methacroylphenyl)propane.
Claim 11
Dependent Claim 40 words
A dental material according to claim 7 comprising two separate parts capable of curing upon mixing of these parts, one of said parts comprising a peroxide-type polymerization initiator and the other of said parts comprising a tertiary aromatic amine-type activator.
Claim 12
Dependent Claim 26 words
A dental material according to claim 7 comprising a light activated polymerization initiator capable of curing said dental material upon irradiation with ultraviolet or visible light.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-12-07 1985-06-08 1985-12-08 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-12-07 1989-06-08 1989-12-08 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-12-07 1993-06-08 1993-12-08 $7700.00 Window Closed / Lapsed

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