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dc.contributor.authorAbdulhamid, Mahmoud A.
dc.contributor.authorLai, Holden W. H.
dc.contributor.authorWang, Yingge
dc.contributor.authorJin, Zexin
dc.contributor.authorTeo, Yew Chin
dc.contributor.authorMa, Xiaohua
dc.contributor.authorPinnau, Ingo
dc.contributor.authorXia, Yan
dc.date.accessioned2019-02-21T08:12:36Z
dc.date.available2019-02-21T08:12:36Z
dc.date.issued2019-02-06
dc.identifier.citationAbdulhamid MA, Lai HWH, Wang Y, Jin Z, Teo YC, et al. (2019) Microporous Polyimides from Ladder Diamines Synthesized by Facile Catalytic Arene-Norbornene Annulation as High-Performance Membranes for Gas Separation. Chemistry of Materials. Available: http://dx.doi.org/10.1021/acs.chemmater.8b05359.
dc.identifier.issn0897-4756
dc.identifier.issn1520-5002
dc.identifier.doi10.1021/acs.chemmater.8b05359
dc.identifier.urihttp://hdl.handle.net/10754/631113
dc.description.abstractWe synthesized a series of rigid ladder-type diamines from readily available bromoanilines and norbornadiene in one step using facile catalytic arene-norbornene annulation (CANAL). Polycondensation of CANAL ladder diamines with 4,4’-(hexafluoroisopropylidene) diphthalic anhydride led to a series of microporous polyimides with different degrees of rotational freedom around the imide linkages. These CANAL-PIs exhibited good solubility in a wide range of organic solvents, high thermal stability with decomposition temperature above 450 °C, high Brunauer-Emmett-Teller sur-face areas of ~ 200 – 530 m2 g-1, and abundant micropore volume with variable pore size distributions. Mechanically robust membranes can be easily formed from these CANAL-PIs and gave high gas permeabilities and moderate gas-pair selectivities. CANAL-PIs had higher permeability and similar permselectivity compared to analogous PIs synthe-sized from Tröger’s base and carbocyclic Tröger’s base diamines under identical test conditions. CANAL-PIs also exhibited relatively slow physical aging. These favorable properties and performance make microporous polymers based on CANAL ladder motifs promising membrane materials for important gas separation.
dc.description.sponsorshipWe thank U.S. Army Research Office (W911NF-16-1-0018 to Y. Xia), the Donors of the American Chemical Society Petroleum Research Fund (56820-DN17 to Y. Xia), the Semiconductor Research Corporation, seed funding from the Stanford Natural Gas Initiative, and the King Abdullah University of Science and Technology (BAS/1/1323-01-01 to I. Pinnau) for supporting of this research. Single-crystal X-ray diffraction experiments were performed at beamline 11.3.1 at the Advanced Light Source (ALS). The ALS is supported by the Director, Office of Science, Office of Basic Energy Sciences, of the U.S. Department of Energy under contract no. DE-AC02-05CH11231. H. W. H. Lai thanks the National Science Foundation for the Graduate Research Fellowship (DGE- 156518) and the Stanford Office of the Provost for Graduate Education for the EDGE-STEM fellowship. Y. C. Teo was supported by an A*STAR graduate fellowship.
dc.publisherAmerican Chemical Society (ACS)
dc.relation.urlhttps://pubs.acs.org/doi/10.1021/acs.chemmater.8b05359
dc.rightsThis document is the Accepted Manuscript version of a Published Work that appeared in final form in Chemistry of Materials, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://pubs.acs.org/doi/10.1021/acs.chemmater.8b05359.
dc.titleMicroporous Polyimides from Ladder Diamines Synthesized by Facile Catalytic Arene-Norbornene Annulation as High-Performance Membranes for Gas Separation
dc.typeArticle
dc.contributor.departmentAdvanced Membranes and Porous Materials Research Center
dc.contributor.departmentBiological and Environmental Sciences and Engineering (BESE) Division
dc.contributor.departmentChemical Engineering Program
dc.contributor.departmentPhysical Science and Engineering (PSE) Division
dc.identifier.journalChemistry of Materials
dc.eprint.versionPost-print
dc.contributor.institutionDepartment of Chemistry, Stanford University, Stanford, California 94305, United States.
kaust.personAbdulhamid, Mahmoud A.
kaust.personWang, Yingge
kaust.personMa, Xiaohua
kaust.personPinnau, Ingo
kaust.grant.numberBAS/1/1323-01-01
dc.relation.issupplementedbyDOI:10.5517/ccdc.csd.cc201nh7
refterms.dateFOA2020-02-06T00:00:00Z
display.relations<b>Is Supplemented By:</b><br/> <ul><li><i>[Dataset]</i> <br/> Abdulhamid, M. A., Lai, H. W. H., Wang, Y., Jin, Z., Teo, Y. C., Ma, X., Pinnau, I., &amp; Xia, Y. (2019). <i>CCDC 1848638: Experimental Crystal Structure Determination</i> [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/CCDC.CSD.CC201NH7. DOI: <a href="https://doi.org/10.5517/ccdc.csd.cc201nh7" >10.5517/ccdc.csd.cc201nh7</a> Handle: <a href="http://hdl.handle.net/10754/664441" >10754/664441</a></a></li></ul>
dc.date.published-online2019-02-06
dc.date.published-print2019-03-12


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