Oxidatively‐Stable Linear Poly(propylenimine)‐Containing Adsorbents for CO 2 Capture from Ultradilute Streams

Pang, Simon H.; Lively, Ryan P.; Jones, Christopher W.

doi:10.1002/cssc.201800438

Title: Oxidatively‐Stable Linear Poly(propylenimine)‐Containing Adsorbents for CO ₂ Capture from Ultradilute Streams

Abstract

Abstract Aminopolymer‐based solid sorbents have been widely investigated for the capture of CO ₂ from dilute streams such as flue gas or ambient air. However, the oxidative stability of the widely studied aminopolymer, poly(ethylenimine) (PEI), is limited, causing it to lose its CO ₂ capture capacity after exposure to oxygen at elevated temperatures. Here, we demonstrate the use of linear poly(propylenimine) (PPI), synthesized through a simple cationic ring‐opening polymerization, as a more oxidatively stable alternative to PEI with high CO ₂ capacity and amine efficiency. The performance of linear PPI/SBA‐15 composites was investigated over a range of CO ₂ capture conditions (CO ₂ partial pressure, adsorption temperature) to examine the tradeoff between adsorption capacity and sorption‐site accessibility, which was expected to be more limited in linear polymers relative to the prototypical hyperbranched PEI. Linear PPI/SBA‐15 composites were more efficient at CO ₂ capture and retained 65–83 % of their CO ₂ capacity after exposure to a harsh oxidative treatment, compared to 20–40 % retention for linear PEI. Additionally, we demonstrated long‐term stability of linear PPI sorbents over 50 adsorption/desorption cycles with no loss in performance. Combined with other strategies for improving the oxidative stability and adsorption kinetics, linear PPI may play amore »« less

Authors:

^[1];

^[1]

School of Chemical &, Biomolecular Engineering Georgia Institute of Technology 311 Ferst Drive Atlanta GA 30332 USA

Publication Date:: Mon Jul 09 00:00:00 EDT 2018

Sponsoring Org.:: USDOE

OSTI Identifier:: 1459463

Resource Type:: Publisher's Accepted Manuscript

Journal Name:: ChemSusChem

Additional Journal Information:: Journal Name: ChemSusChem Journal Volume: 11 Journal Issue: 15; Journal ID: ISSN 1864-5631

Publisher:: Wiley Blackwell (John Wiley & Sons)

Country of Publication:: Germany

Language:: English

Citation Formats


                    Pang, Simon H., Lively, Ryan P., and Jones, Christopher W. Oxidatively‐Stable Linear Poly(propylenimine)‐Containing Adsorbents for CO 2 Capture from Ultradilute Streams.  Germany: N. p., 2018. 
Web.  doi:10.1002/cssc.201800438.

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                    Pang, Simon H., Lively, Ryan P., & Jones, Christopher W. Oxidatively‐Stable Linear Poly(propylenimine)‐Containing Adsorbents for CO 2 Capture from Ultradilute Streams.  Germany.  https://doi.org/10.1002/cssc.201800438

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                    Pang, Simon H., Lively, Ryan P., and Jones, Christopher W. Mon .  
"Oxidatively‐Stable Linear Poly(propylenimine)‐Containing Adsorbents for CO 2 Capture from Ultradilute Streams".  Germany.  https://doi.org/10.1002/cssc.201800438.

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@article{osti_1459463,

  title        = {Oxidatively‐Stable Linear Poly(propylenimine)‐Containing Adsorbents for CO 2 Capture from Ultradilute Streams},

