Graphene‐Based Carbocatalysts for Thermoset Polymers and for Diastereoselective and Enantioselective Organic Synthesis

Acocella, Maria Rosaria; Guerra, Gaetano

doi:10.1002/cctc.201702015

Cited by 10 publications

(7 citation statements)

References 66 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Carbonaceous materials have emerged as promising green carbocatalysts in various organic reactions 1–8 . Graphene oxide (GO), a 2D, carbonaceous material bearing different oxygen functional groups such as alcohol, epoxide, ketones, and carboxylic acid 9–12 , is emerging as a green alternative for organic transformations and particularly superb in acidic carbocatalysis 5,13,14 .…”

Section: Introductionmentioning

confidence: 99%

Regenerable Acidity of Graphene Oxide in Promoting Multicomponent Organic Synthesis

Ebajo

Santos

Alea

et al. 2019

Sci Rep

View full text Add to dashboard Cite

The Brønsted acidity of graphene oxide (GO) materials has shown promising activity in organic synthesis. However, roles and functionality of Lewis acid sites remain elusive. Herein, we reported a carbocatalytic approach utilizing both Brønsted and Lewis acid sites in GOs as heterogeneous promoters in a series of multicomponent synthesis of triazoloquinazolinone compounds. The GOs possessing the highest degree of oxidation, also having the highest amounts of Lewis acid sites, enable optimal yields (up to 95%) under mild and non-toxic reaction conditions (85 °C in EtOH). The results of FT-IR spectroscopy, temperature-programed decomposition mass spectrometry, and X-ray photoelectron spectroscopy identified that the apparent Lewis acidity via basal plane epoxide ring opening, on top of the saturated Brønsted acidic carboxylic groups, is responsible for the enhanced carbocatalytic activities involving Knoevenagel condensation pathway. Recycled GO can be effectively regenerated to reach 97% activity of fresh GO, supporting the recognition of GO as pseudocatalyst in organic synthesis.

show abstract

Section: Introductionmentioning

confidence: 99%

Regenerable Acidity of Graphene Oxide in Promoting Multicomponent Organic Synthesis

Ebajo

Santos

Alea

et al. 2019

Sci Rep

View full text Add to dashboard Cite

show abstract

“…Graphite-based materials are widely used for many applications, mainly as fillers in polymer matrices, because of their ability to improve the mechanical and physical properties. − In the past decades, they attracted considerable attention for their possible application in many fields such as catalysis, − energy storage − and conversion, , water remediation, , and supercapacitors …”

Section: Introductionmentioning

confidence: 99%

Green Oxidation of Carbon Black by Dry Ball Milling

Kiani

Acocella

Granata

et al. 2022

ACS Sustainable Chem. Eng.

Self Cite

View full text Add to dashboard Cite

A sustainable and green method is presented in this paper to produce highly oxidized carbon black using dry ball milling. The mechanical energy by colliding milling balls is able to easily break and build chemical bonds providing new oxygenated functional groups. The reaction is performed in the presence of air and in solvent-free conditions achieving, for the first time, a high degree of functionalization comparable to that obtained under harsh conventional conditions. With different milling times, it is possible to control the degree of oxidation. The procedure is environmentally friendly, respecting important green metrics, no solvent or additional reagent is required, and the product can be collected without any assistance from a solvent.

show abstract

“…Some of these studies have shown a catalytic activity of graphene oxide and of oxidized carbon black on the reaction between the epoxy and amine groups of the resin, leading to higher crosslinking density in milder conditions [12,13,14,15,16,17,18,19,20]. This catalytic activity, suggested by the well-established catalytic behavior of graphene oxide for many organic reactions [21,22,23,24,25,26,27,28,29,30,31,32], has been proved by experiments on the epoxide ring opening reaction, for monofunctional epoxide and amine reactants, which lead to an uncrosslinked product being suitable for full chemical characterization [17,19].…”

Section: Introductionmentioning

confidence: 99%

Graphene Oxide and Oxidized Carbon Black as Catalyst for Crosslinking of Phenolic Resins

et al. 2019

Self Cite

View full text Add to dashboard Cite

Influence of different graphite-based nanofillers on crosslinking reaction of resorcinol, as induced by hexa(methoxymethyl)melamine, is studied. Curing reactions leading from low molecular mass compounds to crosslinked insoluble networks are studied by indirect methods based on Differential Scanning Calorimetry. Reported results show a catalytic activity of graphene oxide (eGO) on this reaction, comparable to that one already described in the literature for curing of benzoxazine. For instance, for an eGO content of 2 wt %, the exothermic crosslinking DSC peak (upon heating at 10 °C/min) shifted 6 °C. More relevantly, oxidized carbon black (oCB) is much more effective as catalyst of the considered curing reaction. In fact, for an oCB content of 2 wt %, the crosslinking DSC peak can be shifted more than 30 °C and a nearly complete crosslinking is already achieved by thermal treatment at 120 °C. The possible origin of the higher catalytic activity of oCB with respect to eGO is discussed.

show abstract

Graphene‐Based Carbocatalysts for Thermoset Polymers and for Diastereoselective and Enantioselective Organic Synthesis

Cited by 10 publications

References 66 publications

Regenerable Acidity of Graphene Oxide in Promoting Multicomponent Organic Synthesis

Regenerable Acidity of Graphene Oxide in Promoting Multicomponent Organic Synthesis

Green Oxidation of Carbon Black by Dry Ball Milling

Graphene Oxide and Oxidized Carbon Black as Catalyst for Crosslinking of Phenolic Resins

Contact Info

Product

Resources

About