Preparation of Poly (N,N-diphenyl-4-amine) as the Cathode and Its Electrochemical Properties

Chang Su; Bing Han; Yue Sun; Guosheng Wang; Lihuan Xu

doi:doi:10.11648/j.sd.20180604.14

| Peer-Reviewed

Preparation of Poly (N,N-diphenyl-4-amine) as the Cathode and Its Electrochemical Properties

Chang Su, Bing Han, Yue Sun, Guosheng Wang, Lihuan Xu

Published in Science Discovery (Volume 6, Issue 4)

Received: 9 August 2018 Published: 10 August 2018

Views: Downloads:

Download PDF

Share This Article

Twitter
Linked In
Facebook

Abstract

Triphenylamine as well as its polymer have been applied in the fields of photoelectricity and energy storage. In this paper, the pyridine ring structure was introduced into the triphenylamine structure to successfully synthesize N, N-diphenyl-4-amine monomer (DPN), and the its single crystal was then cultured. And its homopolymer (PDPN) was further prepared by chemicaloxidation method. The obtained poly (triphenylamine) derivative-PDPN was used as cathode material to study its electrochemical and battery performance. As the result, the chemical structure of the monomer was confirmed by NMR, MS and single crstal analysis. And the chemical structure of PDPN was confirmed by infrared spectroscopy and ultraviolet spectroscopy. Furthermore, the battery performance test shows that PDPN electrode has two obvious voltage platforms in the voltage range of 4.1-4.3 V and 1.5-1.8 V, in which the initial discharge specific capacity was 92.3 mAh·g^-1. After 50 cycles, its discharge specific capacity decreased from 92.3 mAh·g^-1 to 73.2 mAh·g^-1 with about 20.7% capacity loss.

Published in	Science Discovery (Volume 6, Issue 4)
DOI	10.11648/j.sd.20180604.14
Page(s)	249-256
Creative Commons	This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited.
Copyright	Copyright © The Author(s), 2018. Published by Science Publishing Group

Keywords

Polytriphenylamine, Lithium Battery, Organic Cathode, Electrochemical Propeerties

