4.8 Article

Facile Synthesis of Spirocyclic Aromatic Hydrocarbon Derivatives Based on o-Halobiaryl Route and Domino Reaction for Deep-Blue Organic Semiconductors

Journal

ORGANIC LETTERS
Volume 11, Issue 17, Pages 3850-3853

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol900978x

Keywords

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Funding

  1. 973 project [2009CB930600]
  2. NNSFC [20704023, 60876010, 60706017, 20774043]
  3. Key Project of Chinese Ministry of Education [208050, 707032]
  4. NSF of the Education Committee of Jiangsu Province [07KJB150082, BK2008053, SJ209003, TJ207035]

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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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