Cellulose

, Volume 25, Issue 2, pp 1395–1411 | Cite as

Cellulose paper azide as a molecular platform for versatile click ligations: application to the preparation of hydrophobic paper surface

  • Medy C. Nongbe
  • Guillaume Bretel
  • Lynda Ekou
  • Tchirioua Ekou
  • Mike Robitzer
  • Erwan Le Grognec
  • François-Xavier Felpin
Original Paper
  • 69 Downloads

Abstract

A cellulose paper sheet, chemically modified with azide functions, is described to be a versatile molecular platform for copper-catalyzed 1,3-dipolar cycloaddition with terminal alkynes. This 3-step methodology was carefully optimized at each stage of the process with the support of experimental and physical evidences. Our approach allows the surface coverage of structurally diverse molecular architectures through a covalent grafting with non-hydrolysable chemical linkers. This robust linkage is highlighted with the surface hydrophobization of cellulose paper through the click ligation of cholesterol units as renewable and inexpensive hydrophobic agents. The resulting water-resistant and water-repellent paper-based material shows powerful oleophilicity properties and displays a high contact angle of 139.6°.

Keywords

Cellulose Paper Click Cycloaddition Hydrophobicity 

Notes

Acknowledgments

We gratefully acknowledge the University of Nantes and the “Centre National de la Recherche Scientifique” (CNRS) for financial support. F.-X. Felpin is a member of the “Institut Universitaire de France” (IUF). M.C. Nongbe thanks the ‘‘Ministère de l’Enseignement Supérieur et de la Recherche Scientifique de Côte d’Ivoire” for a visiting grant in France. We acknowledge Christine Labrugère (PLACAMAT, University of Bordeaux), François-Xavier Lefèvre and Denis Loquet (CEISAM, University of Nantes) for XPS, SEM and elemental analyses, respectively.

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Authors and Affiliations

  1. 1.Université de Nantes, UFR des Sciences et des Techniques, CNRS UMR 6230, CEISAMNantes Cedex 3France
  2. 2.Université Nangui Abrogoua, Laboratoire de Thermodynamique et de Physico-Chimie du MilieuAbidjan 02Côte d’Ivoire
  3. 3.Institut Charles Gerhardt, UMR 5253 CNRS-ENSCM-UM, ENSCMMontpellier CedexFrance
  4. 4.Institut Universitaire de FranceParis Cedex 05France

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