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Facile synthesis and polymerization of dibromo-bis-EDOT and its side-chain decorated dimer: an effective approach from dimer species

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Abstract

In the present work, we demonstrate an efficient bromine-catalyzed polymerization for PBis-EDOT [poly(3,4-ethylenedioxythiophene) derived from dimer unit] and its soluble derivative PBis-EDOT-C6 [hexyl-derivatized poly(3,4-ethylenedioxythiophene) derived from dimer unit] by using dibrominated dimer unit Bis-EDOT and its side chain decorated derivative Bis-EDOT-C6, respectively at room temperature. Here, we also present an efficient and simple synthesis of dimer units DBBis-EDOT and DBBis-EDOT-C6. The selective synthesis of hexyl-substituted symmetric dimer species DBBis-EDOT-C6 allows soluble polymer. The synthesized molecules are well characterized and finally confirmed by a single X-ray crystal structure. The resulting polymers are conducting and characterized by NMR, FT-IR, GPC, and Raman spectroscopy. The optical and electrical properties of these polymers were found to be nicely correlated with previously reported. DFT calculation was also performed on these dimers, monomer, and polymers to understand the structure and energy levels.

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Acknowledgements

The work is financially supported by CSIR-National Physical Laboratory (CSIR-NPL), New Delhi, India and Department of Science & Technology (DST) (Sanction Order No. DST/TMD/CERI/RES/2020/12), New Delhi, India.

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Authors and Affiliations

  1. Photovoltaic Metrology Section, Advanced Materials & Device Metrology Division, CSIR-National Physical Laboratory, Dr. K. S. Krishnan Marg, New Delhi, 110012, India

    Dinesh Bhardwaj, Sonal Gupta, Anamika Mishra, Sanchita Singhal,  Shahjad, Manisha Balkhandia & Asit Patra

  2. Academy of Scientific and Innovative Research (AcSIR), Ghaziabad, 201002, India

    Dinesh Bhardwaj, Sonal Gupta, Anamika Mishra, Sanchita Singhal,  Shahjad, Manisha Balkhandia & Asit Patra

  3. Applied Science Department, Maharaja Agrasen Institute of Technology, Sector 22, Pocket 5, Rohini, New Delhi, 110086, India

    Richa Sharma

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Bhardwaj, D., Gupta, S., Mishra, A. et al. Facile synthesis and polymerization of dibromo-bis-EDOT and its side-chain decorated dimer: an effective approach from dimer species. J Polym Res 30, 53 (2023). https://doi.org/10.1007/s10965-022-03426-3

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