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Click chemistry route to covalently link cellulose and clay

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Abstract

An efficient method for covalently linking of cellulose and clay using a click chemistry based strategy is reported. Azide and alkynyl derivatives of silane were synthesized and used for silanization of cellulose and clay respectively. Functionalized cellulose and clay were then coupled using Cu(I) catalyzed azide–alkyne cycloaddition reaction, resulting in a covalent linkage between them. Successful synthesis of the silane derivates was established using Fourier transform infrared (FTIR) and nuclear magnetic resonance. Silanization of cellulose and clay with azide and alkynyl derivatives and the formation of a triazole linkage were confirmed using FTIR.

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Abbreviations

APTES:

(3-aminopropyl)triethoxysilane

DCC:

N,N’-dicyclohexylcarbodiimide

DMAP:

4-dimethylaminopyridine

DCM:

Dichloromethane

DMSO:

Dimethylsulphoxide

DMA:

Dimethylacetamide

EtOAc:

Ethyl acetate

EDC.HCl:

1-Ethyl-3-(3-dimethyllaminopropyl)carbodiimide hydrochloride

PyBOP:

Benzotriazol-1-yl-oxytripyrrolidinophosphonium-hexafluorophosphat PyBOP

HBTU:

O-Benzotriazole-N,N,N’,N’-tetramethyl-uronium-hexafluoro-phosphate

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Acknowledgments

The research was supported by Department of Science and Technology – Science and Engineering Research Board (DST-SERB), Grant number SERB/CESE/20120156. FTIR and NMR spectroscopy was done in the Chemistry department at IIT Kanpur. The authors are grateful to Prof. Amit Prashant of IIT Gandhinagar for generously donating kaolinite clay.

Conflict of interest

The authors declare no competing financial interest.

Funding Sources

This work is supported by DST-SERB (SR/S3/CE/038/2012).

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Authors and Affiliations

  1. Department of Material Science and Engineering, Indian Institute of Technology Kanpur, Kanpur, 208016, India

    Priyanka Yadav, Gulashan Kumar & Vivek Verma

  2. Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur, 208016, India

    Shibin Chacko & Ramesh Ramapanicker

  3. Centre for Environment Sciences and Engineering, Indian Institute of Technology Kanpur, Kanpur, 208016, India

    Ramesh Ramapanicker & Vivek Verma

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  1. Priyanka Yadav
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  2. Shibin Chacko
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Correspondence to Vivek Verma.

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Yadav, P., Chacko, S., Kumar, G. et al. Click chemistry route to covalently link cellulose and clay. Cellulose 22, 1615–1624 (2015). https://doi.org/10.1007/s10570-015-0594-2

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