  author       = {Pang, Simon H. and Lively, Ryan P. and Jones, Christopher W.},

  abstractNote = {Abstract Aminopolymer‐based solid sorbents have been widely investigated for the capture of CO 2 from dilute streams such as flue gas or ambient air. However, the oxidative stability of the widely studied aminopolymer, poly(ethylenimine) (PEI), is limited, causing it to lose its CO 2 capture capacity after exposure to oxygen at elevated temperatures. Here, we demonstrate the use of linear poly(propylenimine) (PPI), synthesized through a simple cationic ring‐opening polymerization, as a more oxidatively stable alternative to PEI with high CO 2 capacity and amine efficiency. The performance of linear PPI/SBA‐15 composites was investigated over a range of CO 2 capture conditions (CO 2 partial pressure, adsorption temperature) to examine the tradeoff between adsorption capacity and sorption‐site accessibility, which was expected to be more limited in linear polymers relative to the prototypical hyperbranched PEI. Linear PPI/SBA‐15 composites were more efficient at CO 2 capture and retained 65–83 % of their CO 2 capacity after exposure to a harsh oxidative treatment, compared to 20–40 % retention for linear PEI. Additionally, we demonstrated long‐term stability of linear PPI sorbents over 50 adsorption/desorption cycles with no loss in performance. Combined with other strategies for improving the oxidative stability and adsorption kinetics, linear PPI may play a role as a component of stable solid adsorbents in commercial applications for CO 2 capture.},

  doi          = {10.1002/cssc.201800438},

  journal      = {ChemSusChem},

  number       = 15,

  volume       = 11,

  place        = {Germany},

  year         = {Mon Jul 09 00:00:00 EDT 2018},

  month        = {Mon Jul 09 00:00:00 EDT 2018}

}

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Sequential polymer infusion into solid substrates (SPISS): Impact of processing on sorbent CO₂ adsorption properties

Journal Article Rosu, Cornelia ; Narayanan, Pavithra ; Leisen, Johannes E. ; ... - Separation and Purification Technology

Solid sorbents made of small amine molecules and polyamines infused into mesoporous substrates are promising materials for CO₂ capture technologies. To date, their preparation is mainly based on wet infusion with focus on increasing amine content by varying the structure of the amine sorbent and designing solid substrates of various pore parameters. Less explored in the field are changes in processing to afford efficient CO₂ sorbents. In this study, branched poly(ethylenimine) (bPEI, M_w = 800 Da) alone and blends with linear poly(propylenimine) (LPPI, M_n = 6,700 Da) are infused into solid SBA-15 substrates by a method that varies the solutionmore »« less
https://doi.org/10.1016/j.seppur.2022.121042

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Linking Silica Support Morphology to the Dynamics of Aminopolymers in Composites

Journal Article Carrillo, Jan-Michael Y. ; Potter, Matthew E. ; Sakwa-Novak, Miles A. ; ... - Langmuir

A combined computational and experimental approach is used to elucidate the effect of silica support morphology on polymer dynamics and CO₂ adsorption capacities in aminopolymer/silica composites. Furthermore, simulations are based on coarse-grained molecular dynamics simulations of aminopolymer composites where a branched aminopolymer, representing poly(ethylenimine) (PEI), is impregnated into different silica mesoporous supports. The morphology of the mesoporous supports varies from hexagonally packed cylindrical pores representing SBA-15, double gyroids representing KIT-6 and MCM-48, and cagelike structures representing SBA-16. In parallel, composites of PEI and the silica supports SBA-15, KIT-6, MCM-48, and SBA-16 are synthesized and characterized, including measuring their CO₂ uptake.more »« less
https://doi.org/10.1021/acs.langmuir.7b00283

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Title: Oxidatively‐Stable Linear Poly(propylenimine)‐Containing Adsorbents for CO 2 Capture from Ultradilute Streams

Abstract

Citation Formats

Study of Carbon Dioxide Adsorption on Mesoporous Aminopropylsilane-Functionalized Silica and Titania Combining Microcalorimetry and in Situ Infrared Spectroscopy journal, December 2009

Design of Aminopolymer Structure to Enhance Performance and Stability of CO 2 Sorbents: Poly(propylenimine) vs Poly(ethylenimine) journal, March 2017

Degradation of amine-supported CO2 adsorbents in the presence of oxygen-containing gases journal, November 2011

New Amines for CO 2 Capture. I. Mechanisms of Amine Degradation in the Presence of CO 2 journal, October 2009

New Amines for CO 2 Capture. II. Oxidative Degradation Mechanisms journal, October 2009

Carbon Dioxide Capture from the Air Using a Polyamine Based Regenerable Solid Adsorbent journal, December 2011

Preparation and characterization of novel CO2 “molecular basket” adsorbents based on polymer-modified mesoporous molecular sieve MCM-41 journal, August 2003

On thermodynamic separation efficiency: Adsorption processes journal, April 2016

Ising Models of Polyprotic Acids and Bases journal, June 1994

Novel Polyethylenimine-Modified Mesoporous Molecular Sieve of MCM-41 Type as High-Capacity Adsorbent for CO2 Capture journal, November 2002

