Regioselective sulfonation of 2-porphyrinylthiophene under kinetic and thermodynamic control

2010

Chem. Commun.

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mentioning

confidence: 98%

mentioning

confidence: 99%

J-Aggregation of protonated meso-tetrakis(sulfonatothienyl)porphyrin isomers: Morphological selection of self-assembled nanostructures from structurally similar zwitterionic porphyrins

2010

Chem. Commun.

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“…39 Synthetic procedures of the sodium salts of H 4 T(5-STh)P 4À and H 4 T(4-STh)P 4À were described in an earlier paper. 40 Millipore water was used for all experiments.…”

Section: Methodsmentioning

confidence: 99%

Homogeneously mixed porphyrin J-aggregates with rod-shaped nanostructuresvia zwitterionic self-assembly

Tsuzuki

Phys. Chem. Chem. Phys.

2012

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To tailor functional nanomaterials, the co-assembly of self-assembling dyes in a homogeneous way would be a promising approach because the electronic properties can be tuned by the mixing ratio. Although porphyrins are important supramolecular building blocks with unique optical properties, a homogeneously mixed J-aggregate system of porphyrins has not been reported yet. Herein, we focused on three kinds of zwitterionic porphyrin diacids, H(4)TSPP(2-), H(4)T(5-STh)P(2-) and H(4)T(4-STh)P(2-), due to their capability to form J-aggregates with distinguished optical properties and well-defined nanostructures. In this study, we investigated the co-assembly behaviours of the zwitterionic porphyrins in aqueous solution by UV-vis and RLS, and investigated the morphology of the resultant homogeneously mixed J-aggregates by AFM. In the case of the combination of H(4)TSPP(2-) and H(4)T(5-STh)P(2-), they readily co-assemble to form homogeneously mixed J-aggregates with different types of binary excitonic bands, whereas the combination of H(4)T(4-STh)P(2-) and other porphyrins results in the dominant formation of the individual pure J-aggregates. Deposited homogeneously mixed J-aggregates of H(4)TSPP(2-) with H(4)T(5-STh)P(2-) consist of rod-shaped nanostructures, whose height changes discontinuously upon varying the mixing ratio. These results would provide new insights into the electronic properties and the nanostructure of self-assembled multicomponent materials.

“…The sodium salt of H 4 TSPP 4– was synthesized according to a reported literature . Synthetic procedures of the sodium salts of H 4 T(5-STh)P 4– and H 4 T(4-STh)P 4– were described in our earlier paper . Millipore water was used for all experiments.…”

Section: Methodsmentioning

confidence: 99%

“…48 Synthetic procedures of the sodium salts of H 4 T(5-STh)P 4− and H 4 T(4-STh)P 4− were described in our earlier paper. 49 Millipore water was used for all experiments.…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

Significantly Enhanced Adsorption of Bulk Self-Assembling Porphyrins at Solid/Liquid Interfaces through the Self-Assembly Process

2012

J. Phys. Chem. B

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Controlling the adsorption behavior of bulk-phase self-assembling dye molecules at solid/liquid interfaces is of importance for application to various devices. Herein, we report an unexpected phenomenon on the adsorption behaviors of bulk J-aggregating water-soluble porphyrin diacids. A comparative study on the adsorption amounts of J-aggregated meso-tetrakis(4-sulfonatophenyl)porphyrin diacid from freshly prepared and pre-aged solutions revealed enhanced adsorption through the self-assembly process (EASAP). The aggregate structure formed by EASAP is almost identical to the one from preformed J-aggregate solutions. The generation ratio of J-aggregates at an interface and in bulk strongly depends on the interface-to-volume ratio of the solutions. The surface property of cuvettes and coexisting inorganic ions has no significant effects on EASAP. While EASAP occurs in the J-aggregations of the other water-soluble porphyrin diacids, it is suggested that self-assembly properties play an important role in the adsorption proportion. These results will provide new insight into the adsorption equilibrium of bulk self-assembling molecules at solid/liquid interfaces.