Porphyrin-Based Bola-Amphiphiles as Structure-Directing Agents for the Synthesis of Mesostructured Silica

Behrens, Peter; Glaue, Andreas M.

doi:10.1007/s00706-002-0496-5

Cited by 8 publications

(4 citation statements)

References 1 publication

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“…We have recently been able to prepare other chromophore±inorganic composites where the chromophore molecules form aggregated structures and reside in layers sandwiched between inorganic matter. [31,32] In these cases, the inorganic layers consist of amorphous silica and the organic chromophores are azo dyes [31] or porphyrin dyes [32] equipped with trimethylammonium head groups. These composites thus resemble layered M41S materials.…”

Section: Discussionmentioning

confidence: 99%

Composites of Perylene Chromophores and Layered Double Hydroxides: Direct Synthesis, Characterization, and Photo‐ and Chemical Stability

Bauer

Behrens²,

Speckbacher

et al. 2003

Adv Funct Materials

142

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Composites of the tetra‐anion of the perylene dye N,N′‐di(phenyl‐3,5‐disulfonic acid)perylene‐3,4:9,10‐tetracarboxydiimide (PBITS) with layered double hydroxides (LDHs) were formed by direct synthesis (co‐precipitation at constant pH). The LDHs were of the hydrotalcite (Mg–Al–OH and Zn–Al–OH compositions). During synthesis of the hydrocalumite type (Ca–Al–OH), partial destruction of the dye occurs, being more pronounced at higher pH values. The composites were characterized with regard to their composition by elemental and thermal analysis. From UV‐vis spectroscopic data and powder X‐ray diffraction, a structural model is developed for the composites. In the galleries between the hydroxide layers, the chromophore molecules are stacked in an J‐type arrangement. The compounds have brilliant colors and are insoluble in common solvents. With regard to a possible application as pigments, their photostability and their chemical resistance against a typical application environment was tested. The photostability of the dye molecules and their chemical resistance against setting cement are slightly raised by the occlusion within the LDH structure; however, the photostability of the LDH–cement is lower than that of cement colored with the pure perylene dye.

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Section: Discussionmentioning

confidence: 99%

Composites of Perylene Chromophores and Layered Double Hydroxides: Direct Synthesis, Characterization, and Photo‐ and Chemical Stability

Bauer

Behrens²,

Speckbacher

et al. 2003

Adv Funct Materials

142

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“…[170][171][172][173][174] meso-Tetraphenylporphyrins (TPPs) with a hydrophilic headgroup on each phenyl group can, on the other hand, be considered as a bola as well as an edge amphiphile. They form linear stacks, [175][176][177][178][179][180] such as those observed in phthalocyanines. 181 TPP stacks show, in general, no exciton effect and are not as good in energy transfer as -substituted porphyrins.…”

Section: Fibersmentioning

confidence: 97%

“…A large variety of β-substituted amphiphilic proto- and octaethylporphyrin amphiphiles and bolas have been converted to fibers showing strong excitonic interactions (split of Soret band) of the chromophores. − meso -Tetraphenylporphyrins (TPPs) with a hydrophilic headgroup on each phenyl group can, on the other hand, be considered as a bola as well as an edge amphiphile. They form linear stacks, − such as those observed in phthalocyanines . TPP stacks show, in general, no exciton effect and are not as good in energy transfer as β-substituted porphyrins.…”

Section: Fibersmentioning

confidence: 99%

Bolaamphiphiles

2004

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“…However, most work has concentrated on micelle−vesicle transformations, and research on the transition from vesicles to tubelike structures is still rare − so it is necessary to systematically study the regulation of the morphologies of the organized assemblies formed with bolaamphiphiles. …”

Section: Introductionmentioning

confidence: 99%

Transitions of Organized Assemblies in Mixed Systems of Cationic Bolaamphiphile and Anionic Conventional Surfactants

Han

et al. 2006

Langmuir

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The transition from vesicles to tubelike structures has been studied in mixed systems of cationic bolaamphiphile BPHTAB [biphenyl-4,4'-bis(oxyhexamethylenetrimethylammonium bromide)] and its oppositely charged conventional surfactants with transmission electron microscopy (TEM) and dynamic light scattering (DLS). This transition can be attributed to the fact that tube-like structures are more stable aggregates than vesicles because of the special molecular packing in the aggregates of the mixed systems. The effects of temperature and salt addition on this transition have also been investigated, and the rate of the transition was found to be strongly dependent on temperature. Addition of the appropriate amount of NaBr will accelerate the transition from vesicles to tube-like structures, but the vesicles will transform into micelles at higher salt concentration. Moreover, the micelle-vesicle transition can be realized by addition of n-octanol in the mixed system of BPHTAB/sodium caprate (SC) at higher salt concentrations.

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Porphyrin-Based Bola-Amphiphiles as Structure-Directing Agents for the Synthesis of Mesostructured Silica

Cited by 8 publications

References 1 publication

Composites of Perylene Chromophores and Layered Double Hydroxides: Direct Synthesis, Characterization, and Photo‐ and Chemical Stability

Composites of Perylene Chromophores and Layered Double Hydroxides: Direct Synthesis, Characterization, and Photo‐ and Chemical Stability

Bolaamphiphiles

Transitions of Organized Assemblies in Mixed Systems of Cationic Bolaamphiphile and Anionic Conventional Surfactants

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