Macroscopic Hierarchical Surface Patterning of Porphyrin Trimers via Self-Assembly and Dewetting

Hameren, Richard van; Schön, Peter; Buul, Arend M. van; Hoogboom, Johan; Lazarenko, Sergiy V.; Gerritsen, Jan W.; Engelkamp, Hans; Christianen, Peter C. M.; Heus, Hans A.; Maan, J. C.; Rasing, T.H.M.; Speller, S.; Rowan, Alan E.; Elemans, Johannes A. A. W.; Nolte, Roeland J. M.

doi:10.1126/science.1133004

Cited by 314 publications

(270 citation statements)

References 27 publications

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“…In toluene the sparse alkyl tails are 'dissolved', resemble the 5 solvent much more in dynamics, and only contribute in a minor way to the scattering intensity, resulting in a much smaller apparent radius (2.3 nm) for the aggregate, which corresponds to that of the aromatic core. Considering the disintegration of the same system in chloroform at higher 10 temperature and lower concentration, it is remarkable that the aggregates of 1 in toluene turned out to be very stable. At elevated temperatures (T = 318 and 343 K), no significant change in their dimensions was observed (Fig.…”

Section: Small Angle Neutron Scattering (Sans)mentioning

confidence: 99%

“…of circular 45 macro-molecules, 7 rosettes, 8 and self-assembled dendrimers. 9 We have previously described 10 the self-assembly of porphyrin trimers 1 and 2 ( Fig. 1), based on benzene triscarboxamide (BTA), 11 into helical columnar stacks, which are stabilised by a combination of threefold hydrogen bonding 50 between the amide functions and π−π stacking interactions between the porphyrin planes.…”

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Solution scattering studies of the hierarchical assembly of porphyrin trimers based on benzene triscarboxamide

et al. 2014

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The self-assembly of achiral and chiral porphyrin trimers based on benzene triscarboxamide in 10 solution is studied with the help of NMR, FT-IR, UV-vis, and CD spectroscopy. These studies revealed that in apolar solvents the porphyrin trimers self-assembled in columnar stacks via a combination of hydrogen bonding and π−π stacking interactions. While the critical aggregation constant is about 0.2 mM in chloroform, aggregation already occurs at micromolar concentrations in n-hexane. Small angle neutron scattering (SANS) studies in chloroform, toluene, and n-hexane 15 confirmed aggregation of the trimers into columnar stacks. In chloroform and n-hexane, but not in toluene, the trimers gelated the solvent. In chloroform the stacks of the achiral trimer were found to contain on average about 70 molecules, while in toluene the stacks were much smaller and contained on average 7-9 molecules. In n-hexane the SANS studies revealed that the chiral trimer formed a gel with an average mesh size of the transient network of chains of approximately 90 nm, 20 with chains being built up from effective cylindrical aggregates with an average length of 20 nm, taking a screening or correlation length parameter into account in the simulation.

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Section: Small Angle Neutron Scattering (Sans)mentioning

confidence: 99%

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Solution scattering studies of the hierarchical assembly of porphyrin trimers based on benzene triscarboxamide

et al. 2014

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“…[24][25][26] 36 or self assembly. 37 There is the prospect of all optical functionality. 38 Below we present our results for polyvinyl alcohol (PVA) thin films doped with J-aggregated similarity is related to the metal-like optical properties that the dye-doped polymer exhibits in the yellow/orange spectral region, below the exciton resonance at 590nm.…”

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Optical Field-Enhancement and Subwavelength Field-Confinement Using Excitonic Nanostructures

Gentile¹,

2014

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We show that dye-doped polymers open an interesting route to controlling light at the nanoscale. Just as for the much better known metal-based plasmonic systems, propagating and localized modes are possible. We show that the attractive features offered by plasmonics, specifically enhanced optical fields and sub-wavelength field confinement, are also available with these materials. They thus open a new opportunity in nanophotonics in which fabrication and functionality might be achieved by harnessing molecular and supramolecular chemistry.Much is expected of plasmonics, with applications being pursued over a wide range of fields from on-chip plasmonic circuits 1 to nanoantennae for the emission of light. 2 The key to this wideranging interest is that plasmonics enables the control of light deep into the sub-wavelength regime, right down to the nanoscale. 3 Noble metals such as gold and silver have fuelled the plasmonics

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“…Furthermore, they are essential to various natural biological processes as the main functional groups of haemoglobin and chlorophyll. To this end, porphyrin derivatives have been used to prepare a rich variety of molecular nanostructures such as clusters, wires and extended networks on different surfaces [6,[15][16][17][18][19][20][21][22][23][24][25][26]. Such nanostructures offer a number of powerful approaches for the development of molecule-based devices [1][2][3].…”

Section: Introductionmentioning

confidence: 99%

Growth and ordering of Ni(II) diphenylporphyrin monolayers on Ag(111) and Ag/Si(111) studied by STM and LEED

Murphy

Krasnikov

Cafolla

et al. 2012

J. Phys.: Condens. Matter

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The room temperature self-assembly and ordering of (5,15-diphenylporphyrinato)nickel(II) (NiDPP) on the Ag(111) and Ag/Si(111)-(√3 × √3)R30º surfaces have been investigated using scanning tunnelling microscopy and low-energy electron diffraction. The self-assembled structures and lattice parameters of the NiDPP monolayer are shown to be extremely dependent on the reactivity of the substrate, and probable molecular binding sites are proposed. The NiDPP overlayer on Ag(111) grows from the substrate step edges, which results in a single-domain structure. This close-packed structure has an oblique unit cell and consists of molecular rows. The molecules in adjacent rows are rotated by approximately 17° with respect to each other. In turn, the NiDPP molecules form three equivalent domains on the Ag/Si(111)-(√3 × √3)R30º surface, which follow the three-fold symmetry of the substrate. The molecules adopt one of three equivalent orientations on the surface, acting as nucleation sites for these domains, due to the stronger molecule-substrate interaction compared to the case of the Ag(111). The results are explained in terms of the substrate reactivity and the lattice mismatch between the substrate and the molecular overlayer.

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Macroscopic Hierarchical Surface Patterning of Porphyrin Trimers via Self-Assembly and Dewetting

Cited by 314 publications

References 27 publications

Solution scattering studies of the hierarchical assembly of porphyrin trimers based on benzene triscarboxamide

Solution scattering studies of the hierarchical assembly of porphyrin trimers based on benzene triscarboxamide

Optical Field-Enhancement and Subwavelength Field-Confinement Using Excitonic Nanostructures

Growth and ordering of Ni(II) diphenylporphyrin monolayers on Ag(111) and Ag/Si(111) studied by STM and LEED

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