Multi-stimuli-responsive fluorescence switching from a novel organic polymorphic benzoimido-benzamide derivative

Jianai Chen, Xiaosong Guo, Yue Yu, Chunyu Liu, Weijun Li, Shitong Zhang, Jin Liu, Yujie Dong, Cheng Zhang, Wai Yeung Wong

Research output: Journal article publicationJournal articleAcademic researchpeer-review

Abstract

A novel organic polymorphic luminogen, (Z)-N-((benzoylimino) (4-(diphenylamino)phenyl)methyl)-N-(4-fluorophenyl)benzamide (DPA-PYZ-F), has been designed and synthesized successfully by a green photo-oxidation reaction. Two polymorphs (FB and FG) based on DPA-PYZ-F with different conformations display blue and green fluorescence, respectively. The emission of the newly obtained polymorphic molecule can be switched through the response to a mechanical force, thermal stimulus and protonic acid. The photophysical property tests and single crystal structural analysis disclosed that the mechanical force stimuli-responsive behavior of the FB and FG samples originate from the change of molecular arrangement. More significantly, FT-IR spectroscopy confirmed that the conformation transition from the FG to the FB could be achieved by thermal stimulus at 430 K. Additionally, protonation−deprotonation of the benzoylimino moieties in DPA-PYZ-F induced a remarkable fluorescence on-off characteristics upon protonic acid and thermal stimulus. The multi-stimuli response performance endows the new kind of molecule with the potential as a candidate for applications in mechanical force, thermal and protonic acid sensing.

Original languageEnglish
Article number118690
JournalJournal of Luminescence
Volume244
DOIs
Publication statusPublished - Apr 2022

Keywords

  • Mechanochromism
  • Multi-stimuli-responsive fluorescence
  • Polymorphs
  • Protonation effect

ASJC Scopus subject areas

  • Biophysics
  • Atomic and Molecular Physics, and Optics
  • Chemistry(all)
  • Biochemistry
  • Condensed Matter Physics

Cite this