Amphiphilic Diblock Dendrimers:  Synthesis and Incorporation in Langmuir and Langmuir−Blodgett Films

Nierengarten, Jean‐François; Eckert, Jean‐François; Rio, Yannick; Carreón, Maria del Pilar; Gallani, Jean‐Louis; Guillon, Daniel

doi:10.1021/ja010155m

Cited by 101 publications

(64 citation statements)

References 52 publications

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“…Working on [60]fullerene bisadducts, Nierengarten and coworkers have shown that encapsulation of the carbon sphere in a cyclic addend surrounded by either long alkyl chains [42,43] or cholesterol subunits [44] is a method of choice for obtaining stable and reversible monomolecular thin films, easily transferred onto solid substrates in order to prepare high quality LB multilayers. Using an alternative approach to the previous studies, the same group demonstrated that the fullerene can be attached into the branching shell of a dendritic [45] or diblock dendritic [46,47] structure. In this case, the C 60 units are buried in the middle of the dendrimer which provides an insulating layer around them, thus preventing the irreversible three-dimensional aggregation resulting from fullerene-fullerene interactions (for example, see: [48,49]).…”

Section: Thin Films As Induced Organization Of [60]fullerene Hexakisamentioning

confidence: 99%

Self- or Induced Organization of [60]Fullerene Hexakisadducts

Felder‐Flesch

2013

Fullerenes and Other Carbon-Rich Nanostructures

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In the past few years, much attention has been devoted to the development of C 60 multiadducts for high-added value materials. C 60 fullerene can be considered as a versatile hard nanocore for globular systems due to its tuneable valency (1 to 6 based on cyclopropanation derivatization) and regioselective polyaddition. Therefore, hexakisadducts of C 60 are becoming an important class of carbon-based macromolecules as they offer wider possibilities for structural variations than any other organic (or inorganic) scaffolds. For example, several types of molecular geometries can be designed and controlled, thanks to regioselective functionalization methodologies. This in turn leads to new building blocks for defined supramolecular organizations. In this review, an overview of the relationships between molecular architecture and self-or induced organization of C 60 hexakisadducts is provided. This includes a description of thin films, liquidcrystalline mesophases, and nanospheres formed by such carbonaceous systems.

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Section: Thin Films As Induced Organization Of [60]fullerene Hexakisamentioning

confidence: 99%

Self- or Induced Organization of [60]Fullerene Hexakisadducts

Felder‐Flesch

2013

Fullerenes and Other Carbon-Rich Nanostructures

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“…In connection with the before described fullerene dendrons that have been employed in Langmuir or LB films, the same group designed a more sophisticated system of amphiphilic character [31]. Carboxylic acid 28 containing five fullerene moieties was thus coupled to a polyethylene glycol terminated Fréchet-type dendron of third generation to give amphiphilic fullerene-rich dendrimer 38 ( Figure 3).…”

Section: Dendrimersmentioning

confidence: 99%

Synthetic Strategies towards Fullerene-Rich Dendrimer Assemblies

2012

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Abstract:The sphere-shaped fullerene has attracted considerable interest not least due to the peculiar electronic properties of this carbon allotrope and the fascinating materials emanating from fullerene-derived structures. The rapid development and tremendous advances in organic chemistry allow nowadays the modification of C 60 to a great extent by pure chemical means. It is therefore not surprising that the fullerene moiety has also been part of dendrimers. At the initial stage, fullerenes have been examined at the center of the dendritic structure mainly aimed at possible shielding effects as exerted by the dendritic environment and light-harvesting effects due to multiple chromophores located at the periphery of the dendrimer. In recent years, also many research efforts have been devoted towards fullerene-rich nanohybrids containing multiple C 60 units in the branches and/or as surface functional groups. In this review, synthetic efforts towards the construction of dendritic fullerene-rich nanostructures have been compiled and will be summarized herein.

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“…Therefore, the attachment of these dendrons on a core for the preparation of fullerene-rich macromolecules appears difficult. This prompted us to design new dendritic branches containing an increased number of solubilizing groups [51]. The synthesis of this fullerodendron is depicted in Fig.…”

Section: Dendrons Containing a C 60 Sphere At Each Branching Unitmentioning

confidence: 99%

Fullerodendrimers: Fullerene-Containing Macromolecules with Intriguing Properties

Nierengarten

2003

Topics in Current Chemistry

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Fullerenes possess electronic and photophysical properties which make them natural candidates for the preparation of functional dendrimers. The attachment of a controlled number of dendrons on a C(60) core provides a compact insulating layer around the carbon sphere, and the triplet lifetimes of the C(60) chromophore can be used to evaluate its degree of isolation from external contacts. The fullerene core can also act as a terminal energy receptor in dendrimer-based light-harvesting systems. When a fullerodendrimer is further functionalized with a suitable electron donor, it may exhibit the essential features of a multicomponent artificial photosynthetic system in which photo-induced energy transfer from the antenna to the C(60) core is followed by electron transfer. On the other hand, the preparation of dendrons with peripheral C(60) subunits or containing a C(60) sphere at each branching unit has been achieved. These fullerodendrons are not only interesting building blocks for the synthesis of monodisperse fullerene-rich macromolecules with intriguing properties, but they are also amphiphilic compounds capable of forming stable Langmuir films at the air-water interface.

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Amphiphilic Diblock Dendrimers: Synthesis and Incorporation in Langmuir and Langmuir−Blodgett Films

Cited by 101 publications

References 52 publications

Self- or Induced Organization of [60]Fullerene Hexakisadducts

Self- or Induced Organization of [60]Fullerene Hexakisadducts

Synthetic Strategies towards Fullerene-Rich Dendrimer Assemblies

Fullerodendrimers: Fullerene-Containing Macromolecules with Intriguing Properties

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