Journal ArticleDOI
``Click'' Reactions: Novel Chemistries for Forming Well-defined Polyester Nanoparticles
Alice E. van der Ende,Jameson Harrell,Vasanth Sathiyakumar,Mika E. Meschievitz,Jared Katz,Karen Adcock,Eva Harth +6 more
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TLDR
In this article, the synthesis of discrete functionalized polyester nanoparticles in selected nanoscale size dimensions via a controlled intermolecular chain cross-linking process facilitated via "click"-chemistry approaches such as the Cu(I)-catalyzed 1,3-dipolar cycloaddition of azides and thiol−ene reactions is presented.Abstract:
We present the synthesis of discrete functionalized polyester nanoparticles in selected nanoscale size dimensions via a controlled intermolecular chain cross-linking process facilitated via “click”-chemistry approaches such as the Cu(I)-catalyzed 1,3-dipolar cycloaddition of azides and thiol−ene reactions. Both “click” reactions led to the formation of well-defined nanoparticles with narrow size distribution and selected nanoscopic size dimensions. The controlled coupling involves the cross-linking of an alkyne functionalized polyester with a bisazide, 1,8-diazide-3,6-dioxaoctane, and an allyl functionalized polyester with 3,6-dioxa-1,8-octanedithiol. The linear functional polyester precursors were synthesized via ring-opening copolymerization of δ-valerolactone and α-propargyl-δ-valerolactone as well as with α-ally-δ-valerolactone, respectively. We found that the nanoparticle formation and the control over the nanoscopic dimension are primarily influenced by the degree of the alkyne or allyl entity imple...read more
Citations
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“Clicking” on/with polymers: a rapidly expanding field for the straightforward preparation of novel macromolecular architectures
TL;DR: This critical review focuses on the "click" reactions that have been used widely in the last four years to create new polymer architectures and shows how block copolymers and star-shaped polymers but also cyclic and dendritic macromolecules could be synthesized using these robust " click" reactions.
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Synthesis and post-polymerisation modifications of aliphatic poly(carbonate)s prepared by ring-opening polymerisation.
TL;DR: In this review, the synthesis and ring-opening polymerisation of functional cyclic carbonates that have been reported in the literature in the past decade are discussed and the post-polymerisation modification methods that have be applied to the resulting homopolymers and copolymers and the application of the materials are discussed.
Journal ArticleDOI
Polymeric nanostructured materials for biomedical applications
TL;DR: A comprehensive overview on the various types of polymeric nanostructured materials, their fabrication methods and biomedical applications, as well as the challenges in research and development of future PNMs are presented.
Journal ArticleDOI
Click-chemistry for nanoparticle-modification
Nanwen Li,Wolfgang H. Binder +1 more
TL;DR: In this article, the basic approach of Cu(I)-catalyzed azide/alkyne-click (CuAAC) chemistry for nanoparticles was elucidated, together with the applications of the resulting surface modified NPs in medicine, nanotechnology and bioassay-science.
Journal ArticleDOI
Single-chain polymer nanoparticles via reversible disulfide bridges
TL;DR: In this paper, single-chain polymer nanoparticles (SCNP) were fabricated that can reversibly undergo a coil to particle transition via formation and cleavage of intramolecular disulfide cross-links.
References
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Journal ArticleDOI
Click Chemistry: Diverse Chemical Function from a Few Good Reactions.
TL;DR: In this paper, a set of powerful, highly reliable, and selective reactions for the rapid synthesis of useful new compounds and combinatorial libraries through heteroatom links (C-X-C), an approach called click chemistry is defined, enabled, and constrained by a handful of nearly perfect "springloaded" reactions.
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Thiol–Ene Click Chemistry
TL;DR: The radical-mediated thiol-ene reaction has all the desirable features of a click reaction, being highly efficient, simple to execute with no side products and proceeding rapidly to high yield.
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The growing impact of click chemistry on drug discovery.
TL;DR: The copper-(I)-catalyzed 1,2,3-triazole formation from azides and terminal acetylenes is a particularly powerful linking reaction, due to its high degree of dependability, complete specificity, and the bio-compatibility of the reactants.
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Thiol-ene “click” reactions and recent applications in polymer and materials synthesis
TL;DR: In this paper, a review highlights examples of recent applications of both the radical-mediated and base/nucleophile-initiated thiol-ene reactions in polymer and materials synthesis.
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Sequential click reactions for synthesizing and patterning three-dimensional cell microenvironments
TL;DR: A robust synthetic strategy is introduced where macromolecular precursors react via a copper-free click chemistry, allowing for the direct encapsulation of cells within click hydrogels for the first time and enables patterning of biological functionalities within the gel in real-time and with micron-scale resolution.