The impact of structural modification on the electrochromic and electroluminescent properties of D–A–D benzothiadiazole derivatives with a fluorene linker and (Bi)thiophene units†
Roman Ganczarczyk, Renata Rybakiewicz-Sekita, Magdalena Zawadzka, Piotr Pander, Przemysław Ledwon, Dawid Nastula and Sandra Pluczyk-Małek
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引用次数: 0
Abstract
Two donor–acceptor–donor (D–A–D) derivatives of benzothiadiazole (BTD) symmetrically functionalized with dihexylfluorene units serving as a linker between the BTD core and the thiophene (Th-FBTD) or bithiophene (2Th-FBTD) electron-donating groups were designed, synthesized and comprehensively characterized. Both compounds show high photoluminescence quantum yield (PLQY) both in solution and in the solid state. Th-FBTD demonstrates PLQY values of 82% and 96%, whereas 2Th-FBTD exhibits values of 74% and 97% in DCM and Zeonex, respectively. These compounds were employed as emissive dopants in multilayer solution-processed OLEDs, resulting in green electroluminescence with an emission peak at ca. 540 nm. The OLEDs display comparable performance, with a maximum external quantum efficiency of 3.5% for Th-FBTD and 2.8% for 2Th-FBTD. Both Th-FBTD and 2Th-FBTD undergo quasi-reversible electrochemical reduction and irreversible oxidation, giving stable electroactive polymer layers of bipolar character: p(Th-FBTD) and p(2Th-FBTD). The electrodeposited polymers undergo one-step reversible reduction and two-step reversible oxidation. Their electrochemical oxidation is accompanied by a reversible color change. Analysis of the optical density difference and coloration efficiency revealed improved electrochromic properties in both visible and near-infrared (NIR) ranges in p(2Th-FBTD) compared to that in p(Th-FBTD).
期刊介绍:
The Journal of Materials Chemistry is divided into three distinct sections, A, B, and C, each catering to specific applications of the materials under study:
Journal of Materials Chemistry A focuses primarily on materials intended for applications in energy and sustainability.
Journal of Materials Chemistry B specializes in materials designed for applications in biology and medicine.
Journal of Materials Chemistry C is dedicated to materials suitable for applications in optical, magnetic, and electronic devices.
Example topic areas within the scope of Journal of Materials Chemistry C are listed below. This list is neither exhaustive nor exclusive.
Bioelectronics
Conductors
Detectors
Dielectrics
Displays
Ferroelectrics
Lasers
LEDs
Lighting
Liquid crystals
Memory
Metamaterials
Multiferroics
Photonics
Photovoltaics
Semiconductors
Sensors
Single molecule conductors
Spintronics
Superconductors
Thermoelectrics
Topological insulators
Transistors