Electrochemical properties of non-conjugated electrochromic polymers derived from aromatic amine derivatives

Yoshinori Nishikitani, Masaaki Kobayashi, Soichi Uchida, Takaya Kubo

Research output: Contribution to journalArticle

25 Citations (Scopus)

Abstract

The electrochemical and optical properties of two types of non-conjugated electrochromic polymers derived from aromatic amine derivatives (DDP-A, DDB-P) are presented. DDP-A is synthesized by the polymerization of N,N′-dimethyl-N,N′-diphenyl-1,4-phenylenediamine (DDP) and acetaldehyde (A), and DDB-P is polymerized with N,N′-dimethyl-N,N′-diphenylbenzidine (DDB) and propionaldehyde (P). Both DDP-A and DDB-P have a band gap in the ultraviolet region, and are colorless and transparent in neutral states. At one-electron oxidation states, DDP-A· + absorbs light mainly in a visible region, whereas DDB-P· + absorbs light mainly in a near-infrared (NIR) region. DDP-A· + and DDB-P· + are nitrogen-centered π-bridged mixed-valence compounds showing intervalence-charge transfer bands. The electrochemical and optical properties of DDP-A and DDB-P depend on the nitrogen-nitrogen distance correlating the electronic coupling of nitrogen redox centers. From the standpoint of energy saving, DDB-P is very interesting because it absorbs light in an NIR region. Finally, focusing on the smart window application, the optical properties of the solid-state electrochromic cell fabricated with DDP-A and heptyl viologen are examined. The cell was confirmed to be colored blue by applying a potential of about 1.0 V, and bleached at 0 V.

Original languageEnglish
Pages (from-to)2035-2040
Number of pages6
JournalElectrochimica Acta
Volume46
Issue number13-14
DOIs
Publication statusPublished - 2001 Apr 2
Externally publishedYes

Fingerprint

Electrochemical properties
Amines
Polymers
Nitrogen
Derivatives
Optical properties
Infrared radiation
Acetaldehyde
Charge transfer
Energy conservation
Viologens
Energy gap
Polymerization
Oxidation
DDB
Electrons

Keywords

  • Aromatic amine derivatives
  • Heptyl viologen
  • Intervalence-charge transfer bands
  • Non-conjugated electrochromic polymers
  • Solid-state electrochromic cell

ASJC Scopus subject areas

  • Chemical Engineering(all)
  • Analytical Chemistry
  • Electrochemistry

Cite this

Electrochemical properties of non-conjugated electrochromic polymers derived from aromatic amine derivatives. / Nishikitani, Yoshinori; Kobayashi, Masaaki; Uchida, Soichi; Kubo, Takaya.

In: Electrochimica Acta, Vol. 46, No. 13-14, 02.04.2001, p. 2035-2040.

Research output: Contribution to journalArticle

Nishikitani, Yoshinori ; Kobayashi, Masaaki ; Uchida, Soichi ; Kubo, Takaya. / Electrochemical properties of non-conjugated electrochromic polymers derived from aromatic amine derivatives. In: Electrochimica Acta. 2001 ; Vol. 46, No. 13-14. pp. 2035-2040.
@article{33096ef6a5d94c2fbfdbba3f4ccf20f6,
title = "Electrochemical properties of non-conjugated electrochromic polymers derived from aromatic amine derivatives",
abstract = "The electrochemical and optical properties of two types of non-conjugated electrochromic polymers derived from aromatic amine derivatives (DDP-A, DDB-P) are presented. DDP-A is synthesized by the polymerization of N,N′-dimethyl-N,N′-diphenyl-1,4-phenylenediamine (DDP) and acetaldehyde (A), and DDB-P is polymerized with N,N′-dimethyl-N,N′-diphenylbenzidine (DDB) and propionaldehyde (P). Both DDP-A and DDB-P have a band gap in the ultraviolet region, and are colorless and transparent in neutral states. At one-electron oxidation states, DDP-A· + absorbs light mainly in a visible region, whereas DDB-P· + absorbs light mainly in a near-infrared (NIR) region. DDP-A· + and DDB-P· + are nitrogen-centered π-bridged mixed-valence compounds showing intervalence-charge transfer bands. The electrochemical and optical properties of DDP-A and DDB-P depend on the nitrogen-nitrogen distance correlating the electronic coupling of nitrogen redox centers. From the standpoint of energy saving, DDB-P is very interesting because it absorbs light in an NIR region. Finally, focusing on the smart window application, the optical properties of the solid-state electrochromic cell fabricated with DDP-A and heptyl viologen are examined. The cell was confirmed to be colored blue by applying a potential of about 1.0 V, and bleached at 0 V.",
keywords = "Aromatic amine derivatives, Heptyl viologen, Intervalence-charge transfer bands, Non-conjugated electrochromic polymers, Solid-state electrochromic cell",
author = "Yoshinori Nishikitani and Masaaki Kobayashi and Soichi Uchida and Takaya Kubo",
year = "2001",
month = "4",
day = "2",
doi = "10.1016/S0013-4686(01)00411-X",
language = "English",
volume = "46",
pages = "2035--2040",
journal = "Electrochimica Acta",
issn = "0013-4686",
publisher = "Elsevier Limited",
number = "13-14",

