Patents by Inventor Joseph M. Antonucci
Joseph M. Antonucci has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
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Patent number: 8217081Abstract: A polymerizable biomedical composition includes a quaternary ammonium group bonded at its quaternary sites to respective groups R1, R2, R3, and R4. R1 and R2 each include a vinyl moiety such that the composition is at least bi-functional with respect to polymerization.Type: GrantFiled: December 28, 2009Date of Patent: July 10, 2012Assignee: The United States of America as represented by the Secretary of Commerce, The National Institute of Standards and TechnologyInventor: Joseph M. Antonucci
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Publication number: 20100256242Abstract: A polymerizable biomedical composition includes a quaternary ammonium group bonded at its quaternary sites to respective groups R1, R2, R3, and R4. R1 and R2 each include a vinyl moiety such that the composition is at least bi-functional with respect to polymerization.Type: ApplicationFiled: December 28, 2009Publication date: October 7, 2010Inventor: Joseph M. Antonucci
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Patent number: 6458869Abstract: The present invention is directed to an etchant/primer composition, an etchant/primer/adhesive monomer composition, kits using the same and methods using the same for improved bonding to dental structures. The etchant/primer composition comprises a compound having the formula: RN(CH2YCO2M)2 wherein R=R1 or R2; R1=an aromatic group; R2=a conjugated unsaturated aliphatic group; Y=a single bond, CH2, CHCH3 or C═CH2; and each M is independently H, an alkali metal, an alkaline earth metal, aluminum, a transition or redox metal or an alkyl group having 1 to 18 carbon atoms, with the proviso that when both M groups are alkyl groups, said compound is capable of being easily hydrolyzed, displaced, or exchanged with other reagents present in the etchant/primer composition, a polar solvent system, and nitric acid.Type: GrantFiled: March 30, 2000Date of Patent: October 1, 2002Assignees: National Institute of Standards of Technology, American Dental Association Health FoundationInventors: Joseph M. Antonucci, Frederick C. Eichmiller, Gary E. Schumacher
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Patent number: 6184339Abstract: Disclosed are fluorinated materials for use in dental uses and non-dental uses, e.g., adhesives or coatings. Multifunctional monomers and prepolymers with pendant (meth)acrylate groups were prepared from epoxide ring-opening reactions. Resins based on the fluorinated monomers and prepolymers with diluent comonomers, were photocured as composites with particulate fillers. Fluorine contents of the prepolymers ranged from 15 to 65%. Composites with high transverse strength (up to 120 MPa), low water sorption (as low as 0.11 mass %) and extremely low polymerization shrinkage (as low as 3.4% by volume) were obtained. The fluorinated resins may be employed to produce hydrophobic dental composite materials with high strength and low polymerization shrinkage.Type: GrantFiled: November 12, 1997Date of Patent: February 6, 2001Assignee: The United States of America as represented by the Secretary of the CommerceInventors: Jeffrey W. Stansbury, Joseph M. Antonucci, Kyung M. Choi
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Patent number: 6177534Abstract: A silylated resin suitable for use as an adhesive binder for composites and in sealant and adhesive dental applications is represented by the general formula (I): in which: R1 is an aliphatic, cycloaliphatic, aryl, hydrocarbon, or fluorocarbon group; R2 is the same as R1 or a different aliphatic, cycloaliphatic, aryl, hydrocarbon, or fluorocarbon group; M2 is the same as M1 or a different functional or nonfunctional group selected from the group consisting of: n is 1-3; x is 1-20; and y is 1-20; which comprises the reaction product of the exchange reaction of a hydroxylated, aminated, or carboxylated acrylic resin represented by the general formula (II): in which: R4 is an aliphatic, cycloaliphatic, aryl, hydrocarbon, or fluorocarbon group with one or more protic functional groups selected from the group consisting of: OH, N—H, and CO2H R5 is H or CH3; and R6 is H or CH3; with a trialkoxyorganosilane or triacyloxyorganosiType: GrantFiled: December 17, 1998Date of Patent: January 23, 2001Assignee: The United States of America as represented by the Secretary of CommerceInventors: Joseph M. Antonucci, Jeffrey W. Stansbury, Bruce O. Fowler
