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dc.contributor.authorMa, Xiaohua
dc.contributor.authorAbdulhamid, Mahmoud
dc.contributor.authorMiao, Xiaohe
dc.contributor.authorPinnau, Ingo
dc.date.accessioned2017-12-05T13:15:50Z
dc.date.available2017-12-05T13:15:50Z
dc.date.issued2017-12-04
dc.identifier.citationMa X, Abdulhamid M, Miao X, Pinnau I (2017) Facile Synthesis of a Hydroxyl-Functionalized Tröger’s Base Diamine: A New Building Block for High-Performance Polyimide Gas Separation Membranes. Macromolecules. Available: http://dx.doi.org/10.1021/acs.macromol.7b02301.
dc.identifier.issn0024-9297
dc.identifier.issn1520-5835
dc.identifier.doi10.1021/acs.macromol.7b02301
dc.identifier.urihttp://hdl.handle.net/10754/626295
dc.description.abstractTwo intrinsically microporous polyimides (PIM-PIs) were synthesized by the polycondensation reaction of 4,4′-(hexafluoroisopropylidene)diphthalic anhydride (6FDA) and 3,3,3′,3′-tetramethylspirobisindane-6,7,6′,7′-tetracarboxylic dianhydride (SBI) with a newly designed o-hydroxyl-functionalized Tröger’s base diamine, 1,7-diamino-6H,12H-5,11-methanodibenzo[1,5]diazocine-2,8-diol (HTB). Both amorphous PIM-PIs were soluble in aprotic solvents and showed excellent thermal stability with onset decomposition temperature of ∼380 °C. SBI-HTB displayed a higher CO2 permeability (466 vs 67 barrer) than 6FDA-HTB but a significantly lower selectivity for CO2/CH4 (29 vs 73), H2/CH4 (29 vs 181), O2/N2 (4.6 vs 6.0), and N2/CH4 (1 vs 2.5). 6FDA-HTB displayed the highest gas-pair permselectivity values of all reported OH-functionalized PIM-PIs to date. The high permselectivity of 6FDA-HTB resulted primarily from exceptional diffusion selectivity due to strong size-sieving properties caused by hydrogen bonding between the proton of the hydroxyl group and the nitrogen atoms in the tertiary amine of the Tröger’s base (O–H···N).
dc.description.sponsorshipThis work was supported by funding from King Abdullah University of Science and Technology (KAUST).
dc.publisherAmerican Chemical Society (ACS)
dc.relation.urlhttp://pubs.acs.org/doi/full/10.1021/acs.macromol.7b02301
dc.rightsThis document is the Accepted Manuscript version of a Published Work that appeared in final form in Macromolecules, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://pubs.acs.org/doi/full/10.1021/acs.macromol.7b02301.
dc.titleFacile Synthesis of a Hydroxyl-Functionalized Tröger’s Base Diamine: A New Building Block for High-Performance Polyimide Gas Separation Membranes
dc.typeArticle
dc.contributor.departmentAdvanced Membranes and Porous Materials Research Center
dc.contributor.departmentChemical Engineering Program
dc.contributor.departmentChemical Science Program
dc.contributor.departmentImaging and Characterization Core Lab
dc.contributor.departmentPhysical Science and Engineering (PSE) Division
dc.identifier.journalMacromolecules
dc.eprint.versionPost-print
kaust.personMa, Xiaohua
kaust.personAbdul Hamid, Mahmoud
kaust.personMiao, Xiaohe
kaust.personPinnau, Ingo
refterms.dateFOA2018-12-04T00:00:00Z
dc.date.published-online2017-12-04
dc.date.published-print2017-12-26


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