Direct, Controlled Synthesis of the Nonimmunogenic Hydrophilic Polymer, Poly(N-(2-Hydroxypropyl)methacrylamide) Via RAFT in Aqueous Media
Poly(N-(2-hydroxypropyl)methacrylamide) (PHPMA) is a nonimmunogenic, neutral-hydrophilic polymer currently employed in the delivery of anticancer drugs. Herein, we report conditions that facilitate the direct, controlled RAFT polymerization of HPMA in aqueous media. We demonstrate that the use of 4-cyanopentanoic acid dithiobenzoate and 4,4′-azobis(4-cyanopentanoic acid) as the chain transfer agent (CTA) and initiating species, respectively, in the presence of an acetic acid buffer solution at 70 °C is a suitable condition leading to controlled polymerization. The "living" nature of these polymerizations is demonstrated via chain-extension of an HPMA macroCTA to yield the corresponding poly(HPMA-b-HPMA) "homopolymer".
C. W. Scales et al., "Direct, Controlled Synthesis of the Nonimmunogenic Hydrophilic Polymer, Poly(N-(2-Hydroxypropyl)methacrylamide) Via RAFT in Aqueous Media," Biomacromolecules, vol. 6, no. 4, pp. 1846-1850, American Chemical Society (ACS), Jul 2005.
The definitive version is available at https://doi.org/10.1021/bm0503017
Materials Science and Engineering
Keywords and Phrases
Acetic acid; Drug products; Free radical polymerization; Hydrophilicity; Solutions; Synthesis (chemical), Anticancer drugs; Chain transfer agents (CTA); Hydrophilic polymers; Poly(N-(2-hydroxypropyl)methacrylamide) (PHPMA), Organic polymers, acetic acid; antineoplastic agent; benzoic acid derivative; buffer; poly[n (2 hydroxypropyl)methacrylamide]; valeric acid derivative, aqueous solution; article; controlled study; drug delivery system; hydrophilicity; immunogenicity; polymerization; priority journal; synthesis; temperature, Magnetic Resonance Spectroscopy; Polymers; Polymethacrylic Acids; Scattering, Radiation; Water
International Standard Serial Number (ISSN)
Article - Journal
© 2005 American Chemical Society (ACS), All rights reserved.
01 Jul 2005