Patents by Inventor Dean S. Milbrath

Dean S. Milbrath 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: 6235700
    Abstract: The invention provides azeotrope-like compositions consisting essentially of RfOC2H5, where Rf is a branched or straight chain perfluoroalkyl group having 4 carbon atoms, and an organic solvent selected from the group consisting of: straight chain, branched chain and cyclic alkanes having 6 to 8 carbon atoms; esters having 4 carbon atoms; ketones having 4 carbon atoms; disiloxanes having 6 carbon atoms; cyclic and acyclic ethers having 4 to 6 carbon atoms; chlorinated alkanes having 3 to 4 carbon atoms and chlorinated alkenes having 2 carbon atoms. The compositions are useful for cleaning, as solvents or carriers for coating and as heat transfer materials.
    Type: Grant
    Filed: October 28, 1999
    Date of Patent: May 22, 2001
    Assignee: 3M Innovative Properties Company
    Inventors: Richard M. Flynn, Dean S. Milbrath, John G. Owens, Daniel R. Vitcak, Hideto Yanome
  • Patent number: 6063748
    Abstract: The invention provides azeotrope-like compositions consisting essentially of R.sub.f OC.sub.2 H.sub.5, where R.sub.f is a branched or straight chain perfluoroalkyl group having 4 carbon atoms, and an organic solvent selected from the group consisting of: straight chain, branched chain and cyclic alkanes having 6 to 8 carbon atoms; esters having 4 carbon atoms; ketones having 4 carbon atoms; disiloxanes having 6 carbon atoms; cyclic and acyclic ethers having 4 to 6 carbon atoms; chlorinated alkanes having 3 to 4 carbon atoms and chlorinated alkenes having 2 carbon atoms. The compositions are useful for cleaning, as solvents or carriers for coating and as heat transfer materials.
    Type: Grant
    Filed: August 6, 1998
    Date of Patent: May 16, 2000
    Assignee: 3M Innovative Properties Company
    Inventors: Richard M. Flynn, Dean S. Milbrath, John G. Owens, Daniel R. Vitcak, Hideto Yanome
  • Patent number: 6043201
    Abstract: In one aspect, this invention provides a composition for the cutting and abrasive treatment of metals and ceramic materials comprising a hydrofluoroether. In another aspect, the present invention provides a method of cutting and abrasively treating metals and ceramic materials comprising applying to the metal or ceramic workpiece and tool a composition comprising a hydrofluoroether.
    Type: Grant
    Filed: September 17, 1996
    Date of Patent: March 28, 2000
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Dean S. Milbrath, Mark W. Grenfell, Daniel D. Krueger, Richard M. Flynn, Frederick E. Behr
  • Patent number: 6008179
    Abstract: The invention provides azeotrope-like compositions consisting essentially of R.sub.f OCH.sub.3, where R.sub.f is a branched or straight chain perfluoroalkyl group having 4 carbon atoms, and one or more organic solvent(s) selected from the group consisting of: straight chain, branched chain and cyclic alkanes containing 6 to 8 carbon atoms; cyclic and acyclic ethers containing 4 to 6 carbon atoms; ketones having 3 carbon atoms; chlorinated alkanes containing 1, 3 or 4 carbon atoms; chlorinated alkenes containing 2 carbon atoms, alcohols containing 1 to 4 carbon atoms, partially fluorinated alcohols containing 2 to 3 carbon atoms, 1-bromopropane, acetonitrile, HCFC 225ca (1,1,-dichloro-2,2,3,3,3-pentafluoropropane and HCFC- 225cb (1,3-dichloro-1,1,2,2,3-pentafluoropropane).
    Type: Grant
    Filed: September 21, 1998
    Date of Patent: December 28, 1999
    Assignee: 3M Innovative Properties Company
    Inventors: Richard M. Flynn, Dean S. Milbrath, John G. Owens, Daniel R. Vitcak, Hideto Yanome
  • Patent number: 5993935
    Abstract: A composite article is provided having covalently reactive particles incorporated in a continuous, porous matrix. The reactive particles have surfaces of covalently reactive functional groups capable of directly forming covalent chemical bonds with ligands without need for an intermediate activation step. An adduct composite article is also provided comprising a continuous, porous matrix and derivatized particles dispersed therein. The derivatized particles comprise a direct, covalent reaction product of ligand with the covalently reactive particles. Methods of making and using the composite articles and adduct composite articles are also provided. Preferred covalently reactive functional groups are azlactone-functional groups of the formula: ##STR1## wherein: R.sup.1 and R.sup.
