Hemiaminal ether linkages provide a selective release of payloads from polymer conjugates

Seidi, Farzad; Druet, Victor; Huynh, Nguyễn Văn; Phakkeeree, Treethip; Crespy, Daniel

doi:10.1039/c8cc05386c

Cited by 24 publications

(23 citation statements)

References 63 publications

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“…[6] To overcome this problem, corrosion inhibitors were conjugated to polymers with linkages that can be cleaved by stimuli, which are consequences of the corrosion process. [65] These stimuli include a local change of pH value [66][67][68][69][70] or a variation of the electrochemical potential near the metal, [71][72][73] and induced the release of corrosion inhibitors. The latter stimulus relies on the fact that the corrosion process involves redox reactions than can be used to trigger reduction of disulfide linkages, and hence the release of inhibitors.…”

Section: Introductionmentioning

confidence: 99%

Adaptive Coatings with Anticorrosion and Antibiofouling Properties

Yimyai

Thiramanas

Phakkeeree

et al. 2021

Adv Funct Materials

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Biofouling on surfaces immersed in aquatic environment induces catastrophic corrosion of metallic materials in petrochemical infrastructures, maritime facilities, and power plants. To combat the synergistic effect of biofouling and corrosion on the deterioration of metallic materials, smart coatings possessing a dual function of antibiofouling and anticorrosion properties are needed. Herein, redox‐responsive copolymer conjugates are synthesized and employed as coatings with the dual function of biofouling and corrosion mitigation. The dual function of copolymers is attributed to fluorinated units and the corrosion inhibitor 2‐mercaptobenzothiazole (MBT) conjugated via disulfide linkages. Indeed, the disulfide linkages can be cleaved in a reducing environment, yielding controlled release of the corrosion inhibitor MBT during corrosion process. The antibiofouling action against protein adsorption and algal attachment is enabled by cooperation of the repellent characteristic of fluorinated moieties and the biocidal effect of conjugated MBT.

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Section: Introductionmentioning

confidence: 99%

Adaptive Coatings with Anticorrosion and Antibiofouling Properties

Yimyai

Thiramanas

Phakkeeree

et al. 2021

Adv Funct Materials

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“…Polyelectrolytes have been especially used for the design of stimuli-responsive materials, such as nanoparticles or hydrogels. [12][13][14][15][16] While nanoparticles have remained the target of choice due to their inherent high surface area, planar substrates were also considered for the design of pH-responsive systems.…”

Section: Introductionmentioning

confidence: 99%

pH-Responsive Electrospun Nanofibers and Their Applications

et al. 2021

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Electrospun nanofibrous membranes offer superior properties over other polymeric membranes not only due to their high membrane porosity but also due to their high surface-to-volume ratio. A plethora of available polymers and post-modification methods allow the incorporation of "smart" responsiveness in fiber membranes. The pHresponsive property is achieved using polymers from the class of polyelectrolytes, which contain pH-dependent functional groups on their polymeric backbone. Electrospinning macroscopic membranes using polyelectrolytes earned considerable interest for biomedical and environmental applications due to the possibility to trigger chemical and physical changes of the membrane (swelling, wettability, degradation) in response to environmental pH-changes. Here, we review recent advancements in the field of electrospinning of pHresponsive nanofiber materials. Starting with the chemical background of pH-responsive polymers at the molecular level, we highlight the material-property transformation upon pH-change at the macroscopic membrane level and, finally, we provide an overview of recent applications of pH-responsive fiber membranes.

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“…A second category of smart coatings is prepared from polymers containing inhibitors or healing agents linked to the polymer main chain by labile bonds. 10 , 11 Both categories of materials are responsive to changes of pH value or redox conditions originating from the corrosion of the metal or from mechanical damage such as cracks. 12 …”

Section: Introductionmentioning

confidence: 99%

Responsive Colloidosomes with Triple Function for Anticorrosion

Thongchaivetcharat

Salaluk

Crespy

et al. 2020

ACS Appl. Mater. Interfaces

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Strategies for corrosion protection are required to prolong the life span of metallic structures used by the construction, aerospace, and transport industries. Currently, there are no coatings that can provide at the same time information about the corrosion status of the coated metal and protect the metal against corrosive species and mechanical damage. Herein, triple-functional microcarriers with functions of corrosion sensing, self-healing, and corrosion inhibition are produced and embedded in coatings to prolong the lifetime of metals and enhance the anticorrosion performance of coatings. The microcarriers are prepared by creating Pickering droplets loaded with a corrosion inhibitor and a healing agent and stabilized by silica nanocapsules containing thymol blue as corrosion sensor. The microcarriers are then embedded in a water-based polymer matrix coated on metal substrates. When the coating or metal is mechanically damaged, the healing agent is released from the droplets to hinder further corrosion of the metal. When the local pH value near the metal surface is changing by the generation of hydroxide ion due to the corrosion process, a change of color is detected as well as a release of corrosion inhibitor, leading to a significant decrease of corrosion rate of the coated metal.

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Hemiaminal ether linkages provide a selective release of payloads from polymer conjugates

Abstract: Hemiaminal linkages allow for a selective and pH-responsive release of triazoles from polymer conjugates.

Cited by 24 publications

References 63 publications

Adaptive Coatings with Anticorrosion and Antibiofouling Properties

Adaptive Coatings with Anticorrosion and Antibiofouling Properties

pH-Responsive Electrospun Nanofibers and Their Applications

Responsive Colloidosomes with Triple Function for Anticorrosion

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