Patents by Inventor Jonathan S. Lindsey

Jonathan S. Lindsey 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).

  • Boron complexation strategy for use in manipulating 1-acyldipyrromethanes
    Patent number: 7595407
    Abstract: A method of making a metal complex comprises combining a 1-monoacyldipyrromethane with a compound of the formula R1R2MX, wherein M is boron, R1 and R2 are each independently organic substituents; and X is an anion leaving group; to produce a metal complex of the formula DMR1R2 wherein DH is a 1-monoacyldipyrromethane. The methods and complexes are useful for the purification and synthesis of dipyrromethanes and porphyrins.
    Type: Grant
    Filed: August 29, 2007
    Date of Patent: September 29, 2009
    Assignee: North Carolina State University
    Inventors: Jonathan S. Lindsey, Kannan Muthukumaran, Marcin Ptaszek, H. Z. Syeda Huma
  • SYNTHESIS OF PHOSPHONO-SUBSTITUTED PORPHYRIN COMPOUNDS FOR ATTACHMENT TO METAL OXIDE SURFACES
    Publication number: 20090234136
    Abstract: A method of making a phosphono-substituted dipyrromethane comprises reacting an aldehyde or acetal having at least one phosphono group substituted thereon with pyrrole to produce a phosphono-substituted dipyrromethane; and wherein the phosphono is selected from the group consisting of dialkyl phosphono, diaryl phosphono, and dialkylaryl phosphono. Additional methods, intermediates and products are also described.
    Type: Application
    Filed: May 28, 2009
    Publication date: September 17, 2009
    Inventors: Jonathan S. Lindsey, Robert S. Loewe, Kannan Muthukumaran, Arounaguiry Ambroise
  • SYNTHESIS OF CHLORINS AND PHORBINES WITH ENHANCED RED SPECTRAL FEATURES
    Publication number: 20090227553
    Abstract: The present invention provides compounds of the general Formula DI: along with methods of making such compounds, formulations containing the same, and methods of using the same (e.g., in photodynamic therapy, for the production of solar cells, etc.
    Type: Application
    Filed: November 30, 2006
    Publication date: September 10, 2009
    Inventors: Jonathan S. Lindsey, Joydev K. Laha, Muthiah Chinnasamy, K. Eszter Borbas
  • DE NOVO SYNTHESIS OF BACTERIOCHLORINS
    Publication number: 20090226467
    Abstract: A method of making a bacteriochlorin is carried out by condensing a pair of compounds of Formula II to produce the bacteriochlorin, wherein R is an acetal or aldehyde group. The condensing may be carried out in an organic solvent, preferably in the presence of an acid. The bacteriochlorins are useful for a variety of purposes such as active agents in photodynamic therapy, luminescent compounds in flow cytometry, solar cells, light harvesting arrays, and molecular memory devices.
    Type: Application
    Filed: March 30, 2009
    Publication date: September 10, 2009
    Applicant: North Carolina State University
    Inventors: Han-Je Kim, Jonathan S. Lindsey
  • Methods and intermediates for the synthesis of porphyrins
    Patent number: 7582751
    Abstract: A method of making a porphyrin (I) is carried out by condensing (i) a bis(imino)dipyrromethane of Formula II: with (ii) a dipyrromethane to produce a reaction product; then (b) optionally oxidizing said reaction product with an oxidizing agent; and then (c) optionally demetallating said reaction product to produce the porphyrin. Methods of making compounds of Formula II are also described.
    Type: Grant
    Filed: July 29, 2005
    Date of Patent: September 1, 2009
    Assignee: North Carolina State University
    Inventors: Jonathan S. Lindsey, Masahiko Taniguchi, Arumugham Balakumar, Dazhong Fan
  • METHODS AND INTERMEDIATES FOR THE SYNTHESIS OF PORPHYRINS
    Publication number: 20090198049
    Abstract: A method of making a porphyrin is carried out by: (a) condensing (i) a 1,9-bis(N,N-)dialkylaminomethyl)dipyrromethane of Formula II: with (ii) a dipyrromethane to produce a reaction product; then (b) oxidizing the reaction product; and then (c) optionally demetallating said reaction product to produce the porphyrin. The reaction is particularly useful for making substituted porphyrins with a wide range of substituents at the A and/or B (the 5 and/or 15) positions.
