High Tolerance of Double-Decker Phthalocyanine toward Molecular Oxygen

Farronato, Mattia; Lüder, Johann; Longo, Danilo; Cruguel, Hervé; Bouvet, Marcel; Brena, Barbara; Witkowski, Nadine

doi:10.1021/acs.jpcc.8b04084

Cited by 3 publications

(3 citation statements)

References 52 publications

(83 reference statements)

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“…Unfortunately, these single-decker molecules are sensitive to oxidation that can occur on the central ion, degrading their electrical and magnetic properties. This limitation can be deterred by the use of double-decker phthalocyanines, as shown in a recent article . In the study presented here, we focus our interest on a lanthanide double-decker phthalocyanine of lutetium (LuPc 2 ).…”

Section: Introductionmentioning

confidence: 99%

“…This limitation can be deterred by the use of double-decker phthalocyanines, as shown in a recent article. 15 In the study presented here, we focus our interest on a lanthanide double-decker phthalocyanine of lutetium (LuPc 2 ). Each molecule is composed of two identical phthalocyanines, rotated by 45°against each other, and bridged via a Lu(III) ion.…”

Section: ■ Introductionmentioning

confidence: 99%

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New Quadratic Self-Assembly of Double-Decker Phthalocyanine on Gold(111) Surface: From Macroscopic to Microscopic Scale

et al. 2018

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Unveiling the self-organization mechanism of semiconducting organic molecules onto metallic surfaces is the rst step to design hybrid devices in which the selfassembling is exploited to tailor magnetic properties. In this study, doubledecker rare-earth phthalocyanines, namely lutetium phthalocyanine (LuPc 2), are deposited on Au(111) gold surface forming large scale self-assemblies. Global and local experimental techniques, namely grazing incidence X-ray diraction and scanning tunneling microscopy, supplemented by density functional theory calculations with van der Waals corrections, give insight of the molecular structural arrangement in the thin lm and the self-organization at the surface. Our results show unambiguously that the two plateaus of the doubledecker phthalocyanine present a dierent rotation than the isolated molecule. This is evidenced by density functional theory simulations of optimized LuPc 2 monolayer showing a perfect agreement with experimental ndings. Moreover, the stabilized structure of double layers reveals an eclipsed conguration of the molecules in the stacking, having the ligand plateaus parallel to the gold surface. The high crystallinity of the molecular assembly and its weak electronic coupling with the metallic substrate is expected to open new perspective in the design of optoelectronic or magnetic devices.

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Section: Introductionmentioning

confidence: 99%

Section: ■ Introductionmentioning

confidence: 99%

New Quadratic Self-Assembly of Double-Decker Phthalocyanine on Gold(111) Surface: From Macroscopic to Microscopic Scale

et al. 2018

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“…Probably because some molecular oxygen may chemically combine with the macrocycle. The interaction of metallophthalocyanines with molecular oxygen may lead to the formation of different crystalline forms of phthalocyanines even [27,28].…”

Section: Introductionmentioning

confidence: 99%

Photostability of indium phthalocyanines in organic solvents

Dyrda

2023

Preprint

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The effects of the macrocycle structure and the medium nature on photodecomposition under UV irradiation of different Indium phthalocyanines: the diindium tripledecker phthalocyanine, In2Pc3 (1), sandwich indium phthalocyanine, InPc2 (2) and iodoindium phthalocyanine, InPcI (3) in benzene, N,N-dimethylformamide (DMF), dimethyl sulfoxide (DMSO), dichloromethane (DCM) and 1-chloronaphtalene has been studied. The rate of decay of absorption is explained by a decomposition reaction which is of first-order kinetics with respect to the phthalocyanines concentration. In general, in the present of ligand I− in phthalocyanine InPcI enhance the rate of decomposition.

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Grafting, self-organization and reactivity of double-decker rare-earth phthalocyanine

Witkowski

Lüder

Bidermane

et al. 2019

J. Porphyrins Phthalocyanines

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Unveiling the interplay of semiconducting organic molecules with their environment, such as inorganic materials or atmospheric gas, is the first step to designing hybrid devices with tailored optical, electronic or magnetic properties. The present article focuses on a double-decker lutetium phthalocyanine known as an intrinsic semiconducting molecule, holding a Lu ion in its center, sandwiched between two phthalocyanine rings. Carrying out experimental investigations by means of electron spectroscopies, X-ray diffraction and scanning probe microscopies together with advanced ab initio computations, allows us to unveil how this molecule interacts with weakly or highly reactive surfaces. Our studies reveal that a molecule–surface interaction is evidenced when molecules are deposited on bare silicon or on gold surfaces together with a charge transferred from the substrate to the molecule, affecting to a higher extent the lower ring of the molecule. A new packing of the molecules on gold surfaces is proposed: an eclipse configuration in which molecules are flat and parallel to the surface, even for thick films of several hundreds of nanometers. Surprisingly, a robust tolerance of the double-decker phthalocyanine toward oxygen molecules is demonstrated, leading to weak chemisorption of oxygen below 100 K.

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High Tolerance of Double-Decker Phthalocyanine toward Molecular Oxygen

Cited by 3 publications

References 52 publications

New Quadratic Self-Assembly of Double-Decker Phthalocyanine on Gold(111) Surface: From Macroscopic to Microscopic Scale

New Quadratic Self-Assembly of Double-Decker Phthalocyanine on Gold(111) Surface: From Macroscopic to Microscopic Scale

Photostability of indium phthalocyanines in organic solvents

Grafting, self-organization and reactivity of double-decker rare-earth phthalocyanine

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