High solvent-resistant and integrally crosslinked polyimide-based composite membranes for organic solvent nanofiltration
Abstract
This study reports a new class of integral polyimide (PI)-based thin film composite (TFC) membranes (with improved solvent resistance in both the skin layer and the substrate) for organic solvent nanofiltration (OSN). The OSN membrane was prepared via interfacial polymerization (IP) onto a PI ultrafiltration (UF) substrate, followed by an imidization, a chemical crosslinking, and a solvent activation process. During the IP process, m-phenylenediamine (MPD), dopamine (DA), and 1,2,4,5-benzene tetracarboxylic acyl chloride (BTAC) were respectively used as an aqueous monomer, an aqueous additive, and an organic monomer. We proved that amide bonding formed between MPD and the PI substrate during the immersion of the substrate in the aqueous MPD solution, thus providing a strong binding between the substrate and the subsequently formed skin layer of polyamide acid (PAA), which was formed due to reaction between MPD and BTAC during the IP process. DA contains amine group and could also help build a strong binding between the substrate and the skin layer during the same IP process. The subsequent imidization step converted the PAA molecules of the skin layer into PI polymers, which was quite similar to that of the substrate. The final crosslinking step crosslinked not only the inner moleculesmore »
- Authors:
-
- Ocean Univ. of China, Qingdao (China). Key Lab. of Marine Chemistry Theory and Technology of Ministry of Education. College of Chemistry & Chemical Engineering
- Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States). Energy and Transportation Science Division
- Publication Date:
- Research Org.:
- Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States); Ocean Univ. of China, Qingdao (China)
- Sponsoring Org.:
- USDOE Office of Energy Efficiency and Renewable Energy (EERE), Sustainable Transportation Office. Bioenergy Technologies Office; National Natural Science Foundation of China (NSFC); Fundamental Research Funds for the Central Universities of China; China Scholarship Council
- OSTI Identifier:
- 1462856
- Alternate Identifier(s):
- OSTI ID: 1691635
- Grant/Contract Number:
- AC05-00OR22725; 21476218; 201822012; 201606335018; WBS 2.5.5.507
- Resource Type:
- Accepted Manuscript
- Journal Name:
- Journal of Membrane Science
- Additional Journal Information:
- Journal Volume: 564; Journal ID: ISSN 0376-7388
- Publisher:
- Elsevier
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 36 MATERIALS SCIENCE; organic solvent nanofiltration (OSN); dopamine; polyimide; interfacial polymerization (IP); imidization
Citation Formats
Li, Can, Li, Shuxuan, Lv, Li, Su, Baowei, and Hu, Michael Z. High solvent-resistant and integrally crosslinked polyimide-based composite membranes for organic solvent nanofiltration. United States: N. p., 2018.
Web. doi:10.1016/j.memsci.2018.06.048.
Li, Can, Li, Shuxuan, Lv, Li, Su, Baowei, & Hu, Michael Z. High solvent-resistant and integrally crosslinked polyimide-based composite membranes for organic solvent nanofiltration. United States. https://doi.org/10.1016/j.memsci.2018.06.048
Li, Can, Li, Shuxuan, Lv, Li, Su, Baowei, and Hu, Michael Z. Tue .
"High solvent-resistant and integrally crosslinked polyimide-based composite membranes for organic solvent nanofiltration". United States. https://doi.org/10.1016/j.memsci.2018.06.048. https://www.osti.gov/servlets/purl/1462856.
