Aldehyde Produced Patents (Class 205/448)
  • Publication number: 20140367274
    Abstract: The present disclosure is a system and method for producing a first product from a first region of an electrochemical cell having a cathode and a second product from a second region of the electrochemical cell having an anode. The method may include the step of contacting the first region of the electrochemical cell with a catholyte comprising an alcohol and carbon dioxide. Another step of the method may include contacting the second region of the electrochemical cell with an anolyte comprising the alcohol. Further, the method may include a step of applying an electrical potential between the anode and the cathode sufficient to produce a first product recoverable from the first region and a second product recoverable from the second region.
    Type: Application
    Filed: August 27, 2014
    Publication date: December 18, 2014
    Inventors: Kyle Teamey, Jerry Kaczur, Emily Barton Cole, Paul Majsztrik, Narayanappa Sivasankar, Andrew B. Bocarsly
  • Publication number: 20140291162
    Abstract: The present invention relates to a method for treating CO2 by electrochemical hydrogenation, said method comprising: a step of transferring heat from a heating means (160) towards a proton-conductive electrolyser (110) such that said electrolyser (110) reaches an operating temperature suitable for electrolysing steam; a step of feeding the CO2 produced by said heating means (160) at the cathode of the electrolyser; a step of feeding the steam at the anode; a step of oxidising the steam at the anode; a step of generating protonated species in the membrane with proton conduction; a step of migrating said protonated species into said proton-conductive membrane; a step of reducing said protonated species on the surface of the cathode into reactive hydrogen atoms; and a step of hydrogenating the CO2 on the surface of the cathode of the electrolyser (110) by means of said reactive hydrogen atoms, said hydrogenation step enabling the formation of CxHyOz compounds, where x?1; 0<y?(2x+2) and 0?z?2x.
    Type: Application
    Filed: October 11, 2012
    Publication date: October 2, 2014
    Inventors: Béatrice Sala, Frédéric Grasset, Olivier Lacroix, Abdelkader Sirat, Elodie Tetard, Kamal Rahmouni, Joel Mazoyer
  • Patent number: 8845877
    Abstract: A method for heterocycle catalyzed electrochemical reduction of a carbonyl compound is disclosed. The method generally includes steps (A) to (C). Step (A) may introduce the carbonyl compound into a solution of an electrolyte and a heterocycle catalyst in a divided electrochemical cell. The divided electrochemical cell may include an anode in a first cell compartment and a cathode in a second cell compartment. The cathode generally reduces the carbonyl compound to at least one aldehyde compound. Step (B) may vary which of the aldehyde compounds is produced by adjusting one or more of (i) a cathode material, (ii) the electrolyte, (iii) the heterocycle catalyst, (iv) a pH level and (v) an electrical potential. Step (C) may separate the aldehyde compounds from the solution.
    Type: Grant
    Filed: July 29, 2010
    Date of Patent: September 30, 2014
    Assignee: Liquid Light, Inc.
    Inventors: Emily Barton Cole, Andrew Bocarsly
  • Patent number: 8658016
    Abstract: Methods and systems for capture of carbon dioxide and electrochemical conversion of the captured carbon dioxide to organic products are disclosed. A method may include, but is not limited to, steps (A) to (C). Step (A) may introduce a solvent to a first compartment of an electrochemical cell. Step (B) may capture carbon dioxide with at least one of guanidine, a guanidine derivative, pyrimidine, or a pyrimidine derivative to form a carbamic zwitterion. Step (C) may apply an electrical potential between an anode and a cathode sufficient for the cathode to reduce the carbamic zwitterion to a product mixture.
    Type: Grant
    Filed: July 5, 2012
    Date of Patent: February 25, 2014
    Assignee: Liquid Light, Inc.
    Inventors: Prasad Lakkaraju, Kyle Teamey
  • Patent number: 8647493
    Abstract: The present disclosure is a system and method for producing a first product from a first region of an electrochemical cell having a cathode and a second product from a second region of the electrochemical cell having an anode. The method may include a step of contacting the first region with a catholyte comprising carbon dioxide. The method may include another step of contacting the second region with an anolyte comprising a recycled reactant. The method may include a step of applying an electrical potential between the anode and the cathode sufficient to produce a first product recoverable from the first region and a second product recoverable from the second region. The second product may be removed from the second region and introduced to a secondary reactor. The method may include forming the recycled reactant in the secondary reactor.
    Type: Grant
    Filed: December 21, 2012
    Date of Patent: February 11, 2014
    Assignee: Liquid Light, Inc.
