Journal of Industrial and Engineering Chemistry, Vol.107, 1-19, March, 2022
    DOI 10.1016/j.jiec.2021.1  Export Citation
    Organic ligands for the development of adsorbents for Cs+ sequestration: A review
    Erwin C. Escobar 1, 2 , John Edward L. Sio 1, 3 , Rey Eliseo C. Torrejos 1, 4 , Hern Kim 1, 3 , Wook-Jin Chung 1, 3, † , and Grace M. Nisola 1, 3, †
    • 1 Environmental Waste Recycle Institute (EWRI), Department of Energy Science and Technology (DEST), Myongji University, Myongji-ro 116, Cheoin-gu, Yongin-si, Gyeonggi-do, Korea
    • 2 Department of Engineering Science, College of Engineering and Agro-Industrial Technology, University of the Philippines Los Baños, College Laguna, Philippines
    • 3 , Korea
    • 4 Department of Science and Technology-Central Office (DOST-CO), Philippine Textile Research Institute (PTRI), Taguig, Metro Manila, Philippines
    E-mail: ,
    Sorbents utilizing organic molecules as Cs+-selective ionophores have increasingly gained attention over the years as the need for stable and reusable materials became ever more apparent with the poor performance of inorganic sorbents in acidic and alkaline aqueous environments. Aside from this, organic molecules offer a great degree of flexibility in terms of structure, function, and performance which can beharnessed for sorbent development. As such, various kinds of organic ligands have been employed for sorbent preparation, which include macrocycles like calixarenes and crown ethers, and acyclic molecules like tetraphenylborate and resorcinol formaldehyde. In this review, organic-based sorbents and ligands for Cs+ are described and compared, and the mechanisms underlying their efficacy for Cs+ sequestration are discussed. Improvements to ligand and sorbent development are proposed to address issues on adsorption selectivity, capacity, and material reusability. Moreover, a platform for the preparation of stimuli-responsive ligands and sorbents is presented.
    Keywords: Adsorption ; Adsorbents ; Cesium ; Ligands ; Nuclear waste ; Remediation
    1. Xu C, Wang J, Chen J, Energy Strategy Rev. , 1, 291 (2013)
    2. Khatib H, Energy Policy , 48, 737 (2012)
    3. Maringer FJ, Suran J, Kovar P, Chauvenet B, Peyres B, Garcia-Torano E et al., Appl. Radiat. Isot. , 81, 255 (2013)
    4. Xu C, Wang J, Chen J, Solvent Extr. Ion Exch. , 30, 623 (2012)
    5. Todd TA, Batcheller TA, Law JD, Herbst RS, Cesium and strontium separation technologies literature review, Technologies Literature Review (INEEL/EXT-04-01895) United States, 2004.
    6. Liu X, Chen GR, Lee DJ, Kawamoto T, Tanaka H, Chen ML et al., Bioresour. Technol. , 160, 142 (2014)
    7. Burgess J, Ion-solvent interactions, Ions in Solution, 45 (1999).
    8. Nightingale ER Jr., J. Phys. Chem. , 1381 (1959)
    9. Marcus Y, J. Chem. Soc.-Faraday Trans. , 18, 1381 (1959)
    10. Mahler J, Persson I, Inorg. Chem. , 51(1), 425 (2012)
