Polycaprolactone-b-poly(N-isopropylacrylamide) nanoparticles: Synthesis and temperature induced coacervation behavior

Vandewalle, Sara; Walle, Matthias Van De; Chattopadhyay, Subrata; Prez, Filip Du

doi:10.1016/j.eurpolymj.2017.11.027

Cited by 15 publications

(12 citation statements)

References 51 publications

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“…TAD-based click/transclick reactions have subsequently found applications in polymer synthesis and modification based on rapid kinetics and high efficiency. [167][168][169][170][171][172][173] A unique feature of TAD click chemistry is its utility for functionalizing polymers prepared by ringopening metathesis polymerization (ROMP) and acyclic diene metathesis (ADMET) as these polymers contain dienes and/or alkenes in backbones and/or side chains. Bis-TAD reagents have also been envisaged for crosslinking polymers either along the backbone or through the side chains.…”

Section: Future Developmentsmentioning

confidence: 99%

“…167 Furthermore, rapid BCP synthesis via TAD click reaction was extended to in aqueous medium, with the resulting copolymer serving as a pH-responsive, cancer-targeting polymeric nanoparticle. 30,168 Other chemistries including NOAC, NITEC, and SuFEX have also been employed for BCP synthesis. Takata prepared PEG end-functionalized with a highly reactive 1,3-dipole nitrile N-oxide (CN + -O À ), which was then conjugated with allyl-terminated poly (δ-valerolactone) in high yields through catalyst-and solvent-free NOAC.…”

Section: Diblock Copolymersmentioning

confidence: 99%

“…Despite the partial success of ATRP using a TAD‐containing initiator, 163 the difficulty of reproducing the polymerization was detailed by the same authors, and attributed to complexation of the copper catalyst by the urazole moiety 165 . To address this challenge, an urazole‐functionalized CTA (Entry 13) was developed to polymerize various monomers ( n BA, styrene, 167 NIPAM, 168 MMA, 169 and DMA 642 ) with enhanced reliability.…”

Section: Synthesis Of Macromolecules By Coupling Polymeric Building Blocks Using Click Chemistrymentioning

confidence: 99%

“…Significantly improved reaction rates (<5 s) are observed for the coupling of diene‐terminated PEO with TAD‐terminated polymers including P n BA and PiBoA (Figure 31). 167 Furthermore, rapid BCP synthesis via TAD click reaction was extended to in aqueous medium, with the resulting copolymer serving as a pH‐responsive, cancer‐targeting polymeric nanoparticle 30,168 …”

Section: Synthesis Of Macromolecules By Coupling Polymeric Building Blocks Using Click Chemistrymentioning

confidence: 99%

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Click chemistry strategies for the accelerated synthesis of functional macromolecules

Geng

Shin

et al. 2021

Journal of Polymer Science

182

114

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Click chemistry is one of the most powerful strategies for constructing polymeric soft materials with precise control over architecture and functionality. In this review, we provide a comprehensive summary of the state-of-the art for synthesizing functional polymers and their expanding range of applications. The synthetic and mechanistic aspects are discussed for key reactions that fulfill "click" requirements and their applications in construction of macromolecules with linear, branched, and other complex architectures are described.

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Section: Future Developmentsmentioning

confidence: 99%

Section: Diblock Copolymersmentioning

confidence: 99%

Section: Synthesis Of Macromolecules By Coupling Polymeric Building Blocks Using Click Chemistrymentioning

confidence: 99%

Section: Synthesis Of Macromolecules By Coupling Polymeric Building Blocks Using Click Chemistrymentioning

confidence: 99%

See 2 more Smart Citations

Click chemistry strategies for the accelerated synthesis of functional macromolecules

Geng

Shin

et al. 2021

Journal of Polymer Science

182

114

View full text Add to dashboard Cite

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“…As the double bond is preserved in the Alder–ene reaction, further functionalisation can be undertaken utilising the shifted double bond. TADs have been used to modify unsaturated polymers [32], prepare films [33], produce hydrogels [34,35] and produce crosslinked nanostructures [36]. In one example, a bis-functional TAD was applied to unsaturated fatty acids to produce crosslinked films from vegetable oils [37,38].…”