    Inventors: Kyle Teamey, Jerry J. Kaczur
  • Publication number: 20140034506
    Abstract: Methods and systems for electrochemically generating an oxidation product and a reduction product may include one or more operations including, but not limited to: receiving a feed of at least one organic compound into an anolyte region of an electrochemical cell including an anode; at least partially oxidizing the at least one organic compound at the anode to generate at least carbon dioxide; receiving a feed including carbon dioxide into a catholyte region of the electrochemical cell including a cathode; and at least partially reducing carbon dioxide to generate a reduction product at the cathode.
    Type: Application
    Filed: September 25, 2013
    Publication date: February 6, 2014
    Applicant: Liquid Light, Inc.
    Inventors: Kyle Teamey, Jerry J. Kaczur, Narayanappa Sivasankar, Paul Majsztrik, Emily Barton Cole, Andrew B. Bocarsly
  • Publication number: 20140034508
    Abstract: The present invention relates to a process for preparing vanillin, comprising an electrolysis of an aqueous, alkaline lignin-comprising suspension or solution, wherein, as anode material, a base alloy is used which is selected among Co-base alloys, Fe-base alloys, Cu-base alloys and Ni-base alloys.
    Type: Application
    Filed: July 3, 2013
    Publication date: February 6, 2014
    Inventors: Florian Stecker, Andreas Fischer, Axel Kirste, Siegfried Waldvogel, Carolin Regenbrecht, Dominik Schmitt
  • Patent number: 8641885
    Abstract: Disclosed is a system and method for reducing carbon dioxide into a carbon based product. The system includes an electrochemical cell having a cathode region which includes a cathode and a non-aqueous catholyte; an anode region having an anode and an aqueous or gaseous anolyte; and an ion permeable zone disposed between the anode region and the cathode region. The ion permeable zone is at least one of (i) the interface between the anolyte and the catholyte, (ii) an ion selective membrane; (iii) at least one liquid layer formed of an emulsion or (iv) a hydrophobic or glass fiber separator. The system and method includes a source of energy, whereby applying the source of energy across the anode and cathode reduces the carbon dioxide and produces an oxidation product.
    Type: Grant
    Filed: December 21, 2012
    Date of Patent: February 4, 2014
    Assignee: Liquid Light, Inc.
    Inventors: Narayanappa Sivasankar, Jerry J. Kaczur, Emily Barton Cole
  • Publication number: 20140021060
    Abstract: A method for heterocycle catalyzed electrochemical reduction of a carbonyl compound is disclosed. The method generally includes steps (A) to (C). Step (A) may introduce the carbonyl compound into a solution of an electrolyte and a heterocycle catalyst in a divided electrochemical cell. The divided electrochemical cell may include an anode in a first cell compartment and a cathode in a second cell compartment. The cathode generally reduces the carbonyl compound to at least one aldehyde compound. Step (B) may vary which of the aldehyde compounds is produced by adjusting one or more of (i) a cathode material, (ii) the electrolyte, (iii) the heterocycle catalyst, (iv) a pH level and (v) an electrical potential. Step (C) may separate the aldehyde compounds from the solution.
    Type: Application
    Filed: September 16, 2013
    Publication date: January 23, 2014
    Applicant: Liquid Light, Inc.
    Inventors: Narayanappa Sivasankar, Emily Barton Cole, Rishi Parajuli, Andrew B. Bocarsly
  • Patent number: 8617375
    Abstract: The method for reducing carbon dioxide of the present invention includes a step (a) and a step (b) as follows. A step (a) of preparing an electrochemical cell. The electrochemical cell comprises a working electrode (21), a counter electrode (23) and a vessel (28). The vessel (28) stores an electrolytic solution (27). The working electrode (21) contains boron carbide. The electrolytic solution (27) contains carbon dioxide. The working electrode (21) and the counter electrode (23) are in contact with the electrolytic solution (27). A step (b) of applying a negative voltage and a positive voltage to the working electrode and the counter electrode, respectively, to reduce the carbon dioxide.
    Type: Grant
    Filed: October 19, 2011
    Date of Patent: December 31, 2013
    Assignee: Panasonic Corporation
    Inventors: Yuji Zenitani, Masahiro Deguchi, Satoshi Yotsuhashi, Reiko Taniguchi
  • Patent number: 8568581
    Abstract: Methods and systems for heterocycle catalyzed carbonylation and hydroformylation with carbon dioxide are disclosed. A method may include, but is not limited to, steps (A) to (D). Step (A) may introduce water to a first compartment of an electrochemical cell. The first compartment may include an anode. Step (B) may introduce carbon dioxide to a second compartment of the electrochemical cell. The second compartment may include a solution of an electrolyte, a heterocyclic catalyst, and a cathode. Step (C) may introduce a second reactant to the second compartment of the electrochemical cell. Step (D) may apply an electrical potential between the anode and the cathode in the electrochemical cell sufficient to induce liquid phase carbonylation or hydroformylation to form a product mixture.
