Influence of azasubstitution on the nonlinear absorption in porphyrazine derivatives

Wen, T.C.; Tsai, Cheng-Chia

doi:10.1016/s0009-2614(99)00798-8

Cited by 23 publications

(12 citation statements)

References 15 publications

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“…[13][14][15][16][17][18] This dual mode comprises of ultrafast 2PA to produce the singlet excited state followed by intersystem crossing (ISC) to a long-lifetime triplet state T 1 promoted by the heavy atom effect, which can further absorb photons due to a strongly allowed T 1 -T n absorption. 18,19 Porphyrin [20][21][22][23] and phthalocyanine [24][25][26] metal complexes have been widely investigated with respect to 2PA and long pulse NLA via the dual mode mechanism; however, metal complexes linked to π-conjugated segments that feature the carbazole moiety have not been well explored. 27 Even though the singlet excited state photophysics for carbazole containing oligomers and polymers are well established, the triplet excited state is relatively unexplored.…”

Section: Introductionmentioning

confidence: 99%

Photophysics and non-linear absorption of Au(i) and Pt(ii) acetylide complexes of a thienyl-carbazole chromophore

et al. 2014

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In order to understand the photophysics and non-linear optical properties of carbazole containing π-conjugated oligomers of the type ET-Cbz-TE (E = ethynylene, T = 2,5-thienylene, Cbz = 3,6-carbazole), a detailed investigation was carried out on a series of oligomers that feature Au(i) or Pt(ii) acetylide "end groups", as well as a Pt(ii)-acetylide linked polymer (CBZ-Au-1 and CBZ-Pt-1, CBZ-Poly-Pt). These organometallic chromophores were characterized by UV-visible absorption and variable temperature photoluminescence spectroscopy, nanosecond transient absorption spectroscopy, open aperture nanosecond z-scan and two photon absorption (2PA) spectroscopy. The Au(i) and Pt(ii) oligomers and polymer exhibit weak fluorescence in fluid solution at room temperature. Efficient phosphorescence is observed from the Pt(ii) systems below 150 K in a solvent glass; however, the Au(i) oligomer exhibits only weak phosphorescence at 77 K. Taken together, the emission results indicate that the intersystem crossing efficiency for the Pt(ii) chromophores is greater than for the Au(i) oligomer. Nonetheless, nanosecond transient absorption indicates that direct excitation affords moderately long-lived triplet states for all of the chromophores. Open aperture z-scan measurement shows effective optical attenuation can be achieved by using these materials. The 2PA cross section in the degenerate S0→S1 transition region was in the range 10-100 GM, and increased monotonically toward shorter wavelengths, reaching 800-1000 GM at 550 nm.

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Section: Introductionmentioning

confidence: 99%

Photophysics and non-linear absorption of Au(i) and Pt(ii) acetylide complexes of a thienyl-carbazole chromophore

et al. 2014

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“…Unlike their more common tetrapyrrolic congeners, the porphyrins and phthalocyanins, they offer a much higher potential for creating structural diversity. With the inherent synthetic ease of including diverse peripheral substituents, they are seen as promising materials having potential applications in diverse areas such as chemical sensors [10][11][12][13], biomedical diagnosis [14] and therapeutic reagents [15][16][17][18][19][20][21][22][23], optical data storage [24,25], non-linear optics [26][27][28] and liquid crystals. Metallo-tetraazaporphyrins are also useful in electrographic recording [29], making magnetic toner ink [30], in molecular photovoltaics [31,32] and in making optical light switches [33].…”

Section: Introductionmentioning

confidence: 99%

Synthesis of new octakis(benzylthio)tetraazaporphyrin complexes with bivalent transition metal ions and an investigation of their spectral, redox and catalytic properties

Prasad

Kumar

2004

Transition Metal Chemistry

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Transition metals in the þ2 oxidation state form complexes with octakis(benzylthio)tetraazaporphyrin [M{TAP(SBn) 8 }] (M ¼ Mn 2þ , Co 2þ , Ni 2þ , Cu 2þ , Zn 2þ and 2H þ ; Bn ¼ ACH 2 Ph; TAP ¼ tetraazaporphyrin) and were prepared via demetallation of the template-synthesized complex [Mg{TAP(SBn) 8 }] in ClCH 2 COOH, followed by insertion of the metal ions in a PhCl-DMF mixture. All compounds were characterized by u.v-vis, 1 H-n.m.r., e.s.r. and mass spectra, microanalyses and magnetic susceptibility data. PM3 geometry optimization showed near coplanar arrangement of five phenyl rings vis-a`-vis the TAP ring plane, while the remaining three phenyl rings lie bent over it. The Mn 2þ , Co 2þ and Cu 2þ complexes exhibited reversible one electron oxidation waves, that were observed at E 1/2 À0.33, À0.29 and 0.58 V versus Ag/AgCl respectively. They all exhibited an irreversible reduction wave at E p À1.1 V versus Ag/AgCl followed by appearance of an irreversible oxidation wave at E p 1.1-1.2 V versus Ag/AgCl. This has been interpreted in terms of reductive dissociation, leading to removal of the benzyl substituents, and subsequent oxidation of thiolate products. The Mn 2þ , Co 2þ and Cu 2þ complexes exhibited metal ion-based e.s.r. signals. The [Co{TAP(SBn) 8 }] complex in a homogeneous DMF solution was found to catalyze electroreduction/oxidation of nitrite ions. In the presence of a 1/5 molar quantity of the complex [Co{TAP(SBn) 8 }], the nitrite reduction peak was observed to be shifted by 0.1 V towards the positive potential side and the peak current rose by a factor of 1.33. Similarly a sharp rise in the anodic current, corresponding to oxidation of nitrite ions, was observed in the presence of the complex.

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“…In another work, Cu II complexes of 2-and 3-octyl and 2-and 3-octanoyl derivatives [TPyz154a-dPzCu] have been prepared [254]. The nonlinear optical properties of these species and of the 3,6-di-tert-butyl derivative [TPyz152bPzCu] have been studied [254,265,266]. Interesting discotic columnar mesomorphism properties were observed also for Cu II and Ni II decyloxyderivative [TPyz154ePzM] [267].…”

Section: Benzo Homologues Of Tpyzpzsmentioning

confidence: 99%

Tetrapyrazinoporphyrazines and their metal derivatives. Part I: Synthesis and basic structural information

Donzello

Ercolani

Novakova

et al. 2016

Coordination Chemistry Reviews

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Influence of azasubstitution on the nonlinear absorption in porphyrazine derivatives

Cited by 23 publications

References 15 publications

Photophysics and non-linear absorption of Au(i) and Pt(ii) acetylide complexes of a thienyl-carbazole chromophore

Photophysics and non-linear absorption of Au(i) and Pt(ii) acetylide complexes of a thienyl-carbazole chromophore

Synthesis of new octakis(benzylthio)tetraazaporphyrin complexes with bivalent transition metal ions and an investigation of their spectral, redox and catalytic properties

Tetrapyrazinoporphyrazines and their metal derivatives. Part I: Synthesis and basic structural information

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