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Effect of hydrogen bonding and hydrophobicity on gel emulsions by benzenesulphonamide moiety-based amphiphiles: entrapment and release of vitamin B12

Sumita Roy, Byomkesh Kar, Siddhartha Das, and Roni Datta

Department of Chemistry, Vidyasagar University, Paschim Medinipur, India

 

E-mail: rsumita4@yahoo.co.in

Received: 29 August 2019  Accepted: 10 February 2020

Abstract:

In this work, we reported hydrogen bonding-induced gelation performance of three benzenesulphonamido-based anionic amphiphiles. The self-assembled gel forms well-defined morphology which typically entrap and release vitamin B12 with retention of activity at room temperature. The studied sulphonamido-based amphiphiles successfully form gel emulsion in several organic solvents when a critical amount of water is present. FT-IR, 1H-NMR and computational studies revealed hydrogen bonding between sulphonamide and amide groups are the prime factors to form and preserve the gel-network structures. The mechanical strength, elasticity and gelation property of the gel emulsion are enriched by increasing hydrogen bonding site and hydrophobicity of the head group. XRD study exhibited ordered non-interdigited lamellar arrangement in the gel state. The outcomes of this study are a new addition in the field of sulphonamido-based low-molecular-mass gelators having attractive gelation abilities.

Graphic Abstract:

Keywords: Sulphonamide amphiphiles; Hydrogen bonding; Morphology; Entrap and release

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-020-01102-8

 

Chemical Papers 74 (8) 2635–2652 (2020)

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