Supramolecular nanostructures constructed by rod–coil molecular isomers: effect of rod sequences on molecular assembly

Yang, Yuntian; Chen, Fengchun; Tian, Xizhe; Chen, Tie; Wu, Lixin; Jin, Longyi

doi:10.1039/c9sm01279f

Cited by 10 publications

(6 citation statements)

References 53 publications

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“…These molecular systems undergo structural isomerization, cyclization, or ring-opening reactions when exposed to light. − AZO derivatives, which are the most popular groups, endow self-assemblies with the functionalities of a reversible and quick dynamic response to stimuli and effective structural modulation because of their phototriggered isomerization. Rod–coil molecules consisting of a rigid conjugate sequence with AZO and flexible chain fragments have been used to construct functional nanoaggregates that span multiple nanosciences. − For example, Liu et al synthesized an aromatic foldamer containing an AZO group, which self-assembles into a novel pulsating vesicle with swelling and shrinking movements under different pH conditions . Meanwhile, vesicle structure can be damaged or repaired by ultraviolet and visible light, and such systems can be employed for drug delivery.…”

Section: Introductionmentioning

confidence: 99%

Stimuli-Responsive Supramolecular Chirality Switching and Nanoassembly Constructed by n-Shaped Amphiphilic Molecules in Aqueous Solution

et al. 2021

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Self-assembled nanomaterials composed of amphiphilic oligomers with functional groups have been applied in the fields of biomimetic chemistry and on-demand delivery systems. Herein, we report the assembly behavior and unique properties of an emergent n-shaped rod–coil molecule containing an azobenzene (AZO) group upon application of an external stimulus (thermal, UV light). The n-shaped amphiphilic molecules comprising an aromatic segment based on anthracene, phenyl linked with azobenzene groups, and hydrophilic oligoether (chiral) segments self-assemble into large strip-like sheets and perforated-nanocage fragments in an aqueous environment, depending on the flexible oligoether chains. Interestingly, the nano-objects formed in aqueous solution undergo a morphological transition from sheets and nanocages to small one-dimensional nanofibers. These molecules exhibit reversible photo- and thermal-responsiveness, accompanied by a change in the supramolecular chirality caused by the conformational transitions of the rod backbone. The architecture of n-shaped amphiphilic molecules with a photosensitive group makes them ideal candidates for intelligent materials for applications in advanced materials science.

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Section: Introductionmentioning

confidence: 99%

Stimuli-Responsive Supramolecular Chirality Switching and Nanoassembly Constructed by n-Shaped Amphiphilic Molecules in Aqueous Solution

et al. 2021

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“…Rod–coil molecules further have strong self‐organizing capacities to produce well‐defined supramolecular nanostructures. This may be attributed to the microseparation of rigid and flexible domains combined with the intermolecular interactions related to hydrogen bonds, and electrostatic, hydrophobic/hydrophilic and π – π interactions 29–36 . In related work, the current authors have also reported the construction of n‐shaped 37, 38 and bent‐shaped 39 rod–coil molecular assemblies in aqueous solutions.…”

Section: Introductionmentioning

confidence: 71%

Construction of nanoaggregates from amphiphilic supramolecules containing barbiturate and Hamilton wedge units

Lü

Deng

Zhong

et al. 2021

Polymer International

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The study of supramolecular morphology is gaining significant attention. This may be attributed to the fact that nanostructures of aggregates have been found to significantly influence the photoelectronic properties of supramolecular materials. In this study, the self‐assembling behaviour of rod–coil molecules with barbiturate (Ba) or Hamilton wedge (Hw) units and the supramolecule Ba‐Hw was investigated. In chloroform solution, molecule Hw consisted of an oligo‐ethylene chain with degree of polymerization of 17 as well as biphenyl, phenyl and Hw units. Ba molecules incorporated octyloxy, biphenyl, phenyl and Ba groups that self‐organized into nanofibres with different diameters. Supramolecular amphiphile Hw‐Ba self‐aggregated into different sizes of nanosheet‐like aggregates. In a dimethylsulfoxide/H2O (1:19 v/v) mixed polar solvent, molecules Hw and Ba aggregated into twist‐shaped and nanosheet aggregates, while the supramolecular Hw‐Ba aggregated into larger‐size microtubes. Experimental results obtained for these molecular assemblies suggest that combining Ba and Hw units by employing hydrogen bonds is an effective strategy for forming amphiphilic supramolecules. Compared with the individual rod–coil molecules Ba and Hw, supramolecule Hw‐Ba has stronger π–π intermolecular forces due to the presence of more planar Hw‐Ba building blocks, which form various supramolecular assemblies with less curvature than the rigid and flexible surfaces of the original molecules. © 2021 Society of Industrial Chemistry.

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“…[39][40][41] Various assembly nanostructures have been constructed by adjusting the chain length, rod shape of the amphiphilic rodcoil molecules, or modifying their molecular structures with functional groups. [42][43][44] Lee et al, for example, constructed 2D porous nanosheets, toroids, and helical fibers from bent and disk-shaped molecules in water/methanol or water/tetrahydrofuran (THF) mixed solutions. 45,46 We recently reported that rodcoil molecules with pyrene and anthracene units assembled in an aqueous solution into fibers, nanoparticles, multilayer nanotubes, and nanosheets and used them as nanoreactors for the Suzuki cross-coupling reaction.…”

Section: Introductionmentioning

confidence: 99%

Photoresponsive reversible self-assembly of rod-coil amphiphiles containing spiropyran groups

Pei

Qin

et al. 2023

Soft Matter

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Supramolecular nanostructures constructed by rod–coil molecular isomers: effect of rod sequences on molecular assembly

Abstract: Ordered supramolecular nanstructures of rod–coil molecular isomers were created by tuning the sequence of rod segments and altering the type of coil chain in bulk and in aqueous solution.

Cited by 10 publications

References 53 publications

Stimuli-Responsive Supramolecular Chirality Switching and Nanoassembly Constructed by n-Shaped Amphiphilic Molecules in Aqueous Solution

Stimuli-Responsive Supramolecular Chirality Switching and Nanoassembly Constructed by n-Shaped Amphiphilic Molecules in Aqueous Solution

Construction of nanoaggregates from amphiphilic supramolecules containing barbiturate and Hamilton wedge units

Photoresponsive reversible self-assembly of rod-coil amphiphiles containing spiropyran groups

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