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Sequence-regulated oligomers and polymers by living cationic polymerization

1.Synthesis of sequence-regulated trimers and tetramers of functional vinyl ethers

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Summary

A new trimer (3) and a tetramer (4) of vinyl ethers with controlled repeat unit sequences were prepared through the living cationic polymerization initiated with the hydrogen iodide/zinc iodide (HI/ZnI2) system in toluene at 40°C; for example, 4 consisted of the following sequence, H−CH2CH(OnBu)−CH2CH[OCH2CH2CH(COOEt)2]−CH2CH(OCH2CH2OCOC6H5)−CH2CH[OCH2CH2−OCOC(CH3)=CH2]−OCH3, and is a new methacrylate-type macromonomer. The synthesis involved sequential and successive reactions of the corresponding four vinyl ethers (each equimolar to hydrogen iodide) with the HI/ZnI2-generated living oligomeric growing species, starting from the quantitative addition of hydrogen iodide to n-butyl vinyl ether and subsequent activation of the resulting adduct with ZnI2. The structure and molecular weights of these sequence-regulated vinyl ether oligomers were verified by 1H NMR and thermospray mass spectroscopy.

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Minoda, M., Sawamoto, M. & Higashimura, T. Sequence-regulated oligomers and polymers by living cationic polymerization. Polymer Bulletin 23, 133–139 (1990). https://doi.org/10.1007/BF00338492

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  • DOI: https://doi.org/10.1007/BF00338492

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