Ultrastable Imine-Based Covalent Organic Frameworks for Sulfuric Acid Recovery: An Effect of Interlayer Hydrogen Bonding

Arjun Halder; Suvendu Karak; Matthew Addicoat; Saibal Bera; Amit Chakraborty; Shebeeb H. Kunjattu; Pradip Pachfule; Thomas Heine; Rahul Banerjee

doi:10.1002/anie.201802220

Ultrastable Imine-Based Covalent Organic Frameworks for Sulfuric Acid Recovery: An Effect of Interlayer Hydrogen Bonding

Arjun Halder, Suvendu Karak, Matthew Addicoat, Saibal Bera, Amit Chakraborty, Shebeeb H. Kunjattu, Pradip Pachfule, Thomas Heine, Rahul Banerjee

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

106 Citations (Scopus)

Abstract

A rapid and scalable synthesis of six new imine-linked highly porous and crystalline COFs is presented that feature exceptionally high chemical stability in harsh environments including conc. H₂SO₄ (18 m), conc. HCl (12 m), and NaOH (9 m). This is because of the presence of strong interlayer C−H⋅⋅⋅N hydrogen bonding among the individual layers, which provides significant steric hindrance and a hydrophobic environment around the imine (−C=N−) bonds, thus preventing their hydrolysis in such an abrasive environment. These COFs were further converted into porous, crystalline, self-standing, and crack-free COF membranes (COFMs) with extremely high chemical stability for their potential applications for sulfuric acid recovery. The as-synthesized COFMs exhibit unprecedented permeance for acetonitrile (280 Lm⁻² h⁻¹ bar⁻¹) and acetone (260 Lm⁻² h⁻¹ bar⁻¹).

Original language	English
Pages (from-to)	5797-5802
Number of pages	6
Journal	Angewandte Chemie - International Edition
Volume	57
Issue number	20
DOIs	https://doi.org/10.1002/anie.201802220
Publication status	Published - 2018 May 14

Bibliographical note

Funding Information:
A.H. & S.B. acknowledge CSIR and S.K. acknowledges UGC, India for research fellowships. A.C. thanks SERB NPDF (PDF/2015/000622) for a fellowship. We acknowledge Himad-ri S. Sasmal for single crystal data collection. R.B. acknowledges DST Indo-Singapore Project (INT/SIN/P-05) and DST Nanomission Project (SR/NM/NS-1179/2012 G) for funding. We acknowledge Dr. T. G. Ajithkumar & Anjali Krishna M. for the NMR and Dr. C. Ramesh & Dr. K. Guruswamy for PXRD facility.

Publisher Copyright:
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

All Science Journal Classification (ASJC) codes

Catalysis
Chemistry(all)

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10.1002/anie.201802220

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Halder, Arjun ; Karak, Suvendu ; Addicoat, Matthew ; Bera, Saibal ; Chakraborty, Amit ; Kunjattu, Shebeeb H. ; Pachfule, Pradip ; Heine, Thomas ; Banerjee, Rahul. / Ultrastable Imine-Based Covalent Organic Frameworks for Sulfuric Acid Recovery : An Effect of Interlayer Hydrogen Bonding. In: Angewandte Chemie - International Edition. 2018 ; Vol. 57, No. 20. pp. 5797-5802.

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title = "Ultrastable Imine-Based Covalent Organic Frameworks for Sulfuric Acid Recovery: An Effect of Interlayer Hydrogen Bonding",

abstract = "A rapid and scalable synthesis of six new imine-linked highly porous and crystalline COFs is presented that feature exceptionally high chemical stability in harsh environments including conc. H2SO4 (18 m), conc. HCl (12 m), and NaOH (9 m). This is because of the presence of strong interlayer C−H⋅⋅⋅N hydrogen bonding among the individual layers, which provides significant steric hindrance and a hydrophobic environment around the imine (−C=N−) bonds, thus preventing their hydrolysis in such an abrasive environment. These COFs were further converted into porous, crystalline, self-standing, and crack-free COF membranes (COFMs) with extremely high chemical stability for their potential applications for sulfuric acid recovery. The as-synthesized COFMs exhibit unprecedented permeance for acetonitrile (280 Lm−2 h−1 bar−1) and acetone (260 Lm−2 h−1 bar−1).",

