Abstract
An effective method for the detection of Cr3+ in multivitamin formulations has been developed by using fluorescent organic nanoparticles (FONPs) based on N,N′-bis(5-bromothiophen-2-ylmethyl)ethylenediimine (BTED). In the study, FONPs selectively recognize Cr3+ without inferring other coexisting metal ions in the medium. Since the FONPs enhance the fluorescence intensity with respect to the concentration of Cr ion, they were applied in real samples like multivitamin formulations to detect Cr3+. The stoichiometry of FONPs/Cr3+ analyzed by a Job’s plot was 2:1 (FONPs:metal). The results show that FONPs accurately measure the concentration of Cr3+ in the vitamin tablets in aqueous medium, agreeing with the reported chromium content in the vitamin formulations, and the detection limit was found to be 7.2 μM. Furthermore, the binding nature of the ligand with Cr3+ was studied through the molecular orbital analysis, where a lower energy HOMO was observed for [Cr(BTED)]3+ than that for the free ligand, meaning that the lowering of the receptor HOMO energy enhances the fluorescence emission in the photo-induced electron transfer.
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C. Bebear, D.H. Bouanchaud, J. Antimicrob. Chemother. 39, 59 (1997)
F.X. Kang, Q. Wang, W.J. Shou, C.D. Collins, Y.Z. Gao, Environ. Pollut. 220, 112 (2017)
A.S. Pina, I.L. Batalha, C.S.M. Fernandes, M.A. Aoki, A.C.A. Roque, Water Res. 66, 160 (2014)
X.B. Dai, X.Y. Liu, L. Liu, B. Zhu, Z. Fang, Sens. Actuator B. 220, 414 (2015)
A. Chowdhury, P. Howlader, P.S. Mukherjee, Chem. A Eur. J. 22, 1424 (2016)
C.D. Jia, B.A. Wu, S.G. Li, X.J. Huang, Q.L. Zhao, Q.S. Li, X.J. Yang, Angew. Chem. Int. Ed. 50, 486 (2011)
X.H. Wang, X.Y. Wang, C.L. Zhang, Y. Jiao, Z.J. Guo, Chem. Sci. 3, 1304 (2012)
L.L. Wang, H. Huang, S.H. Xiao, D.P. Cai, Y. Liu, B. Liu, D.D. Wang, C.X. Wang, H. Li, Y.R. Wang, Q.H. Li, T.H. Wang, A.C.S. Appl, Mater. Interface 6, 14131 (2014)
O. Vergun, A.I. Sobolevsky, M.V. Yelshansky, J. Keelan, B.I. Khodorov, M.R. Duchen, J. Physiol. Lond. 531, 147 (2001)
T. Kindaichi, I. Tsushima, Y. Ogasawara, M. Shimokawa, N. Ozaki, H. Satoh, S. Okabe, Appl. Environ. Microbiol. 73, 4931 (2007)
Y. Ogasawara, K. Kawano, K. Haga, J. Minabe, S. Yasuda, M. Furuki, K. Hayashi, H. Yoshizawa, Jpn. J. Appl. Phys. Part 1 Regul. Pap. Brief Commun. Rev. Pap. 46, 3828 (2007)
L. Yi, H.Y. Li, L. Sun, L.L. Liu, C.H. Zhang, Z. Xi, Angew. Chem. Int. Ed. 48, 4034 (2009)
M.A. Reddy, N.N. Meeravali, S.J. Kumar, Atomic Spectros. 30, 92 (2009)
Q.P. Diao, P.Y. Ma, L.L. Lv, T.C. Li, X.H. Wang, D.Q. Song, Spectrochim. Acta A 156, 15 (2016)
