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2 protocols using micro glass cover slides

1

Synthesis and Characterization of Organic Photoanodes

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Calcium hydride, potassium hydroxide, boron trifluoride diethyl etherate, anhydrous benzonitrile, dichloromethane, chloroform, ethanol, tetrahydrofuran, and acetone (Sigma Aldrich), Methyl 2-formylbenzenecarboxylate and methyl 3-formylbenzoate (Matrix scientific), 2,3-Dichloro-5,6-dicyano-p-benzoquinone (DDQ) (Alpha Aesar), P1 (Frontier Scientific) were purchased from the supplier in parentheses and used without further purification. Pyrrole was obtained from Sigma Aldrich and distilled over Calcium hydride prior to use. Common oxygen free Schlenk techniques were used during reactions unless otherwise specified. Fluorine-doped tin oxide (FTO) coated glass (sheet resistance 15 Ω □−1) and non-conductive glass were purchased from Hartford Glass Co. Meltonix film (1170-25) and Vac’n Fill Syringe (65209) were purchased from Solaronix. Micro glass cover slides (18 × 18 mm) were obtained from VWR. 4,4’-(anthracene-9,10-diyl)bis(4,1-phenylene)diphosphonic acid (A in Figure 1) 22 (link) and triphenyl-4,4’-diphosphonic acid (B)38 as well as sol gel pasts for TiO2 and ZrO239 –41 (link) were prepared following previously published procedures.
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2

Synthesis of Molecule A via Established Procedure

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Molecule A was synthesized according to a previously published procedure [3 (link)]. Zinc acetate dihydrate (Alfa Aesar, Tewksbury, MA, USA), trimethyl aluminum (Strem Chemicals, Newburyport, MA, USA; prepackaged in a 50 mL Swagelok cylinder), ultrahigh purity water (Strem Chemicals, Newburyport, MA, USA; prepackaged in a 50 mL Swagelok cylinder), acetonitrile (Sigma-Aldrich, Milwaukee, WI, USA), methanol (Sigma-Aldrich, Milwaukee, WI, USA), dimethyl sulfoxide (DMSO, Alfa Aesar), ethanol (Koptec), hydrochloric acid (Sigma-Aldrich, Milwaukee, WI, USA), zirconium (IV) propoxide solution (Sigma-Aldrich, Milwaukee, WI, USA), nitric acid (Avantar, Radnor, PA, USA), polyethylene glycol bisphenol A epichlorohydrin copolymer (Sigma-Aldrich, Milwaukee, WI, USA) were purchased from their respective suppliers, in parentheses, and used as received. Non-conductive glass was purchased from Hartford Glass Co. (Hartford, CT, USA). Vac’n Fill Syringe (65209) and Melatonix films (1170-25) were purchased from Solaronix (Aubonne, Switzerland). Micro glass cover slides (18 × 18 mm) were purchased from VWR (Radnor, PA, USA).
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