Issue 5, 2017

Fast construction of dianthraceno[a,e]pentalenes for OPV applications

Abstract

A new method based on a palladium-catalyzed tandem reaction for the fast construction of a dianthraceno[a,e]pentalene (DAP) framework is developed, which gave a series of dianthraceno[a,e]pentalenes with good functional group tolerance, and it should be highlighted that five C–C bonds were formed in one reaction. The photophysical and electrochemical properties of DAP derivatives were examined in detail. Interestingly, cross conjugation can be observed for DAPs substituted with electron-withdrawing substituents, which results in decreased optical bandgaps and the highest occupied molecular orbital (HOMO) energy levels. Because of the good absorption features, high fluorescence quantum yield and appropriate frontier energy levels, dianthraceno[a,e]pentalene with a p-((2-hexyldecyl)-2-cyanoacetate)phenyl group (DAP-PhCA) was utilized for solution-processed bulk-heterojunction solar cells, which delivered a power conversion efficiency of 2.05% with a high open-circuit voltage (Voc) value of 0.95 V.

Graphical abstract: Fast construction of dianthraceno[a,e]pentalenes for OPV applications

Supplementary files

Article information

Article type
Research Article
Submitted
29 Dez 2016
Accepted
19 Jän 2017
First published
20 Jän 2017

Org. Chem. Front., 2017,4, 711-716

Fast construction of dianthraceno[a,e]pentalenes for OPV applications

Z. Zhang, H. Fan and X. Zhu, Org. Chem. Front., 2017, 4, 711 DOI: 10.1039/C6QO00867D

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements