Turning into poly(ionic liquid)s as a tool for polyimide modification: synthesis, characterization and CO<sub>2</sub> separation properties

Shaplov, Alexander S.; Morozova, Sofia M.; Lozinskaya, Elena I.; Vlasov, Petr S.; Gouveia, Andreia S. L.; Tomé, Liliana C.; Marrucho, Isabel M.; Vygodskii, Yakov S.

doi:10.1039/c5py01553g

Cited by 82 publications

(79 citation statements)

References 59 publications

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“…The measured GPC molecular weights of PI‐IMs were lower than that of corresponding parent polyimide which could be attributed to the differences in solubility parameters and hydrodynamic volume due to variation in their chemical structures. Similar observations have been reported in the literature for polymers containing ionic groups …”

Section: Resultssupporting

confidence: 92%

“…No T g was detected in DSC analysis of PI‐IMs. Similar observations have been reported for polymers containing ionic groups in the literature …”

Section: Resultssupporting

confidence: 91%

“…The postmodification of polyimides and evaluation of obtained polymers containing imidazolium groups as membrane materials for gas separation applications was firstly reported by Shaplov et al . They found an improvement in gas separation performance compared to parent polymer . These results point out the favorable effect of incorporation of ionic groups into polymers for obtaining both high permeability and selectivity.…”

Section: Introductionmentioning

confidence: 81%

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Design, synthesis, and gas permeation properties of polyimides containing pendent imidazolium groups

Shrimant

Kharul

Wadgaonkar

2018

J. Polym. Sci. Part A: Polym. Chem.

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Film‐forming polymers containing ionic groups have attracted considerable attention as emerging materials for gas separation applications. The aim of this article was to synthesize new film‐forming polyimides containing imidazolium groups (PI‐IMs) and establish their structure–performance relationship. In this context, a new aromatic diamine, namely, N1‐(4‐aminophenyl)‐N1‐(4‐(2‐phenyl‐1H‐imidazol‐1‐yl)phenyl)benzene‐1,4‐diamine (ImTPADA), was synthesized and polycondensed with three aromatic dianhydrides, namely, 4,4′‐(hexafluoroisopropylidene)diphthalic anhydride, 4,4‐(4,4‐isopropylidenediphenoxy) bis(phthalic anhydride), and 4,4′‐oxydiphthalic anhydride to form the corresponding polyimides containing pendent 2‐phenylimidazole groups (PI‐IEs). Next, PI‐IMs were prepared by N‐quaternization of pendent 2‐phenylimidazole groups present in PI‐6FDA using methyl iodide followed by anion exchange with bis(trifluoromethane)sulfonimide lithium salt (LiTf2N). PI‐IEs and PI‐IMs exhibited reasonably high molecular weights, amorphous nature, good solubility, and could be cast into self‐standing films from their DMAc solutions. Thermogravimetric analysis showed that 10% weight loss temperature of PI‐IEs and PI‐IMs were in the range 545–475 °C and 303–306 °C, respectively. Gas permeability analysis of films of PI‐IEs and PI‐IMs was investigated by variable‐volume method and it was observed that incorporation of ionic groups into PI‐6FDA resulted in increased permeability while maintaining selectivity. In particular, polymer bearing Tf2N− anion exhibited high CO2 permeability (33.3 Barr) and high selectivity for CO2/CH4 (41.1) and CO2/N2 (35.4). © 2018 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2018, 56, 1721–1729

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Section: Resultssupporting

confidence: 92%

“…No T g was detected in DSC analysis of PI‐IMs. Similar observations have been reported for polymers containing ionic groups in the literature …”

Section: Resultssupporting

confidence: 91%

Section: Introductionmentioning

confidence: 81%

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Design, synthesis, and gas permeation properties of polyimides containing pendent imidazolium groups

Shrimant

Kharul

Wadgaonkar

2018

J. Polym. Sci. Part A: Polym. Chem.

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“…This behavior is in fine agreement to what has been noticed by several authors. [55][56][57][58][59] In fact, the incorporation of IL decreases the glass transition temperature and increases the free volume within the polymer chains, which allows for higher polymer chain mobility and thus enhanced gas permeabilities. Nevertheless, it can be observed from Figure 5 Still about the anion effect, it is important to note that the higher gas permeabilities through the PIL NTf 2 -IL Si NTf 2 composites compared to those of PIL C(CN) 3 -IL Si C(CN) 3 are connected to their gas diffusivities, with the order from the lowest to the highest permeabilities ( Figure 5(a)) being the same as their diffusivities ( Figure 5(b)).…”

Section: Synthesis Of Poly(ionic Liquidmentioning

confidence: 99%

Study on Gas Permeation and CO₂ Separation through Ionic Liquid-Based Membranes with Siloxane-Functionalized Cations

Tomé

Gouveia

Ranii

et al. 2017

Ind. Eng. Chem. Res.

