Claisen Rearrangement of Graphite Oxide: A Route to Covalently Functionalized Graphenes

Collins, William R.; Lewandowski, Wiktor; Schmois, Ezequiel; Walish, Joseph J.; Swager, Timothy M.

doi:10.1002/ange.201101371

Cited by 30 publications

(20 citation statements)

References 53 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…This can be related to the loss of amide functionalities together with CO and CO 2 . The relatively high temperature for the decomposition of immobilized functional groups suggests that surface functionalization is of covalent nature [37]. )A) )B)…”

Section: Thermogravimetric Analysismentioning

confidence: 99%

Preparation and Characterization of Acidic, Basic and Hydrophobic Dehydrated Carbons and their Capability for Methylene Blue Adsorption

El-Shafey

Ali

Lawati

et al. 2019

SQU Journal for Science

View full text Add to dashboard Cite

Dehydrated carbon (DC) was prepared from date palm leaflets via sulfuric acid treatment. DC was functionalized via amide coupling using ethylene diamine (EDA) and propylene diamine (PDA) to produce basic dehydrated carbons (BDCs): BDC-EDA and BDC-PDA, respectively, and using ethylamine (EA) and aniline (AN) to produce hydrophobic dehydrated carbons (HDCs): HDC-EA and HDC-AN, respectively. Surface areas were found low, between 6.7-16 m2/g with mesoporosity domination. FTIR shows that –COOH content on DC almost disappeared after surface functionalization. Faster adsorption of methylene blue with larger adsorption capacity was found on HDC-EA than other adsorbents because of stronger hydrophobic interaction forces.

show abstract

Section: Thermogravimetric Analysismentioning

confidence: 99%

Preparation and Characterization of Acidic, Basic and Hydrophobic Dehydrated Carbons and their Capability for Methylene Blue Adsorption

El-Shafey

Ali

Lawati

et al. 2019

SQU Journal for Science

View full text Add to dashboard Cite

show abstract

“…However, the pathway that could lead to graphene through graphite oxidation gives the opportunity of preparing GO that could be a suitable building block for further reactions [24][25][26] as well as for catalytic applications [17,18]. Moreover, functionalized single-layer graphene sheets can be prepared by splitting graphite oxide [57].…”

Section: Preparation Of Graphene and Functionalized Graphene: Prior Artmentioning

confidence: 99%

“…Moreover, high interest is on functionalization of graphene layers [24][25][26][27][28][29][30][31][32][33]. Graphene oxide is considered a stable carbon framework to be functionalized [24] and, as it will be discussed in the next paragraph, is the product of the first step of the oxidation-reduction process aimed at preparing graphene starting from graphite.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Controlled Functionalization of Graphene Layers

Galimberti¹,

Barbera²,

Sironi³

2017

Graphene Materials - Structure, Properties and Modifications

View full text Add to dashboard Cite

Controlled functionalization of graphene layers is one of the most important research objectives in the material chemistry. A well established procedure is the oxidation with strong acids and oxidizing agents often in harsh and dangerous reaction conditions giving products of unknown precise structure. In this chapter, the controlled functionalization of graphene layers with a derivative of serinol is presented, avoiding toxic reagents and dangerous reaction conditions. The derivative is the bio‐based serinol pyrrole, obtained through the neat reaction of serinol with 2,5‐hexanedione; the graphitic substrate was high surface area graphite (HSAG) with high‐shape anisotropy. The functionalization reaction, characterized by a 85% atomic efficiency (water is the only by‐product), evolved with high yields leading to functionalized graphene layers through the controlled introduction of oxygen and nitrogen‐containing functional groups. Sustainable processes were adopted, such as ball milling and heating. The mechanism pathway, the characterization of HSAG and reaction products through a wide range of analytical methods, some successful applications of the adducts are discussed in this chapter. The functionalization left the bulk crystalline structure of the layers substantially unaltered. Stable dispersions in water and eco‐friendly solvents were prepared

show abstract

“…1 − 9 Unfortunately, graphene is rather unreactive; 10 − 13 therefore, direct functionalization usually leads to a low degree of functionalization 14 − 16 and requires harsh reaction conditions, negatively affecting the structure and composition of the resulting derivatives. 17 − 20 On the contrary, fluorographene (FG) 21 − 24 is an attractive precursor for synthesizing numerous graphene derivatives with well-defined structure and stoichiometry, for example, graphane, 25 amino-graphenes, 26 − 30 cyanographene, 31 graphene acid, 31 sulfhydryl derivatives, 32 hydroxyl derivatives, 33 and alkylated graphenes. 34 , 35 Graphane (i.e., hydrogenated graphene) was found to be a promising 2D material, extending the functionalization strategies by taking advantage of the presence of weaker (compared to FG) and almost nonpolar C–H bonds.…”

mentioning

confidence: 99%

2D Chemistry: Chemical Control of Graphene Derivatization

Matochová

Medveď

Bakandritsos

et al. 2018

J. Phys. Chem. Lett.

View full text Add to dashboard Cite

Controllable synthesis of graphene derivatives with defined composition and properties represents the holy grail of graphene chemistry, especially in view of the low reactivity of graphene. Recent progress in fluorographene (FG) chemistry has opened up new routes for synthesizing a plethora of graphene derivatives with widely applicable properties, but they are often difficult to control. We explored nucleophilic substitution on FG combining density functional theory calculations with experiments to achieve accurate control over the functionalization process. In-depth analysis revealed the complexity of the reaction and identified basic rules for controlling the 2D chemistry. Their application, that is, choice of solvent and reaction time, enabled facile control over the reaction of FG with N-octylamine to form graphene derivatives with tailored content of the alkylamine functional group (2.5–7.5% N atomic content) and F atoms (31.5–3.5% F atomic content). This work substantially extends prospects for the controlled covalent functionalization of graphene.

show abstract

Claisen Rearrangement of Graphite Oxide: A Route to Covalently Functionalized Graphenes

Cited by 30 publications

References 53 publications

Preparation and Characterization of Acidic, Basic and Hydrophobic Dehydrated Carbons and their Capability for Methylene Blue Adsorption

Preparation and Characterization of Acidic, Basic and Hydrophobic Dehydrated Carbons and their Capability for Methylene Blue Adsorption

Controlled Functionalization of Graphene Layers

2D Chemistry: Chemical Control of Graphene Derivatization

Contact Info

Product

Resources

About