The effect of electron-withdrawing substituents in asymmetric anthracene derivative semiconductors

2021 ◽  
Vol 9 (12) ◽  
pp. 4217-4222
Author(s):  
Si Liu ◽  
Lei Zheng ◽  
Mingxi Chen ◽  
Yajing Sun ◽  
Peng Wang ◽  
...  
Keyword(s):  
Anthracene Derivative ◽  
Photoelectric Properties ◽  
Anthracene Derivatives ◽  
Electron Withdrawing Substituents

Three anthracene derivatives were synthesized to reveal the effect of the electron-withdrawing substituents on structure and photoelectric properties, providing a possible strategy for controlling n-type anthracene derivative semiconductor.

Double Ring-Closing Approach for the Synthesis of 2,3,6,7-Substituted Anthracene Derivatives

2020 ◽  
Author(s):  
Birgit Meindl ◽  
Katharina Pfennigbauer ◽  
Berthold Stöger ◽  
Martin Heeney ◽  
Florian Glöcklhofer
Keyword(s):  
Wittig Reaction ◽  
Condensation Reaction ◽  
Synthetic Methods ◽  
Anthracene Derivative ◽  
Double Ring ◽  
Mild Conditions ◽  
Wide Range ◽  
Anthracene Derivatives

Anthracene derivatives have been used for a wide range of applications and many different synthetic methods for their preparation have been developed. However, despite continued synthetic efforts, introducing substituents in some positions has remained difficult. Here we present a method for the synthesis of 2,3,6,7-substituted anthracene derivatives, one of the most challenging anthracene substitution patterns to obtain. The method is exemplified by the preparation of 2,3,6,7-anthracenetetracarbonitrile and employs a newly developed, stable protected 1,2,4,5-benzenetetracarbaldehyde as the precursor. The precursor can be obtained in two scalable synthetic steps from 2,5-dibromoterephthalaldehyde and is converted into the anthracene derivative by a double intermolecular Wittig reaction under very mild conditions followed by a deprotection and intramolecular double ring-closing condensation reaction. Further modification of the precursor is expected to enable the introduction of additional substituents in other positions and may even enable the synthesis of fully substituted anthracene derivatives by the presented approach.<br>

Nondoped blue fluorescent organic light-emitting diodes based on benzonitrile-anthracene derivative with 10.06% external quantum efficiency and low efficiency roll-off

2019 ◽  
Vol 7 (4) ◽  
pp. 1014-1021 ◽  
Author(s):  
Wei Liu ◽  
Shian Ying ◽  
Runda Guo ◽  
Xianfeng Qiao ◽  
Panpan Leng ◽  
...  
Keyword(s):  
Quantum Efficiency ◽  
External Quantum Efficiency ◽  
Light Emitting Diodes ◽  
Organic Light Emitting Diodes ◽  
Light Emitting ◽  
Anthracene Derivative ◽  
Organic Light ◽  
Anthracene Derivatives ◽  
Low Efficiency

Two nondoped blue fluorescent OLEDs based on benzonitrile-anthracene derivatives with 10.06% and 9.23% EQE and low efficiency roll-off were fabricated.

scholarly journals Expected and unexpected photoreactions of 9-(10-)substituted anthracene derivatives in cucurbit[n]uril hosts

2020 ◽  
Vol 11 (18) ◽  
pp. 4779-4785 ◽  
Author(s):  
Xianchen Hu ◽  
Fengbo Liu ◽  
Xiongzhi Zhang ◽  
Zhiyong Zhao ◽  
Simin Liu
Keyword(s):  
Catalytic Amount ◽  
Anthracene Derivative ◽  
Anthracene Derivatives

The photodimerization of 9-substituted anthracene derivative was tremendously promoted by a catalytic amount of cucurbit[10]uril (CB[10]) in water. While CB[8] exclusively induced the photosolvolysis of the anthracene derivative.

Double Ring-Closing Approach for the Synthesis of 2,3,6,7-Substituted Anthracene Derivatives

2020 ◽  
Author(s):  
Birgit Meindl ◽  
Katharina Pfennigbauer ◽  
Berthold Stöger ◽  
Martin Heeney ◽  
Florian Glöcklhofer
Keyword(s):  
Wittig Reaction ◽  
Condensation Reaction ◽  
Synthetic Methods ◽  
Anthracene Derivative ◽  
Double Ring ◽  
Mild Conditions ◽  
Wide Range ◽  
Anthracene Derivatives

Anthracene derivatives have been used for a wide range of applications and many different synthetic methods for their preparation have been developed. However, despite continued synthetic efforts, introducing substituents in some positions has remained difficult. Here we present a method for the synthesis of 2,3,6,7-substituted anthracene derivatives, one of the most challenging anthracene substitution patterns to obtain. The method is exemplified by the preparation of 2,3,6,7-anthracenetetracarbonitrile and employs a newly developed, stable protected 1,2,4,5-benzenetetracarbaldehyde as the precursor. The precursor can be obtained in two scalable synthetic steps from 2,5-dibromoterephthalaldehyde and is converted into the anthracene derivative by a double intermolecular Wittig reaction under very mild conditions followed by a deprotection and intramolecular double ring-closing condensation reaction. Further modification of the precursor is expected to enable the introduction of additional substituents in other positions and may even enable the synthesis of fully substituted anthracene derivatives by the presented approach.<br>

PHOTOELECTRIC PROPERTIES OF GD a-Si : H MONOLAYER FILMS FOR ELECTROPHOTOGRAPHIC APPLICATIONS

1981 ◽  
Vol 42 (C4) ◽  
pp. C4-495-C4-498
Author(s):  
N. Yamamoto ◽  
K. Wakita ◽  
Y. Nakayama ◽  
T. Kawamura
Keyword(s):  
Monolayer Films ◽  
Photoelectric Properties

Photocatalytic Alkylation of Pyrroles and Indoles with α-Diazo Esters

2019 ◽  
Author(s):  
Łukasz Ciszewski ◽  
Jakub Durka ◽  
Dorota Gryko
Keyword(s):  
Aromatic Compounds ◽  
Reaction Pathway ◽  
Alkylating Agents ◽  
Catalytic Amount ◽  
Radical Formation ◽  
Reaction Selectivity ◽  
Diazo Esters ◽  
Electron Withdrawing Substituents

This article describes direct photoalkylation of electron-rich aromatic compounds with diazo compoiunds. C-2 alkylated indoles and pyrroles are obtained with good yields even though the photocatalyst (Ru(bpy)3Cl2) loading is as low as 0.075 mol %. For substrates bearing electron-withdrawing substituents the addition of a catalytic amount of N,N-dimethyl-4-methoxyaniline is required. Both EWG-EWG and EWG-EDG substituted diazo esters are suitable as alkylating agents. The reaction selectivity and mechanistic experiments suggest that carbenes/carbenoid intermediates are not involved in the reaction pathway, instead radical formation is proposed.

Study on Sol-hydrothermal Synthesis of TiO2 Nanoparticles and their Photoelectric Properties Sensitized by Dye

2009 ◽  
Vol 24 (6) ◽  
pp. 1110-1114 ◽  
Author(s):  
Ji-Yuan ZHANG ◽  
Han-Min TIAN ◽  
Zhi-Peng TIAN ◽  
Xiang-Yan WANG ◽  
Tao YU ◽  
...  
Keyword(s):  
Hydrothermal Synthesis ◽  
Photoelectric Properties
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