Computational design of ratiometric two-photon fluorescent Zn2+ probes based on quinoline and di-2-picolylamine moieties

2021 ◽  
Author(s):  
Zhe Shao ◽  
Wen-Ying Zhang ◽  
Ke Zhao
Keyword(s):  
Quantum Yield ◽  
Cross Sections ◽  
Fluorescence Quantum Yield ◽  
Density Functional ◽  
Computational Design ◽  
Photon Absorption ◽  
Quantum Yields ◽  
Fluorescence Quantum Yields ◽  
Two Photon ◽  
Before And After

Abstract To improve two-photon absorption (TPA) response of a newly synthesized probe, a series of ratiometric two-photon fluorescent Zn2+ sensors based on quinoline and DPA moieties have been designed. The one-photon absorption, TPA and emission properties of the experimental and designed probes before and after coordination with Zn2+ are investigated employing the density functional theory in combination with response functions. The design consists of two levels. In the first level of design, five probes are constructed through using several electron acceptors or donors to increase accepting or donating ability of the fluorophores. It shows that all the designed probes have stronger TPA intensities at longer wavelengths with respect to the experimental probe because of the increased intra-molecular charge transfer. Moreover, it is found that the probe 4 built by adding an acyl unit has the largest TPA cross section among the designed strictures due to the form of longer conjugated length and more linear backbone. One dimethylamino terminal attached along the skeleton can improve TPA intensity more efficiently than two side amino groups. Therefore, in the second level of design, a new probe 7 is formed by both an acyl unit and a dimethylamino terminal. It exhibits that the TPA cross sections of probe 7 and its zinc complex increase dramatically. Furthermore, the fluorescence quantum yields of the designed probes 4 and 7 are calculated in a new way, which makes use of the relation between the computed difference of dipole moment and the measured fluorescence quantum yield. The result shows that our design also improves the fluorescence quantum yield considerably. All in all, the designed probes 4 and 7 not only possess enhanced TPA intensities but also have large differences of emission wavelength upon Zn2+ coordination and strong fluorescence intensity, which demonstrates that they are potential ratiometric two-photon fluorescent probes.

Fluorenylethynylpyrene derivatives with strong two-photon absorption: influence of substituents on optical properties

2015 ◽  
Vol 3 (15) ◽  
pp. 3730-3744 ◽  
Author(s):  
C. Lavanya Devi ◽  
K. Yesudas ◽  
Nikolay S. Makarov ◽  
V. Jayathirtha Rao ◽  
K. Bhanuprakash ◽  
...  
Keyword(s):  
Optical Properties ◽  
Cross Sections ◽  
Photon Absorption ◽  
Quantum Yields ◽  
Absorption Cross ◽  
Two Photon Absorption ◽  
Fluorescence Quantum Yields ◽  
Two Photon ◽  
Influence Of Substituents

A series of fluorenylethynylpyrene derivatives with large two-photon absorption cross-sections (≈250–2500 GM) and good fluorescence quantum yields (Φfl = 0.55–0.98) and with high two-photon brightness were synthesized.

Theoretical studies on the one- and two-photon absorption of tetrabenzoporphyrins and phthalocyanines

2004 ◽  
Vol 82 (1) ◽  
pp. 19-26 ◽  
Author(s):  
Xin Zhou ◽  
Ai-Min Ren ◽  
Ji-Kang Feng ◽  
Xiao-Juan Liu
Keyword(s):  
Dipole Moment ◽  
Cross Sections ◽  
Density Functional ◽  
Transition Dipole Moment ◽  
Photon Absorption ◽  
Transition Dipole ◽  
Two Photon Absorption ◽  
Two Photon ◽  
Order Of Magnitude ◽  
The One

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.

