Abstract
From the last few decades, environmental pollution is one of the major problems of the modern world. Increased industrialization has caused a serious problem of water pollution as it has led to the discharge of toxic and hazardous chemicals into the water bodies. Dyes are the main class of organic compounds that pollute the water. Hence, their effective removal is inescapable. The presence of metal ions is also a serious problem. Due to low volatility, chemical stability, and chelating abilities of ionic liquids, the application of functionalized ionic liquids can effectively reduce the amount of these pollutants.
In this chapter, the properties of ionic liquids which make them suitable for wastewater treatment are presented, and design ability of the functionalized ionic liquids/task-specific ionic liquids provides better opportunities to change the structures in cation and anion to achieve functionalized ionic liquid for specific pollutant removal. Therefore, recent applications of functionalized ionic liquids for the treatment of metal ions and different dyes are discussed. Later, a case study on the photodegradation with possible mechanisms of organic dyes, namely, methylene blue and congo red using a synthesized polymer-supported ionic liquid Fe-porphyrin complex is presented. Catalyst loadings of 10 mg and 12.5 mg at constant time of 60 min are found to be a better choice for the photodegradation of methylene blue and congo red dyes, respectively. The highest photodegradations of methylene blue and congo red are found to be ~78% and ~ 99%, respectively.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
References
Archana V, Meera KM, Begum S, Anantharaman N (2016) Studies on removal of phenol using ionic liquid immobilized polymeric micro-capsules. Arab J Chem 9:371–382. https://doi.org/10.1016/j.arabjc.2013.03.017
Balinge KR, Khiratkar AG, Bhagat PR (2017) Polymer supported Zn-salen complexes: an effective one-pot oxidative esterification of aldehydes to carboxylic esters. J Mol Liq 242:1085–1095. https://doi.org/10.1016/j.molliq.2017.07.105
Balinge KR, Khiratkar AG, Muskawar PN, Thenmozhi K, Bhagat PR (2018) Facile access to polymer supported zinc–salen complex: highly efficient heterogeneous catalyst for synthesizing hydantoins, thiohydantoins and Schiff bases in aqueous medium. Res Chem Intermed 44:2075–2097. https://doi.org/10.1007/s11164-017-3215-x
Boczkaj G, Fernandes A (2017) Wastewater treatment by means of advanced oxidation processes at basic pH conditions: a review. Chem Eng J 32:608–633. https://doi.org/10.1016/j.cej.2017.03.084
Bollin PM, Viamajala S (2012) Reactive extraction of triglycerides as fatty acid methyl esters using Lewis acidic chloroaluminate ionic liquids. Energy Fuels 26:6411–6418. https://doi.org/10.1021/ef301101d
Butler E, Hung YT, Yeh RL, Suleiman Al Ahmad M (2011) Electrocoagulation in wastewater treatment. Water SA 3:495–525. https://doi.org/10.3390/w3020495
Dalvand A, Gholami M, Joneidi A, Mahmoodi NM (2011) Dye removal, energy consumption and operating cost of electrocoagulation of textile wastewater as a clean process. Clean-Soil Air Water 39:665–672. https://doi.org/10.1002/clen.201000233
De Lima LB, Pereira LO, de Moura SG, Magalhães F (2017) Degradation of organic contaminants in effluents-synthetic and from the textile industry-by Fenton, photocatalysis, and H2O2 photolysis. Environ Sci Pollut Res 24(7):6299–6306. https://doi.org/10.1007/s11356-016-6973-x
