Amino acid-derivatized slide-ring gels: Chemical crosslinking of polyrotaxane conjugates with different amino acid pendant groups

Araki, Jun; Sainou, Naoki

doi:10.1016/j.polymer.2015.07.060

Cited by 6 publications

(2 citation statements)

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“…They have been demonstrated as binding guests containing a variety of functional groups, including Azo, − polyethylene glycol (PEG), , polypropylene glycol (PPG), reduced methyl viologen (MV), adamantane (Ad), , ferrocene (Fc), , cholesterol, , cholic acid, dansyl, phenolphthalein, NIPAM, and tetraaniline functionalities (Figure ). The resulting host–guest systems provide excellent platforms for constructing a range of supramolecular polymeric materials in aqueous media. ,,,,,− Differences in the stimuli-responsive properties of the underlying host–guest recognition motifs endow the resulting supramolecular polymeric materials with versatility in terms of their external stimuli-responsiveness; this feature, in turn, has made these systems of interest across a number of fields. ,,,− Representative SPNs that contain covalent polymeric backbones and which exploit CD-based host–guest interactions are highlighted in this section. Some of the rationales underlying their preparation are also discussed.…”

Section: Supramolecular Polymeric Network Constructed Via the Combina...mentioning

confidence: 99%

Functional Supramolecular Polymeric Networks: The Marriage of Covalent Polymers and Macrocycle-Based Host–Guest Interactions

et al. 2020

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Covalent polymers connected by non-covalent interactions constitute a fascinating set of materials known as supramolecular polymer networks (SPNs). A key feature of SPNs is that the underlying covalent polymers endow the resulting self-assembled materials with features, such as structural and mechanical integrity, good processability, recyclability, stimuli-responsiveness, self-healing, and shape memory, that are not recapitulated in the case of classic covalent polymer systems. The unique nature of SPNs derives from the controlled marriage of traditional covalent polymers and macrocycle-based host−guest interactions. As a consequence, supramolecular polymeric networks have played important roles in a number of diverse fields, including polymer science, supramolecular chemistry, materials science, biomedical materials, and information storage technology. In this Review, we summarize advances made in the area of functional SPNs, with a focus on original literature reports appearing in the past five years. The treatment is organized according to the key macrocycle-based host−guest interactions used to produce various SPNs. The role of the underlying polymer backbones is also discussed.

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Section: Supramolecular Polymeric Network Constructed Via the Combina...mentioning

confidence: 99%

Functional Supramolecular Polymeric Networks: The Marriage of Covalent Polymers and Macrocycle-Based Host–Guest Interactions

et al. 2020

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“…Okumura and Ito [148] introduced this concept in 2001 by crosslinking the α-CD rings of a polyrotaxane with a polyethylene glycol (PEG, MW > 10,000) backbone. While slide-ring materials based on PEG/α-CD are most common [149][150][151][152][153][154][155][156], other systems based on polymers such as polyisoprene [157] and polydimethylsiloxane [158] have also been reported. Slide-ring gels exhibit [159][160][161][162][163][164][165][166] remarkable mechanical properties attributable to the so-called "pulley effect", [167][168][169] where the translational freedom afforded by the mechanically bonded crosslinks equalizes tension throughout the polymer network.…”

Section: Networked "Slide-ring" Materialsmentioning

confidence: 99%

Exploring and Exploiting the Symmetry-Breaking Effect of Cyclodextrins in Mechanomolecules

Bruns

2019

Symmetry

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Cyclodextrins (CDs) are cone-shaped molecular rings that have been widely employed in supramolecular/host–guest chemistry because of their low cost, high biocompatibility, stability, wide availability in multiple sizes, and their promiscuity for binding a range of molecular guests in water. Consequently, CD-based host–guest complexes are often employed as templates for the synthesis of mechanically bonded molecules (mechanomolecules) such as catenanes, rotaxanes, and polyrotaxanes in particular. The conical shape and cyclodirectionality of the CD “bead” gives rise to a symmetry-breaking effect when it is threaded onto a molecular “string”; even symmetrical guests are rendered asymmetric by the presence of an encircling CD host. This review focuses on the stereochemical implications of this symmetry-breaking effect in mechanomolecules, including orientational isomerism, mechanically planar chirality, and topological chirality, as well as how they support applications in regioselective and stereoselective chemical synthesis, the design of molecular machine prototypes, and the development of advanced materials.

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Molecular Topologies and Architectures with Mechanical Bonds

2016

The Nature of the Mechanical Bond

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Amino acid-derivatized slide-ring gels: Chemical crosslinking of polyrotaxane conjugates with different amino acid pendant groups

Cited by 6 publications

References 32 publications

Functional Supramolecular Polymeric Networks: The Marriage of Covalent Polymers and Macrocycle-Based Host–Guest Interactions

Functional Supramolecular Polymeric Networks: The Marriage of Covalent Polymers and Macrocycle-Based Host–Guest Interactions

Exploring and Exploiting the Symmetry-Breaking Effect of Cyclodextrins in Mechanomolecules

Molecular Topologies and Architectures with Mechanical Bonds

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