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This work explores ionic liquid-based membranes with siloxane functionalized cations using two different approaches: supported ionic liquid membranes (SILMs) and poly(ionic liquid)-ionic liquid (PIL-IL) composite membranes. Their CO 2 , CH 4 and N 2 permeation properties were measured at T = 293 K with a trans-membrane pressure differential of 100 kPa. The thermophysical properties of the synthesized siloxane-functionalized ILs, namely viscosity and density (data in Supporting Information), were also determined. Contrary to what was expected, the gas permeation results show that the SILMs containing siloxanefunctionalized cations have lower CO 2 permeabilities than those of their analogues without the siloxane functionality. The addition of siloxane-based ILs into PILs increases both CO 2 permeability and CO 2 /N 2 permselectivity, although it does not significantly change the CO 2 /CH 4 permselectivity. The prepared membranes present very diverse CO 2 permeabilities, between 57 and 568 Barrer, whilst they show permselectivities varying from 16.8 to 36.8 for CO 2 /N 2 and from 9.8 to 11.5 for CO 2 /CH 4 . As observed for other ILs, superior CO 2 separation performances were obtained when the IL containing [C(CN) 3 ] -is used compared to that having the [NTf 2 ] -anion.

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“…Tuning the PILs’ backbones (i.e, substituent and anion variation) of PILs can affect the gas permeation properties . Shaligram et al .…”

Section: Co2 Capture and Separation By Ionic Liquids‐based Membranesmentioning

confidence: 99%

Ionic Liquids‐Based Membranes for Carbon Dioxide Separation

Xiong

Deming

Javaid

et al. 2019

Israel Journal of Chemistry

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Ionic liquids (ILs) have gained wide‐spread focus owing to its negligible vapor pressure, low heat capacity, high thermal stability, and structural diversity. The solubility and selectivity toward carbon dioxide has made ILs a unique platform that possess the potential in gas separations. In particularly, combining functional ILs with membranes and porous supports is an efficient way to design task‐specific materials for CO2 separations. This minireview summarizes the developments and advances of ionic liquids‐based membranes for CO2 separations in recent three years, with an emphasis on the strategy of incorporating ionic liquids and CO2 separation performance.

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Turning into poly(ionic liquid)s as a tool for polyimide modification: synthesis, characterization and CO₂ separation properties

Abstract: A synthetic method for the transformation of polyimides into poly(ionic liquid)s with improved properties is suggested.

Cited by 82 publications

References 59 publications

Design, synthesis, and gas permeation properties of polyimides containing pendent imidazolium groups

Design, synthesis, and gas permeation properties of polyimides containing pendent imidazolium groups

Study on Gas Permeation and CO₂ Separation through Ionic Liquid-Based Membranes with Siloxane-Functionalized Cations

Ionic Liquids‐Based Membranes for Carbon Dioxide Separation

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Turning into poly(ionic liquid)s as a tool for polyimide modification: synthesis, characterization and CO2 separation properties

Abstract: A synthetic method for the transformation of polyimides into poly(ionic liquid)s with improved properties is suggested.

Cited by 82 publications

References 59 publications

Design, synthesis, and gas permeation properties of polyimides containing pendent imidazolium groups

Design, synthesis, and gas permeation properties of polyimides containing pendent imidazolium groups

Study on Gas Permeation and CO2 Separation through Ionic Liquid-Based Membranes with Siloxane-Functionalized Cations

Ionic Liquids‐Based Membranes for Carbon Dioxide Separation

Contact Info

Product

Resources

About

Turning into poly(ionic liquid)s as a tool for polyimide modification: synthesis, characterization and CO₂ separation properties

Study on Gas Permeation and CO₂ Separation through Ionic Liquid-Based Membranes with Siloxane-Functionalized Cations