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Quantitative amine functionalization of polymeric organolithium compounds with 3‐dimethylaminopropyl chloride in the presence of lithium chloride
Authors:Roderic P. Quirk  Youngjoon Lee
Abstract:The addition of lithium chloride promoted the coupling reaction of hydrocarbon solutions of poly(styryl)lithium (PSLi) and poly(isoprenyl)lithium (PILi) with 3‐dimethylaminopropyl chloride to form the corresponding ω‐dimethylamino‐functionalized polymers. Quantitative amine functionalization was achieved for PSLi and PILi in the presence of 1 and 10 equivalents, respectively, of LiCl in benzene; the functionalization efficiency was only 67% for PSLi and 85% for PILi in the absence of LiCl. The polymer products were characterized by size exclusion chromatography, thin‐layer chromatography, and amine end‐group titration. The pure amine‐functionalized polymers were isolated by silica gel column chromatography. © 2000 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 38: 145–151, 2000
Keywords:anionic polymerization  functionalization  amine functionalization  lithium chloride  end‐group
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