A comprehensive compendium of literature of 1,8-Naphthalimide based chemosensors from 2017 to 2021

Jain, Nisha; Kaur, Navneet

doi:10.1016/j.ccr.2022.214454

Cited by 48 publications

(17 citation statements)

References 195 publications

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“…Concerning the emissions of cationic 5 , the emission intensity gradually increased from pH 12.0 to 5.0, and, under more acidic conditions, the intensity suddenly decreased below 4.0. It is hard to explain this gradual increase from pH 12.0 but one possibility is aggregation-induced emission quenching (AIEQ) behaviour 23 under alkaline conditions unlike compound 2 or stability changes in the excited state based on the exchange of the counter anion between hexafluorophosphate and hydroxide ions. The changes in the absorption spectra at various pH values, as well as the λ ab max values as a function of pH, are shown in Fig.…”

Section: Resultsmentioning

confidence: 99%

Acid responsiveness of emissive morpholinyl aminoquinolines and their use for cell fluorescence imaging

et al. 2022

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Section: Resultsmentioning

confidence: 99%

Acid responsiveness of emissive morpholinyl aminoquinolines and their use for cell fluorescence imaging

et al. 2022

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“…The conventional strategy for organic fluorescent probe design is to combine a reactive site as a recognition unit with the organic fluorophore as a signal unit, such as 1,8-naphthimide. [19] Beneficial from the easy synthesis, spatial and temporal resolution, high sensitivity, high selectivity, and easy modification of structure to cover a wide range of absorption/emission characteristics, [20] the organic fluorescent probes have been widely applied in the fields of metal ions, [21,22] anions, [23,24] organic molecule, [25] and biosensing. [26] Upon encountering the target molecule, the reactive recognition process occurs with the chemical bond formation or cleavage, leading to the fluorescence signal variation based on the change of electron/energy transfer, for instance, intramolecular charge transfer (ICT), [27][28][29] twisted ICT, [30,31] photoinduced electron transfer (PET), [32] Föster resonance energy transfer, [33] and so forth.…”

Section: Introductionmentioning

confidence: 99%

Intermolecular through‐space charge transfer enabled by bicomponent assembly for ultrasensitive detection of synthetic cannabinoid JWH‐018

Liu

Xiao

et al. 2023

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Launching the intermolecular through‐space charge transfer (TSCT) from a bicomponent assembly for photophysical property manipulation is of great significance in fluorescence probe design. Here, we demonstrate the elaborate control of droplet evaporation dynamics for intermolecular TSCT can facilitate the ultrasensitive detection of JWH‐018, a representative synthetic cannabinoid. Driven by diverse intermolecular interactions, the probe, and JWH‐018 assemble in a closely stacked manner to emit strong fluorescence at 477 nm, ascribing to the intermolecular TSCT at the S2 state. The strategy realizes an ultra‐low limit of detection of 11 nmol/mL and great selectivity towards JWH‐018. The practicability is further verified by constructing a sensing chip for JWH‐018 aerosol detection, which facilitates the on‐site drug abuser screening with the naked eye. Moreover, the proposed assembly‐enabled TSCT is expected to find a variety of applications for optoelectronic materials design and photophysical mechanism‐dominated molecular recognition.

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“…One notable group of fluorescent probes are the derivatives of 1,8-naphthalimide. Known for their chemical stability, these molecules exhibit excellent thermal, electrochemical, electroluminescent, optical and photophysical properties [ 29 , 30 , 31 ]. By introducing different functional moieties on the imide and amino nitrogen atom, it is possible to modify the physical and chemical properties of the naphthalimide.…”

Section: Introductionmentioning

confidence: 99%

Naphthalimide-Piperazine Derivatives as Multifunctional “On” and “Off” Fluorescent Switches for pH, Hg2+ and Cu2+ Ions

et al. 2023

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Novel 1,8-naphthalimide-based fluorescent probes NI-1 and NI-2 were designed and screened for use as chemosensors for detection of heavy metal ions. Two moieties, methylpyridine (NI-1) and hydroxyphenyl (NI-2), were attached via piperazine at the C-4 position of the napthalimide core resulting in a notable effect on their spectroscopic properties. NI-1 and NI-2 are pH sensitive and show an increase in fluorescence intensity at around 525 nm (switch “on”) in the acidic environment, with pKa values at 4.98 and 2.91, respectively. Amongst heavy metal ions only Cu2+ and Hg2+ had a significant effect on the spectroscopic properties. The fluorescence of NI-1 is quenched in the presence of either Cu2+ or Hg2+ which is attributed to the formation of 1:1 metal-ligand complexes with binding constants of 3.6 × 105 and 3.9 × 104, respectively. The NI-1 chemosensor can be used for the quantification of Cu2+ ions in sub-micromolar quantities, with a linear range from 250 nM to 4.0 μM and a detection limit of 1.5 × 10−8 M. The linear range for the determination of Hg2+ is from 2 μM to 10 μM, with a detection limit of 8.8 × 10−8 M. Conversely, NI-2 behaves like a typical photoinduced electron transfer (PET) sensor for Hg2+ ions. Here, the formation of a complex with Hg2+ (binding constant 8.3 × 103) turns the green fluorescence of NI-2 into the “on” state. NI-2 showed remarkable selectivity towards Hg2+ ions, allowing for determination of Hg2+ concentration over a linear range of 1.3 μM to 25 μM and a limit of detection of 4.1 × 10−7 M.

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A comprehensive compendium of literature of 1,8-Naphthalimide based chemosensors from 2017 to 2021

Cited by 48 publications

References 195 publications

Acid responsiveness of emissive morpholinyl aminoquinolines and their use for cell fluorescence imaging

Acid responsiveness of emissive morpholinyl aminoquinolines and their use for cell fluorescence imaging

Intermolecular through‐space charge transfer enabled by bicomponent assembly for ultrasensitive detection of synthetic cannabinoid JWH‐018

Naphthalimide-Piperazine Derivatives as Multifunctional “On” and “Off” Fluorescent Switches for pH, Hg2+ and Cu2+ Ions

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