N.N. Meeravali, S.J. Jiang, Talanta 80, 173 (2009)
N. Zhang, J.S. Suleiman, M. He, B. Hu, Talanta 75, 536 (2008)
R.T. Kachoosangi, R.G. Compton, Sens. Actuators B 178, 555 (2013)
S. Saha, P. Mahato, G.U. Reddy, E. Suresh, A. Chakrabarty, M. Baidya, S.K. Ghosh, A. Das, Inorg. Chem. 51, 336 (2012)
S. Paul, A. Manna, S. Goswami, Dalton Trans. 44, 11805 (2015)
Z.-C. Liao, Z.-Y. Yang, Y. Li, B.-D. Wang, Q.-X. Zhou, Dyes Pigment. 97, 124 (2013)
Y.-W. Liu, C.-H. Chen, A.-T. Wu, Analyst 137, 5201 (2012)
C.-J. Liu, Z.-Y. Yang, L. Fan, X.-L. Jin, J.-M. An, X.-Y. Cheng, B.-D. Wang, J. Lumin. 158, 172 (2015)
M.H. Lee, J.S. Kim, J.L. Sessler, Chem. Soc. Rev. 44, 4185 (2015)
K. Chen, Q.H. Shu, M. Schmittel, Chem. Soc. Rev. 44, 136 (2015)
Z.G. Yang, J.F. Cao, Y.X. He, J.H. Yang, T. Kim, X.J. Peng, J.S. Kim, Chem. Soc. Rev. 43, 4563 (2014)
Y.J. Jang, Y.H. Yeon, H.Y. Yang, J.Y. Noh, I.H. Hwang, C. Kim, Inorg. Chem. Commun. 33, 48 (2013)
Y. Yang, H. Xue, L. Chen, R. Sheng, X. Li, K. Li, Chin. J. Chem. 31, 377 (2013)
P.S. Hariharan, S.P. Anthony, Spectrochim. Acta A 136, 1658 (2015)
R. Kavitha, T. Stalin, J. Lumin. 158, 313 (2015)
Y. Ha, D.P. Murale, C. Yun, S.T. Manjare, H. Kim, J. Kwak, Y.S. Leea, D.G. Churchill, Chem. Commun. 51, 6357 (2015)
C. Kar, M.D. Adhikari, B.K. Datta, A. Ramesh, G. Das, Sens. Actuators B 188, 1132 (2013)
V.K. Gupta, A.K. Singh, L.K. Kumawat, Sens. Actuators B 204, 507 (2014)
M. Hosseini, A. Ghafarloo, M.R. Ganjali, F. Faridbod, P. Norouzi, M.S. Niasari, Sens. Actuators B 198, 411 (2014)
W.H. Hsieh, C.-F. Wan, D.-J. Liao, A.-T. Wu, Tetrahedron Lett. 53, 5848 (2012)
J.-H. Hu, J.-B. Li, J. Qi, Y. Sun, Sens. Actuators B 208, 581 (2015)
J.J. Lee, S.A. Lee, H. Kim, N. LeTuyen, I. Noh, C. Kim, RSC Adv. 5, 41905 (2015)
P.S. Hariharan, S.P. Anthony, Anal. Chim. Acta 848, 74 (2014)
X.-J. Jiang, M. Li, H.-L. Lu, L.-H. Xu, H. Xu, S.-Q. Zang, M.-S. Tang, H.-W. Hou, T.C.W. Mak, Inorg. Chem. 53, 12665 (2014)
C. Kar, S. Samanta, S. Goswami, A. Ramesh, G. Das, Dalton Trans. 44, 4123 (2015)
T. Anand, G. Sivaraman, P. Anandh, D. Chellappa, S. Govindarajan, Tetrahedron Lett. 55, 671 (2014)
K.C. Tayade, A.S. Kuwar, U.A. Fegade, H. Sharma, N. Singh, U.D. Patil, S.B. Attarde, J. Fluoresc. 24, 19 (2014)
J. Wang, S. Chu, F. Kong, L. Luo, Y. Wang, Z. Zou, Sens. Actuators B 150, 25 (2010)
S.-L. Kao, S.-P. Wu, Sens. Actuators B 212, 382 (2015)
K. Kaur, S. Chaudhary, S. Singh, S.K. Mehta, Sci. Adv. Mater. 6, 970 (2014)
J. Ni, B. Li, L. Zhang, H. Zhao, H. Jiang, Sens. Actuators B 215, 174 (2015)
M. Shellaiah, Y.C. Rajan, P. Balu, A. Murugan, New J. Chem. 39, 2523 (2015)
