Abstract
The present research work is concerned with the systematic account of the catalytic behaviour of binary surfactant solutions during the oxidation of 2-butanol by the diperiodatocuprate(III) copper(III)–periodate complex (DPC) in an aqueous solvent. The work primarily deals with the kinetics of the mixed micelle diperiodatocuprate(III) copper(III)–periodate complex (DPC)-catalysed oxidation of 2-butanol by maintaining pseudo-first-order reaction conditions. The cetylpyridinium chloride (CPC)/Triton X-100 (TX-100) mixed micelle serves as a nano-reactor for the oxidation reaction offering a micro-heterogeneous system in an aqueous media. A strong and pronounced catalytic effect has been exhibited by a mixture of CPC and TX-100 surfactants in 1:7 molar ratio compared to any of the single surfactant. The binary surfactant system cooperatively accelerated the oxidation rate of 2-butanol by reducing the reaction completion time up to 40 times. The cetyltrimethylammonium bromide (CTAB) micelle in the reaction system substantially decreased the oxidation rate compared to the reaction in aqueous media only. Proton NMR spectra are conducted to characterize the oxidation product 2-butanone. NMR data precisely correlate the interaction behaviour of CPC and TX-100 in association with the formation of mixed micellar aggregates in the reaction system. The calculated kinetic parameters such as rate constant (kobs), half-life (t1/2) and effective rate constant (keff) values for the oxidation of 2-butanol by DPC in binary surfactant system are correlated with micellar pseudo-phase model and proton NMR analysis of mixed micelles. The blended micellar catalyst has been recovered and recycled for the next reaction as soon as the oxidation of 2-butanol is finished up.
Similar content being viewed by others
Availability of data and materials
Data will be made available on requests.
References
K.M. Naik, S.T. Nandibewoor, Catal. Sci. Technol. 1, 1232 (2011)
N.P. Shettia, S.J. Malode, S.T. Nandibewoor, Polyhedron 30, 1785 (2011)
S.I. Sinkov, G.J. Lumetta, Radiochim. Acta 103, 541 (2015)
K.J. Adaikalasamy, N.S. Venkataramanan, S. Rajagopal, Tetrahedron 59, 3613 (2003)
S. Malik, A. Ghosh, B. Saha, J. Solut. Chem. 45, 109 (2016)
R.A. Sheldon, Curr. Opin. Green Sustain. Chem. 18, 13 (2019)
J.M. Bayne, D.W. Stephan, Chem. Soc. Rev. 45, 765 (2016)
C. Parmeggiani, F. Cardona, Green Chem. 14, 547 (2012)
P. Sar, A. Ghosh, A. Scarso, B. Saha, Res. Chem. Intermed. 45, 6021 (2019)
M. Amde, J.F. Liu, L. Pang, Environ. Sci. Technol. 49, 12611 (2015)
D.K. Romney, F.H. Arnold, B.H. Lipshutz, C.J. Li, J. Org. Chem. 83, 7319 (2018)
L.S. Romsted, in Supramolecular Chemistry: From Molecules to Nanomaterials. ed. by P.A. Gale, J.W. Steed (Wiley, Hoboken, 2012), p.181
A. Ghosh, R. Saha, P. Sar, B. Saha, J. Mol. Liq. 186, 122 (2013)
S. Malik, A. Ghosh, P. Sar, M.H. Mondal, K. Mahali, B. Saha, J. Chem. Sci. 129, 637 (2017)
P. Sar, A. Ghosh, S. Malik, B. Saha, J. Carbohydr. Chem. 35, 86 (2016)
D. Hoell, T. Mensing, R. Roggenbuck, M. Sakuth, E. Sperlich, T. Urban, W. Neier, G. Strehlke, Ullmann’s Encycl. Ind. Chem. 6, 431 (2009)
A. Ghosh, K. Sengupta, R. Saha, B. Saha, J. Mol. Liq. 198, 369 (2014)
B. Chowdhury, S.M. Rahaman, A. Ghosh, K. Mahali, P. Sar, B. Saha, J. Mol. Liq. 368, 120817 (2022)
B. Samiey, C.H. Cheng, J. Wu, J. Chem. 2014, 1 (2014)
J. Clint, J. Chem. Soc. 71, 1327 (1975)
G. Sharma, A. Naqvi, Colloids Surf. A Physico Chem. Eng. Asp. 385, 63 (2011)
A. Pal, R. Punia, G.P. Dubey, J. Mol. Liq. 337, 116355 (2021)
A.D. Regno, P.B. Warren, D.J. Bray, R.L. Anderson, J. Phys. Chem. B 125, 5983 (2021)
M. Omer, I. Ali, S. Kareem, Chem. Pap. 76, 7189 (2022)
D.R. Perinelli, M. Cespi, N. Lorusso, G.F. Palmieri, G. Bonacucina, P. Blasi, Langmuir 36, 5745 (2020)
N. Azum, M.A. Rub, M.A. Asiri, J. Mol. Liq. 196, 14 (2014)
K.M. Sachin, S.A. Karpe, M. Singh, A. Bhattarai, Heliyon 5, e01510 (2019)
M. Poša, J. Mol. Liq. 334, 116158 (2021)
R. Saha, A. Ghosh, B. Saha, Chem. Eng. Sci. 99, 23 (2013)
