Structural and Electronic Properties of Columnar Supramolecular Assemblies Formed from Ionic Metal-Free Phthalocyanine on Au(111)

Nishida, Krista R. A.; Wiggins, Bryan; Hipps, K. W.; Mazur, Ursula

doi:10.1021/jp203252r

Cited by 12 publications

(15 citation statements)

References 63 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…As noted, there is a preferential vertical growth, unlike from films prepared with the polydisperse POMA [21] and PANI [42], which show globular aggregates with no preferential growth direction. This kind of structure had already been identified by Nishida et al [43] for phthalocyanine films onto gold surfaces by STM data. In fact, our result corroborates the aggregate growth as columns suggested by the previous results of adsorption kinetics and parameters of Avrami.…”

Section: Resultssupporting

confidence: 61%

Morphological Structure Characterization of PAH/NiTsPc Multilayer Nanostructured Films

Silva¹,

Brito²,

Tanimoto³

et al. 2011

MSA

View full text Add to dashboard Cite

show abstract

Section: Resultssupporting

confidence: 61%

Morphological Structure Characterization of PAH/NiTsPc Multilayer Nanostructured Films

Silva¹,

Brito²,

Tanimoto³

et al. 2011

MSA

View full text Add to dashboard Cite

show abstract

“…3) shows an intense peak at 3.98 eV relative to vacuum level that is attributed to tunneling mediated by the LUMO of the Pc ring. The intense peak (or shoulder) near 6.5 eV relative to vacuum level we attribute to HOMO-1 and HOMO-2 (a nearly degenerate pair) [31]. We could not measure the occupied states of the phthalocyanines imbedded in tunnel diodes because of the limiting value of the work function of the lead electrode and the lack of stability of tunnel junctions below -2.0 V bias.…”

Section: Resultsmentioning

confidence: 94%

“…Monolayers and submonolayers of vapor deposited CuPc [30] on Au(111), as well as other metallophthalocyanines (CoPc, ZnPc, NiPc, and FePc) [25,30] all form beautiful close packed 2D structures where the molecules lie flat on the substrate surface. TSPc [31,53], CuTSPc [52], and pCuPc(OBu) 8 [28,29] on the other hand, all form cofacially packed Pc assemblies facilitated by strong p-p interaction between the adjacent chromophores. In highly acidic solutions, TSPc exhibits coherent columnar architecture with the phthalocyanine macrocycle planes aligned parallel to the substrate surface forming stacks [31,53], while the Pc chromophores in pCuPc(OBu) 8 [28,29] and CuTSPc [52] are aligned nearly vertical to the surface normal [28,29].…”

Section: Resultsmentioning

confidence: 99%

“…TSPc [31,53], CuTSPc [52], and pCuPc(OBu) 8 [28,29] on the other hand, all form cofacially packed Pc assemblies facilitated by strong p-p interaction between the adjacent chromophores. In highly acidic solutions, TSPc exhibits coherent columnar architecture with the phthalocyanine macrocycle planes aligned parallel to the substrate surface forming stacks [31,53], while the Pc chromophores in pCuPc(OBu) 8 [28,29] and CuTSPc [52] are aligned nearly vertical to the surface normal [28,29]. The detailed analysis of the Pc structures was reported by us in other publications and will not be presented here [28,29,31,53].…”

Section: Resultsmentioning

confidence: 99%

“…Au(111)/mica substrates prepared in-house [30,31] were used. The TSPc samples were deposited on Au(111) as follows.…”

Section: Stm Based Omtsmentioning

confidence: 99%

See 2 more Smart Citations

Electron affinity states of metal supported phthalocyanines measured by tunneling spectroscopy

