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Reversible crosslinking-decrosslinking of polymers having bicyclo orthoester moieties in the side chains

1999; Wiley; Volume: 200; Issue: 6 Linguagem: Inglês

10.1002/(sici)1521-3935(19990601)200

1521-3935

Masakatsu Hitomi, Fumio Sanda, Takeshi Endo,

Synthetic Organic Chemistry Methods

Macromolecular Chemistry and PhysicsVolume 200, Issue 6 p. 1268-1273 Research Article Reversible crosslinking-decrosslinking of polymers having bicyclo orthoester moieties in the side chains Masakatsu Hitomi, Masakatsu Hitomi Research Laboratory of Resources Utilization, Tokyo Institute of Technology, 4259 Nagatsuta-cho, Midori-ku, Yokohama 226-8503, JapanSearch for more papers by this authorFumio Sanda, Fumio Sanda Research Laboratory of Resources Utilization, Tokyo Institute of Technology, 4259 Nagatsuta-cho, Midori-ku, Yokohama 226-8503, JapanSearch for more papers by this authorTakeshi Endo, Takeshi EndoSearch for more papers by this author Masakatsu Hitomi, Masakatsu Hitomi Research Laboratory of Resources Utilization, Tokyo Institute of Technology, 4259 Nagatsuta-cho, Midori-ku, Yokohama 226-8503, JapanSearch for more papers by this authorFumio Sanda, Fumio Sanda Research Laboratory of Resources Utilization, Tokyo Institute of Technology, 4259 Nagatsuta-cho, Midori-ku, Yokohama 226-8503, JapanSearch for more papers by this authorTakeshi Endo, Takeshi EndoSearch for more papers by this author First published: 19 May 1999 https://doi.org/10.1002/(SICI)1521-3935(19990601)200:6 3.0.CO;2-NCitations: 26AboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Abstract Radical polymerizations of methacrylate- and styrene-based bicyclo orthoesters (BOEs), and their copolymerization with methyl methacrylate and styrene were carried out with 2,2′-azoisobutyronitrile (AIBN, 5 mol-%) as an initiator in N,N-dimethylformamide (DMF, 2 M) at 70°C for 15 h to afford the corresponding polymers in 64–96% yields having BOE moieties in the side chains. Crosslinking of the polymers was carried out in the presence of BF3·OEt2 (3 mol-%) as a cationic catalyst in CH2Cl2. The yield of the crosslinked polymer increased with increasing initial concentration of the polymer and increasing crosslinking temperature. Decrosslinking of the crosslinked polymers was carried out in the presence of trifluoroacetic acid (TFA, 5 mol-%) as a cationic catalyst in CH2Cl2 to regenerate the starting linear polymers. The recovery of the starting linear polymer increased with decreasing concentration of the initially crosslinked polymer and with increasing decrosslinking temperature. Citing Literature Volume200, Issue6June 1999Pages 1268-1273 RelatedInformation