Patents by Inventor Brian N. Holmes
Brian N. Holmes 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).
-
Patent number: 10219880Abstract: Disclosed herein a dental mill blank and a method of forming the dental mill blank. The dental mill blank includes a first layer of a first hard restorative material having a first translucency and a first shade, a second layer of a second hard restorative material having a second translucency and a second shade, where at least one of the following is true (1) the first translucency is different from the second translucency, (2) the first shade is different from the second shade. The first layer and the second layer form a first interface having a first curve across a first plane of symmetry of the dental mill blank, where the first curve has a different from zero curvature; and a first straight line along the entire length of a second plane of the dental mill blank, the second plane being orthogonal to the first plane of symmetry.Type: GrantFiled: October 2, 2014Date of Patent: March 5, 2019Assignee: 3M Innovative Properties CompanyInventors: Jacqueline C. Rolf, Richard P. Rusin, Colin F. Norman, Melinda B. Gustafson, James D. Hamer, Charles G. Carter, Roxanne A. Boehmer, Brian N. Holmes, Tara Waldrop, Brady P. Haislet
-
Patent number: 9458327Abstract: A multifunctional polymerizable ionic liquid is described comprising an anion and a cationic group having at least two ethylenically unsaturated polymerizable groups, each bonded to the cationic group via a divalent non-alkyl linking group. The multifunctional linking groups independently comprise a heteroatom such as oxygen or nitrogen. The linking groups may independently comprise one or more linkages such as an amide, urea, and more typically a urethane or ester linkage. The ethylenically unsaturated polymerizable groups are typically (meth)acrylate groups. Coatings and coated articles are also described.Type: GrantFiled: April 2, 2014Date of Patent: October 4, 2016Inventors: Kevin M. Lewandowski, Larry R. Krepski, Yizhong Wang, Joel D. Oxman, Peiwang Zhu, Brian N. Holmes, Thomas P. Klun, Bryan V. Hunt
-
Publication number: 20160228222Abstract: The present disclosure provides for a dental mill blank and a method of forming the dental mill blank. The dental mill blank includes a first layer (102) of a first hard restorative material having a first translucency and a first shade, a second layer (104) of a second hard restorative material having a second translucency and a second shade, where at least one of the following is true: the first translucency is different from the second translucency, the first shade is different from the second shade. The first layer (102) and the second layer (104) form a first interface having a first curve (112) across a first plane of symmetry (114) of the dental mill blank, where the first curve (112) has a different from zero curvature; and a first straight line (122) along the entire length of a second plane (118) of the dental mill blank, the second plane (118) being orthogonal to the first plane of symmetry (114).Type: ApplicationFiled: October 2, 2014Publication date: August 11, 2016Inventors: Jacqueline C. Rolf, Richard P. Rusin, Colin F. Norman, Melinda B. Gustafson, James D. Hamer, Charles G. Carter, Roxanne A. Boehmer, Brian N. Holmes, Tara Waldrop, Brady P. Haislet
-
Patent number: 9168206Abstract: Presently described are curable dental compositions comprising a polymerizable ionic liquid. The polymerizable ionic liquid comprises one or more ethylenically unsaturated (e.g. free-radically polymerizable) groups. Various embodiments of curable dental compositions are described. In some embodiments, the polymerizable ionic liquid is a monofunctional polymerizable ionic liquid comprising an ethylenically unsaturated group. In other embodiments, the polymerizable ionic liquid is a multifunctional polymerizable ionic liquid comprising at least two ethylenically unsaturated groups. The curable dental compositions describe herein can be utilized as dental primers, dental adhesives, dental sealants, and dental composites. In many embodiments, the curable dental compositions further comprise an initiator such as a photoinitiator.Type: GrantFiled: September 8, 2014Date of Patent: October 27, 2015Assignee: 3M Innovative Properties CompanyInventors: Yizhong Wang, Joel D. Oxman, Larry R. Krepski, Peiwang Zhu, Kevin M. Lewandowski, Brian N. Holmes
