Functionalization of boron-doped diamond with a push–pull chromophore via Sonogashira and CuAAC chemistry

Raymakers, J.; Krýsová, Hana; Artemenko, Anna; Čermák, Jan; Nicley, S. S.; Verstappen, P.; Gielen, S.; Kromka, Alexander; Haenen, K.; Kavan, Ladislav; Maes, W.; Rezek, Bohuslav

doi:https://dx.doi.org/10.1039/C8RA07545J

Number of the records: 1

Functionalization of boron-doped diamond with a push–pull chromophore via Sonogashira and CuAAC chemistry

1.

SYSNO ASEP	0494133
Document Type	J - Journal Article
R&D Document Type	Journal Article
Subsidiary J	Článek ve WOS
Title	Functionalization of boron-doped diamond with a push–pull chromophore via Sonogashira and CuAAC chemistry
Author(s)	Raymakers, J. (BE) Krýsová, Hana (UFCH-W)_{RID, ORCID} Artemenko, Anna (FZU-D)_{RID, ORCID} Čermák, Jan (FZU-D)_{RID, SAI, ORCID} Nicley, S. S. (BE) Verstappen, P. (BE) Gielen, S. (BE) Kromka, Alexander (FZU-D)_{RID, ORCID, SAI} Haenen, K. (BE) Kavan, Ladislav (UFCH-W)_{RID, ORCID} Maes, W. (BE) Rezek, Bohuslav (FZU-D)_{RID, ORCID}
Source Title	RSC Advances. - : Royal Society of Chemistry - ISSN 2046-2069 Roč. 8, č. 58 (2018), s. 33276-33290
Number of pages	15 s.
Language	eng - English
Country	GB - United Kingdom
Keywords	boron-doped diamond ; cooper compounds ; dye-sensitized solar cells
Subject RIV	CF - Physical ; Theoretical Chemistry
OECD category	Physical chemistry
Subject RIV - cooperation	Institute of Physics - Solid Matter Physics ; Magnetism
R&D Projects	GA13-31783S GA ČR - Czech Science Foundation (CSF)
	GA15-01809S GA ČR - Czech Science Foundation (CSF)
	EF15_003/0000464 GA MŠMT - Ministry of Education, Youth and Sports (MEYS)
Method of publishing	Open access
Institutional support	UFCH-W - RVO:61388955 ; FZU-D - RVO:68378271
UT WOS	000448422800033
EID SCOPUS	85054815680
DOI	https://doi.org/10.1039/C8RA07545J
Annotation	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.
Workplace	J. Heyrovsky Institute of Physical Chemistry
Contact	Michaela Knapová, michaela.knapova@jh-inst.cas.cz, Tel.: 266 053 196
Year of Publishing	2019

Number of the records: 1