Heterobifunctional Poly(ethylene oxide) Oligomers Containing Carboxylic Acids

• Published in: Biomacromolecules Vol. 9; no. 3; pp. 1035 - 1043
• Main Authors: Vadala, M. L, Thompson, M. S, Ashworth, M. A, Lin, Y, Vadala, T. P, Ragheb, R, Riffle, J. S
• Format: Journal Article
• Language: English
• Published: Washington, DC American Chemical Society 01-03-2008
• Subjects: Applied sciences; Carboxylic Acids - analysis; Chromatography, Gel; Exact sciences and technology; Ferrosoferric Oxide - chemistry; Magnetic Resonance Spectroscopy; Metal Nanoparticles - chemistry; Molecular Weight; Organic polymers; Physicochemistry of polymers; Polyethylene Glycols - chemistry; Polymerization; Polymers - chemical synthesis; Polymers - chemistry; Preparation, kinetics, thermodynamics, mechanism and catalysts; Silanes - chemical synthesis; Silanes - chemistry; Vinyl Compounds - chemical synthesis; Vinyl Compounds - chemistry; Ring opening polymerization; End group; Telechelic polymer; Priming activity; Organic silane; Experimental study; Mercaptoacid; Oligomer; Primary alcohol; Ethylene oxide polymer; Chemical modification; Preparation; Vinylic compound; Addition reaction; Anionic catalyst; Hydroxyl group; Carboxyl group; Anionic polymerization; Chemical synthesis
• ISSN: 1525-7797; 1526-4602
• DOI: 10.1021/bm701067d

Syntheses of vinylsilyl alcohols having one to three vinyl moieties and their use as initiators for ethylene oxide polymerizations are discussed. Poly(ethylene oxide) oligomers with vinylsilanes at one end and a hydroxyl group at the other were prepared in base-catalyzed reactions. Molecular weights determined from 1H NMR and gel permeation chromatography were close to the targeted values. Carboxylic acid functional poly(ethylene oxide) oligomers were prepared from ene−thiol addition reactions of mercaptoacetic acid across the vinylsilane terminus. It is anticipated that these carboxylic acid functional oligomers will complex to magnetite nanoparticles to afford complexes that can be dispersed in aqueous media.