-
Patent number: 9127101Abstract: Presently described are curable compositions comprising a mixture of at least one (e.g. free-radically) polymerizable ionic liquid and at least one other ethylenically unsaturated monomer, oligomer, or polymer. The polymerizable ionic liquid is characterized as having an air to nitrogen curing exotherm ratio of at least 0.70. Also described are articles and methods of making articles from such curable compositions. A monofunctional polymerizable ionic liquid is also described comprising a non-polymerizable substituted imidazolium cationic group and a polymerizable sulfonate anion.Type: GrantFiled: July 15, 2014Date of Patent: September 8, 2015Assignee: 3M Innovative Properties CompanyInventors: Yizhong Wang, Joel D. Oxman, Larry R. Krepski, Peiwang Zhu, Kevin M. Lewandowski, Brian N. Holmes, Richard L. Severance, Joseph D. Rule, Thomas P. Klun
-
Publication number: 20140377717Abstract: Presently described are curable dental compositions comprising a polymerizable ionic liquid. The polymerizable ionic liquid comprises one or more ethylenically unsaturated (e.g. free-radically polymerizable) groups. Various embodiments of curable dental compositions are described. In some embodiments, the polymerizable ionic liquid is a monofunctional polymerizable ionic liquid comprising an ethylenically unsaturated group. In other embodiments, the polymerizable ionic liquid is a multifunctional polymerizable ionic liquid comprising at least two ethylenically unsaturated groups. The curable dental compositions describe herein can be utilized as dental primers, dental adhesives, dental sealants, and dental composites. In many embodiments, the curable dental compositions further comprise an initiator such as a photoinitiator.Type: ApplicationFiled: September 8, 2014Publication date: December 25, 2014Inventors: YIZHONG WANG, JOEL D. OXMAN, LARRY R. KREPSKI, PEIWANG ZHU, KEVIN M. LEWANDOWSKI, BRIAN N. HOLMES
-
Patent number: 8853338Abstract: Presently described are curable dental compositions comprising a polymerizable ionic liquid. The polymerizable ionic liquid comprises one or more ethylenically unsaturated (e.g. free-radically polymerizable) groups. Various embodiments of curable dental compositions are described. In some embodiments, the polymerizable ionic liquid is a monofunctional polymerizable ionic liquid comprising an ethylenically unsaturated group. In other embodiments, the polymerizable ionic liquid is a multifunctional polymerizable ionic liquid comprising at least two ethylenically unsaturated groups. The curable dental compositions describe herein can be utilized as dental primers, dental adhesives, dental sealants, and dental composites. In many embodiments, the curable dental compositions further comprise an initiator such as a photoinitiator.Type: GrantFiled: December 6, 2010Date of Patent: October 7, 2014Assignee: 3M Innovative Properties CompanyInventors: Yizhong Wang, Joel D. Oxman, Larry R. Krepski, Peiwang Zhu, Kevin M. Lewandowski, Brian N. Holmes
-
Patent number: 8816029Abstract: Presently described are curable compositions comprising a mixture of at least one (e.g. free-radically) polymerizable ionic liquid and at least one other ethylenically unsaturated monomer, oligomer, or polymer. The polymerizable ionic liquid is characterized as having an air to nitrogen curing exotherm ratio of at least 0.70. Also described are articles and methods of making articles from such curable compositions. A monofunctional polymerizable ionic liquid is also described comprising a non-polymerizable substituted imidazolium cationic group and a polymerizable sulfonate anion.Type: GrantFiled: August 26, 2010Date of Patent: August 26, 2014Assignee: 3M Innovative Properties CompanyInventors: Yizhong Wang, Joel D. Oxman, Larry R. Krepski, Peiwang Zhu, Kevin M. Lewandowski, Brian N. Holmes, Richard L. Severance, Joseph D. Rule, Thomas P. Klun
