Covalently Linked Perylene Diimide–Polydiacetylene Nanofibers Display Enhanced Stability and Photocurrent with Reversible FRET Phenomenon

Joonsik Seo, Chandra Kantha, Joonyoung F. Joung, Sungnam Park, Raz Jelinek, Jong Man Kim

Research output: Contribution to journalArticlepeer-review

33 Citations (Scopus)

Abstract

Because of their unique structural and optical properties, 1D perylene diimide (PDI) derivatives have gained attention for use in optoelectronic devices. However, PDI-containing self-assembled supramolecular systems often are of limited use because they have supramolecular architectures that are held together by weak noncovalent π–π stacking, hydrogen bonding, and hydrophobic interactions. As a result, they are intrinsically unstable under solution-processing conditions. To overcome this limitation, a polydiacetylene (PDA)-based strategy is developed to construct a solvent-resistant and stable PDI assembly. For this purpose, first the monomer PDI–BisDA is generated, in which two polymerizable diacetylene (DA) units are covalently linked to a PDI core. Importantly, 254 nm UV irradiation of self-assembled PDI–BisDA nanofibers forms solvent-resistant and stable PDI–PDA fibers. Owing to the presence of PDA, the generated polymer fibers display an increased photocurrent. In addition, the existence of PDA and PDI moieties in the fiber leads to the occurrence of switchable on–off fluorescence resonance energy transfer (FRET) between the PDI and reversibly thermochromic PDA chromophores.

Original languageEnglish
Article number1901342
JournalSmall
Volume15
Issue number19
DOIs
Publication statusPublished - 2019 May 10

Bibliographical note

Funding Information:
This study was supported financially by the National Research Foundation of Korea (NRF-2017R1A2A1A05000752 to J.-M.K. and 2016R1A2B4011522 to S.P.).

Publisher Copyright:
© 2019 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim

Keywords

  • FRET
  • perylene diimide
  • polydiacetylene
  • self-assembly

ASJC Scopus subject areas

  • Biotechnology
  • Biomaterials
  • General Chemistry
  • General Materials Science

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