    Type: Application
    Filed: January 29, 2009
    Publication date: August 6, 2009
    Applicant: North Carolina State University
    Inventors: Jonathan S. Lindsey, Masahiko Taniguchi, Dazhong Fan
  • DE NOVO SYNTHESIS OF BACTERIOCHLORINS
    Publication number: 20090191130
    Abstract: A method of making a bacteriochlorin is carried out by condensing a pair of compounds of Formula II to produce the bacteriochlorin, wherein R is an acetal or aldehyde group. The condensing may be carried out in an organic solvent, preferably in the presence of an acid. The bacteriochlorins are useful for a variety of purposes such as active agents in photodynamic therapy, luminescent compounds in flow cytometry, solar cells, light harvesting arrays, and molecular memory devices.
    Type: Application
    Filed: March 27, 2009
    Publication date: July 30, 2009
    Inventors: Han-Je Kim, Jonathan S. Lindsey
  • Synthesis of phosphono-substituted porphyrin compounds for attachment to metal oxide surfaces
    Patent number: 7553977
    Abstract: A method of making a phosphono-substituted dipyrromethane comprises reacting an aldehyde or acetal having at least one phosphono group substituted thereon with pyrrole to produce a phosphono-substituted dipyrromethane; and wherein the phosphono is selected from the group consisting of dialkyl phosphono, diaryl phosphono, and dialkylaryl phosphono. Additional methods, intermediates and products are also described.
    Type: Grant
    Filed: November 9, 2007
    Date of Patent: June 30, 2009
    Assignees: North Carolina State University, ZettaCore, Inc.
    Inventors: Jonathan S. Lindsey, Robert S. Loewe, Kannan Muthukumaran, Arounaguiry Ambroise
  • INHIBITION OF BIOFILMS IN PLANTS WITH IMIDAZOLE DERIVATIVES
    Publication number: 20090143230
    Abstract: Disclosure is provided for methods of preventing, removing or inhibiting microbial biofilm formation or microbial infection in a plant or plant part thereof, including applying thereto a treatment effective amount of an active compound as described herein, or an agriculturally acceptable salt thereof. Methods of enhancing a microbicide (e.g., including a copper, antibiotic, bacteriophage, etc.) and/or plant defense activator are also provided, including applying an active compound as described herein. Compositions comprising an active compound as described herein in an agriculturally acceptable carrier are also provided, and in some embodiments the compositions further include a microbicide (e.g., including copper, antibiotic, bacteriophage, etc.) and/or plant defense activator.
    Type: Application
    Filed: November 26, 2008
    Publication date: June 4, 2009
    Applicant: North Carolina State University
    Inventors: Christian Melander, John Cavanagh, David Ritchie, Robert W. Huigens, III, T. Eric Ballard, Justin J. Richards, Thomas W. Lindsey, Jonathan S. Lindsey
  • NEW ROUTE TO FORMYL-PORPHYRINS
    Publication number: 20090137795
    Abstract: A method of making a 5-formylporphyrin, comprises the steps of: condensing a 5-acetaldipyrromethane with a dipyrromethane-1,9-dicarbinol to produce a porphyrin having an acetal group substituted thereon at the 5 position; and then hydrolyzing said porphyrin to produce said 5-formylporphyrin. Products and intermediates useful in such methods, along with methods of making such intermediates, are also described.
