Cationic Two-Photon Absorption Chromophores with Double- and Triple-Bond Cores in Symmetric/Asymmetric Arrangements

Abstract

Two-photon absorption (TPA) properties of a series of cationic, linear π-conjugated systems with donor(D)/ acceptor(A) substitution have been examined systematically in terms of the type and length of the π-conjugation core and symmetric and asymmetric D/A-arrangement. The TPA spectra of the chromophores measured by the femtosecond open-aperture Z-scan method reveal that the double-bond core results in much more intense TPA than the triple-bond one, with a significant red shift of the TPA peak while the TPA becomes more intense as the chain is extended for the triple-bond core compounds with a little red shift. It is also found that the difference in the D/A-arrangement gives a small difference in the amplitude of the TPA spectrum although the spectral shapes differ considerably.

Boron Difluoride Curcuminoid Fluorophores with Enhanced Two‐Photon Excited Fluorescence Emission and Versatile Living‐Cell Imaging Properties

“…In the experimental laser power range used for these TPEF measurements, we checked that no saturation or photobleaching occurred. The TP cross sections of all curcuminoid derivatives were measured by TPEF and calibrated by using rhodamine B, zinc‐2,9,16,23‐tetra‐ tert ‐butyl‐29 H ,31 H ‐phthalocyanine, and styryl 9M as references depending on the TP absorption maximum, whereas an “in‐house” standard compound (i.e., MPPBT, 1,4‐Bis(2,5‐dimethoxy‐4‐{2‐[4‐( N ‐methyl)pyridin‐1‐iumyl]ethenyl}‐phenyl)butadiyne triflate) was used for the Z‐scan measurements . The TP excitation spectra are presented in Figures S22–S30 in the Supporting Information for the ligands and in Figure and Figures S17–S21 in the Supporting Information for the complexes.…”

Identification of pyrolysis products of the new psychoactive substance 2‐amino‐1‐(4‐bromo‐2,5‐dimethoxyphenyl)ethanone hydrochloride (bk‐2C‐B) and its iodo analogue bk‐2C‐I

“…[21] The ethenyl compound (3) has been researched for activity as a 2-photon chromophore. [22] Products (6 and 11) were used as precursors in the preparation of serotonin 5-HT 2A receptor agonists [10] and (1b) was identified as a precursor for 1,2-cyclized phenylethylamines studied as agonists for both 5-HT 2A and 5-HT 2B receptors. [23] A literature structure search for product (7) gave no results, whereas the analogous bromoethyl product (8) appeared in a study of phenylethylamine analogues for use in treating glaucoma.…”

A novel multifunctional cyclometallated iridium(III) complex with interesting second-order nonlinear optical properties and two-photon absorption activity

“…Finally, the relative TPA spectrum (open dots) were superimposed the absolute TPA spectrum (filled dots). For all measurements, in-house standard compounds (MPPBT [16] in DMSO) was measured at the same condition and used for the spectral correction of σ…”