Synthesis of ferrocenylated-aminopyridines and ferrocenylated-aminothiazoles and their anti-migration and burning rate catalytic properties

• Published in: Journal of organometallic chemistry Vol. 920; pp. 121336 - 121349
• Main Authors: Usman, Muhammad, Yu, Haojie, Wang, Li, Zhizhko, Pavel A., Lemenovskiy, Dmitry A., Zarubin, Dmitry N., Khan, Amin, Naveed, Kaleem-ur-Rehman, Nazir, Ahsan, Fahad, Shah
• Format: Journal Article
• Language: English
• Published: LAUSANNE Elsevier B.V 01.08.2020; Elsevier
• Subjects: Anti-migration behavior; Burning rate catalysts; Chemistry; Chemistry, Inorganic & Nuclear; Chemistry, Organic; Ferrocene; Physical Sciences; Science & Technology; Burning rate catalysts; Anti-migration behavior; Ferrocene; IONIC COMPOUNDS; AMMONIUM-PERCHLORATE; BORONIC ACID; BLOCK-COPOLYMERS; RECOGNITION; CRYSTAL-STRUCTURE; 5-FERROCENYL-1H-TETRAZOLE. SYNTHESIS; THERMAL-DECOMPOSITION; POLYCYANO ANIONS. CHARACTERIZATION; DERIVATIVES
• ISSN: 0022-328X; 1872-8561
• DOI: 10.1016/j.jorganchem.2020.121336

For overcoming the migration problems of ferrocene (Fc)-based burning rate catalysts (BRCs) as well as for enhancing burning rate (BR) of ammonium perchlorate (AP)-based propellants, ferrocenylated-amino pyridines (AP-Fcs) and ferrocenylated-amino thiazoles (AT-Fcs) have been synthesized. The synthesis of AP-Fcs and AT-Fcs was confirmed by nuclear magnetic resonance (1H NMR). Electrochemical properties of these ferrocenylated derivatives were explored by cyclic voltammetry (CV). The BR catalytic activities of AP-Fcs and AT-Fcs on thermal decomposition of AP were examined by thermogravimetric (TG) and differential thermogravimetric (DTG) techniques. Thermal analysis results showed that AP-Fcs and AT-Fcs showed good BR catalytic effects on thermal decomposition of AP. AP-Fcs and AT-Fcs were also applied for anti-migration studies in comparison with catocene (Cat) and ferrocene. It was found that AP-Fcs and AT-Fcs displayed anti-migratory behavior. [Display omitted] •Ferrocenylated-amino pyridines (AP-Fcs) and ferrocenylated-amino thiazoles (AT-Fcs) as potential burning rate catalysts.•AP-Fcs and AT-Fcs showed less migratory behavior than catocene and ferrocene.•AP-Fcs and AT-Fcs were stable and promoted rapid decomposition of ammonium perchlorate.