Abstract
This work focuses on facile synthesis of pH responsive diblock copolymers based on acrylamide (AM) and 2-Acrylamido-2-methyl-1-propane sulfonic acid (AMPS) grafted on β-Cyclodextrin and have application in solid/liquid separation. β-CD based chain transfer agent (CTA) has been synthesized by one pot synthesis method. Three different grades of β-Cyclodextrin based Macro CTA were synthesized through RAFT polymerization technique. Macro CTA have been used further in synthesis of five different grades of β-CD grafted pH-responsive diblock copolymers i.e. (β-CD-PRP’s) by varying the amount of AMPS. The polymeric materials were characterized by Fluorescence Spectroscopy, FT-IR, GPC, 1H-NMR, SEM, TEM, TGA, and XRD. β-CD-PRP’s shows their micellization properties at acidic pH < 6.57 with polymer conc. > 0.336 mg/mL and has also been studied for removal of model contaminant (kaolin). Among all grades of diblock copolymers, grade 3 shows best performance in the removal of kaolin from aqueous solution at 7 and 5 pH values.
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Pawar K, Kutcherlapati SR, Yeole N, Jana T, Hundiwale D (2018) Synthesis of poly (N-isopropylacrylamide-b-N-vinylcarbazole) copolymers via RAFT polymerization and its stimuli responsive morphology in aqueous media. J Polym Res 25(4):91 (1-10)
Hoffman AS (2013) Stimuli-responsive polymers: biomedical applications and challenges for clinical translation. Adv Drug Deliv Rev 65(1):10–16
Patra P, Seesala VS, Son SR, Roy RK, Dhara S, Ghosh A, Pal S (2019) Biopolymeric pH-responsive fluorescent gel for in-vitro and in-vivo colon specific delivery of metronidazole and ciprofloxacin. Eur Polym J 114:255–264
Fang R, Cheng X, Xu X (2010) Synthesis of lignin-base cationic flocculant and its application in removing anionic azo-dyes from simulated wastewater. Bioresour Technol 101(19):7323–7329
Way AE, Hsu L, Shanmuganathan K, Weder C, Rowan SJ (2012) pH-responsive cellulose nanocrystal gels and nanocomposites. ACS Macro Lett 1(8):1001–1006
Ho DK, Nguyen DT, Thambi T, Lee DS, Huynh DP (2018) Polyamide based pH and temperature responsive hydrogels: synthesis and physicochemical characterization. J Polym Res 26(7):1–9
Işıklan N, İnal M, Kurşun F, Ercan G (2011) pH responsive itaconic acid grafted alginate microspheres for the controlled release of nifedipine. Carbohydr Polym 84(3):933–943
Zoppe JO, Habibi Y, Rojas OJ, Venditti RA, Johansson LS, Efimenko K, Laine J (2010) Poly (N-isopropylacrylamide) brushes grafted from cellulose nanocrystals via surface-initiated single-electron transfer living radical polymerization. Biomacromolecules 11(10):2683–2691
Pawar K, Kutcherlapati SR, Yeole N, Hundiwale D, Jana T (2018) Vesicular and micellar self-assembly of stimuli-responsive poly (N-isopropyl acrylamide-b-9-anthracene methyl methacrylate) amphiphilic diblock copolymers. J App Polym Sci 135(28):46474
Gupta KC, Khandekar K (2003) Temperature-responsive cellulose by ceric (IV) ion-initiated graft copolymerization of N-isopropylacrylamide. Biomacromolecules 4(3):758–765
Wang LQ, Tu K, Li Y, Zhang J, Jiang L, Zhang Z (2002) Synthesis and characterization of temperature responsive graft copolymers of dextran with poly (N-isopropylacrylamide). React Funct Polym 53(1):19–27
Tan S, Saito K, Hearn MT (2018) Stimuli-responsive polymeric materials for separation of biomolecules. Curr Opin Biotechnol 53:209–223
Liu YN, Yu HY, Qin ZY, Chen L (2012) Enhanced heat conduction in cellulose Nanocrystals grafting polyethylene glycol as solid-solid phase change materials. In Adv Mat Res 557:563–566
Roy A, Maity PP, Dhara S, Pal S (2018) Biocompatible, stimuli-responsive hydrogel of chemically crosslinked β-cyclodextrin as amoxicillin carrier. J App Polym Sci 135(10):45939
