Synthesis and fluorescence properties of novel squarylium–boron complexes

Kubota, Yasuhiro; Tsukamoto, Masahiro; Ohnishi, Katsuhiro; Jin, Jiye; Funabiki, Kazumasa; Matsui, Masaki

doi:10.1039/c7qo00225d

Cited by 20 publications

(7 citation statements)

References 79 publications

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“…At the same time, the fluorescence emission peak corresponding to the absorption peak appears at the 591 nm wavelength in the detection window. Comparing the UV-vis and fluorescence spectrum, we can find that the absorption and emission peaks agree with the mirror image rule, indicating that the absorption signal may originate from the first singlet state [21][22][23].…”

Section: Introductionsupporting

confidence: 54%

Investigation of Broadband Optical Nonlinear Absorption and Transient Dynamics in Orange IV Containing Azobenzene

Wu¹,

Ruan²,

Li³

et al. 2023

Preprint

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Broadband reverse saturable absorption is systematically investigated via Z-scan, transient absorption spectrum (TAS). The excited state absorption and negative refraction of Orange IV are observed in the Z-scan experiment at 532 nm. Meanwhile, two-photon induced excited-state absorption and pure two-photon absorption are observed at 600 nm and 700 nm with the pulse width of 190 fs, respectively. An ultrafast broadband absorption in visible wavelength region is observed via TAS. The different nonlinear absorption mechanism at multiple wavelengths is discussed and interpreted from the results of TAS. In addition, the ultrafast dynamics of negative refraction in the excited state of Orange IV is investigated via degenerate phase object pump probe, from which the weak long-lived excited state is extracted. All studies indicate that Orange IV has the potential to be further optimized into a superior broadband reverse saturable absorption material and also has certain reference significance for the study of optical nonlinearity in organic molecules containing azobenzene groups.

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Section: Introductionsupporting

confidence: 54%

Investigation of Broadband Optical Nonlinear Absorption and Transient Dynamics in Orange IV Containing Azobenzene

Wu¹,

Ruan²,

Li³

et al. 2023

Preprint

View full text Add to dashboard Cite

show abstract

“…The fluorescence emission peak corresponding to the absorption peak appears at the 591 nm wavelength in the detection window. Comparing the UV-vis and fluorescence spectrum, we can find that the absorption and emission peaks agree with the mirror image rule, indicating that the absorption signal may originate from the first singlet state [ 21 , 22 , 23 ].…”

Section: Resultsmentioning

confidence: 58%

Investigation of Broadband Optical Nonlinear Absorption and Transient Dynamics in Orange IV Containing Azobenzene

Ruan

et al. 2023

Molecules

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Broadband reverse saturable absorption is systematically investigated via Z-scan, transient absorption spectrum (TAS). The excited state absorption and negative refraction of Orange IV are observed in the Z-scan experiment at 532 nm. Meanwhile, two-photon-induced excited state absorption and pure two-photon absorption are observed at 600 nm and 700 nm with the pulse width of 190 fs, respectively. An ultrafast broadband absorption in the visible wavelength region is observed via TAS. The different nonlinear absorption mechanisms at multiple wavelengths are discussed and interpreted from the results of TAS. In addition, the ultrafast dynamics of negative refraction in the excited state of Orange IV are investigated via a degenerate phase object pump-probe, from which the weak long-lived excited state is extracted. All studies indicate that Orange IV has the potential to be further optimized into a superior broadband reverse saturable absorption material and also has certain reference significance for the study of optical nonlinearity in organic molecules containing azobenzene groups.

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“…The pristine crystals exhibit an emission peak at 410 nm with a quantum yield of 9.8% and a lifetime of 2.8 ns, and the corresponding k r is considerably high, implying that the enhancement in emission efficiency for the crystals was caused by the blocking of nonradiative channels due to the decreased k nr values. In other words, the hydrogen‐bonding capacity of the amide groups with methanol plays a crucial role in keeping the solid crystalline, and these multiple interactions have locked and rigidified the molecular conformation, largely reducing the energy loss via nonradiative relaxation channels and thus enhance the emission efficiency . On the other hand, the decreased k r and increased k nr values result in the poor emission efficiency of the annealed sample.…”

Section: Resultsmentioning

confidence: 99%

Crystallization‐Induced Emission Enhancement of a Deep‐Blue Luminescence Material with Tunable Mechano‐ and Thermochromism

Tan

et al. 2018

Small

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Organic luminescent materials with the ability to reversibly switch the luminescence when subjected to external stimuli have attracted considerable interest in recent years. However, the examples of luminescent materials that exhibit multiresponsive properties are rarely reported. In this work, a new stimuli‐responsive dye P1 is designed and synthesized with two identical chromophores of naphthalimide, one at each side of an amidoamine‐based spacer. This amide‐rich molecule offers many possibilities for forming intra‐ and intermolecular hydrogen bond interactions. Particularly, P1 has an intrinsic property of cocrystallizing with methanol. Compared with the pristine P1 sample, the as‐prepared two‐component cocrystalline material displays an exceptive deep‐blue emission, which is extremely rare among naphthalimide‐based molecules in the solid state. Furthermore, the target material exhibits an obvious mechanochromic fluorescent behavior and a large spectral shift under force stimuli. On the other hand, the cocrystalline material shows an unusual “turn off” thermochromic luminescence accompanied by solvent evaporation. Moreover, using external stimuli to reversibly manipulate fluorescent quantum yields is rarely reported to date. The results demonstrate the feasibility of a new design strategy for solid‐state luminescence switching materials: the incorporation of solvents into organic compounds by cocrystallization to obtain a crystalline state luminescence system.

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Synthesis and fluorescence properties of novel squarylium–boron complexes

Abstract: Novel squarylium–boron complexes showed a significantly enhanced fluorescence quantum yield compared to the corresponding uncomplexed squarylium dyes.

Cited by 20 publications

References 79 publications

Investigation of Broadband Optical Nonlinear Absorption and Transient Dynamics in Orange IV Containing Azobenzene

Investigation of Broadband Optical Nonlinear Absorption and Transient Dynamics in Orange IV Containing Azobenzene

Investigation of Broadband Optical Nonlinear Absorption and Transient Dynamics in Orange IV Containing Azobenzene

Crystallization‐Induced Emission Enhancement of a Deep‐Blue Luminescence Material with Tunable Mechano‐ and Thermochromism

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