## Abstract Macromonomers are valuable synthetic building blocks: They can be copolymerized with low molecular weight monomers to generate brush‐like structures or serve as conjugation substrates in pericylic, metathesis, and thiolene reactions. Based on earlier reports on the facile high temperatu
Synthesis of a Macromonomer Library from High-Temperature Acrylate Polymerization
✍ Scribed by Anna-Marie Zorn; Thomas Junkers; Christopher Barner-Kowollik
- Publisher
- John Wiley and Sons
- Year
- 2009
- Tongue
- English
- Weight
- 279 KB
- Volume
- 30
- Category
- Article
- ISSN
- 1022-1336
No coin nor oath required. For personal study only.
✦ Synopsis
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.
magnified image
📜 SIMILAR VOLUMES
␣-(Methacrylyoxylethyloxycarbonylmethyl)--(N,N-diethyldithiocarbamyl)polystyrene macromonomers with different molecular weights were prepared by radical polymerization of styrene (St) using -methacryloxylethyl 2-N,N-diethyldithiocarbamylacetate (MAEDCA) as a polymerizable photoiniferter in toluene
Solution copolymerizations of butyl acrylate/methyl methacrylate in toluene were performed over an expanded temperature range (60 -140°C) compared to more typical ranges that do not exceed 80°C. From a large amount of data collected independently at two laboratories, reactivity ratios were estimated
Several polymerizable surfactants (surfmers) have been used in the semicontinuous emulsion copolymerization of styrene, butyl acrylate, and acrylic acid. Three of the (anionic) surfmers (sodium 11-crotonoyl undecan-1-yl sulfate, sodium 11-methacryloyl undecan-1-sulfate, and sodium sulfopropyl tetrad