References

[1]	Petr Novák, Klaus Müller, K. S. V. Santhanam, Otto Haas, Electrochemically active polymers for rechargeable batteries [J], Chemical Reviews, 1997, 97(1): 207-282.
[2]	Koji Nishio, Masahisa Fujimoto, Noriyuki Yoshinaga, Nobuhiro Furukawa. Characteristics of a lithium secondary battery using chemically-synthesized conductive polymers [J], Journal of Power Sources,1991, 34(2): 153-160.
[3]	Vernitskaya, Tat'yana Vladimirovna, Oleg Nikolaevich Efimov, Polypyrrole: a conducting polymer; its synthesis,properties and applications [J], Russian Chemical Reviews, 1997, 66: 443-457.
[4]	David MacInnes Jr., Mark A. Druy, Paul J. Nigrey, David P. Nairns, Alan G. MacDiarmid, Alan J. Heeger, Organic batteries:Reversible n-type and p-type electrochemical doping of polyacetylene, (CH)X [J], Journal of the Chemical Society, Chemical Communications, 1981: 317-322.
[5]	Futoshi Matsumoto, Masahide Ozaki, Yu Inatomi, Scott C. Paulson, Noboru Oyama, Studies on the adsorption behavior of 2,5-Dimercapto-1,3,4-thiadiazole and 2-Mercapto-5-methyl-1,3,4-thiadiazole at gold and copper electrode surfaces [J], Langmuir, 1999, 15: 857-865.
[6]	Katsuhiko Naoi, Kenichi Kawase, Mitsuhiro Mori, Michiko Komiyama, Electrochemistry of poly(2,2'-dithiodianiline): A new class of high energy conducting polymer interconnected with S-S bonds [J], Journal of the Electrochemical Society, 1997, 144(6): L173-L175.
[7]	Jinxia Li, Hui Zhan, Lei Zhou, Shiren Deng, Zaoying Li, Yunhong Zhou, Aniline-based polyorganodisulfide redox system of high energy for secondary lithium batteries [J], Electrochemistry Communications, 2004,6(6): 515-519.
[8]	Yu Zhi Su, Yong Ping Niu, Yi Zhi Xiao, Min Xiao, Zhao Xi Liang, Ke Cheng Gong, Novel conducting polymer poly[bis(phenylamino)disulfide]: synthesis, characterization and properties[J], Journal of Polymer Science Part A: Polymer Chemistry, 2004, 42(10): 2329-2339.
[9]	Haiyan Chen, Michel Armand Dr., Gilles Demailly Prof., Franck Dolhem Dr., Philippe Poizot Dr., Jean-Marie Tarascon Prof, From biomass to a renewable LixC6O6 organic electrode for sustainable Li-ion batteries [J], ChemSusChem, 2008,1(4): 348-355.
[10]	Wesley Walker, Sylvie Grugeon, Olivier Mentre, Stéphane Laruelle, Jean Marie Tarascon, Fred Wudl, Ethoxycarbonyl-based organic electrode for Li-batteries [J], Journal of the American Chemical Society, 2010, 132(18): 6517-6523.
[11]	Haiyan Chen, Michel Armand, Matthieu Courty, Meng Jiang, Clare P. Grey, Franck Dolhem, Jean Marie Tarascon, Philippe Poizot, Lithium salt of tetrahydroxybenzoquinone: toward the development of a sustainable Li-ion battery [J], Journal of the American Chemical Society, 2009, 131(25): 8984-8988.
[12]	Daniel Häringera, Petr Nováka, Otto Haasa, Benoît Pirob and Minh‐Chau Pham, Poly(5-amino-1,4-naphthoquinone), a novel lithium-inserting electroactive polymer with high specific charge [J], Journal of The Electrochemical Society, 1999, 146: 2393-2397.
[13]	Miao Ken Hung, Yu Hsuan Wang, Chun-Hao Lin, Hsiao Chien Lin and Jyh Tsung Lee, Synthesis and electrochemical behavior of nitroxide polymer brush thin-film electrodes for organic radical batteries [J], Journal of Materials Chemistry, 2012, 22: 1570-1577.
[14]	Soo Gil Park, Koichi Aoki, Koichi Tokuda, Hiroaki Matsuda, Electrochemical behavior of nitroxy radical monolayers prepared on tin oxide electrodes by the langmuir-blodgett method [J], Journal of Electroanalytical Chemistry and Interfacial Electrochemistry,1985, 195(1): 157-163.
[15]	Takeo Suga, Shuhei Sugita, Hiroki Ohshiro, Kenichi Oyaizu, Hiroyuki Nishide, p- and n-type bipolar redox-active radical polymer: toward totally organic polymer-based rechargeable devices with variable configuration [J], Advanced Materials, 2011, 23(6): 751-754.
[16]	Masahiro Suguro, Shigeyuki Iwasa, Yuki Kusachi, Yukiko Morioka, Kentaro Nakahara, Cationic polymerization of poly(vinylether) bearing a TEMPO radical: A new cathode-active mMaterial for organic radical batteries [J], Macromolecular Rapid Communications, 2007, 28(18): 1929-1933.
