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

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388955%3A_____%2F18%3A00494133" target="_blank" >RIV/61388955:_____/18:00494133 - isvavai.cz</a>

  • Alternative codes found

    RIV/68378271:_____/18:00494133 RIV/68407700:21230/18:00324605

  • Result on the web

    <a href="http://dx.doi.org/10.1039/C8RA07545J" target="_blank" >http://dx.doi.org/10.1039/C8RA07545J</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1039/C8RA07545J" target="_blank" >10.1039/C8RA07545J</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

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

  • Original language description

    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.n

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database

  • CEP classification

  • OECD FORD branch

    10403 - Physical chemistry

Result continuities

  • Project

    Result was created during the realization of more than one project. More information in the Projects tab.

  • Continuities

    P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Others

  • Publication year

    2018

  • Confidentiality

    S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Data specific for result type

  • Name of the periodical

    RSC Advances

  • ISSN

    2046-2069

  • e-ISSN

  • Volume of the periodical

    8

  • Issue of the periodical within the volume

    58

  • Country of publishing house

    GB - UNITED KINGDOM

  • Number of pages

    15

  • Pages from-to

    33276-33290

  • UT code for WoS article

    000448422800033

  • EID of the result in the Scopus database

    2-s2.0-85054815680