Register      Login
Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Aggregation Behaviours of Surface-Active Ionic Liquids 1-Alkyl-3-methylimidazolium Bis(2-ethylhexyl)sulfosuccinate

Jiequn Wu A , Tianxiang Yin A C , Shaoxiong Shi A and Weiguo Shen A B C
+ Author Affiliations
- Author Affiliations

A School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai 200237, China.

B Department of Chemistry, Lanzhou University, Lanzhou, Gansu 730000, China.

C Corresponding authors. Email: yintx@ecust.edu.cn; shenwg@ecust.edu.cn

Australian Journal of Chemistry 69(11) 1254-1260 https://doi.org/10.1071/CH16122
Submitted: 28 February 2016  Accepted: 24 April 2016   Published: 24 May 2016

Abstract

The systematic investigation of the aggregation behaviours of newly synthesised surface-active ionic liquids 1-alkyl-3-methylimidazolium bis(2-ethylhexyl)sulfosuccinate ([Cnmim][AOT], n = 2, 3, 5, 6, 7) by various techniques is reported. The critical aggregation concentrations (CACs) and the standard Gibbs free energies of aggregation (CH16122_iE1.gif) were determined from measurements on conductivity, fluorescence, and surface tension, which suggested a stronger self-assembly ability in the bulk solution for [Cnmim][AOT] surfactants with longer alkyl chain cations. An interesting structure transition driven by the penetration of the imidazolium cation into the aggregate when n > 4 was found by analysis of the variations of the values of CAC, CH16122_iE2.gif, the degree of counter ion binding (β), and the micropolarity (I1/I3) immediately after the CAC with changing alkyl chain length of the imidazolium cation, which was further confirmed by 1H NMR measurements.


References

[1]  J. Dupont, Acc. Chem. Res. 2011, 44, 1223.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3MXptVOjtrw%3D&md5=0ec9a45eb414c6ecb7bfe716367b027eCAS | 21770406PubMed |

[2]  J. J. Wang, H. Y. Wang, S. L. Zhang, H. C. Zhang, Y. Zhao, J. Phys. Chem. B 2007, 111, 6181.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD2sXltV2it7Y%3D&md5=b95c59f21f45a3d7aa431c6e2033dff9CAS |

[3]  I. Goodchild, L. Collier, S. L. Millar, I. Prokes, J. C. D. Lord, C. P. Butts, J. Bowers, R. K. Heenan, J. Colloid Interface Sci. 2007, 307, 455.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD2sXht1GhtbY%3D&md5=477576b41564b7b0c9ed06ac81b529d2CAS | 17222419PubMed |

[4]  R. Vanyur, L. Biczok, Z. Miskolczy, Colloids Surf. A 2007, 299, 256.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD2sXjsVSms7o%3D&md5=d694dd1f710c2ab04a8e4d80af956064CAS |

[5]  J. Bowers, C. P. Butts, P. J. Martin, M. C. Vergara-Gutierrez, R. K. Heenan, Langmuir 2004, 20, 2191.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD2cXpvFKitw%3D%3D&md5=527ce88d2ae487115d2782c1b6704a37CAS | 15835670PubMed |

[6]  H. Y. Wang, L. M. Zhang, J. J. Wang, Z. Y. Li, S. J. Zhang, Chem. Commun. 2013, 49, 5222.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3sXnsFartb8%3D&md5=528050b4ce7f6cceb7cf28166f105c60CAS |

[7]  K. S. Rao, S. Y. So, A. Kumar, Chem. Commun. 2013, 49, 8111.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3sXht1Oju7%2FP&md5=b7a0599f15b92660ab6a20518f0c62f2CAS |

[8]  P. D. Galgano, O. A. El Seoud, J. Colloid Interface Sci. 2010, 345, 1.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3cXivVOlu70%3D&md5=ec133983a816d2c64140a5bdeeafbe36CAS | 20170924PubMed |

[9]  Z. G. Asadov, G. A. Akhmedova, A. D. Aga-Zadeh, Sh. M. Narbalieva, A. M. Bagirova, R. A. Ragimov, Russ. J. Gen. Chem. 2012, 82, 1916.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3sXhs1aitro%3D&md5=a520d9980a932a10aa796f3b0197ce65CAS |

