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Cellulose

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01.06.2015 | Original Paper

Click chemistry route to covalently link cellulose and clay

verfasst von: Priyanka Yadav, Shibin Chacko, Gulashan Kumar, Ramesh Ramapanicker, Vivek Verma

Erschienen in: Cellulose | Ausgabe 3/2015

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Abstract

An efficient method for covalently linking of cellulose and clay using a click chemistry based strategy is reported. Azide and alkynyl derivatives of silane were synthesized and used for silanization of cellulose and clay respectively. Functionalized cellulose and clay were then coupled using Cu(I) catalyzed azide–alkyne cycloaddition reaction, resulting in a covalent linkage between them. Successful synthesis of the silane derivates was established using Fourier transform infrared (FTIR) and nuclear magnetic resonance. Silanization of cellulose and clay with azide and alkynyl derivatives and the formation of a triazole linkage were confirmed using FTIR.

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Vorheriger Artikel Comparison testing of methods for gel permeation chromatography of cellulose: coming closer to a standard protocol

Nächster Artikel Development of cardanol-bonded cellulose thermoplastics: high productivity achieved in two-step heterogeneous process

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Abdelmouleh M, Boufi S, ben Salah A, Belgacem MN, Gandini A (2002) Interaction of silane coupling agents with cellulose. Langmuir 18(8):3203–3208CrossRef

Abdelmouleh M, Boufi S, Belgacem MN, Dufresne A, Gandini A (2005) Modification of cellulose fibers with functionalized silanes: effect of the fiber treatment on the mechanical performances of cellulose–thermoset composites. J Appl Polym Sci 98:974–984CrossRef

Abdul Khalil HPS, Bhat AH, Ireana Yusra AF (2012) Green composites from sustainable cellulose nanofibrils: a review. Carbohydr Polym 87(2):963–979

Binder WH, Sachsenhofer R (2007) ‘Click’ chemistry in polymer and materials science. Macromol Rapid Commun 28:15–54CrossRef

Bledzki AK, Gassan J (1999) Composites reinforced with cellulose based fibres. Prog Polym Sci 24(2):221–274CrossRef

Bovey FA, Winslow EH (1981) An introduction to polymer science. Academic press, New York

Chang C, Lue A, Zhang L (2008) Effects of crosslinking methods on structure and properties of cellulose/PVA hydrogels. Macromol Chem Phys 209(12):1266–1273CrossRef

Coffey DG, Bell DA, Henderson A (2006) Food polysaccharides and their applications. Taylor and Francis, Boca Raton

Czaja WK, Young DJ, Kawecki M, Brown RM (2006) The future prospects of microbial cellulose in biomedical applications. Biomacromolecules 8(1):1–12CrossRef

Dai JC, Huang JT (1999) Surface modification of clays and clay–rubber composite. Appl Clay Sci 15(1–2):51–65CrossRef

Dam HH, Caruso F (2012) Modular click assembly of degradable capsules using polyrotaxanes. ACS Nano 6(6):4686–4693CrossRef

Eichhorn S, Dufresne A, Aranguren M, Marcovich N, Capadona J, Rowan S, Weder C, Thielemans W, Roman M, Renneckar S, Gindl W, Veigel S, Keckes J, Yano H, Abe K, Nogi M, Nakagaito A, Mangalam A, Simonsen J, Benight A, Bismarck A, Berglund L, Peijs T (2010) Review: current international research into cellulose nanofibres and nanocomposites. J Mater Sci 45(1):1–33CrossRef

Fournier D, Hoogenboom R, Schubert US (2007) Clicking polymers: a straightforward approach to novel macromolecular architectures. Chem Soc Rev 36(8):1369–1380CrossRef

Freeman GM, Marshall CJJ, Lackey WO, Onizawa M (2000) Silane treated clay production method, silane treated clay and composition containing same. Sanyo Trading Co., J M Huber Corporation, Tokyo, Edison

Garcia de Rodriguez NL, Thielemans W, Dufresne A (2006) Sisal cellulose whiskers reinforced polyvinyl acetate nanocomposites. Cellulose 13(3):261–270CrossRef

Himo F, Lovell T, Hilgraf R, Rostovtsev VV, Noodleman L, Sharpless KB, Fokin VV (2005) Copper(I)-catalyzed synthesis of azoles. DFT study predicts unprecedented reactivity and intermediates. J Am Chem Soc 127(1):210–216CrossRef

Hoenich NA (2007) Cellulose for medical applications: past, present, and future. BioResources 1(2):270–280

Karaaslan MA, Gao G, Kadla JF (2013) Nanocrystalline cellulose/Î²-casein conjugated nanoparticles prepared by click chemistry. Cellulose 20(6):2655–2665CrossRef

Krassig H, Steadman RG, Schliefer K, Albrecht W (1986) Ullmann’s Encyclopedia of organic compounds. VCH, New York

