A phenyl-removal strategy for accessing an efficient dual-state emitter in the red/NIR region guided by TDDFT calculations

Abstract

Developing molecules with efficient dual-state emission at red/NIR region is significant for their broader applications prospect in biological area, but still remains a great challenge. Guided by in-depth TDDFT calculations,...

One molecule to light it all: The era of dual-state emission

“…4 (E) TPE units as donors and squaraines as acceptor fragments are included in this report by Wang and coworkers. 5 (F) Twisting of long conjugated p-molecules avoids p-p stacking in crystals and maintains good QY in both solution and the solid state, as reported by Zheng and coworkers. p-p interactions upon crystallization, thus enhancing the solid-state emission.…”

“…Among the most commonly used molecular blocks in D-A systems used in DSEgen designs, donor units such as tetraphenylethylene (TPE) 8 or triphenylamine (TPA) 9 stand out because they also comply with the first aspect of presenting distorted conformations. Complementarily, using acceptors such as benzothiadiazole (BTD), 3 BODIPYs, 10 or more recently, squaraine dyes, 5 has been reported to produce excellent results both in solution and solid state when combined with the previously mentioned features. A significant example of the amalgamation of these characteristics is in the work by Cui et al, who designed promising DSEs with high photostability and photoluminescence using a slightly twisted D-A architecture with bulky alkyl chains.…”

“…(D) Ulrich and coworkers reported a series of D-p-A structures with aliphatic chains displaying ESIPT phenomena, improving the QY of molecules 4. (E) TPE units as donors and squaraines as acceptor fragments are included in this report by Wang and coworkers 5. (F) Twisting of long conjugated p-molecules avoids p-p stacking in crystals and maintains good QY in both solution and the solid state, as reported by Zheng and coworkers 6.…”

Dual-State Emission (DSE) in Organic Fluorophores: Design and Applications

“…Molecular structures of DSE compounds with ESIPT effect 34a and 34b with their respective photographs under UV lamp in solution (from left to right: toluene, hexane, THF, CH 2 Cl 2 , DMSO, and CH 3 OH) and in the crystalline state. Republished with permission from ref . Copyright 2020 The Royal Society of Chemistry.…”

Rational Design and Facile Synthesis of Dual‐State Emission Fluorophores: Expanding Functionality for the Sensitive Detection of Nitroaromatic Compounds

“…[1,[14][15][16] To circumvent the limitations of ACQ and AIE type molecules, numerous endeavors have been made to prevail DSE chromophores to improve their practicability in luminescent material fields. [17][18][19] For example, Tang's group reported a series of triphenylamine (TPA)-based DSE compounds, using conjugation-induced rigidity (CIR) strategy for twisted molecules. [3] Meng's group proposed self-isolated enhanced emission (SIEE) method through the introduction of alkyl chains into the twisted donor-acceptor (DÀ A) molecule, also successfully giving DSE materials.…”