Dietz M (2006) Ionic liquids as extraction solvents: where do we stand? Sep Sci Technol 41:2047–2063. https://doi.org/10.1080/01496390600743144
Domanska U, Rekawek A (2009) Extraction of metal ions from aqueous solutions using Imidazolium based ionic liquids. J Solut Chem 38:739–751. https://doi.org/10.1007/s10953-009-9402-7
Du C, Xue Y, Wu Z (2017) Microwave-assisted one-step preparation of macadamia nut shell-based activated carbon for efficient adsorption of reactive blue. New J Chem 41:15373–15383. https://doi.org/10.1039/C7NJ03208K
Egorov VM, Djigailo DI, Momotenko DS, Chernyshov DV, Torocheshnikova II, Smirnova SV, Pletnev IV (2010) Task-specific ionic liquid trioctylmethylammonium salicylate as extraction solvent for transition metal ions. Talanta 80(3):1177–1182. https://doi.org/10.1016/j.talanta.2009.09.003
Fei Z, Zhao D, Geldbach TJ, Scopelliti R, Dyson PJ, Antonijevic S, Bodenhausen G (2005) Angew Chem Int Ed 44:5720. https://doi.org/10.1002/anie.200500207
Fernández JF, Neumann J, Thöming J (2010) Regeneration, recovery and removal of ionic liquids. Curr Org Chem – in press, Alexander K (ed), (InTech) ISSN 1385-2728
Ferreir AM, Coutinho JAP, Fernandes AM, Freire MG (2014) Complete removal of textile dyes from aqueous media using ionic-liquid-based aqueous two-phase systems. Sep Purif Technol 128:58–66. https://doi.org/10.1016/j.seppur.2014.02.036
Fuerhacker M, Haile TM, Kogelnig D, Stojanovic A, Keppler B (2012) Application of ionic liquids for the removal of heavy metals from wastewater and activated sludge. Water Sci Technol 65(10):1765–1773. https://doi.org/10.2166/wst.2012.907
Gao Y, Twamley B, Shreeve JM (2004) Inorg Chem 43:3406. https://doi.org/10.1021/ic049961v
Gautam K, Kamsonlian S, Kumar S (2019) Removal of reactive black 5 dye from wastewater using electro-coagulation: equilibrium isotherms and kinetic study. J Water Chem Technol. https://doi.org/10.1515/zpch-2017-1044
Han D, Row KH (2010) Recent applications of ionic liquids in separation technology. Molecules 15:2405–2426. https://doi.org/10.3390/molecules15042405
Hao M, Zhiguo J, Kong J (2013) Hydrophobic poly(ionic liquid) for highly effective separation of methyl blue and chromium ions from water. Polymers 5:1203–1214. https://doi.org/10.3390/polym5041203
Hayouni S, Robert A, Maes C, Conreux A, Marin B, Mohamadou A, Bouquillon S (2018) New dendritic ionic liquids (DILs) for the extraction of metallic species from water. New J Chem 42:18010–18020. https://doi.org/10.1039/C8NJ01921E
Heintz A, Wertz C (2006) Ionic liquids: a most promising research field in solution chemistry and thermodynamics. Pure Appl Chem 78:1587–1593. https://doi.org/10.1351/pac200678081587
Hernández-Fernández F, de los Ríos PJ, Mateo-Ramírez AF, Godínez C, Lozano-Blanco LJ, Moreno JI, Tomás-Alonso F (2015) New application of supported ionic liquids membranes as proton exchange membranes in microbial fuel cell for waste water treatment. Chem Eng J 279:115–119. https://doi.org/10.1016/j.cej.2015.04.036
Holkar CR, Jadhav AJ, Pinjari DV, Mahamuni NM, Pandit AB (2016) A critical review on textile wastewater treatments: possible approaches. J Environ Manage 182:351–366. https://doi.org/10.1016/j.jenvman.2016.07.090
Khajone VB, Balinge KR, Patle DS, Bhagat PR (2019) Synthesis and characterization of polymer supported Fe-phthalocyanine entangled with carboxyl functionalized benzimidazolium moiety: a heterogeneous catalyst for efficient visible-light-driven degradation of organic dyes from aqueous solutions. J Mol Liq 288:111032. https://doi.org/10.1016/j.molliq.2019.111032