-
Publication number: 20140213726Abstract: A multifunctional polymerizable ionic liquid is described comprising an anion and a cationic group having at least two ethylenically unsaturated polymerizable groups, each bonded to the cationic group via a divalent non-alkyl linking group. The multifunctional linking groups independently comprise a heteroatom such as oxygen or nitrogen. The linking groups may independently comprise one or more linkages such as an amide, urea, and more typically a urethane or ester linkage. The ethylenically unsaturated polymerizable groups are typically (meth)acrylate groups. Coatings and coated articles are also described.Type: ApplicationFiled: April 2, 2014Publication date: July 31, 2014Applicant: 3M INNOVATIVE PROPERTIES COMPANYInventors: Kevin M. Lewandowski, Larry R. Krepski, Yizhong Wang, Joel D. Oxman, Peiwang Zhu, Brian N. Holmes, Thomas P. Klun, Bryan V. Hunt
-
Patent number: 8742047Abstract: A multifunctional polymerizable ionic liquid is described comprising an anion and a cationic group having at least two ethylenically unsaturated polymerizable groups, each bonded to the cationic group via a divalent non-alkyl linking group. The multifunctional linking groups independently comprise a heteroatom such as oxygen or nitrogen. The linking groups may independently comprise one or more linkages such as an amide, urea, or ether linkage and more typically a urethane or ester linkage. The ethylenically unsaturated polymerizable groups are typically (meth)acrylate groups. Coatings and coated articles are also described.Type: GrantFiled: August 24, 2010Date of Patent: June 3, 2014Assignee: 3M Innovative Properties CompanyInventors: Kevin M. Lewandowski, Larry R. Krepski, Yizhong Wang, Joel D. Oxman, Peiwang Zhu, Brian N. Holmes, Thomas P. Klun, Bryan V. Hunt
-
Publication number: 20130101967Abstract: Presently described are methods of intra-oral scanning and an aqueous dental compositions suitable for use for scanning comprising an aqueous solution of a polymer, wherein the solution increases in viscosity from ambient temperature to body temperature; and diffuse reflective particles having an average particle size of at least about 1 micron.Type: ApplicationFiled: June 9, 2011Publication date: April 25, 2013Applicant: 3M INNOVATIVE PROPERTIES COMPANYInventors: Ryan E. Johnson, Joel D. Oxman, Brian N. Holmes
-
Publication number: 20120276503Abstract: Presently described are curable dental compositions comprising a polymerizable ionic liquid. The polymerizable ionic liquid comprises one or more ethylenically unsaturated (e.g. free-radically polymerizable) groups. Various embodiments of curable dental compositions are described. In some embodiments, the polymerizable ionic liquid is a monofunctional polymerizable ionic liquid comprising an ethylenically unsaturated group. In other embodiments, the polymerizable ionic liquid is a multi-functional polymerizable ionic liquid comprising at least two ethylenically unsaturated groups. The curable dental compositions describe herein can be utilized as dental primers, dental adhesives, dental sealants, and dental composites. In many embodiments, the curable dental compositions further comprise an initiator such as a photoinitiator.Type: ApplicationFiled: December 6, 2010Publication date: November 1, 2012Applicant: 3M INNOVATIVE PROPERTIES COMPANYInventors: Yizhong Wang, Joel D. Oxman, Larry R. Krepski, Peiwang Zhu, Kevin M. Lewandowski, Brian N. Holmes
-
Patent number: 8207238Abstract: The invention features a hardenable dental composition, e.g., polymerizable dental restoratives, adhesives, etc., that contain a color-stable amine electron donor in an initiation system for initiating polymerization of the composition.Type: GrantFiled: October 29, 2008Date of Patent: June 26, 2012Assignee: 3M Innovative Properties CompanyInventors: Brian N. Holmes, Gregory A. Kobussen
-
