15538-90-6Relevant articles and documents
Crystal growth and characterization of solvated organic charge-transfer complexes built on TTF and 9-dicyanomethylenefluorene derivatives
Salmern-Valverde, Amparo,Berns, Sylvain
, p. 6227 - 6235 (2015/08/11)
A series of 1 : 1 organic complexes have been synthesized by reaction between TTF (tetrathiafulvalene) and three 9-dicyanomethylenefluorene derivatives: 9-dicyanomethylene-2,7-dinitrofluorene (DDF), 9-dicyanomethylene-2,4,7-trinitrofluorene (DTF) and 9-dicyanomethylene-4,5,7-trinitrofluorene-2-carboxylic acid (DC2TF). The following formulas were determined by X-ray diffraction and elemental analysis for these complexes: (TTF-DDF)·CH3CN (1), (TTF-DDF)·0.5PhCl (2), (TTF-DTF)·CH3CN (3), (TTF-DTF)·0.5Me2CO (4) and (TTF-DC2TF)·H2O (5). A sixth solvated compound was also obtained, with a different stoichiometry, (TTF)3(DC2TF)2·2CH3CN (6). The degree of charge transfer in 1-5 was estimated by IR and Raman spectroscopy. The lattice solvent, acetonitrile, chlorobenzene, or acetone is slowly released from the crystals of complexes 1-4, inducing a significant decrease in charge transfer over time. These crystals converge over months towards materials close to the neutral state. Hydrate 5 is air-stable, and displays a degree of charge transfer, δ = 0.48 e-, close to the range of semiconducting or metal-organic complexes. Finally, compound 6 is an ionic crystal, and is thus expected to be an insulating material.