Skip to Main content Skip to Navigation
Journal articles

Efficient Photooxygenation Process of Biosourced α-Terpinene by Combining Controlled LED-Driven Flow Photochemistry and Rose Bengal-Anchored Polymer Colloids

Abstract : This work studies the reactivity of poly(N-vinylcaprolactam-co-vinyl acetate-co-vinylbenzyl Rose Bengal) microgels (VBRB@MG) as heterogeneous photosensitizers in a continuous-flow process for sustainable singlet oxygen sensitized photooxygenation of a bio-based molecule. Experiments were carried out in a LED-driven spiral-shaped microreactor in which slurry Taylor flows were generated, allowing accurate control of irradiation, light absorption and gas-liquid flow conditions. The benchmark photooxygenation of -terpinene was implemented in ethanol to provide a green solvent using air as a safe supply of oxygen. Swollen RB-grafted colloids formed an efficient substrate for converting -terpinene into ascaridole, providing up to high conversion with high selectivity under continuous-flow conditions, and within short residence times of a few minutes. The supported RB exhibited a reactivity similar to that of the free RB. The reactivity of the supported photosensitizer was maintained for several cycles with a reproducible level after 8 months of storage. Under experimental conditions favouring photobleaching of RB, the photobleaching level of RB was lower with the VBRB@MG colloids than with free RB, suggesting that grafting RB molecules onto the colloid can prevent their photodegradation. KEYWORDS Flow photochemistry. Singlet oxygen. Photoactive polymer colloids. Green conditions. Rose Bengal. Alpha-terpinene.
Complete list of metadata

https://hal.archives-ouvertes.fr/hal-03092589
Contributor : Karine Loubiere <>
Submitted on : Saturday, January 2, 2021 - 3:36:23 PM
Last modification on : Tuesday, May 4, 2021 - 3:28:08 PM
Long-term archiving on: : Saturday, April 3, 2021 - 8:28:30 PM

File

 Restricted access
To satisfy the distribution rights of the publisher, the document is embargoed until : 2022-01-02

Please log in to resquest access to the document

Identifiers

Collections

Citation

Robbie Radjagobalou, Jean-François Blanco, Luca Petrizza, Mickael Le Bechec, Odile Dechy-Cabaret, et al.. Efficient Photooxygenation Process of Biosourced α-Terpinene by Combining Controlled LED-Driven Flow Photochemistry and Rose Bengal-Anchored Polymer Colloids. ACS Sustainable Chemistry & Engineering, American Chemical Society, 2020, 8 (50), pp.18568-18576. ⟨10.1021/acssuschemeng.0c06627⟩. ⟨hal-03092589⟩

Share

Metrics

Record views

78