Biomimetic catechol-based adhesive polymers for dispersion of polytetrafluoroethylene (PTFE) nanoparticles in an aqueous medium

Grewal, Manjit Singh; Yabu, Hiroshi

doi:10.1039/c9ra10606e

Cited by 9 publications

(6 citation statements)

References 36 publications

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“…Previously, phenolic groups were embedded in polymeric backbones, including polyethyleneimine [ 25 , 26 ], polyethylene glycol [ 67 ], polyethylene [ 29 ], polyester [ 30 , 31 ], epoxy [ 32 , 33 ], polypropylene [ 34 , 35 ], polytetrafluoroethylene [ 36 , 37 ], and polystyrene [ 38 , 39 ]. As a result, the original mechanical performance of the polymers significantly improved.…”

Section: Strategies To Design and Synthesize Polyphenolic Materials F...mentioning

confidence: 99%

Systematic Approach to Mimic Phenolic Natural Polymers for Biofabrication

Han

Lee

2022

Polymers

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In nature, phenolic biopolymers are utilized as functional tools and molecular crosslinkers to control the mechanical properties of biomaterials. Of particular interest are phenolic proteins/polysaccharides from living organisms, which are rich in catechol and/or gallol groups. Their strong underwater adhesion is attributed to the representative phenolic molecule, catechol, which stimulates intermolecular and intramolecular crosslinking induced by oxidative polymerization. Significant efforts have been made to understand the underlying chemistries, and researchers have developed functional biomaterials by mimicking the systems. Owing to their unique biocompatibility and ability to transform their mechanical properties, phenolic polymers have revolutionized biotechnologies. In this review, we highlight the bottom-up approaches for mimicking polyphenolic materials in nature and recent advances in related biomedical applications. We expect that this review will contribute to the rational design and synthesis of polyphenolic functional biomaterials and facilitate the production of related applications.

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Section: Strategies To Design and Synthesize Polyphenolic Materials F...mentioning

confidence: 99%

Systematic Approach to Mimic Phenolic Natural Polymers for Biofabrication

Han

Lee

2022

Polymers

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“…The subsequently grafted constituent can be chosen flexibly to allow for attachment to a variety of objects. The flexible choice of the grafted component ensures that we have adhesives for low and high surface energy substrates or functional adhesive layers, such as anticorrosive, , antifogging, and antifouling − layers, or surfactants for particle dispersion . In addition to the surface anchoring and the reactive side chain-linking groups, we also copolymerize a third inactive spacer component (methyl methacrylate (MMA)) to the functional terpolymer that provides a possibility to tune bottlebrush flexibility and functional group density.…”

Section: Introductionmentioning

confidence: 99%

Dopamine-Based Copolymer Bottlebrushes for Functional Adhesives: Synthesis, Characterization, and Applications in Surface Engineering of Antifouling Polyethylene

Milatz,

Duvigneau,

Vancso

2023

ACS Appl. Mater. Interfaces

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Nonpolar materials like polyolefins are notoriously challenging substrates for surface modification. However, this challenge is not observed in nature. Barnacle shells and mussels, for example, utilize catechol-based chemistry to fasten themselves onto all kinds of materials, such as boat hulls or plastic waste. Here, a design is proposed, synthesized, and demonstrated for a class of catechol-containing copolymers (terpolymers) for surface functionalization of polyolefins. Dopamine methacrylamide (DOMA), a catechol-containing monomer, is incorporated into a polymer chain together with methyl methacrylate (MMA) and 2-(2-bromoisobutyryloxy)ethyl methacrylate (BIEM). DOMA serves as adhesion points, BIEM provides functional sites for subsequent “grafting from” reactions, and MMA provides the possibility for concentration and conformation adjustment. First, the adhesive capabilities of DOMA are demonstrated by varying its content in the copolymer. Then, terpolymers are spin-coated on model Si substrates. Subsequently, the atom transfer initiator (ATRP) initiating group is used to graft a poly(methyl methacrylate) (PMMA) layer from the copolymers, with 40% DOMA content providing a coherent PMMA film. To demonstrate functionalization on a polyolefin substrate, the copolymer is spin-coated on high-density polyethylene (HDPE) substrates. A POEGMA layer is grafted from the ATRP initiator sites on the terpolymer chain on the HDPE films to provide antifouling characteristics. Static contact angle values and Fourier transform infrared (FTIR) spectra confirm the presence of POEGMA on the HDPE substrate. Finally, the anticipated antifouling functionality of grafted POEGMA is demonstrated by observing the inhibition of nonspecific adsorption of the fluorescein-modified bovine serum albumin (BSA) protein. The poly(oligoethylene glycol methacrylate) POEGMA layers grafted on 30% DOMA-containing copolymers on HDPE show optimal antifouling performance exhibiting a 95% reduction of BSA fluorescence compared to nonfunctionalized and surface-fouled polyethylene. These results demonstrate the successful utilization of catechol-based materials for functionalizing polyolefin surfaces.

