Diphenylamino End‐Capped Oligofluorenes with Enhanced Functional Properties for Blue Light Emission: Synthesis and Structure–Property Relationships
- 17 May 2005
- journal article
- research article
- Published by Wiley in Chemistry – A European Journal
- Vol. 11 (11) , 3285-3293
- https://doi.org/10.1002/chem.200401152
Abstract
A novel series of monodisperse asymmetrically and symmetrically substituted diphenylamino end-capped oligofluorenes, OF(2)-NPhR, R = H or An (An = 9-anthryl) and OF(n)-NPh, n = 2–4, has been synthesized by a convergent approach using palladium-catalyzed Suzuki cross-coupling. End-capping of oligofluorenes with diphenylamino group(s) has been shown to offer advantages in terms of lowering their first ionization potentials, enhancing thermal stability, and inducing good amorphous morphological stability. By tuning the number of diphenylamino end-caps and the chain length, the optimal conjugated length for optical and luminescence properties has been determined. Of all the hitherto reported oligofluorenes capable of serving as non-doped blue emitters, OF(3)-NPh, with an optimal conjugated length, exhibits some of the best hole-transport and blue-emitting properties. A maximum luminance of 7500 cd m−2 and a luminance efficiency up to 1.8 cd A−1 have been achieved.Keywords
This publication has 28 references indexed in Scilit:
- Strongly Polarized and Efficient Blue Organic Light‐Emitting Diodes Using Monodisperse Glassy Nematic Oligo(fluorene)sAdvanced Materials, 2003
- Synthesis and Luminescence of Distyrylstilbenes with Asymmetrically Substituted Functionalized DendronsChemistry of Materials, 2002
- Triphenylamine-Substituted Polyfluorene—A Stable Blue-Emitter with Improved Charge Injection for Light-Emitting DiodesAdvanced Materials, 2002
- Anthracene derivatives for stable blue-emitting organic electroluminescence devicesApplied Physics Letters, 2002
- Fully Spiro-Configured Terfluorenes as Novel Amorphous Materials Emitting Blue LightChemistry of Materials, 2001
- Improving the Performance of Polyfluorene-Based Organic Light-Emitting Diodes via End-cappingAdvanced Materials, 2001
- Functionalized oligoarylenes as building blocks for new organic materialsJournal of Materials Chemistry, 2000
- Light-Emitting Diodes from Fluorene-Based π-Conjugated PolymersChemistry of Materials, 2000
- Organic materials for electronic and optoelectronic devicesJournal of Materials Chemistry, 2000
- Cross-linkable Polymers Based on DialkylfluorenesChemistry of Materials, 1999