Wu L, Zhang X, Chen L, Zhang H, Li C, Lv Y, Guo X (2018) Amphoteric starch derivatives as reusable flocculant for heavy-metal removal. RSC advan 8(3):1274–1280
Zhuang J, Gordon MR, Ventura J, Li L, Thayumanavan S (2013) Multi-stimuli responsive macromolecules and their assemblies. Chem Soc Rev 42(17):7421–7435
Jiang X, Lu G, Feng C, Li Y, Huang X (2013) Poly (acrylic acid)-graft-poly (N-vinylcaprolactam): a novel pH and thermo dual-stimuli responsive system. Polym Chem 4(13):3876–3884
Anirudhan TS, Sandeep S (2011) Synthesis and characterization of molecularly imprinted polymer of N-maleoylchitosan-grafted-2-acrylamido-2-methylpropanesulfonic acid and its controlled delivery and recognition of bovine serum albumin. Polym Chem 2(9):2052–2061
Smith AE, Xu X, McCormick CL (2010) Stimuli-responsive amphiphilic (co) polymers via RAFT polymerization. Prog Polym Sci 35(1–2):45–93
Liu H, Jiang A, Guo J, Uhrich KE (1999) Unimolecular micelles: synthesis and characterization of amphiphilic polymer systems. J Polym Sci Part A: Polym Chem 37(6):703–711
Laschewsky A, (1995) Molecular concepts, self-organisation and properties of polysoaps. In Polysoaps/stabilizers/Nitrogen-15 NMR 1–86
Zhang L, Eisenberg A (1995) Multiple morphologies of" crew-cut" aggregates of polystyrene-b-poly (acrylic acid) block copolymers. Science 268(5218):1728–1731
Jiang X, Qi Y, Wang S, Tian X (2010) New amphoteric flocculant containing beta-cyclodextrin, synthesis, charaterization and decolorization properties. J Hazard Mat 173(1–3):298–304
Mishra A, Bajpai M (2005) Flocculation behaviour of model textile wastewater treated with a food grade polysaccharide. J Hazard Mat 118(1–3):213–217
Wei T, Wu L, Yu F, Lv Y, Chen L, Shi Y, Dai B (2018) pH-responsive chitosan-based flocculant for precise dye flocculation control and the recycling of textile dyeing effluents. RSC Adv 8(69):39334–39340
Cong R, Pelton R (2003) The influence of PEO/poly (vinyl phenol-co-styrene sulfonate) aqueous complex structure on flocculation. J Colloid Interface Sci 261(1):65–73
Li H, Long J, Xu Z, Masliyah JH (2007) Flocculation of kaolinite clay suspensions using a temperature-sensitive polymer. AICHE J 53(2):479–488
Ma X, Tang X (2006) Flocculation behavior of temperature-sensitive poly (N-isopropylacrylamide) microgels containing polar side chains with OH groups. J Colloid Interface Sci 299(1):217–224
Demey H, Vincent T, Ruiz M, Nogueras M, Sastre AM, Guibal E (2014) Boron recovery from seawater with a new low-cost adsorbent material. Chem Eng J 254:463–471
Elwakeel KZ, El-Ghaffar MA, El-kousy SM, El-Shorbagy HG (2012) Synthesis of new ammonium chitosan derivatives and their application for dye removal from aqueous media. Chem Eng J 203:458–468
Skey J, O’Reilly RK (2008) Facile one pot synthesis of a range of reversible addition–fragmentation chain transfer (RAFT) agents. Chem Commun 35:4183–4185
Topel Ö, Çakır BA, Budama L, Hoda N (2013) Determination of critical micelle concentration of polybutadiene-block-poly (ethyleneoxide) diblock copolymer by fluorescence spectroscopy and dynamic light scattering. J Molec Liq 177:40–43
Kumar K, Adhikary P, Krishnamoorthi S (2014) Synthesis, characterization and application of water-soluble star polymers based on 2, 4, 6-tris-hydroxymethyl phenol and polyacrylamide. Polym Int 63(10):1842–1849
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The authors gratefully acknowledge the financial support from the Science Engineering and Research Board (ECR/2016/000949), New Delhi, Government of India.
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Kiran, K., Tiwari, R., Tungala, K. et al. pH tempted Micellization of β-Cyclodextrin based Diblock copolymer and its application in solid/liquid separation. J Polym Res 27, 150 (2020). https://doi.org/10.1007/s10965-020-02095-4
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DOI: https://doi.org/10.1007/s10965-020-02095-4