Microwave Accelerated Polymerization of 2-Phenyl-5,6-dihydro-4H-1,3-oxazine: Kinetics and Influence of End-Groups on Glass Transition Temperature journal, August 2006

Inhibitors of Monoethanolamine Oxidation in CO 2 Capture Processes journal, October 2014

CO2 capture by solid adsorbents and their applications: current status and new trends journal, January 2011

New Amines for CO 2 Capture. III. Effect of Alkyl Chain Length between Amine Functions on Polyamines Degradation journal, May 2010

Oxidative Degradation of Aminosilica Adsorbents Relevant to Postcombustion CO 2 Capture journal, May 2011

Easily Regenerable Solid Adsorbents Based on Polyamines for Carbon Dioxide Capture from the Air journal, March 2014

Oxidative Degradation of Monoethanolamine journal, August 2002

Applicability of linear polyethylenimine supported on nano-silica for the adsorption of CO 2 from various sources including dry air journal, January 2015

Thermal, Oxidative and CO 2 Induced Degradation of Primary Amines Used for CO 2 Capture: Effect of Alkyl Linker on Stability journal, May 2014

Oxidative Stability of Amino Polymer–Alumina Hybrid Adsorbents for Carbon Dioxide Capture journal, March 2013

Linear poly(propylenimine)/lithium triflate as a polymer electrolyte system journal, May 2008

Preparation, characterization, and antimicrobial property of cotton cellulose fabric grafted with poly (propylene imine) dendrimer journal, July 2012

Thermal stability of polyethylenimine based carbon dioxide adsorbents and its influence on selection of regeneration strategies journal, December 2008

Enhanced Adsorption Efficiency through Materials Design for Direct Air Capture over Supported Polyethylenimine journal, September 2016

Comparative Study of Molecular Basket Sorbents Consisting of Polyallylamine and Polyethylenimine Functionalized SBA-15 for CO 2 Capture from Flue Gas journal, October 2017

Amine-Tethered Solid Adsorbents Coupling High Adsorption Capacity and Regenerability for CO2 Capture From Ambient Air journal, May 2011

Direct Capture of CO2 from Ambient Air journal, August 2016

Applications of Pore-Expanded Mesoporous Silica. 2. Development of a High-Capacity, Water-Tolerant Adsorbent for CO 2 journal, October 2005

Linking CO 2 Sorption Performance to Polymer Morphology in Aminopolymer/Silica Composites through Neutron Scattering journal, September 2015

PIM-1 as a Solution-Processable “Molecular Basket” for CO 2 Capture from Dilute Sources journal, November 2015

Oxidative degradation of silica-supported polyethylenimine for CO 2 adsorption: insights into the nature of deactivated species journal, January 2014

Probing Intramolecular versus Intermolecular CO 2 Adsorption on Amine-Grafted SBA-15 journal, November 2015

Poly(allylamine)–Mesoporous Silica Composite Materials for CO 2 Capture from Simulated Flue Gas or Ambient Air journal, December 2011

Isomerization Polymerization of 1,3-Oxazine. II. Kinetic Studies of the Ring-Opening Isomerization Polymerization of Unsubstituted 5,6-Dihydro-4H-1,3,-oxazine journal, May 1974

Adsorptive removal of carbon dioxide using polyethyleneimine-loaded mesoporous silica materials journal, August 2008

Application of Amine-Tethered Solid Sorbents for Direct CO 2 Capture from the Ambient Air journal, March 2011

Role of Amine Structure on Carbon Dioxide Adsorption from Ultradilute Gas Streams such as Ambient Air journal, July 2012

Thermal, Oxidative, and CO 2 -Induced Degradation of Supported Polyethylenimine Adsorbents journal, May 2012

Mesoporous Alumina-Supported Amines as Potential Steam-Stable Adsorbents for Capturing CO 2 from Simulated Flue Gas and Ambient Air journal, November 2011

Post-Grafting Amination of Alkyl Halide-Functionalized Silica for Applications in Catalysis, Adsorption, and 15 N NMR Spectroscopy journal, February 2015

Air as the renewable carbon source of the future: an overview of CO2 capture from the atmosphere journal, January 2012

