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: 10219880
    Abstract: 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: Grant
    Filed: October 2, 2014
    Date of Patent: March 5, 2019
    Assignee: 3M Innovative Properties Company
    Inventors: 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: 9458327
    Abstract: 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: Grant
    Filed: April 2, 2014
    Date of Patent: October 4, 2016
    Inventors: Kevin M. Lewandowski, Larry R. Krepski, Yizhong Wang, Joel D. Oxman, Peiwang Zhu, Brian N. Holmes, Thomas P. Klun, Bryan V. Hunt
  • Publication number: 20160228222
    Abstract: 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: Application
    Filed: October 2, 2014
    Publication date: August 11, 2016
    Inventors: 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: 9168206
    Abstract: 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: Grant
    Filed: September 8, 2014
    Date of Patent: October 27, 2015
    Assignee: 3M Innovative Properties Company
    Inventors: Yizhong Wang, Joel D. Oxman, Larry R. Krepski, Peiwang Zhu, Kevin M. Lewandowski, Brian N. Holmes
  • Patent number: 9127101
    Abstract: 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: Grant
    Filed: July 15, 2014
    Date of Patent: September 8, 2015
    Assignee: 3M Innovative Properties Company
    Inventors: 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: 20140377717
    Abstract: 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: Application
    Filed: September 8, 2014
    Publication date: December 25, 2014
    Inventors: YIZHONG WANG, JOEL D. OXMAN, LARRY R. KREPSKI, PEIWANG ZHU, KEVIN M. LEWANDOWSKI, BRIAN N. HOLMES
  • Patent number: 8853338
    Abstract: 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: Grant
    Filed: December 6, 2010
    Date of Patent: October 7, 2014
    Assignee: 3M Innovative Properties Company
    Inventors: Yizhong Wang, Joel D. Oxman, Larry R. Krepski, Peiwang Zhu, Kevin M. Lewandowski, Brian N. Holmes
  • Patent number: 8816029
    Abstract: 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: Grant
    Filed: August 26, 2010
    Date of Patent: August 26, 2014
    Assignee: 3M Innovative Properties Company
    Inventors: 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: 20140213726
    Abstract: 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: Application
    Filed: April 2, 2014
    Publication date: July 31, 2014
    Applicant: 3M INNOVATIVE PROPERTIES COMPANY
    Inventors: Kevin M. Lewandowski, Larry R. Krepski, Yizhong Wang, Joel D. Oxman, Peiwang Zhu, Brian N. Holmes, Thomas P. Klun, Bryan V. Hunt
  • Patent number: 8742047
    Abstract: 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: Grant
    Filed: August 24, 2010
    Date of Patent: June 3, 2014
    Assignee: 3M Innovative Properties Company
    Inventors: Kevin M. Lewandowski, Larry R. Krepski, Yizhong Wang, Joel D. Oxman, Peiwang Zhu, Brian N. Holmes, Thomas P. Klun, Bryan V. Hunt
  • Publication number: 20130101967
    Abstract: 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: Application
    Filed: June 9, 2011
    Publication date: April 25, 2013
    Applicant: 3M INNOVATIVE PROPERTIES COMPANY
    Inventors: Ryan E. Johnson, Joel D. Oxman, Brian N. Holmes
  • Publication number: 20120276503
    Abstract: 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: Application
    Filed: December 6, 2010
    Publication date: November 1, 2012
    Applicant: 3M INNOVATIVE PROPERTIES COMPANY
    Inventors: Yizhong Wang, Joel D. Oxman, Larry R. Krepski, Peiwang Zhu, Kevin M. Lewandowski, Brian N. Holmes
  • Patent number: 8207238
    Abstract: 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: Grant
    Filed: October 29, 2008
    Date of Patent: June 26, 2012
    Assignee: 3M Innovative Properties Company
    Inventors: Brian N. Holmes, Gregory A. Kobussen
  • Publication number: 20120149800
    Abstract: 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: Application
    Filed: August 24, 2010
    Publication date: June 14, 2012
    Applicant: 3M INNOVATIVE PROPERTIES COMPANY
    Inventors: Kevin M. Lewandowski, Larry R. Krepski, Yizhong Wang, Joel D. Oxman, Peiwang Zhu, Brian N. Holmes, Thomas P. Klun, Bryan V. Hunt
  • Publication number: 20120101184
    Abstract: 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: Application
    Filed: August 26, 2010
    Publication date: April 26, 2012
    Inventors: 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: 20100311858
    Abstract: 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: Application
    Filed: October 29, 2008
    Publication date: December 9, 2010
    Inventors: Brian N. Holmes, Gregory A. Kobussen
  • Patent number: 7576144
    Abstract: 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: Grant
    Filed: July 13, 2005
    Date of Patent: August 18, 2009
    Assignee: 3M Innovative Properties Company
    Inventors: Kevin M. Lewandowski, Ahmed S. Abuelyaman, Babu N. Gaddam, Sumita B. Mitra, Brian N. Holmes, Adrian S. Eckert, Peter Bissinger
  • Publication number: 20080306168
    Abstract: 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: Application
    Filed: December 28, 2006
    Publication date: December 11, 2008
    Inventors: Bradley D. Craig, Brian N. Holmes, Steven M. Aasen, James D. Hansen, Brian A. Shukla
  • Publication number: 20080242759
    Abstract: 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: Application
    Filed: June 11, 2008
    Publication date: October 2, 2008
    Inventors: Dong Wu, Brant U. Kolb, Sumita B. Mitra, Bradley D. Craig, Brian N. Holmes, Richard P. Rusin, Mark S. Windisch
  • Patent number: 7393882
    Abstract: 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: Grant
    Filed: January 29, 2003
    Date of Patent: July 1, 2008
    Assignee: 3M Innovative Properties Company
    Inventors: Dong Wu, Brant U. Kolb, Sumita B. Mitra, Bradley D. Craig, Brian N. Holmes, Richard P. Rusin, Mark S. Windisch