[17]	Ullrich Mitschke, Peter Bäuerle, The electroluminescence of organic materials [J], Journal of Materials Chemistry, 2000, 10(7): 1471-1507.
[18]	Yunchuan Li, Xiang Long Li, Xinyi Cai, Dongcheng Chen, Xin Liu, Gaozhan Xie, Zhiheng Wang, Yuan Chun Wu, Chang Cheng Lo, A. Lien, Junbiao Peng, Yong Cao, Shi Jian Su, Deep blue fluorophores incorporating sulfone-locked triphenylamine: the key for highly efficient fluorescence–phosphorescence hybrid white OLEDs with simplified structure [J], Journal of Materials Chemistry C, 2015, 3(27): 6986-6996.
[19]	Gopal Singh, Vandana Bhalla, Manoj Kumar, Carbazole end-capped and triphenylamine-centered starburst derivative for hole-transport in electroluminescent devices [J], Optical Materials, 2015, 46: 82-87.
[20]	Antonio Abate, Sanghyun Paek, Fabrizio Giordano, Juan Pablo Correa-Baena, Michael Saliba, Peng Gao, Taisuke Matsui, Jaejung Ko, Shaik M. Zakeeruddin, Klaus H. Dahmen, Anders Hagfeldt, Michael Grätze, Silolothiophene-linked triphenylamines as stable hole transporting materials for high efficiency perovskite solar cells [J], Energy & Environmental Science, 2015, 8(10): 2946-2953.
[21]	Shifan Wang, Jie Yang, Zhiguo Zhang, Yuanyuan Hu, Xudong Cao, Hai Li, Youtian Tao, Yongfang Li, Wei Huang, A new V-shaped triphenylamine/diketopyrrolopyrrole containing donor material for small molecule organic solar cells [J], RSC Advances, 2015, 5(83): 68192-68199.
[22]	Andreas Petr, Carita Kvarnström, Lothar Dunsch, Ari Ivaska, Electrochemical synthesis of electroactive polytriphenylamine [J], Synthetic metals, 2000, 108(3): 245-247.
[23]	Sylwia Golba, Oliwia Starczewska, Krzysztof Idzik, Electrochemical and spectrophotometric properties of polymers based on derivatives of di-and triphenylamines as promising materials for electronic applications [J], Designed Monomers and Polymers, 2015, 18(8): 770-779.
[24]	Sandra Pluczyk, Pawel Zassowski, Cassandre Quinton, Pierre Audebert, Valérie Alain-Rizzo, Mieczyslaw Lapkowski, Unusual electrochemical properties of the electropolymerized thin layer based on a s-tetrazine-triphenylamine monomer [J], The Journal of Physical Chemistry C, 2016.120(8):4382-4391.
[25]	Wei Nia, Jianli Chenga, Xiaodong Lia, Guifang Gua, Ling Huanga, Qun Guan, Demao Yuana， Bin Wang, Polymeric cathode materials of electroactive conducting poly (triphenylamine) with optimized structures for potential organic pseudo-capacitors with higher cut-off voltage and energy density [J], RSC Advances, 2015, 5(12): 9221-9227.
[26]	Mark E. Roberts, David R. Wheeler, Bonnie B. McKenzie,Bruce C. Bunker, High specific capacitance conducting polymer supercapacitor electrodes based on poly (tris (thiophenylphenyl) amine) [J], Journal of Materials Chemistry, 2009, 19(38): 6977-6979.
[27]	Jeremy T. Kearns, Mark E. Roberts, Synthesis of high-charge capacity triarylamine–thiophene redox electrodes using electrochemical copolymerization [J], Journal of Materials Chemistry, 2012, 22(48): 25447-25452.
[28]	J.K. Feng, Y.L. Cao, X.P. Ai, H.X. Yang, Polytriphenylamine: A high power and high capacity cathode material for rechargeable lithium batteries [J], Journal of Power Sources, 2008, 177(1): 199-204.
[29]	Mansoor Namazian, Hora A. Almodarresieh, Computational electrochemistry: aqueous two-electron reduction potentials for substituted quinones [J], Journal of Molecular Structure: THEOCHEM, 2004, 686(1): 97-102.
[30]	Kamal Alizadeha, Mojtaba Shamsipur, Calculation of the two-step reduction potentials of some quinones in acetonitrile [J], Journal of Molecular Structure: THEOCHEM, 2008, 862(1): 39-43.
[31]	Chang Su, Xiaogang Zhu, Lihuang Xu, Ningning Zhou, Huihui He, Cheng Zhang, Organic polytriphenylamine derivative-based cathode with tailored voltage and its electrochemical performances [J], Electrochimica Acta，2016, 196: 440-449.

