In Situ Scanning Tunneling Microscopy Investigation of Subphthalocyanine and Subnaphthalocyanine Adlayers on a Au(111) Electrode

Gu, Jing-Ying; Cui, Bo; Chen, Ting; Yan, Hui‐Juan; Wang, Dong; Li, Wan

doi:10.1021/la3042742

Cited by 9 publications

(6 citation statements)

References 51 publications

(75 reference statements)

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“…The underlying Au(111) herringbone reconstruction was still discernible after the deposition of Nile Red, as has been reported for the MLs of porphyrins and phthalocyanines adsorbed on Au(111). − However, although these studies reported that the corresponding molecular networks formed were characterized by a precise orientation with respect to the gold surface, , here, we found that Nile Red molecular packings did not orient along the six-fold symmetry of Au(111) but oriented randomly with respect to the crystalline substrate. Although a complex interplay can exist between the organization of surface-deposited molecules and the herringbone reconstruction of Au(111), as with the deposition of ZnTPP molecules, in general, the Au(111) herringbone reconstruction can be lifted after the absorption of interacting molecules , or remain unaltered in case of molecular adsorption at the surface .…”

Section: Results and Discussionsupporting

confidence: 80%

Adsorption of Nile Red Self-Assembled Monolayers on Au(111)

et al. 2019

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The ability of Nile Red to self-assemble into supramolecular packings on Au(111) was studied using scanning tunneling microscopy and modeled through theoretical semiempirical calculations. At both submonolayer (sub-ML) and ML coverages, two distinct molecular packings, that is, four-leaf clover and dense chain, were observed, both weakly interacting with the underlying metal surface. Theoretical calculations suggested that the dipole moment plays a subtle role in both molecular assemblies, held together by hydrogen bonds between the Nile Red molecules. Furthermore, although both molecular assemblies were observed in as-deposited samples, a mild thermal annealing caused the transition from the four-leaf clover to the densechain packing, pointing out the greater stability of the dense-chain configuration. The study further emphasized how the established interactions between the Nile Red molecules are strongly influenced by the surrounding environment.

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Section: Results and Discussionsupporting

confidence: 80%

Adsorption of Nile Red Self-Assembled Monolayers on Au(111)

et al. 2019

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“…SubNc is a larger molecule than SubPc, and it has been shown to have a packing density lower than that of SubPc on Au surfaces. 36 It is also likely that due to the partial chlorination of the SubNc macrocycle, the intrinsic dipole of the molecule is reduced from that of the non-chlorinated molecule.…”

Section: Resultsmentioning

confidence: 99%

“…The dipole moment is expected to be nearly identical for both materials. ,, However, one could anticipate that the collective interface dipole may be lower for SubNc than for SubPc because of a lower interfacial packing density. SubNc is a larger molecule than SubPc, and it has been shown to have a packing density lower than that of SubPc on Au surfaces . It is also likely that due to the partial chlorination of the SubNc macrocycle, the intrinsic dipole of the molecule is reduced from that of the non-chlorinated molecule.…”

Section: Resultsmentioning

confidence: 99%

Determination of Energy Level Alignment within an Energy Cascade Organic Solar Cell

et al. 2016

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The interfacial band alignment among boron subnaphthalocyanine chloride (SubNc), boron subphthalocyanine chloride (SubPc), and α-sexithiophene (α-6T) is explored using ultraviolet, inverse, and X-ray photoemission spectroscopies (UPS, IPES, and XPS, respectively). With these tools, the ionization energy (IE) and electron affinity (EA) for each material are determined. Layer-by-layer deposition of SubPc and SubNc on α-6T as well as SubPc on SubNc, combined with UPS and IPES, allows for the direct determination of the energy level alignment at the interfaces of interest. A small dipole is found at the α-6T/SubNc/SubPc interface, expanding the donor-LUMO to acceptor-HOMO gap and explaining the large open circuit voltage obtained with these devices. However, there is a small electron barrier between SubNc and SubPc, which may limit the efficiency of electron extraction in the current device configuration. Excess chlorine may be responsible for the high IE and EA found for SubNc and could potentially be remedied with improved synthetic methods or further purification.

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“…Electrochemical scanning tunneling microscopy (ECSTM) studies have recently provided direct evidence for understanding the potential-controlled adsorption behaviors of SubPc 1 and SubNc 43 on a Au(111) surface. 245 Ordered SubPc monolayers with Cl-down adsorption configuration were observed within the potential window between 350 and 650 mV (vs the reversible hydrogen electrode, RHE). However, out of this window, the SubPc molecules either desorb from the substrate at more negative potentials or adsorb in a disordered form at higher potentials.…”

Section: Organization In Liquid Crystallinementioning

confidence: 99%