Synthesis of a new zwitterionic surfactant containing an imidazolium ring. Evaluating the chameleon-like behavior of zwitterionic micelles

Synthesis of a new zwitterionic surfactant containing the imidazolium ring 3-(1-tetradecyl-3-imidazolio)propanesulfonate (ImS3-14) is described. The solubility of ImS3-14 is very low but increases on addition of a salt which helps to stabilize the micellized surfactant. Fluorescence quenching and el...

Ausführliche Beschreibung

Bibliographische Detailangaben
Veröffentlicht in:Langmuir : the ACS journal of surfaces and colloids. - 1992. - 26(2010), 20 vom: 19. Okt., Seite 15754-60
1. Verfasser: Tondo, Daniel W (VerfasserIn)
Weitere Verfasser: Leopoldino, Elder C, Souza, Bruno S, Micke, Gustavo A, Costa, Ana C O, Fiedler, Haidi D, Bunton, Clifford A, Nome, Faruk
Format: Online-Aufsatz
Sprache:English
Veröffentlicht: 2010
Zugriff auf das übergeordnete Werk:Langmuir : the ACS journal of surfaces and colloids
Schlagworte:Journal Article
LEADER 01000naa a22002652 4500
001 NLM20164200X
003 DE-627
005 20231223222820.0
007 cr uuu---uuuuu
008 231223s2010 xx |||||o 00| ||eng c
024 7 |a 10.1021/la102391e  |2 doi 
028 5 2 |a pubmed24n0672.xml 
035 |a (DE-627)NLM20164200X 
035 |a (NLM)20849116 
040 |a DE-627  |b ger  |c DE-627  |e rakwb 
041 |a eng 
100 1 |a Tondo, Daniel W  |e verfasserin  |4 aut 
245 1 0 |a Synthesis of a new zwitterionic surfactant containing an imidazolium ring. Evaluating the chameleon-like behavior of zwitterionic micelles 
264 1 |c 2010 
336 |a Text  |b txt  |2 rdacontent 
337 |a ƒaComputermedien  |b c  |2 rdamedia 
338 |a ƒa Online-Ressource  |b cr  |2 rdacarrier 
500 |a Date Completed 21.01.2011 
500 |a Date Revised 12.10.2010 
500 |a published: Print 
500 |a Citation Status PubMed-not-MEDLINE 
520 |a Synthesis of a new zwitterionic surfactant containing the imidazolium ring 3-(1-tetradecyl-3-imidazolio)propanesulfonate (ImS3-14) is described. The solubility of ImS3-14 is very low but increases on addition of a salt which helps to stabilize the micellized surfactant. Fluorescence quenching and electrophoretic evidence for ImS3-14 shows that the micellar aggregation number is only slightly sensitive to added salts, as is the critical micelle concentration, but NaClO(4) markedly increases zeta potentials of ImS3-14 in a similar way as in N-tetradecyl-N,N-dimethylammonio-1-propanesulfonate (SB3-14) micelles. The rate of specific hydrogen ion catalyzed hydrolysis of 2-(p-heptoxyphenyl)-1,3-dioxolane and equilibrium protonation of 1-hydroxy-2-naphthoate ion in zwitterionic micelles of ImS3-14 and SB3-14 are increased markedly by NaClO(4) which induces anionoid character and uptake of H(3)O(+), but NaCl is much less effective in this respect. Comparison of ImS3-14 with SB3-14 is based on experimental evidence, and computational calculations indicate similarities and differences in structures of both compounds 
650 4 |a Journal Article 
700 1 |a Leopoldino, Elder C  |e verfasserin  |4 aut 
700 1 |a Souza, Bruno S  |e verfasserin  |4 aut 
700 1 |a Micke, Gustavo A  |e verfasserin  |4 aut 
700 1 |a Costa, Ana C O  |e verfasserin  |4 aut 
700 1 |a Fiedler, Haidi D  |e verfasserin  |4 aut 
700 1 |a Bunton, Clifford A  |e verfasserin  |4 aut 
700 1 |a Nome, Faruk  |e verfasserin  |4 aut 
773 0 8 |i Enthalten in  |t Langmuir : the ACS journal of surfaces and colloids  |d 1992  |g 26(2010), 20 vom: 19. Okt., Seite 15754-60  |w (DE-627)NLM098181009  |x 1520-5827  |7 nnns 
773 1 8 |g volume:26  |g year:2010  |g number:20  |g day:19  |g month:10  |g pages:15754-60 
856 4 0 |u http://dx.doi.org/10.1021/la102391e  |3 Volltext 
912 |a GBV_USEFLAG_A 
912 |a SYSFLAG_A 
912 |a GBV_NLM 
912 |a GBV_ILN_22 
912 |a GBV_ILN_350 
912 |a GBV_ILN_721 
951 |a AR 
952 |d 26  |j 2010  |e 20  |b 19  |c 10  |h 15754-60