Chlorodimethylsilane-Mediated Reductive Etherification Reaction: A Robust Method for Polyether Synthesis

Serter Luleburgaz, Gurkan Hizal, Umit Tunca, Hakan Durmaz*

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5 Atıf (Scopus)

Özet

Polyethers have always been privileged compounds in polymer chemistry and have found extensive applications in both academic research and industry. However, the currently employed strategies for their synthesis require harsh conditions such as ionic polymerizations together with limited precursor monomer options. In this study, a chlorodimethylsilane (CDMS)-mediated reductive etherification reaction was introduced as a versatile strategy for polyether synthesis. Accordingly, terephthalaldehyde (TPA) and 1,4-butanediol were first reacted at room temperature in the presence of CDMS using nitromethane as the polymerization solvent to reveal the optimum conditions for the proposed system. Subsequently, a variety of diols ranging from linear to sterically congested diols were reacted with TPA (and its isomers) under the optimized conditions to create a polyether library. Meanwhile, in addition to polyether having the expected alternating units, the formation of polyether stem from the self-condensation of TPA was found to be inevitable in all cases. From the proposed strategy, polyethers with a molecular weight of up to 110.4 kDa and a high alternating unit of up to 93% were obtained. The versatile and robust character of the presented strategy was supported by a model end-group study, and the polymerization behavior was examined mechanistically. It is anticipated that the presented method might be a strong candidate for polyether synthesis with different backbones, given the unlimited sources of diols.

Orijinal dilİngilizce
Sayfa (başlangıç-bitiş)1533-1543
Sayfa sayısı11
DergiMacromolecules
Hacim55
Basın numarası5
DOI'lar
Yayın durumuYayınlandı - 8 Mar 2022

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Publisher Copyright:
© 2022 American Chemical Society. All rights reserved.

Finansman

This work was supported by the Scientific and Technological Research Council of Turkey (TUBITAK) (project number: 119Z516). H.D. greatly acknowledges the financial support of the Science Academy through the 2020 Science Academy’s Young Scientist Award (BAGEP).

FinansörlerFinansör numarası
2020 Science Academy
TUBITAK119Z516
Türkiye Bilimsel ve Teknolojik Araştirma Kurumu
Bilim Akademisi

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