192188-70-8Relevant articles and documents
When dithiafulvenyl functionalized π-conjugated oligomers meet fullerenes and single-walled carbon nanotubes
Mulla, Karimulla,Zhao, Yuming
, p. 5116 - 5127 (2013/09/02)
A series of π-conjugated oligomers taking linear and Z-shaped molecular structures were synthesized with electron-donating dithiafulvenyl (DTF) groups functionalized at the terminal positions. Besides significantly enriched electronic and redox properties as disclosed by UV-Vis absorption and voltammetric analyses, these DTF-endcapped oligomers also exhibited a facile reactivity of oxidative CC bond cleavage sensitized by fullerenes under air, converting the non-fluorescent DTF-oligomers to highly fluorescent aldehyde-endcapped oligomer products. This reaction provides an appealing approach for efficient fluorescence turn-on sensing of fullerenes. Furthermore, the DTF-attached oligomers showed strong noncovalent interactions with single-walled carbon nanotubes (SWNTs) to form soluble supramolecular assemblies in certain chlorinated organic solvents such as methylene chloride and chloroform. The dispersion of SWNTs effected by the DTF-oligomers was found to be highly efficient (up to 0.29 mg of SWNTs per mL) and shows selectivity for small-diameter nanotubes. The resulting SWNT suspensions could be easily dissociated upon addition of hydrocarbon solvents such as hexanes, releasing pristine SWNTs which were free of oligomer dispersants after filtration and solvent rinsing.
Singlet energy transfer in bis(phenylethynyl)phenylene-bridged zinc-free base hybrid diporphyrins
Kawabata, Shigeki,Yamazaki, Iwao,Nishimura, Yoshinobu,Osuka, Atsuhiro
, p. 479 - 484 (2007/10/03)
A set of bis(phenylethynyl)phenylene-bridged diporphyrins 1-3 has been prepared by the acid-catalysed double condensation reaction of bis(4-formylphenylethynyl)benzene 8 and 9, and 3,5-di-ferf-butylbenzaldehyde 11 with bis(3-hexyl-4-methylpyrrol-2-yl)methane 12 or the Pd0-catalysed coupling reaction of acetylene-substituted porphyrin 14 with 1,4-diiodobenzene. Intramolecular singlet excitation energy transfer in Zn-free base hybrid diporphyrins 1-3(ZH) has been studied by picosecond time-resolved fluorescence spectroscopy. The determined kEN values are in the order of 1(ZH) > 2(ZH) ≈ 3(ZH). The energy transfer mechanism is discussed in terms of varying contribution of through-space and through-bond interactions.