학술논문
Spirobifluorene-Based Porous Organic Salts: Their Porous Network Diversification and Construction of Chiral Helical Luminescent Structures.
Document Type
Academic Journal
Author
Okubo K; Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan.; Oka K; Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan.; Center for Future Innovation (CFi), Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan.; Institute of Multidisciplinary Research for Advanced Materials, Tohoku University, 2-1-1 Katahira, Aoba-ku, Sendai, Miyagi 980-8577, Japan.; Tsuchiya K; Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan.; Tomimoto A; Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan.; Tohnai N; Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan.
Source
Publisher: Wiley-VCH Country of Publication: Germany NLM ID: 0370543 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1521-3773 (Electronic) Linking ISSN: 14337851 NLM ISO Abbreviation: Angew Chem Int Ed Engl Subsets: PubMed not MEDLINE; MEDLINE
Subject
Language
English
Abstract
Porous organic salts (POSs) are organic porous materials assembled via charge-assisted hydrogen bonds between strong acids and bases such as sulfonic acids and amines. To diversify the network topology of POSs and extend its functions, this study focused on using 4,4',4'',4'''-(9,9'-spirobi[fluorene]-2,2',7,7'-tetrayl)tetrabenzenesulfonic acid (spiroBPS), which is a tetrasulfonic acid comprising a square planar skeleton. The POS consisting of spiroBPS and triphenylmethylamine (TPMA) (spiroBPS/TPMA) was constructed from the two-fold interpenetration of an orthogonal network with pts topology, which has not been reported in conventional POSs, owing to the shape of the spirobifluorene backbone. Furthermore, combining tris(4-chlorophenyl)methylamine (TPMA-Cl) and tris(4-bromophenyl)methylamine (TPMA-Br), which are bulkier than TPMA owing to the introduction of halogens at the p-position of the phenyl groups with spiroBPS allows us to construct novel POSs (spiroBPS/TPMA-Cl and spiroBPS/TPMA-Br). These POSs were constructed from a chiral helical network with pth topology, which was induced by the steric hindrance between the halogens and the curved fluorene skeleton. Moreover, spiroBPS/TPMA-Cl with pth topology exhibited circularly polarized luminescence (CPL) in the solid state, which has not been reported in hydrogen-bonded organic frameworks (HOFs).
(© 2024 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH.)
(© 2024 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH.)