Liebert T, Hansch C, Heinze T (2006) Click chemistry with polysaccharides. Macromol Rapid Commun 27(3):208–213CrossRef

Liu A, Walther A, Ikkala O, Belova L, Berglund LA (2012) Clay nanopaper with tough cellulose nanofiber matrix for fire retardancy and gas barrier functions. Biomacromolecules 12(3):633–641CrossRef

Ludvik C, Glenn G, Klamczynski A, Wood D (2007) Cellulose fiber/bentonite clay/biodegradable thermoplastic composites. J Polym Environ 15(4):251–257CrossRef

Ly B, Thielemans W, Dufresne A, Chaussy D, Belgacem MN (2008) Surface functionalization of cellulose fibres and their incorporation in renewable polymeric matrices. Compos Sci Technol 68(15–16):3193–3201CrossRef

Manna AK, Tripathy DK, De PP, De SK, Chatterjee MK, Peiffer DG (1999) Bonding between epoxidized natural rubber and clay in presence of silane coupling agent. J Appl Polym Sci 72:1895–1903CrossRef

Maren R, Shuping D, Anjali H, Yong Woo L (2009) Cellulose nanocrystals for drug delivery. Polysaccharide materials: performance by design, vol 1017. American Chemical Society, Washington, pp 81–91

Mohanty AK, Misra M, Hinrichsen G (2000) Biofibres, biodegradable polymers and biocomposites: an overview. Macromol Mater Eng 276–277(1):1–24CrossRef

Mohanty AK, Misra M, Drzal LT (2002) Sustainable bio-composites from renewable resources: opportunities and challenges in the green materials world. J Polym Environ 10(1):19–26CrossRef

Moses JE, Moorhouse AD (2007) The growing applications of click chemistry. Chem Soc Rev 36(8):1249–1262CrossRef

Okiyama A, Motoki M, Yamanaka S (1992) Bacterial cellulose II. Processing of the gelatinous cellulose for food materials. Food Hydrocolloids 6(5):479–487CrossRef

Orts WJ, Shey J, Imam SH, Glenn GM, Guttman ME, Revol J-F (2005) Application of cellulose microfibrils in polymer nanocomposites. J Polym Environ 13(4):301–306CrossRef

Papalos JG (1966) Silane treated clay reinforced resin compositions. U. S. P. Office, J M. Huber Corporation, USA, Locust

Qin A, Lam JWY, Tang BZ (2010) Click polymerization: progresses, challenges, and opportunities. Macromolecules 43(21):8693–8702

Rostovtsev VV, Green LG, Fokin VV, Sharpless KB (2002) A stepwise huisgen cycloaddition process: copper(I)-catalyzed regioselective “ligation” of azides and terminal alkynes. Angew Chem Int Ed 41(14):2596–2599CrossRef

Thirumurugan P, Matosiuk D, Jozwiak K (2013) Click Chemistry for drug development and diverse chemical-biology applications. Chem Rev 113(7):4905–4979CrossRef

Thunwall M, Boldizar A, Rigdahl M, Banke K, Lindström T, Tufvesson H, Högman S (2008) Processing and properties of mineral-interfaced cellulose fibre composites. J Appl Polym Sci 107:918–929CrossRef

Wan YZ, Huang Y, Yuan CD, Raman S, Zhu Y, Jiang HJ, He F, Gao C (2007) Biomimetic synthesis of hydroxyapatite/bacterial cellulose nanocomposites for biomedical applications. Mater Sci Eng C 27(4):855–864CrossRef

Wheeler PA, Wang J, Mathias LJ (2006) Poly(methyl methacrylate)/laponite nanocomposites: exploring covalent and ionic clay modifications. Chem Mater 18(17):3937–3945CrossRef

White LA (2004) Preparation and thermal analysis of cotton–clay nanocomposites. J Appl Polym Sci 92(4):2125–2131CrossRef

Xie Y, Hill CAS, Xiao Z, Militz H, Mai C (2010) Silane coupling agents used for natural fiber/polymer composites: a review. Compos A Appl Sci Manuf 41(7):806–819CrossRef

Yang MY, Li J, Chen PR (2014) Transition metal-mediated bioorthogonal protein chemistry in living cells. Chem Soc Rev 43(18):6511–6526CrossRef

Zimmermann T, Pöhler E, Geiger T (2004) Cellulose fibrils for polymer reinforcement. Adv Eng Mater 6(9):754–761CrossRef

Titel: Click chemistry route to covalently link cellulose and clay
verfasst von: Priyanka Yadav
Shibin Chacko
Gulashan Kumar
Ramesh Ramapanicker
Vivek Verma
Publikationsdatum: 01.06.2015
Verlag: Springer Netherlands
Erschienen in: Cellulose / Ausgabe 3/2015
Print ISSN: 0969-0239
Elektronische ISSN: 1572-882X
DOI: https://doi.org/10.1007/s10570-015-0594-2

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