@article{ced95963f5c8483bbc0a17b86f9761d3,
title = "Janus Graphene: Scalable Self-Assembly and Solution-Phase Orthogonal Functionalization",
abstract = "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.",
keywords = "graphene, interfacial arrangement, interfacial trapping, Janus, self-assembly",
author = "Intak Jeon and Peeks, {Martin D.} and Suchol Savagatrup and Lukas Zeininger and Sehoon Chang and Gawain Thomas and Wei Wang and Swager, {Timothy M.}",
note = "Funding Information: I.J. and T.M.S. developed the concept for the research. I.J. designed the synthesis method for Janus graphenes, performed measurements, and analyzed the data in the paper. I.J., M.D.P., S.S., and L.Z. conducted experiments involving emulsion fabrication, imaging, and NMR studies. S.C., G.T., and W.W., conducted oil recovery test. I.J. and T.M.S. wrote, and all authors commented on, the manuscript. The authors thank Dr. M. He for the synthesis of 3,5-dinitrobenzenediazonium salts, G. Park at MIT Bio-instrumentation Lab (Prof. I. Hunter) for high speed camera measurements, and Dr W. W. Massefski for helpful discussions. This work was supported in part by the CCI Phase I (Grant #1740597): NSF Center for Autonomous Chemistry. M.D.P. thanks the English-Speaking Union for a Lindemann Trust Fellowship. S.S. was supported by an F32 Ruth L. Kirschstein National Research Service Award. L.Z. acknowledges support from the German Research Foundation (DFG, Grant No. ZE1121/1-1). This work was also supported by Aramco Services Company through the MIT Energy Initiative. The authors also thank the Institute for Soldier Nanotechnologies at MIT for use of equipment. Publisher Copyright: {\textcopyright} 2019 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim",
year = "2019",
month = may,
day = "24",
doi = "10.1002/adma.201900438",
language = "English (US)",
volume = "31",
journal = "Advanced Materials",
issn = "0935-9648",
publisher = "Wiley-VCH Verlag",
number = "21",
}