Supporting Information

Selective Separation of Hydrogen Sulfide with

Pyridinium-based Ionic Liquids
a, b
Xue Wang, Shaojuan Zeng, a, * Junli Wang, c Dawei Shang, a Xiangping Zhang, a,

d,
* Jindun Liu, b and Yatao Zhang b

a
Beijing Key Laboratory of Ionic Liquids Clean Process, State Key Laboratory of

Multiphase Complex Systems, Institute of Process Engineering, Chinese Academy of

Sciences, Beijing, 100190, China.

b
School of Chemical Engineering and Energy, Zhengzhou University, Zhengzhou

450001, China.

c
State Key Laboratory of Chemical Resource Engineering, Beijing University of

Chemical Technology, Beijing, 100029, China.

d
College of Chemical and Engineering, University of Chinese Academy of Sciences,

Beijing 100049, China

*
Email: sjzeng@ ipe.ac.cn；xpzhang@ipe.ac.cn

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1. NMR data and FTIR spetra of the pyridinium-based ILs
[C4Py][BF4]: 1H NMR (d6-DMSO): δ9.09[d, 2H], 8.61[t, 1H], 8.16[t, 2H], 4.62 [t,

2H], 1.92[m, 2H], 1.30[m, 2H], 0.92[t, 3H]；13C NMR (d6-DMSO): 145.44, 144.71,

128.05, 60.54, 32.59, 18.7, 13.25

[C4Py][NTf2]: 1H NMR (d6-DMSO): δ9.09[d, 2H], 8.61[t, 1H], 8.16[t, 2H], 4.60[t,
13
2H], 1.90[m, 2H], 1.30[m, 2H], 0.92[t, 3H]; C NMR (d6-DMSO):145.9, 145.19,
128.07, 121.01, 60.55, 32.61, 18.71, 13.24
[C4Py][SCN]: 1H NMR (d6-DMSO): δ9.12[d, 2H], 8.62[t, 1H], 8.18[t, 2H], 4.63 [t,
13
2H], 1.92[m, 2H], 1.30[m, 2H], 0.92[t, 3H]; C NMR (d6-DMSO) : 145.94, 145.21,

128.25, 128.1, 60.55, 32.63, 18.74, 13.29

[C4Py][NO3]: 1H NMR (d6-DMSO): δ9.10[d, 2H], 8.61[t, 1H], 8.17[t, 2H], 4.61[t,
2H], 1.90[m, 2H], 1.29[m, 2H], 0.92[t, 3H]; 13C NMR (d6-DMSO) :145.37, 144.65,
127.99, 60.45, 32.54, 19.65, 13.2
[C6Py][SCN]: 1H NMR (d6-DMSO): δ9.11[d, 2H], 8.61[t, 1H], 8.18[t, 2H], 4.61 [t,
13
2H], 1.92[m, 2H], 1.28[m, 6H], 0.92[t, 3H]; C NMR (d6-DMSO) : 145.44, 144.70,

128.06, 60.75, 30.62, 30.50, 25.02, 21.81, 13.78

[C8Py][SCN]: 1H NMR (d6-DMSO): δ9.10[d, 2H], 8.62[t, 1H], 8.18[t, 2H], 4.60 [t,
13
2H], 1.92[m, 2H], 1.26[m, 10H], 0.86[t, 3H]; C NMR (d6-DMSO) : 145.46, 144.75,

128.07, 60.78, 31.09, 30.66, 28.39, 28.30, 28.18, 25.37, 22.00, 13.90

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 Figure S1. FTIR spectra of prepared pyridinium-based ILs.

Table S1 Impurity of the pyridinium-based ILs

ILs Water content / wt % Halide content / wt %

[C4Py][BF4] 0.20 0.29

[C4Py][NTf2] 0.10 0.15

[C4Py][NO3] 0.15 0.15

[C4Py][SCN] 0.17 0.18

[C6Py][SCN] 0.15 0.32

[C8Py][SCN] 0.12 0.40

u is the standard uncertainties, and u = 0.01.

