Design, synthesis, and optical/electronic properties of a series of sphere-rod shape amphiphiles based on the C60-oligofluorene conjugates

Teng, Fu-Ai; Liu, Fengli; Han, Lu; Zhu, Zhengju; Yi-fang, Zhang; Wu, Zhijin; Han, Zhewen; Zhang, Wenbing; Li, Hui

doi:10.1007/s10118-017-1899-4

Cited by 5 publications

(3 citation statements)

References 61 publications

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“…Consequently, the immiscibility of fluorous parts with other molecules drives the self-assembly and lead to the formation of abundant mesophases and rich phase behaviors in such macromolecules [17][18][19][20]. These mesophases always show hierarchical structures that are essential for building up materials with complex responsive properties [21][22][23][24][25][26]. For example, the Ober group [17,18,27] systematically studied the relationship between self-assembled structures and critical surface tension properties of series fluorocontaining block polymers.…”

Section: Introductionmentioning

confidence: 99%

Phase Behavior and Phase Diagram of Polystyrene-b-Poly(Perfluorooctylethyl Acrylates)

et al. 2020

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Fluorocontaining polymers bearing special properties are unique and important materials in modern society. In this work, we focused on the phase behavior and phase diagram of poly(styrene-block-perfluorooctylethyl acrylate) with a volume fraction varying from 0.2 to 0.8. Small-angle X-ray scattering and transmission electron microscopy showed the phase formation in the sequence of hexagonally packed cylinders (HEX) to lamellar layers (LAM) to inverse hexagonally packed cylinders (iHEX) in this series of block polymers. Wide-angle X-ray diffraction experiments proved that the fluorodomains of the LAM phases and the matrix of iHEX phases contained layered structures formed by the crystallization of fluorosegments. During heating, the self-assembled lattice remained intact even after the melting of fluorodomain, with barely changed lattice parameters. Such hierarchical structural formation was understood by chain conformation and domain interaction, which may provide new insight into the molecular design of advanced materials.

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Section: Introductionmentioning

confidence: 99%

Phase Behavior and Phase Diagram of Polystyrene-b-Poly(Perfluorooctylethyl Acrylates)

et al. 2020

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“…Giant molecules are typically constructed based on molecular nanoparticles that include, but are not limited to, polyhedral oligomeric silsesquioxanes (POSS), [60]fullerene, polyoxometalate (POM), and globular proteins. − Being particle-like and shape-persistent, these molecules possess precise surface functional groups to direct their self-assembly. This “molecular Lego” approach is powerful in preparing monodisperse giant molecules with high molecular weight and controlled sequences and topology. − Among these molecules, POSS compounds stand out due to their high molecular symmetry and multiple vertices that can be easily functionalized. Based on the T 8 -POSS scaffold, many Janus derivatives have been prepared, such as monoadducts, regioisomeric diadducts and triadducts, , and even the tetra-adduct regioisomers. , We have previously achieved the successful separation of different regioisomers in moderate yields which facilitates the study of their structure–property relationships. , It has been shown that the regioconfiguration does exert a profound influence on the self-assembly of regioisomeric giant surfactants and shape amphiphiles, causing systematic changes in phase structure and phase stability. − It remains to be demonstrated if such effects are general to other giant molecules, such as the molecular Janus particles. ,, …”

Section: Introductionmentioning

confidence: 99%

Symmetry-Dictated Mesophase Formation and Phase Diagram of Perfluorinated Polyhedral Oligomeric Silsesquioxanes

Shao

Yin

et al. 2019

Macromolecules

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We report the symmetry-dictated mesophase formation and phase diagram of a series of T 8 -polyhedral oligomeric silsesquioxane (POSS) derivatives bearing perfluoroalkyl chains and hydroxyl alkyl groups. The phase structures and phase behaviors of these molecular Janus particles were studied by DSC, POM, FT-IR, and WAXD experiments. It was found that introducing one hydroxyl alkyl group leads to a decreased crystal melting point, and incorporating two hydroxyl alkyl groups at different POSS positions causes the formation of lamellar liquid crystal mesophases with feature sizes and transition temperatures that depend on the symmetry of these regioisomers. Interestingly, installing only one substituent with two hydroxyl groups leads to monotropic phase transitions, where the mesophase appears only upon cooling from the isotropic melt within the narrow supercooling window. Phase diagrams were systematically constructed for these compounds and understood based on the fine influence of symmetry on their possible molecular packing scheme and their distinct hydrogen bonding patterns, as evidenced by their infrared spectra at different temperatures. These results are not only fundamental to understanding the effects of regioisomerism on giant molecule self-assembly but also important for the development of hybrid materials with tailored nanostructures.

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“…Echoing the Material Genome Initiative [1], the study of shape amphiphiles has brought us a new way to understanding structure-property relationships in materials science by combining molecular moieties of different shapes and functions and letting anisotropy promote their hierarchical self-assembly [2,3,4]. Shape amphiphiles are built using shape-persistent molecular nanoparticles with rigid configurations [5,6,7,8,9]. For example, polyhedral oligomeric silsesquioxanes (POSS) are typical cage-like molecules and are also known as organic-inorganic hybrid materials [10,11].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Self-Assembly and Characterization of Tandem Triblock BPOSS-PDI-X Shape Amphiphiles

et al. 2019

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In this article, we report the facile synthesis, self-assembly, and characterization of shape amphiphiles (BPOSS-PDI-X) based on isobutyl-functionalized polyhedral oligomeric silsesquioxane (BPOSS), perylene tetracarboxylic diimide (PDI), and (60)fullerene (C60) moieties. Firstly, an asymmetrically functionalized diblock shape amphiphile precursor (BPOSS-PDI-OH) was obtained through the one-pot reaction between perylene-3,4,9,10-tetracarboxylic dianhydride and two different amines, namely BPOSS-NH2 and 3-amino-1-propanol. It was further conjugated with C60-COOH to give a tri-block shape amphiphile (BPOSS-PDI-C60). Their chemical structures were thoroughly characterized by NMR, IR and MALDI-TOF MS spectrometry. In order to gain insights on the structure-property relationship, their self-assembly in gas phase, in solution, and in solid state were characterized using traveling wave ion mobility mass spectrometry (TWIM-MS), UV/Vis absorption, fluorescence emission spectrophotometer, and transmission electron microscopy, respectively. It was found that BPOSS-PDI-OH formed more complicated dimers than BPOSS-PDI-C60. Both samples showed unique aggregation behaviors in solution with increasing concentration, which could be attributed neither to H- nor to J-type and might be related to the discrete dimers. While BPOSS-PDI-C60 could hardly crystalize into ordered structures, BPOSS-PDI-OH could form nanobelt-shaped single crystals, which may hold potential applications in microelectronics.

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Design, synthesis, and optical/electronic properties of a series of sphere-rod shape amphiphiles based on the C60-oligofluorene conjugates

Cited by 5 publications

References 61 publications

Phase Behavior and Phase Diagram of Polystyrene-b-Poly(Perfluorooctylethyl Acrylates)

Phase Behavior and Phase Diagram of Polystyrene-b-Poly(Perfluorooctylethyl Acrylates)

Symmetry-Dictated Mesophase Formation and Phase Diagram of Perfluorinated Polyhedral Oligomeric Silsesquioxanes

Synthesis, Self-Assembly and Characterization of Tandem Triblock BPOSS-PDI-X Shape Amphiphiles

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