Kharazi P, Rahimi R, Rabbani M (2018) Study on porphyrin/ZnFe2O4@polythiophene nanocomposite as a novel r adsorbent and visible light driven photocatalyst for the removal of methylene blue and methyl orange. Mater Res Bull 103:133. https://doi.org/10.1016/j.materresbull.2018.03.031
Khiratkar AG, Muskawar PN, Bhagat PR (2016) Polymer-supported benzimidazolium based ionic liquid: an efficient and reusable Brønsted acid catalyst for Biginelli reaction. RSC Adv 6:105087–105093. https://doi.org/10.1039/C6RA23781A
Langhals H (2004) Color chemistry. Synthesis, properties and applications of organic dyes and pigments. By Heinrich Zollinger, Wiley Online Library. Liddle ST, Arnold PL Organometallics. 24, 2597 https://doi.org/10.1002/anie.200385122
Liddle ST, Arnold PL (2005) Synthesis of heteroleptic cerium(III) anionic amido-tethered N-heterocyclic carbene complexes. Organometallics. 24:2597–2605. https://doi.org/10.1021/om050061b
Mathews C, Bhosale VK, Kulkarni PS, Kamble SP (2019) Removal of phenol from organic system using ionic liquids. Curr Environ Eng 6:1. https://doi.org/10.2174/2212717806666190408154507
Min KS, Kumar RS, Lee JH, Kim KS, Lee SG, Son YA (2019) Synthesis of new TiO2/porphyrin-based composites and photocatalytic studies on methylene blue degradation. Dyes Pigments 160:37–47. https://doi.org/10.1016/j.dyepig.2018.07.045
Muskawar PN, Kumar SS, Bhagat PR (2013) Carboxyl-functionalized ionic liquids based on Benzimidazolium cation: study of Hammett values and catalytic activity towards one-pot synthesis of 1-amidoalkyl naphthols. J Mol Liq 380:112–117. https://doi.org/10.1016/j.molcata.2013.09.026
Oller I, Malato S, Sa’nchez-Pe’rez JA (2011) Combination of advanced oxidation processes and biological treatments for wastewater decontamination-a review. Sci Total Environ 409:4141–4166. https://doi.org/10.1016/j.scitotenv.2010.08.061
Pandey S (2006) Analytical applications of room-temperature ionic liquids: a review of recent efforts. Anal Chim Acta 556:38–45. https://doi.org/10.1016/j.aca.2005.06.038
Park H, Shamim AH, Nallal M, Park S, Park KH (2019) Synthesis of silver nanostructures in ionic liquid media and their application to photodegradationof methyl orange. Nanomater Nanotech 9:1–9. https://doi.org/10.1177/1847980419836500
Patel DD, Lee JM (2012) Applications of ionic liquids. Chem Rec 12:329–355. https://doi.org/10.1002/tcr.201100036
Pei YC, Wang JJ, Xuan XP, Fan J, Fan M (2007) Factors affecting ionic liquids based removal of anionic dyes from water. Environ Sci Technol 41:5090–5095. https://doi.org/10.1021/es062838d
Pilli SR, Mohanty K, Banerjee T (2014) Extraction of Phthalic Acid from Aqueous Solution by Using Ionic Liquids: A Quantum Chemical Approach. International Journal of Thermodynamics 17(1):42–51. https://doi.org/10.5541/ijot.482
Qi L, Yu J, Jaroniec M (2013) Enhanced and suppressed effects of ionic liquid on the photocatalytic activity of TiO2. Adsorption 19:557–561. https://doi.org/10.1007/s10450-013-9478-7
Rabbani M, Heidari-Golafzani M, Rahimi R (2016) Synthesis of TCPP/ZnFe2O4@ZnO nanohollow sphere composite for degradation of methylene blue and 4-nitrophenol under visible light. Mater Chem Phys 179:35–41. https://doi.org/10.1016/j.matchemphys.2016.05.005
