Click nanosponge - A novel amine-rich β-cyclodextrin-based crosslinked polymer for heterogeneous catalysis
(2024) In Carbohydrate Polymers 326. p.121612-121612- Abstract
Cyclodextrin-based nanosponges are promising materials for heterogeneous catalysis due to their inherent synthetic versatility, tunable porosity and nontoxicity. In this work, a primary amine-rich β-cyclodextrin nanosponge was synthesized via click imine condensation reaction between 1,6-hexamethylamine-functionalized β-cyclodextrin (CDAM) and glutaraldehyde (GLT) to afford CDGLAM, in mild conditions. The crosslinked polymer exhibited a BET surface area of 36.39 m2 g-1, an average pore diameter of 3.09 nm (as assessed by the BJH method), and thermal stability up to 253 °C. CDGLAM was tested as heterogeneous catalyst for the metal-free Henry and Knoevenagel reactions, between aromatic aldehydes and nitromethane or ethyl... (More)
Cyclodextrin-based nanosponges are promising materials for heterogeneous catalysis due to their inherent synthetic versatility, tunable porosity and nontoxicity. In this work, a primary amine-rich β-cyclodextrin nanosponge was synthesized via click imine condensation reaction between 1,6-hexamethylamine-functionalized β-cyclodextrin (CDAM) and glutaraldehyde (GLT) to afford CDGLAM, in mild conditions. The crosslinked polymer exhibited a BET surface area of 36.39 m2 g-1, an average pore diameter of 3.09 nm (as assessed by the BJH method), and thermal stability up to 253 °C. CDGLAM was tested as heterogeneous catalyst for the metal-free Henry and Knoevenagel reactions, between aromatic aldehydes and nitromethane or ethyl cyanoacetate, respectively, affording the products in moderate to very high yields. These results show the ease of preparation of β-CD-based nanosponges from a green chemistry perspective, as well as their potential for future use in catalytic systems.
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- author
- Machado, Tiago F ; Utzeri, Gianluca LU ; Valente, Artur J M ; Serra, M Elisa Silva and Murtinho, Dina
- publishing date
- 2024-02-15
- type
- Contribution to journal
- publication status
- published
- subject
- in
- Carbohydrate Polymers
- volume
- 326
- pages
- 121612 - 121612
- publisher
- Elsevier
- external identifiers
-
- scopus:85180780265
- pmid:38142073
- ISSN
- 0144-8617
- DOI
- 10.1016/j.carbpol.2023.121612
- language
- English
- LU publication?
- no
- additional info
- Copyright © 2023 Elsevier Ltd. All rights reserved.
- id
- a167b86a-1df3-4409-a725-76985451630f
- date added to LUP
- 2024-03-20 13:44:20
- date last changed
- 2024-09-05 17:23:16
@article{a167b86a-1df3-4409-a725-76985451630f, abstract = {{<p>Cyclodextrin-based nanosponges are promising materials for heterogeneous catalysis due to their inherent synthetic versatility, tunable porosity and nontoxicity. In this work, a primary amine-rich β-cyclodextrin nanosponge was synthesized via click imine condensation reaction between 1,6-hexamethylamine-functionalized β-cyclodextrin (CDAM) and glutaraldehyde (GLT) to afford CDGLAM, in mild conditions. The crosslinked polymer exhibited a BET surface area of 36.39 m2 g<sup>-1</sup>, an average pore diameter of 3.09 nm (as assessed by the BJH method), and thermal stability up to 253 °C. CDGLAM was tested as heterogeneous catalyst for the metal-free Henry and Knoevenagel reactions, between aromatic aldehydes and nitromethane or ethyl cyanoacetate, respectively, affording the products in moderate to very high yields. These results show the ease of preparation of β-CD-based nanosponges from a green chemistry perspective, as well as their potential for future use in catalytic systems.</p>}}, author = {{Machado, Tiago F and Utzeri, Gianluca and Valente, Artur J M and Serra, M Elisa Silva and Murtinho, Dina}}, issn = {{0144-8617}}, language = {{eng}}, month = {{02}}, pages = {{121612--121612}}, publisher = {{Elsevier}}, series = {{Carbohydrate Polymers}}, title = {{Click nanosponge - A novel amine-rich β-cyclodextrin-based crosslinked polymer for heterogeneous catalysis}}, url = {{http://dx.doi.org/10.1016/j.carbpol.2023.121612}}, doi = {{10.1016/j.carbpol.2023.121612}}, volume = {{326}}, year = {{2024}}, }