New ESIPT fluorescent aldehydes as building blocks for organic photoactive compounds

New ESIPT fluorescent aldehydes as building blocks for organic photoactive compounds

Affeldt, Ricardo F.; Santos, Fabiano da S.; Medeiros, Natália G.; Rodembusch, Fabiano S.

Abstract:

2-(2’-Hydroxyphenyl)benzazoles are highly fluorescent compounds whose applications are widely applied in the field of the material chemistry. The well-known large Stokes’ shift in these dyes can be attributed to an excited state intramolecular proton transfer (ESIPT), a phenomena that occurs between an acidic phenol and basic azolic sites. This particular behavior makes this kind of compound suitable as building blocks for new fluorescent molecules.2 In this work we have developed a method for selective formylation of a 2- (2’-hydroxyphenyl)benzoxazole (HBO) derivative and its photophysical profile were investigated by UV-Vis absorption and fluorescence emission.

2-(2’-Hydroxyphenyl)benzazoles are highly fluorescent compounds whose applications are widely applied in the field of the material chemistry. The well-known large Stokes’ shift in these dyes can be attributed to an excited state intramolecular proton transfer (ESIPT), a phenomena that occurs between an acidic phenol and basic azolic sites. This particular behavior makes this kind of compound suitable as building blocks for new fluorescent molecules.2 In this work we have developed a method for selective formylation of a 2- (2’-hydroxyphenyl)benzoxazole (HBO) derivative and its photophysical profile were investigated by UV-Vis absorption and fluorescence emission.

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DOI: 10.5151/chempro-15bmos-BMOS2013_201391518231

Referências bibliográficas

• [1] 1. Kwon, J.E.; Park, S.Y. Adv. Mater. 2011, 23(32), 3615.
• [2] 2. Lakowicz, J.R. (Editor). In: Topics in Fluorescence Spectroscopy, Vol. 4: Probe Design and Chemical Sensing. Publisher: Springer; 1994 edition.
• [3] 3 Barni, E.; Savarino, P.; Marzona, M.; Piva, M. J. Heterocycl. Chem.. 1983, 20, 1517.
• [4] 4. Rodembusch, F.S.; Campo, L.F.; Leusin, F.P.; Stefani, V. J. Lumin. 2007, 126, 728.

Como citar:

Affeldt, Ricardo F.; Santos, Fabiano da S.; Medeiros, Natália G.; Rodembusch, Fabiano S.; "New ESIPT fluorescent aldehydes as building blocks for organic photoactive compounds", p-91-91. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 2, Dezembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-15bmos-BMOS2013_201391518231