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Functional Macromolecules from Single‐Walled Carbon Nanotubes: Synthesis and Photophysical Properties of Short Single‐Walled Carbon Nanotubes Functionalised with 9,10‐Diphenylanthracene
Author(s) -
Aprile Carmela,
Martín Roberto,
Alvaro Mercedes,
Scaiano Juan C.,
Garcia Hermenegildo
Publication year - 2008
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200800186
Subject(s) - carbon nanotube , raman spectroscopy , macromolecule , covalent bond , chromophore , quenching (fluorescence) , thermogravimetric analysis , photochemistry , materials science , quantum yield , fluorescence , chemistry , organic chemistry , nanotechnology , biochemistry , physics , quantum mechanics , optics
9,10‐Diphenylanthracene (DPA), a well‐studied organic chromophore ( Φ fl =0.98) that exhibits electroluminescence, has been covalently bound through 2‐(ethylthio)ethylamido linkers to the carboxylic acid groups of short, soluble single‐walled carbon nanotubes (sSWNTs) of 1 μm average length, and the resulting DPA‐functionalised sSWNT (DPA‐ sSWNT) macromolecular adducts (4.6 wt % DPA content) characterised by solution 1 H NMR, Raman and IR spectroscopy and thermogravimetric analysis. Comparison of the quenching of DPA fluorescence (steady‐state and time‐resolved) and of the transient optical spectra of sSWNTs and DPA‐sSWNTs show that the covalent linkage boosts the interaction between the DPA and the sSWNT units. DPA‐sSWNTs exhibit emission in the near‐IR region from 1100–1400 nm with an enhanced quantum yield ( Φ =5.7×10 −3 ) compared with sSWNTs ( Φ =3.9×10 −3 ).