Synthesis, structure and gas separation properties of ethanol-soluble, amphiphilic POM-PBHP comb copolymers

Kihoon Kim, Dong A. Kang, Jung Tae Park, Ki Chul Kim, Jong Hak Kim

Research output: Contribution to journalArticle

Abstract

We report the synthesis of a series of alcohol-soluble comb copolymers, specifically poly(oxyethylene methacrylate)-co-poly(2-(4-benzoyl-3-hydroxy phenoxy) ethyl acrylate) (POM-PBHP), with various compositions, as well as their use in CO2 capture membranes. The POM-PBHP comb copolymers were synthesized through a low-cost free-radical polymerization method and analyzed based on Fourier transform infrared spectroscopy and nuclear magnetic resonance. The interactions and structures of the comb copolymers were characterized via X-ray diffraction, differential scanning calorimetry, and thermogravimetric analysis. The comb copolymers showed good solubility in volatile nontoxic ethanol, allowing them to be coated onto microporous polymer supports to form thin-film composite membranes. While both neat POM and PBHP membranes showed very poor separation properties, the POM-PBHP comb copolymers were effective at separating CO2 from N2. This is because the POM chains with ether oxygen groups have a strong affinity for CO2, leading to high CO2 permeance, whereas the rigid PBHP chains with aromatic rings hinder N2 permeance based on reduced chain mobility. All the full-atomistic molecular dynamics simulations based on density functional theory were also used to characterize the molecular structure and binding energy for CO2, which is consistent with the experimental results. The performance of the membranes was greatest when the content of PBHP in the copolymer was 15 wt%. The CO2/N2 selectivity and CO2 permeability reached 46.6 and 111 Barrer, respectively, which represents one of the highest values for alcohol-soluble, additive-free polymeric membranes and is similar to that of commercial PEBAX membrane.

Original languageEnglish
Article number121700
JournalPolymer
Volume180
DOIs
Publication statusPublished - 2019 Oct 10

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Ethanol
Copolymers
Gases
Membranes
Alcohols
Polymeric membranes
Methacrylates
Composite membranes
Free radical polymerization
Binding energy
Ether
Molecular structure
Fourier transform infrared spectroscopy
Density functional theory
Thermogravimetric analysis
Molecular dynamics
cyclo(diaminobutyryl-diaminobutyryl-phenylalanyl-leucyl-diaminobutyryl-diaminobutyryl-threonyl)
Differential scanning calorimetry
Ethers
Polymers

All Science Journal Classification (ASJC) codes

  • Organic Chemistry
  • Polymers and Plastics
  • Materials Chemistry

Cite this

Kim, Kihoon ; Kang, Dong A. ; Park, Jung Tae ; Kim, Ki Chul ; Kim, Jong Hak. / Synthesis, structure and gas separation properties of ethanol-soluble, amphiphilic POM-PBHP comb copolymers. In: Polymer. 2019 ; Vol. 180.
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abstract = "We report the synthesis of a series of alcohol-soluble comb copolymers, specifically poly(oxyethylene methacrylate)-co-poly(2-(4-benzoyl-3-hydroxy phenoxy) ethyl acrylate) (POM-PBHP), with various compositions, as well as their use in CO2 capture membranes. The POM-PBHP comb copolymers were synthesized through a low-cost free-radical polymerization method and analyzed based on Fourier transform infrared spectroscopy and nuclear magnetic resonance. The interactions and structures of the comb copolymers were characterized via X-ray diffraction, differential scanning calorimetry, and thermogravimetric analysis. The comb copolymers showed good solubility in volatile nontoxic ethanol, allowing them to be coated onto microporous polymer supports to form thin-film composite membranes. While both neat POM and PBHP membranes showed very poor separation properties, the POM-PBHP comb copolymers were effective at separating CO2 from N2. This is because the POM chains with ether oxygen groups have a strong affinity for CO2, leading to high CO2 permeance, whereas the rigid PBHP chains with aromatic rings hinder N2 permeance based on reduced chain mobility. All the full-atomistic molecular dynamics simulations based on density functional theory were also used to characterize the molecular structure and binding energy for CO2, which is consistent with the experimental results. The performance of the membranes was greatest when the content of PBHP in the copolymer was 15 wt{\%}. The CO2/N2 selectivity and CO2 permeability reached 46.6 and 111 Barrer, respectively, which represents one of the highest values for alcohol-soluble, additive-free polymeric membranes and is similar to that of commercial PEBAX membrane.",
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Synthesis, structure and gas separation properties of ethanol-soluble, amphiphilic POM-PBHP comb copolymers. / Kim, Kihoon; Kang, Dong A.; Park, Jung Tae; Kim, Ki Chul; Kim, Jong Hak.

In: Polymer, Vol. 180, 121700, 10.10.2019.

Research output: Contribution to journalArticle

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