Reproducible chiroptical activity from aggregated chiral thienopyrroledione–fluorene π‑conjugated polymers
Abstract
Chiral π-conjugated polymers have attracted considerable interest because their chiralaggregated structures can generate pronounced chiroptical responses. Here, we report the design, synthesis, and chiroptical characterization of fluorene -thienopyrroledione polymers bearing a single chiral center in each repeating unit, (R)-and (S)-PFTPD, prepared via direct arylation polycondensation to minimize structural defects. Although only weak chiroptical activity was observed in the solution, the addition of 1-butanol to CHCl₃ solutions of the polymers induced the formation of stable aggregates that exhibited strong circular dichroism (CD) and circularly polarized luminescence (CPL). Systematic examination of the sample preparation parameters revealed that the mixing process critically influences the chiroptical properties. Dropwise addition of 1-butanol under controlled stirring provided the most reliable results, yielding highly reproducible CD spectra. Under these optimized conditions, the aggregates exhibited an average dissymmetry factor (|gabs|) of 1.5 × 10⁻² and a CPL dissymmetry factor (|glum|) of 1.9 × 10⁻². These values rank among the highest reported for π-conjugated polymer aggregates bearing only a single chiral source per repetition unit. This study demonstrates that precise control over the solvent-mixing process is essential for the reproducible emergence of chiroptical properties and highlights the chiral TPD unit as a promising platform for chiroptical polymer materials.
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BibTeX
@article{suzuki2026reproducible,
title = {{Reproducible chiroptical activity from aggregated chiral thienopyrroledione–fluorene π‑conjugated polymers}},
author = {Nao Suzuki and Ziwei Hu and Sota Nakayama and Soh Kushida and Yohei Yamamoto and Wijak Yospanya and Reiko Oda and Takaki Kanbara and Junpei Kuwabara},
journal = {Science and Technology of Advanced Materials},
year = {2026},
month = oct,
doi = {10.1080/14686996.2026.2680968},
url = {https://hal.science/hal-05794613v1},
note = {CC BY 4.0},
}
RIS
TY - JOUR
TI - Reproducible chiroptical activity from aggregated chiral thienopyrroledione–fluorene π‑conjugated polymers
AU - Nao Suzuki
AU - Ziwei Hu
AU - Sota Nakayama
AU - Soh Kushida
AU - Yohei Yamamoto
AU - Wijak Yospanya
AU - Reiko Oda
AU - Takaki Kanbara
AU - Junpei Kuwabara
PY - 2026
DA - 2026/10/12
JO - Science and Technology of Advanced Materials
DO - 10.1080/14686996.2026.2680968
UR - https://hal.science/hal-05794613v1
AB - Chiral π-conjugated polymers have attracted considerable interest because their chiralaggregated structures can generate pronounced chiroptical responses. Here, we report the design, synthesis, and chiroptical characterization of fluorene -thienopyrroledione polymers bearing a single chiral center in each repeating unit, (R)-and (S)-PFTPD, prepared via direct arylation polycondensation to minimize structural defects. Although only weak chiroptical activity was observed in the solution, the addition of 1-butanol to CHCl₃ solutions of the polymers induced the formation of stable aggregates that exhibited strong circular dichroism (CD) and circularly polarized luminescence (CPL). Systematic examination of the sample preparation parameters revealed that the mixing process critically influences the chiroptical properties. Dropwise addition of 1-butanol under controlled stirring provided the most reliable results, yielding highly reproducible CD spectra. Under these optimized conditions, the aggregates exhibited an average dissymmetry factor (|gabs|) of 1.5 × 10⁻² and a CPL dissymmetry factor (|glum|) of 1.9 × 10⁻². These values rank among the highest reported for π-conjugated polymer aggregates bearing only a single chiral source per repetition unit. This study demonstrates that precise control over the solvent-mixing process is essential for the reproducible emergence of chiroptical properties and highlights the chiral TPD unit as a promising platform for chiroptical polymer materials.
SN - 1468-6996
ER -