Oxidation-stable amine-containing adsorbents for carbon dioxide capture journal, February 2018

CO 2 Adsorption on Polyethylenimine-Functionalized SBA-15 Mesoporous Silica: Isotherms and Modeling journal, February 2014

Adsorbent Materials for Carbon Dioxide Capture from Large Anthropogenic Point Sources journal, September 2009

Amine-bearing mesoporous silica for CO2 removal from dry and humid air journal, June 2010

Carbon Dioxide Capture in Metal–Organic Frameworks journal, September 2011

Mechanisms and Kinetics for Sorption of CO 2 on Bicontinuous Mesoporous Silica Modified with n -Propylamine journal, September 2011

Adsorption Microcalorimetry of CO 2 in Confined Aminopolymers journal, December 2016

Modeling adsorption of CO2 on amine-functionalized mesoporous silica. 2: Kinetics and breakthrough curves journal, July 2010

CO 2 -Induced Degradation of Amine-Containing Adsorbents: Reaction Products and Pathways journal, August 2012

Mechanism and Kinetics of CO 2 Adsorption on Surface Bonded Amines journal, February 2015

The influence of polyethyleneimine type and molecular weight on the CO2 capture performance of PEI-nano silica adsorbents journal, December 2014

Temperature-programmed desorption of CO2 from polyethylenimine-loaded SBA-15 as molecular basket sorbents journal, October 2012

Influence of Drying Conditions on Amine-Functionalized SBA-15 as Adsorbent of CO2 journal, January 2011

Evaluation of CO2 adsorption dynamics of polymer/silica supported poly(ethylenimine) hollow fiber sorbents in rapid temperature swing adsorption journal, February 2014

Adsorption of CO 2 on a micro-/mesoporous polyimine modified with tris(2-aminoethyl)amine journal, January 2015

Important Roles of Enthalpic and Entropic Contributions to CO 2 Capture from Simulated Flue Gas and Ambient Air Using Mesoporous Silica Grafted Amines journal, September 2014

Metal−Organic Frameworks with Exceptionally High Capacity for Storage of Carbon Dioxide at Room Temperature journal, December 2005

Epoxide-functionalization of polyethyleneimine for synthesis of stable carbon dioxide adsorbent in temperature swing adsorption journal, August 2016

Elucidation of Surface Species through in Situ FTIR Spectroscopy of Carbon Dioxide Adsorption on Amine-Grafted SBA-15 journal, August 2016

Capture of Carbon Dioxide from Air and Flue Gas in the Alkylamine-Appended Metal–Organic Framework mmen-Mg2(dobpdc) journal, April 2012

Infrared Study of Strongly and Weakly Adsorbed CO 2 on Fresh and Oxidatively Degraded Amine Sorbents journal, April 2013

Performance and Properties of a Solid Amine Sorbent for Carbon Dioxide Removal in Space Life Support Applications journal, March 2001

Spectroscopic Investigation into Oxidative Degradation of Silica-Supported Amine Sorbents for CO2 Capture journal, June 2012

Hollow Fiber Adsorbents for CO 2 Removal from Flue Gas journal, August 2009

Steam Induced Structural Changes of a Poly(ethylenimine) Impregnated γ-Alumina Sorbent for CO 2 Extraction from Ambient Air journal, June 2014

Comprehensive Study of the Impact of Steam on Polyethyleneimine on Silica for CO 2 Capture journal, October 2013

Thermoresponsive Poly(2-oxazine)s journal, November 2011

Title: Oxidatively‐Stable Linear Poly(propylenimine)‐Containing Adsorbents for CO ₂ Capture from Ultradilute Streams

Study of Carbon Dioxide Adsorption on Mesoporous Aminopropylsilane-Functionalized Silica and Titania Combining Microcalorimetry and in Situ Infrared Spectroscopy
journal, December 2009

Design of Aminopolymer Structure to Enhance Performance and Stability of CO ₂ Sorbents: Poly(propylenimine) vs Poly(ethylenimine)
journal, March 2017

Degradation of amine-supported CO2 adsorbents in the presence of oxygen-containing gases
journal, November 2011

New Amines for CO ₂ Capture. I. Mechanisms of Amine Degradation in the Presence of CO ₂
journal, October 2009

