The 1,3-dithionle-2-thiones 2a and 2b were prepared by the reaction of di(tetraethylammonium) bis(1,3-dithiol-2-thione-4,5-dithiolate) zincate with myristyl bromide and octadecyl bromide in refluxing acetonitrile, respectively. Then, two tetrathiafulvalenes 4a and 4b were obtained by the cross-coupling of 2a and 2b with 4,5-biscyanoethylthio-1,3-dithiole-2-one mediated by triethylphosphite, respectively. And the sequent reac-tion of 4a and 4b with 2-(2-iodoethoxy)ethanol in the presence of cesium hydroxide af-forded tetrathiafulvalenes 5a and 5b, which reacted with tosyl chloride to give the corre-sponding tetrathiafulvalene tosylates 6a and 6b. A series of amphiphilic tetrathiafulvalenes 7a～7d were easily synthesized by the reaction of 6a and 6b with 2-mercapto-thiadiazoles in the presence of sodium hydroxide, respectively. All amphiphilic tetrathiafulvalenes 7a～7d were characterized by ¹H NMR, ¹³C NMR, IR, MS tech-niques and elemental analyses, together with their preliminary electrochemical behaviours and Lang-muir-Blodgett (LB) films.

Key words: amphiphilicity, tetrathiafulvalene, synthesis, electrochemistry, LB film