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Supramolecular gel based on a perylene diimide dye: multiple stimuli responsiveness, robustness, and photofunction.

Authors
  • Krieg, Elisha1
  • Shirman, Elijah
  • Weissman, Haim
  • Shimoni, Eyal
  • Wolf, Sharon G
  • Pinkas, Iddo
  • Rybtchinski, Boris
  • 1 Department of Organic Chemistry, Weizmann Institute of Science, Rehovot 76100, Israel. , (Israel)
Type
Published Article
Journal
Journal of the American Chemical Society
Publisher
American Chemical Society
Publication Date
Oct 14, 2009
Volume
131
Issue
40
Pages
14365–14373
Identifiers
DOI: 10.1021/ja903938g
PMID: 19807182
Source
Medline
License
Unknown

Abstract

Design of an extensive supramolecular three-dimensional network that is both robust and adaptive represents a significant challenge. The molecular system PP2b based on a perylene diimide chromophore (PDI) decorated with polyethylene glycol groups self-assembles in aqueous media into extended supramolecular fibers that form a robust three-dimensional network resulting in gelation. The self-assembled systems were characterized by cryo-TEM, cryo-SEM, and rheological measurements. The gel possesses exceptional robustness and multiple stimuli-responsiveness. Reversible charging of PP2b allows for switching between the gel state and fluid solution that is accompanied by switching on and off the material's birefringence. Temperature triggered deswelling of the gel leads to the (reversible) expulsion of a large fraction of the aqueous solvent. The dual sensibility toward chemical reduction and temperature with a distinct and interrelated response to each of these stimuli is pertinent to applications in the area of adaptive functional materials. The gel also shows strong absorption of visible light and good exciton mobility (elucidated using femtosecond transient absorption), representing an advantageous light harvesting system.

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