Facile Synthesis of Glycidyl Azide Polymer (GAP) in a Tetrabutylammonium Bromide/Ethylene Glycol BasedDeep Eutectic Solvent

Glycidyl azide polymer (GAP) is an energetic material used in composite solid rocket propellants. Herein, a novel synthetic method for GAP was introduced using a tetrabutylammonium bromide and ethylene glycol‐based deep eutectic solvent (DES). Using this DES combination, the azidation of poly(epichlorohydrin) was successfully conducted within several hours. This strategy eliminates the use of organic solvents during the entire synthetic process and provides the advantage of recovery and reuse of the DES.

[1]  J. Coutinho,et al.  Differences on the impact of water on the deep eutectic solvents betaine/urea and choline/urea. , 2021, The Journal of chemical physics.

[2]  K. Jumbri,et al.  An Insight into the Effects of Ratios and Temperatures on a Tetrabutylammonium Bromide and Ethylene Glycol Deep Eutectic Solvent , 2021 .

[3]  A. Ragauskas,et al.  Deep Eutectic Solvents: A Review of Fundamentals and Applications , 2020 .

[4]  Tianze Cheng,et al.  Review of novel energetic polymers and binders – high energy propellant ingredients for the new space race , 2019, Designed monomers and polymers.

[5]  Paweł Maksimowski,et al.  Synthesis of High-Energy Polymer – Glycidyl Azide Polymer (GAP) , 2018, Problems of Mechatronics Armament Aviation Safety Engineering.

[6]  F. Monte,et al.  Free-radical polymerizations of and in deep eutectic solvents: Green synthesis of functional materials , 2017 .

[7]  T. Klapötke,et al.  Investigation of different thermal analysis techniques to determine the decomposition kinetics of ε-2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaazaisowurtzitane with reduced sensitivity and its cured PBX , 2017 .

[8]  G. Polacco,et al.  Synthesis of GAP and PAMMO Homopolymers from Mesylate Polymeric Precursors , 2016 .

[9]  R. Reis,et al.  Properties and thermal behavior of natural deep eutectic solvents , 2016 .

[10]  S. Pandey,et al.  Solvatochromic probe behavior within choline chloride-based deep eutectic solvents: effect of temperature and water. , 2014, The journal of physical chemistry. B.

[11]  Emma L. Smith,et al.  Deep eutectic solvents (DESs) and their applications. , 2014, Chemical reviews.

[12]  Catarina Florindo,et al.  Insights into the Synthesis and Properties of Deep Eutectic Solvents Based on Cholinium Chloride and Carboxylic Acids , 2014 .

[13]  M. Gutiérrez,et al.  Deep eutectic solvents in polymerizations: a greener alternative to conventional syntheses. , 2014, ChemSusChem.

[14]  Burkhard König,et al.  Low melting mixtures in organic synthesis – an alternative to ionic liquids? , 2012 .

[15]  M. Gutiérrez,et al.  Deep-eutectic solvents playing multiple roles in the synthesis of polymers and related materials. , 2012, Chemical Society reviews.

[16]  K. Puduppakkam,et al.  COMBUSTION MODELING OF GLYCIDYL AZIDE POLYMER WITH DETAILED KINETICS , 2005 .

[17]  K. Raju,et al.  Synthesis, spectral and DSC analysis of glycidyl azide polymers containing different initiating diol units , 2004 .

[18]  Joseph E. Flanagan,et al.  Historical development of glycidyl azide polymer , 1992 .

[19]  David L Davies,et al.  Novel solvent properties of choline chloride/urea mixtures. , 2003, Chemical communications.