Click and Patterned Functionalization of Graphene by Diels-Alder Reaction.
Chemical functionalization is a promising approach to controllably manipulate the characteristics of graphene. Here, we designed cis-dienes, featuring two dihydronaphthalene backbones, to decorate a graphene surface via Diels-Alder (DA) click reaction. The installation of a diene moiety into a nonplanar molecular structure to form cis-conformation enables a rapid (∼5 min) DA reaction between graphene and diene groups. Patterned graphene of sub-micrometer resolution can be obtained by easily soaking poly(methyl methacrylate)-masked graphene in solution of hydroxyl-substituted cis-diene at room temperature. The functionalization degree can be further controlled by carrying out the reaction at higher temperature. The present result gives important insight into the effect of molecular conformation on the graphene functionalization process, and provides an effective and facile method for graphene functionalization.
Key Laboratory of Molecular Nanostructure and Nanotechnology and Beijing National Laboratory for Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences (CAS) , Beijing 100190, P. R. China.|University of CAS , Beijing 100049, P. R. China.
Jing
J
Li
Key Laboratory of Molecular Nanostructure and Nanotechnology and Beijing National Laboratory for Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences (CAS) , Beijing 100190, P. R. China.
Meng
M
Li
University of CAS , Beijing 100049, P. R. China.
Li-Li
LL
Zhou
Key Laboratory of Molecular Nanostructure and Nanotechnology and Beijing National Laboratory for Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences (CAS) , Beijing 100190, P. R. China.|University of CAS , Beijing 100049, P. R. China.
Shuang-Yan
SY
Lang
University of CAS , Beijing 100049, P. R. China.
Hai-Yan
HY
Lu
Key Laboratory of Molecular Nanostructure and Nanotechnology and Beijing National Laboratory for Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences (CAS) , Beijing 100190, P. R. China.
Dong
D
Wang
Key Laboratory of Molecular Nanostructure and Nanotechnology and Beijing National Laboratory for Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences (CAS) , Beijing 100190, P. R. China.
Chuan-Feng
CF
Chen
Key Laboratory of Molecular Nanostructure and Nanotechnology and Beijing National Laboratory for Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences (CAS) , Beijing 100190, P. R. China.
Li-Jun
LJ
Wan