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Synthesis of a Macromonomer Library From High-Temperature Acrylate Polymerization

Synthesis of a Macromonomer Library From High-Temperature Acrylate Polymerization

Anna-Marie Zorn, Thomas Junkers, Christopher Barner-Kowollik

Macromol Rapid Commun. 2009 Dec 1;30(23):2028-35.

PMID: 21638491

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.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP63225536	2-[[(Butylamino)carbonyl]oxy]ethyl acrylate		63225-53-6	Price

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