NAGIOS: RODERIC FUNCIONANDO

Tweaking the Optoelectronic Properties of S-Doped Polycyclic Aromatic Hydrocarbons by Chemical Oxidation

Repositori DSpace/Manakin

IMPORTANT: Aquest repositori està en una versió antiga des del 3/12/2023. La nova instal.lació está en https://roderic.uv.es/

Tweaking the Optoelectronic Properties of S-Doped Polycyclic Aromatic Hydrocarbons by Chemical Oxidation

dc.contributor.author	Matuszewska, Oliwia
dc.contributor.author	Battisti, Tommaso
dc.contributor.author	Ferreira, Rubén
dc.contributor.author	Biot, Nicolas
dc.contributor.author	Demitri, Nicola
dc.contributor.author	Mézière, Cécile
dc.contributor.author	Allain, ]Magali
dc.contributor.author	Sallé, Marc
dc.contributor.author	Mañas Valero, Samuel
dc.contributor.author	Coronado Miralles, Eugenio
dc.contributor.author	Fresta, Elisa
dc.contributor.author	Costa, Rubén
dc.contributor.author	Bonifazi, Davide
dc.date.accessioned	2023-09-20T12:48:25Z
dc.date.available	2023-09-20T12:48:25Z
dc.date.issued	2022
dc.identifier.citation	Matuszewska, Oliwia Battisti, Tommaso Ferreira, Rubén Biot, Nicolas Demitri, Nicola Mézière, Cécile Allain, ]Magali Sallé, Marc Mañas-Valero, Samuel Coronado, Eugenio Fresta, Elisa Costa, Rubén Bonifazi, Davide 2022 Tweaking the Optoelectronic Properties of S-Doped Polycyclic Aromatic Hydrocarbons by Chemical Oxidation Chemistry-A European Journal e202203115
dc.identifier.uri	https://hdl.handle.net/10550/89445
dc.description.abstract	Peri-thiaxanthenothiaxanthene, an S-doped analog of peri-xanthenoxanthene, is used as a polycyclic aromatic hydrocarbon (PAH) scaffold to tune the molecular semiconductor properties by editing the oxidation state of the S-atoms. Chemical oxidation of peri-thiaxanthenothiaxanthene with H2O2 led to the relevant sulfoxide and sulfone congeners, whereas electrooxidation gave access to sulfonium-type derivatives forming crystalline mixed valence (MV) complexes. These complexes depicted peculiar molecular and solid-state arrangements with face-to-face p-p stacking organization. Photophysical studies showed a widening of the optical bandgap upon progressive oxidation of the S-atoms, with the bis-sulfone derivative displaying the largest value (E00 = 2.99 eV). While peri-thiaxanthenothiaxanthene showed reversible oxidation properties, the sulfoxide and sulfone derivatives mainly showed reductive events, corroborating their n-type properties. Electric measurements of single crystals of the MV complexes exhibited a semiconducting behavior with a remarkably high conductivity at room temperature (10-1-10-2 S cm-1 and 10-2-10-3 S cm-1 for the O and S derivatives, respectively), one of the highest reported so far. Finally, the electroluminescence properties of the complexes were tested in light-emitting electrochemical cells (LECs), obtaining the first mid-emitting PAH-based LECs.
dc.language.iso	eng
dc.relation.ispartof	Chemistry-A European Journal, 2022, num. e202203115
dc.subject	Química orgànica
dc.title	Tweaking the Optoelectronic Properties of S-Doped Polycyclic Aromatic Hydrocarbons by Chemical Oxidation
dc.type	journal article
dc.date.updated	2023-09-20T12:48:26Z
dc.identifier.doi	10.1002/chem.202203115
dc.identifier.idgrec	155811
dc.rights.accessRights	open access