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Polymerization, Stimuli-induced Depolymerization, and Precipitation-driven Macrocyclization in a Nitroaldol Reaction System.
- Source :
-
Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2022 Nov 16; Vol. 28 (64), pp. e202201863. Date of Electronic Publication: 2022 Sep 19. - Publication Year :
- 2022
-
Abstract
- Dynamic covalent polymers of different topology have been synthesized from an aromatic dialdehyde and α,ω-dinitroalkanes via the nitroaldol reaction. All dinitroalkanes yielded dynamers with the dialdehyde, where the length of the dinitroalkane chain played a vital role in determining the structure of the final products. For longer dinitroalkanes, linear dynamers were produced, where the degree of polymerization reached a plateau at higher feed concentrations. In the reactions involving 1,4-dinitrobutane and 1,5-dinitropentane, specific macrocycles were formed through depolymerization of the linear chains, further driven by precipitation. At lower temperature, the same systemic self-sorting effect was also observed for the 1,6-dinitrohexane-based dynamers. Moreover, the dynamers showed a clear adaptive behavior, displaying depolymerization and rearrangement of the dynamer chains in response to alternative building blocks as external stimuli.<br /> (© 2022 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH.)
- Subjects :
- Polymerization
Polymers chemistry
Nitro Compounds
Heterocyclic Compounds, 3-Ring
Subjects
Details
- Language :
- English
- ISSN :
- 1521-3765
- Volume :
- 28
- Issue :
- 64
- Database :
- MEDLINE
- Journal :
- Chemistry (Weinheim an der Bergstrasse, Germany)
- Publication Type :
- Academic Journal
- Accession number :
- 35971799
- Full Text :
- https://doi.org/10.1002/chem.202201863