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Die entwicklung eines neuen photochromen strukturprinzips basierend auf der reversiblen photo-oxidation
Affiliation:1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation;2. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 119991 Moscow, Russian Federation;3. D. I. Mendeleev University of Chemical Technology of Russia, 125047 Moscow, Russian Federation;1. Institute of Organic Chemistry “C.D. Nenitescu” of Roumanian Academy, 202B Spl. Independentei, 060023, Bucharest, Romania;2. University “Politehnica” of Bucharest, Faculty of Applied Chemistry and Material Science, 1-7 Gheorghe Polizu, 011061, Bucharest, Romania;1. Department of Applied Chemistry, College of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, PR China;2. Faculty of Sciences, Kyoto Sangyo University, Kyoto 603-8555, Japan
Abstract:Endoperoxides (POs) of aromatic hydrocarbons (KWs) produced by photo-oxidation may be split thermally as well as photochemically with the quantum yield Q1 to give the products KW and O2. Both reactions compete with the thermally or photochemically induced rearrangements of the endoperoxides, which occur with the yields Adec and Qdec respectively. The ratio Q1/Qdec determines the degree of reversibility of the potential photochromic systems
></figure> A close correlation between <em>A</em><sub>dec</sub> and <em>Q</em><sub>dec</sub> can be demonstrated. Furthermore a relationship is found between the structure and the values of <em>A</em><sub>dec</sub> and <em>Q</em><sub>dec</sub> respectively of certain endoperoxides. On the basis of these results and data from the literature a concept for the structure of highly reversible photochromic systems is proposed.Two new hydrocarbons and their corresponding endoperoxides were synthesized to test this concept. An examination of the photochromic properties of both new systems confirms the developed concept.</td>
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