[10]  K. S. Rao, P. S. Gehlot, T. J. Trivedi, A. Kumar, J. Colloid Interface Sci. 2014, 428, 267.
         | Crossref | GoogleScholarGoogle Scholar | 24910062PubMed |

[11]  V. G. Rao, C. Banerjee, S. Ghosh, S. Mandal, J. Kuchlyan, N. Sarkar, J. Phys. Chem. B 2013, 117, 7472.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3sXotV2ks7Y%3D&md5=eed000c60c72c6e8324e918b921b3813CAS | 23697660PubMed |

[12]  M. Q. Ao, G. Y. Xu, J. Y. Pang, T. T. Zhao, Langmuir 2009, 25, 9721.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD1MXnslGqsbo%3D&md5=58a23b6128e81bcbe2318dc38d0ec3acCAS |

[13]  C. Yao, V. Pino, J. L. Anderson, J. Chromatogr. A 2009, 1216, 948.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD1MXotVyhsw%3D%3D&md5=dc9f43eaf6e8b8a2f7d497f18fbdd6b2CAS | 19108838PubMed |

[14]  T. M. Garcia, I. Ribosa, L. Perez, A. Manresa, F. Comelles, Langmuir 2013, 29, 2536.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3sXhsFGkur0%3D&md5=d5cc3875e0358922947121b8bbc2a6b7CAS |

[15]  M. Blesic, M. Swadzba-Kwasny, J. D. Holbrey, J. N. C. Lopes, K. R. Seddon, L. P. N. Rebelo, Phys. Chem. Chem. Phys. 2009, 11, 4260.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD1MXmtFCitLg%3D&md5=55fd863040731e2a655de1d2c00e41ddCAS | 19458828PubMed |

[16]  C. C. Villa, F. Moyano, M. Ceolin, J. J. Silber, R. D. Falcone, N. M. Correa, Chem. – Eur. J. 2012, 18, 15598.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC38Xhs1agsrvN&md5=f23e0b289756a7eda62e399c24e78f41CAS | 23129102PubMed |

[17]  K. S. Rao, T. J. Trivedi, A. Kumar, J. Phys. Chem. B 2012, 116, 14363.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC38Xhslaks77O&md5=5c2ce7b34f254c9c10afaa14df8c4b1aCAS | 23171376PubMed |

[18]  P. Brown, C. P. Butts, J. Eastoe, D. Fermin, I. Grillo, H. C. Lee, D. Parker, D. Plana, R. M. Richardson, Langmuir 2012, 28, 2502.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC38Xpt1Sh&md5=b8b1b57a79958c13da1515c4010bd763CAS | 22208500PubMed |

[19]  P. Brown, C. P. Butts, J. Eastoe, I. Grillo, C. James, A. Khan, J. Colloid Interface Sci. 2013, 395, 185.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3sXhtlaiu7o%3D&md5=5a7730718b1188ab966ad56225b26671CAS | 23352871PubMed |

[20]  L. Q. Zheng, F. Li, J. C. Hao, G. Z. Li, Colloids Surf. A 1995, 98, 11.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DyaK2MXlsFChtLo%3D&md5=e1bf4e3c562cabe076417a405f80a2f8CAS |

[21]  M. J. Rosen, Q. Zhou, Langmuir 2001, 17, 3532.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD3MXjsFGkt7Y%3D&md5=c3d7478b1e65f33eb06688ca1895add0CAS |

[22]  K. K. Karukstis, C. A. Zieleniuk, M. J. Fox, Langmuir 2003, 19, 10054.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD3sXosFWlsbk%3D&md5=c30a9c3de6c27b136c3f37701f926099CAS |

[23]  C. F. Du, H. H. Wang, T. X. Yin, W. G. Shen, J. Chem. Thermodyn. 2013, 64, 226.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3sXpvFCqtbo%3D&md5=653244609d2f279e58af1af173f34a6eCAS |

[24]  N. Cheng, X. Y. Ma, X. Sheng, T. Wang, R. Wang, J. J. Jiao, L. Yu, Colloids Surf. A 2014, 453, 53.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC2cXot1Sjt7c%3D&md5=484f8a1e4b9893980689edc0dfe730f1CAS |

