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Title: | Functionalization of boron-doped diamond with a push-pull chromophore via Sonogashira and CuAAC chemistry | Authors: | RAYMAKERS, Jorne Krysova, Hana Artemenko, Anna Cermak, Jan NICLEY, Shannon VERSTAPPEN, Pieter GIELEN, Sam Kromka, Alexander HAENEN, Ken Kavan, Ladislav MAES, Wouter Rezek, Bohuslav |
Issue Date: | 2018 | Publisher: | ROYAL SOC CHEMISTRY | Source: | RSC advances, 8(58), p. 33276-33290 | Abstract: | Improving the performance of p-type photoelectrodes represents a key challenge toward significant advancement in the field of tandem dye-sensitized solar cells. Herein, we demonstrate the application of boron-doped nanocrystalline diamond (B:NCD) thin films, covalently functionalized with a dithienopyrrole-benzothiadiazole push-pull chromophore, as alternative photocathodes. First, a primary functional handle is introduced on H-terminated diamond via electrochemical diazonium grafting. Afterwards, Sonogashira cross-coupling and Cu(i) catalyzed azide-alkyne cycloaddition (CuAAC) reactions are employed to attach the chromophore, enabling the comparison of the degree of surface functionalization and the importance of the employed linker at the diamond-dye interface. X-ray photoelectron spectroscopy shows that surface functionalization via CuAAC results in a slightly higher chromophore coverage compared to the Sonogashira cross-coupling. However, photocurrents and photovoltages, obtained by photoelectrochemical and Kelvin probe measurements, are approximately three times larger on photocathodes functionalized via Sonogashira cross-coupling. Surface functionalization via Sonogashira cross-coupling is thus considered the preferential method for the development of diamond-based hybrid photovoltaics. | Notes: | [Raymakers, Jorne; Nicley, Shannon S.; Verstappen, Pieter; Gielen, Sam; Haenen, Ken; Maes, Wouter] UHasselt Hasselt Univ, Inst Mat Res IMO, IMEC Vzw, IMOMEC, Agoralaan 1, B-3590 Diepenbeek, Belgium. [Krysova, Hana; Kavan, Ladislav] Czech Acad Sci, J Heyrovsky Inst Phys Chem, Dolejskova 3, Prague 18223 8, Czech Republic. [Artemenko, Anna; Cermak, Jan; Kromka, Alexander; Rezek, Bohuslav] Czech Acad Sci, Inst Phys, Cukrovarnicka 10, Prague 16200 6, Czech Republic. [Rezek, Bohuslav] Czech Tech Univ, Fac Elect Engn, Tech 2, Prague 16625 6, Czech Republic. | Document URI: | http://hdl.handle.net/1942/27882 | e-ISSN: | 2046-2069 | DOI: | 10.1039/c8ra07545j | ISI #: | 000448422800033 | Rights: | Copyright This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. Material from this article can be used in other publications provided that the correct acknowledgement is given with the reproduced material and it is not used for commercial purposes. | Category: | A1 | Type: | Journal Contribution | Validations: | ecoom 2019 |
Appears in Collections: | Research publications |
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raymakers 1.pdf | Published version | 1.46 MB | Adobe PDF | View/Open |
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