- Nouveaux procedes de preparation des isocyanates F-alkyles lineaires ou ramifies a partir des iodures de 2-F-alkylethyle
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Isocyanates are extremely versatile compounds in organic synthesis, but their synthesis is not easy. One of the most convenient methods uses acids as intermediates. In the F-alkyl series, it is sometimes difficult to obtain them by a general way. We have managed an efficient synthetic route to F-alkyl acids through malonates from 2-F-alkylethyl iodides.
- Lucas,Jouani,Trabelsi,Cambon
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- A General Approach to Biocompatible Branched Fluorous Tags for Increased Solubility in Perfluorocarbon Solvents
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A modular, cost-effective route to a library of branched fluorous tags with two short, biocompatible, fluorinated chains (C6F13) is reported. These branched fluorous tags provide high fluorous content without the use of long-chain linear perfluorocarbons, which have rising health concerns due to their bioaccumulation. By attaching these tags to a porphyrin, it is demonstrated that high solubility can be achieved in fluorous solvents that are readily cleared from mammals. This work enhances the biocompatibility of perfluorocarbon nanoemulsions for photodynamic therapy.
- Miller, Margeaux A.,Sletten, Ellen M.
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supporting information
p. 6850 - 6854
(2018/11/02)
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- Superhydrophobic and oleophobic surfaces containing wrinkles and nanoparticles of PEDOT with two short fluorinated chains
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Superhydrophobic and oleophobic surfaces are obtained by electrodeposition of original PEDOT derivatives containing two short fluorinated chains. The liquid-repellent properties are due to the combination of high intrinsic hydrophobicity and oleophobicity of polymers due the presence of two fluorinated chains, and the formation of wrinkles and spherical particles induced by the electrodeposition process. The presence of wrinkles and spherical particles and as a consequence the surface hydrophobicity and oleophobicity is correlated to the fluorinated chain length and electrochemical parameters (the deposition charge for the depositions at constant potential and the scan rate and number of scans for the depositions by cyclic voltammetry). Here, the increase in the number of wrinkles and spherical particles induces an increase in the surface roughness increasing especially the surface hydrophobicity while the surface oleophobicity is not always affected. However, it is also possible to increase the surface oleophobicity by a careful choice in the electrochemical parameters. This work also allows the elaboration of super liquid-repellent surfaces with low fluorine content (materials with low bioaccumulative potential).
- Drame, Abdoulaye,Darmanin, Thierry,Dieng, Samba Yande,De Givenchy, Elisabeth Taffin,Guittard, Frederic
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p. 10935 - 10943
(2014/03/21)
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- One F -Octyl versus Two F -butyl chains in surfactant aggregation behavior
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An easy synthetic procedure in two or three steps from perfluoroalkylethyl iodide derivatives led to six novel fluorinated carboxylates monomeric and gemini surfactants with one or two hydrophobic tails, respectively: R F(C2H4)CH(CO2-) 2,2Na+ and [RF(C2H 4)]2C(CO2-),Na+, where RF = C4F9, C6F13, and C8F17. These anionic surfactants exhibited very low surface tension from 15 to 33 mN/m as well as low critical micelle concentration until 1.3 × 10-4 mol/L. Furthermore, the surface properties of the gemini compound with two short fluoroalkyl chains (RF = C 4F9) were found to be almost equal to those of the monomeric surfactant with one long fluoroalkyl chain (RF = C 8F17), which could provide an interesting alternative to the bioaccumulative long-chain perfluorinated surfactant.
- Drame, Abdoulaye,Taffin De Givenchy, Elisabeth,Dieng, Samba Yande,Amigoni, Sonia,Oumar, Mamadou,Diouf, Alioune,Darmanin, Thierry,Guittard, Frederic
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p. 14815 - 14822
(2014/01/06)
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- Nucleophilic displacements of 2-perfluoroalkyl-1-iodoethanes: Improved synthesis of fluorine-containing malonic esters
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The replacement of iodide in 2-perfluoroalkyl-1-iodoethanes by anions derived from dialkyl malonate affords α-(2-perfluoroalkyl)ethyl malonic esters in high yields with negligible elimination and dialkylation, using bases such as K2CO3/su
- Trabelsi,Szoenyi,Geribaldi
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p. 177 - 181
(2007/10/03)
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