New Amines for CO ₂ Capture. II. Oxidative Degradation Mechanisms
journal, October 2009

Carbon Dioxide Capture from the Air Using a Polyamine Based Regenerable Solid Adsorbent
journal, December 2011

Preparation and characterization of novel CO2 “molecular basket” adsorbents based on polymer-modified mesoporous molecular sieve MCM-41
journal, August 2003

On thermodynamic separation efficiency: Adsorption processes
journal, April 2016

Ising Models of Polyprotic Acids and Bases
journal, June 1994

Novel Polyethylenimine-Modified Mesoporous Molecular Sieve of MCM-41 Type as High-Capacity Adsorbent for CO₂ Capture
journal, November 2002

Microwave Accelerated Polymerization of 2-Phenyl-5,6-dihydro-4H-1,3-oxazine: Kinetics and Influence of End-Groups on Glass Transition Temperature
journal, August 2006

Inhibitors of Monoethanolamine Oxidation in CO ₂ Capture Processes
journal, October 2014

CO2 capture by solid adsorbents and their applications: current status and new trends
journal, January 2011

New Amines for CO ₂ Capture. III. Effect of Alkyl Chain Length between Amine Functions on Polyamines Degradation
journal, May 2010

Oxidative Degradation of Aminosilica Adsorbents Relevant to Postcombustion CO ₂ Capture
journal, May 2011

Easily Regenerable Solid Adsorbents Based on Polyamines for Carbon Dioxide Capture from the Air
journal, March 2014

Oxidative Degradation of Monoethanolamine
journal, August 2002

Applicability of linear polyethylenimine supported on nano-silica for the adsorption of CO ₂ from various sources including dry air
journal, January 2015

Thermal, Oxidative and CO ₂ Induced Degradation of Primary Amines Used for CO ₂ Capture: Effect of Alkyl Linker on Stability
journal, May 2014

Oxidative Stability of Amino Polymer–Alumina Hybrid Adsorbents for Carbon Dioxide Capture
journal, March 2013

Linear poly(propylenimine)/lithium triflate as a polymer electrolyte system
journal, May 2008

Preparation, characterization, and antimicrobial property of cotton cellulose fabric grafted with poly (propylene imine) dendrimer
journal, July 2012

Thermal stability of polyethylenimine based carbon dioxide adsorbents and its influence on selection of regeneration strategies
journal, December 2008

Enhanced Adsorption Efficiency through Materials Design for Direct Air Capture over Supported Polyethylenimine
journal, September 2016

Comparative Study of Molecular Basket Sorbents Consisting of Polyallylamine and Polyethylenimine Functionalized SBA-15 for CO ₂ Capture from Flue Gas
journal, October 2017

Amine-Tethered Solid Adsorbents Coupling High Adsorption Capacity and Regenerability for CO2 Capture From Ambient Air
journal, May 2011

Direct Capture of CO₂ from Ambient Air
journal, August 2016

Applications of Pore-Expanded Mesoporous Silica. 2. Development of a High-Capacity, Water-Tolerant Adsorbent for CO ₂
journal, October 2005

Linking CO ₂ Sorption Performance to Polymer Morphology in Aminopolymer/Silica Composites through Neutron Scattering
journal, September 2015

PIM-1 as a Solution-Processable “Molecular Basket” for CO ₂ Capture from Dilute Sources
journal, November 2015

Oxidative degradation of silica-supported polyethylenimine for CO ₂ adsorption: insights into the nature of deactivated species
journal, January 2014

Probing Intramolecular versus Intermolecular CO ₂ Adsorption on Amine-Grafted SBA-15
journal, November 2015

Poly(allylamine)–Mesoporous Silica Composite Materials for CO ₂ Capture from Simulated Flue Gas or Ambient Air
journal, December 2011

Isomerization Polymerization of 1,3-Oxazine. II. Kinetic Studies of the Ring-Opening Isomerization Polymerization of Unsubstituted 5,6-Dihydro-4H-1,3,-oxazine
journal, May 1974

Adsorptive removal of carbon dioxide using polyethyleneimine-loaded mesoporous silica materials
journal, August 2008

Application of Amine-Tethered Solid Sorbents for Direct CO ₂ Capture from the Ambient Air
journal, March 2011