    Type: Grant
    Filed: November 30, 2011
    Date of Patent: October 29, 2013
    Assignee: Liquid Light, Inc.
    Inventors: Narayanappa Sivasankar, Emily Barton Cole, Kyle Teamey
  • Publication number: 20130118910
    Abstract: Methods and systems for electrochemically generating an oxidation product and a reduction product may include one or more operations including, but not limited to: receiving a feed of at least one organic compound into an anolyte region of an electrochemical cell including an anode; at least partially oxidizing the at least one organic compound at the anode to generate at least carbon dioxide; receiving a feed including carbon dioxide into a catholyte region of the electrochemical cell including a cathode; and at least partially reducing carbon dioxide to generate a reduction product at the cathode.
    Type: Application
    Filed: December 21, 2012
    Publication date: May 16, 2013
    Applicant: LIQUID LIGHT, INC.
    Inventor: LIQUID LIGHT, INC.
  • Patent number: 8313634
    Abstract: The invention relates to various embodiments of an environmentally beneficial method for reducing carbon dioxide. The methods in accordance with the invention include electrochemically or photoelectrochemically reducing the carbon dioxide in a divided electrochemical cell that includes an anode, e.g., an inert metal counterelectrode, in one cell compartment and a metal or p-type semiconductor cathode electrode in another cell compartment that also contains an aqueous solution of an electrolyte and a catalyst of one or more substituted or unsubstituted aromatic amines to produce therein a reduced organic product.
    Type: Grant
    Filed: January 29, 2010
    Date of Patent: November 20, 2012
    Assignee: Princeton University
    Inventors: Andrew B. Bocarsly, Emily Barton Cole
  • Publication number: 20120132537
    Abstract: Methods and systems for heterocycle catalyzed carbonylation and hydroformylation with carbon dioxide are disclosed. A method may include, but is not limited to, steps (A) to (D). Step (A) may introduce water to a first compartment of an electrochemical cell. The first compartment may include an anode. Step (B) may introduce carbon dioxide to a second compartment of the electrochemical cell. The second compartment may include a solution of an electrolyte, a heterocyclic catalyst, and a cathode. Step (C) may introduce a second reactant to the second compartment of the electrochemical cell. Step (D) may apply an electrical potential between the anode and the cathode in the electrochemical cell sufficient to induce liquid phase carbonylation or hydroformylation to form a product mixture.
    Type: Application
    Filed: November 30, 2011
    Publication date: May 31, 2012
    Inventors: Narayanappa Sivasankar, Emily Barton Cole, Kyle Teamey
  • Publication number: 20110226632
    Abstract: A method for heterocycle catalyzed electrochemical reduction of a carbonyl compound is disclosed. The method generally includes steps (A) to (C). Step (A) may introduce the carbonyl compound into a solution of an electrolyte and a heterocycle catalyst in a divided electrochemical cell. The divided electrochemical cell may include an anode in a first cell compartment and a cathode in a second cell compartment. The cathode generally reduces the carbonyl compound to at least one aldehyde compound. Step (B) may vary which of the aldehyde compounds is produced by adjusting one or more of (i) a cathode material, (ii) the electrolyte, (iii) the heterocycle catalyst, (iv) a pH level and (v) an electrical potential. Step (C) may separate the aldehyde compounds from the solution.
    Type: Application
    Filed: July 29, 2010
    Publication date: September 22, 2011
    Inventors: Emily Barton Cole, Andrew Bocarsly
  • Publication number: 20110180418
    Abstract: Method and electrochemical cells for producing xylo-pent-1,5-diose are provided. The xylo-pent-1,5-diose may be formed in a solution initially comprising D-glucuronic acid or D-glucuronic acid glycoside. The xylo-pent-1,5-diose may be formed by electrochemical oxidative decarboxylation of the D-glucuronic acid or D-glucuronic acid glycoside in the solution in the presence of a graphite foil electrode with improved current efficiency and/or current density.