@article{osti_1462856,
title = {High solvent-resistant and integrally crosslinked polyimide-based composite membranes for organic solvent nanofiltration},
author = {Li, Can and Li, Shuxuan and Lv, Li and Su, Baowei and Hu, Michael Z.},
abstractNote = {This study reports a new class of integral polyimide (PI)-based thin film composite (TFC) membranes (with improved solvent resistance in both the skin layer and the substrate) for organic solvent nanofiltration (OSN). The OSN membrane was prepared via interfacial polymerization (IP) onto a PI ultrafiltration (UF) substrate, followed by an imidization, a chemical crosslinking, and a solvent activation process. During the IP process, m-phenylenediamine (MPD), dopamine (DA), and 1,2,4,5-benzene tetracarboxylic acyl chloride (BTAC) were respectively used as an aqueous monomer, an aqueous additive, and an organic monomer. We proved that amide bonding formed between MPD and the PI substrate during the immersion of the substrate in the aqueous MPD solution, thus providing a strong binding between the substrate and the subsequently formed skin layer of polyamide acid (PAA), which was formed due to reaction between MPD and BTAC during the IP process. DA contains amine group and could also help build a strong binding between the substrate and the skin layer during the same IP process. The subsequent imidization step converted the PAA molecules of the skin layer into PI polymers, which was quite similar to that of the substrate. The final crosslinking step crosslinked not only the inner molecules of the skin layer, and the inner molecules of the substrate, but also the interface molecules between the skin and substrate so as to form an integral composite membrane with improving solvent resistance. Finally, the fabricated OSN membranes under optimal preparation conditions exhibited an ethanol permeance of 2.03 L m-2 h-1 bar-1 with a rejection of 98% for Rhodamine B (479 Da) and exhibited an outstanding organic solvent resistance without compromising separation performance during the persistent immersion in DMF at 80 °C for two weeks, indicating a promising prospective in OSN applications.},
doi = {10.1016/j.memsci.2018.06.048},
journal = {Journal of Membrane Science},
number = ,
volume = 564,
place = {United States},
year = {2018},
month = {6}
}
Web of Science
Works referenced in this record:
Molecular Separation with Organic Solvent Nanofiltration: A Critical Review
journal, October 2014
- Marchetti, Patrizia; Jimenez Solomon, Maria F.; Szekely, Gyorgy
- Chemical Reviews, Vol. 114, Issue 21
Solvent resistant nanofiltration: separating on a molecular level
journal, January 2008
- Vandezande, Pieter; Gevers, Lieven E. M.; Vankelecom, Ivo F. J.
- Chem. Soc. Rev., Vol. 37, Issue 2
Recent developments in thin film (nano)composite membranes for solvent resistant nanofiltration
journal, May 2015
- Hermans, Sanne; Mariën, Hanne; Van Goethem, Cedric
- Current Opinion in Chemical Engineering, Vol. 8
Polymer nanofilms with enhanced microporosity by interfacial polymerization
journal, May 2016
- Jimenez-Solomon, Maria F.; Song, Qilei; Jelfs, Kim E.
- Nature Materials, Vol. 15, Issue 7
Sustainability assessment of organic solvent nanofiltration: from fabrication to application
journal, January 2014
- Szekely, Gyorgy; Jimenez-Solomon, Maria F.; Marchetti, Patrizia
- Green Chem., Vol. 16, Issue 10
The influence of membrane formation on functional performance of organic solvent nanofiltration membranes
journal, November 2006
- See-Toh, Yoong Hsiang; Ferreira, Frederico Castelo; Livingston, Andrew G.
- Desalination, Vol. 199, Issue 1-3
Polymeric membranes for nanofiltration in polar aprotic solvents
journal, September 2007
- See Toh, Y. H.; Lim, F. W.; Livingston, A. G.
- Journal of Membrane Science, Vol. 301, Issue 1-2
A simplified diamine crosslinking method for PI nanofiltration membranes
journal, May 2010
- Vanherck, Katrien; Cano-Odena, Angels; Koeckelberghs, Guy
- Journal of Membrane Science, Vol. 353, Issue 1-2
Synthesis and characterization of new polyimides containing ethynylene linkages
journal, April 2007
- Han, Seung San; Im, Seung Soon; Won, Jong Chan
- European Polymer Journal, Vol. 43, Issue 4
Solvent recovery from lube oil filtrates with a polyimide membrane
journal, November 2000
- White, Lloyd S.; Nitsch, Albert R.
- Journal of Membrane Science, Vol. 179, Issue 1-2
Pore preserving crosslinkers for polyimide OSN membranes
journal, September 2014
- Siddique, H.; Bhole, Y.; Peeva, L. G.
- Journal of Membrane Science, Vol. 465
Organic solvent resistant poly(ether-ether-ketone) nanofiltration membranes
journal, April 2015
- da Silva Burgal, João; Peeva, Ludmila G.; Kumbharkar, Santosh
- Journal of Membrane Science, Vol. 479
High throughput study of phase inversion parameters for polyimide-based SRNF membranes
journal, March 2009
- Vandezande, Pieter; Li, Xianfeng; Gevers, Lieven E. M.
- Journal of Membrane Science, Vol. 330, Issue 1-2
Cross-linked polyimide membranes for solvent resistant nanofiltration in aprotic solvents
journal, July 2008
- Vanherck, Katrien; Vandezande, Pieter; Aldea, Steliana O.