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Patent number: 5756560Abstract: An etchant/primer composition is provided which includes (a) a compound having the formulaRN(CH.sub.2 YCO.sub.2 M).sub.2 (I)wherein R=R.sup.1 or R.sup.2 ;R.sup.1 =an aromatic group;R.sup.2 =a conjugated aliphatic group;Y=a single bond, CH.sub.2, CHCH.sub.3 or C.dbd.CH.sub.2 ; andeach M is independently H, an alkali metal, an alkaline earth metal, aluminum, a transition or redox metal or an alkyl group having 1 to 18 carbon atoms, with the proviso that when both M groups are alkyl groups, the compound corresponding to formula I be capable of being easily hydrolyzed, displaced or exchanged with other reagents present in the etchant/primer composition and (b) a polar solvent system. An etchant/primer/adhesive monomer composition is also provided which includes the etchant/primer composition and an adhesive monomer system. One and two step simplified methods for adhering and for preparing a substrate surface, such as a dental substrate surface, to a polymeric material are also provided.Type: GrantFiled: November 27, 1995Date of Patent: May 26, 1998Assignee: The United States of America as represented by the Secretary of the CommerceInventors: Joseph M. Antonucci, Patricia A. Bennett
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Patent number: 5690840Abstract: An etchant primer composition is provided which includes (a) a compound hng the formulaRN (CH.sub.2 YCO.sub.2 M).sub.2 (I)whereinR=R.sup.1 or R.sup.2 ;R.sup.1 =an aromatic group;R.sup.2 =a conjugated aliphatic group;Y=a single bond, CH.sub.2, CHCH.sub.3 or C.dbd.CH.sub.2 ; and each M is independently H, an alkali metal, an alkaline earth metal, aluminum, a transition or redox metal or an alkyl group having 1 to 18 carbon atoms, with the proviso that when both M groups are alkyl groups, the compound corresponding to formula I be capable of being easily hydrolyzed, displaced or exchanged with other reagents present in the etchant/primer composition and (b) a polar solvent system. An etchant/primer/adhesive monomer composition is also provided which includes the etchant/primer composition and an adhesive monomer system. One and two step simplified methods for adhering and for preparing a substrate surface, such as a dental substrate surface, to a polymeric material are also provided.Type: GrantFiled: November 27, 1995Date of Patent: November 25, 1997Assignee: The United States of America as represented by the Secretary of CommerceInventors: Joseph M. Antonucci, Patricia A. Bennett
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Patent number: 5676745Abstract: Composites in the form of a three-dimensional framework or skeleton of ceic particles are formed by a low cost, low temperature sintering process which decomposes a pre-ceramic inorganic or organic precursor. Upon heating, preferably in air, the precursor decomposes to form a ceramic phase in the form of necks between the individual ceramic particles. The properties of the resulting porous ceramic bodies can be modified, such as toughened by impregnation with monomers, oligomers or polymers which are polymerized or cured in situ. Such composites find use as cosmetic products or protheses for humans and animals, such as dental restoratives and bone implants. Methods of fabrication are disclosed which include the use of a pre-ceramic polymer as a binder for the ceramic particles which forms the necks of material between the individual ceramic particles upon firing.Type: GrantFiled: June 7, 1995Date of Patent: October 14, 1997Assignee: The United States of America, as represented by the Secretary of CommerceInventors: John Robert Kelly, Joseph M. Antonucci
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Patent number: 5508342Abstract: A mineralizing composition for skeletal tissue comprising a mixture of an saturated monomer system, and a particulate mineralizing agent.Type: GrantFiled: February 1, 1994Date of Patent: April 16, 1996Assignee: The United States of America as represented by the Secretary of CommerceInventors: Joseph M. Antonucci, Edward D. Eanes, Drago Skrtic
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Patent number: 5498643Abstract: An etchant/primer composition is provided which includes (a) a compound having the formulaRN(CH.sub.2 YCO.sub.2 M).sub.2 (I)wherein R=R.sup.1 or R.sup.2 ;R.sup.1 =an aromatic group;R.sup.2 =a conjugated aliphatic group;Y=a single bond, CH.sub.2, CHCH.sub.3 or C.dbd.CH.sub.2 ; andeach M is independently H, an alkali metal, an alkaline earth metal, aluminum, a transition or redox metal or an alkyl group having 1 to 18 carbon atoms, with the proviso that when both M groups are alkyl groups, the compound corresponding to formula I be capable of being easily hydrolyzed, displaced or exchanged with other reagents present in the etchant/primer composition and (b) a polar solvent system. An etchant/primer/adhesive monomer composition is also provided which includes the etchant/primer composition and an adhesive monomer system. One and two step simplified methods for adhering and for preparing a substrate surface, such as a dental substrate surface, to a polymeric material are also provided.Type: GrantFiled: February 1, 1994Date of Patent: March 12, 1996Assignee: The United States of America as represented by the Secretary of CommerceInventors: Joseph M. Antonucci, Patricia A. Bennett