    11. Gal JF, Maria PC, Massi L, Mayeux C, Burk P, Tammiku-Taul J, Int. J. Mass Spectrom. , 267, 7 (2007)
    12. Ikenoue T, Takata H, Kusakabe M, Kudo N, Hasegawa K, Ishimaru T, Sci. Rep. , 7, 39874 (2017)
    13. Chen S, Hu J, Han S, Guo Y, Belzile N, Deng T, Sep. Purif. Technol. , 251, 117340 (2020)
    14. Wang J, Zhuang S, Rev. Environ. Sci. Biotechnol. , 18, 231 (2019)
    15. Wilmarth WR, Lemetta GJ, Johnson ME, Poirier MR, Thompson MC, Suggs PC et al., Solvent Extr. Ion Exch. , 29, 1 (2011)
    16. Xu C, Wang J, Chen J, Solvent Extr. Ion Exch. , 30, 623 (2011)
    17. Sharma JN, Kumar A, Kumar V, Pahan S, Janardanan C, Tessi T et al., Sep. Purif. Technol. , 135, 176 (2014)
    18. Wang J, Zhuang S, Nucl. Eng. Technol. , 52, 328 (2020)
    19. Liu H, Wang J, J. Hazard. Mater. , 261, 307 (2013)
    20. Jia F, Li J, Wang J, Sun Y, Nucl. Technol. , 197, 219 (2017)
    21. Liu X, Wu J, Wang J, Chem. Eng. J. , 34, 353 (2018)
    22. Kim HJ, Kim SJ, Hyeon S, Kang HH, Lee KY, ACS Omega , 5, 20261 (2020)
    23. Rao SVS, Paul B, Lal KB, Narasimhan SV, Ahmed J, J. Radioanal. Nucl. Chem. , 246, 413 (2020)
    24. Lee EH, Lim JG, Chung DY, Yang HB, Kim KW, J. Radioanal. Nucl. Chem. , 284, 387 (2010)
    25. Rogers H, Bowers J, Gates-Anderson D, J. Hazard. Mater. , 243, 124 (2012)
    26. Soliman MA, Rashad GM, Mahmoud MR, Chem. Eng. J. , 275, 342 (2015)
    27. Osmanlioglu AE, Nuclear. Eng. Technol. , 50, 886 (2018)
    28. Solbra S, Allison N, Waite S, Mikhalovsky SV, Environ. Sci. Technol. , 35, 626 (2001)
    29. Lv K, Luo YM, Xiong LP, Colloids Surf. A: Physicochem. Eng. Asp. , 417, 243 (2013)
    30. Aguila B, Banerjee D, Nie Z, Shin Y, Ma S, Thallapally P, Chem. Commun. , 52, 5940 (2016)
    31. Chitra S, Shanmugamani AG, Sudha R, Kalavathi S, Paul B, J. Radioanal. Nucl. Chem. , 312, 507 (2017)
    32. Figueredo BR, Cardoso SP, Portugal I, Rocha J, Silva CM, Sep. Purif. Rev. , 1 (2017)
    33. Lalhmunsiama, Kim JG, Choi SS, Lee SM, Appl. Chem. Eng. , 29, 127 (2018)
    34. Rahman ROA, Ibrahim HA, Hung YT, Water , 3, 551 (2011)
    35. Abtahi M, Fakhri Y, Sarafraz M, Keramati H, Conti GO, Ferrante M et al., J. Adv. Environ. Health Res. , 6, 96 (2018)
    36. Manabe S, Vipin AK, Kumashiro T, Takiguchi S, Fugetsu B, Sakata I, J. Hazard. Mater. , 386, 121979 (2020)
    37. Lee E, Streat M, J. Chem. Technol. Biotechnol. , 33, 80 (2007)
    38. Chen YW, Wang JL, Nucl. Sci. Tech. , 27, 43 (2017)
    39. Wang J, Chen C, Bioresour. Technol. , 160, 129 (2014)
    40. Wang J, Wang S, J. Clean Prod. , 227, 1002 (2019)
    41. Yin Y, Hu J, Wang J, Environ. Prog. Sustainable Energy , 36, 4 (2017)
    42. Hu Y, Guo X, Chen C, Wang J, Appl. Microbiol. Biotechnol. , 103, 2833 (2019)
    43. Kim I, Yang HM, Park CW, Yoon IH, Seo BK, Kim EK et al., Sci. Rep. , 9, 10149 (2019)
    44. Faghihian H, Moayed M, Firooz A, Iravani M, C. R. Chim. , 17, 108 (2014)
    45. Ozeki K, Aoki H, Bio-Med. Mater. Eng. , 27, 227 (2016)
    46. Prajitno MY, Harbottle D, Hondow N, Zhang H, Hunter TN, J. Environ. Chem. Eng. , 8, 102991 (2020)
