2
0
2017
joz
szy
0
journal
Original
Jozwiak, M.[Malgorzata]
Szylberg, M.[Magdalena]
Piekarski, H.[Henryk]
Kustrzepa, K.[Kinga]
Jozwiak, A.[Andrzej]
Thermochim. Acta
2017
2020-09-29
Effect of properties of the N,N-dimethylformamide-methanol and N,N-dimethylformamide-water mixtures on the solution enthalpy of glymes in these mixtures at 298.15 K
The enthalpies of solution of diglyme, triglyme, tetraglyme, pentaglyme and hexaglyme in N,N-dimethylforamide-methanol mixtures (DMF+MeOH) have been measured at 298.15 K. On the basis of the obtained data, the effect of the acid-base properties of the DMF+MeOH mixtures on the standard solution enthalpy of glymes in this mixtures has been analyzed. The obtained results have been compared with analogous data obtained in N,N-dimethylformamide-water (DMF+W) mixtures.
Glymes
N,N-Dimethylformamide-methanol mixtures
N,N-Dimethyl-formamide water mixtures
Enthalpy of solution
Acid-base properties
10.1016/j.tca.2017.03.001
652
53-61
1
InChI=1S/C6H14O3/c1-7-3-5-9-6-4-8-2/h3-6H2,1-2H3
SBZXBUIDTXKZTM-UHFFFAOYSA-N
2,5,8-trioxanonane
.beta.,.beta.-dimethoxy diethyl ether
1,1'-oxybis(2-methoxyethane)
2-methoxyethyl ether
3-oxa-1,5-pentanediol, dimethyl ether
bis(2-methoxyethyl) ether
diethylene glycol, dimethyl ether
diglyme
dimethyl carbitol
dimethyldiglycol
C6H14O3
1
Commercial source
1
99.5
3
Stated by supplier
2
0.2
1
Karl Fischer titration
2
InChI=1S/C8H18O4/c1-9-3-5-11-7-8-12-6-4-10-2/h3-8H2,1-2H3
YFNKIDBQEZZDLK-UHFFFAOYSA-N
2,5,8,11-tetraoxadodecane
1,2-bis(2-methoxyethoxy)ethane
methyltriglyme
triethylene glycol, dimethyl ether
triglyme
C8H18O4
1
Commercial source
1
99
2
Stated by supplier
2
0.07
1
Karl Fischer titration
3
InChI=1S/C10H22O5/c1-11-3-5-13-7-9-15-10-8-14-6-4-12-2/h3-10H2,1-2H3
ZUHZGEOKBKGPSW-UHFFFAOYSA-N
2,5,8,11,14-pentaoxapentadecane
bis(2-(2-methoxyethoxy)ethyl) ether
dimethoxytetraethylene glycol
dimethoxytetraglycol
tetraethylene glycol, dimethyl ether
tetraglyme
C10H22O5
1
Commercial source
1
99
2
Stated by supplier
2
0.1
1
Karl Fischer titration
4
InChI=1S/C12H26O6/c1-13-3-5-15-7-9-17-11-12-18-10-8-16-6-4-14-2/h3-12H2,1-2H3
DMDPGPKXQDIQQG-UHFFFAOYSA-N
2,5,8,11,14,17-hexaoxaoctadecane
pentaglyme
C12H26O6
1
Synthesized by the authors
1
0.3
1
Karl Fischer titration
2
99
2
NMR (proton)
5
InChI=1S/C14H30O7/c1-15-3-5-17-7-9-19-11-13-21-14-12-20-10-8-18-6-4-16-2/h3-14H2,1-2H3
VMCIKMLQXFLKAX-UHFFFAOYSA-N
2,5,8,11,14,17,20-heptaoxaheneicosane
hexaglyme
C14H30O7
1
Synthesized by the authors
1
0.3
1
Karl Fischer titration
2
99
2
NMR (proton)
6
InChI=1S/CH4O/c1-2/h2H,1H3
OKKJLVBELUTLKV-UHFFFAOYSA-N
methanol
methyl alcohol
CH4O
1
Commercial source
1
99.8
3
Stated by supplier
2
Chemical reagent treatment
Fractional distillation
Chemical reagent treatment
Fractional distillation
3
0.08
1
Karl Fischer titration
7
InChI=1S/C3H7NO/c1-4(2)3-5/h3H,1-2H3
ZMXDDKWLCZADIW-UHFFFAOYSA-N
dimethylformamide
DMF
DMFA
N,N-dimethylformamide
N,N-dimethylmethanamide
dimethylformamide (DMF)
C3H7NO
1
Commercial source
1
99.8
3
Stated by supplier
2
Fractional distillation
Molecular sieve treatment
Fractional distillation
Molecular sieve treatment
3
0.02
1
Karl Fischer titration
1
6
1
7
1
1
1
Principal objective of the work
AB
TRC
8/3/2017
1
Molar enthalpy of solution, kJ/mol
ISOPERIBOL
Liquid
Difference with the reference state, X-X(REF)
Pure solute at the same temperature and pressure
Liquid
6
7
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
