Research Progress in the Fabrication of Covalent Organic Framework Membranes for Chemical Separations

Cui-Ting Ding; Jin-Qiu Yuan; Meng-Ying Xie; Qing-Yuan Liu; Zeng-Guang Yao; Shi-Yu Zhang; Run-Nan Zhang; Hong Wu; Zhong-Yi Jiang

doi:10.1007/s10118-023-3061-9

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Research Progress in the Fabrication of Covalent Organic Framework Membranes for Chemical Separations

FEATURE ARTICLE | Updated：2024-01-12

- Research Progress in the Fabrication of Covalent Organic Framework Membranes for Chemical Separations
- Chinese Journal of Polymer Science Vol. 42, Issue 2, Pages: 141-158(2024)
- Affiliations：
  
  a.Key Laboratory for Green Chemical Technology of Ministry of Education, School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, China
  b.Zhejiang Institute of Tianjin University, Ningbo 315201, China
  c.Haihe Laboratory of Sustainable Chemical Transformations, Tianjin 300192, China
  d.Tianjin Key Laboratory of Membrane Science and Desalination Technology, Tianjin University, Tianjin 300072, China
  e.Joint School of National University of Singapore and Tianjin University, International Campus of Tianjin University, Binhai New City, Fuzhou 350207, China
- Author bio：
  
  wuhong@tju.edu.cn
- Funds：
- DOI：10.1007/s10118-023-3061-9
  CLC：
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Ding, C. T.; Yuan, J. Q.; Xie, M. Y.; Liu, Q. Y.; Yao, Z. G.; Zhang, S. Y.; Zhang, R. N.; Wu, H.; Jiang, Z. Y. Research progress in the fabrication of covalent organic framework membranes for chemical separations. Chinese J. Polym. Sci. 2024, 42, 141–158

Cui-Ting Ding, Jin-Qiu Yuan, Meng-Ying Xie, et al. Research Progress in the Fabrication of Covalent Organic Framework Membranes for Chemical Separations. [J]. Chinese Journal of Polymer Science 42(2):141-158(2024)
Ding, C. T.; Yuan, J. Q.; Xie, M. Y.; Liu, Q. Y.; Yao, Z. G.; Zhang, S. Y.; Zhang, R. N.; Wu, H.; Jiang, Z. Y. Research progress in the fabrication of covalent organic framework membranes for chemical separations. Chinese J. Polym. Sci. 2024, 42, 141–158 DOI： 10.1007/s10118-023-3061-9.

Cui-Ting Ding, Jin-Qiu Yuan, Meng-Ying Xie, et al. Research Progress in the Fabrication of Covalent Organic Framework Membranes for Chemical Separations. [J]. Chinese Journal of Polymer Science 42(2):141-158(2024) DOI： 10.1007/s10118-023-3061-9.

摘要

This feature article summarizes some latest work of covalent organic framework membranes, including their fabrication methods and applications to water treatment, organic solvent nanofiltration and gas separation.

Abstract

Membrane technology has become one of the most promising separation technologies for its energy saving, high separation efficiency, environmental friendliness, and economic feasibility. Covalent organic frameworks (COFs) with intrinsically high porosity, controllable pore size, uniform pore size distribution and long-range ordered channel structure, have emerged as next-generation materials to fabricate advanced separation membranes. This feature article summarizes some latest studies in the development of pure COF membranes in our lab, including their fabrication and applications in chemical separations. Finally, current challenges facing high-performance COF separation membranes are discussed.

关键词

Keywords

Covalent organic frameworksCovalent organic framework membranesWater treatmentOrganic solvent nanofiltrationGas separation

references

Dou,H.Z.;Xu,M.;Wang,B.Y.;Zhang,Z.;Wen,G.B.;Zheng,Y.;Luo,D.;Zhao,L.;Yu,A.P.;Zhang,L.H.;Jiang,Z.Y.;Chen,Z.W.Microporousframeworkmembranesforprecisemolecule/ionseparations.Chem. Soc. Rev.2021, 50,986−1029..

Zhang,S.Y.;Shen,L.;Deng,H.;Liu,Q.Z.;You,X.D.;Yuan,J.Q.;Jiang,Z.Y.;Zhang,S.Ultrathinmembranesforseparations:aneweradrivenbyadvancednanotechnology.Adv. Mater.2022, 34,e2108457..

