DOE PAGES title logo U.S. Department of Energy
Office of Scientific and Technical Information

Title: Nitrogen-doped carbons derived from poly(ionic liquid)s with various backbones and cations

Abstract

In this study, poly(ionic liquid)s (PILs) with various backbone/cation pairings (backbones - ethyl methacrylate, styrene; covalently attached cations - butylimidazolium, trimethylammonium, butylpyrrolidinium) were successfully synthesized as carbon precursors. Pyrolysis of PILs produced carbons with sheet-like structures with a metallic luster in contrast to the powder form of carbons produced from polyacrylonitrile. The results also show that cation type has a significant impact on surface area, graphitic content, graphitic nitrogen content, nitrogen retention, carbon yield and surface chemistry of the PIL-derived carbons. The design of nitrogen-doped carbons based on a diverse set of PILs with various cation and polymer backbone chemistries may be an effective strategy to optimize carbon properties for subsequent application in energy storage devices.

Authors:
 [1];  [2];  [3]; ORCiD logo [1]
  1. Texas A & M Univ., College Station, TX (United States)
  2. National Renewable Energy Lab. (NREL), Golden, CO (United States)
  3. Univ. of Tennessee, Knoxville, TN (United States)
Publication Date:
Research Org.:
National Renewable Energy Lab. (NREL), Golden, CO (United States)
Sponsoring Org.:
USDOE Office of Energy Efficiency and Renewable Energy (EERE)
OSTI Identifier:
1544536
Report Number(s):
NREL/JA-5900-74350
Journal ID: ISSN 0959-8103
Grant/Contract Number:  
AC36-08GO28308
Resource Type:
Accepted Manuscript
Journal Name:
Polymer International
Additional Journal Information:
Journal Volume: 68; Journal Issue: 9; Journal ID: ISSN 0959-8103
Publisher:
Society of Chemical Industry
Country of Publication:
United States
Language:
English
Subject:
36 MATERIALS SCIENCE; ionic liquid; polymer; carbon; nitrogen; graphitic; capacitor; battery

Citation Formats

Sun, Rui, Meek, Kelly M., Ho, Hoi Chun, and Elabd, Yossef A. Nitrogen-doped carbons derived from poly(ionic liquid)s with various backbones and cations. United States: N. p., 2019. Web. doi:10.1002/pi.5864.
Sun, Rui, Meek, Kelly M., Ho, Hoi Chun, & Elabd, Yossef A. Nitrogen-doped carbons derived from poly(ionic liquid)s with various backbones and cations. United States. https://doi.org/10.1002/pi.5864
Sun, Rui, Meek, Kelly M., Ho, Hoi Chun, and Elabd, Yossef A. Fri . "Nitrogen-doped carbons derived from poly(ionic liquid)s with various backbones and cations". United States. https://doi.org/10.1002/pi.5864. https://www.osti.gov/servlets/purl/1544536.
@article{osti_1544536,
title = {Nitrogen-doped carbons derived from poly(ionic liquid)s with various backbones and cations},
author = {Sun, Rui and Meek, Kelly M. and Ho, Hoi Chun and Elabd, Yossef A.},
abstractNote = {In this study, poly(ionic liquid)s (PILs) with various backbone/cation pairings (backbones - ethyl methacrylate, styrene; covalently attached cations - butylimidazolium, trimethylammonium, butylpyrrolidinium) were successfully synthesized as carbon precursors. Pyrolysis of PILs produced carbons with sheet-like structures with a metallic luster in contrast to the powder form of carbons produced from polyacrylonitrile. The results also show that cation type has a significant impact on surface area, graphitic content, graphitic nitrogen content, nitrogen retention, carbon yield and surface chemistry of the PIL-derived carbons. The design of nitrogen-doped carbons based on a diverse set of PILs with various cation and polymer backbone chemistries may be an effective strategy to optimize carbon properties for subsequent application in energy storage devices.},
doi = {10.1002/pi.5864},
journal = {Polymer International},
number = 9,
volume = 68,
place = {United States},
year = {Fri May 31 00:00:00 EDT 2019},
month = {Fri May 31 00:00:00 EDT 2019}
}

Journal Article:
Free Publicly Available Full Text
Publisher's Version of Record

Citation Metrics:
Cited by: 3 works
Citation information provided by
Web of Science

Save / Share:

Works referenced in this record:

Review on recent advances in nitrogen-doped carbons: preparations and applications in supercapacitors
journal, January 2016

  • Deng, Yuanfu; Xie, Ye; Zou, Kaixiang
  • Journal of Materials Chemistry A, Vol. 4, Issue 4
  • DOI: 10.1039/C5TA08620E

