Efficient photochromism from the network of chemical reactions of 7,4′-dihydroxyflavylium in CTAB micelles

Photochemical and Photobiological Sciences

Volumn 6, Issue 9, 2007, Pages 1003-1009

  Gomes, Raquel ^a   Parola, A Jorge ^a   Laia, César A T ^a   Pina, Fernando ^a  

^a UNIVERSIDADE NOVA DE LISBOA   (Portugal)

Author keywords

[No Author keywords available]

Indexed keywords

7,4' DIHYDROXYFLAVYLIUM; CATION; CETRIMIDE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; COLOR DISCRIMINATION; CONTRAST; KINETICS; MICELLE; PH; PHOTOLYSIS; PRIORITY JOURNAL; PROTON TRANSPORT;

EID: 34548148408     PISSN: 1474905X     EISSN: 14749092     Source Type: Journal    
DOI: 10.1039/b707461a     Document Type: Article

References (22)

1. J. C. Crano, R. J. Guglielmetti, Organic Photochromic and Thermochromic Compounds, Plenum Press, New York, 1999
2. H. Bouas-Laurent H. Dürr Organic Photochemistry Pure Appl. Chem. 2001 4 639 666
3. J. C. Crano T. Flood D. Knowles A. Kumar B. VanGemert Photochromic compounds: Chemistry and application in ophthalmic lenses Pure Appl. Chem. 1996 7 1395 1398
4. R. A. Evans T. L. Hanley M. A. Skidmore T. P. Davis G. K. Such L. H. Yee G. E. Ball D. A. Lewis The generic enhancement of photochromic dye switching speeds in a rigid polymer matrix Nat. Mater. 2005 73 249 253
5. S. Kurada G. W. Rankin K. Sridhar Flow visualization using photochromic dyes - a review Opt. Lasers Eng. 1994 20 177 192
6. V. Balzani, A. Credi and M. Venturi, Molecular Devices and Machines. A Journey into the Nanoworld, Wiley-VCH, Weinheim, 2003
7. Molecular Switches, ed., L. B. Feringa,, Wiley-VCH, Weinheim, 2001
8. M. Irie, in Molecular Switches, ed., L. B. Feringa,, Wiley-VCH, Weinheim, 2001, p. 37
9. H. Bouas-Laurent A. Castellan J.-P. Desvergne R. Lapouyade Photodimerization of anthracenes in fluid solution: structural aspects Chem. Soc. Rev 2000 29 43 55
10. M. Irie Photochromism: Memories and Switches Chem. Rev. 2000 100 1683 1684
11. M. Maestri, F. Pina and V. Balzani, Multistate/Multifunctional Molecular Level Systems. Photochromic Flavylium Compounds in Molecular Switches, ed., L. B. Feringa,, Wiley-VCH, Weinheim, 2001, ch. 10, p. 339
12. R. Brouillard, in The Flavonoids, Advances in Research, ed., J. B. Harborne,, Chapman and Hall, London, 1988, 525
13. R. Brouillard, in Anthocyanins as food colors, ed., P. Markakis,, Academic Press, New York, 1982, ch. 1
14. R. Brouillard J. E. Dubois Mechanism of structural transformations of anthocyanins in acidic media J. Am. Chem. Soc. 1977 99 1359 1364
15. R. A. McClelland S. Gedge Hydration of the flavylium ion J. Am. Chem. Soc. 1980 102 5838 5848
16. R. A. McClelland G. H. McGall Hydration of the flavylium ion. 2. the 4′-hydroxyflavylium ion J. Org. Chem. 1982 47 3730 3736
17. P. Figueiredo J. C. Lima H. Santos M. C. Wigand R. Brouillard A. L. Maçanita F. Pina Photochromism of the synthetic 4′,7- dihydroxyflavylium chloride J. Am. Chem. Soc. 1994 116 1249 1254
18. M. Maestri R. Ballardini F. Pina M. J. Melo An easy and inexpensive flash spectroscopy experiment J. Chem. Educ. 1997 74 1314 1316
19. F. Pina M. J. Melo R. Ballardini L. Flamigni M. Maestri Flash photolysis of 4′,7-dihydroxyflavylium perchlorate New J. Chem. 1997 21 969 976
20. A. Roque J. C. Lima A. J. Parola F. Pina Substitution and solvent effects in the chalcones isomerization barrier of flavylium photochromic systems Photochem. Photobiol. Sci. 2007 4 381 385
21. F. Pina J. C. Lima A. J. Parola C. A. M. Afonso Thermal and photochemical properties of 4′,7-dihydroxyflavylium in water-ionic liquid biphasic systems: A write-read-erase molecular switch Angew. Chem., Int. Ed. 2004 43 1525 1527
22. F. Galindo J. C. Lima S. V. Luis A. J. Parola F. Pina Write-read-erase molecular-switching system trapped in a polymer hydrogel matrix Adv. Funct. Mater. 2005 15 541 545