Synthesis and Properties of Fluoroalkylated 2-Acryloxyethyltrimethylammonium Chloride Oligomers.

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  • フルオロアルキル基含有２‐アクリロキシエチルトリメチルアンモニウムクロリドオリゴマー類の合成と性質
  • フルオロアルキルキ ガンユウ 2 アクリロキシエチルトリメチルアンモニウムクロ

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Abstract

New fluoroalkylated oligomers with carbon-carbon bonds and containing trimethylammonium units were prepared under very mild conditions by reactions of fluoroalkanoyl peroxides as key materials with 2-acryloxyethyltrimethylammonium chloride. The oligomers were soluble in water, methanol, ethanol and dimethyl sulfoxide. Fluoroalkanoyl peroxides were also used to prepare fluoroalkylated co-oligomers containing trimethylammonium units by co-oligomerization with co-monomers such as trimethylvinylsilane, methyl methacrylate, ethyl methacrylate and butyl methacrylate. The co-oilgomers were soluble, as well, in not only polar solvents such as water, methanol and ethanol but non-polar aromatic solvents, such as benzene and toluene. Fluoroalkylated oligomers containing trimethylammonium units could reduce the surface tension of water to 10 mN/m, and were applicable to new cationic oligosurfactants as well as the usual low molecular fluorinated surfactants, even though they were high molecular fluoroalkylated compounds. The fluorinated oligomers were inactive toward HIV-1 (human immunodeficiency virus type 1) replication in MT-4 cells. However, they possessed antibacterial activity toward Staphylococcus aureus.

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