Studies on the two-photon absorption properties of trigonal dehydrobenzo[18]annulenes

2004 ◽  
Vol 82 (7) ◽  
pp. 1172-1178 ◽  
Author(s):  
Xin Zhou ◽  
Ai-Min Ren ◽  
Ji-Kang Feng ◽  
Xiao-Juan Liu
Keyword(s):  
Dipole Moment ◽  
Cross Section ◽  
Intermediate State ◽  
Density Functional ◽  
Transition Dipole Moment ◽  
Photon Absorption ◽  
Absorption Properties ◽  
Transition Dipole ◽  
Two Photon Absorption ◽  
Two Photon

The one-photon and two-photon absorption properties of donor–acceptor substituted dehydrobenzo[18]annulenes were determined by using density functional theory and ZINDO methods. The macrocycle containing C2v symmetry exhibited the largest TPA cross-section value of 3376 × 10–50 cm4 s/photon. The calculated results indicate that the TPA response in the whole molecule comes from the contribution of that in the every side in the trigon. It is notable that the magnitudes of the transition dipole moment from the virtual intermediate state to the TPA final state and the dipole moment difference between the ground state and the virtual intermediate state play important roles in increasing the TPA cross-section value. This series of molecules can circumvent the trade-off between efficiency and transparency, and they provide a promising direction for the further development of novel two-dimensional molecules with such properties.Key words: two-photon absorption, ZINDO, sum-over-states, dehydrobenzo[18] annulenes, transparency.

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.

Bisporphyrin connected by tetrathiafulvalene

2009 ◽  
Vol 13 (01) ◽  
pp. 114-121 ◽  
Author(s):  
Kazuya Ogawa ◽  
Yasunori Nagatsuka
Keyword(s):  
Cross Section ◽  
Density Functional ◽  
Polar Solvent ◽  
Soret Band ◽  
Oxidation Potential ◽  
Time Dependent ◽  
Photon Absorption ◽  
Functional Theory ◽  
Two Photon Absorption ◽  
Two Photon

A new porphyrintetrathiafulvalene composite, where two porphyrins are bridged by te trathiafulvalene (TTF) using acetylene bonds was synthesized. The Q-band of the monomeric porphyrin appears at 590 nm whereas that of the composite is red-shifted to 620 nm and intensified. The Soret band is also red-shifted from 427 nm to 435 nm and much broadened, indicating the expansion of π-conjugation over the porphyrin and tetrathiafulvalene units. The HOMOs and LUMOs were calculated using time-dependent density functional theory. Voltammetric experiments revealed that the first oxidation potential of the TTF moiety in the composite was shifted by +155 mV compa red with TTF in the absence of composite. The effective two-photon absorption (2PA) cross section values were measured by using a nanosecond open aperture Z-scan method. The maximum effective 2PA cross section values were obtained at 760 nm, as 7300 GM in benzonitrile and 5900 GM in toluene. The values obtained in the polar solvent were 1.2 to 1.5 times larger than those in the nonpolar solvent.

Syntheses and nonlinear absorption properties of conjugated porphyrin supramolecules

2007 ◽  
Vol 11 (05) ◽  
pp. 359-367 ◽  
Author(s):  
Kazuya Ogawa ◽  
Chihiro Hara ◽  
Yoshiaki Kobuke
Keyword(s):  
Cross Section ◽  
Communication System ◽  
Absorption Cross Section ◽  
Enhancement Factor ◽  
Electronic Communication ◽  
Photon Absorption ◽  
Absorption Cross ◽  
Absorption Properties ◽  
Two Photon Absorption ◽  
Two Photon

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.

Synthesis, DNA photocleavage, singlet oxygen photogeneration and two photon absorption properties of ruthenium-phenanthroline porphyrins

2015 ◽  
Vol 19 (09) ◽  
pp. 1046-1052 ◽  
Author(s):  
Ze-Bin Xu ◽  
Fa-Quan Yu ◽  
Fengshou Wu ◽  
Heng Zhang ◽  
Kai Wang ◽  
...  
Keyword(s):  
Singlet Oxygen ◽  
Cross Section ◽  
Therapeutic Agents ◽  
Photon Absorption ◽  
Quantum Yields ◽  
Absorption Properties ◽  
Dna Photocleavage ◽  
Two Photon Absorption ◽  
Two Photon ◽  
Photochemical Properties

Through a new synthetic route, three ruthenium-phenanthroline porphyrins (RPP1, RPP2 and RPP3) were prepared. Their photophysical and photochemical properties, such as DNA photocleavage activity, singlet-oxygen photogeneration and two-photon absorption (2PA) were evaluated. These porphyrins 1–3 had substantial photocleavage activities, with 71%, 74% and 38% observed at 20 μM. The porphyrins with different substituents on phenathroline group had similar singlet oxygen quantum yields, with ΦΔ values at 0.52, 0.47 and 0.41, respectively. The 2PA cross-section (σ(2)) values of RPP 1–3, measured by the Z-scan method, were calculated to be 152, 172 and 135 GM, respectively, which were around 5-fold higher than that of H2TPP . Thus, these porphyrins, with their good photocleavage activities, 1 O 2 quantum yields and high 2PA cross section, suggest great potential as photodynamic therapeutic agents.

scholarly journals Two-photon absorption properties and1O2generation ability of Ir complexes: an unexpected large cross section of [Ir(CO)2Cl(4-(para-di-n-butylaminostyryl)pyridine)]

2015 ◽  
Vol 44 (35) ◽  
pp. 15712-15720 ◽  
Author(s):  
Alessia Colombo ◽  
Claudia Dragonetti ◽  
Dominique Roberto ◽  
Adriana Valore ◽  
Camilla Ferrante ◽  
...  
Keyword(s):  
Cross Section ◽  
Photon Absorption ◽  
Iridium Complexes ◽  
Large Cross Section ◽  
Absorption Properties ◽  
Two Photon Absorption ◽  
Two Photon ◽  
Generation Activity

TPA efficiency and1O2generation activity of iridium complexes.