Calculations of two-photon absorption cross sections by means of density-functional theory

2003 ◽  
Vol 374 (5-6) ◽  
pp. 446-452 ◽  
Author(s):  
Paweł Sałek ◽  
Olav Vahtras ◽  
Jingdong Guo ◽  
Yi Luo ◽  
Trygve Helgaker ◽  
...  
Keyword(s):  
Density Functional Theory ◽  
Cross Sections ◽  
Density Functional ◽  
Photon Absorption ◽  
Absorption Cross ◽  
Functional Theory ◽  
Two Photon Absorption ◽  
Two Photon

Synthesis, characterization, photophysical and DNA photocleavage properties of amphiphilic porphyrins

2014 ◽  
Vol 18 (03) ◽  
pp. 221-230 ◽  
Author(s):  
Jie Zhang ◽  
Mingyu Teng ◽  
Dan Li
Keyword(s):  
Cross Sections ◽  
Photophysical Properties ◽  
Photon Absorption ◽  
Quantum Yields ◽  
Two Photon Absorption ◽  
Pyridinium Cation ◽  
H Nmr ◽  
Two Photon ◽  
Porphyrin Derivatives ◽  
Tof Ms

A series of amphiphilic porphyrins appended with pyridinium cation and/or polyethylene glycol have been synthesized and fully characterized by 1 H NMR, IR and MALDI-TOF-MS. Their photophysical properties were determined and the singlet oxygen (1 O 2) quantum yields of these compounds are in the range of 0.30–0.61 in CHCl 3 and 0.048–0.18 in Tris buffer. The measured two-photon absorption (TPA) cross-sections σ(2) of these porphyrin derivatives are between 110 and 240 GM. These amphiphilic porphyrins show some photocleavage activities (10%–21%) towards the anionic DNA observed at 100 μM.

Spectroscopy and Nonlinear Absorption of α, ω-dithienyi Polyenes

1997 ◽  
Vol 479 ◽  
Author(s):  
L. V. Natarajan ◽  
Laura A. Sowards ◽  
C. W. Spangler ◽  
N. Tang ◽  
P. A. Fleitz ◽  
...  
Keyword(s):  
Nonlinear Absorption ◽  
Nonlinear Optical ◽  
Photon Absorption ◽  
Quantum Yields ◽  
Two Photon Absorption ◽  
Fluorescence Quantum Yields ◽  
Two Photon ◽  
Steady State Fluorescence ◽  
Nonlinear Optical Absorption ◽  
Substituted Polyenes

AbstractThe photophysics and nonlinear absorption behaviour of a series of α, ω-dithienyl polyenes were studied in chloroform and n-octane solutions. Steady state fluorescence, fluorescence lifetime and quantum yield measurements were made. The fluorescence quantum yields were significantly lower than those of the corresponding ax,o-diphenyl polyenes. Among the dithienyl polyenes, 3,3′-substituted polyenes exhibited stronger fluorescence than those of the 2,2′-substituted. Nonlinear optical absorption experiments showed evidence of two photon absorption.

Two Photon Spectroscopy of Dithienyl Polyenes

1999 ◽  
Vol 561 ◽  
Author(s):  
Thomas M. Cooper ◽  
Paul A. Fleitz ◽  
Laura A. Sowards ◽  
Lalgudi V. Natarajan ◽  
Sean Kirkpatricky ◽  
...  
Keyword(s):  
Energy Gap ◽  
Photon Absorption ◽  
Quantum Yields ◽  
Two Photon Absorption ◽  
Fluorescence Quantum Yields ◽  
Two Photon ◽  
Optical Limiters ◽  
Two Photon Absorption Coefficient ◽  
Photoinduced Charge ◽  
Transfer Mechanisms

ABSTRACTTo understand the properties of light-sensitive compounds used in optical limiters having photoinduced charge transfer mechanisms, we have investigated the photophysics of a series of di(2-thienyl-3,3'-butyl)polyenes. Spectroscopic measurements, including UV/Vis, fluorescence, fluorescence lifetimes, fluorescence quantum yields, triplet state lifetime, solvent effects and two-photon absorption coefficient were obtained as a function of the number of double bonds(n = 1-5). Trends in the data reflected the ordering, energy gap between and mixing of 1Bu* and 1Ag* excited state configurations.

scholarly journals Linear and nonlinear luminescence properties of thiophene based materials

2005 ◽  
Vol 70 (2) ◽  
pp. 201-208 ◽  
Author(s):  
L.U. Ping ◽  
Ming Xia
Keyword(s):  
Cross Sections ◽  
Single Photon ◽  
Photon Absorption ◽  
Luminescence Properties ◽  
Quantum Yields ◽  
Two Photon Absorption ◽  
Two Photon ◽  
Fs Laser ◽  
Thiophene Derivatives ◽  
Linear And Nonlinear

