ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

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

Thao T. Bui, Tam H. Nguyen, Hai L. Tran, Chau D. Tran, Duong T. Le, Dai N. Dao, Thao P. L. Nguyen, Luan T. Nguyen, Le-Thu T. Nguyen, Thiet Q. Nguyen, Son T. Cu, Mai H. Hoang, Tsutomu Yokozawa, and Ha T. Nguyen

National Key Laboratory of Polymer and Composite Materials, Ho Chi Minh City University of Technology, Vietnam National University-Ho Chi Minh City (VNU-HCM), Ho Chi Minh City, Vietnam

E-mail: nguyentranha@hcmut.edu.vn

Received: 12 July 2022  Accepted: 16 March 2023

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 M_n 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.

Keywords: Rod–coil polymers; Conjugated diblock polymers; Poly(3-hexylthiophene); Cyanuric chloride; Substitution reaction

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-023-02793-5

Chemical Papers 77 (8) 4439–4456 (2023)