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US 10,071,027 B2Granted
Dental composites
AssigneeOregon Health & Science University
InventorsCarmem S. Pfeifer, Jack L. Ferracane
Life of this patent
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Abstract
Disclosed herein are methacrylate compounds that can be used as components of dental composites. Also disclosed are dental composites comprising the compositions and thiourethane oligomers.
Claims19
A compound of the formula:
- wherein X is aryl or 1-4 carbon alkyl;
- Y is N or C;
- R1 is H or alkyl and R2 is no atom when Y is N;
- R1 is H or alkyl and R2 is H or alkyl when Y is C;
- and
- R3 and R4 are H or alkyl;
- and
- provided that R1 and R2 are not H when X is butyl.
5 more elements
A method of preparing a dental composite, the method comprising:
- contacting an isocyanate compound selected from 1,6 hexanediol-diisocyanate, 1,3-bis(1-isocyanato-1methylethylbenzen e), or bis(4-isocyanotocyclohexyl) methane with a thiol compound selected from methyl-3-mercaptopropionate, pentaerythritol tetra-3-mercaptopriopionate, and trimethylol-tris-3-mercaptopriopionate in the presence of trimethylamine to make a thiourethane oligomer, wherein the isocyanate compound is added in sufficient excess that the thiourethane oligomer comprises pendant thiols;
- and
- combining the thiourethane oligomer with a tertiary amine, d-camphorquinone, an inhibitor, a filler composition, and a compound of the formula:
- wherein X is aryl or 1-4 carbon alkyl;
- Y is N or C;
- R1 is H or alkyl and R2 is no atom when Y is N;
- R1 is H or alkyl and R2 is H or alkyl when Y is C;
- and
- R3 and R4 are H or alkyl;
- provided that R1 and R2 are not H when X is butyl;
- to form the dental composite;
- wherein the thiourethane oligomer comprises at least 10% of the composite.
9 more elements
Dependencies are inferred from the claim text.