Structural properties of Langmuir-Blodgett films of a long-chain tetrathiafulvalene derivative

4-Ethoxycarbonyl-4′,5,5′-trimethyltetrathiafulvalene and its radical cation: Langmuir–Blodgett film studies, EPR spectra and the X-ray crystal structure of (Me3TTF-CO2Et)2·TCNQ complex

“…This value is lower than that reported for most semiconducting doped LB ®lms of TTF derivatives (typically E a ~0.15±0.20 eV). 4,8 [The lowest values reported are E a ~0.09 eV for iodine doped ®lms of compound 3, 6b and E a ~0.08 eV for ®lms of a charge-transfer complex of a bis(ethylenedithio)-TTF derivative and tetra¯uorotetracyanop-quinodimethane. 14 ] We also studied the effect on the conductivity values of LB ®lms of compound 10 of electrochemical oxidation either during or after LB ®lm deposition as described by Tieke.…”

“…In this regard, a fruitful substitution pattern has been the attachment of one electron-withdrawing group which interacts mesomerically with the TTF ring system, e.g. acyl 1, 4 ester 2, 5 thioester 3, 6 amide 4 5 or thioamide 5 7 derivatives. Intramolecular charge-transfer (ICT) in the ground state from the donor TTF unit to the acceptor substituent 3b is clearly observed experimentally in solution studies (notably in the cyclic voltammetric and optical absorption data) and in the X-ray crystal structures of some of these derivatives, and theoretical studies have been reported for compounds 2, 5 4 5 and 5.…”

Infrared External Reflection Spectroscopic Study on the Structures of a Conducting Langmuir−Blodgett Film of a Tetrathiafulvalene Derivative

“…Iodine doping of a Langmuir−Blodgett (LB) film of a tetrathiafulvalene (TTF) derivative such as 1,3-dithiole-4-carboxylic acid-2-(1,3-dithiol-2-ylidene)hexadecyl ester (HDTTF, see Figure ) has known to result in the formation of a thin film with a high conductivity. − The conductivity has been attributed to a mixed valence state consisting of the cation radical of the TTF derivative. − The structures of the conducting LB films have been studied by using various methods including infrared (IR) transmission, IR reflection absorption, and IR attenuated total reflection (ATR) spectroscopy. , Cooke et al reported that the iodine-doped LB film of HDTTF exhibits a high-conductivity value, 10 -2 S·cm -1 . On the basis of UV-polarization measurements they proved that the TTF ring of HDTTF in the doped film is aligned at a high angle to a substrate surface.…”

“…Iodine doping of a Langmuir-Blodgett (LB) film of a tetrathiafulvalene (TTF) derivative such as 1,3-dithiole-4-carboxylic acid-2-(1,3-dithiol-2-ylidene)hexadecyl ester (HDTTF, see Figure 1) has known to result in the formation of a thin film with a high conductivity. [1][2][3][4][5][6][7] The conductivity has been attributed to a mixed valence state consisting of the cation radical of the TTF derivative. [2][3][4][5] The structures of the conducting LB films have been studied by using various methods including infrared (IR) transmission, IR reflection absorption, and IR attenuated total reflection (ATR) spectroscopy.…”

“…[1][2][3][4][5][6][7] The conductivity has been attributed to a mixed valence state consisting of the cation radical of the TTF derivative. [2][3][4][5] The structures of the conducting LB films have been studied by using various methods including infrared (IR) transmission, IR reflection absorption, and IR attenuated total reflection (ATR) spectroscopy. 4,5 Cooke et al 6 reported that the iodine-doped LB film of HDTTF exhibits a high-conductivity value, 10 -2 S‚cm -1 .…”