Stable Langmuir and Langmuir−Blodgett Films of Fullerene−Glycodendron Conjugates

Cardullo, Francesca; Diederich, François; Echegoyen, Luis; Habicher, Tilo; Jayaraman, Narayanaswamy; Leblanc, Roger M.; Stoddart, J. Fraser; Wang, Shaopeng

doi:10.1021/la971221u

Cited by 157 publications

(93 citation statements)

References 44 publications

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“…The possibility to develop materials possessing the unique properties of C 60 motivated these studies. In particular C 60 has been incorporated into different kinds of organic or inorganic materials, such as polymers [138][139][140][141][142][143][144][145][146][147] dendrimers [148][149][150][151][152][153][154][155][156][157][158] sol-gel matrices [159][160][161][162] and nanospheres [163][164][165][166][167]. C 60 has been synthesized by many researchers and various characteristics have been studies.…”

Section: Fullerene-ferrocene Liquid Crystalline Polymersmentioning

confidence: 99%

Organometallic Ferrocene- and Phosphorus-Containing Polymers: Synthesis and Characterization

Hussein

Asiri

2012

Designed Monomers and Polymers

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The inclusion of organometallic units into polymeric structures has attracted much attention in different fields according to the nature and behaviour of the inserted metal. Moreover, the discovery of organometallic polymers and their structural characterization initiated an explosive rebirth of organometallic chemistry. Organometallic moieties are in or pendent to the polymer backbone and examine some of the uses of the emergent metallocene polymers, and new uses are still being found for these remarkable organometallic moieties. This review gives a simple introduction to variable organometallic molecules and their characteristics. This review will focus on the syntheses and characterization of organometallic polymers, including ferrocene-and phosphorus-containing polymers. A general overview on ferrocene polymers with a special attention to ferrocene-containing liquid crystalline polymers (including a ferrocene moiety in the main chain, side-chain or dendrimers) and fullerene-ferrocene liquid crystalline polymers is presented. In addition, more details for synthesis and properties of phosphorus-containing polymers are illustrated.

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Section: Fullerene-ferrocene Liquid Crystalline Polymersmentioning

confidence: 99%

Organometallic Ferrocene- and Phosphorus-Containing Polymers: Synthesis and Characterization

Hussein

Asiri

2012

Designed Monomers and Polymers

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“…On the other hand, fullerenes allow the possibility to functionalize its 3D structure in different positions of the C60 cage in a controlled fashion. Initially, the approaches reported in the literature to synthesize fullerenes derivatives bearing carbohydrates were based on a mono-addition pattern (Nishida et al, 2004;Enes et al 2005) on the fullerene sphere or on a "one side" multi-addition pattern (Cardullo et al, 1998;Ito et al, 2003;Kato et al, 2005;Isobe et al, 2007). In all these cases, fullerene derivatives showed an amphiphilic character with the fullerene being the lipophilic part of the structures.…”

Section: Glycodendrofullerenesmentioning

confidence: 99%

Glycodendritic structures: tools to interact with DC-SIGN

Reina

Rojo

2013

Braz. J. Pharm. Sci.

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The key role of carbohydrates in many biological events has attracted the interest of the scientific community. This fact has demanded the access to new tools necessary to understand this role and the interaction of carbohydrates with their corresponding receptors, lectins. Glycodendrimers and glycodendritic structures in general, have demonstrated to be very efficient and interesting tools to intervene in those processes where carbohydrates participate. In this review, we discuss the different glycodendritic structures that have been used to interfere with DC-SIGN, a very attractive lectin involved in infection processes and in the regulation of the immune response.

