The DOI matches its Crossref record; 6 of the 6 references it cites were found in a registry or an index.
Kinetics and mechanism of the isomerization polymerization of 2‐methyl‐2‐oxazoline by benzyl chloride and bromide initiators. Effect of halogen counteranions
Abstract
Abstract Kinetic studies of the isomerization polymerization of 2‐methyl‐2‐oxazoline (2) initiated with benzyl chloride (1a) or bromide (1b) were carried out by NMR spectroscopy. The polymerization initiated with 1a proceeded exclusively via a covalently bonded alkyl chloride species 5, whereas the polymerization of the system initiated with 1b proceeded via a oxazolinium bromide 10 as the propagating end. The propagation rate constant kp with 1a was about 1/40 of that found with 1b at 40°C in CD3CN. The mechanistic difference is explained by the different nucleophilicities of the counteranions, Cl— and Br—. A model compound for the propagation with 1b as initiator was also examined changing the temperature and the solvent.
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Polymerization of 2-alkyl-2-oxazolines can be initiated by classical alkylating reagents, such as benzyl bromide.
“The polymerization of 2-Alkyl-2-oxazolines can be initiated by classical alkylating reagents, such as benzyl bromide [56] (see Figure 20).”
From Ring-Opening Polymerization—An Introductory Review (2013) · cites this paper as [56]
Citations
Cites
Sàegusa, T., & Ikeda, H. (1973) · Macromolecules · doi:10.1021/ma60036a004 · Cited by 98
Sàegusa, T., Ikeda, H., & Fujii, H. (1972) · Macromolecules · doi:10.1021/ma60028a005 · Cited by 95
Sàegusa, T., Kobayashi, S., & Yamada, A. (1975) · Macromolecules · doi:10.1021/ma60046a004 · Cited by 81
Self-citationIsomerization Polymerization of 2-Oxazoline. V. Kinetic Studies on the Polymerization of 2-Oxazoline
Sàegusa, T., Ikeda, H., & Fujii, H. (1973) · Macromolecules · doi:10.1021/ma60033a002 · Cited by 73
Cationic polymerization involving covalent propagating species
Sàegusa, T. (1974) · Die Makromolekulare Chemie · doi:10.1002/macp.1974.021750410 · Cited by 26
Nucleophilicities towards n-propyl tosylate in dimethyl sulfoxide
Fuchs, R., & Mahendran, K. (1971) · The Journal of Organic Chemistry · doi:10.1021/jo00804a028 · Cited by 10
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Ring-Opening Polymerization—An Introductory Review
Nuyken, O., & Pask, S. (2013) · Polymers · doi:10.3390/polym5020361 · Cited by 456
Metadata
- Authors
- Saegusa, T., Kobayashi, S., & Yamada, A.
- Affiliations
- Kyoto University (JP)
- ORCID
- Yamada, Akira
- Venue
- Die Makromolekulare Chemie
- Publisher
- Wiley
- Published
- 1976-08
- Volume
- 177
- Issue
- 8
- Pages
- 2271-2283
- ISSN
- 0025-116X (ISSN-L)
- OpenAlex
- W1537489237
- Cited by
- 99
- References
- 6
- Citations by year
- 2026: 2 · 2025: 1 · 2024: 2 · 2023: 1 · 2022: 1 · 2021: 1 · 2019: 2 · 2018: 2 · 2017: 2 · 2016: 4 · 2015: 2 · 2014: 2 · 2013: 2 · 2012: 3
- FWCI
- 1.17
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Die Makromolekulare Chemie (publishedVersion)
- Topics
- Physical Sciences › Chemistry › Organic Chemistry › Advanced Polymer Synthesis and Characterization
- Physical Sciences › Materials Science › Polymers and Plastics › Polymer Synthesis and Characterization
- Physical Sciences › Materials Science › Biomaterials › biodegradable polymer synthesis and properties
- Keywords
- 2-methyl-2-oxazoline, propagation rate constant, polymerization mechanism, solvent and temperature effects
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