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

Org Lett

Jiangsu Key Lab for Organic Electronics & Information Displays and Institute of Advanced Materials (IAM), Nanjing University of Posts & Telecommunications (NUPT), 9 Wenyuan Road, Nanjing 210046, China.

Published: September 2009

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.

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http://dx.doi.org/10.1021/ol900978xDOI Listing

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