Publication Type Journal Article
Title Two-photon absorption of perylene-3,4,9,10-tetracarboxylic acid diimides: Effect of substituents in the bay
Authors Ines F. A. Mariz Sebastian Raja Tiago Silva Suzete Almeida Erica Torres Carlos Baleizão Ermelinda Macoas
Groups MPPM
Journal DYES AND PIGMENTS
Year 2021
Month
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Volume 193
Number
Pages
Abstract Improving the efficiency of photon upconversion in small organic molecules is a challenge where the molecular framework of perylene-3,4,9,10-tetracarboxylic acid diimides (PDIs) can provide meaningful achievements. To disentangle the different factors that can affect the n6onlinear optical response of such framework we present a systematic study of the two-photon absorption (TPA) properties of substituted PDIs addressing effects such as distortion from planarity, inductive vs. conjugative substituents, symmetric vs. asymmetric substitution of the bay positions and electron donor (D) vs. acceptor (A) nature of the bay substituents. The best performance in terms of nonlinear absorption was found in tetra-phenoxy bay-substituted PDIs with an A-PDI-A architecture that shows a TPA cross-section one order of magnitude higher than that of planar unsubstituted PDI, despite its distortion from planarity. This study constitutes a paradigmatic example of twisted core PDIs with enhanced optical properties.
DOI http://dx.doi.org/10.1016/j.dyepig.2021.109470
ISBN
Publisher
Book Title
ISSN 0143-7208
EISSN 1873-3743
Conference Name
Bibtex ID WOS:000668938500006
Observations
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