author = "Arjun Halder and Suvendu Karak and Matthew Addicoat and Saibal Bera and Amit Chakraborty and Kunjattu, {Shebeeb H.} and Pradip Pachfule and Thomas Heine and Rahul Banerjee",

note = "Funding Information: A.H. & S.B. acknowledge CSIR and S.K. acknowledges UGC, India for research fellowships. A.C. thanks SERB NPDF (PDF/2015/000622) for a fellowship. We acknowledge Himad-ri S. Sasmal for single crystal data collection. R.B. acknowledges DST Indo-Singapore Project (INT/SIN/P-05) and DST Nanomission Project (SR/NM/NS-1179/2012 G) for funding. We acknowledge Dr. T. G. Ajithkumar & Anjali Krishna M. for the NMR and Dr. C. Ramesh & Dr. K. Guruswamy for PXRD facility. Publisher Copyright: {\textcopyright} 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim",

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Ultrastable Imine-Based Covalent Organic Frameworks for Sulfuric Acid Recovery : An Effect of Interlayer Hydrogen Bonding. / Halder, Arjun; Karak, Suvendu; Addicoat, Matthew; Bera, Saibal; Chakraborty, Amit; Kunjattu, Shebeeb H.; Pachfule, Pradip; Heine, Thomas; Banerjee, Rahul.

In: Angewandte Chemie - International Edition, Vol. 57, No. 20, 14.05.2018, p. 5797-5802.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - Ultrastable Imine-Based Covalent Organic Frameworks for Sulfuric Acid Recovery

T2 - An Effect of Interlayer Hydrogen Bonding

AU - Halder, Arjun

AU - Karak, Suvendu

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AU - Bera, Saibal

AU - Chakraborty, Amit

AU - Kunjattu, Shebeeb H.

AU - Pachfule, Pradip

AU - Heine, Thomas

AU - Banerjee, Rahul

N1 - Funding Information: A.H. & S.B. acknowledge CSIR and S.K. acknowledges UGC, India for research fellowships. A.C. thanks SERB NPDF (PDF/2015/000622) for a fellowship. We acknowledge Himad-ri S. Sasmal for single crystal data collection. R.B. acknowledges DST Indo-Singapore Project (INT/SIN/P-05) and DST Nanomission Project (SR/NM/NS-1179/2012 G) for funding. We acknowledge Dr. T. G. Ajithkumar & Anjali Krishna M. for the NMR and Dr. C. Ramesh & Dr. K. Guruswamy for PXRD facility. Publisher Copyright: © 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

PY - 2018/5/14

Y1 - 2018/5/14

N2 - A rapid and scalable synthesis of six new imine-linked highly porous and crystalline COFs is presented that feature exceptionally high chemical stability in harsh environments including conc. H2SO4 (18 m), conc. HCl (12 m), and NaOH (9 m). This is because of the presence of strong interlayer C−H⋅⋅⋅N hydrogen bonding among the individual layers, which provides significant steric hindrance and a hydrophobic environment around the imine (−C=N−) bonds, thus preventing their hydrolysis in such an abrasive environment. These COFs were further converted into porous, crystalline, self-standing, and crack-free COF membranes (COFMs) with extremely high chemical stability for their potential applications for sulfuric acid recovery. The as-synthesized COFMs exhibit unprecedented permeance for acetonitrile (280 Lm−2 h−1 bar−1) and acetone (260 Lm−2 h−1 bar−1).

AB - A rapid and scalable synthesis of six new imine-linked highly porous and crystalline COFs is presented that feature exceptionally high chemical stability in harsh environments including conc. H2SO4 (18 m), conc. HCl (12 m), and NaOH (9 m). This is because of the presence of strong interlayer C−H⋅⋅⋅N hydrogen bonding among the individual layers, which provides significant steric hindrance and a hydrophobic environment around the imine (−C=N−) bonds, thus preventing their hydrolysis in such an abrasive environment. These COFs were further converted into porous, crystalline, self-standing, and crack-free COF membranes (COFMs) with extremely high chemical stability for their potential applications for sulfuric acid recovery. The as-synthesized COFMs exhibit unprecedented permeance for acetonitrile (280 Lm−2 h−1 bar−1) and acetone (260 Lm−2 h−1 bar−1).

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ER -

Ultrastable Imine-Based Covalent Organic Frameworks for Sulfuric Acid Recovery: An Effect of Interlayer Hydrogen Bonding

Abstract

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