Patents by Inventor Alfred G. Zielske
Alfred G. Zielske 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: 6764613Abstract: Substantially solid compositions are provided having therein a compound with the structure of Formula I wherein A is a saturated ring formed by a plurality of atoms in addition to the N1 atom, the saturated ring atoms including at least one carbon atom and at least one of O, S, and N atoms, the substituent R1 bound to the N1 atom of the Formula I structure including either (a) a C1-24 alkyl or alkoxylated alkyl where the alkoxy is C2-4, (b) a C4-24 cycloalkyl, (c) a C7-24 alkaryl, (d) a repeating or nonrepeating alkoxy or alkoxylated alcohol, where the alkoxy unit is C2-4, or (e) —CR2R3C≡N where R2 and R3 are each H, a C1-24 alkyl, cycloalkyl, or alkaryl, or a repeating or nonrepeating alkoxyl or alkoxylated alcohol where the alkoxy unit is C2-4, the R2 and R3 substituents being each H, a C1-24 alkyl, cycloalkyl, or alkaryl, or a repeating or nonrepeating alkoxyl or alkoxylated alcohol where the alkoxy unit is C2-4, Z is a value in the range of 0 to 10, and wherein Y is monovalenType: GrantFiled: May 3, 2001Date of Patent: July 20, 2004Assignee: Mid-America Commercialization CorporationInventors: Ulrich Annen, James E. Deline, Kevin A. Klotter, Michael Müller, Klaus Mundinger, Sarah A. Perkins, Martin J. Phillippi, Martin Scholtissek, Michael Schönherr, William L. Smith, Alfred G. Zielske
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Publication number: 20030080319Abstract: Substantially solid compositions are provided having therein a compound with the structure of Formula I 1Type: ApplicationFiled: May 3, 2001Publication date: May 1, 2003Applicant: THE CLOROX COMPANYInventors: Ulrich Annen, James E. Deline, Kevin A. Klotter, Michael Muller, Klaus Mundinger, Sarah A. Perkins, Martin A. Phillippi, Martin Scholtissek, Michael Schonherr, William L. Smith, Alfred G. Zielske
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Patent number: 6235218Abstract: A process is provided for the preparation of a compound having the structure of Formula I The process includes reacting a heterocyclic amine with a monoaldehyde or a dialdehyde in a pH range of from about 8 to 14 and then quaternizing the so-reacted heterocyclic amine with an alkylating agent at a pH of not less than about 2. The use of pH control substantially prevents formation of an undesirable protonated reaction intermediate.Type: GrantFiled: November 19, 1999Date of Patent: May 22, 2001Assignee: The Clorox CompanyInventors: Ulrich Annen, James E. Deline, Lafayette D. Foland, Kevin A. Klotter, Josef Müller, Michael Müller, Klaus Mundinger, Martin A. Phillippi, Alfred Ruland, Wolfgang Schäfer, Gregor Schürmann, Rudi Widder, Alfred G. Zielske
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Patent number: 5959104Abstract: Bleaching compositions are provided that comprise a nitrile containing compound that has the nitrile bonded to a quaternary nitrogen through a methylene unit (where one or both of the normal hydrogens can be substituted), and two of the quaternary nitrogen bonds are part of a saturated ring. This saturated ring contains from two to eight atoms in addition to the quaternary nitrogen. A source of active oxygen will react with the nitrile for bleaching applications. Particularly preferred nitrile containing compounds are N-alkyl morpholinium acetonitrile salts.Type: GrantFiled: April 13, 1998Date of Patent: September 28, 1999Assignee: The Clorox CompanyInventors: James W. Arbogast, James E. Deline, Lafayette D. Foland, Thomas W. Kaaret, Kevin A. Klotter, Michael J. Petrin, William L. Smith, Alfred G. Zielske
