Synthesis, Analysis and Evaluation of 2,4,6-Trimethylisophthtalo-dinitrile-N-oxide as a Potential New Curing Agent for ADN-based Formulations

摘要

Ammonium dinitramide (ADN) is an interesting new oxidizer which has a potential both to increase the performance of solid rocket propellants and to reduce the signature. It is however; well known that ADN and isocyanates (the curing agents of choice) are not fully chemically compatible. There is thus a continuous effort to find alternative curing agents and/or new binder systems. In this work we have prepared and evaluated a new potential curing system for ADN based on nitrile oxides. The nitrile oxides react with double bonds to form iso-oxazoline cross links. 70g of the curing agent, 2,4,6-trimethylisophthtalodinitrile-N-oxide (TMPNO), were prepared in 4-steps from 1,3,5-trimethylbenzene. Curing of TMPNO and poly(butadiene-co-acrylonitrile) (PBAN) produced rubber material of good quality, however curing of TMPNO and PB (polybutadiene) was not successful. Further on TMPNO was found not to be compatible with ADN.