Fluorinated Polymeric Surfactant with a Pluronic-like Structure and Its Application as a Drug Carrier

Pluronics (PEO-PPO-PEO or PPO-PEO-PPO), as the first commercially used polymeric surfactants, designed and manufactured by BASF, have been applied in the development of many pharmaceutical formulations and drug load as well as delivery. Herein, the Williamson ether synthesis reaction was used to prepare hydrophobic monomer fluorinated epichlorohydrin (EPTF) considered as an intermediate state before. In addition, ABA triblock amphiphilic polymers (molecular weight ranging from 2083 to 8888 g/mol with the polymer dispersity index (PDI) lower than 1.52) with a Pluronic-like structure were synthesized by the living cationic polymerization of polyethylene oxide (PEO) and EPTF. The structures of EPTF and polymeric surfactants were characterized by Fourier infrared transform spectroscopy (FI-IR), nuclear magnetic resonance (NMR), and gel permeation chromatography (GPC). Moreover, these kinds of polymeric surfactants can not only reduce the surface tension of water but also self-assemble in water to form micelles with a much lower critical micelle concentration (CMC) ranging from 8.13 x 10(-5) to 1.95 x 10(-3) g/L. Baicalin, low-water-solubility anticancer drug, can be loaded into this polymeric surfactant to form nanomicelles by a solvent evaporation method. The particle size, colloidal stability, and loaded content were characterized by dynamic light scattering (DLS), transmission electron microscopy (TEM), and ultraviolet-visible (UV-vis) spectrometry. These results indicate that hydrophobic anticancer drugs, like baicalin, can be loaded into these kinds of surfactants with a much higher concentration (maximum 380.776 mu g/mL) and excellent storage stability, overcoming their low water solubility so as to increase their therapeutic efficacy.

Automated summary

Pluronics, the first commercially used polymeric surfactants designed by BASF, have been applied in pharmaceutical formulations and drug delivery. A hydrophobic monomer EPTF was synthesized using the Williamson ether synthesis reaction, and ABA triblock amphiphilic polymers with Pluronic-like structure were synthesized through living cationic polymerization. These polymeric surfactants can reduce water surface tension, self-assemble into micelles with low critical micelle concentration, and effectively load hydrophobic anticancer drugs like baicalin for enhanced therapeutic efficacy.