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 ◽  
...  
Keyword(s):  
Cross Section ◽  
Absorption Cross Section ◽  
Photon Absorption ◽  
Absorption Cross ◽  
Absorption Properties ◽  
Linear Absorption ◽  
Two Photon Absorption ◽  
Two Photon ◽  
Non Linear

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.

Substituent effect on two-photon absorption properties of conjugated porphyrins

2005 ◽  
Vol 09 (10) ◽  
pp. 735-744 ◽  
Author(s):  
Kazuya Ogawa ◽  
Joanne Dy ◽  
Yoshiaki Kobuke
Keyword(s):  
Electron Density ◽  
Cross Section ◽  
Alkyl Group ◽  
Effective Cross Section ◽  
Photon Absorption ◽  
Absorption Properties ◽  
Aryl Group ◽  
Two Photon Absorption ◽  
Two Photon ◽  
Large Enhancement

Two-photon absorption (2PA) cross section values of bisacetylene-connected bisporphyrins were measured by using a nanosecond open aperture Z-scan method. The maximum effective cross section values of alkyl and aryl meso-substituted bisporphyrins were 14,000 GM at 890 nm and 7,700 GM at 860 nm, respectively, and the value of alkyl-substituted bisporphyrin was almost twice of that of aryl-substituted one. In one-photon absorption spectra, Q-bands of alkyl-substituted bisporphyrin were red-shifted at 635 nm and 685 nm, and intensified compared with those of aryl-substituted one at 625 nm and 678 nm, respectively, indicating higher π-electron density of the former compound compared to that of the later. The large enhancement observed for alkyl-substituted bisporphyrin is attributed to the increase in π- electron density compared with aryl-substituted one. It was found that the alkyl group is better to obtain large 2PA cross section values than the aryl group as the meso-substituent of the porphyrin.

Two-photon absorption properties of substituted porphyrins

2006 ◽  
Vol 10 (03) ◽  
pp. 160-166 ◽  
Author(s):  
Liang Shen ◽  
Xiaomei Wang ◽  
Bo Li ◽  
Wanli Jiang ◽  
Ping Yang ◽  
...  
Keyword(s):  
Cross Section ◽  
Nonlinear Optical ◽  
Optical Transmission ◽  
Substituent Effects ◽  
Sapphire Laser ◽  
Photon Absorption ◽  
Molecular Architecture ◽  
Absorption Properties ◽  
Two Photon Absorption ◽  
Two Photon

The two-photon absorption (TPA) properties of two newly synthesized substituted porphyrins: 5,10,15,20-tetra-(4-pyrrolidinylphenyl)porphyrin (1) and 5,10,15,20-tetra-(4-diphenylamino-benzoic acid phenyl) porphyrin ester (3) were measured by the femtosecond Z-scan technique at 800 nm Ti : sapphire laser and by direct nonlinear optical transmission (NLT) using nanosecond Nd : YAG laser. The substituent effects, pumped wavelength and the environment upon the molecular TPA cross-section were investigated. It is found that the TPA cross-section for 3 is enhanced under excitation of 800 nm, relative to its precursor, 5,10,15,20-tetra(4-hydroxyphenyl) porphyrin (2), due to the former possessing extension conjugation of "D-A-core-A-D" molecular architecture. Also sample 3 obtained an increased TPA cross-section in rigid film relative to that in solution, suggesting that the enhancement is facilitated by the quasi-planar structure which allows direct interbranch conjugation throughout the molecule.

The Two-Photon Excited Fluorescence of Pyrazine Derivatives

2012 ◽  
Vol 535-537 ◽  
pp. 1266-1269
Author(s):  
Li Xiao Diao ◽  
Yue Zhi Cui ◽  
Xiang Jian Meng ◽  
Xing Wu Liu
Keyword(s):  
Cross Section ◽  
Absorption Cross Section ◽  
Photon Absorption ◽  
Para Position ◽  
Branching Pattern ◽  
Absorption Cross ◽  
Absorption Properties ◽  
Two Photon Absorption ◽  
Two Photon ◽  
Meta Position

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.

Synthesis, crystal structures and two-photon absorption properties of triphenylamine cyanoacetic acid derivative and its organooxotin complexes

2015 ◽  
Vol 44 (2) ◽  
pp. 701-709 ◽  
Author(s):  
Xuesong Zhao ◽  
Jie Liu ◽  
Hui Wang ◽  
Yan Zou ◽  
Shengli Li ◽  
...  
Keyword(s):  
Molecular Weight ◽  
Crystal Structures ◽  
Acid Derivative ◽  
Cross Section ◽  
Photon Absorption ◽  
Cyanoacetic Acid ◽  
Absorption Properties ◽  
Two Photon Absorption ◽  
Two Photon

Three novel organooxotin complexes (Z1, Z2 and Z3) exhibit large 2PA cross-section per molecular weight and can be used as potential anti-tumor agents.

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