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23.11.2019 | Original Research

Cotton fiber functionalized with 2D covalent organic frameworks for iodine capture

verfasst von: Yongqiang Li, Yarong Li, Qinghua Zhao, Li Li, Run Chen, Chiyang He

Erschienen in: Cellulose | Ausgabe 3/2020

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Abstract

By using a rapid cryogenic reaction, cotton fiber was covalently functionalized with imine-linked two-dimensional covalent organic frameworks (2D COFs), which was synthesized via an imine condensation reaction between 1,3,5-tris(4-aminophenyl)benzene and terephthaldehyde. The resulting functionalized cotton (COFs@cotton) was characterized by fourier transform infrared spectroscopy, powder X-ray diffraction, scanning electron microscope, thermo-gravimetric analysis, nitrogen adsorption–desorption analysis and elemental analysis. The presence of a lot of imine functional groups in combination with dispersed mesoporous holes results in rapid adsorption rate and relatively high iodine affinity with uptake capacities up to 533.9 mg/g, which was much higher than that of untreated cotton. In addition, COFs@cotton also shows remarkable capability as absorbent for iodine in solution. The adsorbed iodine can be completely extracted from COFs@cotton by being washed with ethanol, permitting the simple reuse of adsorbent. This new functionalization approach can be applied to different kind of imine-linked COFs, and the corresponding adsorbents show more extensive practical application prospect for iodine capture.

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Vorheriger Artikel Fabrication of biocomposite membrane with microcrystalline cellulose (MCC) extracted from sugarcane bagasse by phase inversion method

Nächster Artikel Optical cellulose fiber made from regenerated cellulose and cellulose acetate for water sensor applications

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Alzate-Sánchez DM, Smith BJ, Alsbaie A, Hinestroza JP, Dichtel WR (2016) Cotton fabric functionalized with a β-cyclodextrin polymer captures organic pollutants from contaminated air and water. Chem Mater 28:8340–8346. https://doi.org/10.1021/acs.chemmater.6b03624 CrossRef

Athon MT, Fryxell GE, Chuang C-Y, Santschi PH (2017) Sorption of selected radionuclides on different MnO₂ phases. Environ Chem. https://doi.org/10.1071/EN17026 CrossRef

Ben T, Qiu S (2013) Porous aromatic frameworks: synthesis, structure and functions. CrystEngComm 15:17–26. https://doi.org/10.1039/C2CE25409C CrossRef

Cao J, Shan W, Wang Q et al (2019) Ordered porous poly(ionic liquid) crystallines: spacing confined ionic surface enhancing selective CO₂ capture and fixation. ACS Appl Mater Interfaces 11:6031–6041. https://doi.org/10.1021/acsami.8b19420 CrossRefPubMed

Chapman KW, Chupas PJ, Nenoff TM (2010) Radioactive iodine capture in silver-containing mordenites through nanoscale silver iodide formation. J Am Chem Soc 132:8897–8899. https://doi.org/10.1021/ja103110y CrossRefPubMed

Chen Y, Sun H, Yang R et al (2015) Synthesis of conjugated microporous polymer nanotubes with large surface areas as absorbents for iodine and CO₂ uptake. J Mater Chem A 3:87–91. https://doi.org/10.1039/c4ta04235b CrossRef

Chen D, Fu Y, Yu W, Yu G, Pan C (2018) Versatile adamantane-based porous polymers with enhanced microporosity for efficient CO₂ capture and iodine removal. Chem Eng J 334:900–906. https://doi.org/10.1016/j.cej.2017.10.133 CrossRef

Choung S, Um W, Kim M, Kim MG (2013) Uptake mechanism for iodine species to black carbon. Environ Sci Technol 47:10349–10355. https://doi.org/10.1021/es401570a CrossRefPubMed

Colson JW, Woll AR, Mukherjee A et al (2011) Oriented 2D covalent organic framework thin films on single-layer graphene. Science 332:228–231. https://doi.org/10.1126/science.1202747 CrossRefPubMed