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Patent number: 5958289Abstract: Bleaching compositions are provided that comprise a nitrile containing compound that has the nitrile bonded to a quaternary nitrogen through a methylene unit (where one or both of the normal hydrogens can be substituted), and two of the quaternary nitrogen bonds are part of a saturated ring. This saturated ring contains from two to eight atoms in addition to the quaternary nitrogen. A source of active oxygen will react with the nitrile for bleaching applications. Particularly preferred nitrile containing compounds are N-alkyl morpholinium acetonitrile salts.Type: GrantFiled: April 20, 1998Date of Patent: September 28, 1999Assignee: The Clorox CompanyInventors: James W. Arbogast, James E. Deline, Lafayette D. Foland, Thomas W. Kaaret, Kevin A. Klotter, Michael J. Petrin, William L. Smith, Alfred G. Zielske
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Patent number: 5888419Abstract: Granules are provided that are useful for oxidizing applications when the granules are dissolved in the presence of an active oxygen source. These granules include a salt having the structure of Formula I ##STR1## wherein A is a saturated ring formed by a plurality of atoms in addition to the N.sub.1 atom, the saturated ring atoms including at least one carbon atom and at least one of O, S, and N atoms, the substituent R.sub.1 bound to the N.sub.1 atom of the Formula I structure including either (a) a C.sub.1-24 alkyl or alkoxylated alkyl where the alkoxy is C.sub.2-4, (b) a C.sub.4-24 cycloalkyl, (c) a C.sub.7-24 alkaryl, (d) a repeating or nonrepeating alkoxy or alkoxylated alcohol, where the alkoxy unit is C.sub.2-4, or (e) --CR.sub.2 R.sub.3 C.tbd.N where R.sub.2 and R.sub.3 are each H, a C.sub.1-24 alkyl, cycloalkyl, or alkaryl, or a repeating or nonrepeating alkoxyl or alkoxylated alcohol where the alkoxy unit is C.sub.2-4, the R.sub.2 and R.sub.3 substituents being each H, a C.sub.Type: GrantFiled: November 29, 1996Date of Patent: March 30, 1999Assignees: The Clorox Company, BASF AktiengesellschaftInventors: Victor M. Casella, Ulrich Brockel, Clement K. Choy, James E. Deline, Lafayette D. Foland, Susan P. Huestis, Kevin A. Klotter, Sarah A. Perkins, David Peterson, Michael J. Petrin, Martin J. Phillippi, William P. Sibert, Michael Schonherr, Hans Peter Seelmann-Eggebert, William L. Smith, Alfred G. Zielske, Thomas W. Kaaret
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Patent number: 5814242Abstract: Preferred embodiments of the invention are heterocyclic cationic activators with the structure of Formula I ##STR1## wherein A is a saturated ring formed by a plurality of atoms in addition to the N.sub.1 atom, the saturated ring atoms including at least one carbon atom and at least one of O, S, and N atoms, the substituent R.sub.1 bound to the N.sub.1 atom of the Formula I structure including either (a) a C.sub.1-24 alkyl or alkoxylated alkyl where the alkoxy is C.sub.2-4, (b) a C.sub.4-24 cycloalkyl, (c) a C.sub.7-24 alkaryl, (d) a repeating or nonrepeating alkoxy or alkoxylated alcohol, where the alkoxy unit is C.sub.2-4, or (e) --CR.sub.2 R.sub.3 C.tbd.N where R.sub.2 and R.sub.3 are each H, a C.sub.1-24 alkyl, cycloalkyl, or alkaryl, or a repeating or nonrepeating alkoxyl or alkoxylated alcohol where the alkoxy unit is C.sub.2-4, the R.sub.2 and R.sub.3 substituents being each H, a C.sub.Type: GrantFiled: November 29, 1996Date of Patent: September 29, 1998Assignee: The Clorox CompanyInventors: Vincent E. Alvarez, James E. Deline, Lafayette D. Foland, Thomas W. Kaaret, Michael J. Petrin, William L. Smith, Barry A. Sudbury, Alfred G. Zielske
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Patent number: 5792218Abstract: Nitrile activators, such as N-alkyl ammonium acetonitrile activators, are combined with a source of active oxygen as cleaning and bleaching compositions. Preferred activator embodiments of the invention include salts of N-methyl morpholinium acetonitrile, N-butyl morpholinium acetonitrile, N-hexyl morpholinium acetonitrile, and N-octyl morpholinium acetonitrile. A particularly preferred activator embodiment is an N-methyl morpholinium acetonitrile salt. The nitrile and active oxygen react to form a bleaching agent which is applied to a stain on an article. The treated stain is contacted with dense gas so as to provide substantially non-aqueous stain removal. One embodiment is a composition in which the nitrile and active oxygen are disposed in the dense carbon dioxide.Type: GrantFiled: November 29, 1996Date of Patent: August 11, 1998Assignee: The Clorox CompanyInventors: Vincent E. Alvarez, James W. Arbogast, James E. Deline, Lafayette D. Foland, Thomas W. Kaaret, Kevin A. Klotter, Michael J. Petrin, William L. Smith, Alfred G. Zielske, James D. Mitchell
