Cobalt-porphyrin/dansyl piperazine complex coated filter paper for “turn on” fluorescence sensing of ammonia gas

Lin, Fu‐Wen; Xu, Xiaoling; Wu, Jian; Wan, Ling‐Shu; Xu, Zhi‐Kang

doi:10.1039/c5ra19024j

Cited by 11 publications

(4 citation statements)

References 25 publications

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“…Other than absorbance changes, fluorescence quenching or fluorescence “turn on” of porphyrin layers can also be successfully used to detect the analyte. Although HCl ,− and NH 3 ,− have been widely used as model analytes to test porphyrin-based optical sensors, the scope of these devices is not limited to acids and bases detection, but they can successfully be exploited for a wider range of analytes, as described in the following sections.…”

Section: Porphyrinoid-based Chemical Sensors For Gaseous Analytesmentioning

confidence: 99%

Porphyrinoids for Chemical Sensor Applications

et al. 2016

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Porphyrins and related macrocycles have been intensively exploited as sensing materials in chemical sensors, since in these devices they mimic most of their biological functions, such as reversible binding, catalytic activation, and optical changes. Such a magnificent bouquet of properties allows applying porphyrin derivatives to different transducers, ranging from nanogravimetric to optical devices, also enabling the realization of multifunctional chemical sensors, in which multiple transduction mechanisms are applied to the same sensing layer. Potential applications are further expanded through sensor arrays, where cross-selective sensing layers can be applied for the analysis of complex chemical matrices. The possibility of finely tuning the macrocycle properties by synthetic modification of the different components of the porphyrin ring, such as peripheral substituents, molecular skeleton, coordinated metal, allows creating a vast library of porphyrinoid-based sensing layers. From among these, one can select optimal arrays for a particular application. This feature is particularly suitable for sensor array applications, where cross-selective receptors are required. This Review briefly describes chemical sensor principles. The main part of the Review is divided into two sections, describing the porphyrin-based devices devoted to the detection of gaseous or liquid samples, according to the corresponding transduction mechanism. Although most devices are based on porphyrin derivatives, seminal examples of the application of corroles or other porphyrin analogues are evidenced in dedicated sections.

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Section: Porphyrinoid-based Chemical Sensors For Gaseous Analytesmentioning

confidence: 99%

Porphyrinoids for Chemical Sensor Applications

et al. 2016

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“…Curiously, to the best of our knowledge, porphyrin or chlorin derivatives bearing a dansyl group are rare. With the exception of the fluorescent sensors cobalt(II) porphyrin−dansyl complex for ammonia [21,22], ruthenium(II) porphyrin−dansyl complex for nitric oxide [23], and a barbituric acid-functionalized porphyrin linked to a dansyl moiety through hydrogen bonds [24], in the literature there are no examples of covalently bonded porphyrin− or chlorin−dansyl dyads. Therefore, we decided first to attempt a reaction of chlorin 5 with dansyl chloride at ambient temperature in DMF, as we have previously described for the synthesis of a water-soluble fluorescent pyridinone [25].…”

Section: Synthesismentioning

confidence: 99%

Microwave-Assisted Synthesis and Spectral Properties of Pyrrolidine-Fused Chlorin Derivatives

et al. 2023

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In this work we pursued research involving the microwave-assisted N-alkylation of a NH pyrrolidine-fused chlorin with methyl 4-(bromomethyl) benzoate and subsequent ester hydrolysis as a straightforward strategy to obtain carboxylic acid functionality in the pyrrolidine-fused chlorin, as a single reaction product. We studied the reaction’s scope by extending the N-alkylation of the free-base chlorin and its corresponding Zn(II) complex to other alkyl halides, including 1,4-diiodobutane, N-(2-bromoethyl)phthalimide, and 2-bromoethanaminium bromide. In addition, two new chlorin–dansyl dyads were synthesized by reacting dansyl chloride with the 2-aminoethyl pyrrolidine-fused chlorin (dyad 6) and NH pyrrolidine-fused chlorin (dyad 7). According to spectral studies, the linker length between the two fluorophores influences the response of the dyads to the solvent polarity. Because of the simplicity of these approaches, we believe it will enable access to a vast library of custom-tailored N-functionalized chlorins while preserving their important absorption and emission spectra as photosensitizers in photodynamic therapy (PDT) of cancer and photodynamic inactivation (PDI) of microorganisms.

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“…Chemical sensors with an optical response play a key role in industrial, environmental, and clinical fields due to their low-cost, miniaturization capability, and great flexibility [1][2][3][4][5]. Among the various typologies of optical sensors, colorimetric sensors are desirable because they can identify target substances by associating the concentration with a color change, thereby ensuring an easily measurable analytical response [6][7][8][9][10].…”

Section: Introductionmentioning

confidence: 99%

Compact System for Colorimetric Sensor Arrays Characterization Based on Computer Screen Photo-Assisted Technology

2021

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The detection of the spectral fingerprint of chemical sensors through the combined use of an LCD and a webcam is an alternative approach for chemical sensor characterization. This technique allows the development of more compact, cheap, and user-friendly measurement systems compared to the more classic instruments, such as spectrometers and gas chromatography systems. In the Computer Screen Photo-assisted Technique (CSPT), a display acts as a light source, and a conventional camera (e.g., a webcam) plays the role of a detector. The light from the LCD is reflected (or transmitted) by the chemical sensor, and the camera detects it. In the present contribution, we propose a compact and low-cost platform based on CSPT for the characterization of colorimetric sensor arrays. The system can provide spectral information of both reflected and transmitted light from the sample. Further, a 2.4-inch LCD and three different detector’s (a webcam, an RGB sensor, and a camera module) performances have been evaluated and discussed. The developed system includes a UDOO-based single board computer that makes it a stand-alone measurement system.

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Cobalt-porphyrin/dansyl piperazine complex coated filter paper for “turn on” fluorescence sensing of ammonia gas

Abstract: Cobalt-porphyrin/dansyl piperazine-coated filter papers, as a series of “turn on” fluorescence sensors, show high sensitivity and fast response to ammonia gas.

Cited by 11 publications

References 25 publications

Porphyrinoids for Chemical Sensor Applications

Porphyrinoids for Chemical Sensor Applications

Microwave-Assisted Synthesis and Spectral Properties of Pyrrolidine-Fused Chlorin Derivatives

Compact System for Colorimetric Sensor Arrays Characterization Based on Computer Screen Photo-Assisted Technology

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