Formation of Langmuir-Blodgett films of a fullerene

Nakamura, Takayoshi; Tachibana, Hiroaki; Yumura, Motoo; Matsumoto, Mutsuyoshi; Azumi, Reiko; Tanaka, Mieko; Kawabata, Yasujiro

doi:10.1021/la00037a002

Cited by 113 publications

(59 citation statements)

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“…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]). Finally, various studies performed recently on [60]fullerene hexakisadducts showed that hexaaddition on the carbon sphere provides not only an ideal structure to prevent aggregation phenomenon but also an optimized hydrophilic-hydrophobic balance for preparing well-ordered supramolecular assemblies at the air-water interface.…”

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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“…The mixture was stirred for 4.5 h at 0 °C and for 14 h at 20 °C. Removal of the solvent in vacuo and consecutive precipitation from CH 2 Cl 2 upon addition of hexane afforded pure 9 (250 mg, 96% (5,phenyl]-10-{3-[ (2-{[(6,7,9,10,12,13,20,21,23,24,26,27-dodecahydrodibenzo [b,n] [1,4,7,10,13,16,19,22] N 21 ,N 22 ,N 23 ,N 24 ) The organic layer was dried over MgSO 4 and the solvent evaporated in vacuo.…”

Section: Langmuir and Langmuir-blodgett Studiesmentioning

confidence: 99%

Fullerene‐ and porphyrin‐appended crown ethers: Synthesis and preparation of stable langmuir and langmuir‐blodgett films

Marotti

Bonifazi

Gehrig

et al. 2005

Israel Journal of Chemistry

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The synthesis of a series (1–5) of fullerene and Zn(II)‐porphyrin amphiphiles with polar dibenzo[24]crown‐8 headgroups is described. Their ability to form Langmuir monolayers at the air‐water interface was investigated in a systematic study. The Langmuir films were characterized by their surface pressure versus molecular area isotherms, compression and expansion cycles, and Brewsterangle microscopy. Complexation of larger alkali metal cations (K+ and Cs+) by the polar headgroups leads to higher molecular area requirements and a better anchoring to the aqueous subphase. The monolayers of the porphyrin‐(dibenzo[24]crown‐8) conjugates were transferred as Langmuir—Blodgett films onto glass slides and the films characterized by UV‐vis spectroscopy and grazing‐incidence X‐ray diffraction. Good evidence was obtained that the porphyrin‐fullerene‐crown ether triad 5 adopts a sandwich geometry in the LB films. In such an arrangement, the electron‐attracting carbon sphere benefits from attractive interactions with the sandwiching electron‐rich porphyrin and crown ether chromophores. The described films could have potential applications as functional materials in optical and electronic technology.

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“…Using an alternative approach to the previous studies, the same group highlighted that the fullerene can be attached into the branching shell of a dendritic [36] or diblock dendritic [37,38] 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 [39,40]. Finally, various studies performed very recently on [60]fullerene hexakisadducts [27][28][29][30] showed that hexa-addition on the carbon sphere provided not only an ideal structure to prevent aggregation phenomenon but also an optimised hydrophilic-hydrophobic balance for preparing well-ordered supramolecular assemblies at the air-water interface.…”

Section: Introductionmentioning

confidence: 99%

Spreading behaviour of a series of amphiphilic [3 : 3] [60]fullerene hexakisadducts: a systematic study

Hartnagel

Hirsch

Felder‐Flesch

et al. 2008

Journal of Experimental Nanoscience

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The spreading behaviour at the air-water interface of a series of [60]fullerene [3 : 3] hexakisadducts has been studied as a function of the hydrophobichydrophilic balance of the amphiphiles. More precisely, by changing both the nature and the size of the polar headgroup, by varying the nature of the chemical linker and/or spacer, by modifying the nature and/or the length of the spacer, it has been possible to perform a systematic study. The latter was carried out not only according to the pH of the aqueous subphase but also to its temperature highlighted various behaviours which in particular allowed to us to conclude that the optimal chemical design for this type of amphiphilic molecules is reached with the couples amine polar head/ester linker (Hexa-4) or carboxylic acid polar head/ amide linker (Hexa-5).

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Formation of Langmuir-Blodgett films of a fullerene

Cited by 113 publications

References 1 publication

Self- or Induced Organization of [60]Fullerene Hexakisadducts

Self- or Induced Organization of [60]Fullerene Hexakisadducts

Fullerene‐ and porphyrin‐appended crown ethers: Synthesis and preparation of stable langmuir and langmuir‐blodgett films

Spreading behaviour of a series of amphiphilic [3 : 3] [60]fullerene hexakisadducts: a systematic study

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