Patents by Inventor Terrence J. Collins

Terrence J. Collins 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).

  • Publication number: 20130126443
    Abstract: Embodiments of the invention provide a tetraamido macrocyclic ligand catalytic activator bound to a carbon containing support. When combined with an oxidant, such as a peroxy compound, the carbon supported catalytic activator is a long-lived, robust oxidizing agent useful for oxidizing oxidizable compounds, such as aromatic groups, conjugated pi systems, natural and synthetic hormones, pesticides, pathogens, and dyes.
    Type: Application
    Filed: April 27, 2011
    Publication date: May 23, 2013
    Applicant: CARNEGIE MELLON UNIVERSITY
    Inventors: Terrence J. Collins, Colin P. Horwitz, Newell R. Washburn, William Ellis, Riddhi Roy
  • Patent number: 6241779
    Abstract: The invention provides a novel composition and method for removing or reducing levels of recalcitrant constituents from an effluent, such as lignin chromophores, AOX species, such as chlorinated phenols, dioxins, dibenzofurans, biphenyls, and high molecular weight material produced in the pulp and paper bleaching operations which includes using a composition comprised of (a) an amount of a source of an oxidant effective for oxidizing and thereby reducing the levels of such constituents and (b) an oxidatively stable oxidant activator having the structure wherein Y1, Y3 and Y4 each represent a bridging group having zero, one, two or three carbon containing nodes for substitution, and Y2 is a bridging group having at least one carbon containing node for substitution, each said node containing a C(R), C(R1)(R2), or a C(R)2 unit and each R substituent is the same or different from the remaining R substituents; M is a transition metal with oxidation states of I, II, III, IV, V, VI, VII or VIII or
    Type: Grant
    Filed: May 4, 2000
    Date of Patent: June 5, 2001
    Assignee: Carnegie Mellon University
    Inventors: Terrence J. Collins, Colin P. Horwitz
  • Patent number: 6136223
    Abstract: The invention provides a novel composition and method for removing or reducing levels of recalcitrant constituents from an effluent, such as lignin chromophores, AOX species, such as chlorinated phenols, dioxins, dibenzofurans, biphenyls, and high molecular weight material produced in the pulp and paper bleaching operations which includes using a composition comprised of (a) an amount of a source of an oxidant effective for oxidizing and thereby reducing the levels of such constituents and (b) an oxidatively stable oxidant activator having the structure ##STR1## wherein Y.sub.1, Y.sub.3 and Y.sub.4 each represent a bridging group having zero, one, two or three carbon containing nodes for substitution, and Y.sub.2 is a bridging group having at least one carbon containing node for substitution, each said node containing a C(R), C(R.sub.1)(R.sub.2), or a C(R).sub.
    Type: Grant
    Filed: May 11, 1998
    Date of Patent: October 24, 2000
    Assignee: Carnegie Mellon University
    Inventors: Terrence J. Collins, Colin P. Horwitz
  • Patent number: 6100394
    Abstract: A robust chelate complex is provided having the formula: ##STR1## wherein: M is a metal, preferably a transition metal; Z is an anionic donor atom, three of which are nitrogen, and the other is oxygen; L.sub.1 is a labile ligand;Ch.sub.1, Ch.sub.2 and Ch.sub.3 are oxidation resistant chelate groups which are the same or different and which form 5 or 6 membered rings with the metal, and Ch.sub.4 is a chelate group having the structure ##STR2## wherein R.sub.1 and R.sub.2 are the same or different and are preferably selected from the group consisting of hydrogen, halogen, methyl, and CF.sub.3 or when linked, a five or six membered ring cyclo substituent. The complex provides a stable, long-lived oxidation catalyst or catalyst activator.
    Type: Grant
    Filed: May 12, 1998
    Date of Patent: August 8, 2000
    Assignee: Carnegie Mellon University
    Inventors: Terrence J. Collins, Scott W. Gordon-Wylie
  • Patent number: 6099586
    Abstract: The invention provides a novel bleaching composition comprising:(a) an oxidatively stable bleach activator having the structure ##STR1## wherein Y.sub.1, Y.sub.3 and Y.sub.4 each represents a bridging group, i.e., zero, one, two or three carbon containing nodes for substitution while Y.sub.2 is a bridging group of at least one carbon containing node for substitution, each said node containing a C(R), C(R.sub.1)(R.sub.2), or a C(R).sub.2 unit and each R substituent is the same or different from the remaining R substituent and is selected from the group consisting of H, alkyl, cycloalkyl, cycloalkenyl, alkenyl, aryl, alkynyl, alkylaryl, halogen, alkoxy, or phenoxy, CH.sub.2 CF.sub.3, CF.sub.1 and combinations thereof, or form a substituted or unsubstituted benzene ring of which two carbon atoms in the ring form notes in the Y unit, or together with a paired R substituent bound to the same carbon atom form a cycloalkyl or cyloalkenyl ring, which may include an atom other than carbon, e.g.
