Poly(3-hexylthiophene)s Functionalized with N-Heterocyclic Carbenes as Robust and Conductive Ligands for the Stabilization of Gold Nanoparticles
| Autor: | Shitong Zhang, Franziska Lissel, Frank Simon, Zhi Qiao, Andreas Fery, Ningwei Sun, Yixuan Du, Anja Maria Steiner, Jonas Schubert |
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| Rok vydání: | 2020 |
| Předmět: |
Materials science
Conjugated system 010402 general chemistry 01 natural sciences Redox Catalysis Polymerization chain growth polymerization Chain-growth polymerization hybrid materials conjugated polymers N-heteroyclic carbenes chemistry.chemical_classification 010405 organic chemistry Communication General Chemistry Polymer Combinatorial chemistry Communications 0104 chemical sciences chemistry Electrochromism Colloidal gold Yield (chemistry) gold nanoparticles Hybrid material |
| Zdroj: | Angewandte Chemie (International Ed. in English) |
| ISSN: | 1521-3773 |
| Popis: | Recently, N‐heterocyclic carbenes (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—that is, focused solely on exploiting the stability aspect. Using NHCs to link Au NPs and electronically active organic components, for example, 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. Br‐NHC‐AuI complexes were designed as starting points of Kumada polymerizations to grow regioregular poly(3‐hexylthiophene)s‐NHC‐AuI, which were reduced to afford P3HT‐NHC@Au NPs. In addition to excellent thermal as well as redox stability, the corresponding NPs show improved charge transfer behavior due to the effective electron delocalization over the gold/P3HT interface benefiting from the robust and conductive NHC linkages. |
| Databáze: | OpenAIRE |
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