Cite This Article

Plain Text BibTeX RIS

APA Style

Chang Su, Bing Han, Yue Sun, Guosheng Wang, Lihuan Xu. (2018). Preparation of Poly (N,N-diphenyl-4-amine) as the Cathode and Its Electrochemical Properties. Science Discovery, 6(4), 249-256. https://doi.org/10.11648/j.sd.20180604.14

Copy | Download

ACS Style

Chang Su; Bing Han; Yue Sun; Guosheng Wang; Lihuan Xu. Preparation of Poly (N,N-diphenyl-4-amine) as the Cathode and Its Electrochemical Properties. Sci. Discov. 2018, 6(4), 249-256. doi: 10.11648/j.sd.20180604.14

Copy | Download

AMA Style

Chang Su, Bing Han, Yue Sun, Guosheng Wang, Lihuan Xu. Preparation of Poly (N,N-diphenyl-4-amine) as the Cathode and Its Electrochemical Properties. Sci Discov. 2018;6(4):249-256. doi: 10.11648/j.sd.20180604.14

Copy | Download

@article{10.11648/j.sd.20180604.14,
  author = {Chang Su and Bing Han and Yue Sun and Guosheng Wang and Lihuan Xu},
  title = {Preparation of Poly (N,N-diphenyl-4-amine) as the Cathode and Its Electrochemical Properties},
  journal = {Science Discovery},
  volume = {6},
  number = {4},
  pages = {249-256},
  doi = {10.11648/j.sd.20180604.14},
  url = {https://doi.org/10.11648/j.sd.20180604.14},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.sd.20180604.14},
  abstract = {Triphenylamine as well as its polymer have been applied in the fields of photoelectricity and energy storage. In this paper, the pyridine ring structure was introduced into the triphenylamine structure to successfully synthesize N, N-diphenyl-4-amine monomer (DPN), and the its single crystal was then cultured. And its homopolymer (PDPN) was further prepared by chemicaloxidation method. The obtained poly (triphenylamine) derivative-PDPN was used as cathode material to study its electrochemical and battery performance. As the result, the chemical structure of the monomer was confirmed by NMR, MS and single crstal analysis. And the chemical structure of PDPN was confirmed by infrared spectroscopy and ultraviolet spectroscopy. Furthermore, the battery performance test shows that PDPN electrode has two obvious voltage platforms in the voltage range of 4.1-4.3 V and 1.5-1.8 V, in which the initial discharge specific capacity was 92.3 mAh·g-1. After 50 cycles, its discharge specific capacity decreased from 92.3 mAh·g-1 to 73.2 mAh·g-1 with about 20.7% capacity loss.},
 year = {2018}
}

Copy | Download

TY - JOUR
T1 - Preparation of Poly (N,N-diphenyl-4-amine) as the Cathode and Its Electrochemical Properties
AU - Chang Su
AU - Bing Han
AU - Yue Sun
AU - Guosheng Wang
AU - Lihuan Xu
Y1 - 2018/08/10
PY - 2018
N1 - https://doi.org/10.11648/j.sd.20180604.14
DO - 10.11648/j.sd.20180604.14
T2 - Science Discovery
JF - Science Discovery
JO - Science Discovery
SP - 249
EP - 256
PB - Science Publishing Group
SN - 2331-0650
UR - https://doi.org/10.11648/j.sd.20180604.14
AB - Triphenylamine as well as its polymer have been applied in the fields of photoelectricity and energy storage. In this paper, the pyridine ring structure was introduced into the triphenylamine structure to successfully synthesize N, N-diphenyl-4-amine monomer (DPN), and the its single crystal was then cultured. And its homopolymer (PDPN) was further prepared by chemicaloxidation method. The obtained poly (triphenylamine) derivative-PDPN was used as cathode material to study its electrochemical and battery performance. As the result, the chemical structure of the monomer was confirmed by NMR, MS and single crstal analysis. And the chemical structure of PDPN was confirmed by infrared spectroscopy and ultraviolet spectroscopy. Furthermore, the battery performance test shows that PDPN electrode has two obvious voltage platforms in the voltage range of 4.1-4.3 V and 1.5-1.8 V, in which the initial discharge specific capacity was 92.3 mAh·g-1. After 50 cycles, its discharge specific capacity decreased from 92.3 mAh·g-1 to 73.2 mAh·g-1 with about 20.7% capacity loss.
VL - 6
IS - 4
ER -

