Helquat Dyes: Helicene-like Push–Pull Systems with Large Second-Order Nonlinear Optical Responses
Abstract
Helquat dyes combine a cationic hemicyanine with a helicene-like motif to form a new blueprint for chiral systems with large and tunable nonlinear optical (NLO) properties. We report a series of such species with characterization, including determination of static first hyperpolarizabilities β_0 via hyper-Rayleigh scattering and Stark spectroscopy. The measured β_0 values are similar to or substantially larger than that of the commercial chromophore E-4′-(dimethylamino)-N-methyl-4-stilbazolium. Density functional theory (DFT) and time-dependent DFT calculations on two of the new cations are used to probe their molecular electronic structures and optical properties. Related molecules are expected to show bulk second-order NLO effects in even nonpolar media, overcoming a key challenge in developing useful materials.
Additional Information
© 2016 American Chemical Society. ACS AuthorChoice - This is an open access article published under a Creative Commons Attribution (CC-BY) License, which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited. Received: December 2, 2015; Published: February 4, 2016. This work was supported by ASCR (RVO: 61388963, M200551208 to F.T.), the Czech Science Foundation (13-19213S to F.T.), the Fund for Scientific Research-Flanders (Research Grant 1510712N), the University of Leuven (GOA/2011/03), and the EPSRC (grants EP/G020299/1 and EP/J018635/1 to B.J.C.). B.S.B. acknowledges the Beckman Institute of the California Institute of Technology for support. We thank Mrs. J. Bařinková for her skillful experimental help. The authors declare no competing financial interest.Attached Files
Published - acs_2Ejoc_2E5b02692.pdf
Supplemental Material - jo5b02692_si_001.pdf
Supplemental Material - jo5b02692_si_002.cif
Supplemental Material - jo5b02692_si_003.cif
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Additional details
- Eprint ID
- 65386
- Resolver ID
- CaltechAUTHORS:20160316-082203585
- 61388963
- Academy of Sciences of the Czech Republic
- M200551208
- Academy of Sciences of the Czech Republic
- 13-19213S
- Czech Science Foundation
- 1510712N
- Fonds Wetenschappelijk Onderzoek - Vlaanderen (FWO)
- GOA/2011/03
- University of Leuven
- EP/G020299/1
- Engineering and Physical Sciences Research Council (EPSRC)
- EP/J018635/1
- Engineering and Physical Sciences Research Council (EPSRC)
- Caltech Beckman Institute
- Created
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2016-03-16Created from EPrint's datestamp field
- Updated
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2021-11-10Created from EPrint's last_modified field