Poly(vinylimidazole-co-butyl acrylate) membranes for CO2 separation

Ting Song, Jing Deng, Liyuan Deng, Lu Bai, Xiangping Zhang, Suojiang Zhang, Peter Szabo, Anders E. Daugaard*

*Corresponding author for this work

Research output: Contribution to journalJournal articleResearchpeer-review

Abstract

Room temperature ionic liquids (RTILs) are known to exhibit high CO2 solubility, which makes them interesting candidates for separation and purification of mixed gas streams. Particularly, RTILs based on imidazoles have shown very promising results. However, membranes of the corresponding poly(RT-IL)s are inherently brittle, which makes them too fragile for use in freestanding membranes. Therefore, copolymers of N-vinylimidazole (VIm) and butyl acrylate (BuA) were prepared, showing reactivity ratios of rBuA = 1.91–2.02 and rVIm = 0.094–0.10. The prepared copolymers of poly(VIm-co-BuA) with a copolymer composition of 24:76 had sufficiently low Tg (−6.6 °C) and were flexible enough to be used for membrane preparation. The copolymer was quarternized and crosslinked in a one-pot reaction into thin film membranes employing a mixture of mono and difunctional alkyl halides. Membranes were prepared using a mixture of 1:8, 1:2 and 1:0 of 1,6-dibromohexane and 1-bromobutane, resulting in different degrees of crosslinking. The one-pot process additionally allows incorporation of up to 16 wt% free RTIL (BMIM Tf2N) in the 1:0 ratio membranes. All membranes were tested for CO2 permeability (33.7–54.38 barrer), and for selectivity towards N2 and CH4. By varying the crosslinking degree, it was observed that CO2 permeability increased with decreasing the degree of crosslinking. Finally, films prepared with free RTIL led to an improvement of the gas separation performance, with CO2 permeability increased from 33.71 to 38.77 barrer and CO2/N2 permselectivity increased from 20.81 to 27.82.
Original languageEnglish
JournalPolymer
Volume160
Pages (from-to)223-230
ISSN0032-3861
DOIs
Publication statusPublished - 2019

Keywords

  • N-vinylimidazole
  • poly(ionic liquid)
  • Crosslinking free-standing membrane
  • Gas separation

Cite this

Song, Ting ; Deng, Jing ; Deng, Liyuan ; Bai, Lu ; Zhang, Xiangping ; Zhang, Suojiang ; Szabo, Peter ; Daugaard, Anders E. / Poly(vinylimidazole-co-butyl acrylate) membranes for CO2 separation. In: Polymer. 2019 ; Vol. 160. pp. 223-230.
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title = "Poly(vinylimidazole-co-butyl acrylate) membranes for CO2 separation",
abstract = "Room temperature ionic liquids (RTILs) are known to exhibit high CO2 solubility, which makes them interesting candidates for separation and purification of mixed gas streams. Particularly, RTILs based on imidazoles have shown very promising results. However, membranes of the corresponding poly(RT-IL)s are inherently brittle, which makes them too fragile for use in freestanding membranes. Therefore, copolymers of N-vinylimidazole (VIm) and butyl acrylate (BuA) were prepared, showing reactivity ratios of rBuA = 1.91–2.02 and rVIm = 0.094–0.10. The prepared copolymers of poly(VIm-co-BuA) with a copolymer composition of 24:76 had sufficiently low Tg (−6.6 °C) and were flexible enough to be used for membrane preparation. The copolymer was quarternized and crosslinked in a one-pot reaction into thin film membranes employing a mixture of mono and difunctional alkyl halides. Membranes were prepared using a mixture of 1:8, 1:2 and 1:0 of 1,6-dibromohexane and 1-bromobutane, resulting in different degrees of crosslinking. The one-pot process additionally allows incorporation of up to 16 wt{\%} free RTIL (BMIM Tf2N) in the 1:0 ratio membranes. All membranes were tested for CO2 permeability (33.7–54.38 barrer), and for selectivity towards N2 and CH4. By varying the crosslinking degree, it was observed that CO2 permeability increased with decreasing the degree of crosslinking. Finally, films prepared with free RTIL led to an improvement of the gas separation performance, with CO2 permeability increased from 33.71 to 38.77 barrer and CO2/N2 permselectivity increased from 20.81 to 27.82.",
keywords = "N-vinylimidazole, poly(ionic liquid), Crosslinking free-standing membrane, Gas separation",
author = "Ting Song and Jing Deng and Liyuan Deng and Lu Bai and Xiangping Zhang and Suojiang Zhang and Peter Szabo and Daugaard, {Anders E.}",
year = "2019",
doi = "10.1016/j.polymer.2018.11.058",
language = "English",
volume = "160",
pages = "223--230",
journal = "Polymer",
issn = "0032-3861",
publisher = "Elsevier",

}

Poly(vinylimidazole-co-butyl acrylate) membranes for CO2 separation. / Song, Ting; Deng, Jing; Deng, Liyuan; Bai, Lu; Zhang, Xiangping; Zhang, Suojiang; Szabo, Peter; Daugaard, Anders E.