X. Han, M. Lu, Y. Fan, Y. Li, A. Yuxi, K. Holmberg, Tenside Surfactants Deterg. 58, 164 (2021)
Z. Chang, X. Chen, Y. Peng, Miner. Eng. 121, 66 (2018)
A. Ali, S. Uzair, N.A. Malik, M. Ali, J. Mol. Liq. 196, 395 (2014)
S. Amjad, S. Shaukat, H.M.A.U. Rahman, M. Usman, Z.H. Farooqi, M.F. Nazar, J. Mol. Liq. 369, 120958 (2023)
F. Bukhtawar, M. Usman, N. Akram, A. Haq, Z. Ahmad, S. Raza, S. Younis, M.F. Nazar, Colloid Polym. Sci. 300, 1205 (2022)
S. Irshad, H. Sultana, M. Usman, N. Akram, Z.H. Farooqi, A. Yusaf, M.F. Nazar, J. Dispers. Sci. Technol. 44, 1044 (2023)
A. Kumar, G. Kaur, S.K. Kansal, G.R. Chaudhary, S.K. Mehta, J. Chem. Thermodyn. 93, 115 (2016)
S. Göktürk, G. Keskin, R.Y.C. Talman, N. Çakır, Color. Technol. 133, 362 (2017)
M. Cortes-Clerget, J. Yu, J.R.A. Kincaid, P. Walde, F. Gallou, B.H. Lipshutz, Chem. Sci. 12, 4237 (2021)
M. Cortes-Clerget, N. Akporji, J. Zhou, F. Gao, P. Guo, M. Parmentier, F. Gallou, J.Y. Berthon, B.H. Lipshutz, Nat. Commun. 10, 2169 (2019)
S. Obradović, M. Poša, J. Chem. Thermodyn. 110, 41 (2017)
A. Ghosh, R. Saha, B. Saha, J. Mol. Liq. 196, 223 (2014)
S. Chowdhury, A. Rakshit, A. Acharjee, D. Kumar, B. Saha, J. Mol. Liq. 346, 117118 (2022)
B. Chowdhury, M.H. Mondal, M.K. Barman, B. Saha, Res. Chem. Intermed. 45, 789 (2019)
S.M. Patil, A.M. Bagoji, S.B. Konnur, S.T. Nandibewoor, J. Phys. Org. Chem. 34, e4146 (2021)
B. Chowdhury, P. Sar, D. Kumar, B. Saha, J. Mol. Liq. 347, 117993 (2022)
Q.H. Le, C. Friebe, W.C. Wang, L. Wondraczek, J. Non-Cryst. Solids: X 4, 100037 (2019)
A. Tong, X. Tang, F. Zhang, B. Wang, Spectrochim. Acta A Mol. Biomol. Spectrosc. 234, 118259 (2020)
R.R. Hosamani, N.P. Shetti, S.T. Nandibewoor, Kinet. Catal. 50, 530 (2009)
X. Cui, Y. Jiang, C. Yang, X. Lu, H. Chen, S. Mao, M. Liu, H. Yuan, P. Luo, Y. Du, J. Phys. Chem. B 114, 7808 (2010)
S. Mukherjee, D. Mitra, S.C. Bhattacharya, A.K. Panda, S.P. Moulik, Colloid J. 71, 677 (2009)
W. Azeem, P. John, M.F. Nazar, M. Ashfaq, I.U. Khan, A. Riaz, S. Sharif, J. Solut. Chem. 47, 1048 (2018)
M.F. Nazar, M. Abid, M. Danish, M. Ashfaq, A.M. Khan, M.N. Zafar, S. Mehmood, A. Asif, J. Mol. Liq. 212, 142 (2015)
W. Azeem, P. John, M.F. Nazar, I.U. Khan, A. Riaz, S. Sharif, J. Mol. Liq. 244, 135 (2017)
M. Danish, M. Ashiq, M.F. Nazar, J. Dispers. Sci. Technol. 38, 837 (2017)
M.F. Nazar, M. Raheel, S.S. Shah, M. Danish, M. Ashfaq, M.N. Zafar, M. Siddiq, J. Solut. Chem. 43, 632 (2014)
T. Mehling, T. Ingram, I. Smirnova, Langmuir 28, 118 (2012)
T. Shen, S. Zhou, J. Ruan, X. Chen, X. Liu, X. Ge, C. Qian, J. Colloid Interface Sci. 287, 102299 (2021)
B.H. Lipshutz, M. Hageman, J.C. Fennewald, R.T.H. Linstadt, E.D. Slack, K.R. Voigtritter, Chem. Commun. 50, 11378 (2014)
Funding
The authors did not receive funds, grants or other support from any organization for the submitted work.
Author information
Authors and Affiliations
Contributions
BC and SMR conducted the main research experiments and wrote the draft of the manuscript. AG and BC analysed the data. BC and AG revised the manuscript. BS supervised the manuscript.
Corresponding author
Ethics declarations
Conflict of interest
The authors declares that they have no conflict of interest.
Ethical approval
This research did not contain any studies involving animals or human participants, nor did it take place on any private or protected areas.
Additional information
Publisher's Note
Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.
Supplementary Information
Below is the link to the electronic supplementary material.
Rights and permissions
Springer Nature or its licensor (e.g. a society or other partner) holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law.
About this article
Cite this article
Chowdhury, B., Ghosh, A., Rahaman, S.M. et al. Cooperative rate amplification by binary surfactant (CPC/TX-100) nano-aggregates on the diperiodatocuprate(III) (DPC) oxidation of 2-butanol in aqueous medium. Res Chem Intermed 49, 4041–4063 (2023). https://doi.org/10.1007/s11164-023-05069-5
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11164-023-05069-5