Advances in diversified application of pillar[n]arenes

Guo, Liying; Du, Jinghua; Wang, Yirong; Shi, Kaiyu; Ma, Enqing

doi:10.1007/s10847-020-00986-z

Cited by 17 publications

(6 citation statements)

References 63 publications

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“…For these systems, the macrocyclic component would be a pendant group in each repeat unit. Accordingly, the complexation could include other known host–guest pseudorotaxanes, for example, cyclodextrin-admantyl (and other hydrophobic guests), ,,,,, pillararene-aliphatic chains, aromatics, − and so on; note that these would produce systems without ionic charges. Finally, the brushes could be constructed using other approaches, for example, atom transfer radical polymerization, ,,,,,− reversible addition-fragmentation chain transfer polymerization (RAFT), ,,,− ring-opening polymerization (ROP), including ring-opening metathesis polymerization ,,,− and so on.…”

Section: Discussionmentioning

confidence: 99%

Synthesis of Bottlebrush Copolymers Using a Polypseudorotaxane Intermediate

2022

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A new paradigm for the synthesis of bottlebrush copolymers is introduced. A polyester containing a crown ether moiety in each repeat unit efficiently forms a pseudorotaxane in styrene solution with a viologen (N,N′-dialkyl-4,4′-bipyridinium salt) fitted at each end with initiators for nitroxide-mediated polymerization. Heating brings about polymerization of the styrene, producing a bottlebrush polymer in which narrow polydispersity polystyrene macromolecules are attached to the viologen threaded through the macrocyclic units of the polyester. This protocol allows control of the average spacing of the brushes (via stoichiometry) and their nature (by monomer selection) and length (by kinetic control), thus providing the ability to produce bottlebrush polymers of the same or similar architectures and brush lengths, but different arm compositions on the same backbone polymer. The concept can be broadened to other backbones, other host−guest systems, and other chain growth polymerization methodologies.

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Section: Discussionmentioning

confidence: 99%

Synthesis of Bottlebrush Copolymers Using a Polypseudorotaxane Intermediate

2022

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“…In addition, the unique molecular structure of pillar[n]arenes leads to various supramolecular assembly driving forces, including C-H-π, π-π, cation-π, hydrophobic/hydrophilic, etc., which provides a novel platform for the construction of various interesting supramolecular systems, as well as AIE-based chemosensors. [118][119][120][121] An AIE-based sensor 105 with LDL of 0.1 ppb towards FA in 7.5 s was developed by introducing the hydrazide groups into pillar [5]arene (DP5J) (Fig. 19a).…”

Section: Materials Advances Accepted Manuscriptmentioning

confidence: 99%

Optical chemosensors for the gas phase detection of aldehydes: mechanism, material design, and application

et al. 2021

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“…A large number of compounds have been reported to act as cavity guests inside pillar[5]arenes. [ 52,62–64 ] In addition, there are a few examples in the literature of host‐guest complexes in molecular electronics, using different macrocycles. In 2012, Kiguchi et al.…”

Section: Introductionmentioning

confidence: 99%

“…[34][35][36][37][38] Among host molecules, pillar[n]arenes [39,40] represent a widely explored material for a number of reasons: 1) Their potential use as chemical sensors based on host-guest mechanisms, with examples including the detection and separation of volatile organic solvents or air pollutants, [41,42] selective adsorption and sensitive detection of metal ions, [43,44] and supramolecular networks for light modulation, [45] thereby giving rise to an extensive range of applications. [46][47][48][49][50][51][52][53][54][55][56][57] 2) Pillar[n]arenes are synthetically easy to functionalize on their upper and lower rims; [58] last but not least 3) they spontaneously arrange themselves in layers, and are readily deposited on surfaces. [59][60][61] A large number of compounds have been reported to act as cavity guests inside pillar [5]arenes.…”

Section: Introductionmentioning

confidence: 99%

Sheathed Molecular Junctions for Unambiguous Determination of Charge‐Transport Properties

Herrer

Naghibi

Marín

et al. 2023

Adv Materials Inter

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The combination of the drastic reduction in size with the appearance of new properties at the nanoscale have opened new avenues in the use of supramolecular materials, [5][6][7][8] with a number of nanodevices being described and developed for technological [9][10][11] or biological applications. [1,12] In the field of molecular electronics single molecule devices represent the ultimate miniaturization concept. These have evolved from the seminal paper from Aviram and Ratner, [13] which is a foundational work in the field of molecular electronics, and which proposed that molecular devices can act as electrical molecular rectifiers. There has been a renaissance of this area in recent years, [14] which has been boosted by promising applications beyond the initially envisioned one (electrical circuitry at the nanoscale), including single molecular sensing, thermoelectrics, heat transfer, spintronics, switching devices, and biomolecular electronics. [15][16][17][18][19] Despite intense research in the areas of molecular electronics and single molecule devices some key challenges remain unsolved. Reproducibility in the conductance measurement is a recurrent problem in the single-molecule electronics field Future applications of single-molecular and large-surface area molecular devices require a thorough understanding and control of molecular junctions, interfacial phenomena, and intermolecular interactions. In this contribution the concept of single-molecule junction and host-guest complexation to sheath a benchmark molecular wire-namely 4,4′-(1,4-phenylenebis(ethyne-2,1diyl))dianiline -with an insulating cage, pillar[5]arene 1,4-diethoxy-2-ethyl-5-methylbenzene is presented. The insertion of one guest molecular wire into one host pillar[5]arene is probed by 1 H-NMR (nuclear magnetic resonance), whilst the self-assembly capabilities of the amine-terminated molecular wire remain intact after complexation as demonstrated by XPS (X-ray photoelectron spectroscopy) and AFM (atomic force microscopy). Encapsulation of the molecular wire prevents the formation of π-π stacked dimers and permits the determination of the true single molecule conductance with increased accuracy and confidence, as demonstrated here by using the STM-BJ technique (scanning tunneling microscopy-break junction). This strategy opens new avenues in the control of single-molecule properties and demonstrates the pillararenes capabilities for the future construction of arrays of encapsulated single-molecule functional units in large-surface area devices.

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Advances in diversified application of pillar[n]arenes

Cited by 17 publications

References 63 publications

Synthesis of Bottlebrush Copolymers Using a Polypseudorotaxane Intermediate

Synthesis of Bottlebrush Copolymers Using a Polypseudorotaxane Intermediate

Optical chemosensors for the gas phase detection of aldehydes: mechanism, material design, and application

Sheathed Molecular Junctions for Unambiguous Determination of Charge‐Transport Properties

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