p-Doping of graphene in hybrid materials with 3,10-diazapicenium dications

Roth, Alexandra; Schaub, Tobias A.; Meinhardt, Ute; Thiel, Dominik; Storch, Jan; Cı́rkva, Vladimı́r; Jakubík, Pavel; Guldi, Dirk M.; Kivala, Milan

doi:10.1039/c7sc00533d

Cited by 5 publications

(2 citation statements)

References 49 publications

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“…As shown in Fig. 10a, the electronic properties of graphene is tailored by hybridizing with the small molecule, N,N'-didodecylsubstituted 3,10-diazapicenium bromide 89 . The N,N'-didodecylsubstituted 3,10-diazapicenium bromide is electron-deficient, and has rigidity and planarity of an extended p-conjugation paired with inherent redox activity.…”

Section: Methodsmentioning

confidence: 99%

Functionalized Graphene Materials: Definition, Classification, and Preparation Strategies

马英杰¹,

智林杰²

2021

Acta Physico Chimica Sinica

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Since its emergence in 2004, graphene has attracted enormous attention because of its unique and fantastic properties, which signals the birth of two-dimensional (2D) nanomaterials. The strictly atomic-layered 2D structure endows graphene with unconventional optical, electronic, magnetic, and mechanical properties. Owing to these extraordinary features, graphene has exhibited great potential in various fields, such as biology, medicine, chemistry, physics, and the environment. Notably, when graphene is used in these fields, it is always functionalized to facilitate its manipulation or meet the different area demands. After functionalization, the properties of graphene, such as its composition, size, shape, and structure, are modified, leading to changes in its electronic structure, surface chemistry, solubility, and mechanical and chemical properties. Functionalization of graphene can be achieved through various approaches, including chemical oxidation, doping, covalent and non-covalent modification, and hybridization with other materials, yielding various products (i.e., graphene oxide, nano graphene, graphene nanoribbons (GNRs), graphene nanomeshes, and graphene-polymer hybrids). However, these resulting products have not been systematically classified or strictly defined until now; although they have been classified as covalent and non-covalent functionalized graphene, graphene-based polymer composites, and graphene-based composites. Systematic classification and exact definition will benefit research on functionalizing graphene. In this review, based on research on functionalization of graphene, we propose a systematic classification of the products from graphene functionalization, their corresponding definitions, and preparation strategies, which are illustrated by representative examples. All the products from graphene functionalization are defined as functionalized graphene materials, which fall into two categories: functionalized graphene and functionalized graphene composite. Functionalized graphene is the product of modifying graphene by tuning its composition, framework, dimension, and morphology, and functionalized graphene composites are hybrids of graphene (or functionalized graphene) with other materials, including small molecules, polymers, metals, inorganic compounds, and carbon nanotubes (CNTs). Functionalized graphene materials are prepared through two strategies: "top-down" and "bottom-up," each of which has its advantages and shortcomings and includes many corresponding preparation methods. The selection of preparation strategies depends on the application requirements, as different applications require different types of graphene. Both strategies are elucidated with detailed examples through an extensive analysis of the literature. Finally, the major challenges and perspectives of functionalized graphene materials are discussed. This review presents the proposed systematic classification and exact definition of functionalized graphene materials, which can enhance their development. It is bel...

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Section: Methodsmentioning

confidence: 99%

Functionalized Graphene Materials: Definition, Classification, and Preparation Strategies

马英杰¹,

智林杰²

2021

Acta Physico Chimica Sinica

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“…16 However, the applications of higher azaphenacenes remain scarce. 17,18 This is mainly due to the limited accessibility of these promising compounds. So far, several synthetic strategies leading to various aza [5]phenacenes have been developed (Figure 1).…”

Section: ■ Introductionmentioning

confidence: 99%

Synthesis of Aza[n]phenacenes (n = 4–6) via Photocyclodehydrochlorination of 2-Chloro-N-aryl-1-naphthamides

et al. 2021

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A novel methodology for the synthesis of aza[n]phenacenes was successfully developed utilizing photocyclodehydrochlorination reaction of 2-chloro-N-aryl-1-naphthamides. In these key intermediates, the factors influencing the photoreaction were studied. The target aza[n]phenacenes were obtained by triflation or chlorination from prepared phenanthridinones, followed by hydrogenation. The introduction of a nitrogen atom into a phenacene skeleton induced changes in the physicochemical properties. The important properties of prepared aza[n]phenacenes (n = 4–6) were studied experimentally and by density functional theory calculations and were compared to those of their carbo analogues. Furthermore, some important features of the crystalline aza[n]phenacenes were investigated, including intermolecular interaction in the crystal lattice and the increased solubility or decreased melting points.

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Applications of Heteroatom‐Based Oligomers and Polymers in Optoelectronics

Duffy

Bouit

Hissler

2019

Smart Inorganic Polymers

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This book chapter highlights the different kinds of heteroatom based materials that have been used in electronic devices, such as organic light-emitting diodes (OLEDs), organic photovoltaic cells (OPV cells), dye-sensitized solar cells (DSSCs), organic field-effect transistors (OFETs), and electrochromic cells. Nowadays, new materials with specific properties are still needed for the development of efficient and easily processable organic devices. The control of their properties can be achieved by varying the chemical composition of the conjugated systems and a fruitful approach involves the incorporation of heteroatoms into the backbone of conjugated frameworks.

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p-Doping of graphene in hybrid materials with 3,10-diazapicenium dications

Cited by 5 publications

References 49 publications

Functionalized Graphene Materials: Definition, Classification, and Preparation Strategies

Functionalized Graphene Materials: Definition, Classification, and Preparation Strategies

Synthesis of Aza[n]phenacenes (n = 4–6) via Photocyclodehydrochlorination of 2-Chloro-N-aryl-1-naphthamides

Applications of Heteroatom‐Based Oligomers and Polymers in Optoelectronics

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