Soluble Diazaiptycenes: Materials for Solution-Processed Organic Electronics

Philipp Biegger; Sebastian Stolz; Sebastian N. Intorp; Yexiang Zhang; Jens U. Engelhart; Frank Rominger; Kenneth I. Hardcastle; Uli Lemmer; Xuhong Qian; Manuel Hamburger; U. H.F. Bunz

doi:10.1021/jo502564w

Soluble Diazaiptycenes: Materials for Solution-Processed Organic Electronics

Philipp Biegger
, Sebastian Stolz
, Sebastian N. Intorp
, Yexiang Zhang
, Jens U. Engelhart
, Frank Rominger
, Kenneth I. Hardcastle
, Uli Lemmer
, Xuhong Qian
, Manuel Hamburger
, U. H.F. Bunz^*

^*Corresponding author for this work

Organisch-Chemisches Institut
Heidelberg University
InnovationLab GmbH
Lichttechnisches Institut
Karlsruhe Institute of Technology
School of Chemistry and Biochemistry
Georgia Institute of Technology
East China University of Science and Technology
Department of Chemistry
Emory University
Institute of Microstructure Technology
Centre for Advanced Materials

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

64 Scopus citations

Abstract

The synthesis and characterization of soluble azaiptycenes is reported. Optical and physical properties were studied and compared with those of the structurally consanguine azaacenes. Electrochemical experiments and quantum-chemical calculations revealed the electronic structure of the iptycene derivatives. Their crystallization behavior was examined. A highly fluorescent amorphous diazatetracene derivative was integrated into a simple organic light-emitting diode, showing enhanced performance compared with that of previously reported, structurally similar tetracenes.

Original language	English
Pages (from-to)	582-589
Number of pages	8
Journal	Journal of Organic Chemistry
Volume	80
Issue number	1
DOIs	https://doi.org/10.1021/jo502564w
State	Published - 2 Jan 2015
Externally published	Yes

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10.1021/jo502564w

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title = "Soluble Diazaiptycenes: Materials for Solution-Processed Organic Electronics",

abstract = "The synthesis and characterization of soluble azaiptycenes is reported. Optical and physical properties were studied and compared with those of the structurally consanguine azaacenes. Electrochemical experiments and quantum-chemical calculations revealed the electronic structure of the iptycene derivatives. Their crystallization behavior was examined. A highly fluorescent amorphous diazatetracene derivative was integrated into a simple organic light-emitting diode, showing enhanced performance compared with that of previously reported, structurally similar tetracenes.",

author = "Philipp Biegger and Sebastian Stolz and Intorp, \{Sebastian N.\} and Yexiang Zhang and Engelhart, \{Jens U.\} and Frank Rominger and Hardcastle, \{Kenneth I.\} and Uli Lemmer and Xuhong Qian and Manuel Hamburger and Bunz, \{U. H.F.\}",

note = "Publisher Copyright: {\textcopyright} 2014 American Chemical Society.",

year = "2015",

month = jan,

day = "2",

doi = "10.1021/jo502564w",

language = "英语",

volume = "80",

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journal = "Journal of Organic Chemistry",

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publisher = "American Chemical Society",

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}

TY - JOUR

T1 - Soluble Diazaiptycenes

T2 - Materials for Solution-Processed Organic Electronics

AU - Biegger, Philipp

AU - Stolz, Sebastian

AU - Intorp, Sebastian N.

AU - Zhang, Yexiang

AU - Engelhart, Jens U.

AU - Rominger, Frank

AU - Hardcastle, Kenneth I.

AU - Lemmer, Uli

AU - Qian, Xuhong

AU - Hamburger, Manuel

AU - Bunz, U. H.F.

PY - 2015/1/2

Y1 - 2015/1/2

N2 - The synthesis and characterization of soluble azaiptycenes is reported. Optical and physical properties were studied and compared with those of the structurally consanguine azaacenes. Electrochemical experiments and quantum-chemical calculations revealed the electronic structure of the iptycene derivatives. Their crystallization behavior was examined. A highly fluorescent amorphous diazatetracene derivative was integrated into a simple organic light-emitting diode, showing enhanced performance compared with that of previously reported, structurally similar tetracenes.

AB - The synthesis and characterization of soluble azaiptycenes is reported. Optical and physical properties were studied and compared with those of the structurally consanguine azaacenes. Electrochemical experiments and quantum-chemical calculations revealed the electronic structure of the iptycene derivatives. Their crystallization behavior was examined. A highly fluorescent amorphous diazatetracene derivative was integrated into a simple organic light-emitting diode, showing enhanced performance compared with that of previously reported, structurally similar tetracenes.

UR - https://www.scopus.com/pages/publications/84928391950

U2 - 10.1021/jo502564w

DO - 10.1021/jo502564w

M3 - 文章

AN - SCOPUS:84928391950

SN - 0022-3263

VL - 80

SP - 582

EP - 589

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 1

ER -

Soluble Diazaiptycenes: Materials for Solution-Processed Organic Electronics

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