Dibenzomethanopentacene‐Based Polymers of Intrinsic Microporosity for Use in Gas‐Separation Membranes
Dibenzomethanopentacene (DBMP) is shown to be a useful structural component for making Polymers of Intrinsic Microporosity (PIMs) with promise for making efficient membranes for gas separations. DBMP‐based monomers for PIMs are readily prepared using a Diels–Alder reaction between 2,3‐dimethoxyanthr...
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| Published in | Angewandte Chemie International Edition Vol. 62; no. 8; pp. e202215250 - n/a |
|---|---|
| Main Authors | , , , , , , , |
| Format | Journal Article |
| Language | English |
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Germany
Wiley Subscription Services, Inc
13.02.2023
John Wiley and Sons Inc |
| Edition | International ed. in English |
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| Abstract | Dibenzomethanopentacene (DBMP) is shown to be a useful structural component for making Polymers of Intrinsic Microporosity (PIMs) with promise for making efficient membranes for gas separations. DBMP‐based monomers for PIMs are readily prepared using a Diels–Alder reaction between 2,3‐dimethoxyanthracene and norbornadiene as the key synthetic step. Compared to date for the archetypal PIM‐1, the incorporation of DBMP simultaneously enhances both gas permeability and the ideal selectivity for one gas over another. Hence, both ideal and mixed gas permeability data for DBMP‐rich co‐polymers and an amidoxime modified PIM are close to the current Robeson upper bounds, which define the state‐of‐the‐art for the trade‐off between permeability and selectivity, for several important gas pairs. Furthermore, long‐term studies (over ≈3 years) reveal that the reduction in gas permeabilities on ageing is less for DBMP‐containing PIMs relative to that for other high performing PIMs, which is an attractive property for the fabrication of membranes for efficient gas separations.
A series of dibenzomethanopentacene (DBMP) containing polymers of intrinsic microporosity (PIMs) were synthesised showing both high performance for pure and mixed gas permeability/selectivity and reduced ageing. The data for DBMP‐rich PIMs are close to the latest Robeson upper bounds for several important gas pairs indicating their potential for making gas separation membranes. |
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| AbstractList | Dibenzomethanopentacene (DBMP) is shown to be a useful structural component for making Polymers of Intrinsic Microporosity (PIMs) with promise for making efficient membranes for gas separations. DBMP‐based monomers for PIMs are readily prepared using a Diels–Alder reaction between 2,3‐dimethoxyanthracene and norbornadiene as the key synthetic step. Compared to date for the archetypal PIM‐1, the incorporation of DBMP simultaneously enhances both gas permeability and the ideal selectivity for one gas over another. Hence, both ideal and mixed gas permeability data for DBMP‐rich co‐polymers and an amidoxime modified PIM are close to the current Robeson upper bounds, which define the state‐of‐the‐art for the trade‐off between permeability and selectivity, for several important gas pairs. Furthermore, long‐term studies (over ≈3 years) reveal that the reduction in gas permeabilities on ageing is less for DBMP‐containing PIMs relative to that for other high performing PIMs, which is an attractive property for the fabrication of membranes for efficient gas separations. Dibenzomethanopentacene (DBMP) is shown to be a useful structural component for making Polymers of Intrinsic Microporosity (PIMs) with promise for making efficient membranes for gas separations. DBMP‐based monomers for PIMs are readily prepared using a Diels–Alder reaction between 2,3‐dimethoxyanthracene and norbornadiene as the key synthetic step. Compared to date for the archetypal PIM‐1, the incorporation of DBMP simultaneously enhances both gas permeability and the ideal selectivity for one gas over another. Hence, both ideal and mixed gas permeability data for DBMP‐rich co‐polymers and an amidoxime modified PIM are close to the current Robeson upper bounds, which define the state‐of‐the‐art for the trade‐off between permeability and selectivity, for several important gas pairs. Furthermore, long‐term studies (over ≈3 years) reveal that the reduction in gas permeabilities on ageing is less for DBMP‐containing PIMs relative to that for other high performing PIMs, which is an attractive property for the fabrication of membranes for efficient gas separations. A series of dibenzomethanopentacene (DBMP) containing polymers of intrinsic microporosity (PIMs) were synthesised showing both high performance for pure and mixed gas permeability/selectivity and reduced ageing. The data for DBMP‐rich PIMs are close to the latest Robeson upper bounds for several important gas pairs indicating their potential for making gas separation membranes. Dibenzomethanopentacene (DBMP) is shown to be a useful structural component for making Polymers of Intrinsic Microporosity (PIMs) with promise for making efficient membranes for gas separations. DBMP-based monomers for PIMs are readily prepared using a Diels-Alder reaction between 2,3-dimethoxyanthracene and norbornadiene as the key synthetic