Synthesis of Robust Surface-Charged Nanoparticles Based on Cyclopropenium Ions

@article{Killops2015SynthesisOR,
  title={Synthesis of Robust Surface-Charged Nanoparticles Based on Cyclopropenium Ions},
  author={Kato L. Killops and Spencer D. Brucks and Kourtney L. Rutkowski and Jessica L. Freyer and Yivan Jiang and Erica R. Valdes and Luis M. Campos},
  journal={Macromolecules},
  year={2015},
  volume={48},
  pages={2519-2525}
}
We investigate synthetic strategies of cationic surface-charged nanoparticles using cyclopropenium-based (CP) monomers and block copolyelectrolytes (BCPEs) via surfactant-free emulsion polymerization. The monomers and BCPEs themselves were found to stabilize oil-in-water emulsions. With these systems, the hydrodynamic diameters of the resultant particles can be reliably tuned from 30 to 100 nm, simply by varying the amount of CP monomer added. As CP is a remarkably stable carbocation, the… 

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References

SHOWING 1-10 OF 42 REFERENCES

The evolution of cyclopropenium ions into functional polyelectrolytes

The facile synthesis of a series of polymers and nanoparticles based on monomeric cyclopropenium building blocks incorporating various functional groups that affect physical properties are demonstrated, rendering this class of new materials as an attractive alternative to develop ion-conducting membranes.

Polycationic nanoparticles for siRNA delivery: comparing ARGET ATRP and UV-initiated formulations.

Knockdown experiments using polycationic nanoparticles to deliver siRNA demonstrated evidence of knockdown, thus demonstrating potential as an alternative route to creating polycationing nanoparticles.

Control of Charge Densities for Cationic Latex Particles

We report a systematic investigation, together with a new method, on controlling cationic charge densities of latex particles. A covalently bonded charge density up to 100 μequiv/g was achieved on

Preparation of cationic functional polymer latexes and measurement of involatile monomer conversion

A series of poly(styrene-co-methacryloxyethylhexadecyldimethyl ammonium bromide), P(St-DMHB), cationic particles were prepared by emulsion polymerization using 2,2′-azobis(2-methylpropionamide)

Synthesis by RAFT of amphiphilic block and comblike cationic copolymers and their use in emulsion polymerization for the electrosteric stabilization of latexes

A series of diblock and comblike copolymers based on styrene and 4-vinylbenzyl chloride were synthesized by reversible addition fragmentation transfer (RAFT) using benzyl dithiobenzoate as a control

Well-Defined Amphiphilic Block Copolymers and Nano-objects Formed in Situ via RAFT-Mediated Aqueous Emulsion Polymerization

A hydrophilic poly(methacrylic acid-co-poly(ethylene oxide) methyl ether methacrylate) copolymer with a trithiocarbonate reactive group was used in the free-radical, batch emulsion polymerization of

Design of polymeric nanoparticles for biomedical delivery applications.

This tutorial review highlights the importance of well-defined chemistries, with detailed ties to specific biological hurdles and opportunities, in the design of nanostructures for various biomedical delivery applications.

Polymerization-Induced Self-Assembly: From Soluble Macromolecules to Block Copolymer Nano-Objects in One Step

This Perspective describes the recent developments of polymerization-induced self-assembly of amphiphilic block copolymers based on controlled/living free-radical polymerization (CRP) in water. This

Synthetic polymer nanoparticle-polysaccharide interactions: a systematic study.

A systematic investigation of the interaction between synthetic polymer nanoparticles and polysaccharides is reported by ITC, SPR, and an anticoagulant assay to provide guidelines to engineer nanoparticles for biomedical applications and finds that high charge density and cross-linking of the NP can contribute to high affinity.