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Glycidyl azide polymer crosslinked through triazoles by click chemistry: curing, mechanical and thermal properties

Reshmi, Sasidhara K and Vijayalakshmi, KP and Thomas, Deepthi and Arunan, E and Nair, Reghunadhan CP (2013) Glycidyl azide polymer crosslinked through triazoles by click chemistry: curing, mechanical and thermal properties. In: Propellants, Explosives, Pyrotechnics, 38 (4). pp. 525-532.

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Official URL: http://dx.doi.org/10.1002/prep.201200036

Abstract

Glycidyl azide polymer (GAP) was cured through click chemistry by reaction of the azide group with bispropargyl succinate (BPS) through a 1,3-dipolar cycloaddition reaction to form 1,2,3-triazole network. The properties of GAP-based triazole networks are compared with the urethane cured GAP-systems. The glass transition temperature (T-g), tensile strength, and modulus of the system increased with crosslink density, controlled by the azide to propargyl ratio. The triazole incorporation has a higher T-g in comparison to the GAP-urethane system (T-g-20 degrees C) and the networks exhibit biphasic transitions at 61 and 88 degrees C. The triazole curing was studied using Differential Scanning Calorimetry (DSC) and the related kinetic parameters were helpful for predicting the cure profile at a given temperature. Density functional theory (DFT)-based theoretical calculations implied marginal preference for 1,5-addition over 1,4-addition for the cycloaddition between azide and propargyl group. Thermogravimetic analysis (TG) showed better thermal stability for the GAP-triazole and the mechanism of decomposition was elucidated using pyrolysis GC-MS studies. The higher heat of exothermic decomposition of triazole adduct (418kJmol(-1)) against that of azide (317kJmol(-1)) and better mechanical properties of the GAP-triazole renders it a better propellant binder than the GAP-urethane system.

Item Type: Journal Article
Publication: Propellants, Explosives, Pyrotechnics
Publisher: John Wiley and Sons
Additional Information: Copyright of this article belongs to John Wiley and Sons.
Keywords: Glycidyl Azide Polymer (GAP); Binder; Propellant; Triazole; Urethane; ``Click'' Chemistry
Department/Centre: Division of Chemical Sciences > Inorganic & Physical Chemistry
Date Deposited: 06 Jan 2014 10:04
Last Modified: 06 Jan 2014 10:04
URI: http://eprints.iisc.ac.in/id/eprint/48117

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