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Gel Sculpture: Moldable,Load‐Bearing and Self‐Healing Non‐Polymeric Supramolecular Gel Derived from a Simple Organic Salt
Authors:Pathik Sahoo  Ravish Sankolli  Dr Hee‐Young Lee  Prof?Dr Srinivasa R Raghavan  Dr Parthasarathi Dastidar
Institution:1. Department of Organic Chemsitry, Indian Association for the Cultivation of Science (IACS), 2A and 2B, Raja S. C. Mullick Road, Jadavpur, Kolkata ‐ 700032, West Bengal (India), Fax: (+91)?33‐2473‐2805;2. SSCU, Indian Institute of Science, Bangalore ‐ 560012 (India);3. Department of Chemical & Biomolecular Engineering, University of Maryland, College Park, MD 20742‐2111 (USA)
Abstract:An easy access to a library of simple organic salts derived from tert‐butoxycarbonyl (Boc)‐protected L ‐amino acids and two secondary amines (dicyclohexyl‐ and dibenzyl amine) are synthesized following a supramolecular synthon rationale to generate a new series of low molecular weight gelators (LMWGs). Out of the 12 salts that we prepared, the nitrobenzene gel of dicyclohexylammonium Boc‐glycinate ( GLY.1 ) displayed remarkable load‐bearing, moldable and self‐healing properties. These remarkable properties displayed by GLY.1 and the inability to display such properties by its dibenzylammonium counterpart ( GLY.2 ) were explained using microscopic and rheological data. Single crystal structures of eight salts displayed the presence of a 1D hydrogen‐bonded network (HBN) that is believed to be important in gelation. Powder X‐ray diffraction in combination with the single crystal X‐ray structure of GLY.1 clearly established the presence of a 1D hydrogen‐bonded network in the xerogel of the nitrobenzene gel of GLY.1 . The fact that such remarkable properties arising from an easily accessible (salt formation) small molecule are due to supramolecular (non‐covalent) interactions is quite intriguing and such easily synthesizable materials may be useful in stress‐bearing and other applications.
Keywords:crystal engineering  gels  gelators  X‐ray diffraction  supramolecular chemistry
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