    Type: Application
    Filed: January 30, 2009
    Publication date: May 28, 2009
    Applicant: North Carolina State University
    Inventors: Arumugham Balakumar, Kannan Muthukumaran, Jonathan S. Lindsey
  • De novo synthesis of bacteriochlorins
    Patent number: 7534807
    Abstract: A method of making a bacteriochlorin is carried out by condensing a pair of compounds of Formula II to produce the bacteriochlorin, wherein R is an acetal or aldehyde group. The condensing may be carried out in an organic solvent, preferably in the presence of an acid. The bacteriochlorins are useful for a variety of purposes such as active agents in photodynamic therapy, luminescent compounds in flow cytometry, solar cells, light harvesting arrays, and molecular memory devices.
    Type: Grant
    Filed: February 17, 2006
    Date of Patent: May 19, 2009
    Assignee: North Carolina State University
    Inventors: Han-Je Kim, Jonathan S. Lindsey
  • FORMATION OF SELF-ASSEMBLED MONOLAYERS ON SILICON SUBSTRATES
    Publication number: 20090121210
    Abstract: This invention provides a new method of forming a self-assembling monolayer (SAM) of alcohol-terminated or thiol-terminated organic molecules (e.g. ferrocenes, porphyrins, etc.) on a silicon or other group IV element surface. The assembly is based on the formation of an E-O— or an E-S— bond where E is the group IV element (e.g. Si, Ge, etc.). The procedure has been successfully used on both P- and n-type group IV element surfaces. The assemblies are stable under ambient conditions and can be exposed to repeated electrochemical cycling.
    Type: Application
    Filed: March 18, 2008
    Publication date: May 14, 2009
    Applicant: THE REGENTS OF THE UNIVERSITY OF CALIFORNIA
    Inventors: David F. Bocian, Werner G. Kuhr, Jonathan S. Lindsey, Rajeeve B. Dabke, Zhiming Liu
  • SYNTHETIC ROUTE TO ABCD-PORPHYRINS
    Publication number: 20090082576
    Abstract: A method of making a metalloporphyrin is carried out by reacting (i) a linear tetrapyrrole, said linear tetrapyrrole having a 19-acyl group and a 1-protecting group, with (ii) a metal salt under basic conditions to produce the metalloporphyrin. Products produced by such methods and intermediates useful for carrying out such methods are also described.
    Type: Application
    Filed: February 11, 2008
    Publication date: March 26, 2009
    Applicant: North Carolina State University
    Inventors: Jonathan S. Lindsey, Dilek Dogutan Kiper
  • PORPHYRINIC COMPOUNDS FOR USE IN FLOW CYTOMETRY
    Publication number: 20090075295
    Abstract: The present invention provides a method of detecting (e.g., by flow cytometry) a target compound, cell or particle, wherein the target is labelled with a detectable luminescent compound. The method comprises utilizing as the detectable luminescent compound a compound comprising a porphyrinic macrocycle such as a porphyrin, chlorin, bacteriochlorin, or isobacteriochlorin. In particular embodiments, the detectable luminescent compound comprises a compound of the formula A-A?-Z-B?—B, wherein: A is a targeting group or member of a specific binding pair that specifically binds the detectable luminescent compound to the target compound, cell or particle; A? is a linker group or covalent bond; B? is a linker group or covalent bond; B is a water-soluble group; and Z is the porphyrinic macrocycle.
    Type: Application
    Filed: November 30, 2006
    Publication date: March 19, 2009
    Inventor: Jonathan S. Lindsey
  • REFINED ROUTES TO CHLORIN BUILDING BLOCKS
    Publication number: 20090069558
    Abstract: A method of making chlorins comprises the steps of reacting (e.g. condensing) a dipyrrin western half intermediate with an eastern half intermediate to form a tetrahydrobilene, and then cyclizing the tetrahydrobilene to form a chlorin. Intermediates including tetrahydrobilenes useful in such reactions are also described.
