Saturated and polymerizable amphiphiles with fluorocarbon chains. Investigation in monolayers and liposomes

Elbert, R.; Folda, T.; Ringsdorf, Helmut

doi:10.1021/ja00337a005

Cited by 150 publications

(100 citation statements)

References 3 publications

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“…[3][4][5][6][7][8][9][10]. This order agrees with the order of the melting points, corresponding to the increasing difficulty of tight packing of the head groups, thus disturbing the packing of the chains and lowering T G .…”

supporting

confidence: 71%

Polymerization of hydrocarbon and fluorocarbon amphiphiles in Langmuir-Blodgett multilayers

1985

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supporting

confidence: 71%

Polymerization of hydrocarbon and fluorocarbon amphiphiles in Langmuir-Blodgett multilayers

1985

Self Cite

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“…14−16 This finding is in keeping with what was observed in many examples of self-assembled systems comprising mixtures of hydrogenated and fluorinated components. For example, formation of phase segregated domains was indeed observed in the case of liposomes 17 even when mixtures containing a mere 5% of fluorinated amphiphiles were used. The same behavior was also observed by AFM in a supported lipid bilayer of 1,2-dipalmitoyl-sn-glycero-3-phosphocholine and of a semifluorinated analogue 18 or in mixtures of arachidic and partially fluorinated carboxylic acids.…”

Section: ■ Introductionmentioning

confidence: 99%

Fluorinated and Charged Hydrogenated Alkanethiolates Grafted on Gold: Expanding the Diversity of Mixed-Monolayer Nanoparticles for Biological Applications

et al. 2016

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Low intrinsic toxicity, high solubility, and stability are important and necessary features of gold nanoparticles to be used in the biomedical field. In this context, charged nanoparticles proved to be very versatile, and among them charged mixed-monolayer gold nanoparticles, displaying monolayers with well-defined morphologies, represent a paradigm. By using mixtures of hydrogenated and fluorinated thiols, the formation of monolayer domains may be brought to an extreme because of the immiscibility of fluorinated and hydrogenated chains. Following this rationale, mixed monolayer gold nanoparticles featuring ammonium, sulfonate, or carboxylic groups on their surface were prepared by using amphiphilic hydrogenated thiols and 1H,1H,2H,2H-perfluoro-alkanethiols. The toxicity of these systems was assessed in HeLa cells and was found to be, in general, low even for the cationic nanoparticles which usually show a high cytotoxicity and is comparable to that of homoligand gold nanoparticles displaying amphiphiliccharge neutralhydrogenated or fluorinated thiolates in their monolayer. These properties make the mixed ligand monolayer gold nanoparticles an interesting new candidate for medical application.

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“…There are several attempts to prepare fluorinated polymer LB films. [17][18][19][20][21][22] We prepared stable monolayer and LB films fabricated from fluorinated compounds using the excellent property of the N-alkylacrylamide and N-methacrylamide structures. 24,25 This section describes examples of polyfluorinated alkylacrylamide polymers.…”

Section: Monolayer Formation and Lb Film Deposition For Fluorinated Pmentioning

confidence: 99%

Functional Organized Molecular Assemblies Based on Polymer Nano-sheets

Mitsuishi

Matsui

Miyashita

2006

Polym J

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ABSTRACT:This review describes recent topics on functional organized molecular assemblies based on ''polymer nano-sheet''. Polymer nano-sheets consisting of amphiphilic poly(alkylacrylamide)s are described as ultrathin polymer Langmuir-Blodgett films through two-dimensional hydrogen networks between polymer backbones, which have been developed to assemble various functional molecules and nanomaterials such as metal and magnetic nanoparticles. Surface modification and nanocoating using fluorinated polymer nano-sheets in confined area are given. Multicolored patterns based on structured color and photopatterning derived from nanostructures are demonstrated. The scope of polymer nano-sheets concerning the bottom-up soft nanodevice is also reviewed. [doi:10.1295/polymj.PJ2006069] KEY WORDS Polymer / Langmuir-Blodgett / Nano-sheet / Thin Film / Acrylamide / Bottom-up approaches for constructing ordered nanoscale structures in organic molecular assemblies are of interest and various techniques for preparation of organic ultrathin films have been extensively studied. Organic thin films are attractive materials for processability, ease of functionalization, light weight, and flexibility. However processing technology on a nanoscale is immature and continuous development is required. Various organic films, for example, a spincoated film, self-assembled monolayers (SAM), 1 polymer brushes, and layer-by-layer alternative adsorption via electrostatic interactions, 2 have been investigated. We have tried to prepare various polymer ultrathin films with the Langmuir-Blodgett (LB) technique. [3][4][5][6] It has been found that N-alkylacrylamide polymer shows highly oriented and well ordered monolayer at the air/water interface. Two-dimensional network of the polymer chains via hydrogen bonding interaction of amide groups on the water surface gives a stable and condensed polymer monolayer (Figure 1). A wide variety of functional molecules were incorporated in the monolayer through copolymerization method 7 and polyion complex method etc. The advantages of the polymer nano-sheet are (1) thermal and mechanical stability, (2) uniform distribution of functional molecules, and (3) ultrathin films at the nanometer scale ranged from 1.0 nm to 2.0 nm and (4) versatile molecular building blocks. Various functional polymer nano-sheets allow fabrication of soft nanodevices based on their integrated assemblies. This review shows the definition and fascinating features of polymer nano-sheets at the first session and describes recent topics of polymer nanoarchitecture based on polymer nano-sheets; fluorination of polymer nanosheets, structured color by three-dimensional nanoassemblies, conductive polymer nano-sheets and molecular logic gates driven by photo-excitation. Hybrid nanomaterials consisting of polymer nano-sheets and metal nanoparticles are also demonstrated for efficient localized surface plasmon resonance utilization. POLYMER NANO-SHEETS BY LANGMUIR-BLODGETT TECHNIQUEThe Langmuir-Blodgett (LB) technique is a powerful means for pre...

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Saturated and polymerizable amphiphiles with fluorocarbon chains. Investigation in monolayers and liposomes

Cited by 150 publications

References 3 publications

Polymerization of hydrocarbon and fluorocarbon amphiphiles in Langmuir-Blodgett multilayers

Polymerization of hydrocarbon and fluorocarbon amphiphiles in Langmuir-Blodgett multilayers

Fluorinated and Charged Hydrogenated Alkanethiolates Grafted on Gold: Expanding the Diversity of Mixed-Monolayer Nanoparticles for Biological Applications

Functional Organized Molecular Assemblies Based on Polymer Nano-sheets

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