Skip to content
DraconiticResearch
Search Sources API
182,469 studies31 sourcesUpdated 31 min ago
Peer-reviewedCC BY 4.0Chempluschem

Redox‐Active Verdazyl Radical Polymers via Postpolymerization Modification of Active Ester Polymers

  • Theo A. Ellingsen1
  • James D. Randall2
  • Bhagya Dharmasiri2
  • Wesley J. Olivier1
  • Luke C. Henderson2
  • Melissa K. Stanfield1
  • Stuart C. Thickett1
  • Rebecca O. Fuller1
  1. 1School of Natural Sciences ‐ Chemistry University of Tasmania Hobart Tasmania Australia
  2. 2Institute for Frontier Materials Deakin University Waurn Ponds Victoria Australia
Read full textPDFDOICite

Abstract

Organic radical polymers (ORPs) are constructed with 1,5‐dimethyl‐6‐oxoverdazyl radicals for assessment as redox‐active materials. The ORPs were synthesized through the postpolymerization modification (PPM) of poly(pentafluorophenyl methacrylate) (P1) and poly(pentafluorophenyl acrylate) (P2) with either 1,5‐dimethyl‐3‐(p‐aniline)‐6‐oxoverdazyl (1), 1,5‐dimethyl‐3‐(4‐methylamine‐(1,1ʹ‐biphenyl))‐6‐oxoverdazyl (2) or 1,5‐dimethyl‐3‐(4‐methylamine‐(1,1ʹ‐biphenyl))‐6‐oxoverdazyl (3). To overcome the limited stability of 1, radicals containing bulky C3 substituents and alkyl spacers to the heteroatom of the 4‐methylamine or 4‐hydroxymethyl moiety were synthesized from high yielding (78%–98%) Suzuki–Miyaura cross‐couplings. The large cell potential (E°cell(3) = 1.67 V) and radical stability ensure these are well suited to fundamental electrochemical proof of concept studies when incorporated into a polymer. Variable radical attachment (0%–75%) was observed in PPM reactions. The ester aminolysis of P2 yielded the highest radical containing polymer (P2‐2; 75%). As a proof‐of‐concept electrochemical demonstration, P2‐2 and P2‐3 exhibited a reversible redox couple at 3.43 V (vs. Li/Li+), successfully validating the redox activity of the verdazyl‐functionalized polymers in a coin cell.

Related

  1. Strain Waves Generate Compression and Trigger Buckling in Active Polymers
    Wen-de Tian, Kang Chen, Tianhui Zhang
    arXivPreprintCC BY 4.0Full textPhysical chemistryBiological & medical physicsarXiv
  2. Redox-active alloxazine-based pillared coordination polymers featuring azo/alkene dicarboxylate linkers
    Jaison Casas, Nathalie Kyritsakas, Corinne Bailly +2
    CrystEngCommPeer-reviewedCC BY-NC-ND 4.0Full textInorganic & organometallic chemistryMaterials & polymersHAL
  3. Radiation-Induced Modification of Antioxidant-Active Biodegradable Starch–PVA Films: Effect of Phenolic Additive Structure and Nanofiller Reinforcement
    Betga Alex Worldlight, Krystyna Cieśla, Wojciech Głuszewski
    PolymersPeer-reviewedCC BY 4.0Materials & polymersCrossref
  4. Investigating Topological Parameters in Polymers: Precision Synthesis of Trefoil Polymers from a Knotted Synthon.
    Jiameng Deng, Xin Jiang, Yunyan Qiu
    Precision chemistryPeer-reviewedCC BY-NC-NDFull textOrganic chemistryEurope PMCDOAJPMC
  5. Cyclic Polymers Cross the Divide
    Adam S. Veige
    ACS Central SciencePeer-reviewedCC BY 4.0Full textOrganic chemistryCrossref

Cite

BibTeXRIS
BibTeX
@article{ellingsen2026redoxactive,
  title = {{Redox‐Active Verdazyl Radical Polymers via Postpolymerization Modification of Active Ester Polymers}},
  author = {Theo A. Ellingsen and James D. Randall and Bhagya Dharmasiri and Wesley J. Olivier and Luke C. Henderson and Melissa K. Stanfield and Stuart C. Thickett and Rebecca O. Fuller},
  journal = {Chempluschem},
  year = {2026},
  month = oct,
  doi = {10.1002/cplu.70269},
  url = {https://doi.org/10.1002/cplu.70269},
  note = {CC BY 4.0},
}
RIS
TY  - JOUR
TI  - Redox‐Active Verdazyl Radical Polymers via Postpolymerization Modification of Active Ester Polymers
AU  - Theo A. Ellingsen
AU  - James D. Randall
AU  - Bhagya Dharmasiri
AU  - Wesley J. Olivier
AU  - Luke C. Henderson
AU  - Melissa K. Stanfield
AU  - Stuart C. Thickett
AU  - Rebecca O. Fuller
PY  - 2026
DA  - 2026/10/27
JO  - Chempluschem
DO  - 10.1002/cplu.70269
UR  - https://doi.org/10.1002/cplu.70269
AB  - Organic radical polymers (ORPs) are constructed with 1,5‐dimethyl‐6‐oxoverdazyl radicals for assessment as redox‐active materials. The ORPs were synthesized through the postpolymerization modification (PPM) of poly(pentafluorophenyl methacrylate) (P1) and poly(pentafluorophenyl acrylate) (P2) with either 1,5‐dimethyl‐3‐(p‐aniline)‐6‐oxoverdazyl (1), 1,5‐dimethyl‐3‐(4‐methylamine‐(1,1ʹ‐biphenyl))‐6‐oxoverdazyl (2) or 1,5‐dimethyl‐3‐(4‐methylamine‐(1,1ʹ‐biphenyl))‐6‐oxoverdazyl (3). To overcome the limited stability of 1, radicals containing bulky C3 substituents and alkyl spacers to the heteroatom of the 4‐methylamine or 4‐hydroxymethyl moiety were synthesized from high yielding (78%–98%) Suzuki–Miyaura cross‐couplings. The large cell potential (E°cell(3) = 1.67 V) and radical stability ensure these are well suited to fundamental electrochemical proof of concept studies when incorporated into a polymer. Variable radical attachment (0%–75%) was observed in PPM reactions. The ester aminolysis of P2 yielded the highest radical containing polymer (P2‐2; 75%). As a proof‐of‐concept electrochemical demonstration, P2‐2 and P2‐3 exhibited a reversible redox couple at 3.43 V (vs. Li/Li+), successfully validating the redox activity of the verdazyl‐functionalized polymers in a coin cell.
SN  - 2192-6506
ER  -