Imidazoles and imidazolium cations with exceptional alkaline stability
Abstract
The invention provides: imidazole and imidazolium compounds of formulas (I) and (II): polymers containing a plurality of imidazolium-containing repeating units of formula (III′): and membranes and devices comprising the polymers. Also provided are methods of making the inventive compounds and polymers.
- Inventors:
- Issue Date:
- Research Org.:
- Cornell Univ., Ithaca, NY (United States)
- Sponsoring Org.:
- USDOE
- OSTI Identifier:
- 1892592
- Patent Number(s):
- 11242432
- Application Number:
- 15/566,595
- Assignee:
- Cornell University (Ithaca, NY)
- Patent Classifications (CPCs):
-
B - PERFORMING OPERATIONS B01 - PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL B01D - SEPARATION
C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07D - HETEROCYCLIC COMPOUNDS
- DOE Contract Number:
- SC0001086
- Resource Type:
- Patent
- Resource Relation:
- Patent File Date: 04/14/2016
- Country of Publication:
- United States
- Language:
- English
Citation Formats
Coates, Geoffrey W., and Hugar, Kristina M. Imidazoles and imidazolium cations with exceptional alkaline stability. United States: N. p., 2022.
Web.
Coates, Geoffrey W., & Hugar, Kristina M. Imidazoles and imidazolium cations with exceptional alkaline stability. United States.
Coates, Geoffrey W., and Hugar, Kristina M. Tue .
"Imidazoles and imidazolium cations with exceptional alkaline stability". United States. https://www.osti.gov/servlets/purl/1892592.
@article{osti_1892592,
title = {Imidazoles and imidazolium cations with exceptional alkaline stability},
author = {Coates, Geoffrey W. and Hugar, Kristina M.},
abstractNote = {The invention provides: imidazole and imidazolium compounds of formulas (I) and (II): polymers containing a plurality of imidazolium-containing repeating units of formula (III′): and membranes and devices comprising the polymers. Also provided are methods of making the inventive compounds and polymers.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {Tue Feb 08 00:00:00 EST 2022},
month = {Tue Feb 08 00:00:00 EST 2022}
}
Works referenced in this record:
Improving the Alkaline Stability of Imidazolium Cations by Substitution
journal, July 2014
- Dong, Huilong; Gu, Fenglou; Li, Min
- ChemPhysChem, Vol. 15, Issue 14
Preparation of Substituted Imidazoles
patent, April 1965
- Erner, William E.
- US Patent Document 3.177,223
Boehmite nanoparticles, an efficient green catalyst for the multi-component synthesis of highly substituted imidazoles
journal, October 2013
- Keivanloo, Ali; Bakherad, Mohammad; Imanifar, Elahe
- Applied Catalysis A: General, Vol. 467
Thermally Cross-Linked Anion Exchange Membranes from Solvent Processable Isoprene Containing Ionomers
journal, January 2015
- Tsai, Tsung-Han; Ertem, S. Piril; Maes, Ashley M.
- Macromolecules, Vol. 48, Issue 3
Alkaline imidazolium- and quaternary ammonium-functionalized anion exchange membranes for alkaline fuel cell applications
journal, January 2012
- Qiu, Bo; Lin, Bencai; Qiu, Lihua
- Journal of Materials Chemistry, Vol. 22, Issue 3, p. 1040-1045
Imidazolium Cations with Exceptional Alkaline Stability: A Systematic Study of Structure–Stability Relationships
journal, July 2015
- Hugar, Kristina M.; Kostalik, Henry A.; Coates, Geoffrey W.
- Journal of the American Chemical Society, Vol. 137, Issue 27
Anion-Conducting Polymer
patent-application, March 2015
- Thomas, Owen; Holdcroft, Steven; Wright, Andrew
- US Patent Application 14/385,115; 2015/0073063 Al
Hydroxide Degradation Pathways for Imidazolium Cations: A DFT Study
journal, May 2014
- Long, Hai; Pivovar, Bryan
- The Journal of Physical Chemistry C, Vol. 118, Issue 19
Relative Chemical Stability of Imidazolium-Based Alkaline Anion Exchange Polymerized Ionic Liquids
journal, November 2011
- Ye, Yuesheng; Elabd, Yossef A.
- Macromolecules, Vol. 44, Issue 21
Liquid crystalline polyester and method for producing the same
patent, January 2003
- Okamoto, Satoshi; Hirakawa, Manabu
- US Patent Document 6,512,079
ChemInform Abstract: ACID-CATALYZED FORMATION OF IMIDAZOLES FROM 2H-AZIRINES OR VINYLAZIDES AND NITRILES
journal, May 1978
- Bader, H.; Hansen, H. -J.
