Semi‐Telechelic Polymers from Mechanochemical C─C Bond Activation

Abstract: Unstrained C─C bond activation is attained in homopolymers through mechanochemical bond scission followed by functionalization to yield mostly semi‐telechelic polymer chains. Ball milling poly (ethylene oxide) (PEO) in the presence of 1‐(bromoacetyl) pyrene (BAPy) yields the pyrene terminated PEO. Similarly, milling with 2,4′‐dibromoacetophenone followed by Suzuki coupling allows the introduction of various aryl end groups. PEOs with a molecular weight below 20 kDa show no functionalization, supporting a mechanochemical mechanism. The protocol is also tested with doxorubicin, yielding the drug‐polymer conjugate. PEO halogenation is also demonstrated by milling PEO with iodine, N‐bromosuccinimide, or N‐iodosuccinimide, which can then be reacted with an amine substituted anthracene. Grinding additional carbon polymers with BAPy indicates that this functionalization method is general for different polymer chemistries.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Semi‐Telechelic Polymers from Mechanochemical C─C Bond Activation ; day:23 ; month:10 ; year:2023 ; extent:7
Advanced science ; (23.10.2023) (gesamt 7)

Creator
Schwarz, Rony
Diesendruck, Charles E.

DOI
10.1002/advs.202304571
URN
urn:nbn:de:101:1-2023102315354865844357
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
14.08.2025, 11:01 AM CEST

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Associated

  • Schwarz, Rony
  • Diesendruck, Charles E.

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