Novel spirobifluorene- and dibromospirobifluorene-based polyimides of intrinsic microporosity for gas separation applications

Handle URI:
http://hdl.handle.net/10754/563160
Title:
Novel spirobifluorene- and dibromospirobifluorene-based polyimides of intrinsic microporosity for gas separation applications
Authors:
Ma, Xiaohua; Salinas, Octavio ( 0000-0003-0653-660X ) ; Litwiller, Eric ( 0000-0001-5366-0967 ) ; Pinnau, Ingo ( 0000-0003-3040-9088 )
Abstract:
Two series of novel intrinsically microporous polyimides were synthesized from 9,9′-spirobifluorene-2,2′-diamine (SBF) and its bromine-substituted analogue 3,3′-dibromo-9,9′-spirobifluorene-2, 2′-diamine (BSBF) with three different dianhydrides (6FDA, PMDA, and SPDA). All polymers exhibited high molecular weight, good solubility in common organic solvents, and high thermal stability. Bromine-substituted polyimides showed significantly increased gas permeabilities but slightly lower selectivities than the SBF-based polyimides. The CO2 permeability of PMDA-BSBF (693 Barrer) was 3.5 times as high as that of PMDA-SBF (197 Barrer), while its CO2/CH4 selectivity was similar (19 vs 22). Molecular simulations of PMDA-SBF and PMDA-BSBF repeat units indicate that the twist angle between the PMDA and fluorene plane changes from 0 in PMDA-SBF to 77.8 in PMDA-BSBF, which decreases the ability of the polymer to pack efficiently due to severe steric hindrance induced by the bromine side groups. © 2013 American Chemical Society.
KAUST Department:
Advanced Membranes and Porous Materials Research Center; Physical Sciences and Engineering (PSE) Division; Chemical and Biological Engineering Program
Publisher:
American Chemical Society (ACS)
Journal:
Macromolecules
Issue Date:
23-Dec-2013
DOI:
10.1021/ma402033z
Type:
Article
ISSN:
00249297
Appears in Collections:
Articles; Advanced Membranes and Porous Materials Research Center; Physical Sciences and Engineering (PSE) Division; Chemical and Biological Engineering Program

Full metadata record

DC FieldValue Language
dc.contributor.authorMa, Xiaohuaen
dc.contributor.authorSalinas, Octavioen
dc.contributor.authorLitwiller, Ericen
dc.contributor.authorPinnau, Ingoen
dc.date.accessioned2015-08-03T11:37:10Zen
dc.date.available2015-08-03T11:37:10Zen
dc.date.issued2013-12-23en
dc.identifier.issn00249297en
dc.identifier.doi10.1021/ma402033zen
dc.identifier.urihttp://hdl.handle.net/10754/563160en
dc.description.abstractTwo series of novel intrinsically microporous polyimides were synthesized from 9,9′-spirobifluorene-2,2′-diamine (SBF) and its bromine-substituted analogue 3,3′-dibromo-9,9′-spirobifluorene-2, 2′-diamine (BSBF) with three different dianhydrides (6FDA, PMDA, and SPDA). All polymers exhibited high molecular weight, good solubility in common organic solvents, and high thermal stability. Bromine-substituted polyimides showed significantly increased gas permeabilities but slightly lower selectivities than the SBF-based polyimides. The CO2 permeability of PMDA-BSBF (693 Barrer) was 3.5 times as high as that of PMDA-SBF (197 Barrer), while its CO2/CH4 selectivity was similar (19 vs 22). Molecular simulations of PMDA-SBF and PMDA-BSBF repeat units indicate that the twist angle between the PMDA and fluorene plane changes from 0 in PMDA-SBF to 77.8 in PMDA-BSBF, which decreases the ability of the polymer to pack efficiently due to severe steric hindrance induced by the bromine side groups. © 2013 American Chemical Society.en
dc.publisherAmerican Chemical Society (ACS)en
dc.titleNovel spirobifluorene- and dibromospirobifluorene-based polyimides of intrinsic microporosity for gas separation applicationsen
dc.typeArticleen
dc.contributor.departmentAdvanced Membranes and Porous Materials Research Centeren
dc.contributor.departmentPhysical Sciences and Engineering (PSE) Divisionen
dc.contributor.departmentChemical and Biological Engineering Programen
dc.identifier.journalMacromoleculesen
kaust.authorMa, Xiaohuaen
kaust.authorSalinas, Octavioen
kaust.authorLitwiller, Ericen
kaust.authorPinnau, Ingoen
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