Synthesis and Langmuir-Blodgett film properties of some bifunctional TTF derivatives

Abstract

Three new tetra-substituted derivatives of the good one-electron donor tetrathiafulvalene (TTF, 1), namely, an asymmetrical diacid with two hexadecylthio groups (TTF(SC 16) 2(SCH 2CO 2H) 2, 3), an asymmetrical diester with two hexadecylthio groups (TTF(SC 16) 2(SCH 2CO 2Me) 2, 4) and a symmetrical derivative with four hexadecylthio groups (TTF(SC 16) 4, 11), have been prepared. These yield stable ‘Pockels-Langmuir’ (PL) monolayers at the air/water interface; some transfer well to a solid support as Langmuir-Blodgett (LB) films, when the strong electron acceptor 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane (TCNQF 4) is also added to the air/water interface. However, TCNQF 4 does not transfer onto the LB films. Iodine doping of LB multilayers of 4 yields moderate in-plane conductivity.