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).

  • SWALLOWTAIL MOTIFS FOR IMPARTING WATER SOLUBILITY TO PORPHYRINIC COMPOUNDS
    Publication number: 20120082621
    Abstract: Porphyrinic compounds that contain solubilizing groups are described, along with methods of making and using the same and compositions comprising such compounds. Examples of such compounds include compounds compounds of Formula I: wherein: Z is a porphyrinic macrocycle, Alk1 and Alk2 are each independently an alkylidene chain; L is a linking group or is absent; R1 is preferably an ionic group or polar group; R2 is an ionic group, polar group, bioconjugatable group, or targeting group; R3 is present or absent and when present is a halo group, bioconjugatable group, or targeting group, n is O or 1 (that is, the CH group is present, or Alk1 and Alk2 are bonded directly to a carbon of the porphyrinic macrocycle Z); or a salt thereof.
    Type: Application
    Filed: December 9, 2011
    Publication date: April 5, 2012
    Inventors: K. Eszter Borbas, Jonathan S. Lindsey
  • SYNTHESIS OF PHOSPHONO-SUBSTITUTED PORPHYRIN COMPOUNDS FOR ATTACHMENT TO METAL OXIDE SURFACES
    Publication number: 20120065391
    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: November 18, 2011
    Publication date: March 15, 2012
    Inventors: Jonathan S. Lindsey, Robert S. Loewe, Kannan Muthukumaran, Arounaguiry Ambroise
  • Methods and intermediates for the synthesis of dipyrrin-substituted porphyrinic macrocycles
    Patent number: 8129520
    Abstract: The present invention provides dipyrrin substituted porphyrinic macrocycles, intermediates useful for making the same, and methods of making the same. Such compounds may be used for purposes including the making of molecular memory devices, solar cells and light harvesting arrays.
    Type: Grant
    Filed: April 14, 2011
    Date of Patent: March 6, 2012
    Assignee: North Carolina State University
    Inventors: Lianhe Yu, Kannan Muthukumaran, Prathapan Sreedharan, Jonathan S. Lindsey
  • Substituted benzazoloporphyrazines for polymerization and surface attachment and articles formed therefrom
    Patent number: 8106393
    Abstract: The present invention provides an article of manufacture formed from a substrate and a benzazoloporphyrazine bound to the substrate. The article may take a variety of different forms and may be for example an electrochromic display, a molecular capacitor, a battery, a solar cell, or a molecular memory device. Methods of making such articles, along with compounds, methods and intermediates useful for making such benzazoloporphyrazines, are also described.
    Type: Grant
    Filed: February 25, 2011
    Date of Patent: January 31, 2012
    Assignee: North Carolina State University
    Inventors: W. Justin Youngblood, Jonathan S. Lindsey
  • Swallowtail motifs for imparting water solubility to porphyrinic compounds
    Patent number: 8097609
    Abstract: Porphyrinic compounds that contain solubilizing groups are described, along with methods of making and using the same and compositions comprising such compounds. Examples of such compounds include compounds of Formula (I) wherein: Z is a porphyrinic macrocyclic, Alk1 and Alk2 are each independently an alkylidene chain; L is a linking group or is absent; R1 is preferably an ionic group or polar group; R2 is an ionic group, polar group, bioconjugatable group, or targeting group: R3 is present or absent and when present is a halo group, bioconjugatable group, or targeting group, n is O or 1 (that is, the CH group is present, or Alk1 and Alk2 are bonded directly to a carbon of the porphyrinic macrocycle Z); or a salt thereof.
    Type: Grant
    Filed: October 19, 2006
    Date of Patent: January 17, 2012
    Assignee: North Carolina State University
    Inventors: K. Eszter Borbas, Jonathan S. Lindsey
  • SUBSTITUTED BENZAZOLOPORPHYRAZINES FOR POLYMERIZATION AND SURFACE ATTACHMENT AND ARTICLES FORMED THEREFROM
    Publication number: 20120004384
    Abstract: The present invention provides an article of manufacture formed from a substrate and a benzazoloporphyrazine bound to the substrate. The article may take a variety of different forms and may be for example an electrochromic display, a molecular capacitor, a battery, a solar cell, or a molecular memory device. Methods of making such articles, along with compounds, methods and intermediates useful for making such benzazoloporphyrazines, are also described.
    Type: Application
    Filed: February 25, 2011
    Publication date: January 5, 2012
    Inventors: W. Justin Youngblood, Jonathan S. Lindsey
  • Synthesis of phosphono-substituted porphyrin compounds for attachment to metal oxide surfaces
    Patent number: 8080653
    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: May 28, 2009
    Date of Patent: December 20, 2011
    Assignees: North Carolina State University, Zettacore, Inc.
    Inventors: Jonathan S. Lindsey, Robert S. Loewe, Kannan Muthukumaran, Arounaguiry Ambroise
  • SYNTHETIC ROUTE TO ABCD-PORPHYRINS
    Publication number: 20110306774
    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: June 28, 2011
    Publication date: December 15, 2011
    Inventors: Jonathan S. Lindsey, Dilek Dogutan Kiper
  • Stepwise growth of oligomeric redox-active molecules on a surface without the use of protecting groups
    Patent number: 8062756
    Abstract: This invention provides a procedure for growing oligomers via a stepwise process. The oligomers can include porphyrins, which have been previously shown to be attractive candidates for molecular-based information storage. The stepwise synthesis procedure requires no protecting groups, thus eliminating protection/deprotection reactions that add complexity to the process.