He,G.W.;Zhang,R.N.;Jiang,Z.Y.Engineeringcovalentorganicframeworkmembranes.Acc. Mater. Res.2021, 2,630−643..

Cheng,L.;Liu,G.P.;Zhao,J.;Jin,W.Q.Two-dimensional-materialmembranes:manipulatingthetransportpathwayformolecularseparation.Acc. Mater. Res.2021, 2,114−128..

Feng,X.;Ding,X.S.;Jiang,D.L.Covalentorganicframeworks.Chem. Soc. Rev.2012, 41,6010−6022..

Cote,A.P.;Benin,A.I.;Ockwig,N.W.;O’Keeffe,M.;Matzger,A.J.;Yaghi,O.M.Porous,crystalline,covalentorganicframeworks.Science2005, 310,1166−1170..

Uribe-Romo,F.J.;Hunt,J.R.;Furukawa,H.;Klöck,C.;O’Keeffe,M.;Yaghi,O.M.Acrystallineimine-linked3-Dporouscovalentorganicframework.J. Am. Chem. Soc.2009, 131,4570−4571..

Uribe-Romo,F.J.;Doonan,C.J.;Furukawa,H.;Oisaki,K.;Yaghi,O.M.Crystallinecovalentorganicframeworkswithhydrazonelinkages.J. Am. Chem. Soc.2011, 133,11478−11481..

Dalapati,S.;Jin,S.B.;Gao,J.;Xu,Y.H.;Nagai,A.;Jiang,D.L.Anazine-linkedcovalentorganicframework.J. Am. Chem. Soc.2013, 135,17310−17313..

Kandambeth,S.;Mallick,A.;Lukose,B.;Mane,M.V.;Heine,T.;Banerjee,R.Constructionofcrystalline2Dcovalentorganicframeworkswithremarkablechemical(acid/base)stability viaacombinedreversibleandirreversibleroute.J. Am. Chem. Soc.2012, 134,19524−19527..

Wang,S.;Feng,X.;Wang,B.Designandsynthesisofcovalentorganicframeworks.Chin. Sci. Bull.2018, 63,2229−2245..

Mitra,S.;Sasmal,H.S.;Kundu,T.;Kandambeth,S.;Illath,K.;DiazDiaz,D.;Banerjee,R.Targeteddrugdeliveryincovalentorganicnanosheets(CONs) viasequentialpostsyntheticmodification.J. Am. Chem. Soc.2017, 139,4513−4520..

Zhang,J.;Han,X.;Wu,X.;Liu,Y.;Cui,Y.Multivariatechiralcovalentorganicframeworkswithcontrolledcrystallinityandstabilityforasymmetriccatalysis.J. Am. Chem. Soc.2017, 139,8277−8285..

Wang,R.;Guo,J.X.;Xue,J.;Wang,H.H.Covalentorganicframeworkmembranesforefficientchemicalsseparation.Small Struct.2021, 2,2100061..

Kandambeth,S.;Dey,K.;Banerjee,R.Covalentorganicframeworks:chemistrybeyondthestructure.J. Am. Chem. Soc.2019, 141,1807−1822..

Liu,J.T.;Han,G.;Zhao,D.l.;Lu,K.;Gao,J.;Chung,T.S.Self-standingandflexiblecovalentorganicframework(COF)membranesformolecularseparation.Sci. Adv.2020, 6,eabb1110..

Yuan,S.S.;Li,X.;Zhu,J.Y.;Zhang,G.;VanPuyvelde,P.V.;VanderBruggen,B.Covalentorganicframeworksformembraneseparation.Chem. Soc. Rev.2019, 48,2665−2681..

Dey,K.;Pal,M.;Rout,K.C.;Kunjattu,H.S.;Das,A.;Mukherjee,R.;Kharul,U.K.;Banerjee,R.Selectivemolecularseparationbyinterfaciallycrystallizedcovalentorganicframeworkthinfilms.J. Am. Chem. Soc.2017, 139,13083−13091..

Wang,R.;Shi,X.S.;Xiao,A.K.;Zhou,W.;Wang,Y.Interfacialpolymerizationofcovalentorganicframeworks(COFs)onpolymericsubstratesformolecularseparations.J. Membr. Sci.2018, 566,197−204..

