Gelation landscape engineering using a multi-reaction supramolecular hydrogelator system

Jamie S Foster, Justyna M. Zurek, Nuno M. S. Almeida, Wouter E. Hendrikson, Vincent A. A. le Sage, Vasudevan Lakshminarayanan, Amber L Thompson, Ragul Banerjee, Rienk Eelkema, Helen Elizabeth Mulvana, Martin J Paterson, Jan H van Esch, Gareth O. Lloyd

Research output: Contribution to journalArticlepeer-review

35 Citations (Scopus)
1 Downloads (Pure)

Abstract

Simultaneous control of the kinetics and thermodynamics of two different types of covalent chemistry allows pathway selectivity in the formation of hydrogelating molecules from a complex reaction network. This can lead to a range of hydrogel materials with vastly different properties, starting from a set of simple starting compounds and reaction conditions. Chemical reaction between a trialdehyde and the tuberculosis drug isoniazid can form one, two, or three hydrazone connectivity products, meaning kinetic gelation pathways can be addressed. Simultaneously, thermodynamics control the formation of either a keto or an enol tautomer of the products, again resulting in vastly different materials. Overall, this shows that careful navigation of a reaction landscape using both kinetic and thermodynamic selectivity can be used to control material selection from a complex reaction network.
Original languageEnglish
Pages (from-to)14236-14239
Number of pages4
JournalJournal of the American Chemical Society
Volume137
Issue number45
DOIs
Publication statusPublished - 26 Oct 2015

Keywords

  • gelation landscape engineering
  • hydrogel materials
  • hydrogelating molecules
  • complex reaction network

Fingerprint Dive into the research topics of 'Gelation landscape engineering using a multi-reaction supramolecular hydrogelator system'. Together they form a unique fingerprint.

Cite this