Ionic-liquid materials for the electrochemical challenges of the future
journal, July 2009

  • Armand, Michel; Endres, Frank; MacFarlane, Douglas R.
  • Nature Materials, Vol. 8, Issue 8, p. 621-629
  • DOI: 10.1038/nmat2448

Correlating backbone-to-backbone distance to ionic conductivity in amorphous polymerized ionic liquids
journal, December 2011

  • la Cruz, David Salas-de; Green, Matthew D.; Ye, Yuesheng
  • Journal of Polymer Science Part B: Polymer Physics, Vol. 50, Issue 5
  • DOI: 10.1002/polb.23019

Nitrogen-Doped Carbon Nanotube Arrays with High Electrocatalytic Activity for Oxygen Reduction
journal, February 2009


Alkaline Chemical Stability and Ion Transport in Polymerized Ionic Liquids with Various Backbones and Cations
journal, April 2016


Electrochemically Active Nitrogen-Enriched Nanocarbons with Well-Defined Morphology Synthesized by Pyrolysis of Self-Assembled Block Copolymer
journal, September 2012

  • Zhong, Mingjiang; Kim, Eun Kyung; McGann, John P.
  • Journal of the American Chemical Society, Vol. 134, Issue 36
  • DOI: 10.1021/ja304352n

Quantum chemical aided prediction of the thermal decomposition mechanisms and temperatures of ionic liquids
journal, December 2007


Nitrogen-doped carbon fibers and membranes by carbonization of electrospun poly(ionic liquid)s
journal, January 2011

  • Yuan, Jiayin; Márquez, Alfonso García; Reinacher, Jochen
  • Polymer Chemistry, Vol. 2, Issue 8
  • DOI: 10.1039/c1py00196e

Anion exchanged polymerized ionic liquids: High free volume single ion conductors
journal, March 2011


Nitrogen-Enriched Nonporous Carbon Electrodes with Extraordinary Supercapacitance
journal, June 2009

  • Hulicova-Jurcakova, Denisa; Kodama, Masaya; Shiraishi, Soshi
  • Advanced Functional Materials, Vol. 19, Issue 11
  • DOI: 10.1002/adfm.200801100

Polymerized ionic liquid block copolymers for electrochemical energy
journal, January 2015

  • Meek, Kelly M.; Elabd, Yossef A.
  • Journal of Materials Chemistry A, Vol. 3, Issue 48
  • DOI: 10.1039/C5TA07170D

Sulfur and Nitrogen Dual-Doped Mesoporous Graphene Electrocatalyst for Oxygen Reduction with Synergistically Enhanced Performance
journal, October 2012

  • Liang, Ji; Jiao, Yan; Jaroniec, Mietek
  • Angewandte Chemie International Edition, Vol. 51, Issue 46
  • DOI: 10.1002/anie.201206720

The Large Electrochemical Capacitance of Microporous Doped Carbon Obtained by Using a Zeolite Template
journal, July 2007

  • Ania, C. O.; Khomenko, V.; Raymundo-Piñero, E.
  • Advanced Functional Materials, Vol. 17, Issue 11
  • DOI: 10.1002/adfm.200600961

Polymerizable ionic liquid as a precursor for N, P co-doped carbon toward the oxygen reduction reaction
journal, January 2018

  • Gao, Jian; He, Chongchong; Liu, Jianguo
  • Catalysis Science & Technology, Vol. 8, Issue 4
  • DOI: 10.1039/C7CY02268A

Surface functional groups of carbons and the effects of their chemical character, density and accessibility to ions on electrochemical performance
journal, September 2008


On a Theory of the van der Waals Adsorption of Gases
journal, July 1940

  • Brunauer, Stephen; Deming, Lola S.; Deming, W. Edwards
  • Journal of the American Chemical Society, Vol. 62, Issue 7
  • DOI: 10.1021/ja01864a025

Functional Carbon Materials From Ionic Liquid Precursors
journal, March 2012

  • Paraknowitsch, Jens Peter; Thomas, Arne
  • Macromolecular Chemistry and Physics, Vol. 213, Issue 10-11
  • DOI: 10.1002/macp.201100573

Mesoporous nitrogen-rich carbons derived from protein for ultra-high capacity battery anodes and supercapacitors
journal, January 2013

  • Li, Zhi; Xu, Zhanwei; Tan, Xuehai
  • Energy & Environmental Science, Vol. 6, Issue 3
  • DOI: 10.1039/c2ee23599d

A Controllable Synthesis of Rich Nitrogen-Doped Ordered Mesoporous Carbon for CO 2 Capture and Supercapacitors
journal, December 2012

  • Wei, Jing; Zhou, Dandan; Sun, Zhenkun
  • Advanced Functional Materials, Vol. 23, Issue 18
  • DOI: 10.1002/adfm.201202764

