Appendix A. Supplementary data for Stability of a pyrimidine-based dye-sensitized TiO2 photoanode in sacrificial electrolytes [Dataset]
General methods: Melting points were obtained on a Gallenkamp apparatus in open capillaries and are uncorrected. 1H and 13C-NMR spectra were recorded on a Bruker AV400 at 400 MHz and 100 MHz respectively; δ values are given in ppm (relative to TMS) and J values in Hz. The apparent resonance multipli...
| Autores: | , , , , , , |
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| Tipo de recurso: | conjunto de datos |
| Fecha de publicación: | 2022 |
| País: | España |
| Institución: | Consejo Superior de Investigaciones Científicas (CSIC) |
| Repositorio: | DIGITAL.CSIC. Repositorio Institucional del CSIC |
| OAI Identifier: | oai:digital.csic.es:10261/333859 |
| Acceso en línea: | http://hdl.handle.net/10261/333859 |
| Access Level: | acceso abierto |
| Palabra clave: | Water splitting Photoelectrochemistry Semiconductor oxides Dye-sensitizer Pyrimidine |
| Sumario: | General methods: Melting points were obtained on a Gallenkamp apparatus in open capillaries and are uncorrected. 1H and 13C-NMR spectra were recorded on a Bruker AV400 at 400 MHz and 100 MHz respectively; δ values are given in ppm (relative to TMS) and J values in Hz. The apparent resonance multiplicity is described as s (singlet), br s (broad singlet), d (doublet), t (triplet), q (quartet) and m (multiplet).1H-1H COSY and 1H-13C-HSQC experiments were recorded in order to establish peaks assignment. Electrospray mass spectra were recorded on a Bruker MicroToF-Q spectrometer and on a Bruker TIMS-TOF; accurate mass measurements were achieved using sodium formate as external reference. UV-Visible spectroscopy was performed with an UV-vis Cary 6000. Also, the quantity of dye adsorbed on the TiO2 anode was estimated by desorption experiments; the desorption solution of was 10-3 M NaOH in H2O/THF (20:80). Cyclic Voltammetry (CV) measurements were performed with a μ-Autolab ECO-Chemie potenciostat, using a glassy carbon working electrode, Pt counter electrode, and Ag/AgCl reference electrode. The experiments were carried out under argon, in CH2Cl2 with Bu4NPF6 as supporting electrolyte (0.1mol L-1). Scan rate was 100 mV s-1.-- Synthetic details: The aldehyde AT-CHO [1] (80 mg, 0.346 mmol), 4-methylpyrimidine (32 μL, 0.346 mmol) and Aliquat 336 (16 μL, 0.035 mmol) was refluxed in 5.2 mL NaOH (5M). The mixture was maintained during 1h, then was cooled and the precipitate was filtered off and washed with water. The aqueous phase was extracted with CH2Cl2 (3x20 mL). The organic phase was dried with MgSO4 and the solvent was removed under reduced pressure. The crude product was purified by flash chromatography increasing the polarity of the eluent hexane/ethyl acetate from 8:2 to 6:4 to obtain the desired product, an orange solid (51 mg, 48%). Molecular weight (g/mol): 307.41 Melting point at 760 mm Hg (˚C): 227.7 IR (KBr) ν (cm-1): 1571 (C=N) Uv-Vis data λmax (CH2Cl2)/nm 428 (ε/mol-1·dm3·cm-1 1.98 ± 0.02·104) 1H-NMR (CDCl3, 400 MHz) δ (ppm): 3.01 (s, 6H), 6.72 (d, J= 8Hz, 2H), 6.75 (d, J=16Hz, 1H), 7.11 (d, J = 4 Hz, 1H), 7.14-7.23 (bs, 2H), 7.51 (d, J = 8 Hz, 2H), 7.99 (d, J = 16 Hz, 1H), 8.62 (bs, 1H), 9.11 (s, 1H) 13C-NMR (CDCl3 , 100 MHz) δ (ppm): 40.5, 112.5, 118.5, 121.5, 123.0, 127.1, 130.8, 131.8, 138.4, 147.7, 150.1, 156.8, 158.5, 162.4. HRMS (ESI)+: Found [M+H]+ 308.1215; molecular formula C18H17N3S requires [M+H]+ 308.1216.-- Under a Creative Commons license CC-BY-NC-ND 4.0 |
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