Self‐Assembly of Organic Building Blocks with Directly Exfoliated Graphene to Fabricate Di‐ and Tricomponent Hybrids

Xing, Peng; Bai, Linyi; Chen, Hongzhong; Tham, Phoebe Huijun; Hao, Aiyou; Zhao, Yanli

doi:10.1002/cnma.201500095

Cited by 18 publications

(22 citation statements)

References 81 publications

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“…7 indicating the presence of inter-carboxylic acid hydrogen bonding. [31][32][33] In contrast to that, the free C=O stretching vibration peak appeared at 1690 cm -1 is comparatively small. In addition, peaks located at 1630 cm -1 as well as 1543 cm -1 are contributed by the amide I and amide II bands, confirming the existence of amide-amide hydrogen bonding.…”

Section: Resultscontrasting

confidence: 57%

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Selective Metal-Ion-Mediated Vesicle Adhesion Based on Dynamic Self-Organization of a Pyrene-Appended Glutamic Acid

Xing

Wang

Yang

et al. 2016

ACS Appl. Mater. Interfaces

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Vesicles with dynamic membranes provide an ideal model system for investigating biological membrane activities, whereby vesicle aggregation behaviors including adhesion, fusion, fission, and membrane contraction/extension have attracted much attention. In this work we utilize an aromatic amino acid (pyrene-appended glutamic acid, PGlu) to prepare nanovesicles that aggregate to form vesicle clusters selectively induced by Fe(3+) or Cu(2+), and the vesicles transform into irregular nano-objects when interacting with Al(3+). Vesicle clusters have better stability than pristine vesicles, which hinders the spontaneous morphological transformation from vesicles into lamellar nanosheets with long incubation period. The difference between complexation of Fe(3+) and Al(3+) with vesicles was studied by various techniques. On the basis of metal ion-vesicle interactions, this self-assembled nanovesicle system also behaves as an effective fluorescent sensor for Fe(3+) and Al(3+), which cause fluorescence quenching and enhanced excimer emission, respectively.

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Section: Resultscontrasting

confidence: 57%

“…The lamellar structure transformed from vesicles are slightly different from our previous study in pure water (d-spacing = 3.3 nm) 31 may be due to the loosely stacked molecular array in the presence of good solvents. Aging-triggered morphological transformation occurs in some supramolecular selfassembled systems.…”

Section: Resultscontrasting

confidence: 56%

Selective Metal-Ion-Mediated Vesicle Adhesion Based on Dynamic Self-Organization of a Pyrene-Appended Glutamic Acid

Xing

Wang

Yang

et al. 2016

ACS Appl. Mater. Interfaces

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“…Within the rectangular unit, relatively long (0.83 Å −1 , 0.76 nm) and short (1.56 Å −1 , 0.40 nm) dimensions correspond to edge‐to‐edge and face‐to‐face (π–π stacking) distance of the naphthalimide moiety, respectively. Along out of plane axis, NDG in water shows multiple scattering spots including 0.22, 0.45, 0.91, 1.19, 1.39, and 1.61 Å −1 with a specific ratio of 1:2:3:4:5:6:7, revealing the existence of well‐defined lamellar packing array (Figure n) . The appearance of sheet or ribbon‐like morphology by NDG is attributed by the 2D lamellar packing.…”

Section: Resultsmentioning

confidence: 95%

Solvent‐Controlled Assembly of Aromatic Glutamic Dendrimers for Efficient Luminescent Color Conversion

Xing

Yang

Wang

et al. 2018

Adv Funct Materials

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A binary supramolecular system where self-sorting and coassembly behavior can be switched by changing the solvent polarity is hereby reported. Glutamic dendron is separately conjugated with pyrene and naphthalimide luminophores through an alkyl spacer. The resulting structurally similar building units can self-assemble into one-dimensional micro/nanostructures with hexagonal and lamellar packing, respectively. Varying solvents from polar aqueous solution to nonpolar decane is evidenced to profoundly inverse the superchirality and switch self-sorted assembly to coassembly of the two building blocks. The moisture sensitivity of the naphthalimide moiety is considered the primary driving force for the self-sorting phenomenon in aqueous solution, resulting in inevitable hydration to repel its stacking with hydrophobic pyrene moiety. On the other hand, the naphthalimide unit can integrate segmentally with the pyrene unit in decane, greatly facilitating the nanofiber growth and supramolecular gel formation along with improved energy transfer efficiency between luminophores. As a result, the coassembly-based thin films show efficient luminescent color conversion upon the UV light irradiation. This research presents a useful route for the fabrication of controllable solution-processed light emitting devices from self-assembled multicomponent systems.

