Gas separation mechanism of CO2 selective amidoxime-poly(1-trimethylsilyl-1-propyne) membranes

Feng, Hongbo; Hong, Tao; Mahurin, Shannon Mark; Vogiatzis, Konstantinos D.; Gmernicki, Kevin R.; Long, Brian K.; Mays, Jimmy W.; Sokolov, Alexei P.; Kang, Nam -Goo; Saito, Tomonori

doi:10.1039/C7PY00056A

Title: Gas separation mechanism of CO₂ selective amidoxime-poly(1-trimethylsilyl-1-propyne) membranes

Journal Article · Tue May 09 00:00:00 EDT 2017 · Polymer Chemistry

DOI:https://doi.org/10.1039/C7PY00056A· OSTI ID:1361374

Feng, Hongbo ^[1]; Hong, Tao ^[1]; Mahurin, Shannon Mark ^[2]; Vogiatzis, Konstantinos D. ^[1]; Gmernicki, Kevin R. ^[1]; Long, Brian K. ^[1]; Mays, Jimmy W. ^[1]; Sokolov, Alexei P. ^[1]; Kang, Nam -Goo ^[1]; Saito, Tomonori ^[2]

Univ. of Tennessee, Knoxville, TN (United States)
Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)

Polymeric membranes for CO₂ separation have drawn significant attention in academia and industry. We prepared amidoxime-functionalized poly(1-trimethylsilyl-1-propyne) (AO-PTMSP) membranes through hydrosilylation and post-polymerization modification. Compared to neat PTMSP membranes, the AO-PTMSP membranes showed significant enhancements in CO₂/N₂ gas separation performance (CO₂ permeability ~6000 Barrer; CO₂/N₂ selectivity 17). This systematic study provides clear guidelines on how to tune the CO₂-philicity within PTMSP matrices and the effects on gas selectivity. Key parameters for elucidating the gas transport mechanism were discussed based on CO₂ sorption measurements and fractional free volume estimates. The effect of the AO content on CO₂/N₂ selectivity was further examined by means of density functional theory calculations. Here, both experimental and theoretical data provide consistent results that conclusively show that CO₂/N₂ separation performance is enhanced by increased CO₂ polymer interactions.

View Accepted Manuscript (DOE)

Cite

Export

Save

Research Organization:: Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)

Sponsoring Organization:: USDOE Laboratory Directed Research and Development (LDRD) Program; USDOE Office of Science (SC); USDOE Office of Fossil Energy (FE)

Grant/Contract Number:: AC05-00OR22725

OSTI ID:: 1361374

Journal Information:: Polymer Chemistry, Vol. 8, Issue 21; ISSN 1759-9954

Publisher:: Royal Society of ChemistryCopyright Statement

Country of Publication:: United States

Language:: English

Citation Metrics:

Cited by: 20 works

Citation information provided by
Web of Science

References (41)

