Boron-rich, cytocompatible block copolymer nanoparticles by polymerization-induced self-assembly

Huang, Lin-Chiang Sherlock; Lê, Dao; Hsiao, I‐Lun; Fritsch‐Decker, Susanne; Hald, Christian; Huang, Su-ching; Chen, Jen‐Kun; Hwu, Jih Ru; Weiss, Carsten; Hsu, Ming Hua; Delaittre, Guillaume

doi:10.1039/d0py00710b

Cited by 17 publications

(15 citation statements)

References 49 publications

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“…Structure of poly[oligo(ethylene glycol) methacrylate]- b -poly(4-pinacolboronylbenzyl methacrylate) (POEGMA- b -PBMMA) copolymer for the synthesis of nanoparticles by emulsion of PISA for application in boron neutron capture therapy (BNCT). Reprinted with permission from ref . Copyright 2021, Royal Society of Chemistry, .…”

Section: Polymerization-induced Self-assembly (Pisa)mentioning

confidence: 99%

(Bio)degradable and Biocompatible Nano-Objects from Polymerization-Induced and Crystallization-Driven Self-Assembly

Zhu

Nicolas

2022

Biomacromolecules

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Polymerization-induced self-assembly (PISA) and crystallization-driven self-assembly (CDSA) techniques have emerged as powerful approaches to produce a broad range of advanced synthetic nano-objects with high potential in biomedical applications. PISA produces nano-objects of different morphologies (e.g., spheres, vesicles and worms), with high solids content (∼10−50 wt %) and without additional surfactant. CDSA can finely control the self-assembly of block copolymers and readily forms nonspherical crystalline nano-objects and more complex, hierarchical assemblies, with spatial and dimensional control over particle length or surface area, which is typically difficult to achieve by PISA. Considering the importance of these two assembly techniques in the current scientific landscape of block copolymer self-assembly and the craze for their use in the biomedical field, this review will focus on the advances in PISA and CDSA to produce nano-objects suitable for biomedical applications in terms of (bio)degradability and biocompatibility. This review will therefore discuss these two aspects in order to guide the future design of block copolymer nanoparticles for future translation toward clinical applications.

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Section: Polymerization-induced Self-assembly (Pisa)mentioning

confidence: 99%

(Bio)degradable and Biocompatible Nano-Objects from Polymerization-Induced and Crystallization-Driven Self-Assembly

Zhu

Nicolas

2022

Biomacromolecules

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“…6 For PISA of BA-substituted monomers, only a pinacol ester-protected BA acrylate and methacrylate are reported (Scheme 1(a)(i and ii)). 7,8 RAFT-mediated PISA of 4-pinacolboronylbenzyl methacrylate (BBMA) was implemented as an emulsion polymerization in water/EtOH and dispersion polymerization in methanol (MeOH). 7 The dispersion polymerization involved chain extension of poly(oligo(ethylene glycol) methacrylate) (POEGMA) macroRAFT agents with BBMA to give sub-100 nm spheres at high conversion.…”

mentioning

confidence: 99%

“…7,8 RAFT-mediated PISA of 4-pinacolboronylbenzyl methacrylate (BBMA) was implemented as an emulsion polymerization in water/EtOH and dispersion polymerization in methanol (MeOH). 7 The dispersion polymerization involved chain extension of poly(oligo(ethylene glycol) methacrylate) (POEGMA) macroRAFT agents with BBMA to give sub-100 nm spheres at high conversion. Hsu and Delaittre et al proposed applications in boron-neutron capture therapy 9 for BA pinacol-ester derivative NPs.…”

mentioning

confidence: 99%

“…Hsu and Delaittre et al proposed applications in boron-neutron capture therapy 9 for BA pinacol-ester derivative NPs. 7 Fan and Thang et al reported the dispersion polymerization of the acrylate analogue also in MeOH, using poly(DMA, N , N -dimethylacrylamide) macroRAFT agents as the steric stabilizer block. 8 In this case, a range of higher order polymer objects were achieved, including with cubic and hexagonal mesophases, and oxidative removal of the BA group led to disassembly.…”

mentioning

confidence: 99%

“…The greater proportion of ethanol allowed solvation of the more hydrophobic monomer 3-BAEPhA, while maintaining insolubility of the derived polymer. Since heterogeneous polymerizations of BBMA over longer polymerization times have been reported to give a slight coagulum, 7 the short polymerization time of 2 h was expected to minimise pinacol group hydrolysis and boroxine formation. Using the longer steric stabiliser poly(DMA) 96 macroRAFT agent with 3-BAEPhA (20 wt/vol%) for targeted degree of polymerizations (DPs) = 50, 150 and 200 (Fig.…”

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confidence: 99%

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RAFT dispersion polymerization induced self-assembly (PISA) of boronic acid-substituted acrylamides

et al. 2022

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Cationic Ring‐Opening Polymerization‐Induced Self‐Assembly (CROPISA) of 2‐Oxazolines: From Block Copolymers to One‐Step Gradient Copolymer Nanoparticles

Lusiani,

Pavlova,

Hoogenboom

et al. 2024

Angewandte Chemie

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In recent years, polymerization‐induced self‐assembly (PISA) has emerged as a powerful method for the straightforward synthesis of polymer nanoparticles. In this study, we describe for the first time the synthesis of poly(2‐oxazoline) nanoparticles by dispersion cationic ring‐opening polymerization‐induced self‐assembly (CROPISA) in n‐dodecane. Specifically, a n‐dodecane‐soluble aliphatic poly(2‐(3‐ethylheptyl)‐2‐oxazoline) (PEHOx) block was chain‐extended with poly(2‐phenyl‐2‐oxazoline) (PPhOx). While the PhOx monomer is soluble in n‐dodecane, its polymerization leads to n‐dodecane‐insoluble PPhOx, which leads to in situ self‐assembly of the formed PEHOx‐b‐PPhOx copolymers. The polymerization kinetics and micellization upon second block formation were studied, and diverse nanoparticle dispersions were prepared, featuring varying block lengths and polymer concentrations, leading to dispersions with distinctive morphologies and physical properties. Finally, we developed a single‐step protocol for the synthesis of polymer nanoparticles directly from monomers via gradient copolymerization CROPISA, which exploits the significantly greater reactivity of EHOx compared to that of PhOx during the statistical copolymerization of both monomers. Notably, this approach provides access to formulations with monomer compositions otherwise unattainable through the block copolymerization method. Given the synthetic versatility and application potential of poly(2‐oxazolines), the developed CROPISA method can pave the way for advanced nanomaterials with favorable properties.

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Boron-rich, cytocompatible block copolymer nanoparticles by polymerization-induced self-assembly

Abstract: Core-shell nanoparticles (NPs) with a boron-rich core were synthesized by RAFT-mediated polymerization-induced self-assembly using a new methacrylic boronate ester monomer. Under specific conditions, sub-100 nm spherical NPs could be obtained...

Cited by 17 publications

References 49 publications

(Bio)degradable and Biocompatible Nano-Objects from Polymerization-Induced and Crystallization-Driven Self-Assembly

(Bio)degradable and Biocompatible Nano-Objects from Polymerization-Induced and Crystallization-Driven Self-Assembly

RAFT dispersion polymerization induced self-assembly (PISA) of boronic acid-substituted acrylamides

Cationic Ring‐Opening Polymerization‐Induced Self‐Assembly (CROPISA) of 2‐Oxazolines: From Block Copolymers to One‐Step Gradient Copolymer Nanoparticles

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