Electrochemical polymerization of pyrene derivatives on functionalized carbon nanotubes for pseudocapacitive electrodes

Nature Communications

Volumn 6, Issue , 2015, Pages

  Bachman, John C ^a   Kavian, Reza ^b   Graham, Daniel J ^c   Young Kim, Dong ^d   Noda, Suguru ^d   Nocera, Daniel G ^c   Shao Horn, Yang ^a   Lee, Seung Woo ^b  

^a Massachusetts Institute of Technology Cambridge   (United States)

^b GEORGIA INSTITUTE OF TECHNOLOGY   (United States)

^c HARVARD UNIVERSITY   (United States)

^d WASEDA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CARBON NANOTUBE; LITHIUM; OLIGOMER; POLYCYCLIC AROMATIC HYDROCARBON; PYRENE DERIVATIVE;

ELECTROCHEMICAL METHOD; ELECTRODE; ELECTRONIC EQUIPMENT; ENERGY CONSERVATION; LITHIUM; PAH; PERFORMANCE ASSESSMENT; POLYMERIZATION; PYRENE;

ARTICLE; CHEMICAL STRUCTURE; ELECTROCHEMICAL ANALYSIS; ELECTRODE; ELECTRON; OXIDATION REDUCTION REACTION; POLYMERIZATION; SURFACE PROPERTY;

EID: 84933035005     PISSN: None     EISSN: 20411723     Source Type: Journal    
DOI: 10.1038/ncomms8040     Document Type: Article

References (51)

