Triarylamine-combined nitronyl nitroxide and its hole-transporting property

Takashi Kurata; Kenichiroh Koshika; Fumiaki Kato; Junji Kido; Hiroyuki Nishide

doi:10.1016/j.poly.2006.09.015

Triarylamine-combined nitronyl nitroxide and its hole-transporting property

Takashi Kurata, Kenichiroh Koshika, Fumiaki Kato, Junji Kido, Hiroyuki Nishide^*

^*Corresponding author for this work

Waseda Research Institute for Science and Engineering

Research output: Contribution to journal › Article › peer-review

16 Citations (Scopus)

Abstract

N,N-Bis(4-methoxyphenyl)-4-(1-oxyl-3-oxide-4,4,5,5-tetramethylimidazolin -2-yl)phenylamine (1) was synthesized as a durable nitronyl nitroxide radical combined with a triarylamine moiety. Cyclic voltammetry and UV-Vis absorption spectra during the electrochemical oxidation of 1 revealed that the first redox was derived from the triarylamine moiety. The ionization potential of 1 was measured by photoelectron spectroscopy to be -5.4 eV, which was appropriate as a hole-transporting material. A single-layer hole-only device was fabricated with the radical molecule 1 dispersed in polycarbonate (ITO/1:polycarbonate/Al): The radical-layer exhibited a maximum current density of 0.2 mA/cm², which was applicable for organic electronic devices.

Original language	English
Pages (from-to)	1776-1780
Number of pages	5
Journal	Polyhedron
Volume	26
Issue number	9-11
DOIs	https://doi.org/10.1016/j.poly.2006.09.015
Publication status	Published - 2007 Jun 15

Keywords

Hole-transporting material
Nitronyl nitroxide
Redox reaction
Triarylamine

ASJC Scopus subject areas

Biochemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Materials Chemistry

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10.1016/j.poly.2006.09.015

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title = "Triarylamine-combined nitronyl nitroxide and its hole-transporting property",

abstract = "N,N-Bis(4-methoxyphenyl)-4-(1-oxyl-3-oxide-4,4,5,5-tetramethylimidazolin -2-yl)phenylamine (1) was synthesized as a durable nitronyl nitroxide radical combined with a triarylamine moiety. Cyclic voltammetry and UV-Vis absorption spectra during the electrochemical oxidation of 1 revealed that the first redox was derived from the triarylamine moiety. The ionization potential of 1 was measured by photoelectron spectroscopy to be -5.4 eV, which was appropriate as a hole-transporting material. A single-layer hole-only device was fabricated with the radical molecule 1 dispersed in polycarbonate (ITO/1:polycarbonate/Al): The radical-layer exhibited a maximum current density of 0.2 mA/cm2, which was applicable for organic electronic devices.",

keywords = "Hole-transporting material, Nitronyl nitroxide, Redox reaction, Triarylamine",

author = "Takashi Kurata and Kenichiroh Koshika and Fumiaki Kato and Junji Kido and Hiroyuki Nishide",

year = "2007",

month = jun,

day = "15",

doi = "10.1016/j.poly.2006.09.015",

language = "English",

volume = "26",

pages = "1776--1780",

journal = "Polyhedron",

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T1 - Triarylamine-combined nitronyl nitroxide and its hole-transporting property

AU - Kurata, Takashi

AU - Koshika, Kenichiroh

AU - Kato, Fumiaki

AU - Kido, Junji

AU - Nishide, Hiroyuki

PY - 2007/6/15

Y1 - 2007/6/15

N2 - N,N-Bis(4-methoxyphenyl)-4-(1-oxyl-3-oxide-4,4,5,5-tetramethylimidazolin -2-yl)phenylamine (1) was synthesized as a durable nitronyl nitroxide radical combined with a triarylamine moiety. Cyclic voltammetry and UV-Vis absorption spectra during the electrochemical oxidation of 1 revealed that the first redox was derived from the triarylamine moiety. The ionization potential of 1 was measured by photoelectron spectroscopy to be -5.4 eV, which was appropriate as a hole-transporting material. A single-layer hole-only device was fabricated with the radical molecule 1 dispersed in polycarbonate (ITO/1:polycarbonate/Al): The radical-layer exhibited a maximum current density of 0.2 mA/cm2, which was applicable for organic electronic devices.

AB - N,N-Bis(4-methoxyphenyl)-4-(1-oxyl-3-oxide-4,4,5,5-tetramethylimidazolin -2-yl)phenylamine (1) was synthesized as a durable nitronyl nitroxide radical combined with a triarylamine moiety. Cyclic voltammetry and UV-Vis absorption spectra during the electrochemical oxidation of 1 revealed that the first redox was derived from the triarylamine moiety. The ionization potential of 1 was measured by photoelectron spectroscopy to be -5.4 eV, which was appropriate as a hole-transporting material. A single-layer hole-only device was fabricated with the radical molecule 1 dispersed in polycarbonate (ITO/1:polycarbonate/Al): The radical-layer exhibited a maximum current density of 0.2 mA/cm2, which was applicable for organic electronic devices.

KW - Hole-transporting material

KW - Nitronyl nitroxide

KW - Redox reaction

KW - Triarylamine

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U2 - 10.1016/j.poly.2006.09.015

DO - 10.1016/j.poly.2006.09.015

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VL - 26

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EP - 1780

JO - Polyhedron

JF - Polyhedron

IS - 9-11

ER -

Triarylamine-combined nitronyl nitroxide and its hole-transporting property

Abstract

Keywords

ASJC Scopus subject areas

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