- Journal of Membrane Science, Vol. 320, Issue 1-2
High flux membranes for organic solvent nanofiltration (OSN)—Interfacial polymerization with solvent activation
journal, December 2012
- Jimenez Solomon, Maria Fernanda; Bhole, Yogesh; Livingston, Andrew Guy
- Journal of Membrane Science, Vol. 423-424
High flux hydrophobic membranes for organic solvent nanofiltration (OSN)—Interfacial polymerization, surface modification and solvent activation
journal, May 2013
- Jimenez Solomon, Maria F.; Bhole, Yogesh; Livingston, Andrew G.
- Journal of Membrane Science, Vol. 434
Beneath the surface: Influence of supports on thin film composite membranes by interfacial polymerization for organic solvent nanofiltration
journal, December 2013
- Jimenez-Solomon, Maria F.; Gorgojo, Patricia; Munoz-Ibanez, Marta
- Journal of Membrane Science, Vol. 448
Sub-10 nm polyamide nanofilms with ultrafast solvent transport for molecular separation
journal, June 2015
- Karan, S.; Jiang, Z.; Livingston, A. G.
- Science, Vol. 348, Issue 6241
Preparation of thin film composite nanofiltration membrane with improved structural stability through the mediation of polydopamine
journal, February 2015
- Li, Yafei; Su, Yanlei; Li, Jianyu
- Journal of Membrane Science, Vol. 476
Dopamine composite nanofiltration membranes prepared by self-polymerization and interfacial polymerization
journal, September 2014
- Zhao, Jiaojiao; Su, Yanlei; He, Xin
- Journal of Membrane Science, Vol. 465
Polydopamine-Enabled Approach toward Tailored Plasmonic Nanogapped Nanoparticles: From Nanogap Engineering to Multifunctionality
journal, November 2016
- Zhou, Jiajing; Xiong, Qirong; Ma, Jielin
- ACS Nano, Vol. 10, Issue 12
Mussel-Inspired Synthesis of Polydopamine-Functionalized Graphene Hydrogel as Reusable Adsorbents for Water Purification
journal, December 2012
- Gao, Hongcai; Sun, Yimin; Zhou, Jiajing
- ACS Applied Materials & Interfaces, Vol. 5, Issue 2
Polydopamine and Its Derivative Materials: Synthesis and Promising Applications in Energy, Environmental, and Biomedical Fields
journal, February 2014
- Liu, Yanlan; Ai, Kelong; Lu, Lehui
- Chemical Reviews, Vol. 114, Issue 9
Realizing Mussel-Inspired Polydopamine Selective Layer with Strong Solvent Resistance in Nanofiltration toward Sustainable Reclamation
journal, May 2017
- Xu, Yanchao; You, Fangjie; Sun, Hongguang
- ACS Sustainable Chemistry & Engineering, Vol. 5, Issue 6
Novel methodology for facile fabrication of nanofiltration membranes based on nucleophilic nature of polydopamine
journal, August 2016
- Wang, Tunyu; Qiblawey, Hazim; Sivaniah, Easan
- Journal of Membrane Science, Vol. 511
Novel reverse osmosis membranes incorporated with a hydrophilic additive for seawater desalination
journal, April 2014
- Zhao, Lin; Ho, W. S. Winston
- Journal of Membrane Science, Vol. 455
Polyimide thin film composite (TFC) membranes via interfacial polymerization on hydrolyzed polyacrylonitrile support for solvent resistant nanofiltration
journal, January 2017
- Yang, Shanshan; Zhen, Hongyan; Su, Baowei
- RSC Advances, Vol. 7, Issue 68
Preparation and performance of dynamic layer-by-layer PDADMAC/PSS nanofiltration membrane
journal, December 2012
- Su, Baowei; Wang, Tingting; Wang, Zongwen
- Journal of Membrane Science, Vol. 423-424
Hybrid polymer/MOF membranes for Organic Solvent Nanofiltration (OSN): Chemical modification and the quest for perfection
journal, April 2016
- Campbell, James; Burgal, Joao Da Silvao; Szekely, Gyorgy
- Journal of Membrane Science, Vol. 503
Modelling of membrane nanofiltration—pore size distribution effects
journal, April 2002
- Bowen, W. Richard; Welfoot, Julian S.
- Chemical Engineering Science, Vol. 57, Issue 8
Modelling the performance of membrane nanofiltration—critical assessment and model development
journal, April 2002
- Bowen, W. Richard; Welfoot, Julian S.
