LCST: a powerful tool to control complexation between a dialkoxynaphthalene-functionalised poly(N-isopropylacrylamide) and CBPQT4+ in water

Bigot, J. A.; Bria, Marc; Caldwell, Stuart T.; Cazaux, Frédéric; Cooper, Alan; Charleux, Bernadette; Cooke, Graeme; Fitzpatrick, Brian; Fournier, David; Lyskawa, Joël; Nutley, Margaret; Stoffelbach, François; Woisel, Patrice

doi:10.1039/b910856d

Cited by 36 publications

(38 citation statements)

References 45 publications

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“…This was demonstrated by the disappearance of the purple color characteristic of the dialkoxynaphtalene-CBPQT 4+ donor-acceptor complex, and despite the large association constant of the host-guest couple (K a > 10 5 M À1 , as determined by ITC). The breakage of the hostguest complex was further confirmed by UV-Vis and 1 H NMR spectroscopy [87].…”

Section: Modulating Polymeric Architectures By Supramolecular Interacmentioning

confidence: 89%

Supramolecular control over thermoresponsive polymers

2016

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Thermoresponsive polymers facilitate the development of a wide range of applications in multiple areas spanning from construction or water management to lab-on-a-chip technologies and biomedical sciences. The combination of thermoresponsive polymers with supramolecular chemistry, inspired by the molecular mechanisms behind natural systems, is resulting in adaptive and smart materials with unprecedented properties. This work reviews the past advances on the combination of this young field of research with polymer chemistry that is enabling a high level of control on polymer architecture and stimuli-responsiveness in solution. We will discuss how such polymer systems are able to store thermal information, respond to multiple stimuli in a reversible manner, or adapt their morphology on demand, all powered by the synergy between polymer chemistry and supramolecular chemistry

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Section: Modulating Polymeric Architectures By Supramolecular Interacmentioning

confidence: 89%

Supramolecular control over thermoresponsive polymers

2016

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“…The electron-deficient cyclophane cyclobis( paraquat-p-phenylene) (CBPQT 4+ ) has emerged as an attractive host unit as well since it can readily form hostguest-specific colored complexes, with electron-rich guests such as 1,5-dialkoxy naphthalene and tetrathiafulvalene 8 derivatives both in organic 9 and aqueous 10 solutions. CBPQT 4+ -based pseudorotaxanes can be reversibly disassembled using a variety of stimuli such as heat, [11][12][13] pH, 14 oxidation of guest molecules, 15,16 reduction of cyclophane 17 or competitive guest molecules. 18 More recently, cucurbituryl and pillararene based pseudorotoxanes have also become important building blocks for the creation of functional nano-and macro-molecular systems.…”

Section: Introductionmentioning

confidence: 99%

“…6 °C upon addition of CBPQT 4+ due to the host-guest interaction of the dialkoxynaphthalene moiety and CBPQT 4+ in water. 13 Moreover the LCST phase transition of PNIPAM was used as a tool to reversibly control this host-guest interaction. The obtained pseudorotaxane-like PNIPAM-CBPQT 4+ complex could be easily disassembled above the T CP of PNIPAM and subsequently reassembled by lowering the temperature below its T CP which was accompanied by a clear color change.…”

Section: Introductionmentioning

confidence: 99%

Complexation of thermoresponsive dialkoxynaphthalene end-functionalized poly(oligoethylene glycol acrylate)s with CBPQT⁴⁺in water

et al. 2016

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a Four different oligoethylene glycol acrylates (OEGA), namely hydroxypropylacrylate (HPA), methoxy diethylene glycol acrylate (mDEGA), methoxy triethylene glycol acrylate (mTEGA) and 2-hydroxyethylacrylate (HEA) were homopolymerized via RAFT polymerization employing a naphthalene functionalized chain transfer agent resulting in thermoresponsive naphthalene-functionalized POEGAs with different hydrophilicities. Supramolecular inclusion complexes of these POEGAs with electron-deficient cyclophane cyclobis( paraquat-p-phenylene) tetrachloride (CBPQT 4+ ) in water were studied. The association constants (K a ) were determined to study the effect that polymer hydrophilicity has on the K a and results indicated that the nature of the polymer did not significantly influence the complexation strength and the association is mostly enthalpy driven. The impact of temperature on the host-guest complexes was also investigated. A continuous partial thermally induced dissociation of complexes was observed upon raising the temperature with a more distinct decrease in complexation around the cloud point temperature (T CP ) of the POEGA employed, indicating the importance of the polymer phase transition for tuning the recognition properties of dialkoxynaphthalene end-decorated poly(oligoethylene glycol acrylate)s in water.

