Conjugated Iminodibenzyl Dyes Incorporating Phenolic Hydroxyl Group and Strong Electron Donating or Accepting Groups for Facilitating ESIPT and Proton Transfer in Six- or Seven-Membered Cycles

Journal of Fluorescence, Год журнала: 2025, Номер unknown

Опубликована: Апрель 10, 2025

Язык: Английский

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Wet Photolithography From Hydrogen Abstraction of a Quasi‐Orthogonal Aggregation‐Induced Emitter

Advanced Science, Год журнала: 2025, Номер unknown

Опубликована: Янв. 6, 2025

A new aggregation-induced emission (AIE) luminogen is obtained by dimerizing acridin-9(10H)-one (Ac), an aggregation-caused quenching (ACQ) effect monomer via N─N bond and forming 9H,9'H-[10,10'-biacridine]-9,9'-dione (DiAc) with D2d symmetry. The of DiAc in solution ascribed to the enhanced basicity promoting hydrogen bonding then a abstraction (HA) reaction and/or unallowed transition frontier orbitals same symmetry facilitating intersystem crossing. It found that emissive Ac one product non-emissive HA activated UV irradiation. By exploiting AIE properties DiAc, photolithographic patterning demonstrated paper wetted solution.

Язык: Английский

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Dual-State Fluorescence in Some Salicylaldehyde-triphenylene Discotic Liquid Crystal Derivatives Induced by Excited State Intramolecular Proton Transfer

Chemistry of Materials, Год журнала: 2024, Номер 36(15), С. 7306 - 7316

Опубликована: Июль 22, 2024

Язык: Английский

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Theoretical Insights into the Effect of Different Numbers of Thiophene Groups on Hydrogen Bond Interaction and Excited-State Intramolecular Proton-Transfer Process for Flavonoid Derivatives

The Journal of Physical Chemistry A, Год журнала: 2024, Номер 128(20), С. 4020 - 4029

Опубликована: Май 14, 2024

In this study, we systematically explored the impact of varying number thiophene groups on hydrogen bond interaction and excited-state intramolecular proton-transfer (ESIPT) processes in flavonoid derivatives (STF, DTF, TTF) using density functional theory time-dependent methods. Initially, a thorough analysis optimized geometric structures revealed that S1 state is enhanced gradually weakened as increases. To gain deeper understanding interaction, topological analysis, region indicator scatter plots, isosurface plots were employed. These images provide further insights align with structural analysis. Additionally, observed red-shift electronic spectra (absorption fluorescence spectra), which primarily attributed to narrowing energy gap between highest occupied molecular orbital lowest unoccupied orbital, elucidated by frontier orbitals. Furthermore, combined hole–electron distribution transition matrix heat map shows electron excitation involves unidirectional charge-transfer mechanism. end, conducting relaxed potential curve scans, found an increase elevates barrier for ESIPT, making it more challenging reaction. summary, our study underscores vital effect thiophene-substituted numbers modulating ESIPT process, able valuable design synthesis desired organic fluorescent probes future.

Язык: Английский

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Aggregation‐Dependent Polymer Photochromism via Double Intramolecular Hydrogen Bonds from Excited State Intramolecular Proton Transfer

Chinese Journal of Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 16, 2025

Comprehensive Summary Excited‐state intramolecular proton transfer (ESIPT) involves photochemical tautomerization between two excited states (E* and K*) via transfer. Developing polymer photochromism based on the of organic ESIPT molecules has been rarely reported. We report molecule HBT‐2OH exhibits concentration‐dependent photochromic behavior in a polyurethane (PU) network. At low concentrations, primarily exists trans ‐enol configuration without OH···N hydrogen bonds PU, emitting blue fluorescence at ~464 nm (enol emission). Upon UV irradiation, dihedral angle donor acceptor twists to form an H‐bond, converting cis resulting with pale yellow ~603 (keto The effect HBT‐2OH@PU diminishes high concentrations due that aggregation favors form. Control HBT, HBO‐2OH , HBI‐2OH show no confirming ethanolyl branches OH···S stabilize . Incorporating these into PMMA PCL networks demonstrates increased free volume smaller aggregates enhance by reducing resistance twisting. Density functional theory (DFT) calculations further confirm stable heteroatomic (OH···S) exist This study offers new theoretical insights opens avenues for research materials.

Язык: Английский

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Mechanochemical Thiolation of α-Imino Ketones: A Catalyst-Free, One-Pot, Three-Component Reaction

ACS Omega, Год журнала: 2025, Номер unknown

Опубликована: Янв. 29, 2025

Herein, we report an efficient mechanochemical synthesis of α,α-amino thioketones involving a one-pot, three-component milling 2-oxo aldehydes, amines, and thiols. Unlike previous methods, this protocol does not require any catalyst or oxidizing additive. The reaction proceeds through the thiolation in situ formed α-imino ketones by liquid-assisted grinding. We have successfully extended to synthesizing benzothiazoles, thiazoles, quinoxalines, demonstrating its efficiency potential field. Importantly, shown gram-scale synthesis, synthetic applications, substrate scope protocol, instilling confidence practicality.

Язык: Английский

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Dual-Emission Fluorescent Probe with Sequential Two-Step ESIPT Activation Mechanism for Selective Hydrazine Detection and Multifunctional Applications

Journal of Hazardous Materials, Год журнала: 2025, Номер 493, С. 138388 - 138388

Опубликована: Апрель 22, 2025

Язык: Английский

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Solvatochromic Multi-colour Fluorescence Driven by Thiol-type ESIPT in a 1-Mercapto-NaphthaIdiimide Compound

Journal of Materials Chemistry C, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

A novel thiol (SH)-type excited-state intramolecular proton transfer (ESIPT) imide compound was synthesized, showing large Stokes-shifted fluorescence. Multiple emissions sensitive to solvent polarity demonstrated distinctive environmental response.

Язык: Английский

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Unravelling pyridine substitution position and solvent polarity regulate TICT and ESIPT mechanism for 2-(2-hydroxyphenyl)-benzothiazole derivatives

Computational and Theoretical Chemistry, Год журнала: 2025, Номер unknown, С. 115300 - 115300

Опубликована: Май 1, 2025

Язык: Английский

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A Competition among Three Ultrafast Photoinduced Events in Thiotropolone: Internal Conversion vs Intersystem Crossing vs ESIPT

The Journal of Physical Chemistry A, Год журнала: 2024, Номер 128(34), С. 7084 - 7089

Опубликована: Авг. 14, 2024

Gas phase excited-state quantum wavepacket dynamics simulations of the thiotropolone demonstrate ultrafast triplet formation upon photoexcitation to dipole-allowed S2 state. The dominant relaxation pathway S2–T4 intersystem crossing, facilitated by strong spin–orbit coupling and narrow energy gap, competes with S1/S3 internal conversion. populated in T4 via former decays lower states. Computed potential profiles suggest proton transfer S2, which might compete conversion crossing. nonadiabatic population from states enables latter states, resulting multiple pathways. Experimental investigations are necessary shed light on complex photodynamics thiotropolone.

Язык: Английский

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