Novel 6FDA-based polyimides derived from sterically hindered Tröger's base diamines: Synthesis and gas permeation properties

Handle URI:
http://hdl.handle.net/10754/608226
Title:
Novel 6FDA-based polyimides derived from sterically hindered Tröger's base diamines: Synthesis and gas permeation properties
Authors:
Ghanem, Bader ( 0000-0002-2044-2434 ) ; Alaslai, Nasser Y. ( 0000-0002-4302-8711 ) ; Miao, Xiaohe; Pinnau, Ingo ( 0000-0003-3040-9088 )
Abstract:
Two novel Tröger's base-based di-o-substituted diamine monomers were synthesized and used to prepare two intrinsically microporous 6FDA-based polyimides (PIM-PI-TB-1 and PIM-PI-TB-2) with high molecular weight, high thermal stability and excellent solubility in common organic solvents. Compared to previously reported methods for preparing TB-based diamines, which are based on reduction of dimerized nitro-substituted anilines or condensation of phenylenediamine derivatives with dianhydrides, the novel protocol can be used to prepare different functionalized TB-based diamine monomers from a wide variety of aniline derivatives. PIM-PI-TB-1 (made from 6FDA and dibromo-tetramethyl-substituted TB diamine) and PIM-PI-TB-2 (made from 6FDA and tetramethyl-substituted TB diamine) are intrinsically microporous polymers with high BET surface areas of 440 m2/g and 580 m2/g, respectively. Pure-gas permeability coefficients of He, H2, N2, O2, CH4, and CO2 were measured at 35 °C and 2 bar for fresh and 180 days aged films. Both TB-based polyimides exhibited high gas permeability with moderate selectivity. The gas permeability dropped significantly coupled with a moderate increase in selectivity after long-term physical aging of 180 days.
KAUST Department:
Advanced Membranes and Porous Materials Center (AMPMC); Physical Sciences and Engineering (PSE) Division; Chemical and Biological Engineering Program; Imaging and Characterization Core Lab
Citation:
Novel 6FDA-based polyimides derived from sterically hindered Tröger's base diamines: Synthesis and gas permeation properties 2016 Polymer
Publisher:
Elsevier BV
Journal:
Polymer
Issue Date:
30-Apr-2016
DOI:
10.1016/j.polymer.2016.04.068
Type:
Article
ISSN:
00323861
Sponsors:
The research reported in this publication was supported by funding from King Abdullah University of Science and Technology (KAUST).
Additional Links:
http://linkinghub.elsevier.com/retrieve/pii/S0032386116303500
Appears in Collections:
Articles; Advanced Nanofabrication, Imaging and Characterization Core Lab; Physical Sciences and Engineering (PSE) Division; Chemical and Biological Engineering Program

Full metadata record

DC FieldValue Language
dc.contributor.authorGhanem, Baderen
dc.contributor.authorAlaslai, Nasser Y.en
dc.contributor.authorMiao, Xiaoheen
dc.contributor.authorPinnau, Ingoen
dc.date.accessioned2016-05-04T13:51:58Zen
dc.date.available2016-05-04T13:51:58Zen
dc.date.issued2016-04-30en
dc.identifier.citationNovel 6FDA-based polyimides derived from sterically hindered Tröger's base diamines: Synthesis and gas permeation properties 2016 Polymeren
dc.identifier.issn00323861en
dc.identifier.doi10.1016/j.polymer.2016.04.068en
dc.identifier.urihttp://hdl.handle.net/10754/608226en
dc.description.abstractTwo novel Tröger's base-based di-o-substituted diamine monomers were synthesized and used to prepare two intrinsically microporous 6FDA-based polyimides (PIM-PI-TB-1 and PIM-PI-TB-2) with high molecular weight, high thermal stability and excellent solubility in common organic solvents. Compared to previously reported methods for preparing TB-based diamines, which are based on reduction of dimerized nitro-substituted anilines or condensation of phenylenediamine derivatives with dianhydrides, the novel protocol can be used to prepare different functionalized TB-based diamine monomers from a wide variety of aniline derivatives. PIM-PI-TB-1 (made from 6FDA and dibromo-tetramethyl-substituted TB diamine) and PIM-PI-TB-2 (made from 6FDA and tetramethyl-substituted TB diamine) are intrinsically microporous polymers with high BET surface areas of 440 m2/g and 580 m2/g, respectively. Pure-gas permeability coefficients of He, H2, N2, O2, CH4, and CO2 were measured at 35 °C and 2 bar for fresh and 180 days aged films. Both TB-based polyimides exhibited high gas permeability with moderate selectivity. The gas permeability dropped significantly coupled with a moderate increase in selectivity after long-term physical aging of 180 days.en
dc.description.sponsorshipThe research reported in this publication was supported by funding from King Abdullah University of Science and Technology (KAUST).en
dc.language.isoenen
dc.publisherElsevier BVen
dc.relation.urlhttp://linkinghub.elsevier.com/retrieve/pii/S0032386116303500en
dc.rightsNOTICE: this is the author’s version of a work that was accepted for publication in Polymer. Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reflected in this document. Changes may have been made to this work since it was submitted for publication. A definitive version was subsequently published in Polymer, 30 April 2016. DOI: 10.1016/j.polymer.2016.04.068en
dc.subjectTröger's base polyimidesen
dc.subjectMethyl/bromine-substituted diaminesen
dc.subjectGas permeationen
dc.titleNovel 6FDA-based polyimides derived from sterically hindered Tröger's base diamines: Synthesis and gas permeation propertiesen
dc.typeArticleen
dc.contributor.departmentAdvanced Membranes and Porous Materials Center (AMPMC)en
dc.contributor.departmentPhysical Sciences and Engineering (PSE) Divisionen
dc.contributor.departmentChemical and Biological Engineering Programen
dc.contributor.departmentImaging and Characterization Core Laben
dc.identifier.journalPolymeren
dc.eprint.versionPost-printen
dc.contributor.affiliationKing Abdullah University of Science and Technology (KAUST)en
kaust.authorGhanem, Baderen
kaust.authorAlaslai, Nasser Y.en
kaust.authorMiao, Xiaoheen
kaust.authorPinnau, Ingoen
All Items in KAUST are protected by copyright, with all rights reserved, unless otherwise indicated.