N. Kaur, S. Kaur, R. Mehan, C.A.H. Aguilar, P. Thangarasu, N. Singh, Sens. Actuators B 206, 90 (2015)
P. Saluja, V.K. Bhardwaj, T. Pandiyan, S. Kaur, N. Kaur, N. Singh, RSC Adv. 4, 9784 (2014)
I. Briguglio, S. Piras, P. Corona, E. Gavini, M. Nieddu, G. Boatto, A. Carta, Eur. J. Med. Chem. 97, 612 (2015)
W. Giger, A.C. Alder, E.M. Golet, H.P.E. Kohler, C.S. McArdell, E. Molnar, H. Siegrist, M.J.F. Suter, CHIMA 57, 485 (2003)
M. Yu, W. Du, W. Zhou, H. Li, C. Liu, L. Wei, Z. Li, H. Zhang, Dyes Pigment. 126, 279 (2016)
Z. Zhang, C. Sha, A. Liu, Z. Zhang, D. Xu, J. Fluoresc. 25, 335 (2015)
D. Li, C.-Y. Li, H.-R. Qi, K.-Y. Tan, Y.-F. Li, Sens. Actuators B 223, 705 (2016)
P. Mahato, S. Saha, E. Suresh, R. Di Liddo, P.P. Parnigotto, M.T. Conconi, M.K. Kesharwani, B. Ganguly, A. Das, Inorg. Chem. 51, 1769 (2012)
S. Saha, M.U. Chhatbar, P. Mahato, L. Praveen, A.K. Siddhanta, A. Das, Chem. Commun. 48, 1659 (2012)
R. Patidar, B. Rebary, P. Paul, J. Fluoresc. 25, 387 (2015)
A. Dhara, N. Guchhait, S.K. Kar, J. Fluoresc. 25, 1921 (2015)
D. Liu, T. Pang, K. Ma, W. Jiang, X. Bao, RSC Adv. 4, 2563 (2014)
S. Janakipriya, N.R. Chereddy, P. Korrapati, S. Thennarasu, A.B. Mandal, Spectrochim. Acta A 153, 465 (2016)
P.N. Borase, P.B. Thale, S.K. Sahoo, G.S. Shankarling, Sens. Actuators B. 215, 451 (2015)
S. Erdemir, O. Kocyigit, Talanta 158, 63 (2016)
Y. Xu, W. Yang, J. Shao, W. Zhou, W. Zhu, J. Xie, RSC Adv. 4, 15400 (2014)
M. Li, D. Zhang, Y. Liu, P. Ding, Y. Ye, Y. Zhao, J. Fluoresc. 24, 119 (2014)
D. Zhang, Z. Dong, X. Jiang, M. Feng, W. Li, G. Gao, Anal. Methods 5, 1669 (2013)
Y.-S. Wu, C.-Y. Li, Y.-F. Li, J.-L. Tang, D. Liu, Sens. Actuators B 203, 712 (2014)
A. Singh, S. Kaur, A. Kaur, T. Aree, N. Kaur, N. Singh, M.S. Bakshi, ACS Sustain. Chem. Eng. 2, 982 (2014)
L.-J. Ma, W. Cao, J. Liu, M. Zhang, L. Yang, Sens. Actuators B 181, 782 (2013)
S. Das, A. Sahana, A. Banerjee, S. Lohar, S. Guha, J.S. Matalobos, D. Das, Anal. Methods 4, 2254 (2012)
H. Wu, P. Zhou, J. Wang, L. Zhao, C. Duan, New J. Chem. 33, 653 (2009)
S. Liu, F. Lu, J.-J. Zhu, Chem. Commun. 47, 2661 (2011)
B. Ramachandram, A. Samanta, Chem. Phys. Lett. 290, 9 (1998)
S. Li, L. He, F. Xiong, Y. Li, G. Yang, J. Phys. Chem. B 108, 10887 (2004)
R. Hernández-Molina, A. Mederos, Acyclic and macrocyclic schiff base ligands, in Comprehensive Coordination Chemistry II, ed. by J.A. McCleverty, T.J. Meyer (Elsevier, New York, 2003), p. 411
A. Atahan, S. Durmus, Spectrochim. Acta A 144, 61 (2015)
Y.-J. Chang, P.-J. Hung, C.-F. Wan, A.-T. Wu, Inorg. Chem. Commun. 39, 122 (2014)
J.S. Wu, W.M. Liu, X.Q. Zhuang, F. Wang, P.F. Wang, S.L. Tao, X.H. Zhang, S.K. Wu, S.T. Lee, Org. Lett. 9, 33 (2007)
