Halbig Christian E, Rietsch Philipp, Eigler Siegfried
Department of Chemistry and Pharmacy, Friedrich-Alexander Universität Erlangen-Nürnberg (FAU), Henkestraße 42, 91054 Erlangen, Germany.
Institute of Advanced Materials and Processes (ZMP), Friedrich-Alexander Universität Erlangen-Nürnberg (FAU), Dr.-Mack-Straße 81, 90762 Fürth, Germany.
Molecules. 2015 Nov 26;20(12):21050-7. doi: 10.3390/molecules201219747.
In the last decades, organic azides haven proven to be very useful precursors in organic chemistry, for example in 1,3-dipolar cycloaddition reactions (click-chemistry). Likewise, azides can be introduced into graphene oxide with an almost intact carbon framework, namely oxo-functionalized graphene (oxo-G₁), which is a highly oxidized graphene derivative and a powerful precursor for graphene that is suitable for electronic devices. The synthesis of a graphene derivative with exclusively azide groups (graphene azide) is however still a challenge. In comparison also hydrogenated graphene, called graphene or halogenated graphene remain challenging to synthesize. A route to graphene azide would be the desoxygenation of azide functionalized oxo-G₁. Here we show how treatment of azide functionalized oxo-G₁ with HCl enlarges the π-system and removes strongly adsorbed water and some oxo-functional groups. This development reflects one step towards graphene azide.
在过去几十年里,有机叠氮化物已被证明是有机化学中非常有用的前体,例如在1,3 - 偶极环加成反应(点击化学)中。同样,叠氮化物可以引入到具有几乎完整碳骨架的氧化石墨烯中,即氧官能化石墨烯(oxo - G₁),它是一种高度氧化的石墨烯衍生物,也是适用于电子器件的石墨烯的强大前体。然而,合成仅具有叠氮基团的石墨烯衍生物(叠氮基石墨烯)仍然是一个挑战。相比之下,氢化石墨烯(称为石墨烯)或卤化石墨烯的合成也仍然具有挑战性。合成叠氮基石墨烯的一条途径将是对叠氮官能化的oxo - G₁进行脱氧。在这里,我们展示了用HCl处理叠氮官能化的oxo - G₁如何扩大π体系并去除强吸附的水和一些氧官能团。这一进展反映了向叠氮基石墨烯迈出的一步。