Dang QQ, Wang XM, Zhan YF, Zhang XM (2016) Aazo-linked porous triptycene network as an absorbent for CO₂ and iodine uptake. Polym Chem 7:643–647. https://doi.org/10.1039/C5PY01671A CrossRef

Ding SY, Gao J, Wang Q, Zhang Y, Song WG, Su CY, Wang W (2011) Construction of covalent organic framework for catalysis: Pd/COF-LZU1 in Suzuki–Miyaura coupling reaction. J Am Chem Soc 133:19816–19822. https://doi.org/10.1021/ja206846p CrossRefPubMed

El-Mahdy AFM, Young C, Kim J, You J, Yamauchi Y, Kuo SW (2019) Hollow microspherical and microtubular [3 + 3] carbazole-based covalent organic frameworks and their gas and energy storage applications. ACS Appl Mater Interfaces 11:9343–9354. https://doi.org/10.1021/acsami.8b21867 CrossRefPubMed

Geng T, Ye S, Zhu Z, Zhang W (2018) Triazine-based conjugated microporous polymers with N,N,N′,N′-tetraphenyl-1,4-phenylenediamine, 1,3,5-tris(diphenylamino)benzene and 1,3,5-tris[(3-methylphenyl)-phenylamino]benzene as the core for high iodine capture and fluorescence sensing of o-nitrophenol. J Mater Chem A 6:2808–2816. https://doi.org/10.1039/c7ta08251g CrossRef

Golshan M, Salami-Kalajahi M, Roghani-Mamaqani H, Mohammadi M (2017) Poly(propylene imine) dendrimer-grafted nanocrystalline cellulose: doxorubicin loading and release behavior. Polymer 117:287–294. https://doi.org/10.1016/j.polymer.2017.04.047 CrossRef

Grogan KP, DeVol TA (2011) Online detection of radioactive iodine in aqueous systems through the use of scintillating anion exchange resin. Anal Chem 83:2582–2588. https://doi.org/10.1021/ac102880c CrossRefPubMed

Gu C, Huang N, Wu Y, Xu H, Jiang D (2015) Design of highly photofunctional porous polymer films with controlled thickness and prominent microporosity. Angew Chem Int Ed Engl 54:11540–11544. https://doi.org/10.1002/anie.201504786 CrossRefPubMedPubMedCentral

Habibi Y (2014) Key advances in the chemical modification of nanocelluloses. Chem Soc Rev 43:1519–1542. https://doi.org/10.1039/c3cs60204d CrossRefPubMed

Hasell T, Schmidtmann M, Cooper AI (2011) Molecular doping of porous organic cages. J Am Chem Soc 133:14920–14923. https://doi.org/10.1021/ja205969q CrossRefPubMed

Hou X, Povinec PP, Zhang L et al (2013) Iodine-129 in seawater offshore Fukushima: distribution, inorganic speciation, sources, and budget. Environ Sci Technol 47:3091–3098. https://doi.org/10.1021/es304460k CrossRefPubMed

Huang J, Turner SR (2017) Hypercrosslinked polymers: a review. Polym Rev 58:1–41. https://doi.org/10.1080/15583724.2017.1344703 CrossRef

Jiang Q, Huang H, Tang Y, Zhang Y, Zhong C (2018) Highly porous covalent triazine frameworks for reversible iodine capture and efficient removal of dye. Ind Eng Chem Res 57:15114–15121. https://doi.org/10.1021/acs.iecr.8b02866 CrossRef

Katsoulidis AP, He J, Kanatzidis MG (2012) Functional monolithic polymeric organic framework aerogel as reducing and hosting media for Ag nanoparticles and application in capturing of iodine vapors. Chem Mater 24:1937–1943. https://doi.org/10.1021/cm300696g CrossRef

Li FY, Xiao Y, Chung TS (2012) High-performance thermally self-cross-linked polymer of intrinsic microporosity (PIM-1) membranes for energy development. Procedia Eng 44:498–500. https://doi.org/10.1016/j.proeng.2012.08.464 CrossRef

