Effect of variations of CuIIX2/L, surface area of Cu0, solvent, and temperature on atom transfer radical polyaddition of 4-vinylbenzyl 2-bromo-2-isobutyrate inimers

Huang, Chih‐Feng; Kuo, Shiao‐Wei; Moravčíková, Daniela; Liao, Jyun-Ci; Han, Yu-Min; Lee, Ting‐Han; Wang, Po-Hung; Lee, Rong-Ho; Tsiang, Raymond Chien‐Chao; Mosnáček, Jaroslav

doi:10.1039/c6ra06186a

Cited by 11 publications

(9 citation statements)

References 53 publications

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“…ratio between linear and branching units. [100,101] Photoinduced ATRP SCVP has been recently described to prepare HBPs using perylene [102] or dimanganese decacarbonyl [103] as photocatalysts. RAFT polymerization uses A*B transmer (contraction of chain transfer agent and monomer) based on dithioester compounds, acting as chain transfer agents, functionalized with a vinyl group (styrene, (meth)acrylate, (meth)acrylamide, vinyl acetate).…”

Section: Self-condensing Polymerizationmentioning

confidence: 99%

Synthesis and functionalization of hyperbranched polymers for targeted drug delivery

Kavand

Anton

Vandamme

et al. 2020

Journal of Controlled Release

108

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Hyperbranched polymers (HBPs) have found use in a wide range of applications, such as optical, electronic and magnetic materials, coatings, additives, supramolecular chemistry, and biomedicine. HBPs have gained attention for the development of drug delivery systems due to the presence of internal cavities in their three-dimensional globular structure that can be used to encapsulate drugs and their facile synthesis as compared to dendrimers. The composition, topology, and functionality of HBPs have been tuned to design drug carriers with better efficacies. Recent advances have been reported to introduce functional groups to enhance targeting tumor cells. HBPs have been modified to promote passive and active targeting. This review article will describe the different routes to synthesize hyperbranched polymer, their use as drug carriers for targeted drug delivery, and their functionalization with ligands for active targeting through various synthesis strategies to give the reader an extended overview of the progresses accomplished in this field. The modification of HBPs with ligands such as peptides, oligonucleotides, and folic acid have been demonstrated to enhance the accumulation of the drug selectively at the tumor sites. The potential uses and developments of HBPs as nanoobjects for theranostics for example are discussed as perspectives.

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Section: Self-condensing Polymerizationmentioning

confidence: 99%

Synthesis and functionalization of hyperbranched polymers for targeted drug delivery

Kavand

Anton

Vandamme

et al. 2020

Journal of Controlled Release

108

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“…Recently, Huang et al [ 87 , 111 , 112 ] designed a highly reactive AB type inimer (i.e., 4-vinylbenzyl 2-bromo-2-phenylacetate (VBBPA)), which significantly improved the reactivity for ATRPA (i.e., polymerizations were reduced to a few hours) but kept high selectivity, to obtain linear aliphatic polyesters. Therefore, high molecular weight aliphatic polyesters ( M w = ca.…”

Section: Synthesis Of Degradable Polyesters By Atom Transfer Radicmentioning

confidence: 99%

Progress in the Preparation of Functional and (Bio)Degradable Polymers via Living Polymerizations

Lin

Wang

Chang

et al. 2020

IJMS

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This review presents the latest developments in (bio)degradable approaches and functional aliphatic polyesters and polycarbonates prepared by typical ring-opening polymerization (ROP) of lactones and trimethylene carbonates. It also considers several recent innovative synthetic methods including radical ring-opening polymerization (RROP), atom transfer radical polyaddition (ATRPA), and simultaneous chain- and step-growth radical polymerization (SCSRP) that produce aliphatic polyesters. With regard to (bio)degradable approaches, we have summarized several representative cleavable linkages that make it possible to obtain cleavable polymers. In the section on functional aliphatic polyesters, we explore the syntheses of specific functional lactones, which can be performed by ring-opening copolymerization of typical lactone/lactide monomers. Last but not the least, in the recent innovative methods section, three interesting synthetic methodologies, RROP, ATRPA, and SCSRP are discussed in detail with regard to their reaction mechanisms and polymer functionalities.

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“…An increased rate ratio of propagation over deactivation would produce more Lv linear units from one radical in an activation/deactivation cycle and lower the degree of branching (DB) of polymers. In contrast, a fast deactivation reaction could quickly stop the propagation of linear units and raise the chance of activating a different alkyl halide in another activation/deactivation cycle, which is the essential step to form a branched unit (D in Figure 3 B) [ 47 , 67 , 68 , 122 ].…”

Section: Synthesis Of Hyperbranched Polymers Via Atrpmentioning

confidence: 99%

“…This review article highlights the recent progress on using CRP methods to produce hyperbranched polymers via routes of SCVP and self-condensing vinyl copolymerization (SCVCP) with monovinyl monomers. Three of the following sections focus on the use of nitroxide-mediated polymerization (NMP) [38,39,40,41] and atom transfer radical polymerization (ATRP) [42,43,44,45,46,47,48,49,50,51,52,53,54,55,56,57,58,59,60,61,62,63,64,65,66,67,68] of AB* inimers (compounds containing initiator fragment B* and vinyl group A in one molecule) and reversible addition fragmentation chain transfer (RAFT) polymerization of transmers [69,70,71,72,73,74,75,76,77,78,79,80,81,82,83,84,85,86,87,88,89,90,91,92,93,94,95,96,97,98,…”

Section: Introductionmentioning

confidence: 99%

Recent Progress on Hyperbranched Polymers Synthesized via Radical-Based Self-Condensing Vinyl Polymerization

Gao

2017

Polymers

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This short review article summarizes recent reports on using controlled radical polymerization (CRP) of inimers (compounds containing initiating group and vinyl group in one molecule) or transmers (compounds containing chain transfer group and vinyl group in one molecule) for the synthesis of hyperbranched polymers. These inimers and transmers that carry numerous functional groups could be homopolymerized, i.e., self-condensing vinyl polymerization, or copolymerized with monovinyl monomers, i.e., self-condensing vinyl copolymerization, using atom transfer radical polymerization (ATRP), nitroxide-mediated polymerization (NMP) or reversible addition fragmentation chain transfer (RAFT) polymerization techniques, producing hyperbranched polymers and hyperstar polymers with tunable molecular weights, compositions and degree of branching. Recent reports that attempted different strategies to regulate polymer–polymer reactions were introduced, demonstrating possible syntheses of hyperbranched polymers with better defined structures and relatively low molecular weight dispersity. Finally, several CRP-produced hyperbranched polymers were discussed on their applications for encapsulation of guest molecules, nanomedicine, diagnostic imaging and catalysis.

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Effect of variations of Cu^IIX₂/L, surface area of Cu⁰, solvent, and temperature on atom transfer radical polyaddition of 4-vinylbenzyl 2-bromo-2-isobutyrate inimers

Abstract: Optimization of atom transfer radical polyadditions using commercially available catalytic systems allowed obtaining control over the polyester architecture and functionality and functional linear polyesters with high molecular weight (Mw = 16 200).

Cited by 11 publications

References 53 publications

Synthesis and functionalization of hyperbranched polymers for targeted drug delivery

Synthesis and functionalization of hyperbranched polymers for targeted drug delivery

Progress in the Preparation of Functional and (Bio)Degradable Polymers via Living Polymerizations

Recent Progress on Hyperbranched Polymers Synthesized via Radical-Based Self-Condensing Vinyl Polymerization

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