    Type: Grant
    Filed: July 20, 1998
    Date of Patent: August 8, 2000
    Assignee: Carnegie Mellon University
    Inventors: Terrence J. Collins, Colin P. Horwitz
  • Patent number: 6054580
    Abstract: A robust compound is provided having the formula: ##STR1## wherein Y.sub.1, Y.sub.2, Y.sub.3 and Y.sub.4 are oxidation resistant groups which are the same or different and which form 5- or 6-membered rings with a metal, M, when bound to D. D is a metal complexing donor atom, O or N. Each X is a position for addition of a substituent and, when D is N, each position is (i) not occupied such that a double bond is formed between D and an atom adjacent to D, or (ii) is selected from the group consisting of hydrogen, alkyl, alkenyl, alkynyl, aryl, alkoxy, phenoxy, halogen, halogenated alkyl, halogenated aryl, halogenated alkenyl, halogenated alkynyl, perhaloalkyl, perhaloaryl, a substituted or unsubstituted cycloalkyl ring, a substituted or unsubstituted cycloalkenyl ring, a substituted or unsubstituted saturated heterocyclic ring, a substituted or unsubstituted unsaturated heterocyclic ring, and at least one X is hydrogen, and when D is O, the position is not occupied.
    Type: Grant
    Filed: June 12, 1998
    Date of Patent: April 25, 2000
    Assignee: Carnegie Mellon University
    Inventors: Terrence J. Collins, Scott W. Gordon-Wylie, Colin P. Horwitz
  • Patent number: 6051704
    Abstract: New synthetic methods for the preparation of macrocyclic amido-N donor ligands are provided. The primary method of the present invention involves in general only two synthetic steps. In the first step, an .alpha. or .beta. amino carboxylic acid is allowed to react with an optimal (approximately stoichiometric) amount of an activated malonate or oxalate derivative with mild heating. Upon completion of the double coupling reaction, hydrolysis of the reaction mixture yields a diamide containing intermediate (a macro linker). In the second step, stoichiometric amounts of a diamine, preferably an orthophenylene diamine, are added to the macro linker intermediate in the presence of a coupling agent and heat. This second double coupling reaction, is allowed to proceed for a period of time sufficient to produce a macrocyclic tetraamido compound. The substituent groups on the .alpha. or .beta.
    Type: Grant
    Filed: July 22, 1996
    Date of Patent: April 18, 2000
    Assignee: Carnegie Mellon University
    Inventors: Scott W. Gordon-Wylie, Terrence J. Collins
  • Patent number: 6011152
    Abstract: New synthetic methods for the preparation of macrocyclic amido-N donor ligands are provided. The primary method of the present invention involves in general only two synthetic steps. In the first step, an .alpha. or .beta. amino carboxylic acid is allowed to react with an optimal (approximately stoichiometric) amount of an activated malonate or oxalate derivative with mild heating. Upon completion of the double coupling reaction, hydrolysis of the reaction mixture yields a diamide containing intermediate (a macro linker). In the second step, stoichiometric amounts of a diamine, preferably an orthophenylene diamine, are added to the macro linker intermediate in the presence of a coupling agent and heat. This second double coupling reaction, is allowed to proceed for a period of time sufficient to produce a macrocyclic tetraamido compound. The substituent groups on the .alpha. or .beta.
    Type: Grant
    Filed: September 22, 1998
    Date of Patent: January 4, 2000
    Assignee: Carnegie Mellon University
    Inventors: Scott W. Gordon-Wylie, Terrence J. Collins
  • Patent number: 5876625
    Abstract: The invention provides a novel bleaching composition comprising:(a) an oxidatively stable bleach activator having the structure ##STR1## wherein Y.sub.1, Y.sub.3 and Y.sub.4 each represents a bridging group, i.e., zero, one, two or three carbon containing nodes for substitution, while Y.sub.2 is a bridging group of at least one carbon containing node for substitution, each said node containing a C(R), C(R.sub.1)(R.sub.2), or a C(R).sub.2 unit and each R substituent is the same or different from the remaining R substituents and is selected from the group consisting of H, alkyl, cycloalkyl, cycloalkenyl, alkenyl, aryl, alkynyl, alkylaryl, halogen, alkoxy, or phenoxy, CH.sub.2 CF.sub.3, CF.sub.3 and combinations thereof, or form a substituted or unsubstituted benzene ring of which two carbon atoms in the ring form notes in the Y unit, or together with a paired R substituent bound to the same carbon atom form a cycloalkyl or cycloalkenyl ring, which may include an atom other than carbon, e.g.
