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Reversible Addition−Fragmentation Chain Transfer Polymerization Initiated with Ultraviolet Radiation
Abstract
Styrene was polymerized under a source of ultraviolet radiation in the presence of certain thiocarbonylthio compounds. Use of 1-phenylethyl phenyldithioacetate (1-PEPDTA) produced well-defined polymers with molecular weights close to those predicted from theory, up to conversions of 30%. The mechanism of polymerization was examined and shown to proceed via reversible addition−fragmentation chain transfer, as opposed to reversible termination with a thiocarbonylthiyl radical. UV-induced decomposition of the dithioester moiety in 1-PEPDTA and 1-phenylethyl dithiobenzoate (1-PEDB) mediated RAFT polymerizations was followed using UV/vis spectrophotometry; 1-PEPDTA decomposed much slower than 1-PEDB. Analysis of the decomposition products of 1-PEPDTA with gas chromatography/mass spectrometry was used to elucidate a possible mechanism for its degradation, suggesting that both 1-phenylethyl and benzyl radicals are decomposition products.
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Citations
Cited by
Living Radical Polymerization by the RAFT Process
Moad, G., Rizzardo, E., & Thang, S. H. (2005) · Australian Journal of Chemistry · doi:10.1071/ch05072 · Cited by 2,288
Self-citationRadical addition–fragmentation chemistry in polymer synthesis
Moad, G., Rizzardo, E., & Thang, S. H. (2008) · Polymer · doi:10.1016/j.polymer.2007.11.020 · Cited by 1,397
Self-citationLight-Controlled Radical Polymerization: Mechanisms, Methods, and Applications
Chen, M., Zhong, M., & Johnson, J. A. (2016) · Chemical Reviews · doi:10.1021/acs.chemrev.5b00671 · Cited by 1,202
Bioapplications of RAFT Polymerization
Boyer, C., Bulmus, V., Davis, T. P., Ladmiral, V., Liu, J., & Perrier, S. (2009) · Chemical Reviews · doi:10.1021/cr9001403 · Cited by 1,015
Self-citationXu, J., Jung, K., Atme, A., Shanmugam, S., & Boyer, C. (2014) · Journal of the American Chemical Society · doi:10.1021/ja501745g · Cited by 990
Metadata
- Authors
- Quinn, J. F., Barner, L., Barner-Kowollik, C., Rizzardo, E., & Davis, T. P.
- Venue
- Macromolecules
- Publisher
- American Chemical Society (ACS)
- Published
- 2002-08-27
- Volume
- 35
- Issue
- 20
- Pages
- 7620-7627
- ISSN
- 0024-9297 (ISSN-L)
- 1520-5835
- OpenAlex
- W1983224931
- Cited by
- 323
- References
- 0
- FWCI
- 5.62
- Type
- journal article
- Language
- en
- Open access
- closed
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- Quinn, J. F., Barner, L., Barner-Kowollik, C., Rizzardo, E., & Davis, T. P. (2002). Reversible Addition−Fragmentation Chain Transfer Polymerization Initiated with Ultraviolet Radiation. Macromolecules. https://doi.org/10.1021/ma0204296
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