Clickable Poly(ionic liquids): A Materials Platform for Transfection.

  title={Clickable Poly(ionic liquids): A Materials Platform for Transfection.},
  author={Jessica L. Freyer and Spencer D. Brucks and Graham Gobieski and Sebastian T. Russell and Carrie E. Yozwiak and Mengzhen Sun and Zhixing Chen and Yivan Jiang and Jeffrey S. Bandar and Brent R. Stockwell and Tristan H. Lambert and Luis M. Campos},
  journal={Angewandte Chemie},
  volume={55 40},
The potential applications of cationic poly(ionic liquids) range from medicine to energy storage, and the development of efficient synthetic strategies to target innovative cationic building blocks is an important goal. A post-polymerization click reaction is reported that provides facile access to trisaminocyclopropenium (TAC) ion-functionalized macromolecules of various architectures, which are the first class of polyelectrolytes that bear a formal charge on carbon. Quantitative conversions… 

Figures and Tables from this paper

Cyclopropenium-Based Biodegradable Polymers

The synthesis and characterization of a series of novel biodegradable polymers bearing cationic cyclopropenium along a polyester backbone, either linear or cross-linked, are presented.

Fully charged: Maximizing the potential of cationic polyelectrolytes in applications ranging from membranes to gene delivery through rational design

This work focuses on cationic systems, and describes how various structural motifs influence macromolecular properties for anion exchange membranes and gene delivery vectors.

Influence of Substituent Chain Branching on the Transfection Efficacy of Cyclopropenium-Based Polymers

These studies highlight the importance of exercising precise control over polymer structure, both in terms of backbone identity and substituent nature, and the necessity of a robust, modular platform from which to study them.

Hydrogels with a Memory: Dual-Responsive, Organometallic Poly(ionic liquid)s with Hysteretic Volume-Phase Transition

Interestingly, the as-formed hydrogels display an unusual, strongly hysteretic volume-phase transition indicating useful thermal memory properties, and represents a new dual-responsive materials platform.

All poly(ionic liquid) block copolymer nanoparticles from antagonistic isomeric macromolecular blocks via aqueous RAFT polymerization-induced self-assembly

We describe herein a straightforward methodology for designing all-poly(ionic liquid) block copolymer nanoparticles with various morphologies by aqueous RAFT polymerization-induced self-assembly

Poly(ionic liquid) composites.

This review summarizes recent developments of PIL composites with a special emphasis on the preparation techniques that are based on the intrinsic properties of the PILs and the synergistic effects between the P ILs and substances of interest for diverse applications.

Cyclopropenium Nanoparticles and Gene Transfection in Cells

This article introduces for the first time, cyclopropenium-containing nanoparticles as a cationic carrier for gene transfection, as an alternative to the common quaternary ammonium transfections agents.

High-Performance Oligomeric Catholytes for Effective Macromolecular Separation in Nonaqueous Redox Flow Batteries

The development of oligomeric catholytes based on tris(dialkylamino)cyclopropenium (CP) salts that are specifically tailored for pairing with size-exclusion membranes composed of polymers of intrinsic microporosity (PIMs) are demonstrated, providing a template for the future design of other redox-active oligomers for this application.

Mechanism-Based Design of a High-Potential Catholyte Enables a 3.2 V All-Organic Nonaqueous Redox Flow Battery.

A combination of computations, chemical synthesis, and mechanistic analysis is used to develop thioether-substituted cyclopropenium derivatives as high potential electrolytes for nonaqueous RFBs that exhibit redox potentials that are 470-500 mV higher than those of known electrolytes.

Cyclopropenium Salts as Cyclable, High‐Potential Catholytes in Nonaqueous Media

DOI: 10.1002/aenm.201602027 existing materials, recent efforts have focused on dialkoxyarene derivatives as catholytes for NRFBs.[10] These molecules undergo redox at higher potentials (0.4 to 0.7 V



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.

Amphipathic homopolymers for siRNA delivery: probing impact of bifunctional polymer composition on transfection.

The present system did not rely on the "proton sponge" effect for siRNA delivery, and the transfection efficiency of polymer/siRNA complexes remained unchanged in the presence of bafilomycin A1, a proton pump inhibitor.

Biodegradable poly(amine-co-ester) terpolymers for targeted gene delivery.

Targeted delivery of the pro-apoptotic TRAIL gene to tumour xenografts by one of the terpolymers results in significant inhibition of tumour growth, with minimal toxicity both in vitro and in vivo.

Synthesis of Robust Surface-Charged Nanoparticles Based on Cyclopropenium Ions

We investigate synthetic strategies of cationic surface-charged nanoparticles using cyclopropenium-based (CP) monomers and block copolyelectrolytes (BCPEs) via surfactant-free emulsion

Tunable, High Modulus Hydrogels Driven by Ionic Coacervation

This work has demonstrated that signifi cant improvement in hydrogel mechanical properties is possible through careful design of the intermolecular interactions and length-scales between crosslinks or physical associations.

Nanostructured functional materials prepared by atom transfer radical polymerization

The fundamentals of the technique are discussed, along with how it can be used to synthesize macromolecules with controlled molecular architecture, and how their self-assembly can create nanostructured functional materials.

Effect of Nanoscale Morphology on the Conductivity of Polymerized Ionic Liquid Block Copolymers

Polymerized ionic liquid (POIL) block copolymers represent a unique class of materials for fundamental studies of single ion conduction as a function of morphology in microphase-separated polymer

A tailor-made specific anion-binding motif in the side chain transforms a tetrapeptide into an efficient vector for gene delivery.

Tetrapeptide analogue 1 is the smallest peptidic transfection vector that has been reported to date and exhibits only negligible cytotoxicity, which makes it an interesting candidate for further development.