Title

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

Document Type

Article

Publication Date

2001

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.

Advisor

Tetsuo Otsuki

Department

chem

Support

NSF-Research Experience for Undergraduates Grant and Dr. and Mrs. Paul David Rubin

This document is currently not available here.

Share

COinS