ABSTRACT

Butyl- and hexyloctamethylferrocenium salts with TFSA (bis(trifluoromethylsulfonyl)amide) and TCNE (tetracyanoethylene) were prepared and their thermal properties investigated by DSC measurement. The TFSA salts were ionic liquids with melting points of 34.4 deg C and 27.7 deg C, respectively. The TCNE salts were prepared by mixing alkyloctamethylferrocene and TCNE and then annealing. These salts exhibited high melting points of 100.2 deg C and 80.9 deg C, respectively, and were thermally unstable at higher temperatures. A butyloctamethylferrocenium salt with PCNP (pentacyanopropenide), obtained by reaction with TCNE under ambient conditions, was crystallographically characterized. The structure was severely disordered, consisting of alternate stacking of cations and anions.

Compounds

#	Formula	Name
1	C22H34Fe	1-butyl-1',2,2',3,3',4,4',5-octamethylferrocene
2	C24H38Fe	1-hexyl-1',2,2',3,3',4,4',5-octamethylferrocene
3	C24H34F6FeNO4S2	1-butyl-1',2,2',3,3',4,4',5-octamethylferrocenium bis(trifluoromethylsulfonyl)amide
4	C26H38F6FeNO4S2	1-hexyl-1',2,2',3,3',4,4',5-octamethylferrocenium bis(trifluoromethylsulfonyl)amide
5	C28H34FeN4	1-butyl-1',2,2',3,3',4,4',5-octamethylferrocenium, tetracyanoethylenide
6	C30H38FeN4	1-hexyl-1',2,2',3,3',4,4',5-octamethylferrocenium tetracyanoethylenide

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	Phase	Method	#Points
POMD	1	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	1	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	2	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	2	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	3	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	3	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	4	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	4	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	5	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	5	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1
POMD	5	Mass density, kg/m3 ; Crystal	Temperature, K; Crystal Pressure, kPa; Crystal	Crystal	X-ray diffraction	1
POMD	6	Normal melting temperature, K ; Crystal		Crystal Liquid Air at 1 atmosphere	DTA	1
POMD	6	Molar enthalpy of transition or fusion, kJ/mol ; Crystal		Crystal Liquid Air at 1 atmosphere	DSC	1

Thermodynamics Research Center / ThermoML | Thermochimica Acta

Ferrocenium ionic liquids: phase transitions and physical properties

Funasako, Y.[Yusuke], Abe, A.[Abe], Mochida, T.[Tomoyuki]

ABSTRACT