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Mechanism of anionic polymerization of (meth)acrylates in the presence of aluminium alkyls

3. MALDI-TOF-MS study on the vinyl ketone formation in the initiation step of methyl methacrylate with tert-butyl lithium

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Summary

Methyl methacrylate was polymerized with tert-butyl lithium in the presence of triethylaluminium or triisobutylaluminium at 78°C in toluene. As indicated by GPC and MALDI-TOF mass spectrometry, the polymerization is accompanied by side reactions. The lower oligomers were fractionated by distillation and characterised by NMR, FT-IR, UV and electron impact (EI) mass spectrometry. All these data show that part of the polymer chains are carrying exactly one tert-butyl isoprenyl ketone unit. In order to avoid the formation of tert-butyl isoprenyl ketone a molar ratio of Al/Li>2 is necessary.

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Authors and Affiliations

  1. Institut für Physikalische Chemie, Universität Mainz, Welder-Weg 15, D-55099, Mainz, Germany

    Helmut Schlaad & Axel H. E. Müller

  2. Institut für Organische Chemie, Universität Mainz, Becher-Weg 18, D-55099, Mainz, Germany

    Heinz Kolshorn

  3. Institut für Angewandte Chemie Berlin-Adlershof e.V., Rudower Chaussee 5, D-12489, Berlin, Germany

    Ralph-Peter Krüger

Authors
  1. Helmut Schlaad
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  2. Axel H. E. Müller
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  3. Heinz Kolshorn
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  4. Ralph-Peter Krüger
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Part 2, cf. Ref. 10

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Schlaad, H., Müller, A.H.E., Kolshorn, H. et al. Mechanism of anionic polymerization of (meth)acrylates in the presence of aluminium alkyls. Polymer Bulletin 35, 169–176 (1995). https://doi.org/10.1007/BF00312910

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  • DOI: https://doi.org/10.1007/BF00312910

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