1
Pressure, kPa
Liquid
100
1
2
Temperature, K
Liquid
298.15
5
3
Mole fraction
1
Liquid
0
1
1
Solvent: Mole fraction
6
Liquid
1
0
1
1
-0.94
2
1
0.08
1
0.1
2
1
-0.87
2
1
0.07
1
0.2
2
1
-0.78
2
1
0.07
1
0.3
2
1
-0.66
2
1
0.08
1
0.4
2
1
-0.51
2
1
0.09
1
0.5
2
1
-0.31
2
1
0.09
1
0.7
2
1
0.22
2
1
0.09
1
0.8
2
1
0.51
2
1
0.09
1
0.9
2
1
0.8
2
1
0.08
1
1
1
1
1.1
3
1
0.06
2
6
1
7
1
2
1
Principal objective of the work
AB
TRC
8/3/2017
1
Molar enthalpy of solution, kJ/mol
ISOPERIBOL
Liquid
Difference with the reference state, X-X(REF)
Pure solute at the same temperature and pressure
Liquid
6
7
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
1
Pressure, kPa
Liquid
100
1
2
Temperature, K
Liquid
298.15
5
3
Mole fraction
2
Liquid
0
1
1
Solvent: Mole fraction
6
Liquid
1
0
1
1
-1.55
3
1
0.07
1
0.1
2
1
-1.41
3
1
0.07
1
0.2
2
1
-1.24
3
1
0.08
1
0.3
2
1
-1.04
3
1
0.08
1
0.4
2
1
-0.79
2
1
0.1
1
0.5
2
1
-0.46
2
1
0.11
1
0.7
2
1
0.35
2
1
0.11
1
0.8
2
1
0.79
2
1
0.11
1
0.9
2
1
1.25
3
1
0.11
1
1
1
1
1.71
3
1
0.05
3
6
1
7
1
3
1
Principal objective of the work
AB
TRC
8/3/2017
1
Molar enthalpy of solution, kJ/mol
ISOPERIBOL
Liquid
Difference with the reference state, X-X(REF)
Pure solute at the same temperature and pressure
Liquid
6
7
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
1
Pressure, kPa
Liquid
100
1
2
Temperature, K
Liquid
298.15
5
3
Mole fraction
3
Liquid
0
1
1
Solvent: Mole fraction
6
Liquid
1
0
1
1
-2.04
3
1
0.05
1
0.1
2
1
-1.81
3
1
0.07
1
0.2
2
1
-1.58
3
1
0.08
1
0.3
2
1
-1.29
3
1
0.09
1
0.4
2
1
-0.92
2
1
0.11
1
0.5
2
1
-0.48
2
1
0.12
1
0.7
2
1
0.6
2
1
0.14
1
0.8
2
1
1.19
3
1
0.13
1
0.9
2
1
1.79
3
1
0.14
1
1
1
1
2.4
3
1
0.05
4
6
1
7
1
4
1
Principal objective of the work
AB
TRC
8/3/2017
1
Molar enthalpy of solution, kJ/mol
ISOPERIBOL
Liquid
Difference with the reference state, X-X(REF)
Pure solute at the same temperature and pressure
Liquid
6
7
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
1
Pressure, kPa
Liquid
100
1
2
Temperature, K
Liquid
298.15
5
3
Mole fraction
4
Liquid
0
1
1
Solvent: Mole fraction
6
Liquid
1
0
1
1
-2.64
3
1
0.05
1
0.1
2
1
-2.35
3
1
0.08
1
0.2
2
1
-2.04
3
1
0.08
1
0.3
2
1
-1.69
3
1
0.1
1
0.4
2
1
-1.23
3
1
0.12
1
0.5
2
1
-0.69
2
1
0.15
1
0.7
2
1
0.6
2
1
0.16
1
0.8
2
1
1.32
3
1
0.16
1
0.9
2
1
2.05
3
1
0.16
1
1
1
1
2.79
3
1
0.05
5
6
1
7
1
5
1
Principal objective of the work
AB
TRC
8/3/2017
1
Molar enthalpy of solution, kJ/mol
ISOPERIBOL
Liquid
Difference with the reference state, X-X(REF)
Pure solute at the same temperature and pressure
Liquid
6
7
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
1
Pressure, kPa
Liquid
100
1
2
Temperature, K
Liquid
298.15
5
3
Mole fraction
5
Liquid
0
1
1
Solvent: Mole fraction
6
Liquid
1
0
1
1
-3.19
3
1
0.06
1
0.1
2
1
-2.84
3
1
0.09
1
0.2
2
1
-2.46
3
1
0.1
1
0.3
2
1
-2.03
3
1
0.11
1
0.4
2
1
-1.5
3
1
0.13
1
0.5
2
1
-0.87
2
1
0.16
1
0.7
2
1
0.66
2
1
0.18
1
0.8
2
1
1.49
3
1
0.18
1
0.9
2
1
2.34
3
1
0.18
1
1
1
1
3.21
3
1
0.06
6
6
1
1
1
Principal objective of the work
AB
TRC
8/3/2017
1
Molar enthalpy of solution, kJ/mol
ISOPERIBOL
Liquid
Difference with the reference state, X-X(REF)
Pure solute at the same temperature and pressure
Liquid
6
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
1
Pressure, kPa
Liquid
2
Temperature, K
Liquid
3
Mole fraction
1
Liquid
1
100
1
2
298.15
5
3
0
1
1
1.1
3
1
0.06
7
6
1
2
1
Principal objective of the work
AB
TRC
8/3/2017
1
Molar enthalpy of solution, kJ/mol
