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Main Authors: Paliušytė, Klaudija, Fuchs, Laura, Xu, Zehua, Liu, Kuangjie, Roztocki, Kornel, Sun, Shuo, Zipse, Hendrik, Hartschuh, Achim, Ortmann, Frank, Schneider, Jenny
Format: Preprint
Published: 2026
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Online Access:https://arxiv.org/abs/2601.12103
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author Paliušytė, Klaudija
Fuchs, Laura
Xu, Zehua
Liu, Kuangjie
Roztocki, Kornel
Sun, Shuo
Zipse, Hendrik
Hartschuh, Achim
Ortmann, Frank
Schneider, Jenny
author_facet Paliušytė, Klaudija
Fuchs, Laura
Xu, Zehua
Liu, Kuangjie
Roztocki, Kornel
Sun, Shuo
Zipse, Hendrik
Hartschuh, Achim
Ortmann, Frank
Schneider, Jenny
contents Strategies for tuning structural and (opto-)electronic properties are fundamental to the rational design of functional materials. Here, we present a molecular design approach for precisely modulating the optoelectronic properties of covalent organic frameworks (COFs) through single-atom halogen substitution on $π$-extended anthracene linkers. Using a Wurster-type tetratopic amine (W-NH$_2$) and a series of anthracene-based dialdehydes bearing H, Cl, Br, or I at the 2-position, a family of imine-linked COFs, W-A-X (X = H, Cl, Br, I), was synthesized, all displaying well-ordered porous structures. The halogen substituent strongly influences framework formation, with brominated COFs forming substantially larger crystalline domains than their chloro- and iodo-functionalized analogues. UV-vis absorption and photoluminescence measurements reveal a systematic redshift across the series $(\mathrm{H < Cl < Br < I})$, demonstrating that a single-atom modification effectively tunes the optical response. Time-dependent density functional theory calculations on both isolated fragments and extended COF models attribute these trends to halogen-induced changes in the COF band structure and provide a mechanistic understanding of how single-atom substitution influences the optoelectronic properties of the extended $π$-framework. Overall, this study establishes single-atom halogen substitution as a powerful and modular strategy for tailoring the structural and optical properties of anthracene-based COFs.
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publishDate 2026
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spellingShingle Single-Atom Tuning of Structural and Optoelectronic Properties in Halogenated Anthracene-Based Covalent Organic Frameworks
Paliušytė, Klaudija
Fuchs, Laura
Xu, Zehua
Liu, Kuangjie
Roztocki, Kornel
Sun, Shuo
Zipse, Hendrik
Hartschuh, Achim
Ortmann, Frank
Schneider, Jenny
Materials Science
Strategies for tuning structural and (opto-)electronic properties are fundamental to the rational design of functional materials. Here, we present a molecular design approach for precisely modulating the optoelectronic properties of covalent organic frameworks (COFs) through single-atom halogen substitution on $π$-extended anthracene linkers. Using a Wurster-type tetratopic amine (W-NH$_2$) and a series of anthracene-based dialdehydes bearing H, Cl, Br, or I at the 2-position, a family of imine-linked COFs, W-A-X (X = H, Cl, Br, I), was synthesized, all displaying well-ordered porous structures. The halogen substituent strongly influences framework formation, with brominated COFs forming substantially larger crystalline domains than their chloro- and iodo-functionalized analogues. UV-vis absorption and photoluminescence measurements reveal a systematic redshift across the series $(\mathrm{H < Cl < Br < I})$, demonstrating that a single-atom modification effectively tunes the optical response. Time-dependent density functional theory calculations on both isolated fragments and extended COF models attribute these trends to halogen-induced changes in the COF band structure and provide a mechanistic understanding of how single-atom substitution influences the optoelectronic properties of the extended $π$-framework. Overall, this study establishes single-atom halogen substitution as a powerful and modular strategy for tailoring the structural and optical properties of anthracene-based COFs.
title Single-Atom Tuning of Structural and Optoelectronic Properties in Halogenated Anthracene-Based Covalent Organic Frameworks
topic Materials Science
url https://arxiv.org/abs/2601.12103