Controlled molecular assemblies of chiral boron dipyrromethene derivatives for circularly polarized luminescence in the red and near-infrared regions

Hayato Sakai, Yudai Suzuki, Makoto Tsurui, Yuichi Kitagawa, Takuya Nakashima, Tsuyoshi Kawai, Yuta Kondo, Go Matsuba, Yasuchika Hasegawa, Taku Hasobe

Research output: Contribution to journalArticlepeer-review

2 Citations (Scopus)

Abstract

Chiral 1,1′-bi-2-naphthol (BINOL)-substituted boron dipyrromethene (BODIPY) derivatives with different numbers of phenyl groups at the 2 and 6 positions (denoted as nPh-B-BODIPY; n = 0, 1, 2) were newly synthesized to examine the aggregation-enhanced emission and circularly polarized luminescence (CPL) in the red and near-infrared (NIR) regions. Upon injection of THF solution of nPh-B-BODIPY into H2O, 0Ph-B-BODIPY underwent controlled self-assembly to produce fibrous nanoarchitectures, whereas spherical nanoparticles were formed in 1Ph-B-BODIPY and 2Ph-B-BODIPY. Absorption and CD spectra of 0Ph-B-BODIPY nanofibers demonstrated a red-shifted and split spectrum corresponding to the 0-0 band, suggesting strong interaction between neighbouring 0Ph-B-BODIPY units. Such fibrous assemblies exhibited a broad emission spectrum with multiple bands ranging from the visible to the near-infrared (NIR) region due to the multiple aggregate states. Consequently, 0Ph-B-BODIPY nanofibers demonstrated a broad circularly polarized luminescence (CPL) spectrum in the red to NIR regions together with the enhanced dissymmetry factors (glum) relative to 0Ph-B-BODIPY (monomer) and 1Ph-B-BODIPY nanoparticles.

Original languageEnglish
Pages (from-to)2889-2896
Number of pages8
JournalJournal of Materials Chemistry C
Volume11
Issue number8
DOIs
Publication statusPublished - 2023 Jan 25

ASJC Scopus subject areas

  • General Chemistry
  • Materials Chemistry

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