Chromophore
Dipole Directs Morphology and Photocatalytic
Hydrogen Generation
Posted on 2018-04-06 - 19:49
The
spontaneous self-assembly of chromophores into light-harvesting
antennae provides a potentially low-cost approach to building solar-to-fuel
conversion materials. However, designing such supramolecular architectures
requires a better understanding of the balance between noncovalent
forces among the molecular components. We investigated here the aqueous
assembly of perylene monoimide chromophore amphiphiles synthesized
with different substituents in the 9-position. The molecular dipole
strength decreases as the nature of the substituent is altered from
electron donating to electron withdrawing. Compounds with stronger
molecular dipoles, in which dipolar interactions stabilize assemblies
by 10–15 kJ·mol–1, were found to form
crystalline nanoribbons in solution. In contrast, when the molecular
dipole moment is small, nanofibers were obtained. Highly blue-shifted
absorption maxima were observed in assemblies with large dipoles,
indicating strong electronic coupling is present. However, only the
moderate dipole compound had the appropriate molecular packing to
access charge-transfer excitons leading to enhanced photocatalytic
H2 production.
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Weingarten, Adam S.; Dannenhoffer, Adam J.; Kazantsev, Roman V.; Sai, Hiroaki; Huang, Dongxu; Stupp, Samuel I. (2018). Chromophore
Dipole Directs Morphology and Photocatalytic
Hydrogen Generation. ACS Publications. Collection. https://doi.org/10.1021/jacs.7b12641