Hydrosolubilization of Large Aromatic Molecules: Facile Synthesis and Characterization of Water‐Soluble Derivatives of Decacyclene.

Efficient Direct Water‐Solubilisation of Single‐Walled Carbon Nanotube Derivatives

“…Contrary to the previously examined carbon materials, [18,19] such precipitation of products begins to appear also in mild acid conditions, at about pH 5, reasonably due to greater molecular dimensions of the functionalised frameworks. However, a reliable average solubility of (1) in neutral aqueous solution, tested by employing freshly vacuum-treated amounts of (1) (1 Pa, 2 hr), can be estimated at ca.…”

“…[23] The recorded further peaks in the reported spectrum are due to the presence of different extents of reaction by-products sodium and potassium hydrogen-carbonates and chlorides; i.e., the small peak centred at 290.5 eV refers to the C 1s signal of alkali hydrogen-carbonates, while the peaks set at 293.64 and 296.49 (K 2p photoelectrons) eV are indicative of the presence of potassium; finally, the array of peaks (deriving from Auger effects) displaying the main contribution at 303.07 eV indicate the presence of sodium. [18,19] The broad absorption occurring in the range 1500 -1290 cm 21 is consistent with both several residual NT framework nC5 5C stretching modes and dC -O -H deformation modes. C 1s XPS results give clear indications about the presence of hydroxylic, ketonic, and carboxylic moieties upon water-soluble SWNT surface that were previously otherwise observed by mean of solid-state nuclear magnetic technique on related water-soluble carbonaceous materials.…”

“…1270 cm 21 (which represents typical indexes of graphitised carbon materials). [18,19] Raman spectra of the residual non-water-soluble carbon matters that are rescued after reaction proved them to be essentially consistent with the pristine SWNT structure. 3(a), that are observed at about 1590 and 1290 cm 21 .…”

“…1. [18,19] 1 H-NMR spectra of (1) were recorded in D 2 O solution. At 286.6 eV, a second lesser peak is consistent with carbon atoms of (1) that are bound to oxygen atoms of alcoholic functions.…”

“…[7,9,16,17] However, without the further covalent bonding of large polar appendages, the reported solubility, where any, has always been extremely modest. We have recently proposed a simple direct one-pot method to functionalise C 60 fullerene [18] and the related polycyclic hydrocarbon decacyclene, [19] providing a remarkable hydrophily that is due to the massive insertions of several oxygen moieties upon the unsaturated carbon frameworks. We have recently proposed a simple direct one-pot method to functionalise C 60 fullerene [18] and the related polycyclic hydrocarbon decacyclene, [19] providing a remarkable hydrophily that is due to the massive insertions of several oxygen moieties upon the unsaturated carbon frameworks.…”