Solvatochromic and solid-state emissive azlactone-based AIEE-active organic dye: Synthesis, photophysical properties and color-conversion LED application

Olutaş, Murat; Sağırlı, Akın

doi:10.1016/j.molliq.2020.113482

Cited by 8 publications

(6 citation statements)

References 62 publications

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“…Thus, the interaction between solute presenting intramolecular charge transfer and solvent becomes more enhanced when the solvent polarity increases, which determines a decrease of the quantum yield. In this case, the increase of the nonradiatiave decay rate in the emission of these naphthalimides can be significantly influenced by intramolecular charge transfer (ICT) characteristics [ 55 ].…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Solvent Dependent Fluorescence of Some Piperidine-Substituted Naphthalimide Derivatives and Consequences for Water Sensing

Tigoianu

Airinei

Georgescu

et al. 2022

IJMS

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Novel fluorescent strigolactone derivatives that contain the piperidine-substituted 1,8-naphthalimide ring system connected through an ether link to a bioactive 3-methyl-furan-2-one unit were synthesized and their spectroscopic properties investigated. The solvatochromic behavior of these piperidine-naphthalimides was monitored in solvents of different polarity using the electronic absorption and fluorescence spectra. These compounds exhibited a strong positive solvatochromism taking into account the change of solvent polarity, and the response mechanism was analyzed by fluorescence lifetime measurements. According to Catalan and [f(n), f(ε), β, α] solvent scales, the dipolarity and polarizability are relevant to describe the solute–solvent interactions. The emission chemosensing activity was discussed in order to determine the water content in organic environments. The emission intensity of these compounds decreased rapidly in dioxane, increasing water level up to 10%. Measuring of quantum yield indicated that the highest values of quantum efficiency were obtained in nonpolar solvents, while in polar solvents these derivatives revealed the lowest quantum yield. The fluorescence decay can be described by a monoexponential model for low water levels, and for higher water contents a biexponential model was valid.

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Section: Resultsmentioning

confidence: 99%

Synthesis and Solvent Dependent Fluorescence of Some Piperidine-Substituted Naphthalimide Derivatives and Consequences for Water Sensing

Tigoianu

Airinei

Georgescu

et al. 2022

IJMS

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“…The linear relationship between oscillator strength and transition dipole moment is shown in Fig (12). The change in dipole moment of PPPBB upon excitation was calculated from Lippret-Metaga's relation Equations ( 6) and ( 7) [53][54][55], which are based on the energy difference between the maximum absorption and emission band.…”

Section: 4-calculations Of Molecular Parametersmentioning

confidence: 99%

Structural, DFT calculations and photophysical and photochemical characteristics of 1-((E)-2-phenylethenyl)-2-(4-(2-((E)-2-phenylethenyl) phenoxy) butoxy) benzene (PPPBB)

et al. 2023

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X- ray single crystal structure, spectroscopic and photophysical parameters of the titled compound were studied. The titled compound shows thermal stability prior to melting at 126.17 °C with ΔH value of 109.991 Jg<sup>-1</sup>. Photophysical parameters include singlet electronic absorption, molar absorption coefficient, oscillator strength and dipole moment of electronic transition, fluorescence spectra, excited state lifetime and fluorescence quantum yield for PPPBB in different solvents. PPPBB displays a little change in maximum absorption and emission spectra with solvent polarity, indicating a slight change in dipole moment of dye molecules upon excitation. The dipole moments (Δμ ) difference between the excited and ground state was obtained from Lippert-Mataga method. Ground and electronic excited states geometric optimization was performed using density functional theory (DFT) and time-dependent density functional theory (TD-DFT), complemented with spectral findings. A good agreement between theoretical data and experimental observations was found. The net photochemical quantum yield (ϕ<sub>c</sub>) of PPPBB dye was calculated in various solvents.

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“…reported the E -isomer fluorescent azlactone-based dye 49 (Figure ). The group reported good quantum yields in both solution (Φ F = 21.7%) and the solid state (Φ F = 61.3%). Given its excellent solid state fluorescence, the dye was used as a color-converting material for lighting applications (Figure c).…”

Section: Applicationsmentioning

confidence: 99%

Section: Applicationsmentioning

confidence: 99%

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

et al. 2021

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Organic luminescent materials have attracted significant attention in the past few years due to their fascinating photophysical properties. Implementing these emissive organic compounds is now being actively pursued in many applications in solution (i.e., sensors, bioimaging) or their solid forms (i.e., optoelectronic devices or data encryption). Despite significant advances in the development of emissive compounds, there has been an increasing quest in the past decade for materials where the emission is preserved in both states, dual-state emission (DSE). These compounds are expected to detonate a myriad of applications in the future. On this nascent topic, this work addresses several factors that increase the probability of obtaining the dual-state emission property based on the precedent reports showing this phenomenon. Therefore, this review identifies and organizes the different structural characteristics useful to obtain these compounds. In addition, it has been devised to motivate the discussion in the materials science community and hopefully incentivize the efforts of many research groups around the world toward the synthesis of new dual-state emitters.

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Solvatochromic and solid-state emissive azlactone-based AIEE-active organic dye: Synthesis, photophysical properties and color-conversion LED application

Cited by 8 publications

References 62 publications

Synthesis and Solvent Dependent Fluorescence of Some Piperidine-Substituted Naphthalimide Derivatives and Consequences for Water Sensing

Synthesis and Solvent Dependent Fluorescence of Some Piperidine-Substituted Naphthalimide Derivatives and Consequences for Water Sensing

Structural, DFT calculations and photophysical and photochemical characteristics of 1-((E)-2-phenylethenyl)-2-(4-(2-((E)-2-phenylethenyl) phenoxy) butoxy) benzene (PPPBB)

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

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