Novel s-tetrazine-based dyes with enhanced two-photon absorption cross-section

2015 ◽  
Vol 3 (32) ◽  
pp. 8351-8357 ◽  
Author(s):  
Cassandre Quinton ◽  
San-Hui Chi ◽  
Cécile Dumas-Verdes ◽  
Pierre Audebert ◽  
Gilles Clavier ◽  
...  

This paper reports the synthesis and the linear and non-linear absorption properties of a series of new tetrazine-based D–π–A–π–D and D–π–A type dyes.

2007 ◽  
Vol 11 (05) ◽  
pp. 359-367 ◽  
Author(s):  
Kazuya Ogawa ◽  
Chihiro Hara ◽  
Yoshiaki Kobuke

Self-assemblies consisting of acetylene-linked bisporphyrins with a 4-nitrophenylethynyl substituent and with a phenylethynyl substituent were synthesized. The Q-band of the phenylethynyl-substituted compound appears at 762 nm whereas that of the 4-nitrophenylethynyl-substituted one was red-shifted to 784 nm and intensified. This may be attributed to the participation of the nitro group in the π-electronic communication system. HOMOs and LUMOs were calculated for these compounds using an INDO/S-CI method. The effective two-photon absorption cross-section values of these self-assemblies were measured by using a nanosecond open aperture Z-scan method. The maximum effective two-photon absorption cross-section values of 4-nitrophenylethynyl- and phenylethynyl-substituted bisporphyrins were obtained as 1.2 × 105 GM and 8.1 × 104 GM , respectively, at 890 nm. A 1.5 enhancement factor was obtained by introducing nitro groups, which was similar to the value previously reported for ferrocene- and fullerene-connected supramolecular porphyrin.


2012 ◽  
Vol 535-537 ◽  
pp. 1266-1269
Author(s):  
Li Xiao Diao ◽  
Yue Zhi Cui ◽  
Xiang Jian Meng ◽  
Xing Wu Liu

A series of multi-branched pyrazine derivatives have been synthesized, of which, the two-branched one with para-branching pattern shows much enhanced two-photon absorption cross section (σ) than that with meta-branching pattern (1.8 times). The three-branched pyrazine derivative, in which the branches are at ortho- or para-position, show strong two-photon absorption properties (σ=753GM), while its s-triazine analogue TSTA, with all the branches in meta-position, exhibit too weak two-photon excited fluorescence to be detected. These results indicate great effects of branching pattern on two-photon absorption.


2007 ◽  
Vol 11 (06) ◽  
pp. 406-417 ◽  
Author(s):  
Yusuke Inaba ◽  
Kazuya Ogawa ◽  
Yoshiaki Kobuke

Acetylene-bridged bisporphyrins and trisporphyrins having branched bulky bis(carboxylethyl)methyl meso-substituents were synthesized. These compounds showed large effective two-photon absorption cross-section values at 890 nm measured by using a nanosecond Z-scan method. Sodium salt of hydrolyzed trisporphyrins showed broad and red-shifted Q-bands over 900 nm. Two-photon absorption cross-section values of water-soluble dimers in water were similar to, or slightly larger than, those of ester forms evaluated in toluene. Furthermore, the generation of singlet oxygen upon one-photon irradiation for dimers in water was confirmed.


2019 ◽  
Vol 15 ◽  
pp. 2438-2446 ◽  
Author(s):  
Alessandro Iagatti ◽  
Baihao Shao ◽  
Alberto Credi ◽  
Barbara Ventura ◽  
Ivan Aprahamian ◽  
...  

In this work we apply a combination of steady state and time resolved luminescence and absorption spectroscopies to investigate the excited-state dynamics of a recently developed molecular photoswitch, belonging to the hydrazone family. The outstanding properties of this molecule, involving fluorescence toggling, bistability, high isomerization quantum yield and non-negligible two-photon absorption cross section, make it very promising for numerous applications. Here we show that the light induced Z/E isomerization occurs on a fast <1 ps timescale in both toluene and acetonitrile, while the excited state lifetime of the Z-form depends on solvent polarity, suggesting a partial charge transfer nature of its low lying excited state. Time-resolved luminescence measurements evidence the presence of a main emission component in the 500–520 nm spectral range, attributed to the Z-isomer, and a very short living blue-shifted emission, attributed to the E-isomer. Finally, transient absorption measurements performed upon far-red excitation are employed as an alternative method to determine the two-photon absorption cross-section of the molecule.


2009 ◽  
Vol 82 (2) ◽  
pp. 204-208 ◽  
Author(s):  
Jiangtian Li ◽  
Jianlin Shi ◽  
Zhiwei Dong ◽  
Shixiong Qian ◽  
Chenyang Wei

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