Synthesis and photophysical properties of new two-photon absorption chromophores containing a diacetylene moiety as the central π-bridge

2003 ◽  
Vol 13 (7) ◽  
pp. 1575-1581 ◽  
Author(s):  
Yoichiro Iwase ◽  
Kenji Kamada ◽  
Koji Ohta ◽  
Koichi Kondo
2008 ◽  
Vol 112 (21) ◽  
pp. 4742-4748 ◽  
Author(s):  
Ioannis Fitilis ◽  
Mihalis Fakis ◽  
Ioannis Polyzos ◽  
Vassilis Giannetas ◽  
Peter Persephonis ◽  
...  

2017 ◽  
Vol 70 (9) ◽  
pp. 1048
Author(s):  
Yu-Lu Pan ◽  
Zhi-Bin Cai ◽  
Li Bai ◽  
Sheng-Li Li ◽  
Yu-Peng Tian

A series of all-trans acceptor–π-donor (acceptor) compounds (BAQ, SFQ, BLQ, and XJQ) were conveniently synthesised and characterised by infrared, nuclear magnetic resonance, mass spectrometry, and elemental analysis. Their photophysical properties, including linear absorption, one-photon excited fluorescence, two-photon absorption, and two-photon excited fluorescence, were systematically investigated. All the compounds show obvious solvatochromic effects, such as significant bathochromic shifts of the emission spectra and larger Stokes shifts in more polar solvents. Under excitation from a femtosecond Ti : sapphire laser with a pulse width of 140 fs, they all exhibit strong two-photon excited fluorescence, and the two-photon absorption cross-sections in THF are 851 (BAQ), 216 (SFQ), 561 (BLQ), and 447 (XJQ) GM respectively. A combination of density functional theory (DFT) and time-dependent density functional theory (TDDFT) approaches was used to investigate the relationships between the structures and the photophysical properties of these compounds. The results show that they may have a potential application as polarity-sensitive two-photon fluorescent probes.


2021 ◽  
Author(s):  
Thuy Thi Thu Pham ◽  
Youhei Chitose ◽  
Tran Thi Thanh Tam ◽  
Wei-Lun Tseng ◽  
Tzu-Chau Lin ◽  
...  

2014 ◽  
Vol 18 (03) ◽  
pp. 221-230 ◽  
Author(s):  
Jie Zhang ◽  
Mingyu Teng ◽  
Dan Li

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.


2011 ◽  
Vol 41 (8) ◽  
pp. 1372-1378 ◽  
Author(s):  
ShaYu LI ◽  
ShuangQing WANG ◽  
KaiJun TIAN ◽  
XiuPing LI ◽  
GuoQiang YANG ◽  
...  

2009 ◽  
Vol 80 (1) ◽  
pp. 174-180 ◽  
Author(s):  
Ying Qian ◽  
Kang Meng ◽  
Chang-Gui Lu ◽  
Bao-ping Lin ◽  
Wei Huang ◽  
...  

2012 ◽  
Vol 92 (1) ◽  
pp. 633-641 ◽  
Author(s):  
Hongping Zhou ◽  
Feixia Zhou ◽  
Shiya Tang ◽  
Peng Wu ◽  
Yixin Chen ◽  
...  

2016 ◽  
Vol 14 (10) ◽  
pp. 2985-2992 ◽  
Author(s):  
Liqiang Luan ◽  
Wenjuan Fang ◽  
Wei Liu ◽  
Minggang Tian ◽  
Yuxing Ni ◽  
...  

Phthalocyanine-RGD conjugate was synthesized and examined for its two-photon absorption cross section (TPACS), cellular uptake, and photocytotoxicity.


2022 ◽  
Vol 9 ◽  
Author(s):  
Anna Kaczmarek-Kȩdziera ◽  
Borys Ośmiałowski ◽  
Piotr S. Żuchowski ◽  
Dariusz Kȩdziera

In the present study, the influence of the hydrogen bonding for the one- and two-photon absorption of the prototypical squaraine dye is investigated with quantum chemistry tools. The central squaraine unit is bound by strong hydrogen bonds with 4-substituted N,N′-diphenylurea and, alternatively, N,N′-diphenylthiourea molecules, which affects to a high extend the properties of the squaraine electron accepting moiety, thus shifting its maximum absorption wavelength and enhancing the TPA cross section. The replacement of oxygen by sulfur atoms in the squaraine central ring, known to affect its photophysical behavior, is considered here as the way of modifying the strength and nature of the intermolecular contacts. Additionally, the influence of the oxygen-by-sulfur replacement is also considered in the N,N′-diphenylurea moiety, as the factor affecting the acidity of the N–H protons. The introduction of the sequence of the substituents of varying electron-donating or electron-withdrawing characters in the position 4 of N,N′-diphenyl(thio)urea subsystems allows to finely tune the hydrogen bonding with the central squaraine unit by further modification of the N–H bond characteristics. All of these structural modifications lead to the controlled adjustment of the electron density distribution, and thus, the properties affected such as transition moments and absorption intensity. Ab initio calculations provide strong support for this way of tailoring of one- or two-photon absorption due to the obtained strong hypsochromic shift of the maximum one-photon absorption wavelength observed particularly for thiosquaraine complexes and an increase in the TPA wavelength together with the increase in the TPA cross section. Moreover, the source of the strong modification of the thiosquaraine OPA in contrast to the pristine oxosquaraine upon N,N′-diphenyl(thio)urea substitution is determined. Furthermore, for the first time, the linear dependence of the non-additivity in the interaction energy on the Hammett substituent constant is reported. The stronger the electron-donating character of the substituent, the larger the three-body non-additive components and the larger their percentage to the total interaction energy.


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