Fluorescent solvatochromism of bi-polar N,N-diphenylaminoaryl-substituted hexaazatriphenylenes, tetraazaphenanthrene, and quinoxalines

Tomoyuki Hirayama; Sumio Yamasaki; Hiroki Ameku; Tsutomu Ishi-I; Thies Thiemann; Shuntaro Mataka

doi:10.1016/j.dyepig.2004.09.023

Fluorescent solvatochromism of bi-polar N,N-diphenylaminoaryl-substituted hexaazatriphenylenes, tetraazaphenanthrene, and quinoxalines

Tomoyuki Hirayama
, Sumio Yamasaki
, Hiroki Ameku
, Tsutomu Ishi-I
, Thies Thiemann
, Shuntaro Mataka

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

39 Citations (Scopus)

Abstract

1,4,5,8,9,12-Hexaazatriphenylenes, 1,4,5,8-tetraazaphenanthrene, and quinoxalines, each with six, four, and two N,N-diphenylaminobiphenyl and N,N-diphenylaminophenyl groups, respectively, were prepared and their absorption and fluorescent spectral behaviors were investigated. These compounds showed strong fluorescent solvatochromism arising from the donor-acceptor nature of the π-electron-deficient aromatic core and π-electron-rich diphenylamino terminal groups.

Original language	English
Pages (from-to)	105-110
Number of pages	6
Journal	Dyes and Pigments
Volume	67
Issue number	2
DOIs	https://doi.org/10.1016/j.dyepig.2004.09.023
Publication status	Published - Nov 2005
Externally published	Yes

Keywords

Hexaazatriphenylene
N,N-diphenylamino
Solvatochromism
Tetraazaphenanthrene

ASJC Scopus subject areas

General Chemical Engineering
Process Chemistry and Technology

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10.1016/j.dyepig.2004.09.023

Cite this

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title = "Fluorescent solvatochromism of bi-polar N,N-diphenylaminoaryl-substituted hexaazatriphenylenes, tetraazaphenanthrene, and quinoxalines",

abstract = "1,4,5,8,9,12-Hexaazatriphenylenes, 1,4,5,8-tetraazaphenanthrene, and quinoxalines, each with six, four, and two N,N-diphenylaminobiphenyl and N,N-diphenylaminophenyl groups, respectively, were prepared and their absorption and fluorescent spectral behaviors were investigated. These compounds showed strong fluorescent solvatochromism arising from the donor-acceptor nature of the π-electron-deficient aromatic core and π-electron-rich diphenylamino terminal groups.",

keywords = "Hexaazatriphenylene, N,N-diphenylamino, Solvatochromism, Tetraazaphenanthrene",

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year = "2005",

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doi = "10.1016/j.dyepig.2004.09.023",

language = "English",

volume = "67",

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}

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T1 - Fluorescent solvatochromism of bi-polar N,N-diphenylaminoaryl-substituted hexaazatriphenylenes, tetraazaphenanthrene, and quinoxalines

AU - Hirayama, Tomoyuki

AU - Yamasaki, Sumio

AU - Ameku, Hiroki

AU - Ishi-I, Tsutomu

AU - Thiemann, Thies

AU - Mataka, Shuntaro

PY - 2005/11

Y1 - 2005/11

N2 - 1,4,5,8,9,12-Hexaazatriphenylenes, 1,4,5,8-tetraazaphenanthrene, and quinoxalines, each with six, four, and two N,N-diphenylaminobiphenyl and N,N-diphenylaminophenyl groups, respectively, were prepared and their absorption and fluorescent spectral behaviors were investigated. These compounds showed strong fluorescent solvatochromism arising from the donor-acceptor nature of the π-electron-deficient aromatic core and π-electron-rich diphenylamino terminal groups.

AB - 1,4,5,8,9,12-Hexaazatriphenylenes, 1,4,5,8-tetraazaphenanthrene, and quinoxalines, each with six, four, and two N,N-diphenylaminobiphenyl and N,N-diphenylaminophenyl groups, respectively, were prepared and their absorption and fluorescent spectral behaviors were investigated. These compounds showed strong fluorescent solvatochromism arising from the donor-acceptor nature of the π-electron-deficient aromatic core and π-electron-rich diphenylamino terminal groups.

KW - Hexaazatriphenylene

KW - N,N-diphenylamino

KW - Solvatochromism

KW - Tetraazaphenanthrene

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U2 - 10.1016/j.dyepig.2004.09.023

DO - 10.1016/j.dyepig.2004.09.023

M3 - Article

AN - SCOPUS:14644415547

SN - 0143-7208

VL - 67

SP - 105

EP - 110

JO - Dyes and Pigments

JF - Dyes and Pigments

IS - 2

ER -

Fluorescent solvatochromism of bi-polar N,N-diphenylaminoaryl-substituted hexaazatriphenylenes, tetraazaphenanthrene, and quinoxalines

Abstract

Keywords

ASJC Scopus subject areas

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