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DOI: 10.1055/s-0042-1751454
Smart Hydrogel Reactor of Poly(N-isopropylacrylamide)/Polyethylene Glycol Interpenetrating Polymer Networks for Oxidative Coupling of 2-Naphthol
Dedicated to Professor Hisashi Yamamoto on the occasion of his 80th birthday
Abstract
Hydrogels with an interpenetrating polymer network (IPN) structure composed of poly(N-isopropylacrylamide) (poly-NIPAM) gel and a gel containing polyethylene glycol (PEG) chains were synthesized. They showed a typical temperature-responsive volume change in water owing to the constructed poly-NIPAM gel component. Oxidative coupling of 2-naphthol with IPN cryogels and a conventional catalyst, the CuCl2 complex of N,N,N′,N′-tetramethylenediamine, was conducted in water under an O2 atmosphere; the IPN gel prepared from PEG with a larger molecular weight of 11000 afforded a product with a good yield of 73% (91% conv.) during the reaction in basic media. The hydrogel effectively promoted the reaction but hardly produced any product without the catalyst, acting as a reactor vessel in the water. Owing to the low durability of the PEG gel component for hydrolysis, a limitation was also suggested during experiments on the recyclability of the hydrogel.
Key words
interpenetrating polymer networks - hydrogel reactor - smart gel - catalysis - oxidative couplingSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0042-1751454. Figures S1–S5 are included.
- Supporting Information
Publication History
Received: 20 March 2023
Accepted after revision: 11 April 2023
Article published online:
30 May 2023
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