Tightening polybenzimidazole (PBI) nanostructure via chemical cross-linking for membrane H2/CO2 separation

Zhu, Lingxiang; Swihart, Mark T.; Lin, Haiqing

doi:10.1039/C7TA03874G

Title: Tightening polybenzimidazole (PBI) nanostructure via chemical cross-linking for membrane H₂/CO₂ separation

Abstract

Membranes that permeate H₂ and reject CO₂ at temperatures above 150 °C are of great interest for low-cost H₂ purification and pre-combustion CO₂ capture. One of the leading polymers for this separation is poly[2,2'-(m-phenylene)-5,5'-bisbenzimidazole] (PBI), which has good thermal stability and high H₂/CO₂ selectivity. This study, for the first time, demonstrates that H₂/CO₂ selectivity can be significantly enhanced by chemical cross-linking of PBI in solid state, in distinct contrast with the literature where cross-linking PBI in solutions decreased H₂/CO₂ selectivity. We prepared a series of cross-linked PBIs by immersing PBI thin films in terephthaloyl chloride solutions for varying times to achieve different degrees of cross-linking, and then systematically investigated the effect of cross-linking on physical properties including gel content, thermal stability, cross-linking density, fractional free volume (FFV) and inter-chain spacing. Gas sorption and pure- and mixed-gas permeation properties were determined at temperatures ranging from 35 to 200 °C. Cross-linking decreased CO₂ sorption and significantly increased H₂/CO₂ selectivity with a slight decrease in H₂ permeability. For example, after cross-linking of PBI, the H₂/CO₂ selectivity increased from 15 to 23 while the H₂ permeability decreased from 45 to 39 Barrers at 200 °C. As a result, the performance of this cross-linked PBImore »« less

Authors:

^[1];

^[1]

Univ. at Buffalo, The State Univ. of New York, Buffalo, NY (United States)

Publication Date:: Tue Sep 05 00:00:00 EDT 2017

Research Org.:: Univ. at Buffalo, NY (United States)

Sponsoring Org.:: USDOE Office of Fossil Energy (FE); National Science Foundation (NSF)

OSTI Identifier:: 1398377

Alternate Identifier(s):: OSTI ID: 1659663

Grant/Contract Number:: FE0026463; 1554236

Resource Type:: Journal Article: Accepted Manuscript

Journal Name:: Journal of Materials Chemistry. A

Additional Journal Information:: Journal Volume: 5; Journal Issue: 37; Journal ID: ISSN 2050-7488

Publisher:: Royal Society of Chemistry

Country of Publication:: United States

Language:: English

Subject:: 08 HYDROGEN; 20 FOSSIL-FUELED POWER PLANTS

Citation Formats


                    Zhu, Lingxiang, Swihart, Mark T., and Lin, Haiqing. Tightening polybenzimidazole (PBI) nanostructure via chemical cross-linking for membrane H2/CO2 separation.  United States: N. p., 2017. 
        Web.  doi:10.1039/C7TA03874G.

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                    Zhu, Lingxiang, Swihart, Mark T., & Lin, Haiqing. Tightening polybenzimidazole (PBI) nanostructure via chemical cross-linking for membrane H2/CO2 separation.  United States.  https://doi.org/10.1039/C7TA03874G

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                    Zhu, Lingxiang, Swihart, Mark T., and Lin, Haiqing. 2017.  
        "Tightening polybenzimidazole (PBI) nanostructure via chemical cross-linking for membrane H2/CO2 separation".  United States.  https://doi.org/10.1039/C7TA03874G.  https://www.osti.gov/servlets/purl/1398377.

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@article{osti_1398377,

  title        = {Tightening polybenzimidazole (PBI) nanostructure via chemical cross-linking for membrane H2/CO2 separation},

  author       = {Zhu, Lingxiang and Swihart, Mark T. and Lin, Haiqing},

  abstractNote = {Membranes that permeate H2 and reject CO2 at temperatures above 150 °C are of great interest for low-cost H2 purification and pre-combustion CO2 capture. One of the leading polymers for this separation is poly[2,2'-(m-phenylene)-5,5'-bisbenzimidazole] (PBI), which has good thermal stability and high H2/CO2 selectivity. This study, for the first time, demonstrates that H2/CO2 selectivity can be significantly enhanced by chemical cross-linking of PBI in solid state, in distinct contrast with the literature where cross-linking PBI in solutions decreased H2/CO2 selectivity. We prepared a series of cross-linked PBIs by immersing PBI thin films in terephthaloyl chloride solutions for varying times to achieve different degrees of cross-linking, and then systematically investigated the effect of cross-linking on physical properties including gel content, thermal stability, cross-linking density, fractional free volume (FFV) and inter-chain spacing. Gas sorption and pure- and mixed-gas permeation properties were determined at temperatures ranging from 35 to 200 °C. Cross-linking decreased CO2 sorption and significantly increased H2/CO2 selectivity with a slight decrease in H2 permeability. For example, after cross-linking of PBI, the H2/CO2 selectivity increased from 15 to 23 while the H2 permeability decreased from 45 to 39 Barrers at 200 °C. As a result, the performance of this cross-linked PBI surpasses the Robeson's upper bound estimated at 200 °C, indicating its promise for H2 purification and CO2 capture.},

