Abstract
The synthesis and photochemical study of 3-acetyl-2(2’-furyl)chromone derivatives are described, which are of interest for the creation of photo-induced irreversible luminescent media for one-time superdense recording on a multilayer carrier. New thiophene-containing 3-acetyl2(2’-furyl)chromone derivatives are prepared with examples of their chemical modification and their photochemical properties studied, including spectral data for the individual substances and those incorporated in polymeric matrices. These show prospects as light-sensitive components of recording media for archival three-dimensional optical memory.
Highlights
Derivatives of 2-furyl-3-acetylchromones are of interest as photosensitive organic systems designed for use in various photocontrolled photonic devices. 2-Furyl-3-acetylchromones undergo irreversible changes under UV irradiation to form photoluminescent products providing optical information reading (Scheme 1)
An analysis of published data showed that the bathochromic shift is caused by the introduction of donor substituents into both the acetyl and furan fragments of this group of chromones, which pre-determined the use of thienyl substituents
Commings and coworkers,9 1-(2-hydroxyphenyl)-3-arylpropane-1,3-diones are acylated in the presence of N,N-dimethyl-4-amino pyridine (DMAP) and pyridine and undergo ring-closure to form chromones in the presence of 1,8-diazabicyclo[5.4.0]undec-7ene[1,5] (DBU).Some examples of the synthesis of chromones from 1-(2-hydroxyphenyl)-3arylpropane-1,3-dione and aliphatic acid anhydrides in the presence of bases, such as sodium hydride11 or the acid’s sodium salt of are known
Summary
Chromone derivatives are abundant in nature and possess a wide range of biological and pharmacological activity. Chromones are studied as antioxidants, substances that favor healing of wounds and ulcers, immunostimulators, and as anti-HIV agents. Many chromone derivatives are photoactive and can be used in various photoinduced reactions affording diverse heterocyclic compounds. Derivatives of 2-furyl-3-acetylchromones are of interest as photosensitive organic systems designed for use in various photocontrolled photonic devices. 2-Furyl-3-acetylchromones undergo irreversible changes under UV irradiation to form photoluminescent products providing optical information reading (Scheme 1). the photochemical characteristics of the known chromones (mainly, benzoyl derivatives) only partially satisfy the requirements imposed on irreversible photoluminescent media by absorption. Chromone derivatives are abundant in nature and possess a wide range of biological and pharmacological activity.. Many chromone derivatives are photoactive and can be used in various photoinduced reactions affording diverse heterocyclic compounds.. Derivatives of 2-furyl-3-acetylchromones are of interest as photosensitive organic systems designed for use in various photocontrolled photonic devices. 2-Furyl-3-acetylchromones undergo irreversible changes under UV irradiation to form photoluminescent products providing optical information reading (Scheme 1).. The photochemical characteristics of the known chromones (mainly, benzoyl derivatives) only partially satisfy the requirements imposed on irreversible photoluminescent media by absorption. An analysis of published data showed that the bathochromic shift is caused by the introduction of donor substituents into both the acetyl and furan fragments of this group of chromones, which pre-determined the use of thienyl substituents
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