Nitroaromatic Compounds to Induce a Partial Positive Charge on the Silver Nanoparticle Surface for Facilitated Transport Membranes for Olefin/Paraffin Separation

Yebin Eum; Byung Su Kim; Il Seok Chae; Gi Hyeon Moon; Seul Chan Park; Jaeyoung Jang; Yong Soo Kang

Macromolecular Research, Vol.28, No.11, 1026-1031, October, 2020

DOI10.1007/s13233-020-8131-z Export Citation

Nitroaromatic Compounds to Induce a Partial Positive Charge on the Silver Nanoparticle Surface for Facilitated Transport Membranes for Olefin/Paraffin Separation

Yebin Eum, Byung Su Kim, Il Seok Chae, Gi Hyeon Moon, Seul Chan Park, Jaeyoung Jang^†, and Yong Soo Kang^†

Department of Energy Engineering, Hanyang University, Seoul 04763, Korea

E-mail:,

Two nitroaromatic compounds (NACs), 1,2-dinitrobenzene (DNB) and 3,4-dinitrotoluene (DNT), were utilized as polarizers to induce a partial positive charge on the silver nanoparticle (Ag NP) surface with the help of the strong electron withdrawing property of the nitro group. Membranes containing surface-charged Ag NPs dispersed in poly(N-vinyl pyrrolidone) showed remarkably high separation performance for propylene/propane mixtures. The mixed-gas selectivity was higher than 170, which is the highest among polymer-based membranes ever reported including composite membranes, and the propylene permeance was about 0.9 gas permeance unit (GPU). This high separation performance is due to the facilitated olefin transport, where Ag NPs with a positive charge, as an olefin carrier, interact specifically and reversibly with propylene, but not with propane. Therefore, it was found that the facilitated olefin transport yielding extremely high separation performance is strongly associated with the binding energy of silver atoms, which is a measure of the positive charge density on the Ag NP surface.

Keywords:polymer membrane;gas separation;olefin/paraffin separation;selectivity;nitroatromatic compounds

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[2] Nishide H, Ohyanagi M, Okada O, Tsuchida E, Macromolecules, 19, 494 (1986)

[3] Ohyanagi M, Nishide H, Suenaga K, Tsuchida E, Macromolecules, 21, 1590 (1988)

[4] Nishide H, Tsukahara Y, Tsuchida E, J. Phys. Chem. B, 102(44), 8766 (1998)

[5] Nishide H, Ohyanagi M, Okada O, Tsuchida E, Macromolecules, 20, 417 (1987)

[6] Smith DR, Quinn JA, AIChE J., 25, 197 (1979)

[7] Noble RD, J. Membr. Sci., 50, 207 (1990)

[8] Rabago R, Bryant DL, Koval CA, Noble RD, Ind. Eng. Chem. Res., 35(4), 1090 (1996)

[9] Noble RD, J. Membr. Sci., 378(1-2), 393 (2011)

[10] Cussler EL, Aris R, Bhown A, J. Membr. Sci., 43, 149 (1989)

[11] Kang YS, Hong JM, Jang J, Kim UY, J. Membr. Sci., 109(2), 149 (1996)

[12] Hong JM, Kang YS, Jang J, Kim UY, J. Membr. Sci., 109(2), 159 (1996)

[13] Pinnau I, Toy LG, Casillas C, U.S. Patetn 5,670,051 (1997).

[14] LeBlanc OH, Ward WJ, Matson SL, Kimura SG, J. Membr. Sci., 6, 339 (1980)

[15] Eriksen OI, Aksnes E, Dahl IM, J. Membr. Sci., 85(1), 89 (1993)

[16] Pinnau I, Toy LG, J. Membr. Sci., 184(1), 39 (2001)

[17] Ortiz A, Gorri D, Irabien A, Ortiz I, J. Membr. Sci., 360(1-2), 130 (2010)

[18] Koval CA, Spontarelli T, J. Am. Chem. Soc., 110, 293 (1988)

[19] Hong SU, Jin JH, Won J, Kang YS, Adv. Mater., 12(13), 968 (2000)

[20] Burns RL, Koros WJ, J. Membr. Sci., 211(2), 299 (2003)

[21] Won J, Kang YS, Nishide H, Wiley-VCH GmbH & Co. KGaA, Weinheim, Chap. 9, pp 361-403 2003.

[22] Kang YS, Kang SW, Kim H, Kim JH, Won J, Kim CK, Char K, Adv. Mater., 19(3), 475 (2007)

[23] Choi H, Lee JH, Kim YR, Song D, Kang SW, Lee SS, Kang YS, Chem. Commun, 50, 3194 (2014)

[24] Kim M, Kang SW, Sci. Rep., 9, 4266 (2019)

[25] Chae IS, Kang SW, Park JY, Lee YG, Lee JH, Won J, Kang YS, Angew. Chem.-Int. Edit., 123, 3038 (2011)

[26] Chae IS, Kang SW, Kang YS, RSC Adv., 4, 30156 (2014)

[27] Jeon HS, Cho YH, Kang SW, Macromol. Res., 28(5), 445 (2020)

[28] Lee JH, Kang SW, Yeom MS, Kim YR, Choi H, Song D, Won J, Kang YS, J. Mater. Chem. A, 2, 6987 (2014)

[29] Mock RS, Grismrud EP, J. Am. Chem. Soc., 111, 2861 (1989)

[30] Zhao LB, Huang YF, Liu XM, Anema JR, Wu DY, Ren B, Tian ZQ, Phys. Chem. Chem. Phys., 14, 12919 (2012)

[31] Lee SJ, Kim TY, Kang YS, Macromol. Res., 26(5), 399 (2018)

[32] de Boer B, Hadipour A, Mandoc MM, van Woudenbergh T, Blom PWM, Adv. Mater., 17(5), 621 (2005)

[33] Prieto P, Nistor V, Nouneh K, Oyama M, Abd-Lefdil M, Diaz R, Appl. Surf. Sci., 258(22), 8807 (2012)

[34] Li W, Su P, Li Z, Xu Z, Wang F, Ou H, Zhang J, Zhang G, Zeng E, Nat. Commun., 8, 406 (2017)

[35] Jiang X, Li S, Bai Y, Shao L, J. Mater. Chem. A, 7, 10898 (2019)

[36] Bachman JE, Smith ZP, Li T, Xu T, Long JR, Nat. Mater., 15(8), 845 (2016)

[37] Najafi M, Sadeghi M, Shamsabadi AA, Dinari M, Soroush M, ChemistrySelect, 5, 3675 (2020)