Growth of single-crystal imine-linked covalent organic frameworks using amphiphilic amino-acid derivatives in water

Zhipeng Zhou; Lei Zhang; Yonghang   Yang; Inigo J. Vitorica-Yrezabal; Honglei   Wang; Fanglin   Tan; Li Gong; Yuyao   Li; Pohua Chen; Xin  Dong; Zihao  Liang; Jing Yang; Chao Wang; Yuexian Hong; Yi  Qiu; Armin   Gölzhäuser; Xudong Chen; Haoyuan  Qi; Sihai Yang; Wei Liu; Junliang Sun; Zhikun   Zheng

Growth of single-crystal imine-linked covalent organic frameworks using amphiphilic amino-acid derivatives in water

Zhipeng Zhou, Lei Zhang, Yonghang Yang, Inigo J. Vitorica-Yrezabal, Honglei Wang, Fanglin Tan, Li Gong, Yuyao Li, Pohua Chen, Xin Dong, Zihao Liang, Jing Yang, Chao Wang, Yuexian Hong, Yi Qiu, Armin Gölzhäuser, Xudong Chen, Haoyuan Qi, Sihai Yang, Wei LiuJunliang Sun, Zhikun Zheng

Inorganic Chemistry Group

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Abstract

A core feature of covalent organic frameworks (COFs) is crystallinity, but current crystallization processes rely substantially on trial and error, chemical intuition and large-scale screening that typically require harsh conditions and low levels of supersaturation, hampering the controlled synthesis of single51 crystal COFs, particularly on large scales. Here, we report a strategy to produce single-crystal imine-linked COFs in aqueous solutions under ambient conditions using amphiphilic amino-acid derivatives with long hydrophobic chains. We propose that these amphiphilic molecules self-assemble into micelles that serve as dynamic barriers to separate monomers in aqueous solution (nodes) and hydrophobic compartments of the micelles (linkers), thereby regulating the polymerization and crystallization processes. Disordered polyimines were obtained in the micelle, which were then converted into crystals in a step-by-step fashion. Five different three-dimensional COFs and a two-dimensional COF were obtained as single crystals on the gram-scale, with yields of 92% and above.

Original language	English
Journal	Nature Chemistry
Publication status	Published - 10 Apr 2023

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AAMAccepted author manuscript, 6.37 MBLicence: CC BY

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Zhou, Z., Zhang, L., Yang, Y., Vitorica-Yrezabal, I. J., Wang, H., Tan, F., Gong, L., Li, Y., Chen, P., Dong, X., Liang, Z., Yang, J., Wang, C., Hong, Y., Qiu, Y., Gölzhäuser, A., Chen, X., Qi, H., Yang, S., ... Zheng, Z. (2023). Growth of single-crystal imine-linked covalent organic frameworks using amphiphilic amino-acid derivatives in water. Nature Chemistry.

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title = "Growth of single-crystal imine-linked covalent organic frameworks using amphiphilic amino-acid derivatives in water",

abstract = "A core feature of covalent organic frameworks (COFs) is crystallinity, but current crystallization processes rely substantially on trial and error, chemical intuition and large-scale screening that typically require harsh conditions and low levels of supersaturation, hampering the controlled synthesis of single51 crystal COFs, particularly on large scales. Here, we report a strategy to produce single-crystal imine-linked COFs in aqueous solutions under ambient conditions using amphiphilic amino-acid derivatives with long hydrophobic chains. We propose that these amphiphilic molecules self-assemble into micelles that serve as dynamic barriers to separate monomers in aqueous solution (nodes) and hydrophobic compartments of the micelles (linkers), thereby regulating the polymerization and crystallization processes. Disordered polyimines were obtained in the micelle, which were then converted into crystals in a step-by-step fashion. Five different three-dimensional COFs and a two-dimensional COF were obtained as single crystals on the gram-scale, with yields of 92% and above.",

author = "Zhipeng Zhou and Lei Zhang and Yonghang Yang and Vitorica-Yrezabal, {Inigo J.} and Honglei Wang and Fanglin Tan and Li Gong and Yuyao Li and Pohua Chen and Xin Dong and Zihao Liang and Jing Yang and Chao Wang and Yuexian Hong and Yi Qiu and Armin G{\"o}lzh{\"a}user and Xudong Chen and Haoyuan Qi and Sihai Yang and Wei Liu and Junliang Sun and Zhikun Zheng",

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day = "10",

language = "English",

journal = "Nature Chemistry",

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T1 - Growth of single-crystal imine-linked covalent organic frameworks using amphiphilic amino-acid derivatives in water

AU - Zhou, Zhipeng

AU - Zhang, Lei

AU - Yang, Yonghang

AU - Vitorica-Yrezabal, Inigo J.

AU - Wang, Honglei

AU - Tan, Fanglin

AU - Gong, Li

AU - Li, Yuyao

AU - Chen, Pohua

AU - Dong, Xin

AU - Liang, Zihao

AU - Yang, Jing

AU - Wang, Chao

AU - Hong, Yuexian

AU - Qiu, Yi

AU - Gölzhäuser, Armin

AU - Chen, Xudong

AU - Qi, Haoyuan

AU - Yang, Sihai

AU - Liu, Wei

AU - Sun, Junliang

AU - Zheng, Zhikun

PY - 2023/4/10

Y1 - 2023/4/10

N2 - A core feature of covalent organic frameworks (COFs) is crystallinity, but current crystallization processes rely substantially on trial and error, chemical intuition and large-scale screening that typically require harsh conditions and low levels of supersaturation, hampering the controlled synthesis of single51 crystal COFs, particularly on large scales. Here, we report a strategy to produce single-crystal imine-linked COFs in aqueous solutions under ambient conditions using amphiphilic amino-acid derivatives with long hydrophobic chains. We propose that these amphiphilic molecules self-assemble into micelles that serve as dynamic barriers to separate monomers in aqueous solution (nodes) and hydrophobic compartments of the micelles (linkers), thereby regulating the polymerization and crystallization processes. Disordered polyimines were obtained in the micelle, which were then converted into crystals in a step-by-step fashion. Five different three-dimensional COFs and a two-dimensional COF were obtained as single crystals on the gram-scale, with yields of 92% and above.

AB - A core feature of covalent organic frameworks (COFs) is crystallinity, but current crystallization processes rely substantially on trial and error, chemical intuition and large-scale screening that typically require harsh conditions and low levels of supersaturation, hampering the controlled synthesis of single51 crystal COFs, particularly on large scales. Here, we report a strategy to produce single-crystal imine-linked COFs in aqueous solutions under ambient conditions using amphiphilic amino-acid derivatives with long hydrophobic chains. We propose that these amphiphilic molecules self-assemble into micelles that serve as dynamic barriers to separate monomers in aqueous solution (nodes) and hydrophobic compartments of the micelles (linkers), thereby regulating the polymerization and crystallization processes. Disordered polyimines were obtained in the micelle, which were then converted into crystals in a step-by-step fashion. Five different three-dimensional COFs and a two-dimensional COF were obtained as single crystals on the gram-scale, with yields of 92% and above.

M3 - Article

SN - 1755-4330

JO - Nature Chemistry

JF - Nature Chemistry

ER -

Growth of single-crystal imine-linked covalent organic frameworks using amphiphilic amino-acid derivatives in water

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