Visual recognition of supramolecular graft polymer formation via phenolphthalein–cyclodextrin association

Hetzer, Martin; Fleischmann, Carolin; Schmidt, Bernhard V. K. J.; Barner‐Kowollik, Christopher; Ritter, Helmut

doi:10.1016/j.polymer.2013.07.031

Cited by 33 publications

(23 citation statements)

References 62 publications

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“…[46] As elf-reporting complexation is based on phenolphthalein derivatives,which undergo acolor change from pink to colorless at basic pH values upon complexation with b-CD (Figure 2d). [47] Ametal-ion-responsive complexation based on bipyridine ligands and iron(II) or copper(II) ions (Figure 2e)was demonstrated by Harada and co-workers.B ipyridines complex with b-CD in solutions without metal ions,y et decomplexation occurs when bipyridine/metal-ion complexes are formed. [48] Recently,p Hresponsive complexes were introduced, for example,t he benzimidazole/b-CD pair (Figure 2f) [49] and the dansyl/b-CD pair.…”

Section: Suitable Guest Groupsmentioning

confidence: 84%

Dynamic Macromolecular Material Design—The Versatility of Cyclodextrin‐Based Host–Guest Chemistry

2017

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Dynamic and adaptive materials are powerful constructs in macromolecular and polymer chemistry with a wide array of applications in drug delivery, bioactive systems, and self‐healing materials. Very often, dynamic materials are based on carefully tailored cyclodextrin host–guest interactions. The precise incorporation of these host and guest moieties into macromolecular building blocks allows the formation of complex macromolecular structures with predefined functions. Thus, dynamic materials with extraordinary adaptive property profiles—responsive to thermal, chemical, and photonic fields—become accessible. This Review explores the hierarchical formation of dynamic materials and complex macromolecular structures from the molecular via the macromolecular to the colloidal and macroscopic level, with a specific emphasis on the functionality and responsiveness of the assemblies, specifically in biological contexts.

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Section: Suitable Guest Groupsmentioning

confidence: 84%

Dynamic Macromolecular Material Design—The Versatility of Cyclodextrin‐Based Host–Guest Chemistry

2017

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“…[1][2][3][4][5] The introduction of non-covalent bonding interactions into polymer blend systems would effectively suppress the macrophase separation. In the supramolecular polymers, the mixing blocks with varying ratios offer a straightforward and efficient way to generate a series of microstructures, without having to synthesize complicated copolymers.…”

Section: Introductionmentioning

confidence: 99%

Supramolecular assembly of diblock copolymer blends with hydrogen-bonding interactions modeled by Yukawa potentials

Zhang

Lin

Wang

et al. 2015

Polymer

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“…Since the introduction of the reversible addition–fragmentation chain transfer (RAFT) process as a very efficient tool for the synthesis of polymers offering low dispersities and predetermined molecular masses, the utilization of the technique has increased significantly . Alternative methods include nitroxide‐mediated radical polymerization (NMP) or atom transfer radical polymerization (ATRP) …”

Section: Introductionmentioning

confidence: 99%

Redox‐Switchable Supramolecular Graft Polymer Formation via Ferrocene–Cyclodextrin Assembly

Szillat

Schmidt

Hubert

et al. 2014

Macromol. Rapid Commun.

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The redox switchable formation of very well-defined supramolecular graft polymers in aqueous solution driven by host-guest interactions between ferrocene (Fc) and cyclodextrin (CD) is presented. The Fc-containing acrylic backbone copolymer (PDMA-stat-Fc) is prepared via reversible addition-fragmentation chain transfer (RAFT) copolymerization of N,N-dimethyl-acrylamide (DMA) and the novel monomer N-(ferrocenoylmethyl)acrylamide (NFMA). Via the RAFT process, copolymers containing variable Fc ratios (5-10 mol%) are prepared, affording polymers of molecular masses of close to 11,000 g mol(-1) and molar mass dispersities (Đ) of 1.2. The β-cyclodextrin (β-CD) containing building block is synthesized via RAFT-polymerization, too, in order to afford a polymer with well-defined molecular mass and low dispersity (Mn = 10 300 g mol(-1) , Đ = 1.1), employing a propargyl-functionalized chain transfer agent for the polymerization of N,N-diethylacrylamide (DEA). The polymerization product is subsequently terminated with β-CD via the regiospecific copper (I)-catalyzed 1,3-cycloaddition (PDEA-βCD). Host-guest interactions between Fc and CD lead to the formation of supramolecular graft-polymers, verified via nuclear Overhauser enhancement spectroscopy (NOESY). Importantly, their redox-responsive character is clearly confirmed via cyclic voltammetry (CV). The self-assembly of the statistical Fc-containing lateral polymer chain in aqueous solution leads to mono- and multi-core micelle-aggregates evidenced via TEM. Only diffused cloud-like, non-spherical nanostructures are observed after addition of PDEA-βCD (TEM).

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Visual recognition of supramolecular graft polymer formation via phenolphthalein–cyclodextrin association

Cited by 33 publications

References 62 publications

Dynamic Macromolecular Material Design—The Versatility of Cyclodextrin‐Based Host–Guest Chemistry

Dynamic Macromolecular Material Design—The Versatility of Cyclodextrin‐Based Host–Guest Chemistry

Supramolecular assembly of diblock copolymer blends with hydrogen-bonding interactions modeled by Yukawa potentials

Redox‐Switchable Supramolecular Graft Polymer Formation via Ferrocene–Cyclodextrin Assembly

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