B.-N. Cao, Q. Hu, Y. Huang, C.-M. Jia, Q. Zhang, Chemi. Res. Chin. Univ. 29, 419 (2013)
C.-H. Chen, P.-J. Hung, C.-F. Wan, A.-T. Wu, Inorg. Chem. Commun. 38, 74 (2013)
C.-H. Chen, D.-J. Liao, C.-F. Wan, A.-T. Wu, Analyst 138, 2527 (2013)
L. Li, F. Liu, H.-W. Li, Spectrochim. Acta A 79, 1688 (2011)
N. Kaur, S. Kaur, A. Kaur, P. Saluja, H. Sharma, A. Saini, N. Dhariwal, A. Singh, N. Singh, J. Lumin. 145, 175 (2014)
V.K. Bhardwaj, H. Sharma, N. Kaur, N. Singh, New J. Chem. 37, 4192 (2013)
V.K. Bhardwaj, H. Sharma, N. Singh, Talanta 129, 198 (2014)
S. Chopra, J. Singh, H. Kaur, H. Singh, N. Singh, N. Kaur, New J. Chem. 39, 3507 (2015)
J. Hou, L.-Y. Wang, D.-H. Li, X. Wu, Tetrahedron Lett. 52, 2710 (2011)
H. Li, H. Yan, J. Phys. Chem. C 113, 7526 (2009)
F. Qu, J.A. Liu, H. Yan, L. Peng, H. Li, Tetrahedron Lett. 49, 7438 (2008)
C.A. Huerta Aguilar, H. Sharma, P. Thangarasu, N. Singh, ChemPlusChem 80, 665 (2015)
H. Sharma, N. Kaur, T. Pandiyan, N. Singh, Sens. Actuators B 166–167, 467 (2012)
V. Bhalla, A. Gupta, M. Kumar, Org. Lett. 14, 3112 (2012)
K.G. Thomas, P.V. Kamat, Acc. Chem. Res. 36, 888 (2003)
M.C. Daniel, D. Astruc, Chem. Rev. 104, 293 (2004)
H.-B. Fu, J.-N. Yao, J. Am. Chem. Soc. 123, 1434 (2001)
S. Chopra, J. Singh, N. Singh, N. Kaur, Anal. Methods 6, 9030 (2014)
B.-K. An, S.-K. Kwon, S.-D. Jung, S.Y. Park, J. Am. Chem. Soc. 124, 14410 (2002)
V.K. Bhardwaj, A.P.S. Pannu, N. Singh, M.S. Hundal, G. Hundal, Tetrahedron 64, 5384 (2008)
N. Jayanthi, J. Cruz, T. Pandiyan, Chem. Phys. Lett. 455, 64 (2008)
J. Autschbach, Comprehen. Inorg. Chem. Element. Appl. 9, 407 (2013)
F. Furche, D. Rappoport, Theor. Comput. Chem. 16, 93 (2005)
D.R. Lide, CRC Handbook of Chemistry and Physics on CD-ROM (CRC Press, Boca Raton, FL, 2008)
D. Jacquemin, E.A. Perpète, G. Scalmani, M.J. Frisch, I. Ciofini, C. Adamo, Chem. Phys. Lett. 421, 272 (2006)
Acknowledgements
The authors acknowledge the Dirección General de Asuntos de Personal Académico (Project PAPIIT No IN209616) and CONACYT-DST for financial support, DGSCA-UNAM for computation facilities, and Viridiana Maturano for the DLS analyses. Palos Barba Viviana thanks CONACyT for the scholarship.
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Viviana, P.B., Huerta-Aguilar, C.A., Singh, N. et al. Selective recognition of Cr3+ in multivitamin formulations in aqueous medium by fluorescent organic–inorganic nanohybrids. Res Chem Intermed 44, 3179–3197 (2018). https://doi.org/10.1007/s11164-018-3300-9
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DOI: https://doi.org/10.1007/s11164-018-3300-9