Polyether-functionalized redox shuttle additives for lithium ion batteries
Abstract
Compounds may have general Formula I, II, or III: ##STR00001## where R.sup.1, R.sup.2, R.sup.3, and R.sup.4 are independently H, F, Cl, Br, CN, NO.sub.2, a alkyl group, a haloalkyl group, a phosphate group, a polyether group; or R.sup.1 and R.sup.2, or R.sup.3 and R.sup.4, or R.sup.2 and R.sup.3 (in the case of Formula II) may join together to form a fused ring on the benzene ring; and X and Z are independently a group of Formula A: ##STR00002## where R.sup.5 and R.sup.6 and R.sup.7 are independently H, F, Cl, Br, CN, NO.sub.2, a alkyl group, a haloalkyl group, a phosphate group, or a polyether group; R.sup.7 is H, F, Cl, Br, CN, NO.sub.2, a alkyl group, a haloalkyl group, a phosphate group, or a polyether group; n is an integer from 1 to 8; and m is an integer from 1 to 13. Such compounds may be used as redox shuttles in electrolytes for use in electrochemical cells, batteries and electronic devices.
- Inventors:
- Issue Date:
- Research Org.:
- Argonne National Laboratory (ANL), Argonne, IL (United States)
- Sponsoring Org.:
- USDOE
- OSTI Identifier:
- 1531890
- Patent Number(s):
- 8609287
- Application Number:
- 13/114,452
- Assignee:
- UChicago Argonne, LLC (Chicago, IL)
- Patent Classifications (CPCs):
-
C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07C - ACYCLIC OR CARBOCYCLIC COMPOUNDS
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: 2011-05-24
- Country of Publication:
- United States
- Language:
- English
Citation Formats
Zhang, Zhengcheng, Zhang, Lu, and Amine, Khalil. Polyether-functionalized redox shuttle additives for lithium ion batteries. United States: N. p., 2013.
Web.
Zhang, Zhengcheng, Zhang, Lu, & Amine, Khalil. Polyether-functionalized redox shuttle additives for lithium ion batteries. United States.
Zhang, Zhengcheng, Zhang, Lu, and Amine, Khalil. Tue .
"Polyether-functionalized redox shuttle additives for lithium ion batteries". United States. https://www.osti.gov/servlets/purl/1531890.
@article{osti_1531890,
title = {Polyether-functionalized redox shuttle additives for lithium ion batteries},
author = {Zhang, Zhengcheng and Zhang, Lu and Amine, Khalil},
abstractNote = {Compounds may have general Formula I, II, or III: ##STR00001## where R.sup.1, R.sup.2, R.sup.3, and R.sup.4 are independently H, F, Cl, Br, CN, NO.sub.2, a alkyl group, a haloalkyl group, a phosphate group, a polyether group; or R.sup.1 and R.sup.2, or R.sup.3 and R.sup.4, or R.sup.2 and R.sup.3 (in the case of Formula II) may join together to form a fused ring on the benzene ring; and X and Z are independently a group of Formula A: ##STR00002## where R.sup.5 and R.sup.6 and R.sup.7 are independently H, F, Cl, Br, CN, NO.sub.2, a alkyl group, a haloalkyl group, a phosphate group, or a polyether group; R.sup.7 is H, F, Cl, Br, CN, NO.sub.2, a alkyl group, a haloalkyl group, a phosphate group, or a polyether group; n is an integer from 1 to 8; and m is an integer from 1 to 13. Such compounds may be used as redox shuttles in electrolytes for use in electrochemical cells, batteries and electronic devices.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {Tue Dec 17 00:00:00 EST 2013},
month = {Tue Dec 17 00:00:00 EST 2013}
}
Works referenced in this record:
Electrode compositions having improved cycling behavior
patent, December 2003
- Krause, Larry J.; Landucci, James R.; Eberman, Kevin W.
- US Patent Document 6,664,004
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
Diode laser array beam homogenizer
patent-application, March 2006
- Karlsen, Scott R.; Crum, Trevor Radley
- US Patent Application 10/932719; 20060045144
Amorphous electrode compositions
patent-application, July 2004
- Turner, Robert L.; Fredericksen, Brian D.; Krause, Larry J.
