Stabilising the lowest energy charge-separated state in a {metal chromophore – fullerene} assembly: a tuneable panchromatic absorbing donor–acceptor triad

Lebedeva, Maria A.; Chamberlain, Thomas W.; Scattergood, Paul A.; Delor, Milan; Sazanovich, Igor V.; Davies, E. Stephen; Suyetin, Mikhail; Besley, Elena; Schröder, Martin; Weinstein, Julia A.; Khlobystov, Andrei N.

doi:10.1039/c5sc04271b

Cited by 16 publications

(18 citation statements)

References 119 publications

(93 reference statements)

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“…A donor unit is attached to the fullerene, which can be excited by absorbing light and then transfers an electron in a process accompanied by charge separation. During this process, a fullerene radical anion is produced, which can further transfer the electron . Studies have also shown that fullerene dyads can produce significant amounts of reactive oxygen species (ROS)…”

Section: Figurementioning

confidence: 99%

Molecular Semiconductor Surfactants with Fullerenol Heads and Colored Tails for Carbon Dioxide Photoconversion

2019

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The leaf is a prime example of a material converting waste (CO2) into value with maximum sustainability. As the most important constituent, it contains the coupled photosystems II and I, which are imbedded in the cellular membrane of the chloroplasts. Can key functions of the leaf be packed into soap? We present next‐generation surfactants that self‐assemble into bilayer vesicles (similar to the cellular membrane), are able to absorb photons of two different visible wavelengths, and exchange excited charge carriers (similar to the photosystems), followed by conversion of CO2 (in analogy to the leaf). The amphiphiles contain five dye molecules as the hydrophobic entity attached exclusively to one hemisphere of a polyhydroxylated fullerene (Janus‐type). We herein report on their surfactant, optical, electronic, and catalytic properties. Photons absorbed by the dyes are transferred to the fullerenol head, where they can react with different species such as CO2 to give formic acid.

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Section: Figurementioning

confidence: 99%

Molecular Semiconductor Surfactants with Fullerenol Heads and Colored Tails for Carbon Dioxide Photoconversion

2019

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“…Absorptionsspektren der Referenzverbindungen (die freien Farbstoffe und C 60 (OH) 24 ) und der Tenside sind in Abbildung c gezeigt (siehe auch Abbildung S3). Auffällig ist, dass die Absorptionsspektren der FuDy mehr darstellen als nur die Überlagerung ihrer Komponenten . Anstelle von definierten Absorptionsbanden ist eine Absorptionskante zu erkennen, was eher typisch für Halbleiter ist.…”

Section: Figureunclassified

“…An das Fulleren ist eine Donor‐Einheit angebracht, die durch Lichtabsorption angeregt werden und dann ein Elektron übertragen kann, was zu einer Ladungstrennung führt. Bei diesem Prozess entsteht ein Fullerenradikalanion, das das Elektron weiter übertragen kann . Studien haben gezeigt, dass Fullerendyaden durch Übertragen eben dieses Elektrons auch signifikante Mengen reaktiver Sauerstoffspezies (ROS) produzieren können…”

Section: Figureunclassified

Molekulare Halbleiter‐Tenside mit Fullerenol‐Kopfgruppe und Farbstoffketten für die photokatalytische Umwandlung von Kohlenstoffdioxid

2019

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Das natürliche Blatt ist ein Paradebeispiel für ein System, das kontinuierlich Wertschöpfung betreibt, indem es z. B. CO2 in Zucker umwandelt. Wichtigster Bestandteil sind die gekoppelten Photosysteme II und I, die in der Zellmembran eingebettet sind. Können ihre Schlüsselfunktionen auf ein Tensid übertragen werden? Wir stellen moderne Tenside vor, die sich zu zweischichtigen Vesikeln anordnen (ähnlich der Zellmembran), fähig sind, Photonen verschiedener Wellenlängen zu absorbieren und angeregte Ladungsträger auszutauschen (ähnlich zu Photosystem II und I), sowie CO2 umzuwandeln (analog zum Blatt). Die Tenside bestehen aus fünf Farbstoffeinheiten als hydrophobe Gruppe, allesamt auf einer Seite des polyhydroxylierten Fullerenols, das als Kopfgruppe dient (Janus‐artig). Wir berichten über tensidische, optische, elektronische und katalytische Eigenschaften, sowie davon, wie von den Farbstoffen absorbierte Photonen zur Fullerenol‐Kopfgruppe transportiert werden, wo sie z. B. mit CO2 reagieren und dieses zu Ameisensäure reduzieren können.

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“…For efficient solar energy conversion light-harvesting materials that can tap into large portions of the electromagnetic spectrum, and, in particular, can utilize red and near infraredl ight, are essential. [1] To illustrate the benefits of such pan-chromic materials, it has been suggested that extending the photosyntheticallyu seful spectralr ange from 400-700nmt o4 00-750 nm would increase the usable photon flux by 19 %. [1b, 2] Porphyrinp olymers are increasingly investigatedf or this purpose because of their attractive charge-transport properties and intense absorptions.…”

Section: Introductionmentioning

confidence: 99%

Furan‐ and Thiophene‐Based Auxochromes Red‐shift Chlorin Absorptions and Enable Oxidative Chlorin Polymerizations

Xiong

Bornhof

Arkhypchuk

et al. 2017

Chemistry A European J

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The de novo syntheses of chemically stable chlorins with five‐membered heterocyclic (furane, thiophene, formylfurane and formylthiophene) substituents in selected meso‐ and β‐positions are reported. Heterocycle incorporation in the 3‐ and 13‐positions shifted the chlorin absorption and emission to the red (up to λ em=680 nm), thus these readily incorporated substituents function analogously to auxochromes present in chlorophylls, for example, formyl and vinyl groups. Photophysical, theoretical and X‐ray crystallographic experiments revealed small but significant differences between the behavior of the furan‐ and the thiophene‐based auxochromes. Four regioisomeric bis‐thienylchlorins (3,10; 3,13, 3,15 and 10,15) were oxidatively electropolymerized; the chlorin monomer geometry had a profound impact on the polymerization efficiency and the electrochemical properties of the resulting material. Chemical co‐polymerization of 3,13‐bis‐thienylchlorin with 3‐hexylthiophene yielded an organic‐soluble red‐emitting polymer.

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Stabilising the lowest energy charge-separated state in a {metal chromophore – fullerene} assembly: a tuneable panchromatic absorbing donor–acceptor triad

Abstract: A novel fullerene-bipyridine-Pt-catecholate triad forms the lowest energy charge separated state upon photoexcitation, investigated by time-resolved infrared spectroscopy.

Cited by 16 publications

References 119 publications

Molecular Semiconductor Surfactants with Fullerenol Heads and Colored Tails for Carbon Dioxide Photoconversion

Molecular Semiconductor Surfactants with Fullerenol Heads and Colored Tails for Carbon Dioxide Photoconversion

Molekulare Halbleiter‐Tenside mit Fullerenol‐Kopfgruppe und Farbstoffketten für die photokatalytische Umwandlung von Kohlenstoffdioxid

Furan‐ and Thiophene‐Based Auxochromes Red‐shift Chlorin Absorptions and Enable Oxidative Chlorin Polymerizations

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