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Patent number: 5741437Abstract: Bleaching compositions are provided that comprise a nitrile containing compound that has the nitrile bonded to a quaternary nitrogen through a methylene unit (where one or both of the normal hydrogens can be substituted), and two of the quaternary nitrogen bonds are part of a saturated ring. This saturated ring contains from two to eight atoms in addition to the quaternary nitrogen. A source of active oxygen will react with the nitrile for bleaching applications. Particularly preferred nitrile containing compounds are N-alkyl morpholinium acetonitrile salts.Type: GrantFiled: October 1, 1996Date of Patent: April 21, 1998Assignee: The Clorox CompanyInventors: James W. Arbogast, James E. Deline, Lafayette D. Foland, Thomas W. Kaaret, Kevin A. Klotter, Michael J. Petrin, William L. Smith, Alfred G. Zielske
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Patent number: 5739327Abstract: Bleaching compositions are provided that comprise a nitrile containing compound that has the nitrile bonded to a quaternary nitrogen through a methylene unit (where one or both of the normal hydrogens can be substituted), and two of the quaternary nitrogen bonds are part of a saturated ring. This saturated ring contains from two to eight atoms in addition to the quaternary nitrogen. A source of active oxygen will react with the nitrile for bleaching applications. Particularly preferred nitrile containing compounds are N-alkyl morpholinium acetonitrile salts.Type: GrantFiled: June 7, 1995Date of Patent: April 14, 1998Assignee: The Clorox CompanyInventors: James W. Arbogast, James E. Deline, Lafayette D. Foland, Thomas W. Kaaret, Kevin A. Klotter, Michael J. Petrin, William L. Smith, Alfred G. Zielske
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Patent number: 5545748Abstract: Polyglycolate compounds are provided having the general structure: ##STR1## wherein n is an integer from 2 to about 10; R is C.sub.1-20 linear or branched alkyl, alkoxylated alkyl, cycloalkyl, aryl, alkylaryl, substituted aryl; R' and R" are independently H, C.sub.1-20 alkyl, aryl, C.sub.1-20 alkylaryl, substituted aryl, and NR.sub.3.sup..alpha.+, wherein R.sup..alpha. is C.sub.1-30 alkyl; and L is a leaving group displaceable in a peroxygen bleaching solution by perhydroxide anion. When this compound is combined with a source of peroxgen in aqueous solution, then a plurality of stain removing peracids are formed. Such peracids are formed substantially sequentially beginning with the carbonyl adjacent to the leaving group L. Thus, a first stain removing peracid having the structure ##STR2## will be formed in amounts approaching quantitative yield.Type: GrantFiled: October 18, 1994Date of Patent: August 13, 1996Assignee: The Clorox CompanyInventors: Richard R. Rowland, Ronald A. Fong, Richard J. Wiersema, Alfred G. Zielske
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Patent number: 5391812Abstract: Polyglycolate compounds are provided having the general structure: ##STR1## wherein n is an integer from 2 to about 10; R is C.sub.1-20 linear or branched alkyl, alkoxylated alkyl, cycloalkyl, aryl, alkylaryl, substituted aryl; R' and R" are independently H, C.sub.1-20 alkyl, aryl, C.sub.1-20 alkylaryl, substituted aryl, and NR.sub.3.sup..alpha.+, wherein R.sup..alpha. is C.sub.1-30 alkyl; and L is a leaving group displaceable in a peroxygen bleaching solution by perhydroxide anion. When this compound is combined with a source of peroxygen in aqueous solution, then a plurality of stain removing peracids are formed. Such peracids are formed substantially sequentially beginning with the carbonyl adjacent to the leaving group L. Thus, a first stain removing peracid having the structure ##STR2## will be formed in amounts approaching quantitative yield.Type: GrantFiled: September 25, 1992Date of Patent: February 21, 1995Assignee: The Clorox CompanyInventors: Richard R. Rowland, Ronald A. Fong, Richard J. Wiersema, Alfred G. Zielske