    Type: Grant
    Filed: October 11, 1991
    Date of Patent: November 30, 1999
    Assignee: 3M Innovative Properties Company
    Inventors: Jerald K. Rasmussen, Steven M. Heilmann, Larry R. Krepski, Patrick L. Coleman, Dean S. Milbrath, Margaret M. Walker, Donald F. Hagen, Paul E. Hansen, John C. Campbell
  • Patent number: 5962390
    Abstract: A process for removing contaminants from the surface of a substrate comprises contacting the substrate with a cleaning composition comprising at least one mono-, di-, or trialkoxy-substituted perfluoroalkane, perfluorocycloalkane, perfluorocycloalkyl-containing perfluoroalkane, or perfluorocycloalkylene-containing perfluoroalkane compound, the compound optionally containing additional catenary heteroatoms. The compounds exhibit good solvency properties while being environmentally acceptable.
    Type: Grant
    Filed: May 17, 1996
    Date of Patent: October 5, 1999
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Richard M. Flynn, Mark W. Grenfell, George G. I. Moore, John G. Owens, Dean S. Milbrath
  • Patent number: 5907016
    Abstract: A method is disclosed for coupling a ligand within a porous support. The method involves mixing ligand and porous support under conditions sufficient to suppress coupling conditions of the ligand to the porous support while enhancing the relative rate of diffusion, to the rate of reaction, of the ligand into and within the porous support, and then altering the conditions to enhance rapid coupling of the ligand within the porous support. The alteration from diffusion conditions to coupling conditions involves a change in the reaction solution of pH, ionic strength, temperature, coupling competitor, such that a relatively lower Thiele Modulus during diffusion conditions changes to a relatively higher Thiele Modulus during coupling conditions. Derivatized porous supports produced according to the method are also disclosed. The derivatized porous support has enhanced functional efficiency. Derivatized porous supports prepared from azlactone-functional porous supports are also disclosed.
    Type: Grant
    Filed: August 29, 1994
    Date of Patent: May 25, 1999
    Assignees: Virginia Tech Intellectual Properties,Inc., Minnesota Mining and Manufacturing Company
    Inventors: William H. Velander, Dean S. Milbrath, Anuradha Subramanian
  • Patent number: 5839311
    Abstract: In one aspect, this invention provides a lubricating and colling composition for the forming of metals comprising a hydrofluoroether. In another aspect, the present invention provides a method of forming metals comprising applying to the metal and the workpiece a composition comprising a hydrofluoroether.
    Type: Grant
    Filed: September 17, 1996
    Date of Patent: November 24, 1998
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Mark W. Grenfell, Dean S. Milbrath, Daniel D. Krueger, Richard M. Flynn, Frederick E. Behr
  • Patent number: 5827812
    Abstract: The invention provides azeotrope-like compositions consisting essentially of R.sub.f OCH.sub.3, where R.sub.f is a branched or straight chain perfluoroalkyl group having 4 carbon atoms, and one or more organic solvent(s) selected from the group consisting of: straight chain, branched chain and cyclic alkanes containing 6 to 8 carbon atoms; cyclic and acyclic ethers containing 4 to 6 carbon atoms; ketones having 3 carbon atoms; chlorinated alkanes containing 1, 3 or 4 carbon atoms; chlorinated alkenes containing 2 carbon atoms, alcohols containing 1 to 4 carbon atoms, partially fluorinated alcohols containing 2 to 3 carbon atoms, 1-bromopropane, acetonitrile, HCFC 225ca (1,1,-dichloro-2,2,3,3,3 pentafluoropropane and HCFC- 225cb (1,3-dichloro-1,1,2,2,3-pentafluoropropane).
    Type: Grant
    Filed: May 15, 1996
    Date of Patent: October 27, 1998
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Richard M. Flynn, Dean S. Milbrath, John G. Owens, Daniel R. Vitcak, Hideto Yanome
  • Patent number: 5814595
    Abstract: The invention provides azeotrope-like compositions consisting essentially of R.sub.f OC.sub.2 H.sub.5, where R.sub.f is a branched or straight chain perfluoroalkyl group having 4 carbon atoms, and an organic solvent selected from the group consisting of: straight chain, branched chain and cyclic alkanes having 6 to 8 carbon atoms; esters having 4 carbon atoms; ketones having 4 carbon atoms; disiloxanes having 6 carbon atoms; cyclic and acyclic ethers having 4 to 6 carbon atoms; chlorinated alkanes having 3 to 4 carbon atoms and chlorinated alkenes having 2 carbon atoms. The compositions are useful for cleaning, as solvents or carriers for coating and as heat transfer materials.
