Preparation and fluorescence properties of novel 2-quinolone derivatives and their corresponding Eu(III) complexes

Hu, Zhongqian; Deng, Qingyou; Yang, Shuaishuai; Guo, Dongcai

doi:10.1016/j.colsurfa.2020.124861

Cited by 14 publications

(8 citation statements)

References 38 publications

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“…Hence, the charge state and thus the fluorescence and absorption properties of DCF are less sensitive to the solvent media in the physiological pH range. However, small molecules fluorescent generally have an aggregation-induced quenching (ACQ) effect, [5,6] which will greatly reduce the luminous efficiency of fluorescent substances in the aggregated state, [7] On the other hand, small-molecules fluorescent substances also have poor machining characteristics, the problem of insufficient safety and environmental protection. In the field of clothing, fibers often are dyed by small fluorescent molecules in the form of disperse dyes, which will lead to lower fluorescence effects in the obtained fabrics, [8,9] and fluorescence quenching occurs during the process of high temperature and high pressure.…”

Section: Introductionmentioning

confidence: 99%

Novel Fluorescent Polyurethane Coating on Fabric with Acid‐Base Indicating Function in Solution

et al. 2022

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The preparation of multifunctional composite materials with maximum fluorescence emission is an ideal choice to replace fluorescent dyes. We synthesized a series of novel fluorescence polyurethane (FPU) films. The effect of different contents, different solvents and different pH on the fluorescence intensity were investigated in detail. In accordance with increasing proportion of 2, 7‐Dichlorofluoresce (DCF) in the FPU, the emission peak exhibit a gradual bathochromic shift and the fluorescence intensity show a trend of increasing first and then decreasing. The strong fluorescence emission of the obtained fluorescent film is in the range of about 570 nm. The maximum fluorescence intensity is 842, and the reflectance of the film is 21 % with a bright yellow at this time. In addition, acid‐base response fluorescence emission performance are endowed the fluorescent polyurethane film in the solution state. Different luminous intensities are emit by the film solution samples in near neutral (540 nm, yellow‐green light) and alkali (580 nm, orange‐yellow light). The maximum displacement exceeds 40 nm. Compared near neutral (pH=7) to alkaline (pH=12) environmental, the fluorescence emission intensity is increased by 1800 % (from 90 increasing to 1680). By establishing the relationship between the concentration and the fluorescence emission intensity, the fluorescence intensity can be clearly known through the color difference, and the concentration of 0.25 % is selected for doping to achieve the balance between the emission intensity and the color of the fluorescent substance. We use hot‐pressing to finish the fluorescent polyurethane (FPU) film on the surface of the fabric at a lower temperature (Compared with high temperature and high pressure dyeing method). There is a potential application prospects for our fluorescent polyurethane films in chemical sensing, biological imaging, anti‐counterfeiting technology, and smart light‐emitting fabrics.

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Section: Introductionmentioning

confidence: 99%

Novel Fluorescent Polyurethane Coating on Fabric with Acid‐Base Indicating Function in Solution

et al. 2022

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“…Fluorescent materials based on lanthanide (Ln 3+ ) complexes [ 4 , 5 , 6 , 7 ] exhibit sharp emission peaks and high fluorescence intensity compared with traditional fluorescent organic molecules. The advantages of distinctive emission spectra and photostability of Ln 3+ fluorescence nanomaterials make them suitable for biological applications [ 7 ], with the background of the widely investigated luminescence properties of Ln 3+ complexes [ 8 , 9 ]. The emission intensity of Ln 3+ complexes can be increased by the complexation of small organic conjugate molecules [ 10 , 11 ] through the antenna effect, and the emission intensity can be adjusted by varying ligands [ 12 ].…”

