Chemistry and Chemiluminescence of Certain 1,1'-Biisoquinolinium Salts
Abstract
The syntheses of various 1,1'-biisoquinoline derivatives and salts are described; some of the unusual chemistry encountered in the preparative effort is discussed. When aqueous or alcoholic solutions of these 1,1'- biisoquinolinium salts are made basic while exposed to air, bright chemiluminescence occurs. The intensity and duration of the light depends on the particular salt. Oxidation products have been isolated, their structures determined, and their fluorescence correlated with the light emitted during chemiluminescence. A mechanism has been proposed for the oxyluminescence reaction which involves reduction of the biisoquinolinium dication by hydroxide or alkoxide ion to an air-reactive, electron-rich olefin. Oxidation-reduction potentials for the dication--ion radical--olefin system have been determined. Chemiluminescence quantum yields have been measured, and factored into fluorescence efficiencies and chemical efficiencies.
Document Details
- Document Type
- Technical Report
- Publication Date
- Feb 01, 1973
- Accession Number
- AD0908860
Entities
People
- Arnold T. Nielsen
- Carl A. Heller
- Donald T. Carlisle
- Donald W. Moore
- Ronald A. Henry
Organizations
- Naval Air Weapons Station China Lake