Synthesis of a macromonomer library from high-temperature acrylate polymerization

Zorn, A. M., Junkers, T., & Barner-Kowollik, C. (2009) Synthesis of a macromonomer library from high-temperature acrylate polymerization. Macromolecular Rapid Communications, 30(23).

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Abstract

The auto-initiated high temperature acrylate polymerization represents a versatile route for the synthesis of macromonomer building blocks. Various macromonomers were synthesized via this route based on methyl, ethyl, n-butyl, t-butyl, 2-ethylhexyl, isobornyl and 2-[[(butylamino) carbonyl]oxy]ethyl acrylate. The synthesis requires a temperature of 140°C and is carried out in a 5 wt.-% solution of hexyl acetate. The macromonomer library is fully characterized via electrospray ionization mass spectrometry (ESI-MS). The amount of macromonomers containing the geminal double bond lies in between 82 and 95%, depending on the monomer type. The achievable molecular weight of the macromonomers is located between 800 and 2 000 g·mol-1 with a polydispersity of close to 1.6. In addition, it is demonstrated that radical initiators are useful add-ons (to circumvent the inhibition time observed during initiator-free synthesis) without interfering in the actual polymerization as no initiator-fragment containing products are identified via high resolution mass spectrometry. (Figure Presented). © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.

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24 citations in Web of Science®
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ID Code: 99230
Item Type: Journal Article
Refereed: Yes
Additional Information: Cited By :23
Export Date: 5 September 2016
CODEN: MRCOE
Correspondence Address: Junkers, T.; Preparative Macromolecular Chemistry, Institut für Technische Chemie und Polymerchemie, Karlsruhe Institute of Technology (KIT), Engesserstr. 18, 76128 Karlsruhe, Germany; email: thomas.junkers@kit.edu
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Keywords: β-scission, Acrylates, Macromonomers, Mass spectrometry, Radical polymerization, Self-initiated polymerization, [carbonyl, Building blockes, Double bonds, Electrospray ionization mass spectrometry, Ethyl acrylates, Hexyl acetate, High resolution mass spectrometry, High temperature, In-between, Inhibition time, Macromonomer, Monomer types, Radical initiators, Atom transfer radical polymerization, Electrospray ionization, Mass spectrometers, Monomers, Polydispersity, Polymers, Salts, Synthesis (chemical), Free radical polymerization
DOI: 10.1002/marc.200900536
ISSN: 10221336
Divisions: Current > Institutes > Institute for Future Environments
Current > QUT Faculties and Divisions > Science & Engineering Faculty
Deposited On: 22 Sep 2016 04:50
Last Modified: 28 Jun 2017 15:01

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