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Synthesis of rod–coil conjugated diblock copolymers, poly(3-hexylthiophene)-block-poly(2-(4,6-dichlorotriazin-2-yl]oxy)ethyl methacrylate) and click chemistry

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Abstract

A conjugated diblock copolymer of poly(3-hexylthiophene)-block-poly(2-(4,6-dichlorotriazin-2-yl]oxy)ethyl methacrylate) (P3HT-b-PDCTMA) has been obtained via the combination of Grignard metathesis method and organo-catalyzed atom transfer radical polymerization with a polymerization conversion of 73%. The synthesized diblock copolymer P3HT-b-PDCTMA exhibited an Mn of 17,500 g/mol, which is approximately close to the theoretical value, and with polydispersity index (Đ) of 1.42. The conjugated diblock copolymer P3HT-b-PDCTMA bears functional reactive triazine chloride groups that act as a platform to react with mercaptan or amine groups via efficient nucleophilic aromatic substitution reactions. The chemical structures and macromolecular characteristic properties of the “rod–coil” conjugated diblock copolymers have been characterized by FT-IR, 1H NMR spectroscopy and gel permeation chromatography. In addition, their optical properties and conformation have been investigated via UV–Vis spectroscopy.

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Acknowledgements

This research is funded by Vietnam National University Ho Chi Minh City (VNU-HCM) under Grant Number C2021-20-17 and NVTX2022: TX2022-20a-1.

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Correspondence to Ha T. Nguyen.

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Bui, T.T., Nguyen, T.H., Tran, H.L. et al. Synthesis of rod–coil conjugated diblock copolymers, poly(3-hexylthiophene)-block-poly(2-(4,6-dichlorotriazin-2-yl]oxy)ethyl methacrylate) and click chemistry. Chem. Pap. 77, 4439–4456 (2023). https://doi.org/10.1007/s11696-023-02793-5

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  • DOI: https://doi.org/10.1007/s11696-023-02793-5

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