ISOPERIBOL
Liquid
Difference with the reference state, X-X(REF)
Pure solute at the same temperature and pressure
Liquid
6
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
1
Pressure, kPa
Liquid
2
Temperature, K
Liquid
3
Mole fraction
2
Liquid
1
100
1
2
298.15
5
3
0
1
1
1.71
3
1
0.05
8
6
1
3
1
Principal objective of the work
AB
TRC
8/3/2017
1
Molar enthalpy of solution, kJ/mol
ISOPERIBOL
Liquid
Difference with the reference state, X-X(REF)
Pure solute at the same temperature and pressure
Liquid
6
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
1
Pressure, kPa
Liquid
2
Temperature, K
Liquid
3
Mole fraction
3
Liquid
1
100
1
2
298.15
5
3
0
1
1
2.4
3
1
0.05
9
6
1
4
1
Principal objective of the work
AB
TRC
8/3/2017
1
Molar enthalpy of solution, kJ/mol
ISOPERIBOL
Liquid
Difference with the reference state, X-X(REF)
Pure solute at the same temperature and pressure
Liquid
6
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
1
Pressure, kPa
Liquid
2
Temperature, K
Liquid
3
Mole fraction
4
Liquid
1
100
1
2
298.15
5
3
0
1
1
2.79
3
1
0.05
10
6
1
5
1
Principal objective of the work
AB
TRC
8/3/2017
1
Molar enthalpy of solution, kJ/mol
ISOPERIBOL
Liquid
Difference with the reference state, X-X(REF)
Pure solute at the same temperature and pressure
Liquid
6
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
1
Pressure, kPa
Liquid
2
Temperature, K
Liquid
3
Mole fraction
5
Liquid
1
100
1
2
298.15
5
3
0
1
1
3.21
3
1
0.06
11
7
1
1
1
Principal objective of the work
AB
TRC
8/3/2017
1
Molar enthalpy of solution, kJ/mol
ISOPERIBOL
Liquid
Difference with the reference state, X-X(REF)
Pure solute at the same temperature and pressure
Liquid
7
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
1
Pressure, kPa
Liquid
2
Temperature, K
Liquid
3
Mole fraction
1
Liquid
1
100
1
2
298.15
5
3
0
1
1
-0.94
2
1
0.08
12
7
1
2
1
Principal objective of the work
AB
TRC
8/3/2017
1
Molar enthalpy of solution, kJ/mol
ISOPERIBOL
Liquid
Difference with the reference state, X-X(REF)
Pure solute at the same temperature and pressure
Liquid
7
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
1
Pressure, kPa
Liquid
2
Temperature, K
Liquid
3
Mole fraction
2
Liquid
1
100
1
2
298.15
5
3
0
1
1
-1.55
3
1
0.07
13
7
1
3
1
Principal objective of the work
AB
TRC
8/3/2017
1
Molar enthalpy of solution, kJ/mol
ISOPERIBOL
Liquid
Difference with the reference state, X-X(REF)
Pure solute at the same temperature and pressure
Liquid
7
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
1
Pressure, kPa
Liquid
2
Temperature, K
Liquid
3
Mole fraction
3
Liquid
1
100
1
2
298.15
5
3
0
1
1
-2.04
3
1
0.05
14
7
1
4
1
Principal objective of the work
AB
TRC
8/3/2017
1
Molar enthalpy of solution, kJ/mol
ISOPERIBOL
Liquid
Difference with the reference state, X-X(REF)
Pure solute at the same temperature and pressure
Liquid
7
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
1
Pressure, kPa
Liquid
2
Temperature, K
Liquid
3
Mole fraction
4
Liquid
1
100
1
2
298.15
5
3
0
1
1
-2.64
3
1
0.05
15
7
1
5
1
Principal objective of the work
AB
TRC
8/3/2017
1
Molar enthalpy of solution, kJ/mol
ISOPERIBOL
Liquid
Difference with the reference state, X-X(REF)
Pure solute at the same temperature and pressure
Liquid
7
1
Data file compiler
Propagation of evaluated standard uncertainties
95
Liquid
1
Pressure, kPa
Liquid
2
Temperature, K
Liquid
3
Mole fraction
5
Liquid
1
100
1
2
298.15
5
3
0
1
1
-3.19
3
1
0.06