p-Doping of Graphene in Hybrid Materials with 3,10-Diazapicenium Dications.

Roth, A.; Schaub, T.A.; Meinhardt, U.; Thiel, D.; Storch, Jan; Církva, Vladimír; Jakubík, Pavel; Guldi, D.M.; Kivala, M.

doi:https://dx.doi.org/10.1039/c7sc00533d

Number of the records: 1

p-Doping of Graphene in Hybrid Materials with 3,10-Diazapicenium Dications.

1.

SYSNO ASEP	0474737
Document Type	J - Journal Article
R&D Document Type	Journal Article
Subsidiary J	Článek ve WOS
Title	p-Doping of Graphene in Hybrid Materials with 3,10-Diazapicenium Dications.
Author(s)	Roth, A. (DE) Schaub, T.A. (DE) Meinhardt, U. (DE) Thiel, D. (DE) Storch, Jan (UCHP-M)_{RID, ORCID, SAI} Církva, Vladimír (UCHP-M)_{RID, ORCID, SAI} Jakubík, Pavel (UCHP-M)_SAI Guldi, D.M. (DE) Kivala, M. (DE)
Source Title	Chemical Science . - : Royal Society of Chemistry - ISSN 2041-6520 Roč. 8, č. 5 (2017), s. 3494-3499
Number of pages	6 s.
Language	eng - English
Country	GB - United Kingdom
Keywords	diazapicene ; graphene ; molecules
Subject RIV	CC - Organic Chemistry
OECD category	Organic chemistry
R&D Projects	GA17-02578S GA ČR - Czech Science Foundation (CSF)
Institutional support	UCHP-M - RVO:67985858
UT WOS	000400553000023
EID SCOPUS	85021626109
DOI	10.1039/c7sc00533d
Annotation	N,N'-Didodecyl-substituted 3,10-diazapicenium salts featuring bromide and hexafluorophosphate counterions have been designed as novel dopants to realize individualized graphene sheets in a series of cutting edge experiments and to intrinsically stabilize them via p-doping. Importantly, electrochemical studies revealed two consecutive irreversible one-electron reductions of the N,N'-didodecyl-substituted 3,10-diazapicenium salts to yield the corresponding radical cation and neutral quinoidal species. Formation of both species was accompanied by characteristic changes in the absorption spectra. The 3,10-diazapicenium bromide was found to be a potent dopant to produce hybrid materials with exfoliated graphene. Microscopy based on AFM and TEM imaging and spectroscopy based on Raman probing corroborated that, upon drying, the hybrid material consists of few layer (5-8 layers) turbostratic graphene sheets that are p-doped. Our findings identify the newly synthesized N,N'-dialkylated 3,10-diazapicenium salts as highly promising candidates for the fabrication of functional graphene materials with tailored properties.
Workplace	Institute of Chemical Process Fundamentals
Contact	Eva Jirsová, jirsova@icpf.cas.cz, Tel.: 220 390 227
Year of Publishing	2018

Number of the records: 1