Issue 62, 2017

2,6-Di(thiophenyl)-1,5-dihydrodipyrrolopyrazine (DT-DPP) structural isomers as donor–acceptor–donor molecules and their optoelectronic investigation

Abstract

Herein we report the synthesis and characterization of two new D–A–D molecules 1,5-dimethyl-2,6-di(thiophen-2-yl)-1,5-dihyrodipyrrolo[3,2-b:3′,2′-e]pyrazine (2DT-DPP) and 1,5-dimethyl-2,6-di(thiophen-3-yl)-1,5-dihyrodipyrrolo[3,2-b:3′,2′-e]pyrazine (3DT-DPP) via Pd catalyzed C–C and C–N coupling reactions. The dipyrrolopyrazine scaffold comprises an electron-accepting core flanked by two thiophene moieties. To reveal the molecular geometry and molecular packing of 3DT-DPP, X-ray single crystal analysis was carried out. The surface morphological analysis shows the formation of microrods. The photophysical properties of these systems were characterized by UV-vis, fluorescence spectroscopy, and cyclic voltammetry. The thermal properties reveal that both the isomers are thermally stable up to 300 °C. This study clearly demonstrates that DT-DPP can be used to build D–A molecules to produce promising conjugated materials for various optoelectronic applications.

Graphical abstract: 2,6-Di(thiophenyl)-1,5-dihydrodipyrrolopyrazine (DT-DPP) structural isomers as donor–acceptor–donor molecules and their optoelectronic investigation

Supplementary files

Article information

Article type
Paper
Submitted
05 Jun 2017
Accepted
04 Jul 2017
First published
10 Aug 2017
This article is Open Access
Creative Commons BY license

RSC Adv., 2017,7, 39228-39236

2,6-Di(thiophenyl)-1,5-dihydrodipyrrolopyrazine (DT-DPP) structural isomers as donor–acceptor–donor molecules and their optoelectronic investigation

P. Meti and Y. Gong, RSC Adv., 2017, 7, 39228 DOI: 10.1039/C7RA06270B

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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