    47. Mertz JL, Fard ZH, Malliakas CD, Manos MJ, Kanatzidis MG, Chem. Mater. , 25, 2116 (2013)
    48. Qi KH, Du KZ, Feng ML, Li JR, Du CF, Zhang B et al., J. Mater. Chem. A , 3, 5665 (2015)
    49. Zhang B, Feng ML, Cui HH, Du CF, Qi XH, Shen NN et al., Inorg. Chem. , 54, 8474 (2015)
    50. Song FL, Yang XW, Li XL, He W, Lu D, Que J et al., Nucl. Sci. Tech. , 27, 60 (2016)
    51. Yang H, Sun L, Zhai J, Li H, Zhao Y, Yu H, J. Mater. Chem. A , 2, 326 (2014)
    52. Jang J, Lee DS, Ind. Eng. Chem. Res. , 55, 3852 (2016)
    53. Qian J, Ma J, He W, Hua D, Chem. Asian J. , 10, 1738 (2015)
    54. Kadam AA, Jang J, Lee DS, Bioresour. Technol. , 216, 391 (2016)
    55. Kim Y, Kim YK, Kim S, Harbottle D, Lee JW, Chem. Eng. J. , 313, 1042 (2017)
    56. Rethinasabapathy M, Kang SM, Lee I, Lee GW, Lee S, Roh C et al., Mater. Lett. , 241, 194 (2019)
    57. Du Z, Jia M, Wang X, J. Radioanal. Nucl. Chem. , 298, 167 (2013)
    58. Qian J, Cai S, Yang S, Hua D, J. Mater. Chem. A , 5, 22380 (2017)
    59. Zhang HY, Wang RS, Lin CS, Zhang XY, J. Radioanal. Nucl. Chem. , 247, 541 (2001)
    60. Ungaro R, Casnati A, Ugozzoli F, Pochini A, Dozol JF, Hill C et al., Angew. Chem.-Int. Edit. , 33, 1506 (1994)
    61. Casnati A, Pochini A, Ungaro R, Ugozzoli F, Arnaud F, Fanni S et al., J. Am. Chem. Soc. , 117, 2767 (1995)
    62. Arena G, Casnati A, Contino A, Mirone L, Sciotto D, Ungaro R, Chem. Commun. , 2277 (1996)
    63. Dietz ML, Ensor DD, Harmon B, Seekamp S, Sep. Sci. Technol. , 41, 2183 (2006)
    64. Xiao C, Zhang A, Chai Z, Solvent Extr. Ion Exch. , 30, 17 (2012)
    65. Zhang A, Wang Y, Li J, J. Chem. Eng. Data , 62, 1440 (2017)
    66. Zhang A, Kuraoka E, Kumagai M, J. Chromatogr. A , 1157, 85 (2007)
    67. Zhang A, Hu Q, Chai Z, Sep. Sci. Technol. , 44, 2146 (2009)
    68. Zhang A, Xiao C, Hu Q, Solvent Extr. Ion Exch. , 28, 526 (2010)
    69. Wu Y, Kim SY, Tozawa D, Ito T, Tada T, Hitomi K et al., J. Radioanal. Nucl. Chem. , 293, 13 (2012)
    70. Zhang A, Chai Z, Ind. Eng. Chem. Res. , 51, 6196 (2012)
    71. Chen Z, Wu Y, Wei Y, Energy Procedia , 39, 319 (2013)
    72. Chen Z, Wu Y, Wei Y, Radiat. Phys. Chem. , 103, 222 (2014)
    73. Wu Y, Zhang X, Kim SY, Wei Y, J. Nucl. Sci. Technol. , 12, 1968 (2016)
    74. Zhang A, Chen C, Ji Y, Liu S, Guo S, J. Chem. Eng. Data , 63, 1578 (2018)
    75. Tao Q, Wang X, Huang D, Prabaharan K, Dai Y, Water Air Soil Pollut. , 229 (2018)
    76. Nisola GM, Parohinog KJ, Cho MN, Burnea FKB, Lee JY, Seo JG et al., Chem. Eng. J. , 389, 123421 (2020)
    77. Grootenhuis PDJ, Kollman PA, J. Am. Chem. Soc. , 111, 2152 (1989)
    78. Fissaha HT, Nisola GM, Burnea FK, Lee JY, Koo S, Lee SP et al., J. Ind. Eng. Chem. , 81, 415 (2020)
    79. Torrejos REC, Nisola GM, Song HS, Limjuco LA, Lawagon CP, Parohinog KJ et al., Chem. Eng. J. , 326, 921 (2017)
    80. Awual MR, Suzuki S, Taguchi T, Shiwaku H, Okamoto Y, Yaita T, Chem. Eng. J. , 242, 127 (2014)
