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    Photochemical Reactions of Quinoline-5, 8-diones with Aldehyde. Anastasia Kaluzhny & Daniel Kilbride

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    Author
    Kaluzhny, Anastasia; Kilbride, Daniel
    Issue
    urc_student; urc_student
    Date
    2001-01-01 0:00
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    URI
    https://scholar.oxy.edu/handle/20.500.12711/741
    Abstract
    The studies of organic luminescent materials have been the focus of significant attention. Of particular interest are films grown from evaporable, small molecules such as tris(8-hydroxyquinoline) aluminum (Alq), which is a prototype used in organic light-emitting diodes (OLEDs), a promising innovation in flat-panel displays. At this time, there is no reported systematic method of synthesizing 8-hydroxyquinoline derivatives. We have found that a novel photochemical reaction of quinoline-5, 8-diones with aldehyde yields 8-hydroxyquinoline derivatives. In this reaction, four products are identified. They are one-to one addition product; 6-acyl-5, 8-dihydroxyquinoline, ester product; 8-hydroxy-5-acyloxyquinoline, one-to-two addition product, 6, 7-diacyl-5, 8-dihydroxyquinoline, and 5, 8-dihydroxyquinoline. The formation of one-to-one and ester products is explained by H-abstraction reaction from aldehyde by photoexcited quinoline-5, 8-diones, while the one-to-two addition product occurs as the result via multi steps including the redox process followed by another photochemical event.
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