Facile synthesis of spirocyclic aromatic hydrocarbon derivatives based on o-halobiaryl route and domino reaction for deep-blue organic semiconductors.

Conventional o-halobiaryl and one-pot tandem protocols have been developed to synthesize naphthalene- and pyrene-containing spirofluorenes. Two pyrene substituents were installed using a Suzuki cross-coupling reaction to produce a series of spirofluorene-functionalized polycyclic aromatic hydrocarbon derivatives, DPSBFF, DPSIPF, DPSDBXF, and DPSFX. A preliminary spin-coated device based on DPSFX:PVK blends exhibits a low turn-on voltage of 4.3 V and deep-blue emission with a current efficiency of 1.1 cd/A.