Trace Oxygen Sensitive Material Based on Two Porphyrin Derivatives in a Heterodimeric Complex

Abstract

The successful preparation of a novel dimer complex formed between 5,10,15,20-tetrakis(3,4-dimethoxyphenyl)-porphyrin Fe(III) chloride and (5,10,15,20-tetraphenylporphinato) dichlorophosphorus(V) chloride using the well-known reactivity of the P–X bond is reported. The obtained complex was characterized by UV-vis, Fourier transform infrared spectroscopy (FT-IR), fluorescence, 1H-NMR, 13C-NMR, and 31P-NMR spectroscopic techniques and also by additional Heteronuclear Single Quantum Coherence (HSQC) and Heteronuclear Multiple Bond Correlation (HMBC) experiments in order to correctly assign the NMR signals. Scanning electron microscopy (SEM) and EDX quantifications completed the characterizations. This novel porphyrin dimer complex demonstrated fluorescence sensing of H2O2 in water for low oxygen concentrations in the range of 40–90 µM proving medical relevance for early diagnosis of diseases such as Alzheimer’s, Parkinson’s, Huntington’s, and even cancer because higher concentrations of H2O2 than 50 μM are consideredcytotoxic for life. Due to its optical properties, this novel metalloporphyrin–porphyrin based complex is expected to show PDT and bactericidal activity under visible-light irradiation.

Potentiometric Sensors for Iodide and Bromide Based on Pt(II)-Porphyrin

“…Porphyrins and their derivatives have versatile physicochemical properties and structural features affording functionalization that highly recommend them as sensitive compounds for sensors design [ 1 ]. Porphyrins can recognize both positive and negative ions and also neutral molecules [ 2 ] being used for testing of biologically active substances, environmental pollutants, heavy metal ions [ 3 ] and explosives [ 4 , 5 ]. As a result of interaction with an analyte, the porphyrin modifies its structure and performs a change in colour, optical, fluorescent or electrical properties [ 6 ].…”

Novel Platinum-Porphyrin as Sensing Compound for Efficient Fluorescent and Electrochemical Detection of H2O2

“…Few years later, electrodes prepared with membrane containing Pt(II)-tetraphenylporphyrin responded to iodide with the Nernstian slope of 58.8 mV per decade, in 10 −5 to 10 −2 M iodide activity range. The same study revealed that Pt(II)-octaethylporphyrin exhibits enhanced selectivity for iodide-ion recognition than Pt(II)-tetraphenylporphyrin [15].In the last decade, our team demonstrated expertise in optical [16], fluorescent [17,18] and electrochemical [19,20] detection of minute concentrations of hydrogen peroxide, in a range that is highly relevant for medical tests, using as sensitive materials Mn(III)-and Co(II)-metalloporphyrinates. Our next approach was to synthesize and test the sensitivity toward H 2 O 2 of other metalloporphyrin structures, especially Pt-derivatives, for improving selectivity, sensitivity, and the detection concentration domain, preserving high accuracy.The main purpose of this work was to synthesize a novel fluorescent Pt-metalloporphyrin with the capability of recognizing and monitoring ROS species, especially H 2 O 2 .…”

“…In the last decade, our team demonstrated expertise in optical [16], fluorescent [17,18] and electrochemical [19,20] detection of minute concentrations of hydrogen peroxide, in a range that is highly relevant for medical tests, using as sensitive materials Mn(III)-and Co(II)-metalloporphyrinates. Our next approach was to synthesize and test the sensitivity toward H 2 O 2 of other metalloporphyrin structures, especially Pt-derivatives, for improving selectivity, sensitivity, and the detection concentration domain, preserving high accuracy.…”