Li H, Ding X, Han B-H (2016) Porous azo-bridged porphyrin–phthalocyanine network with high iodine capture capability. Chemistry 22:11863–11868. https://doi.org/10.1002/chem.201602337 CrossRefPubMed

Li Y, Chen W, Hao W, Li Y, Chen L (2018) Covalent organic frameworks constructed from flexible building blocks with high adsorption capacity for pollutants. ACS Appl Nano Mater 1:4756–4761. https://doi.org/10.1021/acsanm.8b00983 CrossRef

Li X, Chen G, Ma J, Jia Q (2019a) Pyrrolidinone-based hypercrosslinked polymers for reversible capture of radioactive iodine. Sep Purif Technol 210:995–1000. https://doi.org/10.1016/j.seppur.2018.09.041 CrossRef

Li Y, Chen Q, Xu T et al (2019b) De novo design and facile synthesis of 2D covalent organic frameworks: a two-in-one strategy. J Am Chem Soc 141:13822–13828. https://doi.org/10.1021/jacs.9b03463 CrossRefPubMed

Lin L, Guan H, Zou D, Dong Z, Liu Z, Xu F, Xie Z, Li Y (2017) A pharmaceutical hydrogen-bonded covalent organic polymer for enrichment of volatile iodine. RSC Adv 7:54407–55415. https://doi.org/10.1039/C7RA09414K CrossRef

Liu QK, Ma JP, Dong YB (2011) Highly efficient iodine species enriching and guest-driven tunable luminescent properties based on a cadmium(II)-triazole MOF. Chem Commun (Cambridge) 47:7185–7187. https://doi.org/10.1039/c1cc11402f CrossRef

Lohse MS, Bein T (2018) Covalent organic frameworks: structures, synthesis, and applications. Adv Funct Mater 28:1705553. https://doi.org/10.1002/adfm.201705553 CrossRef

Lv LL, Yang J, Zhang HM, Liu YY, Ma JF (2015) Metal-ion exchange, small-molecule sensing, selective dye adsorption, and reversible iodine uptake of three coordination polymers constructed by a new resorcin[4]arene-based tetracarboxylate. Inorg Chem 54:1744–1755. https://doi.org/10.1021/ic502686b CrossRefPubMed

Lv M, Ma X, Anderson DP, Chang PR (2017) Immobilization of urease onto cellulose spheres for the selective removal of urea. Cellulose 25:233–243. https://doi.org/10.1007/s10570-017-1592-3 CrossRef

Ma H, Chen J-J, Tan L, Bu J-H, Zhu Y, Tan B, Zhang C (2016) Nitrogen-rich triptycene-based porous polymer for gas storage and iodine enrichment. ACS Macro Lett 5:1039–1043. https://doi.org/10.1021/acsmacrolett.6b00567 CrossRefPubMed

Matsumoto M, Dasari RR, Ji W, Feriante CH, Parke TC, Marde SR, Dichtel WR (2017) Rapid, low temperature formation of imine-linked covalent organic frameworks catalyzed by metal triflates. J Am Chem Soc 139:4999–5002. https://doi.org/10.1021/jacs.7b01240 CrossRefPubMed

Munn AS, Millange F, Frigoli M et al (2016) Iodine sequestration by thiol-modified MIL-53(Al). CrystEngComm 18:8108–8114. https://doi.org/10.1039/c6ce01842d CrossRef

Mushkacheva G, Rabinovich E, Privalov V et al (2006) Thyroid abnormalities associated with protracted childhood exposure to ¹³¹I from atmospheric emissions from the Mayak weapons facility in Russia. Radiat Res 166:715–722. https://doi.org/10.1667/RR0410.1 CrossRefPubMed

Niu X, Liu Y, Fang G, Huang C, Rojas OJ, Pan H (2018) Highly transparent, strong, and flexible films with modified cellulose nanofiber bearing UV shielding property. Biomacromol 19:4565–4575. https://doi.org/10.1021/acs.biomac.8b01252 CrossRef

