New Thermally Irreversible and Fluorescent Photochromic Diarylethenes

@article{citeulike:2761946, abstract = {Abstract: A photokinetic investigation is here carried out on four newly synthesized diarylethenes with the aim to test their performance as photoreversible chromogenic and light emitting materials. The pentatomic ring, which fixes these diarylethenes in the cis conformation, contains a Si atom or a PO group. The 1,2 positions at the ethenic bond are symmetrically substituted with thienyl or benzothienyl groups. The results are compared with those for the structurally related and widely studied 1,2-bis(2-methyl-benzo[b]thiophen-3-yl)perfluorocyclopentene (BTF6), investigated here under the same experimental conditions. Spectra of the colorless and colored forms and photoreaction quantum yields were determined; temperature, excitation wavelength and viscosity effects were explored. Compounds containing benzothienyl substituents were found to be good bistable photochromes, with high photochemical yields of both the cyclization and cycloreversion reactions, and to display appreciable fluorescence emission from the colored forms, which is a rare and desirable property for photochromes. In contrast, the molecules not bearing the benzene condensed rings were found unsuitable as photochromes because of side degradation processes occurring in competition with cyclization.}, address = {Universita� di Perugia, Dipartimento di Chimica, 06123 Perugia, Italy, and Universite
de la Me
diterrane
e, Faculte
des Sciences de Luminy, UMR CNRS 6114, 13288 Marseille Cedex 9, France}, author = {Cipolloni, Marco and Ortica, Fausto and Bougdid, Lahoussine and Moustrou, Corinne and Mazzucato, Ugo and Favaro, Gianna }, citeulike-article-id = {2761946}, doi = {10.1021/jp711110d}, journal = {J. Phys. Chem. A}, keywords = {fluorophores, photoswitchable}, month = {May}, posted-at = {2008-05-06 17:21:27}, priority = {2}, title = {New Thermally Irreversible and Fluorescent Photochromic Diarylethenes}, url = {http://dx.doi.org/10.1021/jp711110d}, year = {2008} }

TY - JOUR ID - citeulike:2761946 L3 - citeulike-article-id:2761946 TI - New Thermally Irreversible and Fluorescent Photochromic Diarylethenes JF - J. Phys. Chem. A AD - Universita� di Perugia, Dipartimento di Chimica, 06123 Perugia, Italy, and Universite
de la Me
diterrane
e, Faculte
des Sciences de Luminy, UMR CNRS 6114, 13288 Marseille Cedex 9, France N2 - Abstract: A photokinetic investigation is here carried out on four newly synthesized diarylethenes with the aim to test their performance as photoreversible chromogenic and light emitting materials. The pentatomic ring, which fixes these diarylethenes in the cis conformation, contains a Si atom or a PO group. The 1,2 positions at the ethenic bond are symmetrically substituted with thienyl or benzothienyl groups. The results are compared with those for the structurally related and widely studied 1,2-bis(2-methyl-benzo[b]thiophen-3-yl)perfluorocyclopentene (BTF6), investigated here under the same experimental conditions. Spectra of the colorless and colored forms and photoreaction quantum yields were determined; temperature, excitation wavelength and viscosity effects were explored. Compounds containing benzothienyl substituents were found to be good bistable photochromes, with high photochemical yields of both the cyclization and cycloreversion reactions, and to display appreciable fluorescence emission from the colored forms, which is a rare and desirable property for photochromes. In contrast, the molecules not bearing the benzene condensed rings were found unsuitable as photochromes because of side degradation processes occurring in competition with cyclization. KW - fluorophores KW - photoswitchable AU - Cipolloni, Marco AU - Ortica, Fausto AU - Bougdid, Lahoussine AU - Moustrou, Corinne AU - Mazzucato, Ugo AU - Favaro, Gianna PY - 2008/05/06/ UR - http://dx.doi.org/10.1021/jp711110d ER -