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 Table S2. Densities of the pyridinium-based ILs at different temperatures a

Density/g.cm-3
ILs
303.15 K 313.15 K 323.15 K 333.15 K

[C4Py][BF4] 1.2318 1.2249 1.2181 1.2113

[C4Py][NTf2] 1.4498 1.4404 1.4311 1.4218

[C4Py][SCN] 1.1201 1.1143 1.1087 1.1030

[C4Py][NO3] 1.1677 1.1617 1.1557 1.1497

[C6Py][SCN] 1.0461 1.0404 1.0348 1.0293

[C8Py][SCN] 1.0177 1.0122 1.0066 1.0012

a
Standard uncertainties u are u(T) = 0.1 K

Table S3. Viscosities of the pyridinium-based ILs at different temperatures a

Viscosity / mPa·
ILs
303.15 K 313.15 K 323.15 K 333.15 K

[C4Py][BF4] 121.2368 70.9048 47.4093 32.7528

[C4Py][NTf2] 48.1445 32.5951 23.3291 17.4754

[C4Py][SCN] 64.4439 42.0263 29.2433 21.4943

[C4Py][NO3] 192.4850 109.2346 67.5522 44.8538

[C6Py][SCN] 108.7000 66.4380 44.0690 30.7900

[C8Py][SCN] 185.2100 109.5100 69.7860 47.0770

a
Standard uncertainties u are u(T) = 0.1 K.

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 Table S4. Solubility of H2S in ILs a
[C4Py][NTf2] [C4Py][SCN] [C4Py][NO3] [C4Py][BF4]
P/bar X/ H2S P/bar X/ H2S P/bar X/ H2S P/bar X/ H2S
T=303.15 K
0 0 0 0 0 0 0 0
1.60 0.133±0.003 1.04 0.097±0.002 1.74 0.144±0.003 1.03 0.073±0.002
2.97 0.224±0.005 1.94 0.167±0.003 2.40 0.187±0.004 2.07 0.141±0.003
3.92 0.281±0.006 3.25 0.251±0.005 3.12 0.230±0.005 3.17 0.206±0.004
4.99 0.339±0.008 4.34 0.308±0.006 3.90 0.274±0.005 4.45 0.272±0.005
5.94 0.385±0.009 5.20 0.354±0.007 5.43 0.348±0.008 5.70 0.332±0.005
6.63 0.401±0.009 6.54 0.367±0.007
T=313.15 K
0 0 0 0 0 0 0 0
1.11 0.088±0.002 1.04 0.092±0.002 1.30 0.078±0.002 1.26 0.075±0.002
2.27 0.163±0.003 2.34 0.179±0.003 2.31 0.148±0.003 2.03 0.117±0.003
3.36 0.229±0.004 3.24 0.229±0.004 3.15 0.198±0.004 3.09 0.170±0.003
4.45 0.285±0.004 4.21 0.277±0.005 4.07 0.240±0.005 4.24 0.223±0.004
5.41 0.334±0.006 5.03 0.313±0.006 5.10 0.287±0.005 5.15 0.267±0.005
6.39 0.380±0.006 5.74 0.346±0.006 5.88 0.324±0.006 6.18 0.307±0.005
T=323.15 K
0 0 0 0 0 0 0 0
1.07 0.067±0.002 1.34 0.095±0.002 1.59 0.102±0.002 1.79 0.090±0.002
2.00 0.130±0.003 2.55 0.161±0.004 3.00 0.177±0.004 2.54 0.123±0.002
2.67 0.168±0.004 3.40 0.203±0.005 3.84 0.215±0.004 3.37 0.156±0.003
4.02 0.238±0.006 4.31 0.244±0.005 4.84 0.257±0.005 4.69 0.209±0.005
5.13 0.289±0.007 5.70 0.299±0.005 5.76 0.292±0.006 5.96 0.254±0.005
6.33 0.338±0.008 6.44 0.317±0.006 7.02 0.290±0.006
T=333.15 K
0 0 0 0 0 0 0 0
1.04 0.067±0.002 1.38 0.073±0.002 1.49 0.070±0.002 1.30 0.035±0.001
2.15 0.130±0.002 2.95 0.147±0.003 2.62 0.128±0.003 2.35 0.078±0.001
3.51 0.193±0.003 4.15 0.196±0.004 3.71 0.176±0.004 3.32 0.117±0.003
4.74 0.247±0.004 5.09 0.231±0.005 4.77 0.221±0.005 4.30 0.155±0.004
5.84 0.291±0.004 6.22 0.271±0.005 5.77 0.257±0.005 5.21 0.187±0.005
6.68 0.326±0.005 6.80 0.293±0.006 6.15 0.217±0.005
a
X is the mole fraction of H2S, P is the equilibrium pressure, T is the temperature and u(i) is the
standard uncertainties. u(T) = 0.1 K and u(P)=0.5 kPa