  doi          = {10.1039/C7TA03874G},

  url          = {https://www.osti.gov/biblio/1398377},
  journal      = {Journal of Materials Chemistry. A},

  issn         = {2050-7488},

  number       = 37,

  volume       = 5,

  place        = {United States},

  year         = {Tue Sep 05 00:00:00 EDT 2017},

  month        = {Tue Sep 05 00:00:00 EDT 2017}

}

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Title: Tightening polybenzimidazole (PBI) nanostructure via chemical cross-linking for membrane H2/CO2 separation

Abstract

Citation Formats

Preparation and gas transport properties of triptycene-containing polybenzoxazole (PBO)-based polymers derived from thermal rearrangement (TR) and thermal cyclodehydration (TC) processes journal, January 2016

Transport properties of cross-linked polyimide membranes induced by different generations of diaminobutane (DAB) dendrimers journal, July 2004

Carbon dioxide capture with membranes at an IGCC power plant journal, February 2012

Highly oriented improved SAPO 34 membrane on low cost support for hydrogen gas separation journal, January 2013

Pushing the limits on possibilities for large scale gas separation: which strategies? journal, August 2000

van der Waals Volumes and Radii journal, March 1964

Carbon Dioxide Capture: Prospects for New Materials journal, July 2010

Chemical cross-linking modification of polyimide membranes for gas separation journal, August 2001

Beyond the H 2 /CO 2 upper bound: one-step crystallization and separation of nano-sized ZIF-11 by centrifugation and its application in mixed matrix membranes journal, January 2015

Plasticization-Enhanced Hydrogen Purification Using Polymeric Membranes journal, February 2006

Integrated membrane material and process development for gas separation journal, May 2014

High performance polybenzimidazole based asymmetric hollow fibre membranes for H2/CO2 separation journal, June 2011

Correlation and prediction of gas permeability in glassy polymer membrane materials via a modified free volume based group contribution method journal, March 1997

Surface modification of polyimide membranes by diethylenetriamine (DETA) vapor for H2 purification and moisture effect on gas permeation journal, March 2013

Enhancement of gas permeation properties of polybenzimidazoles by systematic structure architecture journal, December 2006

Selective Gas Transport Through Few-Layered Graphene and Graphene Oxide Membranes journal, October 2013

Molecular sieving realized with ZIF-8/Matrimid® mixed-matrix membranes journal, September 2010

The effect of degree of acetylation on gas sorption and transport behavior in cellulose acetate journal, December 1989

Room-temperature synthesis of ZIF-90 nanocrystals and the derived nano-composite membranes for hydrogen separation journal, January 2013

Analysis of dual-mode model parameters for gas sorption in glassy polymers journal, May 2005

Mixed-gas permeation of syngas components in poly(dimethylsiloxane) and poly(1-trimethylsilyl-1-propyne) at elevated temperatures journal, September 2001

Conditioning of Fluorine-Containing Polyimides. 2. Effect of Conditioning Protocol at 8 Volume Dilation on Gas-Transport Properties journal, May 1999

The solution-diffusion model: a review journal, November 1995

Gas transport properties of polysulphones: 2. Effect of bisphenol connector groups journal, January 1991

Effect of Zirconium Doping on Hydrogen Permeation through Strontium Cerate Membranes journal, March 2010

Basis of Permeability/Selectivity Tradeoff Relations in Polymeric Gas Separation Membranes journal, January 1999

Gas permeation field tests of composite Pd and Pd–Au membranes in actual coal derived syngas atmosphere journal, October 2012

Ultrathin, Molecular-Sieving Graphene Oxide Membranes for Selective Hydrogen Separation journal, October 2013

Challenges and opportunities for mixed-matrix membranes for gas separation journal, January 2013

Advances in CO2 capture technology—The U.S. Department of Energy's Carbon Sequestration Program journal, January 2008

Energy-efficient polymeric gas separation membranes for a sustainable future: A review journal, August 2013