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“…In recent years, the mussel-inspired, biomimetic polydopamine (PDA) coating has received increasing attention as a universal bio-adhesive coating due to its unique adhesion ability ( Lee et al, 2007 ; Grewal and Yabu, 2020 ; Grewal et al, 2021 ). With material-independent surface chemistry and deposition strategy, the PDA coating layer can be quickly formed at different interfaces (e.g., oil-water and air-water interfaces) by oxidation and self-polymerization of dopamine (DA) ( Ryu et al, 2010 ) and thus can be expected promising applications in multidisciplinary fields such as energy, environmental, electrocatalysis, and biomedicine ( Liu et al, 2014 ; Abe et al, 2020 ; Abe and Yabu, 2021 ; Yabu et al, 2022 ).…”

Section: Introductionmentioning

confidence: 99%

Biomimetic, mussel-inspired surface modification of 3D-printed biodegradable polylactic acid scaffolds with nano-hydroxyapatite for bone tissue engineering

Chi

Cui

et al. 2022

Front. Bioeng. Biotechnol.

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Polylactic acid (PLA) has been widely used as filaments for material extrusion additive manufacturing (AM) to develop patient-specific scaffolds in bone tissue engineering. Hydroxyapatite (HA), a major component of natural bone, has been extensively recognized as an osteoconductive biomolecule. Here, inspired by the mussel-adhesive phenomenon, in this study, polydopamine (PDA) coating was applied to the surface of 3D printed PLA scaffolds (PLA@PDA), acting as a versatile adhesive platform for immobilizing HA nanoparticles (nHA). Comprehensive analyses were performed to understand the physicochemical properties of the 3D-printed PLA scaffold functionalized with nHA and PDA for their potent clinical application as a bone regenerative substitute. Scanning electron microscopy (SEM) and element dispersive X-ray (EDX) confirmed a successful loading of nHA particles on the surface of PLA@PDA after 3 and 7 days of coating (PLA@PDA-HA3 and PLA@PDA-HA7), while the surface micromorphology and porosity remain unchanged after surface modification. The thermogravimetric analysis (TGA) showed that 7.7 % and 12.3% mass ratio of nHA were loaded on the PLA scaffold surface, respectively. The wettability test indicated that the hydrophilicity of nHA-coated scaffolds was greatly enhanced, while the mechanical properties remained uncompromised. The 3D laser scanning confocal microscope (3DLS) images revealed that the surface roughness was significantly increased, reaching Sa (arithmetic mean height) of 0.402 μm in PLA@PDA-HA7. Twenty-eight days of in-vitro degradation results showed that the introduction of nHA to the PLA surface enhances its degradation properties, as evidenced by the SEM images and weight loss test. Furthermore, a sustainable release of Ca2+ from PLA@PDA-HA3 and PLA@PDA-HA7 was recorded, during the degradation process. In contrast, the released hydroxyl group of nHA tends to neutralize the local acidic environments, which was more conducive to osteoblastic differentiation and extracellular mineralization. Taken together, this facile surface modification provides 3D printed PLA scaffolds with effective bone regenerative properties by depositing Ca2+ contents, improving surface hydrophilicity, and enhancing the in-vitro degradation rate.

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Biomimetic catechol-based adhesive polymers for dispersion of polytetrafluoroethylene (PTFE) nanoparticles in an aqueous medium

Abstract: Biomimetic synthetic functional materials are valuable for a large number of practical applications with improved or tunable performance.

Cited by 9 publications

References 36 publications

Systematic Approach to Mimic Phenolic Natural Polymers for Biofabrication

Systematic Approach to Mimic Phenolic Natural Polymers for Biofabrication

Dopamine-Based Copolymer Bottlebrushes for Functional Adhesives: Synthesis, Characterization, and Applications in Surface Engineering of Antifouling Polyethylene

Biomimetic, mussel-inspired surface modification of 3D-printed biodegradable polylactic acid scaffolds with nano-hydroxyapatite for bone tissue engineering

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