Ravishankar TN, Sureshkumar K, Dupont J, Ramakrishnappa T, Nagaraju G (2015) Ionic liquid-assisted hydrothermal synthesis of TiO2 nanoparticles and its applications towards the photocatalytic activity and electrochemical sensor. J Exp Nanosci 10. https://doi.org/10.1080/17458080.2015.1014870
Regel-Rosocka M, Wisniewski M (2011) Ionic liquids in separation of metal ions from aqueous solutions, applications of ionic liquids in science and technology, Prof. Scott Handy (ed), (InTech) ISBN: 978-953-307-605-8. https://doi.org/10.5772/23909
Rodríguez CB, Rodríguez PI, Corchero R, Rodil R, Rodil E, Arce A, Soto A (2017) Photocatalytic degradation of methyl orange, methylene blue and rhodamine B with AgCl nanocatalyst synthesised from its bulk material in the ionic liquid [P6 6 6 14]Cl. Water Sci Technol 75(1–2):128–140. https://doi.org/10.2166/wst.2016.499
Saleem S, Saqib ANS, Mujahid A, Hanif M, Mustafa G, Mahmood T, Waseem A, Khan AR (2014) Extraction of Pb(II) from water samples by ionic liquid-modified silica sorbents. Desalin Water Treat 52:40–42. https://doi.org/10.1080/19443994.2014.922497
Sergi D, Gemma E, Claudia F (2019) System for mercury preconcentration in natural waters based on a polymer inclusion membrane incorporating an ionic liquid. Journal of Hazardous Materials 371:316–322. https://doi.org/10.1016/j.jhazmat.2019.03.017
Shankar M, Sekaran G, Sadullah S, Ramasami T (1999) J Chem Tech Biotechnol 74:337. https://doi.org/10.1002/(SICI)1097-4660(199904)74:4<337::AID-JCTB39>3.0.CO;2-U
Sun P, Armstrong DW (2010) Ionic liquids in analytical chemistry. Anal Chim Acta 661:1–16. https://doi.org/10.1016/j.aca.2009.12.007
Vaghela SS, Jethva AD, Mehta BR, Dave SP, Ramachandriah G (2005) Environ Sci Technol 39:2848. https://doi.org/10.1021/es035370c
van Rantwijk F, Madeira LR, Sheldon RA (2003) Biocatalytic transformations in ionic liquids. Trends Biotechnol 21. https://doi.org/10.1016/S0167-7799(03)00008-8
Wasserscheid P, Keim W (2000) Ionic liquids:new “solutions” for transitionmetal catalysis. Angew Chem Int Ed 39:3772–3789. https://doi.org/10.1002/1521-3773(20001103)39:21<3772::AID-ANIE3772>3.0.CO;2-5
Wilkes JS (2002) A short history of ionic liquids-from molten salts to neoteric solvents. Green Chem 4:73–80. https://doi.org/10.1039/b110838g
Ye C, Shreeve JM (2004) J Org Chem 69:8561. https://doi.org/10.1021/jo048383x
Zhao D (2007) Design, synthesis and applications of functionalized ionic liquids, (Thesis) M.Sc. in Chemistry, Xinan Petroleum University, Nanchong, Chine et de nationalité chinoise. https://doi.org/10.5075/epfl-thesis-3531
Acknowledgments
The authors acknowledge SIF DST-VITFIST, the SEM facility at SBST, and RGEMS (VIT, Vellore) for allowing them to use the analytical instruments.
Author information
Authors and Affiliations
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 2021 The Editor(s) (if applicable) and The Author(s), under exclusive license to Springer Nature Switzerland AG
About this chapter
Cite this chapter
Patle, D.S., Khajone, V., Bhagat, P.R., Jaiswal, A.K., Kumar, S. (2021). Functionalized Ionic Liquids for the Photodegradation of Dyes. In: Inamuddin, Ahamed, M.I., Lichtfouse, E. (eds) Water Pollution and Remediation: Photocatalysis. Environmental Chemistry for a Sustainable World, vol 57. Springer, Cham. https://doi.org/10.1007/978-3-030-54723-3_12
Download citation
DOI: https://doi.org/10.1007/978-3-030-54723-3_12
Published:
Publisher Name: Springer, Cham
Print ISBN: 978-3-030-54722-6
Online ISBN: 978-3-030-54723-3
eBook Packages: Earth and Environmental ScienceEarth and Environmental Science (R0)