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“…However, the production of Langmuir floating films of pure C 60 does not yield an ideal close-packed monolayer of fullerene, [14][15][16][17][18][19] except for extremely low concentrations of the spreading solutions, [20][21][22][23][24][25][26] suggesting that floating films of C 60 consist of more than a single layer in thickness. This behavior generates from the high cohesive energy (\ 30 kcal mol − 1 ) between the buckyballs, [27][28][29] due to the strong intermolecular attractive p -p interactions.…”

Section: Introductionmentioning

confidence: 99%

“…Some have shown an interesting behavior due to their electrochemical behavior, [30,31] and some may conceivably provide access to interesting electronic devices [32]. An example reported by the groups of Diederich, Echegoyen, Leblanc, and Stoddart, describes ordered Langmuir films of C 60 -dendrimer conjugates bearing acylated glucose groups [27]. While the floating film appeared stable, and showed reversible behavior in compression-decompression cycles, and the tendency of C 60 to aggregate was suppressed; the monolayers could be transferred onto quartz slides (five up-and five down-strokes), with transfer ratios of 0.7 for the up-stroke and about zero for the down-stroke.…”

Section: Introductionmentioning

confidence: 99%

“…This compound was expected to form a stabilized, regular, and homogeneous Langmuir film at the air-water interface by self-assembling in a hydrogen-bonded network, with a dipeptide dissolved in the aqueous phase. The reason for inserting the dipeptide was dual: (a) to bridge the gap between the oligopeptide chains and thereby anchor the amphiphilic C 60 s; (b) to avoid the formation of clusters of C 60 at the air-water interface, [27] caused by the tendency of C 60 to form aggregates [27][28][29].…”

Section: Introductionmentioning

confidence: 99%

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Peptide anchored Langmuir–Blodgett films of a fullerene amphiphile

Tundo

Perosa

Selva

et al. 2001

Colloids and Surfaces A: Physicochemical and Engineering Aspect

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A new amphiphilic derivative of fullerene C 60 bearing an oligoglycyl tail (C 60 CHCOgly 2 OEt, 2) formed stable Langmuir floating films at the air-water interface. This occurred when the molecular assembly was stabilized by anchoring the amphiphilic C 60 's to the aqueous subphase, via hydrogen bonding interactions between a dipeptide (Gly-L-Leu) dissolved in the water subphase, and the oligoglycyl chain. The compression (y−A) isotherm of the Langmuir floating film constructed in such a way showed no hysteresis, was steep, and evidenced that the monolayer collapsed at a surface pressure yE65 mN m − 1 , thus confirming that the film was tightly packed, extremely stable, and rigid. A limiting area per molecule of 89.1 A , 2 was extrapolated, in agreement with the calculated cross-section area of the C 60 fullerene. On the contrary, when the dipeptide was absent and pure water was used as the subphase, the y −A isotherm yielded a limiting area B55 A , 2 which indicated the formation of multiple layers; moreover it showed significant hysteresis, the film was fragile, and it collapsed at y :50 mN m − 1 . Once anchored by the dipeptide, the floating monolayer of 2 could be transferred onto hydrophobic quartz, glass and silicon substrates, by successive vertical dipping cycles, each cycle made up of two down-strokes and two up-strokes, to yield the Langmuir-Blodgett film. Up to 200 down-and up-strokes could be repeated reproducibly, a noteworthy result for non-covalently assembled LB films of fullerenes. The transfer ratio was 1.0, except for the second down-stroke of each cycle that gave a transfer ratio of zero, making the sequence of successful transfers: D, U, U, (cleaning and spreading), D, U, U, (cleaning and spreading), and so on (D= down-stroke, U= up-stroke). The total number of deposited layers was therefore 150. X-ray diffraction spectra were registered and exhibited a peak, which was fitted by a Montecarlo method of simulation to obtain the distribution of the repeat unit responsible for scattering; such distribution, with thickness between 20 and 60 A , , was consistent with the size of the amphiphile and the transfer sequence. The UV-Vis spectra of the LB film exhibited the characteristic C 60 bands, and the absorption peaks in the 200-400 nm range were proportional to the number of layers, indicating that the deposition was reproducible and that the molecular environment of C 60 in each layer remained constant. © 2001 Elsevier Science B.V. All rights reserved.

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Stable Langmuir and Langmuir−Blodgett Films of Fullerene−Glycodendron Conjugates

Cited by 157 publications

References 44 publications

Organometallic Ferrocene- and Phosphorus-Containing Polymers: Synthesis and Characterization

Organometallic Ferrocene- and Phosphorus-Containing Polymers: Synthesis and Characterization

Glycodendritic structures: tools to interact with DC-SIGN

Peptide anchored Langmuir–Blodgett films of a fullerene amphiphile

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