Desulfurization and denitrogenation from gasoline and diesel fuels by means of ionic liquids. Antje R. Hansmeier, G.Wytze Meindersma and André B. de Haan.
Electronic Supplementary Material (ESI) for Green Chemistry This journal is © The Royal Society of Chemistry 2011
Desulfurization and denitrogenation from gasoline and diesel fuels by means of ionic liquids Antje R. Hansmeier, G.Wytze Meindersma and André B. de Haan. Eindhoven University of Technology, SPS, P.O. Box 513, 5600 MB Eindhoven, The Netherlands Additional experimental data Table 4. Experimental results sulfur model feed at T = 313.15 K D toluene. [g/g]
D tetralin [g/g]
D thiophene . [g/g]
D DBT [g/g]
S toluene/ n-heptane
S tetralin/ n-heptane
S thiophene/ n-heptane
S DBT/ n-heptane
0.37
0.24
0.92
1.78
30.4
19.7
75.7
146.5
0.34
0.23
0.89
1.69
26.8
18.1
70.1
133.1
[4-mebupy] SCN
0.30
0.20
0.80
1.60
28.2
18.8
75.3
150.6
[bmim] N(CN) 2
0.28
0.18
0.74
1.10
28.7
18.4
75.7
112.6
Ionic Liquid [3-mebupy] N(CN) 2 [4-mebupy] N(CN) 2
[bmim] SCN
0.23
0.18
0.47
0.73
21.8
17.1
44.6
69.3
[bmim] C(CN) 3
0.39
0.28
0.92
1.79
33.1
23.7
70.2
136.6
sulfolane
0.35
0.40
0.77
1.17
20.8
23.8
45.8
69.6
Table 5. Experimental results sulfur model feed at T = 348.15 K D toluene. [g/g]
D tetralin [g/g]
D thiophene . [g/g]
D DBT [g/g]
S toluene/ n-heptane
S tetralin/ n-heptane
S thiophene/ n-heptane
S DBT/ n-heptane
0.33
0.24
0.74
1.21
26.2
19.0
58.7
96.0
0.32
0.23
0.73
1.10
24.6
17.7
56.2
84.6
[4-mebupy] SCN
0.27
0.20
0.72
1.05
20.3
15.0
54.1
78.9
[bmim] N(CN) 2
0.30
0.13
0.69
0.84
25.7
11.1
59.1
72.0
[bmim] [SCN]
0.21
0.10
0.45
0.53
15.7
7.5
33.7
39.7
[bmim] C(CN) 3
0.35
0.26
0.77
1.15
28.7
21.3
63.1
94.3
sulfolane
0.36
0.43
0.80
1.20
17.1
20.4
37.9
56.9
Ionic Liquid [3-mebupy] N(CN) 2 [4-mebupy] N(CN) 2
Table 6. Experimental results nitrogen model feed at T = 313.15 K Ionic Liquid [3-mebupy]N(CN) 2 [4-mebupy]N(CN) 2 [bmim]N(CN) 2 [bmim]C(CN) 3 sulfolane
824
S toluene/ n-heptane 26.7
S tetralin/ n-heptane 16.5
168
757
24.0
16.1
122
157
710
17.2
10.9
136
176
795
27.0
15.0
144
186
839
17.5
25.5
D toluene. [g/g]
D tetralin [g/g]
D pyrrol. [g/g]
D indole [g/g]
D carbazole [g/g]
0.27
0.16
140
180
0.24
0.16
130
0.17
0.11
0.27
0.15
0.35
0.51
1
Electronic Supplementary Material (ESI) for Green Chemistry This journal is © The Royal Society of Chemistry 2011
µV
ex emim alcl4 55i_2.DATA
ethylbenzene
220,000
tetralin
acetone
240,000
200,000 180,000 160,000 140,000 120,000 100,000
benzothiophene
60,000
heptane
SPW 0.10
40,000 20,000
dibenzothiophene
STH 5.00
80,000
0
RT [min] 0
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
Fig. 4. GC-chromatogram sulfur model feed
28,000 µV
ex emim alcl4 55i_2.DATA tetralin
26,000 24,000 22,000 20,000 18,000 16,000 14,000
benzothiophene
12,000 10,000 8,000 6,000 4,000 2,000 0 -2,000 -4,000 -6,000 -8,000 11
RT [min] 11.1
11.2
11.3
11.4
11.5
11.6
11.7
11.8
11.9
12
12.1
12.2
12.3
12.4
12.5
12.6
12.7
12.8
12.9
13
13.1
Fig. 5. GC-chromatogram sulfur model feed, detail: benzothiophene
2
