Two types of amphiphilic block copolymer, poly(2-hydroxyethyl vinyl ether)-block-poly[2-(2,2,2-trifluoroethoxy)ethyl vinyl ether] (poly(HOVE-b-TFEOVE)) (m:n ) 78:23) and poly(2-hydroxyethyl vinyl ether)-block-poly(n-butyl vinyl ether) (poly(HOVE-b-NBVE)) (m:n ) 74:23), having the same ratios of polymerization degree in hydrophilic and hydrophobic segments with the same total chain length were synthesized, and the properties of their aqueous solutions were investigated, where m and n represent number-averaged polymerization degree of HOVE and TFEOVE or NBVE, respectively. By water surface tension measurements, the critical micelle concentrations (cmc's) of poly(HOVE-b-TFEOVE) and poly-(HOVE-b-NBVE) were both estimated at 1.0 × 10 -4 mol/L. Solubilization of various fluoro and nonfluoro compounds using these polymer aqueous solutions was examined. It was confirmed that poly(HOVEb-TFEOVE) solubilized more decafluorobiphenyl than did poly(HOVE-b-NBVE), whereas poly(HOVE-b-NBVE) solubilized more 2,6-dimethylnaphthalene than did poly(HOVE-b-TFEOVE). When a mixture of decafluorobiphenyl and 2,6-dimethylnaphthalene was added to the polymer solutions, poly(HOVE-b-TFEOVE) selectively solubilized decafluorobiphenyl, while poly(HOVE-b-NBVE) solubilized 2,6-dimethylnaphthalene predominantly, which was observed by the UV absorption spectrum of the polymer solutions.

Fluorine‐containing amphiphilic ABA triblock copolymers, poly(2‐hydroxyethyl vinyl ether)‐block‐poly[2‐(2,2,3,3,3‐pentafluoropropoxy)ethyl vinyl ether]‐block‐poly(2‐hydroxyethyl vinyl ether) [poly(HOVE‐b‐PFPOVE‐b‐HOVE)] (HFH), poly[2‐(2,2,3,3,3‐pentafluoropropoxy)ethyl vinyl ether]‐block‐poly(2‐hydroxyethyl vinyl ether)‐block‐poly[2‐(2,2,3,3,3‐pentafluoropropoxy)ethyl vinyl ether] [poly(PFPOVE‐b‐HOVE‐b‐PFPOVE)] (FHF), and poly(n‐butyl vinyl ether)‐block‐poly(2‐hydroxyethyl vinyl ether)‐block‐poly(n‐butyl vinyl ether) [poly(NBVE‐b‐HOVE‐b‐NBVE)] (LHL), were synthesized, and their behavior in water was investigated. The aforementioned polymers were prepared by sequential living cationic polymerization of 2‐acetoxyethyl vinyl ether (AcOVE) and PFPOVE or NBVE, followed by hydrolysis of acetyl groups in polyAcOVE. FHF and LHL formed a hydrogel in water, whereas HFH gave a homogeneous aqueous solution. In addition, the gel‐forming concentration of FHF was much lower than that of corresponding LHL. Surface‐tension measurements of the aqueous polymer solutions revealed that all the triblock copolymers synthesized formed micelles or aggregates above about 1.0 × 10−4 mol/L. The surface tensions of HFH and FHF solutions above the critical micelle concentration were lower than those of LHL, indicating high surface activity of fluorine‐containing triblock copolymers. Small‐angle X‐ray scattering measurements revealed that HFH formed a core‐shell sperical micelle in 1 wt % aqueous solutions, whereas the other block copolymers caused more conplicated assembly in the solutions. © 2001 John Wiley & Sons, Inc. J Polym Sci Part A: Polym Chem 39: 3751–3760, 2001

Stannyl ethers are prepared by triflic acid-catalyzed reaction of alcohols with tributylstannane or allyltributylstannane at room temperature. The stannyl ethers thus prepared can be successfully used for the β-bromogycoside-mediated glycosylation reactions.

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