Pan Y, Yang P, Moloney MG, Wang L, Ma F, Wang Y (2018) Ag NP-loaded cotton fiber materials: preparation, surface deposition, and antibacterial activity with different chemical structures. ACS Appl Bio Mater 2:510–517. https://doi.org/10.1021/acsabm.8b00696 CrossRef

Qian X, Zhu ZQ, Sun HX et al (2016) Capture and reversible storage of volatile iodine by novel conjugated microporous polymers containing thiophene units. ACS Appl Mater Interfaces 8:21063–21069. https://doi.org/10.1021/acsami.6b06569 CrossRefPubMed

Rena F, Zhua Z, Qiana X et al (2016) Novel thiophene-bearing conjugated microporous polymer honeycomb-like porous spheres with ultrahigh iodine uptake. Chem Commun 52:9797–9800. https://doi.org/10.1039/c6cc05188j CrossRef

Riley BJ, Pierce DA, Chun J et al (2014) Polyacrylonitrile–chalcogel hybrid sorbents for radioiodine capture. Environ Sci Technol 48:5832–5839. https://doi.org/10.1021/es405807w CrossRefPubMed

Sailor WC, Bodansky D, Braun C, Fetter S, Bvd Zwaan (2000) A nuclear solution to climate change? Science 288:1177–1178. https://doi.org/10.1126/science.288.5469.1177 CrossRef

Sava Gallis DF, Ermanoski I, Greathouse JA, Chapman KW, Nenoff TM (2017) Iodine gas adsorption in nanoporous materials: a combined experiment–modeling study. Ind Eng Chem Res 56:2331–2338. https://doi.org/10.1021/acs.iecr.6b04189 CrossRef

Sigen A, Zhang Y, Li Z, Xia H, Xue M, Liu X, Mu Y (2014) Highly efficient and reversible iodine capture using a metalloporphyrin-based conjugated microporous polymer. Chem Commun 50:8495–8498. https://doi.org/10.1039/c4cc01783h CrossRef

Smith BJ, Overholts AC, Hwang N, Dichtel WR (2016) Insight into the crystallization of amorphous imine-linked polymer networks to 2D covalent organic frameworks. Chem Commun (Cambridge) 52:3690–3693. https://doi.org/10.1039/c5cc10221a CrossRef

Spinella S, Maiorana A, Qian Q et al (2016) Concurrent cellulose hydrolysis and esterification to prepare a surface-modified cellulose nanocrystal decorated with carboxylic acid moieties. ACS Sustain Chem Eng 4:1538–1550. https://doi.org/10.1021/acssuschemeng.5b01489 CrossRef

Sun B, Hou Q, Liu Z, Ni Y (2015) Sodium periodate oxidation of cellulose nanocrystal and its application as a paper wet strength additive. Cellulose 22:1135–1146. https://doi.org/10.1007/s10570-015-0575-5 CrossRef

Sun Q, Aguila B, Perman J et al (2017) Postsynthetically modified covalent organic frameworks for efficient and effective mercury removal. J Am Chem Soc 139:2786–2793. https://doi.org/10.1021/jacs.6b12885 CrossRefPubMed

Tang C, Spinney S, Shi Z, Tang J, Peng B, Luo J, Tam KC (2018) Amphiphilic cellulose nanocrystals for enhanced pickering emulsion stabilization. Langmuir 34:12897–12905. https://doi.org/10.1021/acs.langmuir.8b02437 CrossRefPubMed

Wang J, Zhuang S (2019) Covalent organic frameworks (COFs) for environmental applications. Coord Chem Rev. https://doi.org/10.1016/j.ccr.2019.213046 CrossRef

Wang P, Xu Q, Li Z, Jiang W, Jiang Q, Jiang D (2018) Exceptional iodine capture in 2D covalent organic frameworks. Adv Mater. https://doi.org/10.1002/adma.201801991 CrossRefPubMedPubMedCentral

