Aggregation-induced chirality amplification of optically active fluorescent polyurethane and a cyclic dimer in the ground and excited states

Zhiyi Song; Hiroyasu Sato; Adriana Pietropaolo; Qingyu Wang; Shuhei Shimoda; Heshuang Dai; Yoshitane Imai; Hayato Toda; Takunori Harada; Yukatsu Shichibu; Katsuaki Konishi; Masayoshi Bando; Naofumi Naga; Tamaki Nakano

doi:10.1039/D1CC05633F

Aggregation-induced chirality amplification of optically active fluorescent polyurethane and a cyclic dimer in the ground and excited states†

Zhiyi Song,^a Hiroyasu Sato,^b Adriana Pietropaolo,^c Qingyu Wang,^a Shuhei Shimoda,^d Heshuang Dai,^a Yoshitane Imai,

^e Hayato Toda,^e Takunori Harada,

^f Yukatsu Shichibu,

^g Katsuaki Konishi,

^g Masayoshi Bando,^a Naofumi Naga

^h and Tamaki Nakano

*^ai

Author affiliations

* Corresponding authors

^a Institute for Catalysis (ICAT) and Graduate School of Chemical Sciences and Engineering, Hokkaido University, N21W10, Kita-ku, Sapporo 001-0021, Japan
E-mail: tamaki.nakano@cat.hokudai.ac.jp

^b Rigaku Corporation 4-14-4, Sendagaya, Shibuya-Ku, Tokyo 151-0051, Japan

^c Dipartimento di Scienze della Salute, Università di Catanzaro, Catanzaro, Italy

^d Technical Division, Institute for Catalysis, Hokkaido University, N21W10, Kita-ku, Sapporo 001-0021, Japan

^e Graduate School of Science and Engineering, Kindai University, 3-4-1 Kowakae, Higashiosaka City, Osaka 577-8502, Japan

^f Department of Integrated Science and Technology, Faculty of Science and Technology, Oita University, Japan

^g Faculty of Environmental Earth Science, Hokkaido University, N10, W5, Kita-ku, Sapporo 060-0810, Japan

^h Department of Applied Chemistry, Shibaura Institute of Technology, College of Engineering, 3-7-5 Toyosu, Koto-ku, Tokyo 135-8548, Japan

ⁱ Integrated Research Consortium on Chemical Sciences (IRCCS), ICAT, Hokkaido University, Sapporo 001-0021, Japan

Abstract

Optically active linear polyurethane and a cyclic dimer were synthesized from 2,7-diisocyanatofluorene and 2,2′-dihydroxy-1,1′-binaphthyl. The circular dichroism (CD) spectral intensity of the polymer was amplified at a higher concentration through aggregate formation, while circularly polarized light (CPL) emission was not enhanced. The cyclic dimer's CPL emission was largely amplified (g_lum 1.1 × 10⁻²) due to intermolecular excimer formation through aggregation, while the CD intensity was not affected.

Chemical Communications

Aggregation-induced chirality amplification of optically active fluorescent polyurethane and a cyclic dimer in the ground and excited states†

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Aggregation-induced chirality amplification of optically active fluorescent polyurethane and a cyclic dimer in the ground and excited states

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