step. Compared to date for the archetypal PIM-1, the incorporation of DBMP simultaneously enhances both gas permeability and the ideal selectivity for one gas over another. Hence, both ideal and mixed gas permeability data for DBMP-rich co-polymers and an amidoxime modified PIM are close to the current Robeson upper bounds, which define the state-of-the-art for the trade-off between permeability and selectivity, for several important gas pairs. Furthermore, long-term studies (over ≈3 years) reveal that the reduction in gas permeabilities on ageing is less for DBMP-containing PIMs relative to that for other high performing PIMs, which is an attractive property for the fabrication of membranes for efficient gas separations.Dibenzomethanopentacene (DBMP) is shown to be a useful structural component for making Polymers of Intrinsic Microporosity (PIMs) with promise for making efficient membranes for gas separations. DBMP-based monomers for PIMs are readily prepared using a Diels-Alder reaction between 2,3-dimethoxyanthracene and norbornadiene as the key synthetic step. Compared to date for the archetypal PIM-1, the incorporation of DBMP simultaneously enhances both gas permeability and the ideal selectivity for one gas over another. Hence, both ideal and mixed gas permeability data for DBMP-rich co-polymers and an amidoxime modified PIM are close to the current Robeson upper bounds, which define the state-of-the-art for the trade-off between permeability and selectivity, for several important gas pairs. Furthermore, long-term studies (over ≈3 years) reveal that the reduction in gas permeabilities on ageing is less for DBMP-containing PIMs relative to that for other high performing PIMs, which is an attractive property for the fabrication of membranes for efficient gas separations. |
| Author | Longo, Mariagiulia Monteleone, Marcello McKeown, Neil B. Fuoco, Alessio Esposito, Elisa Chen, Jie Comesaña Gándara, Bibiana Carolus Jansen, Johannes |
| AuthorAffiliation | 1 EaStCHEM School of Chemistry University of Edinburgh David Brewster Road Edinburgh EH9 3FJ UK 2 Institute on Membrane Technology National Research Council of Italy (CNR-ITM) via P. Bucci 17/C 87036 Rende (CS) Italy |
| AuthorAffiliation_xml | – name: 1 EaStCHEM School of Chemistry University of Edinburgh David Brewster Road Edinburgh EH9 3FJ UK – name: 2 Institute on Membrane Technology National Research Council of Italy (CNR-ITM) via P. Bucci 17/C 87036 Rende (CS) Italy |
| Author_xml | – sequence: 1 givenname: Jie surname: Chen fullname: Chen, Jie organization: University of Edinburgh – sequence: 2 givenname: Mariagiulia surname: Longo fullname: Longo, Mariagiulia organization: National Research Council of Italy (CNR-ITM) – sequence: 3 givenname: Alessio surname: Fuoco fullname: Fuoco, Alessio organization: National Research Council of Italy (CNR-ITM) – sequence: 4 givenname: Elisa surname: Esposito fullname: Esposito, Elisa organization: National Research Council of Italy (CNR-ITM) – sequence: 5 givenname: Marcello surname: Monteleone fullname: Monteleone, Marcello organization: National Research Council of Italy (CNR-ITM) – sequence: 6 givenname: Bibiana surname: Comesaña Gándara fullname: Comesaña Gándara, Bibiana organization: University of Edinburgh – sequence: 7 givenname: Johannes surname: Carolus Jansen fullname: Carolus Jansen, Johannes email: johannescarolus.jansen@cnr.it organization: National Research Council of Italy (CNR-ITM) – sequence: 8 givenname: Neil B. orcidid: 0000-0002-6027-261X surname: McKeown fullname: McKeown, Neil B. email: neil.mckeown@ed.ac.uk organization: University of Edinburgh |
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| CitedBy_id | crossref_primary_10_1016_j_memsci_2023_121917 crossref_primary_10_1021_acs_macromol_4c00255 crossref_primary_10_1002_ange_202400688 crossref_primary_10_1021_acs_iecr_3c03571 crossref_primary_10_1016_j_pmatsci_2024_101285 crossref_primary_10_1016_j_pmatsci_2024_101297 crossref_primary_10_1016_j_memsci_2024_123218 crossref_primary_10_1016_j_memsci_2024_123647 crossref_primary_10_1016_j_seppur_2024_130899 crossref_primary_10_1016_j_memsci_2023_121841 crossref_primary_10_1016_j_memsci_2024_123379 crossref_primary_10_1016_j_memsci_2025_123973 crossref_primary_10_1002_anie_202400688 crossref_primary_10_3390_nano13182514 crossref_primary_10_1177_09540083241297408 crossref_primary_10_6023_cjoc202212026 crossref_primary_10_1039_D4TA04082A crossref_primary_10_1016_j_seppur_2024_129624 |
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| Keywords | Membranes Dibenzomethanopentacene Gas Separation Ageing Polymers of Intrinsic Microporosity |
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| Snippet | Dibenzomethanopentacene (DBMP) is shown to be a useful structural component for making Polymers of Intrinsic Microporosity (PIMs) with promise for making... |
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| SubjectTerms | Ageing Dibenzomethanopentacene Diels-Alder reactions Fabrication Gas Separation Membranes Microporosity Monomers Permeability Polymers Polymers of Intrinsic Microporosity Selectivity Upper bounds |
| Title | Dibenzomethanopentacene‐Based Polymers of Intrinsic Microporosity for Use in Gas‐Separation Membranes |
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