- US Patent Application 10/630501; 20040131936
Redox shuttle for rechargeable lithium-ion cell
patent-application, October 2005
- Dahn, Jeffrey; Chen, Jun; Buhrmester, Claudia
- US Patent Application 11/094927; 20050221196
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
Color photographic recording material
patent, August 1995
- Weber, Beate; Helling, Gunter; Geiger, Markus
- US Patent Document 5,441,862
Understanding the Stability of Aromatic Redox Shuttles for Overcharge Protection of Lithium-Ion Cells
journal, January 2006
- Chen, Zonghai; Wang, Qingzheng; Amine, K.
- Journal of The Electrochemical Society, Vol. 153, Issue 12
Electrode for a lithium battery
patent, March 2001
- Turner, Robert L.; McClure, Donald J.; Krause, Larry J.
- US Patent Document 6,203,944
Long life lithium batteries with stabilized electrodes
patent, June 2011
- Amine, Khalil; Kim, Jaekook; Vissers, Donald R.
- US Patent Document 7,968,235
Redox shuttle for overdischarge protection in rechargeable lithium-ion batteries
patent, January 2010
- Dahn, Jeffrey R.; Chen, Jun
- US Patent Document 7,648,801
Solid polymer electrolyte electrochemical storage cell containing a redox shuttle additive for overcharge protection
patent, December 1999
- Richardson, Thomas; Ross, Philip
- US Patent Document 6,004,698
Long life lithium batteries with stabilized electrodes
patent-application, January 2005
- Amine, Khalil; Kim, Jaekook; Vissers, Donald R.
- US Patent Application 10/857365; 20050019670
Cathode compositions for lithium-ion batteries
patent-application, February 2003
- Lu, Zhonghua; Dahn, Jeffrey R.
- US Patent Application 09/845178; 20030027048
Nonaqueous electrolytic solution and lithium secondary batteries
patent-application, June 2004
- Abe, Koji; Matsumori, Yasuo; Ueki, Akira
- US Patent Application 10/466913; 20040121239
Redox shuttle for overdischarge protection in rechargeable lithium-ion batteries
patent-application, October 2005
- Dahn, Jeffrey; Chen, Jun
- US Patent Application 11/095185; 20050221168
High-Potential Redox Shuttle for Use in Lithium-Ion Batteries
journal, January 2009
- Moshurchak, L. M.; Lamanna, W. M.; Bulinski, Mike
- Journal of The Electrochemical Society, Vol. 156, Issue 4, p. A309-A312
Cathode compositions for lithium-ion batteries
patent, November 2005
- Lu, Zhonghua; Dahn, Jeffrey R.
- US Patent Document 6,964,828
Long life lithium batteries with stabilized electrodes
patent, March 2009
- Amine, Khalil; Liu, Jun; Vissers, Donald R.
- US Patent Document 7,507,503
Bifunctional electrolyte additive for lithium-ion batteries
journal, April 2007
- Chen, Zonghai; Amine, K.
- Electrochemistry Communications, Vol. 9, Issue 4, p. 703-707
Electrolyte for lithium battery and lithium battery comprising same
patent-application, September 2007
- Kim, Jun-Ho; Lee, Ha-Young; Choy, Sang-Hoon
- US Patent Application 11/714197; 20070212614
Electrolyte for a rechargeable cell
patent, May 2002
- Lain, Michael Jonathan; Neat, Robin J.
- US Patent Document 6,387,571
Cathode composition for rechargeable lithium battery
patent-application, June 2004
- Le, Dinh Ba
- US Patent Application 10/328563; 20040121234
Chemical Overcharge and Overdischarge Protection for Lithium-Ion Batteries
journal, January 2005
- Chen, Jun; Buhrmester, Claudia; Dahn, J. R.
- Electrochemical and Solid-State Letters, Vol. 8, Issue 1
Grain boundary materials as electrodes for lithium ion cells
patent-application, November 2003
- Dahn, Jeffrey R.; Beaulieu, Luc Y.J.; Larcher, Dominique C.