Shi,X.S.;Zhang,Z.P.;Yin,C.C.;Zhang,X.;Long,J.H.;Zhang,Z.;Wang,Y.Designofthree-dimensionalcovalentorganicframeworkmembranesforfastandrobustorganicsolventnanofiltration.Angew. Chem. Int. Ed.2022, 61,e202207559.

Wang,R.;Wei,M.J.;Wang,Y.Secondarygrowthofcovalentorganicframeworks(COFs)onporoussubstratesforfastdesalination.J. Membr. Sci.2020, 604,118090..

Yuan,J.Q.;You,X.D.;Khan,N.A.;Li,R.L.;Zhang,R.N.;Shen,J.L.;Cao,L.;Long,M.Y.;Liu,Y.N.;Xu,Z.J.;Wu,H.;Jiang,Z.Y.Photo-tailoredheterocrystallinecovalentorganicframeworkmembranesfororganicsseparation.Nat. Commun.2022, 13,3826..

Wang,X.Y.;Shi,B.B.;Yang,H.;Guan,J.Y.;Liang,X.;Fan,C.Y.;You,X.D.;Wang,Y.N.;Zhang,Z.;Wu,H.;Cheng,T.;Zhang,R.N.;Jiang,Z.Y.Assemblingcovalentorganicframeworkmembraneswithsuperiorionexchangecapacity.Nat. Commun.2022, 13,1020..

Shinde,D.B.;Sheng,G.;Li,X.;Ostwal,M.;Emwas,A.H.;Huang,K.W.;Lai,Z.P.Crystalline2Dcovalentorganicframeworkmembranesforhigh-fluxorganicsolventnanofiltration.J. Am. Chem. Soc.2018, 140,14342−14349..

Khan,N.A.;Zhang,R.N.;Wu,H.;Shen,J.L.;Yuan,J.Q.;Fan,C.Y.;Cao,L.;Olson,M.A.;Jiang,Z.Y.Solid-vaporinterfaceengineeredcovalentorganicframeworkmembranesformolecularseparation.J. Am. Chem. Soc.2020, 142,13450−13458..

Fan,H.;Gu,J.;Meng,H.;Knebel,A.;Caro,J.High-fluxmembranesbasedonthecovalentorganicframeworkCOF-LZU1forselectivedyeseparationbynanofiltration.Angew. Chem. Int. Ed.2018, 57,4083−4087..

Shen,J.L.;Zhang,R.N.;Su,Y.L.;Shi,B.B.;You,X.D.;Guo,W.X.;Ma,Y.;Yuan,J.Q.;Wang,F.;Jiang,Z.Y.Polydopamine-modulatedcovalentorganicframeworkmembranesformolecularseparation.J. Mater. Chem. A2019, 7,18063−18071..

Kandambeth,S.;Biswal,B.P.;Chaudhari,H.D.;Rout,K.C.;Kunjattu,H.S.;Mitra,S.;Karak,S.;Das,A.;Mukherjee,R.;Kharul,U.K.;Banerjee,R.Selectivemolecularsievinginself-standingporouscovalent-organic-frameworkmembranes.Adv. Mater.2017, 29,1603945..

Fan,C.Y.;Zhang,L.L.;Kong,Y.;Pang,X.;Gao,Z.;Wang,S.J.;Xing,N.;Wu,H.;Jiang,Z.Y.Solid-statesynthesisofintrinsicallyproton-conductingcovalentorganicframeworkmembrane.J. Membr. Sci.2023, 676,121610..

Khan,N.A.;Yuan,J.Q.;Wu,H.;Cao,L.;Zhang,R.N.;Liu,Y.N.;Li,L.S.;Rahman,A.U.;Kasher,R.;Jiang,Z.Y.Mixednanosheetmembranesassembledfromchemicallygraftedgrapheneoxideandcovalentorganicframeworksforultra-highwaterflux.ACS Appl. Mater. Interfaces2019, 11,28978−28986..

Li,G.;Zhang,K.;Tsuru,T.Two-dimensionalcovalentorganicframework(COF)membranesfabricated viatheassemblyofexfoliatedCOFnanosheets.ACS Appl. Mater. Interfaces2017, 9,8433−8436..

