Health & Environmental Research Online (HERO)


Print Feedback Export to File
3743828 
Journal Article 
Synthesis of 2, 2-Diferrocenylpropane-based Tetrazole and Its Catalysis Performance for Thermal Decomposition of Ammonium Perchlorate 
Liao Wen-Xiang; Dou Ya-Jie; Wang Jing; Xie Li-Li; Lin Fen; Yuan Yao-Feng 
2012 
1 
Gaodeng Xuexiao Huaxue Xuebao / Chemical Journal of Chinese Universities
ISSN: 0251-0790 
33 
10 
2244-2248 
Chinese 
WOS:000312360800022 
Ferrocenyl derivatives as burning rate catalysts for hydroxyl-terminated polybutadiene(HTPB) have been used widely. Among them, binuclear ferrocenyl compounds perform much better due to good thermal stability, low volatility and migration so as to gradually be an important kind of burning rate catalyst. Research showed that N-heterocyclic energetic material compared to traditional ones had excellent catalytic effect and can be easily controlled through changing anion or cation. Considering performance superposition principle, a tetrazole and binuclear ferrocenyl should be combined into a molecule for mixing both excellences. In order to reduce volatility, migration and energy losses of such catalysts, groups containg-N can be introduced to enhance molecule polarity and strengthen van der Waals force between them and propellant, which are in favor of formation of hydrogen bond and increase of viscoplastic of HTPB within kept of high iron content of catalyst as a result of high combustion catalytic performance. This paper provides a multistep procedure for the preparation of 5-(2, 2-diferrocenylpropane)-1H-tetrazole(4). After stepwise biopolymer and Vilsmeier formylation, 2, 2-diferrocenylpropane carbaldehyde(1) was synthesized from ferrocene with moderate yield, and then compound 1 was transformed into 2, 2-diferrocenylpropane carbaldehyde oxime(2). Dehydration of the oxime gave 2, 2-diferrocenylpropane nitrile(3). Finally, compound 4 was obtained via click reaction([2+3] cycloaddi-tion) between compound 3 and sodium azide. Structures of the target compounds were characterized by 1H NMR, FTIR and mass spectrum. Electrochemical properties of the target compounds were investigated by cyclic voltammetry and differential pulse voltammetry. Relationship between electrochemical behavior of multi-component redox and structure was discussed. Thermal decomposition characteristics of ammonium perchlorate(AP) with 5%(mass fraction) of compound 3 or 4 were investigated by differential scanning calorimetry(DSC) and thermogravimetry(TG) analysis. The results showed that the final exothermic peak temperature of AP was reduced by about 100°C and compounds 3 and 4 had good combustion catalytic characteristics on AP. 
Ferrocenyl derivatives; Tetrazole; Ammonium perchlorate; Thermal decomposition