AustralieFrV1, Main, Exploration, bibRecord, 004B60

Visible-light photosensitized oxidation of α-terpinene using novel silica-supported sensitizers: Photooxygenation vs. photodehydrogenation

Identifieur interne : 004B60 ( Main/Exploration ); précédent : 004B59; suivant : 004B61

Visible-light photosensitized oxidation of α-terpinene using novel silica-supported sensitizers: Photooxygenation vs. photodehydrogenation

Auteurs : Filippo Ronzani [France] ; Nathalie Costarramone [France] ; Sylvie Blanc [France] ; ABDELHAMIDE KHALIL BENABBOU [France, Algérie] ; Mickaël Le Bechec [France] ; Thierry Pigot [France] ; Michael Oelgemöller [Australie] ; Sylvie Lacombe [France]

Source :

Journal of catalysis : (Print) [ 0021-9517 ] ; 2013.

RBID : Pascal:13-0277739

Descripteurs français

Pascal (Inist)
- Oxydation, Silice, Rose bengale, Sensibilisateur, Catalyseur sur support, Catalyse hétérogène, Oxygène, Transfert électron, Chimie verte, Photooxydation, Protection environnement, Dérivé de l'anthracène, Rayonnement solaire, Traitement déchet, SiO2, Antraquinone-2-carboxylique acide.
Wicri :
- topic : Oxygène.

English descriptors

KwdEn :
- Anthracene derivatives, Electron transfer, Environmental protection, Green chemistry, Heterogeneous catalysis, Oxidation, Oxygen, Photooxidation, Rose bengal, Sensitizer, Silica, Solar radiation, Supported catalyst, Waste treatment.

Abstract

Three silica-immobilized organic photocatalysts, based on rose bengal (RB), antraquinone-2-carboxylic acid (ANT-COOH) and a new cyanoanthracene derivative (DBTP-COOH), were prepared and characterized. Their efficiency for the photooxidation of α-terpinene was compared to that of their soluble counterparts. In solution, the three sensitizers showed high quantum yield of singlet oxygen production. Significant autooxidation to p-cymene occurred in the absence of catalyst while the mechanism of the sensitized reaction strongly depended on sensitizer structure. With DBTP and RB materials, ascaridole was rapidly produced by singlet oxygen addition. In contrast, ANT-based sensitizers favored photodehydrogenation to p-cymene through an electron-transfer step inducing a radical chain reaction, followed by further p-cymene oxidation upon prolonged irradiation. The highest efficiency and selectivity were obtained for photooxygenation with DBTP-based materials, and for photodehydrogenation with ANT-based materials, these properties make them attractive for future applications as immobilized photocatalyst in solar synthesis, waste treatment, and microflow reactors.

Affiliations:

Algérie, Australie, France
Aquitaine, Nouvelle-Aquitaine, Wilaya d'Oran
Oran, Pau

Links toward previous steps (curation, corpus...)

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Le document en format XML

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<profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Anthracene derivatives</term>
<term>Electron transfer</term>
<term>Environmental protection</term>
<term>Green chemistry</term>
<term>Heterogeneous catalysis</term>
<term>Oxidation</term>
<term>Oxygen</term>
<term>Photooxidation</term>
<term>Rose bengal</term>
<term>Sensitizer</term>
<term>Silica</term>
<term>Solar radiation</term>
<term>Supported catalyst</term>
<term>Waste treatment</term>
</keywords>
<keywords scheme="Pascal" xml:lang="fr"><term>Oxydation</term>
<term>Silice</term>
<term>Rose bengale</term>
<term>Sensibilisateur</term>
<term>Catalyseur sur support</term>
<term>Catalyse hétérogène</term>
<term>Oxygène</term>
<term>Transfert électron</term>
<term>Chimie verte</term>
<term>Photooxydation</term>
<term>Protection environnement</term>
<term>Dérivé de l'anthracène</term>
<term>Rayonnement solaire</term>
<term>Traitement déchet</term>
<term>SiO2</term>
<term>Antraquinone-2-carboxylique acide</term>
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<keywords scheme="Wicri" type="topic" xml:lang="fr"><term>Oxygène</term>
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<front><div type="abstract" xml:lang="en">Three silica-immobilized organic photocatalysts, based on rose bengal (RB), antraquinone-2-carboxylic acid (ANT-COOH) and a new cyanoanthracene derivative (DBTP-COOH), were prepared and characterized. Their efficiency for the photooxidation of α-terpinene was compared to that of their soluble counterparts. In solution, the three sensitizers showed high quantum yield of singlet oxygen production. Significant autooxidation to p-cymene occurred in the absence of catalyst while the mechanism of the sensitized reaction strongly depended on sensitizer structure. With DBTP and RB materials, ascaridole was rapidly produced by singlet oxygen addition. In contrast, ANT-based sensitizers favored photodehydrogenation to p-cymene through an electron-transfer step inducing a radical chain reaction, followed by further p-cymene oxidation upon prolonged irradiation. The highest efficiency and selectivity were obtained for photooxygenation with DBTP-based materials, and for photodehydrogenation with ANT-based materials, these properties make them attractive for future applications as immobilized photocatalyst in solar synthesis, waste treatment, and microflow reactors.</div>
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   |texte=   Visible-light photosensitized oxidation of α-terpinene using novel silica-supported sensitizers: Photooxygenation vs. photodehydrogenation
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	Serveur d'exploration sur les relations entre la France et l'Australie
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Visible-light photosensitized oxidation of α-terpinene using novel silica-supported sensitizers: Photooxygenation vs. photodehydrogenation

Visible-light photosensitized oxidation of α-terpinene using novel silica-supported sensitizers: Photooxygenation vs. photodehydrogenation

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