A new perylene-based fluorescent pH chemosensor for strongly acidic condition

Ye, Fei; Liang, Xuemei; Wu, Nan; Li, Ping; Chai, Qiong; Fu, Ying

doi:10.1016/j.saa.2019.03.049

Cited by 35 publications

(20 citation statements)

References 37 publications

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“…38 One probe with perylene moiety as the uorophore exhibited spectral sensitivities in monitoring strongly acidic pH ranges (pH: 2.6-4.0). 39 In the present study, two DFP based compounds were synthesized and characterized by single crystal X-ray diffraction analysis along with other standard methods. These probes were able to identify low acidic regions both as colorimetric and uorescent chemosensor.…”

Section: Comparative Discussionmentioning

confidence: 99%

4-Methyl-2,6-diformylphenol based biocompatible chemosensors for pH: discrimination between normal cells and cancer cells

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Section: Comparative Discussionmentioning

confidence: 99%

4-Methyl-2,6-diformylphenol based biocompatible chemosensors for pH: discrimination between normal cells and cancer cells

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“…The colorimetric sensing thus observed is due to the electronic change of the cyclobutene skeleton, which in turn results in dramatic electronic change in PDI core through direct conjugation between the cyclobutene and PDI. This pH sensing mechanism is reminiscent of the commonly used pH indicators [32][33][34][35][36][37][38]. Other molecular design strategies (some uncommon) have also been brought into this field.…”

Section: Pdis-based Colorimetric Sensors For Environment Detectionmentioning

confidence: 99%

“…Sensors for transition metal ions from IB group (Cu 2+ ), IIB group (Zn 2+ , Cd 2+ , Hg 2+ ) and VIIIB group (Fe 3+ , Ni 2+ , Pd 2+ ), and alkaline earth metals IIA group (Ba 2+ ), and boron family IIIA group (Al 3+ ) have been studied in both aqueous and binary water-organic solutions . Besides metal ions, sensors for other cations like proton (pH detection) have also been developed, particularly for the bio-relevant systems [32][33][34][35][36][37][38]. Similarly, sensors have also been studied for the non-metal anions such as F − , CN − , ClO 4 − and PO 4 − ions, etc.…”

Section: Pdi-based Fluorescent Sensors For Environment Detectionmentioning

confidence: 99%

“…In view of the strong tendency of aggregation PDIs molecules through stacking interactions between the π-conjugated skeletons in aqueous media, most studies of PDI-based chemosensors are in organic-aqueous composite systems to maintain the molecular dispersion of PDI sensors [7,8,[15][16][17][18][19][20][22][23][24][25][26][27][29][30][31]. There still remain challenges to study the sensing performances in pure water solutions [10,21,[32][33][34][35][36][37][38][39]. Most importantly, the fluorescence variations of PDIs are pH-dependent and thus the corresponding sensors should be operated under well-controlled pH of the working solution, for which addition of buffer reagent like (2-[4-(2-hydroxyethyl)-1-piperazinyl]-ethanesulfonic acid) (HEPES) is usually necessary [15,16,20].…”

Section: Metal Ion Sensingmentioning

confidence: 99%

“…As seen above, solution pH plays crucial role in affecting the assembly-disassembly and PET-controlled fluorescence sensing of PDIs. Especially for the detection of non-metal anions, most of the PDI-based fluorescent sensors used are relied on pH dependent (H + variation) PET process [32][33][34][35][36][37][38]. In these cases, water-solubility is a primary requirement for design and synthesis of PDIs sensor molecules.…”

Section: Non-metal Anion Sensingmentioning

confidence: 99%

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Perylene Diimide-Based Fluorescent and Colorimetric Sensors for Environmental Detection

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Perylene tetracarboxylic diimide (PDI) and its derivatives exhibit excellent thermal, chemical and optical stability, strong electron affinity, strong visible-light absorption and unique fluorescence on/off features. The combination of these features makes PDIs ideal molecular frameworks for development in a broad range of sensors for detecting environmental pollutants such as heavy metal ions (e.g., Cu 2+ , Cd 2+ , Hg 2+ , Pd 2+ , etc.), inorganic anions (e.g., F − , ClO 4 − , PO 4 − , etc.), as well as poisonous organic compounds such as nitriles, amines, nitroaromatics, benzene homologues, etc. In this review, we provide a comprehensive overview of the recent advance in research and development of PDI-based fluorescent sensors, as well as related colorimetric and multi-mode sensor systems, for environmental detection in aqueous, organic or mixed solutions. The molecular design of PDIs and structural optimization of the sensor system (regarding both sensitivity and selectivity) in response to varying analytes are discussed in detail. At the end, a perspective summary is provided covering both the key challenges and potential solutions for the future development of PDI-based optical sensors.

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Luminescence

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A novel reactive fluorescent probe for cobalt ions was prepared based on integration of thiourea functional groups, coumarin, and naphthalimide fluorophores. There was no fluorescence observed for the probe itself, however, in the presence of cobalt ions, catalytic decomposition occurred for the probe and coumarin molecular fragments were produced that emitted blue fluorescence. This enabled the probe to be used as a ‘turn on’ reagent for detection of cobalt ions. Under physiological pH conditions and in appropriate solvent systems, an obvious fluorescence enhancement for cobalt ions was observed in selective experiments. Competition experiments indicated that cobalt ions could still induce fluorescence enhancement in the presence of other metal ions. Sensitivity experiments showed that the detection limit for cobalt ions was 6.0 nM. Dynamics research demonstrated that the catalytic process was a pseudo‐first‐order reaction and the reaction constant (kobs) was calculated to be 1.49 × 10−2 min−1. In addition, the mechanism of catalytic decomposition could be demonstrated using electrospray ionization mass spectrometry and thin layer chromatography experiments. Cell fluorescence imaging experiments demonstrated that the probe could be used to detect cobalt ions in living HeLa cells.

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A new perylene-based fluorescent pH chemosensor for strongly acidic condition

Cited by 35 publications

References 37 publications

4-Methyl-2,6-diformylphenol based biocompatible chemosensors for pH: discrimination between normal cells and cancer cells

4-Methyl-2,6-diformylphenol based biocompatible chemosensors for pH: discrimination between normal cells and cancer cells

Perylene Diimide-Based Fluorescent and Colorimetric Sensors for Environmental Detection

A reactive probe for Co²⁺ ion detection based on a catalytic decomposition process and its fluorescence imaging in living cells

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A new perylene-based fluorescent pH chemosensor for strongly acidic condition

Cited by 35 publications

References 37 publications

4-Methyl-2,6-diformylphenol based biocompatible chemosensors for pH: discrimination between normal cells and cancer cells

4-Methyl-2,6-diformylphenol based biocompatible chemosensors for pH: discrimination between normal cells and cancer cells

Perylene Diimide-Based Fluorescent and Colorimetric Sensors for Environmental Detection

A reactive probe for Co2+ ion detection based on a catalytic decomposition process and its fluorescence imaging in living cells

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A reactive probe for Co²⁺ ion detection based on a catalytic decomposition process and its fluorescence imaging in living cells