    Type: Grant
    Filed: August 23, 2006
    Date of Patent: November 22, 2011
    Assignees: The Regents oft the University of California, North Carolina State University
    Inventors: David F. Bocian, Jonathan S. Lindsey, Jieying Jiao
  • Methods and intermediates for the synthesis of porphyrins
    Patent number: 8013149
    Abstract: A method of making a porphyrin (I) is carried out by condensing (i) a bis(imino)dipyrromethane of Formula II: with (ii) a dipyrromethaneto 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: June 30, 2009
    Date of Patent: September 6, 2011
    Assignee: North Carolina State University
    Inventors: Jonathan S. Lindsey, Masahiko Taniguchi, Arumugham Balakumar, Dazhong Fan
  • METHODS AND INTERMEDIATES FOR THE SYNTHESIS OF DIPYRRIN-SUBSTITUTED PORPHYRINIC MACROCYCLES
    Publication number: 20110197969
    Abstract: The present invention provides dipyrrin substituted porphyrinic macrocycles, intermediates useful for making the same, and methods of making the same. Such compounds may be used for purposes including the making of molecular memory devices, solar cells and light harvesting arrays.
    Type: Application
    Filed: April 14, 2011
    Publication date: August 18, 2011
    Inventors: Lianhe Yu, Kannan Muthukumaran, Prathapan Sreedharan, Jonathan S. Lindsey
  • Synthetic route to ABCD-porphyrins
    Patent number: 7994312
    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: Grant
    Filed: February 11, 2008
    Date of Patent: August 9, 2011
    Assignee: North Carolina State University
    Inventors: Jonathan S. Lindsey, Dilek Dogutan Kiper
  • GEOMETRIC SYNTHESIS OF PORPHYRIN RODS
    Publication number: 20110184166
    Abstract: A method of making a compound of Formula I? comprises reacting a compound of the formula DLCHO, with a compound of the formula to produce the compound of Formula I?. Methods of using the compounds are also described, particularly as intermediates for the synthesis of porphyrin rods, which porphyrin rods are in turn useful for (among other things) the production of molecular memory devices.
    Type: Application
    Filed: March 29, 2011
    Publication date: July 28, 2011
    Inventors: Jonathan S. Lindsey, Lianhe Yu, Patchanita Thamyongkit, Anil D. Bhise
  • NEW ROUTE TO FORMYL-PORPHYRINS
    Publication number: 20110152515
    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 intetinediates useful in such methods, along with methods of making such intermediates, are also described.
    Type: Application
    Filed: February 25, 2011
    Publication date: June 23, 2011
    Inventors: Arumugham Balakumar, Kannan Muthukumaran, Jonathan S. Lindsey
  • Method of making porphyrins
    Patent number: 7964720
    Abstract: A method of making a compound of Formula I: is carried out by condensing a pair of compounds of Formula II (which pair may be the same or different), or by condensing a compound of Formula III with a compound Formula IV, to produce a compound of Formula I. The condensing step may be carried out with a metal salt under basic conditions.
    Type: Grant
    Filed: December 3, 2010
    Date of Patent: June 21, 2011
    Assignee: North Carolina State University
    Inventors: Dilek Dogutan Kiper, Marcin Ptaszek, Jonathan S. Lindsey
  • METHODS AND INTERMEDIATES FOR THE SYNTHESIS OF PORPHYRINS
    Publication number: 20110144325
    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 27, 2011
    Publication date: June 16, 2011
    Inventors: Jonathan S. Lindsey, Masahiko Taniguchi, Dazhong Fan
  • Methods and intermediates for the synthesis of porphyrins
    Patent number: 7951939
    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: January 29, 2009
    Date of Patent: May 31, 2011
    Assignee: North Carolina State University
    Inventors: Jonathan S. Lindsey, Masahiko Taniguchi, Dazhong Fan
  • Methods and intermediates for the synthesis of dipyrrin-substituted porphyrinic macrocycles
    Patent number: 7947828
    Abstract: The present invention provides dipyrrin substituted porphyrinic macrocycles, intermediates useful for making the same, and methods of making the same. Such compounds may be used for purposes including the making of molecular memory devices, solar cells and light harvesting arrays.
    Type: Grant
    Filed: April 8, 2010
    Date of Patent: May 24, 2011
    Assignee: North Carolina State University
    Inventors: Lianhe Yu, Kannan Muthukumaran, Prathapan Sreedharan, Jonathan S. Lindsey
  • Method of making porphyrins
    Patent number: 7947829
    Abstract: A method of making a compound of Formula I: is carried out by condensing a pair of compounds of Formula II (which pair may be the same or different), or by condensing a compound of Formula III with a compound Formula IV, to produce a compound of Formula I. The condensing step may be carried out with a metal salt under basic conditions.
    Type: Grant
    Filed: May 14, 2010
    Date of Patent: May 24, 2011
    Assignee: North Carolina State University
    Inventors: Dilek Dogutan Kiper, Marcin Ptaszek, Jonathan S. Lindsey
  • Geometric synthesis of porphyrin rods
    Patent number: 7939656
    Abstract: A method of making a compound of Formula I? comprises reacting a compound of the formula DLCHO, with a compound of the formula to produce the compound of Formula I?. Methods of using the compounds are also described, particularly as intermediates for the synthesis of porphyrin rods, which porphyrin rods are in turn useful for (among other things) the production of molecular memory devices.
    Type: Grant
    Filed: August 13, 2010
    Date of Patent: May 10, 2011
    Assignee: North Carolina State University
    Inventors: Jonathan S. Lindsey, Lianhe Yu, Patchanita Thamyongkit, Anil D. Bhise