A triptycene-based polymer of intrinsic microposity that displays enhanced surface area and hydrogen adsorption

Ghanem, Bader S.; Msayib, Kadhum J.; McKeown, Neil B.; Harris, Kenneth David Maclean; Pan, Zhigang; Budd, Peter M.; Butler, Anna; Selbie, James D.; Book, D. L.; Walton, Allan

doi:10.1039/b614214a

Cited by 290 publications

(223 citation statements)

References 30 publications

(22 reference statements)

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“…The structures of the disulfone monomers and resulting disulfone-based PIMs were fully characterized using NMR spectroscopy. NMR analyses were recorded on a Varian Unity Inova spectrometer at a resonance frequency of 399.961 MHz for 1 H, 376.276 MHz for 19 F, and 100.579 MHz for 13 C. 1 H NMR, 19 F NMR, and 13 C NMR spectra were obtained from samples dissolved in CDCl 3 or DMSO-d 6 using a 5 mm pulsed field gradient indirect detection probe. The solvent signals (CDCl 3 1 H 7.25 ppm, 13 C 77.00 ppm; DMSO-d 6 1 H 2.50 ppm, 13 C 39.43 ppm) were used as the internal references.…”

Section: Methodsmentioning

confidence: 99%

“…The solvent signals (CDCl 3 1 H 7.25 ppm, 13 C 77.00 ppm; DMSO-d 6 1 H 2.50 ppm, 13 C 39.43 ppm) were used as the internal references. An external reference was used for 19 F NMR: CFCl 3 0 ppm.…”

Section: Methodsmentioning

confidence: 99%

“…16 Recently, Budd and coworkers described a novel class of high free volume polymeric microporous materials termed "polymers of intrinsic microporosity" (PIM) whose rigid and randomly contorted structures decrease chain packing efficiently in the solid state. Hence, these materials have gained considerable attention for use in heterogeneous catalysis, 3,17a membrane separations, 17b, 18 and hydrogen storage 4,[19][20][21] and as adsorbents for organic compounds. 3,22 The most commonly reported such material having high molecular weight, termed PIM-1, is prepared from commercially available 5,5 0 ,6,6 0 -tetrahydroxy-3,3,3 0 ,3 0 -tetramethylspirobisindane (TTSBI) and 2,3,5,6-tetrafluoroterephthalonitrile (TFTPN) by an efficient double aromatic nucleophilic substitution (S N Ar) polycondensation.…”

Section: Introductionmentioning

confidence: 99%

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Polymers of Intrinsic Microporosity Derived from Novel Disulfone-Based Monomers

et al. 2009

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The synthesis of three novel disulfone-based monomers from readily available hexafluorobenzene and thiols for the preparation of homopolymers and copolymers of intrinsic microporosity (PIMs) is described. The disulfonyl-based PIMs derived from 5,5 0 ,6,6 0 -tetrahydroxy-3,3,3 0 ,3 0 -tetramethylspirobisindane (TTSBI) with tetrafluoroterephthalonitrile (TFTPN) and disulfone-based monomers were prepared at high temperature (160°C) within 1 h. Three new copolymers (monomer molar ratio of TTSBI and disulfonebased monomers=3:1) show a good combination of properties, such as excellent film-forming characteristics and gas transport properties. Compared with a previously reported microporous nitrile-based homopolymer, referred to as PIM-1, the present sulfone-based copolymers have higher gas selectivities for O 2 /N 2 and CO 2 / N 2 , while showing some reduction in pure-gas permeabilities. The relationship between the structure and gas permeation behavior of the copolymers is discussed.

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Section: Methodsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Polymers of Intrinsic Microporosity Derived from Novel Disulfone-Based Monomers

et al. 2009

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“…At this point, it became apparent that a wide variety of microporous organic network polymers could be prepared by the general strategy of reacting appropriate fluorinated or chlorinated monomers with complementary monomers that contain multiple catechol units (i.e., 1,2-dihydroxybenzene) such as A1. Hence, a wide range of microporous network polymers have been prepared including those containing hexaazatrinaphthylene units for efficient metal-cation binding [43], bowl shaped cyclotricatechylene [44], and tribenzotriquinacene [45] units and triptycene units that provided high and controllable surface areas (up to 1730 m 2 g −1 ) [46,47]. These networks have been studied as potential hydrogen storage materials [44,[48][49][50][51] and as heterogeneous catalysts [20,22,[52][53][54].…”

Section: The Development Of Pimsmentioning

confidence: 99%

Polymers of Intrinsic Microporosity

McKeown

2012

ISRN Materials Science

Self Cite

179

136

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This paper focuses on polymers that demonstrate microporosity without possessing a network of covalent bonds-the so-called polymers of intrinsic microporosity (PIM). PIMs combine solution processability and microporosity with structural diversity and have proven utility for making membranes and sensors. After a historical account of the development of PIMs, their synthesis is described along with a comprehensive review of the PIMs that have been prepared to date. The important methods of characterising intrinsic microporosity, such as gas absorption, are outlined and structure-property relationships explained. Finally, the applications of PIMs as sensors and membranes for gas and vapour separations, organic nanofiltration, and pervaporation are described.

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“…Polymers of intrinsic microporosity (PIMs) are other promising class of materials for preparation of membranes [133][134][135]. The first examples of chiral polymers of intrinsic microporosity were reported, in 2015, by Weng et al [136].…”

Section: Solid Membranes With Inherent Chiral Polymersmentioning

confidence: 99%

Chiral Separation in Preparative Scale: A Brief Overview of Membranes as Tools for Enantiomeric Separation

2017

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Given the importance of chirality in the biological response, regulators, industries and researchers require chiral compounds in their enantiomeric pure form. Therefore, the approach to separate enantiomers in preparative scale needs to be fast, easy to operate, low cost and allow obtaining the enantiomers at high level of optical purity. A variety of methodologies to separate enantiomers in preparative scale is described, but most of them are expensive or with restricted applicability. However, the use of membranes have been pointed out as a promising methodology for scale-up enantiomeric separation due to the low energy consumption, continuous operability, variety of materials and supports, simplicity, eco-friendly and the possibility to be integrated into other separation processes. Different types of membranes (solid and liquid) have been developed and may provide applicability in multi-milligram and industrial scales. In this brief overview, the different types and chemical nature of membranes are described, showing their advantages and drawbacks. Recent applications of enantiomeric separations of pharmaceuticals, amines and amino acids were reported.

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A triptycene-based polymer of intrinsic microposity that displays enhanced surface area and hydrogen adsorption

Abstract: A novel triptycene-based polymer of intrinsic microporosity (Trip-PIM) displays enhanced surface area (1065 m2 g(-1)) and reversibly adsorbs 1.65% hydrogen by mass at 1 bar/77 K and 2.71% at 10 bar/77 K.

Cited by 290 publications

References 30 publications

Polymers of Intrinsic Microporosity Derived from Novel Disulfone-Based Monomers

Polymers of Intrinsic Microporosity Derived from Novel Disulfone-Based Monomers

Polymers of Intrinsic Microporosity

Chiral Separation in Preparative Scale: A Brief Overview of Membranes as Tools for Enantiomeric Separation

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