Confinement of 5,10,15,20-tetrakis-(4-sulfonatophenyl)-porphyrin in novel poly(vinylpyrrolidone)s modified with aromatic amines

Gómez-Tardajos, Myriam; Pino-Pinto, Juan Pablo; Díaz-Soto, Claudia; Flores, Mario E.; Gallardo, Alberto; Elvira, Carlos; Reinecke, Helmut; Nishide, Hiroyuki; Moreno‐Villoslada, Ignacio

doi:10.1016/j.dyepig.2013.06.028

Cited by 23 publications

(27 citation statements)

References 49 publications

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“…The polymeric dyes hold great promise in a wide range of applications. The growing interest in polymeric dyes is currently focused on anchoring monomeric dyes onto polymer matrixes to afford polymeric dyes [6][7][8].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Optical Performances of a Waterborne Polyurethane-Based Polymeric Dye

Zhang

Liu

2015

International Journal of Polymer Science

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A waterborne polyurethane-based polymeric dye (WPU-CFBB) was synthesized by anchoring 1, 4-bis(methylamino)anthraquinone (CFBB) to waterborne polyurethane chains. The number molecular weight, glass transition temperature, and average emulsion particle size for the polymeric dye were determined, respectively. This polymeric dye exhibited intriguing optical behaviors. The polymeric dye engendered two new absorption bands centered at about 520 nm and 760 nm if compared with CFBB in UV-vis spectra. The 760 nm peak showed hypsochromic shift with the decrease of average particle sizes. The polymeric dye dramatically demonstrated both hypsochromic and bathochromic effects with increasing temperature. The fluorescence intensity of the polymeric dye was much higher than that of CFBB. It was found that the fluorescence intensities would be enhanced from 20°C to 40°C and then decline from 40°C to 90°C. The fluorescence of the polymeric dye emulsion was very stable and was not sensitive to quenchers.

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Section: Introductionmentioning

confidence: 99%

Synthesis and Optical Performances of a Waterborne Polyurethane-Based Polymeric Dye

Zhang

Liu

2015

International Journal of Polymer Science

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“…Note that retention tends to decrease at higher pH but is still quite significant. Considering that at pH over 10 both PKHEDA and TPPS are negatively charged, the strong contribution of preferential solvation [84] is emphasized, as well as π-π stacking [67], hydrophobic interactions [95], and hydrogen bonding [42], thus favoring the formation of supramolecular assemblies, even overcoming charge repulsion. The highest retention values are given at lower pHs, so that most of the dye molecules remain bound to the polymer, and for TPPS 5 × 10 −5 M, the dye is not found in the filtrate.…”

Section: Ultrafiltration Studiesmentioning

confidence: 99%

pH-Responsive Polyketone/5,10,15,20-Tetrakis-(Sulfonatophenyl)Porphyrin Supramolecular Submicron Colloidal Structures

et al. 2020

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In this work, we prepared color-changing colloids by using the electrostatic self-assembly approach. The supramolecular structures are composed of a pH-responsive polymeric surfactant and the water-soluble porphyrin 5,10,15,20-tetrakis-(sulfonatophenyl)porphyrin (TPPS). The pH-responsive surfactant polymer was achieved by the chemical modification of an alternating aliphatic polyketone (PK) via the Paal–Knorr reaction with N-(2-hydroxyethyl)ethylenediamine (HEDA). The resulting polymer/dye supramolecular systems form colloids at the submicron level displaying negative zeta potential at neutral and basic pH, and, at acidic pH, flocculation is observed. Remarkably, the colloids showed a gradual color change from green to pinky-red due to the protonation/deprotonation process of TPPS from pH 2 to pH 12, revealing different aggregation behavior.

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“…Aqueous ionic nanocomplexes (INC) are structures formed in water by the association of high-molecular-weight molecules, such as polymers, with complementary charged low- or high-molecular-weight polyions, such as ionic cross-linkers (tripolyphosphate), dyes, oligomers, or polyelectrolytes [1,2,3,4,5,6,7,8,9,10]. INC can be formed following the very simple procedure of mixing aqueous solutions of oppositely charged components at room temperature.…”

Section: Introductionmentioning

confidence: 99%

“…However, an excess of one of the components allows stability of the colloidal suspension at a more concentrated regime, producing colloidal particles charged enough to ensure stability through electrostatic repulsions. Although the molecule to add in excess is normally of high molecular weight [8], examples are also found in which a low-molecular-weight component is added in excess, which, instead of diffusing out of the colloidal particles, keeps associated to them, determining the net charge of the particle and thus being responsible for the mixture stability [4].…”

Section: Introductionmentioning

confidence: 99%

Ionic Nanocomplexes of Hyaluronic Acid and Polyarginine to Form Solid Materials: A Green Methodology to Obtain Sponges with Biomedical Potential

et al. 2019

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We report on the design, development, characterization, and a preliminary cellular evaluation of a novel solid material. This material is composed of low-molecular-weight hyaluronic acid (LMWHA) and polyarginine (PArg), which generate aqueous ionic nanocomplexes (INC) that are then freeze-dried to create the final product. Different ratios of LMWHA/PArg were selected to elaborate INC, the size and zeta potential of which ranged from 100 to 200 nm and +25 to −43 mV, respectively. Turbidimetry and nanoparticle concentration analyses demonstrated the high capacity of the INC to interact with increasing concentrations of LMWHA, improving the yield of production of the nanostructures. Interestingly, once the selected formulations of INC were freeze-dried, only those comprising a larger excess of LMWHA could form reproducible sponge formulations, as seen with the naked eye. This optical behavior was consistent with the scanning transmission electron microscopy (STEM) images, which showed a tendency of the particles to agglomerate when an excess of LMWHA was present. Mechanical characterization evidenced low stiffness in the materials, attributed to the low density and high porosity. A preliminary cellular evaluation in a fibroblast cell line (RMF-EG) evidenced the concentration range where swollen formulations did not affect cell proliferation (93–464 µM) at 24, 48, or 72 h. Considering that the reproducible sponge formulations were elaborated following inexpensive and non-contaminant methods and comprised bioactive components, we postulate them with potential for biomedical purposes. Additionally, this systematic study provides important information to design reproducible porous solid materials using ionic nanocomplexes.

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Confinement of 5,10,15,20-tetrakis-(4-sulfonatophenyl)-porphyrin in novel poly(vinylpyrrolidone)s modified with aromatic amines

Cited by 23 publications

References 49 publications

Synthesis and Optical Performances of a Waterborne Polyurethane-Based Polymeric Dye

Synthesis and Optical Performances of a Waterborne Polyurethane-Based Polymeric Dye

pH-Responsive Polyketone/5,10,15,20-Tetrakis-(Sulfonatophenyl)Porphyrin Supramolecular Submicron Colloidal Structures

Ionic Nanocomplexes of Hyaluronic Acid and Polyarginine to Form Solid Materials: A Green Methodology to Obtain Sponges with Biomedical Potential

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