Hipps

Mazur

2012

J. Porphyrins Phthalocyanines

Self Cite

View full text Add to dashboard Cite

Orbital Mediated Tunneling Spectroscopy OMTS (elastic electron tunneling) was employed in measuring electron affinity levels (EA) of unsubstituted, alkylated, sulfonated, and metalated phthalocyanines (Pc) adsorbed as single molecules or aggregates on metal substrates and imbedded in metal-insulator-metal (M-I-M) devices. MPc complexes were vapor deposited, solution phase doped, or transferred as Langmuir–Blodgett films. It was determined that while the nature of the substituents has a large effect on the gas phase electron affinities, they play a minimal role on the electron affinities of metal supported phthalocyanines. Moreover, the orientation of monolayer films and the method of film deposition (vapor, solution, Langmuir–Blodgett) also appear to play only a minor role in determining the electron affinities. Electrochemical reduction potentials obtained for the solution phase molecular systems are compared to the OMTS data and a strong correlation is observed. In contrast, the predicted EA values for the gas phase molecules show little correspondence with their OMTS equivalents for adsorbed phthalocyanines. Inelastic scattering from phthalocyanine π→π* transitions and metal centered d–d transitions are observed for chromophores imbedded in tunnel diodes. Both the observed lowest spin forbidden transitions and the calculated gas phase HOMO–LUMO gaps are only weakly affected by Pc substitution and surface orientation.

show abstract

Interface Engineering of Perovskite/Hole Transport Layer Using Nano‐Network Formation in Small Molecule–Polymer Blend for Efficient Inverted Perovskite Solar Cells

Lee

Hong

Lee

et al. 2021

Adv Materials Inter

View full text Add to dashboard Cite

Inserting the interfacial layer adjusts the energy levels between the electrode and the semiconductor, reduces the recombination of charges at the interfaces, and facilitates charge carrier transport. [14-18] Organic conjugated semiconducting materials have been considered promising interfacial materials owing to their ability to control optoelectronic properties through molecular engineering, the possibility of their application in flexible devices, and low-temperature processes generally below 150 °C. [16,19] Small-molecule semiconducting materials have been studied as one of the interface materials based on their advantages of having a well-defined molecular structure and molecular weight, simple purification, and reproducibility between batches compared with organic polymers. [20-22] In particular, metal phthalocyanines and their derivatives have received considerable attention for increasing the efficiency and stability of optoelectronic devices, owing to their high hole mobility, excellent thermal and chemical stabilities, and low cost. [20,23-25] Despite their advantages, unsubstituted phthalocyanines exhibit low solubility; thus, their film formation methods are limited to processes such as thermal evaporation, [26-29] or they require additional synthesis for solution processing. [30-33] Metal-phthalocyanine tetrasulfonic acids (TS-MPc; M = Cu, Ni etc.) are introduced with sulfonate ion groups that induce their high water solubility for solution processing. However, most soluble small molecules, such as TS-MPc, exhibit poor film formation due to their strong molecular interactions in solution. [34] To overcome the problem of poor film formation, one useful technology is the blending of small molecules with other conjugated polymers, which can improve both film uniformity and charge transfer properties through advanced molecular packing. [35-39] Recently, some research groups reported hole transporting layer (HTL) of PSCs with increased the efficiency and stability of the devices by doping TS-MPc into poly(3,4-ethylenedioxythiophene):polystyrene sulfonate (PEDOT:PSS). The main material in the HTL in their devices was PEDOT:PSS using TS-MPc as a good dopant. [38,39] Herein, we are the first to report the nano-mesh structure formation in a TS

show abstract

Structural and Electronic Properties of Columnar Supramolecular Assemblies Formed from Ionic Metal-Free Phthalocyanine on Au(111)

Cited by 12 publications

References 63 publications

Morphological Structure Characterization of PAH/NiTsPc Multilayer Nanostructured Films

Morphological Structure Characterization of PAH/NiTsPc Multilayer Nanostructured Films

Electron affinity states of metal supported phthalocyanines measured by tunneling spectroscopy

Interface Engineering of Perovskite/Hole Transport Layer Using Nano‐Network Formation in Small Molecule–Polymer Blend for Efficient Inverted Perovskite Solar Cells

Contact Info

Product

Resources

About