Spectroscopic study of fluorescein immobilized on anodic porous alumina in aqueous solutions of different pH

Yamaguchi, Shohei; Shimada, Kazuhiro; Matsui, Kazunori

doi:10.1016/j.dyepig.2019.107944

Cited by 10 publications

(9 citation statements)

References 34 publications

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“…In Figure 4 a we have shown the probable structures found in ethanol and ethanolic solution of NaOH. The addition of NaOH to the solution with closed lactone ring products should lead to the opening of the lactone ring [ 57 ].…”

Section: Resultsmentioning

confidence: 99%

Controlled Synthesis of Luminescent Xanthene Dyes and Use of Ionic Liquid in Thermochromic Reaction

2022

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In this study, we demonstrate six novel xanthene derivatives and their spectroscopic and chemical properties. The presented synthesis examination allowed us to obtain two different compounds during one step, with open and closed lactone rings substituted with different length alkyl chains. Increasing the reaction efficiency to 77% was obtained using the microwave-assisted method. Moreover, the modification of O-alkylation synthesis in an ecofriendly way using a ball mill led to achieving exclusively one opened ring product. All of the synthesized compounds showed different spectroscopic behaviors in comparison with the different organic dyes; the typical concentration quenching of luminescence was not observed. The relationship between the length of the alkyl chain and the time of luminescence decay is presented. Synthetized closed forms of dyes turned out to be promising leuco dyes. For the first time, an ionic liquid was used as a developer of synthesized xanthene derivatives (as leuco dyes), which led to obtaining an irreversible thermochromic marker.

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Section: Resultsmentioning

confidence: 99%

Controlled Synthesis of Luminescent Xanthene Dyes and Use of Ionic Liquid in Thermochromic Reaction

2022

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“…Live cell imaging was performed and the surface mobility and diffusion patterns of BACE1 were studied for the first time. nanoparticles [21,[73][74][75][76][77][78] or any other solid support [79][80][81][82] will be omitted, given the scope of this review.…”

Section: Enzyme Activationmentioning

confidence: 99%

“…The final section will summarize recent advances in the synthesis and understanding of their structure including novel computational approaches. Even though a lot of progress has been achieved, pH-sensing [ 60 , 61 , 62 , 63 , 64 ], metal ion detection [ 65 , 66 , 67 , 68 , 69 , 70 , 71 , 72 ], and the use of nanoparticles [ 21 , 73 , 74 , 75 , 76 , 77 , 78 ] or any other solid support [ 79 , 80 , 81 , 82 ] will be omitted, given the scope of this review.…”

Section: Introductionmentioning

confidence: 99%

Recent Progress in Small Spirocyclic, Xanthene-Based Fluorescent Probes

2020

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The use of fluorescent probes in a multitude of applications is still an expanding field. This review covers the recent progress made in small molecular, spirocyclic xanthene-based probes containing different heteroatoms (e.g., oxygen, silicon, carbon) in position 10′. After a short introduction, we will focus on applications like the interaction of probes with enzymes and targeted labeling of organelles and proteins, detection of small molecules, as well as their use in therapeutics or diagnostics and super-resolution microscopy. Furthermore, the last part will summarize recent advances in the synthesis and understanding of their structure–behavior relationship including novel computational approaches.

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“…The pKa values differ slightly for different solvents, 3.1, 10.6, and 11.5 for methanol [ 11 ] and 0.51, 10.33, and 8.98 for DMSO (dimethyl sulfoxide) [ 12 ]. Numerous studies still focus on applications for fluorescein, including in medical bioimaging [ 13 , 14 , 15 ] or optical sensors [ 16 , 17 ]. Fluorescein derivatives are also used for photonic applications in sol–gel hybrids [ 18 , 19 , 20 , 21 , 22 ] as thin films and SiO 2 /TiO 2 spheres.…”

Section: Introductionmentioning

confidence: 99%

Development of Efficient One-Pot Methods for the Synthesis of Luminescent Dyes and Sol–Gel Hybrid Materials

et al. 2021

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This paper presents a comparison of the simultaneous preparation of di-O-alkylated and ether–ester derivatives of fluorescein using different methods (conventional or microwave heating). Shortening of the reaction time and increased efficiency were observed when using a microwave reactor. Moreover, described here for the first time is the application of a fast, simple, and eco-friendly ball-assisted method to exclusively obtain ether–ester derivatives. We also demonstrate that fluorescein can be effectively functionalized by O-alkylation carried out under microwave or ball-milling conditions, saving time and energy and affording the desired products with good yields and minimal byproduct formation. All the synthesized products as well as pH-dependent (prototropic) forms trapped in the SiO2 matrix were examined using UV–Vis and fluorescence spectroscopy.

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Spectroscopic study of fluorescein immobilized on anodic porous alumina in aqueous solutions of different pH

Cited by 10 publications

References 34 publications

Controlled Synthesis of Luminescent Xanthene Dyes and Use of Ionic Liquid in Thermochromic Reaction

Controlled Synthesis of Luminescent Xanthene Dyes and Use of Ionic Liquid in Thermochromic Reaction

Recent Progress in Small Spirocyclic, Xanthene-Based Fluorescent Probes

Development of Efficient One-Pot Methods for the Synthesis of Luminescent Dyes and Sol–Gel Hybrid Materials

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