Two-Dimensional Conjugated Covalent Organic Framework Films via Oxidative C-C Coupling Reactions at a Liquid-Liquid Interface

Shaofei Wu; Hoa Phan; Jing Li; Haomin Xu; Xing Li; Dingguan Wang; Tun Seng Herng; Yi Han; Andrew Wee; Jun Ding; Jiong Lu; Jishan Wu

doi:10.1055/s-0041-1723767

Two-Dimensional Conjugated Covalent Organic Framework Films via Oxidative C-C Coupling Reactions at a Liquid-Liquid Interface

Shaofei Wu, Hoa Phan, Jing Li, Haomin Xu, Xing Li, Dingguan Wang, Tun Seng Herng, Yi Han, Andrew Wee, Jun Ding, Jiong Lu, Jishan Wu^*

^*Corresponding author for this work

Research output: Journal Publications and Reviews › RGC 21 - Publication in refereed journal › peer-review

2 Citations (Scopus)

16 Downloads (CityUHK Scholars)

Abstract

The construction of conjugated covalent organic frameworks (COFs) with strong C-C bond linkage remains a big challenge. Herein, we report a new strategy by using an oxidative C-C coupling reaction between electron-rich pyrrole rings at a liquid liquid interface. Two threefold symmetric monomers containing three terminal pyrrole units were tested, and both gave two-dimensional conjugated COF films with good crystallinity. The bipyrrole units in the as-formed COFs are partially doped, which can be reduced to the neutral form by hydrazine and redoped by I₂vapor. The I₂-doped films showed high conductivity (1.35 S/m). Meanwhile, the unpaired electrons exhibited moderate interlayer antiferromagnetic coupling. © 2021 The Author(s).

Original language	English
Pages (from-to)	60-66
Journal	Organic Materials
Volume	3
Issue number	1
DOIs	https://doi.org/10.1055/s-0041-1723767
Publication status	Published - Jan 2021
Externally published	Yes

Research Keywords

conducting polymers
covalent organic frameworks
liquid-liquid interfaces
oxidative C-C coupling
polypyrroles

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This full text is made available under CC-BY-NC-ND 4.0. https://creativecommons.org/licenses/by-nc-nd/4.0/

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title = "Two-Dimensional Conjugated Covalent Organic Framework Films via Oxidative C-C Coupling Reactions at a Liquid-Liquid Interface",

abstract = "The construction of conjugated covalent organic frameworks (COFs) with strong C-C bond linkage remains a big challenge. Herein, we report a new strategy by using an oxidative C-C coupling reaction between electron-rich pyrrole rings at a liquid liquid interface. Two threefold symmetric monomers containing three terminal pyrrole units were tested, and both gave two-dimensional conjugated COF films with good crystallinity. The bipyrrole units in the as-formed COFs are partially doped, which can be reduced to the neutral form by hydrazine and redoped by I2 vapor. The I2-doped films showed high conductivity (1.35 S/m). Meanwhile, the unpaired electrons exhibited moderate interlayer antiferromagnetic coupling. {\textcopyright} 2021 The Author(s).",

keywords = "conducting polymers, covalent organic frameworks, liquid-liquid interfaces, oxidative C-C coupling, polypyrroles",

author = "Shaofei Wu and Hoa Phan and Jing Li and Haomin Xu and Xing Li and Dingguan Wang and Herng, {Tun Seng} and Yi Han and Andrew Wee and Jun Ding and Jiong Lu and Jishan Wu",

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month = jan,

doi = "10.1055/s-0041-1723767",

language = "English",

volume = "3",

pages = "60--66",

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TY - JOUR

T1 - Two-Dimensional Conjugated Covalent Organic Framework Films via Oxidative C-C Coupling Reactions at a Liquid-Liquid Interface

AU - Wu, Shaofei

AU - Phan, Hoa

AU - Li, Jing

AU - Xu, Haomin

AU - Li, Xing

AU - Wang, Dingguan

AU - Herng, Tun Seng

AU - Han, Yi

AU - Wee, Andrew

AU - Ding, Jun

AU - Lu, Jiong

AU - Wu, Jishan

PY - 2021/1

Y1 - 2021/1

N2 - The construction of conjugated covalent organic frameworks (COFs) with strong C-C bond linkage remains a big challenge. Herein, we report a new strategy by using an oxidative C-C coupling reaction between electron-rich pyrrole rings at a liquid liquid interface. Two threefold symmetric monomers containing three terminal pyrrole units were tested, and both gave two-dimensional conjugated COF films with good crystallinity. The bipyrrole units in the as-formed COFs are partially doped, which can be reduced to the neutral form by hydrazine and redoped by I2 vapor. The I2-doped films showed high conductivity (1.35 S/m). Meanwhile, the unpaired electrons exhibited moderate interlayer antiferromagnetic coupling. © 2021 The Author(s).

AB - The construction of conjugated covalent organic frameworks (COFs) with strong C-C bond linkage remains a big challenge. Herein, we report a new strategy by using an oxidative C-C coupling reaction between electron-rich pyrrole rings at a liquid liquid interface. Two threefold symmetric monomers containing three terminal pyrrole units were tested, and both gave two-dimensional conjugated COF films with good crystallinity. The bipyrrole units in the as-formed COFs are partially doped, which can be reduced to the neutral form by hydrazine and redoped by I2 vapor. The I2-doped films showed high conductivity (1.35 S/m). Meanwhile, the unpaired electrons exhibited moderate interlayer antiferromagnetic coupling. © 2021 The Author(s).

KW - conducting polymers

KW - covalent organic frameworks

KW - liquid-liquid interfaces

KW - oxidative C-C coupling

KW - polypyrroles

UR - http://www.scopus.com/inward/record.url?scp=85133441766&partnerID=8YFLogxK

UR - https://www.scopus.com/record/pubmetrics.uri?eid=2-s2.0-85133441766&origin=recordpage

U2 - 10.1055/s-0041-1723767

DO - 10.1055/s-0041-1723767

M3 - RGC 21 - Publication in refereed journal

SN - 2625-1825

VL - 3

SP - 60

EP - 66

JO - Organic Materials

JF - Organic Materials

IS - 1

ER -

Two-Dimensional Conjugated Covalent Organic Framework Films via Oxidative C-C Coupling Reactions at a Liquid-Liquid Interface

Abstract

Research Keywords

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