Effect of the damping function in dispersion corrected density functional theory Grimme, Stefan; Ehrlich, Stephan; Goerigk, Lars Journal of Computational Chemistry, Vol. 32, Issue 7 https://doi.org/10.1002/jcc.21759	journal	March 2011
Balanced basis sets of split valence, triple zeta valence and quadruple zeta valence quality for H to Rn: Design and assessment of accuracy Weigend, Florian; Ahlrichs, Reinhart Physical Chemistry Chemical Physics, Vol. 7, Issue 18, p. 3297-3305 https://doi.org/10.1039/b508541a	journal	January 2005
Impact of tuning CO2-philicity in polydimethylsiloxane-based membranes for carbon dioxide separation Hong, Tao; Chatterjee, Sabornie; Mahurin, Shannon M. Journal of Membrane Science, Vol. 530 https://doi.org/10.1016/j.memsci.2017.02.033	journal	May 2017
Ab Initio Study of the Adsorption of Small Molecules on Metal–Organic Frameworks with Oxo-centered Trimetallic Building Units: The Role of the Undercoordinated Metal Ion Mavrandonakis, Andreas; Vogiatzis, Konstantinos D.; Boese, A. Daniel Inorganic Chemistry, Vol. 54, Issue 17 https://doi.org/10.1021/acs.inorgchem.5b00689	journal	August 2015
Polymer of Intrinsic Microporosity Incorporating Thioamide Functionality: Preparation and Gas Transport Properties Mason, Christopher R.; Maynard-Atem, Louise; Al-Harbi, Nasser M. Macromolecules, Vol. 44, Issue 16 https://doi.org/10.1021/ma200918h	journal	August 2011
Enhanced CO2/N2 selectivity in amidoxime-modified porous carbon Mahurin, Shannon M.; Górka, Joanna; Nelson, Kimberly M. Carbon, Vol. 67 https://doi.org/10.1016/j.carbon.2013.10.018	journal	February 2014
Basis of Permeability/Selectivity Tradeoff Relations in Polymeric Gas Separation Membranes Freeman, Benny D. Macromolecules, Vol. 32, Issue 2 https://doi.org/10.1021/ma9814548	journal	January 1999
Synthesis, Characterization, and Properties of Poly(1-trimethylsilyl-1-propyne)- block -poly(4-methyl-2-pentyne) Block Copolymers Sultanov, Eldar Yu.; Ezhov, Alexander A.; Shishatskiy, Sergey M. Macromolecules, Vol. 45, Issue 3 https://doi.org/10.1021/ma202140c	journal	January 2012
Amidoxime porous polymers for CO2 capture Zulfiqar, Sonia; Awan, Sehrish; Karadas, Ferdi RSC Advances, Vol. 3, Issue 38 https://doi.org/10.1039/c3ra42433b	journal	January 2013
Polymer nanosieve membranes for CO₂-capture applications Du, Naiying; Park, Ho Bum; Robertson, Gilles P. Nature Materials, Vol. 10, Issue 5, p. 372-375 https://doi.org/10.1038/nmat2989	journal	April 2011
Effect of Nanoparticles on Gas Sorption and Transport in Poly(1-trimethylsilyl-1-propyne) Merkel, Timothy C.; He, Zhenjie; Pinnau, Ingo Macromolecules, Vol. 36, Issue 18 https://doi.org/10.1021/ma0341566	journal	September 2003
Synthesis and Gas Permeation Properties of Spirobischromane-Based Polymers of Intrinsic Microporosity Fritsch, Detlev; Bengtson, Gisela; Carta, Mariolino Macromolecular Chemistry and Physics, Vol. 212, Issue 11 https://doi.org/10.1002/macp.201100089	journal	April 2011
Amidoximes: promising candidates for CO2 capture Zulfiqar, Sonia; Karadas, Ferdi; Park, Joonho Energy & Environmental Science, Vol. 4, Issue 11 https://doi.org/10.1039/c1ee02264d	journal	January 2011
Sorption and transport of hydrocarbon and perfluorocarbon gases in poly(1-trimethylsilyl-1-propyne) Merkel, T. C.; Bondar, V.; Nagai, K. Journal of Polymer Science Part B: Polymer Physics, Vol. 38, Issue 2 https://doi.org/10.1002/(SICI)1099-0488(20000115)38:2<273::AID-POLB1>3.0.CO;2-X	journal	January 2000
Sorption and transport of various gases in polycarbonate Koros, W. J.; Chan, A. H.; Paul, D. R. Journal of Membrane Science, Vol. 2 https://doi.org/10.1016/S0376-7388(00)83242-1	journal	January 1977
van der Waals Volumes and Radii Bondi, A. The Journal of Physical Chemistry, Vol. 68, Issue 3, p. 441-451 https://doi.org/10.1021/j100785a001	journal	March 1964
Effects of aging on the gas permeability and solubility in poly(1-trimethylsilyl-1-propyne) membranes synthesized with various catalysts Nagai, Kazukiyo; Nakagawa, Tsutomu Journal of Membrane Science, Vol. 105, Issue 3 https://doi.org/10.1016/0376-7388(95)00065-K	journal	September 1995
Poly[1-(trimethylsilyl)-1-propyne] and related polymers: synthesis, properties and functions Nagai, Kazukiyo; Masuda, Toshio; Nakagawa, Tsutomu Progress in Polymer Science, Vol. 26, Issue 5 https://doi.org/10.1016/S0079-6700(01)00008-9	journal	June 2001
Physical modification of poly [1(trimethylsilyl)-1-propyne] membranes for gas separation Nakagawa, Tsutomu; Fujisaki, Shinji; Nakano, Hiroyuki Journal of Membrane Science, Vol. 94, Issue 1 https://doi.org/10.1016/0376-7388(93)E0169-K	journal	September 1994
Toward reliable density functional methods without adjustable parameters: The PBE0 model Adamo, Carlo; Barone, Vincenzo The Journal of Chemical Physics, Vol. 110, Issue 13 https://doi.org/10.1063/1.478522	journal	April 1999
Pure- and mixed-gas CO2/CH4 separation properties of PIM-1 and an amidoxime-functionalized PIM-1 Swaidan, Raja; Ghanem, Bader S.; Litwiller, Eric Journal of Membrane Science, Vol. 457 https://doi.org/10.1016/j.memsci.2014.01.055	journal	May 2014
