16106-40-4Relevant articles and documents
Polar Effect on the Stacking Interaction between a Zinc Complex of an Anionic Porphyrin and Anionic Aromatics
Kano, Koji,Kobayashi, Shiho
, p. 2027 - 2034 (2003)
Although 2-anthracenesulfonate did not interact with a zinc complex of 5,10,15,20-tetrakis(p-sulfonatophenyl)porphyrin (ZnTPPS), anthraquinone-2-sulfonate (AQS) and -2,6-disulfonate (AQDS) formed stable molecular complexes with ZnTPPS in aqueous solution. Such results suggest the polar effect on the stacking interaction between aromatic compounds. Molecular complexation of ZnTPPS was further studied using mono-substituted benzoate anions as the partners by means of 1HNMR spectroscopy. The electron-withdrawing groups of the benzoates stabilized the complexes, while the electron-donating groups restrained the complexation. These results suggest that a reduction of the electrostatic repulsion by electron-withdrawing group(s) is important to form stable molecular complexes of ZnTPPS and anionic aromatics via the London dispersion force. A similar mechanism could be applied to the formation of the AQS dimer, which takes a slipped edge-to-edge arrangement.
Charge-transfer complexation in an aqueous polyelectrolyte solution. III. Complexation between pyrenesulfonate or anthracenesulfonate and anthraquinonesulfonate ions
Kawabata, Yoshiya,Itaya, Tomoyuki,Sasaki, Yuki,Ochiai, Hiroshi,Ueda, Kazuyoshi,Imamura, Akira
, p. 2453 - 2459 (1996)
Charge-transfer (CT) complexations between 1-pyrenesulfonate ion (PyS-; donor) and 9,10-anthraquinone-2-sulfonate ion (2-AQS-; acceptor), and between anthracene-2-sulfonate ion (ACS-; donor) and 2-AQS- ion around the cationic polymers were studied by means of absorption and fluorescence spectroscopies as well as molecular-orbital calculations. The cationic polymers used in this study were poly(allylammonium) (PAAH+) and poly(l,l-dimethyl-3,5-dimethylenepiperidinium) (PDDP+). When solutions included only donor and acceptor molecules at low concentration, such as solutions of PyS- (1×10-4 M)/2-AQS- (1×10-4 M) and ACS- (1×10-4 M)/2-AQS- (1×10-4 M), they did not show any CT complex formation. However, the addition of polymers to these solutions exhibited charge-transfer absorption bands (CT band). A continuous variation method for CT bands of Na+PyS-/Na+2-AQS- in both PAAH+Cl- and PDDP+Cl- systems showed that a 1:1 type (PyS- ; 2-AQS-) complex preferentially formed in the vicinity of these polyions. On the other hand, in the Na+ACS-/Na+2-AQS- system, a 1 : 2-type (ACS- : 2-AQS-) complex preferentially formed around PAAH+ and a 1 : 1-type complex formed around PDDP+. By comparing these results with our previous study between 9,10-dimethoxyanthracene-2-sulfonate and 2-AQS- in aqueous solution with the same polymers, it has become clear that the stoichiometries of the CT complexes and the peak positions of the observed CT bands are dependent upon the varieties of donor molecules. Molecular-orbital calculations have shown that there is a linear relationship between the calculated energy levels of the highest occupied molecular orbital (HOMO) of the donor molecules and the energies of the observed CT bands; that is, the donor molecule with a higher HOMO energy has the lower energy of the CT band.
Effect of surfactant chain length of cationic micelles of alkyl trimethyl ammonium bromides (CnTAB) on the spectroscopic properties of 2-anthracene sulphonate
Sarkar, Arindam,Rana, Dipak Kumar,Dhar, Sayaree,Mandal, Tapas Kumar,Bhattacharya, Subhash Chandra
experimental part, p. 1301 - 1305 (2009/12/31)
The emission properties of 2-anthracene sulphonate (2-AS) have been studied in cationic micellar media of alkyl trimethyl ammonium bromides (C nTAB) of varying chain lengths. The effect of chain length of the cationic surfactants on the binding constant values of 2-AS with the micelles has been determined. The location of the probe molecule within the micelles has been ascertained from the emission characteristics of the probe in the presence of the micelles and comparing with that in dioxan-water mixture of varying composition.
Anthracene Sulphonates as Fluorescence Probes for Triton X-100 Micelles
Bhattacharya, Subhash C.,Rohatgi-Mukherjee, K. K.
, p. 50 - 55 (2007/10/02)
The emission properties of 1-anthracene sulphonate, 2-anthracene sulphonate, 1,5-anthracene disulphonate and 1,8-anthracene disulphonate have been studied in Triton X-100 micellar medium.The changes in the emission characteristics as a function of surfactant concentration have been used for locating the site of residence of the fluorescent probes in the micelles.