    Type: Grant
    Filed: July 22, 1996
    Date of Patent: March 2, 1999
    Assignee: Carnegie Mellon University
    Inventors: Terrence J. Collins, Colin P. Horwitz
  • Patent number: 5853428
    Abstract: The invention provides a novel composition for bleaching cellulose based materials, such as wood pulp and paper comprising:(a) an oxidatively stable bleach activator having the structure ##STR1## wherein Y.sub.1, Y.sub.3 and Y.sub.4 each represents a bridging group, i.e., zero, one, two or three carbon containing nodes for substitution, while Y.sub.2 is a bridging group of at least one carbon containing node for substitution, each said node containing a C(R), C(R.sub.1) (R.sub.2), or a C(R).sub.2 unit and each R substituent is the same or different from the remaining R substituents and is selected from the group consisting of H, alkyl, cycloalkyl, cycloalkenyl, alkenyl, aryl, alkynyl, alkylaryl, halogen, alkoxy, phenoxy, CH.sub.2 CF.sub.3, CF.sub.
    Type: Grant
    Filed: February 24, 1997
    Date of Patent: December 29, 1998
    Assignee: Carnegie Mellon University
    Inventors: Terrence J. Collins, Colin P. Horwitz
  • Patent number: 5847120
    Abstract: A robust chelate complex is provided having the formula: ##STR1## wherein M is a metal, preferably a transition metal; Z is an anionic donor atom, at least three of which are nitrogen and the other is preferably nitrogen or oxygen; L.sub.1 is a labile ligand;Ch.sub.1, Ch.sub.2 and Ch.sub.3 are oxidation resistant chelate groups which are the same or different and which form 5 or 6 membered rings with the metal, and Ch.sub.4 is a chelate group having the structure ##STR2## wherein R.sub.1 and R.sub.2 are the same or different and are preferably selected from the group consisting of hydrogen, halogen, methyl, and CF.sub.3 or when linked, a five or six membered ring cyclo substituent. The complex provides a stable, long-lived oxidation catalyst or catalyst activator.
    Type: Grant
    Filed: July 22, 1996
    Date of Patent: December 8, 1998
    Assignee: Carnegie Mellon University
    Inventors: Terrence J. Collins, Scott W. Gordon-Wylie
  • Patent number: 4758682
    Abstract: A complex of a tetradentate tetraanionic ligand L of the formula: ##STR1## and a metal, preferably a transition metal, is described where Z is an anionic oxidation reistant metal complexing group, Ch is an oxidation resistant chelate group containing 1 to 4 chain atoms and Y is hydrogen. The chelate and ring Z-Ch-M-Z functional groups Z, such as N or O, are resistant to oxidation and the ring contains 4 to 7 preferably 5 to 6 chain atoms. An osmium complex containing two pyridine ligands is an oxidation catalyst. Further activation by anodic oxidation and heating to a temperature exceeding 30.degree. C. greatly increases catalytic activity.
    Type: Grant
    Filed: November 1, 1985
    Date of Patent: July 19, 1988
    Assignee: California Institute of Technology
    Inventors: Terrence J. Collins, Fred C. Anson, Stephen L. Gipson, Terry E. Krafft
  • Patent number: 4577042
    Abstract: A complex of a tetradentate tetraanionic ligand L of the formula: ##STR1## and a metal, preferably a transition metal, is described. The chelate and ring Z-CH-M-Z functional groups Z, such as N or O are resistant to oxidation and the ring contains 4 to 7 preferably 5 to 6 chain atoms. An osmium complex containing two pyridine ligands is an oxidation catalyst. Further activation by anodic oxidation and heating to a temperature exceeding 30.degree. C. greatly increases catalytic activity.
    Type: Grant
    Filed: March 17, 1983
    Date of Patent: March 18, 1986
    Assignee: California Institute of Technology
    Inventors: Terrence J. Collins, Fred C. Anson, Stephen L. Gipson, Terry E. Krafft