Thermo-solvatochromism of betaine dyes in aqueous alcohols: Explicit consideration of the water-alcohol complex

Journal of Physical Organic Chemistry

Volumn 16, Issue 10, 2003, Pages 691-699

  Tada, Erika B ^a   Silva, Priscilla L ^a   El Seoud, Omar A ^a  

^a UNIVERSITY OF SÃO PAULO   (Brazil)

Author keywords

Aqueous alcohols; Betaine dyes; Solvation; Thermo solvatochromism

Indexed keywords

COMPLEXATION; DYES; MIXTURES; WATER;

SOLVATION;

ALCOHOLS;

EID: 0141989626     PISSN: 08943230     EISSN: None     Source Type: Journal    
DOI: 10.1002/poc.632     Document Type: Article

References (47)

1. (a) Reichardt C. Chem. Soc. Rev. 1992; 21: 147-153;
2. (b) C. Reichardt, Chem. Rev. 1994; 94: 2319-2358;
3. (c) Reichardt C, Solvents and Solvent Effects in Organic Chemistry (3rd edn). Wiley-VCH: Weinheim, 2003.
4. Suppan P, Ghoneim N. Solvatochromism. Royal Society of Chemistry: Cambridge, 1997; 21-95, and references cited therein.
5. (a) Kamlet MJ, Abboud J-LM, Taft RW. Progs. Phys. Org. Chem. 1981; 13: 485-630;
6. (b) Abraham MH, Grellier PL, Abboud J-LM, Doherty RM, Taft RW. Can. J. Chem. 1988; 66: 2673-2686;
7. (c) Laurence C, Nicolet P, Dalati MT, Abboud J-LM, Notario R. J. Phys. Chem. 1994; 98: 5807-5816.
8. (a) Novaki LP, El Seoud OA. Ber. Bunsenges. Phys. Chem. 1997; 101: 105-113, 902;
9. (b) Tada EB, Novaki, LP, El Seoud, OA. J. Phys. Org. Chem. 2000; 13: 679-687;
10. (c) Antonius MS, Tada EB, El Seoud AO. J. Phys. Org. Chem. 2002; 15: 403-412.
11. Hefter GT. Pure Appl Chem. 1991; 63: 1749-1758.
12. (a) Engberts JBFN. Pure Appl. Chem. 1982; 54: 1797-1808, and references cited therein;
13. (b) Isaacs NS. Physical Organic Chemistry (2nd edn). Longman: London, 1995; 193-226.
14. (a) Rosés M, Ràfols C, Ortega J, Bosch E. J. Chem. Soc., Perkin Trans. 2 1995; 1607-1614;
15. (b) Bosch E, Rosés M. J. Phys. Org. Chem. 1996; 9: 403-410;
16. (c) Ortega J, Ràfols C, Bosch E, Rosés M. J. Chem. Soc., Perkin Trans. 2 1996; 1497-1503;
17. (d) Bosch E, Rived F, Rosés M. J. Chem. Soc., Perkin Trans. 2 1996; 2177-2184;
18. (e) Ràfols C, Rosés M, Bosch E, J. Chem. Soc., Perkin Trans. 2, 1997; 243-248;
19. (f) Buhvestov U, Rived F, Ràfols C, Bosch E, Rosés M, J. Phys. Org. Chem. 1998; 11: 185-192.
20. (a) Davison SJ, Jencks WP. J. Am. Chem. Soc. 1969; 91: 225-234;
21. (b) Minch MJ, Shah S. J. Chem. Educ. 1977; 54: 709.
22. (a) Roux G, Robert D, Perron G, Desnoyers E. J. Solution Chem. 1980; 9: 629-646;
23. (b) Zana R, Eljebari M. J. Phys. Chem. 1993; 97: 11134-11136;
24. (c) Sacco A, De Cillis FM, Holz M. J. Chem. Soc., Faraday Trans. 1998; 94: 2089-2092;
25. (d) Harris K, Newitt PJ. J. Phys. Chem. A 1999; 103: 6508-6513;
26. (e) Petong P, Pottel R, Kaatze U. J. Phys. Chem. A 2000; 104: 7420-7428.
27. (a) Nishikawa K, Hayashi H, Iijima T. J. Phys. Chem. 1989; 93: 6559-6565;
28. (b) Huelskopf M, Ludwig R. J. Mol. Liq. 2000; 85: 105-125;
29. (c) Marcus Y. Monatsh. Chem. 2001; 132: 1387-1411.
30. (a) Vandeginste BGM, De Galan L. Anal. Chem. 1975; 47: 2124-2132;
31. (b) Maddams WF. Appl. Spectrosc. 1980; 34: 245-267;
32. (c) Gandour RD, Coyne M, Stella VJ, Schowen RL. J. Org. Chem. 1980: 45: 1733-1737.
33. (a) Chen J-S, Shiao J-C. J. Chem. Soc., Faraday Trans. 1994; 90: 429-433;
34. (b) Eblinger F, Schneider H-J. J. Phys. Chem. 1996; 100: 5533-5537;
35. (c) Max J-J, Daneault S, Chapados C. Can. J. Chem. 2002; 80: 113-123.
36. (a) Lama RF, Lu BC-Y. J. Chem. Eng. Data 1965; 10; 216-219;
37. (b) Kooner ZS, Phutela RC, Fenby DV. Aust. J. Chem. 1980; 33: 1927-1941.
38. (a) Haak JR, Engberts JBFN. Recl. Trav. Chim. Pays-Bas 1986; 105: 307-311;
39. (b) Zana R, Eljebari MJ. J. Phys. Chem. 1993; 97: 11134-11136.
40. Barlin GB, Perrin DD. Q. Rev. Chem. Soc. 1966; 20: 75-&.
41. (a) Marcus Y. Phys. Chem. Chem. Phys. 1999; 1: 2975-2983;
42. (b) Shulgin I, Ruckenstein E. J. Phys. Chem. B 1999; 103: 2496-2503;
43. (c) Shulgin I, Ruckenstein E. J. Phys. Chem. B 1999; 103: 872-877.
44. (a) Katz ED, Ogan K, Scott RPW. J. Chromatogr. 1986; 352: 67-90;
45. (b) Katz ED, Lochmüller CH, Scott RPW. Anal. Chem. 1989; 61: 349-355;
46. (c) Scott RPW. Analyst 2000; 125: 1543-1547.
47. Mikhail SZ, Kimel WR. J. Chem. Eng. Data 1963; 8: 323-328.