Synthesis, Surface Activity and Aggregation Behavior of Novel Gemini Pyridinium Amphiphiles
作者： Junsheng Hao , Pan Wang , Yongbin Zhang , Yue Zhang
DOI: 10.1007/S11743-016-1850-7
关键词:
摘要: A series of novel pyridinium cationic gemini amphiphiles, 3,3′-(carbonyldiimino)bis (1-n-alkylpyridinium) dibromides, having octyl, decyl, dodecyl, tetradecyl alkyl chains were synthesized. The surface properties and aggregation behavior in aqueous solution evaluated by tension, dynamic light scattering (DLS), transmission electron microscopy (TEM) measurement. adsorption at the air/solution interface all compounds quantitative described using Frumkin model, effect chain length on activity aggregate was analyzed. It found that amphiphiles possess low critical micellization concentration (CMC) values. values log CMC depended linearly carbon number chains, but tension (γcmc) showed a minimum for compound with dodecyl chains. Combinations DLS TEM observations existence vesicles broad size distribution solution. Meanwhile, formed below could be possible reason observed deviation curves from model.
springer.com
sci-hub.se 参考文章(21)
Klaus Haage, Hubert Motschmann, Sung-Min Bae, Egon Gründemann, Amphiphilic alkyl dimethylaminopyridinium compounds — on the design of SHG active cationic amphiphiles and their adsorption behavior: Part 1. Synthesis of SHG-active alkyl dimethylaminopyridinium bromide, structure and physical properties Colloids and Surfaces A: Physicochemical and Engineering Aspects. ,vol. 183, pp. 583- 593 ,(2001) , 10.1016/S0927-7757(01)00515-5
Milton J. Rosen, Surfactants and Interfacial Phenomena ,(1978)
Vishnu Dutt Sharma, Marc A. Ilies, Heterocyclic cationic gemini surfactants: a comparative overview of their synthesis, self-assembling, physicochemical, and biological properties. Medicinal Research Reviews. ,vol. 34, pp. 1- 44 ,(2014) , 10.1002/MED.21272
Vinay Chauhan, Sukhprit Singh, Raman Kamboj, Rachana Mishra, Gurcharan Kaur, Self-assembly, DNA binding and cytotoxicity trends of ether functionalized gemini pyridinium amphiphiles. Journal of Colloid and Interface Science. ,vol. 417, pp. 385- 395 ,(2014) , 10.1016/J.JCIS.2013.11.059
V. B. Fainerman, R. Miller, H. Möhwald, General relationships of the adsorption behavior of surfactants at the water/air interface Journal of Physical Chemistry B. ,vol. 106, pp. 809- 819 ,(2002) , 10.1021/JP012672X
Vinay Chauhan, Sukhprit Singh, Taranjeet Kaur, Gurcharan Kaur, Self-assembly and biophysical properties of gemini 3-alkyloxypyridinium amphiphiles with a hydroxyl-substituted spacer. Langmuir. ,vol. 31, pp. 2956- 2966 ,(2015) , 10.1021/LA5045267
Marc Antoniu Ilies, William A Seitz, Betty H Johnson, Edward L Ezell, Aaron L Miller, E Brad Thompson, Alexandru T Balaban, None, Lipophilic pyrylium salts in the synthesis of efficient pyridinium-based cationic lipids, gemini surfactants, and lipophilic oligomers for gene delivery. Journal of Medicinal Chemistry. ,vol. 49, pp. 3872- 3887 ,(2006) , 10.1021/JM0601755
Arthur A. P. Meekel, Anno Wagenaar, Jarmila Šmisterová, Jessica E. Kroeze, Peter Haadsma, Bouke Bosgraaf, Marc C. A. Stuart, Alain Brisson, Marcel H. J. Ruiters, Dick Hoekstra, Jan B. F. N. Engberts, Synthesis of Pyridinium Amphiphiles Used for Transfection and Some Characteristics of Amphiphile/DNA Complex Formation European Journal of Organic Chemistry. ,vol. 2000, pp. 665- 673 ,(2000) , 10.1002/(SICI)1099-0690(200002)2000:4<665::AID-EJOC665>3.0.CO;2-A
Li D. Song, Milton J. Rosen, Surface Properties, Micellization, and Premicellar Aggregation of Gemini Surfactants with Rigid and Flexible Spacers Langmuir. ,vol. 12, pp. 1149- 1153 ,(1996) , 10.1021/LA950508T
Avinash Bhadani, Sukhprit Singh, Novel Gemini Pyridinium Surfactants: Synthesis and Study of Their Surface Activity, DNA Binding, and Cytotoxicity Langmuir. ,vol. 25, pp. 11703- 11712 ,(2009) , 10.1021/LA901641F