    81. Awual MR, Yaita T, Taguchi T, Shiwaku H, Suzuki S, Okamoto Y, J. Hazard. Mater. , 278, 227 (2014)
    82. Awual MR, Chem. Eng. J. , 303, 539 (2016)
    83. Awual MR, Yaita T, Miyazaki Y, Matsumura D, Shiwaku H, Taguchi T, Sci. Rep. , 6, 19937 (2016)
    84. Awual MR, Miyazaki Y, Taguchi T, Shiwaku H, Yaita T, Chem. Eng. J. , 291, 128 (2016)
    85. Awual MR, Yaita T, Kobayashi T, Shiwaku H, Suzuki S, J. Environ. Chem. Eng. , 8, 103684 (2020)
    86. Escobar EC, Sio JEL, Bendoy AP, Torrejos REC, Fissaha HT, Kim H et al., Process Eng. , 101716 (2020)
    87. Barrow SJ, Kasera S, Rowland MJ, del Barrio J, Scherman OA, Chem. Rev. , 115, 12320 (2015)
    88. Assaf KI, Nau WM, Chem. Soc. Rev. , 44, 394 (2015)
    89. Chen K, Kang YS, Zhao Y, Yang JM, Lu Y, Sun WY, J. Am. Chem. Soc. , 136, 16744 (2014)
    90. Sun X, Li B, Wan D, Wang N, J. Environ. Sci. , 50, 3 (2016)
    91. Buschmann HJ, Cleve E, Schollmeyer E, Inorg. Chim. Acta. , 193, 93 (1992)
    92. Pichierri F, J. Chem. Soc.-Dalton Trans. , 42, 6083 (2013)
    93. Shao L, Wang X, Ren Y, Wang S, Zhong J, Chu M et al., Chem. Eng. J. , 286, 311 (2016)
    94. Dwivedi C, Kumar A, Ajish JK, Singh KK, Kumar M, Wattal PK et al., RSC Adv. , 2, 5557 (2012)
    95. Aresta M, Quaranta E, Organometallics , 12, 2032 (1993)
    96. Wu G, Terskikh V, J. Phys. Chem. A , 112, 10359 (2008)
    97. Behrens U, Hoffmann F, Olbrich F, Organometallics , 31, 905 (2012)
    98. Guo T, Hu Y, Gao X, Ye X, Liu H, Wu Z, RSC Adv. , 4, 24067 (2014)
    99. Bao A, Zheng H, Liu Z, Huang D, ChemistrySelect , 2, 11806 (2017)
    100. Kumar R, Jain SK, Desalin. Water Treat. , 51, 2014 (2013)
    101. Wi H, Kang SW, Hwang Y, Environ. Eng. Res. , 24, 173 (2019)
    102. Nguyen HH, Kim M, Appl. Sci. Converg. Technol. , 26, 157 (2017)
    103. Ismail AR, Baek KH, Int. J. Biol. Macromol. , 163, 1624 (2020)
    104. Ma J, Zhang Y, Zhao B, Jia Q, Anal. Chim. Acta , 1122, 97 (2020)
    105. Zawierucha I, Kozlowski C, Malina G, Environ. Sci. Processes Impacts , 18, 429 (2016)
    106. Liu H, Qiu H, Chem. Eng. J. , 393, 124691 (2020)
    107. Zhang Z, Xu X, Yan Y, Desalination , 263, 97 (2010)
    108. Shamsipur M, Rajabi HR, Microchim. Acta , 180, 243 (2013)
    109. Yang L, Li S, Sun C, J. Dispersion Sci. Technol. , 38, 1547 (2017)
    110. Yu HR, Hu JQ, Liu Z, Ju XJ, Xie R, Wang Q et al., J. Hazard. Mater. , 323, 632 (2017)
    111. Wang Y, Liu Z, Li Y, Bai Z, Liu W, Wang Y et al., J. Am. Chem. Soc. , 137, 6144 (2015)
    112. James AM, Harding S, Robshaw T, Bramall N, Ogden MD, Dawson R, ACS Appl. Mater. Interfaces , 11, 22464 (2019)
    113. Choi HS, Suh SB, Cho SJ, Kim KS, Proc. Natl. Acad. Sci. , 75, 12094 (1998)
    114. Choi HS, Kim D, Tarakeshwar P, Suh SB, Kim KS, J. Organomet. Chem. , 67, 1848 (2002)
    115. Saleh MB, Hassan SSM, Gaber AAAA, Kream NAA, Anal. Lett. , 36, 2367 (2003)
    116. Saleh MB, Talanta , 46, 885 (1998)
