Bridging the Void: Halogen Bonding and Aromatic Interactions to Program Luminescence and Electronic Properties of π-Conjugated Materials in the Solid State

Sharber, Seth A.; Mullin, William J.; Thomas III, Samuel W.

doi:10.1021/acs.chemmater.1c01969

Bridging the Void: Halogen Bonding and Aromatic Interactions to Program Luminescence and Electronic Properties of π-Conjugated Materials in the Solid State

Journal Article · Mon Aug 16 00:00:00 EDT 2021 · Chemistry of Materials

DOI:https://doi.org/10.1021/acs.chemmater.1c01969· OSTI ID:1906249

Sharber, Seth A. ^[1]; Mullin, William J. ^[2]; ^[2]

Tufts Univ., Medford, MA (United States); Aramco Services Company, Boston, MA (United States); Tufts University
Tufts Univ., Medford, MA (United States)

π-Conjugated materials are promising candidates for emerging organic optoelectronic devices empowered by molecular design. The unsolved challenges of predicting and controlling their packing as solids, central to their properties and performance, currently limits their practical application. As noncovalent interactions drive packing, control over such interactions are critical to bridging from chemical structure to functional properties. In molecular crystals, halogen bonding and interactions of aromatic rings have emerged as versatile tools for noncovalent control with tailored luminescence and electronic properties. Here, we describe how the interplay of these directional and tunable interactions can engineer properties, including stimuli-responsive behavior. Specifically, halogen bonding can provide robust designs for directing 2D molecular assembly, whereas the intentional interactions of aromatic rings can yield metastable, switchable packing modes, as well as programmed stacking between layers of chromophores. Examples, herein, demonstrate clear relationships between assembly by design and resulting solid-state properties, and strategies presented offer guidance for future designs of π-conjugated molecular materials using specific aromatic interactions and halogen bonding.

View Accepted Manuscript (DOE)

Research Organization:: Tufts Univ., Medford, MA (United States); Tufts University, Medford, MA (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES)

Grant/Contract Number:: SC0016423

OSTI ID:: 1906249

Alternate ID(s):: OSTI ID: 1852235
OSTI ID: 2583863

Journal Information:: Chemistry of Materials, Journal Name: Chemistry of Materials Journal Issue: 17 Vol. 33; ISSN 0897-4756

Publisher:: American Chemical Society (ACS)Copyright Statement

Country of Publication:: United States

Language:: English

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36 MATERIALS SCIENCE
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
Aromatic compounds
Crystals
Fluorescence
Molecular interactions
Noncovalent interactions

Bridging the Void: Halogen Bonding and Aromatic Interactions to Program Luminescence and Electronic Properties of π-Conjugated Materials in the Solid State

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