Abstract

Biocompatible amphiphilic statistical copolymers P(MEA/MPCm) composed of 2-methoxyethyl acrylate (MEA) and 2-methacryloyloxyethyl phosphorylcholine (MPC) were prepared with three different mol% of the hydrophilic unit MPC (m = 6, 12 and 46 mol%). The monomer reactivity ratios of MEA (rMEA) and MPC (rMPC) were 0.53 and 2.21, respectively. The rMEA × rMPC value of 1.17 demonstrated that statistical copolymerization was successful. P(MEA/MPC12) and P(MEA/MPC46) copolymers did not undergo aggregation in water, whereas the P(MEA/MPC6) copolymer formed micelles in water with a hydrodynamic radius (Rh) of 96.9 nm and a critical aggregation concentration, which was determined using pyrene fluorescence, at 0.0082 g/L. The restricted motion of the protons in the hydrophobic MEA units in the micelles’ cores provided additional evidence of self-association in P(MEA/MPC6).

Highlights

  • The self-association of random copolymers has become increasingly important in drug delivery systems [1,2,3], imaging techniques [4,5,6,7] and many other fields [8]

  • Conventional free-radical polymerizations of equimolar concentrations of methoxyethyl acrylate (MEA) and methacryloyloxyethyl phosphorylcholine (MPC) were conducted in the presence of the V-70 initiator at 40 ◦ C

  • The monomer concentration was estimated based on the observed decrease in the integral intensity of the vinyl protons in the 1 H NMR spectra, at 6.37 and 5.62 ppm for MEA and MPC, respectively

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Summary

Introduction

The self-association of random copolymers has become increasingly important in drug delivery systems [1,2,3], imaging techniques [4,5,6,7] and many other fields [8]. The self-association behavior of amphiphilic random copolymers is more complicated than that of block polymers because of their ill-defined, randomly arranged monomer sequence. Morishima et al [9] investigated the self-organization of random copolymers of sodium 2-(acrylamido)-2-methylpropanesylfonate (AMPS). The aggregates formed from these random copolymers in aqueous solutions were due to intra and/or intermolecular self-association. The copolymers of AMPS and CD or AD tended to form unimer micelles up to a concentration limit of ca. 7 wt.%; the LA-containing copolymers self-associated to form unimers at concentrations below The copolymers of AMPS and CD or AD tended to form unimer micelles up to a concentration limit of ca. 7 wt.%; the LA-containing copolymers self-associated to form unimers at concentrations below

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