Dichlorocarbene-Functionalized Fluorographene: Synthesis and Reaction Mechanism

Petr Lazar, Chun Kiang Chua, Kateřina Holá, Radek Zbořil, Michal Otyepka, Martin Pumera

Research output: Contribution to journalArticlepeer-review

31 Citations (Scopus)


Halogen functionalization of graphene is an important branch of graphene research as it provides opportunities to tailor the band gap and catalytic properties of graphene. Monovalent C-X bond obviates pitfalls of functionalization with atoms of groups 13, 15, and 16, which can introduce various poorly defined groups. Here, the preparation of functionalized graphene containing both fluorine and chlorine atoms is shown. The starting material, fluorographite, undergoes a reaction with dichlorocarbene to provide dichlorocarbene-functionalized fluorographene (DCC-FG). The material is characterized by X-ray photoelectron spectroscopy, Raman spectroscopy, and high-resolution transmission electron microscopy with X-ray dispersive spectroscopy. It is found that the chlorine atoms in DCC-FG are distributed homogeneously over the entire area of the fluorographene sheet. Further density functional theory calculations show that the mechanism of dichlorocarbene attack on fluorographene sheet is a two-step process. Dichlorocarbene detaches fluorine atoms from fluorographene sheet and subsequently adds to the newly formed sp2 carbons. Halogenated graphene consisting of two (or eventually three) types of halogen atoms is envisioned to find its way as new graphene materials with tailored properties.

Original languageEnglish
Pages (from-to)3790-3796
Number of pages7
Issue number31
Publication statusPublished - 2015 Aug 1

Bibliographical note

Funding Information:
The authors gratefully acknowledge the support by the project LO1305 of the Ministry of Education, Youth and Sports of the Czech Republic. M.O. acknowledges support from the Grant Agency of the Czech Republic (P208/12/G016). K.H. would like to gratefully acknowledge the Operational Program Education for Competitiveness – European Social Fund (CZ.1.07/2.3.00/20.0155 of the Ministry of Education, Youth and Sports of the Czech Republic). M.P. acknowledges Nanyang Technological University and Singapore Ministry of Education Academic Research Fund AcRFTier 1 (2013‐T1‐001‐014, RGT1/13) for the funding support. The authors also acknowledge Dr. Cˇépe and Ing. Tomanec (RCPTM) for HR‐TEM measurements.

Publisher Copyright:
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

All Science Journal Classification (ASJC) codes

  • Biotechnology
  • Chemistry(all)
  • Biomaterials
  • Materials Science(all)


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