Graphene Functionalisation with a Conjugated Poly(fluorene) by Click Coupling: Striking Electronic Properties in Solution

被引:77
作者
Castelain, Marta [1 ,2 ]
Martinez, Gerardo [2 ]
Merino, Pablo [3 ]
Martin-Gago, Jose A. [3 ,4 ]
Segura, Jose L. [1 ]
Ellis, Gary [2 ]
Salavagione, Horacio J. [2 ]
机构
[1] Univ Complutense Madrid, Dept Quim Organ, Fac Quim, Madrid 28048, Spain
[2] CSIC, Dept Fis Polimeros Elastomeros & Aplicac Energet, Inst Ciencia & Tecnol Polimeros, E-28006 Madrid, Spain
[3] Ctr Astrobiol INTA CSIC, Madrid 28850, Spain
[4] Inst Ciencia Mat Madrid CSIC, Madrid 28049, Spain
关键词
click chemistry; conjugated polymers; graphene; photoelectron spectroscopy; Raman spectroscopy; POLYMER PHOTOVOLTAIC CELLS; GRAPHITE OXIDE; SOLAR-CELLS; FILMS; CHEMISTRY; DEVICES; SPECTROSCOPY; POLYFLUORENE; TRANSISTORS; NANOSHEETS;
D O I
10.1002/chem.201102008
中图分类号
O6 [化学];
学科分类号
070301 [无机化学];
摘要
Graphene flakes covalently modified with a conjugated polymer, poly[(9,9-dihexylfluorene)-co-alt-(9,9-bis-(6-azidohexyl)fluorene)] (PFA), were efficiently synthesised by a Cu-catalysed Huisgen 1,3-dipolar cycloaddition between alkyne-modified graphene and an azide-functionalised polymer. Two approaches for the modification of graphene with alkyne groups were investigated (coupling with a diazonium salt generated in situ or an amidation reaction) and the optimum conditions determined. The success of the click-coupling approach was confirmed by FTIR, 1H NMR, Raman, and X-ray photoelectron spectroscopy (XPS). The absorption and emission spectra of the click product show a strong solvent dependency.
引用
收藏
页码:4965 / 4973
页数:9
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