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Elacqua_Ar-OH_ArF-OH NTs 2020.pdf (89.6 MB)
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‘Sacrificial’ Supramolecular Assembly and Pressure-Induced Polymerization: Toward Sequence-Defined Functionalized Nanothreads

preprint
submitted on 23.05.2020 and posted on 28.05.2020 by Margaret Gerthoffer, Sikai Wu, Bo Chen, Tao Wang, Steven Huss, Shalisa M Oburn, Vincent Crespi, John Badding, Elizabeth Elacqua

Limited supramolecular strategies have been utilized to synthesize sequence-defined polymers, despite the high utility of noncovalent interactions in materials design. Herein, we illustrate the utility of ‘sacrificial’ aryl-perfluoroaryl supramolecular synthons to synthesize sp3-hybridized nanothreads from sp2-enriched reactants. Our strategy features A-B reactant pairs in the form a phenol:pentafluorophenol co-crystal that is preorganized for an electronically-biased sequence-defined polymerization. The polymerization, initiated at 12 GPa, affords an alternating copolymer featuring exogenous –OH functionalities. The nanothread polymer exhibits crystallinity, as evidenced by a hexagonal X-ray diffraction pattern. The presence of the external substitution is confirmed through IR and Raman spectroscopy. Our approach realizes the first example of a functionalized sequence-defined nanothread through sacrificial supramolecular preorganization and presents a further approach for de novo design of complex nanothreads.

Funding

NSF CCI: CHE-1832471

History

Email Address of Submitting Author

elizabeth.elacqua@psu.edu

Institution

The Pennsylvania State University

Country

Unites States

ORCID For Submitting Author

0000-0002-1239-9560

Declaration of Conflict of Interest

there are no conflicts of interest

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