Tuning HOMO–LUMO levels: trends leading to the design of 9‐fluorenone scaffolds with predictable electronic and optoelectronic properties

作者: Galen L. Eakins , Joshua S. Alford , Brandon J. Tiegs , Bryan E. Breyfogle , Chad J. Stearman

DOI: 10.1002/POC.1864

关键词: Optical measurementsChemical physicsFluorenoneBand gapStereochemistryMoleculeHOMO/LUMOMolecular orbitalSubstituent9-fluorenoneChemistry

摘要: … electron-acceptor cores or linking units in donor–acceptor pairs within conducting oligomers and molecular wires.35-37 Fluorenone donor–acceptor … diminish the electron donation by …

参考文章(33)
Peng Song, Fengcai Ma, Tunable electronic structures and optical properties of fluorenone-based molecular materials by heteroatoms. Journal of Physical Chemistry A. ,vol. 114, pp. 2230- 2234 ,(2010) , 10.1021/JP909594E
M Al-Ibrahim, Flexible large area polymer solar cells based on poly(3-hexylthiophene)/fullerene Solar Energy Materials and Solar Cells. ,vol. 85, pp. 13- 20 ,(2004) , 10.1016/J.SOLMAT.2004.03.001
Geoffrey J. Ashwell, Wayne D. Tyrrell, Barbara Urasinska, Changsheng Wang, Martin R. Bryce, Organic rectifying junctions from an electron-accepting molecular wire and an electron-donating phthalocyanine. Chemical Communications. pp. 1640- 1642 ,(2006) , 10.1039/B600617E
Xianshun Zeng, Changsheng Wang, Andrei S. Batsanov, Martin R. Bryce, Joanna Gigon, Barbara Urasinska-Wojcik, Geoffrey J. Ashwell, Synthesis and Properties of Functionalized Oligo(arylene) Molecular Wires with Thiolated Termini: Competing Thiol-Au and Nitro-Au Assembly Journal of Organic Chemistry. ,vol. 75, pp. 130- 136 ,(2010) , 10.1021/JO902205P
Jens Cremer, Elena Mena-Osteritz, Neil G. Pschierer, Klaus Müllen, Peter Bäuerle, Dye-functionalized head-to-tail coupled oligo(3-hexylthiophenes) - perylene-oligothiophene dyads for photovoltaic applications Organic and Biomolecular Chemistry. ,vol. 3, pp. 985- 995 ,(2005) , 10.1039/B414817G
Jörn Pommerehne, Horst Vestweber, Werner Guss, Rainer F. Mahrt, Heinz Bässler, Michael Porsch, Jörg Daub, Efficient two layer leds on a polymer blend basis Advanced Materials. ,vol. 7, pp. 551- 554 ,(1995) , 10.1002/ADMA.19950070608
Luke Oldridge, Marcel Kastler, Klaus Müllen, Synthesis of a soluble poly(fluorenone) Chemical Communications. pp. 885- 887 ,(2006) , 10.1039/B516078B
Richard H. Martin, 125. Polycyclic aromatic hydrocarbons. Part XXVIII. Dibenzfluorenes Journal of The Chemical Society (resumed). pp. 679- 685 ,(1941) , 10.1039/JR9410000679
László Biczók, Tibor Bérces, Haruo Inoue, Effects of molecular structure and hydrogen bonding on the radiationless deactivation of singlet excited fluorenone derivatives Journal of Physical Chemistry A. ,vol. 103, pp. 3837- 3842 ,(1999) , 10.1021/JP990208A
Changsheng Wang, Martin R. Bryce, Joanna Gigon, Geoffrey J. Ashwell, Iain Grace, Colin J. Lambert, Synthesis and Properties of Functionalized 4 nm Scale Molecular Wires with Thiolated Termini for Self-Assembly onto Metal Surfaces Journal of Organic Chemistry. ,vol. 73, pp. 4810- 4818 ,(2008) , 10.1021/JO800120N