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“…1 H NMR spectra of SPG2, formed from equal equivalents of G2-Ada and poly (5), were recorded at 21 8C, 36 8C, and 45 8C ( Figure 6). [45] Decomplexation Related to Thermally Induced Chain Collapse With a further increase of temperature (such as for 45 8C), these signal intensities decreased even more.…”

Section: Thermoresponsive Behavior Of Supramolecular Dendronized Polymentioning

confidence: 99%

Thermoresponsive Supramolecular Dendronized Polymers

Yan¹,

Li²,

Liu³

et al. 2011

Chemistry An Asian Journal

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Combining the concepts of supramolecular polymers and dendronized polymers provides the opportunity to create bulky polymers with easy structural modification and tunable properties. In the present work, a novel class of side-chain supramolecular dendronized polymethacrylates is prepared through the host-guest interaction. The host is a linear polymethacrylate (as the backbone) attached in each repeat unit with a β-cyclodextrin (β-CD) moiety, and the guest is constituted with three-fold branched oligoethylene glycol (OEG)-based first-(G1) and second-generation (G2) dendrons with an adamantyl group core. The host and guest interaction in aqueous solution leads to the formation of the supramolecular polymers, which is supported with (1)H NMR spectroscopy and dynamic light scattering measurements. The supramolecular formation was also examined at different host/guest ratios. The water solubility of hosts and guests increases upon supramolecular formation. The supramolecular polymers show good solubility in water at room temperature, but exhibit thermoresponsive behavior at elevated temperatures. Their thermoresponsiveness is thus investigated with UV/Vis and (1)H NMR spectroscopy, and compared with their counterparts formed from individual β-CD and the OEG dendritic guest. The effect of polymer concentration and molar ratio of host/guest was examined. It is found that the polar interior of the supramolecules contribute significantly to the thermally-induced phase transitions for the G1 polymer, but this effect is negligible for the G2 polymer. Based on the temperature-varied proton NMR spectra, it is found that the host-guest complex starts to decompose during the aggregation process upon heating to its dehydration temperature, and this decomposition is enhanced with an increase of solution temperature.

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LCST: a powerful tool to control complexation between a dialkoxynaphthalene-functionalised poly(N-isopropylacrylamide) and CBPQT4+ in water

Abstract: We describe the application of the LCST of a naphthalene-functionalised polyNIPAM derivative as a convenient, tuneable and reversible method to disrupt complex formation with CBPQT(4+) in water.

Cited by 36 publications

References 45 publications

Supramolecular control over thermoresponsive polymers

Supramolecular control over thermoresponsive polymers

Complexation of thermoresponsive dialkoxynaphthalene end-functionalized poly(oligoethylene glycol acrylate)s with CBPQT⁴⁺in water

Thermoresponsive Supramolecular Dendronized Polymers

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LCST: a powerful tool to control complexation between a dialkoxynaphthalene-functionalised poly(N-isopropylacrylamide) and CBPQT4+ in water

Abstract: We describe the application of the LCST of a naphthalene-functionalised polyNIPAM derivative as a convenient, tuneable and reversible method to disrupt complex formation with CBPQT(4+) in water.

Cited by 36 publications

References 45 publications

Supramolecular control over thermoresponsive polymers

Supramolecular control over thermoresponsive polymers

Complexation of thermoresponsive dialkoxynaphthalene end-functionalized poly(oligoethylene glycol acrylate)s with CBPQT4+in water

Thermoresponsive Supramolecular Dendronized Polymers

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Product

Resources

About

Complexation of thermoresponsive dialkoxynaphthalene end-functionalized poly(oligoethylene glycol acrylate)s with CBPQT⁴⁺in water