Section: Introductionmentioning

confidence: 99%

Crosslinking of Electrospun Fibres from Unsaturated Polyesters by Bis-Triazolinediones (TAD)

et al. 2019

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Crosslinking of an unsaturated aliphatic polyester poly(globalide) (PGl) by bistriazolinediones (bisTADs) is reported. First, a monofunctional model compound, phenyl–TAD (PTAD), was tested for PGl functionalisation. 1H-NMR showed that PTAD–ene reaction was highly efficient with conversions up to 97%. Subsequently, hexamethylene bisTAD (HM–bisTAD) and methylene diphenyl bisTAD (MDP–bisTAD) were used to crosslink electrospun PGl fibres via one- and two-step approaches. In the one-step approach, PGl fibres were collected in a bisTAD solution for in situ crosslinking, which resulted in incomplete crosslinking. In the two-step approach, a light crosslinking of fibres was first achieved in a PGl non-solvent. Subsequent incubation in a fibre swelling bisTAD solution resulted in fully amorphous crosslinked fibres. SEM analysis revealed that the fibres’ morphology was uncompromised by the crosslinking. A significant increase of tensile strength from 0.3 ± 0.08 MPa to 2.7 ± 0.8 MPa and 3.9 ± 0.5 MPa was observed when PGI fibres were crosslinked by HM–bisTAD and MDP–bisTAD, respectively. The reported methodology allows the design of electrospun fibres from biocompatible polyesters and the modulation of their mechanical and thermal properties. It also opens future opportunities for drug delivery applications by selected drug loading.

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Morphology biased pharmacological and mechanical properties of nanosized block copolymers of PNIPAM with polyethylene oxide and polyaminoacids in presence of polycaprolactone

Bharatiya

Parhi

Swain

2022

J of Applied Polymer Sci

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This work targets to develop amphiphilic self‐assembled PEO‐b‐PAAs‐b‐PNIPAM and PEO‐b‐PAAs‐b‐PNIPAM@PCL nanosized block copolymers (NBCPs) of poly N‐isopropyl acrylamide (PNIPAM) with polyethylene oxide (PEO), and poly amino acids (PAAs) with and without polycaprolactone (PCL) via ring‐opening and condensation polymerization methods. The interesting ring necklace and petunia bell‐shaped flower‐like morphology play an important role in both mechanical behavior and pharmacological actions. The PEO‐b‐PAAs‐b‐PNIPAM@PCL NBCP exhibits a notable antibacterial activity against gram‐negative (Escherichia coli) and gram‐positive (Staphylococcus aureus) with ZOI of 20 ± 4 mm and 18 ± 3 mm, respectively, with MIC 250 μg/ml. The mechanical properties of the NBCPs are measured at room temperature. The PEO‐b‐PAAs‐b‐PNIPAM@PCL NBCP possesses a higher value in each case compared to the neat polymer with the UTS 1.4651 MPa, Y 0.0050 MPa, Tensile strength at yield (1.4048 MPa), TS at break (1.4640 MPa), % elongation at yield (23.5%), elongation % at break (124%) and proportional limit (1.0082 MPa at 8%), respectively. With the improved mechanical strength, effective antibacterial activities along with sustainable drug release rate, the designed material can be used as a potential material for different biomedical applications.

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Polycaprolactone-b-poly(N-isopropylacrylamide) nanoparticles: Synthesis and temperature induced coacervation behavior

Cited by 15 publications

References 51 publications

Click chemistry strategies for the accelerated synthesis of functional macromolecules

Click chemistry strategies for the accelerated synthesis of functional macromolecules

Crosslinking of Electrospun Fibres from Unsaturated Polyesters by Bis-Triazolinediones (TAD)

Morphology biased pharmacological and mechanical properties of nanosized block copolymers of PNIPAM with polyethylene oxide and polyaminoacids in presence of polycaprolactone

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