Bay-annulated indigo derivatives based on a core of spiro[fluorene-9,9′-xanthene]: Synthesis, photophysical, and electrochemical properties

Bao Yi Ren; Qin Xu; Matthew Kolaczkowski; Chang Liang Sun; Chang Jin Ou; Ya Guang Sun; Ling Hai Xie; Wei Huang

doi:10.1016/j.dyepig.2018.07.042

Bay-annulated indigo derivatives based on a core of spiro[fluorene-9,9′-xanthene]: Synthesis, photophysical, and electrochemical properties

Bao Yi Ren
, Qin Xu
, Matthew Kolaczkowski
, Chang Liang Sun
, Chang Jin Ou
, Ya Guang Sun
, Ling Hai Xie
, Wei Huang

Shenyang Institute of Chemical Technology
Nanjing University of Posts and Telecommunications
University of California at Berkeley

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

11 Scopus citations

Abstract

Two positional isomers based on a spiro[fluorene-9,9′-xanthene] (SFX) core were synthesized by selectively appending bay-annulated indigo (BAI) units to the fluorene moiety or the xanthene moiety of SFX, respectively. Investigation of photophysical and electrochemical properties revealed that the two compounds were endowed with broad absorption, low LUMO level, and weak aggregation characteristics. The rational combination of planar BAI units with a three-dimensional SFX core makes them attractive n-type candidates for eco-friendly and sustainable organoelectronic devices.

Original language	English
Pages (from-to)	25-27
Number of pages	3
Journal	Dyes and Pigments
Volume	160
DOIs	https://doi.org/10.1016/j.dyepig.2018.07.042
State	Published - Jan 2019
Externally published	Yes

Keywords

Bay-annulated indigo
Electrochemical properties
Optical properties
Synthesis
spiro[fluorene-9,9′-xanthene]

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10.1016/j.dyepig.2018.07.042

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title = "Bay-annulated indigo derivatives based on a core of spiro[fluorene-9,9′-xanthene]: Synthesis, photophysical, and electrochemical properties",

abstract = "Two positional isomers based on a spiro[fluorene-9,9′-xanthene] (SFX) core were synthesized by selectively appending bay-annulated indigo (BAI) units to the fluorene moiety or the xanthene moiety of SFX, respectively. Investigation of photophysical and electrochemical properties revealed that the two compounds were endowed with broad absorption, low LUMO level, and weak aggregation characteristics. The rational combination of planar BAI units with a three-dimensional SFX core makes them attractive n-type candidates for eco-friendly and sustainable organoelectronic devices.",

keywords = "Bay-annulated indigo, Electrochemical properties, Optical properties, Synthesis, spiro[fluorene-9,9′-xanthene]",

author = "Ren, \{Bao Yi\} and Qin Xu and Matthew Kolaczkowski and Sun, \{Chang Liang\} and Ou, \{Chang Jin\} and Sun, \{Ya Guang\} and Xie, \{Ling Hai\} and Wei Huang",

note = "Publisher Copyright: {\textcopyright} 2018 Elsevier Ltd",

year = "2019",

month = jan,

doi = "10.1016/j.dyepig.2018.07.042",

language = "英语",

volume = "160",

pages = "25--27",

journal = "Dyes and Pigments",

issn = "0143-7208",

publisher = "Elsevier B.V.",

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T1 - Bay-annulated indigo derivatives based on a core of spiro[fluorene-9,9′-xanthene]

T2 - Synthesis, photophysical, and electrochemical properties

AU - Ren, Bao Yi

AU - Xu, Qin

AU - Kolaczkowski, Matthew

AU - Sun, Chang Liang

AU - Ou, Chang Jin

AU - Sun, Ya Guang

AU - Xie, Ling Hai

AU - Huang, Wei

PY - 2019/1

Y1 - 2019/1

N2 - Two positional isomers based on a spiro[fluorene-9,9′-xanthene] (SFX) core were synthesized by selectively appending bay-annulated indigo (BAI) units to the fluorene moiety or the xanthene moiety of SFX, respectively. Investigation of photophysical and electrochemical properties revealed that the two compounds were endowed with broad absorption, low LUMO level, and weak aggregation characteristics. The rational combination of planar BAI units with a three-dimensional SFX core makes them attractive n-type candidates for eco-friendly and sustainable organoelectronic devices.

AB - Two positional isomers based on a spiro[fluorene-9,9′-xanthene] (SFX) core were synthesized by selectively appending bay-annulated indigo (BAI) units to the fluorene moiety or the xanthene moiety of SFX, respectively. Investigation of photophysical and electrochemical properties revealed that the two compounds were endowed with broad absorption, low LUMO level, and weak aggregation characteristics. The rational combination of planar BAI units with a three-dimensional SFX core makes them attractive n-type candidates for eco-friendly and sustainable organoelectronic devices.

KW - Bay-annulated indigo

KW - Electrochemical properties

KW - Optical properties

KW - Synthesis

KW - spiro[fluorene-9,9′-xanthene]

UR - https://www.scopus.com/pages/publications/85050865927

U2 - 10.1016/j.dyepig.2018.07.042

DO - 10.1016/j.dyepig.2018.07.042

M3 - 文章

AN - SCOPUS:85050865927

SN - 0143-7208

VL - 160

SP - 25

EP - 27

JO - Dyes and Pigments

JF - Dyes and Pigments

ER -

Bay-annulated indigo derivatives based on a core of spiro[fluorene-9,9′-xanthene]: Synthesis, photophysical, and electrochemical properties

Abstract

Keywords

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