Reactions of N-Alkylbenzaldimines with Brominated Poly(isobutylene-co-isoprene): New Delayed Onset Cure Chemistry
Reactions of N-alkylbenzaldimines with allylic bromides are used to prepare bromobutyl thermosets with unique control over cross-linking rates and extents. Whereas the repeated N-alkylation of aliphatic primary amines cross-links brominated poly(isobutylene-co-isoprene) (BIIR) too quickly to support...
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| Veröffentlicht in: | Industrial & engineering chemistry research 2011-01, Vol.50 (2), p.680-685 |
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| creator | Faba, Michael A. J Parent, J. Scott Whitney, Ralph A |
| description | Reactions of N-alkylbenzaldimines with allylic bromides are used to prepare bromobutyl thermosets with unique control over cross-linking rates and extents. Whereas the repeated N-alkylation of aliphatic primary amines cross-links brominated poly(isobutylene-co-isoprene) (BIIR) too quickly to support standard rubber compounding and processing operations, imine formulations are shown to be inactive at 100 °C but highly reactive at conventional cure temperatures. Imine activation by direct hydrolysis, Bronsted-acid-catalyzed hydrolysis, and N-alkylation/hydrolysis pathways are examined as are substitutent effects on imine nucleophilicity and BIIR cure performance. |
| doi_str_mv | 10.1021/ie100940u |
| format | Article |
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| ispartof | Industrial & engineering chemistry research, 2011-01, Vol.50 (2), p.680-685 |
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| source | ACS Publications |
| subjects | Applied Chemistry Applied sciences Chemical engineering Exact sciences and technology |
| title | Reactions of N-Alkylbenzaldimines with Brominated Poly(isobutylene-co-isoprene): New Delayed Onset Cure Chemistry |
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