Chandra,S.;Kandambeth,S.;Biswal,B.P.;Lukose,B.;Kunjir,S.M.;Chaudhary,M.;Babarao,R.;Heine,T.;Banerjee,R.Chemicallystablemultilayeredcovalentorganicnanosheetsfromcovalentorganicframeworks viamechanicaldelamination.J. Am. Chem. Soc.2013, 135,17853−17861..

Guo,Z.Y.;Jiang,H.F.;Wu,H.;Zhang,L.L.;Song,S.Q.;Chen,Y.;Zheng,C.Y.;Ren,Y.X.;Zhao,R.;Li,Y.H.;Yin,Y.;Guiver,M.D.;Jiang,Z.Y.Oil-water-oiltriphasesynthesisofioniccovalentorganicframeworknanosheets.Angew. Chem. Int. Ed.2021, 60,27078−27085..

Cao,L.;Wu,H.;Cao,Y.;Fan,C.Y.;Zhao,R.;He,X.Y.;Yang,P.F.;Shi,B.B.;You,X.D.;Jiang,Z.Y.Weaklyhumidity-dependentproton-conductingCOFmembranes.Adv. Mater.2020, 32,e2005565..

Huang,T.;Jiang,H.F.;Douglin,J.C.;Chen,Y.;Yin,S.Y.;Zhang,J.F.;Deng,X.J.;Wu,H.;Yin,Y.;Dekel,D.R.;Guiver,M.D.;Jiang,Z.Y.Singlesolution-phasesynthesisofchargedcovalentorganicframeworknanosheetswithhighvolumeyield.Angew. Chem. Int. Ed.2022, 62,e202209306..

You,X.D.;Cao,L.;Liu,Y.W.;Wu,H.;Li,R.L.;Xiao,Q.X.;Yuan,J.Q.;Zhang,R.N.;Fan,C.Y.;Wang,X.Y.;Yang,P.F.;Yang,X.Y.;Ma,Y.;Jiang,Z.Y.Chargednanochannelsincovalentorganicframeworkmembranesenablingefficientionexclusion.ACS Nano2022, 16,11781−11791..

Wang,P.Y.;Peng,Y.;Zhu,C.Y.;Yao,R.;Song,H.L.;Kun,L.;Yang,W.S.Single-phasecovalentorganicframeworkstaggeredstackingnanosheetmembraneforCO2selectiveseparation.Angew. Chem. Int. Ed.2021, 60,19047−19052..

Ying,Y.P.;Tong,M.M.;Ning,S.C.;Ravi,S.K.;Peh,S.B.;Tan,S.C.;Pennycook,S.J.;Zhao,D.Ultrathintwo-dimensionalmembranesassembledbyioniccovalentorganicnanosheetswithreducedaperturesforgasseparation.J. Am. Chem. Soc.2020, 142,4472−4480..

Wang,R.;Zhou,Y.;Zhang,Y.;Xue,J.;Caro,J.;Wang,H.H.Ultrathincovalentorganicframeworkmembranespreparedbyrapidelectrophoreticdeposition.Adv. Mater. 2022, e2204894..

Khan,N.A.;Zhang,R.N.;Wang,X.Y.;Cao,L.;Azad,C.S.;Fan,C.Y.;Yuan,J.Q.;Long,M.Y.;Wu,H.;Olson,M.A.;Jiang,Z.Y.Assemblingcovalentorganicframeworkmembranes viaphaseswitchingforultrafastmoleculartransport.Nat. Commun.2022, 13,3169..

Fan,C.Y.;Wu,H.;Guan,J.Y.;You,X.D.;Yang,C.;Wang,X.Y.;Cao,L.;Shi,B.B.;Peng,Q.;Kong,Y.;Wu,Y.Z.;Khan,N.A.;Jiang,Z.Y.ScalablefabricationofcrystallineCOFmembranesfromamorphouspolymericmembranes.Angew. Chem. Int. Ed.2021, 60,18051−18058..

Werber,J.R.;Osuji,C.O.;Elimelech,M.Materialsfornext-generationdesalinationandwaterpurificationmembranes.Nat. Rev. Mater.2016, 1,16018..

Elimelech,M.;Phillip,W.A.Thefutureofseawaterdesalination:energy,technology,andtheenvironment.Science2011, 333,712−717..