Non-covalent Interactions of CO ₂ with Functional Groups of Metal–Organic Frameworks from a CCSD(T) Scheme Applicable to Large Systems Vogiatzis, Konstantinos D.; Klopper, Wim; Friedrich, Joachim Journal of Chemical Theory and Computation, Vol. 11, Issue 4 https://doi.org/10.1021/ct5011888	journal	March 2015
Noninvasive functionalization of polymers of intrinsic microporosity for enhanced CO2 capture Patel, Hasmukh A.; Yavuz, Cafer T. Chemical Communications, Vol. 48, Issue 80 https://doi.org/10.1039/c2cc35392j	journal	January 2012
Power plant post-combustion carbon dioxide capture: An opportunity for membranes Merkel, Tim C.; Lin, Haiqing; Wei, Xiaotong Journal of Membrane Science, Vol. 359, Issue 1-2, p. 126-139 https://doi.org/10.1016/j.memsci.2009.10.041	journal	September 2010
The Chemistry of Amidoximes and Related Compounds. Eloy, F.; Lenaers, R. Chemical Reviews, Vol. 62, Issue 2 https://doi.org/10.1021/cr60216a003	journal	April 1962
Effect of Cross-Link Density on Carbon Dioxide Separation in Polydimethylsiloxane-Norbornene Membranes Hong, Tao; Niu, Zhenbin; Hu, Xunxiang ChemSusChem, Vol. 8, Issue 21 https://doi.org/10.1002/cssc.201501419	journal	November 2015
Uranium Adsorbent Fibers Prepared by Atom-Transfer Radical Polymerization (ATRP) from Poly(vinyl chloride)- co -chlorinated Poly(vinyl chloride) (PVC- co -CPVC) Fiber Brown, Suree; Yue, Yanfeng; Kuo, Li-Jung Industrial & Engineering Chemistry Research, Vol. 55, Issue 15 https://doi.org/10.1021/acs.iecr.5b03355	journal	December 2015
Decarboxylation-Induced Cross-Linking of Polymers of Intrinsic Microporosity (PIMs) for Membrane Gas Separation Du, Naiying; Dal-Cin, Mauro M.; Robertson, Gilles P. Macromolecules, Vol. 45, Issue 12 https://doi.org/10.1021/ma300751s	journal	June 2012
Poly[1-(trimethylsilyl)-1-propyne]: a new high polymer synthesized with transition-metal catalysts and characterized by extremely high gas permeability Masuda, Toshio; Isobe, Eiji; Higashimura, Toshinobu Journal of the American Chemical Society, Vol. 105, Issue 25 https://doi.org/10.1021/ja00363a061	journal	November 1983
Gas transport in TiO2 nanoparticle-filled poly(1-trimethylsilyl-1-propyne) Matteucci, Scott; Kusuma, Victor A.; Sanders, David Journal of Membrane Science, Vol. 307, Issue 2 https://doi.org/10.1016/j.memsci.2007.09.035	journal	January 2008
Performance of nitrile-containing anions in task-specific ionic liquids for improved CO2/N2 separation Mahurin, Shannon M.; Lee, Je Seung; Baker, Gary A. Journal of Membrane Science, Vol. 353, Issue 1-2 https://doi.org/10.1016/j.memsci.2010.02.045	journal	May 2010
High-Performance Carboxylated Polymers of Intrinsic Microporosity (PIMs) with Tunable Gas Transport Properties ^† Du, Naiying; Robertson, Gilles P.; Song, Jingshe Macromolecules, Vol. 42, Issue 16 https://doi.org/10.1021/ma9009017	journal	August 2009
Gas permeation properties of blend and copolymer membranes composed of 1-trimethylsilyl-1-propyne and 1-phenyl-1-propyne structures Nagai, Kazukiyo; Mori, Miyuki; Watanabe, Tetsuya Journal of Polymer Science Part B: Polymer Physics, Vol. 35, Issue 1 https://doi.org/10.1002/(SICI)1099-0488(19970115)35:1<119::AID-POLB10>3.0.CO;2-G	journal	January 1997
An investigation of the high gas permeability of poly (1-Trimethylsilyl-1-Propyne) Ichiraku, Y.; Stern, S. A.; Nakagawa, T. Journal of Membrane Science, Vol. 34, Issue 1 https://doi.org/10.1016/S0376-7388(00)80017-4	journal	November 1987
Chelating polymer granules prepared by radiation-induced homopolymerization. I?Kinetic study of radiation polymerization process Nizam El-Din, H. M. M.; Badawy, S. M.; Dessouki, A. M. Journal of Applied Polymer Science, Vol. 77, Issue 7 https://doi.org/10.1002/1097-4628(20000815)77:7<1405::AID-APP1>3.0.CO;2-5	journal	January 2000
A new catalyst for the efficient and selective .beta.-hydrosilylation of acrylonitrile. Effect of ultrasound Rajkumar, Amirthini B.; Boudjouk, Philip. Organometallics, Vol. 8, Issue 2 https://doi.org/10.1021/om00104a041	journal	February 1989
Elucidating the mechanism(s) of gas transport in poly[1-(trimethylsilyl)-1-propyne] (PTMSP) membranes Srinivasan, R.; Auvil, S. R.; Burban, P. M. Journal of Membrane Science, Vol. 86, Issue 1-2 https://doi.org/10.1016/0376-7388(93)E0128-7	journal	January 1994
Chemical modification of poly(substituted-acetylene): II. Pervaporation of ethanol / water mixture through poly(1-trimethylsilyl-1-propyne) / poly(dimethylsiloxane) graft copolymer membrane Nagase, Yu; Ishihara, Kazuhiko; Matsui, Kiyohide Journal of Polymer Science Part B: Polymer Physics, Vol. 28, Issue 3 https://doi.org/10.1002/polb.1990.090280309	journal	February 1990
A consistent and accurate ab initio parametrization of density functional dispersion correction (DFT-D) for the 94 elements H-Pu Grimme, Stefan; Antony, Jens; Ehrlich, Stephan The Journal of Chemical Physics, Vol. 132, Issue 15 https://doi.org/10.1063/1.3382344	journal	April 2010
The upper bound revisited Robeson, Lloyd M. Journal of Membrane Science, Vol. 320, Issue 1-2, p. 390-400 https://doi.org/10.1016/j.memsci.2008.04.030	journal	July 2008
A new catalyst for exclusive β-hydrosilylation of acrylonitrile Chauhan, Moni; Chauhan, Bhanu P. S.; Boudjouk, Philip Tetrahedron Letters, Vol. 40, Issue 22 https://doi.org/10.1016/S0040-4039(99)00723-6	journal	May 1999

