Sol–gel Entrapped Nitroxyl Radicals: Catalysts of Broad Scope

Ciriminna, Rosaria; Pandarus, Valerica; Béland, François; Pagliaro, Mario

doi:10.1002/cctc.201701910

Cited by 9 publications

(8 citation statements)

References 37 publications

(49 reference statements)

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“…Silica-supported TEMPO organic− inorganic hybrid materials are commonly used as heterogeneous catalysts. 21 One of the most common supports used for heterogeneous TEMPO catalysts is mesoporous silica. On the other hand, amorphous silica is sometimes used because of its high surface area and low cost, but the irregularity of the surface and pore structure can be detrimental in some applications.…”

Section: Tempo Immobilizationmentioning

confidence: 99%

“…Inorganic sol−gel supports for TEMPO derivatives are indeed superior in their thermal stability, inertness, protectability toward entrapped molecules, as well as their porosity and high surface areas. 21 In the most recent review by Megiel, 15 some of the earlier reports on heterogeneous TEMPO catalysts immobilized on various silicas, including ultrafine silica particles, 28 commercial aminopropyl-functionalized silica, 29 sol−gel silica, 30,31 32 and SBA-15, 33 have been well summarized. These heterogeneous TEMPO powder catalysts were applied for alcohol oxidation and were readily recovered from the reaction mixture by centrifugation, which facilitated their convenient recycling and reuse.…”

Section: Tempo Immobilizationmentioning

confidence: 99%

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TEMPO in Chemical Transformations: From Homogeneous to Heterogeneous

et al. 2019

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The organic nitroxyl radical, TEMPO (2,2,6,6-tetramethylpiperidine-N-oxyl), finds a variety of industrial applications for chemical transformations. Because of economic and environmental concerns, the recovery and reuse of TEMPO with maintained high activity are of the utmost importance. In this Review, we summarize the most important advances made by the scientific community in TEMPO immobilization on various organic and inorganic support materials for recovery and reuse, and we discuss the activity and stability, as well as the procedures. Also summarized is the wide range of applications of TEMPO in both homogeneous and heterogeneous forms in chemical transformations, beginning from methodology tuning in synthetic chemistry to the use in polymer chemistry.

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Section: Tempo Immobilizationmentioning

confidence: 99%

Section: Tempo Immobilizationmentioning

confidence: 99%

TEMPO in Chemical Transformations: From Homogeneous to Heterogeneous

et al. 2019

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“…An interesting direction would be to explore entrapped/supported molecular catalysts, which, for example, showed a good performance in the selective and clean alcohol oxidation. 239 A recent trend has shown that HMF is often used as a challenging substrate to test new catalysts developed for reduction or oxidation processes. Indeed, biomass processing provides a strong driving force and acts as a "grindstone" for sharpening new catalytic systems.…”

Section: Discussionmentioning

confidence: 99%

“…and reductants (H 2 , regenerable reductants, etc.). An interesting direction would be to explore entrapped/supported molecular catalysts, which, for example, showed a good performance in the selective and clean alcohol oxidation …”

Section: Conclusion and Perspectivesmentioning

confidence: 99%

Chemical Transformations of Biomass-Derived C6-Furanic Platform Chemicals for Sustainable Energy Research, Materials Science, and Synthetic Building Blocks

Kucherov

Romashov

Galkin

et al. 2018

ACS Sustainable Chem. Eng.

257

219

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Recent advances in the area of biomass-derived C6-furanic platform chemicals for sustainable biomass processing are analyzed focusing on chemical reactions important for development of practical applications and materials science. Among the chemical processes currently being studied, tuning the amount of oxygen-containing functional groups remains the most active research direction. Production of efficient fuels requires the removal of oxygen atoms (reduction reactions), whereas utilization of biomass-derived furanic derivatives in material science points out the importance of oxidation in order to form dicarboxylic derivatives. Stimulated by this driving force, oxidation and reduction of 5-(hydroxymethyl)furfural (HMF) are nowadays massively studied. Moreover, these fundamental transformations are often used as model reactions to test new catalysts, and HMF transformations guide the development of new catalytic systems. From the viewpoint of organic synthesis, highly diverse chemical reactivity is explored and a number of bioderived synthetic building blocks with different functional groups are now accessible. This Perspective covers the most recent literature (since Jan 2017) to highlight the emerging research trends.

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“…A number of researchers have studied TEMPO immobilized on solid supports, such as polystyrene-bound TEMPO (PS-TEMPO) [12], FibreCat TEMPO [13], TurboBeads-TEMPO (TEMPO immobilized on the outer surface of Fe 3 O 4 magnetic nanoparticles) [14], and organosilica xerogel (SiliaCat TEMPO) [15,16]. While these types of heterogeneous TEMPO catalyst clouds have been applied to the conversion of molecular chemicals, their use in the form of structured polymers, such as cellulose nanofibers, has been limited due to the steric hindrance between the solid supports and the nanofibers.…”

Section: Introductionmentioning

confidence: 99%

One-Pot Method of Synthesizing TEMPO-Oxidized Bacterial Cellulose Nanofibers Using Immobilized TEMPO for Skincare Applications

Jun¹,

Park²,

Kang³

2019

Polymers

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In the skincare field, water-dispersed bacterial cellulose nanofibers synthesized via an oxidation reaction using 2,2,6,6–tetramethyl–1–piperidine–N–oxy radical (TEMPO) as a catalyst are promising bio-based polymers for engineered green materials because of their unique properties when applied to the surface of the skin, such as a high tensile strength, high water-holding capacity, and ability to block harmful substances. However, the conventional method of synthesizing TEMPO-oxidized bacterial cellulose nanofibers (TOCNs) is difficult to scale due to limitations in the centrifuge equipment when treating large amounts of reactant. To address this, we propose a one-pot TOCN synthesis method involving TEMPO immobilized on silica beads that employs simple filtration instead of centrifugation after the oxidation reaction. A comparison of the structural and physical properties of the TOCNs obtained via the proposed and conventional methods found similar properties in each. Therefore, it is anticipated that due to its simplicity, efficiency, and ease of use, the proposed one-pot synthesis method will be employed in production scenarios to prepare production quantities of bio-based polymer nanofibers in various potential industrial applications in the fields of skincare and biomedical research.

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Sol–gel Entrapped Nitroxyl Radicals: Catalysts of Broad Scope

Cited by 9 publications

References 37 publications

TEMPO in Chemical Transformations: From Homogeneous to Heterogeneous

TEMPO in Chemical Transformations: From Homogeneous to Heterogeneous

Chemical Transformations of Biomass-Derived C6-Furanic Platform Chemicals for Sustainable Energy Research, Materials Science, and Synthetic Building Blocks

One-Pot Method of Synthesizing TEMPO-Oxidized Bacterial Cellulose Nanofibers Using Immobilized TEMPO for Skincare Applications

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