High temperature oxidative resistance of polyacrylonitrile-methylmethacrylate copolymer powder converting to a carbonized monolith
journal, January 2012


Direct preparation of mesoporous carbon by pyrolysis of poly(acrylonitrile-b-methylmethacrylate) diblock copolymer
journal, January 2011

  • Nguyen, Chi Thanh; Kim, Dong-Pyo
  • Journal of Materials Chemistry, Vol. 21, Issue 37
  • DOI: 10.1039/c1jm10920k

Nitrogen-Doped Porous Carbons As Electrode Materials for High-Performance Supercapacitor and Dye-Sensitized Solar Cell
journal, August 2015

  • Wang, Lan; Gao, Zhiyong; Chang, Jiuli
  • ACS Applied Materials & Interfaces, Vol. 7, Issue 36
  • DOI: 10.1021/acsami.5b05790

Doping carbons beyond nitrogen: an overview of advanced heteroatom doped carbons with boron, sulphur and phosphorus for energy applications
journal, January 2013

  • Paraknowitsch, Jens Peter; Thomas, Arne
  • Energy & Environmental Science, Vol. 6, Issue 10
  • DOI: 10.1039/c3ee41444b

Protic Ionic Liquids and Salts as Versatile Carbon Precursors
journal, January 2014

  • Zhang, Shiguo; Miran, Muhammed Shah; Ikoma, Ai
  • Journal of the American Chemical Society, Vol. 136, Issue 5
  • DOI: 10.1021/ja411981c

Application of ionic liquids as solvents for polymerization processes
journal, January 2004


Ionic Liquids as Precursors for Nitrogen-Doped Graphitic Carbon
journal, January 2010

  • Paraknowitsch, Jens Peter; Zhang, Jian; Su, Dangsheng
  • Advanced Materials, Vol. 22, Issue 1
  • DOI: 10.1002/adma.200900965

Carbon materials for supercapacitor application
journal, January 2007

  • Frackowiak, Elzbieta
  • Physical Chemistry Chemical Physics, Vol. 9, Issue 15
  • DOI: 10.1039/b618139m

Ionic Liquid Based Approaches to Carbon Materials Synthesis: Ionic Liquid Based Approaches to Carbon Materials Synthesis
journal, October 2014

  • Xie, Zai-Lai; Su, Dang Sheng
  • European Journal of Inorganic Chemistry, Vol. 2015, Issue 7
  • DOI: 10.1002/ejic.201402607

In Situ Attenuated Total Reflection Infrared Spectroscopy of Imidazolium-Based Room-Temperature Ionic Liquids under “Supercritical” CO 2
journal, January 2009

  • Seki, Tsunetake; Grunwaldt, Jan-Dierk; Baiker, Alfons
  • The Journal of Physical Chemistry B, Vol. 113, Issue 1
  • DOI: 10.1021/jp800424d

Low fractions of ionic liquid or poly(ionic liquid) can activate polysaccharide biomass into shaped, flexible and fire-retardant porous carbons
journal, January 2013

  • Men, Yongjun; Siebenbürger, Miriam; Qiu, Xunlin
  • Journal of Materials Chemistry A, Vol. 1, Issue 38
  • DOI: 10.1039/c3ta12302b

Facile Ionothermal Synthesis of Microporous and Mesoporous Carbons from Task Specific Ionic Liquids
journal, April 2009

  • Lee, Je Seung; Wang, Xiqing; Luo, Huimin
  • Journal of the American Chemical Society, Vol. 131, Issue 13
  • DOI: 10.1021/ja900686d

Ionic liquids and derived materials for lithium and sodium batteries
journal, January 2018

  • Yang, Qiwei; Zhang, Zhaoqiang; Sun, Xiao-Guang
  • Chemical Society Reviews, Vol. 47, Issue 6
  • DOI: 10.1039/C7CS00464H

Fast Conversion of Ionic Liquids and Poly(Ionic Liquid)s into Porous Nitrogen-Doped Carbons in Air
journal, April 2016

  • Men, Yongjun; Ambrogi, Martina; Han, Baohang
  • International Journal of Molecular Sciences, Vol. 17, Issue 4
  • DOI: 10.3390/ijms17040532

Nitrogen-doped porous carbon nanosheets derived from poly(ionic liquid)s: hierarchical pore structures for efficient CO 2 capture and dye removal
journal, January 2016

  • Gong, Jiang; Lin, Huijuan; Antonietti, Markus
  • Journal of Materials Chemistry A, Vol. 4, Issue 19
  • DOI: 10.1039/C6TA01945E

