N,N-Bis(4′-(hexyloxy)-[1,1′-biphenyl]-4-yl)thiophen-2-amine

Timofey N Chmovzh,Oleg A Rakitin

doi:10.3390/m1290

Abstract

N,N-Diarylthiophen-2-amine units are of great interest for the synthesis of optoelectronic devices. In this communication, N,N-bis (4′-(hexyloxy)-[1,1′-biphenyl]-4-yl)thiophen-2-amine was obtained by means of a Buchwald–Hartwig cross-coupling reaction of bis(4′-(hexyloxy)-[1,1′-biphenyl]-4-yl)amine and 2-bromothiophene in the presence of tris(dibenzylideneacetone)dipalladium(0), tri-tert-butyl phosphine and sodium tert-butanolate. The structure of newly synthesized compounds was established by means of elemental analysis, high-resolution mass spectrometry, 1H, 13C NMR, IR and UV spectroscopy and mass-spectrometry.

Highlights

The triarylamine donor is one of the most investigated in recent years for the synthesis of components organic solar cells (OSCs), organic light emitting diodes (OLEDs), organic field effect transistors (OFETs) and others [1,2]
It is known that the use of a biphenyl group in triarylamino-containing donors can significantly increase the photovoltaic characteristics of dyes [8,9]
We synthesized bis(4 -(hexyloxy)-[1,1 -biphenyl]-4yl)amine 1 [10], which can be used as a precursor for the preparation of N,N-bis(4-[1,1 -biphenyl]-4-yl)thiophen-2-amine 2

Summary

Introduction

The triarylamine donor is one of the most investigated in recent years for the synthesis of components organic solar cells (OSCs), organic light emitting diodes (OLEDs), organic field effect transistors (OFETs) and others [1,2]. Received: 12 October 2021 Accepted: 19 October 2021 Published: 21 October 2021 Publisher’s Note: MDPI stays neutral with regard to jurisdictional claims in published maps and institutional affiliations. In some cases, replacing the triarylamine unit with an N,N-diarylthiophen-2-amine can lead to better electron-donating ability, a higher short-circuit current density, and broadening the absorption range [3].

Results

Conclusion