2003
DOI: 10.1002/ejoc.200300463
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Phthalocyaninatoindium(III) Acetylacetonates for Nonlinear Optics

Abstract: The monomeric octaethylhexyl-and tetra-tert-butyl-substituted phthalocyanines 3 and 12 with axial acetylacetonate as ligands were synthesized and characterized, in order to compare their optical limiting properties with the state-ofthe-art molecule [tetra-(tert-butyl)phthalocyaninato]indium chloride (tBu) 4 PcInCl (1a) and the phthalocyanines 1b−f. In addition, the trimer 17 was also synthesized (as a mixture of

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Cited by 19 publications
(15 citation statements)
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“…In continuation of our studies of the synthesis of new asymmetric and symmetric Pcs with axial ligands and investigation of their optical properties [13,17], we describe here the synthesis of soluble [2(3), 16(17)-Tetra(2-ethyl-1-hexyl)-9(10),23(24)-tetra (n-hexyl)phthalocyan-inato] indium chloride(III), InPcCl 9 with chlorine (Cl) as axial ligand. The crystal structure of InPcCl-derivative (InPcCl-D) is determined, and the morphology of the thermally evaporated films under high vacuum is examined.…”
Section: Introductionmentioning
confidence: 90%
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“…In continuation of our studies of the synthesis of new asymmetric and symmetric Pcs with axial ligands and investigation of their optical properties [13,17], we describe here the synthesis of soluble [2(3), 16(17)-Tetra(2-ethyl-1-hexyl)-9(10),23(24)-tetra (n-hexyl)phthalocyan-inato] indium chloride(III), InPcCl 9 with chlorine (Cl) as axial ligand. The crystal structure of InPcCl-derivative (InPcCl-D) is determined, and the morphology of the thermally evaporated films under high vacuum is examined.…”
Section: Introductionmentioning
confidence: 90%
“…Easy approach for ABAB derivatives was developed by Hanack et al [12] through the synthesis of ladder-type structures. Also we have successfully prepared ABAB derivatives by the statistical condensation of two differently substituted phthalonitriles with the ratio 1:1 between them [13].…”
Section: Introductionmentioning
confidence: 99%
“…The diminution of molecular aggregation in phthalocyaninatoindium­(III) complexes with axial aryl groups could be verified by showing the poorer dependence of the molar extinction coefficient at the different wavelengths of these molecules with respect to ( t -Bu) 4 PcInCl ( 649 ) upon variation of the complex concentration in the linear optical regime. Other axially substituted indium phthalocyanines, 651a – c and 652a and 652b (Chart ), have been investigated, and their OL properties with nanosecond light pulses were evaluated. , All complexes behaved as reverse saturable absorbers in the range of 400–625 nm due to a triplet–triplet excited-state transition. While ESA cross sections and triplet state lifetimes were not significantly affected by the nature of the axial ligand, remarkable differences in the variation of nonlinear transmittance were observed for the different 651 – 652 complexes due to significantly different ISC rates (Figure ).…”
Section: Phthalocyanines and Related Macrocyclesmentioning
confidence: 99%
“…This was because the variations in solubility and excited-state dynamics resulted in a less efficient mechanism of excited-state formation when passing from mononuclear to binuclear fused rings. Among trimeric Pcs, a linear phthalocyaninatoindium­(III) acetylacetonate trimer and triazine centered trimeric Zn and CuPc complexes are the only examples whose OL behavior has been investigated behaving in any case as reverse saturable absorbers.…”
Section: Phthalocyanines and Related Macrocyclesmentioning
confidence: 99%
“…The objective of this study was to extend to our previous work by studying the effect of γ irradiation (0–100 kGy) in the presence of air at room temperature on the chemical properties of novel symmetrically and asymmetrically metal‐free metallophthalocyanines carrying long‐chain alkoxy groups or axial ligands, which we reported previously 43–45…”
Section: Introductionmentioning
confidence: 99%