Chiral aggregates of triphenylamine-based dyes for depleting the production of hydrogen Peroxide in the photochemical water-splitting process

Beatrice Adelizzi, Andreas T. Rösch, Daan J. van Rijen, R. Simone Martire, Serkan Esiner, Martin Lutz, Anja R.A. Palmans, E.W. Meijer (Corresponding author)

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Uittreksel

Recent studies on water-splitting photoelectrochemical cells (PECs) have demonstrated the intriguing possibility of controlling the spin state in this chemical reaction to form H 2 and O 2 by exploiting the chirality of organic π-conjugated supramolecular polymers. Although this fascinating phenomenon has been disclosed, the chiral supramolecular materials reported thus far are not optimized for acting as efficient photosensitizer for dye-sensitized PECs. In this work we report on the design, synthesis, and characterization of chiral supramolecular aggregates based on C 3 -symmetric triphenylamine-based dyes that are able to both absorb visible light and control the spin state of the process. Variable temperature-dependent spectroscopic measurements reveal the assembly process of the dyes and confirm the formation of chiral aggregates, both in solution as well as on solid supports. Photoelectrochemical measurements on TiO 2 -based anodes validate the advantage of using chiral supramolecular aggregates as photosensitizer displaying higher photocurrent compared to achiral analogues. Moreover, fluorimetric tests for the quantification of the hydrogen peroxide produced, confirm the possibility of controlling the spin of the reaction exerting spin-selection with chiral supramolecular polymers. These results represent a further step towards the next-generation of organic-based water-splitting solar cells.

TaalEngels
Artikelnummere1900065
Aantal pagina's12
TijdschriftHelvetica Chimica Acta
Volume102
Nummer van het tijdschrift5
Vroegere onlinedatum17 apr 2019
DOI's
StatusGepubliceerd - mei 2019

Vingerafdruk

water splitting
hydrogen peroxide
Hydrogen peroxide
Hydrogen Peroxide
Photoelectrochemical cells
Photosensitizing Agents
Photosensitizers
Coloring Agents
Dyes
dyes
Water
Polymers
Chirality
Photocurrents
Chemical reactions
Solar cells
Anodes
Electrodes
polymers
cells

Trefwoorden

    Citeer dit

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    title = "Chiral aggregates of triphenylamine-based dyes for depleting the production of hydrogen Peroxide in the photochemical water-splitting process",
    abstract = "Recent studies on water-splitting photoelectrochemical cells (PECs) have demonstrated the intriguing possibility of controlling the spin state in this chemical reaction to form H 2 and O 2 by exploiting the chirality of organic π-conjugated supramolecular polymers. Although this fascinating phenomenon has been disclosed, the chiral supramolecular materials reported thus far are not optimized for acting as efficient photosensitizer for dye-sensitized PECs. In this work we report on the design, synthesis, and characterization of chiral supramolecular aggregates based on C 3 -symmetric triphenylamine-based dyes that are able to both absorb visible light and control the spin state of the process. Variable temperature-dependent spectroscopic measurements reveal the assembly process of the dyes and confirm the formation of chiral aggregates, both in solution as well as on solid supports. Photoelectrochemical measurements on TiO 2 -based anodes validate the advantage of using chiral supramolecular aggregates as photosensitizer displaying higher photocurrent compared to achiral analogues. Moreover, fluorimetric tests for the quantification of the hydrogen peroxide produced, confirm the possibility of controlling the spin of the reaction exerting spin-selection with chiral supramolecular polymers. These results represent a further step towards the next-generation of organic-based water-splitting solar cells.",
    keywords = "chiral induced spin selectivity, chirality, dye-sensitized photoelectrochemical cells, supramolecular chemistry, water splitting",
    author = "Beatrice Adelizzi and R{\"o}sch, {Andreas T.} and {van Rijen}, {Daan J.} and Martire, {R. Simone} and Serkan Esiner and Martin Lutz and Palmans, {Anja R.A.} and E.W. Meijer",
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    Chiral aggregates of triphenylamine-based dyes for depleting the production of hydrogen Peroxide in the photochemical water-splitting process. / Adelizzi, Beatrice; Rösch, Andreas T.; van Rijen, Daan J.; Martire, R. Simone; Esiner, Serkan; Lutz, Martin; Palmans, Anja R.A.; Meijer, E.W. (Corresponding author).

    In: Helvetica Chimica Acta, Vol. 102, Nr. 5, e1900065, 05.2019.

    Onderzoeksoutput: Bijdrage aan tijdschriftTijdschriftartikelAcademicpeer review

    TY - JOUR

    T1 - Chiral aggregates of triphenylamine-based dyes for depleting the production of hydrogen Peroxide in the photochemical water-splitting process

    AU - Adelizzi,Beatrice

    AU - Rösch,Andreas T.

    AU - van Rijen,Daan J.

    AU - Martire,R. Simone

    AU - Esiner,Serkan

    AU - Lutz,Martin

    AU - Palmans,Anja R.A.

    AU - Meijer,E.W.

    PY - 2019/5

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    N2 - Recent studies on water-splitting photoelectrochemical cells (PECs) have demonstrated the intriguing possibility of controlling the spin state in this chemical reaction to form H 2 and O 2 by exploiting the chirality of organic π-conjugated supramolecular polymers. Although this fascinating phenomenon has been disclosed, the chiral supramolecular materials reported thus far are not optimized for acting as efficient photosensitizer for dye-sensitized PECs. In this work we report on the design, synthesis, and characterization of chiral supramolecular aggregates based on C 3 -symmetric triphenylamine-based dyes that are able to both absorb visible light and control the spin state of the process. Variable temperature-dependent spectroscopic measurements reveal the assembly process of the dyes and confirm the formation of chiral aggregates, both in solution as well as on solid supports. Photoelectrochemical measurements on TiO 2 -based anodes validate the advantage of using chiral supramolecular aggregates as photosensitizer displaying higher photocurrent compared to achiral analogues. Moreover, fluorimetric tests for the quantification of the hydrogen peroxide produced, confirm the possibility of controlling the spin of the reaction exerting spin-selection with chiral supramolecular polymers. These results represent a further step towards the next-generation of organic-based water-splitting solar cells.

    AB - Recent studies on water-splitting photoelectrochemical cells (PECs) have demonstrated the intriguing possibility of controlling the spin state in this chemical reaction to form H 2 and O 2 by exploiting the chirality of organic π-conjugated supramolecular polymers. Although this fascinating phenomenon has been disclosed, the chiral supramolecular materials reported thus far are not optimized for acting as efficient photosensitizer for dye-sensitized PECs. In this work we report on the design, synthesis, and characterization of chiral supramolecular aggregates based on C 3 -symmetric triphenylamine-based dyes that are able to both absorb visible light and control the spin state of the process. Variable temperature-dependent spectroscopic measurements reveal the assembly process of the dyes and confirm the formation of chiral aggregates, both in solution as well as on solid supports. Photoelectrochemical measurements on TiO 2 -based anodes validate the advantage of using chiral supramolecular aggregates as photosensitizer displaying higher photocurrent compared to achiral analogues. Moreover, fluorimetric tests for the quantification of the hydrogen peroxide produced, confirm the possibility of controlling the spin of the reaction exerting spin-selection with chiral supramolecular polymers. These results represent a further step towards the next-generation of organic-based water-splitting solar cells.

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    KW - dye-sensitized photoelectrochemical cells

    KW - supramolecular chemistry

    KW - water splitting

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