}

TY - JOUR

T1 - Electrochemical properties of non-conjugated electrochromic polymers derived from aromatic amine derivatives

AU - Nishikitani, Yoshinori

AU - Kobayashi, Masaaki

AU - Uchida, Soichi

AU - Kubo, Takaya

PY - 2001/4/2

Y1 - 2001/4/2

N2 - The electrochemical and optical properties of two types of non-conjugated electrochromic polymers derived from aromatic amine derivatives (DDP-A, DDB-P) are presented. DDP-A is synthesized by the polymerization of N,N′-dimethyl-N,N′-diphenyl-1,4-phenylenediamine (DDP) and acetaldehyde (A), and DDB-P is polymerized with N,N′-dimethyl-N,N′-diphenylbenzidine (DDB) and propionaldehyde (P). Both DDP-A and DDB-P have a band gap in the ultraviolet region, and are colorless and transparent in neutral states. At one-electron oxidation states, DDP-A· + absorbs light mainly in a visible region, whereas DDB-P· + absorbs light mainly in a near-infrared (NIR) region. DDP-A· + and DDB-P· + are nitrogen-centered π-bridged mixed-valence compounds showing intervalence-charge transfer bands. The electrochemical and optical properties of DDP-A and DDB-P depend on the nitrogen-nitrogen distance correlating the electronic coupling of nitrogen redox centers. From the standpoint of energy saving, DDB-P is very interesting because it absorbs light in an NIR region. Finally, focusing on the smart window application, the optical properties of the solid-state electrochromic cell fabricated with DDP-A and heptyl viologen are examined. The cell was confirmed to be colored blue by applying a potential of about 1.0 V, and bleached at 0 V.

AB - The electrochemical and optical properties of two types of non-conjugated electrochromic polymers derived from aromatic amine derivatives (DDP-A, DDB-P) are presented. DDP-A is synthesized by the polymerization of N,N′-dimethyl-N,N′-diphenyl-1,4-phenylenediamine (DDP) and acetaldehyde (A), and DDB-P is polymerized with N,N′-dimethyl-N,N′-diphenylbenzidine (DDB) and propionaldehyde (P). Both DDP-A and DDB-P have a band gap in the ultraviolet region, and are colorless and transparent in neutral states. At one-electron oxidation states, DDP-A· + absorbs light mainly in a visible region, whereas DDB-P· + absorbs light mainly in a near-infrared (NIR) region. DDP-A· + and DDB-P· + are nitrogen-centered π-bridged mixed-valence compounds showing intervalence-charge transfer bands. The electrochemical and optical properties of DDP-A and DDB-P depend on the nitrogen-nitrogen distance correlating the electronic coupling of nitrogen redox centers. From the standpoint of energy saving, DDB-P is very interesting because it absorbs light in an NIR region. Finally, focusing on the smart window application, the optical properties of the solid-state electrochromic cell fabricated with DDP-A and heptyl viologen are examined. The cell was confirmed to be colored blue by applying a potential of about 1.0 V, and bleached at 0 V.

KW - Aromatic amine derivatives

KW - Heptyl viologen

KW - Intervalence-charge transfer bands

KW - Non-conjugated electrochromic polymers

KW - Solid-state electrochromic cell

UR - http://www.scopus.com/inward/record.url?scp=0035794780&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0035794780&partnerID=8YFLogxK

U2 - 10.1016/S0013-4686(01)00411-X

DO - 10.1016/S0013-4686(01)00411-X

M3 - Article

AN - SCOPUS:0035794780

VL - 46

SP - 2035

EP - 2040

JO - Electrochimica Acta

JF - Electrochimica Acta

SN - 0013-4686

IS - 13-14

ER -