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“…Broad scattering bands centered at 1.30 (0.48 nm) and 1.72 Å −1 (0.36 nm) most likely correspond to oblique and perpendicular π–π stacking of TBIB molecule. The q z axis of Gly self‐assembly shows strong scattering bands at 0.33, 0.67, 1.01, and 1.34 Å −1 with a ratio of 1:2:3:4, implying well‐defined lamellar packing (Figure e) . The peaks at in plane axis (0.80 and 1.50 Å −1 ) suggest a 2D distorted rectangular unit cell along 1D growth direction of Gly .…”

Section: Summary Of Assembly Parameters Based On Aromatic Amino Acid/mentioning

confidence: 95%

“…As compared to compact packing of individual assembly, Fmoc groups are located at the periphery of C 3 ‐symmteric building units in coassemblies, relatively far away from stereogenic centers, some of which may be packed into less ordered molecular arrays. The replacement of hydrogen bonding interactions between carboxylic acids that determine the chiral spatial orientation by TBIB complexation is considered the primary reason of chirality inversion…”

Section: Summary Of Assembly Parameters Based On Aromatic Amino Acid/mentioning

confidence: 99%

Programmable Multicomponent Self‐Assembly Based on Aromatic Amino Acids

et al. 2018

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promising application potential especially in optoelectronics such as light-harvesting systems, organic light emitting diodes, and organic solar cells. [2] Construction of multicomponent assembly systems, in general, could be accomplished through several protocols. To fabricate two-component assemblies, one needs to overcome competitive selfsorting [3,4] of individual self-assemblies to achieve the coassembly. To this end, either strong binding interaction or considerable structural similarity between different components is a prerequisite. For instance, utilizing complementary hydrogen bonding and structural similarity, we have developed amino acid derivative-bipyridine coassembly systems for superchirality control, [5,6] and glutamic analogue coassembly for light harvesting. [7,8] Although some two-component assemblies could be predesigned, the realization of ordered coassembly comprising of three or more components is greatly restricted. [2,9,10] Exponentially increased complexity in three or four-component systems hinders ordered complexation and aggregation. Efforts that have been made in recent years regarding multicomponent systems are concentrated largely on the metallosupramolecular coordination chemistry [11] and dynamic covalent chemistry. [12] Transition metal ions could coordinate with different ligands [13] to form multicomponent metal organic frameworks (MOFs), [14] cages, [11] and molecular polyhedras. [15] Alternatively, orthogonal dynamic covalent bonds like BO and CN that feature easy formation upon dehydration have been employed to prepare metal-free molecular cages [16] and covalent organic frameworks (COFs). [17] Nevertheless, these methods, which place major emphasis on the crystallization process, could hardly be applied to fabricate soft molecular self-assemblies. [18] Utilization of orthogonal noncovalent interactions is a promising method to integrate independent species into coassemblies, with which numerous two or three-component supramolecular polymers have been built. [19] Most of these supramolecular polymeric systems still rely on metal-ligand coordination (such as terpyridine/Fe(III)) [20] and macrocyclic complexation (such as cucurbituril[8]) [21] between components. In many cases, intertwining polymer chains would result in chaotic molecular stacking rather than periodic and ordered molecular organization.Consequently, it is highly challenging to accomplish ordered molecular self-assembly, especially from three or more organic Construction of integrated self-assembly with ordered structures from two or more organic building blocks is currently a challenge, since it suffers from intrinsic systematic complexity and diverse competitive pathways. Here, it is reported that aromatic amino acid building units can be incorporated into two-or three-component coassembly driven primarily by hydrogen bonding interactions without the assistance of metal-ligand and macrocycle-based host-guest interactions. The key strategy is to employ a C 3 -symmetric molecule with alternative hydrogen ...

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Self‐Assembly of Organic Building Blocks with Directly Exfoliated Graphene to Fabricate Di‐ and Tricomponent Hybrids

Cited by 18 publications

References 81 publications

Selective Metal-Ion-Mediated Vesicle Adhesion Based on Dynamic Self-Organization of a Pyrene-Appended Glutamic Acid

Selective Metal-Ion-Mediated Vesicle Adhesion Based on Dynamic Self-Organization of a Pyrene-Appended Glutamic Acid

Solvent‐Controlled Assembly of Aromatic Glutamic Dendrimers for Efficient Luminescent Color Conversion

Programmable Multicomponent Self‐Assembly Based on Aromatic Amino Acids

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