Role of Amine Structure on Carbon Dioxide Adsorption from Ultradilute Gas Streams such as Ambient Air
journal, July 2012

Thermal, Oxidative, and CO ₂ -Induced Degradation of Supported Polyethylenimine Adsorbents
journal, May 2012

Mesoporous Alumina-Supported Amines as Potential Steam-Stable Adsorbents for Capturing CO ₂ from Simulated Flue Gas and Ambient Air
journal, November 2011

Post-Grafting Amination of Alkyl Halide-Functionalized Silica for Applications in Catalysis, Adsorption, and ¹⁵ N NMR Spectroscopy
journal, February 2015

Air as the renewable carbon source of the future: an overview of CO2 capture from the atmosphere
journal, January 2012

Oxidation-stable amine-containing adsorbents for carbon dioxide capture
journal, February 2018

CO ₂ Adsorption on Polyethylenimine-Functionalized SBA-15 Mesoporous Silica: Isotherms and Modeling
journal, February 2014

Adsorbent Materials for Carbon Dioxide Capture from Large Anthropogenic Point Sources
journal, September 2009

Amine-bearing mesoporous silica for CO2 removal from dry and humid air
journal, June 2010

Carbon Dioxide Capture in Metal–Organic Frameworks
journal, September 2011

Mechanisms and Kinetics for Sorption of CO ₂ on Bicontinuous Mesoporous Silica Modified with n -Propylamine
journal, September 2011

Adsorption Microcalorimetry of CO ₂ in Confined Aminopolymers
journal, December 2016

Modeling adsorption of CO2 on amine-functionalized mesoporous silica. 2: Kinetics and breakthrough curves
journal, July 2010

CO ₂ -Induced Degradation of Amine-Containing Adsorbents: Reaction Products and Pathways
journal, August 2012

Mechanism and Kinetics of CO ₂ Adsorption on Surface Bonded Amines
journal, February 2015

The influence of polyethyleneimine type and molecular weight on the CO2 capture performance of PEI-nano silica adsorbents
journal, December 2014

Temperature-programmed desorption of CO2 from polyethylenimine-loaded SBA-15 as molecular basket sorbents
journal, October 2012

Influence of Drying Conditions on Amine-Functionalized SBA-15 as Adsorbent of CO2
journal, January 2011

Evaluation of CO2 adsorption dynamics of polymer/silica supported poly(ethylenimine) hollow fiber sorbents in rapid temperature swing adsorption
journal, February 2014

Adsorption of CO ₂ on a micro-/mesoporous polyimine modified with tris(2-aminoethyl)amine
journal, January 2015

Important Roles of Enthalpic and Entropic Contributions to CO ₂ Capture from Simulated Flue Gas and Ambient Air Using Mesoporous Silica Grafted Amines
journal, September 2014

Metal−Organic Frameworks with Exceptionally High Capacity for Storage of Carbon Dioxide at Room Temperature
journal, December 2005

Epoxide-functionalization of polyethyleneimine for synthesis of stable carbon dioxide adsorbent in temperature swing adsorption
journal, August 2016

Elucidation of Surface Species through in Situ FTIR Spectroscopy of Carbon Dioxide Adsorption on Amine-Grafted SBA-15
journal, August 2016

Capture of Carbon Dioxide from Air and Flue Gas in the Alkylamine-Appended Metal–Organic Framework mmen-Mg₂(dobpdc)
journal, April 2012

Infrared Study of Strongly and Weakly Adsorbed CO ₂ on Fresh and Oxidatively Degraded Amine Sorbents
journal, April 2013

Performance and Properties of a Solid Amine Sorbent for Carbon Dioxide Removal in Space Life Support Applications
journal, March 2001

Spectroscopic Investigation into Oxidative Degradation of Silica-Supported Amine Sorbents for CO2 Capture
journal, June 2012

Hollow Fiber Adsorbents for CO ₂ Removal from Flue Gas
journal, August 2009

Steam Induced Structural Changes of a Poly(ethylenimine) Impregnated γ-Alumina Sorbent for CO ₂ Extraction from Ambient Air
journal, June 2014

Comprehensive Study of the Impact of Steam on Polyethyleneimine on Silica for CO ₂ Capture
journal, October 2013

Thermoresponsive Poly(2-oxazine)s
journal, November 2011