Thiol–ene photopolymerization of vinyl-functionalized metal–organic frameworks towards mixed-matrix membranes

Satheeshkumar, Chinnadurai; Yu, Hyun Jung; Park, Hyojin; Kim, Min; Lee, Jong Suk; Seo, Myungeun

doi:10.1039/c8ta03803a

Cited by 51 publications

(45 citation statements)

References 46 publications

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“…MOF-based MMMs have been prepared using functionalized MOFs and post-synthetic modified (PSM) MOFs through in situ and ex-situ methods. Different functional groups, including (-NH 2 ) (Fu et al, 2017 ), sulfonic(-SO 3 H) (Rather and Siddiqui, 2019 ), fluorine(-F) (Fan W. et al, 2018 ), bromine (-Br) (Zhang et al, 2016 ), hydroxyl (-OH) (Dau et al, 2012 ), and vinyl (Satheeshkumar et al, 2018 ) have been employed. In general, the resulting MOFs show chemical and physical properties that are substantially distinct from pure MOFs.…”

Section: Mof Based Mmms For Co 2 Separationmentioning

confidence: 99%

Metal Organic Framework — Based Mixed Matrix Membranes for Carbon Dioxide Separation: Recent Advances and Future Directions

et al. 2020

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Gas separation and purification using polymeric membranes is a promising technology that constitutes an energy-efficient and eco-friendly process for large scale integration. However, pristine polymeric membranes typically suffer from the trade-off between permeability and selectivity represented by the Robeson's upper bound. Mixed matrix membranes (MMMs) synthesized by the addition of porous nano-fillers into polymer matrices, can enable a simultaneous increase in selectivity and permeability. Among the various porous fillers, metal-organic frameworks (MOFs) are recognized in recent days as a promising filler material for the fabrication of MMMs. In this article, we review representative examples of MMMs prepared by dispersion of MOFs into polymer matrices or by deposition on the surface of polymeric membranes. Addition of MOFs into other continuous phases, such as ionic liquids, are also included. CO 2 separation from hydrocarbons, H 2 , N 2 , and the like is emphasized. Hybrid fillers based on composites of MOFs with other nanomaterials, e.g., of MOF/GO, MOF/CNTs, and functionalized MOFs, are also presented and discussed. Synergetic effects and the result of interactions between filler/matrix and filler/filler are reviewed, and the impact of filler and matrix types and compositions, filler loading, surface area, porosity, pore sizes, and surface functionalities on tuning permeability are discoursed. Finally, selectivity, thermal, chemical, and mechanical stability of the resulting MMMs are analyzed. The review concludes with a perspective of up-scaling of such systems for CO 2 separation, including an overview of the most promising MMM systems.

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Section: Mof Based Mmms For Co 2 Separationmentioning

confidence: 99%

Metal Organic Framework — Based Mixed Matrix Membranes for Carbon Dioxide Separation: Recent Advances and Future Directions

et al. 2020

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“…Seo et al. prepared a free‐standing MMM using thiol‐ene photopolymerization of a mixture containing vinyl‐functionalized UiO‐66 (UiO‐66‐CH‐C=‐CH 2 ), poly(ethylene glycol) divinyl ether, pentaerythritol tetra(3‐mercaptopropionate), 2,2′‐(ethylenedioxy)diethanethiol, and 2,2‐dimethoxy‐2‐phenylacetophenone as a photo initiator (Figure b) . The formation of C‐S bonds enabled incorporation of up to 60 wt % MOF in the polymer matrix without interfacial voids.…”

Section: Selection Of Pair Mof Filler—polymer Matrixmentioning

confidence: 99%

Engineering of the Filler/Polymer Interface in Metal–Organic Framework‐Based Mixed‐Matrix Membranes to Enhance Gas Separation

Švec

et al. 2019

Chemistry An Asian Journal

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Traditional films cannotf ully adapt to industrial applicationsa nd to intensified processes. Advanced mixedmatrix membranes comprising metal-organic frameworks (MOF) embedded in ap olymer matrix have been developed with the goal of breaking the trade-offe ffect of traditional polymer membranes and achieving separation performance beyond Robeson's upper limit. The key challenges in the fabrication of MOF-based mixed-matrix membranes are an enhancementi nc ompatibility between the inorganic filler and the polymer matrix, elimination of the irregular mor-phologyand non-selectiveinterfacial defects, and further improvement in the gas-separation performance. This review summarizes the recent advances in protocols and strategies in terms of designing interfacial interactions to enhancet he MOF/polymer interface compatibility. This review aims at providing some meaningful insights into preparing MOFbased mixed-matrix membranes targeting ideal interfacial morphology and leading to excellent gas-separation performance.

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“…[43,44] In addition, various thiols and vinyl ethers have been subjected to radical step-growth polymerizations for other applications. [45][46][47][48] In contrast to the radical polymerizations for poly(thioether)s,t he groups of Ruckenstein and Hashimoto independently reported the synthesis of poly(acetal)s by cationic step-growth polymerization between ad iol and divinyl ether in the presence of acidic catalysts such as PTSA, and then applied the acetal linkages as degradable units. [49][50][51][52][53] However,t here have been neither reports on cationic stepgrowth polymerization between ad ithiol and divinyl ether nor on concurrent radical and cationic step-growth polymerizations,e xcept for ac ombination of radical thiol-ene stepgrowth radical polymerization and chain-growth cationic photopolymerization of vinyl ether for preparing crosslinked materials.…”

Section: Introductionmentioning

confidence: 99%

Thiol‐Ene Cationic and Radical Reactions: Cyclization, Step‐Growth, and Concurrent Polymerizations for Thioacetal and Thioether Units

et al. 2020

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Thiol‐ene cationic and radical reactions were conducted for 1:1 addition between a thiol and vinyl ether, and also for cyclization and step‐growth polymerization between a dithiol and divinyl ether. p‐Toluenesulfonic acid (PTSA) induced a cationic thiol‐ene reaction to generate a thioacetal in high yield, whereas 2,2′‐azobisisobutyronitrile resulted in a radical thiol‐ene reaction to give a thioether, also in high yield. The cationic and radical addition reactions between a dithiol and divinyl ether with oxyethylene units yielded amorphous poly(thioacetal)s and crystalline poly(thioether)s, respectively. Under high‐dilution conditions, the cationic and radical reactions resulted in 16‐ and 18‐membered cyclic thioacetal and thioether products, respectively. Furthermore, concurrent cationic and radical step‐growth polymerizations were realized using PTSA under UV irradiation to produce polymers having both thioacetal and thioether linkages in the main chain.

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Thiol–ene photopolymerization of vinyl-functionalized metal–organic frameworks towards mixed-matrix membranes

Abstract: A thiol–ene ‘click’ photopolymerization methodology for the covalent connection between vinyl-functionalized metal–organic frameworks (MOFs) and the polymer matrix.

Cited by 51 publications

References 46 publications

Metal Organic Framework — Based Mixed Matrix Membranes for Carbon Dioxide Separation: Recent Advances and Future Directions

Metal Organic Framework — Based Mixed Matrix Membranes for Carbon Dioxide Separation: Recent Advances and Future Directions

Engineering of the Filler/Polymer Interface in Metal–Organic Framework‐Based Mixed‐Matrix Membranes to Enhance Gas Separation

Thiol‐Ene Cationic and Radical Reactions: Cyclization, Step‐Growth, and Concurrent Polymerizations for Thioacetal and Thioether Units

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