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 Table S5. Solubility of CO2 in ILs a
[C4Py][NTf2] [C4Py][SCN] [C4Py][NO3] [C4Py][BF4]
P/bar X/ CO2 P/bar X/ CO2 P/bar X/ CO2 P/bar X/ CO2
T=303.15 K
0 0 0 0 2.30 0.025±0.001 3.61 0.047±0.001
3.46 0.094±0.002 4.68 0.031±0.001 3.99 0.045±0.001 6.55 0.095±0.002
6.82 0.175±0.003 8.06 0.063±0.002 6.85 0.078±0.002 9.55 0.137±0.003
9.65 0.238±0.004 11.11 0.094±0.002 8.54 0.095±0.003 11.84 0.165±0.003
12.69 0.298±0.005 14.64 0.126±0.003 10.94 0.119±0.003 13.89 0.187±0.003
16.97 0.364±0.006 17.55 0.153±0.003 13.71 0.143±0.004 16.75 0.216±0.003
18.94 0.397±0.006 20.99 0.180±0.003 15.81 0.161±0.004 21.00 0.268±0.004
T=313.15 K
0 0 0 0 2.40 0.024±0.001 2.44 0.033±0.001
4.76 0.113±0.002 3.86 0.030±0.001 4.43 0.045±0.001 5.49 0.071±0.001
7.38 0.167±0.002 6.81 0.054±0.001 7.95 0.078±0.002 7.03 0.094±0.002
10.04 0.216±0.003 9.84 0.081±0.001 11.15 0.109±0.002 8.76 0.112±0.002
13.26 0.268±0.003 13.06 0.106±0.002 13.97 0.139±0.003 11.23 0.140±0.002
17.72 0.331±0.004 16.10 0.129±0.002 17.61 0.166±0.003 14.26 0.170±0.003
18.83 0.347±0.004 20.02 0.155±0.003 21.06 0.190±0.004 16.99 0.197±0.004
T=323.15 K
0 0 0 0 2.80 0.024±0.001 2.61 0.029±0.001
4.33 0.087±0.002 4.10 0.031±0.001 4.92 0.042±0.001 4.52 0.052±0.001
7.10 0.140±0.003 6.84 0.050±0.001 6.84 0.060±0.001 6.13 0.073±0.001
9.88 0.191±0.004 10.42 0.075±0.002 9.06 0.079±0.002 9.63 0.112±0.002
12.70 0.239±0.004 12.95 0.094±0.002 11.95 0.102±0.002 12.84 0.141±0.003
15.57 0.283±0.005 16.13 0.115±0.003 14.83 0.125±0.003 15.98 0.168±0.003
19.11 0.329±0.006 20.64 0.145±0.003 19.58 0.161±0.003 17.99 0.186±0.004
T=333.15 K
0 0 2.65 0.019±0.001 2.53 0.023±0.001 2.23 0.026±0.001
4.13 0.066±0.001 4.16 0.030±0.001 4.06 0.038±0.001 4.18 0.047±0.001
7.28 0.120±0.002 7.42 0.054±0.001 7.01 0.062±0.001 6.88 0.076±0.001
9.92 0.166±0.003 9.12 0.067±0.001 11.52 0.096±0.002 8.78 0.096±0.002
13.08 0.216±0.004 12.12 0.086±0.001 14.77 0.119±0.002 11.56 0.120±0.002
16.02 0.259±0.004 15.15 0.106±0.002 16.87 0.135±0.002 14.99 0.150±0.003
19.30 0.303±0.005 19.60 0.133±0.002 19.88 0.157±0.002 18.87 0.180±0.003
a
X is the mole fraction of CO2, P is the equilibrium pressure, T is the temperature and u(i) is the
standard uncertainties. u(T) = 0.1 K and u(P)=0.5 kPa.

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