scholarly journals E/Z Molecular Photoswitches Activated by Two-Photon Absorption: Comparison between Different Families

Molecules ◽  
2021 ◽  
Vol 26 (23) ◽  
pp. 7379
Author(s):  
Marco Marazzi ◽  
Cristina García-Iriepa ◽  
Carlos Benitez-Martin ◽  
Francisco Najera ◽  
Antonio Monari ◽  
...  

Nonlinear optical techniques as two-photon absorption (TPA) have raised relevant interest within the last years due to the capability to excite chromophores with photons of wavelength equal to only half of the corresponding one-photon absorption energy. At the same time, its probability being proportional to the square of the light source intensity, it allows a better spatial control of the light-induced phenomenon. Although a consistent number of experimental studies focus on increasing the TPA cross section, very few of them are devoted to the study of photochemical phenomena induced by TPA. Here, we show a design strategy to find suitable E/Z photoswitches that can be activated by TPA. A theoretical approach is followed to predict the TPA cross sections related to different excited states of various photoswitches’ families, finally concluding that protonated Schiff-bases (retinal)-like photoswitches outperform compared to the others. The donor-acceptor substitution effect is therefore rationalized for the successful TPA activatable photoswitch, in order to maximize its properties, finally also forecasting a possible application in optogenetics. Some experimental measurements are also carried out to support our conclusions.

2015 ◽  
Vol 3 (4) ◽  
pp. 742-749 ◽  
Author(s):  
Anna Purc ◽  
Krzysztof Sobczyk ◽  
Yusuke Sakagami ◽  
Akihiro Ando ◽  
Kenji Kamada ◽  
...  

Decorating diketopyrrolopyrroles with strongly electron-rich heterocycles led to donor–acceptor–donor architectures possessing two-photon brightness 850–1900 GM.


2006 ◽  
Vol 937 ◽  
Author(s):  
Heiner Detert ◽  
Volker Schmitt ◽  
Stefan Glang

ABSTRACT1,4-Distyrylbenzenes with terminal dialkylamino groups and a central 2,5-disubstitution with electron-accepting groups were prepared via twofold Horner-olefination. These chromophores with a quadrupolar donor-acceptor-donor substitution and C2-symmetry absorb in the violet to green region of the visible spectrum exhibit large two-photon-absorption cross-sections when irrdiated in the NIR. Whereas a variation of the solvent polarity only slightly alters the absorption spectra, the fluorescence appears to be highly responsive. Besides a positive solvatochromism, the emission is very sensitive towards protonation. Quenching or appearance of new emitting species depends on the substitution pattern and is controlled by the concentration of the acid.


2015 ◽  
Vol 17 (18) ◽  
pp. 12299-12309 ◽  
Author(s):  
Varun Kundi ◽  
Pompozhi Protasis Thankachan

In the present study, newly designed TSB derivatives decorated with suitable donor–acceptor groups have large TPA cross-sections and can be used as potential two-photon active materials.


2019 ◽  
Vol 955 ◽  
pp. 37-43
Author(s):  
Martin Vala ◽  
Matouš Kratochvíl ◽  
Patricie Heinrichova ◽  
Martin Weiter

The paper deals with determination of two-photon absorption cross-sections of selected representatives of diketo-pyrrolo-pyrrole. The materials were optimized in order to test the influence of various substitutions on the diketo-pyrrolo-pyrrole basic molecule. The two-photon absorption cross-sections were determined using two-photon excited fluorescence technique. A considerably high two-photon absorption cross-section in order of 1000 GM was found for non-symmetrically substituted derivative with donor-acceptor structure. All of the derivatives showed strong fluorescence in solid state visible by naked eye. These results demonstrate that this class of materials can be used in e.g. two-photon fluorescence microscopy in the form of nanoparticles.


2016 ◽  
Vol 7 (7) ◽  
pp. 4527-4536 ◽  
Author(s):  
Zheng-Feng Chang ◽  
Ling-Min Jing ◽  
Bin Chen ◽  
Mengshi Zhang ◽  
Xiaolei Cai ◽  
...  

Donor–acceptor π-conjugated aggregation-induced red emission materials for live cell imaging.


2004 ◽  
Vol 82 (1) ◽  
pp. 19-26 ◽  
Author(s):  
Xin Zhou ◽  
Ai-Min Ren ◽  
Ji-Kang Feng ◽  
Xiao-Juan Liu

The one-photon absorption (OPA) properties of tetrabenzoporphyrins (TBPs) and phthalocyanines (Pcs) were studied using the semiempirical ZINDO method and time-dependent density functional theory (TDDFT), respectively. The compared results confirmed that the semiempirical ZINDO method was reasonably reliable when calculating the OPA of tetrabenzoporphyrins and phthalocyanines. On the basis of the OPA properties obtained from the ZINDO method, two-photon absorption (TPA) properties of two series of molecules were investigated, using ZINDO and sum-over-states (SOS) methods. The results showed that the TPA cross-sections of all molecules were in the range of 220.6 × 10–50 – 345.9 × 10–50 cm4·s·photon–1, which were in the same order of magnitude as the values reported in the literature. The relatively larger δ(ω) value for Pcs with respect to that for corresponding TBPs originates from larger intramolecular charge transfer, which can be characterized by the difference of dipole moment between S0 and S1 and the transition dipole moment between S1 and S5.Key words: two-photon absorption, ZINDO, sum-over-states, tetrabenzoporphyrin, phthalocyanines.


2018 ◽  
Vol 20 (30) ◽  
pp. 19922-19931 ◽  
Author(s):  
M. E. Sasin ◽  
A. G. Smolin ◽  
K.-H. Gericke ◽  
E. Tokunaga ◽  
O. S. Vasyutinskii

This paper presents the detailed study of two-photon excited fluorescence in indole dissolved in propylene glycol produced by two-photon absorption from the molecular ground state to several high lying excited states.


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