Warchol J, Misaelides P, Petrus R, Zamboulis D (2006) Preparation and application of organo-modified zeolitic material in the removal of chromates and iodides. J Hazard Mater 137:1410–1416. https://doi.org/10.1016/j.jhazmat.2006.04.028 CrossRefPubMed

Xiao C, Fard ZH, Sarma D, Song T-B, Xu C, Kanatzidis MG (2017) Highly efficient separation of trivalent minor actinides by a layered metal sulfide (KInSn₂S₆) from acidic radioactive waste. J Am Chem Soc 139:16494–16497. https://doi.org/10.1021/jacs.7b10464 CrossRefPubMed

Xiong S, Tao J, Wang Y et al (2018) Uniform poly(phosphazene-triazine) porous microspheres for highly efficient iodine removal. Chem Commun 54:8450–8453. https://doi.org/10.1039/c8cc04242j CrossRef

Xu S, Zhang L, Freeman SP et al (2015) Speciation of radiocesium and radioiodine in aerosols from Tsukuba after the Fukushima nuclear accident. Environ Sci Technol 49:1017–1024. https://doi.org/10.1021/es504431w CrossRefPubMed

Yaghi MO (2016) Reticular chemistry—construction, properties, and precision reactions of frameworks. J Am Chem Soc 138:15507–15509. https://doi.org/10.1021/jacs.6b11821 CrossRefPubMed

Yan Z, Yuan Y, Tian Y, Zhang D, Zhu G (2015) Highly efficient enrichment of volatile iodine by charged porous aromatic frameworks with three sorption sites. Angew Chem Int Ed Engl 54:12733–12737. https://doi.org/10.1002/anie.201503362 CrossRefPubMed

Yin ZJ, Xu SQ, Zhan TG, Qi QY, Wu ZQ, Zhao X (2017) Ultrahigh volatile iodine uptake by hollow microspheres formed from a heteropore covalent organic framework. Chem Commun 53:7266–7269. https://doi.org/10.1039/c7cc01045a CrossRef

Zhang X, Zhang P, Wu Z, Zhang L, Zeng G, Zhou C (2013) Adsorption of methylene blue onto humic acid-coated Fe₃O₄ nanoparticles. Colloids Surf Physicochem Eng Asp 435:85–90. https://doi.org/10.1016/j.colsurfa.2012.12.056 CrossRef

Zhang K, Zhang Y, Yan D, Zhang C, Nie S (2018) Enzyme-assisted mechanical production of cellulose nanofibrils: thermal stability. Cellulose 25:5049–5061. https://doi.org/10.1007/s10570-018-1928-7 CrossRef

Zhang W, Li Q, Mao Q, He G (2019) Cross-linked chitosan microspheres: an efficient and eco-friendly adsorbent for iodide removal from waste water. Carbohydr Polym 209:215–222. https://doi.org/10.1016/j.carbpol.2019.01.032 CrossRefPubMed

Zhu X, An S, Liu Y et al (2017) Efficient removal of organic dye pollutants using covalent organic frameworks. AlChE J 63:3470–3478. https://doi.org/10.1002/aic.15699 CrossRef

Zhuang S, Liu Y, Wang J (2019) Covalent organic frameworks as efficient adsorbent for sulfamerazine removal from aqueous solution. J Hazard Mater 383:121126. https://doi.org/10.1016/j.jhazmat.2019.121126 CrossRefPubMed

Titel: Cotton fiber functionalized with 2D covalent organic frameworks for iodine capture
verfasst von: Yongqiang Li
Yarong Li
Qinghua Zhao
Li Li
Run Chen
Chiyang He
Publikationsdatum: 23.11.2019
Verlag: Springer Netherlands
Erschienen in: Cellulose / Ausgabe 3/2020
Print ISSN: 0969-0239
Elektronische ISSN: 1572-882X
DOI: https://doi.org/10.1007/s10570-019-02877-0

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