Supporting Information for
Properties and Performance of Ether-functionalized
Imidazoles as Physical Solvents for CO2 Separations
Matthew S. Shannon,1 Jason M. Tedstone,2,3 Scott. P. O. Danielsen,2,4
Michelle S. Hindman1 & Jason E. Bara1*
1. Department of Chemical & Biological Engineering, University of Alabama, Tuscaloosa AL
USA
35487-0203
2. NSF-REU Site: Engineering Solutions for Clean Energy Generation, Storage and
Consumption, Department of Chemical & Biological Engineering, University of Alabama,
Tuscaloosa AL USA 35487-0203
3. Department of Chemical & Biomolecular Engineering, Clemson University, Clemson, SC
USA 29634
4. Department of Chemical & Biomolecular Engineering, University of Pennsylvania,
Philadelphia PA USA 19104-6315
*
email: [email protected]
Contents
• Table S1: Experimental density data for PEGn-imidazoles
• Table S2: Experimental viscosity data for PEGn-imidazoles
• Table S3: Experimental CO2 solubility data used to calculate enthalpies of
solution
• Table S4: COSMOTherm CO2 solubility data used to calculate enthalpies of
solution
• Figures S1-S6: s-surfaces of PEGn-imidazoles and analogous 1-nalkylimidazoles
• Figures S7-S9: s-profiles comparing PEGn-imidazoles and analogous 1-nalkylimidazoles
Table S1: Experimental density data for PEGn-imidazoles with temperature.
T (K)
293.15
303.15
313.15
323.15
333.15
343.15
353.15
Density (kg m-3) at given temperature
PEG1-imidazole PEG2-imidazole PEG3-imidazole
1068
1081
1090
1059
1072
1081
1050
1064
1073
1041
1055
1065
1033
1047
1056
1024
1038
1048
1015
1030
1039
Table S2: Experimental viscosity data for PEGn-imidazoles with temperature.
T (K)
293.15
298.15
303.15
308.15
313.15
318.15
323.15
333.15
343.15
353.15
Viscosity (kg m-1 s-1 x 1000) at given temperature
PEG1-imidazole PEG2-imidazole PEG3-imidazole
5.65
10.84
18.03
4.86
9.12
14.71
4.21
7.69
12.11
3.73
6.57
10.15
3.30
5.67
8.61
2.94
4.95
7.39
2.65
4.37
6.39
2.18
3.48
4.93
1.84
2.85
3.93
1.57
2.37
3.21
Table S3: Experimental CO2 solubility data used to calculate enthalpies of solution from van’t Hoff
Equation. (x CO2 at 5 bar).
-1
H (bar)
81.0
118
156
197
H (bar)
64.3
100
144
195
H (bar)
57.9
84.3
116
152
PEG1-imidazole + CO2 (∆Hsoln = -16.8 +/- 0.6 kJ mol )
o
-1
+/T ( C)
T (K)
1/T (K )
x CO2
1.0
25
298.15
0.00335
0.061728
2
40
313.15
0.00319
0.042373
3
55
328.15
0.00305
0.032051
4
70
343.15
0.00291
0.025381
-1
PEG2-imidazole + CO2 (∆Hsoln = -19.7 +/- 3.1 kJ mol )
o
-1
+/T ( C)
T (K)
1/T (K )
x CO2
1.0
25
298.15
0.00335
0.07776
3
40
313.15
0.00319
0.05000
5
55
328.15
0.00305
0.034722
7
70
343.15
0.00291
0.025641
-1
PEG3-imidazole + CO2 (∆Hsoln = -17.8 +/- 0.4 kJ mol )
o
-1
+/T ( C)
T (K)
1/T (K )
x CO2
0.9
25
298.15
0.00335
0.086356
2.0
40
313.15
0.00319
0.059312
2
55
328.15
0.00305
0.043103
3
70
343.15
0.00291
0.032895
ln (x CO2)
-2.78501
-3.16125
-3.44042
-3.67377
ln (x CO2)
-2.55412
-2.99573
-3.36038
-3.66356
ln (x CO2)
-2.44928
-2.82494
-3.14415
-3.41444
Table S4: COSMOTherm CO2 solubility predictions used to calculate enthalpies of solution from van’t
Hoff Equation. (x CO2 at 5 bar).
-1
PEG1-imidazole + CO2 (∆Hsoln = -16.0 kJ mol )
o
-1
H (bar)
T ( C)
T (K)
1/T (K )
x CO2
53.87042459
25
298.15
0.00335
0.092815
73.93187807
40
313.15
0.00319
0.06763
97.91267385
55
328.15
0.00305
0.051066
125.76623046
70
343.15
0.00291
0.039756
-1
PEG2-imidazole + CO2 (∆Hsoln = -15.7 kJ mol )
o
-1
H (bar)
T ( C)
T (K)
1/T (K )
x CO2
54.2689962
25
298.15
0.00335
0.093354
74.0217181
40
313.15
0.00319
0.068443
97.47649992
55
328.15
0.00305
0.051974
124.55013948
70
343.15
0.00291
0.040676
-1
PEG3-imidazole + CO2 (∆Hsoln = -15.5 kJ mol )
o
-1
H (bar)
T ( C)
T (K)
1/T (K )
x CO2
53.88205973
25
298.15
0.00335
0.094025
73.19443493
40
313.15
0.00319
0.069216
96.0201029
55
328.15
0.00305
0.052762
122.25276311
70
343.15
0.00291
0.041441
ln (x CO2)
-2.37714
-2.69371
-2.97464
-3.22499
ln (x CO2)
-2.37135
-2.68176
-2.95701
-3.20211
ln (x CO2)
-2.3642
-2.67052
-2.94196
-3.18349
Figures S1-S6: σ-surfaces of PEGn-imidazoles and 1-n-alkylimidazole analogues from COSMOTherm.
PEGn-imidazole
1-n-alkylimidazole analogue
Figure S1: PEG1-imidazole
Figure S4: 1-butylimidazole
Figure S2: PEG2-imidazole
Figure S5: 1-heptylimidazole
Figure S3: PEG3-imidazole
Figure S6: 1-decylimidazole
Figure S7: Comparison of σ-profiles of PEG1-imidazole (blue) and 1-butylimidazole (red).
Figure S8: Comparison of σ-profiles of PEG2-imidazole (blue) and 1-heptylimidazole (red).
Figure S9: Comparison of σ-profiles of PEG3-imidazole (blue) and 1-decylimidazole (red).