1. Armand, M. & Tarascon, J. M. Building better batteries. Nature 451, 652-657 (2008).
2. Dunn, B., Kamath, H. & Tarascon, J. M. Electrical energy storage for the grid: a battery of choices. Science 334, 928-935 (2011).
3. Tarascon, J. M. & Armand, M. Issues and challenges facing rechargeable lithium batteries. Nature 414, 359-367 (2001).
4. Goodenough, J. B. & Kim, Y. Challenges for rechargeable li batteries. Chem. Mater. 22, 587-603 (2010).
5. Etacheri, V. et al. Challenges in the development of advanced Li-ion batteries: a review. Energy Environ. Sci. 4, 3243-3262 (2011).
6. Liang, Y. L., Tao, Z. L. & Chen, J. Organic electrode materials for rechargeable lithium batteries. Adv. Energy Mater. 2, 742-769 (2012).
7. Burkhardt, S. E. et al. Tailored redox functionality of small organics for pseudocapacitive electrodes. Energy Environ. Sci. 5, 7176-7187 (2012).
8. Chen, H. et al. From biomass to a renewable LixC6O6 organic electrode for sustainable Li-ion batteries. ChemSusChem 1, 348-355 (2008).
9. Poizot, P. & Dolhem, F. Clean energy new deal for a sustainable world: from non-CO2 generating energy sources to greener electrochemical storage devices. Energy Environ. Sci. 4, 2003-2019 (2011).
10. Simon, P. & Gogotsi, Y. Materials for electrochemical capacitors. Nat. Mater. 7, 845-854 (2008).
11. Miller, J. R. & Simon, P. Materials science-Electrochemical capacitors for energy management. Science 321, 651-652 (2008).
12. Frackowiak, E. & Beguin, F. Carbon materials for the electrochemical storage of energy in capacitors. Carbon 39, 937-950 (2001).
13. Naoi, K. et al. Second generation 'nanohybrid supercapacitor': evolution of capacitive energy storage devices. Energy Environ. Sci. 5, 9363-9373 (2012).
14. Simon, P., Gogotsi, Y. & Dunn, B. Where do batteries end and supercapacitors begin? Science 343, 1210-1211 (2014).
15. Béguin, F. et al. Carbons and electrolytes for advanced supercapacitors. Adv. Mater. 26, 2219-2251 (2014).
16. Novak, P. et al. Electrochemically active polymers for rechargeable batteries. Chem. Rev. 97, 207-281 (1997).
17. Song, Z. P. & Zhou, H. S. Towards sustainable and versatile energy storage devices: an overview of organic electrode materials. Energy Environ. Sci. 6, 2280-2301 (2013).
18. Macdiarmid, A. G. et al. Polyaniline-electrochemistry and application to rechargeable batteries. Synth. Met. 18, 393-398 (1987).
19. Mermilliod, N., Tanguy, J. & Petiot, F. A study of chemically synthesized polypyrrole as electrode material for battery applications. J. Electrochem. Soc. 133, 1073-1079 (1986).
20. Oyama, N. et al. Dimercaptan-polyaniline composite electrodes for lithium batteries with high-energy density. Nature 373, 598-600 (1995).
21. Liu, M. L., Visco, S. J. & Dejonghe, L. C. Novel solid redox polymerization electrodes-electrochemical properties. J. Electrochem. Soc. 138, 1896-1901 (1991).
22. Hauffman, G. et al. Synthesis of nitroxide-containing block copolymers for the formation of organic cathodes. J. Polym. Sci. Part A: Polym. Chem. 51, 101-108 (2013).
23. Morita, Y. et al. Organic tailored batteries materials using stable open-shell molecules with degenerate frontier orbitals. Nat. Mater. 10, 947-951 (2011).
24. Waltman, R. J. & Bargon, J. The electropolymerization of polycyclic hydrocarbons: substituent effects and reactivity/structure correlations. J. Electroanalyt. Chem. Interfac. Electrochem. 194, 49-62 (1985).
25. Waltman, R. J. & Bargon, J. Electrically conducting polymers-a review of the electropolymerization reaction, of the effects of chemical-structure on polymer film properties, and of applications towards technology. Can. J. Chem. 64, 76-95 (1986).
26. Waltman, R. J., Diaz, A. F. & Bargon, J. The electrochemical oxidation and polymerization of polycyclic-hydrocarbons. J. Electrochem. Soc. 132, 631-634 (1985).
27. Peover, M. E. & White, B. S. The electro-oxidation of polycyclic aromatic hydrocarbons in acetonitrile studied by cyclic voltammetry. J. Electroanalyt. Chem. Interfac. Electrochem. 13, 93-99 (1967).
28. Kawai, T. Ab initio calculations of polycyclic aromatic hydrocarbons adsorbed on graphite edge for molecular-scale surface coatings of lithium-ion battery anodes. Jpn Appl. Phys. 53, 04EN05 (2014).
29. Figueira-Duarte, T. M. & Mullen, K. Pyrene-based materials for organic electronics. Chem. Rev. 111, 7260-7314 (2011).
30. Pampanin, D. M. & Sydnes, M. O. in Polycyclic Aromatic Hydrocarbons: A Constituent of Petroleum: Presence and Influence in the Aquatic Environment, Hydrocarbon. (ed Kutcherov, V.) (InTech, 2013).
31. Boschi, R., Clar, E. & Schmidt, W. Photoelectron spectra of polynuclear aromatics. III. The effect of nonplanarity in sterically overcrowded aromatic hydrocarbons. J. Chem. Phys. 60, 4406-4418 (1974).
32. Alexiou, C. & Lever, A. B. P. Tuning metalloporphyrin and metallophthalocyanine redox potentials using ligand electrochemical (EL) and Hammett (sp) parametrization. Coord. Chem. Rev. 216-217, 45-54 (2001).
33. Hammet, L. P. The effect of structure upon the reactions of organic compounds. Benzene derivatives. J. Am. Chem. Soc. 59, 96-103 (1937).
34. Hansch, C., Leo, A. & Taft, R. W. A survey of Hammett substituent constants and resonance and field parameters. Chem. Rev. 91, 165-195 (1991).
35. Lee, S. W. et al. Self-standing positive electrodes of oxidized few-walled carbon nanotubes for light-weight and high-power lithium batteries. Energy Environ. Sci. 5, 5437-5444 (2012).
36. Lee, S. W. et al. High-power lithium batteries from functionalized carbonnanotube electrodes. Nat. Nanotech. 5, 531-537 (2010).
37. Le Gall, T. et al. Poly(2,5-dihydroxy-1,4-benzoquinone-3,6-methylene): a new organic polymer as positive electrode material for rechargeable lithium batteries. J. Power Sources 119-121, 316-320 (2003).
38. Byon, H. R. et al. Role of oxygen functional groups in carbon nanotube/ graphene freestanding electrodes for high performance lithium batteries. Adv. Funct. Mater. 23, 1037-1045 (2013).
39. Nagatomo, T., Ichikawa, C. & Omoto, O. All-plastic batteries with polyacetylene electrodes. J. Electrochem. Soc. 134, 305-308 (1987).
40. Kitani, A. K. M., Hiromoto, Y. & Sasaki, K. Performance study of aqueous polyaniline batteries. Denki Kagaku 53, 592 (1985).
41. Osaka TN, T., Shiota, K. & Owens, B. B. Office of Naval Research Technical. Report No. N00014-88k-0360 (University of Minnesota, Minneapolis, MN, 1989).
42. Osaka TN, T., Shiota, K. & Owens, B. B. Rechargeable lithium batteries. Electrochem. Soc. 90-5, 170 (1990).
43. Lee, M. et al. Redox cofactor from biological energy transduction as molecularly tunable energy-storage compound. Angew. Chem. Int. Ed. 52, 8322-8328 (2013).
44. Lee, M. et al. Organic nanohybrids for fast and sustainable energy storage. Adv. Mater. 26, 2558-2565 (2014).
45. Song, Z., Zhan, H. & Zhou, Y. Polyimides: promising energy-storage materials. Angew. Chem. Int. Ed. 49, 8444-8448 (2010).
46. Song, Z. et al. Polymer-graphene nanocomposites as ultrafast-charge and-discharge cathodes for rechargeable lithium batteries. Nano Letters 12, 2205-2211 (2012).
47. Nokami, T. et al. Polymer-bound pyrene-4,5,9,10-tetraone for fast-charge and-discharge lithium-ion batteries with high capacity. J. Am. Chem. Soc. 134, 19694-19700 (2012).
48. Wang, W. et al. Recent progress in redox flow battery research and development. Adv. Funct. Mater. 23, 970-986 (2013).
49. Brushett, F. R., Vaughey, J. T. & Jansen, A. N. An all-organic non-aqueous lithium-ion redox flow battery. Adv. Energy Mater. 2, 1390-1396 (2012).
50. Duduta, M. et al. Semi-solid lithium rechargeable flow battery. Adv. Energy Mater. 1, 511-516 (2011).
51. Kim, D. Y. et al. Sub-millimeter-long carbon nanotubes repeatedly grown on and separated from ceramic beads in a single fluidized bed reactor. Carbon 49, 1972-1979 (2011).