Using end groups to tune the linear and nonlinear optical properties of bis(dioxaborine)-terminated polymethine dyes

Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry
Jonathan D MatichakSeth R Marder

Abstract

Six anionic pentamethine dyes with different 2,2-difluoro-4-aryl-1,3,2(2 H)-dioxaborin-6-yl termini were synthesized and isolated as tetra-n-octylammonium salts with a variety of aryl groups appended to increase conjugation beyond the dioxaborine termini. The increased conjugation was expected to decrease the energy of the lowest-lying excited state, and increase the transition dipole moment linking this state to the ground state, which would be anticipated to result in an increase in the real part of the third-order polarizability, Re(gamma). UV/Vis-NIR absorption spectroscopy indicates that the absorption maxima in DMSO vary from 691 to 761 nm, with the longest wavelength transitions observed for a derivative where the aryl group is 4-nitrophenyl. Closed-aperture Z-scan measurements at 1.3 microm in DMSO indicate that Re(gamma) varies from -2.9x10(-33) to -5.4x10(-33) esu in these systems. The largest magnitude of Re(gamma) was observed for a dye with E-4-styrylphenyl aryl groups. This result can be rationalized using a two-state expression which relates Re(gamma) to the energy and transition dipole moment of the transition from the ground state to the lowest-lying excited state. A nonamethine analogue of this compound was al...Continue Reading

References

Sep 15, 1988·Physical Review A: General Physics·A D Becke
May 30, 2002·Journal of the American Chemical Society·Stephen BarlowSeth R Marder
Feb 26, 2005·The Journal of Organic Chemistry·Riina K Arvela, Nicholas E Leadbeater
Aug 31, 2006·Journal of the American Chemical Society·Joel M HalesJoseph W Perry
Dec 7, 2006·Journal of the American Chemical Society·Francesca TerenzianiMireille Blanchard-Desce
Oct 31, 2008·Chemistry : a European Journal·Shino OhiraJean-Luc Brédas
Sep 1, 1989·Optics Letters·M Sheik-BahaeE W Van Stryland
Oct 15, 1989·Optics Letters·V MizrahiM J Andrejco

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Citations

Apr 18, 2013·Physical Chemistry Chemical Physics : PCCP·Honghua HuEric W Van Stryland
Jul 9, 2013·The Journal of Organic Chemistry·Yasuhiro KubotaMasaki Matsui
Nov 12, 2010·Chemical Communications : Chem Comm·Hsin-Chieh LinSeth R Marder
Mar 18, 2021·The Journal of Organic Chemistry·Vladyslav PolishchukMykola Shandura
May 22, 2010·The Journal of Physical Chemistry. a·Lazaro A PadilhaEric W Van Stryland

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