High voltage redox shuttles, method for making high voltage redox shuttles
Abstract
The invention provides a method for producing a molecule capable of undergoing reduction-oxidation when subjected to a voltage potential, the method comprising phosphorylating hydroquinone to create a first intermediate; rearranging the first intermediate to an aryl-bis-(phosphonate) thereby creating a second intermediate comprising phosphorous alkoxy groups; alkylating (e.g., methylating) the second intermediate; converting the alkoxy groups to halides; and substituting the halides to alkyl or aryl groups. Also provided is a system for preventing overcharge in a Lithium-ion battery, the method comprising a mixture of a redox shuttle with electrolyte in the battery such that the shuttle comprises between about 10 and about 20 weight percent of the mixture.
- Inventors:
- Issue Date:
- Research Org.:
- Argonne National Laboratory (ANL), Argonne, IL (United States)
- Sponsoring Org.:
- USDOE
- OSTI Identifier:
- 1459568
- Patent Number(s):
- 10008743
- Application Number:
- 14/171,556
- Assignee:
- UCHICAGO ARGONNE, LLC (Chicago, IL)
- Patent Classifications (CPCs):
-
C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07F - ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
H - ELECTRICITY H01 - BASIC ELECTRIC ELEMENTS H01M - PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- DOE Contract Number:
- AC02-06CH11357
- Resource Type:
- Patent
- Resource Relation:
- Patent File Date: 2014 Feb 03
- Country of Publication:
- United States
- Language:
- English
Citation Formats
Krumdick, Gregory K., Dzwiniel, Trevor L., and Pupek, Krzysztof. High voltage redox shuttles, method for making high voltage redox shuttles. United States: N. p., 2018.
Web.
Krumdick, Gregory K., Dzwiniel, Trevor L., & Pupek, Krzysztof. High voltage redox shuttles, method for making high voltage redox shuttles. United States.
Krumdick, Gregory K., Dzwiniel, Trevor L., and Pupek, Krzysztof. Tue .
"High voltage redox shuttles, method for making high voltage redox shuttles". United States. https://www.osti.gov/servlets/purl/1459568.
@article{osti_1459568,
title = {High voltage redox shuttles, method for making high voltage redox shuttles},
author = {Krumdick, Gregory K. and Dzwiniel, Trevor L. and Pupek, Krzysztof},
abstractNote = {The invention provides a method for producing a molecule capable of undergoing reduction-oxidation when subjected to a voltage potential, the method comprising phosphorylating hydroquinone to create a first intermediate; rearranging the first intermediate to an aryl-bis-(phosphonate) thereby creating a second intermediate comprising phosphorous alkoxy groups; alkylating (e.g., methylating) the second intermediate; converting the alkoxy groups to halides; and substituting the halides to alkyl or aryl groups. Also provided is a system for preventing overcharge in a Lithium-ion battery, the method comprising a mixture of a redox shuttle with electrolyte in the battery such that the shuttle comprises between about 10 and about 20 weight percent of the mixture.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {2018},
month = {6}
}
Works referenced in this record:
Process for the methylation of hydroxybenzene derivatives
patent, December 1977
- Findlay, David M.
- US Patent Document 4,065,504
Lithium based compounds useful as electrodes and method for preparing same
patent, January 1999
- Dahn, Jeffrey R.; Zheng, Tao
- US Patent Document 5,858,324
Nickel--containing compounds useful as electrodes and method for preparing same
patent, May 1999
- Dahn, Jeffrey R.; Zheng, Tao
- US Patent Document 5,900,385
Hydrocarbon treatment of carbonaceous materials
patent, November 2000
- Dahn, Jeffery R.; Buiel, Eddie R. P.
- US Patent Document 6,143,268
Lithium-ion batteries
patent, January 2004
- Obrovac, Mark N.; Dahn, Jeffrey R.
- US Patent Document 6,680,145
Cathode compositions for lithium-ion batteries
patent, November 2005
- Lu, Zhonghua; Dahn, Jeffrey R.
- US Patent Document 6,964,828
Cathode compositions for lithium-ion batteries
patent, July 2006
- Lu, Zhonghua; Dahn, Jeffrey R.
- US Patent Document 7,078,128
Solid state synthesis of lithium ion battery cathode material
patent, May 2007
- Eberman, Kevin W.; Scanlan, Jerome E.; Goodbrake, Chris J.
- US Patent Document 7,211,237
Cathode compositions for lithium-ion batteries
patent-application, February 2003
- Lu, Zhonghua; Dahn, Jeffrey R.
- US Patent Application 09/845178; 20030027048
Cathode composition for rechargeable lithium battery
patent-application, June 2004
- Le, Dinh Ba
- US Patent Application 10/328563; 20040121234
Method of producing lithium ion cathode materials
patent-application, September 2004
- Dahn, Jeffrey R.; Jouanneau, Severine; Eberman, Kevin W.
- US Patent Application 10/757645; 20040179993
Diode laser array beam homogenizer
patent-application, March 2006
- Karlsen, Scott R.; Crum, Trevor Radley
- US Patent Application 10/932719; 20060045144
Redox shuttles for lithium ion batteries
patent-application, December 2011
- Weng, Wei; Zhang, Zhengcheng; Amine, Khalil
- US Patent Application 13/113499; 20110294017
Phosphonated poly(arylene ether)s as potential high temperature proton conducting materials
journal, September 2011
- Abouzari-Lotf, Ebrahim; Ghassemi, Hossein; Shockravi, Abbas
- Polymer, Vol. 52, Issue 21, p. 4709-4717