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Article Dans Une Revue Macromolecular Chemistry and Physics Année : 2019

Harnessing Polyisobutylene by Rotaxanation with γ-Cyclodextrin: Opportunities for Making Smart Molecular Necklaces

Résumé

A new type of polyrotaxane based on the threading of γ-cyclodextrins (γ-CDs) along a highly hydrophobic polymer, polyisobutylene (PIB), is successfully prepared and finely characterized. The used radical coupling associated with tuned reaction time and temperature leads to a fast and controlled necklace synthesis with low reagent consumption. Synthesis exhibits appealing conversion and threading rates with almost 100% and 62–73%, respectively. A combination of well-established SEC and NMR techniques, with a more forefront MALDI-TOF MS approach, provides details on the original PIB and the resulting polyrotaxanes (M w , M n , PDI, and average number of γ-CD threaded). Interestingly, tetramethylguanidinium-2-(4-hydroxyphenylazo)benzoate in DMF for MALDI analysis is revealed as a suitable matrix to overcome solubility troubles widely observed with PIB. Moreover, rotaxanation appears as an alternative to the grafting of polar groups to modify/handle hydrophobic polymers. Such an approach offers new opportunities to achieve the synthesis, with unambiguous evidence, of new supramolecular necklaces based on highly hydrophobic polymers.
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Dates et versions

hal-02104555 , version 1 (19-04-2019)

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Cédric Przybylski, Hassen Ramoul, Véronique Bonnet, Mathilde Abad, Nathalie Jarroux. Harnessing Polyisobutylene by Rotaxanation with γ-Cyclodextrin: Opportunities for Making Smart Molecular Necklaces. Macromolecular Chemistry and Physics, 2019, 220 (5), pp.1800502. ⟨10.1002/MACP.201800502⟩. ⟨hal-02104555⟩
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