ABSTRACT

Several new monocationic and unsymmetrical dicationic azide functionalized ionic liquids (ILs) were synthesized. FT-IR,1H NMR,13C NMR and elemental analyses were applied to identify the molecular structure of these compounds. The density of these ionic liquids was measured too. Unsymmetrical dicationic ionic liquids had higher density than monocationic analogues. The shear viscosity of a dicationic ionic liquid ((1-(2-azido-3-methyl-3H-imidazole-1-ium) propyl)-3-vinyl-3H-imidazole-1-ium di-dicyanamide) and its corresponding monocationic analogue were also measured. Further thermal behaviour and heat capacity of this dicationic ionic liquid were investigated by TGA and DSC techniques. TGA analysis suggested that the decomposition temperature increases with increasing the heating rate and unsymmetrical dicationic ionic liquid has good thermal stability (up to 502.4 533.6 K) and heat capacity (298 343 K).

Compounds

#	Formula	Name
1	C7H11Br2N5	1-(2-azido-3-bromopropyl)-3-methyl-3H-imidazol-1-ium bromide
2	C7H11Br2N5	1-(3-azido-2-bromopropyl)-3-methyl-3H-imidazol-1-ium bromide
3	C12H17Br2N7	3-(2-azido-3-(1-methyl-1H-imidazol-3-ium-3-yl)propyl)-1-vinyl-1H-imidazol-3-ium dibromide
4	C9H11BrN8	1-(2-azido-3-bromopropyl)-3-methyl-3H-imidazol-1-ium dicyanamide
5	C9H11BrN8	1-(3-azido-2-bromopropyl)-3-methyl-3H-imidazol-1-ium dicyanamide
6	C16H17N13	3-(2-azido-3-(1-methyl-1H-imidazol-3-ium-3-yl)propyl)-1-vinyl-1H-imidazol-3-ium di(dicyanamide)

Datasets

The table above is generated from the ThermoML associated json file (link above). POMD and RXND refer to PureOrMixture and Reaction Datasets. The compound numbers are included in properties, variables, and phases, if specificied; the numbers refer to the table of compounds on the left.
Type	Compound-#	Property	Variable	Constraint	Phase	Method	#Points
POMD	1	Normal melting temperature, K ; Crystal			Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	1	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Pycnometric method	1
POMD	2	Normal melting temperature, K ; Crystal			Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	2	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Pycnometric method	1
POMD	3	Normal melting temperature, K ; Crystal			Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	3	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Pycnometric method	1
POMD	4	Normal melting temperature, K ; Crystal			Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	4	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Pycnometric method	1
POMD	4	Viscosity, Pa*s ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid	Cone and plate viscometry	30
POMD	5	Normal melting temperature, K ; Crystal			Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	5	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Pycnometric method	1
POMD	6	Normal melting temperature, K ; Crystal			Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	6	Mass density, kg/m3 ; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid		Liquid	Pycnometric method	1
POMD	6	Molar heat capacity at constant pressure, J/K/mol ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid	Small sample (50 mg) DSC	3
POMD	6	Viscosity, Pa*s ; Liquid	Temperature, K; Liquid	Pressure, kPa; Liquid	Liquid	Cone and plate viscometry	17

Thermodynamics Research Center / ThermoML | Thermochimica Acta

Synthesis and thermophysical characterization of novel azide functionalized imidazolium based ionic liquids

Fareghi-Alamdari, R.[Reza], Hatefipour, R.[Razieh]

ABSTRACT