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Journal Article

Janus graphene : scalable self-assembly and solution-phase orthogonal functionalization

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Jeon, I., Peeks, M., Savagatrup, S., Zeininger, L., Chang, S., Thomas, G., et al. (2019). Janus graphene: scalable self-assembly and solution-phase orthogonal functionalization. Advanced Materials, 31(21): 1900438. doi:10.1002/adma.201900438.

Cite as: http://hdl.handle.net/21.11116/0000-0005-4605-7
Orthogonal functionalization of 2D materials by selective assembly at interfaces provides opportunities to create new materials with transformative properties. Challenges remain in realizing controllable, scalable surface-selective, and orthogonal functionalization. Herein, dynamic covalent assembly is reported that directs the functionalization of graphene surfaces at liquid–liquid interfaces. This process allows facile addition and segregation of chemical functionalities to impart Janus characteristics to graphenes. Specifically, dynamic covalent functionalization is accomplished via Meisenheimer complexes produced by reactions of primary amines with pendant dinitroaromatics attached to graphenes. Janus graphenes are demonstrated to be powerful surfactants that organize at water/organic, water/fluorocarbon, and organic/fluorocarbon liquid interfaces. This approach provides general access to the creation of diverse surfactant materials and promising building blocks for 2D materials. © 2019 WILEY-VCH Verlag GmbH Co. KGaA, Weinheim