Copy | Download

Author Information

Chang Su

College of Chemical Engineering, Shenyang University of Chemical Technology, Shenyang, China
Bing Han

College of Chemical Engineering, Shenyang University of Chemical Technology, Shenyang, China
Yue Sun

College of Chemical Engineering, Shenyang University of Chemical Technology, Shenyang, China
Guosheng Wang

College of Chemical Engineering, Shenyang University of Chemical Technology, Shenyang, China
Lihuan Xu

College of Chemical Engineering, Shenyang University of Chemical Technology, Shenyang, China

Download PDF

Sections

Plain Text BibTeX RIS

APA Style

Chang Su, Bing Han, Yue Sun, Guosheng Wang, Lihuan Xu. (2018). Preparation of Poly (N,N-diphenyl-4-amine) as the Cathode and Its Electrochemical Properties. Science Discovery, 6(4), 249-256. https://doi.org/10.11648/j.sd.20180604.14

Copy | Download

ACS Style

Chang Su; Bing Han; Yue Sun; Guosheng Wang; Lihuan Xu. Preparation of Poly (N,N-diphenyl-4-amine) as the Cathode and Its Electrochemical Properties. Sci. Discov. 2018, 6(4), 249-256. doi: 10.11648/j.sd.20180604.14

Copy | Download

AMA Style

Chang Su, Bing Han, Yue Sun, Guosheng Wang, Lihuan Xu. Preparation of Poly (N,N-diphenyl-4-amine) as the Cathode and Its Electrochemical Properties. Sci Discov. 2018;6(4):249-256. doi: 10.11648/j.sd.20180604.14

Copy | Download

@article{10.11648/j.sd.20180604.14,
  author = {Chang Su and Bing Han and Yue Sun and Guosheng Wang and Lihuan Xu},
  title = {Preparation of Poly (N,N-diphenyl-4-amine) as the Cathode and Its Electrochemical Properties},
  journal = {Science Discovery},
  volume = {6},
  number = {4},
  pages = {249-256},
  doi = {10.11648/j.sd.20180604.14},
  url = {https://doi.org/10.11648/j.sd.20180604.14},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.sd.20180604.14},
  abstract = {Triphenylamine as well as its polymer have been applied in the fields of photoelectricity and energy storage. In this paper, the pyridine ring structure was introduced into the triphenylamine structure to successfully synthesize N, N-diphenyl-4-amine monomer (DPN), and the its single crystal was then cultured. And its homopolymer (PDPN) was further prepared by chemicaloxidation method. The obtained poly (triphenylamine) derivative-PDPN was used as cathode material to study its electrochemical and battery performance. As the result, the chemical structure of the monomer was confirmed by NMR, MS and single crstal analysis. And the chemical structure of PDPN was confirmed by infrared spectroscopy and ultraviolet spectroscopy. Furthermore, the battery performance test shows that PDPN electrode has two obvious voltage platforms in the voltage range of 4.1-4.3 V and 1.5-1.8 V, in which the initial discharge specific capacity was 92.3 mAh·g-1. After 50 cycles, its discharge specific capacity decreased from 92.3 mAh·g-1 to 73.2 mAh·g-1 with about 20.7% capacity loss.},
 year = {2018}
}

Copy | Download