Authors Lissel, F. ; Sun, N. ; Zhang, S.T. ; Simon, F. ; Steiner, A. M. ; Schubert, J. ; Du, Y. ; Fery, A. ; Qiao, Z.
Title Poly(3-hexylthiophene) functionalized with N-heterocyclic carbene as robust and conductive ligands to stabilize gold nanoparticles
Date 19.02.2021
Number 58990
Abstract Due to their excellent stability and conductivity, N –heterocyclic carbenes (NHCs) have attracted great attention as versatile ligands for the functionalization of macroscopic gold surfaces. Recently, NHCs are explored as anchor groups to bind organic ligands to colloidal gold (i.e. gold nanoparticles, Au NPs), yet these efforts are confined to non–conjugated ligands so far – i.e. focused solely on exploiting the stability aspect. Using NHCs to link Au NPs and electronically active organic components, e.g. conjugated polymers (CPs), will allow capitalizing on both the stability as well as the inherent conductivity of the NHC anchors. Here, we report three types of Br–NHC–Au–X (X = Cl, Br) complexes, which, when used as starting points for Kumada polymerizations, yield regioregular poly(3–hexylthiophenes)–NHC–Au (P3HTs–NHC–Au) with narrow molecular weight distributions. The corresponding NPs are obtained via direct reduction, and show excellent thermal as well as redox stability. The NHC anchors enable electron delocalization over the gold/CP interface, resulting in an improved electrochromic response behavior in comparison with P3HT–NHC–Au. This work demonstrates for the first time that CPs functionalized with NHCs can serve as ligands for the stabilization of Au NPs, paving a way for potential (opto–)electronical applications of CP–NHC@Au NP nanomaterials.
Publisher Angewandte Chemie
Citation Angewandte Chemie 133 (2021) 3958-3963

Back to list