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Patent number: 5380457Abstract: The invention provides novel bleaching compositions comprising peracid precursors having oxynitrogen leaving groups. Peracid precursors containing these leaving groups provide new, proficient and cost-effective compounds for fabric bleaching.These compounds have the general structures: ##STR1## wherein R is a straight or branched chain C.sub.1-20 alkyl, alkoxyl, cycloalkyl and mixtures thereof; R.sup.1 contains at least one carbon atom which is singly bonded directly to N; n is an integer from 1 to 6 and X is methylene or a heteroatom; or ##STR2## wherein n is the same as in (I); but R.sup.2 contains a carbon atom doubly bonded directly to N, and, either X is a heteroatom or nothing R is C.sub.4-17 alkyl or both.Type: GrantFiled: June 3, 1994Date of Patent: January 10, 1995Assignee: The Clorox CompanyInventor: Alfred G. Zielske
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Patent number: 5328634Abstract: The invention provides novel bleaching compositions comprising peracid precursors having oxynitrogen leaving groups. Peracid precursors containing these leaving groups provide new, proficient and cost-effective compounds for fabric bleaching.These compounds have the general structures: ##STR1## wherein R is a straight or branched chain C.sub.1-20 alkyl, alkoxyl, cycloalkyl and mixtures thereof; R.sup.1 contains at least one carbon atom which is singly bonded directly to N; n is an integer from 1 to 6 and X is methylene or a heteroatom; or ##STR2## wherein n is the same as in (I); but R.sup.2 contains a carbon atom doubly bonded directly to N, and, either X is a heteroatom, R is C.sub.4-17 alkyl or both.Type: GrantFiled: January 13, 1992Date of Patent: July 12, 1994Assignee: The Clorox CompanyInventor: Alfred G. Zielske
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Patent number: 5269962Abstract: The present invention provides stable bleach activator granules comprising:(a) a peroxygen bleach activator having the structure: ##STR1## wherein R is C.sub.1-20 branched or straight chain alkyl, alkoxylated alkyl, cycloalkyl, alkenyl, aryl, substituted aryl, alkylaryl; R' and R" are independently H, C.sub.1-4 alkyl, aryl; and L is a leaving group;b) a pliable binding material selected from materials having a melting completion temperature of greater than about 40.degree. C.; andc) a solubilizing aid selected from the group consisting of magnesium sulfate, alkali aryl sulfonate, polyvinyl pyrrolidone or mixtures thereof.The invention can also include additional stiffeners, such as calcium or magnesium silicate, or silica.Type: GrantFiled: March 25, 1991Date of Patent: December 14, 1993Assignee: The Clorox CompanyInventors: Kevin J. Brodbeck, Thomas B. Ottoboni, Cris T. Spillett, Dale S. Steichen, Suzanne M. Thompson, Alfred G. Zielske, Steven A. Bolkan
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Patent number: 5182045Abstract: Polyglycolate compounds are provided having the general structure: ##STR1## wherein n is an integer from 2 to about 10; R is C.sub.1-20 linear or branched alkyl, alkoxylated alkyl, cycloalkyl, aryl, alkylaryl, substituted aryl; R' and R" are independently H, C.sub.1-20 alkyl, aryl, C.sub.1-20 alkylaryl, substituted aryl, and NR.sub.3.sup..alpha.+, wherein R.sup..alpha. is C.sub.1-30 alkyl; and L is a leaving group displaceable in a peroxygen bleaching solution by perhydroxide anion. When this compound is combined with a source of peroxygen in aqueous solution, then a plurality of stain removing peracids are formed. Such peracids are formed substantially sequentially beginning with the carbonyl adjacent to the leaving group L. Thus, a first stain removing peracid having the structure ##STR2## will be formed in amounts approaching quantitative yield.Type: GrantFiled: March 29, 1989Date of Patent: January 26, 1993Assignee: The Clorox CompanyInventors: Richard R. Rowland, Ronald A. Fong, Richard J. Wiersema, Alfred G. Zielske