- US Patent Application 10/169226; 20030211390
N-oxide redox shuttles for rechargeable lithium-ion cell
patent-application, November 2006
- Dahn, Jeffrey R.; Buhrmester, Claudia
- US Patent Application 11/130849; 20060263695
Lithium-ion batteries
patent, January 2004
- Obrovac, Mark N.; Dahn, Jeffrey R.
- US Patent Document 6,680,145
Redox shuttles for safer lithium-ion batteries
journal, October 2009
- Chen, Zonghai; Qin, Yan; Amine, Khalil
- Electrochimica Acta, Vol. 54, Issue 24, p. 5605-5613
Non-aqueous electrolyte and lithium secondary battery using the same
patent, January 2003
- Hamamoto, Toshikazu; Abe, Koji; Matsumori, Yasuo
- US Patent Document 6,503,662
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
Non-aqueous electrolyte secondary battery
patent, January 1998
- Shimizu, Ryuichi
- US Patent Document 5,709,968
Redbox shuttles for high voltage cathodes
patent-application, November 2009
- Lamanna, William M.; Bulinski, Michael J.; Dahn, Jeffrey R.
- US Patent Application 12/366002; 20090286162
Electrode compositions with high coulombic efficiencies
patent, August 2002
- Turner, Robert L.; McClure, Donald J.; Krause, Larry J.
- US Patent Document 6,436,578
Cathode compositions for lithium-ion batteries
patent, July 2006
- Lu, Zhonghua; Dahn, Jeffrey R.
- US Patent Document 7,078,128
Overcharge protection systems for rechargeable batteries
patent, March 1999
- Visco, Steven J.; Chu, May-Ying; De Jonghe, Lutgard C.
- US Patent Document 5,882,812
Electrolyte for lithium battery and lithium battery comprising same
patent, November 2009
- Kim, Jun Ho; Lee, Ha-Young; Choy, Sang Hoon
- US Patent Document 7,618,749
Electrochemical storage cell containing a substituted anisole or di-anisole redox shuttle additive for overcharge protection and suitable for use in liquid organic and solid polymer electrolytes
patent, April 2000
- Kerr, John B.; Tian, Minmin
- US Patent Document 6,045,952
Chemical overcharge protection of lithium and lithium-ion secondary batteries
patent, January 1999
- Abraham, Kuzhikalail M.; Rohan, James Francis; Foo, Conrad C.
- US Patent Document 5,858,573
Non-aqueous electrolyte secondary cell having shuttle agent
patent, June 1998
- Adachi, Momoe
- US Patent Document 5,763,119
Novel redox shuttles for overcharge protection of lithium batteries
patent-application, September 2006
- Amine, Khalil; Chen, Zonghai; Wang, Qingzheng
- US Patent Document 11/366891; 20060199080
Multi-phase, silicon-containing electrode for a lithium-ion battery
patent-application, February 2005
- Christensen, Leif; Obrovac, Mark N.; Le, Dinh B.
- US Patent Application 10/637412; 20050031957
Anode composition for lithium ion battery
patent-application, March 2006
- Obrovac, Mark N.
- US Patent Application 10/962703; 20060046144
Amorphous electrode compositions
patent, March 2004
- Turner, Robert L.; Fredericksen, Brian D.; Krause, Larry J.
- US Patent Document 6,699,336
Overcharge protection for electrochemical cells
patent-application, March 2007
- Chen, Zonghai; Amine, Khalil
- US Patent Document 11/520564; 20070072085
Segmented polyethylene oxides: A new class of polyethers prepared via melt transetherification
journal, January 2001
- Jayakannan, M.; Ramakrishnan, S.
- Journal of Polymer Science Part A: Polymer Chemistry, Vol. 39, Issue 10
Hydrocarbon treatment of carbonaceous materials
patent, November 2000
- Dahn, Jeffery R.; Buiel, Eddie R. P.
- US Patent Document 6,143,268
Electrode material and compositions including same
patent, July 2001
- Turner, Robert L.
- US Patent Document 6,255,017
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
Works referencing / citing this record:
Redox shuttles for high voltage cathodes
patent, March 2015
- Zhang, Lu; Zhang, Zhengcheng; Amine, Khalil
- US Patent Document 8,968,940