Impregnated Membranes for Water Purification Using Forward Osmosis journal, December 2015

The Effect of Cross-Linking on Gas Permeability in Cross-Linked Poly(Ethylene Glycol Diacrylate) journal, October 2005

Simultaneous Occurrence of Chemical Grafting, Cross-Linking, and Etching on the Surface of Polyimide Membranes and Their Impact on H 2 /CO 2 Separation journal, February 2008

A novel strategy for surface modification of polyimide membranes by vapor-phase ethylenediamine (EDA) for hydrogen purification journal, October 2009

Poly-/metal-benzimidazole nano-composite membranes for hydrogen purification journal, January 2011

Influence of polybenzimidazole main chain structure on H2/CO2 separation at elevated temperatures journal, July 2014

CO2-selective membranes for hydrogen production and CO2 capture – Part II: Techno-economic analysis journal, November 2015

Effect of antiplasticization on gas sorption and transport. I. Polysulfone journal, May 1987

Cellulose triacetate doped with ionic liquids for membrane gas separation journal, April 2016

Synthesis and characterization of triptycene-based polyimides with tunable high fractional free volume for gas separation membranes journal, January 2014

Hydrogen sorption in polymers for membrane applications journal, May 2013

Influence of temperature on the upper bound: Theoretical considerations and comparison with experimental results journal, September 2010

Highly crosslinked polymers journal, January 1989

CO2-selective membranes for hydrogen production and CO2 capture – Part I: Membrane development journal, May 2014

Physical aging of glassy perfluoropolymers in thin film composite membranes. Part II. Glass transition temperature and the free volume model journal, March 2017

Upper bound of polymeric membranes for mixed-gas CO2/CH4 separations journal, February 2015

Recent developments in membranes for efficient hydrogen purification journal, December 2015

Enhancement of molecular-sieving properties by constructing surface nano-metric layer via vapor cross-linking journal, January 2016

The upper bound revisited journal, July 2008

Gas solubility, diffusivity and permeability in poly(ethylene oxide) journal, August 2004

Surface Modification of Polyimide Membranes by Diamines for H2 and CO2 Separation journal, July 2006

Polybenzimidazole composite membranes for high temperature synthesis gas separations journal, October 2012

Polymeric molecular sieve membranes via in situ cross-linking of non-porous polymer membrane templates journal, April 2014

Sorption‐Enhanced Mixed Matrix Membranes with Facilitated Hydrogen Transport for Hydrogen Purification and CO 2 Capture journal, July 2019

Effects of tertiary amines and quaternary ammonium halides in polysulfone on membrane gas separation properties journal, September 2018

Novel high performance poly( p -phenylene benzobisimidazole) (PBDI) membranes fabricated by interfacial polymerization for H 2 separation journal, January 2019

Title: Tightening polybenzimidazole (PBI) nanostructure via chemical cross-linking for membrane H₂/CO₂ separation

Preparation and gas transport properties of triptycene-containing polybenzoxazole (PBO)-based polymers derived from thermal rearrangement (TR) and thermal cyclodehydration (TC) processes
journal, January 2016

Transport properties of cross-linked polyimide membranes induced by different generations of diaminobutane (DAB) dendrimers
journal, July 2004

Carbon dioxide capture with membranes at an IGCC power plant
journal, February 2012

Highly oriented improved SAPO 34 membrane on low cost support for hydrogen gas separation
journal, January 2013

Pushing the limits on possibilities for large scale gas separation: which strategies?
journal, August 2000

van der Waals Volumes and Radii
journal, March 1964

Carbon Dioxide Capture: Prospects for New Materials
journal, July 2010

Chemical cross-linking modification of polyimide membranes for gas separation
journal, August 2001

Beyond the H ₂ /CO ₂ upper bound: one-step crystallization and separation of nano-sized ZIF-11 by centrifugation and its application in mixed matrix membranes
journal, January 2015

Plasticization-Enhanced Hydrogen Purification Using Polymeric Membranes
journal, February 2006

Integrated membrane material and process development for gas separation
journal, May 2014

High performance polybenzimidazole based asymmetric hollow fibre membranes for H2/CO2 separation
journal, June 2011

Correlation and prediction of gas permeability in glassy polymer membrane materials via a modified free volume based group contribution method
journal, March 1997

Surface modification of polyimide membranes by diethylenetriamine (DETA) vapor for H2 purification and moisture effect on gas permeation
journal, March 2013

Enhancement of gas permeation properties of polybenzimidazoles by systematic structure architecture
journal, December 2006

