Dual-state emissionversusno emission by manipulating the molecular structures of cyanovinyl–benzofuran derivatives

Abstract

When a very small change in the molecular structure of cyanostilbene derivative leads to high luminescence both in solution and in the solid state. For benzofuran – cyanovinyl – pentaflurophenyl...

Design of Aurone‐Based Dual‐State Emissive (DSE) Fluorophores

“…However, the design of DSE fluorophores is a challenging task because these compounds should possess a balance between emission and non‐radiative pathways in both solution and the solid state. Until now, the majority of organic building blocks for DSE compounds are related to the chemistry of aggregation‐induced emitters (AIE) and remain rather limited: e. g., tetraphenylethylenes (TFE), triphenylamines (TFA), carbazoles, cyanostilbenes, squaraine dyes, and some others [10–16] . Therefore, new organic scaffolds with distinct DSE properties are urgently required in this field to provide efficient and variable applications.…”

“…Until now, the majority of organic building blocks for DSE compounds are related to the chemistry of aggregationinduced emitters (AIE) and remain rather limited: e. g., tetraphenylethylenes (TFE), triphenylamines (TFA), carbazoles, cyanostilbenes, squaraine dyes, and some others. [10][11][12][13][14][15][16] Therefore, new organic scaffolds with distinct DSE properties are urgently required in this field to provide efficient and variable applications.…”

Solution and Solid-State Emissive Organophosphonates with High-Contrast Reversible Mechanofluorochromism: Beyond the Classical Frameworks

“…21 Nevertheless, a deep understanding of making solution and solid-state emissive molecules is still illdefined; thus, the availability of such molecules is still limited. 1,22 Hence, generating a new class of solution and solid-state emitters with innovative features would benefit its broad scope and applicability. Further, an admirable change in the fluorescence (FL) color on applying the external mechanical force (mechanofluorochromism) offers potential applications in sensing, data security, and display devices.…”

“…Considering collective necessities such as conjugation-directed rigidity in a twisted molecular structure, connecting long chains or outlying larger groups, and applying D–A designs, small organic molecules are recognized as emissive in both states . Nevertheless, a deep understanding of making solution and solid-state emissive molecules is still ill-defined; thus, the availability of such molecules is still limited. , Hence, generating a new class of solution and solid-state emitters with innovative features would benefit its broad scope and applicability. Further, an admirable change in the fluorescence (FL) color on applying the external mechanical force (mechanofluorochromism) offers potential applications in sensing, data security, and display devices. − Thus, academic/industrial interest has tremendously grown to create a variety of small DSEgens (dual-state emissive fluorogens: designation and criterion for the term “DSEgen” are still ambiguous) as multifunctional smart materials, displaying mechanofluorochromic (MFC) behavior and other applications. − Strategically manipulating molecular arrangements and supramolecular interactions is challenging but crucial to show MFC. , In this work, we have focused on making a pure organophosphonate as a solution/solid-state emitter with MFC features.…”

Pyrene and triphenylamine substituted cyanostyrene and cyanostilbene derivatives with dual-state emission for high-contrast mechanofluorochromism and cell imaging

“…19,24 Given that high-efficiency emissions in solution could benefit from substantial structure rigidity and suitable donor-acceptor systems, 16,25 proper inclusion of the cyano group as an electron acceptor for constructing rigid D-A frameworks holds great promise to afford bright DSEgens. For example, Ibrahim et al 26 reported some donor-cyanovinyl-acceptor derivatives, with rigid benzofuran as a donor and the fluorine-enriched phenyl group as an acceptor, that exhibit high quantum yields (Φ) of 0.31-0.80 in solution and 0.30-0.66 in the solid state, respectively. Zhu et al 27 integrated planar diphenyldiacetylene with cyanostilbene structures to obtain D-A-π-A-D molecules with bright emissions in dilute solution (Φ, 0.40-0.98) and the solid state (Φ, 0.27-0.61).…”