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Patent number: 5380901Abstract: The present invention provides a process for converting a hydrophobic siloxane diacrylate, an aromatic fluorinated diacrylate and a hydrophilic polyethylene glycol diacrylate to their respective multifunctional oligomers. Bis(4-acryloxybutyl)tetramethyldisiloxane, prepared from the corresponding diol, is converted to relatively low viscosity, multifunctional oligomers with the use of DMSO. The hydrophilic monomer, polyethylene glycol 400 diacrylate, formed more viscous, water soluble oligomeric products without the need for a solvent. Characterization of these oligomers by infrared spectroscopy and .sup.1 H NMR supports the assigned structures. Because of the predominant 1,6-arrangement of double bonds in these oligomers, they have a propensity to undergo cyclopolymerization as well as the usual crosslinking associated with the free radical polymerization of multifunctional monomers and oligomers.Type: GrantFiled: January 30, 1992Date of Patent: January 10, 1995Assignee: The United States of America as represented by the Secretary of CommerceInventors: Joseph M. Antonucci, Jeffrey W. Stansbury, Guo-Wei Cheng
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Patent number: 5037473Abstract: A denture liner composition is provided comprising a methacrylate polymer and/or copolymer in powder form to be wetted by a liquid composition containing dimethacrylate, butyl methacrylate, and long chain methacrylate monomers, the mixture setting upon wetting and being polymerized by visible light and chemical action. A method for using the composition in denture liner formation is also provided.Type: GrantFiled: April 18, 1989Date of Patent: August 6, 1991Inventors: Joseph M. Antonucci, Robert E. Muller
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Patent number: 4832745Abstract: Non-aqueous polycarboxylic acids such as dimer and trimer acids are reacted with a variety of polyvalent metal bases to yield a new, versatile class of cements. Many of these cements have unique energy-absorbing properties and excellent dimensional stability yielding mechanically tough and ductile materials. They also do not inhibit the polymerization of resin-based dental materials and thus can be formulated to yield hybrid resin-composite-cement materials. The bulky, hydrophobic nature of these acids with their relatively low carboxylic content results in cements that are low shrinking, hydrolytically resistant and biocompatible.Type: GrantFiled: October 16, 1986Date of Patent: May 23, 1989Assignee: The United States of America as represented by the Secretary of the Department of Health and Human ServicesInventor: Joseph M. Antonucci
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Patent number: 4616073Abstract: Dental resin systems prepared from polyfunctional or monofunctional highly-fluorinated methacrylate prepolymers are described. Preferred systems comprise (a) a major amount of a polyfluorinated aligomeric polyfunctional methacrylate such as (PFMA), preferably in combination with a diluent monomer such as 1,10-decamethylene dimethacrylate (DMDMA), methyl methacrylate (MMA), neopentyl dimethacrylate (NPDMA), 1,6-hexamethylene dimethacrylate (HMDMA), etc., or mixtures thereof; and (b) a minor amount of a polyfluorinated monofunctional methacrylate (PFMMA), such as 1,1-dihydropentadecafluorooctyl methacrylate (PDFOMA) as a minor or secondary diluent monomer in a non-hydroxylated bis-GMA resin system. The products are generally useful as hydrophobic dental materials, esepcially as composited (with fillers), sealants and cements.Type: GrantFiled: August 9, 1984Date of Patent: October 7, 1986Assignee: The United States of America as represented by the Department of Health and Human ServicesInventor: Joseph M. Antonucci
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Patent number: 4576882Abstract: A solid polymer electrolyte having(a) a matrix of linear poly(ethylene imine) having the formula (--CH.sub.2 H.sub.2 NH--).sub.n ; and(b) a metal salt which is LiI, LiClO.sub.4, NaI, NaBr, KI, CsSCN, AgNO.sub.3, CuCl.sub.2, CoCl.sub.2, or Mg(ClO.sub.4).sub.2, wherein the salt is dissolved in and distributed throughout the poly(ethylene imine) matrix and from more than zero to 0.10 moles of salt are used per mole of monomer repeat unit, --CH.sub.2 CH.sub.2 NH--.Type: GrantFiled: February 28, 1985Date of Patent: March 18, 1986Assignee: The United States of America as represented by the Secretary of the NavyInventors: George T. Davis, Chawan-Kang Chiang, Joseph M. Antonucci, Toru Takahashi
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Patent number: 4536523Abstract: 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.Type: GrantFiled: December 23, 1983Date of Patent: August 20, 1985Assignee: The United States of America as represented by the Secretary of the Department of Health & Human ServicesInventor: Joseph M. Antonucci