    Type: Application
    Filed: November 14, 2008
    Publication date: March 12, 2009
    Applicant: North Carolina State University
    Inventors: Jonathan S. Lindsey, Masahiko Taniguchi, Doyoung Ra, Guoning Mo, Thiagarajan Balasubramanian
  • Methods and intermediates for the synthesis of porphyrins
    Patent number: 7501508
    Abstract: A method of making a porphyrin is carried out by: (a) condensing (i) a 1,9-bis(N,N-)dialkylaminomethyl)dipyrromethane of Formula II: with (ii) a dipyrromethane to produce a reaction product; then (b) oxidizing the reaction product; and then (c) optionally demetallating said reaction product to produce the porphyrin. The reaction is particularly useful for making substituted porphyrins with a wide range of substituents at the A and/or B (the 5 and/or 15) positions.
    Type: Grant
    Filed: July 29, 2005
    Date of Patent: March 10, 2009
    Assignee: North Caroline State University
    Inventors: Jonathan S. Lindsey, Masahiko Taniguchi, Dazhong Fan
  • Route to formyl-porphyrins
    Patent number: 7501507
    Abstract: A method of making a 5-formylporphyrin, comprises the steps of: condensing a 5-acetaldipyrromethane with a dipyrromethane-1,9-dicarbinol to produce a porphyrin having an acetal group substituted thereon at the 5 position; and then hydrolyzing said porphyrin to produce said 5-formylporphyrin. Products and intermediates useful in such methods, along with methods of making such intermediates, are also described.
    Type: Grant
    Filed: June 14, 2004
    Date of Patent: March 10, 2009
    Assignee: North Carolina State University
    Inventors: Arumugham Balakumar, Kannan Muthukumaran, Jonathan S. Lindsey
  • PORPHYRIN AND CONDUCTIVE POLYMER COMPOSITIONS FOR USE IN SOLID-STATE ELECTRONIC DEVICES
    Publication number: 20090023842
    Abstract: Compositions comprising porphyrinic macrocycles and conjugated polymers such as polythiophene for use in organic electronic devices including solar cells are presented. Covalent linkage of a porphyrinic macrocycle to a polymer allows tuning of electronic and spectroscopic properties of conjugated polymers and can improve the heat stability of the system relative to a blended comparison. A composition comprising: at least one polymer comprising at least one porphyrinic macrocycle covalently linked to at least one conjugated polymer, wherein the porphyrinic macrocycle is metal-free is also presented. Inks can be formulated. Methods of making are provided.
    Type: Application
    Filed: May 21, 2008
    Publication date: January 22, 2009
    Inventors: Darin W. Laird, Shawn P. Williams, Elena E. Sheina, Jonathan S. Lindsey, Gregory N. Parsons
  • Refined routes to chlorin building blocks
    Patent number: 7470785
    Abstract: A method of making chlorins comprises the steps of reacting (e.g. condensing) a dipyrrin western half intermediate with an eastern half intermediate to form a tetrahydrobilene, and then cyclizing the tetrahydrobilene to form a chlorin. Intermediates including tetrahydrobilenes useful in such reactions are also described.
    Type: Grant
    Filed: March 4, 2005
    Date of Patent: December 30, 2008
    Assignee: North Carolina State University
    Inventors: Jonathan S. Lindsey, Masahiko Taniguchi, Doyoung Ra, Guoning Mo, Thiagarajan Balasubramanian
  • Procedure for preparing redox-active polymers on surfaces
    Patent number: 7452572
    Abstract: This invention provides novel methods for the formation of redox-active polymers attached to surfaces. In certain embodiments, the methods involve providing redox-active molecules bearing at least a first reactive site or group and a second reactive site or group; and contacting the surface with the redox-active molecules where the contacting is under conditions that result in attachment of said redox-active molecules to said surface via the first reactive site or group and attachment of redox-active molecules via the second reactive site or group, to the redox-active molecules attached to the surface thereby forming a polymer attached to said surface where the polymers comprise at least two of said redox-active molecules.
    Type: Grant
    Filed: March 11, 2004
    Date of Patent: November 18, 2008
    Assignees: The North Carolina State University, The Regents of the University of California
    Inventors: David F. Bocian, Zhiming Liu, Jonathan S. Lindsey