Section: Introductionmentioning

confidence: 99%

Stable Fluorescence of Eu3+ Complex Nanostructures Beneath a Protein Skin for Potential Biometric Recognition

et al. 2021

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We designed and realized highly fluorescent nanostructures composed of Eu3+ complexes under a protein coating. The nanostructured material, confirmed by photo-induced force microscopy (PiFM), includes a bottom fluorescent layer and an upper protein layer. The bottom fluorescent layer includes Eu3+ that is coordinated by 1,10-phenanthroline (Phen) and oleic acid (O). The complete complexes (OEu3+Phen) formed higher-order structures with diameter 40–150 nm. Distinctive nanoscale striations reminiscent of fingerprints were observed with a high-resolution transmission electron microscope (HRTEM). Stable fluorescence was increased by the addition of Eu3+ coordinated by Phen and 2-thenoyltrifluoroacetone (TTA), and confirmed by fluorescence spectroscopy. A satisfactory result was the observation of red Eu3+ complex emission through a protein coating layer with a fluorescence microscope. Lanthanide nanostructures of these types might ultimately prove useful for biometric applications in the context of human and non-human tissues. The significant innovations of this work include: (1) the structural set-up of the fluorescence image embedded under protein “skin”; and (2) dual confirmations of nanotopography and unique nanofingerprints under PiFM and under TEM, respectively.

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“…While a number of naturally occurring derivatives have been released, early reports revealed hybrid compounds that are derived from an isoprene unit and quinolones, namely hemiterpenoids [ 35 , 38 , 39 , 40 , 41 , 42 , 43 ]. Selected recent examples are presented in Figure 1 C. Besides biological applications, 2-quinoline scaffolds are found in functional organic materials ( Figure 1 D) [ 44 , 45 , 46 , 47 , 48 , 49 ]. Due to the intrinsic photoactive physical properties of the conjugated system and N , O -based ligating ability, 2-quinolones could be utilized as cationic metal–sensors [ 45 , 46 , 47 ], luminescent materials [ 44 ], and fluorescent small molecule pH probes [ 45 ].…”

Section: Introductionmentioning

confidence: 99%

“…Selected recent examples are presented in Figure 1 C. Besides biological applications, 2-quinoline scaffolds are found in functional organic materials ( Figure 1 D) [ 44 , 45 , 46 , 47 , 48 , 49 ]. Due to the intrinsic photoactive physical properties of the conjugated system and N , O -based ligating ability, 2-quinolones could be utilized as cationic metal–sensors [ 45 , 46 , 47 ], luminescent materials [ 44 ], and fluorescent small molecule pH probes [ 45 ]. Moreover, they show great potential as π-electron acceptors in dye-sensitized solar cells, after the construction of a relevant electron reservoir at the 3-position of 2-quinolones [ 49 ].…”

Section: Introductionmentioning

confidence: 99%

“…Selected recent examples are presented in Figure 1C. Besides biological applications, 2-quinoline scaffolds are found in functional organic materials (Figure 1D) [44][45][46][47][48][49]. Due to the intrinsic photoactive physical properties of the conjugated system and N,O-based ligating ability, 2-quinolones could be utilized as cationic metal-sensors [45][46][47], luminescent materials [44], and fluorescent small molecule pH probes [45].…”

Section: Introductionmentioning

confidence: 99%

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Recent Advances in One-Pot Modular Synthesis of 2-Quinolones

2020

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It is known that 2-quinolones are broadly applicable chemical structures in medicinal and agrochemical research as well as various functional materials. A number of current publications about their synthesis and their applications emphasize the importance of these small molecules. The early synthetic chemistry originated from the same principle of the classical Friedländer and Knorr procedures for the preparation of quinolines. The analogous processes were developed by applying new synthetic tools such as novel catalysts, the microwave irradiation method, etc., whereas recent innovations in new bond forming reactions have allowed for novel strategies to construct the core structures of 2-quinolones beyond the bond disconnections based on two classical reactions. Over the last few decades, some reviews on structure-based, catalyst-based, and bioactivity-based studies have been released. In this focused review, we extensively surveyed recent examples of one-pot reactions, particularly in view of modular approaches. Thus, the contents are categorized as three major sections (two-, three-, and four-component reactions) according to the number of reagents that ultimately compose atoms of the core structures of 2-quinolones. The collected synthetic methods are discussed from the perspectives of strategy, efficiency, selectivity, and reaction mechanism.

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Preparation and fluorescence properties of novel 2-quinolone derivatives and their corresponding Eu(III) complexes

Cited by 14 publications

References 38 publications

Novel Fluorescent Polyurethane Coating on Fabric with Acid‐Base Indicating Function in Solution

Novel Fluorescent Polyurethane Coating on Fabric with Acid‐Base Indicating Function in Solution

Stable Fluorescence of Eu3+ Complex Nanostructures Beneath a Protein Skin for Potential Biometric Recognition

Recent Advances in One-Pot Modular Synthesis of 2-Quinolones

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