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5 protocols using methyl 4 formylbenzoate

1

Photoelectrochemical Water Splitting System

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All reagents,
including pyrrole, pentylbenzene, methyl 4-formylbenzoate, acetic
acid 99%, Hemin ≥96%, acetonitrile and N,N-dimethylformamide anhydrous 99.8% (ACN and DMF), triethanolamine
99% (TEOA), tetrabutylammonium hexafluorophosphate ≥99.0% (TBAPF6), 2,6-lutidine, and iron(II) bromide (FeBr2) were
purchased from Sigma-Aldrich and were used as received without further
purification. TBAPF6 was dried under vacuum before use.
FTO conducting glass substrates (TEC 15 Ω/cm2 resistance)
were purchased from Xop Glass, Castellón, Spain. Nanocrystalline
titania paste was purchased from Dyesol (30NR-D titania paste, 20
nm particle size). Aluminum oxide, 20% in H2O, colloidal
dispersion was purchased from Alfa Aesar.
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2

Synthesis and Antibacterial Evaluation of Silver Nanoparticles

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4-Hydroxybenzaldehyde, methyl 4-formylbenzoate, pyrrole, Zinc tetraphenyl-porphyrin (ZnTPP), anhydrous zinc acetate, anhydrous indium (III) chloride, gallium (III) chloride and N,N’-dicyclohexylcarbodiimide (DCC) and N-hydroxysuccinimide (NHS), tryptic soy broth, crystal violet and 9,10 dimethylanthracene (DMA) were purchased from Sigma-Aldrich.
The synthesis of silver nanoparticles was done following a procedure described in literature (Agnihotri et al., 2014 (link)). Detonation nanodiamonds (DNDs) were obtained from the Nanocarbon Research Institute Ltd.
Dimethylformamide (DMF), dimethylsulfoxide (DMSO) and all other reagents were obtained from commercial suppliers and were of analytical grade purity and used without further purification. For sample purification, silica gel 60 (0.04–0.063 mm) was used for column chromatography.
The antibacterial experiments were carried out using Staphylococcus aureus obtained from Davies Diagnostics, South Africa. The nutrient agar and nutrient broth used to evaluate the bacteria growth and to feed the biofilms were purchased from Merk (Pty) Ltd. South Africa. Phosphate buffer saline (10 mM PBS, pH 7.4) was prepared using appropriate amounts of Na2HPO4 and NaOH using highly purified H2O from ELGA, Veolia water PURELAB, Flex system (Marlow, United Kingdom).
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3

Synthesis and Characterization of Aspartame

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All reagents were of analytical grade and utilized without further purification. Zirconium(IV) chloride (ZrCl4), methyl 4-formylbenzoate (C9H8O3), pyrrole (C4H5N), benzoic acid (C7H6O2), Iron(II) chloride tetrahydrate (FeCl2·4H2O), propionic acid (C3H8O2) Chloroform (CHCl3), ethanol (C2H6O), methanol (CH4O), glucose, sucrose, fructose, sodium ascorbate, cyclamate, hydrochloric acid (HCl), N,Nʹ-dimethyl formamide (DMF), sodium hydroxide (NaOH) and tetrahydrofuran (THF) were obtained from Sigma-Aldrich Chemical Company (MO, USA). Reagent grade aspartame was obtained from Merck KGaA (Darmstadt, Germany). Milli-Q® (Merck-Millipore, MA, USA) water (18.3 MΩ cm−1) was used throughout all experiments. A stock standard solution of aspartame (1000 mg L−1) was prepared by dissolving 1.0000 g of it in 1000 mL of distilled water. Working standard solutions were prepared by serial dilutions of the stock solution prior to analysis.
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4

Synthesis of Carboxyl-Functionalized Porphyrins

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The porphyrins were obtained by two-step organic synthesis. The first step consists of a multicomponent condensation reaction [31 (link)] between a mixture of two aldehydes: methyl 4-formylbenzoate (99%, Sigma-Aldrich, St. Louis, MO, USA) and p-tolualdehyde (97%, Sigma-Aldrich, St. Louis, MO, USA) in a molar ratio of 1:3 and the corresponding amount of pyrrole (98%, Sigma-Aldrich, St. Louis, MO, USA), all solved in propionic acid (99.5%, Sigma-Aldrich, St. Louis, MO, USA), destined to form the methyl ester of 5-(4-carboxy-phenyl)-10,15,20-tris (4-methyl-phenyl)-porphyrin. This step was followed by the second hydrolysis step with potassium hydroxide (KOH) (min. 85%, Merck Millipore, Darmstadt, Germany) in ethylic alcohol (EtOH) (97%, Sigma-Aldrich, St. Louis, MO, USA) to generate the COOH-porphyrin derivative [32 (link)].
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5

Synthesis and Characterization of Photosensitizers

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The following chemicals were used as received: propionic acid, chloroform (CHCl3), dichloromethane (CH2Cl2), toluene, methanol (MeOH), ethanol (EtOH), ethyl acetate (EtOAc), acetonitrile (MeCN), pyrrole, 4-pyridinecarboxaldehyde, methyl 4-formylbenzoate, 2′,7′-dichlorofluorescein (fluorescein 27), 1,3-diphenylisobenzofuran (DPBF), and tris(2,2′-bipyridyl)dichlororuthenium-(II) hexahydrate ([Ru-(bpy)3]Cl2) from Sigma-Aldrich; sodium bicarbonate (NaHCO3), sodium hydroxide (NaOH), and sodium sulfate (Na2SO4) from Mallinckrodt; palladium(II) acetylacetonate (Pd(acac)2) from Strem; pyridine from EMD; silica gel 60 Å 230–400 mesh ASTM from Whatman; 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine-N-[methoxy(polyethylene glycol)-2000] ammonium salt, 25 mg/mL solution in chloroform from Avanti Polar Lipids Inc.; Dulbecco's phosphate-buffered saline (PBS) without calcium and magnesium from Mediatech Inc.; chloroform-d (CDCl3) from Cambridge Isotope Laboratories; and argon from Airgas. Cadmium selenide core–shell QDs obtained from QD Vision were twice precipitated from toluene using EtOH and redissolved in toluene prior to use. Compound 1 was prepared as previously reported.38 (link)
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