Abstract
AbstractThree new α,α‐diazidated azido esters derived from malonic acid were synthesized and characterized with a method of diazidation under mild reaction conditions. They are energy‐rich, small, liquid molecules which contain up to six azido moieties. The three synthesized compounds were compared to already known azidated malonic acid esters regarding their density, thermal stability, calculated heat of formation and energetic properties. Further they were tested and classified for their sensitivities according to UN guidelines.
Highlights
An important additive for solid rocket propellants and gun propellants are plasticizers [1]
Increasing the energy content of malonic acid esters by inserting more azido groups motivated for the synthesis of new high energy, geminal diazidated, liquid azido esters (7– 9) described in Scheme 1
They were compared to the synthesized precursor azido esters (4–6)
Summary
An important additive for solid rocket propellants and gun propellants are plasticizers [1]. To prevent the loss of energy in these formulations, so called “energetic” plasticizers were developed By definition they are liquid materials with molecular weights in the range of 200–2000 g molÀ 1 and contain energetic moieties like nitro (À NO2) or azido (À N3) groups. A great overview over synthesis and chemistry of organic diazides is given by Häring and Kirsch [8] and azido ester plasticizers have still great attention [9] the geminal diazidation of already azidized compounds wasn't described before. Increasing the energy content of malonic acid esters by inserting more azido groups motivated for the synthesis of new high energy, geminal diazidated, liquid azido esters (7– 9) described in Scheme 1.
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