[25]  K. S. Rao, P. S. Gehlot, T. J. Trivedi, A. Kumar, J. Colloid Interface Sci. 2014, 428, 267.
         | Crossref | GoogleScholarGoogle Scholar | 24910062PubMed |

[26]  T. X. Yin, J. Q. Wu, S. Z. Wang, W. G. Shen, Soft Matter 2015, 11, 4717.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC2MXotVKrs7s%3D&md5=540576f4f7bfcf29b7ee1ac2641f259fCAS |

[27]  T. X. Yin, M. Qin, W. G. Shen, Colloids Surf. A 2014, 461, 22.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC2cXhtlWqs7jE&md5=85ae2c3b55a66be47b94478bb1ba3967CAS |

[28]  T. X. Yin, M. Qin, Y. Yang, P. Z. Zheng, D. S. Fan, W. G. Shen, Soft Matter 2014, 10, 4126.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC2cXotlyqsro%3D&md5=c05550e599836f50347af79cca36e390CAS |

[29]  C. F. Du, D. X. Cai, M. Qin, P. Z. Zheng, Z. G. Hao, T. X. Yin, J. H. Zhao, W. G. Shen, J. Phys. Chem. B 2014, 118, 1168.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC2cXktlGqsA%3D%3D&md5=12ad8d88cfed2a80bfbb3efa4c67543fCAS |

[30]  S. Z. Wang, T. X. Yin, W. G. Shen, Ind. Eng. Chem. Res. 2014, 53, 18202.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC2cXhvVCltLnN&md5=f6d9add3bef4afc8fc8e378f8b6c8ce1CAS |

[31]  S. X. Shi, T. X. Yin, X. Y. Tao, W. G. Shen, RSC Adv. 2015, 5, 75806.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC2MXhsVWlsrvE&md5=9eaa753697379383b1eec002f3385070CAS |

[32]  P. Carpena, J. Aguiar, P. Bernaola-Galvan, C. C. Ruiz, Langmuir 2002, 18, 6054.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD38XkvFCktLo%3D&md5=bc8746b8af6e889635c869b601212117CAS |

[33]  R. Zana, Langmuir 1996, 12, 1208.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DyaK28XhtVCjtrg%3D&md5=7adc6cf1fbc91c9cfad56c9f4b4fc58fCAS |

[34]  J. Skerjanc, K. Kogej, J. Cerar, Langmuir 1999, 15, 5023.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DyaK1MXjvFSrtrc%3D&md5=4ec38f56f574baba9f2b809feecf8c53CAS |

[35]  C. Tourne-Peteilh, D. Jean-Marie, A. Vioux, P. Judeinstein, M. In, L. Viau, Phys. Chem. Chem. Phys. 2011, 13, 15523.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3MXhtVGis7zJ&md5=e8590907365332ca9074f99cb1d1244dCAS | 21799958PubMed |

[36]  E. D. Goddard, N. J. Turro, P. L. Kuo, K. P. Ananthapadmanabhan, Langmuir 1985, 1, 352.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DyaL2MXhvFWktrc%3D&md5=79d21ffcd82c7b2c181753ff05018c0bCAS | 21370917PubMed |

[37]  D. Lopez-Diaz, I. Garcia-Mateos, M. M. Velazquez, Colloids Surf. A 2005, 270–271, 153.
         | Crossref | GoogleScholarGoogle Scholar |

[38]  K. Manna, C. H. Chang, A. K. Panda, Colloids Surf. A 2012, 415, 10.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC38XhslantbzF&md5=95b0b89c9c38a9862e44193165ab7773CAS |

[39]  S. Ghosh, D. Khatua, J. Dey, Langmuir 2011, 27, 5184.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3MXkt1Wnsbs%3D&md5=fc1f091539ee50543be2d84c066cca01CAS | 21462963PubMed |

[40]  S. Roy, A. Mohanty, J. Dey, Chem. Phys. Lett. 2005, 414, 23.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD2MXhtVams73J&md5=96aaefbad1d484c6539f55a3c2a78020CAS |