Preparation and Properties of Bisthiadiazolo-p-quinobis(1,3-dithiole) and Its Derivatives. Novel Organic Semiconductors

Article abstract of DOI:10.1021/jo00046a039

Bis<1,2,5>thiadiazolo-p-quinobis(1,3-dithiole) (BTQBT) (3a) and its derivatives 3b-f were prepared by using a Wittig-Horner reaction.The conductivity of BTQBT was good as a single component.The X-ray structural analysis reveals that the planar molecule forms a sheetlike network by short S---S contacts.The conductivities of the derivatives 3b-f were poorer than that of BTQBT, indicating that the unique crystal structure of BTQBT is needed for the good conductivity.The selenadiazolo analogues 9a,b were also prepared.The conductivities were a little higher than that of BTQBT due to the stronger intermolecular interactions caused by the selenium atom.