Hybrids formed between polyvinylpyrrolidone and an A₃B porphyrin dye: behaviour in aqueous solutions and chemical response to CO₂ presence

Abstract

This study reports the incorporation of an A 3 B mixed functionalized porphyrin, namely 5-(4-pyridyl)-10,15,20-tris(4-phenoxyphenyl)porphyrin (PyTPOPP), into polyvinylpyrrolidone (PVP), a biocompatible polymer, with the purpose of preparing water-soluble polymer-dye (PVP-PyTPOPP) hybrids. The hybrids were obtained in two variants, differing by molar ratios, and their molecular characteristics and aggregation in dilute aqueous solutions were investigated using static and dynamic light scattering and analytical ultracentrifugation methods. The hybrids were characterized using 1 H NMR, UV-visible and Fourier transform infrared spectroscopies, atomic force microscopy (AFM) and transmission electron microscopy (TEM). A study of the influence of acidic media on the electronic spectra was carried out, evidencing the similar behaviour of the hybrids and the bare porphyrin. The interaction between CO 2 and the PVP-PyTPOPP hybrids was studied using UV-visible spectroscopy and a continuous hypochromic response of the Soret band in direct relationship with increased CO 2 concentration was noticed. Based on the UV-visible spectral differences between the PVP-PyTPOPP hybrids in acidic media and during CO 2 exposure, we can presume that the mechanism of CO 2 detection is not based on pH changes of the solution but on chemisorption phenomena which modify the surface properties as confirmed by TEM and AFM. These porphyrin-PVP hybrid nanomaterials offer the possibility for achieving optical and colorimetric sensors for monitoring CO 2 and are also promising for biomedical applications.

Synthesis, Characterization and Photodynamic Activity against Bladder Cancer Cells of Novel Triazole-Porphyrin Derivatives

“…This formulation has been extensively studied with respect to its biodistribution and pharmacokinetics, [56,57] intracellular localization [58], interactions with lipoproteins [59], and possible cell death mechanisms [54,55]. Due to its potentiality, PVP has been used with success to prepare formulations of other PSs like phthalocyanines and porphyrins [60,61].…”

“…The incorporation of TZ-POR derivatives 7a-f into PVP was performed according to the literature (Scheme 4) [60,61]. Both components were dissolved in chloroform [ratio PVP (10): 7a-f (1) w/w] and were maintained under stirring for 2 h at room temperature.…”

Hybrid Porphyrin-Polymeric Materials and their Amazing Applications: A Review

“…The interaction between CO 2 and this type of polymerdye hybrids was studied by UV-vis spectroscopy and the continuous hypochromic response of the Soret band in direct relationship with increased CO 2 concentration was noticed. The authors [25] stated that based on the UV-vis spectral differences between the hybrids in acidic medium and during CO 2 exposure the mechanism of CO 2 detection was not based on pH changes. TEM and AFM analysis gave chances to presuming a mechanism based on chemisorption phenomena which modify the surface properties.…”

“…During the last four decades analytical chemistry used porphyrins and metalloporphyrins that are incorporated into several polymeric films or membranes, such as: PVC [20], polysiloxanes [21], Nafion [22], polymethacrylates [23], polypyrrole [24] or chemically bonded to the polymer chain, such as PVP [25] for the detection or monitoring the presence of different analytes from gases to toxic heavy metals.…”

Optical and electrochemical behavior of new nano-sized complexes based on gold-colloid and Co-porphyrin derivative in the presence of H 2 O 2

“…Encouraged by our previous results in H 2 O 2 and CO 2 detection using porphyrins in combination with various inorganic/polymeric matrices [17,18], the next step of this research was to create a new sensitive material, that can optically or electrochemically detect minute quantities of H 2 O 2 (in the range of 5-35 µM, representing relevant levels in human physiology) and which might easily be incorporated in a detection device. Gold nanoparticles smaller than 20 nm in which total extinction is nearly all contributed by absorption [19] have been functionalized with Co(II) 5,10,15,20-meso-tetra(3-hydroxyphenyl) porphyrin ( Fig.…”