    Type: Grant
    Filed: May 15, 1996
    Date of Patent: September 29, 1998
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Richard M. Flynn, Dean S. Milbrath, John G. Owens, Daniel R. Vitcak, Hideto Yanome
  • Patent number: 5451453
    Abstract: Supports having azlactone-functional surfaces, adduct supports prepared from such azlactone-functional supports, and methods of preparing both are disclosed. Azlactone functionality is introduced to surfaces of a pre-existing support in a manner which retains useful physical and chemical characteristics of the pre-existing support. One method involves exposing surfaces with high energy radiation to generate free radical reaction sites on the surfaces and causing azlactone-functional moieties to react with the free radical reaction sites. Another method involves coating surfaces with azlactone monomers, crosslinking monomers, and optionally co-monomers and polymerizing the monomers to form a polymerized coating of azlactone-functionality on the surfaces. Another method involves dispersion polymerization of azlactone-functional moieties to produce azlactone-functional particles within pores and interstices of a pre-existing support.
    Type: Grant
    Filed: June 20, 1994
    Date of Patent: September 19, 1995
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: David R. Gagnon, Patrick L. Coleman, Gary J. Drtina, Oh-Seung Kwon, Christopher S. Lyons, Dean S. Milbrath, Jerald K. Rasmussen, Julie B. Stahl
  • Patent number: 5405618
    Abstract: A biomosaic polymer is provided. Biologically active materials are bound at surfaces of such polymers polymerized from emulsions containing hydrophobic polymerizable monomers, such biologically active materials, and surface active agents. The biomosaic polymers may be formed into membranes, films, beads, or other structures for a variety of assays, bioseparations, or catalyzed reactions and other uses. A single step polymerization of the emulsion provides significant retention of the biologically active material bound and congregated at surfaces of the polymer.
    Type: Grant
    Filed: November 5, 1992
    Date of Patent: April 11, 1995
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Howard J. Buttery, Patrick L. Coleman, Dean S. Milbrath
  • Patent number: 5403902
    Abstract: Azlactone-functional polymer supports are useful reactive supports for the attachment of functional materials to provide novel adduct beads. The adduct beads are useful as complexing agents, catalysts, polymeric reagents, chromatographic supports, and as enzyme- or other biologically active supports. Novel carboxylate-functional polymer beads, are intermediates in the preparation of the azlactone-functional beads.Azlactone-functional supports have units of the formula: ##STR1## wherein R.sup.1 is H or CH.sub.3,R.sup.2 and R.sup.3 independently can be an alkyl group having 1 to 14 carbon atoms, a cycloalkyl group having 3 to 14 carbon atoms, an aryl group having 5 to 12 ring atoms, an arenyl group having 6 to 26 carbon and 0 to 3 S, N, and nonperoxidic O heteroatoms, or R.sup.2 and R.sup.3 taken together with the carbon to which they are joined can form a carbocyclic ring containing 4 to 12 ring atoms, andn is an integer 0 or 1, the azlactone functional supports having 0.
    Type: Grant
    Filed: January 18, 1994
    Date of Patent: April 4, 1995
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Steven M. Heilmann, Jerald K. Rasmussen, Larry R. Krepski, Dean S. Milbrath, Patrick L. Coleman, Margaret M. Walker
  • Patent number: 5401634
    Abstract: Fluorochemical emulsions comprised of a fluorochemical droplet discontinuous phase and aqueous continuous phase with at least one specific binding species immobilized on the fluorochemical droplets are shown. The emulsions may include a primer material to couple to specific binding species to the fluorochemical droplets. The emulsions may be used in diagnostic procedures or biochemical reactors where binding of the immobilized specific binding species to its binding partner is desired. The droplets may also incorporate a species which is detectable by spectrophotometric, fluorometric or colormetric means or a precursor to a detectable species.
    Type: Grant
    Filed: March 18, 1993
    Date of Patent: March 28, 1995
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Dean S. Milbrath
  • Patent number: 5344701
    Abstract: Supports having azlactone-functional surfaces, adduct supports prepared from such azlactone-functional supports, and methods of preparing both are disclosed. Azlactone functionality is introduced to surfaces of a pre-existing support in a manner which retains useful physical and chemical characteristics of the pre-existing support. One method involves exposing surfaces with high energy radiation to generate free radical reaction sites on the surfaces and causing azlactone-functional moieties to react with the free radical reaction sites. Another method involves coating surfaces with azlactone monomers, crosslinking monomers, and optionally co-monomers and polymerizing the monomers to form a polymerized coating of azlactone-functionality on the surfaces. Another method involves dispersion polymerization of azlactone-functional moieties to produce azlactone-functional particles within pores and interstices of a pre-existing support.