    117. Spisak SN, Wei Z, Rogachev AY, Amaya T, Hirao T, Petrukhina MA, Angew. Chem.-Int. Edit. , 56, 2582 (2017)
    118. Kasprzak A, Sakurai H, J. Chem. Soc.-Dalton Trans. , 48, 17147 (2019)
    119. Escobar EC, Navarro RR, Nayve FRP, Borines MG, Ventura JS, Appl. Res. Dev. , 5, 1 (2015)
    120. Makrlik E, Toman P, Vanura P, J. Radioanal. Nucl. Chem. , 295, 615 (2013)
    121. Korovitch A, Mulon JB, Souchon V, Leray I, Valeur B, Mallinger A, Nadal B, Gall TL, Lion C, Ha-Duong NT, El Hage Chahine JM, J. Phys. Chem. B , 114, 12655 (2010)
    122. Aumann DC, Clooth G, Steffan B, Steglich W, Angew. Chem.-Int. Edit. , 28, 453 (1989)
    123. Marklik E, Vanura P, J. Radioanal. Nucl. Chem. , 214, 339 (1996)
    124. Cohen JA, Gabriel B, Teissie J, Winterhalter M, Planar Lipid Bilayers (BLMs) Appl. , 7, 847 (2003)
    125. Kusche BR, Smith AE, McGuirl MA, Priestley ND, J. Am. Chem. Soc. , 131, 17155 (2009)
    126. Sakamaki T, Iitaka Y, Acta Crystallogr. Sect. B-Struct. Sci. , 33, 52 (1977)
    127. Pichierri F, J. Radioanal. Nucl. Chem. , 311, 1251 (2017)
    128. Su Z, Ran X, Leitch JJ, Schwan AL, Faragher R, Lipkowski J, Langmuir , 35, 16935 (2019)
    129. Schurhammer R, Diss R, Spiess B, Wipff G, PCCP , 10, 495 (2008)
    130. Kuad P, Schurhammer R, Maechling C, Antheaume C, Mioskowski C, Wipff G et al., PCCP , 11, 10299 (2009)
    131. Bourdreux Y, Nowaczyk S, Billaud C, Mallinger A, Willis C, Murr MDE et al., J. Organomet. Chem. , 73, 22 (2008)
    132. Korovitch A, Roux AL, Barbault F, Hemadi M, Ha-Duong NT, Lion C, Wagner A, El Hage Chahine JM, Inorg. Chim. Acta. , 394, 45 (2013)
    133. Boda A, Ali SM, Shenoi MRK, Rao H, Ghosh SK, J. Mol. Model. , 17, 1091 (2011)
    134. Gokel GW, Goli DM, Minganti C, Echegoyen L, J. Am. Chem. Soc. , 105, 6786 (1983)
    135. Pearson RG, J. Am. Chem. Soc. , 105, 6786 (1963)
    136. Kumpf R, Dougherty D, Science , 261, 1708 (1993)
    137. Harrowfield JM, Ogden MI, Richmond WR, White AH, J. Chem. Soc. Chem. Commun. , 17, 1159 (1991)
    138. Pichierri F, Theor. Chem. Acc. , 137, 118 (2018)
    139. Bryan JC, Sachleben RA, Hay BP, Inorg. Chim. Acta. , 290, 86 (1999)
    140. Bryan JC, Sachleben RA, Lavis JM, Davis MC, Inorg. Chem. , 37, 2749 (1998)
    141. Lata S, Singh PK, Samadder SR, Int. J. Environ. Sci. Technol. , 12, 1461 (2015)
    142. Torrejos REC, Escobar EC, Han JW, Min SH, Yook H, Parohinog KJ et al., Chem. Eng. J. , 424, 130379 (2021)
    143. Huang Y, Wang R, Chem. Eng. J. , 378, 122084 (2019)
    144. Haas PA, Sep. Sci. Technol. , 28(17-18), 2479 (1993)
    145. Choi Y, Kim H, Lee JK, Lee SH, Lim HB, Kim JS, Talanta , 64, 975 (2004)
    146. Bereczki R, Csokai V, Grun A, Bitter I, Toth K, Anal. Chim. Acta , 569, 42 (2006)
    147. Yang H, Luo L, Luo L, Wang H, Hu D, Lin J et al., Chem. Mater. , 28, 8774 (2016)
    148. Manos MJ, Kanatzidis MG, J. Am. Chem. Soc. , 131, 6599 (2009)
    149. Klopman G, J. Am. Chem. Soc. , 90, 223 (1968)
    Create a Mobile Website
    View Site in Mobile | Classic
    Share by: