Schönamsgruber Jörg, Zeininger Lukas, Hirsch Andreas
Department of Chemistry and Pharmacy, Friedrich-Alexander Universität Erlangen-Nürnberg, Institut für Organische Chemie, Henkestrasse 42, 91054 Erlangen (Germany), Fax: (+49) 9131-8526864.
Chemistry. 2014 Feb 24;20(9):2529-36. doi: 10.1002/chem.201303416. Epub 2014 Feb 2.
A new prototype of dendritic perylenes suitable for the chemical functionalization of inorganic nanoparticles was synthesized and characterized. The bay-functionalized perylene core of these molecular architectures was coupled to a catechol moiety, which serves as an anchor group for the functionalization of metal oxides, in particular ZnO. To increase the solubility of both the perylene and the targeted hybrid nanostructures, a Newkome-type dendron bearing nine positive charges was introduced. This charge was also employed to stabilize the nanoparticles and further protect them from Ostwald ripening through Coulombic repulsion. ZnO quantum dots with an average diameter of 5 nm were synthesized and functionalized with the perylene derivative. Successful functionalization was clearly demonstrated by dynamic light scattering, zeta-potential measurements, thermogravimetric analysis/MS, and UV/Vis and fluorescence spectroscopy. The generated particle dispersions were stable against agglomeration for more than eight weeks.
合成并表征了一种适用于无机纳米颗粒化学功能化的新型树枝状苝原型。这些分子结构中经湾位功能化的苝核与儿茶酚部分相连，该儿茶酚部分作为金属氧化物（特别是氧化锌）功能化的锚定基团。为了提高苝和目标杂化纳米结构的溶解度，引入了带有九个正电荷的纽科姆型树枝状分子。该电荷还用于稳定纳米颗粒，并通过库仑排斥进一步防止它们发生奥斯特瓦尔德熟化。合成了平均直径为5 nm的氧化锌量子点并用苝衍生物进行功能化。通过动态光散射、zeta电位测量、热重分析/质谱以及紫外/可见光谱和荧光光谱清楚地证明了功能化的成功。所生成的颗粒分散体在八周以上的时间内对团聚保持稳定。
