Synthesis, crystal structure, and transistor performance of tetracene derivatives

Department of Chemical Engineering, Stanford University, Palo Alto, California, United States
Journal of the American Chemical Society (Impact Factor: 11.44). 01/2005; 126(47):15322-3. DOI: 10.1021/ja045208p
Source: PubMed

ABSTRACT The substitution of chloro or bromo groups in tetracene gives rise to the change of crystal structure, having a substantial effect on carrier transport. Halogenated tetracene derivatives were synthesized and grown into single crystals. Monosubstituted 5-bromo- and 5-chlorotetracenes have the herringbone-type structure, while 5,11-dichlorotetracene has the slipped pi stacking structure. Mobility of 5,11-dichlorotetracene was measured to be as high as 1.6 cm2/V.s in single-crystal transistors. The pi stacking structure, which enhances pi orbital overlap and facilitates carrier transport, may thus be responsible for this high mobility.