Particle size effect in the mechanically ...
Type de document :
Article dans une revue scientifique: Article original
DOI :
PMID :
URL permanente :
Titre :
Particle size effect in the mechanically assisted synthesis of β-cyclodextrin mesitylene sulfonate
Auteur(s) :
Menuel, Stephane [Auteur]
UCCS Équipe Catalyse Supramoléculaire
Saitzek, Sebastien [Auteur]
UCCS Équipe Couches Minces & Nanomatériaux
Monflier, Eric [Auteur]
UCCS Équipe Catalyse Supramoléculaire
Hapiot, Frederic [Auteur]
UCCS Équipe Catalyse Supramoléculaire
UCCS Équipe Catalyse Supramoléculaire
Saitzek, Sebastien [Auteur]
UCCS Équipe Couches Minces & Nanomatériaux
Monflier, Eric [Auteur]
UCCS Équipe Catalyse Supramoléculaire
Hapiot, Frederic [Auteur]
UCCS Équipe Catalyse Supramoléculaire
Titre de la revue :
Beilstein Journal of Organic Chemistry
Nom court de la revue :
Beilstein J. Org. Chem.
Numéro :
16
Pagination :
2598-2606
Éditeur :
Beilstein-Institut
Date de publication :
2020-10-22
ISSN :
1860-5397
Mot(s)-clé(s) en anglais :
mechanosynthesis
reactivity
chemoselectivity
beta-cyclodextrin
grinding
reactivity
chemoselectivity
beta-cyclodextrin
grinding
Discipline(s) HAL :
Chimie/Catalyse
Chimie/Chimie inorganique
Chimie/Chimie inorganique
Résumé en anglais : [en]
The mechanically assisted synthesis of organic compounds has recently focused considerable attention as it may be unique in features to selectively direct the reaction pathway. In the continuation of our work on the synthesis ...
Lire la suite >The mechanically assisted synthesis of organic compounds has recently focused considerable attention as it may be unique in features to selectively direct the reaction pathway. In the continuation of our work on the synthesis of modified cyclodextrins (CDs) via mechanochemical activation, we sought to discriminate the contribution of supramolecular effects and grinding during the course of a reaction in the solid state. As such, we recently investigated the influence of the particle size of β-CD in the synthesis of β-CD mesitylene sulfonate (β-CDMts) in the solid state using a vibrating ball-mill. We were particularly interested in the role of the particle size on the kinetics of the reaction. In this study, we show that grinding β-CD reduces the particles size over time down to a limit of 167 nm. The granulometric composition remains rather invariant for grinding times over 1 h. Each type of β-CD particles reacted with mesitylenesulfonyl chloride (MtsCl) to produce β-CDMts. Contrary to what could be intuitively anticipated, smaller particles did not lead to the highest conversions. The impact of grinding on the conversion was limited. Interestingly, the proportion of β-CDMts mono-substituted on the primary face significantly increased over time when the reaction was carried out in the presence of KOH as a base. The data series were confronted with kinetics models to get insight in the way the reactions proceeded. The diversity of possible models suggests that multiple mechanochemical processes can account for the formation of β-CDMts in the solid state. Throughout the study, we found that the reactivity depended more upon diffusion phenomena in the crystalline parts of the material than on the increase in the surface area of the CD particles resulting from grinding.Lire moins >
Lire la suite >The mechanically assisted synthesis of organic compounds has recently focused considerable attention as it may be unique in features to selectively direct the reaction pathway. In the continuation of our work on the synthesis of modified cyclodextrins (CDs) via mechanochemical activation, we sought to discriminate the contribution of supramolecular effects and grinding during the course of a reaction in the solid state. As such, we recently investigated the influence of the particle size of β-CD in the synthesis of β-CD mesitylene sulfonate (β-CDMts) in the solid state using a vibrating ball-mill. We were particularly interested in the role of the particle size on the kinetics of the reaction. In this study, we show that grinding β-CD reduces the particles size over time down to a limit of 167 nm. The granulometric composition remains rather invariant for grinding times over 1 h. Each type of β-CD particles reacted with mesitylenesulfonyl chloride (MtsCl) to produce β-CDMts. Contrary to what could be intuitively anticipated, smaller particles did not lead to the highest conversions. The impact of grinding on the conversion was limited. Interestingly, the proportion of β-CDMts mono-substituted on the primary face significantly increased over time when the reaction was carried out in the presence of KOH as a base. The data series were confronted with kinetics models to get insight in the way the reactions proceeded. The diversity of possible models suggests that multiple mechanochemical processes can account for the formation of β-CDMts in the solid state. Throughout the study, we found that the reactivity depended more upon diffusion phenomena in the crystalline parts of the material than on the increase in the surface area of the CD particles resulting from grinding.Lire moins >
Langue :
Anglais
Audience :
Internationale
Vulgarisation :
Non
Établissement(s) :
CNRS
Centrale Lille
ENSCL
Univ. Artois
Université de Lille
Centrale Lille
ENSCL
Univ. Artois
Université de Lille
Collections :
Équipe(s) de recherche :
Catalyse et chimie supramoléculaire (CASU)
Couches minces & nanomatériaux (CMNM)
Couches minces & nanomatériaux (CMNM)
Date de dépôt :
2022-03-08T13:47:41Z
2023-11-29T07:41:18Z
2023-11-29T07:41:18Z
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