Photochromic properties of polycrystals: 2,3-diarylcyclopentenone and its adduct with a metal-organic coordination polymer
V.V. Semionova1, V.V. Korolev1, E.M. Glebov1,2, V.Z. Shirinyan3, S.A. Sapchenko4
1Voevodsky Institute of Chemical Kinetics and Combustion, Siberian Branch, Russian Academy of Sciences, Novosibirsk, 630090 Russia
2Novosibirsk National Research State University, Novosibirsk, 630090 Russia
3Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, 119991, Russia
4Nikolaev Institute of Inorganic Chemistry, Siberian Branch, Russian Academy of Sciences, Novosibirsk, 630090 Russia
Keywords: фотохромизм в твердом состоянии, металл-органические каркасы, 2,3-диарилциклопентеноны, супрамолекулярные аддукты, photochromism in the solid state, metal-organic frameworks, 2,3-diarylcyclopentenones, supramolecular adducts
Abstract
In order to obtain crystalline photochromic materials combining the advantages of photochroms in liquid and polymeric solutions (high quantum yields) and in the solid state (enhanced resistance to photodegradation) a photochromic adduct consisting of a metal-organic framework [Zn4(dmf)(ur)2(ndc)4] (ndc2- is 2,6-naphthalenedicarboxylate, ur is urotropine, dmf is N,N-dimethylformamide) and 2,3-bis-(2,5-dimethylthiophen-3-yl-cyclopent-2-en-1-one) is synthesized (compound 1). The photochemistry of the adduct is studied. Solid 2,3-diarylcyclopentenone exhibits photochromism typical of diarylethenes. Quantum yields of the adduct photocoloration and photobleaching turn out to be 1.5 and 3 times higher respectively than those for solid compound 1 and lower than those of solution 1 in acetonitrile by an order of magnitude. The number of photochemical cycles for compound 1 in the solution, the solid state, and the adduct composition is limited by the monomolecular side reaction.
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