Supercapacitors Prepared from Melamine-Based Carbon
journal, March 2005

  • Hulicova, Denisa; Yamashita, Junya; Soneda, Yasushi
  • Chemistry of Materials, Vol. 17, Issue 5
  • DOI: 10.1021/cm049337g

Electrocatalytic Activity of Ionic-Liquid-Derived Porous Carbon Materials for the Oxygen Reduction Reaction
journal, February 2018

  • Zdolšek, Nikola; Dimitrijević, Aleksandra; Bendová, Magdalena
  • ChemElectroChem, Vol. 5, Issue 7
  • DOI: 10.1002/celc.201701369

A novel polymeric precursor for micro/mesoporous nitrogen-doped carbons
journal, January 2013

  • Zhao, Qiang; Fellinger, Tim-Patrick; Antonietti, Markus
  • Journal of Materials Chemistry A, Vol. 1, Issue 16
  • DOI: 10.1039/c3ta10291b

Nitrogen-Doped Graphene for High-Performance Ultracapacitors and the Importance of Nitrogen-Doped Sites at Basal Planes
journal, June 2011

  • Jeong, Hyung Mo; Lee, Jung Woo; Shin, Weon Ho
  • Nano Letters, Vol. 11, Issue 6
  • DOI: 10.1021/nl2009058

Ionic Liquid Monomers and Polymers as Precursors of Highly Conductive, Mesoporous, Graphitic Carbon Nanostructures
journal, September 2010

  • Yuan, Jiayin; Giordano, Cristina; Antonietti, Markus
  • Chemistry of Materials, Vol. 22, Issue 17
  • DOI: 10.1021/cm1012729

Density functional theory calculations of XPS binding energy shift for nitrogen-containing graphene-like structures
journal, January 2013

  • Artyushkova, K.; Kiefer, B.; Halevi, B.
  • Chemical Communications, Vol. 49, Issue 25
  • DOI: 10.1039/c3cc40324f

Effects of electrospun polyacrylonitrile-based carbon nanofibers as catalyst support in PEMFC
journal, January 2009

  • Park, Jae-Hyun; Ju, Young-Wan; Park, Seok-Hwan
  • Journal of Applied Electrochemistry, Vol. 39, Issue 8
  • DOI: 10.1007/s10800-009-9787-4

Catalysis in Ionic Liquids
journal, June 2007

  • Pârvulescu, Vasile I.; Hardacre, Christopher
  • Chemical Reviews, Vol. 107, Issue 6
  • DOI: 10.1021/cr050948h

Nitrogen-containing microporous carbon nanospheres with improved capacitive properties
journal, January 2011

  • Su, Fabing; Poh, Chee Kok; Chen, Jun Song
  • Energy Environ. Sci., Vol. 4, Issue 3
  • DOI: 10.1039/C0EE00277A

Combined Effect of Nitrogen- and Oxygen-Containing Functional Groups of Microporous Activated Carbon on its Electrochemical Performance in Supercapacitors
journal, February 2009

  • Hulicova-Jurcakova, Denisa; Seredych, Mykola; Lu, Gao Qing
  • Advanced Functional Materials, Vol. 19, Issue 3
  • DOI: 10.1002/adfm.200801236

Ionic liquid thermal stabilities: decomposition mechanisms and analysis tools
journal, January 2013

  • Maton, Cedric; De Vos, Nils; Stevens, Christian V.
  • Chemical Society Reviews, Vol. 42, Issue 13
  • DOI: 10.1039/c3cs60071h

Active sites of nitrogen-doped carbon materials for oxygen reduction reaction clarified using model catalysts
journal, January 2016


Nitrogen-Doped Carbon Electrodes: Influence of Microstructure and Nitrogen Configuration on the Electrical Conductivity of Carbonized Polyacrylonitrile and Poly(ionic liquid) Blends
journal, September 2015

  • Einert, Marcus; Wessel, Claas; Badaczewski, Felix
  • Macromolecular Chemistry and Physics, Vol. 216, Issue 19
  • DOI: 10.1002/macp.201500169

25th Anniversary Article: “Cooking Carbon with Salt”: Carbon Materials and Carbonaceous Frameworks from Ionic Liquids and Poly(ionic liquid)s
journal, November 2013

  • Fellinger, Tim-Patrick; Thomas, Arne; Yuan, Jiayin
  • Advanced Materials, Vol. 25, Issue 41
  • DOI: 10.1002/adma.201301975

Catalysis in Ionic Liquids
journal, May 2006


Catalysis in Ionic Liquids
journal, September 2007


Sulfur and Nitrogen Dual-Doped Mesoporous Graphene Electrocatalyst for Oxygen Reduction with Synergistically Enhanced Performance
journal, October 2012