The role of ortho-, meta- and para-substitutions in the main-chain structure of poly(etherimide)s and the effects on CO2/CH4 gas separation performance

Zeljka P. Madzarevic, Salman Shahid, Kitty Nijmeijer, Theo J. Dingemans

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

A homologous series of 12 all-aromatic PEI membranes was investigated with the aim to understand how subtle changes in the PEI main-chain affect the carbon dioxide/methane (CO2/CH4) gas separation performance. The 3-ring diamines selected for this study are either para-, meta- or ortho-aryloxy substituted with respect to the central benzene ring, i.e. 1,4-bis(4-aminophenoxy)benzene (P1), 1,3-bis(4-aminophenoxy)benzene (M1) and 1,2-bis(4-aminophenoxy)benzene (O1). Doing so changes the backbone geometry from a more linear to a more kinked conformation. In addition, four dianhydrides were selected with the aim to tailor the segmental mobility and hence the free volume of the PEIs, i.e. pyromellitic dianhydride (PMDA), 3,3′,4,4′-biphenyltetracarboxylic dianhydride (BPDA), 3,3′,4,4′-benzophenonetetracarboxylic dianhydride (BTDA) and 3,3′,4,4′-oxydiphthalic dianhydride (ODPA). We have investigated how subtle changes in these prototypical PEIs affect membrane critical performance criteria such as CO2 permeability, CO2/CH4 selectivity and ability to withstand high operating pressures. In ODPA-based membranes the CO2 permeability decreases in the order P1 > O1 > M1 and remains steady throughout measurements with mixed feed pressures up to 40 bar, however, the selectivity decreases for ODPA-O1 and ODPA-M1. For high-pressure applications, the OPDA-P1 membrane is a good candidate with a selectivity of 48, permeability of CO2 of 0.74 Barrer and ability to resist plasticization up to 40 bar of total pressure (16 bar of CO2 partial pressure). Alternatively, for applications up to 10 bar of total mixed feed (5 bar of CO2 partial pressure), BPDA-O1 is a promising candidate because this membrane displays a high selectivity of 70 and permeability of 1.3 Barrer.

Original languageEnglish
Pages (from-to)242-250
Number of pages9
JournalSeparation and Purification Technology
Volume210
Early online date7 Aug 2018
DOIs
Publication statusPublished - 8 Feb 2019

Fingerprint

Carbon Monoxide
Polyetherimides
Substitution reactions
Gases
Benzene
Membranes
Partial pressure
Free volume
Conformations
Diamines
Carbon dioxide
Methane
Carbon Dioxide
Geometry

Keywords

  • Polyetherimide membranes
  • CO2 removal
  • Structure-property relationship
  • Plasticization
  • Gas separation

ASJC Scopus subject areas

  • Analytical Chemistry
  • Filtration and Separation

Cite this

The role of ortho-, meta- and para-substitutions in the main-chain structure of poly(etherimide)s and the effects on CO2/CH4 gas separation performance. / Madzarevic, Zeljka P.; Shahid, Salman; Nijmeijer, Kitty; Dingemans, Theo J.

In: Separation and Purification Technology, Vol. 210, 08.02.2019, p. 242-250.

Research output: Contribution to journalArticle

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AB - A homologous series of 12 all-aromatic PEI membranes was investigated with the aim to understand how subtle changes in the PEI main-chain affect the carbon dioxide/methane (CO2/CH4) gas separation performance. The 3-ring diamines selected for this study are either para-, meta- or ortho-aryloxy substituted with respect to the central benzene ring, i.e. 1,4-bis(4-aminophenoxy)benzene (P1), 1,3-bis(4-aminophenoxy)benzene (M1) and 1,2-bis(4-aminophenoxy)benzene (O1). Doing so changes the backbone geometry from a more linear to a more kinked conformation. In addition, four dianhydrides were selected with the aim to tailor the segmental mobility and hence the free volume of the PEIs, i.e. pyromellitic dianhydride (PMDA), 3,3′,4,4′-biphenyltetracarboxylic dianhydride (BPDA), 3,3′,4,4′-benzophenonetetracarboxylic dianhydride (BTDA) and 3,3′,4,4′-oxydiphthalic dianhydride (ODPA). We have investigated how subtle changes in these prototypical PEIs affect membrane critical performance criteria such as CO2 permeability, CO2/CH4 selectivity and ability to withstand high operating pressures. In ODPA-based membranes the CO2 permeability decreases in the order P1 > O1 > M1 and remains steady throughout measurements with mixed feed pressures up to 40 bar, however, the selectivity decreases for ODPA-O1 and ODPA-M1. For high-pressure applications, the OPDA-P1 membrane is a good candidate with a selectivity of 48, permeability of CO2 of 0.74 Barrer and ability to resist plasticization up to 40 bar of total pressure (16 bar of CO2 partial pressure). Alternatively, for applications up to 10 bar of total mixed feed (5 bar of CO2 partial pressure), BPDA-O1 is a promising candidate because this membrane displays a high selectivity of 70 and permeability of 1.3 Barrer.

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