Three new thiophene based organic luminescence compounds, i.e., 2,5-bis(4?-N,N-dimethylaminostyryl) thiophene (BMST), 2,5-bis(4?-N,N-diethylaminostyryl)thiophene (BEST) and 2,5-bis(4?-N-cyclobutylaminostyryl)thiophene (BBST), were synthesized. All of their measured single-photon excited fluorescence (SPEF) are located in the range of ? 530 nm with quantum yields of around 40 %, and the corresponding lifetime was ? 1 ns. The examined compounds show strong solvatochromism in their SPEF spectra. Excited by a fs laser at 800 nm, a strong up-converted fluorescence of the examined compounds was detected. The profile of two-proton excited fluorescence (TPEF) was similar to that of SPEF. The two-photon absorption (TPA) cross sections of the compounds were determined by the TPEF method. All the compounds showed large TPA cross sections. Hence these thiophene derivatives may have good TPA properties.

scholarly journals Theoretical modeling of two-photon absorption of benzoxazoles exhibiting excited state proton transfer

2018 ◽  
Vol 26 (2) ◽  
pp. 55-58
Author(s):  
Y. Syetov
Keyword(s):  
Absorption Spectra ◽  
Cross Section ◽  
Cross Sections ◽  
Density Functional ◽  
Density Functional Theory Calculations ◽  
Photon Absorption ◽  
Linear Absorption ◽  
Functional Theory ◽  
Two Photon Absorption ◽  
Two Photon

Two-photon absorption spectra of 2-(2'-hydroxyphenyl)benzoxazole, 2,5-bis(2-benzoxazolyl)phenol and 2,5-bis(2-benzoxazolyl)hydroquinone are modeled by time-dependent density functional theory calculations. In contrast to the linear absorption, where the transitions to the two lowest excited states are leading, the two-photon absorption cross sections are significant for the transitions to higher states which are weak in one-photon absorption spectra. The 2,5-bis(2-benzoxazolyl)phenol and 2,5-bis(2-benzoxazolyl)hydroquinone demonstrate the maximum cross section of about ten times larger than that of 2-(2'-hydroxyphenyl)benzoxazole. The largest value of the cross section is calculated for 2,5-bis(2-benzoxazolyl)hydroquinone to be about 1500 units of Goeppert-Mayer for excitation at 600 nm.

Synthesis of π-extended B ← N coordinated phenanthroimidazole dimers and their linear and nonlinear optical properties

2020 ◽  
Vol 49 (23) ◽  
pp. 7737-7746
Author(s):  
Mukundam Vanga ◽  
Shreenibasa Sa ◽  
Anupa Kumari ◽  
Anna Chandrasekar Murali ◽  
Prakash Nayak ◽  
...  
Keyword(s):  
Optical Properties ◽  
Nonlinear Optical ◽  
Photon Absorption ◽  
Quantum Yields ◽  
Conjugation Length ◽  
Absorption Properties ◽  
Two Photon Absorption ◽  
Fluorescence Quantum Yields ◽  
Two Photon ◽  
Linear And Nonlinear

B ← N coordinated phenanthroimidazole dimers exhibit excellent fluorescence quantum yields in solution and conjugation length dependant two-photon-absorption properties.

scholarly journals The morphologies and fluorescence quantum yields of perylene diimide dye-doped PS and PHVB microspheres

RSC Advances ◽  
2018 ◽  
Vol 8 (62) ◽  
pp. 35534-35538 ◽  
Author(s):  
Jia Chen ◽  
Shuoxun Jia ◽  
Xiaohuan Ji ◽  
Mohamed Nourrein ◽  
Hengxue Xiang ◽  
...  
Keyword(s):  
Quantum Yield ◽  
Fluorescence Quantum Yield ◽  
Perylene Diimide ◽  
Quantum Yields ◽  
Polymer Microspheres ◽  
Polystyrene Microspheres ◽  
Fluorescence Quantum Yields

A POSS functionalized perylene diimide (PDI) derivative, PPP, is applied to polymer microspheres as a red fluorophore. Hollow PPP/polystyrene microspheres show a fluorescence quantum yield (ΦF) of nearly unity.

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