Polyisobutylene-Based pH-Responsive Self-Healing Polymeric Gels

Haldar, Ujjal; Bauri, Kamal; Li, Ren; Faust, Rudolf; De, Priyadarsi

doi:10.1021/acsami.5b01272

Cited by 71 publications

(45 citation statements)

References 53 publications

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“…Such chemically responsive gels and hydrogels were shown to exhibit good self‐healing abilities24b,74 and controlled drug delivery among others. For example, acylhydrazone and imine crosslinks both meet the criteria for pH‐responsiveness, and demonstrate reversible gel–sol phase transitions in acidic solution (pH ≈ 4) 37b,38a. Other condensation reactions, especially those used as dynamic network forming reactions with concomitant dehydration (esterification, amidation, boronic ester formation, etc.)…”

Section: Stimuli Responsiveness Of Cansmentioning

confidence: 99%

Toward Stimuli‐Responsive Dynamic Thermosets through Continuous Development and Improvements in Covalent Adaptable Networks (CANs)

et al. 2020

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Covalent adaptable networks (CANs), unlike typical thermosets or other covalently crosslinked networks, possess a unique, often dormant ability to activate one or more forms of stimuli‐responsive, dynamic covalent chemistries as a means to transition their behavior from that of a viscoelastic solid to a material with fluid‐like plastic flow. Upon application of a stimulus, such as light or other irradiation, temperature, or even a distinct chemical signal, the CAN responds by transforming to a state of temporal plasticity through activation of either reversible addition or reversible bond exchange, either of which allows the material to essentially re‐equilibrate to an altered set of conditions that are distinct from those in which the original covalently crosslinked network is formed, often simultaneously enabling a new and distinct shape, function, and characteristics. As such, CANs span the divide between thermosets and thermoplastics, thus offering unprecedented possibilities for innovation in polymer and materials science. Without attempting to comprehensively review the literature, recent developments in CANs are discussed here with an emphasis on the most effective dynamic chemistries that render these materials to be stimuli responsive, enabling features that make CANs more broadly applicable.

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Section: Stimuli Responsiveness Of Cansmentioning

confidence: 99%

Toward Stimuli‐Responsive Dynamic Thermosets through Continuous Development and Improvements in Covalent Adaptable Networks (CANs)

et al. 2020

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“…Dynamic covalent chemistry has enabled formation of tryptophan/leucine containing polymeric gel with pH‐reversible sol–gel transition properties . The same strategy has been used to prepare polyisobutylene (PIB)‐based self‐healing gels using a block copolymer composed of side‐chain leucine and PIB segments, with the help of a dialdehyde terminated telechelic PIB (Figure ) . A four‐armed cross‐linker, tetrakis(hydroxymethyl) phosphonium chloride, was employed to make cross‐linked polymeric gel from leucine‐based monomer possessing high mechanical strength …”

Section: Gelation From Side‐chain Amino Acid Polymersmentioning

confidence: 99%

“…Sugiyama prepared thermoresponsive chiral hydrogels consisting of N -methacryloyl-S -phenylalanine methyl ester and N -[(R)- prepare polyisobutylene (PIB)-based self-healing gels using a block copolymer composed of side-chain leucine and PIB segments, with the help of a dialdehyde terminated telechelic PIB (Figure 9 ). [ 138 ] A four-armed cross-linker, tetrakis(hydroxymethyl) phosphonium chloride, was employed to make cross-linked polymeric gel from leucine-based monomer possessing high mechanical strength. [ 139 ]…”

Section: Gelation From Side-chain Amino Acid Polymersmentioning

confidence: 99%

Side‐Chain Amino‐Acid‐Derived Cationic Chiral Polymers by Controlled Radical Polymerization

Bauri

Roy

2015

Macro Chemistry & Physics

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There is an increased interest in incorporation of naturally occurring amino acid/peptide moieties into the synthetic polymeric chain. Because of functional group diversity in amino acids, it is possible to synthesize a large variety of well-defi ned functional amino-acid/peptide-based optically active polymers with varied polymer length, composition, and architectures using available controlled/living polymerization techniques. The amino acid inclusion into the synthetic polymer chains may offer several advantages such as (a) functional group availability which not only results in improved hydrophilicity and possible interactions with proteins and genes but also facilitates further modifi cation with bioactive molecules, (b) introduces chirality, and (c) makes room for noncovalent interactions to form hierarchical superstructures. From the long past, amino acids have been extensively incorporated in the main chain of biodegradable polymers, and their biological importance have been evaluated. Besides, various sidechain amino-acid/peptide-bearing polymers have been synthesized and used for different purposes. In this article, utilization of different controlled/living polymerization methods to prepare various side-chain amino acid/peptide pendant polymers will be discussed, mainly focusing on cationic chiral polymeric architectures and 3D gel networks by reversible addition-fragmentation chain transfer polymerization.

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“…The reversible and responsible nature of dynamic covalent bonds endows the supramolecular materials with tunable features and functions. For instance, Haldar, Bauri, Li, Faust, and De (2015) fabricated the pH-responsive self-healing polymer gels through imine ( HC N ) bonds. Guo et al (2017) obtained a multisensitive and self-healing hydrogel based on boronic ester and disulfide linkages.…”

Section: Introductionmentioning

confidence: 99%

Construction of pH‐Responsive Supramolecular Assemblies Based on Dynamic Covalent Bonds for Tunable Drug Release

Sun

Lü

et al. 2018

J Surfact & Detergents

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In the present work, we propose a novel strategy for preparing supramolecular self‐assemblies for pH‐responsive drug delivery. In alkaline solutions, a novel supra‐amphiphile can be fabricated by a cationic surfactant dodecyl[2‐(4‐formylphenoxy)ethyl] dimethylammonium bromide (C12‐CHO) and a drug molecule (isonicotinic acid hydrazide) via a dynamic covalent bond. The constructed supra‐amphiphile can hierarchically self‐assemble into ordered micelles, which facilitates its use for drug delivery. Interestingly, the supra‐amphiphile can facilely disassemble under specific acidic conditions, which is convenient for controlled release of drugs. Thus, this ionic amphiphile‐drug system paves a way for realizing pH‐driven targeted drug release.

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Polyisobutylene-Based pH-Responsive Self-Healing Polymeric Gels

Cited by 71 publications

References 53 publications

Toward Stimuli‐Responsive Dynamic Thermosets through Continuous Development and Improvements in Covalent Adaptable Networks (CANs)

Toward Stimuli‐Responsive Dynamic Thermosets through Continuous Development and Improvements in Covalent Adaptable Networks (CANs)

Side‐Chain Amino‐Acid‐Derived Cationic Chiral Polymers by Controlled Radical Polymerization

Construction of pH‐Responsive Supramolecular Assemblies Based on Dynamic Covalent Bonds for Tunable Drug Release

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