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Enhanced brightness emission-tuned nanoparticles from heterodifunctional polyfluorene building blocks

Enhanced brightness emission-tuned nanoparticles from heterodifunctional polyfluorene building blocks

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FISCHER, Christoph S., Moritz C. BAIER, Stefan MECKING, 2013. Enhanced brightness emission-tuned nanoparticles from heterodifunctional polyfluorene building blocks. In: Journal of the American Chemical Society. 135(3), pp. 1148-1154. ISSN 0002-7863. eISSN 1520-5126. Available under: doi: 10.1021/ja311497e

@article{Fischer2013-01-23Enhan-24163, title={Enhanced brightness emission-tuned nanoparticles from heterodifunctional polyfluorene building blocks}, year={2013}, doi={10.1021/ja311497e}, number={3}, volume={135}, issn={0002-7863}, journal={Journal of the American Chemical Society}, pages={1148--1154}, author={Fischer, Christoph S. and Baier, Moritz C. and Mecking, Stefan} }

Journal of the American Chemical Society ; 135 (2013), 3. - S. 1148-1154 2013-07-26T07:49:56Z Three-coordinate complexes (bromo)[4-(2,2-dimethyl-1,3-dioxolan-4-yl)-phenyl](tri-tert-butyl-phosphine)palladium (1) and (bromo){4-[(tetrahydro-2H-pyran-2-yloxy)methyl]phenyl}(tri-tert-butyl-phosphine)palladium (2) were used to initiate Suzuki–Miyaura chain growth polymerization of 7'-bromo-9',9'-dioctyl-fluoren-2'-yl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (3). The polymerization was optionally terminated by end-capping with red-emitting N-(2-ethylhexyl)-1,6-bis(4-tert-octylphenoxy)-9-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-perylene-3,4-dicarboximide. Heterodisubstituted polyfluorenes of adjustable molecular weights between 5 × 10<sup>3</sup> and 1.0 × 10<sup>4</sup> g mol<sup>–1</sup> and narrow molecular weight distribution (M<sub>w</sub>/M<sub>n</sub> < 1.2), bearing precisely one or two hydroxyl groups on one chain end and optionally a dye-label on the opposite end, were obtained virtually devoid of any side-products. Covalent attachment of polyethylene glycol (M<sub>n</sub> = 2 × 10<sup>3</sup> g mol<sup>–1</sup>) to the reactive end groups yielded amphiphilic block copolymer, which afforded stable nanoparticles with diameters in the range of 25–50 nm when dispersed in water. These particles exhibited a bright fluorescence emission with quantum yields as high as Φ = 84%, which could optionally be tuned to longer wavelengths by energy transfer to the perylene monoimide dye. The heterodifunctional nature of these polyfluorenes is crucial for a bright and enduring fluorescence brightness as revealed by comparison to nanoparticles containing physically mixed dye. Further addition of terrylene diimide dye to the nanoparticles of perylene-end-capped polyfluorene block copolymers allows for an energy cascade resulting in emission exclusively in the deep red and near-infrared regime. Enhanced brightness emission-tuned nanoparticles from heterodifunctional polyfluorene building blocks Fischer, Christoph S. Fischer, Christoph S. Mecking, Stefan 2013-07-26T07:49:56Z terms-of-use 2013-01-23 Baier, Moritz C. Mecking, Stefan Baier, Moritz C. eng

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