- Chemischer Informationsdienst, Vol. 9, Issue 18
Relationships between Structure and Alkaline Stability of Imidazolium Cations for Fuel Cell Membrane Applications
journal, January 2014
- Price, Samuel C.; Williams, Kristen S.; Beyer, Frederick L.
- ACS Macro Letters, Vol. 3, Issue 2
Ni(ii )–salt catalyzed activation of primary amine-sp3Cα–H and cyclization with 1,2-diketone to tetrasubstituted imidazoles
journal, January 2014
- Samanta, Srikanta; Roy, Dipanwita; Khamarui, Saikat
- Chem. Commun., Vol. 50, Issue 19
Use of quaternized polymerizates containing units of vinyl imidazol as a color fixing and color transfer inhibiting additive to detergent post-treatment agents and detergents
patent, December 2000
- Bockh, Dieter; Jager, Hans-Ulrich; Lux, Jurgen Alfred
- US Patent Document 6,165,969
Imidazole und 1-Imidazolamine aus α-Acylaminoketiminen und α-Acylaminohydrazonen
journal, December 1978
- Engel, Norbert; Steglich, Wolfgang
- Justus Liebigs Annalen der Chemie, Vol. 1978, Issue 12
Azolium Ionomer Derivatives of Halogenated Polymers
patent-application, June 2012
- Parent, J. Scott; Whitney, Ralph A.
- US Patent Application 13/315,975; 2012/0157579 Al
Use of cationic copolymers of unsaturated acids and N-vinylimidazolium salts in cosmetic hair formulations
patent, March 2002
- Dieing, Reinhold; Hossel, Peter; Sanner, Axel
- US Patent Document 6,355,231
Synthesis, Properties, and Structures of Salts with the Reineckate Anion, [CrIII(NCS)4(NH3)2]-, and Large Organic Cations
journal, May 2011
- Peppel, Tim; Schmidt, Christin; Köckerling, Martin
- Zeitschrift für anorganische und allgemeine Chemie, Vol. 637, Issue 10
New Polyethylene Based Anion Exchange Membranes (PE–AEMs) with High Ionic Conductivity
journal, August 2011
- Zhang, Min; Kim, Hyung Kyu; Chalkova, Elena
- Macromolecules, Vol. 44, Issue 15
Imidazole-Containing Polymer Membranes and Methods of Use
patent-application, May 2014
- Bara, Jason E.; Shannon, Matthew S.
- US Patent Application 14/080,836; 2014/0130416 Al
Effects of Substituents and Substitution Positions on Alkaline Stability of Imidazolium Cations and Their Corresponding Anion-Exchange Membranes
journal, March 2014
- Si, Zhihong; Qiu, Lihua; Dong, Huilong
- ACS Applied Materials & Interfaces, Vol. 6, Issue 6
Ring-opening metathesis polymerization of 8-membered cyclic olefins
journal, January 2014
- Martinez, Henry; Ren, Ning; Matta, Megan E.
- Polymer Chemistry, Vol. 5, Issue 11
Quaternised polybenzimidazole
patent, December 2015
- Kharul, Ulhas Kanhaiyalal; Kumbharkar, Santosh Chandrakant; Bhavsar, Rupesh Sudhakar
- US Patent Document 9,200,118
Stabilizing the Imidazolium Cation in Hydroxide-Exchange Membranes for Fuel Cells
journal, August 2013
- Wang, Junhua; Gu, Shuang; Kaspar, Robert B.
- ChemSusChem, Vol. 6, Issue 11
Organic Light Emitting Materials and Devices
patent-application, January 2006
- Lin, Chun; Ma, Bin; Knowles, David B.
- US Patent Application 10/886098; 20060008670
Continuous Synthesis of Tri- and Tetrasubstituted Imidazolesvia a Multicomponent Reaction under Microreactor Conditions
journal, June 2006
- Acke, Davy R. J.; Orru, Romano V. A.; Stevens, Christian V.
- QSAR & Combinatorial Science, Vol. 25, Issue 5-6
Cyclic phosphoric acid catalyzed one-pot, four-component synthesis of 1,2,4,5-tetrasubstituted imidazoles
journal, January 2012
- Wang, Xiang Bo; He, Lin; Jian, Teng Yue
- Chinese Chemical Letters, Vol. 23, Issue 1
Efficient library synthesis of imidazoles using a multicomponent reaction and microwave irradiation
journal, February 2006
- Gelens, E.; Kanter, F. J. J. De; Schmitz, R. F.
- Molecular Diversity, Vol. 10, Issue 1