Selective Gas Transport Through Few-Layered Graphene and Graphene Oxide Membranes
journal, October 2013

Molecular sieving realized with ZIF-8/Matrimid^® mixed-matrix membranes
journal, September 2010

The effect of degree of acetylation on gas sorption and transport behavior in cellulose acetate
journal, December 1989

Room-temperature synthesis of ZIF-90 nanocrystals and the derived nano-composite membranes for hydrogen separation
journal, January 2013

Analysis of dual-mode model parameters for gas sorption in glassy polymers
journal, May 2005

Mixed-gas permeation of syngas components in poly(dimethylsiloxane) and poly(1-trimethylsilyl-1-propyne) at elevated temperatures
journal, September 2001

Conditioning of Fluorine-Containing Polyimides. 2. Effect of Conditioning Protocol at 8 Volume Dilation on Gas-Transport Properties
journal, May 1999

The solution-diffusion model: a review
journal, November 1995

Gas transport properties of polysulphones: 2. Effect of bisphenol connector groups
journal, January 1991

Effect of Zirconium Doping on Hydrogen Permeation through Strontium Cerate Membranes
journal, March 2010

Basis of Permeability/Selectivity Tradeoff Relations in Polymeric Gas Separation Membranes
journal, January 1999

Gas permeation field tests of composite Pd and Pd–Au membranes in actual coal derived syngas atmosphere
journal, October 2012

Ultrathin, Molecular-Sieving Graphene Oxide Membranes for Selective Hydrogen Separation
journal, October 2013

Challenges and opportunities for mixed-matrix membranes for gas separation
journal, January 2013

Advances in CO₂ capture technology—The U.S. Department of Energy's Carbon Sequestration Program
journal, January 2008

Energy-efficient polymeric gas separation membranes for a sustainable future: A review
journal, August 2013

Impregnated Membranes for Water Purification Using Forward Osmosis
journal, December 2015

The Effect of Cross-Linking on Gas Permeability in Cross-Linked Poly(Ethylene Glycol Diacrylate)
journal, October 2005

Simultaneous Occurrence of Chemical Grafting, Cross-Linking, and Etching on the Surface of Polyimide Membranes and Their Impact on H ₂ /CO ₂ Separation
journal, February 2008

A novel strategy for surface modification of polyimide membranes by vapor-phase ethylenediamine (EDA) for hydrogen purification
journal, October 2009

Poly-/metal-benzimidazole nano-composite membranes for hydrogen purification
journal, January 2011

Influence of polybenzimidazole main chain structure on H2/CO2 separation at elevated temperatures
journal, July 2014

CO2-selective membranes for hydrogen production and CO2 capture – Part II: Techno-economic analysis
journal, November 2015

Effect of antiplasticization on gas sorption and transport. I. Polysulfone
journal, May 1987

Cellulose triacetate doped with ionic liquids for membrane gas separation
journal, April 2016

Synthesis and characterization of triptycene-based polyimides with tunable high fractional free volume for gas separation membranes
journal, January 2014

Hydrogen sorption in polymers for membrane applications
journal, May 2013

Influence of temperature on the upper bound: Theoretical considerations and comparison with experimental results
journal, September 2010

Highly crosslinked polymers
journal, January 1989

CO2-selective membranes for hydrogen production and CO2 capture – Part I: Membrane development
journal, May 2014

Physical aging of glassy perfluoropolymers in thin film composite membranes. Part II. Glass transition temperature and the free volume model
journal, March 2017

Upper bound of polymeric membranes for mixed-gas CO2/CH4 separations
journal, February 2015

Recent developments in membranes for efficient hydrogen purification
journal, December 2015

Enhancement of molecular-sieving properties by constructing surface nano-metric layer via vapor cross-linking
journal, January 2016

The upper bound revisited
journal, July 2008

Gas solubility, diffusivity and permeability in poly(ethylene oxide)
journal, August 2004

Surface Modification of Polyimide Membranes by Diamines for H2 and CO2 Separation
journal, July 2006

Polybenzimidazole composite membranes for high temperature synthesis gas separations
journal, October 2012

Polymeric molecular sieve membranes via in situ cross-linking of non-porous polymer membrane templates
journal, April 2014

Sorption‐Enhanced Mixed Matrix Membranes with Facilitated Hydrogen Transport for Hydrogen Purification and CO 2 Capture
journal, July 2019

Effects of tertiary amines and quaternary ammonium halides in polysulfone on membrane gas separation properties
journal, September 2018

Novel high performance poly( p -phenylene benzobisimidazole) (PBDI) membranes fabricated by interfacial polymerization for H ₂ separation
journal, January 2019