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Patent number: 5112514Abstract: The present invention provides stable bleach activator granules comprising:a) a peroxygen bleach activator having the structure: ##STR1## wherein R is C.sub.1-20 branched or straight chain alkyl, alkoxylated alkyl, cycloalkyl, alkenyl, aryl, substituted aryl, alkylaryl; R' and R" are independently H, C.sub.1-4 alkyl, aryl; and L is a leaving group;b) a pliable binding material selected from materials having a melting completion temperature of greater than about 40.degree. C.; and, optionally,c) a filler material.These bleach activator granules are combined with a detergent base which contains an oxidant bleach to provide an activated oxidant detergent composition.Type: GrantFiled: March 25, 1991Date of Patent: May 12, 1992Assignee: The Clorox CompanyInventors: Steven A. Bolkan, Kelly J. Brodbeck, Kevin J. Brodbeck, David L. Deleeuw, Dale S. Steichen, Bruce B. Strand, Richard J. V. Suk, Kathleen D. Szuch, Alfred G. Zielske
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Patent number: 5087385Abstract: The invention provides novel bleaching compositions comprising peracid precursors having oxynitrogen leaving groups. Peracid precursors containing these leaving groups provide new, proficient and cost-effective compounds for fabric bleaching.These compounds have the general structures: ##STR1## wherein R is a straight or branched chain C.sub.1-20 alkyl, alkoxyl, cycloalkyl and mixtures thereof; R.sup.1 contains at least one carbon atom which is singly bonded directly to N; n is an integer from 1 to 6 and X is methylene or a heteroatom; or ##STR2## wherein n is the same as in (I); but R.sup.2 contains a carbon atom doubly bonded directly to N, and, either X is a heteroatom or nothing, R is C.sub.4-17 alkyl or both.Type: GrantFiled: June 21, 1990Date of Patent: February 11, 1992Assignee: The Clorox CompanyInventor: Alfred G. Zielske
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Patent number: 5049305Abstract: A perhydrolysis system is provided which includes peroxyacid precursors and a source of peroxygen. Upon dissolution in water these compositions provide high yields of a novel peroxyacid having the structure ##STR1## where R is hydrogen or an alkyl of not more than 5 carbon atoms. The precursors may include hydroxyl nitrogen derivatives as leaving groups, since the .alpha.-substituted phenoxy moiety enhances carbonyl reactivity toward perhydroxyl anion.Type: GrantFiled: June 25, 1990Date of Patent: September 17, 1991Inventors: Alfred G. Zielske, Ronald A. Fong
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Patent number: 5002691Abstract: The present invention provides stable bleach activator granules comprising:a) a peroxygen bleach activator having the structure: ##STR1## wherein R is C.sub.1-20 branched or straight chain alkyl, alkoxylated alkyl, cycloalkyl, alkenyl, aryl, substituted aryl, alkylaryl; R' and R" are independently H, C.sub.1-4 alkyl, aryl; and L is a leaving group;b) a pliable binding material selected from materials having a melting completion temperature of greater than about 40.degree. C.; and, optionally,c) a filler material.These bleach activator granules are combined with a detergent base which contains an oxidant bleach to provide an activated oxidant detergent composition.Type: GrantFiled: October 14, 1988Date of Patent: March 26, 1991Assignee: The Clorox CompanyInventors: Steven A. Bolkan, Kelly I. Brodbeck, Kevin J. Brodbeck, David L. Deleeuw, Dale S. Steichen, Bruce B. Strand, Richard J. V. Suk, Kathleen D. Szuch, Alfred G. Zielske