Dental composite formulation from acrylate monomer and polythiol accelerator
AssigneeThe United States of America, as represented by the Secretary, Department of Health and Human Services
InventorJoseph M. Antonucci
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Abstract
A two paste dental composite formulation is disclosed, wherein one paste comprises a polymerizable monomer and a stable organic hydroperoxide initiator, and the other paste comprises a polymerizable monomer and a polythiol accelerator, the hydroperoxide having a ten-hour half-life temperature in excess of about 100.degree. C., and the polythiol being capable of accelerating the decomposition of the hydroperoxide into polymerization initiating free radicals at ambient temperatures.
Claims10
The reaction product of admixing two pastes of a two paste dental composite formulation, said formulation comprising:
- an initiator paste and an accelerator paste;
- said initiator paste including a first polymerizable acrylate monomer and an organic hydroperoxide initiator having a 10-hour half-life temperature in excess of about 100.degree. C.;
- said accelerator paste including a second polymerizable acrylate monomer, which is the same or different from said first polymerizable acrylate monomer, and an accelerating amount of polythiol accelerator, selected from the group consisting of pentaerythritol tetra-(3-mercaptopropionate);
- pentaerythritol tetra(thioglycolate);
- trimethylolethane tris-(3-mercaptopropionate);
- trimethylolpropane tris-(3-mercaptopropionate);
- dipentaerythritol hexa-(3-mercaptopropionate);
- dipentaerythritol hexa(thioglycolate);
- polyethyleneglycol- and polypropylene glycol di-(3-mercaptopropionate);
- oligomeric multi-functional mercaptans containing terminal and grafted thiol groups, polymeric multi-functional mercaptans containing terminal and grafted thiol groups;
- polyesters of 3-mercaptopropionic acid;
- glycol dimercaptopropionate;
- said formulation being polymerizable at ambient temperatures upon admixture of said initiator paste and said accelerator paste.
The reaction product of admixing two pastes of a two paste dental composite formulation, wherein said formulation comprises:
- (a) an initiator paste comprising:
- (i) at least one polymerizable acrylate-containing monomer,
- (ii) from about 0.1 to about 5 weight percent of an organic hydroperoxide, based on the weight of the composite, having a ten-hour half-life temperature of at least about 100.degree. C.,
- (iii) up to about 0.05 weight percent of an inhibitor, and
- (iv) up to about 90 weight percent of a particulate inorganic filler;
- and
- (b) an accelerator paste comprising:
- (i) at least one polymerizable acrylate-containing monomer,
- (ii) from about 0.1 to about 10 weight percent of a polythiol material selected from the group consisting of pentaerythritol tetra-(3-mercaptopropionate);
- pentaerythritol tetra(thiolycolate);
- trimethylolethane tris-(3-mercaptopropionate);
- trimethylolpropane tris-(3-mercaptopropionate;
- dipentaerythritol hexa-(3-mercaptopropionate;
- dipentaerythritol hexa(thioglycolate);
- polyethylene glycol and polypropylene glycol di-(3-mercaptopropionate);
- oligomeric multifunctional mercaptans containing terminal and grafted thiol groups, polymeric multi-functional mercaptans containing terminal and grafted thiol groups;
- polyesters of 3-mercaptopropionic acid;
- and glycol dimercaptopropionates that will accelerate the decomposition of said organic hydroperoxide into polymerization initiating free radicale at ambient temperatures,
- (iii) up to about 0.05 weight percent of an inhibitor, and
- (iv) up to about 90 weight percent of a particulate inorganic filler.
A method of forming a dental composite, comprising mixing together at ambient temperatures two paste-like components, the first of said paste-like components comprising a polymerizable acrylate-containing monomer and an organic hydroperoxide initiator having a ten-hour half-life temperature of at least about 100.degree. C., and the second comprising a polymerizable acrylate-containing monomer and an accelerating amount of a polythiol material selected from the group consisting of pentaerythritol tetra(thioglycolate);
- trimethylolethane tris-(3-mercaptopropionate);
- trimethylolpropane tris-(3-mercaptopropionate);
- dipentaerythritol hexa-(3-mercaptopropionate);
- dipentaerythritol hexa(thioglycolate);
- polyethylene glycol and polypropylene glycol di-(3-mercaptopropionate);
- oligomeric multi-functional mercaptans containing terminal and grafted thiol groups, polymeric multifunctional mercaptans containing terminal and grafted thiol groups;
- polyesters of 3-mercaptopropionic acid;
- and glycol dimercaptopropionates, which is capable of accelerating the decomposition of said organic hydroperoxide into polymerization initiating free radicals at ambient temperatures.
Dependencies are inferred from the claim text.