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Intramolecular photoassociation and photoinduced charge transfer in bridged diaryl compounds. 2. Charge-transfer interactions in the lowest excited singlet state of dinaphthylamines

Journal Article · · Journal of Physical Chemistry

The formation of an intramolecular charge-transfer (CT) exciplex is demonstrated for 1,1{prime}-dinaphthylamine (1,1{prime}-DNA) and 2,2{prime}-dinaphthylamine (2,2{prime}-DNA) in the lowest excited singlet state using steady-state and picosecond time-resolved fluorescence spectroscopy. The exciplex is formed through a mutual reorientation of the two naphthalene rings. Differences in the rate of formation and relaxation of the CT state for 1,1{prime}-DNA and 2,2{prime}-DNA indicate the importance of the bridge position in this process. The comparison of the steady-state fluorescence of 2,2{prime}-DNA with that of its protonated form, as well as the fluorescence of 2,2{prime}-dinaphthyl ether and 2,2{prime}-dinaphthylmethane, show the role of the lone-pair electrons of the nitrogen atom in the exciplex formation. 18 refs., 20 figs., 5 tabs.

Sponsoring Organization:
USDOE
DOE Contract Number:
FG02-89ER14024
OSTI ID:
555055
Journal Information:
Journal of Physical Chemistry, Journal Name: Journal of Physical Chemistry Journal Issue: 11 Vol. 96; ISSN JPCHAX; ISSN 0022-3654
Country of Publication:
United States
Language:
English