Development of Novel Environmentally Sustainable Binders for Energetic Formulations
Final rept. Mar 2014 Sep 2015
NALAS ENGINEERING SERVICES INC CENTERBROOK CT
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The new binder system rests on the Diels-Alder cycloaddition reaction between previously undisclosed components. Our identification of a novel mode of reactivity offered by cyclooctynes in biological contexts paves the way for the development of a neutral, non-toxic binder system that could directly be implemented using existing equipment. The first phase of the program was aimed at the preparation of the new components of the binder system. The cyclooctyne component was dimerized using different linker units, following the hypothesis that the nature of the linker could modulate the physical and mechanical properties of the final polymer. The second reaction partner, a functionalized diene, was integrated to hydroxyl-terminated polybutadiene with the objective to again preserve the desirable physical properties of current formulations and impose only a minimal change to the system. A modified diene was produced using a new method developed at Nalas, and integrated onto commercial hydroxyl-terminated polybutadiene using mild and non-toxic conditions. A proof of concept for the binder system was obtained by the reaction of the cyclooctyne units with the functionalized polymer. This experiment led to the down selection of the linkers and identification of the optimal combination that provides a gum stock with ideal properties for use in formulations. The individual components of our new binder system are well-known for their compatibility with living organisms. Various functionalized cyclooctynes have been used as probes in living cells and animals without disrupting biological functions.
- Organic Chemistry