Cited By (3)

Effects of tertiary amines and quaternary ammonium halides in polysulfone on membrane gas separation properties Zhu, Lingxiang; Tian, Ding; Shin, Dongwon Journal of Polymer Science Part B: Polymer Physics, Vol. 56, Issue 18 https://doi.org/10.1002/polb.24715	journal	September 2018
Chiral helical disubstituted polyacetylenes form optically active particles through precipitation polymerization Zhang, Yingjie; Wu, Yi; Xu, Riwei Polymer Chemistry, Vol. 10, Issue 18 https://doi.org/10.1039/c9py00248k	journal	January 2019
Block Copolymers: Synthesis, Self-Assembly, and Applications Feng, Hongbo; Lu, Xinyi; Wang, Weiyu Polymers, Vol. 9, Issue 12 https://doi.org/10.3390/polym9100494	journal	October 2017

Similar Records

Impact of tuning CO₂-philicity in polydimethylsiloxane-based membranes for carbon dioxide separation

Journal Article · Wed Feb 22 00:00:00 EST 2017 · Journal of Membrane Science · OSTI ID:1361374

Hong, Tao; Chatterjee, Sabornie; Mahurin, Shannon M.; +7 more

Clicking the Surface of Poly[1-(trimethylsilyl)propyne] (PTMSP) via a Thiol–Ene Reaction: Unexpected CO₂/N₂ Permeability

Journal Article · Tue Jan 28 00:00:00 EST 2020 · Langmuir · OSTI ID:1361374

Pramanik, Nabendu B.; Regen, Steven L.

Gas and hydrocarbon vapor permeation in poly(1-trimethylsilyl-1-propyne)/poly(1-phenyl-1-propyne) blends

Conference · Tue Dec 31 00:00:00 EST 1996 · OSTI ID:1361374

Morisato, A; Shen, H C; Toy, L G

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Title: Gas separation mechanism of CO2 selective amidoxime-poly(1-trimethylsilyl-1-propyne) membranes

Citation Formats

References (41)

Cited By (3)

Similar Records

Related Subjects

Title: Gas separation mechanism of CO₂ selective amidoxime-poly(1-trimethylsilyl-1-propyne) membranes