Jiang,C.;Tian,L.;Hou,Y.;Niu,Q.J.Nanofiltrationmembraneswithenhancedmicroporosityandinner-poreinterconnectivityforwatertreatment:excellentbalancebetweenpermeabilityandselectivity.J. Membr. Sci.2019, 586,192−201..

Shen,J.L.;Yuan,J.Q.;Shi,B.B.;You,X.D.;Ding,R.;Zhang,T.Y.;Zhang,Y.J.;Deng,Y.Z.;Guan,J.Y.;Long,M.Y.;Zheng,Y.;Zhang,R.N.;Wu,H.;Jiang,Z.Y.Homointerfacecovalentorganicframeworkmembranesforefficientdesalination.J. Mater. Chem. A2021, 9,23178−23187..

Li,Z.C.;Zheng,Y.;Gu,T.R.;Meng,X.X.;Wang,H.;Xu,K.;Cheng,L.J.;Kasher,R.;Zhang,R.N.;Jiang,Z.Y.Covalentorganicframeworkmembranewithsub-nanoporesforefficientdesalination.J. Membr. Sci.2023, 675,121551..

Wang,M.D.;Zhang,P.H.;Liang,X.;Zhao,J.Y.;Liu,Y.W.;Cao,Y.;Wang,H.J.;Chen,Y.;Zhang,Z.M.;Pan,F.S.;Zhang,Z.J.;Jiang,Z.Y.Ultrafastseawaterdesalinationwithcovalentorganicframeworkmembranes.Nat. Sustain.2022, 5,518−526..

Wei,W.;Liu,J.;Jiang,J.W.Computationaldesignof2Dcovalent-organicframeworkmembranesfororganicsolventnanofiltration.ACS Sustainable Chem. Eng.2018, 7,1734−1744..

Shinde,D.B.;Cao,L.;Wonanke,A.D.D.;Li,X.;KumarLiu,S.;Liu,X.W.;Hedhili,M.N.;Emwas,A.H.;Addicoat,M.;Huang,K.W.;Lai,Z.P.Poreengineeringofultrathincovalentorganicframeworkmembranesfororganicsolventnanofiltrationandmolecularsieving.Chem. Sci.2020, 11,5434−5440..

Tong,M.;Yang,Q.;Ma,Q.;Liu,D.;Zhong,C.Few-layeredultrathincovalentorganicframeworkmembranesforgasseparation:acomputationalstudy.J. Mater. Chem. A2016, 4,124−131..

Guo,Z.Y.;Wu,H.;Chen,Y.;Zhu,S.Y.;Jiang,H.F.;Song,S.Q.;Ren,Y.X.;Wang,Y.H.;Liang,X.;He,G.W.;Li,Y.H.;Jiang,Z.Missing-linkerdefectsincovalentorganicframeworkmembranesforefficientCO2separation.Angew. Chem. Int. Ed.2022, 61,e202210466..

Fan,H.W.;Mundstock,A.;Gu,J.H.;Meng,H.;Caro,J.Anazine-linkedcovalentorganicframeworkACOF-1membraneforhighlyselectiveCO2/CH4separation.J. Mater. Chem. A2018, 6,16849−16853..

Fan,H.W.;Mundstock,A.;Feldhoff,A.;Knebel,A.;Gu,J.H.;Meng,H.;Caro,J.Covalentorganicframework-covalentorganicframeworkbilayermembranesforhighlyselectivegasseparation.J. Am. Chem. Soc.2018, 140,10094−10098..

Fan,H.W.;Peng,M.H.;Strauss,I.;Mundstock,A.;Meng,H.;Caro,J.High-fluxverticallyaligned2Dcovalentorganicframeworkmembranewithenhancedhydrogenseparation.J. Am. Chem. Soc.2020, 142,6872−6877..

Ying,Y.P.;Peh,S.B.;Yang,H.;Yang,Z.;Zhao,D.Ultrathincovalentorganicframeworkmembranes viaamulti-interfacialengineeringstrategyforgasseparation.Adv. Mater.2022, 34,e2104946..

Martin-Illan,J.A.;Suarez,J.A.;Gomez-Herrero,J.;Ares,P.;Gallego-Fuente,D.;Cheng,Y.D.;Zhao,D.;Maspoch,D.;Zamora,F.Ultralargefree-standingimine-basedcovalentorganicframeworkmembranesfabricated viacompression.Adv. Sci.2022, 9,e2104643..

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