Star-like oriented chromophores

Langhals, Heinz; Wagner, Christian; Ismael, Rami

doi:10.1039/b102239n

Cited by 22 publications

(20 citation statements)

References 13 publications

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“…The tetrachromophore 37 can be prepared starting from benzoperylenetris-imides 5 by a nucleophilic displacement reaction [106]. Weak exciton interactions were found that cause a reduction of the molar absorptivity of each chromophore; the transition moments of the individual chromophores are tangentially oriented on the surface of a sphere so that the b-transitions become favored.…”

Section: Furthermentioning

confidence: 99%

“…Thus 4,4',4'',4'''-methanetetrayltetrakis[benzenamine] was, activated as its tetrakis-formamide and the latter condensed with the peryleneimide anhydride 22 to give the tetrachromophore 38 [106]. The peripheral N-atoms of the individual chromophores were substituted by swallowtail substituents to obtain a sufficiently high solubility for spectroscopic investigations.…”

Section: Furthermentioning

confidence: 99%

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Control of the Interactions in Multichromophores: Novel Concepts. Perylene Bis‐imides as Components for Larger Functional Units

Langhals¹

2005

Helvetica Chimica Acta

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Dedicated to Professor Rolf Huisgen on the occasion of his 85th birthdayThe controlling of the internal interaction in multichromophores leads to functional dyes with novel properties. Such a controlling is demonstrated with perylene dyes and offers a manifold of novel possibilities.1. Introduction. ± Chromophores are responsible for the color of matter and are the basis of well established applications of dyes [1] such as textile dyes, pigments [2], and inks. Whereas the chemistry for such examples is highly developed, chromophores in novel applications are gaining increasing importance; the keywords being functional dyes, these novel applications, in contrast to the well established ones, have recently undergone a very rapid development, the end of which cannot yet be seen. Single chromophores are used in the majority of such novel applications, mostly derived from well investigated basic structures the properties of which were adopted to the requirements of the application. However, such a concept does by far not exhaust the possibilities of chromophores because an even larger range becomes accessible by the interactions in multichromophoric systems. Such a range is not just of interest for novel applications. Nature demonstrates, for example with the photosynthesis reaction center [3 ± 5] and the flower pigments [6 ± 8], how special properties can be obtained by such interactions. However, for this, suitable building blocks are required.

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Section: Furthermentioning

confidence: 99%

Section: Furthermentioning

confidence: 99%

Control of the Interactions in Multichromophores: Novel Concepts. Perylene Bis‐imides as Components for Larger Functional Units

Langhals¹

2005

Helvetica Chimica Acta

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342

240

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“…In the case of perylene diimide chromophores, a small redshift of the lowest energy band (ca. 70 cm −1 ) and an enhancement of the molar absorption coefficient was evidenced on going from the monomer to the tetrahedrally arranged molecule 36. This behavior was rationalized on the basis of a peculiar excitonic coupling that was neither J‐ nor H‐like 37…”

Section: Introductionmentioning

confidence: 98%

A Highly Luminescent Tetramer from a Weakly Emitting Monomer: Acid‐ and Redox‐Controlled Multiple Complexation by Cucurbit[7]uril

Bergamini

Fermi

Marchini

et al. 2014

Chemistry A European J

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The tetrahedral, shape-persistent molecule 1(4+), containing four pyridylpyridinium units connected through a central carbon atom, exhibits unexpected photophysical properties including a substantially redshifted absorption (2350 cm(-1)) and a very strong fluorescence (Φem = 40 %), compared with the monomer 2(+) (Φem = 0.4 %). Density functional theory calculations on the structure and spectroscopic properties of 1(4+) and 2(+) show that exciton interactions, homoconjugation, and orbital nature account for the observed differences in their photophysical properties. The protonated tetramer binds four cucurbit[7]uril molecules and the host/guest interactions can be controlled by chemical (acid/base) as well as redox stimuli.

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“…The target TP molecule, namely, tetra-4-[N-(1-Hexylheptyl)perylene-3,4:9,10tetracarboxylicbisimid-N′-yl]phenylmethane, was obtained by a route similar to previous reference, 21 but by direct condensation of four PDI precursors with tetrakis(4aminophenyl)methane in presence of zinc acetate/imidazole rather than by conversion to the tetraformamide. The deposition of isolated TP molecules on metal surfaces is challenging because of its large molecular weight and low thermal stability, making it impossible to transfer by thermal sublimation under ultrahigh vacuum (UHV) conditions.…”

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confidence: 99%

Self-decoupled tetrapodal perylene molecules for luminescence studies of isolated emitters on Au(111)

Ijaz

Yang

Wang

et al. 2019

Applied Physics Letters

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Self-decoupled tetrapodal perylene molecules were designed, synthesized and deposited on the Au(111) surface through electrospray ionization technique. Photoluminescence and lifetime measurements show that the chromophore groups of the designed molecules are well decoupled from the gold substrate. Molecule-specific emissions from both neutral and anionic molecules were observed in the preliminary electroluminescence measurements. The

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Star-like oriented chromophores

Abstract: The tetrahedral arrangement of perylene bisimide chromophores gives a novel molecular system of antennae for the conversion of di †use solar radiation. A detailed analysis of their UV/Vis spectra gives an impression of the consolidation of the single chromophores.

Cited by 22 publications

References 13 publications

Control of the Interactions in Multichromophores: Novel Concepts. Perylene Bis‐imides as Components for Larger Functional Units

Control of the Interactions in Multichromophores: Novel Concepts. Perylene Bis‐imides as Components for Larger Functional Units

A Highly Luminescent Tetramer from a Weakly Emitting Monomer: Acid‐ and Redox‐Controlled Multiple Complexation by Cucurbit[7]uril

Self-decoupled tetrapodal perylene molecules for luminescence studies of isolated emitters on Au(111)

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