Synthesis and characterization of novel triptycene dianhydrides and polyimides of intrinsic microporosity based on 3,3ʹ-dimethylnaphthidine

Handle URI:
http://hdl.handle.net/10754/622341
Title:
Synthesis and characterization of novel triptycene dianhydrides and polyimides of intrinsic microporosity based on 3,3ʹ-dimethylnaphthidine
Authors:
Ghanem, Bader ( 0000-0002-2044-2434 ) ; Alghunaimi, Fahd; Ma, Xiaohua; Alaslai, Nasser Y. ( 0000-0002-4302-8711 ) ; Pinnau, Ingo ( 0000-0003-3040-9088 )
Abstract:
Two intrinsically microporous polyimides were obtained by high-temperature, one-pot poly-condensation reaction of novel triptycene-based dianhydrides containing dimethyl- or diisopropyl-bridgehead groups with a commercially available highly sterically hindered 3,3 '-dimethylnaphthidine (DMN) diamine monomer. The dimethyl bridgehead groups in the triptycene building block provided the DMN-based polyimide (TDA1-DMN) with larger surface area (760 m(2) g(-1)) than the diisopropyl-based polyimide (TDA1-DMN) (680 m(2) g(-1)), greater fraction of ultramicroporosity, as observed from N-2 and CO2 NLDFT adsorption analysis, and higher gas permeability and selectivity. Wide-angle X-ray diffraction (WAXD) measurements demonstrated that TDA1-DMN and TDAi3-DMN exhibited a bimodal pore size distribution, where TDA1-DMN showed smaller d-spacing values and broader intensity peaks. Both TDADMN-based polyimides showed very high gas permeabilities with moderate selectivities. For example, fresh TDA1-DMN exhibited an O-2 permeability of 783 Barrer coupled with an O-2/N-2 selectivity of 4.3 and H-2 permeability of 3050 Barrer with H-2/N-2 selectivity of 16.7, values that surpassed the 2008 Robeson permeability/selectivity upper bounds. Physical aging of the TDA-DMN polyimide films over a period of 250 days showed relatively small changes in permeability (similar to 20%) and selectivity (similar to 5%). (C) 2016 Elsevier Ltd. All rights reserved.
KAUST Department:
Advanced Membranes and Porous Materials Research Center; Chemical and Biological Engineering Program; Physical Sciences and Engineering (PSE) Division
Citation:
Ghanem B, Alghunaimi F, Ma X, Alaslai N, Pinnau I (2016) Synthesis and characterization of novel triptycene dianhydrides and polyimides of intrinsic microporosity based on 3,3ʹ-dimethylnaphthidine. Polymer 101: 225–232. Available: http://dx.doi.org/10.1016/j.polymer.2016.08.075.
Publisher:
Elsevier BV
Journal:
Polymer
Issue Date:
29-Aug-2016
DOI:
10.1016/j.polymer.2016.08.075
Type:
Article
ISSN:
0032-3861
Sponsors:
The research reported in this publication was supported by funding from King Abdullah University of Science and Technology (KAUST). The authors would like to thank Dr. Kexin Yao for providing melting point characterization of the intermediate compounds.
Additional Links:
http://www.sciencedirect.com/science/article/pii/S0032386116307418
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.authorGhanem, Baderen
dc.contributor.authorAlghunaimi, Fahden
dc.contributor.authorMa, Xiaohuaen
dc.contributor.authorAlaslai, Nasser Y.en
dc.contributor.authorPinnau, Ingoen
dc.date.accessioned2017-01-02T09:08:26Z-
dc.date.available2017-01-02T09:08:26Z-
dc.date.issued2016-08-29en
dc.identifier.citationGhanem B, Alghunaimi F, Ma X, Alaslai N, Pinnau I (2016) Synthesis and characterization of novel triptycene dianhydrides and polyimides of intrinsic microporosity based on 3,3ʹ-dimethylnaphthidine. Polymer 101: 225–232. Available: http://dx.doi.org/10.1016/j.polymer.2016.08.075.en
dc.identifier.issn0032-3861en
dc.identifier.doi10.1016/j.polymer.2016.08.075en
dc.identifier.urihttp://hdl.handle.net/10754/622341-
dc.description.abstractTwo intrinsically microporous polyimides were obtained by high-temperature, one-pot poly-condensation reaction of novel triptycene-based dianhydrides containing dimethyl- or diisopropyl-bridgehead groups with a commercially available highly sterically hindered 3,3 '-dimethylnaphthidine (DMN) diamine monomer. The dimethyl bridgehead groups in the triptycene building block provided the DMN-based polyimide (TDA1-DMN) with larger surface area (760 m(2) g(-1)) than the diisopropyl-based polyimide (TDA1-DMN) (680 m(2) g(-1)), greater fraction of ultramicroporosity, as observed from N-2 and CO2 NLDFT adsorption analysis, and higher gas permeability and selectivity. Wide-angle X-ray diffraction (WAXD) measurements demonstrated that TDA1-DMN and TDAi3-DMN exhibited a bimodal pore size distribution, where TDA1-DMN showed smaller d-spacing values and broader intensity peaks. Both TDADMN-based polyimides showed very high gas permeabilities with moderate selectivities. For example, fresh TDA1-DMN exhibited an O-2 permeability of 783 Barrer coupled with an O-2/N-2 selectivity of 4.3 and H-2 permeability of 3050 Barrer with H-2/N-2 selectivity of 16.7, values that surpassed the 2008 Robeson permeability/selectivity upper bounds. Physical aging of the TDA-DMN polyimide films over a period of 250 days showed relatively small changes in permeability (similar to 20%) and selectivity (similar to 5%). (C) 2016 Elsevier Ltd. All rights reserved.en
dc.description.sponsorshipThe research reported in this publication was supported by funding from King Abdullah University of Science and Technology (KAUST). The authors would like to thank Dr. Kexin Yao for providing melting point characterization of the intermediate compounds.en
dc.publisherElsevier BVen
dc.relation.urlhttp://www.sciencedirect.com/science/article/pii/S0032386116307418en
dc.subjectPolyimides of intrinsic microporosityen
dc.subjectBET surface areaen
dc.subjectGas permeationen
dc.subjectPhysical agingen
dc.titleSynthesis and characterization of novel triptycene dianhydrides and polyimides of intrinsic microporosity based on 3,3ʹ-dimethylnaphthidineen
dc.typeArticleen
dc.contributor.departmentAdvanced Membranes and Porous Materials Research Centeren
dc.contributor.departmentChemical and Biological Engineering Programen
dc.contributor.departmentPhysical Sciences and Engineering (PSE) Divisionen
dc.identifier.journalPolymeren
kaust.authorGhanem, Baderen
kaust.authorAlghunaimi, Fahden
kaust.authorMa, Xiaohuaen
kaust.authorAlaslai, Nasser Y.en
kaust.authorPinnau, Ingoen
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