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COMMUNICATION
Journal Name
Soc., 2011, 133, 5853-5860.
Chem. Soc., 2012, 134, 19524-19527.
7 S. Kandambeth, K. Dey and R. Banerjee, J. Am. Chem. Soc., 2019, 141, 1807-1822.
owing to their stronger polarity providing stronger interaction with
the polarized pore space of polymer. The adsorption capacity of TKH-
POP-1 towards ethanol, acetonitrile and benzene reached 22.2 mmol
DOI: 10.1039/C9CC09710D
1
1
-1
-1
-1
o
g , 35.8mmol g and 18.2 mmol g at P/P0=0.95 (25 C) respectively. 18 P. Wei, M. Qi, Z. Wang, S. Ding, W. Yu, Q. Liu, L. Wang, H. Wang, W. An and W. Wang,
J. Am. Chem. Soc., 2018, 140, 4623-4631.
They were much higher than the commercially available activated
1
9 H. Fu, Z. Zhang, W. Fan, S. Wang, Y. Liu and M. Huang, J. Mater. Chem. A, 2019, 7,
5048-15053.
2
-1
carbon with BET surface area of 316 m g and many other porous
1
3
6-39
materials in literature
S8)
(Figure 5b, Figure S27-28 and Table S6- 20 X. Liu, X. Luo, H. Deng, W. Fan, S. Wang, C. Yang, X. Sun, S. Chen and M. Huang, Chem.
4
0-42
Mater., 2019, 31, 5421-5430.
. The Adsorption of TKH-POP-1 towards water vapor was also
2
2
1 H.Y. Lee, X. Song, H. Park, M. Baik and D. Lee, J. Am. Chem. Soc., 2010, 132, 12133-
2144.
2
investigated, showing a rapid linear uptake increase of H O in
1
-1
P/P0=0-0.2, and the adsorption capacity reached 2.0 mmol g at
P/P0=0.2, higher than functionalized porous carbon materials (Table
2 G. Ji, Z. Yang, H. Zhang, Y. Zhao, B. Yu, Z. Ma and Z. Liu, Angew. Chem., Int. Ed., 2016,
55, 9685-9689.
-1
23 R. Deloncle, Y. Coppel, C. Rebout, J. Majoral and A. Caminade, Magn. Reson. Chem.,
008, 46, 493-496.
4 K.J. Msayib and N.B. McKeown, J. Mater. Chem. A, 2016, 4, 10110-10113.
S4). The H
2
O adsorption capacity at P/P0=0.96 was 39.6 mmol g ,
2
much higher than many functionalized porous materials with higher
2
BET surface area (Table S5). In view of the excellent adsorption 25 M.F. Jimenez-Solomon, Q. Song, K.E. Jelfs, M. Munoz-Ibanez and A.G. Livingston, Nat.
Mater., 2016, 15, 760-767.
6 J.H. Park, A.H. Goldstein, J. Timkovsky, S. Fares, R. Weber, J. Karlik and R. Holzinger,
Science, 2013, 341, 643-647.
7 J. Trostl, W.K. Chuang, H. Gordon, M. Heinritzi, C. Yan, et. Al. Nature, 2016, 533, 527-
531.
8 S. Liu, Y. Peng, J. Chen, W. Shi, T. Yan, B. Li, Y. Zhang and J. Li, J. Mater. Chem. A, 2018,
performance of ethanol vapor, we examined the adsorption of
2
2
2
2
ethanol on TKH-POP-1 at different temperatures (Figure S29-30), and
further investigated the isosteric heats of adsorption (Figure S31),
which could assess the interaction between adsorbent and
adsorbate.
6
, 13769-13777.
In summary, the structure of tris(β-keto-hydrazo)cyclohexane has
been proved unambiguously via the advanced NMR technique,
showing the N-H direct connection by 2D-NMR as well as two kinds
9 J.M. Kim, J.H. Kim, C.Y. Lee, D.W. Jerng and H.S. Ahn, J. Hazard. Mater., 2018, 344,
458-465.
0 A. Nomura and C.W. Jones, ACS Appl. Mater. Interfaces, 2013, 5, 5569-5577.
1 B. Dou, Q. Hu, J. Li, S. Qiao and Z. Hao, J. Hazard. Mater., 2011, 186, 1615-1624.
2 J. Wang, G. Wang, W. Wang, Z. Zhang, Z. Liu and Z. Hao, J. Mater. Chem. A, 2014, 2,
3
3
3
1
5
of very different chemical shifts in N-NMR. The novel TKH-POPs
with excellent VOCs adsorption capacity have been synthesized, via
1
4028-14037.
an irreversible tautomerization from tris(β-hydroxyl-azo)benzene to 33 J. Sun, M. Ji, C. Chen, W. Wang, P. Wang, R. Chen and J. Zhang, Chem. Commun., 2013,
9, 1624-1626.
4 G. Li, B. Song, S. Wang, L. Pei, S. Liu, J. Song and Q. Yang, ACS Omega, 2019, 4, 1995-
000.
4
tris(β-keto-hydrazo)cyclohexane.
adsorption capacity for ethanol and benzene up to 22.2 mmol g and
TKH-POP-1
showed
high
3
-1
2
-
1
1
6
8.2 mmol g at 298 K respectively. And the adsorption capacity of 35 H. Liu, B. Yang and N. Xue, J. Hazard. Mater., 2016, 318, 425-432.
-
1
36 M.G. Cowan, R.G. Miller, P.D. Southon, J.R. Price, O. Yazaydin, J.R. Lane, C.J. Kepert
6.3 mmol g for acetonitrile at 298 K outperformed all reported
and S. Brooker, Inorg. Chem., 2014, 53, 12076-12083.
7 S. Furmaniak, Environ. Technol., 2015, 36, 1984-1999.
8 J. Sun, M. Ji, C. Chen, W. Wang, P. Wang, R. Chen and J. Zhang, Chem. Commun., 2013,
49, 1624-1626.
9 F. Ma, S. Liu, D. Liang, G. Ren, F. Wei, Y. Chen and Z. Su, J. Solid State Chem., 2011,
3
4
porous absorbents . The development of more functional POPs
using this fascinating irreversible tautomerization is going on in our
lab. The relevant results will be reported in due course.
3
3
3
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1
84, 3034-3039.
0 J. Qi, J. Li, Y. Li, X. Fang, X. Sun, J. Shen, W. Han and L. Wang, Chem. Eng. J., 2017, 307,
89-998.
Conflicts of Interest
There are no conflicts of interest to declare.
9
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1 Y. Sha, S. Bai, J. Lou, D. Wu, B. Liu and Y. Ling, Dalton Trans., 2016, 45, 7235-7239.
2 Y. Huang, Z. Lin, H. Fu, F. Wang, M. Shen, X. Wang and R. Cao, Chemsuschem, 2014, 7,
Acknowledgements
2
647-2653.
The authors thank the National Natural Science Foundation of China
(
(
No. 21772013 and 21905022), Beijing Natural Science Foundation
No. 2162039 and 2202049) and the Fundamental Research Funds
for the Central Universities for generous support. Prof. Dr. Xianzhong
Yan and Prof. Dr. Yi Xue were thanked for the kind suggestion for 2D-
NMR determination on model compounds.
Notes and references
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