- Chemical Engineering Science, Vol. 57, Issue 7
Use of the log-normal probability density function to analyze membrane pore size distributions: functional forms and discrepancies
journal, June 1994
- Zydney, Andrew L.; Aimar, Pierre; Meireles, Martine
- Journal of Membrane Science, Vol. 91, Issue 3
Diagnosis of membrane fouling using a rotating annular filter. 1. Cell culture media
journal, February 1993
- Belfort, Georges; Pimbley, Joseph M.; Greiner, Anthony
- Journal of Membrane Science, Vol. 77, Issue 1
Correlation of diffusion coefficients in dilute solutions
journal, June 1955
- Wilke, C. R.; Chang, Pin
- AIChE Journal, Vol. 1, Issue 2
The effect of membrane formation parameters on performance of polyimide membranes for organic solvent nanofiltration (OSN). Part C. Effect of polyimide characteristics
journal, September 2011
- Soroko, Iwona; Sairam, Malladi; Livingston, A. G.
- Journal of Membrane Science, Vol. 381, Issue 1-2
Novel diamine-modified composite nanofiltration membranes with chlorine resistance using monomers of 1,2,4,5-benzene tetracarbonyl chloride and m-phenylenediamine
journal, January 2015
- Zhang, Jinli; Hai, Yuyan; Zuo, Yi
- Journal of Materials Chemistry A, Vol. 3, Issue 16
Chemical modification of P84 copolyimide membranes by polyethylenimine for nanofiltration
journal, February 2009
- Ba, Chaoyi; Langer, James; Economy, James
- Journal of Membrane Science, Vol. 327, Issue 1-2
P84 polyimide membranes modified by a tripodal amine for enhanced pervaporation dehydration of acetone
journal, January 2015
- Mangindaan, Dave W.; Woon, Nelson Minyang; Shi, Gui Min
- Chemical Engineering Science, Vol. 122
Removal of heavy metals in wastewater by using zeolite nano-particles impregnated polysulfone membranes
journal, May 2016
- Yurekli, Yilmaz
- Journal of Hazardous Materials, Vol. 309
In situ regulation of micro-pore to design high performance polyimide membranes for pervaporation dehydration of isopropanol
journal, November 2015
- Salehian, Peyman; Chua, Mei Ling; Askari, Mohammad
- Journal of Membrane Science, Vol. 493
Interfacially synthesized chlorine-resistant polyimide thin film composite (TFC) reverse osmosis (RO) membranes
journal, January 2013
- Hong, SungPyo; Kim, In-Chul; Tak, Taemoon
- Desalination, Vol. 309
The effect of membrane formation parameters on performance of polyimide membranes for organic solvent nanofiltration (OSN): Part A. Effect of polymer/solvent/non-solvent system choice
journal, September 2011
- Soroko, Iwona; Lopes, Mafalda Pessoa; Livingston, Andrew
- Journal of Membrane Science, Vol. 381, Issue 1-2
Novel polyimide-based electrospun carbon nanofibers prepared using ion-beam irradiation
journal, April 2012
- Seki, Naoko; Arai, Takuma; Suzuki, Yoshiaki
- Polymer, Vol. 53, Issue 10
Effects of iron catalyst on gas transport properties of ion-irradiated asymmetric polyimide membranes
journal, June 2011
- Muraoka, Daigo; Zhang, Lei; Suzuki, Yoshiaki
- Journal of Membrane Science, Vol. 375, Issue 1-2
Thin film composite nanofiltration membrane prepared by the interfacial polymerization of 1,2,4,5-benzene tetracarbonyl chloride on the mixed amines cross-linked poly(ether imide) support
journal, December 2016
- Hai, Yuyan; Zhang, Jinli; Shi, Chang
- Journal of Membrane Science, Vol. 520
Novel thin-film composite membranes via manipulating the synergistic interaction of dopamine and m-phenylenediamine for highly efficient forward osmosis desalination
journal, January 2017
- Xu, Lina; Xu, Jia; Shan, Baotian
- Journal of Materials Chemistry A, Vol. 5, Issue 17
Cross-linked mixed matrix membranes consisting of carboxyl-functionalized multi-walled carbon nanotubes and P84 polyimide for organic solvent nanofiltration (OSN)
journal, October 2017
- Davood Abadi Farahani, Mohammad Hossein; Hua, Dan; Chung, Tai-Shung
- Separation and Purification Technology, Vol. 186
Polyamide thin film composite membranes on cross-linked polyimide supports: Improvement of RO performance via activating solvent
journal, July 2014
- Gorgojo, P.; Jimenez-Solomon, M. F.; Livingston, A. G.