    Type: Grant
    Filed: June 9, 1992
    Date of Patent: September 6, 1994
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: David R. Gagnon, Patrick L. Coleman, Gary J. Ortina, Christopher S. Lyons, Dean S. Milbrath, Jerald K. Rasmussen, Julie B. Stahl
  • Patent number: 5336742
    Abstract: Azlactone-functional polymer supports are useful reactive supports for the attachment of functional materials to provide novel adduct beads. The adduct beads are useful as complexing agents, catalysts, polymeric reagents, chromatographic supports, and as enzyme- or other biologically active supports. Novel carboxylate-functional polymer beads, are intermediates in the preparation of the azlactone-functional beads.Azlactone-functional supports have units of the formula: ##STR1## wherein R.sup.1 is H or CH.sub.3,R.sup.2 and R.sup.3 independently can be an alkyl group having 1 to 14 carbon atoms, a cycloalkyl group having 3 to 14 carbon atoms, an aryl group having 5 to 12 ring atoms, an arenyl group having 6 to 26 carbon and 0 to 3 S, N, and nonperoxidic O heteroatoms, or R.sup.2 and R.sup.3 taken together with the carbon to which they are joined can form a carbocyclic ring containing 4 to 12 ring atoms, andn is an integer 0 or 1,the azlactone functional supports having 0.
    Type: Grant
    Filed: June 1, 1992
    Date of Patent: August 9, 1994
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Steven M. Heilmann, Jerald K. Rasmussen, Larry R. Krepski, Dean S. Milbrath, Patrick L. Coleman
  • Patent number: 5292840
    Abstract: Azlactone-functional polymer supports are useful reactive supports for the attachment of functional materials to provide novel adduct beads. The adduct beads are useful as complexing agents, catalysts, polymeric reagents, chromatographic supports, and as enzyme- or other biologically active supports. Novel carboxylate-functional polymer beads, are intermediates in the preparation of the azlactone-functional beads.Azlactone-functional supports have units of the formula: ##STR1## wherein R.sup.1 is H or CH.sub.3,R.sup.2 and R.sup.3 independently can be an alkyl group having 1 to 14 carbon atoms, a cycloalkyl group having 3 to 14 carbon atoms, an aryl group having 5 to 12 ring atoms, an arenyl group having 6 to 26 carbon and 0 to 3 S, N, and nonperoxidic O heteroatoms, or R.sup.2 and R.sup.3 taken together with the carbon to which they are joined can form a carbocyclic ring containing 4 to 12 ring atoms, andn is an integer 0 or 1,the azlactone functional supports having 0.
    Type: Grant
    Filed: April 10, 1989
    Date of Patent: March 8, 1994
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Steven M. Heilmann, Jerald K. Rasmussen, Larry R. Krepski, Dean S. Milbrath, Patrick L. Coleman, Margaret M. Walker
  • Patent number: 5200471
    Abstract: A biologically active adduct support, prepared from an azlactone-functional polymeric support and biomolecules covalently immobilized thereon, is disclosed. The biomolecules are covalently immobilized in the presence of polyanionic salt using a method which achieves both high density and optimized bound specific biological activity. Preferably, the immobilization occurs in the presence of an azlactone quencher.
    Type: Grant
    Filed: November 5, 1990
    Date of Patent: April 6, 1993
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Patrick L. Coleman, Dean S. Milbrath, Margaret M. Walker
  • Patent number: 4977080
    Abstract: Methods for the detection and measurement of compounds containing beta-lactam rings by chemiluminescence of the compounds in the presence of a chemiluminescent compound such as luminol, and for improving the sensitivity of assays using chemiluminescent reactions such as the luminol reaction utilizing compounds containing beta-lactam rings are described. A kit for conducting such chemiluminescent assays is also described.
    Type: Grant
    Filed: February 9, 1987
    Date of Patent: December 11, 1990
    Assignee: Minnesota Mining and Manufacturing Co.
    Inventor: Dean S. Milbrath
  • Patent number: 4871824
    Abstract: Azlactone-functional polymer beads are useful reactive supports for the attachment of functional materials to provide novel adduct beads. The adduct beads are useful as complexing agents, catalysts, polymeric reagents, chromatographic supports, and as enzyme- or other biomacromolecule-bearing supports. Novel carboxylate-functional polymer beads, are intermediates in the preparation of the azlactone-functional beads.Azlactone-functional beads have units of the formula: ##STR1## wherein R.sup.1 is H or CH.sub.3,R.sup.2 and R.sup.3 independently can be an alkyl group having 1 to 14 carbon atoms, a cycloalkyl group having 3 to 14 carbon atoms, an aryl group having 5 to 12 ring atoms, an arenyl group having 6 to 26 carbon and 0 to 3 S, N, and nonperoxidic O heteroatoms, or R.sup.2 and R.sup.
    Type: Grant
    Filed: February 19, 1988
    Date of Patent: October 3, 1989
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Steven M. Heilmann, Jerald K. Rasmussen, Larry R. Krepski, Dean S. Milbrath, Patrick L. Coleman