Contribution of “click chemistry” to the synthesis of antimicrobial aliphatic copolyester

Riva, Raphaël; Lussis, Perrine; Lenoir, Sandrine; Jérôme, Christine; Jérôme, Robert; Lecomte, Philippe

doi:10.1016/j.polymer.2008.03.008

Cited by 57 publications

(45 citation statements)

References 36 publications

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“…Click chemistry corresponds to an efficient and selective Cu (I) catalyzed variant of the Huisgen 1,3-dipolar cycloaddition of azides and alkynes reaction to form 1,4-disubstituted 1,2,3-triazole under moderate reaction conditions [21–27]. The utility of the click reaction has been demonstrated well in living radical polymerization systems.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and morphological characterization of block copolymers for improved biomaterials

et al. 2010

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Biocompatible polymers are known to act as scaffolds for the regeneration and growth of bone. Block copolymers are of interest as scaffold materials because a number of the blocks are biocompatible, and their nanostructure is easily tunable with synthetic techniques. In this paper, we report the synthesis of a novel class of biomaterials from block copolymers containing a hydrophobic block of methyl methacrylate and a hydrophilic block of either acrylic acid, dimethyl acrylamide, or 2-hydroxyethyl methacrylate. The block copolymers were synthesized using a combination of reversible addition-fragmentation chain transfer (RAFT) polymerization and click chemistry. Since the surface morphology is critical for successful cell growth, atomic force microscopy (AFM) studies were conducted for selected block copolymers. The topography, phase angle and friction maps were obtained in dry and physiological buffer environments to study the morphology. Results of AFM imaging identified the presence of polymer domains corresponding to the copolymer components. The distribution of nanoscale features in these block copolymers are comparable to those found on other surfaces that exhibit favorable cell adhesion and growth. In physiological buffer medium, the hydrophilic component of the block copolymer (acrylic acid or hydroxyethyl methacrylate) appear to be present in greater amounts on the surface as a consequence of water absorption and swelling.

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Section: Introductionmentioning

confidence: 99%

Synthesis and morphological characterization of block copolymers for improved biomaterials

et al. 2010

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“…CuAAC was again the best way to solve this problem 46. Two routes were indeed possible as shown in Figure 8.…”

Section: Grafting Of Preformed (Co)polymersmentioning

confidence: 99%

Macromolecular Engineering of Biodegradable Polyesters by Ring‐Opening Polymerization and ‘Click’ Chemistry

Lecomte

Riva

Jérôme

et al. 2008

Macromol. Rapid Commun.

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Biodegradability makes aliphatic polyesters valuable candidates for biomaterials and environmentally friendly thermoplastics. Nevertheless, their chemical modification, which is mandatory for a series of potential applications, is usually a problem because it must be carried out under very mild conditions in order to prevent degradation by hydrolysis and/or transesterification from occurring. In this review, the copper(I)‐catalyzed azide–alkyne cycloaddition, which is a click reaction, is shown to be very efficient to bypass these problems and to tailor the macromolecular architecture and functionality of those polyesters without facing undesired degradation reactions.magnified image

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“…[39][40][41] We thus tested our method to prepare such materials.P MDO,P (MDO-co-BVE), and P(MDO-co-CEVE) films of 100 mmthickness were prepared by solvent casting (Supporting Information, Figure S13). [39][40][41] We thus tested our method to prepare such materials.P MDO,P (MDO-co-BVE), and P(MDO-co-CEVE) films of 100 mmthickness were prepared by solvent casting (Supporting Information, Figure S13).…”

Section: Angewandte Chemiementioning

confidence: 99%

Radical Copolymerization of Vinyl Ethers and Cyclic Ketene Acetals as a Versatile Platform to Design Functional Polyesters

et al. 2017

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Free-radical copolymerization of cyclic ketene acetals (CKAs) and vinyl ethers (VEs) was investigated as an efficient yet simple approach for the preparation of functional aliphatic polyesters. The copolymerization of CKA and VE was first predicted to be quasi-ideal by DFT calculations. The theoretical prediction was experimentally confirmed by the copolymerization of 2-methylene-1,3-dioxepane (MDO) and butyl vinyl ether (BVE), leading to r =0.73 and r =1.61. We then illustrated the versatility of this approach by preparing different functional polyesters: 1) copolymers functionalized by fluorescent probes; 2) amphiphilic copolymers grafted with poly(ethylene glycol) (PEG) side chains able to self-assemble into PEGylated nanoparticles; 3) antibacterial films active against Gram-positive and Gram-negative bacteria (including a multiresistant strain); and 4) cross-linked bioelastomers with suitable properties for tissue engineering applications.

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Contribution of “click chemistry” to the synthesis of antimicrobial aliphatic copolyester

Cited by 57 publications

References 36 publications

Synthesis and morphological characterization of block copolymers for improved biomaterials

Synthesis and morphological characterization of block copolymers for improved biomaterials

Macromolecular Engineering of Biodegradable Polyesters by Ring‐Opening Polymerization and ‘Click’ Chemistry

Radical Copolymerization of Vinyl Ethers and Cyclic Ketene Acetals as a Versatile Platform to Design Functional Polyesters

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