H- and J-aggregates formed from a nontraditional π-gelator depending on the solvent polarity for the detection of amine vapors

Abstract

A difluoroboron β-diketonate complex can self-assemble into H- and J-aggregates in the solvents with different polarity.

Spirofluorene‐Cored Difluoroboron β‐Diketonate Complexes with Terminal Carbazole: Synthesis, Self‐Assembling, and Fluorescent Sensory Properties

“…[1c] It was also found that the strong emission of TCbzBSF in xerogel‐based film could be quenched obviously when exposed to the vapors of aniline, N ‐methylaniline and N , N ‐ dimethylaniline. Notably, the detection limit for aniline vapor of the film was as low as 0.56 ppb, exhibiting higher performance than the other reported sensors …”

“…We observed the linear relationship between 1‐I/I 0 and the concentration of aniline, and the detection limit was as low as 0.56 ppb, which was lower than the reported sensors . We deemed that the high specific surface areas of the nanofibers and the large space in 3D networks would be helpful for the high performance of the xerogel‐based film in the fluorescent responsive to aniline . The fluorescence emission and UV/Vis absorption spectral titration results were gained in tetrachlormethane to reveal the fluorescence sensory mechanism of TCbzBSF in the film towards gaseous aniline.…”

Advances in the Supramolecular Chemistry of Tetracoordinate Boron-Containing Organic Molecules into Organogels and Mesogens

“…Intermolecular π-π stacking and non-covalent bonding FIGURE 1 | Gelation of boron-difluoride compounds on the basis of the effect of solvent, molecular structure, effect of substituents and intermolecular interactions. Reproduced with permission from Sun et al, 2018Sun et al, , copyright 2018 Royal Society of Chemistry. Reproduced from Naim et al, 2021, copyright 2021 American Chemical Society.…”

“…Reproduced with permission from Mi et al, 2018 , copyright 2018 Royal Society of Chemistry. Reproduced with permission from Sun et al, 2017 , copyright 2017 Royal Society of Chemistry. Reproduced with permission from Wang et al, 2017 , copyright 2017 WILEY-VCH.…”

“…The balance between the interaction of the gelator with itself and with the solvent is determined by the solvent as solvent plays a critical role in the nucleation and growth processes of self-assembly. Sun et al showed that the polarity of the solvent affects the gelation properties of β-diketonate difluoroboron complex 1 functionalized with tert -butyl carbazole moiety ( Sun et al, 2018 ). Complex 1 formed two different colored organogels: a red gel was formed in low polar solvent mixtures such as o -dichlorobenzene/cyclohexane (v/v = 1/5) whereas an orange gel was formed in high polar solvent mixtures like o -dichlorobenzene/cyclohexane (v/v = 1/2).…”