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Catechols as versatile platforms in polymer chemistry
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“Using these classic organic reactions, the catechol group has been successfully incorporated into a series of natural polymers, such as PL, HA, chitosan, SA, and gelatin (GT), and synthetic polymers, such as polyethylene glycol (PEG)-based polymers [45,47,51,52,53,54,55].”
From Mussel-Inspired Injectable Adhesive Hydrogels for Biomedical Applications (2024) · cites this paper as [47]
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“During recent decades, many methods have been developed to incorporate the catechol group into polymers [4,47], including the incorporation of the catechol group by classic organic reactions, polymerization of catechol-based monomers, and biosynthesis of catechol-containing proteins (Figure 3).”
From Mussel-Inspired Injectable Adhesive Hydrogels for Biomedical Applications (2024) · cites this paper as [47]
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“On the one hand, this makes the mussel-inspired hydrogel suitable for eliminating ROS in the wound healing process.”
From Mussel-Inspired Injectable Adhesive Hydrogels for Biomedical Applications (2024) · cites this paper as [47]
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“Therefore, commonly, catechol is protected before polymerization [47].”
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“Second, the catechol group is a polymerization inhibitor with the capacity to react with free radicals [47].”
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Mussel-inspired surface chemistry for multifunctional coatings
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Dechy-Cabaret, O., Martin-Vaca, B., & Bourissou, D. (2004) · Chemical Reviews · doi:10.1021/cr040002s · Cited by 2,257
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Radical addition–fragmentation chemistry in polymer synthesis
Moad, G., Rizzardo, E., & Thang, S. H. (2008) · Polymer · doi:10.1016/j.polymer.2007.11.020 · Cited by 1,397
Polydopamine—a nature-inspired polymer coating for biomedical science
Lynge, M. E., van der Westen, R., Postma, A., & Städler, B. (2011) · Nanoscale · doi:10.1039/c1nr10969c · Cited by 907
Marrying click chemistry with polymerization: expanding the scope of polymeric materials
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Mussel‐Inspired Polydopamine Coating as a Universal Route to Hydroxyapatite Crystallization
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Characterization of Dopamine−Melanin Growth on Silicon Oxide
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“These interesting molecules occur in different systems such as fruits, tea, and insects, but it is on marine mussels that catechols were identified as being responsible for their extremely adhesive properties under wet conditions [4,6].”
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“…has strong adhesion properties, and the presence of catechol and amine groups that can be used for both covalent modification and metallic ions loading improving the immobilization (Lee et al. 2007; Faure et al. 2013; Pardieu et al. 2016; Wang et al. 2015; Zhuang et al. 2016; Lefebvre et al. 2017).”
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“Likewise, naturally based catechols are inexpensive precursors, requiring a two-step conversion to MODA (Scheme 16a) [89].”
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“All these facts, confirm the functionalization of GO and GR with the cationic polymer probably through both, electrostatic interactions and by π-stacking between the hexagonal cells of graphene and graphene oxide and the aromatic ring structure of dopamine [45,46].”
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Joining Two Natural Motifs: Catechol-Containing Poly(phosphoester)s.
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Effect of polydopamine coating on improving photostability of poly(1,3,4-oxadiazole)s fiber
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“been proved that the 3,4-dihydroxyphenylalanine (DOPA) plays a key role in mussel adhesion due to its mediation of various interactions such as hydrogen bonding, complexes with metals or metal oxides, π-π interaction and oxidative cross-linking as it is oxidized to quinone [14].”
BackgroundSynthesis and fabrication of CNTs/Fe3O4@Pdop@Au nanocables by a facile approach
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“In organic chemistry, catechol (1,2-dihydroxybenzene) and its derivatives have widely attracted scientists since decades principally for the design of mussel-inspired synthetic adhesives and coatings [4].”
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“Nowadays, catechol and propylene are two essential and basic components in the modern chemical industry and organic synthesis for producing a wide range of chemicals and materials 64,65 , which have an ever-growing global demand.”
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“To obtain the PDA-modified layer, we modified the surface of GMSs by the auto-polymerization of dopamine [26].”
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“In accordance with prior research, oxidation of the catechol results in a quinone, which is structurally useful for polymerization by Schiff base or Michael additions [35].”
BackgroundMethodRetracted
Metadata
- Authors
- Faure, E., Falentin-Daudré, C., Jérôme, C., Lyskawa, J., Fournier, D., Woisel, P., & Detrembleur, C.
- Affiliations
- University of Liège (BE)
- Unité Matériaux et Transformations (FR)
- École Nationale Supérieure de Chimie de Lille (FR)
- Corresponding author
- Woisel, Patrice
- Detrembleur, Christophe
- ORCID
- Venue
- Progress in Polymer Science
- Publisher
- Elsevier BV
- Published
- 2013-01
- Volume
- 38
- Issue
- 1
- Pages
- 236-270
- ISSN
- 0079-6700 (ISSN-L)
- OpenAlex
- W2134995275
- Cited by
- 616
- References
- 0
- Citations by year
- 2026: 21 · 2025: 45 · 2024: 42 · 2023: 45 · 2022: 36 · 2021: 48 · 2020: 54 · 2019: 57 · 2018: 64 · 2017: 56 · 2016: 40 · 2015: 49 · 2014: 42 · 2013: 14
- FWCI
- 14.98
- Type
- journal article
- Language
- en
- Open access
- bronze
- doi.org
- Locations
- Progress in Polymer Science (publishedVersion)
- ORBi (University of Liège) (submittedVersion, other-oa)
- Funders
- Waalse Gewest
- Fonds De La Recherche Scientifique - FNRS
- Belgian Federal Science Policy Office
- Topics
- Physical Sciences › Materials Science › Surfaces, Coatings and Films › Polymer Surface Interaction Studies
- Physical Sciences › Chemistry › Organic Chemistry › Advanced Polymer Synthesis and Characterization
- Physical Sciences › Materials Science › Polymers and Plastics › Epoxy Resin Curing Processes
- Keywords
- catechol, mussel-inspired adhesives, synthetic adhesives, surface coating, surface modification, anchoring groups, pendant groups, end-functionalized polymers, polymer synthesis
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