Two-Photon Absorption Properties of Alkynyl-Conjugated Pyrene Derivatives

A series of pyrene derivatives having 4-(N,N-dimethylamino)phenylethynyl groups as the substituent (1−5) have been synthesized and their two-photon absorption properties were investigated. Comparison of two-photon cross section (δmax) with related compounds reveals that pyrene is as efficient a π-ce...

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Bibliographic Details
Published in:Journal of organic chemistry 2008-07, Vol.73 (13), p.5127-5130
Main Authors: Kim, Hwan Myung, Lee, Yeon Ok, Lim, Chang Su, Kim, Jong Seung, Cho, Bong Rae
Format: Article
Language:English
Subjects:
Chemistry
Condensed benzenic and aromatic compounds
Exact sciences and technology
Organic chemistry
Preparations and properties
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Summary:A series of pyrene derivatives having 4-(N,N-dimethylamino)phenylethynyl groups as the substituent (1−5) have been synthesized and their two-photon absorption properties were investigated. Comparison of two-photon cross section (δmax) with related compounds reveals that pyrene is as efficient a π-center as anthracene in two-photon materials. Moreover, the two-photon cross section (δmax) increased with the number of substituents reaching at the maximum value of 1150 GM for the tetra-substituted derivative (5). Furthermore, the two-photon action cross section (Φδmax) of 5 is comparable to that the most efficient two-photon materials. This result provides a useful guideline to the design of efficient two-photon materials bearing pyrene as a π-center.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo800363v