Publication number: 20120149800Abstract: A multifunctional polymerizable ionic liquid is described comprising an anion and a cationic group having at least two ethylenically unsaturated polymerizable groups, each bonded to the cationic group via a divalent non-alkyl linking group. The multifunctional linking groups independently comprise a heteroatom such as oxygen or nitrogen. The linking groups may independently comprise one or more linkages such as an amide, urea, or ether linkage and more typically a urethane or ester linkage. The ethylenically unsaturated polymerizable groups are typically (meth)acrylate groups. Coatings and coated articles are also described.Type: ApplicationFiled: August 24, 2010Publication date: June 14, 2012Applicant: 3M INNOVATIVE PROPERTIES COMPANYInventors: Kevin M. Lewandowski, Larry R. Krepski, Yizhong Wang, Joel D. Oxman, Peiwang Zhu, Brian N. Holmes, Thomas P. Klun, Bryan V. Hunt
-
Publication number: 20120101184Abstract: Presently described are curable compositions comprising a mixture of at least one (e.g. free-radically) polymerizable ionic liquid and at least one other ethylenically unsaturated monomer, oligomer, or polymer. The polymerizable ionic liquid is characterized as having an air to nitrogen curing exotherm ratio of at least 0.70. Also described are articles and methods of making articles from such curable compositions. A monofunctional polymerizable ionic liquid is also described comprising a non-polymerizable substituted imidazolium cationic group and a polymerizable sulfonate anion.Type: ApplicationFiled: August 26, 2010Publication date: April 26, 2012Inventors: Yizhong Wang, Joel D. Oxman, Larry R. Krepski, Peiwang Zhu, Kevin M. Lewandowski, Brian N. Holmes, Richard L. Severance, Joseph D. Rule, Thomas P. Klun
-
Publication number: 20100311858Abstract: The invention features a hardenable dental composition, e.g., polymerizable dental restoratives, adhesives, etc., that contain a color-stable amine electron donor in an initiation system for initiating polymerization of the composition.Type: ApplicationFiled: October 29, 2008Publication date: December 9, 2010Inventors: Brian N. Holmes, Gregory A. Kobussen
-
Patent number: 7576144Abstract: Carbosilane monomers that include the following structural features: at least two Si-arylene bonds; at least one (meth)acrylate moiety; no Si—O bonds; and preferably at least two silicon atoms.Type: GrantFiled: July 13, 2005Date of Patent: August 18, 2009Assignee: 3M Innovative Properties CompanyInventors: Kevin M. Lewandowski, Ahmed S. Abuelyaman, Babu N. Gaddam, Sumita B. Mitra, Brian N. Holmes, Adrian S. Eckert, Peter Bissinger
-
Publication number: 20080306168Abstract: The present invention relates to polymerizable dental compositions that contain a water scavenger, such as a molecular sieve, to increase the shelf life of the composition.Type: ApplicationFiled: December 28, 2006Publication date: December 11, 2008Inventors: Bradley D. Craig, Brian N. Holmes, Steven M. Aasen, James D. Hansen, Brian A. Shukla
-
Publication number: 20080242759Abstract: The present invention provides a dental paste, a dental article, methods of making and using the dental paste, and compositions prepared therefrom. In one embodiment, the dental paste includes (a) a filler including porous, non-pyrogenic silica having a silane treated surface and being substantially free of heavy metals and (b) a filler including non-aggregated primary silica particles, with the fillers being dispersed in a hardenable resin.Type: ApplicationFiled: June 11, 2008Publication date: October 2, 2008Inventors: Dong Wu, Brant U. Kolb, Sumita B. Mitra, Bradley D. Craig, Brian N. Holmes, Richard P. Rusin, Mark S. Windisch
-
Patent number: 7393882Abstract: The present invention provides a dental paste, a dental article, methods of making and using the dental paste, and compositions prepared therefrom. In one embodiment, the dental paste includes (a) a filler including porous, non-pyrogenic silica having a silane treated surface and being substantially free of heavy metals and (b) a filler including non-aggregated primary silica particles, with the fillers being dispersed in a hardenable resin.Type: GrantFiled: January 29, 2003Date of Patent: July 1, 2008Assignee: 3M Innovative Properties CompanyInventors: Dong Wu, Brant U. Kolb, Sumita B. Mitra, Bradley D. Craig, Brian N. Holmes, Richard P. Rusin, Mark S. Windisch