- Desalination, Vol. 344
High-flux reverse osmosis membranes incorporated with hydrophilic additives for brackish water desalination
journal, January 2013
- Zhao, Lin; Chang, Philip C. -Y.; Ho, W. S. Winston
- Desalination, Vol. 308
Effect of chemical structures of amines on physicochemical properties of active layers and dehydration of isopropanol through interfacially polymerized thin-film composite membranes
journal, January 2008
- Huang, Shu-Hsien; Hsu, Chao-Jen; Liaw, Der-Jang
- Journal of Membrane Science, Vol. 307, Issue 1
Bioadhesion-inspired fabrication of robust thin-film composite membranes with tunable solvent permeation properties
journal, January 2016
- Mu, Wenrui; Liu, Jindun; Wang, Jingtao
- RSC Advances, Vol. 6, Issue 106
Diamine modification of P84 polyimide membranes for pervaporation dehydration of isopropanol
journal, January 2006
- Qiao, Xiangyi; Chung, Tai-Shung
- AIChE Journal, Vol. 52, Issue 10
Crosslinked polybenzimidazole membranes for organic solvent nanofiltration (OSN): Analysis of crosslinking reaction mechanism and effects of reaction parameters
journal, November 2015
- Valtcheva, Irina B.; Marchetti, Patrizia; Livingston, Andrew G.
- Journal of Membrane Science, Vol. 493
A non-equilibrium thermodynamics model for combined adsorption and diffusion processes in micro- and nanopores
journal, January 2012
- Santamaría-Holek, Ivan; Grzywna, Zbigniew J.; Miguel Rubi, J.
- Journal of Non-Equilibrium Thermodynamics, Vol. 37, Issue 3
Polyamide-imide hollow fiber membranes crosslinked with amine-appended inorganic networks for application in solvent-resistant nanofiltration under low operating pressure
journal, March 2016
- Lim, Siow Kee; Setiawan, Laurentia; Bae, Tae-Hyun
- Journal of Membrane Science, Vol. 501
A novel monoamine modification strategy toward high-performance organic solvent nanofiltration (OSN) membrane for sustainable molecular separations
journal, January 2016
- Xu, Yan Chao; Cheng, Xi Quan; Long, Jun
- Journal of Membrane Science, Vol. 497
Positively charged nanofiltration membranes via economically mussel-substance-simulated co-deposition for textile wastewater treatment
journal, November 2016
- Xu, Yan Chao; Wang, Zhen Xing; Cheng, Xi Quan
- Chemical Engineering Journal, Vol. 303
Efficient synthesis of interfacially polymerized membranes for solvent resistant nanofiltration
journal, February 2015
- Hermans, Sanne; Dom, Elke; Mariën, Hanne
- Journal of Membrane Science, Vol. 476
Transformation of cross-linked polyimide UF membranes into highly permeable SRNF membranes via solvent annealing
journal, November 2017
- Mariën, Hanne; Vankelecom, Ivo F. J.
- Journal of Membrane Science, Vol. 541
A novel positively charged composite nanofiltration membrane prepared by bio-inspired adhesion of polydopamine and surface grafting of poly(ethylene imine)
journal, November 2014
- Zhang, Runnan; Su, Yanlei; Zhao, Xueting
- Journal of Membrane Science, Vol. 470
Works referencing / citing this record:
Finding Solvent for Polyamide 11 Using a Computer Software
journal, March 2020
- Jabbari, Mostafa; Lundin, Magnus; Bahadorikhalili, Saeed
- Zeitschrift für Physikalische Chemie, Vol. 234, Issue 3
Graphene oxide (GO)-interlayered thin-film nanocomposite (TFN) membranes with high solvent resistance for organic solvent nanofiltration (OSN)
journal, January 2019
- Li, Yanyang; Li, Can; Li, Shuxuan
- Journal of Materials Chemistry A, Vol. 7, Issue 21
Silane-Crosslinked Asymmetric Polythiosemicarbazide Membranes for Organic Solvent Nanofiltration
journal, November 2018
- Aburabie, Jamaliah; Emwas, Abdul-Hamid; Peinemann, Klaus-Viktor
- Macromolecular Materials and Engineering, Vol. 304, Issue 1