Thermal back-isomerization of spirocyclic naphtho-oxazine and phenanthro-oxazine derivatives in alcohols, nitriles, and poly(alkyl methacrylates)

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The thermal back-isomerization of spiro[indole-naphtho-oxazine] 1 and spiro[indole-phenanthro-oxazine] 2 was studied in a series of primary alcohols, nitriles, and poly(methylmethacrylate), poly(ethylmethacrylate), and poly(isobutyl methacrylate) films by laser-flash photolysis in the temperature ra...

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Detalles Bibliográficos
Autor principal: Völker, E.
Otros Autores: O'Connell, M., Negri, R.M, Aramendía, P.F
Formato: Capítulo de libro
Lenguaje:Inglés
Publicado: 2001
Acceso en línea:Registro en Scopus
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Biblioteca Central Dr. Luis F. Leloir (FCEN) de Universidad de Buenos Aires
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100 1 |a Völker, E. 
245 1 0 |a Thermal back-isomerization of spirocyclic naphtho-oxazine and phenanthro-oxazine derivatives in alcohols, nitriles, and poly(alkyl methacrylates) 
260 |c 2001 
506 |2 openaire  |e Política editorial 
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504 |a Ichimura, K., (1999) Organic Photochromic and Thermochromic Compounds, 2, pp. 9-63. , Ed. J. C. Crano, R. J. Guglielmetti, Plenum Press, New York 
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520 3 |a The thermal back-isomerization of spiro[indole-naphtho-oxazine] 1 and spiro[indole-phenanthro-oxazine] 2 was studied in a series of primary alcohols, nitriles, and poly(methylmethacrylate), poly(ethylmethacrylate), and poly(isobutyl methacrylate) films by laser-flash photolysis in the temperature range of 0-70°. The decay is monoexponential in fluid solution, but deviates strongly from this behavior in polymeric environments even above the glass transition temperature of the polymers (Tg). In liquids, a very small solvent effect is observed on the isomerization rate constants (kiso) for 1, which is attributed mostly to the solvent viscosity η. The values of kiso for 2 show influence of solvent viscosity and polarity, which were studied by application of a semiempirical relationship that accounts for non-Markovian processes. The decay kinetics in polymers was described by a Gaussian distribution of the activation energy and by a kinetic model that takes into account the simultaneous relaxation of the probe and the environment. For 1 and 2, the rate constant at the center of the Gaussian distribution is very similar to the first-order rate constant in nonpolar solvents. The Gaussian width of the distribution (σ) decreases with temperature and is very similar in all polymers under Tg, and, above Tg, σ decreases more abruptly. We make comparisons of the parameters derived from analysis of both 1 and 2 in polymers, as well as of their behaviors in solution and in polymers.  |l eng 
593 |a INQUIMAE, Departamento de Química Inorgánica, Analítica y Química Física, Ciudad Universitaria, C1428EHA Buenos Aires, Argentina 
690 1 0 |a ACTIVATION ENERGY 
690 1 0 |a DERIVATIVES 
690 1 0 |a GLASS TRANSITION 
690 1 0 |a ORGANIC COMPOUNDS 
690 1 0 |a PHOTOLYSIS 
690 1 0 |a POLARIZATION 
690 1 0 |a POLYMERS 
690 1 0 |a VISCOSITY 
690 1 0 |a THERMAL BACK-ISOMERIZATION 
690 1 0 |a ISOMERIZATION 
690 1 0 |a ALCOHOL 
690 1 0 |a NAPHTHOL DERIVATIVE 
690 1 0 |a NITRILE 
690 1 0 |a OXAZINE DERIVATIVE 
690 1 0 |a PHENANTHROLINE DERIVATIVE 
690 1 0 |a POLY(ETHYL METHACRYLATE) 
690 1 0 |a POLY(ISOBUTYL METHACRYLATE) 
690 1 0 |a POLY(METHYL METHACRYLATE) 
690 1 0 |a POLYMETHACRYLIC ACID 
690 1 0 |a SOLVENT 
690 1 0 |a SPIRO COMPOUND 
690 1 0 |a SPIRO(INDOLENAPHTHOOXAZINE) 
690 1 0 |a SPIRO(INDOLEPHENANTHROOXAZINE) 
690 1 0 |a UNCLASSIFIED DRUG 
690 1 0 |a ARTICLE 
690 1 0 |a ISOMERISM 
690 1 0 |a PHASE TRANSITION 
690 1 0 |a PHOTOLYSIS 
690 1 0 |a POLYMERIZATION 
690 1 0 |a TEMPERATURE DEPENDENCE 
690 1 0 |a THERMAL ANALYSIS 
690 1 0 |a VISCOSITY 
700 1 |a O'Connell, M. 
700 1 |a Negri, R.M. 
700 1 |a Aramendía, P.F. 
773 0 |d 2001  |g v. 84  |h pp. 2751-2764  |k n. 9  |p Helv. Chim. Acta  |x 0018019X  |w (AR-BaUEN)CENRE-1771  |t Helvetica Chimica Acta 
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856 4 0 |u https://doi.org/10.1002/1522-2675(20010919)84:9<2751::AID-HLCA2751>3.0.CO;2-H  |y DOI 
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