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Xanthate Mediated Living Polymerization of Vinyl Acetate: A Systematic Variation in MADIX/RAFT Agent Structure
Abstract
Eight xanthates were synthesized to induce living free radical polymerization of vinyl acetate. Four compounds, methyl (4‐methoxyphenoxy)carbonothioylsulfanyl acetate, methyl (methoxycarbonothioyl)sulfanyl acetate, methyl (ethoxycarbonothioyl)sulfanyl acetate and methyl (isopropoxycarbonothioyl)sulfanyl acetate were identified as suitable MADIX/RAFT agents, yielding low polydispersity (PDI < 1.2) poly(vinyl acetate) of molecular weights exceeding 5 × 10 4 g · mol−1. All suitable MADIX/RAFT agents exhibited extended periods of inhibition (0.3 h < tinh < 10 h) and moderate rate retardation. The ability of these compounds to control vinyl acetate polymerization can be correlated with the electron density on the central carbon atom of the xanthate. Electrospray ionization mass spectrometric analysis was performed to complete the investigation on the new MADIX/RAFT agents. magnified image
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Wang, J.-S., & Matyjaszewski, K. (1995) · Journal of the American Chemical Society · doi:10.1021/ja00125a035 · Cited by 4,622
Polymeric systems for controlled drug release
Uhrich, K. E., Cannizzaro, S. M., Langer, R. S., & Shakesheff, K. M. (1999) · Chemical Reviews · doi:10.1021/cr940351u · Cited by 2,633
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Ouchi, M., Terashima, T., & Sawamoto, M. (2009) · Chemical Reviews · doi:10.1021/cr900234b · Cited by 1,257
Controlled/living radical polymerization in aqueous dispersed systems
Cunningham, M. F. (2008) · Progress in Polymer Science · doi:10.1016/j.progpolymsci.2007.11.002 · Cited by 580
Controlled/Living Radical Polymerization in Dispersed Systems: An Update
Zetterlund, P. B., Thickett, S. C., Perrier, S., Bourgeat-Lami, E., & Lansalot, M. (2015) · Chemical Reviews · doi:10.1021/cr500625k · Cited by 485
Barner, L., Davis, T. P., Stenzel, M. H., & Barner‐Kowollik, C. (2007) · Macromolecular Rapid Communications · doi:10.1002/marc.200600805 · Cited by 339
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Metadata
- Authors
- Stenzel, M. H., Cummins, L., Roberts, G. E., Davis, T. P., Vana, P., & Barner‐Kowollik, C.
- Venue
- Macromolecular Chemistry and Physics
- Publisher
- Wiley
- Published
- 2003-06
- Volume
- 204
- Issue
- 9
- Pages
- 1160-1168
- ISSN
- 1022-1352 (ISSN-L)
- 1521-3935
- OpenAlex
- W2032373909
- Cited by
- 345
- References
- 2
- FWCI
- 11.27
- Type
- journal article
- Language
- en
- Open access
- closed
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- Stenzel, M. H., Cummins, L., Roberts, G. E., Davis, T. P., Vana, P., & Barner‐Kowollik, C. (2003). Xanthate Mediated Living Polymerization of Vinyl Acetate: A Systematic Variation in MADIX/RAFT Agent Structure. Macromolecular Chemistry and Physics. https://doi.org/10.1002/macp.200390089
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