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).
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Patent number: 6235700Abstract: 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: GrantFiled: October 28, 1999Date of Patent: May 22, 2001Assignee: 3M Innovative Properties CompanyInventors: Richard M. Flynn, Dean S. Milbrath, John G. Owens, Daniel R. Vitcak, Hideto Yanome
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Patent number: 6063748Abstract: 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: GrantFiled: August 6, 1998Date of Patent: May 16, 2000Assignee: 3M Innovative Properties CompanyInventors: Richard M. Flynn, Dean S. Milbrath, John G. Owens, Daniel R. Vitcak, Hideto Yanome
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Patent number: 6043201Abstract: 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: GrantFiled: September 17, 1996Date of Patent: March 28, 2000Assignee: Minnesota Mining and Manufacturing CompanyInventors: Dean S. Milbrath, Mark W. Grenfell, Daniel D. Krueger, Richard M. Flynn, Frederick E. Behr
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Patent number: 6008179Abstract: 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: GrantFiled: September 21, 1998Date of Patent: December 28, 1999Assignee: 3M Innovative Properties CompanyInventors: Richard M. Flynn, Dean S. Milbrath, John G. Owens, Daniel R. Vitcak, Hideto Yanome
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Patent number: 5993935Abstract: 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: GrantFiled: October 11, 1991Date of Patent: November 30, 1999Assignee: 3M Innovative Properties CompanyInventors: 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
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Patent number: 5962390Abstract: 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: GrantFiled: May 17, 1996Date of Patent: October 5, 1999Assignee: Minnesota Mining and Manufacturing CompanyInventors: Richard M. Flynn, Mark W. Grenfell, George G. I. Moore, John G. Owens, Dean S. Milbrath
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Patent number: 5907016Abstract: 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: GrantFiled: August 29, 1994Date of Patent: May 25, 1999Assignees: Virginia Tech Intellectual Properties,Inc., Minnesota Mining and Manufacturing CompanyInventors: William H. Velander, Dean S. Milbrath, Anuradha Subramanian
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Patent number: 5839311Abstract: 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: GrantFiled: September 17, 1996Date of Patent: November 24, 1998Assignee: Minnesota Mining and Manufacturing CompanyInventors: Mark W. Grenfell, Dean S. Milbrath, Daniel D. Krueger, Richard M. Flynn, Frederick E. Behr
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Patent number: 5827812Abstract: 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: GrantFiled: May 15, 1996Date of Patent: October 27, 1998Assignee: Minnesota Mining and Manufacturing CompanyInventors: Richard M. Flynn, Dean S. Milbrath, John G. Owens, Daniel R. Vitcak, Hideto Yanome
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Patent number: 5814595Abstract: 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: GrantFiled: May 15, 1996Date of Patent: September 29, 1998Assignee: Minnesota Mining and Manufacturing CompanyInventors: Richard M. Flynn, Dean S. Milbrath, John G. Owens, Daniel R. Vitcak, Hideto Yanome
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Patent number: 5451453Abstract: 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: GrantFiled: June 20, 1994Date of Patent: September 19, 1995Assignee: Minnesota Mining and Manufacturing CompanyInventors: David R. Gagnon, Patrick L. Coleman, Gary J. Drtina, Oh-Seung Kwon, Christopher S. Lyons, Dean S. Milbrath, Jerald K. Rasmussen, Julie B. Stahl
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Patent number: 5405618Abstract: 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: GrantFiled: November 5, 1992Date of Patent: April 11, 1995Assignee: Minnesota Mining and Manufacturing CompanyInventors: Howard J. Buttery, Patrick L. Coleman, Dean S. Milbrath
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Patent number: 5403902Abstract: 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: GrantFiled: January 18, 1994Date of Patent: April 4, 1995Assignee: Minnesota Mining and Manufacturing CompanyInventors: Steven M. Heilmann, Jerald K. Rasmussen, Larry R. Krepski, Dean S. Milbrath, Patrick L. Coleman, Margaret M. Walker
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Patent number: 5401634Abstract: 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: GrantFiled: March 18, 1993Date of Patent: March 28, 1995Assignee: Minnesota Mining and Manufacturing CompanyInventor: Dean S. Milbrath
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Patent number: 5344701Abstract: 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: GrantFiled: June 9, 1992Date of Patent: September 6, 1994Assignee: Minnesota Mining and Manufacturing CompanyInventors: David R. Gagnon, Patrick L. Coleman, Gary J. Ortina, Christopher S. Lyons, Dean S. Milbrath, Jerald K. Rasmussen, Julie B. Stahl
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Patent number: 5336742Abstract: 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: GrantFiled: June 1, 1992Date of Patent: August 9, 1994Assignee: Minnesota Mining and Manufacturing CompanyInventors: Steven M. Heilmann, Jerald K. Rasmussen, Larry R. Krepski, Dean S. Milbrath, Patrick L. Coleman
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Patent number: 5292840Abstract: 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: GrantFiled: April 10, 1989Date of Patent: March 8, 1994Assignee: Minnesota Mining and Manufacturing CompanyInventors: Steven M. Heilmann, Jerald K. Rasmussen, Larry R. Krepski, Dean S. Milbrath, Patrick L. Coleman, Margaret M. Walker
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Patent number: 5200471Abstract: 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: GrantFiled: November 5, 1990Date of Patent: April 6, 1993Assignee: Minnesota Mining and Manufacturing CompanyInventors: Patrick L. Coleman, Dean S. Milbrath, Margaret M. Walker
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Patent number: 4977080Abstract: 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: GrantFiled: February 9, 1987Date of Patent: December 11, 1990Assignee: Minnesota Mining and Manufacturing Co.Inventor: Dean S. Milbrath
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Patent number: 4871824Abstract: 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: GrantFiled: February 19, 1988Date of Patent: October 3, 1989Assignee: Minnesota Mining and Manufacturing CompanyInventors: Steven M. Heilmann, Jerald K. Rasmussen, Larry R. Krepski, Dean S. Milbrath, Patrick L. Coleman