Synthesis of carboxylated derivatives of poly(isobutylene-co-isoprene) by azide–alkyne “click” chemistry
| dc.contributor.author | Deepak, Vishnu D. | |
| dc.contributor.author | Mahmud, Ilias | |
| dc.contributor.author | Gauthier, Mario | |
| dc.date.accessioned | 2018-10-26T17:13:51Z | |
| dc.date.available | 2018-10-26T17:13:51Z | |
| dc.date.issued | 2018-09-28 | |
| dc.description | The final publication is available at Springer via https://dx.doi.org/10.1038/s41428-018-0130-y | en |
| dc.description.abstract | The synthesis of carboxylated derivatives of poly(isobutylene-co-isoprene) (isobutylene–isoprene rubber, IIR) with substitution levels ranging from 1 to 4 mol% and different spacer lengths was accomplished through azide–alkyne Huisgen cycloaddition. Azido-functionalized IIR was first prepared by reacting brominated IIR with sodium azide to full conversion in a 90:10 tetrahydrofuran/N,N-dimethylacetamide mixture. The click reaction of azido-functionalized IIR with acetylenic acids, which was carried out using the copper(I) bromide/N,N,N′,N″,N″-pentamethyldiethylenetriamine catalyst system in tetrahydrofuran, yielded carboxylated IIRs. The products were characterized by 1H NMR and FT-IR spectroscopy, and their molecular weight was determined by size exclusion chromatography analysis. The conversion to carboxylated groups reached up to 100% as determined by NMR spectroscopy but was highly dependent on the type of solvent and the amounts of catalysts and reactants used in the procedures. | en |
| dc.description.sponsorship | ARLANXEO Canada Inc. | en |
| dc.description.sponsorship | Natural Sciences and Engineering Research Council (NSERC) of Canada | en |
| dc.identifier.uri | https://dx.doi.org/10.1038/s41428-018-0130-y | |
| dc.identifier.uri | http://hdl.handle.net/10012/14070 | |
| dc.language.iso | en | en |
| dc.publisher | Springer | en |
| dc.title | Synthesis of carboxylated derivatives of poly(isobutylene-co-isoprene) by azide–alkyne “click” chemistry | en |
| dc.type | Article | en |
| dcterms.bibliographicCitation | Deepak, V. D., Mahmud, I., & Gauthier, M. (2018). Synthesis of carboxylated derivatives of poly(isobutylene-co-isoprene) by azide–alkyne “click” chemistry. Polymer Journal. doi:10.1038/s41428-018-0130-y | en |
| uws.contributor.affiliation1 | Faculty of Science | en |
| uws.contributor.affiliation2 | Chemistry | en |
| uws.peerReviewStatus | Reviewed | en |
| uws.scholarLevel | Faculty | en |
| uws.typeOfResource | Text | en |
| uws.typeOfResource | Text | en |