In: Polymer, Vol. 160, 2019, p. 223-230.

Research output: Contribution to journalJournal articleResearchpeer-review

TY - JOUR

T1 - Poly(vinylimidazole-co-butyl acrylate) membranes for CO2 separation

AU - Song, Ting

AU - Deng, Jing

AU - Deng, Liyuan

AU - Bai, Lu

AU - Zhang, Xiangping

AU - Zhang, Suojiang

AU - Szabo, Peter

AU - Daugaard, Anders E.

PY - 2019

Y1 - 2019

N2 - Room temperature ionic liquids (RTILs) are known to exhibit high CO2 solubility, which makes them interesting candidates for separation and purification of mixed gas streams. Particularly, RTILs based on imidazoles have shown very promising results. However, membranes of the corresponding poly(RT-IL)s are inherently brittle, which makes them too fragile for use in freestanding membranes. Therefore, copolymers of N-vinylimidazole (VIm) and butyl acrylate (BuA) were prepared, showing reactivity ratios of rBuA = 1.91–2.02 and rVIm = 0.094–0.10. The prepared copolymers of poly(VIm-co-BuA) with a copolymer composition of 24:76 had sufficiently low Tg (−6.6 °C) and were flexible enough to be used for membrane preparation. The copolymer was quarternized and crosslinked in a one-pot reaction into thin film membranes employing a mixture of mono and difunctional alkyl halides. Membranes were prepared using a mixture of 1:8, 1:2 and 1:0 of 1,6-dibromohexane and 1-bromobutane, resulting in different degrees of crosslinking. The one-pot process additionally allows incorporation of up to 16 wt% free RTIL (BMIM Tf2N) in the 1:0 ratio membranes. All membranes were tested for CO2 permeability (33.7–54.38 barrer), and for selectivity towards N2 and CH4. By varying the crosslinking degree, it was observed that CO2 permeability increased with decreasing the degree of crosslinking. Finally, films prepared with free RTIL led to an improvement of the gas separation performance, with CO2 permeability increased from 33.71 to 38.77 barrer and CO2/N2 permselectivity increased from 20.81 to 27.82.

AB - Room temperature ionic liquids (RTILs) are known to exhibit high CO2 solubility, which makes them interesting candidates for separation and purification of mixed gas streams. Particularly, RTILs based on imidazoles have shown very promising results. However, membranes of the corresponding poly(RT-IL)s are inherently brittle, which makes them too fragile for use in freestanding membranes. Therefore, copolymers of N-vinylimidazole (VIm) and butyl acrylate (BuA) were prepared, showing reactivity ratios of rBuA = 1.91–2.02 and rVIm = 0.094–0.10. The prepared copolymers of poly(VIm-co-BuA) with a copolymer composition of 24:76 had sufficiently low Tg (−6.6 °C) and were flexible enough to be used for membrane preparation. The copolymer was quarternized and crosslinked in a one-pot reaction into thin film membranes employing a mixture of mono and difunctional alkyl halides. Membranes were prepared using a mixture of 1:8, 1:2 and 1:0 of 1,6-dibromohexane and 1-bromobutane, resulting in different degrees of crosslinking. The one-pot process additionally allows incorporation of up to 16 wt% free RTIL (BMIM Tf2N) in the 1:0 ratio membranes. All membranes were tested for CO2 permeability (33.7–54.38 barrer), and for selectivity towards N2 and CH4. By varying the crosslinking degree, it was observed that CO2 permeability increased with decreasing the degree of crosslinking. Finally, films prepared with free RTIL led to an improvement of the gas separation performance, with CO2 permeability increased from 33.71 to 38.77 barrer and CO2/N2 permselectivity increased from 20.81 to 27.82.

KW - N-vinylimidazole

KW - poly(ionic liquid)

KW - Crosslinking free-standing membrane

KW - Gas separation

U2 - 10.1016/j.polymer.2018.11.058

DO - 10.1016/j.polymer.2018.11.058

M3 - Journal article

VL - 160

SP - 223

EP - 230

JO - Polymer

JF - Polymer

SN - 0032-3861

ER -