    Type: Application
    Filed: July 28, 2009
    Publication date: July 28, 2011
    Inventors: Jonathan A. Stapley, J. David Genders, Daniel M. Atherton, Peter M. Kendall
  • Patent number: 7972492
    Abstract: Disclosed is a process for the electrochemical transformation of a compound to form a product, the process comprising (i) effecting the transformation in the presence of an electrolyte comprising at least one room temperature ionic liquid, wherein the ionic liquid is air-stable and moisture-stable, (ii) recovering the product, and optionally (iii) recovering the ionic liquid. The process can be used to effect the electrochemical transformation of a wide range of organic compounds.
    Type: Grant
    Filed: July 8, 2002
    Date of Patent: July 5, 2011
    Assignee: The Queen's University of Belfast
    Inventors: William R. Pitner, Kenneth R. Seddon, Kenneth M. Stack, Alan Curzons, Richard Freer
  • Publication number: 20110114502
    Abstract: A method for reducing carbon dioxide to one or more products is disclosed. The method may include steps (A) to (C). Step (A) may bubble the carbon dioxide into a solution of an electrolyte and a catalyst in a divided electrochemical cell. The divided electrochemical cell may include an anode in a first cell compartment and a cathode in a second cell compartment. The cathode generally reduces the carbon dioxide into the products. Step (B) may vary at least one of (i) which of the products is produced and (ii) a faradaic yield of the products by adjusting one or more of (a) a cathode material and (b) a surface morphology of the cathode. Step (C) may separate the products from the solution.
    Type: Application
    Filed: July 29, 2010
    Publication date: May 19, 2011
    Inventors: Emily Barton Cole, Narayanappa Sivasankar, Andrew Bocarsly, Kyle Teamey, Nety Krishna
  • Publication number: 20110089046
    Abstract: The invention relates to a process for the electrochemical cleavage of lignin by means of a diamond electrode and also to a process for producing vanillin and derivatives thereof by electrochemical cleavage of lignin in a solution having a pH?11.
    Type: Application
    Filed: May 11, 2009
    Publication date: April 21, 2011
    Applicant: BASF SE
    Inventors: Ulrich Griesbach, Andreas Fischer, Florian Stecker, Joerg Botzem, Ralf Pelzer, Mario Emmeluth, Siegfried R. Waldvogel
  • Publication number: 20080308426
    Abstract: The present invention provides a method for manufacturing betulin aldehyde from betulin. The method includes: (a) electrochemically forming a oxoammonium ion from a nitroxyl radical; and (b) contacting betulin with the oxoammonium ion, for a period of time effective to provide the betulin aldehyde. The betulin aldehyde can subsequently be converted to betulinic acid, employing, e.g., NaClO2 or KClO2. The betulinic acid can be purified from from any unreacted betulin by converting the betulinic acid into a corresponding salt (Na, K, Li, Na, Ca, Mg, Ba, or Al), and separating the salt from the unreacted betulin.
    Type: Application
    Filed: March 29, 2006
    Publication date: December 18, 2008
    Inventors: Pavel A. Krasutsky, Anna Rudnitskava, Andriv B. Khotkevych
  • Publication number: 20040026263
    Abstract: A method for producing alcoxylated carbonyl compounds of general formula (I) (compounds I): R1aR2C(OR3)b wherein R1, R2 represent hydrogen or C1-C6-alkyl, R3 independently means C1-C6-alkyl, a is 0 or 1, b 2 or 3 with the proviso that the sum of a and b is 3, by means of anodic oxidation of germinal dialcoxy compounds of general formula (II) (compounds II) wherein R4, R5, R6, R7 represent hydrogen or C1-C6-alkyl, R5, R6 represent C1-C6-alkyl or C1-C6-alcoxy, in the presence of a C1-C6-alkyl alcohol (compounds III). A usual compound (compound IV) is used as a cathodic depolarizer suitable for electrochemical oxidation. The anodic oxidation and cathodic reduction is carried out in an undivided electrolyte cell in the presence of C1-C6-alkyl alcohols.
    Type: Application
    Filed: May 22, 2003
    Publication date: February 12, 2004
    Inventors: Hermann Putter, Andreas Fischer
  • Patent number: 5571400
    Abstract: The invention relates to a process for the electrosynthesis of an aldehyde of the formula (I)R.sup.1 --CHO (I)in which R.sup.1 is an aryl or alkyl radical, by electrolysis of an organic halide of the formula (II)R.sup.1 --Hal (II)in which Hal is chlorine or bromineand of an N,N-disubstituted formamide of the formula (III) ##STR1## in which R.sup.2 and R.sup.3 are alkyl or aryl in a cell which is equipped with electrodes and has a chamber, the anode being self-consuming and being composed of a reducing metal, wherein the cathode is composed of lead.
    Type: Grant
    Filed: August 16, 1995
    Date of Patent: November 5, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Thomas Karcher